Refine Search
Sort by
no property photo
$302,990
5 Beds ⋅ 2 Baths ⋅ Willowbrook South SubDv. ⋅ 33881 Zip Code
Under Construction. Welcome to the Dundee, one of our one-story floorplans available in the beautiful community of Willowbrook South in Winter Haven, Florida. Choose between three thoughtfully designed exterior styles. This spacious 5-bedroom, 2-bathroom home offers 1,708 square feet of modern, comfortable living. Step inside to an inviting open-concept layout where the kitchen, living, and dining areas flow seamlessly together perfect for both everyday living and entertaining guests. The gourmet kitchen is the heart of the home, featuring sleek stainless-steel appliances, quartz countertops, and contemporary cabinetry that combine style with functionality. Overlooking the dining and living room, the kitchen ensures you’re always connected to the action. Luxury finishes are found throughout, with luxury vinyl plank flooring in the main living areas, primary suite, bathrooms, laundry room, and foyer. Bedrooms 2–5 include soft carpet and roomy closets, offering comfort and flexibility to use as bedrooms, office space, or creative bonus rooms. The private primary suite is designed for relaxation, with a walk-in closet and an en-suite bathroom that includes a toilet and shower for added privacy. This move-in ready home in Willowbrook South, Florida offers the perfect balance of style, comfort, and convenience. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

2758 Adeline Avenue, Winter Haven

no property photo
$229,900
3 Beds ⋅ 2 Baths ⋅ Lake Shipp Or Porters Add SubDv. ⋅ 33880 Zip Code
Welcome to this beautifully remodeled Winter Haven home with a desirable Lake Shipp view! Thoughtfully updated from top to bottom, this property offers the peace of mind of a new roof, new HVAC system, updated plumbing, and updated electrical—giving you the feel of a brand-new home without the new-construction wait. Inside, enjoy a fresh, modern living space with quality updates and an inviting layout designed for comfortable everyday living and entertaining. The Lake Shipp views add a special touch, creating a relaxing backdrop to your Florida lifestyle. With major systems already updated, this home is an excellent opportunity for buyers looking for a move-in-ready property with substantial improvements already completed. Conveniently located in Winter Haven with easy access to area shopping, dining, recreation, and Central Florida attractions.

827 Avenue O Sw, Winter Haven

4035 Carteret Drive, Winter Haven
$249,900
2 Beds ⋅ 2 Baths ⋅ Traditions Ph 01 SubDv. ⋅ 33884 Zip Code
Welcome to 4035 Carteret Drive, located in the gated 55+ community of Traditions at Lake Ruby. This spacious 2-bedroom, 2-bath home offers approximately 1,719 square feet of single-story living plus a versatile office/den and enclosed sunroom. The open floor plan provides comfortable living and entertaining space, while the attached two-car garage offers convenient parking and storage. Enjoy low-maintenance living with an HOA that provides community services including lawn care, cable and internet. Traditions offers an impressive collection of amenities including a lakefront clubhouse, heated pool and spa, fitness center, tennis and pickleball courts, bocce ball, shuffleboard, dog park, boat ramp, dock and access to Lake Ruby.

4035 Carteret Drive, Winter Haven

3877 Avenue O  Nw, Winter Haven
$262,950
3 Beds ⋅ 2 Baths ⋅ 33880 Zip Code
Under Construction. 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

3406 Fox Ridge Street, Winter Haven
$275,000
3 Beds ⋅ 2 Baths ⋅ Fox Ridge Ph 02 SubDv. ⋅ 33884 Zip Code
A hidden gem awaits for you in Fox Ridge in Winter Haven. This 3 bedroom 2 bath with 2 car garage has a lot to show. New roof 2026, new water heater and AC 2024. Installed also in 2026 Kitchen and bathroom cabinetry, counter tops and lighting fixtures. Open floor plan with cathedral ceilings and split bedrooms and with natural lighting streaming throughout the house. Kitchen has new farmer's sink , gas range and refrigerator. Laminate plank flooring thru out the house and tile on the master bedroom. A decorative fireplace sits in the living room. Master bedroom has a sliding door that opens to the large screened covered patio overlooking the fenced backyard. Master bathroom has a walk in shower and two walk in closets. All bedrooms have ceiling fans. No HOA. The patio would be a great place for entertaining.Great location with easy commute to shopping, dining, restaurants and downtown Winter Haven.

3406 Fox Ridge Street, Winter Haven

702 Avenue C  Sw, Winter Haven
$289,800
4 Beds ⋅ 2 Baths ⋅ Sunset Park SubDv. ⋅ 33880 Zip Code
PRICED TO SELL QUICKLY! $7,000 SELLER CONTRIBUTION TOWARD BUYER'S CLOSING COSTS OR PREPAIDS AVAILABLE WITH ACCEPTABLE FINANCING! BEAUTIFULLY RENOVATED 4-BEDROOM, 2-BATH HOME WITH A 2024 ROOF, 2021 3-TON NORTEK HVAC AIR HANDLER, AND NO HOA! Welcome to 702 SW Avenue C in Winter Haven. This updated home features a spacious and flexible floor plan with FOUR BEDROOMS, TWO FULL BATHROOMS, A 2024 ROOF, 2021 3-TON NORTEK HVAC AIR HANDLER, and modern finishes throughout. Step inside to a bright, refreshed interior featuring updated flooring, fresh paint, modern lighting, and an inviting living area. The renovated kitchen features LIGHT SHAKER CABINETRY, GRANITE COUNTERTOPS, STAINLESS-STEEL APPLIANCES, updated fixtures, and generous cabinet and counter space. The four-bedroom layout provides flexibility for family, guests, a home office, or hobby space, while the updated bathrooms feature clean, contemporary finishes. An ADDITIONAL SEPARATE FLEX SPACE WITH ITS OWN PRIVATE EXTERIOR ENTRANCE provides even more versatility for a home office, studio, hobby area, storage, or other use. Buyer to independently verify square footage and any desired use of this additional space. Additional highlights include the 2024 ROOF, 2021 3-TON NORTEK HVAC AIR HANDLER, NO HOA, RENOVATED INTERIOR, UPDATED KITCHEN AND BATHROOMS, and move-in-ready condition. Conveniently located near Downtown Winter Haven, shopping, dining, and major roadways. MOVE-IN READY, THOUGHTFULLY RENOVATED AND PRICED TO SELL — SCHEDULE YOUR PRIVATE SHOWING TODAY!

702 Avenue C Sw, Winter Haven

3101 Royal Tern Drive, Winter Haven
$279,990
4 Beds ⋅ 2 Baths ⋅ Lakeside Lndgs Ph 3 SubDv. ⋅ 33881 Zip Code
Another Great Listing! Welcome to this 4-bedroom, 2-bathroom home, built in 2019, offering 1,851 square feet of thoughtfully designed living space. The open-concept floor plan creates a bright, inviting atmosphere, with the living, dining, and kitchen areas seamlessly connected—perfect for everyday living and entertaining. The spacious primary suite features a walk-in closet, while the primary bathroom offers dual sinks and a walk-in shower for added comfort and convenience. With a functional layout, modern design, and plenty of potential, this home is ready for you to transform it into your ideal living space. Conveniently located approximately 30 minutes from Disney, this property offers both comfort and accessibility. The home is vacant and easy to show with a lockbox. Property is being sold as-is. All buyers must view the property. Don’t miss this opportunity to make this home your own!

3101 Royal Tern Drive, Winter Haven

5814 Driftwood Drive, Winter Haven
$295,000
3 Beds ⋅ 2 Baths ⋅ Highland Harbor SubDv. ⋅ 33884 Zip Code
Welcome home to this inviting 3-bedroom, 2-bathroom home located in the Highland Harbor neighborhood of Winter Haven, in the heart of Central Florida. Offering a comfortable layout and plenty of outdoor space, this home is ready for its next owner. The spacious primary bedroom features a convenient walk-in closet, while two additional bedrooms provide flexibility for family, guests, a home office, or hobbies. Step outside to enjoy the large backyard with partial fencing, providing plenty of room for outdoor activities, gardening, entertaining, or relaxing in the Florida sunshine. The 2-car garage offers convenient parking and additional storage. This home offers the opportunity to enjoy the Central Florida lifestyle while being close to the area's many lakes, parks, shopping, dining, and recreation.

5814 Driftwood Drive, Winter Haven

624 Lake Elizabeth Drive, Winter Haven
$145,000
2 Beds ⋅ 1 Baths ⋅ Eloise Woods Lakes Miriam Un SubDv. ⋅ 33884 Zip Code
Charming single-story bungalow nestled in the desirable Eloise Woods Lakes community. This inviting home offers two spacious bedrooms, a comfortable family room, separate living and dining areas, and a dedicated laundry room. The kitchen features rich-colored cabinetry, sleek stainless steel appliances, and plenty of charm. Enjoy the added living space of the screened-in sunroom overlooking a large, private backyard with mature landscaping—perfect for relaxing or entertaining. Ceiling fans throughout and a convenient single-car carport add to the home's comfort and functionality. Ideally located near shopping, dining, and everyday conveniences, this delightful home is ready to welcome you!

624 Lake Elizabeth Drive, 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 and 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

645 Avenue M  Se, Winter Haven
$330,000
3 Beds ⋅ 2 Baths ⋅ Carls Sub SubDv. ⋅ 33880 Zip Code
LOOK AT THIS WELL-KEPT 3 BEDROOM, 2 BATH HOME WITH LOTS OF STORAGE, PRIVACY AND NO HOA!!! SOME NOTABLE UPDATES IN NEW ROOF- (2024), NEW AC- (2022), NEW WATER HEATER- (2020). You will absolutely love this spacious kitchen that has an abundance of SOLID WOOD CABINETRY and CORIAN COUNTERTOPS! The STAINLESS APPLIANCES- refrigerator, stove, dishwasher, and microwave were replaced in (2020). The dining and living room area boast LAMINATE FLOORING, RECESSED LIGHTING, VAULTED CEILING and a CUSTOM GRANITE BUFFET. The family room opens out to a large back porch that is perfect for all your "Game Day" entertaining! Don't forget about the CHEF'S DREAM OUTDOOR AREA featuring a Jenn-Air stainless gas grill, smoker, wok, and also an extra gas burner. This home has PLENTY OF STORAGE featuring 2 separate dedicated areas under AC perfect for a workshop/hobbies, or extra equipment storage. This home is conveniently located in Winter Haven, FL, home to LEGOLAND!!! Medical, shopping and restaurants are a very short distance from this very solid block/brick home.

645 Avenue M Se, Winter Haven

3883 Avenue O  Nw, Winter Haven
$262,950
3 Beds ⋅ 2 Baths ⋅ 33880 Zip Code
Under Construction. 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

5850 Cypress Gardens Boulevard Unit 303, Winter Haven
$179,000
3 Beds ⋅ 3 Baths ⋅ Royal Crescent Condo SubDv. ⋅ 33884 Zip Code
Affordable, spacious and move-in ready, this 3-bedroom, 2.5-bath condo offers more than 1,500 square feet of living space in Royal Crescent, directly across from LEGOLAND in the heart of SE Winter Haven. The residence features an updated kitchen and bathrooms, double-pane windows and sliding doors, a private outdoor patio and two assigned parking spaces. Royal Crescent offers an established residential setting just off Cypress Gardens Boulevard, with classic traditional architecture, columned entries, a large central green shaded by mature trees and a newly remodeled community swimming pool—all at a price point that makes comfortable, convenient living surprisingly affordable. Inside, the two-story floor plan provides generous living spaces downstairs with the bedrooms privately situated upstairs. The main level includes formal living and dining areas, a separate family room, half bath and multiple storage closets, with warm wood flooring extending throughout much of the home. The kitchen features updated white cabinetry, abundant counter and storage space and a full complement of like-new appliances. An interior laundry closet with Maytag washer and dryer adds everyday convenience. Upstairs, the spacious primary suite includes two closets and a private en-suite bath. Two additional bedrooms are comfortably sized with generous closets, ceiling fans and convenient access to the full guest bath. Wood flooring continues into the bedrooms, and the upper level enjoys elevated views across the community and surrounding area. One of the home's most enjoyable features is the private rear patio. Fully enclosed for privacy and large enough for an outdoor dining table and additional seating, it provides genuine outdoor living space for morning coffee, grilling or relaxing in the Florida sunshine. Royal Crescent's location places an impressive amount of everyday life within a very small radius. Legoland Florida Resort is directly across Cypress Gardens Boulevard, with Publix, Starbucks, restaurants, shopping, fitness and entertainment nearby. Downtown Winter Haven is just a short drive away, while Highway 27 provides convenient access toward the greater Orlando and Tampa areas. Beyond its convenience, Winter Haven is a city defined by its lakes. The area's Chain of Lakes provides miles of interconnected waterways for boating, fishing, watersports and waterfront dining, while downtown offers locally owned restaurants, coffee shops, breweries, boutiques, parks and community events. It is a distinctly Central Florida lifestyle with many of the conveniences of a larger city without losing Winter Haven's established, small-city character.

5850 Cypress Gardens Boulevard Unit 303, Winter Haven

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. https://view.dnpropertymedia.com/441-San-Jose-Dr

441 San Jose Drive, Winter Haven

5661 Struthers Court, Winter Haven
$349,990
4 Beds ⋅ 2 Baths ⋅ Lake Fox Shores SubDv. ⋅ 33884 Zip Code
RARE DUPLEX OPPORTUNITY – PERFECT FOR INVESTORS OR HOUSE HACKING! Excellent opportunity to own a CBS duplex featuring two 2-bedroom, 1-bath units situated on approximately 0.22 acres, ideal for a buy-and-hold investor or an owner-occupant looking to offset their monthly mortgage with rental income. One unit is currently rented while the other is vacant, providing flexibility for immediate occupancy or the opportunity to place your own tenant. The property is in good working and living condition and features attractive curb appeal, open kitchens, spacious living areas, and generously sized bedrooms. Major improvements include a NEW ROOF installed in 2025 and A/C systems from 2025 and 2017, helping reduce concerns over major capital improvements. With one unit already producing income and the second available for occupancy or rental, this property offers multiple possibilities for both investors and owner-occupants. Live in one side and rent the other to help offset your mortgage or operate both units as a long-term rental investment. Duplex inventory at this price point is extremely limited. Don’t miss the opportunity to secure a versatile income-producing property with major updates already completed.

5661 Struthers Court, Winter Haven

3304 Costello Circle, Winter Haven
$309,900
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

1321 Oakmont Drive, Winter Haven
$434,700
3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph Ii South SubDv. ⋅ 33884 Zip Code
** CDD Debt Balance PAID IN FULL, saving you thousands! **A new four-season Sunroom was completed in April 2026. It is glass-enclosed with a separate HVAC mini-split and has beautiful new flooring. This home offers amazing curb appeal, with new landscaping on every side of the house, including lush privacy plantings in the back. The St. Marks floor plan has 3 Bedrooms and 2 Baths, plus a Den, spacious Laundry Room and a Double-car Garage with designated Golf Cart Entry. With 2,069 sq.ft. living area in the original house PLUS an additional 243 sq.ft. living area in the Sunroom, this OPEN and SPACIOUS home is ideal for entertaining friends and family. The tile plank flooring that appears "wood like" flows thru the LR, Formal Dining, Foyer, Kitchen, Dinette, Den, Sunroom and Laundry Rooms -- adding a touch of class to this truly charming home! The voluminous ceilings are enhanced with the 8ft. door openings in the home. The kitchen is enhanced with Granite countertops, soft close drawers and cabinets with newer hardware, stainless steel appliances, tiled backsplash, step-up breakfast bar with pendant lights, and abundant countertop space for food prep and display. The Dinette area, which is adjacent to the kitchen, is accessible from the Sunroom and the Den. The spacious Owners Suite occupies the left wing of the home and is a private retreat featuring His/Her walk-in closets and its very own En-Suite bath area. The Primary Bath offers His/Her comfort height vanities with Granite countertop and Newer Cabinet Hardware, a Walk-in shower w/glass door enclosure and Large soaking tub. The triple glass block allows an abundance of natural light into the space. A "Barn-Like" door on a smooth track system separates the Primary Suite from the Primary Bath. It's stylish and practical. On the right side of this Split Floor Plan home are Bedrooms 2 and 3 and the Guest Bath. The Guest Bath has a comfort height vanity, Shower/tub combo and Newer Hardware on the Cabs. It's perfectly positioned between the Guest Bedrooms. The laundry room is well designed and is the passage from the garage into the home. The laundry room has additional shelving for your storage needs. Hosting a Game Night or Want to Cozy Up with a Good Book? The brand-new SUNROOM would be the ideal place! It's accessible thru the TRIPLE SLIDERS in the LR & DOUBLE SLIDERS in the Dinette. ADDITIONAL UPGRADES: Whole House Gutter System, Automatic Screen (Skeeter Beeter) on the Garage Door, Storm Door on the front door, Pull Down Attic Ladder, new window dressings throughout the home, Six-Filter Reverse Osmosis Water System added to the Kitchen sink, Updated Painting in Several Rooms and Cabinet Handles in the Kitchen and Bathrooms. Lake Ashton has (2) clubhouses, (2) Golf Courses, Planned Activities and Resort Style Amenities. Residents enjoy 2 Swimming Pools (one Indoor & one Outdoor), Movie Theater, Bowling Lanes, Card, Craft and Billiard Rooms, Fitness Rooms, Media Rooms, Indoor Racquetball, Indoor 1/2 Court Basketball, Pickle Ball Courts, Tennis Courts, Shuffleboard Courts, Eagles Nest (an Eatery), a Pro Shop and MORE! Lake Ashton is a beautiful 55 Plus Community in Florida closely located to Shopping, Restaurants, Entertainment and Medical Facilities. MAKE AN APPOINTMENT TODAY TOUR THIS BEAUTIFUL HOME.

1321 Oakmont Drive, Winter Haven

2900 Crump Road, Winter Haven
$425,000
4 Beds ⋅ 3 Baths ⋅ Magnolia Shores SubDv. ⋅ 33881 Zip Code
RARE LAKEFRONT OPPORTUNITY on beautiful Lake Hamilton, part of the northern CHAIN OF LAKES! Situated on an expansive .73-ACRE LOT with approximately 100 FEET OF DIRECT LAKE FRONTAGE, this well-built 4-bedroom, 2.5-bath POOL HOME offers an incredible waterfront setting, NO HOA, plenty of space and endless potential to create your own Florida retreat. A LARGE DRIVEWAY and OVERSIZED PARKING AREA provide plenty of room for multiple vehicles, guests, a boat or other recreational toys, while the DETACHED GARAGE offers even more parking, storage or workshop possibilities. Inside, the spacious living room features VAULTED CEILINGS accented by charming WOOD BEAMS, adding warmth and character to the home. The kitchen offers CORIAN COUNTERTOPS, plenty of cabinetry and stainless-steel appliances, including the STOVE, MICROWAVE and DISHWASHER. Throughout the home, you'll appreciate the abundance of STORAGE and ADDITIONAL CLOSET SPACE. The primary bathroom features an UPDATED, FULLY TILED, EASY-ACCESS SHOWER, and the WASHER AND DRYER located inside the laundry room will also remain with the home. Step outside and discover what makes this property truly special. Enjoy peaceful lake views, mature surroundings, a PRIVATE POOL and generous outdoor living space, all with plenty of room to create your own private waterfront oasis. With approximately 100 feet of direct frontage on Lake Hamilton, there is incredible potential to take full advantage of the Florida lakefront lifestyle. The home is in need of repairs and updating, presenting an excellent opportunity for buyers with vision to renovate, customize and add value while taking advantage of a hard-to-find affordable waterfront property. Important updates include a ROOF (2018), A/C (09/2024) and WATER HEATER (2025). Lake Hamilton is part of the Northern Chain of Lakes, offering access to interconnected waterways for BOATING, FISHING, WATERSPORTS and scenic cruising. Enjoy the tranquility of lakefront living while remaining conveniently located near Hwy 27 and located very close to Winter Haven, LEGOLAND Florida Resort and Port 27. Whether you're searching for a full-time residence, vacation home or renovation project, this property offers a RARE COMBINATION of ACREAGE, DIRECT LAKE FRONTAGE, A PRIVATE POOL, DETACHED GARAGE, OVERSIZED PARKING, NO HOA and tremendous potential in a beautiful Central Florida waterfront setting.

2900 Crump Road, Winter Haven

3059 Captain Jax Way, Winter Haven
$236,990
3 Beds ⋅ 3 Baths ⋅ Serenity At Peace Creek Th SubDv. ⋅ 33884 Zip Code
Under Construction. This upscale new Summit two-story townhome provides ample space to live and grow with a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at Peace Creek Reserve is a masterplan community of new townhomes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by a canal. There are lots of shops, restaurants, and bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

3059 Captain Jax Way, Winter Haven

3039 Captain Jax Way, Winter Haven
$236,990
3 Beds ⋅ 3 Baths ⋅ Serenity At Peace Creek Th SubDv. ⋅ 33884 Zip Code
Under Construction. This upscale new Summit two-story townhome provides ample space to live and grow with a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at Peace Creek Reserve is a masterplan community of new townhomes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by a canal. There are lots of shops, restaurants, and bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

3039 Captain Jax Way, Winter Haven

521 Adriel Avenue, Winter Haven
$350,000
4 Beds ⋅ 2 Baths ⋅ Ridge Acres Ph 02 SubDv. ⋅ 33880 Zip Code
Space, privacy and thoughtful updates come together in this spacious 4-bedroom, 2-bath home offering approximately 2,280 sq ft of living space on over half an acre! Step inside to an inviting open floor plan featuring a split-bedroom layout that provides added privacy and flexibility. Wood-look flooring flows through the main living areas. The kitchen was completely remodeled in 2022 and offers plenty of workspace while opening directly to the family room-perfect for staying connected while cooking, entertaining or enjoying everyday life. The generously sized primary suite provides a comfortable retreat, while additional bedrooms offer plenty of space for family, guests, a home office or hobbies. Outside, enjoy the extra room that comes with a large lot and no rear neighbors. Major improvements include a new roof in 2025, adding even more peace of mind. Conveniently located near major roadways with easy access to shopping, dining and entertainment. A 13-month home warranty is also included. Come see all the space and possibilities this home has to offer.

521 Adriel Avenue, Winter Haven

37 Lake Eloise Lane, Winter Haven
$515,000
3 Beds ⋅ 2 Baths ⋅ Harbour Estates SubDv. ⋅ 33884 Zip Code
Located in the desirable, tree-lined community of Harbour Estates, this custom-built 3-bedroom, 2-bath pool home offers expansive living spaces, and an exceptional outdoor lifestyle. Situated on an impressive .57-acre corner lot at the end of a quiet cul-de-sac, this property provides privacy, space and convenience in a highly sought-after location. Upon arrival, a grand courtyard welcomes you to sit and enjoy the beautifully landscaped grounds. A lovely leaded-glass front door with transom window opens into the inviting foyer, creating an elegant first impression. The generously sized Living Room features a striking stone fireplace, tray ceiling and strategically placed floor outlets that allow for flexible furniture placement. Three sets of glass sliding doors overlook the patio and pool area, bringing the outdoors in and creating a seamless connection between the interior and exterior living spaces. The eat-in Kitchen showcases a timeless black-and-white design, featuring crisp white cabinetry accented with crown molding and designer brushed-nickel hardware. Sleek black granite countertops beautifully complement the tile backsplash, while the kitchen sink is strategically positioned beneath a picture-frame window offering wonderful views of the pool. The upgraded stainless-steel appliance package includes a convection range, while recessed lighting illuminates the space. A cabinet pantry provides additional storage and a convenient coffee bar with a USB outlet adds both functionality and convenience to the kitchen. The charming breakfast nook provides the perfect spot for casual dining. The formal Dining Room features classic chair-rail molding and flows effortlessly into the kitchen, making it ideal for entertaining. The spacious 16' x 23' Primary Bedroom Suite features a beautiful coved ceiling and plenty of room for a comfortable sitting area. Additional features include wall-to-wall carpeting, a safe, and 2 closets, one of which is a walk-in closet. The luxurious Primary Bath offers dual comfort-height vanities with granite countertops, linen closet and walk-in shower with glass enclosure. A bidet and comfort-height toilet are located within the private water closet. A convenient access door leads directly to the patio. Two spacious Guest Bedrooms share a lavishly appointed Guest Bathroom featuring an oversized vanity, luxurious soaking tub accented by a decorative tile surround and a separate walk-in shower with glass enclosure. Outdoor living is truly exceptional in the fully fenced and meticulously landscaped backyard. A sparkling saltwater pool, surrounded by an expansive patio, provides the perfect setting for relaxing or entertaining family and friends. Distant views of Little Lake Eloise add to the tranquil setting. Additional features include a Laundry Room w/ cabinetry, washer & dryer, double-pane Pella fiberglass windows, glass storm door, water softener system, 2024 water heater, security system, stone-accent facade, 2023 architectural shingle roof, well for irrigation, freshly painted exterior, gutters, exterior lights, & 220-volt wiring in the oversized 3 car garage. The garage also features a garage door opener & provides abundant space for vehicles, storage or recreational equipment. Ideally situated in the picturesque community of Harbour Estates, this exceptional home offers the perfect blend of space, comfort, privacy, and convenience, just minutes from shopping, restaurants and LEGOLAND Resort.

37 Lake Eloise Lane, Winter Haven

1215 Fairlane Court Nw, Winter Haven
$335,000
3 Beds ⋅ 2 Baths ⋅ 33881 Zip Code
Come take a look at this beautifully maintained 3-bedroom, 2-bath home near the heart of Winter Haven, ready for its new owners! This property offers an optional HOA with no deed restrictions, giving you added flexibility. Step inside to a spacious, open dining and kitchen area featuring updated appliances and plenty of room for entertaining. Toward the rear of the home, you'll find a HUGE living space that offers plenty of room for the whole family to relax and gather. Situated on a DOUBLE LOT totaling nearly half an acre, this property provides an abundance of outdoor space, with plenty of room to add a pool in the future. The fully fenced yard offers privacy and a safe space for pets, while the large storage shed provides plenty of room for tools, equipment, and all your extras. The home is situated on a dead end road for added privacy and no through traffic. Major updates include a roof replaced in 2018 and a completely replaced AC system in 2023. Located in a quiet neighborhood, this home offers a peaceful setting while still being conveniently close to shopping, medical facilities, dining, and entertainment. Come see all this lovely home has to provide and make it yours today!

1215 Fairlane Court Nw, Winter Haven

100 El Camino Drive Unit 301, Winter Haven
$149,900
3 Beds ⋅ 3 Baths ⋅ Orchid Spgs Vill 100 Condo SubDv. ⋅ 33884 Zip Code
Welcome to 100 El Camino Drive, Unit 301, a spacious corner-unit condominium located in the established Orchid Springs community of Winter Haven. As one of the larger residences in the building, this home offers an appealing combination of generous living space, privacy, convenience, and low-maintenance Florida living. The thoughtfully designed floor plan provides each bedroom with its own private full bathroom, making the home especially well suited for guests, multi-generational living, or owners who simply appreciate added privacy. As a corner unit, the residence benefits from an enhanced sense of separation and space, while additional storage provides room for seasonal items and everyday necessities. Major improvements include a 2023 Heating system and the home has been replumbed throughout, offering valuable updates for the next owner. Additional conveniences private storage, elevator access, and a designated parking space. Orchid Springs offers a peaceful residential setting highlighted by beautifully maintained grounds and scenic water features, along with access to a private community pool and clubhouse. The monthly association fee provides exceptional convenience by including water, gas, cable, internet, and trash service, helping simplify monthly expenses. Community amenities also include pool and clubhouse access, with association services supporting an easy, low-maintenance lifestyle. The location places you in the heart of everything Winter Haven has to offer. Enjoy convenient access to shopping, dining, medical services, downtown Winter Haven, LEGOLAND® Florida Resort, and the famous Winter Haven Chain of Lakes. Known as the “Chain of Lakes City,” Winter Haven offers abundant opportunities for boating, fishing, kayaking, waterfront dining, and other outdoor recreation while remaining conveniently positioned within Central Florida. Spacious, updated, and packed with included amenities, Unit 301 offers an excellent opportunity to enjoy comfortable condominium living in one of Winter Haven’s most distinctive established communities.

100 El Camino Drive Unit 301, Winter Haven

Winter Haven
$275,000
3 Beds ⋅ 2 Baths ⋅ Magnolia Preserve Ph 4 SubDv. ⋅ 33880 Zip Code
Welcome to 5135 Magnolia Preserve Blvd, Winter Haven. This beautifully maintained 3-bedroom, 2-bathroom, home offers the perfect combination of comfort, space, and convenience. Designed with an inviting open-concept floor plan, split bedrooms and vaulted ceilings. This residence provides ample room for both everyday living and entertaining. The kitchen includes a seated bar that overlooks the great room. The private master bedroom suite boasts a large walk-in closet. Property also includes a whole-house water filtration system and an 8' x 12' backyard shed. This home was built in 2019 by Southern Homes and sits on a nice size lot featuring an attached 2 car garage. Easy access to freeways, restaurants, shopping, boating, fishing charters, and LEGOLAND. The neighborhood is walking distance from Eagle Lake complete with boat ramps, rolling hills and beautiful sunsets. This property presents an excellent opportunity to enjoy the best of Central Florida living.

Winter Haven

6059 Navona Way, Winter Haven
$309,990
4 Beds ⋅ 3 Baths ⋅ Villamar Phase 7 SubDv. ⋅ 33884 Zip Code
Under Construction. Introducing the Crestview floorplan, a unique two-story all block construction home available in Villamar, one of our communities in Winter Haven, Florida. Inside this 4 bedrooms, 3-bathroom home you will find 1,866 square feet of desirable living. As you step through the foyer you are greeted with a well-appointed kitchen that features an island with bar seating, cabinets for storage, quartz countertops and stainless-steel appliances. The kitchen overlooks the dining room, living room and outdoor patio making entertaining guests or enjoying time with family easy. The first floor also features a powder room. Perfect for keeping your privacy during guest visits. The second floor is complete with the primary bedroom, three additional bedrooms, a loft, and the laundry room. The primary bedroom includes its own bathroom with a dual vanity sink, separate shower and spacious walk-in closet. Like all homes in Villamar, the Crestview includes smart home technology, which allows you to control your home anytime with your smart device while near or away. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

6059 Navona Way, Winter Haven

6055 Navona Way, Winter Haven
$336,990
5 Beds ⋅ 3 Baths ⋅ Villamar Phase 7 SubDv. ⋅ 33884 Zip Code
Under Construction. The Robie is a two-story floorplan featured in Villamar in Winter Haven, Florida. With 2 exteriors to choose from, the Robie is sure to turn heads. Inside this inviting 5-bedroom, 3-bathroom home, you’ll find 2,447 square feet of comfortable living. This impressive all concrete block construction, two-story plan features a versatile floorplan to fit your needs. A spacious open-concept first floor which includes a well-appointed kitchen with sleek stainless-steel appliances overlooking the living and dining area. Just off the living room you will find the singular downstairs bedroom and full bathroom. As you move upstairs you are greeted with a spacious living and foyer space to utilize for work or play. The primary bedroom one is located just off the loft space and features a spacious walk-in closet as well as ensuite bathroom with double vanity and all the space you need to get ready in the morning. Three additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor as well as extra storage closets. Like all homes in Villamar, the Robie includes smart home technology, which allows you to control your home anytime with your smart device while near or away. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

6055 Navona Way, Winter Haven