Quick Winter Haven FL MLS Search

Browse All Winter Haven FL Between $200K - $300K Properties for Sale

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

1331 Haines Drive, Winter Haven
$249,000
3 Beds ⋅ 2 Baths ⋅ Lakes At Lucerne Park SubDv. ⋅ 33881 Zip Code
Under contract-accepting backup offers. Welcome to this beautiful 3-bedroom, 2-bath home in Lakes at Lucerne Park, built in 2020 and offering modern comfort, thoughtful upgrades, and beautiful lake views. This move-in-ready home features a desirable split-bedroom floor plan, vaulted ceilings, an open-concept living area, and abundant natural light. With a low HOA and NO CDD FEES, it offers both comfort and value. The upgraded kitchen is designed for everyday living and entertaining, featuring granite countertops, upgraded cabinetry, stainless steel appliances, a center island with breakfast-bar seating, a corner pantry, a convenient coffee bar, and a separate eating area. Tile flooring extends throughout the main living spaces, while the bedrooms are comfortably carpeted. The spacious primary suite includes a large walk-in closet and a private bath with a walk-in shower. The guest bathroom features an extra-deep tub. Sliding glass doors lead to a screened-in lanai overlooking the beautiful lake, creating a peaceful setting for morning coffee, evening relaxation, or entertaining guests. The stunning lake views can be enjoyed from the lanai and backyard, offering a serene backdrop to everyday living. The lanai TV is included. The fully fenced backyard, combining chain-link and white vinyl fencing, provides privacy while allowing you to take full advantage of the picturesque waterfront setting. Additional highlights include a 2025 AC, exterior paint completed in July 2025, 15-year warranties on both the roof and windows, and a washer and dryer that convey with the home. The garage entry also features a screened door, providing added ventilation and convenience. Located in the heart of Winter Haven's Chain of Lakes, Lakes at Lucerne Park offers convenient access to lakes, conserved natural areas, biking and walking trails, golf courses, shopping, dining, parks, recreation, and nearby attractions including historic Bok Tower Gardens. With newer 2020 construction, beautiful lake views, a fully fenced yard, screened outdoor living, an upgraded kitchen, newer AC, and valuable roof and window warranties, this home offers an exceptional combination of comfort, convenience, and peace of mind. Come see for yourself how beautifully this home blends comfortable living with peaceful lake-view living!

1331 Haines Drive, Winter Haven

2426 6th St Ne, Winter Haven
$240,000
3 Beds ⋅ 2 Baths ⋅ Smart Sub Pb 10 Pg 10 SubDv. ⋅ 33881 Zip Code
Under contract-accepting backup offers. There’s something special about being the first person to call a house home. At 2426 6th Street NE in Winter Haven, this 2026 new-construction home offers a fresh start without the projects, deferred maintenance, or dated finishes that often come with resale properties. It also includes a 2-10 builder warranty for added peace of mind. Inside, the home feels bright, clean, and easy to live in. Wood-look flooring, neutral finishes, and recessed lighting create a modern backdrop that is easy to personalize. The kitchen stands out with white shaker cabinetry, granite countertops, stainless-steel appliances, and plenty of workspace for everyday cooking and entertaining. The layout makes excellent use of its 1,447 square feet of living area, with three bedrooms and two bathrooms designed around everyday functionality. The primary suite includes its own private bath and closet space, while the secondary bedrooms can easily serve as guest rooms, office space, or additional bedrooms. Outside, the fully fenced backyard is one of the home’s best features. There is room for pets, cookouts, gardening, outdoor games, or simply enjoying your own private piece of Florida. The covered rear patio adds a shaded place to relax, enjoy morning coffee, or unwind at the end of the day. With approximately 1,662 total square feet under roof, this home offers a practical combination of new construction, modern finishes, outdoor space, and warranty protection. For buyers looking for a new construction home in Winter Haven, this one delivers something increasingly valuable: a clean slate, a functional layout, and the opportunity to make it your own from day one.

2426 6th St Ne, Winter Haven

5101 Magnolia Preserve Blvd, Winter Haven
$259,900
3 Beds ⋅ 3 Baths ⋅ Magnolia Preserve SubDv. ⋅ 33880 Zip Code
Some homes make you pay a premium for someone else’s taste. This one gives you the opportunity to create your own. With an spacious living area, a comfortable single-story layout, multiple living spaces, and a screened porch, this home offers plenty of potential for the buyer willing to look beyond worn carpet, tired paint, and deferred maintenance. Inside, the connected living areas make everyday life easy, with the kitchen overlooking the main gathering space and additional rooms that can flex as an office, den, hobby room, or guest space. High ceilings and natural light help the interior feel open, while the primary suite offers separation, a walk-in closet, soaking tub, and separate shower. Out back, the screened porch creates a relaxed place to enjoy morning coffee, quiet afternoons, or Florida evenings. The home does need work. The carpet should be replaced, the interior would benefit from fresh paint and cleaning, and the original roof should be budgeted for replacement. But that is also where the opportunity lies. Instead of paying top dollar for someone else’s renovations, you can improve this home at your own pace and make it your own. This may be the right fit for a buyer who would rather buy the potential than pay for the polish. Sometimes the smartest purchase is not the prettiest house on day one. It is the one where you can clearly see day two.

5101 Magnolia Preserve Blvd, Winter Haven

2352 Isle Royale Court Se, Winter Haven
$217,000
2 Beds ⋅ 3 Baths ⋅ Townhouses At Park Lake 01 Rep SubDv. ⋅ 33880 Zip Code
This inviting two-bedroom, two-and-a-half-bath townhouse in Winter Haven, Florida, offers comfortable living, convenient amenities, and an exceptional walkability! Enjoy easy access to banks, grocery stores, retail shops, and a variety of restaurants, making everyday errands and dining out wonderfully convenient. Inside, the home features brand new luxury vinyl plank flooring, providing a fresh, modern look that is both stylish and easy to maintain. The thoughtfully designed two-story layout offers two spacious bedrooms upstairs, each with its own private bath, plus a convenient half bath for guests downstairs. The primary bedroom features a lovely screened in balcony! There is also a very spacious screened in porch off of the living room, perfect for enjoying a beverage while relaxing! A one-car garage provides secure parking and additional storage, while the community amenities add to the appeal. Residents can enjoy a community pool and dock, perfect for relaxing, enjoying the Florida sunshine, or taking in the peaceful surroundings. Located close to the new walking trail behind the Advent Fieldhouse which also offers tons of recreational activities! Whether you're looking for a full-time residence, a low-maintenance Florida home, or an investment opportunity, this townhouse combines comfort, convenience, and an excellent location in the heart of Winter Haven.

2352 Isle Royale Court Se, Winter Haven

575 Saint Andrews Road, Winter Haven
$286,000
2 Beds ⋅ 2 Baths ⋅ Cypresswood Patio Homes SubDv. ⋅ 33884 Zip Code
Golf Course Living with Total Peace of Mind! Welcome to your worry-free oasis on the green. Nestled within this beautiful, gated community of Cypresswood Golf and Country Club, this beautifully maintained 2-bedroom, 2-bathroom golf-front home offers the perfect blend of active resort living and quiet tranquility. Imagine waking up, stepping onto your private patio, and sipping your morning coffee while looking out over pristine, rolling fairway. What truly sets this home apart is that every major expense has already been taken care of for you. You can move in with absolute confidence, knowing you won't have to worry about costly upgrades or repairs for years to come. Recent premium updates include: •Brand New HVAC System (2024): Brand new inside and out for peak energy efficiency. •New Roof & Structural Updates (2022): Completely replaced roof, overhang, and facia boards. •Total Peace of Mind (2021): The entire home was fully re-plumbed. •Modern Conveniences: Updated kitchen and bathroom fixtures, a new garage •Modern Conveniences: Updated kitchen and bathroom fixtures, a new garage door opener, a new garbage disposal, and upgraded GFCI outlets. Storage is never an issue with the massive 23x23 oversized garage—offering ample space for your vehicles, workshop, and of course, your golf cart. Opportunities in Cypresswood like this do not last long. Don’t wait to start living your dream golf-course lifestyle—call today to schedule your private showing!

575 Saint Andrews Road, Winter Haven

2758 Adeline Avenue, Winter Haven
$295,490
5 Beds ⋅ 2 Baths ⋅ Willowbrook South SubDv. ⋅ 33881 Zip Code
Under Construction. Welcome to the Dundee, one of our one-story floorplans available in the beautiful community of Willowbrook South in Winter Haven, Florida. Choose between three thoughtfully designed exterior styles. This spacious 5-bedroom, 2-bathroom home offers 1,708 square feet of modern, comfortable living. Step inside to an inviting open-concept layout where the kitchen, living, and dining areas flow seamlessly together perfect for both everyday living and entertaining guests. The gourmet kitchen is the heart of the home, featuring sleek stainless-steel appliances, quartz countertops, and contemporary cabinetry that combine style with functionality. Overlooking the dining and living room, the kitchen ensures you’re always connected to the action. Luxury finishes are found throughout, with luxury vinyl plank flooring in the main living areas, primary suite, bathrooms, laundry room, and foyer. Bedrooms 2–5 include soft carpet and roomy closets, offering comfort and flexibility to use as bedrooms, office space, or creative bonus rooms. The private primary suite is designed for relaxation, with a walk-in closet and an en-suite bathroom that includes a toilet and shower for added privacy. This move-in ready home in Willowbrook South, Florida offers the perfect balance of style, comfort, and convenience. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

2758 Adeline Avenue, Winter Haven

3877 Avenue O  Nw, Winter Haven
$262,950
3 Beds ⋅ 2 Baths ⋅ 33880 Zip Code
Under Construction. SELLER INCENTIVE – 2/1 MORTGAGE RATE BUYDOWN AVAILABLE! Buy this home and enjoy lower mortgage payments for the first two years! The seller is offering help toward a temporary mortgage rate buydown that may lower your monthly payments. This offer is subject to buyer qualification, lender approval, loan guidelines, and agreed-upon terms. This newly constructed home offers a comfortable and inviting layout with 3 bedrooms, 2 bathrooms, and 1,286 square feet of living space. From the moment you step inside, you’ll find a spacious and functional design with thoughtful details throughout. A rare opportunity awaits with the neighboring newly constructed home also available for purchase! Whether you’re looking to create a private family compound, live next door to parents, grandparents, or siblings, or simply have your best friends as neighbors, this unique opportunity offers endless possibilities while allowing everyone to enjoy the comfort and privacy of their own beautiful home. The foyer opens into the spacious dining and great rooms, with raised ceilings throughout creating an open and airy feel. The living space also provides convenient access to the outdoor patio, making it easy to enjoy the outdoors or entertain guests. The kitchen features a large island and plenty of storage, including a pantry, while the home also offers a primary walk-in closet, linen closet, and coat closet for added convenience. The 2-car garage provides additional storage and a dedicated laundry area. With no HOA, there’s also plenty of flexibility for your boat, RV, or other outdoor vehicles. With its new construction, comfortable layout, ample storage, and unique neighboring-home opportunity, this property is ready to welcome its new owners.

3877 Avenue O Nw, Winter Haven

4302 Shadow Wood Lane, Winter Haven
$250,000
2 Beds ⋅ 2 Baths ⋅ Shadow Wood SubDv. ⋅ 33880 Zip Code
Welcome to 4302 Shadow Wood Ln in Winter Haven! Situated on a SPACIOUS .35-ACRE CORNER LOT with NO HOA, this beautifully updated 2-bedroom, 2-bathroom home offers plenty of room inside and out, a FULLY FENCED BACKYARD and a convenient location with easy access to the Polk Parkway. Step inside to a FRESHLY PAINTED INTERIOR & a desirable split-bedroom floor plan designed for both comfort and privacy. The entry foyer opens to a welcoming living room and spacious family room featuring a WOOD-BURNING FIREPLACE with built-in shelving, creating a comfortable space for relaxing or entertaining. Laminate flooring flows throughout the home for easy maintenance. The UPDATED KITCHEN features stainless steel appliances, updated cabinetry and countertops, offering a fresh and functional space with plenty of storage. The spacious primary suite includes a private ensuite bathroom with a step-in shower, while the second bedroom features convenient built-in shelving. An inside utility/laundry room adds additional functionality, and the WASHER & DRYER are included. Outside, enjoy the SCREENED-IN PATIO overlooking the fully fenced backyard, with plenty of space for pets, gardening, entertaining or simply enjoying the Florida weather. The oversized .35-acre corner lot provides extra breathing room, while the SIDE-ENTRY 2-CAR GARAGE offers additional parking and storage. Some of the improvements include UPDATED PLUMBING, WINDOWS & PATIO FRENCH DOORS (2019/2020), GARAGE DOOR (2019), NEW WATER HEATER (2026)and HVAC (2023).With NO HOA, a large corner lot and a great Winter Haven location, this home offers flexibility that's increasingly hard to find. Conveniently located just minutes from PUBLIX, shopping, restaurants and everyday amenities, with quick access to the POLK PARKWAY for an easy connection toward both TAMPA and ORLANDO. If you're looking for an updated home with space, privacy and a central location, this one is ready to welcome you home!

4302 Shadow Wood Lane, Winter Haven

3883 Avenue O  Nw, Winter Haven
$262,950
3 Beds ⋅ 2 Baths ⋅ 33880 Zip Code
Under Construction. SELLER INCENTIVE – 2/1 MORTGAGE RATE BUYDOWN AVAILABLE! Buy this home and enjoy lower mortgage payments for the first two years! The seller is offering help toward a temporary mortgage rate buydown that may lower your monthly payments. This offer is subject to buyer qualification, lender approval, loan guidelines, and agreed-upon terms. This newly constructed home offers a comfortable and inviting layout with 3 bedrooms, 2 bathrooms, and 1,286 square feet of living space. From the moment you step inside, you’ll find a spacious and functional design with thoughtful details throughout. A rare opportunity awaits with the neighboring newly constructed home also available for purchase! Whether you’re looking to create a private family compound, live next door to parents, grandparents, or siblings, or simply have your best friends as neighbors, this unique opportunity offers endless possibilities while allowing everyone to enjoy the comfort and privacy of their own beautiful home. The foyer opens into the spacious dining and great rooms, with raised ceilings throughout creating an open and airy feel. The living space also provides convenient access to the outdoor patio, making it easy to enjoy the outdoors or entertain guests. The kitchen features a large island and plenty of storage, including a pantry, while the home also offers a primary walk-in closet, linen closet, and coat closet for added convenience. The 2-car garage provides additional storage and a dedicated laundry area. With no HOA, there’s also plenty of flexibility for your boat, RV, or other outdoor vehicles. With its new construction, comfortable layout, ample storage, and unique neighboring-home opportunity, this property is ready to welcome its new owners.

3883 Avenue O Nw, Winter Haven

441 San Jose Drive, Winter Haven
$259,900
2 Beds ⋅ 2 Baths ⋅ Orchid Springs Patio Homes SubDv. ⋅ 33884 Zip Code
Welcome to 441 San Jose Drive, featuring a NEW ROOF installed in 2026 and located in the highly sought after Orchid Springs community of Winter Haven. This spacious 2 bedroom, 2 bathroom patio home sits on an oversized lot and offers a thoughtfully designed floorplan with generous living spaces and wonderful indoor and outdoor flow. The expansive kitchen opens to the large family room and dining area, creating an inviting space for everyday living and entertaining, while a separate living room and breakfast nook provide additional room to spread out. The spacious primary suite is privately positioned at the rear of the home and features an ensuite bathroom and walk in closet, while the second bedroom and full bathroom are located on the opposite side of the home. The home features a combination of tile and carpet flooring throughout. Step outside to enjoy both a charming courtyard and a large screened porch, offering multiple spaces to relax and enjoy the oversized lot. A wooded area along one side of the property is visible from the kitchen and adds a peaceful, secluded feel to the home. Additional features include a 2 car garage and gas water heater. Conveniently located in Winter Haven, this home is close to shopping, dining, medical facilities, recreation, and everyday conveniences. With its spacious floorplan, oversized lot, multiple outdoor living spaces, NEW ROOF, and desirable Orchid Springs location, 441 San Jose Drive is ready to welcome its next owner.

441 San Jose Drive, Winter Haven

3304 Costello Circle, Winter Haven
$284,900
3 Beds ⋅ 2 Baths ⋅ Villamar Ph 4 SubDv. ⋅ 33884 Zip Code
Better than New and Move in ready! A screened porch for morning coffee, a fully fenced backyard, and a kitchen finished with white cabinetry and quartz countertops—3304 Costello Circle brings together the features that make a house comfortable to come home to. Set in Winter Haven’s Villamar community, this single-story block home was built in 2023 and offers three bedrooms, two full bathrooms, 1,553 square feet of living space, and an attached two-car garage. Inside, luxury vinyl plank flooring extends throughout the home, with no carpet to maintain. The open-concept living and dining areas keep the main gathering space connected to the kitchen, making it easy to prepare a meal while spending time with guests. White cabinets, quartz countertops, and ample workspace give the kitchen a clean, coordinated finish. The split-bedroom floor plan places the primary suite apart from the secondary bedrooms. The primary bedroom includes a generous walk-in closet and its own en suite bathroom. Two additional bedrooms share a hallway bathroom and provide space for guests, hobbies, or a home office. The second bedroom also includes a walk-in closet, adding storage beyond the primary suite. Indoor laundry keeps everyday tasks conveniently inside. Continue to the screened porch, where there is a welcoming spot to sip morning coffee or settle in for a quiet evening. The fully fenced backyard extends the outdoor living space with room to enjoy the sunshine, garden, or spend time with pets. Beyond your own backyard, Villamar offers a community swimming pool, cabana, shaded poolside seating, and playground in a lakeside setting along Crystal Lake. Shopping, dining, LEGOLAND Florida, and connections to US-27, US-17, and Highway 60 add to the location’s convenience. Come explore the layout, finishes, and outdoor spaces that make this Winter Haven home stand out.

3304 Costello Circle, Winter Haven

124 Edgewater Drive, Winter Haven
$229,900
3 Beds ⋅ 1 Baths ⋅ Carefree Cove SubDv. ⋅ 33881 Zip Code
MOTIVATED SELLER Welcome to this charming home tucked into the desirable Carefree Cove neighborhood of Winter Haven. This 3 bedroom, 1 bath home is as cute as a button and features a beautiful living space that has been thoughtfully remodeled throughout, offering move-in-ready comfort with none of the guesswork. The front exterior has custom woodwork making a modern statement as soon as you pull up. A long driveway can accommodate multiple vehicles or storage for a boat or RV. Upon stepping inside you'll find brand-new laminate flooring flowing throughout every room, making clean ups and pet care easy peasy as there is NO carpet anywhere in the home. An upfront drop-zone is perfect for slipping on your shoes or storing purses & backpacks. Love to entertain??? Then the large family room will check these boxes! With a beautiful fireplace as a focal point, you'll also have a cafe section perfect for popcorn & snacks with a beverage fridge tucked in the corner. Tons of windows throughout make this a bright and airy home. The kitchen has been upgraded to butcher block countertops that are stunning on the eyes. A large pantry can easily accommodate all the big cases of water, rolls of paper towel & much much more! Just off of the kitchen is a nicely sized dining room. This can hold a large formal table and still have room for a serving buffet or credenza for extra storage. All 3 bedrooms feature new closet sliding doors. Major system upgrades give buyers extra peace of mind, including a brand-new roof and a 4-year-old air conditioning system. The big-ticket items are already taken care of. This home sits on a generous 7,279 sq ft lot with a fully fenced rear yard and a bonus screened patio, perfect for enjoying Florida evenings. Fire up the grill and enjoy BBQing while cozying up to a fire-pit in your rear backyard oasis. Solid block construction and a slab foundation add to the home's durability. Ideally located just off Carefree Cove Drive near the water, this home offers a quiet, established neighborhood feel while remaining close to Winter Haven's shopping, dining, and the area's famous chain of lakes. Whether you're a first-time buyer, downsizer, or investor, this fully updated home is ready for its next chapter. Schedule your showing today!

124 Edgewater Drive, Winter Haven

2668 Rutledge Court, Winter Haven
$232,000
3 Beds ⋅ 2 Baths ⋅ Traditions Ph 01 SubDv. ⋅ 33884 Zip Code
Beautifully Upgraded 1-Story Townhome|Low-Maintenance Florida Living! 2 BR PLUS BONUS ROOM-can be used as 3rd Br/2 Full BA home featuring GORGEOUS wood-plank Italian tile floors with authentic real-wood look, designer selected paint-pallets for a neutral interior to make your own. Upgraded carpet in bedrooms, HUGE Walk-in closet in Master BR, custom light fixtures with dimmer in Dining Room for softer lighting when desired. Stainless steel appliances in kitchen with range above oven and disposal. Separate laundry room with storage closet near kitchen. Enjoy soaring high ceiling with sky light and open floor plan with kitchen/dining room/living room adjacent for an open and airy feel. Upgraded ceiling fan/light combos for cool interior, as well as custom outdoor fan to stay cool on your screened in back porch, overlooking beautiful lined oak trees. The garage is designed for convenience with custom ceiling storage racks to provide organization for tools, recreation equipment, and all your Florida lifestyle essentials, while still being able to park in the garage and your private driveway. The Verandahs amenities include gated community pool & private dock on Lake Reeves. Winter Haven is renowned for its famous Chain of Lakes, making this charming town an ideal location for boating, fishing, and outdoor enthusiasts. Conveniently located within easy reach of the attractions and entertainment of Orlando and Tampa, as well as major international airports, this home offers an appealing combination of tranquillity and accessibility. A wonderful opportunity to enjoy comfort, style, recreation and the best of Central Florida!

2668 Rutledge Court, Winter Haven

5281 Pebble Beach Boulevard, Winter Haven
$279,900
3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph 01 SubDv. ⋅ 33884 Zip Code
Begin the next exciting chapter of your life in Lake Ashton, Central Florida’s premier 55+ active-adult community, where this beautifully maintained and tastefully updated 2-bedroom, 2-bath home with den offers the perfect combination of comfort, convenience, and Florida lifestyle living. Ideally situated on a desirable corner lot with a generously sized yard, this inviting home welcomes you with its attractive curb appeal and continues to impress with thoughtful updates and quality features throughout. The kitchen offers 42-inch upper cabinets and solid-surface countertops, while beautiful wood flooring flows through the living room and den, creating a warm and inviting setting for relaxing or entertaining. The bedrooms feature newer carpeting for added comfort, and important major improvements provide exceptional peace of mind, including a new air-conditioning system and electric water heater in 2018, a new roof in 2023, and exterior painting completed last year for a fresh, crisp appearance and added weather durability. The washer & dryer are newer. Best of all, this exceptional home is being sold turnkey, including the furniture, electronics, furnishings, golf cart, and charger, making it possible to move in and immediately begin enjoying the Florida lifestyle without the hassle of furnishing a new home. Adding even more value, the seller is offering a $4,500 credit at closing toward new kitchen appliances. Beyond your front door, Lake Ashton delivers an extraordinary resort-style lifestyle with two 18-hole championship golf courses, a 26,000-square-foot clubhouse, a state-of-the-art health and fitness center, indoor and outdoor swimming pools, pickleball courts, a bowling alley, and an impressive calendar of clubs, activities, social events, and opportunities to make new friends. With its desirable corner-lot setting, spacious yard, numerous updates, turnkey convenience, golf cart, and access to one of Central Florida’s most sought-after active-adult lifestyles, this is a home that deserves to be experienced in person. Schedule your private showing today and discover how enjoyable your next chapter could be at Lake Ashton.

5281 Pebble Beach Boulevard, Winter Haven

1540 S Lake Shipp Drive, Winter Haven
$215,000
2 Beds ⋅ 1 Baths ⋅ Lake Shipp Heights SubDv. ⋅ 33880 Zip Code
Welcome home! If you’ve been looking for a home with a little more room to enjoy both inside and out, this 2-bedroom, 1-bath Winter Haven home may be just what you’ve been waiting for. As you step inside, you’re welcomed by a spacious living area with beautiful wood flooring and a brick fireplace that gives the room plenty of character. The kitchen features white cabinets, stainless steel appliances, plenty of counter space, and tile flooring. There’s also an additional enclosed space that gives you options—make it your home office, sitting area, playroom, or whatever works best for you. And wait until you see the outdoor space! Sitting on approximately 0.29 acres, the property is fully fenced with plenty of front yard and backyard space. Whether you enjoy entertaining, gardening, spending time outside with your pets, or simply want a little more room between you and your neighbors, there’s plenty of space to make it your own. You’ll also have a detached storage building for those extra items, an attached one-car garage, and a roof that is approximately 6 years old. And one more thing buyers will appreciate—NO HOA! Conveniently located in Winter Haven near shopping, dining, and everyday needs, this home gives you space, flexibility, and the freedom to make it your own. Come take a look and imagine yourself calling this one home. Schedule your private showing today!

1540 S Lake Shipp Drive, Winter Haven

948 Summer Glen Drive, Winter Haven
$259,990
3 Beds ⋅ 2 Baths ⋅ Coventry Cove Ph Ii SubDv. ⋅ 33880 Zip Code
WELCOME TO 948 SUMMER GLEN DRIVE! Discover a wonderful opportunity to own this well-maintained 3-bedroom, 2-bath single-family home in the Coventry Cove community of Winter Haven. Built in 2019 and offering approximately 1,690 square feet of living space, this home combines a modern layout, comfortable living areas, and plenty of room to make it your own. Step inside to a bright, open-concept floor plan where the kitchen and main living areas flow together, creating an inviting space for everyday living and entertaining. The kitchen features stainless-steel appliances, ample workspace, and convenient access to the dining and living areas. The thoughtfully designed split-bedroom layout provides separation between the primary bedroom and additional bedrooms, while two full bathrooms provide added functionality. Outside, enjoy the covered rear porch and a generous 7,688-square-foot lot, offering additional outdoor space to relax, entertain, garden, or create the backyard setup you’ve been envisioning. An attached 2-car garage provides convenient parking and additional storage. Located in an established Winter Haven community with a low HOA fee, this home offers convenient access to shopping, dining, recreation, and major roadways, making it easy to enjoy everything Central Florida has. Best of all, the property is vacant and ready to show, giving buyers the opportunity to tour at their convenience. With a newer 2019 construction date, spacious interior, modern kitchen, covered outdoor living space, 2-car garage, and convenient Winter Haven location, this home deserves a closer look. Schedule your private showing today and come experience 948 Summer Glen Drive for yourself!

948 Summer Glen Drive, Winter Haven

400 Bayou Road, Winter Haven
$254,000
2 Beds ⋅ 2 Baths ⋅ Fla Highlands Co Sub SubDv. ⋅ 33884 Zip Code
**Price Reduction** This beautifully decorated, impeccably maintained two-bedroom, two-bathroom home sits on a spacious corner lot with a view of the canal across the street. Stepping inside, an inviting and bright layout unfolds into a large living room that flows seamlessly into the dining area. To the left, a well-appointed guest bedroom sits adjacent to a full bath, while the primary suite offers a generous walk-in closet and a spacious ensuite bathroom with a dedicated linen closet. To the right of the dining area, the kitchen features room for an eat-in table and leads through a full-size utility room into a attached one-car garage. Out back, a massive 14x28 screened lanai opens up to a private backyard oasis filled with lush flowers, shrubs and trees. Updated white vinyl privacy fence (2024), pavers installed in the area to the right side of the home (2025), and fresh mulch (2026). Additional recent upgrades include a new Carrier A/C unit (2023), tankless hot water heater (2023), flooring in living room & dining room (2024) and front gutters & downspouts (2025). Located just down the road from this home is Lake Ned's 73-acre lake with a park—complete with a boat launch, fishing, playground, and pavilions. Anglers will love fishing for largemouth bass, bluegill, black crappie (specks), redear sunfish, blue tilapia, nile tilapia, carp, catfish, bowfin, gar and chain pickerel. For more convenience there is nearby shopping, gas stations, churches, grocery stores and restaurants. This aggressively priced home offers an exceptional lifestyle. Note: Washer, dryer, kitchen refrigerator, dining room light fixture, security system, and the outdoor front shed do not convey.

400 Bayou Road, Winter Haven

824 Vienna Drive, Winter Haven
$258,999
3 Beds ⋅ 2 Baths ⋅ Villamar Ph 1 SubDv. ⋅ 33884 Zip Code
Welcome to 824 Vienna Dr, a beautiful Well sought out community 3-bedroom, 2-bathroom home located in the desirable Villamar Phase 1 community of Winter Haven! Built in 2021, this well-maintained home offers approximately 1,402 square feet of comfortable living space with a spacious open-concept design that makes everyday living and entertaining effortless. Step inside to a bright and inviting living area that flows naturally into the dining space and kitchen, creating a comfortable gathering place for family and friends. The primary suite offers a private retreat with its own bathroom, while two additional bedrooms provide plenty of space for family, guests, a home office, or hobbies. A 2-car attached garage adds convenience and valuable storage space. One of the standout features of this property is the larger lot, giving you more room to enjoy the outdoors and create the backyard you've always wanted. The possibilities are endless from adding a pool or playground to creating an outdoor entertaining area, garden, fire-pit space, or your own private backyard oasis, subject to applicable HOA and local requirements. Community itself has a playground, park, and large resort style pool. Located in Villamar Phase 1, you'll enjoy a welcoming community atmosphere with convenient access to shopping, dining, schools, parks, major roadways, and everything Winter Haven has to display. Whether you're looking for your first home, a place to grow your family, or a newer property with room to make it your own, 824 Vienna Dr is an opportunity you won't want to miss. Schedule your private showing today!

824 Vienna Drive, Winter Haven

12 Saint Kitts Circle, Winter Haven
$294,000
3 Beds ⋅ 2 Baths ⋅ Planters Walk SubDv. ⋅ 33884 Zip Code
Welcome to the beautifully maintained 3-bedroom, 2-bath home with a bonus room in the desirable Planters Walk community of SE Winter Haven! Offering approximately 1,640 square feet of living space on a spacious 8,712-square-foot lot, this home provides comfortable living with plenty of room to enjoy both indoors and out. Step inside to find beautiful wood flooring flowing through the entrance, living room, and dining area, creating a warm and inviting atmosphere. The family room and kitchen feature easy-care tile flooring, while the kitchen offers stainless steel appliances and granite countertops. Granite countertops are also featured in the other wet areas of the interior, adding both style and functionality. The bonus room provides flexible space that can be used as a home office, den, craft room, playroom, or additional living area. Outside, enjoy your fully fenced backyard featuring a deck and gazebo—perfect for relaxing, entertaining guests, enjoying your morning coffee, or creating your own private outdoor retreat. The roof was recently replaced, providing an added benefit for the next homeowner. Another great feature is the exceptionally low HOA fee, with no CDD fees, helping keep the cost of ownership affordable. Located in SE Winter Haven, Planters Walk offers convenient access to shopping, restaurants, grocery stores, medical facilities, schools, and major roadways. The area is also close to Winter Haven's famous Chain of Lakes and is just a short drive from LEGOLAND Florida Resort, making this a great location for both everyday living and enjoying Central Florida attractions. Winter Haven offers plenty of opportunities for outdoor recreation and entertainment, including parks, trails, lakes, downtown restaurants, local shopping, and community events. Nearby attractions include South Lake Howard Nature Park, Trailhead Park Playground, and the vibrant Downtown Winter Haven area with its restaurants, shops, events, and local markets. Sizes and measurements are estimates and are to be verified by buyer and or buyers agent.

12 Saint Kitts Circle, Winter Haven

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