Homes For Sale in Winter Haven 33881 - 288 homes

Remarks: It's a renovated 4-bedroom block home beauty in upscale neighborhood. No HOA. Park your trailers or vehicles in back yard or side yard with gate. Boat ramp in neighborhood. New Roof, new windows, new doors, new hot water heater, new insulation, new electric and new air conditioner 2024. The kitchen has gold handles, refrigerator/ coffee maker combo, and a farmhouse sink. Wood floors are refinished 2025. Kitchen and bathrooms are totally renovated 2024. If you like drawers, this kitchen has a few 36" and 30." HUGE master bedroom runs from the back of the house to the front of the house, plenty of relaxing space, and a fireplace. This is a split plan house with 4 bedrooms,2 living rooms, and all bathrooms have double sinks. Tropical pineapple garden is in front of the front porch and trees have been trimmed. The back shed has a metal roof and can be used as a workshop; she shed or transformed for mother-in-law or rental. Large back porch has new concrete steps, a renovated laundry room and lake view. ZAP CAP from TECO, surge voltage protection. Parks, trails, splash pads, grocery, movies, pharmacy, public boat ramps are all nearby, Access to I-4 or the Polk parkway is easy. Winter Haven is a diverse city which offers lots of things to do such as, dinner cruises, walking parks, farm markets, LEGOLAND park and water parks, Circle B gator park, walking trails, skateboard park, water skiing and free water-skiing shows. All information is deemed reliable but not guaranteed. Buyer must verify all information and measurements. No seller financing.

Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)

Listing Agent: Kimberly Saddler (863-221-0604)

Remarks: Welcome to this well-maintained 3 bedroom, 2 bath home located on a quiet, established street. The Spacious eat in kitchen features tile flooring and a new refrigerator, perfect for everyday living and entertaining. The living room has new vinyl flooring and newly painted, creating a bright and inviting space, while the large family room offers plenty of room to relax or gather. This home also offers a spacious indoor laundry room, a one car garage and whole -house hurricane shutters that are easy to install, providing added piece of mind. Enjoy outdoor living on the screened-in back porch overlooking a fully fenced yard. Conveniently located close to shopping, dining, Polk State College and entertainment. This home combines comfort, functionality and an excellent location.

Listing is courtesy of: COLDWELL BANKER REALTY (863-687-2233)

Listing Agent: Carina Lees (540-616-7997)

Remarks: Welcome to this well-maintained 3-bedroom, 2-bathroom home on a desirable corner lot and offers a 2-car garage along with a fully fenced backyard. Inside, tile flooring highlights the high-traffic areas, while wood laminate flooring runs through the living room and bedrooms. The kitchen features a stainless sink, refrigerator, and stove. Step outside to enjoy a screened back porch and a paver patio—perfect for relaxing or entertaining. Major updates include a new central A/C installed in 2016 and a new roof completed in 2021. Conveniently located close to Polk State College, shopping, and plenty of restaurants. Legoland is just minutes away!

Listing is courtesy of: CENTURY 21 MYERS REALTY LAKE WALES (863-676-4448)

Listing Agent: Austin Henry (863-605-3451)

Remarks: Welcome to refined Florida living in the serene, gated, 55+ community of Preserve at Lakeside Landings. This community designed with enjoying your Florida lifestyle, is home to 44 residences, 2 pools, a playground, and sidewalks to keep you active. HOA includes lawn maintenance which allows you to relax in your stunning new home! Thoughtfully designed with a triple-split floorplan, this residence offers exceptional privacy and versatility—ideal for multi-generational living. Manicured tropical landscaping and pristine sidewalks lead you inside, where the first split features two guest bedrooms and a shared bathroom. Continuing into the main corridor, you’ll find the third bedroom or office along with the conveniently located laundry room.The home then opens into a bright, airy living space with 9-foot ceilings and tile flooring. An elegant dining area overlooks the pool, while the beautifully appointed kitchen showcases solid wood cabinetry, granite countertops, stainless steel appliances, and a generous island perfect for entertaining. The primary suite serves as a peaceful retreat with updated flooring, a walk-in closet, and a spa-inspired bath complete with dual sinks, granite, and a glass walk-in shower. Outdoors, the property transforms into a true tropical sanctuary. A stunning saltwater pool with a cascading waterfall is framed by lush landscaping that is home to several citrus trees. This secluded, spa-like atmosphere is ideal for relaxation or entertaining. With a tranquil natural backdrop and effortless indoor-outdoor flow, this home blends elegance, comfort, and resort-style appeal. Fresh interior paint, an immaculate garage, energy-efficient insulation, and lawn care included in the HOA make this home truly move-in ready—offering a lifestyle of ease, beauty, and authentic Florida living. Upgrades include kitchen appliances 2025, new disposal, Pentair salt system is 4 years old. Pool deck was sealed one year ago. Don't hesitate, opportunities like this are rare, so make your appointment today!

Listing is courtesy of: FLORIDA REAL ESTATE COMPANY (863-701-3487)

Listing Agent: Cyleste Goodson (863-701-3487)

Remarks: ** We have received multiple offers and are considering the highest and best offer by Monday, October 13, at 12:00 PM.** Spacious 3-bedroom, 2-bathroom home in Winter Haven priced to sell! This fixer-upper is perfect for investors, flippers, FHA 203(k) buyers, or first-time homeowners looking to build instant equity. With 2,182 sq ft of living space on an 8,442 sq ft lot, this property offers plenty of room for cosmetic and structural improvements. Priced well below market, buyers can capitalize on a significant value-add opportunity in a growing neighborhood. Renovate to create your dream home, or take advantage of strong resale and rental potential.

Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)

Listing Agent: Daryl Ash, Ii (863-934-1548)

Remarks: 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.

Listing is courtesy of: KURUVILA REALTY ASSOCIATES LLC (954-530-9477)

Listing Agent: Joe Kuruvila (954-822-7900)

Remarks: Under Construction. The Archer II is one of our one-story floorplans features in our Willowbrook South community in Winter Haven, Florida. Take your pick between two sleek exterior options when choosing this floorplan. Inside this 3 bedroom, 2 bathroom home you’ll find 1,328 square feet of comfortable living. The open concept layout allows for seamless movement between spaces making entertaining guests a breeze. It also provides homeowners versatile design options. The kitchen features shaker-style cabinets, quartz countertops, and stainless steel appliances, which are sure to both turn heads and make meal prep easy. You’ll bever be too far from the action with the living and dining area right there. In every bedroom, besides the primary bedroom, you’ll have carpeted floors and a closet in each room. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. The primary bedroom features luxury vinyl plank flooring that will be sure to stand out. It also has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Sharing a sink isn’t a worry with the double vanity, and you also get additional privacy with a separate door for the toilet and shower. Contact us today and find your home at Willowbrook South. *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.*

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Paul King (407-519-3940)

Remarks: Under Construction. 2-story new construction townhome with 1,604 square feet, 3 bedrooms, and a covered lanai, located in the brand-new Harbor of Lake Henry community. Downstairs, enjoy an open layout and a gourmet kitchen with, shaker-style wood cabinets, Samsung stainless steel appliances, including a pantry. The spacious gathering room opens to your covered lanai. The entire lower level and upstairs baths are finished with luxury vinyl plank flooring, with stain-resistant carpet in the bedrooms. Upstairs, you'll find three spacious bedrooms including your owner's suite complete with a walk-in wardrobe, linen closet, and a private en-suite bath with dual vanities and a tiled shower. Additional features for your convenience include a half bath downstairs, upstairs hall bath for the secondary bedrooms, energy-efficient insulation and windows, and a full builder warranty.

Listing is courtesy of: CAMBRIDGE REALTY OF CENTRAL FL (863-797-4999)

Listing Agent: George Lindsey, Iii (863-797-4999)

Remarks: Welcome to this immaculately maintained 4-bedroom, 3-bathroom home with a spacious 3-car garage, perfectly situated in the highly desirable Country Club area of Northeast Winter Haven. Located within a gated community, this home offers both privacy and peace of mind. Backing up to an 11-acre jurisdictional wetland, the property provides complete rear privacy with a beautiful natural landscape—no rear neighbors, just serene views and tranquil surroundings. Inside, you’ll find a thoughtfully designed split floor plan with upgraded flooring, modern cabinetry, and stylish countertops throughout. The layout offers both functionality and comfort, ideal for those who love to entertain. Step outside to your private screened back porch retreat and fully fenced yard—perfect for relaxing evenings or weekend gatherings while enjoying the quiet, natural backdrop. This home truly combines luxury, privacy, and location—don’t miss the opportunity to make it yours.

Listing is courtesy of: VILLAGE REALTY OF WINTER HAVEN (863-299-6767)

Listing Agent: Joshua Taylor (863-651-5471)

Remarks: MOVE-IN READY Home with lakefront homesite! This stunning Highbourne with Coastal elevation greets you with a charming front porch, perfect for relaxing and enjoying the outdoors. Inside, a versatile flex space offers an ideal area for a formal living room or home office, conveniently connected to the kitchen. Just past the flex room is a thoughtfully placed half bathroom. The heart of the home features an expansive open-concept kitchen, dining, and living area, perfect for entertaining family and friends. The kitchen showcases elegant granite countertops, shaker cabinets, and a spacious layout. Sliding doors off the dining area lead to a covered lanai and an oversized backyard, providing serene views of the woods and lake. Upstairs, the oversized primary suite offers a luxurious primary bathroom with dual vanities, providing a private retreat. Three additional bedrooms and a centrally located laundry room complete the second floor, making the home ideal for families. The first floor is fully tiled, adding a sleek and easy-to-maintain finish throughout the main living areas. This Highbourne quick move-in home at Willowbrook North combines modern design, thoughtful layout, and beautiful natural surroundings, offering the perfect balance of comfort and style.

Listing is courtesy of: DRB GROUP REALTY, LLC (407-270-2747)

Listing Agent: Adam Schott (407-270-2747)

Remarks: Welcome to this stunning 5-bedroom, 3-bath home located in the Jace Landing community of Winter Haven. Built in 2021, this modern two-story residence provides nearly 2,700 square feet of living space designed for comfort, flexibility, and contemporary living. The open-concept layout features a bright and spacious great room, modern finishes, and a large kitchen with stainless steel appliances, ample cabinetry, and an oversized island perfect for family gatherings and entertaining. The first floor also includes a versatile flex room or optional sixth bedroom and a full bathroom, making it ideal for guests, a home office, or multi-generational living. Upstairs, the primary suite provides a private retreat with a large walk-in closet and an ensuite bath featuring dual vanities and a walk-in shower. Four additional bedrooms and a convenient upstairs laundry room create plenty of space for the whole family. This home is built with durable block construction on both levels and includes smart-home technology with Alexa integration and energy-efficient systems throughout. Outside, enjoy the covered patio and spacious backyard — perfect for relaxing or hosting outdoor get-togethers. Conveniently located just minutes from downtown Winter Haven, Legoland, shopping, dining, and with easy access to I-4, this home combines modern comfort with everyday convenience. Don’t miss your chance to own this move-in-ready home in one of Winter Haven’s most desirable communities.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Andres Ramirez (863-845-3310)

Remarks: Welcome to this charming and versatile property located in the heart of Winter Haven! This 2-bedroom, 1-bath home offers comfort, character, and added flexibility with a private in-law suite — perfect for extended family, guests, or potential rental income. The main home features a bright and inviting living space, a functional kitchen, and well-sized bedrooms filled with natural light. Roof and AC units are 2020. The separate in-law suite provides its own private entrance, offering privacy and convenience for multi-generational living or investment opportunities. Situated in an established neighborhood, this property is conveniently located near shopping, dining, schools, and just minutes from the Chain of Lakes. Whether you’re a first-time buyer, investor, or looking for a home with extra space for loved ones, this property is full of potential. Schedule your private showing today!

Listing is courtesy of: BOARDWALK REALTY ASSOCIATES, LLC (800-567-0535)

Listing Agent: Amanda Johnson (310-554-9364)

Remarks: Under Construction. New construction home with 1,486 square feet on one-story including 3 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung stainless steel appliances, pantry, and a spacious counter height bar, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. Please note, virtual tour/photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and decor do not convey."

Listing is courtesy of: CAMBRIDGE REALTY OF CENTRAL FL (863-797-4999)

Listing Agent: George Lindsey, Iii (863-797-4999)

Remarks: Step into comfort and versatility with this beautifully maintained two-story home featuring 4 spacious bedrooms and 3 full bathrooms, perfect for growing families or those who love extra space. Enjoy peace of mind with a brand-new air conditioning system installed in 2025, ensuring year-round comfort. The home offers a well-designed layout with a spacious walk-in pantry, ideal for keeping your kitchen organized and functional. A mix of laminate, tile, and carpet flooring adds both style and practicality throughout the home. Upstairs, you’ll find a convenient laundry closet, making everyday living even easier. The two-car garage has been partially converted, offering flexible space that can be used as needed while still maintaining storage options. Outside, the ample driveway provides plenty of parking for guests and multiple vehicles. This home combines comfort, functionality, and flexibility, ready for you to make it your own!

Listing is courtesy of: GIPSTAR REALTY LLC (954-678-8416)

Listing Agent: Johanna Carmona (954-865-3673)

Remarks: Welcome to this spacious and well-maintained four-bedroom, two-bathroom home offering comfort, functionality, and a great layout for everyday living. The open and inviting floor plan features a generous living area that flows seamlessly into the kitchen and dining space, making it ideal for both entertaining and family gatherings. The kitchen offers ample cabinetry, plenty of counter space, and a convenient layout for cooking and hosting. The split-bedroom design provides added privacy, with a spacious primary suite featuring an en-suite bathroom, while the additional bedrooms are well-sized and versatile for guests, family, or a home office. Enjoy outdoor living with a backyard that offers room to relax, play, or entertain. This home also includes a two-car garage, providing additional storage and convenience. Conveniently located near shopping, dining, schools, and major roadways, this property is perfect as a primary residence, second home, or investment opportunity. Don’t miss your chance to own this wonderful home — schedule your private showing today!

Listing is courtesy of: STACEY TOWNS REALTY LLC (863-422-1585)

Listing Agent: Stacey Towns Friend (863-557-3034)

Remarks: Welcome to your 4 bedroom, 2.5 bathroom 2 story home located conveniently in Winter Haven with easy access to shopping, dining, and major roadways. Arriving at the home, you’ll appreciate the tastefully landscaped yard and screened in entry way. Entering the home, you’ll find LVP flooring throughout the home. The bright and open kitchen features stainless steel appliances, quartz countertops, a large island with sink and upgraded faucet, upgraded overhead lighting, wood cabinets, tile back splash and a closet pantry. There is a dining area adjacent to the kitchen. The living room offers plenty of space for entertaining or relaxing. Stepping through the glass sliding doors, you’ll find a large screened porch, the perfect spot for BBQ’s with friends and family! Upstairs, you’ll find a loft area that would make a great library or TV space. The primary bedroom is spacious and bright and features an en-suite with a dual sink vanity, stand up shower, and huge walk in closet!! The remaining bedrooms provide plenty of space and share the main hall bathroom featuring a large single sink vanity and tub/shower combo. The home also features an alarm system, inside laundry room, half bath downstairs, upgraded stair rail spindle, and a fully fenced in yard. The home offers pedestrian access to Lake Smart and the pier. There is an assumable mortgage at a rate of 5.50%. This home checks all the boxes! Schedule your private showing today!

Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)

Listing Agent: Casandra Vann (863-546-5446)

Remarks: This home located in the desirable Brookhaven Village community in Winter Haven. This property offers a comfortable layout with spacious living areas, natural light, and a peaceful neighborhood setting. Brookhaven Village is known for its quiet atmosphere and community amenities, which may include a clubhouse, pool, and recreational areas, providing a great environment for residents to enjoy. This property is ideal for buyers looking for affordability, low HOA, and a well-established community conveniently located near shopping, dining, medical facilities, and major roadways for easy commuting. Home needs some TLC. All information provided is deemed reliable but not guaranteed. Buyer and buyer’s agent are responsible for verifying all measurements, HOA information, fees, restrictions, utilities, leasing limitations, zoning, permits, and any other details that may affect the buyer’s decision to purchase.

Listing is courtesy of: R&J REALTY AND PROPERTY MANAGEMENT LLC (407-729-3280)

Listing Agent: Jose Marrero Cruz (407-729-3280)

Remarks: CALLING ALL INVESTORS!! Amazing opportunity with a blank canvas to be creative! This property boasts 2 separate dwellings, both with living spaces, kitchens, dining areas, 2 bedrooms and 1 bathroom WITH an in ground pool in between! Property also has a THREE car garage AND a huge open space in the attic with stair access from a bedroom! Direct view and access to Lake Cannon, WOW!! Make your appointment today to secure this amazing opportunity! CASH ONLY, BEING SOLD AS IS.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Veronica Davis (863-326-8001)

Remarks: EXCELLENT INVESTMENT OPPORTUNITY IN THE HEART OF WINTER HAVEN! LOCATED AT 601 AVE U NE, THIS PROPERTY OFFERS INCREDIBLE POTENTIAL FOR RENTAL INCOME OR FUTURE DEVELOPMENT. WITH A SPACIOUS LOT AND SOLID STRUCTURE, IT'S PERFECT FOR INVESTORS LOOKING TO RENOVATE, RENT, OR FLIP. CONVENIENTLY SITUATED NEAR DOWNTOWN WINTER HAVEN, SCHOOLS, SHOPPING, AND MEDICAL FACILITIES, THIS LOCATION IS IDEAL FOR LONG-TERM TENANTS OR RESALE VALUE. BENEATH THE EXISTING CARPETING, YOU WILL FIND WELL-PRESERVED HARDWOOD FLOORING READY TO BE DISCOVERED AND ENJOYED. DO NOT MISS YOUR CHANCE TO OWN A PIECE OF RAPIDLY GROWING WINTER HAVEN-OPPORTUNITIES LIKE THIS DO NOT LAST LONG!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Brian Reeves (877-366-2213)

Remarks: 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.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Cesar Estrada, Pa (321-209-4782)