Winter Haven FL Real Estate, Homes with Pool for Sale

2 Beds ⋅ 1 Baths ⋅ Lakeside Ranch For Mobile Homes SubDv. ⋅ 33881 Zip Code

Have you seen Lakeside Ranch? It is a desirable 55+ community in Winter Haven. This charming 2-bedroom, 1-bath home offers the added benefit of land ownership with NO lot rent! Features include a newer roof and hurricane shutters for added peace of mind. Enjoy a relaxed Florida lifestyle with lake access and community boat ramps, perfect for boating, fishing, and enjoying the outdoors. A great opportunity for year-round living or a seasonal Florida retreat.

213 Lakeside Ranch Circle, Winter Haven

6066 Se Southern Oaks Drive, Winter Haven

$129,900

2 Beds ⋅ 2 Baths ⋅ Garden Grove Oaks SubDv. ⋅ 33884 Zip Code

Morning coffee on a shaded screened porch, room for your favorite hobbies, and a community pool beside the lake. Welcome to life at Garden Grove Oaks! Located in a quiet 55+ community tucked away in the southeast Winter Haven/Garden Grove area, this 2-bedroom, 2-bath home offers the benefit of owning your land.Step inside to a dining area conveniently positioned near the kitchen, which includes a refrigerator, range, microwave, and dishwasher. Cathedral ceilings create an open, spacious feel, while ceiling fans serve the living room, kitchen, and both bedrooms. The primary bedroom includes an en-suite bathroom with a step-in shower.Two screened porches give you options for enjoying the outdoors. The front porch welcomes morning shade and a pleasant breeze, while the side porch behind the carport features tile flooring. An adjoining storage area with two workbenches 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.A roof approximately two years old, vinyl siding, a carport, and a long driveway add everyday convenience. Enjoy a nicely sized backyard and an open feel to the east, where the neighboring vacant lot is owned by the next-door neighbor. Garden Grove Oaks offers shuffleboard and a pool 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

$170,000

2 Beds ⋅ 2 Baths ⋅ Orchid Spgs Patio Homes SubDv. ⋅ 33884 Zip Code

Charming 2 bedroom, 2 bath home with a 1 car garage in Orchid Springs! The expansive main living space flows effortlessly into a dedicated dining area, creating a bright and airy atmosphere perfect for effortless entertaining. Slightly tucked away, the kitchen boasts ample counter space, tons of cabinets, and even a closet pantry for extra storage. The primary bedroom is located at the rear of the home, complete with its own bathroom and large closet. The laundry area can be found in the garage for added convenience. The rear screened porch, great for relaxation. Don't delay; make your appointment today.

395 San Jose Dr, Winter Haven

$275,000

4 Beds ⋅ 2 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code

Brand new, energy-efficient home available by Aug 2026! An open floorplan that makes entertaining easy in the open kitchen, dining, and great room that flow to the patio. The primary suite is tucked in the rear of the home offering plenty of privacy and features a spacious walk-in closet and shower. 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.

3944 Giorgio Drive, Winter Haven

306 Eagle Pond Drive Unit 306, Winter Haven

$211,000

2 Beds ⋅ 2 Baths ⋅ Eagle Pond Condo SubDv. ⋅ 33884 Zip Code

Beautiful completely updated condo in the highly desirable gated community of Cypresswood Golf and Country Club. It features tile flooring throughout the whole condo, marble kitchen countertops with an extended breakfast island, new water heater, matching marble on both bathroom vanities, upgraded lighting fixtures/ceiling fans, interior laundry with washer and dryer, pond view, and so much more. The master bedroom features an en suite bathroom while both bedrooms have a walk-in-closet. Additional linen storage exists in the main bedroom and hallway, plus an additional outside storage closet with shelves. The Cypresswood community features an 18-hole championship golf course designed by Ron Garl, junior Olympic sized community pool, lighted tennis courts, clubhouse with a restaurant, event space and more. Minutes from Hwy 27 and the I-4 corridor, Winter Haven's chain-of-lakes for the water enthusiast, Legoland Fl Park and Resort, Bok Tower gardens, and a brand new Publix shopping center within 2 miles and much more. Centrally located between Orlando and Tampa. Schedule your private showing today.

306 Eagle Pond Drive Unit 306, Winter Haven

$359,900

2 Beds ⋅ 2 Baths ⋅ Traditions Ph 02 SubDv. ⋅ 33884 Zip Code

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

$299,999

4 Beds ⋅ 3 Baths ⋅ Peace Crk Reserve SubDv. ⋅ 33884 Zip Code

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

$459,000

4 Beds ⋅ 2 Baths ⋅ Montego Place SubDv. ⋅ 33884 Zip Code

New roof. Newer A/C. New pool resurface. New paint inside and out. The big-ticket items are done, and this home is ready for years to come. Step inside and the split floor plan does its job. To the left, the kitchen and the living room flow together with three bedrooms and a full bath. The kitchen is all new, with new cabinets, new quartz countertops and new stainless appliances. The living room has warm LED cove lighting and a fluted fireplace wall framed by built-ins. To the right is a quiet retreat: a cozy sitting area that leads to the pool and the primary suite, with French doors that open right onto the pool deck. The primary bath is the showstopper, with a new marble-look tiled shower behind glass, a rain head, a wall head and a handheld wand, plus a separate tub. The second bath has new tile on the shower walls and a new tub, and both baths have new quartz tops and new hardware. New flooring runs throughout. Out back is a large screened pool on an oversized deck, then a big fully fenced lawn with a detached workshop for your weekend projects. With a 2-car garage and a low HOA on a quiet street near LEGOLAND and the Chain of Lakes, it's ready to move in. Come see it in person!

114 Belmont Drive, Winter Haven

$165,500

2 Beds ⋅ 2 Baths ⋅ Lake N Golf Estates SubDv. ⋅ 33881 Zip Code

Charming 2-Bedroom, 2-Bath Home on a Corner Lot Near Lake Henry! Welcome to this beautifully maintained 2-bedroom, 2-bathroom home, where pride of ownership shines from the moment you arrive! From the unique guitar-themed driveway artwork to the immaculate interior, this inviting home is ready for you to move in and enjoy. A new HVAC system installed in 2026 adds to the home's appeal. Situated on a desirable corner lot, the home is located on a street leading directly to the community boat dock overlooking scenic Lake Henry. Whether you enjoy spending time on the water, participating in community activities, or simply relaxing and socializing with neighbors, this location offers plenty of opportunities to enjoy the Florida lifestyle. Inside, the thoughtfully designed floor plan features a bright kitchen with white cabinetry, white appliances, and a convenient center island with seating—perfect for casual meals or morning coffee. Just off the kitchen, the indoor laundry area offers upper cabinets for added storage and organization. The formal dining room features a built-in china cabinet, providing a lovely setting for entertaining family and friends. Adjacent to the dining area, the family room flows seamlessly into the home's entertaining spaces, with sliding glass doors leading to an oversized lanai that spans nearly the entire width of the home. This generous outdoor living area offers plenty of room to relax, entertain, and enjoy Florida's beautiful weather. Both bedrooms offer convenient access to their own bathrooms, providing added privacy and comfort for residents and overnight guests alike. Residents enjoy an active community lifestyle with a variety of amenities and social events offered throughout the month. Conveniently located near shopping, medical facilities, restaurants, and live entertainment, this home also provides easy access to the recreational opportunities and social activities available within the community. Come discover the charm, comfort, and lifestyle this inviting home has to offer!

6733 Kensington Drive Ne, Winter Haven

$285,000

3 Beds ⋅ 2 Baths ⋅ Peace Crk Reserve SubDv. ⋅ 33884 Zip Code

Virtually Staged. WELCOME TO PEACE CREEK RESERVE! Discover modern Florida living in this beautifully designed 2024-built, single-story home offering 3 bedrooms, 2 bathrooms, approximately 1,444 square feet of living space, and a 2-car garage. The inviting open-concept floor plan seamlessly connects the kitchen, dining, and living areas, creating a comfortable setting for everyday living and entertaining. The contemporary kitchen features attractive cabinetry, solid-surface countertops, a center island, and an open view of the main living area. The spacious primary suite offers a private bathroom with dual sinks and a walk-in closet, while two additional bedrooms provide flexibility for guests or a home office. Enjoy the benefits of newer construction and community amenities including a resort-style swimming pool, playground, and recreational spaces. CONVENIENTLY LOCATED near everyday essentials, including Publix, ALDI, Walmart Supercenter, shopping centers, restaurants, and retail destinations along Cypress Gardens Boulevard and US Highway 27. Outdoor enthusiasts will appreciate Winter Haven's renowned Chain of Lakes, scenic parks, boating opportunities, and nearby LEGOLAND Florida Resort. With convenient access to Winter Haven, Lake Wales, Lakeland, and surrounding Central Florida communities, this property offers an appealing combination of modern comfort, recreation, and everyday convenience. Whether you're looking for a primary residence, seasonal getaway, or investment property, this home is worth exploring. SCHEDULE YOUR PRIVATE SHOWING TODAY!

668 Reggie Road, Winter Haven

$1,295,000

3 Beds ⋅ 3 Baths ⋅ Laha-Wa Manor SubDv. ⋅ 33880 Zip Code

Imagine waking each day to breath-taking lake views, swaying palms, spectacular sunsets, and the tranquil beauty of Lake Lulu. Quietly positioned on one of the most desirable lakes within Winter Haven's renowned Chain of Lakes, this beautifully maintained and thoughtfully updated single-story residence enjoys a private setting on 0.45-acre lot, surrounded by mature landscaping and established tropical gardens. Designed for both comfortable everyday living and exceptional entertaining, the home offers spacious, versatile accommodation with stunning lake views from the moment you enter through the front door. The flowing floor plan seamlessly connects the formal living and dining areas, with 50-inch SAMSUNG TV & rich wood flooring to the family room, kitchen, breakfast nook, and outdoor living spaces, creating an inviting atmosphere throughout. At the heart of the home is a well-appointed gourmet kitchen featuring a large center island, breakfast bar, premium stainless-steel appliances, updated Kitchen-aid double ovens with air fryer, microwave, French-door refrigerator, and dishwasher. Custom cabinetry includes soft-close drawers, pull-out shelving, glass display cabinets, wine storage, pantry space, and appliance garage. Beautiful non-slip tile flooring extends throughout the main living areas. Adjacent to the kitchen, the breakfast nook offers direct access to the pool area through sliding glass doors, while the spacious family room features a stunning Travertine fireplace, built-in SAMSUNG 50-inch television, neutral finishes, and expansive 12-foot sliding glass doors that open directly to the screened resort-style swimming pool & paved Lanai (1485sq,ft ) The laundry room is equipped with custom cabinetry, generous storage, a large linen closet, and includes a front load washer and dryer. A conveniently located half bath provides direct access to the pool and outdoor entertainment area. The fourth bedroom is currently configured as a home office. NEW (AUGUST 2026) ARCHITECTURAL SHINGLE ROOF on home, boathouse and storage shed. Owned security system. Phone, internet, and Wi-Fi connectivity throughout the home. Extensive custom cabinetry and storage solutions. Walk-in closet system in the primary suite. Landscaped with irrigation and lighting. Circular paved driveway with courtyard entrance and carriage lighting. Attached 2 car garage has staircase to large, walk-up attic for extra storage. 106ft frontage on Lake Lulu with a private dock, boathouse with lift. Direct access to Winter Haven's Chain of Lakes for boating, fishing, and water recreation. Convenient location with easy access to downtown Winter Haven, shopping, dining, LEGOLAND, Highway 27, Interstate 4. Tampa and Orlando Airports.

1921 Manor Circle Se, Winter Haven

$428,000

5 Beds ⋅ 3 Baths ⋅ Terranova Ph 02 SubDv. ⋅ 33884 Zip Code

Don't miss your opportunity to own this 5 bedroom 3 bath pool home in the gated community of Terranova in SE Winter Haven. Minutes from Hwy 27, Hwy 60 and the Polk Parkway. This is a Fannie Mae Homepath property.

219 Terranova Boulevard, Winter Haven

$515,000

5 Beds ⋅ 3 Baths ⋅ Winterset North SubDv. ⋅ 33884 Zip Code

3D Virtual Tour available. Welcome to your dream pool home! This beautifully 5-bedroom, 3-bathroom residence offers the perfect blend of comfort, style, and versatility. Ideally located outside the gates to LEGOLAND, this home is perfect for families, vacation-home buyers, or investors seeking a prime location. No HOA. Step inside to discover a lovely interior featuring a spacious, functional layout. The home also includes a private in-law suite/law suite with its own separate entrance, providing an ideal space for extended family, guests, or additional flexibility. The 1/1 suite currently operates as an income generating Airbnb. Step outside to your backyard oasis and enjoy your private pool, perfect for relaxing, entertaining, and making lasting memories. With generous living space, 5 bedrooms, 3 full baths, a separate-entry suite, and an unbeatable location, this home truly has it all.

2022 Kapree Court, Winter Haven

$559,900

4 Beds ⋅ 3 Baths ⋅ Millers Landing SubDv. ⋅ 33884 Zip Code

Welcome to PARADISE! Enjoy a HEATED, SALTWATER POOL, located on almost half an acre (0.42) in the desired gated community of Miller’s Landing! This expansive 4-bedroom, 2.5-bathroom home offers 2,775 sq. ft. of thoughtfully designed living space featuring tile flooring throughout the main living areas and cozy carpet in the bedrooms. The open-concept floor plan includes formal living and dining rooms, a spacious family room, and interior laundry. The fourth bedroom, complete with double doors, is versatile and can easily serve as a home office. The gourmet kitchen features granite countertops, a breakfast bar, a walk-in pantry, and a large breakfast nook overlooking the pool area. The private primary suite boasts a direct patio door exit, two walk-in closets, and an en-suite bathroom equipped with dual vanities, a garden tub, and a separate shower. Upgraded & Modernized for Peace of Mind: Major Capital Enhancements: Brand-new roof (2026), new exterior paint (2026), new gutters, and a brand-new HVAC system. Outdoor Oasis: A sparkling saltwater pool (converted in 2020) paired with a complete 2024 pool renovation and deck resurfacing, overlooking a massive, fully fenced-feel backyard complete with motion-detection floodlights. A convenient cabana half-bath is directly accessible from the pool deck. Everyday Conveniences: New comfort-height toilets throughout, an installed pulley-winch system for easy attic storage access, and a practical utility sink in the laundry room. Advanced Security: A brand-new in-home security system conveying with the property, featuring 6 perimeter cameras with microphones and speakers. Perfectly combining luxury, security, and exceptional space, this home is ready for you to make it yours!

7380 Bent Grass Drive, Winter Haven

$275,000

3 Beds ⋅ 3 Baths ⋅ Lake Thomas Woods Add 02 SubDv. ⋅ 33880 Zip Code

**NO HOA ** Space to spread out, room to entertain, and the opportunity to create something special. Welcome to 4253 Stafford Drive in Winter Haven’s Lake Thomas Woods community. Situated on approximately 0.51 acres with NO HOA, this single-story pool home offers approximately 2,631 square feet of living space, three bedrooms, two full bathrooms, and a convenient half bath. For buyers with renovation funds and a vision, the combination of a generous lot, substantial living space, and versatile gathering areas makes this property an exciting canvas for your next chapter. A long driveway provides ample space for guest parking and sets the stage for a home designed to accommodate gatherings. Inside, the spacious layout offers distinct areas for everyday living, dining, and entertaining. The approximately 19-by-19-foot living room features a wood-burning masonry fireplace, creating a natural focal point for a refreshed interior. A separate dining room and generously sized kitchen offer the opportunity to design inviting spaces that reflect your taste, whether you envision contemporary finishes, warm traditional styling, or a blend of both. One of the home’s standout features is the expansive rear family room with a wet bar. Measuring approximately 25 by 22 feet, this versatile space invites you to think beyond a traditional living room. Imagine a game-day lounge or man cave, a game room, a home theater for movie nights, or an entertaining space with comfortable seating and a place to serve refreshments. Its generous dimensions provide room to create multiple activity areas while keeping the home’s main living spaces available for quieter moments. The approximately 16-by-15-foot primary bedroom includes a walk-in closet and offers a spacious starting point for your own personalized retreat. Two additional bedrooms provide flexibility for guests, a home office, or everyday household needs. French doors, covered porch areas, and a screened rear porch add to the possibilities for connecting indoor comfort with outdoor living. Outside, the private in-ground pool and expansive yard provide the foundation for a backyard transformation. Envision refreshed landscaping, outdoor dining, garden beds, and inviting places to gather around the pool. With approximately half an acre, there is room to give your outdoor plans breathing space, while the absence of an HOA adds to the property’s appeal. This home needs renovation and is being offered as-is, making it especially appealing to cash buyers and buyers prepared to invest in repairs and improvements. Bring your contractor, explore the layout, and imagine the finished result. If you appreciate land, generous room sizes, and the chance to renovate a home around the way you live and entertain, schedule your private tour of 4253 Stafford Drive.

4253 Stafford Drive, Winter Haven

$625,000

5 Beds ⋅ 3 Baths ⋅ Lake Lucerne Ph 5 SubDv. ⋅ 33881 Zip Code

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

$298,990

4 Beds ⋅ 2 Baths ⋅ Willowbrook South SubDv. ⋅ 33881 Zip Code

Under Construction. Introducing the Fletcher floorplan at Willowbrook South, where every square foot is put to use with sophistication and comfort. Inside this 4 bedroom, 2 bathroom home, you’ll find 1,574 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing Quartz Counter Tops and Revwood Flooring in the Living, Dining and all the Wet Areas. 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 chef's kitchen is a true highlight, boasting Quartz countertops, sleek stainless-steel appliances, and an oversized island. 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 provide flexibility for various lifestyles. The primary suite 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. Like all homes in Willowbrook South, the Fletcher includes all concrete block and also 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.*

2767 Adeline Avenue, Winter Haven

$296,990

4 Beds ⋅ 2 Baths ⋅ Willowbrook South SubDv. ⋅ 33881 Zip Code

Under Construction. Introducing the Fletcher floorplan at Willowbrook South, where every square foot is put to use with sophistication and comfort. Inside this 4 bedroom, 2 bathroom home, you’ll find 1,574 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing Quartz Counter Tops and Revwood Flooring in the Living, Dining and all the Wet Areas. 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 chef's kitchen is a true highlight, boasting Quartz countertops, sleek stainless-steel appliances, and an oversized island. 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 provide flexibility for various lifestyles. The primary suite 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. *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.*

2771 Adeline Avenue, Winter Haven

$305,990

4 Beds ⋅ 3 Baths ⋅ Villamar Phase 7 SubDv. ⋅ 33884 Zip Code

Under Construction. Introducing the Crestview floorplan, a unique two-story all block construction home available in Villamar, one of our communities in Winter Haven, Florida. Inside this 4 bedrooms, 3-bathroom home you will find 1,866 square feet of desirable living. As you step through the foyer you are greeted with a well-appointed kitchen that features an island with bar seating, cabinets for storage, quartz countertops and stainless-steel appliances. The kitchen overlooks the dining room, living room and outdoor patio making entertaining guests or enjoying time with family easy. The first floor also features a powder room. Perfect for keeping your privacy during guest visits. The second floor is complete with the primary bedroom, three additional bedrooms, a loft, and the laundry room. The primary bedroom includes its own bathroom with a dual vanity sink, separate shower and spacious walk-in closet. Like all homes in Villamar, the Crestview includes smart home technology, which allows you to control your home anytime with your smart device while near or away. *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.*

6060 Navona Way, Winter Haven

$336,990

5 Beds ⋅ 3 Baths ⋅ Villamar Phase 7 SubDv. ⋅ 33884 Zip Code

Under Construction. The Robie is a two-story floorplan featured in Villamar in Winter Haven, Florida. With 2 exteriors to choose from, the Robie is sure to turn heads. Inside this inviting 5-bedroom, 3-bathroom home, you’ll find 2,447 square feet of comfortable living. This impressive all concrete block construction, two-story plan features a versatile floorplan to fit your needs. A spacious open-concept first floor which includes a well-appointed kitchen with sleek stainless-steel appliances overlooking the living and dining area. Just off the living room you will find the singular downstairs bedroom and full bathroom. As you move upstairs you are greeted with a spacious living and foyer space to utilize for work or play. The primary bedroom one is located just off the loft space and features a spacious walk-in closet as well as ensuite bathroom with double vanity and all the space you need to get ready in the morning. Three additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor as well as extra storage closets. Like all homes in Villamar, the Robie includes smart home technology, which allows you to control your home anytime with your smart device while near or away. *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.*

6159 Coronari Lane, Winter Haven

$279,000

3 Beds ⋅ 2 Baths ⋅ Villamar Ph 3 SubDv. ⋅ 33884 Zip Code

Virtually Staged. Situated in desirable southeast Winter Haven, this EcoSmart 3-bedroom, 2-bath home offers the best of small-town living with convenient access to shopping, restaurants, Legoland, and major routes. This smart home features a Qolsys IQ Panel that allows you to check in on your home anytime, anywhere. The panel serves as the control center for the security system and allows you to manage lights, locks, thermostats, security, and more. Upon arrival, you are welcomed by a charming front porch. The spacious foyer features a coat closet, tile flooring, and a transom window. The spacious living room offers high ceilings and a glass sliding door leading to the Florida room. The eat-in kitchen features stylish gray cabinetry, a stainless steel appliance package, and a huge walk-in pantry. The center island provides convenient seating for casual dining. The open-concept floor plan offers a seamless flow between the kitchen, dining area, and living room, creating an ideal space for entertaining family and friends. The primary bedroom suite is privately located at the back of the home and overlooks the backyard. A walk-in closet provides ample storage. The primary en-suite bathroom features a comfort-height vanity with dual sinks, a linen closet, and a walk-in shower with safety grab bars. A private water closet includes a comfort-height toilet with a safety grab bar. Two additional guest bedrooms share a guest bathroom with a tub/shower combination. The Florida room features hurricane-impact windows and doors, allowing you to enjoy the outdoors even during inclement weather. Situated on a premium corner lot, this home also features an irrigation system with a rain sensor. Additional amenities include a laundry room with washer and dryer, smart front-door lock, Netatmo smart video doorbell, Honeywell smart thermostat, exterior carriage light, double-pane windows, two-car garage with garage door opener, and keyless entry pad. The lovely community of Villamar offers sidewalks, tree-lined streets, a playground, and a resort-inspired swimming pool. The seller is offering the future buyer a $5,000 credit that can be applied toward closing costs and prepaids. This exceptional home combines smart-home convenience, comfort, energy efficiency, and an excellent location.

2415 Brassie Court, Winter Haven

$155,990

2 Beds ⋅ 2 Baths ⋅ Lake N Golf Estates SubDv. ⋅ 33881 Zip Code

Welcome to Lake 'n Golf Estates, a desirable 55+ lakefront, no-pet community offering a wonderful location and relaxed Florida lifestyle! This VERY WELL-MAINTAINED 2-bedroom, 2-bathroom home offers over 1,600 sq. ft. of living space, including a BEAUTIFUL and spacious Florida room under central air and heat, providing valuable additional living space. The bright, open floor plan feels spacious and inviting, while the private setting with no rear neighbors is an added bonus. The kitchen features a breakfast bar, built-in desk, plenty of cabinet and counter space, newer luxury vinyl flooring, and a replaced refrigerator and stove. The generously sized primary bedroom includes a private ensuite bathroom, while a comfortable guest bedroom and second full bathroom provide plenty of room for visitors. This home has been thoughtfully maintained and updated, including the MAIN SHINGLE ROOF APPROXIMATELY 3 YEARS OLD, A/C APPROXIMATELY 4.5 YEARS OLD, replumbing, fresh interior paint, updated blinds, recently replaced washer and dryer, and UPDATED LANDSCAPING that enhances the home's curb appeal. An additional crawlspace access panel has also been installed for easier maintenance. Additional features include an inside laundry room with built-in desk, attached carport and workshop offering plenty of space for hobbies and storage. Best of all, the home is being sold FULLY FURNISHED AND TURNKEY, just bring your suitcase and start enjoying Florida living! Lake 'n Golf Estates offers fantastic amenities including a clubhouse, pool, spa, shuffleboard and community boat slip access (upon availability), perfect for enjoying the beautiful lakefront setting. With OWNED LAND, an established and well-maintained community, and numerous updates already completed, this home offers an excellent opportunity for easy Florida living. Schedule your private showing today!

6619 Westchester Drive Ne, Winter Haven

$429,000

3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph Ii North SubDv. ⋅ 33884 Zip Code

Stunning Sebastian Floor Plan Home in an Exclusive, 55+ Florida Community, Lake Ashton. Discover this exceptional single-family home built in 2022, designed with every modern comfort in mind. Perfectly positioned home with a POND VIEW. With a thoughtfully crafted open floor plan, this home with over 2,045 sq.ft. living area, combines style and functionality, perfect for those seeking privacy and luxury living. 6216 Pinehurst Loop Winter Haven, Florida 33884 offers exceptional curb appeal with custom poured curbing, mature landscape, paver drive/walk ways and screen enclosed entrance. INTERIOR HIGHLIGHTS in this 3 Bedroom/2 Bath Home: Eight Foot Doors Throughout and Front Entry Door with Glass Sidelights and Eyebrow Glass Above, Plantation Shutters; SPACIOUS GOURMET KITCHEN: Stainless Steel Appliances, Ample Counter Top Space, Granite countertops, Stainless Steel Hood Above the Propane Gas Stove, Soft Close Drawers/Cabinets, Oversized Island with Beverage/Wine Refrigerator and Drawers, Double Basin Sink, Walk In Pantry and Beautiful Breakfast Bar with Step- Up Counter make this kitchen a chef's dream; OPEN AND SPACIOUS LIVING with Formal and Informal Dining Areas: High Ceiling with Trey ceiling design and plank tile flooring add elegance throughout the main living area; WELL DESIGNED GUEST AREA includes Bedroom 2, Bedroom 3 and Guest Bath: a Door separates the Guest Suite providing privacy. Bedroom 2 is on the front of the home with Built in Closet, Triple Windows and Carpet; Bedroom 3 has Dual Closets and Carpet for Comfort. Guest Bathroom: Comfort Height Vanity with Drawers and Cabinet, Granite Counter Top, Shower/Tub combo. Modern Tile Gives the Bathroom a sleek, contemporary look. A linen closet is in the Hallway. PRIMARY SUITE: Located on the rear of the home. Double Window Provides an unobstructed pond view. Enjoy His and Her Separate Vanities with Upgraded Lighting and Granite Counter Top, a large Walk-In Shower with framed glass enclosure, sleek modern tile for a contemporary look, a separate water closet with window, and spacious Walk In Closet creating a relaxing retreat. DESIRABLE LAUNDRY ROOM with Wash Sink, Ample Storage with Soft Close Cabinetry and a Granite Counter Top Folding Counter/Drop Zone. ADDITIONAL FEATURES in this home: Recessed Lighting, Ceiling Fans in the Bedrooms and Living Area; Automated Blinds in the Dinette and Living Areas, Triple Sliders in the Living Room, Double Window in the Dinette Area, Floor Outlet in the Living Room, Poured Concrete Pad Beyond the Lanai, Rain Gutters on the Outside of the Home, Irrigation System for your Lawn, Separate Irrigation Meter. OUTDOOR LIVING AREA: Covered and screened lanai, Propane Hook Up to Create your own outdoor kitchen, additional concrete pad & plenty of space to create your ideal backyard oasis. GARARGE: Epoxy Coating on Floor, Two-Car Garage (27'4 x 21'9) PLUS Golf Cart Entry: Plenty of room for vehicles, golf cart and storage. Lake Ashton is a gated and guarded Florida Active Community with resort style amenities. 2 Clubhouses with Movie Theater, Outdoor/Indoor Pools, Fitness Centers and More! Residents enjoy activities like Karaoke, Trivia, Dances, Entertainment Series, and more. You can stay busy living the Florida Retirement Dream every single day. For those that love the game of golf, there are 2 18-Hole Golf Courses, a Pro Shop, Driving Range, Putting Green and the Eagles Nest (Hole 19). Don't wait to tour this home.

6216 Pinehurst Loop, Winter Haven

$110,000

2 Beds ⋅ 2 Baths ⋅ Orange Manor West Coop Inc SubDv. ⋅ 33884 Zip Code

Charming 2 bedroom, 2 bath fully furnished home where comfort meets character. This beautifully appointed residence features custom, hand crafted furniture made by the owner, adding a unique personal touch you won't find in most homes. Enjoy the convenience of a move in ready home in an active park that has many games and activities that allows you to meet and make new friends. This home is located in a welcoming community and comes with one share of Orange Manor Co-Op., giving the owner voting rights within the cooperative. Even better, enjoy the benefit of low monthly HOA fees.

193 E Sweet Circle, Winter Haven

$480,000

4 Beds ⋅ 3 Baths ⋅ Haven Shores SubDv. ⋅ 33881 Zip Code

RENOVATED, SPACIOUS, AND JUST MINUTES FROM LAKE HOWARD! Discover this beautifully renovated 4-bedroom, 3-bathroom home in the heart of Winter Haven, offering a combination of modern upgrades, flexible living arrangements, and a fantastic location near the scenic Chain of Lakes! With 1,985 square feet of living space and 2,455 total square feet, including the garage and porch, this home is designed for comfortable and flexible living! Major improvements completed in 2021 include a NEW ROOF, IMPACT-RESISTANT WINDOWS AND DOORS, along with updates to the electrical, plumbing, and HVAC system. What truly sets this property apart is its VERSATILITY! The home features an IN-LAW SUITE, providing additional space for extended family, guests, or multigenerational living. Looking for even more flexibility? The primary bedroom offers potential for conversion into a private studio-style unit, creating the possibility of a SECOND IN-LAW SUITE! These possibilities make the property especially appealing to buyers seeking adaptable living arrangements. Step outside and enjoy your own backyard retreat featuring an ABOVE-GROUND POOL, perfect for Florida’s sunny days! An additional backyard structure also presents potential for a future accessory dwelling unit (ADU). LOCATION, LOCATION, LOCATION! Just minutes from beautiful Lake Howard, part of Winter Haven’s Chain of Lakes, and conveniently located near downtown Winter Haven, shopping, restaurants, and medical facilities. LEGOLAND Florida Resort is approximately 20 minutes away! With extensive renovations, multiple possibilities for flexible living space, and a convenient location, this is a property you won’t want to miss. Schedule your private showing today! Must have proof of funds for showings.

1075 8th Street Nw, Winter Haven

$309,990

4 Beds ⋅ 2 Baths ⋅ Willowbrook North SubDv. ⋅ 33881 Zip Code

Virtually Staged. Under Construction. The Mulberry floor plan epitomizes the charm of single-story living with its spacious and versatile layout, perfectly crafted for the modern single-family lifestyle. Spread across 1,938 square feet, this home offers ample room for comfort and functionality. Featuring four bedrooms and two bathrooms, including a luxurious master suite, residents enjoy privacy and relaxation in every corner. The open-concept design seamlessly integrates the living, dining, and kitchen areas, creating a welcoming space for gatherings and daily activities. With two garage spaces, homeowners benefit from secure parking and additional storage, enhancing the convenience of this delightful residence. From its thoughtfully designed layout to its contemporary amenities, the Mulberry floor plan combines practicality with style, catering to the diverse needs of today's families. Whether it's enjoying quality time with loved ones in the expansive living areas, preparing meals in the well-appointed kitchen, or retreating to the tranquility of the private bedrooms, this home offers a sanctuary for creating cherished memories and embracing the comforts of home. With its timeless appeal and functional design, the Mulberry floor plan sets the stage for a fulfilling lifestyle characterized by comfort, convenience, and warmth.

1056 Luke Avenue, Winter Haven

$314,990

4 Beds ⋅ 2 Baths ⋅ Willowbrook North SubDv. ⋅ 33881 Zip Code

Virtually Staged. Under Construction. Welcome to this stunning Mulberry floor plan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 4-bedroom, 2.5-bath home offers 1,938 square feet of living space and provides excellent curb appeal in its elevation. Inside, you'll find gorgeous White cabinets complemented by sleek quartz countertops in the kitchen, creating a modern, bright atmosphere. Tile flooring runs throughout the wet and common areas, offering durability and easy maintenance. The open layout is perfect for family gatherings and entertaining guests.

1048 Luke Avenue, Winter Haven

$309,990

4 Beds ⋅ 2 Baths ⋅ Willowbrook North SubDv. ⋅ 33881 Zip Code

Virtually Staged. Under Construction. Welcome to this stunning Hillcrest floor plan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 4-bedroom, 2-bath home offers 1,758 square feet of living space and provides excellent curb appeal in its elevation. Inside, you'll find gorgeous White cabinets complemented by sleek quartz countertops in the kitchen, creating a modern, bright atmosphere. Tile flooring runs throughout the wet and common areas, offering durability and easy maintenance. The open layout is perfect for family gatherings and entertaining guests.

1044 Luke Avenue, Winter Haven

$314,000

3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph 01 SubDv. ⋅ 33884 Zip Code

Welcome to this spacious Biscayne floor plan in Lake Ashton, a gated 55+ GOLF community in Winter Haven in Central Florida! This solar-powered home offers over 1,800 sq. ft. of living space with 3 bedrooms, 2 baths, a 2-car garage, and an expanded outdoor living area. One bedroom is ideal as an office or den. The open-concept floor plan features living, dining, dinette and kitchen areas, with triple sliders and double sliders opening to a covered, screened lanai with privacy panels, newer ceiling fans and lighting, and tile flooring. The kitchen boasts granite countertops, upgraded appliances, tile backsplash, newer sink and select lower-cabinet pullouts. The private primary suite includes two walk-in closets, dual vanities, soaking tub, step-in shower with grab bar and linen closet. Additional features include luxury vinyl plank flooring, 2022 roof and water heater, 2022 solar panels and gutters, automatic garage screen, hurricane shutters, and a beautifully landscaped paver outdoor area. The washer and dryer, garage refrigerator and generator convey. Enjoy amenity rich living in the highly desirable Lake Ashton community!

5288 Green Drive, Winter Haven

$255,000

3 Beds ⋅ 2 Baths ⋅ Jan Phyl Village Rep SubDv. ⋅ 33880 Zip Code

This 3-bedroom, 2-bath pool home with ease of access to the Polk Parkway is perfect for all needs. It features luxury vinyl planks flooring throughout, split bedrooms, granite countertops, stainless steel appliances, primary bedroom with wood burning fireplace, and inside laundry area. Outdoor step into a good-sized backyard that is fenced and features a swimming pool with a brand new pool pump. Other features include a pavered driveway, HVAC unit is 3 years old, and roof is approximately 6 years old. Call today, this one won't last long.

218 6th Jpv Street, Winter Haven

$75,900

1 Beds ⋅ 1 Baths ⋅ Orchid Springs Vill #200 Condominuim SubDv. ⋅ 33884 Zip Code

***JUST REDUCED***Seller is ready to negotiate and will entertain all reasonable offers! Welcome home to this charming and spacious first-floor corner condo, offering comfort, convenience, and an inviting community lifestyle. With 1 bedroom, 1 bathroom, and 1,078 square feet of living space, this home offers more room than you might expect. As a corner unit, it offers a comfortable sense of privacy, while its convenient location near the mailboxes and elevators makes everyday living a little easier. The condo also features a stackable washer and dryer conveniently located inside the bathroom. The Florida room provides wonderful additional space and opens toward the community garden area. The current seller is using the Florida room for storage, but this versatile space could easily be transformed into a cozy sitting area, reading nook, hobby space, or simply a peaceful place to enjoy your morning coffee. Enjoy the Florida lifestyle without having to leave home! The community offers a refreshing pool and clubhouse with activities such as bingo, providing opportunities to relax, socialize, and meet your neighbors. This is a pet-friendly community for all ages, making it a welcoming place to call home. And there's even more value in the HOA fee. Water, sewer, trash, and gas are included, along with use and maintenance of the community pool, exterior pest control, and maintenance of the grounds. That's a lot of convenience wrapped into one monthly fee! The location is another plus, with shopping, restaurants, and Central Florida's famous theme parks conveniently nearby. Whether you're looking for a full-time residence, a Florida getaway, or a comfortable home in a convenient location, this condo is worth a closer look. With a seller willing to entertain all reasonable offers, don't miss your opportunity to see this condo and discover all it has to offer!

200 El Camino Unit 106, Winter Haven

$359,900

5 Beds ⋅ 2 Baths ⋅ Highland Estates SubDv. ⋅ 33880 Zip Code

Welcome to 714 Avenue O SE! Situated in a prime SE Winter Haven neighborhood (Polk County), this fully modernized, single-story Mid-Century Ranch features 5 bedrooms, 2 bathrooms, and 2,104 sq ft of open living space. Constructed in 1964 on a 0.32-acre lot, shaded by mature Florida oak trees, the interior includes tile flooring, central air conditioning, a wood-burning fireplace, and an updated kitchen with stainless steel appliances and solid wood cabinetry. Highlights feature an attached car garage, tankless gas water heater, impact/double-pane windows, and an indoor laundry room. Step outside to your private oasis featuring a fully renovated in-ground pool, screened lanai, open patio, and brand-new privacy-fenced backyard. Conveniently zoned for Chain of Lakes Elementary and Winter Haven Senior High!

714 Avenue O Se, Winter Haven

200 El Camino Drive Unit 102, Winter Haven

$97,000

2 Beds ⋅ 2 Baths ⋅ Orchid Spgs Vill 200 Condo SubDv. ⋅ 33884 Zip Code

MOTIVATED SELLER! Welcome to this spacious 2-bedroom, 2-bath condo in desirable Orchid Springs. This well-designed home features a split floor plan, walk-in closets in both bedrooms, and a private en-suite bath in the primary bedroom. Relax in the Florida room while enjoying peaceful views of lush greenery, the lagoon, and a gently flowing fountain. The community offers a pool, clubhouse, and assigned parking conveniently located near the unit. The building has been re-plumbed, and the roof was recently replaced. Ideally located near LEGOLAND, shopping, dining, medical, and everything Central Florida has to explore. Whether you’re looking for a full-time residence or a relaxing Florida retreat, this condo is ready for its next owner. Schedule your private showing today!

200 El Camino Drive Unit 102, Winter Haven

$217,000

2 Beds ⋅ 3 Baths ⋅ Townhouses At Park Lake 01 Rep SubDv. ⋅ 33880 Zip Code

This inviting two-bedroom, two-and-a-half-bath townhouse in Winter Haven, Florida, offers comfortable living, convenient amenities, and an exceptional walkability! Enjoy easy access to banks, grocery stores, retail shops, and a variety of restaurants, making everyday errands and dining out wonderfully convenient. Inside, the home features brand new luxury vinyl plank flooring, providing a fresh, modern look that is both stylish and easy to maintain. The thoughtfully designed two-story layout offers two spacious bedrooms upstairs, each with its own private bath, plus a convenient half bath for guests downstairs. The primary bedroom features a lovely screened in balcony! There is also a very spacious screened in porch off of the living room, perfect for enjoying a beverage while relaxing! A one-car garage provides secure parking and additional storage, while the community amenities add to the appeal. Residents can enjoy a community pool and dock, perfect for relaxing, enjoying the Florida sunshine, or taking in the peaceful surroundings. Located close to the new walking trail behind the Advent Fieldhouse which also offers tons of recreational activities! Whether you're looking for a full-time residence, a low-maintenance Florida home, or an investment opportunity, this townhouse combines comfort, convenience, and an excellent location in the heart of Winter Haven.

2352 Isle Royale Court Se, Winter Haven

$200,000

2 Beds ⋅ 2 Baths ⋅ Elbert Hills SubDv. ⋅ 33880 Zip Code

A great opportunity for a handyman or investor! This 2-bedroom, 2-bath home offers 1,776 square feet of living space, plus a versatile bonus room with a bathroom. Enjoy a spacious 15-by-24 foot screened back porch, and an above-ground pool, and a view of Lake Elbert from the front driveway. With a little TLC, this property is ready to make your own or unlock its investment potential in desirable area of Winter Haven.

104 13th Street Se, Winter Haven

$225,000

2 Beds ⋅ 2 Baths ⋅ Cypresswood Golf And Country Club SubDv. ⋅ 33884 Zip Code

Charming Golf Villa on the 8th Fairway in Gated Cypresswood! Enjoy views of the 8th hole fairway from this well-maintained 2-bedroom, 2-bathroom villa (1,471 sq ft) in the guard-gated Cypresswood Golf & Country Club, built in 1990. Vaulted ceilings open up the living and dining areas, while the updated kitchen offers generous cabinetry and flows into a bright dinette/oversized breakfast nook. Both the living room and dinette lead into a Florida room overlooking the fairway, the perfect spot to unwind. Windows and doors were replaced in 2024, with updated flooring throughout, plus a new A/C (2021) and roof (2019) for added peace of mind. HOA dues of $295/month cover resort-style amenities: 24-hour guarded gate, 18-hole championship golf course, community pool, tennis courts, and a newly added pickleball court (2025). Ideally located near US-27 with easy access to Orlando and Tampa. Don't miss this move-in-ready fairway retreat. Schedule your showing today

2825 Wingfoot Court, Winter Haven

$286,000

2 Beds ⋅ 2 Baths ⋅ Cypresswood Patio Homes SubDv. ⋅ 33884 Zip Code

Golf Course Living with Total Peace of Mind! Welcome to your worry-free oasis on the green. Nestled within this beautiful, gated community of Cypresswood Golf and Country Club, this beautifully maintained 2-bedroom, 2-bathroom golf-front home offers the perfect blend of active resort living and quiet tranquility. Imagine waking up, stepping onto your private patio, and sipping your morning coffee while looking out over pristine, rolling fairway. What truly sets this home apart is that every major expense has already been taken care of for you. You can move in with absolute confidence, knowing you won't have to worry about costly upgrades or repairs for years to come. Recent premium updates include: •Brand New HVAC System (2024): Brand new inside and out for peak energy efficiency. •New Roof & Structural Updates (2022): Completely replaced roof, overhang, and facia boards. •Total Peace of Mind (2021): The entire home was fully re-plumbed. •Modern Conveniences: Updated kitchen and bathroom fixtures, a new garage •Modern Conveniences: Updated kitchen and bathroom fixtures, a new garage door opener, a new garbage disposal, and upgraded GFCI outlets. Storage is never an issue with the massive 23x23 oversized garage—offering ample space for your vehicles, workshop, and of course, your golf cart. Opportunities in Cypresswood like this do not last long. Don’t wait to start living your dream golf-course lifestyle—call today to schedule your private showing!

575 Saint Andrews Road, Winter Haven

$485,000

4 Beds ⋅ 2 Baths ⋅ Pollard Shores SubDv. ⋅ 33881 Zip Code

Welcome to 10 West Lake Hamilton Circle, a beautifully maintained four-bedroom, two-bathroom waterfront home situated on a spacious half-acre property in Winter Haven. This inviting residence combines comfortable living spaces, thoughtful updates, mature landscaping, and an exceptional canalfront lifestyle with direct access to Lake Hamilton. Inside, the home features carpet and tile flooring throughout, updated HVAC, and new kitchen appliances. The spacious floor plan offers plenty of room for both everyday living and entertaining, including a dining room directly off the kitchen, a dedicated TV/activity room, and a centralized fireplace that creates a warm and welcoming focal point. The private primary suite offers a relaxing retreat with its own en-suite bathroom, while three additional bedrooms provide flexibility for guests, an office, or hobbies. Step outside and the property truly comes to life. The well-landscaped half-acre lot is surrounded by beautiful mature oak trees, creating shade, privacy, and a classic Florida setting. The large, deep swimming pool is complemented by a spacious lanai, making it an ideal place to relax, entertain, or enjoy sunny Florida afternoons. Beyond the pool, you'll find an incredible waterfront setup with a private dock, canal frontage, and a dedicated fireplace sitting area overlooking the water. And for boating enthusiasts, the location is especially appealing. Moor your boat right at your private back dock and enjoy direct boating access to Lake Hamilton. From there, it's approximately a three-minute boat ride to Port 27 and Floridinos, where patrons can tie their boats up at the restaurants' docks and arrive by water for dinner, drinks, or an evening out. With its combination of lake access, private dock, pool, mature landscaping, spacious lot, updated systems and appliances, and versatile interior living spaces, 10 West Lake Hamilton Circle offers the best of relaxed Florida living with the convenience of being able to enjoy Lake Hamilton right from your backyard.

10 W Lake Hamilton Circle, Winter Haven

$310,000

3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph I SubDv. ⋅ 33884 Zip Code

Home for Sale in Lake Ashton, a Florida Retirement Community with Two (2) Golf Courses, Resort Style Amenities and Planned Activities like Trivia, Bingo, Dances, Day Trips, Holiday Events and MORE! This 3 Bedroom and 2 Bath home with over 1,600 sq. ft. living area would be a great seasonal home. The furniture in this home is negotiable. The exterior of this home has paver drive and walk ways, mature and well maintained landscape with rock-scape and landscape edging, a screened entry at the Front Door, and a Covered Lanai, on the front of the home, which is large enough for chairs. An irrigation system provides water to the large and beautiful Palm tree and other mature landscape around the home. This seasonally occupied and well maintained home offers an Open and Spacious Split Floor Plan with NO CARPET ANYWHERE! The kitchen features SS appliances (oven-December 2022, refrigerator 2021), Corian countertops, Dinette area with Bay Windows, Step Up breakfast bar and closet pantry. New Anderson Windows have been installed in the Dining room, Primary Bedroom and Primary Bathroom. Laminate flooring is in each of the bedrooms. The Primary Suite has 2 large walk-in closets, His/Her comfort height vanities, a Water closet and Large walk-in shower. The washer/dryer in the laundry room will be included in the sale of this home. The outdoor living area offers a 26 x 10 rear screened lanai and large paver area that is great for grilling. The 2 car garage is equipped with a "Skeeter Beater" for privacy and enjoying the cool cross breeze! Lake Ashton that offers 2 clubhouses, indoor and outdoor heated pools, pickle ball, tennis courts, racquetball, basketball, fitness centers, movie theaters, craft room, media center, several private lakes, private boat ramp/slips and more!! Come and enjoy your retirement and carefree living in the beautiful gated and guarded community of Lake Ashton today!

5344 Nicklaus Drive, Winter Haven

$1,750,000

4 Beds ⋅ 4 Baths ⋅ Country Club Acres SubDv. ⋅ 33881 Zip Code

11 ACRE POOL HOME WITH GUEST HOUSE AND BARN!!! Just minutes from downtown Winter Haven, on a quiet cul-de-sac, behind a gated private tree-lined drive sits the modern farmhouse of your dreams. From the 3500Sqft 4BR/4BA main house to the 1300Sqft 2BR/2BA guest house, the updates and upgrades are breathtaking. The main house has been fully renovated and NEVER LIVED IN!!! Be the first to enjoy the gorgeous open kitchen, the exquisite custom baths, the beautiful floors, the remarkable finishes, and the unparalleled views from the new windows looking out over the pastures, private pond, and pines! Multiple porches, patios, and sitting areas adorn the main house and guest house alike. The newly resurfaced pool features a waterfall and bubblers and sits under a NEW enclosure with NEW pavers and NEW pool equipment. Just a short walk from the main house is the guest house with endless potential uses: guest quarters, office, business, income production, in-law suite and the list goes on. It features a full kitchen, laundry/utility space, and more. The pole barn is a useful addition to your 900SqFt garage/barn with 900SqFt of fully floored storage up top. All this sits on 10.98 stunning acres of magical Florida beauty with access to shopping, dining, Legoland, medical, and more. Mere moments from the Country Club of Winter Haven, everything is at your fingertips but you feel like you are miles away. A true blend of land, luxury and location that can’t be denied. Schedule your showing now to tour this exquisite Florida masterpiece and turn this dream into your reality…

13 Bogey Drive, Winter Haven

$302,990

5 Beds ⋅ 2 Baths ⋅ Willowbrook South SubDv. ⋅ 33881 Zip Code

Under Construction. Welcome to the Dundee, one of our one-story floorplans available in the beautiful community of Willowbrook South in Winter Haven, Florida. Choose between three thoughtfully designed exterior styles. This spacious 5-bedroom, 2-bathroom home offers 1,708 square feet of modern, comfortable living. Step inside to an inviting open-concept layout where the kitchen, living, and dining areas flow seamlessly together perfect for both everyday living and entertaining guests. The gourmet kitchen is the heart of the home, featuring sleek stainless-steel appliances, quartz countertops, and contemporary cabinetry that combine style with functionality. Overlooking the dining and living room, the kitchen ensures you’re always connected to the action. Luxury finishes are found throughout, with luxury vinyl plank flooring in the main living areas, primary suite, bathrooms, laundry room, and foyer. Bedrooms 2–5 include soft carpet and roomy closets, offering comfort and flexibility to use as bedrooms, office space, or creative bonus rooms. The private primary suite is designed for relaxation, with a walk-in closet and an en-suite bathroom that includes a toilet and shower for added privacy. This move-in ready home in Willowbrook South, Florida offers the perfect balance of style, comfort, and convenience. *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.*

2758 Adeline Avenue, Winter Haven

$249,900

2 Beds ⋅ 2 Baths ⋅ Traditions Ph 01 SubDv. ⋅ 33884 Zip Code

Welcome to 4035 Carteret Drive, located in the gated 55+ community of Traditions at Lake Ruby. This spacious 2-bedroom, 2-bath home offers approximately 1,719 square feet of single-story living plus a versatile office/den and enclosed sunroom. The open floor plan provides comfortable living and entertaining space, while the attached two-car garage offers convenient parking and storage. Enjoy low-maintenance living with an HOA that provides community services including lawn care, cable and internet. Traditions offers an impressive collection of amenities including a lakefront clubhouse, heated pool and spa, fitness center, tennis and pickleball courts, bocce ball, shuffleboard, dog park, boat ramp, dock and access to Lake Ruby.

4035 Carteret Drive, Winter Haven

$175,000

2 Beds ⋅ 2 Baths ⋅ Winterset 02 A Condo Ph 01 SubDv. ⋅ 33884 Zip Code

The property you are inquiring about is located in Winter Haven, FL, in the Winterset area the 27 Corridor of Polk County. This is a lovely 2-bedroom, 2-bath waterfront view with loads of natural light and a balance of 1,103 sq.ft. of living upstairs and downstairs plus a balcony. This has custom features washer/dryer and other appliances. Spacious rooms, gathering area that has flexibility. This community is amenity-rich with gated entry, pool, tennis court, clubhouse, and access to Chain of Lakes. The area is in a boom of jobs and easy access to Hwy 60, 27, I-4. See it today. Call, text, email.

1905 Garden Lake Drive, Winter Haven

5850 Cypress Gardens Boulevard Unit 303, Winter Haven

$179,000

3 Beds ⋅ 3 Baths ⋅ Royal Crescent Condo SubDv. ⋅ 33884 Zip Code

3 BEDROOM 2.5 BATH CONDO ON CYPRESS GARDENS BLVD: Affordable, spacious and move-in ready, this 3-bedroom, 2.5-bath condo offers more than 1,500 square feet of living space in Royal Crescent, directly across from LEGOLAND in the heart of SE Winter Haven. The residence features an updated kitchen and bathrooms, double-pane windows and sliding doors, a private outdoor patio and two assigned parking spaces. Royal Crescent offers an established residential setting just off Cypress Gardens Boulevard, with classic traditional architecture, columned entries, a large central green shaded by mature trees and a newly remodeled community swimming pool—all at a price point that makes comfortable, convenient living surprisingly affordable. Inside, the two-story floor plan provides generous living spaces downstairs with the bedrooms privately situated upstairs. The main level includes formal living and dining areas, a separate family room, half bath and multiple storage closets, with warm wood flooring extending throughout much of the home. The kitchen features updated white cabinetry, abundant counter and storage space and a full complement of like-new appliances. An interior laundry closet with Maytag washer and dryer adds everyday convenience. Upstairs, the spacious primary suite includes two closets and a private en-suite bath. Two additional bedrooms are comfortably sized with generous closets, ceiling fans and convenient access to the full guest bath. Wood flooring continues into the bedrooms, and the upper level enjoys elevated views across the community and surrounding area. One of the home's most enjoyable features is the private rear patio. Fully enclosed for privacy and large enough for an outdoor dining table and additional seating, it provides genuine outdoor living space for morning coffee, grilling or relaxing in the Florida sunshine. Royal Crescent's location places an impressive amount of everyday life within a very small radius. Legoland Florida Resort is directly across Cypress Gardens Boulevard, with Publix, Starbucks, restaurants, shopping, fitness and entertainment nearby. Downtown Winter Haven is just a short drive away, while Highway 27 provides convenient access toward the greater Orlando and Tampa areas. Beyond its convenience, Winter Haven is a city defined by its lakes. The area's Chain of Lakes provides miles of interconnected waterways for boating, fishing, watersports and waterfront dining, while downtown offers locally owned restaurants, coffee shops, breweries, boutiques, parks and community events. It is a distinctly Central Florida lifestyle with many of the conveniences of a larger city without losing Winter Haven's established, small-city character.

5850 Cypress Gardens Boulevard Unit 303, Winter Haven

$259,900

2 Beds ⋅ 2 Baths ⋅ Orchid Springs Patio Homes SubDv. ⋅ 33884 Zip Code

Welcome to 441 San Jose Drive, featuring a NEW ROOF installed in 2026 and located in the highly sought after Orchid Springs community of Winter Haven. This spacious 2 bedroom, 2 bathroom patio home sits on an oversized lot and offers a thoughtfully designed floorplan with generous living spaces and wonderful indoor and outdoor flow. The expansive kitchen opens to the large family room and dining area, creating an inviting space for everyday living and entertaining, while a separate living room and breakfast nook provide additional room to spread out. The spacious primary suite is privately positioned at the rear of the home and features an ensuite bathroom and walk in closet, while the second bedroom and full bathroom are located on the opposite side of the home. The home features a combination of tile and carpet flooring throughout. Step outside to enjoy both a charming courtyard and a large screened porch, offering multiple spaces to relax and enjoy the oversized lot. A wooded area along one side of the property is visible from the kitchen and adds a peaceful, secluded feel to the home. Additional features include a 2 car garage and gas water heater. Conveniently located in Winter Haven, this home is close to shopping, dining, medical facilities, recreation, and everyday conveniences. With its spacious floorplan, oversized lot, multiple outdoor living spaces, NEW ROOF, and desirable Orchid Springs location, 441 San Jose Drive is ready to welcome its next owner.

441 San Jose Drive, Winter Haven

$299,900

3 Beds ⋅ 2 Baths ⋅ Villamar Ph 4 SubDv. ⋅ 33884 Zip Code

Better than New and Move in ready! A screened porch for morning coffee, a fully fenced backyard, and a kitchen finished with white cabinetry and quartz countertops—3304 Costello Circle brings together the features that make a house comfortable to come home to. Set in Winter Haven’s Villamar community, this single-story block home was built in 2023 and offers three bedrooms, two full bathrooms, 1,553 square feet of living space, and an attached two-car garage. Inside, luxury vinyl plank flooring extends throughout the home, with no carpet to maintain. The open-concept living and dining areas keep the main gathering space connected to the kitchen, making it easy to prepare a meal while spending time with guests. White cabinets, quartz countertops, and ample workspace give the kitchen a clean, coordinated finish. The split-bedroom floor plan places the primary suite apart from the secondary bedrooms. The primary bedroom includes a generous walk-in closet and its own en suite bathroom. Two additional bedrooms share a hallway bathroom and provide space for guests, hobbies, or a home office. The second bedroom also includes a walk-in closet, adding storage beyond the primary suite. Indoor laundry keeps everyday tasks conveniently inside. Continue to the screened porch, where there is a welcoming spot to sip morning coffee or settle in for a quiet evening. The fully fenced backyard extends the outdoor living space with room to enjoy the sunshine, garden, or spend time with pets. Beyond your own backyard, Villamar offers a community swimming pool, cabana, shaded poolside seating, and playground in a lakeside setting along Crystal Lake. Shopping, dining, LEGOLAND Florida, and connections to US-27, US-17, and Highway 60 add to the location’s convenience. Come explore the layout, finishes, and outdoor spaces that make this Winter Haven home stand out.

3304 Costello Circle, Winter Haven

$424,900

3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph Ii South SubDv. ⋅ 33884 Zip Code

** CDD Debt Balance PAID IN FULL, saving you thousands! **A new four-season Sunroom was completed in April 2026. It is glass-enclosed with a separate HVAC mini-split and has beautiful new flooring. This home offers amazing curb appeal, with new landscaping on every side of the house, including lush privacy plantings in the back. The St. Marks floor plan has 3 Bedrooms and 2 Baths, plus a Den, spacious Laundry Room and a Double-car Garage with designated Golf Cart Entry. With 2,069 sq.ft. living area in the original house PLUS an additional 243 sq.ft. living area in the Sunroom, this OPEN and SPACIOUS home is ideal for entertaining friends and family. The tile plank flooring that appears "wood like" flows thru the LR, Formal Dining, Foyer, Kitchen, Dinette, Den, Sunroom and Laundry Rooms -- adding a touch of class to this truly charming home! The voluminous ceilings are enhanced with the 8ft. door openings in the home. The kitchen is enhanced with Granite countertops, soft close drawers and cabinets with newer hardware, stainless steel appliances, tiled backsplash, step-up breakfast bar with pendant lights, and abundant countertop space for food prep and display. The Dinette area, which is adjacent to the kitchen, is accessible from the Sunroom and the Den. The spacious Owners Suite occupies the left wing of the home and is a private retreat featuring His/Her walk-in closets and its very own En-Suite bath area. The Primary Bath offers His/Her comfort height vanities with Granite countertop and Newer Cabinet Hardware, a Walk-in shower w/glass door enclosure and Large soaking tub. The triple glass block allows an abundance of natural light into the space. A "Barn-Like" door on a smooth track system separates the Primary Suite from the Primary Bath. It's stylish and practical. On the right side of this Split Floor Plan home are Bedrooms 2 and 3 and the Guest Bath. The Guest Bath has a comfort height vanity, Shower/tub combo and Newer Hardware on the Cabs. It's perfectly positioned between the Guest Bedrooms. The laundry room is well designed and is the passage from the garage into the home. The laundry room has additional shelving for your storage needs. Hosting a Game Night or Want to Cozy Up with a Good Book? The brand-new SUNROOM would be the ideal place! It's accessible thru the TRIPLE SLIDERS in the LR & DOUBLE SLIDERS in the Dinette. ADDITIONAL UPGRADES: Whole House Gutter System, Automatic Screen (Skeeter Beeter) on the Garage Door, Storm Door on the front door, Pull Down Attic Ladder, new window dressings throughout the home, Six-Filter Reverse Osmosis Water System added to the Kitchen sink, Updated Painting in Several Rooms and Cabinet Handles in the Kitchen and Bathrooms. Lake Ashton has (2) clubhouses, (2) Golf Courses, Planned Activities and Resort Style Amenities. Residents enjoy 2 Swimming Pools (one Indoor & one Outdoor), Movie Theater, Bowling Lanes, Card, Craft and Billiard Rooms, Fitness Rooms, Media Rooms, Indoor Racquetball, Indoor 1/2 Court Basketball, Pickle Ball Courts, Tennis Courts, Shuffleboard Courts, Eagles Nest (an Eatery), a Pro Shop and MORE! Lake Ashton is a beautiful 55 Plus Community in Florida closely located to Shopping, Restaurants, Entertainment and Medical Facilities. MAKE AN APPOINTMENT TODAY TOUR THIS BEAUTIFUL HOME.

1321 Oakmont Drive, Winter Haven

$425,000

4 Beds ⋅ 3 Baths ⋅ Magnolia Shores SubDv. ⋅ 33881 Zip Code

Under contract-accepting backup offers. RARE LAKEFRONT OPPORTUNITY on beautiful Lake Hamilton, part of the northern CHAIN OF LAKES! Situated on an expansive .73-ACRE LOT with approximately 100 FEET OF DIRECT LAKE FRONTAGE, this well-built 4-bedroom, 2.5-bath POOL HOME offers an incredible waterfront setting, NO HOA, plenty of space and endless potential to create your own Florida retreat. A LARGE DRIVEWAY and OVERSIZED PARKING AREA provide plenty of room for multiple vehicles, guests, a boat or other recreational toys, while the DETACHED GARAGE offers even more parking, storage or workshop possibilities. Inside, the spacious living room features VAULTED CEILINGS accented by charming WOOD BEAMS, adding warmth and character to the home. The kitchen offers CORIAN COUNTERTOPS, plenty of cabinetry and stainless-steel appliances, including the STOVE, MICROWAVE and DISHWASHER. Throughout the home, you'll appreciate the abundance of STORAGE and ADDITIONAL CLOSET SPACE. The primary bathroom features an UPDATED, FULLY TILED, EASY-ACCESS SHOWER, and the WASHER AND DRYER located inside the laundry room will also remain with the home. Step outside and discover what makes this property truly special. Enjoy peaceful lake views, mature surroundings, a PRIVATE POOL and generous outdoor living space, all with plenty of room to create your own private waterfront oasis. With approximately 100 feet of direct frontage on Lake Hamilton, there is incredible potential to take full advantage of the Florida lakefront lifestyle. The home is in need of repairs and updating, presenting an excellent opportunity for buyers with vision to renovate, customize and add value while taking advantage of a hard-to-find affordable waterfront property. Important updates include a ROOF (2018), A/C (09/2024) and WATER HEATER (2025). Lake Hamilton is part of the Northern Chain of Lakes, offering access to interconnected waterways for BOATING, FISHING, WATERSPORTS and scenic cruising. Enjoy the tranquility of lakefront living while remaining conveniently located near Hwy 27 and located very close to Winter Haven, LEGOLAND Florida Resort and Port 27. Whether you're searching for a full-time residence, vacation home or renovation project, this property offers a RARE COMBINATION of ACREAGE, DIRECT LAKE FRONTAGE, A PRIVATE POOL, DETACHED GARAGE, OVERSIZED PARKING, NO HOA and tremendous potential in a beautiful Central Florida waterfront setting. MULTIPLE OFFERS, HIGHEST AND BEST TO BE SUBMITTED LATEST BY: THU 10/8 5PM

2900 Crump Road, Winter Haven

$227,290

3 Beds ⋅ 3 Baths ⋅ Serenity At Peace Creek Th SubDv. ⋅ 33884 Zip Code

Under Construction. This upscale new Summit two-story townhome provides ample space to live and grow with a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at Peace Creek Reserve is a masterplan community of new townhomes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by a canal. There are lots of shops, restaurants, and bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

3059 Captain Jax Way, Winter Haven

$227,290

3 Beds ⋅ 3 Baths ⋅ Serenity At Peace Creek Th SubDv. ⋅ 33884 Zip Code

Under Construction. This upscale new Summit two-story townhome provides ample space to live and grow with a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at Peace Creek Reserve is a masterplan community of new townhomes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by a canal. There are lots of shops, restaurants, and bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

3039 Captain Jax Way, Winter Haven

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