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4407 Mandolin Boulevard, Winter Haven
$459,900
5 Beds ⋅ 3 Baths ⋅ L4965710 MLS
Welcome to 4407 Mandolin Boulevard in Winter Haven! This well-maintained 5 bedroom, 3 bath home in a gated community offers generous living spaces and a versatile layout. The flooring flows throughout with a ceramic tiled first floor and luxury vinyl second. The spacious kitchen with stainless steel appliances opens to the family room. A seperate front room provides space for a formal living-room or home office, complimented by a seperate formal dining area. A first floor bedroom and full bath add flexibility for guests or live in family members. Upstairs there is an open loft providing additional gathering space alongside three secondary bedrooms and another full bath. The primary suite features a sitting area, dual walk-in closets, and an ensuite bathroom with a garden tub. Enjoy relaxing on the screened rear lanai overlooking the large, fenced, backyard. The roof was replaced just two years ago adding to this home's appeal. Schedule your private showing today!

4407 Mandolin Boulevard, Winter Haven

Listing courtesy of THE MARKET REALTY COMPANY. 863-999-4643
2600 Lucerne Road Unit 508, Winter Haven
$160,000
2 Beds ⋅ 2 Baths ⋅ O6452537 MLS ⋅ 2600 BLDG.
Come tour this cozy two bedroom and two bath town home. This home is located in a 55 plus community. Move in ready. Between Lake smart and Lake Conine with canal views connecting to Winter Haven North Chain of Lakes. Call me today to schedule your tour.

2600 Lucerne Road Unit 508, Winter Haven

Listing courtesy of KELLER WILLIAMS CLASSIC. murraycoleman@kw.com
369 Wharf Way, Winter Haven
$239,900
3 Beds ⋅ 3 Baths ⋅ L4966086 MLS ⋅ 03 BLDG.
2-story new construction townhome with 1,604 square feet, 3 bedrooms, and a covered lanai, located in the brand-new Harbor of Lake Henry community. Downstairs, enjoy an open layout and a gourmet kitchen with, shaker-style wood cabinets, Samsung stainless steel appliances, including a pantry. The spacious gathering room opens to your covered lanai. The entire lower level and upstairs baths are finished with luxury vinyl plank flooring, with stain-resistant carpet in the bedrooms. Upstairs, you'll find three spacious bedrooms including your owner's suite complete with a walk-in wardrobe, linen closet, and a private en-suite bath with dual vanities and a tiled shower. Additional features for your convenience include a half bath downstairs, upstairs hall bath for the secondary bedrooms, energy-efficient insulation and windows, and a full builder warranty.

369 Wharf Way, Winter Haven

Listing courtesy of CAMBRIDGE REALTY OF CENTRAL FL. 863-797-4999
881 5th Street, Winter Haven
$197,000
3 Beds ⋅ 1 Baths ⋅ L4966084 MLS
Lovely Winter Haven Home featuring a 3 bedroom, 1 bath, 1,144 square feet of inviting living space with NO HOA! Perfect for first time home buyers, retiree's or anyone just looking to downsize. Situated on .14 acres near the heart of Winter Haven and Lake Alfred. Step inside to a spacious, open living room that flows into the large kitchen and adjoining dining area, providing plenty of room for everyday living and entertaining. Three bedrooms and a full bathroom are located toward the rear of the home. Outside the property offers room to enjoy the outdoors, while a storage shed provides convenient space for tools, equipment and all your extras. An A/C replacement in 2021 adds to the home's appeal. Set in a quiet neighborhood, this property offers a peaceful setting with convenient access to shopping, medical facilities, dining and entertainment. Schedule your showing today and discover the possibilities.

881 5th Street, Winter Haven

Listing courtesy of LPT REALTY, LLC. 877-366-2213
440 Hideaway Lane, #440 Unit #440, Winter Haven
$38,000
2 Beds ⋅ 2 Baths ⋅ 12044125 MLS
2 bedroom/2bath/840sf/$38,000/Hidden Cove West/#440 Beautiful two-bedroom, two-bath home situated on a gorgeous cul-de-sac with a huge lot! This home features spacious, air-conditioned Florida room, two storage sheds, a new vapor barrier and many upgrades throughout. With plenty of outdoor space and extra storage in the huge second shed, this home has so much to offer. A must see at this price!

440 Hideaway Lane, #440 Unit #440, Winter Haven

Listing courtesy of Donna Kendall with CRF Communities
824 Andrew Street, Winter Haven
$333,140
4 Beds ⋅ 3 Baths ⋅ O6453123 MLS
Under Construction. Beautiful 2 Level, 2 Car Garage Home with Open Concept Living and 4 Bedrooms! The inviting front porch opens to a gracious foyer with 2 adjacent secondary bedrooms and a full bathroom. The spacious family room is open to the dining area and adjacent kitchen. The primary suite boasts an en suite bathroom with dual sink vanity, shower, private water closet, and large walk-in closet. The 2nd level offers a spacious loft and 2 secondary bedrooms each with walk-in closets and a full bathroom.

824 Andrew Street, Winter Haven

Listing courtesy of DRB GROUP REALTY, LLC. 407-270-2747
376 Lake Eloise Pointe Drive, Winter Haven
$290,000
4 Beds ⋅ 2 Baths ⋅ TB8561956 MLS
Check out this freshly painted 4 bedroom, 2 bath, 2 car garage with a huge lot! High ceilings, open floor plan and split floor plan, huge primary suite with walk in closet. Ready for you to move in and drop your bags- new permitted roof. Guaranteed to pass a 4 point!

376 Lake Eloise Pointe Drive, Winter Haven

Listing courtesy of JAY ALAN REAL ESTATE. 855-529-2526
7123 Summit Drive, Winter Haven
$310,000
3 Beds ⋅ 2 Baths ⋅ B4902406 MLS
Welcome to this beautifully maintained 3-bedroom, 2-bathroom home nestled in a the quiet East Summit neighborhood. Thoughtfully updated and move-in ready, this property offers both comfort and style with a spacious, well-designed layout. The private primary suite features a generous bathroom complete with a relaxing soaking tub, separate walk-in shower, and dual vanity sinks. Throughout the home, you'll find attractive tile flooring that creates a seamless and modern feel. The kitchen is well-equipped with quality appliances and provides plenty of space for cooking and entertaining. Recent improvements add even more value and peace of mind, including a new roof installed in 2025, fresh interior paint, a freshly painted garage, a brand-new bathroom sink, updated light fixtures, and new AC vents throughout the home. Step outside to enjoy the fully fenced backyard, offering the perfect space for pets, outdoor gatherings, gardening, or simply unwinding in your own private retreat. Conveniently located near LEGOLAND Florida Resort, shopping, dining, schools, and major roadways, this home combines a peaceful residential setting with easy access to all that Winter Haven has. Don't miss this opportunity to own a beautifully updated home in one of Winter Haven's desirable, quiet neighborhoods. Schedule your private showing today!

7123 Summit Drive, Winter Haven

Listing courtesy of HOGAN & ASSOCIATES REAL ESTATE FIRM. 863-207-3043
Lucerne Park Road, Winter Haven
$465,000
O6453021 MLS
Exceptional development opportunity in Winter Haven! This approximately 11.52-acre parcel offers R-3 multi-family residential zoning and approximately 1,047 feet of frontage along State Road 544/Lucerne Park Road, providing excellent visibility and access for future development. The expansive, irregular-shaped property offers significant potential for residential or multi-family development in an established area of Winter Haven with convenient access to US-27, surrounding communities, shopping, employment centers, and major Central Florida roadways. Whether you're a developer, builder, or investor looking for a sizable tract with strong road frontage, this property presents an opportunity worth exploring. Buyer to verify zoning, development potential, utilities, dimensions, and all land-use requirements with the appropriate authorities.

Lucerne Park Road, Winter Haven

Listing courtesy of EXP REALTY LLC. 888-883-8509
2502 Sunset Shores, Winter Haven
$190,000
3 Beds ⋅ 2 Baths ⋅ TB8561823 MLS
Calling all real estate investors, flippers, and buy-and-hold landlords! This 3-bedroom, 2-bathroom single-family property offers approximately 1,630 square feet of living space.

2502 Sunset Shores, Winter Haven

Listing courtesy of PREMIER REALTY. 727-687-2324
3393 Avenue J Nw, Winter Haven
$110,000
2 Beds ⋅ 1 Baths ⋅ O6451914 MLS
Short Sale. INVESTOR SPECIAL! Discover the potential of this cute home in beautiful Winter Haven! Located at 3393 Avenue J NW, this property offers an opportunity for buyers with vision to add their personal touch and bring out its charm. Known as the “Chain of Lakes City,” Winter Haven offers scenic lakes, boating, fishing, and outdoor recreation. Enjoy the area’s local restaurants, shops, parks, and vibrant downtown, along with popular attractions such as LEGOLAND Florida Resort. Explore the possibilities and make this your next project! This is a short sale and is subject to lender approval.

3393 Avenue J Nw, Winter Haven

Listing courtesy of PREFERRED REAL ESTATE BROKERS. 407-440-4900
2212 Starboard Unit 2212, Winter Haven
$229,900
2 Beds ⋅ 2 Baths ⋅ P4940270 MLS ⋅ Na BLDG.
Enjoy Florida Living in this updated 2BR/2BA home located in the lakefront 55+ community on Lake Hartridge. Only 42 units in Hartridge Harbors condo situated on the beautiful Winter Haven Chain-of-Lakes. Well maintained complex with affordable HOA fees. This home features a 2 car garage, inside laundry, new appliances, Large master suite, and large guest room. Screened and private patio at the rear of the house affords space for outdoor kitchen, spa, or garden area. Location is ideal-close to shopping, restaurants, medical, etc. Community amenities include a clubhouse and pool while offering low maintenance living. Call today for your private showing.

2212 Starboard Unit 2212, Winter Haven

Listing courtesy of CENTURY 21 WATSON & MYERS REALTY. 863-324-1000
3969 Cypress Landing W, Winter Haven
$250,000
2 Beds ⋅ 2 Baths ⋅ L4966038 MLS
**More PhotosComing** Comfortable, Simple Living in Cypress Landing on Lake Dexter. This 2 Bedroom, 2 Bath Home Has a Vaulted Ceiling Over the Living and Dining Area, and It Makes the Whole Space Feel Open the Minute You Walk In. The Kitchen Has Light-Bright Cabinets, Tile Floors, a Stainless Refrigerator and Dishwasher, a Built In Oven, Cooktop and Microwave, with Sliders Out to the Screened Lanai. The Primary Bedroom Has a Walk In Closet and a Walk In Shower in the Bath. Need More Room? The Enclosed Lanai Gives You Extra Space for a Den, Hobby Room or Home Office. Crown Molding and Ceiling Fans Throughout, a Two Car Attached Garage with Opener and Storage Cabinets, and a Fenced Backyard with Low Maintenance Rock Landscaping. Home Electrical is Generator Ready. The Home Includes Hurricane Shutters - Easy Up And Down Installation. Cypress Landing Offers a Clubhouse, Community Pool, Tennis and Pickleball Courts, Boat Storage, a Private Boat Ramp and a Dock on the Lake. Minutes from Legoland, Shopping and Dining. Schedule Your Showing Today! All Sizes Approximate. Buyer to Verify.

3969 Cypress Landing W, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000
2766 Adeline Avenue, Winter Haven
$320,990
4 Beds ⋅ 2 Baths ⋅ O6452454 MLS
Under Construction. Introducing the Cali floorplan at Willowbrook South, in Winter Haven, Florida, where every square foot is put to use with sophistication and comfort. Inside this 4-bedroom, 2-bathroom home, you’ll find 1,828 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing quartz counters and tile floors throughout. As you step inside, you are greeted by an inviting foyer that leads you into the heart of the home. The open-concept layout seamlessly connects the living room, dining area, and kitchen, creating a perfect space for entertaining family and friends. The spacious living room features abundant natural light, thanks to large windows that provide picturesque views of the surrounding landscape. With ample room for seating, it's an ideal spot for relaxation and gatherings. The kitchen is a true highlight, including granite countertops, sleek stainless-steel appliances, a walk-in pantry and an oversized island with a breakfast bar. Whether you're preparing a casual meal or hosting a formal dinner, this kitchen is well-equipped to meet your culinary needs. The four generously sized bedrooms offer flexibility for various lifestyles. The primary suite located in the rear of the home is a tranquil retreat, featuring a private ensuite bathroom with dual sinks, a separate shower, and a walk-in closet. The remaining three bedrooms share one well-appointed bathroom, making morning routines a breeze. Laundry won't be a chore with its dedicated space convenient to all bedrooms. Like all homes in Willowbrook South, the Cali includes smart home technology, which allows you to control your home anytime with your smart device while near or away. Whether you're seeking a peaceful family retreat or a stylish place to call your own, this home is sure to meet your every need. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

2766 Adeline Avenue, Winter Haven

Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC. 407-250-7299
224 Hummingbird Lane Unit #25, Winter Haven
$27,000
2 Beds ⋅ 2 Baths ⋅ 12042707 MLS
Florida getaway! 2 bed 2 bath home with access to Lake Winterset, Chain of Lakes in Winter Haven, Florida. The roof was updated in 2023, and the HVAC is newer. There is a spacious Florida room addition as you walk in. The large living space has an open concept and plenty of room for relaxing after a long day of boating going to Orlandos Parks. The primary bedroom has an updated ensuite. An extra space outside the kitchen can serve as an office or arts and crafts room. There is also a large storage area/tool room just perfect for those of you who like to tinker around. The HVAC is also vented to these separate areas. Outside is a large storage shed. You are just footsteps away from the lake front with boat slips and a pier for fishing. This is a gem and perfect home for getting away in the sunshine.

224 Hummingbird Lane Unit #25, Winter Haven

Listing courtesy of Joanne Gauthier with Four Star Homes, Inc.
3952 Giorgio Drive, Winter Haven
$285,000
3 Beds ⋅ 2 Baths ⋅ TB8559684 MLS ⋅ Meritage Homes BLDG.
Under Construction. Brand new, energy-efficient home available by Nov 2026! Configure the flex room in the front of the home to an at home office space or hobby space for the kids. Past the foyer, the open kitchen flows to the dining space, great room and outside patio. Private primary suite offers a spacious area to relax. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3952 Giorgio Drive, Winter Haven

Listing courtesy of MERITAGE HOMES OF FL REALTY. 813-703-8860
1339 Lucerne Loop Road Ne, Winter Haven
$279,000
4 Beds ⋅ 2 Baths ⋅ P4940110 MLS
4 BEDROOM, 2 BATH NEWER HOME WITH AFFORDABLE HOA, NO CDD AND PRICED TO SELL! Welcome to this clean, well-kept 2020 four-bedroom, two-bath home across from Lake Lucerne in Winter Haven. A brick-paver driveway leads to a two-car garage and a bright, open floor plan. The kitchen features a large island, abundant cabinetry, and all appliances included. Living and dining areas flow together for easy everyday living. The home has no carpeting only easy to care for ceramic tile and luxury vinyl flooring and a Split-bedroom layout that places three bedrooms on one side and a spacious primary suite with ensuite bath and walk-in closet on the other. HOA is only $360 a year with NO CDD. Move-in ready in a convenient neighborhood with NO REAR NEIGHBOR, close to town, around the corner from Willowbrook golf course, shopping, medical and local eateries.

1339 Lucerne Loop Road Ne, Winter Haven

Listing courtesy of BETTER HOMES AND GARDENS REAL ESTATE LIFESTYLES REALTY. 904-200-2660
725 Heritage Drive Ne, Winter Haven
$560,000
4 Beds ⋅ 3 Baths ⋅ P4939998 MLS
BEAUTIFUL HAMILTON POINTE POOL HOME! Welcome to this 4-bedroom, 2.5-bath pool home sits on a half-acre lot with no rear neighbors, offering 3,114 square feet of living space and peaceful conservation views. Inside, you’ll find a spacious kitchen with an eat-in area, a large living room with 13-foot ceilings, crown molding, a coral tile fireplace, and French doors opening to the screened pool and lanai. The split-bedroom layout features a primary suite with lanai access, dual vanities, a garden tub, separate walk-in shower, and ample closet space. Three additional bedrooms and a flexible office provide room for a variety of needs. The formal dining room also offers access to the pool area, creating an easy flow for entertaining. Outside, the oversized screened lanai and pool offer plenty of space to relax and enjoy Florida living. Notable improvements include a 2019 roof and exterior paint, 2020 gutters and screens, a 2021 hybrid water heater and whole-house repipe, plus a resurfaced pool, new sand filter, and refreshed pool screening. Conveniently located near downtown Winter Haven, Highway 27, LEGOLAND, golf courses, shopping, dining, and area airports.

725 Heritage Drive Ne, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541
4925 Cypress Gardens Road Unit 97, Winter Haven
$180,000
2 Beds ⋅ 2 Baths ⋅ P4940253 MLS
Welcome to this meticulously maintained 2-bedroom, 2-bathroom double-wide mobile home located in a 55+ co-op community. The home features brand-new vinyl plank flooring in the main living area and a newly remodeled kitchen, giving the interior a fresh, updated feel. Outside, a long attached carport provides ample covered parking, while an attached storage shed offers additional space for tools and equipment. The community offers a variety of amenities and activities, including a heated swimming pool, shuffleboard courts, a pickleball court, a basketball court, an exercise room, a woodshop, a dog park, and a pond. With plenty of opportunities for recreation, hobbies, and socializing, this community offers an active lifestyle with something for everyone. Furniture is negotiable and may be included if desired by the buyer.

4925 Cypress Gardens Road Unit 97, Winter Haven

Listing courtesy of CENTURY 21 MYERS REALTY LAKE WALES. 863-676-4448
1910 40th St Nw, Winter Haven
$215,000
4 Beds ⋅ 2 Baths ⋅ B4902397 MLS
Nice remodeled double-wide mobile home. It's a 4BR/2BA on your own lot. Cheaper then rent. Big lot is .33 acres. Close to a nice lakefront park, shopping and restaurants and This mobile home is very spacious with both a living room and family room. The master bedroom has a walk-in closet. 12x8.5 dining room and too many extra features to mention. Buyers must verify all information.

1910 40th St Nw, Winter Haven

Listing courtesy of KLINE REAL ESTATE SERVICES. 863-287-0204
353 Meredith Boulevard, Winter Haven
$344,990
4 Beds ⋅ 3 Baths ⋅ O6452648 MLS
Under Construction. Beautiful 2 Level, 2 Car Garage Home with Open Concept Living, Loft and 4 Bedrooms! The inviting front porch opens to a gracious foyer with adjacent powder room. The well-appointed, island kitchen is open to the adjoining cafe and spacious family room. The primary suite boasts an ensuite bathroom with dual sink vanity, shower, private water closet, and large walk-in closet. The 2nd level offers a spacious loft, 3 secondary bedrooms, each with walk-in closets, a full bathroom and a convenient laundry room.

353 Meredith Boulevard, Winter Haven

Listing courtesy of DRB GROUP REALTY, LLC. 407-270-2747
Avenue S Se, Winter Haven
$54,950
TB8561198 MLS
Vacant, buildable lot in sweet neighborhood. Large oak at the rear of the property. NO HOA, NO CDD.

Avenue S Se, Winter Haven

Listing courtesy of KELLER WILLIAMS SUBURBAN TAMPA. murraycoleman@kw.com
888 Twin Oaks Lane, Winter Haven
$2,000,000
5 Beds ⋅ 5 Baths ⋅ L4966009 MLS
Welcome to 888 Twin Oaks Lane, where striking custom architecture, luxury features, four acres of privacy, and resort-style outdoor living come together in prestigious, gated Twelve Oaks Estates. Built by respected custom builder Alan Ulch on a quiet cul-de-sac, this distinctive residence offers 4,565 square feet of heated living space with five bedrooms, four full bathrooms, one half bathroom, and a versatile bonus room. A dramatic two-story foyer and living room showcase soaring 22-foot ceilings, an architectural catwalk, and custom shiplap detailing. Abundant windows fill the home with natural light and frame peaceful property views, complemented by engineered wood flooring, oversized doorways, plantation shutters, and custom window treatments with motorized shades. The chef-inspired kitchen pairs premium Bosch and Thermador appliances with Misterio quartz countertops, floor-to-ceiling cabinetry, a custom range hood, and floating shelves. A built-in coffee maker, Ice-O-Matic nugget ice machine, and separate wine and beverage refrigeration elevate everyday living and entertaining. Two oversized sinks, concealed small-appliance closets, deep island drawers, and an expansive walk-in pantry provide exceptional storage and functionality. The main-level primary suite offers direct pool access and a spa-like bathroom with an oversized soaking tub, floor-to-ceiling tiled shower, dual vanities, dedicated makeup area, and two expansive walk-in closets with custom shelving. A separate main-level mother-in-law suite welcomes extended family or guests. Oversized secondary bedrooms with walk-in closets, an office nook, and a spacious bonus room offer flexibility for work and recreation. The oversized laundry and mudroom feature abundant counter space, a utility sink, laundry chute, barn door, and dedicated pet-washing station. Expansive covered porches with elegant pavers and wood-planked ceilings invite you to enjoy the peaceful setting. Relax on the twin-size bed swing and enjoy the nature. Expansive sliding glass doors connect the interior to an oversized custom heated saltwater pool with a sun shelf, integrated spa, wraparound seating bench, and beautiful lighting. An outdoor shower and plumbing provisions for a future outdoor kitchen enhance this private retreat. Beautiful acreage framed by horse fencing provides room to gather, play, and explore. Quality construction and modern conveniences include Hardie board siding, metal roofing over the porches, whole-home spray foam insulation, a Generac whole-house generator, Culligan water treatment system, three tankless water heaters, two central air-conditioning systems plus a mini-split, and an integrated residential fire sprinkler system. An oversized driveway provides ample parking. With controlled gated access and paved community roads, Twelve Oaks Estates offers a peaceful home base convenient to Winter Haven, Lakeland, Auburndale, and Bartow, with shopping, dining, downtown entertainment, parks, lakes, and boating nearby. Polk Parkway connections to I-4 put Tampa, Orlando, both international airports, and attractions including LEGOLAND Florida, Walt Disney World, Universal Orlando, and Busch Gardens Tampa Bay within reach. Grand spaces for gathering. Quiet places to retreat. Four private acres to call your own. 888 Twin Oaks Lane brings together custom craftsmanship, luxury finishes, resort-style outdoor living, and everyday comfort for an exceptional expression of private estate living.

888 Twin Oaks Lane, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541
588 Lake Smart Boulevard, Winter Haven
$364,990
3 Beds ⋅ 3 Baths ⋅ S5160167 MLS
STYLE, COMFORT, AND SMART LIVING COME TOGETHER IN THIS WINTER HAVEN HOME! Discover this elegant 3-bedroom, 2.5-bath residence in Lake Smart Pointe, where inviting spaces and practical features create an opportunity for first-time buyers and investors alike. An open layout seamlessly connects the kitchen, dining, and living areas—perfect for hosting guests or enjoying a relaxing evening at home. The kitchen’s spacious center island creates a natural gathering place, while the upstairs loft offers flexible space for a home office, media room, or additional lounge. A private primary suite with a walk-in closet and a two-car garage add everyday comfort and convenience. Adding to its appeal, the SOLAR PANELS WILL BE PAID OFF AT CLOSING, offering potential electric-bill savings without assuming the seller’s solar loan. Enjoy Winter Haven’s signature lifestyle with boating and fishing on the Chain of Lakes, local dining, shopping, parks, and downtown entertainment. LEGOLAND Florida Resort offers another way to enjoy the area, while access to US-27 and I-4 connects you to destinations throughout Central Florida. Whether you’re ready to step into homeownership or expand your investment portfolio, this home deserves a closer look. Schedule your private showing today!

588 Lake Smart Boulevard, Winter Haven

Listing courtesy of CENTURY 21 NEXT LEVEL REALTY. 407-969-0016
138 Greenview Drive, Winter Haven
$49,900
2 Beds ⋅ 2 Baths ⋅ 12040201 MLS
You don't miss this beautiful home in the highly sought-after Swiss Golf & Tennis a 55+ community in Central Florida. Whether you're looking for a permanent home or a seasonal get away, don't pass this one by. It has 1140 sq ft with a large, open concept kitchen boasting plenty of cabinet space with both a table and a dining space. The lanai is located in the front of the home providing additional living space to enjoy the weather, a cup of coffee, or entertain family and friends. The spacious carport accommodates multiple vehicles with ease. Some other unique features of this home are large closets in both bedrooms, a walk-in shower in the updated ensuite bathroom, newer carport (2023), and a newer roof, downspouts, and gutters (2023), newer HVAC (2025), updated lanai windows (2023), and updated vapor barrier/tie downs (2017). The large shed offers additional storage along with the washer/dryer. However, there is space inside of the primary bath should you prefer to move these inside. Monthly lot rent for this home is reasonably priced at $632. There is literally nothing to do but enjoy yourself and your neighbors. Swiss Golf & Tennis is a premier 55+ community known for its smalltown vibe. It is located on the shores of Lake Henry. The amenities and activities offer resort-style living including an 18-hole executive golf course, two pools (one overlooking Lake Henry), two clubhouses, tennis & pickleball courts, dog park, shuffleboard, bocce ball, church services, cards, bingo, corn hole, bowling leagues, golf leagues, dances, holiday parties, golf cart parades, etc. It is a friendly community where everyone looks out for each other. Beyond the park, there are many famous attractions that are easily accessible including Bok Tower Gardens, Busch Gardens, Disney World, Lego Land, Sea World, Universal Studios, major sports venues, the Chain-of-Lakes, fishing, parks, museums, and pristine beaches one hour away on either coast. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Our company does not and cannot guarantee or warrant the accuracy of this information or the condition of this property. Measurements are approximate. The buyer assumes full responsibility for obtaining all current rates of lot rent, fees, and pass-on costs. Additionally, the buyer is responsible for obtaining all rules, regulations, pet policies, etc., associated with the community, park, or home from the community/park manager. Our company is not responsible for quoting said fees or policies. Financing is available through 3rd party lenders. The sales price does not include tax, dealer fees, or administrative fees. All residential prospects must be approved by the park including passing a background check. Although it is a 55+ park, people over 40 years old can apply for residency. Contact one of the sales agents to schedule an onsite or virtual tour today. Don't let this one get away!

138 Greenview Drive, Winter Haven

Listing courtesy of Patti Alvin with Sunset Home Sales
273 Mariposa Street, Winter Haven
$285,000
3 Beds ⋅ 2 Baths ⋅ S5160128 MLS
Welcome to 273 Mariposa St. in the desirable Orchid Springs Patio Homes community in Winter Haven! This beautifully maintained 3-bedroom, 2-bathroom home has undergone MAJOR UPGRADES THROUGHOUT in 2022/2023, offering a wonderful combination of modern improvements, spacious living areas, and Florida charm! The versatile floor plan features a formal living room, dining room, and family room, with luxury vinyl plank flooring throughout much of the home and tile flooring in the family room. The inviting living room features vaulted ceilings accented by beautiful wood beams, adding warmth and character. The FULLY REMODELED KITCHEN is a standout feature, offering gorgeous granite countertops, updated cabinetry, a center island, stylish backsplash, and stainless steel appliances, including built-in ovens, cooktop, microwave, and dishwasher. The dining room is enhanced by classic wainscoting and sliding glass doors that fill the space with natural light and provide easy access to the family room and outdoor living areas. The bathrooms have received attractive updates! The guest bathroom features an updated vanity, toilet, tile, backsplash, and fresh paint. The spacious primary suite offers a private ensuite bathroom and generous closet space. The list of MAJOR IMPROVEMENTS continues with a COMPLETE HOME REPLUMBING, COMPLETE ELECTRICAL REWIRING WITH UPDATED OUTLETS THROUGHOUT, WINDOWS REPLACED with double-pane windows, updated baseboards, interior repainting, updated blinds, and a NEW WATER HEATER installed in September 2024. The home also features a well-maintained Trane A/C system, an attractive METAL ROOF and an attached 2-car garage with built-in storage cabinetry and a replaced garage door opener. Step outside and enjoy Florida living from the SCREEN-ENCLOSED PATIO or the additional open patio featuring a firepit, perfect for relaxing or entertaining! Situated on a desirable .14-acre CORNER LOT, the property showcases beautiful, mature oak and palm trees, along with thoughtfully maintained landscaping. Orchid Springs Patio Homes offers residents access to a COMMUNITY POOL and CLUBHOUSE, providing a wonderful opportunity to enjoy the Florida lifestyle. LOCATION IS ANOTHER GREAT FEATURE! Conveniently situated near restaurants, medical facilities, churches, and shopping, with a NEW PUBLIX just approximately 5 minutes away! The home also offers easy access to HIGHWAY 27 and is just a short drive from LEGOLAND FLORIDA RESORT, making it easy to enjoy everything Central Florida has to offer. With its extensive upgrades, generous living spaces, inviting outdoor areas, and convenient location, this home is a wonderful opportunity to enjoy Florida living. Schedule your private showing today!

273 Mariposa Street, Winter Haven

Listing courtesy of RE/MAX HERITAGE PROFESSIONALS. 863-256-2188
1855 Avenue P Sw, Winter Haven
$419,900
3 Beds ⋅ 2 Baths ⋅ L4965020 MLS
Beautiful New Construction with Detached Mother-In-Law Suite/ADU! Discover the perfect blend of modern living, privacy, and versatility in this beautiful new-construction property featuring a spacious 3-bedroom, 2-bathroom main home PLUS a detached 1-bedroom, 1-bathroom mother-in-law suite/ADU. The detached residence has its own separate entrance and separate address, offering exceptional flexibility for extended family, guests, a private home office, or potential rental opportunities. The main home welcomes you with a fresh, modern design and an open, versatile layout created for today’s lifestyle. The spacious living areas provide plenty of room to relax, entertain, and personalize the home to fit your needs. The well-appointed kitchen flows naturally into the living and dining areas, creating a comfortable space for everyday living and gatherings. The detached 1-bedroom, 1-bathroom suite provides a living arrangement with added privacy and convenience. Whether you envision a comfortable space for family members, a guest retreat, a dedicated workspace, or an income-producing opportunity, this additional residence adds tremendous value and versatility. With two separate living spaces, separate entrances, and separate addresses, this property is an exceptional opportunity for multi-generational living, hosting guests, or an investment-minded buyer seeking flexibility and additional potential. A unique property offering the space, privacy, and possibilities that are hard to find in new construction!

1855 Avenue P Sw, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541
1859 Galloway Terrace, Winter Haven
$350,000
4 Beds ⋅ 2 Baths ⋅ L4965381 MLS
Welcome to this spacious 4-bedroom, 2-bathroom home nestled in a desirable gated community. Situated on a large lot, this home offers over 2,000 square feet of comfortable living space, providing plenty of room for both everyday living and entertaining. The private owner’s suite offers a relaxing retreat, complete with an ensuite bathroom featuring a separate tub and shower and walk in closets. The open-concept kitchen flows seamlessly into the great room, creating a welcoming space where the cook can stay connected with family and guests. The other bedrooms are spacious and one room can be used as office/den. This home also has a separate formal dining room not seen in newer model homes. This home does have owner owned solar panels ( free and clear ownership) offering instant savings on electricity bills. With generous living areas, a spacious lot, and a thoughtfully designed floor plan, this home offers comfort, privacy, and functionality in a beautiful community setting. This community is located in the USDA zoned area for down payment assists.

1859 Galloway Terrace, Winter Haven

Listing courtesy of LA ROSA REALTY PRESTIGE. 863-940-4850
4446 Glenns Landing, Winter Haven
$279,900
3 Beds ⋅ 2 Baths ⋅ L4966012 MLS
LOCATION! LOCATION! LOCATION! SPRING-FED LAKE DEXTER WITH REMARKABLY CLEAR WATER! Welcome to CYPRESS LANDING, one of Winter Haven’s hidden gems, offering an incredible Florida lake lifestyle! Residents enjoy private community access to beautiful LAKE DEXTER, featuring a PRIVATE BOAT RAMP, BOAT STORAGE OPTIONS, COMMUNITY BOAT DOCK WITH BOAT SLIPS, WATERFRONT SWIMMING POOL, CLUBHOUSE, TENNIS COURTS, AND SCENIC LAKESIDE WALKING PATHS! Boat storage and boat slips are community amenities; availability, fees, and usage requirements are subject to HOA confirmation. Golf carts are also permitted, subject to community guidelines! Located at 4446 GLENNS LANDING, this inviting 3-BEDROOM, 2-BATHROOM HOME features a BRAND-NEW CENTRAL A/C SYSTEM! Inside, you’ll find CERAMIC TILE FLOORING THROUGHOUT, spacious living and dining areas, and a beautiful kitchen featuring GRANITE COUNTERTOPS AND STAINLESS STEEL APPLIANCES! Expansive rear sliding glass doors bring the outdoors in, seamlessly connecting the interior living space to the covered, screened porch and creating an inviting atmosphere for entertaining or simply enjoying Florida living. The primary suite offers a WALK-IN CLOSET AND PRIVATE BATHROOM WITH A WALK-IN SHOWER, while a skylight brings additional natural light into the home. An interior laundry room and attached garage provide everyday convenience. ENJOY FLORIDA LIVING WITH TWO COVERED, SCREENED PORCHES, both featuring ceramic tile flooring! An UPGRADED PAVER DRIVEWAY, lush St. Augustine lawn, mature shade trees, and attractive landscaping add to the home’s curb appeal. JUST MINUTES FROM LEGOLAND FLORIDA RESORT, shopping, dining, entertainment, and Winter Haven’s renowned CHAIN OF LAKES! Enjoy boating, fishing, kayaking, and waterfront recreation right within your community, with additional public boat ramps nearby. SPRING-FED LAKE DEXTER ACCESS, BRAND-NEW CENTRAL A/C, GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, TWO SCREENED PORCHES, AND EXCEPTIONAL COMMUNITY AMENITIES! Experience the benefits of lake community living without the waterfront price tag. SCHEDULE YOUR PRIVATE SHOWING TODAY!

4446 Glenns Landing, Winter Haven

Listing courtesy of CENTURY 21 WATSON & MYERS REALTY. 863-324-1000
70 Greenfield Court, Winter Haven
$475,000
4 Beds ⋅ 3 Baths ⋅ P4940256 MLS
CYPRESSWOOD MASTERPIECE!!! This breathtaking 4BR/2.5BA residence sits across from a tranquil pond & Cypresswood's sprawling par 5 15th hole. Enjoy the view from your large covered front porch at the end of your quiet cul-de-sac. Offering nearly 2300SqFt of living area and almost 3500SqFt under roof, updates and upgrades are found throughout this gorgeous property. Features include: large downstairs primary suite with fully renovated bath and generous walk-in closet, expansive island in kitchen, under counter, microwave, custom cabinetry, solid surface floors downstairs, granite countertops, upstairs and downstairs laundry hook-up, stainless appliances, pot filler on range, fireplace, downstairs half bath, bonus room upstairs, ample closet space, large screened rear patio, paver fire pit and outdoor patio, mature landscaping, 2 car side load garage, and the list goes on!!! Community features a 24hr Guarded and Gated entrance, golf, pool, tennis, pickleball, clubhouse, restaurant!!! Right off HWY 27 and close to medical, shopping, dining, and Legoland. This property and this community are both wonderful places to call home....

70 Greenfield Court, Winter Haven

Listing courtesy of THE K TEAM REAL ESTATE SERVICES LLC. 863-604-1601

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