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$290,000
4 Beds ⋅ 3 Baths ⋅ Bentley Place SubDv. ⋅ 33884 Zip Code
Welcome to 5445 Chandler in Winter Haven—a great opportunity for buyers looking to add their own personal touch! This home offers generous square footage and plenty of living space, giving you room to spread out, entertain, or reimagine the layout to fit your needs. The property has already seen some key updates, including a brand-new roof and fresh interior paint, providing a solid foundation for future improvements. Inside, you’ll find a functional layout with large living areas and ample space, making it ideal for those seeking both comfort and potential. While the home could use some additional updates and TLC, it presents an excellent chance for homeowners or investors to build equity and truly make it their own. Conveniently located near shopping, dining, and Winter Haven’s beautiful lakes, this property offers both space and opportunity. If you’re looking for a home with room to grow and the ability to add value, this is one you won’t want to miss!

5445 Chandler Drive, Winter Haven
$2,600,000
33881 Zip Code
Exceptional Multi-Family Investment Opportunity – Winter Haven, Florida Investors take notice! This outstanding income-producing property features five apartment buildings with a total of 17 units, each offering 2 bedrooms and 2 bathrooms. All units are currently leased, providing immediate cash flow and a stable rental history for the new owner. These well-maintained apartments are centrally located in Winter Haven, placing tenants close to major employment centers, medical facilities, shopping, dining, and Central Florida’s world-famous attractions. The strong rental demand in the area makes this an excellent opportunity for investors seeking consistent income and long-term growth potential. With solid occupancy, desirable unit layouts, and a convenient location, this property offers the perfect chance to step into an established rental portfolio with proven performance. Whether you are expanding your investment holdings or entering the multi-family market, this property presents a rare opportunity to own a well-positioned income-producing asset in one of Central Florida’s growing communities.

2300 Cannon Terrace Nw Unit A,B,C,D,E,F, Winter Haven
$239,900
3 Beds ⋅ 2 Baths ⋅ Lake Dexter Woods Ph 02 SubDv. ⋅ 33884 Zip Code
This move-in-ready, three-bedroom, two-bathroom home is located in the sought-after Lake Dexter Woods community. The residence features a functional layout designed for modern comfort and style, highlighted by an attached one-car garage and low-maintenance tile flooring throughout the entire home. The updated kitchen serves as a stylish centerpiece, equipped with beautiful granite countertops and sleek stainless-steel appliances. Outside, you can relax and enjoy the fresh air from your private porch and patio, which overlooks a fully fenced-in backyard, providing a secure space for outdoor entertaining or pets. The location offers a perfect blend of comfort and convenience, situated near top-rated schools, multiple grocery stores, and popular local attractions. Residents can enjoy a resort-style lifestyle with access to premium community amenities, including sparkling pools, tennis/pickleball courts, and more.

638 Lake Dexter Circle, Winter Haven
$440,000
4 Beds ⋅ 3 Baths ⋅ Lake Lucerne Ii SubDv. ⋅ 33881 Zip Code
Discover this stunning 2023-built home in the growing Lucerne Park area of Winter Haven, offering the perfect blend of space, comfort, and modern design. Situated on an oversized lot, this 4-bedroom, 3-bath home with a 3-car garage features over 3,000 square feet of living space with an open and functional floor plan ideal for entertaining and everyday living. The large kitchen overlooks the main living area, creating a bright and welcoming space for gatherings. The spacious primary suite features a walk-in closet and private bathroom, while the additional bedrooms provides flexibility for family, guests, or a home office. Enjoy the oversized backyard with plenty of room to relax, entertain, or create your dream outdoor oasis. Conveniently located near shopping, dining, schools, and just minutes from LEGOLAND Florida Resort, this move-in ready home is a fantastic opportunity in one of Winter Haven’s growing communities.Seller is offering a contribution toward the buyer’s closing costs, helping reduce out-of-pocket expenses at closing.

1531 Fuji Court, Winter Haven
$279,900
3 Beds ⋅ 3 Baths ⋅ Buckeye Heights SubDv. ⋅ 33881 Zip Code
Experience lakefront living at its best in this 2-story townhouse with 3 bedroom 3 bath on Lake Buckeye, located just minutes from Winter Haven. Christian School. !Enjoy breathtaking panoramic lake views from the living room, master bedroom balcony, . this spacious home is perfect for anyone looking to customize their living space. This property has great potential and features an oversized attached 2-car garage with ample storage space and access to a private lift station. Don't miss out on the chance to make this lakefront gem your own. Investment Only.Tenant Occupied. Lease start on 04/01/2026 & Expire On 03/31/2026. $1950/M.CASH FLOW INVESTMENT. INVESTMENT OLY WITH 20% DOWN. DSCR BUSINESS LOAN.

1502 Ne Buckeye Road Ne Unit 2, Winter Haven
$314,999
2 Beds ⋅ 3 Baths ⋅ Haven Place SubDv. ⋅ 33881 Zip Code
Experience refined living in the heart of Downtown Winter Haven with this architecturally significant residence just moments from the city’s vibrant lakeside lifestyle. Perfectly positioned within walking distance of local restaurants, boutiques, parks, and entertainment, this exceptional residence places you at the center of one of Central Florida’s most charming downtown districts. Residents will also enjoy quick access to LEGOLAND® Florida Resort, the renowned Chain of Lakes, and nearby tennis and recreation facilities. Originally designed by celebrated architect Gene Leedy, a pioneer of the Sarasota School of Architecture, this residence showcases the timeless elegance of Florida modernism. Clean architectural lines, open living spaces, and distinctive exposed concrete elements reflect Leedy’s philosophy of blending structural beauty with functional design. Expansive interiors allow natural light to flow throughout the home, creating a seamless connection between indoor comfort and the surrounding Florida landscape. Inside, the thoughtfully designed floor plan offers 2 spacious bedrooms, 2 full bathrooms, and a convenient half bath, with 1,408 square feet of living space that balances openness with privacy. The residence provides a comfortable setting for professionals, couples, or small families seeking both style and convenience in one of Winter Haven’s most desirable walkable locations. With its architectural pedigree, prime downtown setting, and close proximity to the lakes, recreation, and major attractions, 503 Avenue B NW #503 offers a rare opportunity to enjoy living in the heart of Winter Haven.

503 Avenue B Nw Unit 503, Winter Haven
$1,100,000
33881 Zip Code
Prime investment opportunity in the expanding Winter Haven area! This 52.52± acre parcel of vacant land offers exceptional potential for future development. The property is currently being used for agricultural purposes, with beautiful grazing pasture and cattle on site, providing wide open space and scenic surroundings. Winter Haven and the surrounding Central Florida region continue to experience significant growth with new residential communities, commercial development, and expanding infrastructure. Its strategic location between Orlando and Tampa has contributed to increasing population growth, new businesses, and rising demand for land and housing in the area. Nearby utilities include electric, water, and sewer, offering convenient access for future improvements. The property is ideally located close to major highways, shopping, dining, and Central Florida attractions, including world-famous theme parks. This property presents an excellent opportunity for developers, investors, or those seeking a large land holding in one of Central Florida’s fastest-growing areas. All dimensions are approximate. Buyers are responsible for verifying all information including zoning, land use, utilities, and flood zone.

3705 High Street, Winter Haven
$405,900
4 Beds ⋅ 3 Baths ⋅ Traditions Ph 01 SubDv. ⋅ 33884 Zip Code
Seller is willing to offer funds towards Buyer's Closing Costs. Welcome to 4020 Carteret Dr in Winter Haven, a beautifully updated 4-bedroom, 3-bath home located in a desirable 55+ lakefront community with a 3-car garage offering comfort, convenience, and low-maintenance living in the heart of Central Florida. This thoughtfully designed home features stunning lake views, hardwood flooring, an updated kitchen with modern finishes, and stylish upgrades throughout. The spacious layout includes a mother-in-law suite, perfect for visiting family, guests, or additional privacy. Residents enjoy direct water access and a private community boat ramp, providing easy access to Winter Haven’s renowned Chain of Lakes, ideal for boating, fishing, and enjoying Florida’s outdoor lifestyle. The community also offers boat and water toy storage for a small fee, making it convenient to keep your boat or jet skis nearby and ready to use. One of the standout features of this home is the maintenance-free lifestyle. The HOA covers Cable, Internet, Exterior Home Maintenance including landscaping, mulch, and exterior painting, and More, allowing homeowners to enjoy their property without the typical upkeep responsibilities. Located just minutes from Cypress Gardens Boulevard, this home offers quick access to shopping, restaurants, grocery stores, golf courses, parks, and medical facilities. Residents are also close to LEGOLAND Florida Resort, and major roadways including US-27 and the Polk Parkway, making travel to Lakeland, Orlando, and Tampa convenient. If you’re searching for a Lake view home in Winter Haven, a low-maintenance home in a 55+ community, or a property with Ruby Lake access, 4020 Carteret Dr offers the perfect combination of location, lifestyle, and modern comfort in one of Polk County’s most established lake communities. Schedule a showing today!

4020 Carteret Drive, Winter Haven
$305,900
3 Beds ⋅ 2 Baths ⋅ Harmony On Lake Eloise SubDv. ⋅ 33884 Zip Code
Under Construction. Find everything you need in Harmony on Lake Eloise! Located just minutes from world class theme parks and attractions, Harmony on Lake Eloise is the perfect community to call home with its beautiful Florida lifestyle and amenities. This community boasts stunning home sites. You'll enjoy the sparkling local lakes practically in your backyard and the best local restaurants and shopping are just a short drive away. Love the outdoors? Explore nearby parks and farmer’s markets. Your home at Harmony on Lake Eloisewill be in the center of it all!!

3316 White Indigo Road, Winter Haven
$295,000
4 Beds ⋅ 2 Baths ⋅ Villamar Ph 3 SubDv. ⋅ 33884 Zip Code
PRICE LOWERED JUST FOR YOU! Move right into this pristine, turnkey oasis. Built in 2022, this beautifully maintained home in the peaceful Villa Mar community features a bright, open floor plan and four spacious bedrooms. The modern kitchen flows effortlessly into the main living areas, which boast durable ceramic tile flooring for a sleek, low-maintenance finish. Relax on your private, custom-screened lanai or retreat to the primary suite complete with elegant stone counters and dual vanities. Enjoy fantastic neighborhood amenities, including a resort-style pool, dog park, and playground, all situated near top-rated schools and just minutes from Legoland. Complete with a two-car garage and a large laundry room, this property perfectly blends style and daily convenience. Schedule your tour today!

1799 Carnostie Road, Winter Haven
$235,000
4 Beds ⋅ 3 Baths ⋅ Eagle Lndg Ph Ii SubDv. ⋅ 33880 Zip Code
Short Sale. We are in the process of getting a short sale approved. So expect delays. Welcome to the community of Eagle Landing in beautiful SE Winter Haven, Florida. This newer home features 4 Bedrooms/2.5 Bathrooms with a spacious two-story layout that maximizes space and natural light perfect for any lifestyle with Low HOA and NO CDD. The modern kitchen design with Island and Breakfast Bar complete with Granite countertops. The primary bedroom with en-suite bathroom with dual sinks, walk in shower and walk-in closet and 3 additional bedrooms offers plenty of space for a growing family or multi-general family. Needs a little TLC on the inside. The solar panels feature a great savings to help keep your energy cost down. Conveniently located in a quiet neighborhood, this property is ideally situated close to Publix, Legoland, schools and the Winter Haven Chain of Lakes. If you're looking for a modern, quiet neighborhood, this is your chance. Schedule your showing today before it's gone!

1533 Majestic Lane, Winter Haven
$395,000
4 Beds ⋅ 3 Baths ⋅ Lucerne Park Reserve SubDv. ⋅ 33881 Zip Code
Come see this gorgeous 4-Bedroom Home in the beautiful community of Lucerne Park Reserve, Winter Haven, FL – a beautifully designed 4-bedroom, 2.5-bathroom home located in the amazing Lucerne Park Reserve community. Located in a prime corner lot, this home provides you a modern design, spacious living, and an incredible community that is perfect for families who are looking for comfort. Key Features: Spacious & Functional Layout: This is a designed 2,340 sq. ft. home with an open-concept living space, perfect for entertaining. It is located in a big Corner Lot with a Huge Fenced Backyard. It is perfect for you if you need some extra privacy or space for outdoor activities, pets, and even to build a pool! In addition, the property has an Air-Conditioned 2-Car Garage and some Extra Driveway Parking. In the second floor you will find the Loft that would be perfect for entertainment. You cannot miss the incredible Master Suite with a custom walk-in closet, designed for ultimate storage and organization. The property offers a beautifully upgraded open kitchen with a big island, perfect for family gatherings and entertaining guests. One of the most important features is that you will enjoy a Brand-New AC Unit. The property is Located in Winter Haven, Lucerne Park Reserve that is a peaceful, family-friendly community with beautiful surroundings, great amenities, and easy access to major attractions. The community is just Minutes away from LEGOLAND Florida Resort. You will get a close Access to the Winter Haven Chain of Lakes. The community is in an amazing location that is close to Downtown Winter Haven where you can Enjoy boutique shopping, fine dining, and cultural venues like The Ritz Theatre and Theatre Winter Haven. You will get into the major highways in just a few minutes with Easy access to Orlando, Tampa, and other major cities for work or entertainment. Don't miss the opportunity to see this beautiful corner lot property before it is gone! You can be the next owner and live in the after sought community of Lucerne Park Reserve! Come see it today!!

953 Cambridge Drive, Winter Haven
$280,000
3 Beds ⋅ 2 Baths ⋅ Krenson Bay SubDv. ⋅ 33881 Zip Code
One or more photo(s) has been virtually staged. Short Sale. Built in 2023, this move-in-ready 3-bedroom, 2-bath home with a 2-car garage offers 1,543 square feet of bright, open living space in the gated Krenson Bay community. The kitchen features white cabinetry, stainless steel appliances, a large center island, and ample storage overlooking the spacious living and dining areas. High ceilings and large windows fill the home with natural light, creating a bright and welcoming atmosphere. The private primary suite includes a walk-in closet and an ensuite bathroom with dual sinks and a walk-in shower. Two additional bedrooms, a guest bathroom, and an interior laundry room complete the functional floor plan. Enjoy low HOA fees and no CDD, with convenient access to shopping, dining, major roadways, LEGOLAND Florida, and Winter Haven’s Chain of Lakes. Schedule your private showing today!

111 Krenson Bay Loop, Winter Haven
$325,000
2 Beds ⋅ 2 Baths ⋅ Gates Lake Region SubDv. ⋅ 33881 Zip Code
Lovely 2 bedroom and 2 bathroom home located in a private gated community of just over 100 homes in Winter Haven, FL. Situated between Tampa and Orlando with easy access to both international airports. Short distance to theme parks, Legoland, Bok Tower Gardens. New Publix grocery store opening soon is a short drive away. New HVAC installed in 2022. Freshly painted interior and exterior. House overlooks a community park which makes a nice setting for relaxing afternoons and visiting with neighbors. Unique lot shape reveals a beautiful, secluded backyard for gardening and plant enthusiasts. Backyard patio area is a great spot to relax and enjoy quiet evenings.

319 Niblick Circle, Winter Haven
$169,000
2 Beds ⋅ 3 Baths ⋅ Casa Del Sol Condo Village Ph 02 SubDv. ⋅ 33881 Zip Code
PRICE REDUCTION!!!! Welcome to Casa Del Sol, a desirable lakefront community on Lake Hartridge with access to the Winter Haven Chain of Lakes. This spacious 2bd/2.5 bath condo offers 1,334 sq. ft. of comfortable living with a smart two-story layout—main living areas downstairs and both bedrooms upstairs. The home incorporates rustic farmhouse design elements throughout, including decorative farmhouse wall paneling that adds warmth, texture, and character to the living spaces. Natural wood furnishings and neutral tones complement the farmhouse aesthetic, blending comfort with timeless style. This bedroom features a relaxed coastal design with soothing blue tones and nautical accents that create a bright, airy retreat. A bold navy accent wall highlights the space, complemented by decorative fishing net wall art and seaside décor. Large windows dressed in sheer navy curtains allow natural light to fill the room, enhancing the breezy coastal vibe. A second bedroom showcases a soft coastal palette with tranquil turquoise walls and light, breezy window treatments. The rustic whitewashed headboard adds a beach-cottage feel while coordinating with the natural textures and pastel bedding. The room’s calming color scheme and light-filled atmosphere create a peaceful, seaside-inspired retreat perfect for guests or family. The bathroom is enhanced with a sliding barn door, a popular farmhouse feature that combines charm with functionality. The door’s rustic wood finish and exposed hardware create a stylish focal point while maximizing space and adding a touch of modern farmhouse appeal. Enjoy low-maintenance living with HOA fees covering city water, sewer/garbage, exterior building maintenance, grounds care, and pool service. Community amenities include a clubhouse, two pools, tennis courts, shuffleboard, and a community dock with direct Lake Hartridge access. A rare bonus in condo living—an attached 2-car garage. Centrally located near major roadways for easy commuting to Lakeland, Auburndale, and the I-4 corridor, yet tucked into a peaceful residential setting close to downtown events, waterfront paths, and local dining. Ideal as a primary residence, seasonal home, or investment property. Opportunities like this don’t last—schedule your private showing today.

2500 21st Street Nw Unit 23, Winter Haven
$234,900
3 Beds ⋅ 2 Baths ⋅ Queens Cove Ph 02 SubDv. ⋅ 33880 Zip Code
This traditional 3-bedroom, 2-bathroom home is located in the established Queens Cove Ph 02 neighborhood. Designed with a functional and classic layout, this residence offers a comfortable living environment perfectly suited for a variety of lifestyles. The heart of the home features a traditional floor plan that provides a clear and smart separation of living spaces. The kitchen is beautifully updated with sleek quartz countertops and Stainless steel appliances, creating a modern and stylish space for meal preparation and entertaining. Situated in a prime location, this home is just minutes away from local essentials, including shopping, dining, and parks. Whether you are searching for a forever home or a smart investment opportunity, this property offers both convenience and potential. Schedule your private showing today!

3339 Queens Cove Loop, Winter Haven
$119,000
2 Beds ⋅ 2 Baths ⋅ Carefree Rv Country Club SubDv. ⋅ 33884 Zip Code
Welcome to Carefree Country Club - one of Winter Haven't best kept secrets! Tucked away off of Cypress Gardens Boulevard, when you approach the GATED community, you know you're entering a really special place. Driving through, you're encompassed by the community's 9-hole golf course. Continuing on, you'll pass a stunning two-story clubhouse, plus all of the amenities (large thermal heated swimming pool; bocce ball courts; tennis and pickle ball courts; boat docks and boat launch). And finally, you'll pass by Lake Bess, which the community has over 3,000 private feet of shoreline on! This home sits just a few homes up from the lake, and there is no need to worry about flooding, as the home pitches down toward the lake! Believe it or not, this is actually a single wide home with a large addition! Entering through the sliding glass doors, you'll find yourself in the open living space, where the kitchen, dining area, and living room flow together. You get great views of the lake through the windows as well! The original structure also has a guest bathroom (with a shower / tub combo) and guest bedroom. The addition has the primary suite, with a nice sized closet, and ensuite bathroom with a walk-in shower. In here you will also find the washer. Out back is a storage shed that can fit a golf cart (as you will see one currently in there), as well as the dryer. The home was re-piped, so no need to worry about polybutylene (grey) pipes! The monthly fees include the following: lawn care; internet access in the clubhouse and golf center; garbage disposal and recycling; all of the amenities! This is a great home in a great community; schedule your showing today!

9705 Lake Bess Road Unit 715, Winter Haven
$369,000
4 Beds ⋅ 3 Baths ⋅ Edgewater Manor SubDv. ⋅ 33880 Zip Code
Welcome to the lakefront community of Edgewater Manor! Come see this awesome custom built 2017 4 bed 3 bath corner lot (1/3 ac.) home with fenced backyard! Located just off Cypress Gardens Blvd., this bright, open floorplan includes combo living and dining area, an office, and a spacious kitchen with white wood cabinets and grey granite counter tops, stainless steel appliances, gas stove, and eat-in area. There is a large family room off the kitchen, crown molding throughout the home, vinyl fencing, and much more, including: gas tankless WH, vinyl planking floor everywhere but bedrooms, plantation shutters, double pane low E windows, a screened lanai. Primary bedroom has twin walk-in closets with upgraded shelving! There is even a plug for an electric car built into garage wall, and a shallow well for lawn irrigation. Plus, close to Legoland, restaurants, shopping, and the chain of lakes. A great find!

2118 Edgewater Circle, Winter Haven
$210,000
4 Beds ⋅ 3 Baths ⋅ Carefree Cove SubDv. ⋅ 33881 Zip Code
Short Sale. This property presents a great opportunity for buyers looking to renovate and add value. With a functional floor plan and generous living areas, it offers a solid starting point for updates and improvements. The layout provides flexibility to reimagine the space to suit your needs and design preferences. Spacious rooms allow for creative customization throughout. The kitchen area offers ample space to redesign and enhance. Bedrooms are well sized and provide potential to create comfortable retreats. There is opportunity to refresh both the interior and exterior to maximize appeal. Outdoor space allows room for landscaping or additional enhancements. Ideal for investors or buyers seeking a renovation project. Schedule your showing today and explore the possibilities.

125 Edgewater Drive, Winter Haven
$370,000
4 Beds ⋅ 3 Baths ⋅ Whispering Trails Ph 01 SubDv. ⋅ 33884 Zip Code
Minutes from Walmart, Winn Dixie, Restaurants, Shopping and Legoland, this charming home offers comfort and convenience in a prime location. Featuring a spacious layout perfect for everyday living and entertaining, its nestled in a well-maintained GATED COMMUNITY with Clubhouse, Pool and Scenic Walking Trails. Recent upgrades inlcude: Kitchen Cabinets, Tile Floors, New Stair Rails and Stair Flooring, updated Bathroom Tile Wall, Refrigerator and Oven, Back Porch, Fenced Yard and enhanced Front Landscaping and Decorative Stones. Enjoy nearby Chain of Lakes recreation, Downtown Winter Haven boutique shopping, farmers market, The Ritz Theatre and lakeside restaurants. Move-In Ready and waiting for you!

3142 Whispering Trails Street, Winter Haven
$367,000
5 Beds ⋅ 4 Baths ⋅ Villamar Ph 2a SubDv. ⋅ 33884 Zip Code
Like new 5-bedroom, 3.5-bath home with a functional open layout and abundant natural light. The kitchen overlooks the main living area, making it perfect for entertaining. Upstairs, a versatile loft adds valuable extra living space. With generously sized secondary bedrooms, modern finishes, and a 2-car garage, this home is ready for its next owner. Easy to show!

1015 Corso Drive, Winter Haven
$349,900
3 Beds ⋅ 2 Baths ⋅ Crystals Landing SubDv. ⋅ 33884 Zip Code
Welcome to 802 Marcia Loop, a LAKEFRONT property located in southeast Winter Haven! The property includes an area on Lake Ruby right across the street! The lake is visible from the living room, kitchen, dining room, as well as the primary bedroom! Enjoy the amazing view of Lake Ruby while relaxing on the back patio, which is accessible from the living room and primary bedroom! This home is equipped with a solar panels. BONUS: SOLAR PANELS WILL NOW BE PAID OFF AT CLOSING! This will allow the buyer to benefit from the energy savings from day one! With 3 bedrooms, 2 bathrooms and over 1,500 square feet of living area this home provides ample space. This home sits on just over 1/4 acre, which is the largest lot in the community! Windows and sliding doors were replaced in 2024! Recent kitchen upgrades include: countertops, backsplash and appliances in 2024. The home is also equipped with water filtration, reverse osmosis and an ADT security system. Lake Ruby connects via canal with Lake Bess, providing more area to explore while fishing, boating, etc. Lake Ruby is a 259 acre lake and the access to Lake Bess offers enjoyment of another 146 acres of water. Both lakes have slalom courses and ramps, fitting for the “Water Ski Capital of the World”. Skiing is allowed on Lake Ruby so build a dock and bring a boat in! The laundry room provides a space to complete that chore within the comfort of your home. Winter Haven is centrally located which provides easy access to many parts of the state. The theme parks and airports of Orlando and Tampa are approximately one hour drives in their respective directions. LegoLand, Publix, Wal-Mart and the AdventHealth ER are all within 5 minutes of this home! Buyer and buyer’s agent are responsible for verifying information. Schedule your showing today!

802 Marcia Loop, Winter Haven
$190,000
4 Beds ⋅ 1 Baths ⋅ Chris Brown Cemetery Replat SubDv. ⋅ 33881 Zip Code
PRICE ADJUSTMENT***Don't Miss This Opportunity! This home offers amazing potential and features 4 bedrooms and 1 full bath, making it ideal for homeowners or investors. The kitchen is just off from the spacious dining area, great for family gatherings, while the spacious living room and family room provides extra space to relax. The primary bedroom as well as the other rooms are generously sized, offering a built-in closets. This home is a great candidate to be transformed into your ideal living space or added to your rental portfolio. Property is being sold As-Is. All buyers MUST view the home in person before submitting an offer. Opportunities like this don't last long, schedule your showing today before it's gone! ** FURNISHINGS, WASHER, DRYER, OR REFRIGERATOR DOES NOT CONVEY WITH THE SALE OF HOME.

111 Sunset Drive E, Winter Haven
$299,950
3 Beds ⋅ 2 Baths ⋅ Timber Wood SubDv. ⋅ 33880 Zip Code
Welcome to this beautifully renovated lakefront home located on Thomas Lake in Winter Haven, Florida! This charming two-story home combines modern upgrades with warm character, breathtaking water views, and lake access. Step inside to tall vaulted ceilings creating an open, spacious layout filled with natural light and prospective memories. The home features all-new flooring throughout and a completely updated kitchen showcasing stainless steel appliances, quartz countertops, brand-new cabinetry, and closet pantry, providing plenty of storage and room to cook or entertain. In the living room, you will find a cozy fireplace with a raised hearth and wood accents, adding a welcoming focal point to the downstairs. This home also features beautifully updated bathrooms and walk-in closets, as well as a brand new electric water heater and newer A/C units as of 2022 for added efficiency and comfort during those Florida summer days. Outside, you’ll find a newer roof as of 2022, a freshly painted exterior, an attached 1-car garage with a driveway, and plenty of space to enjoy the outdoors in the back yard or a day on the lake. Relax or entertain on the large rear patio, or spend a cozy night in the enclosed, two-story back porch, each offering gorgeous lake views. The third bedroom is located within the home’s loft and is equipped with a walk in closet and direct access to the upper back porch. This move-in-ready lakefront home blends those new enhancements, comfort, scenic surroundings, and the charm of living in Winter Haven, FL, making it an opportunity you won’t want to miss!

265 Lake Thomas Drive, Winter Haven
$310,000
3 Beds ⋅ 2 Baths ⋅ Eloise Woods Lake Mariam Un SubDv. ⋅ 33884 Zip Code
Beautiful and spacious family home with room for everyone to spread out and enjoy. Featuring over 2,400 square feet of living space, this home offers a warm and functional layout perfect for everyday living, entertaining, and creating lasting memories.??The open kitchen and living area serve as the heart of the home, complete with granite countertops, stainless steel appliances, abundant cabinet space, and a large breakfast bar where family and friends naturally gather. Natural light fills the home, while updated finishes and modern touches create a comfortable, move-in-ready feel.??One of the home’s standout features is the oversized bonus room — ideal for a playroom, media room, home office, homeschool space, gym, or second family room. The flexible layout allows the home to grow with your family’s needs.??Outside, the spacious yard offers endless potential for kids, pets, entertaining, gardening, or even adding a future pool. With no HOA, you have the freedom to truly make the property your own.?Conveniently located near schools, shopping, restaurants, and everything Winter Haven has to offer, this is a wonderful opportunity to own a great family home with space, flexibility, and value.

132 Alachua Drive, Winter Haven
$279,900
3 Beds ⋅ 2 Baths ⋅ Anna Mar SubDv. ⋅ 33881 Zip Code
**PRICE DROP** Check out this unique 2-story home in Winter Haven is full of character and charm, located just three houses down from scenic Lake Elbert. Thoughtfully updated while preserving its warm, rustic appeal, this property offers a welcoming atmosphere from the moment you arrive. Outdoor enthusiasts will love the 2.4-mile paved loop trail surrounding Lake Elbert, complete with boardwalks and beautiful landscaping—perfect for morning walks, bike rides, or peaceful evening strolls. The home is in walking distance to Downtown Winter Haven, the public boat ramp and park, and Polk State College’s Winter Haven Fine Arts Building, offering exceptional convenience and lifestyle amenities. Inside, you’ll find live-edge wood countertops, natural wood trim, and an open kitchen overlooking the family and dining rooms. The kitchen features stainless steel appliances, newer cabinets, and a rustic flair originally crafted by an Amish family. The spacious family room includes a large picture windows that frame the beautiful front yard and mature oak tree. The primary bedroom and bathroom are conveniently located downstairs, while the second floor offers two additional bedrooms, a bonus room, a full bathroom, and a loft area with generous storage closets. Both bathrooms have been updated with newer cabinets, newer countertops, and newer tile. Additional interior upgrades include newer luxury vinyl plank flooring, newer windows, newer light fixtures and ceiling fans, and fresh interior paint. The home also features a newer A/C system. Outside, the home offers a covered front porch perfect for evening relaxation, mature landscaping, and a fenced yard on nearly a quarter-acre, with most of the outdoor space located in the front of the home. Ideally situated near Lake Elbert, Downtown Winter Haven, Polk State College, shopping, dining, parks, and medical facilities, this home offers both convenience and character. Schedule your private showing today!

961 Drexel Avenue Ne, Winter Haven
$265,000
3 Beds ⋅ 2 Baths ⋅ Villamar Ph 3 SubDv. ⋅ 33884 Zip Code
Virtually Staged. Opportunity for an assumable mortgage at a 4.5% interest rate, subject to lender approval and buyer qualification! Nestled in the growing Villamar community, this beautifully maintained 3-bedroom, 2-bath Meritage Home offers modern comfort and an ideal location near Chain of Lakes Elementary. Built with energy efficiency in mind, this newer home features an inviting open-concept floor plan where the kitchen flows seamlessly into the spacious great room—perfect for entertaining and everyday living. The kitchen showcases quartz countertops, stainless steel appliances, a pantry, and ample cabinetry for storage. Sliding glass doors off the family living area leads to the backyard, offering easy indoor-outdoor living. The thoughtfully designed split-bedroom floor plan provides privacy, with two secondary bedrooms and a guest bath located at the front of the home, while the primary suite is tucked away off the great room. The spacious owner’s retreat includes quartz countertops, dual sinks, a walk-in tile shower, and a generous walk-in closet. Ceramic tile flooring enhances the main living areas with a clean, modern aesthetic, while the bedrooms provides comfortable carpeting. Residents of Villamar enjoy resort-style amenities, including a community pool with lap lane overlooking Crystal Lake, playground, and convenient community mailboxes. The location offers quick access to Route 27 for commuting to Orlando and is just minutes from Legoland, shopping centers, Publix, and Walmart. This community is only two miles from Legoland and in close proximity to Posner Park which offers many stores, restaurants and entertainment for your family, as well as the Orlando's theme parks. Discover the perfect blend of comfort, convenience, and community in this move-in ready home. The photographs included in this listing were taken during a previous rental listing. The property may appear slightly different at time of showing. One or more photos have been modified or virtually staged for illustrative purposes.

2362 Brassie Court, Winter Haven
$420,000
6 Beds ⋅ 5 Baths ⋅ Lake Shipp Or Porters Add SubDv. ⋅ 33880 Zip Code
Virtually Staged. Motivated seller! Fully occupied 5-unit multifamily property located minutes from Downtown Winter Haven. Zoned for multifamily use, with all five units leased and producing rental income. The property is near major roads, retail, and residential development. There may be room to increase income as leases renew, subject to the current rents and lease terms. Contact me for the rent roll and financial information.

1339 7th Street Sw, Winter Haven
$289,900
3 Beds ⋅ 2 Baths ⋅ Villamar Phase 6 SubDv. ⋅ 33884 Zip Code
MAJOR PRICE REDUCTION! 3777 Giorgio Dr, Winter Haven is now offered at $289,900—reduced from $318,000! This is an incredible opportunity to own a beautiful home at a more attractive price. Schedule your private showing today before it’s gone! Built in 2024, this stunning home showcases a modern open-concept kitchen that flows effortlessly into the dining area, spacious great room, and private outdoor patio—ideal for entertaining and everyday luxury living. Located in the desirable Villamar community, residents enjoy access to two resort-style amenity centers featuring clubhouses, sparkling pools, and playgrounds. Set in the heart of Winter Haven, this home is surrounded by beautiful lakes, waterfront dining, and a vibrant arts scene, with top attractions like LEGOLAND® Florida and Peppa Pig Theme Park just minutes away. Villamar is located in Winter Haven on State Road 653, a north-south connector road between SR-60 to the south and CR-540A to the north, providing easy access to major employment centers. This community is only two miles from Legoland and in close proximity to Posner Park which offers many stores, restaurants and entertainment for your family, as well as the Orlando's theme parks. Designed with innovative, energy-efficient features, this home delivers exceptional comfort, long-term savings, and peace of mind. Best of all, furniture and appliances included—making this a truly move-in-ready opportunity you won’t want to miss.

3777 Giorgio Drive, Winter Haven
$450,000
4 Beds ⋅ 2 Baths ⋅ Lake Thomas Woods Eight Add SubDv. ⋅ 33880 Zip Code
RUDUCED PRICE! MOTIVATED SELLERS Charming 4-Bedroom Lakefront Home on Lake Thomas – No HOA Discover the perfect blend of comfortable family living and relaxed lakefront lifestyle in this beautiful 4-bedroom, 2-bath home on Lake Thomas. Offering a spacious layout, generous outdoor space, and scenic water access, this property delivers both everyday functionality and waterfront charm. Step inside to find tile flooring throughout the main living areas and an open-concept design that seamlessly connects the living and dining spaces — ideal for family gatherings and entertaining guests. Ceiling fans throughout the home enhance comfort year-round. Outdoors, enjoy an oversized, level backyard that’s fully fenced — perfect for pets, outdoor dining, gardening, or play. Whether you're relaxing by the water or hosting weekend barbecues, this home offers space and flexibility to fit your lifestyle. Located in Winter Haven, you’ll appreciate convenient access to local amenities, shopping, dining, and recreational opportunities — all without the burden of HOA restrictions. Lake living, space to grow, and freedom to enjoy — this one has it all.

183 Lake Thomas, Winter Haven