Refine Search
Sort by
915 Hart Lake Court, Winter Haven
$520,000
4 Beds ⋅ 3 Baths ⋅ L4965885 MLS
Virtually Staged. Discover this beautifully upgraded 4-bedroom, 3-bath home at 915 Hart Lake Court in Winter Haven. Located in a private gated community across the street from Chain of Lakes Elementary School, the home is also just minutes from LEGOLAND® Florida Resort and approximately 10 minutes from U.S. Highway 27. The open-concept layout features elegant snow-color cabinetry and granite countertops throughout. The private primary suite is situated at the opposite end of the home and includes a spacious walk-in closet, a large walk-in shower, and a customized makeup vanity. A generous laundry room includes a built-in home office and is conveniently located between the kitchen and pantry. The lanai features an additional bonus room with double French doors while retaining space for outdoor living. The adjoining area offers potential to be enclosed and configured as an in-law suite, subject to buyer verification and any required approvals. Additional highlights include a three-car garage, ample parking, and finished attic space providing extra storage. **Pride of ownership is evident throughout this meticulously maintained home, with the owner’s thoughtful care and attention to detail reflected in every space. The owner is an active real estate agent.** Photo's coming soon.

915 Hart Lake Court, Winter Haven

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

260 Greenfield Road, Winter Haven
$349,900
3 Beds ⋅ 2 Baths ⋅ P4940214 MLS
Tucked away on the golf course in the highly sought after Cypresswood Golf and Country Club community of SE Winter Haven with serene pond views and lush natural foliage for privacy, this beautifully maintained single-family pool home offers the perfect blend of comfort, elegance, and resort-style living. A circular drive sets the tone as you arrive, leading into a thoughtfully designed split-bedroom floorplan ideal for both everyday living and hosting guests. The heart of the home features solid wood cabinetry and rich granite surfaces in the kitchen and baths, combining timeless style with durability. The primary suite is a true retreat, complete with an en suite bathroom and a spacious walk-in closet. Guests will appreciate the dedicated pool/guest bathroom, perfectly positioned for indoor-outdoor living. Step outside to the screen-enclosed private POOL deck and take in tranquil views of the golf course and pond—your own private oasis framed by mature landscaping. Whether enjoying a quiet morning coffee or entertaining at sunset, this outdoor space delivers year-round enjoyment. Located within a gated community with 24-hour guard service, residents enjoy access to an impressive array of amenities, including a community pool, tennis, pickleball and basketball courts, a clubhouse with restaurant, pro shop, and a fully equipped fitness center. This is more than a home—it’s a lifestyle.Tucked away on the golf course with serene pond views and lush natural foliage for privacy, this beautifully maintained single-family home offers the perfect blend of comfort, elegance, and resort-style living. A circular drive sets the tone as you arrive, leading into a thoughtfully designed split-bedroom floorplan ideal for both everyday living and hosting guests. The heart of the home features solid wood cabinetry and rich granite surfaces in the kitchen and baths, combining timeless style with durability. The primary suite is a true retreat, complete with an en suite bathroom and a spacious walk-in closet. Guests will appreciate the dedicated pool/guest bathroom, perfectly positioned for indoor-outdoor living. Step outside to the screen-enclosed pool deck and take in tranquil views of the golf course and pond—your own private oasis framed by mature landscaping. Whether enjoying a quiet morning coffee or entertaining at sunset, this outdoor space delivers year-round enjoyment. Located within a gated community with 24-hour guard service, residents enjoy access to an impressive array of amenities, including a community pool, tennis, pickleball and basketball courts, a clubhouse with restaurant, pro shop, and a fully equipped fitness center. This is more than a home—it’s a lifestyle. Whether you’re raising a family, welcoming visiting guests, or enjoying a seasonal escape, this home offers the space, setting, and lifestyle to fit every chapter. The Cypresswood community is minutes from Highway 27 and the I-4 corridor, Winter Haven's very own Legoland Florida Resort, the Polk Parkway, and in the center of a thriving community with many convenient grocery, restaurant, shopping, and commuting options for travel in less than an hour from Disney World and other Orlando attractions, the Orlando International Airport, and the gulf-side beaches of Tampa/St. Pete! Schedule your private showing today, and don't miss the opportunity to make this incredible home yours.

260 Greenfield Road, Winter Haven

Listing courtesy of JOHN WOOD REALTY, INC.. 863-324-9663

937 Cattleman Street, Winter Haven
$340,000
4 Beds ⋅ 2 Baths ⋅ 12028865 MLS
Welcome to this beautifully maintained, nearly new 4-BEDROOM, 2-BATHROOM home in the desirable INMAN GROVES community! Built in 2023 by D.R. Horton, this popular CALI FLOOR PLAN offers 1,828 square feet of thoughtfully designed living space with an open-concept layout perfect for both everyday living and entertaining. The spacious kitchen features SOLID SURFACE COUNTERTOPS, STAINLESS STEEL APPLIANCES, abundant cabinetry, a large island with seating, and overlooks the dining and living areas, creating a bright and inviting gathering space. The private owner's suite includes a generous walk-in closet and an en-suite bath, while three additional bedrooms provide flexibility for family, guests, or a home office. Additional highlights include ceramic tile flooring in the main living areas, an inside laundry room, energy-efficient construction, smart home features, a two-car attached garage, and an irrigation system. Step outside to enjoy the backyard with plenty of space to relax, entertain, or create your own outdoor oasis. Conveniently located near shopping, restaurants, schools, medical facilities, and major highways, this home also offers easy access to Downtown Winter Haven, LEGOLAND Florida Resort, and ORLANDO or TAMPA via nearby US-27 and I-4. Don't miss this opportunity to own a move-in-ready home in one of Winter Haven's growing communities!

937 Cattleman Street, Winter Haven

Listing courtesy of Isabelle Maye with Florida Properties Group

6125 Pebble Beach Boulevard, Winter Haven
$425,000
3 Beds ⋅ 2 Baths ⋅ P4940136 MLS
Welcome to the next exciting chapter of your life in Lake Ashton, Central Florida’s premier 55+ active-adult community, where this impeccably maintained 3-bedroom, 2-bath home combines exceptional quality, thoughtful design, and beautiful pond views to create an inviting place to call home. From the attractive quoin corners that enhance the front elevation and the fresh exterior paint, including the soffits and gutters, to the full-width paver driveway, the home makes an outstanding first impression. River stone accents in the flower beds add a crisp, polished appearance, while the impressive 32’ x 15’ bronze-screened veranda provides the perfect setting to relax, entertain, and enjoy tranquil views of the expansive pond. Step inside and discover a clean, bright, and welcoming interior designed for comfortable everyday living and gracious entertaining. Tasteful 18” x 18” tile flooring flows throughout the main living areas, complemented by comfortable carpeting in the bedrooms, and ceiling fans throughout the home add to its appeal. The beautifully appointed kitchen features attractive Chiffon-colored maple cabinetry with abundant storage, including a bank of drawers, rollout trays, distinctive cabinet bump-ups and bump-outs, a dedicated refrigerator cabinet, and decorative cove lighting. Granite countertops are beautifully complemented by pendant lighting above the island, while fingerprint-resistant stainless-steel appliances provide a stylish, modern touch. There is ample room at the kitchen counters for entertaining guests. A spacious walk-in pantry offers additional storage and convenience. The same quality maple cabinetry and granite countertops continue into both bathrooms and the laundry room, creating a cohesive, upscale look throughout the home. Five pocket doors enhance the flow between rooms while making excellent use of available space. The primary bedroom features black-out shades for a restful night’s sleep. The primary bathroom is a welcoming retreat, featuring dual vanities and a spacious, tiled walk-in shower with custom fixtures. Throughout the living room, kitchen, and expanded screened veranda, peaceful pond views provide a beautiful backdrop for everyday living. The two-car garage is complemented by a separate golf cart garage, making it easy to enjoy all that Lake Ashton has to offer. As an added benefit, this Green Home incorporates energy-efficient features designed to enhance comfort and help reduce energy costs. With more than $51,000 in custom builder upgrades, this exceptional property offers quality, convenience, and value that truly deserve an in-person visit. Beyond your front door, the remarkable Lake Ashton lifestyle awaits, with two championship 18-hole golf courses, a 26,000-square-foot clubhouse, a state-of-the-art health and fitness center, theater, pickleball courts, bowling alley, and an abundance of activities and amenities designed to make every day more enjoyable. Combining a beautifully maintained home, serene pond views, thoughtful upgrades, and an outstanding active-adult lifestyle, this is a wonderful opportunity to enjoy the very best of Florida living. Schedule your private showing today and discover everything this special Lake Ashton home has to offer!

6125 Pebble Beach Boulevard, Winter Haven

Listing courtesy of GLOBAL LIFESTYLE LLC. 727-537-6242

825 Sunningdale Ct., Winter Haven
$95,000
2 Beds ⋅ 2 Baths ⋅ 12033495 MLS
2 Bed | 2 Bath | 1560 sq. ft.| Lot 13 | $95,000 Step into this beautiful one-of-a-kind home at Four Lakes Golf Club. This home has a large driveway with ample space between the home and the storage shed for outside entertaining. As you enter the home you are greeted with a kitchen-dining room combination with newer kitchen cabinets and granite countertops. The dining room flows into the living room and then onto a family room which has golf course and pond views. The master bathroom has a beautiful custom built shower and vanity. The spare bedroom has a murphy bed and is at the other end of the home. The air condition was just installed. At this price this home will not last long. This home comes with one year free golf and a golf cart.

825 Sunningdale Ct., Winter Haven

Listing courtesy of Cheryl Dobbs with CRF Communities

5385 Hogan Lane, Winter Haven
$369,000
3 Beds ⋅ 2 Baths ⋅ P4940148 MLS
Welcome to this stunning Biscayne-model home located at 5385 Hogan Lane, Winter Haven, Florida 33884, within the highly desirable Lake Ashton, a Premier Florida Retirement community in Central Florida. This beautifully maintained property offers premium upgrades, functional spaces, picturesque lake views and gorgeous Florida sunsets. Premium Interior Features include: Gourmet Kitchen with 42" cherry cabinetry with modern crown molding and large metal handles, granite countertops, a breakfast bar, an elegant tile backsplash, and window above the sink. The kitchen cabinet layout includes several banks of drawers, a stainless steel sink and an enlarged open area that flows seamlessly into the breakfast nook. The dedicated den is a highly functional space complete with a built-in Murphy bed and custom desk complex, perfect for a home office or guest room. The wall unit also has a desk that folds out easily. The Primary Suite Bath features comfort height cabinetry, granite countertops, upgraded mirrors and lighting fixtures, a garden tub, and a glass shower door enclosure. The guest bathroom is similarly appointed with a comfort height cabinet, granite counter, upgraded mirrors, and a shower/tub combo. You'll find Upgraded Flooring in the main living, dining, and dinette areas with bamboo flooring, while the kitchen, bathrooms, laundry room and den have tile flooring; plush carpeting is in the bedrooms. This home has a desirable outdoor living area. Relax on the large, screened lanai with tile floor while enjoying beautiful water views and sunsets. A professionally laid paver walkway connects the garage directly to the lanai. This home has double-paned windows, solar tubes for abundant natural light throughout the kitchen, bathrooms, laundry room, and den, and ceiling fans in every room. The Expanded Garage Space is a bonus. The generous double car garage has built-in cabinetry, an extra-long dedicated golf cart garage (8'5x29'11), a utility sink, an exterior window, and a pull-down ladder for attic storage. Additional Home Highlights: Roof Replaced 2025, A/C (2017), Separate Irrigation Meter, Extended Birdcage with Tile Flooring. Located in Lake Ashton, a Florida Retirement community offering Resort style amenities and planned activities. Lake Ashton, a 55 community in Florida, has (2) 18- Hole Golf Courses, Pro Shop, Main Clubhouse with Movie Theater, Bowling Lanes, Grand Ballroom, Card, Craft and Billiards, Outdoor Pool, Bocce, Shuffleboard, Tennis and Fitness Center. The Health and Fitness Center has an Indoor Pool, Card, Craft and Billiards, Multi-Purpose Room, Media Center, Indoor 1/2 Court Basketball, Indoor Full Court Racquetball, Pickle Ball courts and MORE! One Year Home Warranty Included. Call today to tour this home.

5385 Hogan Lane, Winter Haven

Listing courtesy of LAKE ASHTON REALTY INC.. 863-409-6899

11 Lake Link Drive Se, Winter Haven
$750,000
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

128 Lagoon Road, Winter Haven
$340,000
4 Beds ⋅ 2 Baths ⋅ TB8557043 MLS
* NO HOA * * NEW ROOF 2024 * * NEW PLUMBING * * REMODELED PRIMARY BATHROOM * * QUARTZ COUNTERTOPS * * FULLY FENCED BACKYARD * Beautifully updated and move-in ready, this 4-bedroom, 2-bath home with a 2-car garage is tucked away in a quiet neighborhood just minutes from Lake Ned. Designed for comfortable everyday living and effortless entertaining, this well-maintained home features numerous upgrades throughout. The heart of the home is the renovated kitchen, showcasing elegant quartz countertops, an oversized copper farmhouse sink, abundant cabinetry, and generous workspace for cooking, gathering, and hosting family and friends. New light fixtures throughout the home provide a fresh, modern feel, while durable tile and laminate flooring throughout means no carpet and easy maintenance. The spacious primary suite offers a peaceful retreat with direct access to the screened porch, creating the perfect indoor-outdoor living experience. The remodeled en-suite bathroom features stylish finishes and thoughtful updates designed for both comfort and functionality. Step outside to the fully fenced backyard, offering ample space for pets, play, gardening, outdoor entertaining, or even the addition of a future storage shed. Whether you're enjoying morning coffee on the porch or hosting weekend gatherings, this outdoor space is ready to fit your lifestyle. Major improvements provide peace of mind for years to come, including a new roof installed in 2024 and new plumbing in 2026. Conveniently located near Lake Ned, local parks, shopping, restaurants, and everyday conveniences, this exceptional home also offers easy access to major roadways and area attractions. Measurements are approximate. Information is believed to be accurate but not guaranteed. Schedule your private showing today before this wonderful home is gone!

128 Lagoon Road, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 813-977-3500

922 Martin Luther King Boulevard Ne, Winter Haven
$220,000
3 Beds ⋅ 2 Baths ⋅ O6450701 MLS
This property presents an excellent opportunity for those looking to combine location, space, and a beautiful view of Lake Idyl. Its open and inviting setting adds a special touch, offering great potential to enjoy and personalize the outdoor areas—whether creating a cozy courtyard, relaxing entertainment space, or fire pit area. The residence features 3 bedrooms, 1 full bathroom, and 1 half bathroom, along with the valuable advantage of NO HOA, providing greater flexibility to make the property your own, enhance the outdoor living areas, or explore future expansion possibilities. Conveniently located along a main road in Winter Haven, the property offers easy access to schools, shopping, services, and other local amenities. Whether you are looking for a place to call home or an investment property with potential, this home offers an attractive combination of location, flexibility, and lifestyle.

922 Martin Luther King Boulevard Ne, Winter Haven

Listing courtesy of AROD PARTNERS REALTY. 407-627-7621

3789 Giorgio Drive, Winter Haven
$275,000
3 Beds ⋅ 2 Baths ⋅ P4940205 MLS
Welcome to 3789 Giorgio Dr, a beautifully maintained 2024-built home in the desirable Villamar community of Winter Haven. This 3-bedroom, 2-bath residence offers an open and functional floor plan with a spacious great room, dedicated dining area, and modern kitchen designed for easy everyday living and entertaining. A versatile flex room provides the perfect space for a home office, hobby room, or additional living area. The private primary suite offers a comfortable retreat, while the attached 2-car garage provides convenient parking and storage. Enjoy the benefits of Villamar living with resort-style amenities including a community pool, playgrounds, and parks. Conveniently located near Winter Haven's renowned chain of lakes, shopping, dining, and area attractions including LEGOLAND Florida. With its newer construction, energy-efficient features, modern layout, and community amenities, this home offers an excellent opportunity for buyers seeking a move-in-ready property in Central Florida.

3789 Giorgio Drive, Winter Haven

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

168 Waterside Circle, Winter Haven
$299,900
3 Beds ⋅ 2 Baths ⋅ O6450768 MLS
Welcome to 168 Waterside Cir, a charming single-family residence nestled in the heart of Winter Haven, FL, 2018-built home where Florida waterfront living meets everyday convenience. This delightful home features a spacious living area of 1,714 square feet, thoughtfully designed to provide both comfort and functionality. The property includes three well-appointed bedrooms and two full bathrooms, making it a superb setting for relaxing and unwinding. The rear patio overlooks a fishing canal, an ideal spot for morning coffee, evening sunsets, or casting a line without leaving home. Supermarkets, shopping, and pharmacies are all within walking distance, and Legoland is nearby, so errands and family outings are easy. Inside, 9½-foot ceilings and rounded corners give the home an open, polished feel, with ceramic tile wall to wall for easy care. The kitchen comes equipped with a refrigerator, electric range/oven, dishwasher, microwave, trash compactor, and a kitchen reverse osmosis system, and a gas range hookup is available for the buyer who prefers to cook with flame. The washer and gas dryer are included, and a whole-house water filtration and softener system rounds out the package. Peace of mind comes built in with a standby gas generator, hurricane panels for the exterior windows and doors, and a gas tankless water heater for endless hot water. The garage features a professionally installed epoxy floor, giving you a clean, durable, showroom-ready space for parking, projects, or storage.

168 Waterside Circle, Winter Haven

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

6066 Se Southern Oaks Drive, Winter Haven
$126,900
2 Beds ⋅ 2 Baths ⋅ S5159435 MLS
Motivated Seller! Let's make a deal. Welcome to life at Garden Grove Oaks, a quiet 55+ community tucked away in the Southeast Winter Haven/Garden Grove area. Step inside this 2 bed/2 bath home to an open floor plan with a dining area conveniently to the right and the kitchen on your left, which includes a refrigerator, range, microwave, and dishwasher. Cathedral ceilings create an open, spacious feel, leading into the living room. The primary bedroom includes an en-suite bathroom with a step-in shower. Fans throughout the house help keep it cool. Two screened porches (front and side) give you options for enjoying the outdoors. Enjoy a morning coffee on the front screened porch which provides shade and a cool breeze and room for your favorite hobbies. The side porch behind the carport features tile flooring. Behind the side porch is an adjoining storage area with two work benches provides useful space for tools, projects, and hobbies. Laundry hookups are available in an interior closet and on the screened porch behind the carport. The washer and dryer do not convey. Enjoy the newer roof (2024), vinyl siding, a carport, and a long driveway, adding everyday convenience. Plenty of outdoor space with a nice sized backyard and the neighboring lot is vacant and owned by the next-door neighbor. Garden Grove Oaks low community fees offer a nice pool, shuffleboard next to the community lake, completing the setting for relaxed Florida living. Come see how this home fits your next chapter!

6066 Se Southern Oaks Drive, Winter Haven

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

7060 Fairview Village Circle, Winter Haven
$134,990
1 Beds ⋅ 1 Baths ⋅ V4951870 MLS
Welcome Home to Easy Florida Living! Come discover this beautifully maintained 2023 Skyline Park Model, installed in August 2022 and thoughtfully designed with comfort, convenience, and relaxation in mind. From the moment you arrive, you?ll appreciate the new concrete driveway, newer roof, central air, spacious storage, and inviting outdoor living opportunities. Inside, the home offers an open and comfortable layout with a large pantry, dining island, electric fireplace, walk-in shower, and a bedroom spacious enough for a king-size bed. The home is being offered with many furnishings and features, including a French-door refrigerator, electric range, microwave, washer/dryer combo, water softener, blinds, generator ready and more. The lifestyle is just as appealing! The 99-year perpetual lease is renewable for only $1, while the current $90 monthly association fee includes water, sewer, trash, seasonal lawn maintenance, heated pool access, clubhouse, and a variety of community activities. Enjoy shuffleboard, horseshoes, billiards, ping pong, and a community dock with direct canal access to Lake Henry, complete with a pier bench and fire pit. Whether you?re looking for a seasonal retreat, a comfortable Florida getaway, or a place to enjoy the relaxed community lifestyle, this one is ready for you to come see and fall in love with it! Financing Available!

7060 Fairview Village Circle, Winter Haven

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

1354 Haines Drive, Winter Haven
$275,000
3 Beds ⋅ 2 Baths ⋅ S5159634 MLS
Beautifully maintained 3-bedroom, 2-bathroom home, built in 2020, offers modern comfort, valuable upgrades, and outdoor features that make it stand out from the rest. Step inside to discover ceramic tile flooring throughout the entire home, including all bedrooms and closets. The functional layout, spacious living areas, and attached two-car garage make everyday living easy and comfortable. One of this home's standout features is its oversized lot with no rear neighbors, providing added privacy and room to enjoy the outdoors. The fully fenced backyard is perfect for relaxing, entertaining, or enjoying time with family and friends. A spacious 22 × 12-foot enclosure offers additional versatility, while the approximately four-year-old, five-person hot tub creates the perfect spot to unwind after a long day. Enjoy added peace of mind with backup generator capability connected through designated home outlets, providing a convenient way to power essential household items during an outage when paired with a compatible generator. Energy-saving potential with assumable solar panels, offering the next owner an opportunity to take over the existing solar panels, subject to the provider’s terms and approval. Located in the desirable Lakes at Lucerne Park community, this home offers modern construction, practical upgrades, and outdoor privacy, all with a low HOA fee of just $47 month. Conveniently located near shopping, dining, and everyday essentials, this home offers an excellent opportunity for first-time buyers, downsizers, or investors seeking value and comfort in Winter Haven. Don't miss the opportunity to own a home that combines modern living, a private backyard, and thoughtful extras that make a real difference!

1354 Haines Drive, Winter Haven

Listing courtesy of LPT REALTY, LLC. 877-366-2213

306 Eagle Pond Drive Unit 306, Winter Haven
$211,000
2 Beds ⋅ 2 Baths ⋅ TB8558437 MLS ⋅ 306 BLDG.
MOTIVATED SELLER! Enjoy the best of Florida living in this beautifully updated condo located in the desirable, gated community of Cypresswood Golf & Country Club in Winter Haven! Featuring stylish upgrades, peaceful pond views, and an array of resort-style amenities, this inviting home offers the perfect blend of comfort, convenience, and an active lifestyle. Step inside to discover tile flooring throughout, elegant marble kitchen countertops, an extended breakfast island perfect for casual dining and entertaining, and matching marble countertops in both bathrooms. Additional upgrades include ceiling fans, a newer water heater, and the convenience of an interior laundry area with washer & dryer included. The floor plan features two spacious bedrooms, each with its own walk-in closet. The primary suite offers a private en-suite bathroom, while additional linen storage and a separate exterior storage closet with shelving provide plenty of room to stay organized. The Cypresswood community features an 18-hole championship golf course designed by Ron Garl, junior Olympic sized community pool, lighted tennis/pickleball courts, clubhouse with a restaurant, event space and more. Minutes from Hwy 27 and the I-4 corridor. Centrally located between Orlando and Tampa. Schedule your private showing today!

306 Eagle Pond Drive Unit 306, Winter Haven

Listing courtesy of FLORIDA HOME REALTY GROUP, LLC. 813-523-2280

1358 Buckeye Trace Boulevard, Winter Haven
$270,000
3 Beds ⋅ 2 Baths ⋅ L4965836 MLS
Short Sale. SHORT SALE!! Looking for a home that offers more space without stretching your budget? This beautifully maintained 4-bedroom, 2-bath home in the gated Buckeye Trace community deserves a spot on your must-see list! With 1,820 square feet of living space, an open floor plan, updated flooring, and a two-car garage, this home offers the kind of practical, comfortable layout that makes everyday living easy. Whether you're hosting friends, enjoying a quiet evening at home, or turning that fourth bedroom into the office or hobby space you've been wanting, there's room to make it your own. And the location? That's another reason to love it! Winter Haven has so much to offer, from afternoons on the Chain of Lakes and waterfront dining to the locally owned restaurants, shops, and events in Downtown Winter Haven. LEGOLAND Florida Resort is nearby, and you'll have convenient access to shopping, schools, and everything you need for day-to-day living. Priced at $270,000, this home offers a competitive opportunity in Buckeye Trace, especially for buyers looking for four bedrooms in a gated neighborhood. It's well cared for, move-in ready, and waiting for its next chapter. This property is offered as a short sale, subject to mortgage lender approval. Don't let the short sale designation keep you from taking a look — schedule your showing and see what this home has to offer!

1358 Buckeye Trace Boulevard, Winter Haven

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

4043 Bedford Avenue, Winter Haven
$359,900
2 Beds ⋅ 2 Baths ⋅ L4965727 MLS
UPGRADED HOME IN THE GATED RESORT-STYLE COMMUNITY OF TRADITIONS: Meticulously maintained and thoughtfully upgraded 2 bedroom, 2 bath home with a versatile den that can easily serve as a 3rd bedroom, located in the desirable Traditions at Lake Ruby community. Enjoy comfortable living and an active lifestyle in this gated 55+ community in Winter Haven. This beautifully maintained home features extensive improvements, generous outdoor living space and transferable home warranty until April of 2030. The open floor plan brings the great room and kitchen together for easy everyday living and entertaining. New laminate flooring adds warmth, while the kitchen features quartz countertops, an island with seating and pendant lighting, stainless steel appliances including a double oven with air-frying and microwave capabilities and a closet pantry. An adjoining dinette provides a casual dining spot, while the formal dining room offers an inviting setting for intimate dinners and holiday gatherings. The spacious primary suite features a tray ceiling, a walk-in closet with custom built-ins and an ensuite bath with a quartz countertop, dual sinks, a handicap accessible walk-in shower and a private water closet. The comfortably sized secondary bedroom is conveniently situated near the guest bathroom, which features a new walk-in shower. An interior laundry room with storage cabinets adds everyday convenience. Three sets of sliding doors create a natural connection to the expansive covered and screened lanai. Finished with paver flooring, this generous outdoor space offers room for relaxing, dining and hosting larger gatherings. A separate paver patio just outside the enclosure provides a convenient grilling area, while refreshed tropical landscaping enhances the setting. Enjoy added peace of mind in Florida with a new roof installed in 2024 and a 2024 Generac 24kW whole-house generator with a transferable warranty and powered by a 500-gallon buried propane tank capable of providing up to three weeks of backup power eliminating much of the stress and uncertainty associated with unexpected power outages, whether short-term or extended. Additional significant improvements made in 2023/2024 include new interior and exterior paint, new laminate flooring and a Puragain water purification system with reverse osmosis in the kitchen. The two-car garage features screen doors, epoxy flooring, a 240-volt connection for electric vehicle charging and attic stairs. Additional features include surround sound, an ADT security system, an irrigation system with a separate irrigation meter, rain gutters, a paver driveway and walkway and more. The monthly maintenance fee of $485 includes lawn care, bush and hedge trimming, exterior home painting, cable TV, internet, trash removal and access to the clubhouse and community amenities. Just a short walk from the home, the lakefront clubhouse offers a heated pool and spa, fitness center, ballroom, library, dance studio, arts and crafts studio and a computer room. Outdoor amenities include shuffleboard, basketball, tennis and bocce ball, along with a community boat ramp, dock and dog park. A new Publix located just outside the community gate makes everyday errands especially convenient, with dining and medical facilities only minutes away. Centrally located between Tampa and Orlando, this thoughtfully improved home offers an inviting opportunity to enjoy the maintenance-free lifestyle of Traditions at Lake Ruby.

4043 Bedford Avenue, Winter Haven

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

417 Avenue G Se, Winter Haven
$375,000
3 Beds ⋅ 2 Baths ⋅ 12030790 MLS
MORE SPACE, MORE FLEXIBILITY, MORE POSSIBILITIES. Discover the charm and potential of this inviting property located in Winter Haven! Featuring 3 bedrooms and 2 bathrooms, this home offers a comfortable and functional layout with no carpet throughout, making everyday living and maintenance a breeze. A standout feature is the additional flexible space with its own full bathroom, ideal for accommodating guests, creating a private home office, or enjoying extra room for your personal needs. Step outside and discover an expansive, fully fenced backyard, offering a wonderful setting for outdoor entertaining, gardening, weekend gatherings, or simply relaxing under the Florida sunshine. A convenient covered carport adds everyday practicality. Whether you're looking for comfortable indoor living, versatile extra space, or a generous outdoor area to enjoy, this property brings it all together. **A unique opportunity with space to make it your own! Schedule your private showing today and experience everything this property.

417 Avenue G Se, Winter Haven

Listing courtesy of Arlin De Leon, PA with La Rosa Realty Kissimmee

2021 Canton Park Drive, Winter Haven
$325,000
3 Beds ⋅ 2 Baths ⋅ S5158103 MLS ⋅ Maronda BLDG.
Welcome to 2021 Canton Park, a charming 3-bedroom, 2-bathroom home in Winter Haven. This inviting property offers a comfortable and functional floor plan, with well-proportioned living spaces that make everyday living and entertaining easy. The kitchen provides a practical space for preparing meals and gathering, while the bedrooms offer comfortable accommodations for family, guests, or a home office. Enjoy the convenience of being located in Winter Haven, with easy access to shopping, dining, schools, parks, and major roadways. Whether you are looking for a primary residence, a second home, or an investment opportunity, this property offers a great opportunity to own in Central Florida.

2021 Canton Park Drive, Winter Haven

Listing courtesy of LA ROSA REALTY ORLANDO LLC. 407-900-5003

222 Cloverdale Road, Winter Haven
$300,000
3 Beds ⋅ 3 Baths ⋅ O6450168 MLS
222 Cloverdale Rd is a one-story Winter Haven home built in 2005, with vaulted ceilings, an open kitchen-to-living layout, and a covered screened patio overlooking a broad backyard. The kitchen’s long breakfast bar faces the living room, providing space for casual meals while keeping the cooking area connected to the main gathering space. A breakfast nook and a distinct dining area provide additional places for a table. Sliding glass doors extend the living room onto the screened patio, a sheltered setting for morning coffee or meals outdoors, with open lawn beyond. A separate room behind glass-paneled double doors provides space for a desk or hobbies while maintaining separation from the main living area. The primary bedroom includes an adjoining bathroom with double sinks, a soaking tub, and a separate shower. White fencing borders the backyard, and an attached garage provides enclosed parking. Included 100-Day Home Warranty with buyer activation

222 Cloverdale Road, Winter Haven

Listing courtesy of OPENDOOR BROKERAGE LLC. Homes@opendoor.com

997 Harold Pass, Winter Haven
$299,999
4 Beds ⋅ 3 Baths ⋅ TB8557785 MLS
Virtually Staged. Welcome to 997 Harold Pass, a nearly new home built in 2024 in the Peace Creek Reserve community of Winter Haven. This 4 bedroom, 2.5 bath home offers 1,933 square feet of bright, open living space. Tile flooring runs throughout the main level. The open concept kitchen features white cabinetry, stainless steel appliances, a large center island with breakfast bar seating, and a generous pantry. It flows straight into the living and dining areas, a layout that works as well for busy weeknights as for hosting friends. Upstairs, a flexible loft makes a great second living area, playroom or home office. The private primary suite has an ensuite bath and a spacious walk in closet, and three more bedrooms all have ample closet space. A dedicated laundry room adds everyday convenience. Out back, a covered patio overlooks a fully fenced backyard with plenty of room to play, garden or entertain, and the owners added an irrigation system to keep the lawn and landscaping looking great with less effort. A 2 car garage completes the package- the home is also within walking distance of South Pointe Elementary School. Schedule your private showing today!

997 Harold Pass, Winter Haven

Listing courtesy of KELLER WILLIAMS TAMPA CENTRAL. 813-865-0700

How much is your home worth?

Get instant property value now!