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

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541

$262,950

3 Beds ⋅ 2 Baths ⋅ L4965473 MLS

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

Listing courtesy of PORCHLIGHT HOMES LLC. 863-686-7888

$175,000

2 Beds ⋅ 2 Baths ⋅ P4939990 MLS ⋅ N/A BLDG.

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

1905 Garden Lake Drive, Winter Haven

Listing courtesy of BROKERS REALTY OF CENTRAL FLOR. 863-294-6773

$200,000

3 Beds ⋅ 2 Baths ⋅ P4939989 MLS

The property you are inquiring about is located in Winter Haven, FL, in the Lake Dexter area of Polk County. Ok, straight up - This house needs work! The price reflects the evidence. We are here to sell this house because of location AND under market value "As-is". We know what it needs! We also know what you need! Cheap house to offset interest rates, cash to investment equity, or a handy-dandy family looking to help their start-up children quit paying rent, or winter home, or a side slide revenue generator, ANY of the above on this 3-bedroom, 2-bathroom, 1,345 sq.ft. home, with a screened lanai and a garage. It's ready to close in Ten so offer up! Call, text, email.

651 Lake Dexter Circle, Winter Haven

Listing courtesy of BROKERS REALTY OF CENTRAL FLOR. 863-294-6773

5850 Cypress Gardens Boulevard Unit 303, Winter Haven

$179,000

3 Beds ⋅ 3 Baths ⋅ L4965447 MLS ⋅ 300 BLDG.

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

Listing courtesy of THE STONES REAL ESTATE FIRM. 863-412-2080

$259,900

2 Beds ⋅ 2 Baths ⋅ L4965434 MLS

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

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000

$245,000

4 Beds ⋅ 2 Baths ⋅ O6446429 MLS

Welcome to this beautiful 4-bedroom, 2-bath Winter Haven home, offering comfort, functionality, and the perfect setting for Florida living. The spacious kitchen features abundant cabinetry and a breakfast bar, creating an inviting space for cooking, gathering, and entertaining. The living areas flow effortlessly to the covered patio, ideal for enjoying morning coffee or relaxing evenings outdoors. A 2-car garage adds convenience and extra storage. Situated in a desirable Winter Haven location, this home places you close to local amenities, dining, and everyday essentials. Homes like this don’t stay on the market long — make your move before this one slips away.

720 Lake Ned Road, Winter Haven

Listing courtesy of MARK SPAIN REAL ESTATE. 855-299-7653

$349,990

4 Beds ⋅ 2 Baths ⋅ A4708119 MLS

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

Listing courtesy of FLATFEE.COM. 954-965-3990

$309,900

3 Beds ⋅ 2 Baths ⋅ L4965165 MLS

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

Listing courtesy of BHHS FLORIDA PROPERTIES GROUP. 863-701-2350

$434,700

3 Beds ⋅ 2 Baths ⋅ P4940018 MLS

** 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

Listing courtesy of LAKE ASHTON REALTY INC.. 863-409-6899

$425,000

4 Beds ⋅ 3 Baths ⋅ S5158645 MLS

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

Listing courtesy of RE/MAX HERITAGE PROFESSIONALS. 863-256-2188

$299,000

L4965150 MLS

Recently cleared, 1.31 acre lot with C-3 commercial zoning, highway frontage, and an existing permitted access driveway. Located on a high traffic roadway and major connection between Lakeland and Winter Haven, the property allows a wide variety of commercial, office, multifamily, and retail uses. Please see attached flyer and other documents for additional information. Great for investment, future development or start your business here and begin building your own financial future today!

Recker Highway, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY. 863-577-1234

$236,990

3 Beds ⋅ 3 Baths ⋅ O6446239 MLS

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

Listing courtesy of LENNAR REALTY. 800-229-0611

$236,990

3 Beds ⋅ 3 Baths ⋅ O6446233 MLS

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

Listing courtesy of LENNAR REALTY. 800-229-0611

$350,000

4 Beds ⋅ 2 Baths ⋅ S5158323 MLS

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

Listing courtesy of LA ROSA REALTY KISSIMMEE. 407-930-3530

$515,000

3 Beds ⋅ 2 Baths ⋅ P4940000 MLS

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

Listing courtesy of CENTURY 21 MYERS REALTY LAKE WALES. 863-676-4448

$335,000

3 Beds ⋅ 2 Baths ⋅ TB8553587 MLS

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

Listing courtesy of KELLER WILLIAMS TAMPA CENTRAL. 813-865-0700

100 El Camino Drive Unit 301, Winter Haven

$149,900

3 Beds ⋅ 3 Baths ⋅ B4902382 MLS ⋅ Granada Building BLDG.

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

Listing courtesy of CRAIG BURKE REAL ESTATE GROUP, LLC. 863-899-5010

$275,000

3 Beds ⋅ 2 Baths ⋅ S5158522 MLS

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

Listing courtesy of HOME BANKERS REALTY, LLC. 407-486-6169

$309,990

4 Beds ⋅ 3 Baths ⋅ O6446013 MLS

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

Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC. 407-250-7299

$336,990

5 Beds ⋅ 3 Baths ⋅ O6446008 MLS

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

Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC. 407-250-7299

$419,000

3 Beds ⋅ 2 Baths ⋅ L4965431 MLS

LAKEFRONT OPPORTUNITY ON LAKE HOWARD! Enjoy the Winter Haven waterfront lifestyle at 215 S Lake Howard Drive. This 3-bedroom (with bonus room off bedroom- possibly and office overlooking the lake), 2-bath home includes lakefront property directly across Lake Howard Drive from the residence, providing access to beautiful Lake Howard along with a private dock and covered boat area. The home has recently been refreshed and is ready for its next chapter, featuring fresh interior paint, new carpet and padding, professional cleaning, and professionally steam-cleaned tile. The floor plan offers comfortable living spaces, a single-car garage, and a large screened rear patio overlooking the spacious, fenced backyard. Across the street, your lakefront area provides the opportunity to enjoy boating, fishing, and everything that makes living on Lake Howard so special. Keep your boat conveniently at the dock and head out on the water to enjoy the Central Florida lake lifestyle. The home offers a great foundation for a buyer looking for waterfront access while still having the opportunity to make additional improvements and personalize the property. With some added love and updating, this could become a wonderful full-time residence, seasonal Florida home, or lake retreat. Conveniently located near downtown Winter Haven, shopping, dining, medical facilities, and area attractions, this property combines an established location with one of Winter Haven's most desirable amenities—access to Lake Howard right across the street. Bring your vision, your boat, and your love of the water and discover the possibilities at 215 S Lake Howard Drive!

215 S Lake Howard Drive, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541

$360,000

5 Beds ⋅ 3 Baths ⋅ O6445712 MLS

Welcome to 4230 Roberta Drive in Winter Haven! This spacious single-family home offers 5 bedrooms, 3 bathrooms, and approximately 2,616 sq ft of heated living area, providing plenty of space for comfortable everyday living. The home features a functional layout with the primary bedroom located upstairs, central A/C and heating, and a 2-car attached garage. With generous living spaces and a practical floor plan, this home offers plenty of possibilities to make it your own. Seller is offering up to $10,000 toward buyer’s closing costs, subject to agreed-upon terms. Enjoy the benefit of a remarkably low association fee of only $275 per year. Conveniently located in Winter Haven with access to shopping, dining, services, and everyday conveniences. A great opportunity to make this property your next home. All information is deemed reliable but should be independently verified by buyer and buyer’s agent.

4230 Roberta Drive, Winter Haven

Listing courtesy of FORTEX REALTY INC. 305-600-7893

$88,000

L4965413 MLS

Ready to build your dream home in Winter Haven, Florida? This .77-acre lot is ready for you. Located next to South Lake Howard Nature Park with beautiful walking trails. The lot will need electric, water and a driveway. This secluded lot is located at the end of a dead-end street, so you have the privacy you want. Conveniently located near shopping, dining and medical facilities. Choose your own builder or we can recommend one. Buy now to build or just hold onto until the time is right.

22nd Street Sw, Winter Haven

Listing courtesy of REGAL REAL ESTATE LLC. 863-660-7927

$595,000

4 Beds ⋅ 4 Baths ⋅ S5158452 MLS

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

815 Lake Jessie Drive, Winter Haven

Listing courtesy of META ONE REALTY GROUP LLC. 407-223-3678

$239,999

3 Beds ⋅ 1 Baths ⋅ TB8549791 MLS

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 912 sq ft of 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

Listing courtesy of EXP REALTY LLC. 888-883-8509

$345,000

5 Beds ⋅ 3 Baths ⋅ O6445356 MLS

Discover the perfect family lifestyle at 930 Cattleman St, located in the Inman Groves community of Winter Haven, Florida. This Lennar Boston model features a modern and spacious layout with 5 bedrooms and 2.5 bathrooms, ideal for those looking for comfort and plenty of room to grow. The first floor features an open-concept kitchen that seamlessly connects to the living area, creating the perfect setting for family gatherings and entertaining. It also includes a versatile flex space that can be used as a formal dining room, home office, or playroom. Upstairs, you’ll find all five bedrooms, including a spacious primary suite with a private bathroom and walk-in closet. The home also offers the added convenience of a two-car garage. With a generous backyard and convenient access to shopping, schools, and major roadways, this home offers an excellent combination of peaceful living and connectivity. Don’t miss the opportunity to live or invest in one of Winter Haven’s growing areas!

930 Cattleman Street, Winter Haven

Listing courtesy of EXP REALTY LLC. 888-883-8509

$275,000

3 Beds ⋅ 2 Baths ⋅ S5158420 MLS

Welcome to 6283 Red Herring Dr., a spacious 3-bedroom, 2-bath home offering 2,272 square feet of comfortable living space in a convenient Winter Haven location. The home features a two-car garage, fully fenced yard, and a screened-in covered back porch, creating the perfect space to relax or enjoy Florida living year-round. Inside, you’ll appreciate the carpet-free flooring throughout, a functional and inviting layout, and a kitchen with space for casual dining or a breakfast area. With generous living spaces, a private backyard, and a well-designed floor plan, this home offers the comfort, space, and versatility to fit a variety of lifestyles.

6283 Red Herring Drive, Winter Haven

Listing courtesy of EQUINOVA HOME GROUP ,INC. 407-720-0807

$232,000

3 Beds ⋅ 2 Baths ⋅ L4965371 MLS ⋅ 2668 BLDG.

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

Listing courtesy of KELLER WILLIAMS REALTY. 863-577-1234

$224,900

3 Beds ⋅ 1 Baths ⋅ P4939906 MLS

Bring your vision and make this 3-bedroom, 1-bath home your own! This property needs some TLC but offers great potential, with several important updates already completed. Features include original hardwood floors, an inviting screened-in pool, and sliding glass doors that open directly to the pool area—perfect for enjoying Florida living. The home also offers a convenient inside laundry room complete with a washer and dryer and a spacious 25’ x 8’ enclosed front porch complete with ceiling fans, providing additional flexible living or entertaining space. Outside, you’ll find a large fenced yard with plenty of room to enjoy the outdoors. Major updates include a new roof in 2026, New pool pump in 2026, A/C replaced in 2025, and updated windows and glass sliding doors. With the big-ticket items already addressed, this home is ready for someone to add their personal touches and bring out its full potential. The home also has a Brinks home security system. Don’t miss this opportunity to create your own Florida home with a pool and a large fenced yard!

1325 Lake Shipp Dr N, Winter Haven

Listing courtesy of CENTURY 21 MYERS REALTY. 863-875-5656

5281 Pebble Beach Boulevard, Winter Haven

$279,900

3 Beds ⋅ 2 Baths ⋅ P4939964 MLS

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

Listing courtesy of GLOBAL LIFESTYLE LLC. 727-537-6242

$215,000

2 Beds ⋅ 1 Baths ⋅ L4965391 MLS

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

Listing courtesy of LPT REALTY, LLC. 877-366-2213

$350,000

3 Beds ⋅ 2 Baths ⋅ L4965388 MLS

Virtually Staged. Welcome to 117 Homewood Drive in Winter Haven! Situated on a spacious .36-ACRE LOT, this 3-bedroom, 2-bath home offers 1,762 square feet of heated and cooled living space, a versatile BONUS ROOM, screened-in POOL, FENCED backyard, and plenty of space for indoor and outdoor living. Inside, the family room features a wood-burning FIREPLACE, while the kitchen is equipped with new stainless-steel appliances. The bonus room provides additional flexibility for a home office, hobby room, playroom, or additional living space. Step outside to enjoy the screened-in pool, outdoor kitchen area, and recently RESURFACED back patio—an inviting setup for entertaining or enjoying Florida's year-round outdoor lifestyle. The fenced backyard also features a 5-year-old STORAGE SHED with a roll-up door and electrical access, providing convenient space for storage, equipment, or projects. Numerous recent improvements add to the home's appeal, including a NEW ROOF in 2023, A/C replaced in 2024, NEW WATER HEATER, NEW POOL PUMP & MOTOR, new stainless steel kitchen appliances, a resurfaced back patio in 2026, and an updated garage with TESLA charger that conveys. With .36 acres, a screened pool, bonus room, outdoor entertaining space, fenced yard, and substantial storage, this home offers plenty of versatility. Conveniently located with easy access to the Polk Parkway, shopping, dining, and other Winter Haven amenities. Schedule your private showing and experience all that 117 Homewood Drive has to offer!

117 Homewood Drive, Winter Haven

Listing courtesy of ENGEL & VOELKERS LAKELAND. 863-421-6633

$346,890

4 Beds ⋅ 3 Baths ⋅ TB8552668 MLS

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

5369 San Pietro Drive, Winter Haven

Listing courtesy of CASA FRESCA REALTY. 813-727-4093

$258,500

3 Beds ⋅ 2 Baths ⋅ L4964980 MLS

Virtually Staged. Welcome home to this beautifully maintained midcentury gem, tucked in the highly sought-after Lake Elbert Trail neighborhood! Set on a sprawling quarter-acre-plus lot, this move-in ready beauty blends timeless character with modern comfort — featuring a stylish updated kitchen with brand-new appliances and fresh new carpet in every bedroom. Major peace-of-mind updates already done for you: roof (2023), water heater (2025), plumbing (2024), and electrical (2026). Step outside to a sprawling front yard and a fully fenced backyard — plus a bonus storage barn for all your extras. Homes like this in Lake Elbert Trail don't last — schedule your showing today!

716 Avenue I Ne, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541

$115,000

2 Beds ⋅ 2 Baths ⋅ L4965354 MLS ⋅ 7808 BLDG.

Investor Special!! Welcome to resort-style living in the highly sought-after gated waterfront community of Winterset, where convenience meets comfort in this charming 2-bedroom, 2-bathroom 2-story condo. Step inside to discover a spacious living and dining room combo that creates an inviting atmosphere for relaxation and entertaining. The well appointed kitchen features appliances and a convenient breakfast bar, perfect for causal dining or morning coffee. The master bedroom suite features a generous walk-in closet, providing ample storage space. For your convenience, a stackable washer and dryer are included. This professionally managed community boasts a plethora of amenities, including a clubhouse, fishing pier, heated pool, hot tub, and tennis courts—all overlooking the serene Lake Winterset, part of the renowned "Chain of Lakes." Enjoy peace of mind with state-of-the-art security in this well-maintained environment. You’re just minutes away from Lego Land and conveniently located near Disney and other Florida amusement parks, shopping, dining, and more. Alternatively, relish the numerous community offerings, including a fitness center, shuffleboard, and expansive green spaces perfect for walking your family pet. Experience the perfect blend of leisure and lifestyle at Winterset!

7808 Waterview Way, Winter Haven

Listing courtesy of HARPER REALTY FL, LLC. 863-687-8020

$340,000

3 Beds ⋅ 2 Baths ⋅ TB8552575 MLS

Beautifully maintained 3-bedroom, 2-bath pool home in a quiet Winter Haven community with a low HOA of $260/year. This home offers extensive upgrades, modern finishes, and a bright, open layout designed for comfortable living. Major improvements include a new roof (2020), new AC (2020), tankless water heater (2021), updated windows (2018), Culligan water system (2016), and a new pool pump and filter (2025). The kitchen features granite countertops, stainless steel appliances, a breakfast bar, and excellent natural light. The bathrooms also include granite counters, updated fixtures, and a large tub in the primary suite. Paradise Walk in tub (2020) in second bathroom. Enjoy Florida living with a saltwater fiberglass pool, screened enclosure, covered patio, fenced yard and irrigation system. Interior highlights include multiple flex spaces, neutral paint, updated ceiling fans, clean flooring, and move-in ready condition. Located close to shopping, dining, medical facilities, Legoland, and major highways, this home offers strong value with thoughtful upgrades and excellent maintenance. Schedule your private showing today.

7002 Summit Circle, Winter Haven

Listing courtesy of ANGELA FOWLER REAL ESTATE, LLC. 423-320-4620

$330,000

2 Beds ⋅ 2 Baths ⋅ P4939973 MLS

CDD DEBT BALANCE PAID IN FULL*** DESIGNATED GOLF CART ENTRY/GARAGE (9x18) *** FLORIDA ROOM (10X30) ** EXTENDED SCREENED ENCLOSURE(15x30) ** ROOF REPLACED 2022** **Three (3) Windows Replaced in 2023** ** EXTERIOR OF THE HOME PAINTED IN 2021*** and DEDICATED UNSCREENED PAVER AREA FOR YOUR GRILL. This Bali Floor Plan with 2 Beds/2 Baths offers 1,484 sq.ft. living area PLUS 300 Sq. ft. living area in the Florida Room with Tile Floor and Air Conditioning. Grab your Binoculars- You're going to enjoy the nature views of the pond, golf course and wooded area while you relax on the back lanai. The Double Glass Door Entry opens into the heart of the home, the Living Room area. The Guest Bedroom and Bathroom are on the Right, Front of the Home. The Guest Bath features a Shower/Tub Combo and a pocket door provides privacy for overnight guests. A dedicated Linen Closet is in the hallway that leads to the Guest Bedroom/Bath. The Kitchen offers 42" cabinets, granite countertops, breakfast bar, reach in pantry and dinette area. The Living Room, Kitchen and Dinette areas have Crown molding and Tile Floors. The triple sliding glass door system in the Living Room and Double sliding glass door system in the Dinette create a wide, unobstructed opening to the Florida room, offering flexible ventilation, abundant natural light, and a seamless connection. The Florida Room could be used as a Craft area, additional Sitting area with TV or even a Bedroom room for Guests. You have Options! Make the Most of the Space!!! The Primary Suite offers His/Her Walk in Closets and En-suite with Tiled Shower, Vanity with Dual Integrated Sinks and Linen Closet. This attractive home has a 2 Car Garage (19x20) and Separate Golf Cart Garage. The Garage Doors have glass inserts for additional light into the garage and add to the Curb Value of this Home with Paver Driveway and Flagpole. The well-maintained lawn has an irrigation system and custom curbing outlines the landscape beds with rock mulch. Lake Ashton is a 55+ community with Resort Style Amenities, Planned Activities like Dances, Trivia, Day trips, Entertainment series, Holiday Events and MORE! The residents in Lake Ashton enjoy Outdoor and Indoor Swimming Pools, 2- Golf Courses (Memberships are Optional), 2 - Clubhouses, Pickleball, Tennis, Racquetball (Indoor), 1/2 Court Basketball (Indoor), Billiards, Bowling Lanes, Movie Theater, Eagles Nest (Eatery) and More. Make plans today to visit this home and Lake Ashton!

4028 Phoenician Way, Winter Haven

Listing courtesy of LAKE ASHTON REALTY INC.. 863-409-6899

$449,900

3 Beds ⋅ 2 Baths ⋅ P4939945 MLS

GOLF COURSE LIVING AT ITS FINEST! Take a look at this absolutely stunning 3 BR + Den / 2 BA St. John floor plan home in the highly desirable Lake Ashton community, a gated 55+ community in Central Florida! Located on an oversized corner lot, with NO BACKYARD NEIGHBORS you’ll enjoy the serene water views that border Hole 13 along Lake Ashton's West Course. This home has mature and well-maintained landscape with Oak Trees and Beautiful Stately Palm trees, all "watered" by a separate irrigation meter. Highlights you'll love about this home: Double French door entry with Custom Tilework & Interior Finishes in the Open and Spacious Living Room with Tray Ceiling, Triple Sliders that separate the Living Room from the Large Screened Lanai; Luxury Kitchen with Granite Countertops, Tile Backsplash, Under and Above Cabinet Lighting, Custom 42" Maple Cabinets with Pullouts, Pendant Lighting on the Breakfast Bar, SS Appliances, Crown Molding, Glass Front on Select Upper Cabinets and a New Wine Fridge. The Walk in Pantry and Dinette Areas are adjacent to the Kitchen. This home features a Luxurious Primary Suite with Trey Ceiling, His/Her Walk-in closets, a Private En-Suite bathroom complete with a Soaking tub, Separate shower with Custom tile and glass enclosure, Separate His/Her Vanities, and a Dedicated Linen closet. The Primary Suite is a serene retreat after a fun day in Lake Ashton. Additional Upgrades Include: Tile on the Diagonal Flooring, Custom Ceiling fans, Designer lighting fixtures, Stately columns at the entry and a formal dining area, Central Vac, Whole House Sound System and Plantation Shutters. Improvements to the home include: New Roof (2025), New Exterior Paint (2025), Coil Replacement on the A/C, New Water Heater (2025). This home is a Split Floor Plan, offering Privacy for the Owner and Overnight Guests. Bedroom 2 and Bedroom 3 have carpet flooring, a Built in Closet, and ceiling fan. Guests will enjoy the spacious Bath with Comfort Height Vanity and Glass Enclosed Shower. Enjoy Reading a Good Book? Escape to the Den- It's a cozy sitting area and has custom Built-In Shelving- the perfect place to display photos, books or your special "Collectibles. The inside laundry room in this home is sizeable and is the passage from the garage into the home. This home offers a 2- Car Garage and Dedicated Golf Cart Entry. Lake Ashton offers Planned Activities like Dances, Entertainment Series, Karaoke, Bingo and Trivia, Day Trips and SO MUCH MORE! Lake Ashton has two Clubhouses. Residents enjoy Indoor/Outdoor Pools, Pickleball Courts, Tennis Courts, 2- 18 Hole Golf Courses (Memberships Optional), Indoor Racquetball, Movie Theater, Bowling Lane, Fitness Centers (2), Eagles Nest (Eatery), Card, Craft and Billiards and MORE! Schedule an Appointment Today!

4064 Phoenician Way, Winter Haven

Listing courtesy of LAKE ASHTON REALTY INC.. 863-409-6899

$190,500

2 Beds ⋅ 2 Baths ⋅ L4965373 MLS

Maintenance-free Villa in the 55+ gated community of Vienna Square, centrally located in Winter Haven! A brick-paver driveway and walkway lead through mature landscaping to the covered front porch. Inside, the open floor plan features high ceilings, a spacious great room, and a split-bedroom layout. The primary suite offers a large bedroom and en-suite bath, while the second bedroom is conveniently located near the guest bath. The kitchen features a breakfast bar, ample cabinet and counter space, and all appliances, overlooking the Great Room living/dining area with access to the screened lanai through triple Sliding Glass Door. Low monthly HOA fees include roof replacement, exterior painting, lawn maintenance, irrigation, internet/cable TV, and community amenities. Residents enjoy a pool, hot tub, fitness center, tennis/pickleball, billiards, movie room, craft room, recreation room, and more. Conveniently located near shopping, dining, golf, fishing, boating, medical facilities, entertainment, Legoland, Disney, Universal, and both Tampa and Orlando International airports. Vienna Square offers active adult living with the ease, convenience, and peace of mind of low-maintenance living. This is a VA Foreclosure.

1631 Linz Court, Winter Haven

Listing courtesy of VIEWPOINT VALUE REALTY. 863-617-7015

$259,990

3 Beds ⋅ 2 Baths ⋅ S5158362 MLS

Well-maintained 3-bedroom, 2-bathroom single-family home located in the Coventry Cove community of Winter Haven. Built in 2019, this home offers 1,690 sq. ft. of living space and sits on a 7,688 sq. ft. lot. Features include an open-concept floor plan, modern kitchen with stainless steel appliances, and a covered rear porch. The property is currently tenant occupied through the end of October, providing an opportunity for an investor or buyer seeking an income-producing property. Conveniently located near schools, shopping, dining, and major roadways. Nearby schools include Lake Shipp Elementary, Westwood Middle, and Lake Region High School. Low HOA fee.

948 Summer Glen Drive, Winter Haven

Listing courtesy of AXEN REALTY, LLC. 818-932-8800

$375,000

4 Beds ⋅ 3 Baths ⋅ O6444798 MLS

Welcome to this beautifully maintained 2023-built home offering the perfect blend of modern design, functionality, and space to grow! Located in a desirable Winter Haven community, this move-in ready residence feels just like new construction without the wait. This spacious home features 4 bedrooms and 2.5 bathrooms, with all bedrooms thoughtfully located upstairs for added privacy and separation from the main living areas. The versatile floor plan is ideal for both everyday living and entertaining, offering a seamless flow throughout the home. The kitchen and living spaces showcase a clean, modern aesthetic, perfect for today’s lifestyle, while large windows bring in plenty of natural light. Whether you're starting a family or need more room to grow, this layout adapts to your needs with ease. Step outside to a huge fully fenced backyard with endless possibilities, create your dream outdoor oasis, add a pool, or design the perfect space for gatherings and play. Conveniently located just minutes from Legoland, shopping, dining, and major roadways, this home combines comfort, location, and value all in one. Don’t miss your opportunity to own a practically new home in one of Winter Haven’s growing areas!

1117 Michelangelo Lane, Winter Haven

Listing courtesy of ORANGE SLICE PROPERTIES. 863-632-9765

$265,000

3 Beds ⋅ 2 Baths ⋅ P4939982 MLS

Under contract-accepting backup offers. Brand new home in the heart of Winter Haven! This beautiful 3-bedroom, 2-bathroom home offers the perfect blend of style and convenience, located just minutes from dining, shopping, and entertainment. Step inside to an open-concept living space featuring modern gray walls and durable, easy-to-maintain luxury vinyl flooring. The galley-style kitchen shines with elegant granite countertops, stainless steel appliances, sleek cabinetry, and a pantry for additional storage. Additional features include a dedicated laundry closet, an attached 2-car garage, and charming French doors that open out from the great room to a spacious backyard perfect for outdoor activities. Don't miss this home; call us today!

1313 Fairfax St Ne, Winter Haven

Listing courtesy of ASSOCIATE REALTY. 863-618-4000

9504 Waterford Oaks Boulevard, Winter Haven

$725,000

5 Beds ⋅ 3 Baths ⋅ TB8533115 MLS

Welcome to Waterford Oaks, where timeless architectural details and upgraded finishes set this home apart. Beautifully manicured landscaping and a paver driveway lead to an impressive 5-bedroom, 3-bath pool home with nearly 3,000 square feet of living space and an oversized 3-car garage. Decorative glass double entry doors open to a beautifully detailed interior featuring soaring ceilings, extensive crown molding, substantial millwork, architectural columns and arches, plantation shutters and elegant formal living and dining spaces. Thoughtful details continue throughout the home, creating a level of character and craftsmanship rarely found in newer construction. A versatile fifth bedroom at the front of the home also provides an ideal private office or den. At the center of the home, the kitchen combines function with elevated finishes, including granite countertops, rich wood cabinetry, upgraded KitchenAid appliances, a large breakfast bar and walk-in pantry. The kitchen flows into the spacious family room, where recessed lighting and expansive views toward the pool create a comfortable yet refined gathering space. A three-way split bedroom plan provides exceptional privacy. The primary suite is privately positioned in its own wing and features a spacious bath with dual granite-topped vanities, a soaking tub, separate walk-in shower and generous storage. On the opposite side of the home, a separate bedroom and adjacent full bath create an excellent option for guests or in-law accommodations, while two additional bedrooms and another full bath occupy their own private wing. The home's attention to detail carries outdoors to an expansive covered lanai and screened pool, creating a true extension of the living space with room for outdoor dining, entertaining and relaxing year-round. Mature landscaping adds privacy to the backyard setting. Located within gated Waterford Oaks, residents also enjoy community boat ramp and dock access to Lake Winterset and the Winter Haven Chain of Lakes. The combination of architectural detailing, upgraded finishes, a flexible three-way split floor plan, private pool, oversized 3-car garage and Chain of Lakes access makes this a distinctive opportunity in Winter Haven.

9504 Waterford Oaks Boulevard, Winter Haven

Listing courtesy of KELLER WILLIAMS TAMPA PROPERTIES. 813-264-7754

$359,000

3 Beds ⋅ 2 Baths ⋅ L4965284 MLS

Virtually Staged. WATERFRONT LIVING ON BEAUTIFUL LAKE DEXTER-PRIVATE DOCK - OVERSIZED CORNER LOT -Newly Remodeled -Bring the boat and start enjoying the Florida waterfront lifestyle! This beautifully updated 3 Bedroom 2 Bath plus separate Dining Room/Office Lake Dexter canal home offers your own 15 X 25 private dock with electric and water, giving you easy access to boating, fishing and days on the lake. All right from your backyard. Inside, the spacious split-bedroom floor plan features an oversized living room with a fireplace and triple sliding doors opening to the screened lanai and spa. The kitchen had been remodeled with new quarts countertops, new abundant cabinetry, breakfast bar, additional counter space & beverage/wine cooler perfect for entertaining! The formal dining room can easily be converted into a large office/den with built-in oak bookshelves provides the perfect space for working from home or additional flex space. The newly renovated private primary suite offers dual walk-in closets, an updated bath and triple sliders providing direct access to the lanai, spa and outdoors! The guest bathroom has also been beautifully improved. Large inside laundry with plenty of pantry storage is great for organization. Outside, enjoy the huge lot partially fenced in from the waterfront dock! NEWER HVAC and DUCTWORK! NEW SPA PUMP & FILTER! The community also offers an additional boat ramp and community pool to enjoy when you come back in and want to cool off! If waterfront living, boating, fishing and plenty of space are on your wish list, this Lake Dexter home deserves a closer look! You will love living here!

1475 Grand Cayman Circle, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY. 863-577-1234

6604 Winterset Gardens Road, Winter Haven

$399,900

4 Beds ⋅ 3 Baths ⋅ L4965220 MLS

Under contract-accepting backup offers. Virtually Staged. Welcome to 6604 Winterset Gardens Road, where MOVE-IN-READY living meets the ultimate Winter Haven lake lifestyle! Located directly across from a private boat ramp with access to LAKE WINTERSET and the WINTER HAVEN CHAIN OF LAKES, this beautifully updated 4-bedroom, 2.5-bath home offers an impressive 2,459 square feet of heated living space and a generous 3,777 square feet under roof, complete with a THREE-CAR GARAGE and spacious SCREENED-IN BACK PORCH. From the moment you arrive, you’ll appreciate the fresh exterior paint, gutters, solar system, and oversized three-car garage. Step inside to a freshly painted interior featuring NEW LUXURY VINYL PLANK FLOORING throughout, NEW LIGHTING, soaring CATHEDRAL-STYLE CEILINGS, and a spacious floor plan designed for both everyday living and entertaining. The welcoming entry opens to a separate living area with space for a HOME OFFICE, along with a FORMAL DINING ROOM. Continue into the heart of the home where the beautifully UPDATED KITCHEN features NEW CABINETRY with soft-close doors and drawers, SOLID-SURFACE COUNTERTOPS, BRAND-NEW DARK STAINLESS-STEEL APPLIANCES, a spacious breakfast bar, and an abundance of cabinet and countertop space. The PRIMARY BEDROOM is a TRUE EN SUITE RETREAT with generous space, its own dedicated MINI-SPLIT A/C system, and SLIDING GLASS DOORS opening directly to the screened patio—perfect for enjoying Florida's indoor-outdoor lifestyle. The additional bedrooms offer excellent storage, including WALK-IN CLOSETS, while the INDOOR LAUNDRY ROOM provides additional cabinetry for everyday organization. Comfort is covered with multiple A/C systems, including a 2023 system, a NEW 2026 system, plus the dedicated mini-split serving the primary suite. Additional features include, SOLAR, a freshly painted garage floor, and a THREE-CAR GARAGE offering plenty of room for vehicles, storage, recreational equipment, or your lake toys. Out back, the LARGE SCREENED-IN PORCH expands the living space and creates the perfect setting for morning coffee, weekend gatherings, or relaxing after a day on the water. And for boating and outdoor enthusiasts, the location is hard to beat. With the BOAT RAMP DIRECTLY ACROSS THE STREET, you can enjoy LAKE WINTERSET and the WINTER HAVEN CHAIN OF LAKES for BOATING, FISHING, WATER SPORTS, and the Central Florida lake lifestyle Winter Haven is famous for. With 4 BEDROOMS, 2.5 BATHS, 2,459 SQ FT OF HEATED LIVING SPACE, 3,777 SQ FT UNDER ROOF, an UPDATED KITCHEN, LUXURY VINYL PLANK FLOORING, THREE-CAR GARAGE, SCREENED PORCH, SOLAR, MULTIPLE A/C SYSTEMS, and LAKE WINTERSET/CHAIN OF LAKES ACCESS just steps from your front door, this home delivers the space, updates, storage, and lifestyle today's buyers are searching for. Schedule your private showing and experience 6604 Winterset Gardens Road for yourself!

6604 Winterset Gardens Road, Winter Haven

Listing courtesy of BHHS FLORIDA PROPERTIES GROUP. 863-701-2350

$236,990

3 Beds ⋅ 3 Baths ⋅ O6444758 MLS

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.

3005 Captain Jax Way, Winter Haven

Listing courtesy of LENNAR REALTY. 800-229-0611

$258,000

2 Beds ⋅ 2 Baths ⋅ G5118252 MLS

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

Listing courtesy of OLYMPUS EXECUTIVE REALTY INC. mls@oerfl.com

$329,999

4 Beds ⋅ 2 Baths ⋅ TB8551355 MLS

Welcome to this beautiful 2023-built home in Winter Haven, offering 4 bedrooms, 2 bathrooms, approximately 1,867 square feet of living space, a two-car garage, and a fenced yard. Designed for comfortable modern living, this home features tile flooring throughout the main living areas and carpet in the bedrooms. The open-concept kitchen is perfect for everyday living and entertaining, featuring a large kitchen island, pantry, dining area, and all appliances included. Additional features include a whole-home water filtration system and solar panels that may be transferred to the buyer, subject to applicable terms and buyer qualification. Conveniently located near shopping, dining, medical facilities, and everyday essentials, with easy access to Cypress Creek Plaza, Polk State College, Winter Haven Hospital, and the Winter Haven station. Enjoy being close to LEGOLAND® Florida Resort and PEPPA PIG Theme Park, while Walt Disney World® Resort and the greater Orlando area are approximately 45 minutes away, depending on traffic and destination. This home is ready for its next owner. Schedule your private showing today!

751 Grove Street, Winter Haven

Listing courtesy of MARTINEZ 2 & ASSOCIATES OF FLO. 813-431-8785

$309,900

3 Beds ⋅ 3 Baths ⋅ B4902381 MLS ⋅ 2 BLDG.

Welcome to 2 Casarena Ct, a truly unique opportunity in a private gated Winter Haven community. One of only three 3-bedroom with 3 full bathroom residences in the community, this spacious home is ideally positioned to capture beautiful views of Lake Cannon, part of Winter Haven’s renowned Chain of Lakes. Step inside to an inviting open-concept floor plan featuring an expansive living and dining area highlighted by a striking fireplace, creating a warm focal point for both everyday living and entertaining. The thoughtfully designed layout includes two generous primary suites, providing exceptional privacy and flexibility for owners, guests, extended family, or seasonal visitors. Each primary offers spacious living accommodations, with the balcony primary offering double vanity and a sauna in the shower, the while the additional ensuite bedroom and bath provide even more versatility. The updated kitchen features granite countertops, stainless steel appliances, ample cabinetry, and convenient access to the main living and dining spaces. Enjoy Florida living from multiple outdoor areas, including a private balcony overlooking the community pool with views toward Lake Cannon, as well as a private Florida room at the rear of the home—perfect for morning coffee, reading, relaxing, or enjoying the Florida sunshine year-round. Additional features include two HVAC systems, with one replaced approximately six months ago, tankless water heater, natural gas connection, a whole-home generator for added peace of mind, and a two-car garage. A unique private paver parking space provides additional dedicated parking beyond the garage—an exceptional feature for condo living. Residents enjoy the benefits of a private gated community along with lawn care, access to the community pool, and lake access to Lake Cannon and the Chain of Lakes with boat slips that are first come first serve. The combination of water views, spacious living areas, multiple private suites, outdoor living spaces, garage parking, and community amenities makes this property an excellent option for buyers seeking the convenience of low-maintenance living without sacrificing space, privacy, or comfort. Whether you're looking for a full-time residence, seasonal Florida retreat, or spacious lock-and-leave lifestyle, 2 Casarena Ct offers a rare combination of privacy, lakefront community living, and exceptional interior space in the heart of Winter Haven.

2 Casarena Court, Winter Haven

Listing courtesy of CRAIG BURKE REAL ESTATE GROUP, LLC. 863-899-5010

$315,000

3 Beds ⋅ 2 Baths ⋅ O6441874 MLS

Welcome to this beautifully remodeled 3-bedroom, 2-bathroom home offering approximately 1,220 square feet of living space on a generous 0.28-acre lot. The home features an updated interior, modern finishes, comfortable living areas, and a functional floor plan. Conveniently located near shopping, dining, recreation, and downtown Winter Haven. Schedule your private showing today and come see everything this move-in-ready home.

Winter Haven

Listing courtesy of LPT REALTY, LLC. 877-366-2213

$230,000

2 Beds ⋅ 2 Baths ⋅ P4939983 MLS

Welcome to this charming 2-bedroom, 2-bath patio home located in the desirable Cypresswood Golf Community. All flooring is luxury vinyl or tile. Whether you’re looking for a full-time residence, seasonal getaway, or a place to enjoy an active lifestyle, this home offers a wonderful opportunity to enjoy comfortable living in a welcoming golf community. Cypresswood offers an array of amenities and activities, including an 18-hole golf course, clubhouse, pub, restaurant, community pool, holiday events, and numerous community activities. There’s always something to enjoy and plenty of opportunities to meet your neighbors and make new friends. Come enjoy the Florida lifestyle at Cypresswood Golf Community! Schedule your private showing today and discover all this home and community have to offer. New roof October 2026, A/C only two years old.

617 Wexford Court, Winter Haven

Listing courtesy of TOWN & COUNTRY REAL ESTATE. 863-293-1141

2796 Whispering Trails Drive, Winter Haven

$190,000

3 Beds ⋅ 2 Baths ⋅ P4939992 MLS

Short Sale. Block 3-2 block home, needs repairs, but can be a great income producing , down sizing or first time home buyer home. House is in need of repaires,no leaks, floors and painted is needed. Being sold in as is condition.

2796 Whispering Trails Drive, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000

$179,900

3 Beds ⋅ 1 Baths ⋅ O6444145 MLS

Virtually Staged. Welcome to this 3-bedroom, 1-bath home in Winter Haven. The single-story home offers a comfortable layout with well-sized bedrooms and inviting living spaces. A one-car carport provides convenient covered parking, while the outdoor space offers room to enjoy the Florida weather. The home will benefit from some minor updates, providing an opportunity to add personal touches and make the property your own. Conveniently located near local schools, shopping, dining, parks, and major roadways.

1210 32nd Street Nw, Winter Haven

Listing courtesy of MAINSTAY BROKERAGE LLC. 800-583-2914

1205 Eagle Pond Drive Unit 1205, Winter Haven

$162,000

2 Beds ⋅ 2 Baths ⋅ S5158253 MLS ⋅ 1205 BLDG.

Enjoy the Florida lifestyle in Cypresswood Golf & Country Club! This inviting 2-bedroom, 2-bathroom second-floor condo offers comfortable living in a desirable Winter Haven community. PRICED TO SELL. The home features LVP flooring, a newer water heater, and convenient exterior storage for golf equipment, seasonal items, and more. Cypresswood Golf & Country Club offers an array of amenities, including a 24-hour manned guard gate, an 18-hole championship golf course, tennis, pickleball and basketball courts, community pool, restaurant, clubhouse and more. Whether you're looking for a full-time residence, winter retreat, or a place to enjoy an active Florida lifestyle, this condo offers comfort and convenience in a welcoming community. Conveniently located near US-27, you'll have easy access to restaurants, shopping, entertainment, and everyday conveniences, while still enjoying the relaxed atmosphere of a golf and country club community. Low monthly HOA fee. Schedule your visit TODAY.

1205 Eagle Pond Drive Unit 1205, Winter Haven

Listing courtesy of FLORIDA SPIRIT HOMES. 407-396-4441

$259,900

3 Beds ⋅ 2 Baths ⋅ TB8548733 MLS ⋅ Meritage Homes BLDG.

Brand new, energy-efficient home available by Aug 2026! Open floor plan with a lot of flexibility. Retreat to your primary suite that is conveniently situated in the back of the home for plenty of privacy and offers a huge walk-in closet and bathroom with dual sink vanity and standalone shower. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3948 Giorgio Drive, Winter Haven

Listing courtesy of MERITAGE HOMES OF FL REALTY. 813-703-8860

$305,000

4 Beds ⋅ 2 Baths ⋅ C7531097 MLS

Virtually Staged. Weclome to this move-in ready single story home with a bright, open floor plan and inviting living spaces. The spacious kitchen features granite countertops, stainless steel appliances, and ample cabinet space. Functional vinyl flooring enhances the main living areas, while spacious bedrooms provide comfortable accommodations. An attached two car garage adds convenience to this lovely home. Easy to show!

4750 Osprey Way, Winter Haven

Listing courtesy of SOVEREIGN REAL ESTATE GROUP. 305-662-1502

$319,900

4 Beds ⋅ 2 Baths ⋅ O6443878 MLS

SINGLE-FAMILY HOME WITH DETACHED IN-LAW SUITE, RENTAL INCOME & NO HOA! This unique Winter Haven property features a 3-BEDROOM, 1-BATH MAIN HOME plus a separate 1-BEDROOM, 1-BATH DETACHED IN-LAW SUITE, ideal for MULTIGENERATIONAL LIVING, extended family, guests, or ADDITIONAL RENTAL INCOME. The main home is currently operated as a SHORT-TERM RENTAL and is being sold FULLY FURNISHED, with furniture included in the sale price, offering a TURNKEY opportunity for a new owner or a MOVE-IN-READY PRIMARY RESIDENCE. The detached suite has its own PRIVATE ENTRANCE, SEPARATE ADDRESS, PARKING, and SEPARATE UTILITIES currently paid by the tenant, and is generating $1,095/MONTH in rental income while maintaining privacy between both living spaces. Major improvements include NEWER ROOFS completed within approximately the last two years, UPDATED PLUMBING, and CENTRAL A/C for both living spaces. Located just minutes from DOWNTOWN WINTER HAVEN with convenient access to restaurants, shopping, entertainment, and the continued GROWTH AND DEVELOPMENT happening throughout the area. Live in the main home while collecting rental income, continue utilizing the main home as a SHORT-TERM RENTAL, or accommodate extended family—the property offers exceptional FLEXIBILITY for a variety of living arrangements and income opportunities, subject to applicable local regulations. NO HOA!

113 Avenue C Se, Winter Haven

Listing courtesy of LPT REALTY, LLC. 877-366-2213

$280,000

4 Beds ⋅ 2 Baths ⋅ G5118159 MLS

Perfect for a family purchasing their first home! This four-bedroom, two-bath home offers comfortable Florida living with a functional layout and great outdoor space. One of the standout features is the private, fully fenced backyard, along with a screened-in back patio and covered lanai that create the perfect setting for relaxing, entertaining, or enjoying your morning coffee. Luxury vinyl plank (LVP) flooring runs throughout all bedrooms and main living areas, creating a clean, updated, and easy-to-maintain look, while the bathrooms feature tile flooring. All appliances convey with the home, including the washer, dryer, refrigerator, stove, and garbage disposal, making this home even more move-in ready. The combination of the screened patio, covered lanai, and fenced yard provides an excellent extension of the home’s living space and added privacy. Conveniently located in Winter Haven with access to shopping, dining, entertainment, and major roadways, this home offers a great combination of indoor comfort, outdoor living, and everyday convenience. Schedule your private showing today and see everything this home has to offer!

255 Haines Boulevard, Winter Haven

Listing courtesy of PREFERRED RE BROKERS III. 407-440-4900

$259,000

3 Beds ⋅ 2 Baths ⋅ O6443270 MLS

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

Listing courtesy of DALTON WADE INC. 888-668-8283

$174,500

5 Beds ⋅ 2 Baths ⋅ TB8551383 MLS

5 BEDROOMS + FLEX SPACE! Discover an impressive amount of space and versatility in this 5-bedroom, 2-bath manufactured home. In addition to five bedrooms, a dedicated flex room provides even more functionality—ideal for a home office, hobby room, playroom, or additional living space. Inside, you'll find several updates, including refreshed bathrooms, a tiled shower, updated flooring in key areas, and fresh interior paint. The kitchen flows into the dining area and features additional counter seating, providing a functional layout for everyday living and entertaining. Outside, the 0.21-acre lot offers usable yard space for gardening, outdoor seating, recreation, or entertaining. Conveniently located in the Wahneta area of Winter Haven, the property is near Wahneta Elementary School and just minutes from Lake Gwyn Park, with walking trails, sports fields, playgrounds, and a screened pavilion. With its flexible layout, recent interior updates, usable outdoor space, and convenient Winter Haven location, this property offers plenty of possibilities as a primary residence or investment opportunity. Schedule your showing today!

306 Avenue A Wahneta E, Winter Haven

Listing courtesy of PREFERRED SHORE LLC. 941-999-1179

$365,190

4 Beds ⋅ 3 Baths ⋅ O6444164 MLS

Under Construction. This Castaway floorplan is available in farmhouse exterior designs. The inviting front porch opens to a gracious foyer with 2 adjacent secondary bedrooms and a full bathroom. The well-appointed island kitchen is open to the cafe area and spacious family room with access to the covered lanai. The primary suite boasts an en suite bathroom with dual sink vanity, shower, private water closet, and large walk-in closet. A 3rd secondary bedroom, full bathroom and conveniently located laundry room complete the Castaway plan.

823 Andrew Street, Winter Haven

Listing courtesy of DRB GROUP REALTY, LLC. 407-270-2747

1100 Martinique Drive Unit 220, Winter Haven

$149,900

3 Beds ⋅ 2 Baths ⋅ S5158041 MLS ⋅ A BLDG.

Welcome to easy Florida living in the desirable community of Orchid Springs! This beautifully updated second-floor CORNER/END-UNIT condo offers a wonderful sense of privacy along with an abundance of natural light. Featuring a spacious, open split-bedroom floor plan with 3 bedrooms, 2 bathrooms, an enclosed bonus room and a dedicated inside laundry room, this modern-looking unit provides plenty of comfortable and flexible living space. Thoughtful updates and custom touches can be found throughout, including crown molding and stylish finishes. The beautiful kitchen features granite countertops, updated stainless steel appliances and plenty of cabinet and counter space, creating a functional and inviting space for everyday living and entertaining. The spacious primary suite offers a walk-in closet and private ensuite bathroom with a step-in shower and granite countertop. The split-bedroom layout provides added privacy for family or guests, while the enclosed bonus room adds valuable additional living space and can easily serve as a home office, den, hobby room or additional sitting area. Additional conveniences include a full inside laundry room with washer and dryer included, as well as assigned covered parking. Some of the furniture may also be negotiable, making this an excellent option for buyers looking for an easier transition into their new Florida home. One of the many benefits of Orchid Springs is the affordable condo fee, which includes water, gas, sewer, trash, exterior building maintenance and grounds maintenance, providing for a convenient, low-maintenance lifestyle. Residents also enjoy access to the community clubhouse and swimming pool. Ideally located in SE Winter Haven near Highway 27, this condo provides convenient access to shopping, restaurants, medical facilities, LEGOLAND Florida Resort and everyday necessities. Winter Haven's Central Florida location between Tampa and Orlando also makes it convenient for enjoying everything the region has to offer. Whether you are looking for a full-time residence or a seasonal Florida retreat, this beautifully updated corner unit combines privacy, natural light, modern finishes, additional living space and a convenient location. Schedule your private showing today!

1100 Martinique Drive Unit 220, Winter Haven

Listing courtesy of RE/MAX HERITAGE PROFESSIONALS. 863-256-2188

$459,900

5 Beds ⋅ 3 Baths ⋅ P4939949 MLS

NO HOA Lake Front 5 bedroom 3 bath Home in Winter Haven! This beautifully remodeled home enjoys elevated views of Lake Elbert! Inside the home you find Luxury vinyl plank flooring throughout the main living area with brand new carpet for comfort in the bedrooms. The large Kitchen boasts All wood cabinetry with durable quartz countertops and brand new Stainless steel appliance package! Enjoy time outside in the Screened in porch that overlooks the lake or enjoy time in the fenced in back yard that has citrus and star fruit trees! There is workshop or storage room out back as well. All major repairs and updates have been taken care of, including: newer roof, new HVAC, Water heater, windows and doors and this beautiful home is ready for its new owner! Schedule your showing today!

1196 Lake Elbert Drive Se, Winter Haven

Listing courtesy of DALTON WADE INC. 888-668-8283

$299,000

3 Beds ⋅ 2 Baths ⋅ L4965243 MLS

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

Listing courtesy of LA ROSA REALTY PRESTIGE. 863-940-4850

$286,000

3 Beds ⋅ 2 Baths ⋅ TB8546812 MLS ⋅ Meritage Homes BLDG.

Under Construction. Brand new, energy-efficient home available by Sep 2026! Configure the flex room in the front of the home to an at home office space or hobby space for the kids. Past the foyer, the open kitchen flows to the dining space, great room and outside patio. Private primary suite offers a spacious area to relax. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3933 Giorgio Drive, Winter Haven

Listing courtesy of MERITAGE HOMES OF FL REALTY. 813-703-8860

6624 Winterset Gardens Road, Winter Haven

$450,000

5 Beds ⋅ 3 Baths ⋅ O6443972 MLS

Welcome to 6624 Winterset Gardens Road - this is an ideal home or rental property for those seeking an updated living space with community boat ramp with Chain of Lakes access. This renovated home has 5 bedrooms with 2.5 bathrooms. The renovations include new kitchen cabinets, kitchen appliances and Quartz countertops, fully renovated bathrooms, new flooring, new lighting, new ceiling fans and more. NEW Roof in 2022 and a New Termite bond in 2026! This home also has a newly painted interior/exterior. Winterset Gardens is a highly respected, quaint neighborhood on the shore of Little lake Winterset and offers an optional $100 HOA with a community boat ramp and no deed restrictions allowing direct access to The world renowned Winter Haven Chain of Lakes. 24 canal connected lakes offering great fishing, skiing and leisure boating. Hop on your boat from your neighborhood and go get a bite to eat at several float up bars and restaurants.

6624 Winterset Gardens Road, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 407-647-1211

$315,000

3 Beds ⋅ 2 Baths ⋅ S5158102 MLS

Welcome to this beautifully maintained 3-bedroom, 2-bathroom home, built in 2020 and located in the gated Lake Deer community. This move-in-ready residence features a bright, open-concept floor plan that seamlessly connects the living room, dining area, and kitchen—ideal for everyday living and entertaining. The kitchen is the heart of the home, offering granite countertops, stainless steel appliances, ample cabinetry, and a spacious center island with additional seating and workspace. Laminate flooring extends throughout the home, providing a clean, modern appearance with no carpet to maintain. The primary suite includes a private bathroom and walk-in closet, while two additional bedrooms are flexibility for guests, a home office, or a personal fitness space. The home also features an attached two-car garage and a covered rear patio overlooking the generously sized backyard—perfect for relaxing, entertaining, or creating your own outdoor retreat. Residents of Lake Deer enjoy access to a community playground and dock for fishing or taking in the peaceful lake views. Additional benefits include low HOA fees, no CDD, and Flood Zone X. Conveniently located near shopping, dining, schools, and major roadways. Schedule your private showing today!

195 Black Skimmer Lane, Winter Haven

Listing courtesy of AMY INTERNATIONAL CORP. 407-757-8621

$700,000

3 Beds ⋅ 4 Baths ⋅ A4706754 MLS

Welcome to your own private piece of Florida! This unique property offers nearly 5 acres of space, privacy, and endless possibilities with **NO HOA**. Nestled away from the hustle and bustle, this property provides the room and freedom to enjoy a more private, country-style lifestyle while still being conveniently located near everything Winter Haven has to offer. The property features a spacious 3-bedroom, 2.5 bath home plus a detached shed that is currently being used as a she shed. With nearly 5 acres, there is plenty of room for outdoor activities, pets, gardening, recreational equipment, or simply enjoying the peace and privacy of your surroundings. The Pool area also features an outdoor half bath for convenience! Enjoy easy access to Winter Haven's famous **Chain of Lakes**, offering boating, fishing, kayaking and scenic water activities. You're also conveniently located near **LEGOLAND Florida Resort, Peppa Pig Theme Park, SEA LIFE Florida, downtown Winter Haven, local parks, shopping and dining**. For nature lovers, nearby attractions include scenic lakefront parks and trails, while **Bok Tower Gardens** is just a short drive away in Lake Wales. Winter Haven's central location also provides convenient access to the greater Central Florida area, including Orlando and Tampa. If you've been searching for acreage, privacy, flexibility and no HOA while remaining close to Central Florida attractions, this property offers a rare opportunity to enjoy it all.

281 Gerber Dairy Road, Winter Haven

Listing courtesy of EXP REALTY LLC. 888-883-8509

$224,990

3 Beds ⋅ 3 Baths ⋅ O6443913 MLS

Under Construction. Open flow sets the tone for this elegant new Crestone II two-story townhome. There are a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen, dining room 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.

3075 Captain Jax Way, Winter Haven

Listing courtesy of LENNAR REALTY. 800-229-0611

$349,001

2 Beds ⋅ 2 Baths ⋅ P4939922 MLS

Welcome to Traditions, a premier 55+ maintenance-free gated community, where resort-style living meets everyday comfort and convenience! This wonderful 2-bedroom, 2-bath home with a den offers Eco Smart construction and an exceptional location just steps from the community clubhouse and directly across the street from the boat ramp. A charming screened-in front entry welcomes you into this beautifully appointed home. Step inside to the spacious Great Room, featuring elegant crown molding and porcelain plank flooring. Oversized glass sliding doors provide an abundance of natural light and open seamlessly to the screened-in lanai, creating an effortless flow between indoor and outdoor living. The gourmet kitchen is truly a chef’s delight, showcasing timeless white shaker cabinetry accented with crown molding and brushed-nickel hardware, complemented by a beautiful glass-tile backsplash. The center island features luxurious quartz countertops and pendant lighting, creating both a stylish focal point and functional workspace. A walk-in pantry and stainless-steel appliance package provide additional convenience and storage. The charming breakfast nook offers the perfect spot for casual dining. Designed for entertaining, the open-concept floor plan allows the formal Dining Room to flow naturally into the Great Room. The versatile Den is an inviting retreat with beautiful views overlooking Lake Ruby, making it an ideal home office, reading room, or additional living space. The Primary Bedroom Suite offers a peaceful retreat, featuring a tray ceiling, wall-to-wall carpeting, and a generously sized walk-in closet. The luxurious Primary Bath features a comfort-height vanity with dual sinks, quartz countertops, private water closet, and a handicapped-accessible tiled shower beautifully finished with decorative Listello tile and glass enclosure. Throughout the home, crown molding and graceful arched entryways add architectural detail and timeless elegance. Step outside to the generously sized screened-in lanai, beautifully finished with pavers and offering a peaceful space to relax, entertain, and enjoy the Florida lifestyle. Additional features include a Laundry Room with cabinetry, washer and dryer, keyless smart-lock entry, smart thermostat, double-pane Low-E windows, AO Smith hybrid water heater, screened front entry, exterior carriage lighting, architectural shingle roof, radiant heat barrier, gutters, exterior stone facade, and paved walkway & driveway. The two-car garage features a garage door opener for added convenience. Traditions offers an exceptional active-adult lifestyle with an impressive array of amenities and planned activities. Residents enjoy a lakefront clubhouse, dock and boat ramp, heated swimming pool and spa, ballroom, billiards, meeting room, library, computer room, craft room, dog park, tennis courts, basketball court, bocce, shuffleboard, fitness center, aerobics studio, and so much more. The monthly HOA fee includes lawn service, cable, internet, and exterior house painting, providing added value and making maintenance-free living truly effortless. With its coveted location near the clubhouse and boat ramp, Lake Ruby views, this property offers the perfect combination of resort-style amenities, beautiful surroundings, and everyday convenience.

4075 Bedford Avenue, Winter Haven

Listing courtesy of CENTURY 21 MYERS REALTY LAKE WALES. 863-676-4448

$255,000

3 Beds ⋅ 2 Baths ⋅ O6443814 MLS

Welcome to 117 Rebecca Dr NE in Winter Haven! This charming home features a comfortable, spacious layout, inviting living areas, and a convenient location on a quiet residential street. Well-maintained landscaping and welcoming curb appeal make a great first impression. Inside, natural light fills the living spaces, creating a bright and comfortable atmosphere throughout. The functional kitchen provides plenty of space for everyday cooking and entertaining, while the open living and dining areas provide flexibility for a variety of uses. Step outside to enjoy a spacious, fully fenced backyard with plenty of room for outdoor entertaining, recreation, or simply relaxing in the Florida sunshine. The patio provides additional outdoor living space, while the privacy fencing creates a more secluded setting. For added preparedness during Florida's hurricane season and unexpected power outages, an included generator setup is conveniently connected to the home. Conveniently located near shopping, dining, recreation, and other Winter Haven amenities, this home combines comfort with everyday convenience. The home can also be purchased fully furnished and move-in ready, providing an easy transition for use as a primary residence, second home, or investment property. Come see everything 117 Rebecca Dr NE has to enjoy!

117 Rebecca Drive Ne, Winter Haven

Listing courtesy of BEYCOME OF FLORIDA LLC. 844-239-2663

$225,000

3 Beds ⋅ 2 Baths ⋅ D6148870 MLS

Under contract-accepting backup offers. Discover modern Florida living in Villamar, a desirable Winter Haven community with peaceful pond views and convenient access to Central Florida attractions. Built in 2024, this single-story 3-bedroom, 2-bath home offers an open-concept layout with spacious living areas, an oversized island, granite countertops, stainless steel appliances, and a pantry. The private primary suite features an ensuite bath, while two additional bedrooms offer flexibility for guests, a home office, or hobbies. Sliding doors open to a relaxing backyard overlooking the pond. Enjoy community amenities including a pool, clubhouse, and playground. Ideally located near US-27 and I-4, with shopping, dining, schools, LEGOLAND Florida Resort, the Winter Haven Chain of Lakes, and Downtown Winter Haven nearby. A wonderful opportunity to make a newer home your own. Short sale.

2824 San Marco Way, Winter Haven

Listing courtesy of CENTURY 21 SUNBELT REALTY. 941-235-6610

$269,000

3 Beds ⋅ 2 Baths ⋅ L4965239 MLS

Welcome to this well-maintained 3-bedroom, 2-bath home tucked away on a quiet cul-de-sac. Situated on approximately 0.23 acres, this home features a 2-car garage, vaulted ceilings, upgraded windows, and a bright, comfortable layout. The roof was replaced in November 2021 and the HVAC was replaced in 2022. Interior updates completed in 2024 include new flooring and fresh paint. Master Bedroom has private access to the patio space and an ensuite full bathroom. Enjoy additional living and entertaining space on the screened-in patio with vinyl window coverings.. The property also features an irrigation/sprinkler system. Conveniently located near shopping, dining, schools, and everything the city of Winter Haven provides, this move-in-ready home combines thoughtful updates with a peaceful residential setting. HOA is only $200 annually. Buyer to verify all HOA information, Tax information and Room Dimensions.

224 Crown Court, Winter Haven

Listing courtesy of S & D REAL ESTATE SERVICE LLC. 863-824-7169

$169,900

2 Beds ⋅ 2 Baths ⋅ S5158044 MLS

Welcome to this charming 2-bedroom, 1.5-bath manufactured home situated on more than a quarter-acre of owned land with no HOA or lot rent! Located in a quiet, established community, this home offers a spacious, private yard with plenty of room for outdoor entertaining, gardening, pets, or simply enjoying your own peaceful space. The property is comfortable and functional as it stands, while offering an excellent opportunity for someone ready to add a little love, complete a few cosmetic improvements, and make it their own. Recent updates include a remodeled kitchen and septic system, both completed in 2026. The main home features central air conditioning, while the Florida room and detached backyard structure each have mini-split systems. The Florida room provides additional flexible living space, and the separate air-conditioned backyard structure is perfect for a workshop, home office, hobby room, or extra storage. Conveniently located near Cypress Gardens Boulevard, shopping, dining, and LEGOLAND Florida, this property combines privacy, land, flexibility, and value in one unique opportunity.

5974 Foxhollow Drive, Winter Haven

Listing courtesy of TFP FLORIDA REALTY LLC. 863-337-9667

$335,000

3 Beds ⋅ 2 Baths ⋅ L4965172 MLS

Great Location!! 3 beds 2 baths, HUGE LOT. This home features porcelain tile in the main living, quartz countertops, stainless steal appliances and much more. Split floor plan with huge master bedroom, on-suite, and large walk in closet. This is the perfect family home close to everything including Legoland. Give us a call today to set up a showing to see this amazing home!

1050 Michelangelo Lane, Winter Haven

Listing courtesy of SOHO RE AND CONSTRUCTION. 863-287-3225

$255,000

3 Beds ⋅ 2 Baths ⋅ P4939942 MLS

Move right into this lovingly maintained 3-bedroom, 2-bath home with a 2-car garage nestled in Eagle Landing. Low annual HOA fee. Spanning nearly 1,300 square feet of living space, this home features a bright and airy open floor plan that effortlessly connects the living, dining, and kitchen areas. The kitchen showcases beautiful countertops, ample cabinetry, a close pantry, and a functional island. The primary bedroom is complete with a walk-in closet and its own bathroom. The additional bedrooms provide plenty of versatility for family, guests, or a dedicated home office. Enjoy the ease of a dedicated indoor laundry room. Step outside to a rear covered porch overlooking a fully fenced-in backyard, ideal for relaxation, pets, play, and outdoor gatherings. Don't delay; call and schedule your appointment today.

813 Eagle Rock Ter, Winter Haven

Listing courtesy of ASSOCIATE REALTY. 863-618-4000

$460,000

4 Beds ⋅ 4 Baths ⋅ L4965109 MLS

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

900 Lake Martha Drive Ne, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000

$350,000

4 Beds ⋅ 2 Baths ⋅ L4965212 MLS

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

817 Reflections Loop E, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000

$237,900

3 Beds ⋅ 2 Baths ⋅ P4939927 MLS

One or more photos have been virtually staged Charming 3/2 in Cypress Landings on Lake Dexter! Welcome home to this adorable 3-bedroom, 2-bath property located in the highly desirable Cypress Landings community on beautiful Lake Dexter. Step inside to an inviting open floor plan featuring cathedral ceilings that make the living space feel bright, airy, and perfect for everyday living or entertaining. The large primary bedroom offers plenty of comfort with its walkin closet and a private ensuite bath complete with a convenient step in shower. Living in Cypress Landings means enjoying a lifestyle full of amenities, including: Community boat ramp, Fishing pier, Clubhouse, Heated pool, Tennis courts. All of this, plus a location that keeps you close to shopping, medical offices, dining, and more. This community does not allow short term rentals, ensuring a peaceful, residential atmosphere. A wonderful opportunity to enjoy lake access, great amenities, and a cozy home in a fantastic Winter Haven neighborhood!

4116 Fishermans Landing, Winter Haven

Listing courtesy of STACEY TOWNS REALTY LLC. 863-422-1585

$199,000

3 Beds ⋅ 2 Baths ⋅ TB8550554 MLS

Unique opportunity to purchase a home with TWO additional contiguous parcels — THREE parcels offered together for a total package price of $199,000! 134 Lichtenwalter Rd – $199,000 1500 Gaines Rd – (PID) 25-29-11-000000-023360 0 Gaines Rd – (PID) 25-29-11-000000-023520 134 Lichtenwalter Rd features a 2020 manufactured home offering 3 bedrooms, 2 bathrooms, and approximately 1,080 sq. ft. of living space. Adding even more potential, 1500 Gaines Rd has an existing setup previously intended for a second mobile home, including its own electrical pole. The additional parcels provide extra space, privacy, and possibilities for future use. All three parcels are being offered together for $199,000. A great opportunity for buyers looking for a home with additional land and flexibility! Buyer and buyer’s agent are responsible for verifying zoning, utilities, permitting, impact fees, and whether an additional manufactured/mobile home may be placed on the property with the appropriate governmental authorities.

134 Lichtenwalter Road, Winter Haven

Listing courtesy of ELEVE REAL ESTATE LLC. 407-743-7472

$285,000

3 Beds ⋅ 2 Baths ⋅ R4912028 MLS

WELCOME HOME TO VILLAMAR — where modern comfort meets the Florida lifestyle! Beautifully maintained and truly move-in ready, this single-story Winter Haven home offers the bright, open-concept design today's buyers are looking for, along with a fantastic location in the desirable VillaMar community. Step inside and you're immediately welcomed by an impressive open living space with high ceilings, abundant natural light and tile flooring throughout the main living areas. The spacious layout effortlessly connects the kitchen, dining and living areas, creating the perfect setting for everyday living, entertaining friends, or simply relaxing at home. The kitchen is truly the heart of this home and is designed to impress. Featuring shaker-style cabinetry, granite countertops, stainless-steel appliances, recessed lighting and an oversized center island with a double-basin sink, there's plenty of prep space, storage and room to gather. The expansive island also provides an ideal spot for casual seating and entertaining while keeping the kitchen completely connected to the living area. The private primary suite offers a relaxing retreat complete with a generous walk-in closet and an ensuite bathroom featuring dual vanities with granite countertops and a soaking tub. Additional bedrooms provide flexibility for family, guests, a home office, hobby room or whatever best fits your lifestyle. A second full bathroom features coordinating granite countertops and a tub/shower combination. Step outside to your covered lanai and backyard, giving you your own outdoor space to enjoy Florida's beautiful weather. Whether you envision morning coffee outside, weekend barbecues, a play area or a space for your four-legged companions, the backyard is ready to make your own. Additional highlights include an interior laundry room, recessed lighting, window blinds, ample storage and an attached 2-car garage. And the lifestyle doesn't stop at your front door. VillaMar brings resort-style living right to the neighborhood, with a community swimming pool, shaded seating areas, playground and park areas, green spaces, and beautiful water and conservation surroundings. The location is another standout. VillaMar sits in southeast Winter Haven with convenient access to US-27, US-17 and SR-60, putting shopping, dining, recreation and surrounding Central Florida destinations within easy reach. Even better, LEGOLAND Florida Resort and Peppa Pig Theme Park are approximately 4.4 miles away, while Winter Haven's famous lakes, outdoor recreation and charming downtown are also nearby. Walt Disney World is approximately 35 miles from the community. Why wait for new construction when you can have a beautiful, move-in-ready home in an established community with the amenities already waiting for you? Come experience the space, convenience and lifestyle VillaMar has in store. Schedule your private showing today and see why this Winter Haven home deserves to be at the top of your list! Offering up to ($2500- $5,000 for qualified buyers – can be used toward down payment, closing costs, or rate buydown. Primary residence only. Contact listing agent for details.

1714 Carnostie Road, Winter Haven

Listing courtesy of LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV. 407-207-2220

$430,000

4 Beds ⋅ 2 Baths ⋅ S5157963 MLS

A Dream come true in Winter Haven! This beautiful 4-bedroom, 2-bath home checks all the boxes: NO HOA, a private pool, and a spacious backyard. Enjoy comfortable indoor living and plenty of outdoor space to relax and entertain. Conveniently located in the Cypress Gardens area near LEGOLAND Florida, shopping, dining, and everyday conveniences. A wonderful combination of space, freedom, location, and Florida lifestyle. Schedule your private showing today!

9 Winterset Dr, Winter Haven

Listing courtesy of LPT REALTY, LLC. 877-366-2213

$210,000

2 Beds ⋅ 2 Baths ⋅ L4964845 MLS

Discover this traditional 2-bedroom, 2-bath villa offering a bright, open layout and exceptional pride of ownership throughout. The welcoming foyer with a cozy sitting area leads into a spacious great room and dining area overlooking the enclosed Florida room and serene garden courtyard. The well-appointed kitchen features abundant cabinetry, a closet pantry, and an open design perfect for entertaining. Both bedrooms are generously sized with ample closet space. Home has garage door screen, flagstone patio with tropical plantings, and a roof replaced in 2013/2014. Located in the desirable Park Lake community, residents enjoy a large pool, recreational building, private dock on the renowned Chain of Lakes, and plentiful guest parking. Ideally situated near shopping, medical facilities, restaurants, downtown attractions, and the bus line, this beautifully maintained villa offers comfort, convenience, and a relaxing Florida lifestyle.

2206 San Marcos Circle Se, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541

$419,000

3 Beds ⋅ 3 Baths ⋅ S5157925 MLS

Discover your own private Florida retreat in this stunning 3-bedroom, 2.5-bathroom pool home, built in 2018 and offering over 2,600 square feet of living space on a spacious, nearly quarter-acre lot in Winter Haven, Florida! Designed for comfort, entertaining, and everyday living, this beautiful two-story residence features an expansive floor plan with a generously sized primary suite, an oversized walk-in closet, and a huge upstairs loft offering endless possibilities for a home office, media room, game room, or additional living area. The heart of the home is the spacious kitchen, featuring elegant quartz countertops, a large center island, abundant cabinetry, and plenty of room for preparing meals and gathering with guests. Step outside into your very own backyard paradise! Enjoy a gorgeous screened-in private swimming pool surrounded by an elegant travertine pool deck, all within a fully fenced backyard offering privacy and plenty of outdoor space. Whether you're hosting weekend gatherings, relaxing poolside, or enjoying Florida's year-round sunshine, this outdoor retreat is designed to impress. Additional highlights include a two-car garage, an extended driveway providing ample parking, and access to a community swimming pool. Located in the desirable Lake Lucerne community, this home offers convenient access to US Highway 27, Interstate 4, shopping, dining, and everyday essentials. Enjoy the attractions of Central Florida, including LEGOLAND Florida Resort, Winter Haven's famous Chain of Lakes, nearby parks, and the restaurants and entertainment of Downtown Winter Haven. The location also provides convenient connections to Haines City, Davenport, and the greater Orlando area. Why settle for an ordinary home when you can enjoy your own private pool, an oversized primary suite, generous living space, and an exceptional Central Florida location? Schedule your private showing today and experience everything this Winter Haven pool home has to offer!

119 Sunfish Drive, Winter Haven

Listing courtesy of EXIT REALTY 4CORNERS. 863-344-3948

$145,999

2 Beds ⋅ 1 Baths ⋅ P4939902 MLS

2 Lots and 2 Homes for the price of One. Attention investors and those looking for a great deal! Seize a truly unique opportunity to own two homes for the price of one. This property includes a single-family home with 2 bedrooms and 1 bathroom address 215 10th Wahneta St W Winter Haven FL, as well as a single-wide mobile home from 1988 with 2 bedrooms and 1 bathroom address 213 10th Wahneta St W Winter Haven FL33880. The single-family & Mobile home needs Lot's TLC but has great potential. It could be perfect for someone willing to put in some work or an investor looking to flip or rent it out. Also included on the property is a detached garage offering an extra 480 square feet of storage space. This unique setup offers flexibility depending on your needs. This is truly a rare find at this price point. Don't miss out on this fantastic investment opportunity! Dual Rental Income, Fix-and-Flip Potential, Multi-Generational Living

213 10th Wahneta Street W, Winter Haven

Listing courtesy of J&T PROPERTY SOLUTIONS GROUP LLC. 863-440-3603

$260,000

4 Beds ⋅ 3 Baths ⋅ P4939940 MLS

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

5707 E Lake Fox Drive, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541

$319,999

4 Beds ⋅ 3 Baths ⋅ O6443234 MLS

Welcome to this beautifully designed 4 bedroom, 2.5 bathroom two-story home, built in 2024, offering modern style, thoughtful upgrades, and easy maintenance living. Step inside to discover elegant tile flooring throughout the main level, creating a sleek and inviting atmosphere. The spacious kitchen features stunning quartz countertops, upgraded appliances, and beautiful gold accents that add a touch of sophistication to the heart of the home. Upstairs, you’ll find comfortable bedrooms with plush carpeting, including a spacious primary suite designed for relaxation. The open concept layout provides plenty of space for entertaining, everyday living, and making lasting memories. Step outside to enjoy the large paved backyard area, perfect for outdoor dining, entertaining, or creating your own private retreat. The backyard also features turf instead of traditional grass, providing a beautiful, low maintenance outdoor space without the hassle of regular mowing and upkeep. This move in ready home offers the perfect combination of comfort, style, and convenience.

231 Hayley Street, Winter Haven

Listing courtesy of RE/MAX ASSURED. 800-393-8600

$209,000

3 Beds ⋅ 1 Baths ⋅ S5157815 MLS

THIS ISN’T JUST A HOUSE—IT’S A LOT MORE HOUSE THAN YOU’D EXPECT. About 1,500 SF of easy living with 3 bedrooms, an open floor plan, fresh paint, newer flooring, newer appliances, and a BRAND-NEW ROOF. Then things get interesting… a huge bonus/utility room, an oversized backyard, and a back patio that practically begs for weekend BBQs. And the detached garage/workshop? That’s where the toys, tools, hobbies, or big ideas get their own space. All this minutes from Downtown Winter Haven. Come see it. I have a feeling the backyard might sell you.

1825 34th Street Nw, Winter Haven

Listing courtesy of WEICHERT REALTORS HALLMARK PRO. 407-841-8011

$225,000

4 Beds ⋅ 2 Baths ⋅ S5157813 MLS

Virtually Staged. Welcome home to 3708 Coffman Road — a charming single-family retreat in the heart of Winter Haven with NO HOA and NO CDD! This move-in-ready block home offers 4 bedrooms, 2 full baths, and approximately 1,359 sq ft of comfortable living, all set on a generous 0.28-acre lot with mature trees and a peaceful wooded view. Inside, you'll find easy-care ceramic tile and vinyl flooring, ceiling fans throughout, and a spacious eat-in kitchen — plus the bonus of an owned solar energy system for lower monthly bills. Central heat and air, public water, and a 2-car carport add everyday convenience. Enjoy the freedom of a fully fenced yard, pet-friendly living with no restrictions, and a prime location just minutes from shopping, dining, top schools, and major roadways. Homestead-eligible and priced to sell at $235,000 — owner-occupied; please allow advance notice for showings. Schedule your private tour today!

3708 Coffman Drive, Winter Haven

Listing courtesy of CENTURY 21 EDGE. 321-351-2121

$89,000

L4964940 MLS

Rare opportunity to own a vacant parcel in the desirable gated community of Waterford Oaks, offering the opportunity to secure sort after land in an established residential setting with HOA community amenities and convenient access to LAKE WINTERSET and the Winter Haven Chain of Lakes. A community boat ramp and dock on Lake Winterset are just a short distance away, providing convenient access for boating, fishing, and enjoying the area's interconnected waterways. This parcel offers an excellent opportunity for those looking to add land in a sought-after community, create additional privacy, or explore future possibilities, subject to HOA guidelines, zoning, land-use requirements, and county approvals. The established community setting and proximity to Lake Winterset add to the property's appeal for those seeking a Central Florida lifestyle with access to recreational amenities. Enjoy the benefits of Waterford Oaks HOA community living, along with convenient proximity to shopping, dining, major roadways, local lakes, LEGOLAND Florida, and other Central Florida attractions. With Lake Winterset access, a nearby community boat ramp and dock, gated community surroundings, and its location immediately beside the neighboring estate, this parcel presents a unique opportunity to secure land in an appealing Winter Haven location.

Waterford Oaks Boulevard, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000

$750,000

5 Beds ⋅ 4 Baths ⋅ L4964939 MLS

Welcome to an exceptional 5-bedroom, 3.5 bathroom estate in the highly desirable gated community of Waterford Oaks in Winter Haven, This distinctive home offers a 2023 ROOF; NEW EXTERIOR PAINT; and a ONE YEAR HOME WARRANTY offered by the seller, along with lake access, resort-style outdoor living, flexible living spaces, and exceptional parking. A standout feature is community access to LAKE WINTERSET and the Winter Haven Chain of Lakes. A community boat ramp and dock on Lake Winterset are just a short distance away, offering convenient access for boating, fishing, and water recreation. Situated on a beautifully landscaped corner lot, the property features mature landscaping and elegant architectural details. The property offers exceptional parking with an elegant CIRCULAR DRIVEWAY and a separate SIDE ENTRY DRIVEWAY leading to the three-car garage, providing abundant space for guests, vehicles, and recreational equipment. Inside, the spacious floor plan showcases original hardwood floors, high ceilings, multiple tray ceilings, crown molding, custom built-ins, recessed lighting, and abundant natural light. The living room features custom built-in shelving surrounding an electric fireplace, while the adjoining family room offers a custom entertainment center, built-in shelving, and large windows overlooking the screened outdoor living area. The gourmet kitchen is a true centerpiece of the home, featuring custom wood cabinetry, GRANITE COUNTERTOPS, a substantial CENTER ISLAND with prep sink, built-in appliances, gas range with decorative backsplash and pot-filler faucet, abundant counter space, and generous storage. The kitchen overlooks the pool area and connects easily to the entertaining spaces. A spacious BUTLER'S CHAMBER provides additional cabinetry, workspace, storage, and a convenient laundry area. The luxurious primary suite offers a private retreat with a tray ceiling, accent lighting, large windows, plush carpeting, and a walk-in closet. The en-suite bathroom features dual vanities, tile flooring, a deep soaking tub beneath an arched window, and a spacious walk-in shower. One additional bedroom is currently used as a dedicated pool table/billiards room, offering flexibility as a recreation space or bedroom. Upstairs, an expansive TV room or potential mother-in-law suite provides additional privacy and versatility with a microwave, refrigerator, sink, 1/2 bathroom, and walk-in closet currently used as a small office. The outdoor living space is truly one of the home's major highlights, featuring a screened-in lanai, large pool with a swim-out area, OUTDOOR KITCHEN, barbecue area with NEW BARBECUE GRILL, and spacious brick-paver pool deck. The pool enclosure was rescreened last year, creating an inviting setting for swimming, dining, relaxing, and entertaining. Additional highlights include two tankless water heaters, with one serving the primary bedroom and the other serving the remainder of the home; a private well supplying irrigation for the property and adjacent vacant land which is also available for purchase. Conveniently located near shopping, dining, major roadways, local lakes, LEGOLAND Florida, and other Central Florida attractions, this distinctive estate combines Lake Winterset access, a resort-style saltwater pool, outdoor kitchen, gourmet kitchen, three-car side-entry garage, exceptional parking, multiple entertainment spaces, flexible upstairs living, and significant recent improvements.

9513 Waterford Oaks Boulevard, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000

$409,900

3 Beds ⋅ 3 Baths ⋅ P4939917 MLS

This Awesome 3 bedroom 3 bath home is ready for its you!!. Located in a GREAT gated community in off of Overlook Drive in SE Winter Haven this one has the perfect combination of location, and comfort. Check out the kitchen with nice countertops and wood cabinets. The rooms have great windows offering abundant natural light, and space for everyone. The 3 way split bedroom plan offers form, and function. The spacious yard offers peace, and privacy with no home in your back yard, Roof replaced in 2004.Check out this sweet property today. Step inside and you will love. Make it yours!!

742 Santa Maria Drive, Winter Haven

Listing courtesy of CROSBY & ASSOCIATES, INC.. 863-293-5600

$290,000

3 Beds ⋅ 2 Baths ⋅ TB8549727 MLS

Welcome to 256 Krenson Bay Loop, a beautifully maintained 3-bedroom, 2-bath home located in the gated Krenson Bay community of Winter Haven. Built in 2022, this move-in-ready home offers 1,756 square feet of thoughtfully designed living space with an inviting open floor plan that seamlessly connects the kitchen, dining, and living areas—ideal for everyday living and entertaining. The spacious kitchen features ample cabinetry and counter space, creating a functional gathering space for family and guests. The generous primary suite offers a private retreat with a walk-in closet and ensuite bath, while two additional bedrooms provide comfortable space for family, guests, a home office, or flex space. Step outside to the fully fenced backyard, offering a private outdoor space for pets, entertaining, gardening, or simply enjoying Florida's beautiful weather. A water softener adds an extra touch of convenience. The home also features a two-car garage and a well-maintained interior that reflects pride of ownership. Located in the desirable gated Krenson Bay community, this home offers convenient access to shopping, dining, medical facilities, major roadways, Downtown Winter Haven, and area attractions. With its newer construction, functional layout, private fenced yard, and convenient location, this home is ready for its next owner to move in and enjoy.

256 Krenson Bay Loop, Winter Haven

Listing courtesy of MARK SPAIN REAL ESTATE. 855-299-7653

$293,000

4 Beds ⋅ 2 Baths ⋅ O6442966 MLS ⋅ Meritage Homes BLDG.

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

3785 Giorgio Drive, Winter Haven

Listing courtesy of YOUR HOME SOLD GUARANTEED REALTY. 407-566-2555

$259,900

3 Beds ⋅ 2 Baths ⋅ TB8549558 MLS

Under contract-accepting backup offers. Professionally remodeled and completely turnkey, this pristine 3-bedroom, 2-bathroom single-story home offers the ultimate in modern, low-maintenance living. Located approximately one mile from Cypress Gardens / LEGOLAND Florida, this property delivers an exceptional location paired with total peace of mind, featuring a brand-new roof, an attached two-car garage, and a private backyard with a convenient storage shed. Inside, the light-filled, open-concept floor plan showcases a spacious living and dining area with soaring vaulted ceilings, updated contemporary light fixtures, and brand-new wood-look luxury vinyl plank flooring that runs seamlessly throughout—completely carpet-free. The centerpiece of the home is the stunning, fully renovated kitchen equipped with premium quartz countertops, brand-new cabinetry, and a modern layout designed for entertaining. Both bathrooms have been completely updated, featuring new vanities, modern matte-black plumbing fixtures, and clean, bright wall tile surrounding the tub/shower combination. Finished with fresh paint inside and out, this high-end, zero-maintenance remodel is entirely move-in ready. Schedule your private showing today.

352 Lake Daisy Circle, Winter Haven

Listing courtesy of CHARLES RUTENBERG REALTY INC. 866-580-6402

923 W Lake Cannon Drive Nw, Winter Haven

$240,000

3 Beds ⋅ 2 Baths ⋅ A4706514 MLS

Welcome to this beautiful renovated3-bedroom, 2-bathroom home, perfectly situated on an oversized lot with partial lake views. This home offers a fresh, modern feel while maintaining a warm and inviting atmosphere.The spacious layout provides plenty of room for comfortable living and entertaining, while the generous lot offers endless possibilities for outdoor enjoyment, gardening, recreation, or future enhancements. A wonderful opportunity to own a move-in-ready home in a picturesque setting..

923 W Lake Cannon Drive Nw, Winter Haven

Listing courtesy of RE/MAX ALLIANCE GROUP. 941-758-7777

$449,489

6 Beds ⋅ 5 Baths ⋅ O6441688 MLS

"Looking for a large home at a reasonable price? This spacious 6-bedroom home in Hart Lake Cove could be the one for you! Freshly painted with new carpet throughout most of the home, this property offers an impressive amount of living space and flexibility. The first floor features a living room, family room, dining area, eat-in kitchen, half bath, and a generously sized bedroom with its own private bathroom—ideal for guests, extended family, or a private home office. The spacious kitchen offers plenty of room to cook and entertain and features a center island and stainless steel appliances. Upstairs, you’ll find a large loft, five additional bedrooms, and three bathrooms, providing plenty of room for everyone. The loft offers even more flexible space for a game room, media area, study space, or second family room. Outside, enjoy a large fenced backyard with plenty of room for outdoor activities, pets, entertaining, or simply relaxing. A 3-car garage provides excellent parking and additional storage space. With 6 bedrooms, multiple living areas, a large loft, 4.5 bathrooms, a 3-car garage, and a spacious fenced backyard, this home offers the room and versatility that can be difficult to find at this price point. Upgrades over the years include new roof installed in 2021; new electric water heater in 2022; new heat pump systems in 2019; exterior freshly painted in 2021; new gutters added in 2020. Whether you need space for a large household, extended family, guests, or multiple home offices, this Hart Lake Cove home has plenty to offer. Schedule your private showing today!"

464 Fish Hawk Drive, Winter Haven

Listing courtesy of CFRP REALTY LLC. 407-682-8686

$259,000

3 Beds ⋅ 2 Baths ⋅ O6441818 MLS

Charm and curb appeal abound for this Winter Haven home! Step inside the inviting foyer and into the well-appointed living room, positioned at the center of the home. The kitchen boasts stainless steel appliances, hard surface countertops, and ample storage. This ranch style floorplan is rounded out by the bonus room, the primary suite, and two secondary bedrooms. Come and see for yourself the possibilities that this home has to offer!

855 Killearn Boulevard, Winter Haven

Listing courtesy of EVERYSTATE INC.. 501-725-1234

$235,000

2 Beds ⋅ 2 Baths ⋅ P4939887 MLS ⋅ Winterset 3 BLDG.

Waterfront Living • Renovated Interior • Private Garage. Imagine ending your day with a beautiful Florida sunset over Lake Winterset. This beautifully renovated 2-bedroom, 2-bath condominium offers something that is hard to find in condo living—a private 1-car garage, expansive waterfront views, and the added character of a second-floor residence with vaulted ceilings and skylights. Located in the gated Winterset community, this home combines a relaxed lakefront lifestyle with a thoughtfully updated interior that is comfortable, stylish, and move-in ready. The kitchen is truly the centerpiece, featuring abundant cabinetry, granite countertops, stainless-steel appliances, a stylish tile backsplash, and an oversized counter with generous breakfast-bar seating. The open design creates a spacious connection between the kitchen and living area. The main living area features rich wood flooring and a striking built-in entertainment center with display shelving and architectural detail. Step through the sliding glass doors and enjoy the true highlight of this home—the enclosed waterfront lanai overlooking Lake Winterset. With room for both dining and comfortable seating, this becomes an extension of the living space and an ideal place to enjoy the beauty of Florida's nature. Imagine starting your morning with coffee overlooking the lake or relaxing at the end of the day as the sun sets across the water. The views aren't simply outside your door—they become part of everyday life. Renovated throughout, this home offers a cohesive blend of comfort and style. Plantation shutters, updated bathrooms, wood flooring, and carefully selected finishes create a polished feel throughout. The primary bedroom offers beautiful lake views, while the second bedroom provides flexibility for guests, an office, or additional living space. A unique feature of this residence is the installed stair chair, providing added convenience between the garage level and the second-floor home. A 1-car garage is an especially desirable feature for condo living, providing secure parking and valuable additional storage. Having your own garage adds a level of convenience that is not commonly found with condominium living. Set within the gated Winterset community, this home offers a welcoming waterfront lifestyle surrounded by beautiful lakes, mature landscaping, and green spaces. Residents can enjoy the waterfront clubhouse, pool and spa, along with an active and social community atmosphere. Winterset provides opportunities for boating, fishing, and enjoying the peaceful waterfront setting, while remaining conveniently close to shopping, dining, entertainment, theme parks, airports, and Florida's east and west coast beaches. Whether you're looking for a full-time residence, seasonal retreat, or an easy-to-maintain Florida getaway, 809 Magnolia Place offers the rare combination of lakefront views, thoughtful renovations, vaulted ceilings, a private garage, and a lifestyle centered around the water.

809 Magnolia Place, Winter Haven

Listing courtesy of LPT REALTY, LLC. 877-366-2213

$350,000

3 Beds ⋅ 3 Baths ⋅ P4939900 MLS

Discover exceptional Florida living in this fabulous Eco Smart 3-bedroom, 3-bath home with a den, ideally situated in the premier gated active-adult community of Traditions at Lake Ruby. Designed with comfort, efficiency, and entertaining in mind, this beautifully appointed home offers an impressive array of upgrades and thoughtful features. The desirable split-bedroom floor plan provides privacy and versatility, including a spacious Junior Bedroom Suite with its own ensuite bath—perfect for visiting family or guests. The well-equipped kitchen is a chef’s delight, featuring a center island with pendant lighting, fingerprint-resistant stainless-steel appliance package, recessed lighting, and 42-inch white upper cabinetry enhanced with crown molding, soft-close hinges, and brush nickel hardware. A generous walk-in pantry provides additional storage, while the pull-out cabinet organizers keep everyday items conveniently within reach. The spacious Living Room features wood laminate flooring and triple glass sliding doors that open to the extended lanai, seamlessly blending indoor and outdoor living. The open-concept design also incorporates a dedicated Dining Room and cheerful breakfast nook, providing plenty of space for family gatherings and entertaining. The generously sized Primary Bedroom Suite is enhanced with laminate flooring and dual walk-in closets featuring deluxe closet organizer systems. The luxurious Primary Bath offers a handicapped-accessible tiled shower with glass enclosure, comfort-height vanity with dual sinks, and linen closet for additional storage. Outdoor entertaining is effortless in the oversized screened lanai, featuring decorative stamped-concrete flooring, retractable solar screens and a built-in buffet and BBQ Grill—perfect for enjoying Florida’s year-round outdoor lifestyle. Additional amenities include a versatile Den/Office, Laundry Room with cabinetry, washer and dryer, ceiling fans with remote controls, and extensive storage throughout. Energy-efficient features include solar panels with a monthly solar expense of approximately $209, a 15-SEER HVAC system, AO Smith hybrid water heater, Low-E windows, radiant heat barrier, and architectural shingle roof installed in 2026. A stone facade, decorative stone curbing, and paved driveway add to the home’s impressive curb appeal. Additional upgrades include smart-lock entry, whole-house generator, retractable garage screen, keyless garage entry pad, and a two-car garage equipped with three overhead storage racks, workbench with matching cabinetry, and an overhead solar skylight. Traditions at Lake Ruby offers an exceptional active-adult lifestyle with an impressive selection of amenities and planned community activities. Residents enjoy a lakefront clubhouse, dock and boat ramp, heated swimming pool and spa, ballroom, billiards, meeting room, library, computer room, craft room, dog park, tennis courts, basketball court, bocce, shuffleboard, fitness center, aerobics studio, and so much more. Conveniently located near shopping, medical facilities, and major transportation routes, Traditions at Lake Ruby offers the perfect combination of resort-style amenities, energy-efficient living, and everyday convenience. HOME CAN BE PURCHASED FURNISHED

3541 Raleigh Drive, Winter Haven

Listing courtesy of CENTURY 21 MYERS REALTY LAKE WALES. 863-676-4448

$309,000

4 Beds ⋅ 2 Baths ⋅ L4964941 MLS

Welcome to this beautifully maintained 4-bedroom, 2-bathroom home situated on a spacious, fully fenced corner lot! Offering the perfect blend of comfort, functionality, and outdoor space, this property is ready to welcome its next owner. Inside, you'll find newer luxury vinyl plank flooring throughout the comfortable layout, with added mini-split AC systems in the primary bedroom and 4th bedroom. The 2021 roof provides valuable peace of mind, while the large 24x20 metal building offers exceptional versatility for storage, hobbies, a workshop, or recreational equipment. Enjoy the Florida lifestyle with plenty of room for pets, entertaining, and outdoor activities. With its flexible living space, oversized metal building, and important updates, this home offers an excellent opportunity to make it your own. Come see what 101 Sandburg Ln has to offer!

101 Sandburg Lane, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541

$220,000

3 Beds ⋅ 2 Baths ⋅ P4939797 MLS

Discover the opportunity to make this charming 3-bedroom, 2-bathroom home your own. Located in an established neighborhood with NO HOA. Offering approximately 1,522 square feet of living space. This home provides a comfortable layout with plenty of potential for everyday living, entertaining, or creating space that truly reflects your style. Situated on approximately 0.16 acres, the property has outdoor space for relaxing, gardening, pets, or enjoying Florida's beautiful weather. It also has a fenced in yard and is conveniently located near a newly built recreation center, highly rated magnet schools, local parks, lakes, and public transportation. Whether you're a first-time homebuyer, looking for a family home, or an investor seeking an opportunity in a desirable Central Florida market, 2211 9th St NE will be a perfect fit for you.

2211 9th Street Ne, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000

$379,900

4 Beds ⋅ 3 Baths ⋅ L4965091 MLS

Virtually Staged. COMPLETELY RENOVATED 4-BEDROOM POOL HOME WITH NO HOA, OVERSIZED .42-ACRE LOT, DETACHED GARAGE/WORKSHOP AND A BRAND-NEW ROOF! Designed for entertaining inside and out, this move-in-ready 4-bedroom, 2.5-bath home offers 2,189 sq. ft. of heated living space and 2,818 total sq. ft. under roof, with no rear neighbors and an incredible backyard retreat. The transformation starts at the curb with a BRAND-NEW ROOF, fresh sod, updated landscaping and freshly painted exterior. Step inside to a bright, updated interior featuring luxury vinyl plank flooring throughout, fresh paint, abundant natural light, new lighting fixtures, updated hardware and new ceiling fans. At the heart of the home is a completely renovated kitchen featuring solid-surface countertops, brand-new cabinetry and stainless steel appliances. With plenty of workspace and an inviting layout, the kitchen flows naturally into the home's living areas, creating an ideal setting for everyday living and entertaining. The spacious primary suite features a beautifully renovated en-suite bathroom with dual sinks and a tiled walk-in shower. The guest bathroom has also been completely remodeled and includes a dual-sink vanity. Need even more space? A versatile bonus room with its own mini-split air-conditioning system, half bath and separate closet creates the perfect game room, home office, guest retreat, media room or additional living space. An air-conditioned breezeway leads to an oversized indoor laundry room offering even more storage and functionality. Now step outside to the feature that truly sets this home apart—YOUR OWN PRIVATE BACKYARD OASIS! The fully refurbished swimming pool features a refreshed finish, all-new pool equipment and new surrounding decking, creating a fantastic setting for Florida outdoor living. An attached covered outdoor pavilion provides the perfect shaded space for grilling, dining and entertaining, plus an additional storage room. The oversized, fully fenced .42-acre backyard offers plenty of room for pets, play and outdoor activities, while NO REAR NEIGHBORS adds to the sense of privacy. Double-gate access leads to a detached two-car garage/workshop, providing outstanding space for vehicles, hobbies, tools, equipment or additional storage. A BRAND-NEW SEPTIC TANK AND DRAINFIELD adds another significant recent improvement. With a NEW ROOF, RENOVATED KITCHEN AND BATHROOMS, REFURBISHED POOL, NO HOA, oversized fenced lot, detached garage/workshop, stainless steel appliances, luxury vinyl plank flooring, flexible home-office space and extensive updates throughout, this property checks the boxes today's buyers are searching for. Schedule your private showing and experience this move-in-ready Florida pool home for yourself!

822 17th Terrace Ne, Winter Haven

Listing courtesy of BHHS FLORIDA PROPERTIES GROUP. 863-701-2350

$329,090

4 Beds ⋅ 2 Baths ⋅ TB8544818 MLS ⋅ Meritage Homes BLDG.

Under Construction. Brand new, energy-efficient home available by Sep 2026! Prepare dinner while catching up on the days events from this home's open kitchen which overlooks a spacious great room and dining area. Retreat to your primary suite that is conveniently situated in the back of the home for plenty of privacy. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3761 Giorgio Drive, Winter Haven

Listing courtesy of MERITAGE HOMES OF FL REALTY. 813-703-8860

$336,970

4 Beds ⋅ 2 Baths ⋅ TB8544819 MLS ⋅ Meritage Homes BLDG.

Under Construction. Brand new, energy-efficient home available by Sep 2026! Prepare dinner while catching up on the days events from this home's open kitchen which overlooks a spacious great room and dining area. Retreat to your primary suite that is conveniently situated in the back of the home for plenty of privacy. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3921 Giorgio Drive, Winter Haven

Listing courtesy of MERITAGE HOMES OF FL REALTY. 813-703-8860

$193,500

3 Beds ⋅ 1 Baths ⋅ O6442553 MLS

Welcome to 3400 Sunset Dr NW, an exceptional opportunity in Winter Haven perfect for a first-time homebuyer or an investor looking for a rental asset. This property features a functional, low-maintenance layout with bright living spaces, an easy-care yard, and covered parking. Enjoy the freedom of NO HOA fees, no CDD, and low carry costs. Conveniently located near downtown Winter Haven, US-17, medical facilities, shopping, dining, and easy commuter access toward Tampa and Orlando. Turnkey rental—schedule your private tour today!

3400 Sunset Drive W, Winter Haven

Listing courtesy of SPANN & ASSOCIATES REAL ESTATE. 407-468-7512

$290,000

4 Beds ⋅ 2 Baths ⋅ O6441991 MLS

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

4856 Summerfield Circle, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 407-647-1211

$225,000

2 Beds ⋅ 2 Baths ⋅ P4939891 MLS

Charming home with a lot of character & potential nestled in a nice, conveniently located close-in neighborhood in desirable SE Winter Haven! This 2BR/2BA home with almost 1800 sq ft living area sits on a large corner lot that is a little over 1/3 acre with a majestic shade tree in the fenced back yard! Home features a spacious living room w/ a tile floor, a quaint dining area w/ a built in cabinet & tile floor as well as a large family room with a pass through breakfast bar from the kitchen, which is located in the center of the home. The hall bathroom features nostalgic tile & a step in shower. The primary suite bathroom also has the nostalgic tile with a tub & shower combo. There's terrazzo floors throughout most of the home & a double car garage! This home gives you the opportunity for updating to make it just the way you want it & it's priced accordingly. Located in a great neighborhood in the heart of Central Florida very near shopping, restaurants, grocery store, public boat ramps, Legoland & more! All measurements are approximate & all information should be confirmed by the buyer.

1945 8th Street Se, Winter Haven

Listing courtesy of JULIE MATTHEWS GROUP LLC. 863-528-0037

$99,000

2 Beds ⋅ 2 Baths ⋅ O6442486 MLS ⋅ Banyan Bldg BLDG.

Welcome to this charming condominium located at 628 Pavare Ct in the beautiful city of Winter Haven, FL. Low HOA $284. This residence accords a cozy living space of 823 square feet, efficiently designed to provide comfort and functionality. With two spacious bedrooms, this home is appropriate for those seeking a comfortable and low-maintenance lifestyle. Renovated. Near shopping centers. The property is situated on a lot where you can enjoy all the benefits of condo living without the hassle of yard upkeep. The open floor plan allows for easy movement throughout the space, creating a warm and inviting atmosphere. The surrounding area accords a tranquil environment, making it a great place to unwind and relax.

628 Pavare Court Unit 1, Winter Haven

Listing courtesy of BEYCOME OF FLORIDA LLC. 844-239-2663

$250,000

4 Beds ⋅ 4 Baths ⋅ O6439576 MLS

Investment opportunity in the heart of Winter Haven! This tenant-occupied duplex features two units, each offering one bedroom and one full bathroom, with approximately 1,240 square feet of total living space. Built in 1915, the property also includes a one-car garage and is connected to public water and sewer. Conveniently located near Downtown Winter Haven, shopping, restaurants, schools, medical facilities, and major roadways. Whether you are expanding your rental portfolio or purchasing your first income-producing property, this duplex offers excellent potential in a central location. Schedule your private showing today. Please do not disturb the tenants.

625 Avenue B Sw, Winter Haven

Listing courtesy of REAL BROKER, LLC. 855-450-0442

$249,000

2 Beds ⋅ 3 Baths ⋅ L4965094 MLS

Virtually Staged. NO HOA and a great Winter Haven location! Just two blocks from Lake Elbert and its paved walking trail, approximately one mile from Polk State College, and only two miles from Downtown Winter Haven, this quaint 1950s home offers 2 bedrooms, 2.5 baths, and 1,380 square feet of comfortable living space. The recently remodeled kitchen features a subway tile backsplash, stainless steel appliances, and good lighting that opens to spacious living areas, creating an easy, open flow throughout the home. Crown molding throughout adds character, while the retro bathrooms retain their original mid-century tile, with a full bathroom in each bedroom. The enclosed porch creates a light-filled sunroom, offering a wonderful additional space to relax or enjoy your morning coffee. An abundance of windows fills the home with natural light, while the generously sized bedrooms provide comfortable retreats. Outside, you'll find a two-car carport, an enclosed laundry room with a half bath, and a separate storage room. The fenced backyard features a patio area with plenty of possibilities for outdoor enjoyment. The roof, water heater, and A/C were replaced in 2021, and a new drain field was installed and septic pumped in 2019. The home also offers a proven rental history. Vintage character, thoughtful updates, NO HOA, and a convenient location close to some of Winter Haven's favorite destinations!

950 14th Street Ne, Winter Haven

Listing courtesy of REMAX EXPERTS. adockery@remax.net

$349,900

4 Beds ⋅ 2 Baths ⋅ S5157711 MLS

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

456 Adriel Avenue, Winter Haven

Listing courtesy of RE/MAX HERITAGE PROFESSIONALS. 863-256-2188

$339,999

5 Beds ⋅ 4 Baths ⋅ L4965104 MLS

More than a home, this property offers the flexible space, storage, and energy-saving features today’s buyers are searching for! A standout bonus area provides incredible versatility with its own living space, closet, bathroom, and private rear entrance, making it ideal for multigenerational living, guests, a home office, or additional bonus rooms. Another bedroom features its own en suite bathroom for added comfort and privacy. Inside, enjoy granite countertops, upgraded lighting, ceiling fans throughout, and an abundance of closets and storage space. The dedicated laundry room includes cabinet storage, while a staircase in the garage provides convenient access to the attic for even more storage. Solar panels help keep monthly energy costs extremely low, even during Florida’s hottest months. Outside, the extended paver driveway offers additional parking and attractive curb appeal. The community features two swimming pools, a playground, and a walking trail. Enjoy a convenient Winter Haven location just minutes from Port 27 and the Chain of Lakes for easy lake access, as well as Downtown Winter Haven’s shopping, dining, and entertainment. The home is also approximately five minutes from Highway 27, providing easy travel to Orlando and surrounding areas, and is conveniently located near LEGOLAND Florida. This spacious and versatile home is ready for its next owner!

6183 Grey Heron Drive, Winter Haven

Listing courtesy of TFP FLORIDA REALTY LLC. 863-337-9667

$224,990

3 Beds ⋅ 3 Baths ⋅ O6442088 MLS

Under Construction. This new two-story townhome offers 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, dining room 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.

3087 Captain Jax Way, Winter Haven

Listing courtesy of LENNAR REALTY. 800-229-0611

1100 Martinique Drive Unit 203, Winter Haven

$119,000

2 Beds ⋅ 1 Baths ⋅ L4964839 MLS ⋅ C BLDG.

Available for immediate occupancy, this lovely condo is updated and features low maintenance lifestyle with superb location. Located close to golf, fishing and water sports, close to LegoLand and shopping. The location is private and off the beaten path, ideal for a starter home or winter retreat. Upon entering the unit, you will note the fresh interior, open living area, and updated kitchen featuring stainless appliances with gas range and all new cabinetry and butcher block countertops. The community features laundry facilities and private mailboxes for security. Designated parking spaces for each unit. Close to LegoLane and Highway 27 for ease of commutes to all things Central Florida including golf, water sports, theme parks, and much more.

1100 Martinique Drive Unit 203, Winter Haven

Listing courtesy of FLORIDA REAL ESTATE COMPANY. 863-701-3487

$675,000

2 Beds ⋅ 2 Baths ⋅ P4939858 MLS

Beautiful piece of property with 5.42 Arces of land. This home is a well built block home with a new metal roof that was just installed in June of 2026, new A/C installed. This a 2 bedroom / 2bath with 2 bonus rooms that can be easily converted into bedrooms making it 4 bedrooms. There is also an additional space added to the home with its own entrance that could be converted to a studio apartment to rent out, man cave, or a Lady lair you can make it what suits your needs. This home has a lot of potential and plenty of room to grow. Make an appointment to view and get the flu potential of the home and property.

2425 Gerber Dairy Road, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000

$347,000

5 Beds ⋅ 4 Baths ⋅ L4965075 MLS

Short Sale. Short Sale — Third Party Approval Required. Welcome to 2639 San Marco Way, a spacious 5-bedroom, 3.5-bathroom two-story home offering 2,701 square feet of flexible living space in Winter Haven, FL. This short sale opportunity presents an excellent chance to acquire a generously sized home at an improved price point in an established Winter Haven community. The two-story layout provides excellent separation of space, with room for large households, multigenerational living, home offices, or guest accommodations. Five bedrooms and three and a half bathrooms give the kind of flexibility that is increasingly difficult to find at this price point. Conveniently located near shopping, dining, medical facilities, and the beautiful Winter Haven Chain of Lakes, with easy access to US-27 and major routes to both Orlando and Tampa. This is a short sale subject to lender approval. Being sold as-is. Buyer and buyer's agent to verify all information including HOA fees, community details, restrictions, measurements, and permitted uses. A rare opportunity to own a large Winter Haven home — schedule your showing today!

2639 San Marco Way, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000

$598,000

5 Beds ⋅ 3 Baths ⋅ L4964964 MLS

Virtually Staged. Welcome to 1020 Lena Run Court, where space, privacy, and Florida living come together inside the gated Hidden Creek community. Offering 3,068 square feet of living space, this spacious Winter Haven pool home provides the room and flexibility today’s households are looking for, with multiple gathering spaces, a screened pool with a fully fenced back yard, a dedicated home office, and a versatile 5th bedroom/den/playroom without a closet. One of the home’s standout features is the large kitchen offering generous counter space, abundant cabinetry, and plant of room for cooking, gathering, and entertaining. The kitchens open connection to the main living area flows right out the back door to a screened saltwater pool and spa with a covered outdoor space overlooking preserve land and no rear neighbors. Enjoy peaceful mornings by the pool, frequent sightings of local birds and wildlife, and a natural backdrop that creates a tucked-away feel, yes still close to everyday conveniences. Whether hosting weekend gatherings, enjoying an evening swim, or simply relaxing with your morning coffee, this outdoor space was made for enjoying the Florida lifestyle. Inside, the generous split floor plan offers space to spread out without sacrificing connection. The spacious primary suite creates a comfortable retreat, while additional bedrooms and flexible living areas provide options for family, guests, working from home, a playroom, or multigenerational living. Conveniently located in Winter Haven just minutes from the Polk Parkway, 1020 Lena Run Court offers easy access to both Winter Haven and Lakeland, including dining, shopping, medical facilities, LEGOLAND Florida, the Chain of Lakes, and Central Florida recreation. Move-in ready and beautifully maintained. If you’ve been searching for a spacious pool home in Winter Haven with easy access to Lakeland, 1020 Lena Run Court deserves to be experienced in person. Schedule your private showing today.

1020 Lena Run Court, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541

$185,000

3 Beds ⋅ 2 Baths ⋅ S5157538 MLS

Short Sale. Welcome to this Winter Haven property offering plenty of room for the right buyer to add value. With no HOA, you’ll enjoy greater flexibility and fewer restrictions. The home features a spacious layout that provides a solid foundation for renovation and customization. Whether you’re an investor seeking your next project or a buyer looking for a home to update to your taste, this property offers multiple possibilities. The surrounding area provides convenient access to everyday essentials and local amenities. Bring your vision and transform this property into a home that fits your needs or investment goals. Don’t miss the chance to own a property in a desirable Central Florida market with room to improve, personalize, and build value.

310 Ogden Street, Winter Haven

Listing courtesy of EXP REALTY LLC. 888-883-8509

Winter Haven Florida Homes for Sale

Winter Haven Florida Homes for Sale