Homes For Sale in Winter Haven 33881 - 346 homes

Remarks: Fall in love with this stunning 5-bedroom, 3-bath home with a 3-car garage, perfectly situated on one of the largest lots in the neighborhood. Combining luxury, comfort, and functionality, this spacious home offers an open-concept layout with split bedrooms for added privacy, creating the perfect balance of space and efficiency. The heart of the home is a bright, wide-open living area flowing into a stunning gourmet kitchen featuring a massive island, 42-inch upper cabinets, a large pantry, and top-of-the-line stainless steel appliances. Whether you’re relaxing, entertaining, or cooking, this home offers endless space to move and gather. High-end finishes are showcased throughout, including quartz countertops in the kitchen, luxury tile flooring in the main living areas, premium carpeting in the bedrooms, crown molding, and elegant window shutters. This is more than just a home, it’s an investment, with over $60,000 in upgrades available for review. For added comfort and convenience, the home includes a water softener system and reverse osmosis filtration. Step outside to your private outdoor retreat featuring an oversized screened-in lanai, summer kitchen, and a fully fenced backyard on an expansive lot, perfect for enjoying the Florida lifestyle year-round. Located in a quiet, peaceful Polk County community near Highway 27, you are just a short drive to Disney, Orlando International Airport, shopping, dining, and more. Best of all, there are NO CDD fees and a low HOA. This home is being sold AS IS and is truly move-in ready. Schedule your private showing today!

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

Listing Agent: Deep Mehta, Pa (407-702-7029)

Remarks: Welcome to 287 Inman Blvd—where modern comfort meets effortless Florida living in the heart of Winter Haven. This beautifully maintained home truly feels like new, offering the peace of mind of recent construction with thoughtful upgrades already in place. In addition to the home’s like-new condition and thoughtful upgrades, qualified buyers may also have the rare opportunity to assume the seller’s existing 5.125% mortgage — potentially creating estimated monthly savings of more than $250 compared to many current market interest rates. From the moment you step inside, you’ll notice a clean, contemporary design paired with warm, inviting spaces. The open-concept layout flows seamlessly, making it perfect for both everyday living and entertaining. The kitchen is a standout feature, enhanced with a stylish backsplash on the island and throughout, complemented by upgraded light fixtures that add a polished, custom feel. The home also features low-maintenance quartz countertops as well as stainless steel appliances. This home has already been elevated beyond builder-grade with valuable improvements, including solar panels for energy efficiency, a vinyl privacy fence for added outdoor enjoyment, and upgraded ceiling fans and lighting throughout. Tile flooring in the wet areas offers durability and easy maintenance, while cozy carpeting in the bedrooms creates a comfortable retreat at the end of the day. Step outside and enjoy a backyard space that’s ready for relaxing evenings, pets, or gatherings—fully enclosed for privacy and convenience. Location is where this home truly shines. Situated just about one and a half miles from the soon-to-open Publix shopping plaza, you’ll have everyday essentials right around the corner. Plus, you’re only minutes from downtown Winter Haven, known for its charming local shops, dining, and access to the Chain of Lakes lifestyle. Commuters will appreciate the quick access to US-27, making travel to surrounding areas simple and efficient. If you’ve been searching for a move-in-ready home with upgrades already done, modern finishes, and a prime location, this is one you don’t want to miss.

Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)

Listing Agent: Chris Loschiavo (863-280-2201)

Remarks: Welcome to 2436 Edwin St NE, Winter Haven, FL 33881(POLK COUNTY). This beautifully designed 4-bedroom, 2-bathroom brand-new manufactured home offers a spacious, open floor plan ideal for modern living. Designed for the modern lifestyle, the spacious open floor plan is bathed in natural light and features durable, high-end vinyl flooring throughout (no carpet!). The massive living room transitions seamlessly into the dining area and kitchen, creating an ideal layout for entertaining. Need extra space? The separate family room provides the perfect footprint for a home office, media room, or playroom. The heart of the home is a chef-inspired kitchen that checks every box: Brand-new stainless-steel appliances, Oversized central island with breakfast bar seating, Stylish shaker-style cabinets with ample storage. The master suite is a private sanctuary, featuring a massive walk-in closet and a luxurious en-suite bath complete with a modern walk-in shower. Three additional generously sized guest bedrooms and a second full bathroom with a soaking tub ensure plenty of room for family and guests. Home also features Sliding Glass door. Enjoy the peace of country living while staying minutes away from Winter Haven’s Chain of Lakes, shopping, dining, and major Central Florida attractions (LEGOLAND, DISNEY, UNIVERSAL STUDIOS). With a dedicated utility/laundry room and a brand-new energy-efficient build, this home is move-in ready and built to last. Schedule your private tour today and experience the best of Florida living! Schedule your private tour today and experience the best of Florida living!

Listing is courtesy of: J&T PROPERTY SOLUTIONS GROUP LLC (863-440-3603)

Listing Agent: Jennifer Daniell (863-440-3603)

Remarks: Seller to pay all Closing costs for Potential buyer.. Welcome to 108 Edgewater Drive, a beautifully refreshed single-story stucco home offering 4 bedrooms, 2 full bathrooms, and 1,450 sq. ft. of comfortable living space. Step inside to find sleek ceramic tile flooring throughout the entire home, paired with high-quality solid wood cabinets, elegant solid surface countertops, and modern ceiling fans.The functional, bright layout features a practical indoor laundry closet and double-pane window blinds for added privacy. Move-in ready appliances include a built-in range and refrigerator.The exterior boasts excellent curb appeal, a deep driveway with a 1-car carport, and a fully fenced chain-link backyard perfect for pets or outdoor entertainment. Nestled on a quiet and paved road. You are just minutes away from downtown Winter Haven, shopping, top-rated schools, and local entertainment. Schedule your private tour today!

Listing is courtesy of: INTELLIGENCE CHOICE REALTY LLC (407-272-4833)

Listing Agent: Martineau Dimanche (407-272-4833)

Remarks: PRICE IMPROVEMENT & HOME WARRANTY INCLUDED! Now offered at an even better value, this beautifully maintained home in Brookhaven’s desirable 55+ community is the perfect opportunity to enjoy comfortable Florida living with owned land and low HOA fees. Located on a corner lot on a quiet dead-end street, this 2005 Homes of Merit double-wide manufactured home offers 1,440 sq. ft. of well-designed living space and comes fully furnished and move-in ready. The spacious open floor plan features 3 bedrooms, 2 bathrooms, an indoor laundry room, and abundant natural light throughout. Elegant tray ceilings enhance the main living area, while sliding glass doors lead to an additional porch overlooking a peaceful neighboring pasture—an ideal place to relax and enjoy the view. The large kitchen is designed for both functionality and entertaining, featuring a center island, ample cabinet and counter space, updated microwave, newer refrigerator (2024), and A/C unit (2024). Recent improvements provide added value and peace of mind, including a new shingle roof and carport (2023), updated siding, reinforced tie-downs, fresh interior paint, and new Parkay Endurance water-resistant laminate flooring. A versatile bonus room with French doors offers flexibility for a home office, hobby room, or third bedroom. The guest bedroom and bath are generously sized, while the oversized primary suite includes a private ensuite bathroom for added comfort and privacy. Additional features include an indoor laundry room with washer and dryer included, a spacious workshop/storage area, and valuable extras such as an 8,000-watt generator (gas or propane) with two propane tanks, mower, trimmer, and power washer. Surrounded by mature landscaping, this property offers both charm and tranquility. Brookhaven residents enjoy amenities including a community pool, clubhouse, and shuffleboard, all with a low HOA fee of just $34 monthly. Conveniently located near Hwy 27, shopping, restaurants, and medical facilities, this home is also approximately one hour from Disney and within easy driving distance to both Florida coasts. Don’t miss your opportunity to own this well-maintained, fully furnished home with owned land in one of Central Florida’s welcoming 55+ communities. Schedule your private showing today.

Listing is courtesy of: CROSBY & ASSOCIATES, INC. (863-293-5600)

Listing Agent: Corinna Weaver (863-258-2901)

Remarks: Seller to pay all closing costs... The home is not available for showing until the end of July.. Welcome to 1605 36th Street NW, a beautifully updated and remarkably spacious 5-bedroom, 2-bathroom home located in the heart of Winter Haven. Spanning 1,700 square feet of single-story living space, this concrete block and stucco home offers the perfect blend of worry-free longevity and modern interior features.Absolute peace of mind comes included with a brand-new, lifetime-durable metal roof, alongside a completely new septic tank and brand-new drainfield. Inside, you are greeted by an expansive layout featuring low-maintenance vinyl plank flooring throughout and an open-concept kitchen equipped with stainless steel appliances and a center cooktop island.Situated on a clean, 7,405 square foot lot with zero HOA restrictions, you have total freedom to park your boat, trailer, or RV. Conveniently located near local shopping, dining, parks, and major Polk County thoroughfares. Move-in ready and completely optimized for low maintenance—schedule your tour today!

Listing is courtesy of: INTELLIGENCE CHOICE REALTY LLC (407-272-4833)

Listing Agent: Martineau Dimanche (407-272-4833)

Remarks: Virtually Staged. HUGE $15,000 PRICE DROP! Completely renovated and move-in ready, this beautifully updated home combines modern style with everyday comfort in the heart of Central Florida. Step inside to a bright, open floor plan filled with natural light from large floor-to-ceiling windows throughout—including in the bedrooms. The spacious living areas flow seamlessly, creating a warm and inviting atmosphere perfect for both relaxing and entertaining. The stunning kitchen has been completely updated with beautiful soft-close cabinetry, luxurious quartz countertops, stainless steel appliances, and recessed lighting—offering a sleek, contemporary look and exceptional functionality. Luxury vinyl plank flooring runs throughout the home, complemented by fresh interior paint, modern fixtures, and stylish ceiling fans that complete the elegant finish. The primary suite provides a private retreat, while additional bedrooms offer flexibility for family, guests, or a home office. Both bathrooms have been tastefully remodeled with updated tile, vanities, and fixtures. Outside, enjoy your private backyard oasis—fully enclosed with a block wall for enhanced privacy. A sparkling inground pool with paver deck sets the stage for year-round Florida living, whether you’re hosting a gathering or enjoying a quiet evening under the stars. Additional features include a separate exterior laundry/storage room for added convenience. Ideally located near shopping, dining, schools, and major roadways, this home offers easy access to Winter Haven’s famous Chain of Lakes and other nearby Central Florida attractions. Every detail has been updated—move right in and start enjoying the Florida lifestyle today! Schedule your private showing before it’s gone.

Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)

Listing Agent: David Small (407-601-8351)

Remarks: Beautifully remodeled 4-bedroom, 2-bathroom home located in a gated Winter Haven community. Situated on a cul-de-sac, this home offers 1,862 square feet of living space with an open floor plan, updated finishes, and spacious living areas. The kitchen opens to the main living area, providing a functional layout for everyday living and entertaining. The backyard is fully enclosed with vinyl fencing and offers ample outdoor space. Additional features include a 2-car garage, spacious bedrooms, and convenient access to shopping, dining, recreation, and major roadways. Move-in ready with numerous interior updates throughout.

Listing is courtesy of: BETTERLIFE REAL ESTATE, LLC (407-431-8499)

Listing Agent: Bobbie Bryant (407-431-8499)

Remarks: Spacious 75' x 124' fully fenced lot in Winter Haven, this property offers the freedom and flexibility that's becoming increasingly difficult to find. With no HOA restrictions, you'll have room to park your boat, trailer, recreational vehicles, and outdoor equipment right on your own property. The oversized 12' x 28' garage is ideal for a workshop or hobby space and features a newly installed manual garage door, half bath (no a/c), washer and dryer hookups, and additional overhead storage. A 9' x 14' concrete pad with 9' x 9' covered lean-to provides even more space for equipment, projects, entertaining, or recreational gear. Inside, you'll find a functional floor plan featuring laminate flooring throughout, a spacious foyer entrance, dining area, living room, kitchen, three bedrooms, and a full bathroom. The fully fenced backyard offers endless possibilities for pets, gardening, outdoor activities, and future possibilities. Whether you're a first-time homebuyer, investor, hobbyist, or simply looking for a property without HOA restrictions, this home offers exceptional value and versatility. Conveniently located within 1.5 miles from downtown Winter Haven, you'll enjoy easy access to shopping, dining, schools, and local amenities while still having the space to spread out and make the property your own.

Listing is courtesy of: STAR REALTY OF WINTER HAVEN (863-299-7827)

Listing Agent: Carlee Marchetti (863-258-3338)

Remarks: Welcome to this spacious and recently upgraded home sitting on a rare 0.40-acre corner lot with NO HOA and NO CDD, giving you the freedom and space you’ve been looking for. Major recent improvements include updated HVAC, electrical, and plumbing systems for added peace of mind, along with attractive interior upgrades featuring modern flooring, an updated kitchen with stylish cabinetry and stainless-steel appliances, and refreshed bathrooms with contemporary tile finishes. The oversized lot offers endless possibilities and plenty of room to park your RV, boat, jet ski, work vehicles, or recreational toys worry-free — something hard to find in today’s market. Conveniently located near major supermarkets, restaurants, schools, and main roads for easy commuting, this property is ideal for homeowners seeking space and flexibility or investors looking for a strong opportunity. Schedule your private showing today and discover the value, freedom, and potential this unique property has to offer!

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Jose Hooker-Gomez (407-272-6986)

Remarks: Move-in Ready and Income Potential in the Heart of Winter Haven! Imagine starting your day with a cup of coffee on the screened porch, taking a short stroll to nearby lakes, and enjoying the convenience of being just minutes from Winter Haven Hospital, Polk State College, Lake Martha, and Lake Elbert. This charming 2-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and opportunity. Thoughtfully updated with a new roof, electrical, and plumbing in 2024, this home is ready for its next owner to move in and enjoy. Inside, you'll find a warm and welcoming floor plan featuring separate living and dining spaces, an inside laundry room, and generously sized bedrooms with large walk-in closets. The primary suite offers a private en-suite bath, creating a comfortable retreat at the end of the day. Outdoor living is just as inviting, with both a welcoming front porch and a screened back porch perfect for relaxing, entertaining, or enjoying Florida's beautiful weather year-round. A storage shed provides additional space for tools, hobbies, or outdoor equipment. What truly sets this property apart is the detached unfinished ADU. Already equipped with a newer roof and updated electrical service, it's ready for your vision. Create a guest suite, home office, art studio, workshop, or future income-producing rental. Whether you're a first-time buyer, downsizing, investing, or simply looking for a home with room to grow, this property offers endless possibilities in a location you'll love. Don't miss this unique opportunity to own a home with both charm and future potential in the heart of Winter Haven.

Listing is courtesy of: PALMANO GROUP RE BROKERAGE LLC (321-214-1211)

Listing Agent: Denise Pohlmann (407-701-3346)

Remarks: One or more photo(s) has been virtually staged. Enjoy true Florida lakefront living in this spacious 2-bedroom, 2-bath home offering almost 1800 square feet of heated living space, perfectly positioned on a waterfront lot with your OWN private dock, ideal for relaxing, fishing, or simply taking in the peaceful views of Lake Henry. Inside, the home features a large kitchen with a center island, Stainless Steel appliances including a built-in oven & cooktop, with plenty of cabinet space for storage and functionality. The oversized family room offers some of the most beautiful lake views in the home, creating a bright & welcoming gathering space. French doors lead into the additional Florida room under air and heat, where the panoramic water views continue and provide a perfect year-round retreat. Both bedrooms are generously sized, with the primary suite featuring a large ensuite bathroom complete with a walk-in closet, double sinks, a shower, and a garden tub. The guest bathroom has been updated, offering a fresh and modern feel. Additional interior features include an entry foyer, inside laundry room, and ample storage space including a dedicated storage room. Outdoor living is just as impressive, with oversized parking, a carport, a large screened room, a paved open patio, and an additional storage shed. The combination of covered and open spaces makes it easy to enjoy the Florida lifestyle throughout the year. Major updates include a new roof in 2025, updated windows, & updated plumbing for added peace of mind. Located in Lake n Golf Estates, a desirable lakefront, LAND-OWNED 55+ community, residents enjoy access to amenities including a pool, spa, clubhouse, shuffleboard, & community boat ramp and dock, with boat slips available subject to availability. Conveniently situated near Hwy 27, medical facilities, shopping, and dining, the community also offers low HOA fees of $550 per year, adding to its overall appeal. Schedule your private showing today, lakefront homes at this price point do not last long.

Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)

Listing Agent: Patricia De Graaff, Llc (863-307-0061)

Remarks: Come see 1100 Carefree Cove Dr, recently improved with a new roof, fresh exterior paint, and fresh interior paint, presenting a comprehensively refreshed presentation. Partial flooring replacement further updates the interior living spaces, while a fenced in backyard provides practical outdoor areas. This property embodies a fresh approach to comfortable living. Included 100-Day Home Warranty with buyer activation

Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)

Listing Agent: Karen Albright (480-462-5392)

Remarks: Under contract-accepting backup offers. Offers should be submitted on the most recent/updated FAR-BAR As-Is contract & be accompanied by signed addenda (available via MLS attachment), as well as pre-qualification/approval letter or Proof of Funds. Customers are NEVER allowed on the property without their agent present. This includes showings, inspections, appraisals, etc. Lockbox and/or gate codes should NEVER be provided to customers. See attachments in MLS for information on the HOA/COA.

Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)

Listing Agent: Oscar Allende Melendez (787-409-2175)

Remarks: Virtually Staged. Welcome to 23 Casarena Ct in Winter Haven, located in the gated lakefront community of Casarena on the Lakes on Lake Cannon, part of Winter Haven's Chain of Lakes. This spacious 2BR/2.5BA townhome that offers approximately 2,045 sq ft of living space with vaulted ceilings, abundant natural light, and a functional two-story layout. The main level features an open living area with sliding glass doors leading to a private covered patio, plus a well-appointed kitchen with a breakfast bar and a convenient half bathroom. Upstairs, enjoy a versatile loft/bonus space ideal for a home office or additional living area. Both bedrooms offer ensuite bathrooms, including a primary suite with a private screened balcony. Additional highlights include ceramic tile & hardwood flooring, spacious bedrooms, a two-car garage with freshly painted floor & multiple outdoor spaces including three patios. Recent updates include the ROOF (Aug 2023). Owner is offering a $5,000 credit towards flooring. Residents enjoy resort style amenities: community pool, tennis courts, boat slip & dock with direct access to Lake Cannon and the Chain of Lakes, perfect for boating, fishing, and waterfront living. Prime location near shopping, dining and major roadways. Low-maintenance living in a secure, gated community.

Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)

Listing Agent: Patricia De Graaff, Llc (863-307-0061)

Remarks: Great investor or first time home buyer opportunity. This house has new windows, a new roof, updated electric panel and an renovated bathroom. The LVP throughout the home with 5-1/4 baseboard. This property has a huge back yard for your family to enjoy. Built in laundry with washer and dryer included. This property is move in ready and won't last long at this price. Schedule your showing today

Listing is courtesy of: XCELLENCE REALTY, INC (866-595-6025)

Listing Agent: Stephen Hubbell (863-559-5666)

Remarks: Best view in the building! Welcome to your dream Florida escape at 700 Mirror Terrace NW, a beautifully updated and well-maintained condo in this lively 55+ Spring Lake Towers Community. This stunning unit boasts unparalleled lakefront views on the Chain of Lakes in Winter Haven, offering breathtaking sunrises and sunsets every day. Step inside and discover a spacious living and dining room. The large primary bedroom has a walk-in closet leading to a sunroom, creating a versatile space for relaxation or hobbies. Newer oversized windows throughout the unit bathe the living area in natural light, further enhancing the spectacular lake views... Live an active lifestyle with sparkling swimming pool directly on the lake well-equipped fitness center, shuffleboard court, recreation room and library. Indoor and Outdoor storage comes with the unit. On-site laundry facilities are available for residents. This condo is perfect for full-time residents seeking a tranquil lakeside retreat or snowbirds desiring an affordable winter getaway. Those seeking a low-maintenance lifestyle with condo fees covering water, sewer, trash, cable, internet, and all exterior maintenance. Additional highlights include a single covered parking spot, a dock for fishing or viewing the water, boat slips available on a first-come, first-served basis. Enjoy planned social events and activities for residents. No pets or smoking allowed. Winter Haven's central location provides easy access to theme parks like Orlando and Tampa Downtown area Grocery stores, shopping, movie theaters, restaurants and medical facilities, making this a prime location. Don't miss this extraordinary opportunity to own a piece of paradise. Escape to the tranquility, luxury, and with expansive water views where every day feels like a vacation.

Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)

Listing Agent: Victoria Bollea (813-230-4529)

Remarks: MOTIVATED SELLERS Welcome to this beautifully maintained 3-bedroom, 2-bathroom home offering the perfect blend of comfort, functionality, and style. New roof 2022. Renovated bathrooms. Step inside to find a bright and inviting floor plan with spacious living areas, abundant natural light, and a warm, welcoming atmosphere throughout. The kitchen features ample cabinet space, and a convenient layout ideal for both everyday living and entertaining with direct access to the back patio. The master bedroom offers a private retreat with an en-suite bathroom and generous closet space that is connected directly to the large laundry room. The additional bedrooms provide flexibility for family, guests, or a home office. Outside, enjoy a spacious, fenced in yard with plenty of room for relaxing, gardening, or hosting gatherings. Conveniently located near Polk State College, Winter Haven schools, and just minutes away from downtown Winter Haven. This home combines peaceful living with everyday convenience. Perfect opportunity for first time homebuyers or rental property! Don’t miss the opportunity to make this move-in-ready home your own!

Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)

Listing Agent: Stephen Hachey (813-642-6030)

Remarks: Virtually Staged. Rare opportunity to own a 5-unit multifamily investment property situated on an oversized lot in the rapidly growing and expanding City of Winter Haven. The property consists of three separate buildings, providing flexibility, privacy, and multiple income streams. Currently, three units are leased with one vacant unit available for immediate occupancy or additional rental income potential , air b n b options as well . Recent renovations and updates completed within the past year include a new metal roof, updated HVAC systems, and numerous interior and exterior improvements, helping minimize deferred maintenance and enhance long-term value. Located near shopping, restaurants, schools, medical facilities, and major roadways, this property is positioned in one of Central Florida's strongest and fastest-growing rental markets. The versatile layout presents numerous possibilities for investors seeking cash flow, portfolio expansion, house-hacking opportunities, or potential short-term rental and Airbnb use, subject to local regulations and buyer verification. With strong income potential, multiple buildings, recent capital improvements, and a prime Winter Haven location near attractions, employment centers, and everyday conveniences, this is a unique opportunity to acquire a well-maintained multifamily asset with both immediate income and future upside.

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)

Listing Agent: Michael Hochadel (863-604-0018)

Remarks: Discover lakeside living at its finest in this spacious 4-bedroom, 2-bath home located in the highly desirable 55+ community of Golf & Lake Estates in Winter Haven. Here, you own both the home and the land—a rare find in this area. Perfectly positioned with Lake Henry as your backyard, this home offers stunning water views from the large living area, where expansive windows fill the space with natural light and frame the peaceful scenery. This well-maintained community features outstanding amenities, including a marina, pool, spa, clubhouse, and a storage lot for RVs or boats. Whether you love fishing, boating, or simply relaxing by the water, this property provides the ideal setting. Enjoy the serenity of lakeside living with the convenience of an active, friendly neighborhood. Don’t miss the chance to call this beautiful lakefront property home!

Listing is courtesy of: GREEN STAR REALTY, INC. (813-598-6841)

Listing Agent: Samantha Conley (813-300-7753)