Winter Haven FL Single Family Real Estate, Homes for Sale

3 Beds ⋅ 2 Baths ⋅ Cypresswood SubDv. ⋅ 33884 Zip Code

Premier Location overlooking the pond and the golf course. This traditional 3 bedroom 2 bath estate home offers split bedrooms, formal living and dining areas, large family room, master suite with dual vanities and dual closets, oversized garage with a shower and a screen enclosed pool. From the pool deck, enjoy watching the varied species of birds that pass by or land for a stroll/swim in the back yard or pond. Cranes, Herons, Ibis, Ducks, etc. Recent updates include a roof, windows, water treatment system, AC including ducts and insulation, kitchen sink, disposal, bathroom faucets and toilet, rebuilt pool pump and filter system, driveaway resurfacing and garage floor embellishment as well as solar panels.

41 Greenfield Court, Winter Haven

$231,700

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

Well-maintained 4-bedroom, 2-bath home located in the desirable Winter Haven area. This inviting residence features a bright and open floor plan with abundant natural light throughout, creating a warm and comfortable atmosphere. The spacious living and dining areas flow seamlessly, making it ideal for everyday living and entertaining. The kitchen features ample cabinet space and functionality, while the generously sized bedrooms provide comfort and flexibility. The primary suite includes a private bath and generous closet space. Enjoy a private backyard with plenty of space for relaxing, gatherings, or outdoor activities. Conveniently located near shopping, dining, parks, schools, and major roadways, providing easy access to all that Winter Haven and Central Florida have to enjoy.

2390 29th Street Nw, Winter Haven

$325,000

3 Beds ⋅ 2 Baths ⋅ Lake Thomas Woods 6th Add SubDv. ⋅ 33880 Zip Code

Under contract-accepting backup offers. Welcome to this beautifully remodeled 3-bedroom, 2-bathroom residence situated on a generous lot of nearly one-third of an acre. Offering an abundance of flexible living space, the interior features fresh neutral paint, brand-new porcelain tile flooring, and fully upgraded finishes throughout. The updated kitchen is equipped with granite countertops, stainless steel appliances, and brand-new cabinetry. A welcoming, oversized sunken living room offers an ideal space for relaxation, featuring French doors that open to a spacious enclosed Florida room overlooking the fenced backyard. The primary suite provides a private retreat, complete with an en-suite bathroom, a walk-in closet, and direct access to the Florida room. Additional functional spaces include a dedicated private office and a fully air-conditioned bonus room with a closet, professionally constructed inside the garage space. Outside, the large yard offers ample space for a pool, while the extra-wide driveway and double-gate side access accommodate boat or RV parking. Major mechanical updates include a roof replaced approximately 6 years ago and a new water heater installed in 2024. Located with quick access to major roadways and featuring no HOA fees, this solid, well-maintained home offers exceptional functionality and everyday convenience.

1209 Lake Loop, Winter Haven

$365,000

5 Beds ⋅ 3 Baths ⋅ Pinnacle Point SubDv. ⋅ 33880 Zip Code

Virtually Staged. Beautifully designed and newly constructed, this stunning home offers over 2,500 square feet of contemporary Florida living in the peaceful Pinnacle Point community of Winter Haven. Featuring 5 bedrooms and 3 full bathrooms, the thoughtfully designed floor plan combines modern style with everyday comfort and functionality. Upon entering, you'll find a private first-floor guest suite with an adjacent full bathroom—perfect for visitors, extended family, or a home office. The spacious open-concept living and dining areas showcase durable luxury vinyl plank flooring and flow seamlessly into the chef-inspired kitchen, complete with quartz countertops, stainless steel appliances, abundant cabinetry, and a large walk-in pantry. Upstairs, the expansive primary suite serves as a relaxing retreat, offering dual vanities, a walk-in shower, and an oversized walk-in closet. Three additional bedrooms, a full bathroom, and a conveniently located laundry room complete the second floor, providing plenty of space for family and guests. Nestled in a quiet, well-maintained neighborhood, this home offers the perfect balance of privacy and convenience. Enjoy easy access to shopping, dining, schools, parks, and major highways, making commuting and everyday living effortless.

1404 Axel Circle, Winter Haven

$299,990

5 Beds ⋅ 3 Baths ⋅ Villa Mar 40'S SubDv. ⋅ 33884 Zip Code

Under Construction. This two-story Georgia will definitely be on your mind… This beauty highlights a modern open layout, seamlessly integrating a first-floor kitchen with a central island, a dining room and a welcoming family room with patio access. On the same level is a private owner's suite with an attached bathroom. Situated upstairs is a versatile loft for additional shared living space and four secondary bedrooms to provide restful retreats to family members and guests alike. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.

6225 Botticella Boulevard, Winter Haven

$210,000

4 Beds ⋅ 2 Baths ⋅ Revised Map Of Fernwood Add SubDv. ⋅ 33881 Zip Code

Welcome to 444 Avenue B, Winter Haven, FL, where charm, convenience, and the Florida lifestyle come together in a location that puts everything within easy reach. Whether you're searching for your first home, a seasonal retreat, or an investment opportunity, this property offers the perfect blend of comfort and accessibility. Ideally situated in the heart of Winter Haven, this home provides quick access to shopping, dining, schools, healthcare, and major roadways, making daily living both convenient and enjoyable. Residents appreciate the neighborhood's established character while remaining just minutes from many of Central Florida's most popular destinations. Known as the "Chain of Lakes City," Winter Haven is home to more than 50 interconnected lakes, offering endless opportunities for boating, fishing, kayaking, paddleboarding, and waterfront recreation. Spend your weekends exploring scenic parks, enjoying lakefront sunsets, or taking advantage of the city's beautiful walking and biking trails. Just a short drive away, historic downtown Winter Haven features locally owned restaurants, boutiques, coffee shops, breweries, and a vibrant calendar of community events throughout the year. The home is also conveniently located near LEGOLAND® Florida Resort, making it a great location for families and visitors alike. Golf enthusiasts will appreciate the area's championship golf courses, while nature lovers can enjoy nearby parks, gardens, and outdoor recreation. Everyday conveniences are close at hand with shopping destinations such as Posner Park, Eagle Ridge Mall, Publix, Walmart, and a variety of national retailers and local businesses just minutes away. Commuters will enjoy easy access to US Highway 17, US Highway 27, and the Polk Parkway, providing convenient travel to Lakeland, Orlando, Tampa, and many of Central Florida's world-famous attractions. Whether you're looking to settle down, expand your investment portfolio, or simply enjoy all that Central Florida has to experience, 444 Avenue B presents an outstanding opportunity to experience the best of Winter Haven living with comfort, convenience, and recreation all close to home.

444 Avenue B Ne, Winter Haven

$284,900

3 Beds ⋅ 2 Baths ⋅ Harmony On Lake Eloise Phase 2 SubDv. ⋅ 33884 Zip Code

Under Construction. The Astor is one of our one-story floorplans featured in Harmony at Lake Eloise in Winter Haven, Florida. With 3 exteriors to choose from, the Astor is sure to turn heads. Inside this 3 bedroom, 2 bathroom home, you’ll find 1,565 square feet of comfortable living. This home offers a two-car garage and covered porch in the rear of the home. As you enter, you're greeted with a spacious living area, coat and linen storage closets and dedicated laundry room. The kitchen located in the center of the home features quartz countertops, an island, stainless steel appliances and a pantry. You’ll never be too far from the action with the living and dining area to the immediate left and right. The primary bedroom has an attached bathroom that features a walk-in closet, double sink vanity and all the space you need to get ready in the morning. Every bedroom features carpeted floors and a closet. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. Like all homes in Harmony at Lake Eloise, the Astor 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.*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.*

1628 Hummingbird Road, Winter Haven

$314,900

4 Beds ⋅ 2 Baths ⋅ Peach Crossings SubDv. ⋅ 33884 Zip Code

Take advantage of an incredible builder promotion featuring low down payment options and builder paid closing costs, rate promotions, with a low 4.25% available making homeownership more accessible than ever. Inside you'll find premium upgrades throughout, from high end finishes and designer details to an open concept layout built for both everyday living and entertaining. Why wait to build when you can move right in? This quick move in home gives you the best of both worlds brand new construction without the wait plus incentive that make it an opportunity you don't want to miss. Welcome to the Summit model in Peach Crossings a beautifully designed, brand-new home offering four bedrooms, two bathrooms, and a bright open-concept layout. High ceilings create an airy feel throughout, while the spacious living area flows seamlessly into a stylish kitchen featuring ample counter space and brand new Whirlpool appliances, including a refrigerator, stove, dishwasher, and microwave. A large hall closet adds valuable storage for everyday convenience. The owner’s suite provides a relaxing retreat with a generously sized bedroom and a private en-suite bathroom complete with dual sinks and a sleek step-in shower. The family room is perfect for entertaining or unwinding, with plenty of space for a sectional and media setup ideal for movie nights or casual gatherings. Step outside to your private lanai, perfect for enjoying Florida evenings, while the professionally landscaped front yard adds great curb appeal. Located in Polk County, Peach Crossings offers a peaceful setting with convenient access to shopping, dining, and local attractions. Residents also enjoy community amenities like a playground and picnic area, along with access to highly rated Polk County schools. With all upgrades included, this home is truly move-in ready. Schedule your private tour today!

1802 White Elephant Loop, Winter Haven

$283,990

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

Under Construction. The Allex II is one of our one-story floorplans featured in Villamar in Winter Haven, Florida. With 2 exteriors to choose from, the Allex is sure to turn heads. Inside this 3-bedroom, 2-bathroom home, you’ll find 1,504 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a space perfect for everyday living and entertaining. Relax on the covered lanai looking out to your backyard. The kitchen features quartz countertops, stainless-steel appliances and a walk-in pantry which are sure to both turn heads and make meal prep easy. You’ll never be too far from the action with the living and dining area right there. In every bedroom you’ll have carpeted floors and a closet in each room. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. The primary bedroom located in the rear of the home has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Sharing a sink isn’t a worry with the double vanity. Like all homes in Villamar, the Allex II 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. Contact us today and find your home at Villamar. *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.*

5576 Taverna Loop, Winter Haven

$426,585

5 Beds ⋅ 3 Baths ⋅ Harmony On Lake Eloise SubDv. ⋅ 33884 Zip Code

Under Construction. Find all the space you need in our popular one-story Covington floorplan in Harmony at Lake Eloise, one of our communities in Winter Haven, Florida. This unique 5 bedroom, 3 bathroom and 3 car garage floorplan is available in 3 different modern exteriors. As you enter the foyer you are greeted with bedrooms 2 and 3 that are separated by a full bathroom complete with quartz countertops. As you continue through the home to your left is the laundry room and to the right are bedrooms 4 and 5, and another full bathroom. Continuing through the home you are welcomed into the spacious living room that is open to the kitchen and dining area. The kitchen is complete with quartz countertops, sleek stainless-steel appliances, and a walk-in pantry sure to fit your household needs. Bedroom one, located off the living space, has an en suite bathroom with a double vanity sink and spacious walk-in closet providing ample space for storage. Like all homes in Harmony at Lake Eloise, the Covington includes a Home is Connected smart home technology package that allows you to control your home with your smart device while near or away. Contact us today to find your home at Harmony at Lake Eloise. *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.*

1753 Hummingbird Road, Winter Haven

$289,900

3 Beds ⋅ 2 Baths ⋅ Harmony On Lake Eloise SubDv. ⋅ 33884 Zip Code

Under Construction. The Allex is one of our one-story floorplans featured in our Harmony at Lake Eloise in Winter Haven, Florida. With 2 exteriors to choose from, the Allex is sure to turn heads. Inside this 3-bedroom, 2-bathroom home, you’ll find 1,504 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a space perfect for everyday living and entertaining. Relax on the covered lanai looking out to your backyard. The kitchen features granite countertops, stainless-steel appliances and a walk-in pantry which are sure to both turn heads and make meal prep easy. You’ll never be too far from the action with the living and dining area right there. In every bedroom you’ll have carpeted floors and a closet in each room. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. The primary bedroom located in the rear of the home has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Sharing a sink isn’t a worry with the double vanity. Like all homes in Harmony at Lake Eloise, the Allex 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. Contact us today and find your home at Harmony at Lake Eloise. *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.*

3334 White Indigo Road, Winter Haven

$185,000

3 Beds ⋅ 2 Baths ⋅ Bookers Sub SubDv. ⋅ 33881 Zip Code

HANDY-MAN SPECIAL LOCATED WINTER HAVEN. PROPERTY IS A 3BEDROOM/2BATHROOM WITH 1,200 SQFT. PROPERTY WAS RENOVATED IN 2022. HOUSE NEEDS WORK.

307 Avenue X Ne, Winter Haven

$900,000

3 Beds ⋅ 4 Baths ⋅ Cypresswood Palma Ceia SubDv. ⋅ 33884 Zip Code

Virtually Staged. *Special financing incentives may be available through the seller's preferred lender* Brand New 2026 Custom Farmhouse Blends Modern Luxury with Exceptional Craftsmanship. Welcome to 4050 Palma Ceia Circle, a stunning new construction one story farmhouse estate located within the gated Cypresswood Golf & Country Club in Winter Haven, Florida. Perfectly positioned on an almost half acre double front golf course lot, this exceptional residence offers the ideal combination of luxury, quality craftsmanship, and modern convenience. Thoughtfully designed for comfortable living and effortless entertaining, this home features 3 bedrooms, 3.5 bathrooms, a dedicated home office, elegant tray ceilings, luxury tile flooring throughout, and an open concept floor plan filled with natural light. The chef's kitchen is the heart of the home, showcasing a large center island, solid wood cabinetry, a generous walk in pantry, a dual fuel stove, and premium finishes that flow seamlessly into the living and dining areas. The primary bedroom offers a peaceful retreat with a large walk in closet and a spa inspired bath featuring a soaking tub and a beautifully tiled walk in shower. Step outside to the paver patio, complete with a fully equipped outdoor kitchen and outdoor shower, creating the perfect setting for relaxing or entertaining year round. Built with exceptional quality and energy efficiency in mind, the home features Huber ZIP System sheathing, James Hardie pre finished siding, Therma Tru exterior doors, an Atlas roofing system, Andersen double pane windows, and two tankless water heaters. The attached three bay garage includes attic storage above and is pre wired for a Level 2 EV charger and generator, offering future ready convenience and peace of mind. Residents enjoy resort style amenities including the 18 hole Ron Garl Championship Golf Course, junior Olympic swimming pool, tennis courts, pickleball courts, fitness center, clubhouse, restaurant, and bar. Conveniently located near Highway 27, I 4, and the Polk Parkway, this exceptional home provides easy access to Orlando, Tampa, Lakeland, and Central Florida attractions. Experience luxury golf course living at its finest. Schedule your private showing today.

4050 Palma Ceia Circle, Winter Haven

$345,000

3 Beds ⋅ 2 Baths ⋅ Morningside SubDv. ⋅ 33884 Zip Code

Every Detail Has Been Thoughtfully Designed. Every Upgrade Has Been Thoughtfully Completed. Welcome to a home where quality craftsmanship, modern style, and everyday comfort come together effortlessly. Nestled on a beautifully landscaped nearly half-acre homesite overlooking peaceful Garden Lake, this impeccably maintained 3-bedroom, 2-bath residence offers the perfect balance of privacy, sophistication, and smart-home convenience. A natural privacy hedge of mature hibiscus surrounds the backyard, creating a tranquil setting that is increasingly difficult to find. From the screened front entry to the spacious screened lanai, every space has been designed to embrace Florida living while showcasing the exceptional care invested throughout the home. Inside, the open-concept floor plan is warm, inviting, and filled with natural light. Smart-home technology allows you to control the lighting, electric fireplace, and garage door opener with ease, while tasteful finishes and thoughtful updates create a contemporary feel that is as functional as it is beautiful. The completely updated kitchen serves as the heart of the home, featuring granite countertops, a farmhouse sink, elegant 42-inch upper cabinetry, redesigned lower cabinetry, recessed lighting, stainless steel appliances, and a generous workspace. The open layout is ideal for entertaining while maintaining a warm, inviting atmosphere for everyday living. The attention to detail continues throughout with beautiful flooring, updated lighting, refreshed bathrooms with granite countertops and modern fixtures, energy-efficient Low-E replacement windows, and countless improvements that reflect exceptional ownership. Outdoor living is equally impressive. Relax year round on the newly screened lanai with its attractive epoxy floor and premium UV-protective screening provides the perfect place to relax while enjoying peaceful views of Garden Lake. This private outdoor retreat is sure to become a favorite gathering place. Significant improvements—including a Bryant HVAC system, water heater, energy-efficient Low-E windows, updated exterior paint, smart garage door opener, and numerous additional upgrades—offer the peace of mind every buyer is looking for. Completing the home is a long-lasting clay tile roof that adds timeless character and enhances the home’s exceptional curb appeal. Located within the highly sought-after gated community of Winterset, residents enjoy exceptional amenities including a heated pool and spa, clubhouse, tennis courts, beautifully maintained grounds, private boat ramp and dock on Lake Winterset, and access to the renowned Winter Haven Chain of Lakes—all with a low HOA. Thoughtfully updated. Beautifully maintained. Perfectly positioned. A home that feels brand new—without the wait.

120 Morning Glory Circle, Winter Haven

$169,000

3 Beds ⋅ 2 Baths ⋅ Lake Idyll Estates SubDv. ⋅ 33881 Zip Code

One or more photo(s) has been virtually staged. Welcome to this charming 3-bedroom, 1.5-bathroom home featuring upgraded finishes and a comfortable layout designed for everyday living. The spacious kitchen is equipped with plenty of cabinet and counter space including a refrigerator, microwave and oven, offering both style and functionality for preparing meals and entertaining guests. The home's thoughtful floor plan provides inviting living spaces and a dedicated laundry area for added convenience. A covered carport helps protect your vehicle from the elements while providing easy access to the home. Conveniently located in a quiet neighborhood near shopping, dining, and major roadways, this property offers the perfect combination of comfort, practicality, and accessibility. Whether you're looking for your first home or your next chapter, this Winter Haven residence is a wonderful opportunity. Tour today and don't miss out. Multiple offers - Please submit your highest and best by July 10 at 9AM.

2209 9th Court Ne, Winter Haven

$275,000

3 Beds ⋅ 2 Baths ⋅ Coventry Cove SubDv. ⋅ 33880 Zip Code

Virtually Staged. This home offers the perfect blend of comfort, convenience, and modern living in one of Winter Haven's growing communities. Built in 2019 with solid construction, the thoughtfully designed open floor plan creates a natural flow between the living, dining, and kitchen spaces, making everyday living and entertaining feel effortless. Step inside and imagine mornings filled with natural light, evenings spent gathering with friends, and the ease of a home designed for today's lifestyle. A dedicated laundry area helps keep daily routines organized, while the attached two car garage provides plenty of space for parking, storage, or weekend projects. An affordable Homeowners Association adds to the home's overall value. Located between Tampa and Orlando, this property offers convenient access to major employment centers, entertainment, and travel while allowing you to enjoy the relaxed atmosphere that makes Winter Haven so appealing. Spend weekends exploring the renowned Chain of Lakes, visiting nearby LEGOLAND Florida Resort, or discovering local parks, dining, and outdoor recreation. Everyday conveniences are just minutes away, including Publix, Walmart, medical facilities, Polk State College, shopping, restaurants, and a variety of essential services. With easy access to major roadways, commuting and exploring Central Florida is simple. Whether you are searching for a home that combines modern comfort with everyday convenience, this property is ready to welcome you.

931 Summer Glen Drive, Winter Haven

$302,990

5 Beds ⋅ 3 Baths ⋅ Villa Mar 40'S SubDv. ⋅ 33884 Zip Code

Under Construction. This two-story Georgia will definitely be on your mind… This beauty highlights a modern open layout, seamlessly integrating a first-floor kitchen with a central island, a dining room and a welcoming family room with patio access. On the same level is a private owner's suite with an attached bathroom. Situated upstairs is a versatile loft for additional shared living space and four secondary bedrooms to provide restful retreats to family members and guests alike. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.

6249 Botticella Boulevard, Winter Haven

$336,000

3 Beds ⋅ 2 Baths ⋅ Cypresswood Patio Home SubDv. ⋅ 33884 Zip Code

Welcome home to luxury, comfort, and breathtaking golf course living in the prestigious, 24/7 guard-gated Cypresswood Golf & Country Club. Perfectly positioned on the 17th hole, this stunning 3-bedroom, 2-bathroom home offers 2,253 square feet of beautifully updated living space and exceptional curb appeal, highlighted by an extended pavered driveway and lush landscaping. Step inside and feel the warmth and pride of ownership the moment you enter. Soaring ceilings, abundant natural light, and an inviting layout create an instant sense of arrival. The main living areas feature stylish luxury vinyl flooring, while the bedrooms offer plush carpeting for added comfort. This home has been thoughtfully upgraded with peace of mind in mind; including: new roof (2021), top-of-the-line Generac whole-house generator (2021), commercial-grade irrigation system (2024), new hot water heater (2024), new refrigerator (2025), and new dishwasher (2025). Additional updates include exterior painting (2021), interior painting (2023), plantation shutters throughout (2021), and elegant front driveway pavers (2021). The backyard is a private oasis with upgraded landscaping and pavers, Black Diamond crêpe myrtles, and natural hedges that bloom with white flowers in the spring—creating a serene backdrop with direct golf course frontage. Cypresswood residents enjoy resort-style amenities, including an 18-hole championship golf course, junior Olympic-size pool, tennis courts, wellness center, clubhouse dining, and a vibrant social calendar with clubs, classes, and events that foster a true sense of community. This is more than a home—it’s a lifestyle. Schedule your private showing today and experience the best of Cypresswood living.

728 Canberra Road, Winter Haven

$280,000

3 Beds ⋅ 2 Baths ⋅ Lakeside Landings Ph 01 SubDv. ⋅ 33881 Zip Code

Virtually Staged. Welcome to this beautiful 3-bedroom, 2-bath home tucked inside THE PRESERVE, a quiet and intimate 55+ gated enclave within the highly desirable Lakeside Landings community. This thoughtfully designed residence showcases an inviting open-concept layout that seamlessly blends the Kitchen, Dining, and Great Room, creating the perfect space for everyday comfort and effortless entertaining. The chef-inspired kitchen features a generous center island, granite countertops, and a corner walk-in pantry, delivering both style and functionality. Ceramic tile flooring flows through the main living areas, while cozy carpeted bedrooms offer warmth and comfort. Sliding glass doors open to a large covered and screened lanai, complete with a ceiling fan— ideal for morning coffee, evening relaxation, or hosting friends in true Florida fashion. The split-bedroom design provides exceptional privacy. The Primary Suite offers a spacious walk-in closet, ceiling fan, and a spa-style en-suite bath featuring dual sinks, and a large walk-in shower.. Two additional bedrooms share a well-appointed full bath, perfect for guests. Residents enjoy access to Lakeside Landings’ resort-style amenities, including a sparkling community pool, recreation center, playground, and a scenic nature trail for peaceful strolls. Conveniently located near I-4, top-tier shopping, dining, golf, medical facilities, and Central Florida’s premier attractions, this home delivers unmatched comfort and convenience. Homes offering this level of style, serenity, and lifestyle amenities don’t last long. Make your move before this one slips away.

5811 Marsh Landing Drive, Winter Haven

$750,000

3 Beds ⋅ 3 Baths ⋅ Peace River Dev SubDv. ⋅ 33880 Zip Code

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

611 Morgan Road, Winter Haven

$234,900

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

Welcome to this 3-bedroom, 2-bathroom home located in the neighborhood of Jan Phyl Village! This residence features a classic and functional traditional floor plan that provides distinct, comfortable living spaces. The updated kitchen boasts beautiful granite countertops and modern stainless-steel appliances, creating a practical and stylish space for meal preparation. Step outside to a private, fully fenced-in backyard, providing a secure space for outdoor entertaining, gardening, or relaxation. Ideally located, you are just minutes away from local lakes, parks, shopping, and vibrant downtown Winter Haven, offering quick access to everyday essentials and recreation. Schedule your private showing today!

308 Vaniman Avenue, Winter Haven

$300,000

3 Beds ⋅ 2 Baths ⋅ Idylwild Heights SubDv. ⋅ 33881 Zip Code

Under contract-accepting backup offers. Looking for a classic home with new features? Located in cozy Idylwild Heights, this home has been updated and should check all the boxes for your primary residence. You want a new roof (2026) - Got it! You want new double hung, double pane, vinyl frame windows (2026) - Got it! You want new Exterior Paint (2026) - Got it! You want a new A/C System (2025) - Got it! You want new vinyl waterproof flooring (2026) - Got it! You want new bathrooms (Tile Vanities, Counter tops, Tub, Valves, Shower, Fixtures Toilets - 2026) - Got it! You want a new Kitchen (soft close cabinets/drawers, wood, deep sink, counter tops, spice rack - 2026) - Got it! You want new interior room and closet doors - Got it! You want new interior switches, wall plates, lighting, and outlets - Got it! This home saves you from years of replacement expenses, while keeping some original features to enhance the character of the home. Owner is a FL Licensed Realtor.

2760 Sunset Drive Nw, Winter Haven

$36,950

2 Beds ⋅ 1 Baths ⋅ Bookers Sub SubDv. ⋅ 33881 Zip Code

Prime opportunity in Winter Haven — this is primarily a land value play. The lot features an older 1950 wood-frame home in need of significant work, giving buyers two clear paths forward: fully renovate the existing structure or clear the lot and build new. A new single-family home on this site carries an estimated ARV of $260,000, making this an ideal project for investors, builders, or renovators looking to add value in a growing area. Sold as-is — bring your vision and your contractor.

314 Avenue Y Ne, Winter Haven

$275,000

3 Beds ⋅ 3 Baths ⋅ Morningside SubDv. ⋅ 33884 Zip Code

Move-in ready and thoughtfully maintained, this home checks every box a new A/C (2025), newer water heater (2021), and a newer tile roof so you can buy with confidence. Step outside to a private, lushly landscaped backyard garden, the perfect setting for morning coffee or evening unwinding, complemented by a bright, spacious Florida room overlooking tranquil lake views. Set in a highly desirable, 24-hour guard-gated community, this 3-bedroom, 2.5-bath home puts resort-style living at your doorstep. From a stunning clubhouse and lakeside pool and spa to tennis courts and a community boat ramp. Whether you crave quiet relaxation or an active, amenity-rich lifestyle, this community delivers it all.

110 Morning Glory Circle, Winter Haven

$270,000

3 Beds ⋅ 2 Baths ⋅ Kensington View SubDv. ⋅ 33880 Zip Code

Seller is offering a $5,000 Buyer credit. Discover modern living in this stunning newly built 3-bedroom, 2-bath home, where style meets comfort. Bright, spacious bedrooms provides the perfect retreat, while sleek, thoughtfully designed bathrooms add a touch of luxury. The open-concept layout flows effortlessly from the kitchen to the living and dining areas, ideal for entertaining or relaxing. A generous walk-in closet keeps everything organized in style. Step outside to your private, pet-friendly backyard, perfect for play, lounging, or weekend barbecues. With high-end finishes, abundant natural light, and a warm, welcoming vibe, this move-in-ready home is everything you’ve been looking for.

233 Kensington View Boulevard, Winter Haven

$310,000

4 Beds ⋅ 2 Baths ⋅ Lake Daisy Estates SubDv. ⋅ 33884 Zip Code

Virtually Staged. NEW ROOF in 2024! Beautiful 4-bedroom, 2-bath, two-story home offering just over 1,900 square feet of generous living space. Step inside to discover a freshly painted interior complemented by new flooring throughout. The spacious floor plan features a welcoming living room with a dining area, and a large family room off the kitchen—perfect for both everyday living and entertaining. The kitchen boasts ample counter space, lovely cabinetry, and plenty of storage space. The primary suite is conveniently located on the main floor and includes a private en-suite bathroom with a dual sink vanity, a relaxing garden tub, and a separate walk-in shower. Two additional bedrooms are also located downstairs, while the fourth bedroom can be found upstairs, great for guests. Relax with your morning coffee or host family and friends on the screened rear porch overlooking the fully fenced backyard, providing both privacy and space to enjoy the outdoors. Don't miss the opportunity to make this wonderful home yours—schedule your private showing today!

372 Lake Daisy Cir, Winter Haven

$525,000

4 Beds ⋅ 4 Baths ⋅ Hanna Sub SubDv. ⋅ 33880 Zip Code

Welcome to the Chain Life! Situated on a spacious 0.47-acre lot with no HOA, this beautifully updated lakefront property on Lake Howard offers a rare opportunity to enjoy life on the renowned Winter Haven Chain of Lakes. One of the home's most desirable features is the beautifully remodeled studio-style guest suite with its own private entrance and en-suite bathroom. Complete with a wood-burning fireplace and ample space to add a kitchenette, this versatile space is ideal as a mother-in-law suite, private guest quarters, home office, or game room. This property would make a great short term rental for VRBO or Airbnb! The main residence features 3 bedrooms and 2.5 baths with numerous updates throughout. The renovated kitchen showcases new cabinetry, beautiful granite countertops, a stainless steel range and microwave, breakfast bar seating, and picturesque views of the backyard. Wood flooring flows through the spacious living areas, including formal living and dining rooms, an open kitchen, and a comfortable family room designed for both everyday living and entertaining. The primary suite offers a private en-suite bathroom with a walk-in shower and access to the beautifully remodeled guest bathroom that features a relaxing tub. Fresh interior paint and numerous recent improvements make the home truly move-in ready. Additional features include a well-equipped laundry room with cabinetry, utility sink, and a refrigerator, an oversized 24' x 26' two-car garage with built-in storage closets, rain gutters, a lake-fed irrigation system, a deep driveway with plenty of parking, and two A/C systems installed in 2021 and 2023. Step outside and enjoy the Florida lifestyle. Relax with your morning coffee on the covered front porch overlooking Lake Howard, or entertain family and friends on the expansive concrete patio overlooking the spacious backyard. Across the street, your private dock provides direct access to Lake Howard and the famous Winter Haven Chain of Lakes, connecting you to 20 navigable lakes. Spend your days boating to waterfront restaurants and bars, watching seasonal Legoland fireworks from the water, seeing seaplanes take off from Lake Jessie, or visiting the Moose Lodge for dining and social events, all which area accessible by boat. Conveniently located between Tampa and Orlando, Winter Haven offers easy access to major airports, Gulf and Atlantic beaches, and a vibrant downtown filled with locally owned restaurants, craft cocktail bars, a brewery, boutiques, and a popular weekly farmers market. Don't just live on the water—experience the unmatched lifestyle of the Winter Haven Chain of Lakes. Schedule your private showing today.

1475 S Lake Howard Drive, Winter Haven

$289,900

3 Beds ⋅ 2 Baths ⋅ Jackson Landing SubDv. ⋅ 33884 Zip Code

Virtually Staged. Welcome to this stunning, nearly new 3-bedroom, 2-bathroom home built in 2023, offering 1,880 total square feet of thoughtfully designed living space in a desirable Winter Haven community. From the moment you arrive, you'll appreciate the fresh landscaping that creates outstanding curb appeal. Step inside to discover a bright, open-concept floor plan featuring tile flooring throughout the main living and high-traffic areas, with luxury vinyl plank flooring providing warmth and durability in each bedroom. The heart of the home is the modern kitchen, complete with solid surface countertops, a spacious center island, stainless steel appliances, and abundant cabinet and prep space—perfect for entertaining or everyday living. Upgraded lighting and contemporary fixtures add a custom touch throughout, while large windows fill the gathering spaces with an abundance of natural light. Whether you're a first-time homebuyer, growing family, or someone looking for a nearly new home without the wait of new construction, this property offers the perfect blend of comfort, style, and convenience. Ideally located in the heart of Winter Haven, you'll enjoy easy access to the city's renowned Chain of Lakes, shopping, dining, parks, medical facilities, and major roadways, all while experiencing the welcoming charm that has made Winter Haven one of Central Florida's most desirable places to call home. Don't miss your opportunity to own this beautifully updated, move-in-ready home—schedule your private showing today!

4925 Jackson Street, Winter Haven

$239,900

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

Welcome home to this beautifully updated 3-bedroom, 2-bath residence situated on a spacious corner lot in an established neighborhood with NO HOA! Blending timeless charm with modern upgrades, this move-in-ready home offers comfort, style, and exceptional value. Recent improvements include a new roof, new central heating and air conditioning system, updated flooring, fresh interior and exterior paint, new lighting fixtures, and updated appliances, giving the home a fresh, modern feel from top to bottom. Inside, you’ll find bright and inviting living spaces designed for comfortable everyday living. A heated and air-conditioned sunroom with a full bath provides incredible flexibility and can serve as a second living area, home office, hobby room, guest space, or entertaining area. The home also features a convenient indoor laundry room under central heat and air, adding comfort and functionality. Situated on a generous corner lot, the property offers plenty of outdoor space with a private irrigation well, making it easy to maintain a beautiful lawn and garden while keeping watering costs down. There’s ample room for outdoor entertaining, pets, or future additions. Conveniently located near shopping, dining, schools, and everyday amenities, this beautifully refreshed home combines the character of an established neighborhood with the peace of mind that comes from extensive recent updates. Don’t miss your opportunity to own this move-in-ready gem with space, flexibility, and modern improvements throughout!

505 Glad Road, Winter Haven

$329,900

4 Beds ⋅ 3 Baths ⋅ Lucerne Park Reserve SubDv. ⋅ 33881 Zip Code

Welcome home to this beautiful 4-bedroom, 2.5-bath residence offering over 1,900 square feet of thoughtfully designed living space. From the moment you arrive, you'll appreciate the fresh interior and exterior paint completed in July 2025, giving the home a clean, modern look. Inside, you'll find a spacious and inviting floor plan featuring shutters throughout and brand-new bedroom flooring installed in July 2025. The kitchen has been tastefully updated with all-new appliances (2025), including a refrigerator, oven, microwave, dishwasher, and a built-in wine fridge—perfect for everyday living and entertaining. Step outside to enjoy the fully fenced backyard, completed in 2024, offering privacy and plenty of space for pets, play, or gatherings. The enclosed back porch (2024) provides additional year-round living space, ideal for relaxing with your morning coffee or hosting guests. A sprinkler system helps keep the lawn lush and easy to maintain, while newly installed gutters (2025) add to the home's value and functionality. Additional highlights include a spacious two-car garage, generous living areas, and numerous recent upgrades that make this home truly move-in ready. With modern improvements, timeless finishes, and plenty of space for family and friends, this exceptional property is ready to welcome you home.

832 Cambridge Drive, Winter Haven

$569,900

4 Beds ⋅ 3 Baths ⋅ Chestnut Creek SubDv. ⋅ 33881 Zip Code

If you've been waiting for the one home that truly stands above everything else in its price range, your search ends here. Better than new and extensively upgraded beyond anything the builder offers today, this extraordinary 2023-built residence in Chestnut Creek is the definition of turnkey luxury. Every inch of this home reflects exceptional craftsmanship, meticulous attention to detail, and an uncompromising commitment to quality. With well over $150,000 invested after construction—including a custom resort-style pool and spa that alone exceeded $120,000—this is a property that simply cannot be replicated at this price point. Offering four bedrooms, two-and-a-half baths, a private office, and a three-car garage, the home makes an unforgettable first impression with meticulous landscaping, decorative landscape lighting, an extended paver walkway, epoxy-coated garage floors, and a fully fenced backyard. Inside, luxury vinyl plank flooring has replaced the builder-grade flooring throughout, complemented by upgraded baseboards, custom window treatments that remain, and carefully selected designer finishes that elevate every room. A private office with French doors provides the perfect work-from-home space, while the expansive open-concept floor plan offers effortless everyday living and entertaining. The kitchen is both stunning and functional, featuring upgraded stainless Samsung appliances, an oversized quartz island with breakfast bar seating, abundant cabinetry, a spacious walk-in pantry, a touch-activated faucet, and seamless flow into the dining and living areas. The spacious primary suite serves as a luxurious retreat with a walk-in closet featuring custom organizational systems, granite vanity, a soaking tub, oversized walk-in shower, and generous proportions. Three additional bedrooms provide flexibility for family and guests, while the upgraded half bath showcases custom shiplap detailing. Even the laundry room has been thoughtfully appointed with Samsung washer and dryer that convey with the home. Step outside and discover what truly sets this property apart. Designed for a private resort feel, the backyard centers around a spectacular heated saltwater pool and spa featuring Jandy automation, an automated pool cleaner, expansive paver decking, a screened enclosure, and a covered lanai. Combined with lush landscaping and evening landscape lighting, the outdoor living space offers an extraordinary setting for entertaining or simply relaxing in complete privacy. Additional premium upgrades include a radiant roof barrier for enhanced energy efficiency, water softener, irrigation system, extensive garage storage systems that convey with the home, epoxy garage flooring, and countless additional improvements that would cost a substantial amount of time and money to duplicate today. Even the three-car garage has been transformed into an exceptionally organized and highly functional space with professional storage solutions ideal for vehicles, hobbies, and equipment. Located in the desirable Chestnut Creek community, you'll enjoy the benefits of newer construction while remaining just minutes from downtown Winter Haven, shopping, restaurants, Winter Haven Hospital, Polk State College, and the renowned Chain of Lakes. Convenient access to the Polk Parkway and I-4 places Lakeland, Tampa, Orlando, major employers, international airports, and Central Florida attractions within easy reach. Schedule your appointment today!

1185 Sandpiper Loop, Winter Haven

$369,900

4 Beds ⋅ 3 Baths ⋅ Crossroads/Lk Region SubDv. ⋅ 33881 Zip Code

Under contract-accepting backup offers. ***Open House Cancelled, Home is under Contract**** Why wait for new construction? This beautifully updated 4-bedroom, 3-bathroom home is move-in ready and packed with the upgrades today's buyers are searching for, without the new-build price tag or wait. Set on a spacious 1/3-acre corner lot with full fencing, this home offers the privacy and room to roam that's hard to find. Major systems are already taken care of, including a brand-new A/C system (2026), a roof just 2 years young (2024), and a freshly maintained exterior, so you can move in and simply enjoy the home instead of worrying about what's next. Step outside to your own private retreat: a screened-in patio perfect for slow mornings with coffee, plus a 25x25 brick paver side patio with landscape lighting, ideal for entertaining or relaxing in the fully fenced backyard. This piece of paradise is home to peach, banana, key lime, and avocado trees, plus pineapple plants, ready to bring fresh, homegrown flavor right to your kitchen. Inside, the open, split floor plan lives large and lives smart, with a triple-split layout that gives every bedroom its own sense of privacy, and plenty of space to gather, entertain, and unwind. Solid surface tile flooring runs throughout, complemented by a tiled kitchen backsplash for a clean, upscale feel. This home is loaded with move-in-ready extras: Nest thermostat, Ring cameras, doorbell, and spotlights, home generator hookup with dedicated breaker, EV charging outlet in the garage, whole-home hurricane shutters, overhead garage storage, and an electronic sprinkler system. Enjoy the added peace of mind and lifestyle perks of the Crossroads of Lake Region community, a gated neighborhood with a community pool offering resort-style amenities right in your own backyard. Located in Winter Haven, this is the rare combination of space, updates, and turnkey convenience, all on a private corner homesite. Schedule your showing today, homes like this don't last.

2305 Frankfort Street, Winter Haven

$318,000

4 Beds ⋅ 2 Baths ⋅ Magnolia Preserve Ph 1 SubDv. ⋅ 33880 Zip Code

Welcome to 5148 Magnolia Preserve Blvd, Winter Haven, FL 33880! This beautifully maintained 4-bedroom, 2-bathroom home offers the perfect combination of comfort, space, and convenience. Designed with an inviting open-concept floor plan, this residence provides ample room for both everyday living and entertaining. The spacious living and dining areas flow seamlessly into the heart of the home, creating a bright and welcoming atmosphere. All bedrooms feature comfortable carpeting, providing warmth and comfort throughout the private living spaces. Curb appeal shines with attractive front landscaping that enhances the home's charm from the moment you arrive. Step outside to discover a large, fully fenced backyard—ideal for pets, family gatherings, and outdoor activities. The generous seating area creates the perfect setting for relaxing evenings, weekend barbecues, and entertaining guests. Conveniently located near major attractions, this home offers easy access to LEGOLAND Florida Resort, shopping, dining, and recreation. With its spacious layout, beautiful outdoor space, and desirable location, this property presents an excellent opportunity to enjoy the best of Central Florida living. Schedule your private showing today and experience everything this wonderful home has!

5148 Magnolia Preserve Boulevard, Winter Haven

$235,000

3 Beds ⋅ 2 Baths ⋅ Lucerne Park Reserve SubDv. ⋅ 33881 Zip Code

Under contract-accepting backup offers. Short Sale. A beautifully maintained 3 bedroom, 2 bath home built in 2021, with 1,727 square feet of thoughtfully designed living space. Located in the desirable Lucerne Park Reserve community, this home combines modern finishes, an open layout, and everyday convenience. Step inside to discover a bright, open-concept floor plan featuring tile and luxury vinyl plank flooring throughout, and high ceilings that create a spacious, inviting atmosphere. The stylish kitchen is the heart of the home, complete with stainless steel appliances, a large center island, generous pantry, and plenty of counter space perfect for entertaining or everyday living.The private primary suite offers a relaxing retreat with a walk-in closet and an en-suite bathroom featuring dual vanities. A split-bedroom floor plan provides privacy for family members or guests, while the indoor laundry room adds everyday convenience. Enjoy Florida living from the covered rear porch overlooking a peaceful greenbelt, providing added privacy with no rear neighbors. The home also includes a 2-car attached garage, irrigation system, and attractive landscaping. Residents of Lucerne Park Reserve enjoy community amenities including a pool, playground, sidewalks, and streetlights. Conveniently located just minutes from Highway 27, shopping, dining, and approximately 20 minutes from Legoland Florida, this home offers easy access to everything Central Florida has to enjoy.

1040 Cambridge Drive, Winter Haven

$320,000

4 Beds ⋅ 2 Baths ⋅ Lake Mariam Hills Rep SubDv. ⋅ 33884 Zip Code

Exceptional value in the gated community of Lake Mariam Hills! This spacious 4 bedroom home presents a rare opportunity to purchase in one of Winter Haven's most desirable neighborhoods at a price that reflects the opportunity for updating. Offering a functional floor plan, generous room sizes, and solid construction, this property is ready for a new owner to add their personal style. Residents here enjoy beautiful surroundings, mature landscaping, and a peaceful residential setting. The home's location provides convenient access to Downtown Winter Haven, the famous Chain of Lakes, numerous parks, golf courses, walking trails, and outdoor recreation opportunities. Enjoy weekends boating, fishing, or exploring nearby attractions including LEGOLAND® Florida Resort and Lake Howard Nature Park. Everyday conveniences are just minutes away, including shopping, dining, healthcare facilities, and Winter Haven Hospital. The property is also conveniently located near public and private schools, making it an attractive option for a variety of buyers. Easy access to Cypress Gardens Boulevard, US-17, the Polk Parkway, and I-4 allows for convenient travel to Lakeland, Orlando, and Tampa. Don't miss the chance to make this property your own and enjoy all that this sought-after community has to offer.

132 Lake Mariam Way, Winter Haven

$225,000

4 Beds ⋅ 3 Baths ⋅ Way Sub SubDv. ⋅ 33880 Zip Code

Under contract-accepting backup offers. Welcome to this charming and versatile 4-bedroom, 2.5-bath home nestled on a quiet cul-de-sac in sought-after Southeast Winter Haven, offering the perfect combination of comfort, functionality, and thoughtful updates. Inside, you'll find a flexible floor plan featuring TWO SPACIOUS LIVING AREAS plus an additional FLEX SPACE that can easily serve as a home office, playroom, fitness room, or media room to fit your lifestyle. The kitchen, remodeled in 2004, offers abundant wood cabinetry and generous counter space while flowing seamlessly into the dining area, making everyday living and entertaining a breeze. The spacious primary suite features its own ensuite bathroom, providing a private retreat, while the additional bedrooms offer flexibility for family, guests, or a home office. Carpet flooring adds warmth and comfort in all bedrooms. Enjoy even more living space in the large screened-in patio overlooking the backyard, complete with a detached storage shed that's ideal for extra storage, hobbies, or lawn equipment. Recent updates provide added peace of mind, including a 2020 ROOF, approximately 2020 A/C system and air handler installed by Tradition Air, NEW PLUMBING (2026), and an electrical panel updated within the last 10 years. The home is connected to city water and city sewer, with electric service provided by TECO. Vacant and ready for its next owner, this property presents an excellent opportunity for a primary residence, seasonal home, or investment. Conveniently located just minutes from downtown Winter Haven, you'll enjoy easy access to shopping, dining, medical facilities, parks, and the city's renowned Chain of Lakes. Commuters will appreciate the proximity to US-17, Cypress Gardens Boulevard, and the Polk Parkway, while nearby attractions, including LEGOLAND® Florida Resort, add to the area's appeal. The peaceful cul-de-sac setting combined with its desirable Southeast Winter Haven location offers the perfect balance of privacy, convenience, and the Florida lifestyle.

650 Avenue N Se, Winter Haven

$275,000

4 Beds ⋅ 2 Baths ⋅ Lucerne Park Reserve SubDv. ⋅ 33881 Zip Code

Beautifully maintained 4-bedroom, 2-bath home offering modern finishes, thoughtful upgrades, and a desirable split floor plan. The primary suite is privately situated toward the rear of the home, while the secondary bedrooms are positioned separately, providing added privacy and functionality. From the moment you arrive, you'll appreciate the enhanced curb appeal featuring a paver driveway and attractive exterior accents. Inside, ceramic tile flooring flows throughout the main living areas, complemented by stylish accent walls that add warmth and character. The open-concept kitchen is designed for both everyday living and entertaining, featuring granite countertops, a spacious center island with sink, and a custom decorative accent finish surrounding the island, creating a unique focal point. The kitchen seamlessly overlooks the expansive living and dining areas, making it ideal for hosting family and friends. The guest bathroom offers the convenience of a dual-sink vanity, while the extended, fully fenced backyard provides plenty of space for outdoor entertaining, pets, or play. The home is also equipped with assignable solar panels, offering added energy efficiency. Additional details regarding the solar panel are available upon request. This move-in-ready home combines comfort, style, and functionality, making it an excellent opportunity for its next owner.

428 Mckenna Drive, Winter Haven

$410,000

4 Beds ⋅ 3 Baths ⋅ Southeast Terrace SubDv. ⋅ 33880 Zip Code

Move-in ready, No HOA, 4-bedroom, 3-bath pool home with extensive updates and an incredible screened outdoor living space! This spacious, well-maintained home offers the perfect blend of functionality and comfort with both formal and informal living areas, a formal dining room, and a thoughtfully designed loor plan. The updated kitchen features a center island, double sink, abundant cabinet storage, generous counter space, and plenty of room for gathering with family and friends. Beautifully renovated bathrooms and fresh interior paint give the home a modern, welcoming feel. The true showstopper is the expansive screened lanai and pool area. Designed for year-round Florida living, this amazing outdoor retreat features a sparkling pool, multiple seating and entertaining spaces, ceiling fans for added comfort, and plenty of room to host everything from family cookouts to relaxing evenings by the pool. Major improvements provide peace of mind, including a 5-year-old metal roof, new windows throughout with a transferable lifetime warranty, two HVAC systems (one new and one replaced in 2019), a 2-year-old water heater, and 2-year-old vinyl fencing. Conveniently located just off one of Winter Haven's main corridors, you'll enjoy easy access to shopping, dining, medical facilities, schools, and major roadways while coming home to your own private backyard oasis. If you've been searching for space, updates, and an outdoor entertaining area that truly stands out, this home is a must-see!

1826 6th Street Se, Winter Haven

$589,000

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

Modern Elegance! 6209 Pinehurst Loop Winter Haven, Florida 33884. Built in 2021, this custom designed home is located in Lake Ashton, one of Central Florida's Premier 55 Plus community. Perfectly positioned on a quiet street this exceptional home with Northwest exposure offers effortless luxury with modern upgrades. Offering excellent curb appeal with a well manicured lawn and mature landscape this home has an expanded driveway, extended golf cart entry, paver walkway to the back lanai, and a fresh coat of exterior paint (May 2026). Built for both sophistication and peace of mind, this block construction home offers over 2,500 square feet of living area and golf course views. Upon entering the home thru the screened entry, the 6 panel Double Front door opens into a spacious living area with beautiful lighting fixtures, trey ceiling & Engineered hardwood floors that flow seamlessly in the LR, Den, Dining Room, Kitchen & Flex Room. In the Living Room, a custom built wall unit accents the area and is a focal point in the elegant gathering spaces. The formal dining area shares the space, while the chef's kitchen showcases upgraded Cabinetry, Tiled backsplash, Silestone countertops with Eased Edge, Granite composite undermount kitchen sink, RO water system at the kitchen sink, Kitchen Aid Stainless Steel appliances, 36" cooktop with Extended Hood, Built In Wall Oven and Oversized Island with cabinets, great for entertaining. A custom built dry bar with lighting, leathered countertop and back splash accents the hall. The thoughtfully designed split floor plan includes 3 spacious bedrooms, 2 baths, a private study/den with French glass doors, and an oversized flex room with Wash Sink, Washer/Dryer, Wine Refrigerator, Upgraded cabinetry, Quartz counter top and Tiled backsplash. The elegant Primary Suite is a must see! The impressive En-Suite offers a separate water closet, dual sink vanity, a spacious glass enclosed walk in shower with Pietra Art Premier Marble Tile, foot rest and floor to ceiling tile. The boutique style clothing room offers California closet designs with a central dressing island. Plantation Shutters accent the room and allows natural light to filter thru the space. The 8 ft. door ways in this home compliment the high ceilings and the window treatments (Plantation shutters and Power shades) are elegant and designed for comfortable luxury living. Access to the outdoor living area is available thru the dinette area & the living room. You'll transition from the LR to the Lanai thru Triple Glass Sliding Doors that stack and disappear into a pocket providing an unobstructed view of the golf course. The Outdoor living area is equally impressive with a covered and extended screened lanai with epoxy flooring. A pad was added for your grilling pleasure. The double car garage with separate golf cart entry has epoxy flooring and pull down stairs on the attic access door. Make an appointment today to tour this elegant home. Lake Ashton features a Main Clubhouse with Outdoor Pool, Movie Theater, Bowling Lanes, Card, Craft and Billiard rooms, Fitness Center, Bocce Courts, Tennis and More. Residents also enjoy the Health and Fitness Center with large indoor pool, Pickle Ball, Tennis Courts, Fitness Center and MORE! 2-18 Hole Golf Courses are located behind the secure gates of Lake Ashton and Golf Memberships are Available. Boat Slip Rentals and Storage Rentals are available in Lake Ashton.

6209 Pinehurst Loop, Winter Haven

$425,000

4 Beds ⋅ 3 Baths ⋅ Lake Eloise Place SubDv. ⋅ 33884 Zip Code

The property you are inquiring about is located in the Lake Eloise Place area of East Polk County. This home is a traditional two-story pool home with a beautiful pavered outdoor living space, pool-screened and hot tub, plus a fenced yard, with approximately .35 acres. The downstairs features living room, dining room, kitchen, and primary bedroom. Second floor has 3 bedrooms and bath plus loads of storage. This is a great family home in a private secluded area. Call, text, or email to see it today! *Agents, please read MLS remarks.*

814 Carlton Court, Winter Haven

$225,000

3 Beds ⋅ 2 Baths ⋅ Cypresswood Enclave Ph 01 SubDv. ⋅ 33884 Zip Code

Opportunity Knocks! Build sweat equity in this 3 bedroom 2 bathroom villa that is ready for some cosmetic updates. Make this home your own with fresh paint, new flooring and anything else you might desire. The unit is currently in habitable condition so you can live there and work at your own pace. Priced well below market value to allow room for cosmetic upgrades. The country club amenities include access to the clubhouse with bar and grill, jr. Olympic swimming pool and brand new tennis and pickleball courts. The championship 18 hole golf course is open to the public. As an added bonus, Publix just opened a brand new location just a mile down the road which is sure to attract other popular businesses.

1 Enclave Drive, Winter Haven

$324,990

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.

5394 San Pietro Drive, Winter Haven

$334,990

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.

5449 San Pietro Drive, Winter Haven

$765,000

5 Beds ⋅ 4 Baths ⋅ Hamilton Pointe SubDv. ⋅ 33881 Zip Code

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

328 Hamilton Shores Drive Ne, Winter Haven

$215,000

3 Beds ⋅ 2 Baths ⋅ Silvercrest Add SubDv. ⋅ 33881 Zip Code

3 bedrooms 2 bath move in ready home. Perfect for starter home or first-time buyer. Newer roof and updated electrical and plumbing throughout and freshly painted.

1328 3rd Street Ne, Winter Haven

$235,000

2 Beds ⋅ 1 Baths ⋅ Tranquility Park Sub SubDv. ⋅ 33880 Zip Code

Welcome home to this adorable 2 bedroom/ 1 bath residence, centrally located in beautiful Winter Haven. Perfect for a first-time home buyer, this charming home offers numerous updates, including a newer metal roof (2023), newer HVAC, complete replumbing (2026), newer vinyl flooring and fresh new interior and exterior paint. Step outside and enjoy the spacious, fully fenced backyard providing privacy and the perfect retreat for pets, entertaining, or simply relaxing. Conveniently located just minutes from downtown Winter Haven and the Polk Parkway, with easy access to both Tampa and Orlando. Don't miss out on a chance to own this charming home. Schedule your private showing today.

1365 Sheridan Street Sw, Winter Haven

$234,900

3 Beds ⋅ 2 Baths ⋅ Whispering Trails Ph 02 SubDv. ⋅ 33884 Zip Code

Move-in ready three-bedroom, two-bathroom home located in the desirable Whispering Trails Ph 02 community. This home features a spacious open floor plan that creates a seamless flow throughout the main living areas. The kitchen is functionally designed, equipped with durable laminate countertops and sleek stainless-steel appliances. Down the hall, the primary bedroom offers excellent storage space with a large walk-in closet. Step outside to enjoy a private, fully fenced-in backyard that provides a great space for outdoor living and activities. Conveniently located near major attractions and daily essentials, this home is just minutes away from LEGOLAND, local shopping centers, restaurants, schools, and medical facilities. With major roadways nearby, you will enjoy easy access and a straightforward commute to Orlando, Lakeland, and Tampa. Schedule your private showing today!

2865 Whispering Trails Drive, Winter Haven

$259,000

3 Beds ⋅ 2 Baths ⋅ Lake Add SubDv. ⋅ 33880 Zip Code

Opportunity awaits in the heart of Winter Haven! This 3-bedroom, 2-bath home offers approximately 1,580 square feet of living space on a generously sized lot. Inside, you'll find a functional floor plan with spacious living areas and a layout ready for your personal updates. The kitchen and bathrooms offer the opportunity to customize the home to your own style and preferences. Conveniently located near downtown Winter Haven, shopping, dining, schools, parks, and major roadways, this property provides easy access to everyday conveniences. Schedule your private showing today!

715 Avenue B Sw, Winter Haven

$482,000

4 Beds ⋅ 3 Baths ⋅ Cypresswood SubDv. ⋅ 33884 Zip Code

Here is your opportunity to own an immaculate home in the sought after community of Cypresswood Golf and Country Club. Consistently voted the Number 1 Golf Course in the area. This vibrant community has it all. Aside from the fantastic course right out your door, enjoy everything else it has to offer. A wonderful restaurant and Club House where they host live music 3 nights a week and top notch food offerings. An Olympic size pool that was just recently redone along with newly redone tennis courts and pickle ball courts. There is even a fitness center. Take a drive in your golf cart in the evenings and enjoy the natural elements and animals that Central Florida is famous for. Bald Eagles, wild turkey, Sand Cranes are just some of the sights you are likely to see on your ride. Then, come home to your beautifully maintained home that allows for easy entertaining, or peaceful times out on the back screened in patio where you can watch golfers and animals alike. The combination kitchen and family room is second to none. Stainless steel appliances including a new dishwasher for the experienced chef or novice. You can't help enjoying cooking in this home. Second bedroom with it's own ensuite full bath, and two other bedrooms that share a Jack and Jill full bath. You will find storage gallore everywhere you look. Peaceful yard offers privacy and views for days. Come and tour this home today, and you will know that you have found The One!

1814 Sandhill Lane, Winter Haven

$205,000

2 Beds ⋅ 1 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code

Fully remodeled 2-bedroom, 1-bath home in the heart of Winter Haven. This move-in-ready property features a new roof, updated electrical and plumbing, and modern finishes throughout. Situated on a spacious lot with no HOA, it offers both comfort and flexibility. Conveniently located near major roads, shopping, dining, schools, and just minutes from downtown Winter Haven and LEGOLAND Florida Resort, making it an excellent option for homeowners or investors.

3420 Avenue R Nw, Winter Haven

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