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Browse All Winter Haven FL 4 Bedroom Properties for Sale

703 Avenue L  Se, Winter Haven
$277,500
4 Beds ⋅ 2 Baths ⋅ Carls Sub SubDv. ⋅ 33880 Zip Code
Looking for a 4-bedroom home in Winter Haven with extra-living space and convenient access to shopping, dining, and local attractions? Located at 703 Avenue L SE, this single-family home offers 4 bedrooms, 2 full bathrooms, approximately 1,830 square feet of heated living space, and a separate flex room ideal for a home office, playroom, hobby room, or additional sitting area. The layout offers flexibility for everyday living, with a kitchen featuring granite countertops, stainless steel appliances, and cabinet storage. The primary suite includes an en-suite bathroom with a walk-in shower. Other features include porcelain tile flooring, double-pane windows, a one-car covered carport with storage space, and a fenced backyard with room for outdoor activities or gardening. Important updates documented in a February 2025 four-point inspection include a complete re-pipe with PEX plumbing in 2016 and a full architectural-shingle roof replacement in 2016. At the time of that inspection, the roof was rated satisfactory with an estimated 16 years of remaining useful life; this is an inspector’s estimate, not a warranty or guarantee.Enjoy convenient access to everyday essentials, including Publix at Southeast Plaza Shopping Center and Walmart Supercenter on Cypress Gardens Boulevard, along with nearby restaurants, shops, and services. Citrus Connection Route 30 serves the area, including a stop at 6th Street SE and Avenue K SE. Downtown Winter Haven adds local restaurants, coffee shops, boutiques, parks, and community events. For recreation, explore Winter Haven’s Chain of Lakes, nearby parks and trails, or LEGOLAND Florida Resort within driving distance. With four bedrooms, a versatile flex room, documented system updates, covered parking, and access to the shops and activities of Winter Haven, this home offers practical space in a convenient Central Florida location. Schedule a showing to see the layout and possibilities in person.

703 Avenue L Se, Winter Haven

1217 Michelangelo Lane, Winter Haven
$399,999
4 Beds ⋅ 4 Baths ⋅ Estates/Lk Florence SubDv. ⋅ 33884 Zip Code
NO CDD • LOW HOA • SPACIOUS CORNER LOT! Space, style, and modern Florida living come together in this impressive Winter Haven home offering nearly 3,000 SQ. FT. with 4 BEDROOMS + a dedicated OFFICE/BONUS ROOM, 3.5 BATHROOMS + a HUGE UPSTAIRS LOFT. The PRIMARY SUITE and dedicated OFFICE are both conveniently located on the first floor, creating a highly functional layout with privacy, flexibility, and plenty of room to spread out. LOCATION IS ANOTHER MAJOR ADVANTAGE! Enjoy convenient access to LEGOLAND Florida Resort, shopping, dining, entertainment, beautiful lakes, outdoor recreation, and major roadways connecting you throughout Central Florida—all while enjoying the benefits of NO CDD and LOW HOA fees.Some rooms are Virtually Staged Step inside and you’ll immediately appreciate the OPEN-CONCEPT LAYOUT and sense of space. Beautiful CERAMIC TILE flows throughout the first floor, creating a seamless transition between the kitchen, dining, and living areas. The kitchen features GRANITE COUNTERTOPS, plenty of cabinetry and storage, and an open design perfect for everyday living and entertaining. The PRIMARY SUITE on the first floor provides privacy and convenience, while the separate OFFICE/BONUS ROOM, also downstairs, is ideal for working from home, a study, hobby room, playroom, or additional flex space. Head upstairs and the space continues! A HUGE LOFT creates an entirely separate living area—perfect for a MEDIA ROOM, GAME ROOM, HOME GYM, KIDS’ LOUNGE, or SECOND FAMILY ROOM. The remaining three bedrooms are upstairs, offering great separation from the primary suite, along with generous walk-in closets and plenty of storage throughout the home. Outside, the LARGE CORNER LOT gives you even more room to enjoy. The FULLY FENCED BACKYARD and COVERED LANAI create the perfect setting for entertaining, weekend BBQs, pets, or simply relaxing and enjoying the Florida lifestyle. The home also features a FULL GUTTER SYSTEM for added convenience. If you’ve been looking for SIZE, MODERN STYLE, and FLEXIBLE LIVING SPACE, this home delivers—4 BEDROOMS + OFFICE/BONUS ROOM + HUGE LOFT, nearly 3,000 sq. ft., a first-floor primary suite, spacious fenced corner lot, NO CDD and LOW HOA. Schedule your private showing today and experience everything this beautiful Winter Haven home has to offer!

1217 Michelangelo Lane, Winter Haven

138 Grove Branch Road, Winter Haven
$289,000
4 Beds ⋅ 2 Baths ⋅ Squires Grove SubDv. ⋅ 33880 Zip Code
PEACEFUL WATERFRONT LIVING IN SQUIRES GROVE | WINTER HAVEN, FLORIDA: Enjoy peaceful waterfront living, picturesque fountain views and the charm of small-town Florida at 138 Grove Branch Road in the Squires Grove community between Winter Haven and Eagle Lake. Situated on an oversized waterfront lot, this beautifully maintained, move-in-ready 4 bedroom, 2 bathroom home offers a wonderful combination of comfortable living spaces, thoughtful upgrades and a relaxing setting overlooking the neighborhood pond. Known for its welcoming atmosphere and traditional Americana charm, the area offers a refreshing escape from the congestion of larger cities while remaining conveniently located near shopping, dining, schools and the everyday conveniences of nearby Winter Haven and Lakeland. A screened front entry welcomes you into a spacious, thoughtfully designed interior featuring high ceilings, neutral finishes and attractive tile and laminate flooring throughout. The open great room provides a comfortable setting for everyday living and entertaining, with generous space to arrange furnishings and direct views of the waterfront setting. The adjoining kitchen offers abundant cabinetry, ample counter space, included appliances and a walk-in pantry for additional storage. Conveniently positioned just off the kitchen, the dining area enjoys beautiful views of the pond and its gently flowing fountain, creating an inviting backdrop for morning coffee, family meals and evening gatherings. The home's desirable triple-split bedroom floor plan provides excellent separation and privacy between the primary suite and guest bedrooms. Generously proportioned, the primary suite features a private en-suite bathroom with dual sinks, a walk-in shower, a spacious walk-in closet and a separate linen closet. The additional bedrooms are comfortably sized and offer flexibility for family, guests or a home office. An interior laundry room with included washer and dryer adds everyday convenience. One of the home's most appealing features is its peaceful outdoor setting. The screened rear lanai overlooks the spacious backyard and waterfront, where the gentle sounds of the fountain and visits from native birds create a relaxing atmosphere. Whether enjoying a quiet morning outdoors or unwinding at the end of the day, this inviting space captures the simple pleasures of Florida living. Vinyl privacy and picket fencing adds privacy and functionality while preserving the enjoyment of the waterfront surroundings. Numerous amenities and improvements further enhance the home's comfort, efficiency and functionality, including an upgraded indoor air quality system, water softener, whole-home surge protection, insulated garage door with automatic opener, screened front entry and rear lanai, and attractive laminate and tile flooring throughout. Additional storage improvements include an attic access ladder, attic flooring and installed shelving throughout the home and two-car garage. With its oversized waterfront lot, inviting interior, extensive improvements and convenient location, 138 Grove Branch Road offers an appealing opportunity to enjoy comfortable, move-in-ready living in one of Central Florida's charming small-town communities.

138 Grove Branch Road, Winter Haven

5365 San Pietro Drive, Winter Haven
$299,925
4 Beds ⋅ 3 Baths ⋅ Villa Mar SubDv. ⋅ 33884 Zip Code
Under Construction. Turquesa BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. The Turquesa is the ultimate family haven, a two-story home featuring 4 bedrooms, 2.5 bathrooms and a private 2-car garage. This home offers an open concept living space designed for both relaxation and entertainment. The half bathroom off the foyer ensures every guest feels at home while the extended foyer opens to the main living and dining area. Featuring luxury vinyl plank flooring and convenient indoor-outdoor living with a lanai through sliding glass doors, it’s a haven of comfort and style perfect for gatherings. The kitchen includes stunning quartz countertops and sleek stainless-steel appliances. Enjoy the spacious upstairs recreation room and the convenience of a laundry room just steps away from the bedrooms. The owner's suite is a secluded retreat with oversized his-and-her walk-in closets, dual vanity and a walk-in shower. Completing this expansive home is the smart thermostat with voice control and professionally designed landscaping, this is truly the epitome of family-friendly luxury! Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails.  Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

5365 San Pietro Drive, Winter Haven

1767 Vanilla Street, Winter Haven
$314,691
4 Beds ⋅ 3 Baths ⋅ Villa Mar SubDv. ⋅ 33884 Zip Code
Under Construction. Turquesa BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. The Turquesa is the ultimate family haven, a two-story home featuring 4 bedrooms, 2.5 bathrooms and a private 2-car garage. This home offers an open concept living space designed for both relaxation and entertainment. The half bathroom off the foyer ensures every guest feels at home while the extended foyer opens to the main living and dining area. Featuring luxury vinyl plank flooring and convenient indoor-outdoor living with a lanai through sliding glass doors, it’s a haven of comfort and style perfect for gatherings. The kitchen includes stunning quartz countertops and sleek stainless-steel appliances. Enjoy the spacious upstairs recreation room and the convenience of a laundry room just steps away from the bedrooms. The owner's suite is a secluded retreat with oversized his-and-her walk-in closets, dual vanity and a walk-in shower. Completing this expansive home is the smart thermostat with voice control and professionally designed landscaping, this is truly the epitome of family-friendly luxury! Scenic Terrace pairs comfortable living with inviting community spaces in Lake Hamilton. Amenities include a resort-style pool, clubhouse, playground, and dog park for everyday enjoyment. Ideally located between Orlando and Tampa, residents enjoy convenient access to the best of Central Florida.  Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

1767 Vanilla Street, Winter Haven

1127 Seedorf Drive, Winter Haven
$319,990
4 Beds ⋅ 2 Baths ⋅ Lake Lucerne Ph 6 SubDv. ⋅ 33881 Zip Code
Welcome to 1127 Seedorf Drive, a beautifully maintained 4-bedroom, 2-bath home built in 2022, offering 2,004 sq. ft. of spacious single-story living in the Lake Lucerne community of Winter Haven. Step inside to a bright, open-concept floor plan with modern finishes throughout. The impressive kitchen features a large quartz island, abundant cabinetry, stainless-steel appliances, stylish backsplash and generous counter space, seamlessly connecting to the dining and living areas—ideal for everyday living and entertaining. The spacious primary suite provides a comfortable private retreat, while three additional bedrooms, flexibility for guests, a home office or additional living space. One of the home's standout features is the upgraded outdoor living area. Step through the sliding doors to the screened lanai and expansive paver patio with pergola, creating a wonderful setting for outdoor dining, grilling, entertaining or simply enjoying the Florida lifestyle. The landscaped backyard, irrigation system and partial privacy fencing the outdoor space. Additional features include a 2-car garage, dedicated laundry room, central A/C, ceiling fans and window treatments. Conveniently located near US-27 and SR-544 with easy access to shopping, dining, medical facilities and Central Florida attractions. Move-in ready, with an HOA of only $93 per month, low property taxes and NO CDD—this home offers an exceptional combination of modern living, outdoor upgrades and affordable ownership. Schedule your private showing today!

1127 Seedorf Drive, Winter Haven

7380 Bent Grass Drive, 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

2767 Adeline Avenue, 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

2771 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

6060 Navona Way, 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

1831 Carnostie Road, Winter Haven
$276,000
4 Beds ⋅ 2 Baths ⋅ Villamar Ph 3 SubDv. ⋅ 33884 Zip Code
Welcome home to this well-maintained residence in the highly sought-after Villamar community of Winter Haven! This spacious open-concept layout features generous living areas, a private owner's suite, granite countertops throughout, and a covered patio offering comfortable space for everyday living, entertaining with loved ones. Spray-foam insulation along the roof rafter helps limit heat transfer into the attic, improve energy efficiency, and keep the home cooler, which may help reduce heating and cooling cost. The CDD has been paid for four years, helping lower out-of-pocket costs in the future. Residents can enjoy the resort-style community pool, which offers lake views, shaded seating, and a spacious pool deck. The community's relaxed Florida atmosphere is complemented by nearby nature and recreation. Villamar is conveniently located near US Highway 27, Highway 60, and SR-17, with access to Orlando, Lakeland, Tampa and Central Florida employment centers. Shopping, restaurants, grocery stores, medical facilities, and everyday conveniences are nearby. Area schools include Chain of Lakes Elementary, Denison Middle, and Lake Region High School. The home is also minutes from Winter Haven's Chain of Lakes, with boating and fishing opportunities, as well as LEGOLAND Florida Resort and Peppa Pig Theme Park Florida. Whether you're looking for a first home, room to grow, a seasonal residence, or an investment opportunity, this property offers modern features, low-maintenance living, and a convenient Winter Haven location.

1831 Carnostie Road, Winter Haven

1913 Quail Fields Circle, Winter Haven
$401,370
4 Beds ⋅ 3 Baths ⋅ Ashton Covey SubDv. ⋅ 33884 Zip Code
Under Construction. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration. Plus, you're just 5 miles from public lake access at Lake Daisy, ideal for a day of boating, paddle boarding, and enjoying the water. The Sandalwood single-family home sets the standard for main level luxury. A convenient family entry welcomes you inside to unmatched space and style. A full bath sits between 2 bedrooms, while a guest suite with full bath is found off the 3-car garage. Use the versatile flex space as a home office. The gourmet kitchen includes a large island overlooking dining space and the family room, ideal for gathering with family and friends. Your luxurious owner’s suite features a double vanity bath and massive walk-in closet, plus private access to the rear lanai. You’ll be stunned by The Sandalwood. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Photos and/or renderings are for illustrative purposes only and may depict upgraded landscaping, elevations, decorative features, or optional upgrades that may not be included in the home offered. Prices, financing, promotion, and offers subject to change without notice. Promotions cannot be combined with any other offer. Ask the On-site Sales and Marketing Representative for details on promotions, concessions, or any other details.

1913 Quail Fields Circle, Winter Haven

1075 8th Street Nw, 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

10 W Lake Hamilton Circle, 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

13 Bogey 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

6059 Navona Way, Winter Haven
$309,990
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.*

6059 Navona Way, Winter Haven

815 Lake Jessie Drive, Winter Haven
$595,000
4 Beds ⋅ 4 Baths ⋅ East View Pkwy SubDv. ⋅ 33881 Zip Code
Virtually Staged. $20,000 SELLER CREDIT! Take advantage of this amazing opportunity! The sellers are offering a $20,000 CREDIT that buyers can use toward closing costs, to buy down their mortgage interest rate, or a combination of both! Mediterranean-Style Estate with Private Casita, Pool, Covered 2-Car Garage, Spacious Workshop & NO HOA in Winter Haven. Welcome to a truly unique Mediterranean-style estate offering over 4,100 square feet of living space, exceptional versatility, and the freedom of no HOA. This spacious property features a main residence plus a private casita, creating an ideal setup for multi-generational living, extended family, guests, a private home office, or flexible additional living space. Inside, you'll find generous living areas, beautiful architectural details, and plenty of room for both everyday living and entertaining. Recent improvements include a NEW ROOF and NEW AC, offering added peace of mind for the next owner. Enjoy your own private outdoor oasis featuring a beautiful saltwater pool with a new heating and cooling system, complemented by a poolside cabana, perfect for relaxing and entertaining year-round. The property also features a covered 2-car garage and an ample workshop, providing excellent space for vehicles, hobbies, projects, tools, storage, or recreational equipment. Need even more room for your toys? With no HOA and ample parking for boats, RVs, and recreational vehicles, this property offers the space, flexibility, and freedom that can be difficult to find. Conveniently located near Winter Haven's famous Chain of Lakes, you'll be close to boating, fishing, recreation, shopping, dining, and everything the area has to offer. Whether you're searching for a family estate, multi-generational home, private guest accommodations, a home with income potential, or simply a distinctive property with plenty of space and privacy, this home offers endless possibilities. Can't tour in person? Virtual tours are also available! Contact us today to schedule your private showing or virtual tour and experience everything this exceptional Winter Haven property has to offer.

815 Lake Jessie Drive, Winter Haven

5369 San Pietro Drive, Winter Haven
$319,999
4 Beds ⋅ 3 Baths ⋅ Villa Mar SubDv. ⋅ 33884 Zip Code
Under Construction. Azure BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Welcome to The Azure, where modern design meets practical living in a home that has it all. With 4 bedrooms, 2.5 bathrooms, and a 2-car garage, this home is crafted for comfort and style. The extraordinary elevation and professionally designed landscaping create a captivating first impression. Step through the front door to discover luxurious vinyl plank flooring that extends throughout the open-concept layout. The kitchen shines with quartz countertops and all-new stainless-steel appliances, overlooking the dining area and patio. A convenient half bath is located downstairs for guests with a spacious laundry room upstairs. Upstairs, you’ll find all four bedrooms, including the expansive owner's suite with a walk-in shower, double vanities, and a spacious walk-in closet. A flexible recreation space upstairs provides an ideal spot for family gatherings. With a smart thermostat ensuring energy efficiency and comfort, the Azure seamlessly blends functionality and modern luxury. Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails.  Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

5369 San Pietro Drive, Winter Haven

900 Lake Martha Drive Ne, Winter Haven
$420,000
4 Beds ⋅ 4 Baths ⋅ Hutchinson Add SubDv. ⋅ 33881 Zip Code
Welcome to 900 Lake Martha Drive NE, a truly unique lakefront property offering exceptional space, flexibility, and endless possibilities! The property extends across the street to Lake Martha, providing direct lake frontage and wonderful opportunities to enjoy the waterfront. Information provided by the City, the lakefront portion may be divided from the main homesite, creating even more possibilities for the property. The main portion of the home features three bedrooms and two bathrooms, spacious living and dining areas, and a large bonus room currently used as a pool and game room. This flexible space could also serve as a family room, home office, gym, or additional entertainment area. Located on the opposite side of the home, the private in-law suite offers separation from the main living area, its own entrance, and a full bathroom. Above the two-car garage is an expansive room with a full bathroom and space for a kitchenette. This versatile area could become a movie room, game room, additional primary suite, guest quarters, or a second in-law suite. The garage also includes an additional shower—perfect for rinsing off after boating, fishing, yardwork, or a day by the lake. Enjoy Florida living from the screened front and rear porches. The fenced side yard is already improved with crushed gravel, providing convenient parking for a boat, RV, trailer, or other recreational vehicles. With direct lake frontage, multiple living areas, flexible bonus spaces, and the potential to separate the waterfront portion, this property offers outstanding possibilities for multigenerational living, extended-family accommodations, guest quarters, or potential short- or long-term rental use. Bring your ideas and discover everything this one-of-a-kind Lake Martha property has to offer!

900 Lake Martha Drive Ne, Winter Haven

817 Reflections Loop E, Winter Haven
$340,000
4 Beds ⋅ 2 Baths ⋅ Reflections East Add SubDv. ⋅ 33884 Zip Code
** $10K PRICE REDUCTION as of 10/23/2026!!** More space, more flexibility, and more included! Located near LEGOLAND Florida Resort, this spacious Winter Haven home offers 2,257 square feet of total living area, including a permitted 320-square-foot addition completed in 2021. The interior features a bright main living area with vaulted ceilings, a separate dining space, generously sized bedrooms, an interior laundry room, and a well-equipped kitchen with ample cabinetry and counter space. The refrigerator, range, microwave, dishwasher, washer, and dryer are all included. Step outside to a fenced backyard designed for enjoying the Florida lifestyle. A brand-new permitted covered patio, completed in March 2026, provides an inviting shaded space for relaxing, grilling, or entertaining. The backyard also features mature shade trees and a paver gathering area with a built-in firepit and seating. Additional highlights include a complete HVAC system installed in 2023, a main house roof installed in 2017, a new patio roof installed in 2026, a two-car garage, an included security system, and eight included 360-degree security cameras. Conveniently positioned in Central Florida between Orlando and Tampa, the home provides access to major attractions, shopping, dining, recreation, and everything the Winter Haven area has to provide. With substantial living space, valuable permitted improvements, included appliances, and an outdoor area ready to enjoy, this home delivers features that are increasingly difficult to find at this price point. Schedule your private showing and see how much this property has to give.

817 Reflections Loop E, Winter Haven

5707 E Lake Fox Drive, Winter Haven
$259,000
4 Beds ⋅ 3 Baths ⋅ Foxhaven SubDv. ⋅ 33884 Zip Code
Virtually Staged. UPDATED 4-BEDROOM, 3-BATH HOME WITH FLEXIBLE IN-LAW SUITE IN WINTER HAVEN! Welcome home to this nicely updated and versatile 4-bedroom, 3-bathroom property in the heart of Winter Haven! With major components already updated—including the septic drain field (2026), plumbing, AC and duct work (2025) and roof (2023) and updated current FHA tie down compliant!—this home offers a great combination of comfort, flexibility, and functionality. Step inside to a spacious living room and dining room combination, with fresh paint and new flooring throughout. The split-bedroom floor plan provides privacy and features generously sized bedrooms with walk-in closets. The primary suite offers plenty of space and a large ensuite bathroom. One of the home's standout features is the one-bedroom, one-bath in-law/guest suite, complete with a separate entrance and conveniently separated from the main living area by a hallway. This flexible space can accommodate a variety of needs, whether used for extended family, guests, a home office, workshop, craft room, or other personal space. The layout also offers the potential to add a small kitchenette for even greater functionality. Additional updates include updated bathrooms and a convenient indoor laundry area tucked behind the kitchen. Step outside to the spacious backyard, offering plenty of room for entertaining, relaxing, gardening, or enjoying the Florida sunshine. For outdoor enthusiasts, a community boat ramp to Lake Fox is just around the corner. Not in a flood zone and not in an HOA!The home is also conveniently located near schools, shopping, healthcare, and LEGOLAND Florida. With its flexible floor plan, major updates, spacious yard, and desirable location, this home offers plenty of possibilities for a homeowner or investor. Schedule your private showing today and come see all this property has to offer!

5707 E Lake Fox Drive, Winter Haven

5809 Windridge Drive, Winter Haven
$349,000
4 Beds ⋅ 3 Baths ⋅ Windridge SubDv. ⋅ 33881 Zip Code
Space, a Screened Pool and a location that keeps you connected! This 4-bedroom, 2.5-bath pool home on the north side of Winter Haven offers 2,836 sqft, a first-floor office/den, an upstairs bonus room and a 2-car garage. The HOA is only $350 a year, there's NO CDD, and it's in Flood Zone X. Out back, the screen enclosure covers both the 24x14 in-ground pool and the 38x11 covered lanai with ceiling fans, giving you a shaded spot to dine, relax or entertain any time of year. Past the pool, the backyard has room for pets, gardening or play. Inside, high ceilings and ceiling fans keep things bright and open. The kitchen opens to the family room and has granite counters, a cooking island, dual sinks and two pantries, with a separate dining room nearby. The 13x13 den works well as a home office, playroom or guest space. Upstairs, the bonus room sits at the center of the bedroom hallways and makes a great media room, hangout or second office. The 19x16 primary suite has two walk-in closets and an en suite bath with granite counters, a vanity area, a garden tub, a separate shower, a private toilet room and a linen closet. Three more bedrooms, including a roomy 16x13, share a second full bath with dual sinks. Roof was replaced in 2022 and the downstairs HVAC was replaced in 2026. The washer, dryer, refrigerator, range, dishwasher and microwave all stay, and there's an inside laundry room. Furnishings are negotiable. Quick access to SR 27 puts Haines City, Davenport and I-4 within easy reach for commuting toward Orlando or Tampa.

5809 Windridge Drive, Winter Haven

3785 Giorgio Drive, Winter Haven
$293,000
4 Beds ⋅ 2 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code
Welcome to this like-new, four-bedroom home in the desirable Villamar community! Built in 2024 and offering nearly 2,000 square feet of beautifully designed living space, this inviting home combines modern comfort, thoughtful design, and effortless Florida living. Step inside to discover a light-filled, open-concept floor plan where the kitchen, dining area, and great room flow seamlessly together—perfect for both relaxed everyday living and memorable gatherings. The heart of the home is the spacious kitchen, featuring stone countertops, a large center island with breakfast bar, stainless steel appliances, and a generous walk-in pantry. The desirable split-bedroom layout provides added privacy, while the spacious primary suite offers a walk-in closet and a private bath with dual sinks. Ceramic tile enhances the main living areas, with soft carpeting adding comfort to the bedrooms. Sliding glass doors open to the patio and backyard, creating a wonderful space to enjoy morning coffee, outdoor dining, or Florida’s year-round sunshine. Additional highlights include energy-efficient appliances, windows, insulation, HVAC, lighting, low-flow fixtures, an irrigation system, and an attached two-car garage. Villamar residents enjoy access to a community pool, playground, park, sidewalks, and recreational facilities. With four bedrooms, nearly 2,000 square feet, and the peace of mind that comes with a home that is only two years young, this is a truly special opportunity to settle into a beautiful home and begin making memories of your own.

3785 Giorgio Drive, Winter Haven

4856 Summerfield Circle, Winter Haven
$290,000
4 Beds ⋅ 2 Baths ⋅ Country Club Estates SubDv. ⋅ 33881 Zip Code
Virtually Staged. Welcome to this inviting 4-bedroom, 2-bath home in Country Club Estates, offering a comfortable open layout, beautiful pond views, and a convenient Winter Haven location. With a brand-new roof, this home is ready for its next owner to move in and make it their own. Step inside to a bright, open living and dining area with high ceilings and plenty of natural light. The kitchen overlooks the main living space and features granite countertops, abundant cabinetry, a breakfast bar, and a functional layout that makes everyday living and entertaining easy. The spacious primary suite offers a private retreat with a large walk-in closet and an ensuite bath featuring a granite-topped vanity and tiled walk-in shower. Three additional bedrooms provide plenty of flexibility for family, guests, a home office, or hobby space. One of the home's best features is out back. The screened lanai overlooks the backyard and pond, creating a relaxing place to enjoy your morning coffee, unwind in the evening, or simply take in the peaceful water views. Step outside and enjoy the open backyard with **direct pond frontage and the opportunity to fish right from your own backyard. The location adds even more appeal. A brand-new Publix shopping complex is conveniently located just before the entrance to Country Club Estates, putting groceries and everyday necessities just minutes from home. You're also close to Downtown Winter Haven's restaurants, shopping, entertainment, and the area's Chain of Lakes, while LEGOLAND Florida Resort is just a short drive away. For those looking to enjoy everything Central Florida has to offer, Winter Haven provides convenient access toward Orlando and its world-famous theme parks, while also keeping Tampa, Clearwater Beach, St. Petersburg, and Florida's Gulf Coast within reach for day trips and weekend getaways. With four bedrooms, a brand-new roof, screened lanai, pond frontage, fishing opportunities, a two-car garage, and a highly convenient location, this Country Club Estates home brings together the features buyers are looking for in the Florida lifestyle.

4856 Summerfield Circle, Winter Haven

456 Adriel Avenue, Winter Haven
$349,900
4 Beds ⋅ 2 Baths ⋅ Ridge Acres Ph 02 SubDv. ⋅ 33880 Zip Code
Welcome to 456 Adriel Ave, where newer construction meets the space to actually spread out. Built in 2022, this thoughtfully designed 4-bedroom, 2-bath home offers approximately 1,874 square feet of living space on an impressive approximately half-acre homesite—a combination that can be hard to find among newer homes in Central Florida.Step inside to a bright, inviting floor plan designed for everyday living and easy entertaining. The kitchen serves as the heart of the home with dark cabinetry, light marble countertops, stainless steel appliances, generous prep space and a large peninsula that naturally connects the kitchen with the main living area. Just beyond, the living room adds personality with a distinctive tiled feature wall and fireplace, creating a comfortable gathering space with a modern touch.With four true bedrooms, the layout provides the flexibility today's buyers are looking for—whether that means additional bedrooms, a guest space, home office, hobby room or simply room to grow. The home's newer construction provides the clean, contemporary feel buyers want without the wait of building from scratch.But the story continues outside.The expansive fenced backyard offers the kind of room that changes how you live at home. There is space for pets, play, gardening, entertaining and creating your own outdoor retreat, along with an existing pergola/garden area that adds character to the setting. Whether you're enjoying a quiet Florida evening, hosting friends for a backyard cookout or simply appreciating the extra privacy and breathing room, this is outdoor space designed to be used—not just looked at.And then there is the location. Living in Winter Haven means enjoying a community known for its lakes and outdoor lifestyle, including the famed Chain of Lakes, along with boating, fishing and waterfront recreation. Downtown Winter Haven brings local restaurants, shops and community events together, while nearby shopping, dining and entertainment make everyday errands convenient. LEGOLAND Florida Resort and the area's many parks and recreational opportunities add even more to the Central Florida lifestyle.456 Adriel Ave isn't simply another newer home—it offers four bedrooms, modern living and the kind of homesite that gives you room to make the property your own. For added piece of mind, the fire station is only 5 minutes away. Newer home. Huge yard. Room to live.

456 Adriel Avenue, Winter Haven

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