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1101 Cypress Gardens Boulevard, Winter Haven

“Extraordinary Commercial Property” - This 5.33-acre commercial vacant land site is a rare opportunity to own a prime piece of real estate on busy Cypress Gardens Boulevard. With 550 feet of road frontage, this property is made up of 4 separate parcels & includes a small lake of about 1.5 acres (Lake Rey) (Lake Rey is classified as a Lake in Polk County, Florida). with 2 access points on either side of the lake off Cypress Gardens Blvd. The utilities available include city water, electric, gas-LP, and public sewer. The land use designation of CR (Commercial Retail) by The City of Winter Haven is within the city limits. It allows commercial development with any retail, including but Not Limited to retail strip centers, restaurants, stand-alone retail stores, etc. This property is on the primary east/west commercial corridor in this part of Winter Haven & is minutes away from LEGOLAND Florida. Don’t miss out on this outstanding opportunity to develop and clear this land with commercial improvements. Easy access to Us Hwy 27, and Downtown Winter Haven. There Is Little to No Remaining Vacant Commercial Development Parcels Alone, this is a Highly Traveled Roadway Great traffic and potential exposure. Close to The Chain of Lakes Complex Redevelopment - (This is a major development that will occur in Winter Haven over the next several years). The listing price includes all four parcels and is set at $999,000. Parcel A has the physical address of 1101 Cypress Gardens Boulevard. Outstanding location for many prospective uses. The property was formerly known as Slocum Water Gardens.” Seller is willing to entertain any and all requests you put in your offer.

P4712420 MLS

“Extraordinary Commercial Property” - This 5.33-acre commercial vacant land site is a rare opportunity to own a prime piece of real estate on busy Cypress Gardens Boulevard. With 550 feet of road frontage, this property is made up of 4 separate parcels & includes a small lake of about 1.5 acres (Lake Rey) (Lake Rey is classified as a Lake in Polk County, Florida). with 2 access points on either side of the lake off Cypress Gardens Blvd. The utilities available include city water, electric, gas-LP, and public sewer. The land use designation of CR (Commercial Retail) by The City of Winter Haven is within the city limits. It allows commercial development with any retail, including but Not Limited to retail strip centers, restaurants, stand-alone retail stores, etc. This property is on the primary east/west commercial corridor in this part of Winter Haven & is minutes away from LEGOLAND Florida. Don’t miss out on this outstanding opportunity to develop and clear this land with commercial improvements. Easy access to Us Hwy 27, and Downtown Winter Haven. There Is Little to No Remaining Vacant Commercial Development Parcels Alone, this is a Highly Traveled Roadway Great traffic and potential exposure. Close to The Chain of Lakes Complex Redevelopment - (This is a major development that will occur in Winter Haven over the next several years). The listing price includes all four parcels and is set at $999,000. Parcel A has the physical address of 1101 Cypress Gardens Boulevard. Outstanding location for many prospective uses. The property was formerly known as Slocum Water Gardens.” Seller is willing to entertain any and all requests you put in your offer.

1101 Cypress Gardens Boulevard, Winter Haven

Listing courtesy of NEXTHOME NORRIS & COMPANY REALTY. 863-875-5583

2510 Cypress Gardens Boulevard, Winter Haven

$849,900

Set along the shoreline of Lake Florence, this distinctive 0.83-acre waterfront parcel extends 367 feet in depth and includes 87 feet of lake frontage. Lake Florence is an independent 74-acre lake with a county-owned park but no public boat ramp. The property’s concrete boat-launching pad, dock, boathouse, and lift provide on-site access for boating, water skiing, paddling, and fishing. The parcel contains two detached residences and is coded as Multiple SFR in Polk County property records. Together, the residences encompass 3,482 square feet of combined heated living space and 5,094 total square feet under roof, divided between a two-bedroom, two-bath primary residence with a flexible studio and a detached two-bedroom, one-bath cottage. The 2,311-square-foot primary residence, built in 1985, includes a spacious primary suite and a second bedroom configured as a den with fireplace and Murphy bed. The studio/flex room has its own side entry and an auxiliary appliance station with an 18-inch dishwasher, refrigerator and freezer drawers, ice maker, and microwave, adding flexibility for entertaining, guest accommodations, or additional living space. The recently updated kitchen features quartz countertops, a substantial island with seating for five, induction cooktop, double ovens, coffee bar, and generous pantry. Expansive sliding glass doors and the dining room’s oversized window capture sweeping views of Lake Florence. New luxury vinyl plank flooring extends throughout the main living areas, while fresh interior paint complements the recent updates throughout the primary residence. The HVAC system was replaced in 2020. The primary bath includes a steam shower and refined vanity, while the secondary bath includes an oversized quartz vanity and newly installed Kohler shower. A 30-foot lakefront deck includes a screened area for additional outdoor living space. The detached 1,171-square-foot cottage, originally constructed in 1958, includes two bedrooms, one bath, a comfortable living area, and a spacious full eat-in kitchen , with crown molding throughout. Set apart from the primary home, it provides flexible separate living or workspace while remaining part of the unified property. A spacious 15-by-14-foot screened porch overlooks the surrounding landscaping. Each residence has its own electric meter and septic system; the primary residence’s septic system was replaced in 2020. The homes share a water meter and driveway. Both residences feature concrete-block construction, new roofs, screened outdoor porches, interior laundry areas, and Ecobee thermostats. An additional (3rd) washer and dryer are located in the cottage’s attached garage. Major appliances in both residences convey with the property. The lakefront grounds provide open space for outdoor living and sunrise views across Lake Florence. Parking includes a 2.5-car carport, 1.5-car garage, and additional off-street parking. This uncommon combination of two detached residences, substantial covered area, boating infrastructure, and flexible living space distinguishes the property in Winter Haven.

5 Beds ⋅ 3 Baths ⋅ O6437789 MLS

Set along the shoreline of Lake Florence, this distinctive 0.83-acre waterfront parcel extends 367 feet in depth and includes 87 feet of lake frontage. Lake Florence is an independent 74-acre lake with a county-owned park but no public boat ramp. The property’s concrete boat-launching pad, dock, boathouse, and lift provide on-site access for boating, water skiing, paddling, and fishing. The parcel contains two detached residences and is coded as Multiple SFR in Polk County property records. Together, the residences encompass 3,482 square feet of combined heated living space and 5,094 total square feet under roof, divided between a two-bedroom, two-bath primary residence with a flexible studio and a detached two-bedroom, one-bath cottage. The 2,311-square-foot primary residence, built in 1985, includes a spacious primary suite and a second bedroom configured as a den with fireplace and Murphy bed. The studio/flex room has its own side entry and an auxiliary appliance station with an 18-inch dishwasher, refrigerator and freezer drawers, ice maker, and microwave, adding flexibility for entertaining, guest accommodations, or additional living space. The recently updated kitchen features quartz countertops, a substantial island with seating for five, induction cooktop, double ovens, coffee bar, and generous pantry. Expansive sliding glass doors and the dining room’s oversized window capture sweeping views of Lake Florence. New luxury vinyl plank flooring extends throughout the main living areas, while fresh interior paint complements the recent updates throughout the primary residence. The HVAC system was replaced in 2020. The primary bath includes a steam shower and refined vanity, while the secondary bath includes an oversized quartz vanity and newly installed Kohler shower. A 30-foot lakefront deck includes a screened area for additional outdoor living space. The detached 1,171-square-foot cottage, originally constructed in 1958, includes two bedrooms, one bath, a comfortable living area, and a spacious full eat-in kitchen , with crown molding throughout. Set apart from the primary home, it provides flexible separate living or workspace while remaining part of the unified property. A spacious 15-by-14-foot screened porch overlooks the surrounding landscaping. Each residence has its own electric meter and septic system; the primary residence’s septic system was replaced in 2020. The homes share a water meter and driveway. Both residences feature concrete-block construction, new roofs, screened outdoor porches, interior laundry areas, and Ecobee thermostats. An additional (3rd) washer and dryer are located in the cottage’s attached garage. Major appliances in both residences convey with the property. The lakefront grounds provide open space for outdoor living and sunrise views across Lake Florence. Parking includes a 2.5-car carport, 1.5-car garage, and additional off-street parking. This uncommon combination of two detached residences, substantial covered area, boating infrastructure, and flexible living space distinguishes the property in Winter Haven.

2510 Cypress Gardens Boulevard, Winter Haven

Listing courtesy of BEYCOME OF FLORIDA LLC. 844-239-2663

$849,900

Welcome to a truly special waterfront property in Winter Haven, set on 1.28 private acres with water on both sides. Located on Lake Link with Lake Otis directly across the street, the two lakes form a connected two-lake chain offering boating, fishing and plenty of opportunities to enjoy life on the water. Enjoy beautiful lake views from both sides of the home and spectacular sunsets over Lake Otis from the front. A circular driveway welcomes you to this spacious 5-bedroom, 3.5-bath home with over 4,100 square feet of living space. The thoughtfully designed floor plan is filled with natural light and features the primary suite and one additional bedroom on the main level, along with a great room, kitchen and dining area, and a flexible room that could be used as an office or den. Upstairs, three additional bedrooms and a full bath provide plenty of space for family and guests, and the upstairs has been freshly painted. The oversized kitchen is perfect for everyday living and entertaining, offering tons of cabinetry, abundant countertop space and built-in double ovens. The home also offers exceptional storage throughout, providing plenty of room for everything. The outdoor living area features a screened enclosure with an oversized pool overlooking Lake Link, along with a convenient half bath for poolside guests. The backyard is exceptionally private, surrounded by tall bamboo, mature landscaping and fruit trees that create a beautiful natural setting while preserving the gorgeous waterfront views. An oversized dock, replaced in 2020, and a private boat ramp provide convenient access to Lake Link. Recent updates include a new roof in 2024 and one of the two AC systems replaced in 2024. An attached workshop off the laundry room provides additional functional space with direct access to the side yard. The oversized 3-car garage offers plenty of room for vehicles, watercraft and storage. Opportunities like this are truly rare. With 1.28 acres, waterfront on both sides, direct access to Lake Link and Lake Otis, and a spacious home with so much to offer, this property provides an incredible foundation for its next owner. Move in, make it your own, and bring your vision to life in a setting that is truly one of a kind.

5 Beds ⋅ 4 Baths ⋅ O6435502 MLS

Welcome to a truly special waterfront property in Winter Haven, set on 1.28 private acres with water on both sides. Located on Lake Link with Lake Otis directly across the street, the two lakes form a connected two-lake chain offering boating, fishing and plenty of opportunities to enjoy life on the water. Enjoy beautiful lake views from both sides of the home and spectacular sunsets over Lake Otis from the front. A circular driveway welcomes you to this spacious 5-bedroom, 3.5-bath home with over 4,100 square feet of living space. The thoughtfully designed floor plan is filled with natural light and features the primary suite and one additional bedroom on the main level, along with a great room, kitchen and dining area, and a flexible room that could be used as an office or den. Upstairs, three additional bedrooms and a full bath provide plenty of space for family and guests, and the upstairs has been freshly painted. The oversized kitchen is perfect for everyday living and entertaining, offering tons of cabinetry, abundant countertop space and built-in double ovens. The home also offers exceptional storage throughout, providing plenty of room for everything. The outdoor living area features a screened enclosure with an oversized pool overlooking Lake Link, along with a convenient half bath for poolside guests. The backyard is exceptionally private, surrounded by tall bamboo, mature landscaping and fruit trees that create a beautiful natural setting while preserving the gorgeous waterfront views. An oversized dock, replaced in 2020, and a private boat ramp provide convenient access to Lake Link. Recent updates include a new roof in 2024 and one of the two AC systems replaced in 2024. An attached workshop off the laundry room provides additional functional space with direct access to the side yard. The oversized 3-car garage offers plenty of room for vehicles, watercraft and storage. Opportunities like this are truly rare. With 1.28 acres, waterfront on both sides, direct access to Lake Link and Lake Otis, and a spacious home with so much to offer, this property provides an incredible foundation for its next owner. Move in, make it your own, and bring your vision to life in a setting that is truly one of a kind.

25 Lakewood Causeway, Winter Haven

Listing courtesy of KEENE'S POINTE REALTY. 407-876-8879

$800,000

Seller has replaced the roof on the building. UP AND COMING NEIGHBORHOOD with lots of shopping, homes and commercial offices. Multi-purpose Commerical/Residential property centrally located on Dundee Rd in Winterhaven. 3 parcels total 10.98 acres. Used to be the home of Boss Hogg Radio. Offers high visibility in a highly traveled intersection with excellent exposure directly on the highway. Building is 2,004 sq ft. with a reception area, bathroom, kitchen and an office, along with a paved parking area. Satellite is currently leased on a monthly basis at $1500, and conveys. The annual average daily traffic for this part of Dundee Road is approximately 16,000 cars/day! This is a great opportunity to either use the existing building or make an addition and build your own. Potential for restaurant, radio stations, professional offices & more. Lot with building is commercial; 2 other lots are deemed residential. Survey shows potential. 40 minutes from Walt Disney World, 20 minutes to Kissimmee, and 52 minutes to Orlando Int'l.

TB8373653 MLS

Seller has replaced the roof on the building. UP AND COMING NEIGHBORHOOD with lots of shopping, homes and commercial offices. Multi-purpose Commerical/Residential property centrally located on Dundee Rd in Winterhaven. 3 parcels total 10.98 acres. Used to be the home of Boss Hogg Radio. Offers high visibility in a highly traveled intersection with excellent exposure directly on the highway. Building is 2,004 sq ft. with a reception area, bathroom, kitchen and an office, along with a paved parking area. Satellite is currently leased on a monthly basis at $1500, and conveys. The annual average daily traffic for this part of Dundee Road is approximately 16,000 cars/day! This is a great opportunity to either use the existing building or make an addition and build your own. Potential for restaurant, radio stations, professional offices & more. Lot with building is commercial; 2 other lots are deemed residential. Survey shows potential. 40 minutes from Walt Disney World, 20 minutes to Kissimmee, and 52 minutes to Orlando Int'l.

1505 Dundee Road, Winter Haven

Listing courtesy of CHARLES RUTENBERG REALTY INC. 866-580-6402

1019 W Lake Eloise Terrace, Winter Haven

$799,000

Major Price Improvement .....Welcome to an exceptional and truly distinctive lakefront estate on Lake Eloise with a private pool, defined by architectural artistry, refined character, and timeless Spanish-Mediterranean elegance. This 2-bedroom, 3-bath residence offers more than 3,700 square feet under roof, providing expansive, thoughtfully designed interiors ideal for both entertaining and serene everyday living. From the moment you enter, you are welcomed by an atmosphere of bespoke craftsmanship and enduring design. Exquisite brick archways, rich warm wood detailing, and three elegant wood-burning fireplaces establish a setting that is both inviting and unmistakably unique. The kitchen continues this elevated architectural story, showcasing custom extensive cabinetry, stone countertops, premium stainless steel appliances, and a dramatic brick-arched passage that serves as a striking focal point. Thoughtfully designed to capture the essence of the Florida lifestyle, the home opens to a private resort-style swimming pool set against a peaceful lakefront backdrop, creating an extraordinary environment for relaxation, refined entertaining, and sweeping waterfront views. Seamless indoor-outdoor transitions enhance the sense of openness throughout, making the residence equally suited as a distinguished full-time home or an exclusive private lakefront retreat. With its authentic Spanish-Mediterranean influence, handcrafted brick detailing, multiple fireplaces, resort-style pool, and premier waterfront location, a rare opportunity to own a residence of true individuality and lasting appeal—one that cannot be replicated. Schedule your private showing and experience the elegance and exclusivity of this remarkable lakefront offering.

2 Beds ⋅ 3 Baths ⋅ B4902326 MLS

Major Price Improvement .....Welcome to an exceptional and truly distinctive lakefront estate on Lake Eloise with a private pool, defined by architectural artistry, refined character, and timeless Spanish-Mediterranean elegance. This 2-bedroom, 3-bath residence offers more than 3,700 square feet under roof, providing expansive, thoughtfully designed interiors ideal for both entertaining and serene everyday living. From the moment you enter, you are welcomed by an atmosphere of bespoke craftsmanship and enduring design. Exquisite brick archways, rich warm wood detailing, and three elegant wood-burning fireplaces establish a setting that is both inviting and unmistakably unique. The kitchen continues this elevated architectural story, showcasing custom extensive cabinetry, stone countertops, premium stainless steel appliances, and a dramatic brick-arched passage that serves as a striking focal point. Thoughtfully designed to capture the essence of the Florida lifestyle, the home opens to a private resort-style swimming pool set against a peaceful lakefront backdrop, creating an extraordinary environment for relaxation, refined entertaining, and sweeping waterfront views. Seamless indoor-outdoor transitions enhance the sense of openness throughout, making the residence equally suited as a distinguished full-time home or an exclusive private lakefront retreat. With its authentic Spanish-Mediterranean influence, handcrafted brick detailing, multiple fireplaces, resort-style pool, and premier waterfront location, a rare opportunity to own a residence of true individuality and lasting appeal—one that cannot be replicated. Schedule your private showing and experience the elegance and exclusivity of this remarkable lakefront offering.

1019 W Lake Eloise Terrace, Winter Haven

Listing courtesy of HOGAN & ASSOCIATES REAL ESTATE FIRM. 863-207-3043

$795,000

FULLY REMODELED WATERFRONT HOME,PRIVATE POOL and BOAT DOCK WITH LIFT and NO HOA! Enjoy the best of Florida living in this beautifully remodeled 4-bedroom, 3-bathroom waterfront home in Winter Haven, offering modern finishes, a desirable split floor plan, and exceptional indoor-outdoor living. The inviting interior features stylish tile flooring, recessed lighting, and a stunning living room highlighted by a custom stacked-stone electric fireplace with a rustic wood mantle. The beautifully updated kitchen is a standout, featuring sleek solid-surface countertops, contemporary white shaker cabinetry, stainless steel appliances, and a HUGE STACKED-STONE CENTER ISLAND with breakfast bar, providing abundant workspace, seating, and the perfect gathering spot for family and guests. The split floorplan offers added privacy, while the spacious primary suite features sliding glass door access to the patio and an updated ensuite bathroom with a double-sink vanity and frameless glass walk-in shower. Additional highlights include NEW ROOF INSTALLED IN 2023, REMODELED KITCHEN AND BATHROOMS, french door, and TWO LAUNDRY AREAS—one conveniently located in the interior laundry room and another in the garage for added flexibility. The home also features NEW PLUMBING AND ELECTRICAL IN 2023, city water, and irrigation. Step outside to your private backyard oasis featuring a sparkling in-ground pool with a NEW POOL SURFACE AND NEW SCREEN ENCLOSURE, BOTH UPDATED IN 2023, an expansive paver patio, and a HUGE COVERED LANAI with a pine-paneled ceiling, outdoor TV, and stone accents, creating an ideal space for entertaining, relaxing, and enjoying the Florida sunshine. Waterfront enthusiasts will love the PRIVATE COVERED BOAT DOCK WITH BOAT LIFT on the canal leading to LAKE ELOISE, offering access to Winter Haven's renowned Chain of Lakes for boating, fishing, and watersports. With NO HOA, enjoy greater freedom and flexibility to accommodate your boat, trailer, and recreational equipment. Conveniently located near shopping, dining, parks, and everyday essentials, with access to Winter Haven's attractions and major Central Florida destinations, this move-in-ready property combines extensive updates, versatile living spaces, and an exceptional waterfront lifestyle. Enjoy your own private pool, spacious covered lanai, and boating access to Lake Eloise—all with NO HOA!

4 Beds ⋅ 3 Baths ⋅ L4965906 MLS

FULLY REMODELED WATERFRONT HOME,PRIVATE POOL and BOAT DOCK WITH LIFT and NO HOA! Enjoy the best of Florida living in this beautifully remodeled 4-bedroom, 3-bathroom waterfront home in Winter Haven, offering modern finishes, a desirable split floor plan, and exceptional indoor-outdoor living. The inviting interior features stylish tile flooring, recessed lighting, and a stunning living room highlighted by a custom stacked-stone electric fireplace with a rustic wood mantle. The beautifully updated kitchen is a standout, featuring sleek solid-surface countertops, contemporary white shaker cabinetry, stainless steel appliances, and a HUGE STACKED-STONE CENTER ISLAND with breakfast bar, providing abundant workspace, seating, and the perfect gathering spot for family and guests. The split floorplan offers added privacy, while the spacious primary suite features sliding glass door access to the patio and an updated ensuite bathroom with a double-sink vanity and frameless glass walk-in shower. Additional highlights include NEW ROOF INSTALLED IN 2023, REMODELED KITCHEN AND BATHROOMS, french door, and TWO LAUNDRY AREAS—one conveniently located in the interior laundry room and another in the garage for added flexibility. The home also features NEW PLUMBING AND ELECTRICAL IN 2023, city water, and irrigation. Step outside to your private backyard oasis featuring a sparkling in-ground pool with a NEW POOL SURFACE AND NEW SCREEN ENCLOSURE, BOTH UPDATED IN 2023, an expansive paver patio, and a HUGE COVERED LANAI with a pine-paneled ceiling, outdoor TV, and stone accents, creating an ideal space for entertaining, relaxing, and enjoying the Florida sunshine. Waterfront enthusiasts will love the PRIVATE COVERED BOAT DOCK WITH BOAT LIFT on the canal leading to LAKE ELOISE, offering access to Winter Haven's renowned Chain of Lakes for boating, fishing, and watersports. With NO HOA, enjoy greater freedom and flexibility to accommodate your boat, trailer, and recreational equipment. Conveniently located near shopping, dining, parks, and everyday essentials, with access to Winter Haven's attractions and major Central Florida destinations, this move-in-ready property combines extensive updates, versatile living spaces, and an exceptional waterfront lifestyle. Enjoy your own private pool, spacious covered lanai, and boating access to Lake Eloise—all with NO HOA!

1010 Edgewater Drive, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000

$765,000

Virtually Staged. Welcome to 3831 Gaines Dr, where beautifully updated interiors, exceptional outdoor living, and the best of the Winter Haven lifestyle come together. Situated on an impressive half-acre-plus homesite in the established Gaines Cove area, this immaculate 3-bedroom plus dedicated office home offers the space, privacy, and character that can be difficult to find. The location is a standout. Enjoy being just minutes from the Winter Haven Chain of Lakes, with multiple nearby options for boat ramps and lake access, making it easy to spend your days boating, fishing, skiing, or exploring Winter Haven’s interconnected lakes. LEGOLAND Florida Resort is also just minutes away, along with shopping, dining, and the everyday conveniences of the Cypress Gardens area. Inside, an inviting open floor plan welcomes you with spacious living areas designed for both everyday comfort and entertaining. Architectural details, abundant natural light, plantation shutters, and a fireplace with built-ins add warmth and character throughout. The beautifully updated kitchen features brand-new appliances and flows seamlessly into the main living area, while updated bathrooms and thoughtful improvements throughout create a polished, move-in-ready feel. A dedicated office with French doors provides the perfect space for working from home, studying, or additional flex space. The upgrades go well beyond what you immediately see. The home features a Kinetico water filtration system, allergen air filtration system, and a Tesla charging station, adding modern convenience and functionality to an already impressive property. Step outside and discover what truly sets this home apart. The expansive screened outdoor living area creates your own private Florida backyard retreat, centered around a heated saltwater pool with plenty of space for relaxing and entertaining. The substantial covered lanai features an impressive outdoor kitchen with built-in grill, vent hood, sink, and refrigeration, complemented by generous outdoor dining and seating areas. Remote-controlled power sun shades on the rear lanai provide added shade, privacy, and comfort at the touch of a button, making this incredible space even more enjoyable throughout the day. And unlike many pool homes, the backyard doesn't end at the screened enclosure. Beyond the pool is an expansive fenced yard with abundant usable green space, mature trees, and beautifully maintained landscaping. The combination of a large homesite, resort-style pool area, covered outdoor living, and substantial backyard creates a wonderful sense of openness and privacy. Curb appeal is equally impressive, with a large paver driveway, expansive front lawn, mature landscaping, and welcoming covered front porch creating a memorable first impression. Spend the morning boating on the Chain of Lakes, the afternoon relaxing in your heated saltwater pool, cook dinner in your outdoor kitchen, and finish the evening unwinding on the lanai. With LEGOLAND just minutes away and shopping, dining, recreation, and multiple lake-access options nearby, 3831 Gaines Dr offers more than a beautifully updated home—it offers the Winter Haven lifestyle.

3 Beds ⋅ 2 Baths ⋅ O6441050 MLS

Virtually Staged. Welcome to 3831 Gaines Dr, where beautifully updated interiors, exceptional outdoor living, and the best of the Winter Haven lifestyle come together. Situated on an impressive half-acre-plus homesite in the established Gaines Cove area, this immaculate 3-bedroom plus dedicated office home offers the space, privacy, and character that can be difficult to find. The location is a standout. Enjoy being just minutes from the Winter Haven Chain of Lakes, with multiple nearby options for boat ramps and lake access, making it easy to spend your days boating, fishing, skiing, or exploring Winter Haven’s interconnected lakes. LEGOLAND Florida Resort is also just minutes away, along with shopping, dining, and the everyday conveniences of the Cypress Gardens area. Inside, an inviting open floor plan welcomes you with spacious living areas designed for both everyday comfort and entertaining. Architectural details, abundant natural light, plantation shutters, and a fireplace with built-ins add warmth and character throughout. The beautifully updated kitchen features brand-new appliances and flows seamlessly into the main living area, while updated bathrooms and thoughtful improvements throughout create a polished, move-in-ready feel. A dedicated office with French doors provides the perfect space for working from home, studying, or additional flex space. The upgrades go well beyond what you immediately see. The home features a Kinetico water filtration system, allergen air filtration system, and a Tesla charging station, adding modern convenience and functionality to an already impressive property. Step outside and discover what truly sets this home apart. The expansive screened outdoor living area creates your own private Florida backyard retreat, centered around a heated saltwater pool with plenty of space for relaxing and entertaining. The substantial covered lanai features an impressive outdoor kitchen with built-in grill, vent hood, sink, and refrigeration, complemented by generous outdoor dining and seating areas. Remote-controlled power sun shades on the rear lanai provide added shade, privacy, and comfort at the touch of a button, making this incredible space even more enjoyable throughout the day. And unlike many pool homes, the backyard doesn't end at the screened enclosure. Beyond the pool is an expansive fenced yard with abundant usable green space, mature trees, and beautifully maintained landscaping. The combination of a large homesite, resort-style pool area, covered outdoor living, and substantial backyard creates a wonderful sense of openness and privacy. Curb appeal is equally impressive, with a large paver driveway, expansive front lawn, mature landscaping, and welcoming covered front porch creating a memorable first impression. Spend the morning boating on the Chain of Lakes, the afternoon relaxing in your heated saltwater pool, cook dinner in your outdoor kitchen, and finish the evening unwinding on the lanai. With LEGOLAND just minutes away and shopping, dining, recreation, and multiple lake-access options nearby, 3831 Gaines Dr offers more than a beautifully updated home—it offers the Winter Haven lifestyle.

3831 Gaines Drive, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 407-647-1211

328 Hamilton Shores Drive Ne, Winter Haven

$765,000

5 BEDROOM, 3.5 BATH HOME WITH 3800+ SQFT OF LIVING: Impressive 5-bedroom home offering over 3,800 square feet of beautifully designed living space, including 3.5 baths, an oversized bonus room, inside storage room, formal living and dining rooms, and a spacious family room—all set on a beautifully landscaped 0.40-acre corner lot in sought-after Hamilton Pointe. This immaculate home offers the perfect blend of quality finishes, versatile spaces, and detailed craftsmanship throughout—making it both impressive and move-in ready. From the moment you arrive, you'll be drawn in by the lush, meticulously maintained landscaping that offers year-round color, texture, and curb appeal. Twin driveways and an oversized side-entry three-car garage provide generous parking and storage, ideal for multi-vehicle households, guests, or recreational toys. Step through the welcoming foyer into a light-filled interior defined by soaring ceilings, elegant crown molding, and custom built-ins that speak to the elevated level of construction found throughout the home. Formal living and dining rooms offer ideal spaces for entertaining, while the expansive first family room features tranquil pool views and flows seamlessly into a chef-inspired kitchen. Here, you’ll find all-wood cherry cabinetry with upgraded 15-inch-deep uppers, granite countertops, newer stainless steel appliances, a breakfast bar, and a walk-in pantry. A cozy, window-lined dinette is perfect for casual meals or morning coffee with views of the sparkling pool. A triple-split bedroom layout ensures privacy and flexibility, making the home suitable for a wide variety of family dynamics. The primary suite is tucked away on its own wing, offering private access to the lanai, a spacious walk-in closet, and a spa-like bath complete with dual vanities, a jetted soaking tub, and a tiled walk-in shower. Four additional bedrooms are generously sized and feature wood flooring, ceiling fans, and ample closet space with extra built-in storage above. The guest bathrooms are tastefully appointed with tile-surround tub and shower combinations, offering comfort and convenience for family or visitors. In addition to the dedicated office, a large rear bonus room serves as the second family/TV room and can easily transform into a game room, media center, craft room, or additional living area. Step outside and unwind in your private backyard retreat, where a screen-enclosed pool deck and covered lanai overlook a solar-heated pool powered by 2020 panels. The lush landscaping and privacy fencing create a resort-like atmosphere perfect for year-round enjoyment. Additional highlights include a 2020 architectural shingle roof, new water heater, energy-efficient tinted windows, Kinetico whole-house water filtration system, irrigation well, newer pool pump, and dual HVAC systems. Located in one of Winter Haven’s most established and well-cared-for communities, Hamilton Pointe is known for its manicured lawns, mature oaks, and true pride of ownership. Residents enjoy easy access to the Winter Haven Chain of Lakes, downtown dining and entertainment, Legoland, and major roadways like the Polk Parkway—placing Orlando, Tampa, beaches, and international airports all within reach. Don’t miss your chance to own this exceptional home that offers space , quality, and lifestyle in one of Central Florida’s most desirable neighborhoods.

5 Beds ⋅ 4 Baths ⋅ L4963026 MLS

5 BEDROOM, 3.5 BATH HOME WITH 3800+ SQFT OF LIVING: Impressive 5-bedroom home offering over 3,800 square feet of beautifully designed living space, including 3.5 baths, an oversized bonus room, inside storage room, formal living and dining rooms, and a spacious family room—all set on a beautifully landscaped 0.40-acre corner lot in sought-after Hamilton Pointe. This immaculate home offers the perfect blend of quality finishes, versatile spaces, and detailed craftsmanship throughout—making it both impressive and move-in ready. From the moment you arrive, you'll be drawn in by the lush, meticulously maintained landscaping that offers year-round color, texture, and curb appeal. Twin driveways and an oversized side-entry three-car garage provide generous parking and storage, ideal for multi-vehicle households, guests, or recreational toys. Step through the welcoming foyer into a light-filled interior defined by soaring ceilings, elegant crown molding, and custom built-ins that speak to the elevated level of construction found throughout the home. Formal living and dining rooms offer ideal spaces for entertaining, while the expansive first family room features tranquil pool views and flows seamlessly into a chef-inspired kitchen. Here, you’ll find all-wood cherry cabinetry with upgraded 15-inch-deep uppers, granite countertops, newer stainless steel appliances, a breakfast bar, and a walk-in pantry. A cozy, window-lined dinette is perfect for casual meals or morning coffee with views of the sparkling pool. A triple-split bedroom layout ensures privacy and flexibility, making the home suitable for a wide variety of family dynamics. The primary suite is tucked away on its own wing, offering private access to the lanai, a spacious walk-in closet, and a spa-like bath complete with dual vanities, a jetted soaking tub, and a tiled walk-in shower. Four additional bedrooms are generously sized and feature wood flooring, ceiling fans, and ample closet space with extra built-in storage above. The guest bathrooms are tastefully appointed with tile-surround tub and shower combinations, offering comfort and convenience for family or visitors. In addition to the dedicated office, a large rear bonus room serves as the second family/TV room and can easily transform into a game room, media center, craft room, or additional living area. Step outside and unwind in your private backyard retreat, where a screen-enclosed pool deck and covered lanai overlook a solar-heated pool powered by 2020 panels. The lush landscaping and privacy fencing create a resort-like atmosphere perfect for year-round enjoyment. Additional highlights include a 2020 architectural shingle roof, new water heater, energy-efficient tinted windows, Kinetico whole-house water filtration system, irrigation well, newer pool pump, and dual HVAC systems. Located in one of Winter Haven’s most established and well-cared-for communities, Hamilton Pointe is known for its manicured lawns, mature oaks, and true pride of ownership. Residents enjoy easy access to the Winter Haven Chain of Lakes, downtown dining and entertainment, Legoland, and major roadways like the Polk Parkway—placing Orlando, Tampa, beaches, and international airports all within reach. Don’t miss your chance to own this exceptional home that offers space , quality, and lifestyle in one of Central Florida’s most desirable neighborhoods.

328 Hamilton Shores Drive Ne, Winter Haven

Listing courtesy of THE STONES REAL ESTATE FIRM. 863-412-2080

$759,900

Welcome to 9469 Waterford Oaks Drive, a beautifully maintained and spacious custom built home offering an exceptional combination of comfort, privacy, upgrades, and Florida living in the highly desirable, gated community of Waterford Oaks! A pavered, circular driveway provides an impressive approach to the home with plenty of space for vehicles and guests. Inside, the home features soaring ceilings, elegant archways, crown molding, custom built-ins, a beautiful fireplace, and generous living spaces throughout. The grand primary suite is a true private retreat, featuring two walk-in closets and an expansive primary bath with dual vanity areas, extensive cabinetry, and a large walk-in shower. A dedicated home office with custom built-in cabinetry and bookshelves provides an ideal work-from-home space. Upstairs offers even more flexibility with a large second living room/loft, spacious bedroom, and full bathroom—perfect for guests, family, or a private secondary living area. Outside, enjoy a private screened pool and hot tub/spa with a new spa heater, surrounded by an expansive pool deck with plenty of room for multiple outdoor seating and dining areas. The covered lanai features a high-end built-in outdoor grilling system with a direct gas connection, creating an exceptional space for entertaining year-round. Recent improvements include a new roof, new exterior paint, new hot tub/spa heater, full app-controlled pool automation system, Tesla charger installed in the garage, and multiple filtered-water systems throughout the home. A community boat ramp and dock on Lake Winterset on the Winter Haven Chain of Lakes is just a short distance away. With its spacious floor plan, grand primary suite, private upstairs living area, home office, fireplace, pool and spa, expansive outdoor entertaining space, and extensive recent upgrades, 9469 Waterford Oaks Drive is move-in ready and designed to enjoy the Florida lifestyle.

4 Beds ⋅ 3 Baths ⋅ TB8540975 MLS

Welcome to 9469 Waterford Oaks Drive, a beautifully maintained and spacious custom built home offering an exceptional combination of comfort, privacy, upgrades, and Florida living in the highly desirable, gated community of Waterford Oaks! A pavered, circular driveway provides an impressive approach to the home with plenty of space for vehicles and guests. Inside, the home features soaring ceilings, elegant archways, crown molding, custom built-ins, a beautiful fireplace, and generous living spaces throughout. The grand primary suite is a true private retreat, featuring two walk-in closets and an expansive primary bath with dual vanity areas, extensive cabinetry, and a large walk-in shower. A dedicated home office with custom built-in cabinetry and bookshelves provides an ideal work-from-home space. Upstairs offers even more flexibility with a large second living room/loft, spacious bedroom, and full bathroom—perfect for guests, family, or a private secondary living area. Outside, enjoy a private screened pool and hot tub/spa with a new spa heater, surrounded by an expansive pool deck with plenty of room for multiple outdoor seating and dining areas. The covered lanai features a high-end built-in outdoor grilling system with a direct gas connection, creating an exceptional space for entertaining year-round. Recent improvements include a new roof, new exterior paint, new hot tub/spa heater, full app-controlled pool automation system, Tesla charger installed in the garage, and multiple filtered-water systems throughout the home. A community boat ramp and dock on Lake Winterset on the Winter Haven Chain of Lakes is just a short distance away. With its spacious floor plan, grand primary suite, private upstairs living area, home office, fireplace, pool and spa, expansive outdoor entertaining space, and extensive recent upgrades, 9469 Waterford Oaks Drive is move-in ready and designed to enjoy the Florida lifestyle.

9469 Waterford Oaks Drive, Winter Haven

Listing courtesy of KELLER WILLIAMS ST PETE REALTY. murraycoleman@kw.com

$750,000

TIMELESS LAKEFRONT LIVING IN BEAUTIFUL LAKE LINK ESTATES: Some homes have a way of making you feel welcome from the moment you step inside. With its classic traditional architecture, rich natural wood flooring, detailed millwork and inviting living spaces, 11 Lake Link is one of those special places. Beautifully situated along the shores of Lake Link, this 6-bedroom, 3-bath lakefront pool home offers a wonderful balance of timeless character, everyday comfort and the relaxed elegance of waterfront living. A welcoming foyer introduces gracious formal living and dining rooms, beautiful settings for intimate dinner parties, holiday celebrations and special occasions. Thoughtful architectural details, warm wood finishes and generously proportioned rooms create an atmosphere both refined and comfortable. At the heart of the home, a spacious family room is anchored by a wood-burning fireplace, beautiful parquet flooring and picturesque lake views. It's easy to imagine quiet evenings beside the fire and conversations that linger long after dinner. The adjoining kitchen features rich hardwood cabinetry, granite countertops and a convenient closet pantry, while the adjacent dinette provides a comfortable setting for morning coffee and casual meals, all complemented by beautiful waterfront views. The thoughtfully arranged bedrooms offer privacy and flexibility. Overlooking the lake, the primary suite features a walk-in closet and private bath with granite countertops and a soaking tub with shower. Five guest bedrooms bring the home's total to six, offering a rare combination of space, comfort and versatility. As inviting as the interiors are, the lakefront setting is where this property truly comes into its own. A beautiful pool and a lushly landscaped, fenced backyard create a private retreat framed by mature greenery and graceful Florida cypress trees. Here, the pace of life naturally slows. Mornings begin with birdsong and reflections dancing across the water, afternoons are spent relaxing beside the pool, and evenings bring colorful Florida sunsets that transform the lake into a constantly changing landscape. A private composite dock offers an open sunning deck, a covered lounging area with TV connection, and the warm glow of market lighting that creates an inviting atmosphere for relaxing, entertaining or simply enjoying the peaceful lake views. With room to tie up a boat, the dock also provides convenient access for bass fishing, paddleboarding and leisurely sunset cruises. Significant improvements include a metal roof (2020), Pella replacement windows (2017–2019, excluding front bay window), replumbing (2015), two updated HVAC systems (2020/2024), water heater (2020), extensive attic insulation (2025), gutters (2021), new dock (2021), seawall reinforcement (2023) and refreshed backyard pavers. Ideally located near Winter Haven's medical campuses and thriving downtown, the home offers exceptional convenience for physicians, professionals and anyone seeking a peaceful waterfront retreat. Downtown Winter Haven features locally owned restaurants, boutiques, entertainment and community events, while its central location between Tampa and Orlando provides access to both metropolitan areas. A home filled with character, surrounded by natural beauty and designed for making memories. A wonderful place to experience lakefront living and an even more special place to call home.

6 Beds ⋅ 3 Baths ⋅ L4965546 MLS

TIMELESS LAKEFRONT LIVING IN BEAUTIFUL LAKE LINK ESTATES: Some homes have a way of making you feel welcome from the moment you step inside. With its classic traditional architecture, rich natural wood flooring, detailed millwork and inviting living spaces, 11 Lake Link is one of those special places. Beautifully situated along the shores of Lake Link, this 6-bedroom, 3-bath lakefront pool home offers a wonderful balance of timeless character, everyday comfort and the relaxed elegance of waterfront living. A welcoming foyer introduces gracious formal living and dining rooms, beautiful settings for intimate dinner parties, holiday celebrations and special occasions. Thoughtful architectural details, warm wood finishes and generously proportioned rooms create an atmosphere both refined and comfortable. At the heart of the home, a spacious family room is anchored by a wood-burning fireplace, beautiful parquet flooring and picturesque lake views. It's easy to imagine quiet evenings beside the fire and conversations that linger long after dinner. The adjoining kitchen features rich hardwood cabinetry, granite countertops and a convenient closet pantry, while the adjacent dinette provides a comfortable setting for morning coffee and casual meals, all complemented by beautiful waterfront views. The thoughtfully arranged bedrooms offer privacy and flexibility. Overlooking the lake, the primary suite features a walk-in closet and private bath with granite countertops and a soaking tub with shower. Five guest bedrooms bring the home's total to six, offering a rare combination of space, comfort and versatility. As inviting as the interiors are, the lakefront setting is where this property truly comes into its own. A beautiful pool and a lushly landscaped, fenced backyard create a private retreat framed by mature greenery and graceful Florida cypress trees. Here, the pace of life naturally slows. Mornings begin with birdsong and reflections dancing across the water, afternoons are spent relaxing beside the pool, and evenings bring colorful Florida sunsets that transform the lake into a constantly changing landscape. A private composite dock offers an open sunning deck, a covered lounging area with TV connection, and the warm glow of market lighting that creates an inviting atmosphere for relaxing, entertaining or simply enjoying the peaceful lake views. With room to tie up a boat, the dock also provides convenient access for bass fishing, paddleboarding and leisurely sunset cruises. Significant improvements include a metal roof (2020), Pella replacement windows (2017–2019, excluding front bay window), replumbing (2015), two updated HVAC systems (2020/2024), water heater (2020), extensive attic insulation (2025), gutters (2021), new dock (2021), seawall reinforcement (2023) and refreshed backyard pavers. Ideally located near Winter Haven's medical campuses and thriving downtown, the home offers exceptional convenience for physicians, professionals and anyone seeking a peaceful waterfront retreat. Downtown Winter Haven features locally owned restaurants, boutiques, entertainment and community events, while its central location between Tampa and Orlando provides access to both metropolitan areas. A home filled with character, surrounded by natural beauty and designed for making memories. A wonderful place to experience lakefront living and an even more special place to call home.

11 Lake Link Drive Se, Winter Haven

Listing courtesy of THE STONES REAL ESTATE FIRM. 863-412-2080

$750,000

Formerly home to a well-established dental practice, this well-maintained 2,226-square-foot medical office is ideally located within Winter Haven’s established medical corridor. The property offers a clean, professional interior that can accommodate a variety of healthcare uses, including a physician’s office, dental practice, specialty clinic, therapy center, or other medical-related business. There is also an opportunity to expand the existing space through an additional buildout, providing greater square footage to accommodate the tenant’s needs. Positioned at the prominent corner of Avenue K SE and 4th Street SE, the property provides convenient access and excellent visibility. Avenue K experiences approximately 7,600 vehicles per day, offering valuable exposure for a medical practice. This is an excellent opportunity for a doctor or healthcare provider seeking a professional office in a convenient and recognizable Winter Haven location.

L4964781 MLS

Formerly home to a well-established dental practice, this well-maintained 2,226-square-foot medical office is ideally located within Winter Haven’s established medical corridor. The property offers a clean, professional interior that can accommodate a variety of healthcare uses, including a physician’s office, dental practice, specialty clinic, therapy center, or other medical-related business. There is also an opportunity to expand the existing space through an additional buildout, providing greater square footage to accommodate the tenant’s needs. Positioned at the prominent corner of Avenue K SE and 4th Street SE, the property provides convenient access and excellent visibility. Avenue K experiences approximately 7,600 vehicles per day, offering valuable exposure for a medical practice. This is an excellent opportunity for a doctor or healthcare provider seeking a professional office in a convenient and recognizable Winter Haven location.

399 Avenue K Se, Winter Haven

Listing courtesy of CROSBY & ASSOCIATES, INC.. 863-293-5600

$750,000

Don't miss out on this opportunity for a ready to go pool business with direct exposure to US 92. This pool business features a large lot with over 150 ft road frontage on us 92. The office/showroom features air-conditioned office space as well as plenty of covered storage space behind the office.

L4954466 MLS

Don't miss out on this opportunity for a ready to go pool business with direct exposure to US 92. This pool business features a large lot with over 150 ft road frontage on us 92. The office/showroom features air-conditioned office space as well as plenty of covered storage space behind the office.

2999 Us Highway 92, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART. 863-577-1234

205 Lake Hamilton Boulevard, Winter Haven

$749,000

OWNER FINANCING AVAILABLE. This fully fenced and gated property offers a combination of office space, detached garages, and pole barns, making it an attractive opportunity for investors, business owners, contractors, equipment operators, or anyone seeking substantial workspace and storage capacity. The property features a 770-square-foot office, a 1,410-square-foot detached garage, a 1,200-square-foot detached garage, and three pole barns measuring 1,120, 3,090, and 4,860 square feet, respectively. Together, these structures provide a total of 12,450 square feet of building space, offering a versatile setup for business operations, equipment storage, vehicle storage, workshop activities, or other uses permitted by local zoning. The fully fenced and gated perimeter provides controlled access and added security for vehicles, equipment, inventory, and materials. Located in Winter Haven in Polk County, this property offers an opportunity for buyers seeking a versatile property with multiple existing structures and room to support a range of operational needs.

L4965750 MLS

OWNER FINANCING AVAILABLE. This fully fenced and gated property offers a combination of office space, detached garages, and pole barns, making it an attractive opportunity for investors, business owners, contractors, equipment operators, or anyone seeking substantial workspace and storage capacity. The property features a 770-square-foot office, a 1,410-square-foot detached garage, a 1,200-square-foot detached garage, and three pole barns measuring 1,120, 3,090, and 4,860 square feet, respectively. Together, these structures provide a total of 12,450 square feet of building space, offering a versatile setup for business operations, equipment storage, vehicle storage, workshop activities, or other uses permitted by local zoning. The fully fenced and gated perimeter provides controlled access and added security for vehicles, equipment, inventory, and materials. Located in Winter Haven in Polk County, this property offers an opportunity for buyers seeking a versatile property with multiple existing structures and room to support a range of operational needs.

205 Lake Hamilton Boulevard, Winter Haven

Listing courtesy of CROSBY & ASSOCIATES, INC.. 863-293-5600

$749,000

Meticulously maintained and beautifully remodeled, this exceptional Palma Ceia residence in Cypresswood offers pond frontage, three private en-suite bedrooms, a dedicated office, a heated swimming pool, and incredible golf course views. The pavered driveway and walkways, manicured flower gardens, and a 2022 black metal roof set the stage for the impressive interior. Elevated ceilings, crown molding, waterproof Pergo flooring, stone counters, and plantation shutters are just a few of the home’s stunning features. At the heart of the home is a spacious great room featuring a natural gas fireplace with shiplap façade. Triple sliding glass doors, with new screens, create a seamless indoor-outdoor flow to the covered lanai and pool area while showcasing the outdoor views. The updated kitchen features quartz counters, an island with a prep sink and filtered water, a Kohler workstation sink, breakfast bar, stainless appliances, double ovens, gas range, Bosch dishwasher, and a spacious dinette overlooking the pool. A private office provides the perfect setting for working from home. Designed to give everyone their own space, the home offers three bedrooms with en-suite bathrooms. The primary suite includes pool access, a tray ceiling, two walk-in closets with built-in shelving, and a gorgeous remodeled bathroom featuring a six-foot freestanding soaking tub, glass-enclosed walk-in shower, dual vanities, and a water closet. The second bedroom includes an equally impressive en-suite bath with custom tile flooring, a granite counter, tub, and separate walk-in shower. Located at the rear of the home, the third en-suite bedroom is ideal for visiting guests and can be closed off with a pocket door for added privacy. Its bathroom offers a granite counter with dual sinks, a tub and shower combo, and a linen closet. An additional linen closet is located in the guest-wing hallway. The interior laundry room provides a closet pantry, storage closet, and convenient half bathroom. Florida living takes center stage outdoors with a screen-enclosed heated pool, expansive covered lanai, and a separate screened area for sunning. The peaceful setting overlooks the pond and third hole of the golf course, where a variety of birds and wildlife can be enjoyed daily. Meticulously designed gardens, window planter boxes and a pavered sitting area near the pond—ideal for a fire pit—complete this private outdoor oasis. The two-car garage features an epoxy floor, utility sink, storage closets, and overhead storage racks. Additional improvements and features include a 2026 installed gas water heater, a 26-gauge standing seam metal roof (2022) with a 40-year warranty, dual-zone air conditioning (2020), irrigation on separate meter, plantation shutters throughout, remote-controlled lanai lighting, pool safety fence, Ring cameras, rain gutters, and more. Located within the guarded Cypresswood community, this remarkable home combines thoughtful updates, exceptional care, abundant privacy, and a truly beautiful golf course and waterfront setting. Cypresswood Golf & Country Club features an 18-hole championship golf course, driving range, pro shop, jr. olympic pool, tennis & pickleball courts, an event venue, a sports pub and more. Located just minutes from shopping, medical facilities and downtown Winter Haven. Centrally located between Tampa and Orlando with easy commutes to airports and beaches. Come see what this magnificent home and community in Central FL has to offer!

3 Beds ⋅ 4 Baths ⋅ L4963754 MLS

Meticulously maintained and beautifully remodeled, this exceptional Palma Ceia residence in Cypresswood offers pond frontage, three private en-suite bedrooms, a dedicated office, a heated swimming pool, and incredible golf course views. The pavered driveway and walkways, manicured flower gardens, and a 2022 black metal roof set the stage for the impressive interior. Elevated ceilings, crown molding, waterproof Pergo flooring, stone counters, and plantation shutters are just a few of the home’s stunning features. At the heart of the home is a spacious great room featuring a natural gas fireplace with shiplap façade. Triple sliding glass doors, with new screens, create a seamless indoor-outdoor flow to the covered lanai and pool area while showcasing the outdoor views. The updated kitchen features quartz counters, an island with a prep sink and filtered water, a Kohler workstation sink, breakfast bar, stainless appliances, double ovens, gas range, Bosch dishwasher, and a spacious dinette overlooking the pool. A private office provides the perfect setting for working from home. Designed to give everyone their own space, the home offers three bedrooms with en-suite bathrooms. The primary suite includes pool access, a tray ceiling, two walk-in closets with built-in shelving, and a gorgeous remodeled bathroom featuring a six-foot freestanding soaking tub, glass-enclosed walk-in shower, dual vanities, and a water closet. The second bedroom includes an equally impressive en-suite bath with custom tile flooring, a granite counter, tub, and separate walk-in shower. Located at the rear of the home, the third en-suite bedroom is ideal for visiting guests and can be closed off with a pocket door for added privacy. Its bathroom offers a granite counter with dual sinks, a tub and shower combo, and a linen closet. An additional linen closet is located in the guest-wing hallway. The interior laundry room provides a closet pantry, storage closet, and convenient half bathroom. Florida living takes center stage outdoors with a screen-enclosed heated pool, expansive covered lanai, and a separate screened area for sunning. The peaceful setting overlooks the pond and third hole of the golf course, where a variety of birds and wildlife can be enjoyed daily. Meticulously designed gardens, window planter boxes and a pavered sitting area near the pond—ideal for a fire pit—complete this private outdoor oasis. The two-car garage features an epoxy floor, utility sink, storage closets, and overhead storage racks. Additional improvements and features include a 2026 installed gas water heater, a 26-gauge standing seam metal roof (2022) with a 40-year warranty, dual-zone air conditioning (2020), irrigation on separate meter, plantation shutters throughout, remote-controlled lanai lighting, pool safety fence, Ring cameras, rain gutters, and more. Located within the guarded Cypresswood community, this remarkable home combines thoughtful updates, exceptional care, abundant privacy, and a truly beautiful golf course and waterfront setting. Cypresswood Golf & Country Club features an 18-hole championship golf course, driving range, pro shop, jr. olympic pool, tennis & pickleball courts, an event venue, a sports pub and more. Located just minutes from shopping, medical facilities and downtown Winter Haven. Centrally located between Tampa and Orlando with easy commutes to airports and beaches. Come see what this magnificent home and community in Central FL has to offer!

4040 Palma Ceia Circle, Winter Haven

Listing courtesy of THE STONES REAL ESTATE FIRM. 863-412-2080

$740,000

New Price Improvement! LAKEFRONT POOL HOME WITH ATTACHED IN-LAW SUITE IN CENTRAL FLORIDA! Welcome home to 1016 S Lake Mariam Dr in SE Winter Haven. This exceptional custom built, one-owner home has it all! Boasting nearly 3,700 sq ft of living area, this home offers flexibility in this thoughtfully designed property featuring a fully functional in-law suite. Complete with a private entrance, comfortable living area, kitchenette, private bedroom, and full bathroom, this space ensures independence and privacy for extended family members or visitors. Whether you need a seamless multi-generational living arrangement, a quiet work-from-home office, or an option for supplemental rental income, this bonus square footage delivers unmatched utility without compromising the comfort of the main home. From the moment you arrive, the covered front entry porch creates a warm first impression. Upon entering the foyer, the home opens up into the great room with gas fireplace, dining room, kitchen, and breakfast nook. Downstairs features 10 foot ceilings and crown molding throughout. The heart of the home flows seamlessly to the covered lanai through sliding glass doors where you can unwind while taking in tranquil views of the lake and sparkling pool, creating the perfect backdrop for your morning coffee or evening sunsets. The fully functional kitchen offers generous cabinetry and counter space for preparing meals and gathering with loved ones, a breakfast bar, newer stainless-steel appliances, and a large walk-in pantry. The master suite retreat, offering gorgeous lake views, is also downstairs for privacy and includes a walk-in closet, dual sinks, linen closet, and walk-in shower with dual shower heads. Upstairs you will enter into a massive loft, providing the perfect setting for a media room, game room, or an open office space. The second floor also features, 3 generous sized bedrooms, a full bathroom, and a bonus room. Spend your free time enjoying the Florida lifestyle floating in your pool, barbequing with friends and family, launching a kayak, or simply enjoying the sunrise and sunset views at this beautiful lakefront home. You will save big monthly keeping your yard pristine with the irrigation well. The massive 3-car garage provides space for all of your vehicles and toys. Notable upgrades include a NEW ROOF in 2023 and TWO NEW AC UNITS in 2025! The well-established community of Waters Of Lake Mariam has only 22 homes and a low HOA of $300 annually. Perfectly positioned just minutes from major highways, shopping, restaurants, and everyday conveniences, this home offers the ideal balance of peaceful lakeside living and easy access to everything Central Florida has to offer. Opportunities like this do not last—make it yours.

5 Beds ⋅ 4 Baths ⋅ P4939728 MLS

New Price Improvement! LAKEFRONT POOL HOME WITH ATTACHED IN-LAW SUITE IN CENTRAL FLORIDA! Welcome home to 1016 S Lake Mariam Dr in SE Winter Haven. This exceptional custom built, one-owner home has it all! Boasting nearly 3,700 sq ft of living area, this home offers flexibility in this thoughtfully designed property featuring a fully functional in-law suite. Complete with a private entrance, comfortable living area, kitchenette, private bedroom, and full bathroom, this space ensures independence and privacy for extended family members or visitors. Whether you need a seamless multi-generational living arrangement, a quiet work-from-home office, or an option for supplemental rental income, this bonus square footage delivers unmatched utility without compromising the comfort of the main home. From the moment you arrive, the covered front entry porch creates a warm first impression. Upon entering the foyer, the home opens up into the great room with gas fireplace, dining room, kitchen, and breakfast nook. Downstairs features 10 foot ceilings and crown molding throughout. The heart of the home flows seamlessly to the covered lanai through sliding glass doors where you can unwind while taking in tranquil views of the lake and sparkling pool, creating the perfect backdrop for your morning coffee or evening sunsets. The fully functional kitchen offers generous cabinetry and counter space for preparing meals and gathering with loved ones, a breakfast bar, newer stainless-steel appliances, and a large walk-in pantry. The master suite retreat, offering gorgeous lake views, is also downstairs for privacy and includes a walk-in closet, dual sinks, linen closet, and walk-in shower with dual shower heads. Upstairs you will enter into a massive loft, providing the perfect setting for a media room, game room, or an open office space. The second floor also features, 3 generous sized bedrooms, a full bathroom, and a bonus room. Spend your free time enjoying the Florida lifestyle floating in your pool, barbequing with friends and family, launching a kayak, or simply enjoying the sunrise and sunset views at this beautiful lakefront home. You will save big monthly keeping your yard pristine with the irrigation well. The massive 3-car garage provides space for all of your vehicles and toys. Notable upgrades include a NEW ROOF in 2023 and TWO NEW AC UNITS in 2025! The well-established community of Waters Of Lake Mariam has only 22 homes and a low HOA of $300 annually. Perfectly positioned just minutes from major highways, shopping, restaurants, and everyday conveniences, this home offers the ideal balance of peaceful lakeside living and easy access to everything Central Florida has to offer. Opportunities like this do not last—make it yours.

1016 S Lake Mariam Drive, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000

9504 Waterford Oaks Boulevard, Winter Haven

$725,000

Welcome to Waterford Oaks, where timeless architectural details and upgraded finishes set this home apart. Beautifully manicured landscaping and a paver driveway lead to an impressive 5-bedroom, 3-bath pool home with nearly 3,000 square feet of living space and an oversized 3-car garage. Decorative glass double entry doors open to a beautifully detailed interior featuring soaring ceilings, extensive crown molding, substantial millwork, architectural columns and arches, plantation shutters and elegant formal living and dining spaces. Thoughtful details continue throughout the home, creating a level of character and craftsmanship rarely found in newer construction. A versatile fifth bedroom at the front of the home also provides an ideal private office or den. At the center of the home, the kitchen combines function with elevated finishes, including granite countertops, rich wood cabinetry, upgraded KitchenAid appliances, a large breakfast bar and walk-in pantry. The kitchen flows into the spacious family room, where recessed lighting and expansive views toward the pool create a comfortable yet refined gathering space. A three-way split bedroom plan provides exceptional privacy. The primary suite is privately positioned in its own wing and features a spacious bath with dual granite-topped vanities, a soaking tub, separate walk-in shower and generous storage. On the opposite side of the home, a separate bedroom and adjacent full bath create an excellent option for guests or in-law accommodations, while two additional bedrooms and another full bath occupy their own private wing. The home's attention to detail carries outdoors to an expansive covered lanai and screened pool, creating a true extension of the living space with room for outdoor dining, entertaining and relaxing year-round. Mature landscaping adds privacy to the backyard setting. Located within gated Waterford Oaks, residents also enjoy community boat ramp and dock access to Lake Winterset and the Winter Haven Chain of Lakes. The combination of architectural detailing, upgraded finishes, a flexible three-way split floor plan, private pool, oversized 3-car garage and Chain of Lakes access makes this a distinctive opportunity in Winter Haven.

5 Beds ⋅ 3 Baths ⋅ TB8533115 MLS

Welcome to Waterford Oaks, where timeless architectural details and upgraded finishes set this home apart. Beautifully manicured landscaping and a paver driveway lead to an impressive 5-bedroom, 3-bath pool home with nearly 3,000 square feet of living space and an oversized 3-car garage. Decorative glass double entry doors open to a beautifully detailed interior featuring soaring ceilings, extensive crown molding, substantial millwork, architectural columns and arches, plantation shutters and elegant formal living and dining spaces. Thoughtful details continue throughout the home, creating a level of character and craftsmanship rarely found in newer construction. A versatile fifth bedroom at the front of the home also provides an ideal private office or den. At the center of the home, the kitchen combines function with elevated finishes, including granite countertops, rich wood cabinetry, upgraded KitchenAid appliances, a large breakfast bar and walk-in pantry. The kitchen flows into the spacious family room, where recessed lighting and expansive views toward the pool create a comfortable yet refined gathering space. A three-way split bedroom plan provides exceptional privacy. The primary suite is privately positioned in its own wing and features a spacious bath with dual granite-topped vanities, a soaking tub, separate walk-in shower and generous storage. On the opposite side of the home, a separate bedroom and adjacent full bath create an excellent option for guests or in-law accommodations, while two additional bedrooms and another full bath occupy their own private wing. The home's attention to detail carries outdoors to an expansive covered lanai and screened pool, creating a true extension of the living space with room for outdoor dining, entertaining and relaxing year-round. Mature landscaping adds privacy to the backyard setting. Located within gated Waterford Oaks, residents also enjoy community boat ramp and dock access to Lake Winterset and the Winter Haven Chain of Lakes. The combination of architectural detailing, upgraded finishes, a flexible three-way split floor plan, private pool, oversized 3-car garage and Chain of Lakes access makes this a distinctive opportunity in Winter Haven.

9504 Waterford Oaks Boulevard, Winter Haven

Listing courtesy of KELLER WILLIAMS TAMPA PROPERTIES. 813-264-7754

9513 Waterford Oaks Boulevard, Winter Haven

$725,000

HUGE $25,000 PRICE DROP! Welcome to an exceptional 5-bedroom, 3.5 bathroom estate in the highly desirable gated community of Waterford Oaks in Winter Haven, This home offers a 2023 ROOF; NEW EXTERIOR PAINT; and a ONE YEAR HOME WARRANTY offered by the seller, along with lake access, resort-style outdoor living, flexible living spaces, and exceptional parking. A standout feature is community access to LAKE WINTERSET and the Winter Haven Chain of Lakes. A community boat ramp and dock on Lake Winterset are just a short distance away, offering convenient access for boating, fishing, and water recreation. Situated on a beautifully landscaped corner lot, the property features mature landscaping and elegant architectural details. The property offers exceptional parking with an elegant CIRCULAR DRIVEWAY and a separate SIDE ENTRY DRIVEWAY leading to the three-car garage, providing abundant space for guests, vehicles, and recreational equipment. Inside, the spacious floor plan showcases original hardwood floors, high ceilings, multiple tray ceilings, crown molding, custom built-ins, recessed lighting, and abundant natural light. The living room features custom built-in shelving surrounding an electric fireplace, while the adjoining family room offers a custom entertainment center, built-in shelving, and large windows overlooking the screened outdoor living area. The gourmet kitchen is a true centerpiece of the home, featuring custom wood cabinetry, GRANITE COUNTERTOPS, a substantial CENTER ISLAND with prep sink, built-in appliances, gas range with decorative backsplash and pot-filler faucet, abundant counter space, and generous storage. The kitchen overlooks the pool area and connects easily to the entertaining spaces. A spacious BUTLER'S CHAMBER provides additional cabinetry, workspace, storage, and a convenient laundry area. The luxurious primary suite offers a private retreat with a tray ceiling, accent lighting, large windows, plush carpeting, and a walk-in closet. The en-suite bathroom features dual vanities, tile flooring, a deep soaking tub beneath an arched window, and a spacious walk-in shower. One additional bedroom is currently used as a dedicated pool table/billiards room, offering flexibility as a recreation space or bedroom. Upstairs, an expansive TV room or potential mother-in-law suite provides additional privacy and versatility with a microwave, refrigerator, sink, 1/2 bathroom, and walk-in closet currently used as a small office. The outdoor living space is truly one of the home's major highlights, featuring a screened-in lanai, large pool with a swim-out area, OUTDOOR KITCHEN, barbecue area with NEW BARBECUE GRILL, and spacious brick-paver pool deck. The pool enclosure was rescreened last year, creating an inviting setting for swimming, dining, relaxing, and entertaining. Additional highlights include two tankless water heaters, with one serving the primary bedroom and the other serving the remainder of the home; a private well supplying irrigation for the property and adjacent vacant land which is also available for purchase. Conveniently located near shopping, dining, major roadways, local lakes, LEGOLAND Florida, and other Central Florida attractions, this distinctive estate combines Lake Winterset access, a resort-style saltwater pool, outdoor kitchen, gourmet kitchen, three-car side-entry garage, exceptional parking, multiple entertainment spaces, flexible upstairs living, and significant recent improvements.

5 Beds ⋅ 4 Baths ⋅ L4964939 MLS

HUGE $25,000 PRICE DROP! Welcome to an exceptional 5-bedroom, 3.5 bathroom estate in the highly desirable gated community of Waterford Oaks in Winter Haven, This home offers a 2023 ROOF; NEW EXTERIOR PAINT; and a ONE YEAR HOME WARRANTY offered by the seller, along with lake access, resort-style outdoor living, flexible living spaces, and exceptional parking. A standout feature is community access to LAKE WINTERSET and the Winter Haven Chain of Lakes. A community boat ramp and dock on Lake Winterset are just a short distance away, offering convenient access for boating, fishing, and water recreation. Situated on a beautifully landscaped corner lot, the property features mature landscaping and elegant architectural details. The property offers exceptional parking with an elegant CIRCULAR DRIVEWAY and a separate SIDE ENTRY DRIVEWAY leading to the three-car garage, providing abundant space for guests, vehicles, and recreational equipment. Inside, the spacious floor plan showcases original hardwood floors, high ceilings, multiple tray ceilings, crown molding, custom built-ins, recessed lighting, and abundant natural light. The living room features custom built-in shelving surrounding an electric fireplace, while the adjoining family room offers a custom entertainment center, built-in shelving, and large windows overlooking the screened outdoor living area. The gourmet kitchen is a true centerpiece of the home, featuring custom wood cabinetry, GRANITE COUNTERTOPS, a substantial CENTER ISLAND with prep sink, built-in appliances, gas range with decorative backsplash and pot-filler faucet, abundant counter space, and generous storage. The kitchen overlooks the pool area and connects easily to the entertaining spaces. A spacious BUTLER'S CHAMBER provides additional cabinetry, workspace, storage, and a convenient laundry area. The luxurious primary suite offers a private retreat with a tray ceiling, accent lighting, large windows, plush carpeting, and a walk-in closet. The en-suite bathroom features dual vanities, tile flooring, a deep soaking tub beneath an arched window, and a spacious walk-in shower. One additional bedroom is currently used as a dedicated pool table/billiards room, offering flexibility as a recreation space or bedroom. Upstairs, an expansive TV room or potential mother-in-law suite provides additional privacy and versatility with a microwave, refrigerator, sink, 1/2 bathroom, and walk-in closet currently used as a small office. The outdoor living space is truly one of the home's major highlights, featuring a screened-in lanai, large pool with a swim-out area, OUTDOOR KITCHEN, barbecue area with NEW BARBECUE GRILL, and spacious brick-paver pool deck. The pool enclosure was rescreened last year, creating an inviting setting for swimming, dining, relaxing, and entertaining. Additional highlights include two tankless water heaters, with one serving the primary bedroom and the other serving the remainder of the home; a private well supplying irrigation for the property and adjacent vacant land which is also available for purchase. Conveniently located near shopping, dining, major roadways, local lakes, LEGOLAND Florida, and other Central Florida attractions, this distinctive estate combines Lake Winterset access, a resort-style saltwater pool, outdoor kitchen, gourmet kitchen, three-car side-entry garage, exceptional parking, multiple entertainment spaces, flexible upstairs living, and significant recent improvements.

9513 Waterford Oaks Boulevard, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000

$724,999

Discover refined living in Wyndsor at Lake Winterset, one of Winter Haven’s premier gated communities. Set on a half-acre lot, this beautifully maintained 5-bedroom, 5-bathroom residence blends timeless craftsmanship with thoughtful updates and an impressive amount of living space. Go inside to soaring ceilings, architectural arches, decorative pillars, crown molding, and tray ceilings that create an immediate sense of grandeur. The formal living and dining rooms flow effortlessly into the main living areas, where 16x16 tile and luxury plank vinyl flooring with water-proof add both style and durability. The spacious kitchen is designed for everyday living and entertaining, featuring a large island, stainless steel appliances, and built-in oven and microwave. It opens to a warm and inviting great room complete with a gas fireplace and custom built-ins. A dedicated office and two additional living areas provide flexibility for work, relaxation, or extended generations. The primary suite is a private retreat with a double-door entry foyer, two Full entry closets, and room for a sitting or desk area. The spa-like en-suite bath includes a dual-head shower, Jacuzzi tub, granite counters, double sinks, and a separate vanity. Four additional bedrooms — each with its own private bath — are thoughtfully positioned on the opposite side of the home for maximum privacy. The upstairs suite offers versatility as a second primary, media room, or game room. Enjoy Florida living on the expansive 1,000 sq ft screened lanai, fully under roof and pre-plumbed and wired for an outdoor kitchen. Excellent for quiet evenings or large gatherings. Additional highlights include a 3-car garage with storage room and a tankless hot water system. Major updates include a new roof (2022), Leafgutter 2024, All carpet replaced including stairs with Water/Scratch resistent Vinyl, 5 stage Water filter & reverse osmosis system (2023), and two HVAC units (2017). Located minutes from Legoland and within easy reach of both coasts, major attractions, shopping, and dining, this home delivers luxury, space, and convenience in one of the area’s most desirable neighborhoods.

5 Beds ⋅ 5 Baths ⋅ TB8501985 MLS

Discover refined living in Wyndsor at Lake Winterset, one of Winter Haven’s premier gated communities. Set on a half-acre lot, this beautifully maintained 5-bedroom, 5-bathroom residence blends timeless craftsmanship with thoughtful updates and an impressive amount of living space. Go inside to soaring ceilings, architectural arches, decorative pillars, crown molding, and tray ceilings that create an immediate sense of grandeur. The formal living and dining rooms flow effortlessly into the main living areas, where 16x16 tile and luxury plank vinyl flooring with water-proof add both style and durability. The spacious kitchen is designed for everyday living and entertaining, featuring a large island, stainless steel appliances, and built-in oven and microwave. It opens to a warm and inviting great room complete with a gas fireplace and custom built-ins. A dedicated office and two additional living areas provide flexibility for work, relaxation, or extended generations. The primary suite is a private retreat with a double-door entry foyer, two Full entry closets, and room for a sitting or desk area. The spa-like en-suite bath includes a dual-head shower, Jacuzzi tub, granite counters, double sinks, and a separate vanity. Four additional bedrooms — each with its own private bath — are thoughtfully positioned on the opposite side of the home for maximum privacy. The upstairs suite offers versatility as a second primary, media room, or game room. Enjoy Florida living on the expansive 1,000 sq ft screened lanai, fully under roof and pre-plumbed and wired for an outdoor kitchen. Excellent for quiet evenings or large gatherings. Additional highlights include a 3-car garage with storage room and a tankless hot water system. Major updates include a new roof (2022), Leafgutter 2024, All carpet replaced including stairs with Water/Scratch resistent Vinyl, 5 stage Water filter & reverse osmosis system (2023), and two HVAC units (2017). Located minutes from Legoland and within easy reach of both coasts, major attractions, shopping, and dining, this home delivers luxury, space, and convenience in one of the area’s most desirable neighborhoods.

2656 Wyndsor Oaks Way, Winter Haven

Listing courtesy of HOMECOIN.COM. 888-400-2513

1020 W Lake Hamilton Drive, Winter Haven

$710,000

Central Florida Lakefront living in Winter Haven, Florida on an acre of land with no HOA. This home is for a buyer who loves lake views, great fishing, skiing and water sports. With over 3,400 square feet, this 4 bedroom 3 bathroom home is located just minutes from downtown, Lego Land and about an hour from Orlando attractions. Move-in ready for your family or start retirement at the lakefront retreat. Spend time in the 18 x 11 workshop or enjoy lounging in the recently added screened room while enjoying the lake views, wildlife and beautiful oaks.

4 Beds ⋅ 3 Baths ⋅ P4940113 MLS

Central Florida Lakefront living in Winter Haven, Florida on an acre of land with no HOA. This home is for a buyer who loves lake views, great fishing, skiing and water sports. With over 3,400 square feet, this 4 bedroom 3 bathroom home is located just minutes from downtown, Lego Land and about an hour from Orlando attractions. Move-in ready for your family or start retirement at the lakefront retreat. Spend time in the 18 x 11 workshop or enjoy lounging in the recently added screened room while enjoying the lake views, wildlife and beautiful oaks.

1020 W Lake Hamilton Drive, Winter Haven

Listing courtesy of LOCKHART & ASSOCIATES INC. 863-293-1234

$700,000

NEARLY 5 ACRES | NO HOA | PRIVACY, SPACE & ENDLESS POSSIBILITIES! Welcome to 281 Gerber Dairy Road, where peaceful country-style living meets the convenience of Central Florida! Situated on nearly 5 acres in Winter Haven, this unique property offers the space, privacy, and freedom that can be hard to find. A gated entrance and long private driveway welcome you home, creating a sense of seclusion as you approach this spacious 3-bedroom residence surrounded by beautiful greenery and expansive open space. Whether you're looking for room to spread out, enjoy outdoor hobbies, create beautiful gardens, accommodate recreational equipment, or simply escape the close quarters of traditional neighborhoods, this property offers incredible flexibility. The expansive grounds provide plenty of space for outdoor activities, entertaining, or simply relaxing and enjoying the peaceful surroundings. A detached shed, currently used as a charming "she shed," offers additional space for storage, hobbies, or creative projects. One of the property's standout features is NO HOA! Enjoy the freedom of acreage living without the rules and restrictions of a traditional homeowners association. With nearly 5 acres to make your own, you'll have the opportunity to create an outdoor lifestyle that suits your needs, subject to local zoning and land-use regulations. While the property offers a peaceful, private setting, you're still conveniently located near everything Winter Haven has to offer. Enjoy boating, fishing, and kayaking along the area's famous Chain of Lakes, explore downtown Winter Haven's restaurants, shops, and entertainment, or spend the day at nearby LEGOLAND Florida Resort, Peppa Pig Theme Park, and Bok Tower Gardens. Winter Haven's Central Florida location also provides convenient access to the greater Orlando and Tampa areas. If you've been searching for acreage, privacy, and the freedom to enjoy your property without an HOA, this is an opportunity you won't want to miss. Nearly 5 acres, a gated entrance, and room to make it your own! Schedule your private showing today and discover the possibilities at 281 Gerber Dairy Road!

3 Beds ⋅ 4 Baths ⋅ A4706754 MLS

NEARLY 5 ACRES | NO HOA | PRIVACY, SPACE & ENDLESS POSSIBILITIES! Welcome to 281 Gerber Dairy Road, where peaceful country-style living meets the convenience of Central Florida! Situated on nearly 5 acres in Winter Haven, this unique property offers the space, privacy, and freedom that can be hard to find. A gated entrance and long private driveway welcome you home, creating a sense of seclusion as you approach this spacious 3-bedroom residence surrounded by beautiful greenery and expansive open space. Whether you're looking for room to spread out, enjoy outdoor hobbies, create beautiful gardens, accommodate recreational equipment, or simply escape the close quarters of traditional neighborhoods, this property offers incredible flexibility. The expansive grounds provide plenty of space for outdoor activities, entertaining, or simply relaxing and enjoying the peaceful surroundings. A detached shed, currently used as a charming "she shed," offers additional space for storage, hobbies, or creative projects. One of the property's standout features is NO HOA! Enjoy the freedom of acreage living without the rules and restrictions of a traditional homeowners association. With nearly 5 acres to make your own, you'll have the opportunity to create an outdoor lifestyle that suits your needs, subject to local zoning and land-use regulations. While the property offers a peaceful, private setting, you're still conveniently located near everything Winter Haven has to offer. Enjoy boating, fishing, and kayaking along the area's famous Chain of Lakes, explore downtown Winter Haven's restaurants, shops, and entertainment, or spend the day at nearby LEGOLAND Florida Resort, Peppa Pig Theme Park, and Bok Tower Gardens. Winter Haven's Central Florida location also provides convenient access to the greater Orlando and Tampa areas. If you've been searching for acreage, privacy, and the freedom to enjoy your property without an HOA, this is an opportunity you won't want to miss. Nearly 5 acres, a gated entrance, and room to make it your own! Schedule your private showing today and discover the possibilities at 281 Gerber Dairy Road!

281 Gerber Dairy Road, Winter Haven

Listing courtesy of EXP REALTY LLC. 888-883-8509

$695,000

Beyond the gated entrance, a tree-lined drive leads to a beautifully renovated estate set on 6.21 private acres, where modern updates meet the quiet charm of country living. The 3-bedroom, 3-bath main residence has been thoughtfully renovated with luxury vinyl plank and tile flooring throughout, new appliances, and an inviting layout designed for both everyday living and entertaining. Two of the bedrooms feature private en suite bathrooms, offering added comfort and flexibility. A spacious wraparound porch overlooks the property's private pond, creating the perfect place to enjoy morning coffee, unwind in the evenings, or simply take in the peaceful surroundings. Just beyond the main home, the detached 2-bedroom, 2-bath guest house offers a full kitchen, attached garage, and a screened porch with views of the pasture. Whether used for extended guests, a home office, or other permitted uses, it provides exceptional versatility. The property also includes a detached 2-bay shop, offering ample space for equipment, hobbies, storage, or recreational vehicles. With 6.21 acres of open land, there is plenty of room to enjoy gardening, outdoor recreation, agricultural pursuits, or simply the privacy and tranquility that make this property so special. Offering the perfect balance of modern updates, flexible living spaces, and peaceful surroundings, this one-of-a-kind property delivers the country lifestyle you've been searching for while remaining just minutes from shopping, dining, and everyday conveniences. Schedule your private showing today and experience everything this exceptional property has to offer.

3 Beds ⋅ 3 Baths ⋅ L4963328 MLS

Beyond the gated entrance, a tree-lined drive leads to a beautifully renovated estate set on 6.21 private acres, where modern updates meet the quiet charm of country living. The 3-bedroom, 3-bath main residence has been thoughtfully renovated with luxury vinyl plank and tile flooring throughout, new appliances, and an inviting layout designed for both everyday living and entertaining. Two of the bedrooms feature private en suite bathrooms, offering added comfort and flexibility. A spacious wraparound porch overlooks the property's private pond, creating the perfect place to enjoy morning coffee, unwind in the evenings, or simply take in the peaceful surroundings. Just beyond the main home, the detached 2-bedroom, 2-bath guest house offers a full kitchen, attached garage, and a screened porch with views of the pasture. Whether used for extended guests, a home office, or other permitted uses, it provides exceptional versatility. The property also includes a detached 2-bay shop, offering ample space for equipment, hobbies, storage, or recreational vehicles. With 6.21 acres of open land, there is plenty of room to enjoy gardening, outdoor recreation, agricultural pursuits, or simply the privacy and tranquility that make this property so special. Offering the perfect balance of modern updates, flexible living spaces, and peaceful surroundings, this one-of-a-kind property delivers the country lifestyle you've been searching for while remaining just minutes from shopping, dining, and everyday conveniences. Schedule your private showing today and experience everything this exceptional property has to offer.

611 Morgan Road, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART. 863-577-1234

$675,000

Experience true Florida waterfront living on beautiful Lake Hartridge, one of the larger lakes on Winter Haven's famous Chain of 24 interconnected lakes. With miles of navigable waterways, you'll enjoy waterfront dining & various live music venues which have docks, as well as fishing, water skiing, kayaking, sailing, and endless exploration without ever leaving the chain. Beautifully renovated 4-bedroom, 3-bath lakefront home, offering approximately 90 feet of shoreline with a private dock, which offers the perfect blend of comfort, convenience, and breathtaking scenery. Begin each day with spectacular sunrise views from the spacious screened lanai overlooking the lake, where you'll regularly enjoy sightings of bald eagles, ospreys, herons, otters, and other native Florida wildlife. Entertain lakeside or spend the afternoon on the water. Lake Hartridge Park and the public boat ramp are conveniently located just down the street. Inside, soaring vaulted ceilings and an open, light-filled floor plan create an inviting atmosphere that complements the waterfront setting. The thoughtfully designed split-bedroom layout includes two Master Suites, each featuring a private bath, walk-in closets, and direct access to the screened lanai. There is also direct access to a bathroom from the patio; perfect after boating, swimming, fishing, gardening, or enjoying a day on the lake. Extensive renovations and recent improvements provide exceptional comfort, efficiency, and peace of mind, including: • Brand-new kitchen appliances • New 22-mil luxury vinyl plank flooring throughout • New RHEEM water heater • New lighting and ceiling fans throughout the home • Additional blown-in attic insulation for significantly improved energy efficiency • 2025 Goodman/Daikin 5-ton HVAC system with a transferable 5-year parts and labor warranty, which is transferable to you. • 2023 Generac 22-kW whole-house generator, recently professionally serviced, tested, and ready to provide uninterrupted power whenever needed • Durable 40-year metal roof with approximately 15+ years of expected service life remaining Additional features include public water, sewer, and natural gas service, a wood-burning fireplace with a natural gas starter for effortless fires, a spacious two-car garage with a recently installed automatic garage door opener, and a lake-fed irrigation system that keeps the lawn lush without costly municipal water. Whether you're looking for a year-round residence, a luxurious waterfront retreat, or a home designed for the boating lifestyle, opportunities like this on the Winter Haven Chain of Lakes are becoming increasingly difficult to find. This property combines modern updates, dependable major systems, and one of Central Florida's waterfront locations into a truly exceptional place to call home.

4 Beds ⋅ 3 Baths ⋅ W7887886 MLS

Experience true Florida waterfront living on beautiful Lake Hartridge, one of the larger lakes on Winter Haven's famous Chain of 24 interconnected lakes. With miles of navigable waterways, you'll enjoy waterfront dining & various live music venues which have docks, as well as fishing, water skiing, kayaking, sailing, and endless exploration without ever leaving the chain. Beautifully renovated 4-bedroom, 3-bath lakefront home, offering approximately 90 feet of shoreline with a private dock, which offers the perfect blend of comfort, convenience, and breathtaking scenery. Begin each day with spectacular sunrise views from the spacious screened lanai overlooking the lake, where you'll regularly enjoy sightings of bald eagles, ospreys, herons, otters, and other native Florida wildlife. Entertain lakeside or spend the afternoon on the water. Lake Hartridge Park and the public boat ramp are conveniently located just down the street. Inside, soaring vaulted ceilings and an open, light-filled floor plan create an inviting atmosphere that complements the waterfront setting. The thoughtfully designed split-bedroom layout includes two Master Suites, each featuring a private bath, walk-in closets, and direct access to the screened lanai. There is also direct access to a bathroom from the patio; perfect after boating, swimming, fishing, gardening, or enjoying a day on the lake. Extensive renovations and recent improvements provide exceptional comfort, efficiency, and peace of mind, including: • Brand-new kitchen appliances • New 22-mil luxury vinyl plank flooring throughout • New RHEEM water heater • New lighting and ceiling fans throughout the home • Additional blown-in attic insulation for significantly improved energy efficiency • 2025 Goodman/Daikin 5-ton HVAC system with a transferable 5-year parts and labor warranty, which is transferable to you. • 2023 Generac 22-kW whole-house generator, recently professionally serviced, tested, and ready to provide uninterrupted power whenever needed • Durable 40-year metal roof with approximately 15+ years of expected service life remaining Additional features include public water, sewer, and natural gas service, a wood-burning fireplace with a natural gas starter for effortless fires, a spacious two-car garage with a recently installed automatic garage door opener, and a lake-fed irrigation system that keeps the lawn lush without costly municipal water. Whether you're looking for a year-round residence, a luxurious waterfront retreat, or a home designed for the boating lifestyle, opportunities like this on the Winter Haven Chain of Lakes are becoming increasingly difficult to find. This property combines modern updates, dependable major systems, and one of Central Florida's waterfront locations into a truly exceptional place to call home.

2004 Leisure Drive, Winter Haven

Listing courtesy of LISTWITHFREEDOM.COM. 855-456-4945

$660,000

Beautiful piece of property with 5.42 Arces of land. This home is a well built block home with a new metal roof that was just installed in June of 2026, new A/C installed. This a 2 bedroom / 2bath with 2 bonus rooms that can be easily converted into bedrooms making it 4 bedrooms. There is also an additional space added to the home with its own entrance that could be converted to a studio apartment to rent out, man cave, or a Lady lair you can make it what suits your needs. This home has a lot of potential and plenty of room to grow. Make an appointment to view and get the flu potential of the home and property. Some photo's have been virtually staged

2 Beds ⋅ 2 Baths ⋅ P4939858 MLS

Beautiful piece of property with 5.42 Arces of land. This home is a well built block home with a new metal roof that was just installed in June of 2026, new A/C installed. This a 2 bedroom / 2bath with 2 bonus rooms that can be easily converted into bedrooms making it 4 bedrooms. There is also an additional space added to the home with its own entrance that could be converted to a studio apartment to rent out, man cave, or a Lady lair you can make it what suits your needs. This home has a lot of potential and plenty of room to grow. Make an appointment to view and get the flu potential of the home and property. Some photo's have been virtually staged

2425 Gerber Dairy Road, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000

$649,900

This home extrudes the luxury vibe from the moment you approach it with its distinctive roof w/ a blue metal barrel tile appearance and circular driveway. Large manicured 1+ acre lot and oak trees. No HOA and is located behind Legoland. Overlooking Lake Winterset on the famous Winter Haven Chain of Lakes. Lots of room to spread out in over 3000 sq ft of a/c living space. The split floor plan has 3 bedroom and 3 1/2 baths. A large corner gas stone custom fireplace is the living area focal point. A front door 2-car carport covers your guests as they enter through the double doors into the formal foyer. A dedicated built-out office is just inside. A triple sliding glass door opens to the 30' wide covered lanai and to the back yard. Plenty of room for a pool. Full irrigation with a dedicated well. Large 37x11 studio provides extra air conditioned flex space. Additional bonus is the oversized 2-car garage AND a 12' tall 11'x37' RV/boat garage and both are air conditioned and with a polyaspartic floor coating. Separate attached outside storage room for lawn equipment.

3 Beds ⋅ 4 Baths ⋅ B4902341 MLS

This home extrudes the luxury vibe from the moment you approach it with its distinctive roof w/ a blue metal barrel tile appearance and circular driveway. Large manicured 1+ acre lot and oak trees. No HOA and is located behind Legoland. Overlooking Lake Winterset on the famous Winter Haven Chain of Lakes. Lots of room to spread out in over 3000 sq ft of a/c living space. The split floor plan has 3 bedroom and 3 1/2 baths. A large corner gas stone custom fireplace is the living area focal point. A front door 2-car carport covers your guests as they enter through the double doors into the formal foyer. A dedicated built-out office is just inside. A triple sliding glass door opens to the 30' wide covered lanai and to the back yard. Plenty of room for a pool. Full irrigation with a dedicated well. Large 37x11 studio provides extra air conditioned flex space. Additional bonus is the oversized 2-car garage AND a 12' tall 11'x37' RV/boat garage and both are air conditioned and with a polyaspartic floor coating. Separate attached outside storage room for lawn equipment.

2241 Winterset Road, Winter Haven

Listing courtesy of KLINE REAL ESTATE SERVICES. 863-287-0204

$649,900

Enjoy the space and flexibility of this beautifully maintained property situated on 2.42 acres, offering a rare combination of privacy and convenience just minutes from shopping, dining, and everyday amenities in Winter Haven. With no HOA, no deed restrictions, and no CDD fees, this property provides exceptional versatility and is zoned for horses, creating opportunities for a variety of lifestyle and recreational uses. The home offers 3,155 square feet of living space, featuring a welcoming living room with a brick fireplace, an expansive 23' x 19' family room, and a flexible floor plan designed to accommodate today's needs. The formal dining room, highlighted by a beautiful bay window, can easily serve as a home office, hobby space, or additional living area. Car enthusiasts, hobbyists, and those needing extra storage will appreciate the impressive garage facilities, including a three-bay 57' x 31' detached garage with workshop and one bay is a drive-through, along with a spacious two-car attached garage. There is ample room for recreational vehicles, boats, equipment, and additional parking. Numerous updates provide added value and peace of mind, including * Roof replaced in 2021 * Exterior painted in 2024 * New garage door in 2024 * New refrigerator in 2025 * Microwave replaced in 2019 * Two water heaters (2019 and 2025) * Two HVAC systems, including one new unit installed in 2025 and the 2nd unit is 2010 * Brand-new mini-split system added to the family room as a 3rd unit. Offering a unique blend of acreage, functionality, and convenient access to downtown Winter Haven—approximately a 10-minute drive—this exceptional property is ready for its next owner. Schedule your private showing today and discover all the possibilities this remarkable home has.

4 Beds ⋅ 3 Baths ⋅ L4963085 MLS

Enjoy the space and flexibility of this beautifully maintained property situated on 2.42 acres, offering a rare combination of privacy and convenience just minutes from shopping, dining, and everyday amenities in Winter Haven. With no HOA, no deed restrictions, and no CDD fees, this property provides exceptional versatility and is zoned for horses, creating opportunities for a variety of lifestyle and recreational uses. The home offers 3,155 square feet of living space, featuring a welcoming living room with a brick fireplace, an expansive 23' x 19' family room, and a flexible floor plan designed to accommodate today's needs. The formal dining room, highlighted by a beautiful bay window, can easily serve as a home office, hobby space, or additional living area. Car enthusiasts, hobbyists, and those needing extra storage will appreciate the impressive garage facilities, including a three-bay 57' x 31' detached garage with workshop and one bay is a drive-through, along with a spacious two-car attached garage. There is ample room for recreational vehicles, boats, equipment, and additional parking. Numerous updates provide added value and peace of mind, including * Roof replaced in 2021 * Exterior painted in 2024 * New garage door in 2024 * New refrigerator in 2025 * Microwave replaced in 2019 * Two water heaters (2019 and 2025) * Two HVAC systems, including one new unit installed in 2025 and the 2nd unit is 2010 * Brand-new mini-split system added to the family room as a 3rd unit. Offering a unique blend of acreage, functionality, and convenient access to downtown Winter Haven—approximately a 10-minute drive—this exceptional property is ready for its next owner. Schedule your private showing today and discover all the possibilities this remarkable home has.

815 Lake Ned Road, Winter Haven

Listing courtesy of REMAX EXPERTS. adockery@remax.net

$649,900

**Seller is MOTIVATED**Major Price Improvement** Welcome to this exceptional lakefront property at 3050 Crump Rd in Winter Haven, offering space, versatility, and direct access to the lifestyle Central Florida is known for. Situated on approximately 1.08 acres along Lake Hamilton, this residence combines a thoughtfully updated main home with a private guest studio, outdoor living, and boating amenities. The main home features three bedrooms and two bathrooms with an open and functional layout. A bonus room with built in entertainment cabinetry and surround sound opens through double sliding doors to the pool deck, creating seamless indoor-outdoor living. The living room showcases beautiful wood beams, a wood burning brick fireplace, and triple sliding glass doors overlooking the pool and lake. Tile flooring runs throughout the main living areas, with wood flooring in the bedrooms. The kitchen is designed for everyday living and entertaining, featuring granite countertops, updated cabinetry with pullouts, a large island, built in desk space, wine refrigerator, stainless steel appliances, and a built-in oven/microwave combination. A separate guest studio apartment adds flexibility, complete with a kitchenette and triple sliding glass doors leading directly to the pool area. This space is ideal for guests, extended household needs, or flexible use. Outdoor features include a screened pool with new heater and an 8-foot depth, a spa that conveys, and a gas fireplace on the patio with underground piping in place (propane tank has been removed, but can easily be replaced by the new homeowner). The pool screen was recently replaced. The property includes a private boat dock and lift, allowing easy access to Lake Hamilton and nearby lakefront restaurants by water. Additional highlights include fruit trees in the front yard, RV parking for up to 31 feet with additional storage space, and a metal roof. Practical upgrades and systems include a new air conditioning system installed July 2024 with annual maintenance, water softener, well for irrigation, public water for the home, an inside laundry room, and a 2-car garage. The hot water heater was installed in 2011. Septic service was last completed June 2023. Solar panels are leased at $381.75 per month, with an average Duke Energy bill of approximately $30 per month. Televisions in the main living areas convey, excluding bedrooms. This lakefront retreat offers privacy, functionality, and a connection to the water, all set along beautiful winding roads in a peaceful Winter Haven setting.

4 Beds ⋅ 3 Baths ⋅ L4959091 MLS

**Seller is MOTIVATED**Major Price Improvement** Welcome to this exceptional lakefront property at 3050 Crump Rd in Winter Haven, offering space, versatility, and direct access to the lifestyle Central Florida is known for. Situated on approximately 1.08 acres along Lake Hamilton, this residence combines a thoughtfully updated main home with a private guest studio, outdoor living, and boating amenities. The main home features three bedrooms and two bathrooms with an open and functional layout. A bonus room with built in entertainment cabinetry and surround sound opens through double sliding doors to the pool deck, creating seamless indoor-outdoor living. The living room showcases beautiful wood beams, a wood burning brick fireplace, and triple sliding glass doors overlooking the pool and lake. Tile flooring runs throughout the main living areas, with wood flooring in the bedrooms. The kitchen is designed for everyday living and entertaining, featuring granite countertops, updated cabinetry with pullouts, a large island, built in desk space, wine refrigerator, stainless steel appliances, and a built-in oven/microwave combination. A separate guest studio apartment adds flexibility, complete with a kitchenette and triple sliding glass doors leading directly to the pool area. This space is ideal for guests, extended household needs, or flexible use. Outdoor features include a screened pool with new heater and an 8-foot depth, a spa that conveys, and a gas fireplace on the patio with underground piping in place (propane tank has been removed, but can easily be replaced by the new homeowner). The pool screen was recently replaced. The property includes a private boat dock and lift, allowing easy access to Lake Hamilton and nearby lakefront restaurants by water. Additional highlights include fruit trees in the front yard, RV parking for up to 31 feet with additional storage space, and a metal roof. Practical upgrades and systems include a new air conditioning system installed July 2024 with annual maintenance, water softener, well for irrigation, public water for the home, an inside laundry room, and a 2-car garage. The hot water heater was installed in 2011. Septic service was last completed June 2023. Solar panels are leased at $381.75 per month, with an average Duke Energy bill of approximately $30 per month. Televisions in the main living areas convey, excluding bedrooms. This lakefront retreat offers privacy, functionality, and a connection to the water, all set along beautiful winding roads in a peaceful Winter Haven setting.

3050 Crump Road, Winter Haven

Listing courtesy of ENGEL & VOELKERS LAKELAND. 863-421-6633

$629,900

Lakefront living with a proper sunset! Down a private drive with NO HOA (because your house shouldn't come with a rule book). This renovated home offers direct frontage 80' on Lake Pansy and a bonus 80' of canal frontage across the street. The property provides excellent water access and endless sunset views. Outside is where this home really shows off with amenities including a heated saltwater lap pool, lighting and water features, outdoor shower, screened in with panoramic panels because this view deserves center stage. The outdoor summer kitchen is outfitted with a new refrigerator, table top ice chest, and grill supplied by a 99-gallon propane tank, making it well-suited for entertaining all year round. The lanai is glassed in with double pane hurricane windows, cedar tongue and groove ceiling and motorized retractable sunshade, while enhanced landscape lighting and mature palm trees set the tropical tone. Additional exterior upgrades include a composite dock, fenced in yard, seamless gutters with leaf filters, and recently replaced garage and front entry door. Inside, the vibe continues with an electric fireplace with customizable lighting (because ambiance matters). Live-edge floating shelves with integrated lighting adds a designer touch. Double-pane replacement windows, custom drapes, California Closets throoughout, luxury vinyl and ceramic tile flooring, laundry closet for added convenience in the primary bedroom. The kitchen brings the function and flair with an island, generous storage, new cabinetry, quartz countertops, a natural gas range with hood ventilation, along with a built in microwave, electric oven, and refrigerator/freezer. Culligan water treatment. The roof and HVAC system are approximately 10 years old. Additional features include epoxy garage floor, LRE foundation improvements, and well-fed irrigation. Prewired generator hook-up installed in garage. The boat ramp is located on the west side of lake Pansy. Conveniently Located 20 minutes from Lego Land, 7 minutes from Publix Super Market, 5 minutes to Home Depot, 3 minutes to the nearest boat ramp to access the Winter Haven Chain of Lakes. This is a rare opportunity to own a turnkey lakefront property with endless sunsets, extensive upgrades, and no HOA restrictions.

3 Beds ⋅ 2 Baths ⋅ P4937480 MLS

Lakefront living with a proper sunset! Down a private drive with NO HOA (because your house shouldn't come with a rule book). This renovated home offers direct frontage 80' on Lake Pansy and a bonus 80' of canal frontage across the street. The property provides excellent water access and endless sunset views. Outside is where this home really shows off with amenities including a heated saltwater lap pool, lighting and water features, outdoor shower, screened in with panoramic panels because this view deserves center stage. The outdoor summer kitchen is outfitted with a new refrigerator, table top ice chest, and grill supplied by a 99-gallon propane tank, making it well-suited for entertaining all year round. The lanai is glassed in with double pane hurricane windows, cedar tongue and groove ceiling and motorized retractable sunshade, while enhanced landscape lighting and mature palm trees set the tropical tone. Additional exterior upgrades include a composite dock, fenced in yard, seamless gutters with leaf filters, and recently replaced garage and front entry door. Inside, the vibe continues with an electric fireplace with customizable lighting (because ambiance matters). Live-edge floating shelves with integrated lighting adds a designer touch. Double-pane replacement windows, custom drapes, California Closets throoughout, luxury vinyl and ceramic tile flooring, laundry closet for added convenience in the primary bedroom. The kitchen brings the function and flair with an island, generous storage, new cabinetry, quartz countertops, a natural gas range with hood ventilation, along with a built in microwave, electric oven, and refrigerator/freezer. Culligan water treatment. The roof and HVAC system are approximately 10 years old. Additional features include epoxy garage floor, LRE foundation improvements, and well-fed irrigation. Prewired generator hook-up installed in garage. The boat ramp is located on the west side of lake Pansy. Conveniently Located 20 minutes from Lego Land, 7 minutes from Publix Super Market, 5 minutes to Home Depot, 3 minutes to the nearest boat ramp to access the Winter Haven Chain of Lakes. This is a rare opportunity to own a turnkey lakefront property with endless sunsets, extensive upgrades, and no HOA restrictions.

601 Lake Pansy Drive Nw, Winter Haven

Listing courtesy of DALTON WADE INC. 888-668-8283

$629,000

Positioned in the vibrant core of Winter Haven, this exceptional commercial opportunity offers approximately 4325 square feet, creating flexibility that's increasingly hard to find in today's market. With prime downtown visibility and convenient access to local shops, dining, and foot traffic, the property is ideally situated for both owner-users and investors seeking a strategic location. The property consists of 2 parcels with zero lot lines and includes 5 on-site parking spaces. Additionally, the City of Winter Haven has granted the property a parking exemption, providing valuable flexibility regarding municipal parking requirements for this downtown location. The building configuration opens the door to multiple income streams or a blended use concept, allowing the structure to be owner occupied while simultaneously generating rental revenue. The attached garage/studio allows for more usable space and or added storage. Designed with versatility, the space lends itself to a wide range of commercial applications- from boutique retail and professional offices to creative studio environments or wellness services. Whether you're envisioning a flagship storefront, collaborative workspace, or a commercial concept tailored to evolving business needs, this property provides the foundation to bring that vision to life. With its central downtown Winter Haven location, adaptable layout, 2-parcel configuration, five parking spaces, and City parking exemption, this property represents a compelling opportunity in one of Central Florida's steadily growing downtown districts.

P4938585 MLS

Positioned in the vibrant core of Winter Haven, this exceptional commercial opportunity offers approximately 4325 square feet, creating flexibility that's increasingly hard to find in today's market. With prime downtown visibility and convenient access to local shops, dining, and foot traffic, the property is ideally situated for both owner-users and investors seeking a strategic location. The property consists of 2 parcels with zero lot lines and includes 5 on-site parking spaces. Additionally, the City of Winter Haven has granted the property a parking exemption, providing valuable flexibility regarding municipal parking requirements for this downtown location. The building configuration opens the door to multiple income streams or a blended use concept, allowing the structure to be owner occupied while simultaneously generating rental revenue. The attached garage/studio allows for more usable space and or added storage. Designed with versatility, the space lends itself to a wide range of commercial applications- from boutique retail and professional offices to creative studio environments or wellness services. Whether you're envisioning a flagship storefront, collaborative workspace, or a commercial concept tailored to evolving business needs, this property provides the foundation to bring that vision to life. With its central downtown Winter Haven location, adaptable layout, 2-parcel configuration, five parking spaces, and City parking exemption, this property represents a compelling opportunity in one of Central Florida's steadily growing downtown districts.

155 Avenue B Sw, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000

$625,000

Welcome to this beautiful and spacious home, perfectly situated on over half an acre of fully fenced property, offering plenty of room for outdoor activities, entertaining, and added privacy! The highlight of the backyard is the beautiful pool, added in 2023 and fully enclosed, creating the perfect space to relax and enjoy Florida living year-round. Inside, the home features a generous layout with plenty of room for entertaining family and friends. Whether hosting gatherings indoors or enjoying the expansive outdoor space, this property offers comfort, flexibility, and room to make lasting memories. Outdoor furniture and riding lawn mower are negotiable with the sale of the property, offering additional convenience for the next owner. With its spacious interior, private fenced yard, and inviting pool area, this home is ready for you to make it your own. Schedule your private showing today!

5 Beds ⋅ 3 Baths ⋅ TB8556664 MLS

Welcome to this beautiful and spacious home, perfectly situated on over half an acre of fully fenced property, offering plenty of room for outdoor activities, entertaining, and added privacy! The highlight of the backyard is the beautiful pool, added in 2023 and fully enclosed, creating the perfect space to relax and enjoy Florida living year-round. Inside, the home features a generous layout with plenty of room for entertaining family and friends. Whether hosting gatherings indoors or enjoying the expansive outdoor space, this property offers comfort, flexibility, and room to make lasting memories. Outdoor furniture and riding lawn mower are negotiable with the sale of the property, offering additional convenience for the next owner. With its spacious interior, private fenced yard, and inviting pool area, this home is ready for you to make it your own. Schedule your private showing today!

669 Sarner Pass Way, Winter Haven

Listing courtesy of MARK SPAIN REAL ESTATE. 855-299-7653

$619,900

Welcome to this exceptional CUSTOM-BUILT 2023 luxury residence located within the gated community of Sanctuary by the Lake, where modern elegance, thoughtful design and everyday comfort come together seamlessly. Perfectly positioned on a spacious corner lot directly across from the lake, this stunning home immediately impresses with its commanding presence and refined architectural detail. Step through the beautiful double front doors & experience an immediate sense of openness, highlighted by soaring ceilings, abundant natural light, & expansive living spaces designed to feel both grand & inviting. With over 3,600 square feet of living space, the thoughtfully designed open layout effortlessly connects formal & casual living areas, creating an ideal setting for both entertaining & relaxed daily living. At the heart of the home lies a beautifully appointed chef’s kitchen, featuring Granite countertops, upgraded Stainless-Steel appliances, a breakfast bar, walk-in pantry & a generous prep space, perfect for hosting gatherings or enjoying quiet mornings at home. The kitchen flows naturally into the impressive great room & dining areas, enhancing the home’s seamless indoor living experience. One of the standout features is the oversized covered and enclosed Florida room, custom added by the owners to extend the living space year-round. Whether hosting celebrations, entertaining guests, or simply unwinding while enjoying peaceful surroundings, this space truly elevates the lifestyle this home offers. Designed with privacy in mind, the desirable triple split floor plan includes 4 spacious bedrooms, 3 full bathrooms & a dedicated private office, ideal for remote work or flexible living needs. The luxurious primary suite serves as a private retreat, complete with dual vanities, a garden tub, separate walk-in shower, makeup vanity & a very generous walk-in closet. Beautiful luxury vinyl plank flooring flows throughout the main living areas, complemented by tasteful finishes & quality craftsmanship that reflect the home’s custom construction. A well-equipped laundry room with cabinetry, countertop workspace & sink adds everyday convenience. A 50-amp generator port was added for peace of mind. Beyond the home itself, the location offers the best of Central Florida living. Just minutes from downtown Winter Haven, residents enjoy award-winning restaurants, local boutiques, parks & year-round entertainment, while nearby access to Lakeland & I-4 provides an easy commute to both Tampa and Orlando. Florida’s Atlantic and Gulf beaches are approximately 90 minutes away, making weekend coastal escapes effortlessly accessible. This is more than a home, it is a refined living experience combining space, luxury, and lifestyle within one of Winter Haven’s most desirable gated communities.

4 Beds ⋅ 3 Baths ⋅ S5144344 MLS

Welcome to this exceptional CUSTOM-BUILT 2023 luxury residence located within the gated community of Sanctuary by the Lake, where modern elegance, thoughtful design and everyday comfort come together seamlessly. Perfectly positioned on a spacious corner lot directly across from the lake, this stunning home immediately impresses with its commanding presence and refined architectural detail. Step through the beautiful double front doors & experience an immediate sense of openness, highlighted by soaring ceilings, abundant natural light, & expansive living spaces designed to feel both grand & inviting. With over 3,600 square feet of living space, the thoughtfully designed open layout effortlessly connects formal & casual living areas, creating an ideal setting for both entertaining & relaxed daily living. At the heart of the home lies a beautifully appointed chef’s kitchen, featuring Granite countertops, upgraded Stainless-Steel appliances, a breakfast bar, walk-in pantry & a generous prep space, perfect for hosting gatherings or enjoying quiet mornings at home. The kitchen flows naturally into the impressive great room & dining areas, enhancing the home’s seamless indoor living experience. One of the standout features is the oversized covered and enclosed Florida room, custom added by the owners to extend the living space year-round. Whether hosting celebrations, entertaining guests, or simply unwinding while enjoying peaceful surroundings, this space truly elevates the lifestyle this home offers. Designed with privacy in mind, the desirable triple split floor plan includes 4 spacious bedrooms, 3 full bathrooms & a dedicated private office, ideal for remote work or flexible living needs. The luxurious primary suite serves as a private retreat, complete with dual vanities, a garden tub, separate walk-in shower, makeup vanity & a very generous walk-in closet. Beautiful luxury vinyl plank flooring flows throughout the main living areas, complemented by tasteful finishes & quality craftsmanship that reflect the home’s custom construction. A well-equipped laundry room with cabinetry, countertop workspace & sink adds everyday convenience. A 50-amp generator port was added for peace of mind. Beyond the home itself, the location offers the best of Central Florida living. Just minutes from downtown Winter Haven, residents enjoy award-winning restaurants, local boutiques, parks & year-round entertainment, while nearby access to Lakeland & I-4 provides an easy commute to both Tampa and Orlando. Florida’s Atlantic and Gulf beaches are approximately 90 minutes away, making weekend coastal escapes effortlessly accessible. This is more than a home, it is a refined living experience combining space, luxury, and lifestyle within one of Winter Haven’s most desirable gated communities.

530 Sanctuary Boulevard, Winter Haven

Listing courtesy of RE/MAX HERITAGE PROFESSIONALS. 863-256-2188

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