Homes For Sale in Winter Haven 33880 - 249 homes

Remarks: Super Motivated Seller!! Discover this charming 4 bedroom, 2 bathroom single family home located in the heart of Winter Haven, just minutes from the serene shores of Lake Howard. With its spacious layout and versatile design, this property is perfect for families and savvy investors alike. It has a separate mother in law suite, offering privacy or the potential for rental income. A recently renovated kitchen complete with modern finishes, making mal prep a delight. A huge backyard, ideal for family gatherings, gardening or creating your dream outdoor retreat. An expansive driveway and 2 car garage, with enough space to park multiple vehicles. A newer roof 2020 for added peace of mind and longevity. Well maintained interior and exterior ensuring move in readiness. prime locatioin near Lake Howard perfect for outdoor enthusiasts who enjoy fishing, boating and lakeside strolls. No HOA fees allowing you the freedom to enjoy your property without added restrictions or costs. Wether you are looking to grow your family or generate extra income, this home is a rare find. Don't miss the opportunity to own a property that combines comfort, style and versatility in a highly desirable area of Winter Haven. Ready to schedule a showing?

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

Listing Agent: Miluska Parot (352-573-3697)

Remarks: Under contract-accepting backup offers. PRICE ADJUSTMENT....Located within a desirable gated community, this beautifully maintained home at 455 Majestic Gardens Blvd offers both comfort and functionality. Featuring a 1-year-old roof and an open floor plan, the home is designed for effortless everyday living and entertaining. The kitchen is appointed with granite countertops and flows seamlessly into a spacious family room. Tile and laminate flooring run throughout the home, adding durability and style. A bonus room provides flexible space ideal for a home office or additional sitting area. Step outside to your private backyard oasis with a fully fenced yard, inground swimming pool with spa, and a paver deck—perfect for relaxing or hosting gatherings. This home combines modern updates, versatile living spaces, and resort-style outdoor living in a secure, gated setting. This home boasts a 30 panel solar system that generates 16,447 kwz per year. The pool is heated by a separate propane system.

Listing is courtesy of: CRAIG BURKE REAL ESTATE GROUP, LLC (863-899-5010)

Listing Agent: Craig Burke (863-899-5010)

Remarks: Under contract-accepting backup offers. Welcome home to this beautifully updated 3-bedroom, 1-bath block home offering over 1,250 square feet of living space on a spacious lot just over a quarter acre! Located on a quiet street in the growing community of Winter Haven in Polk County, this move-in ready home combines modern upgrades, energy efficiency, and plenty of space both inside and out — with NO HOA, NO CDD, and located outside of a special flood hazard zone! Major updates include a brand-new roof and new drain field, giving peace of mind for years to come. Inside, you’ll find all new luxury vinyl plank flooring, upgraded 5.25-inch baseboards, fresh interior paint, along with all new ceiling fans and lighting throughout. The exterior has also been freshly painted and updated with beautiful landscaping, decorative rock, and new plants for outstanding curb appeal. The fully renovated kitchen features soft-close hardwood cabinetry, granite countertops, stainless steel appliances, and even a convenient pasta pot filler — perfect for everyday cooking and entertaining. The open living and dining room layout creates a bright and welcoming feel as soon as you walk in. The massive primary bedroom offers exceptional flexibility and includes its own separate exterior entrance, ideal for privacy, guests, or a potential home office setup. Additional upgrades include a newer AC system that was recently serviced with new ductwork, newer well pump, Culligan water softener system, gutters, and fully paid-off solar panels installed in 2023 — helping keep utility costs incredibly low, often under $20 per month! Outside, enjoy the fully fenced backyard, large storage shed, plus two separate driveways offering plenty of parking for vehicles, trailers, boats, or guests. Conveniently located near shopping, dining, schools, and major roadways, while still tucked away in a peaceful neighborhood setting. Polk County continues to see tremendous growth thanks to its central location between Tampa and Orlando, making Winter Haven one of Central Florida’s most desirable and rapidly expanding areas. Conventional, FHA, VA and USDA Eligible! Borrowers may qualify for up to $35,000 in Down Payment Assistance with our preferred lender! Schedule your private showing today!

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

Listing Agent: Bryan Czajkowski (518-330-4291)

Remarks: No HOA, no CDD! Jump in to get a deal! Charming brick home nestled only few min from Downtown Winter Heaven and near Legoland. Luxury upgraded and boast lots of improvements - brand new roof, new luxury vinyl planks floor throughout, new interior and exterior paint, new bathroom and new shower room, new pluming, brand new kitchen cabinets and granite counters, new Stainless Steel appliances, new lights throughout, all new doors and door frames. Brand new landscaping and fence in back yard. Schedule private showing today - close it tomorrow and enjoy your dream home with your family! This is only for you!!!

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

Listing Agent: Larysa Tsyupenko (407-780-5456)

Remarks: Top-floor condo with INCREDIBLE lake views in the desirable 55+ community of Imperial Harbours on Lake Howard! This three-bedroom, two-bath condo offers tons of potential and is ready for your personal touches and a little TLC. The kitchen features a convenient pass-through window overlooking the dining and living areas, creating an open and functional layout. The spacious primary suite includes an en suite bathroom and walk-in closet, while bedrooms two and three share a second full bath. A small bonus room overlooks the lake and would make a great office, sitting room, or hobby space. This beautifully maintained waterfront community offers maintenance-free living with access to a private dock and fishing pier on the famous Chain of Lakes. Amenities include a community pool and cabana, shuffleboard courts, extra storage, covered parking, and elevator access. Association dues cover cable, internet, water, sewer, trash, exterior maintenance, and grounds care. Conveniently located near downtown Winter Haven, shopping, dining, and medical facilities. Call today to schedule your private showing!

Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)

Listing Agent: Amy Reynolds (863-412-2279)

Remarks: Under contract-accepting backup offers. This spacious 5-bedroom, 2-bath double-wide manufactured home offers modern updates and versatile living. A dedicated flex room adds extra functionality—ideal for a home office, playroom, or guest area. Recent improvements include updated bathrooms, new flooring in key areas, and fresh interior paint. The roof is in strong condition, and all systems are fully operational. Situated in the Wahneta community of Winter Haven, this property is near Wahneta Elementary School and just minutes from Lake Gwyn Park, with its walking trails, sports fields, playgrounds and a screened pavilion-ideal for gatherings and recreation. A great opportunity for those seeking updated space in a well-connected location. The generous lot provides ample outdoor space with room to garden, relax, or entertain. Whether you're upsizing or looking for multi-generational living potential, this home offers the flexibility and comfort to meet a variety of needs.

Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)

Listing Agent: Ruben Galindo Vega (863-307-5009)

Remarks: Cute as a Button! Charming 1-Bedroom, 1-Bath Condo in the desirable Park Lake community. This bright and inviting home features easy-care laminate flooring throughout, a cozy wood-burning fireplace, and a functional dinette area with a breakfast bar that flows into the dining space. Enjoy lots of Hot Water with the Natural Gas Tankless Hot Water Heater. The convenient stackable washer and dryer are included, making move-in a breeze. Step outside to enjoy your private screened-in porch — perfect for relaxing with your morning coffee or unwinding in the evening. Ideally suited for first-time homebuyers, investors, or anyone seeking low-maintenance living in a prime location, this condo is situated right in the heart of Winter Haven. The Park Lake community offers an abundance of amenities, including a sparkling community pool, direct lake access, clubhouse, fishing pier, exercise room, and more. Located on the shores of beautiful Lake Lulu, Park Lake is conveniently positioned next to the new AdventHealth Field House. You’re also just minutes from LEGOLAND, with quick access to the Disney and Universal entertainment areas. Excellent medical facilities and shopping are nearby as well. All measurements are approximate. Buyers and Buyers’ Agents to verify all listing information. Call today to schedule your private showing!

Listing is courtesy of: LAMOND REALTY INC. (863-875-8910)

Listing Agent: Robert Lamond (863-604-5400)

Remarks: 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.

Listing is courtesy of: CENTURY 21 WOLF'S CROSSING REALTY (407-449-0000)

Listing Agent: Lucy Martinez (863-521-4156)

Remarks: Stunning 2 story 3 bath Spanish home with attention to details. This home has been renovated, roof was complete in 2019, painted inside and out in 2020, new A/C in 2023, electric and plumbing and the sprinkler system in 2023. Upon entering into the family room, you will immediately notice the vaulted beam ceilng along with the 20foot high fireplace. There are built-ins and bookcases throughout the home. Walking up into the kitchen, there is granite throughout and stainless steel appliances, along with a breakfast nook. There is a beautiful flooring throughout the home. On the first floor, there is another sitting room,along with a bedroom and a additional renovated full bath. On the second floor, it provides the laundry room and two more bedrooms and two full bathrooms that have been tastefully renovated. Going outside, there is convered area where you can relax and the property is completely fenced in. Another great feature is a detached studio that has been

Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)

Listing Agent: Joni Reiter (863-287-8274)

Remarks: Situated on nearly half an acre in a quiet cul-de-sac with NO HOA, this 3-bedroom, 2-bath home offers space, flexibility, and room to make it your own. Featuring a functional layout, 1-car garage, and extended driveway with ample parking, this property provides versatility for homeowners, first-time buyers, or those seeking an investment opportunity. Recent updates include a NEW ROOF (2026), NEW INTERIOR & EXTERIOR PAINT (2026), and a newer HVAC system, offering a strong starting point for future personalization. There are currently no rear neighbors immediately behind the property, providing additional separation from surrounding homes. Whether you're searching for a primary residence or investment property, this home presents an opportunity to blend comfortable day-one living with cosmetic updates over time to match your style and needs. This property offers space, flexibility, and everyday convenience with access to shopping, dining, recreation, and the amenities that continue to make Winter Haven a growing Central Florida destination. Schedule your private showing today.

Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)

Listing Agent: Ruben Galindo Vega (863-307-5009)

Remarks: Under contract-accepting backup offers. Great investment opportunity just minutes from downtown Winter Haven. This well-maintained, fully leased duplex offers immediate cash flow with strong rental demand in a prime location near shopping, dining, and major roadways—a turnkey property ideal for investors seeking stable income and long-term appreciation. Seller is willing to provide the buyer with credit toward a roof replacement if necessary.

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

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

Remarks: Short Sale. Welcome to this charming three-bedroom, two-bathroom home, perfectly situated for comfortable living. The inviting open concept layout seamlessly integrates the kitchen, living, and dining areas, adorned with luxury vinyl plank flooring that adds both style and durability. The well-appointed kitchen features beautiful granite countertops, complemented by sleek black appliances, crisp white cabinets, and a classic white subway tile backsplash, along with a convenient counter-height breakfast bar for casual dining. With significant updates including a new roof, air conditioner, and water heater all installed in 2022, this home offers peace of mind for future years. Enjoy the ease of laundry access off the carport and relax in the privacy of the fenced backyard. With a one-car carport and a warm, welcoming ambiance, this home is a delightful find for anyone seeking a cozy retreat.

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

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

Remarks: This 3 bedroom 2 bath home is located in an established neighborhood close to the Polk parkway for easy access to Orlando or Tampa. The Kitchen is equipped with stainless steel appliances, wood cabinets, granite counter tops, breakfast bar. There is a fire place and a wet bar in the large living room with beautiful tile & wood flooring throughout the home. The back porch is screened and the entire backyard is beautifully landscaped with mature landscaping, various trees and surrounded with a brick wall. There is also a detached workshop that is completely finished with tile floors and air conditioning. The home features a gas tankless hot water heater and smart lock on the doors.

Listing is courtesy of: THOMAS REALTY (863-412-4253)

Listing Agent: Phillip Thomas (863-412-4253)

Remarks: Amazing potential. This 2-bedroom, 2-bathroom townhouse features a spacious 1,252 square foot floor plan and is located in the established Stonebridge community.

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

Listing Agent: Sarah Armstrong (863-287-0252)

Remarks: Under contract-accepting backup offers. Beautifully renovated property in an excellent and highly desirable location. This home features modern finishes throughout, including a stunning quartz kitchen countertop and brand-new appliances. Conveniently located near hospitals, medical offices, major avenues, schools, restaurants, and shopping centers. Its strategic location offers great versatility, making it ideal for both residential living and potential commercial use. A rare opportunity to own a fully updated property in a prime area.

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Graceshaly Collazo (939-441-3991)

Remarks: Discover this 3-bed, 2.5-bath pool home in the sought-after Whisper Lake community of Winter Haven. The home features a functional two-story layout with all bedrooms and full baths upstairs, plus a convenient half bath off the kitchen. Interior highlights include wood laminate and tile flooring, crown molding, wainscoting, and thoughtful finishing touches throughout. Step outside to a private backyard retreat complete with an in-ground pool, oversized patio, and vinyl fencing—perfect for relaxing or entertaining. This property offers a great blend of comfort, style, and outdoor living in a peaceful neighborhood setting. Don't delay. Schedule today!!

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

Listing Agent: Andrea Williams Llc (863-605-0408)

Remarks: Welcome to your own 3/4-acre mini farm oasis! This fully fenced and gated property is a secure haven offering space for a variety of living needs, farm animals and plenty of room for parking. Large carport with garage attached. Mature trees provide serene shade on this picturesque retreat. The property includes a shed with chicken coops and pig pens, perfect for your feathered and four-legged friends. Updated remodeled 3BR, 1.5BA mobile home with an open floor plan, new fixtures, and an inside laundry room for convenience. Plenty of room for dogs, goats, boats, and RVs with electric hookup. Grow your garden with crystal clear well water. Enjoy the front porch with rocking chairs in screened room. Experience farm living with modern comfort and affordability. Welcome to your peaceful country sanctuary! Cash Only Sale. The info provided herein is subject to errors, omissions or changes without notice, and Seller expressly disclaim any warranty or representation regarding the Property Information. You must independently verify the Property Information prior to purchasing the Property.

Listing is courtesy of: HOME SOLD REALTY LLC (833-700-2782)

Listing Agent: Camilo Perez (833-700-2782)

Remarks: This expansive property is a true diamond in the rough, perfectly positioned for the savvy investor looking for a great return on a "buy and hold" scenario or a strategic value-add project. Boasting a generous 0.41-acre lot, this property is designed for versatility. With a massive layout featuring 6 bedrooms and 4 bathrooms, the home offers the unique potential for 3 or even 4 separate doors (units), making it an ideal candidate for a multi-generational living setup or a high-performing rental portfolio addition. Only 12 minutes away from LEGOLAND!

Listing is courtesy of: MARZUCCO REAL ESTATE (813-679-1365)

Listing Agent: Clarisa Moody (813-446-2003)

Remarks: Under contract-accepting backup offers. Welcome to this charming and move-in ready 3-bedroom, 2-bath home located in the established Foxridge community of Winter Haven. Featuring approximately 1,148 square feet of living space, this cozy residence offers a functional split-bedroom floor plan, spacious living area, and plenty of natural light throughout. The kitchen provides ample cabinet space and flows nicely into the dining area, making it perfect for everyday living or entertaining. Situated on a generously sized lot with a private backyard, there’s plenty of room to relax, garden, or enjoy outdoor gatherings. Conveniently located near shopping, dining, schools, and major roadways with easy access to all that Winter Haven has to offer. Whether you're a first-time homebuyer, or looking to downsize, this property is a fantastic opportunity to own an affordable home in Central Florida.

Listing is courtesy of: CITARELLI REALTY GROUP LLC (321-607-3586)

Listing Agent: Benjamin Crane (302-841-8999)

Remarks: Discover your dream residence at RainGarden Condominiums in Downtown Winter Haven! Designed by renowned architect Max Strang, this stunning townhouse embodies a modern design within a tropical landscape that provides an atmosphere of serenity in the heart of a lively downtown. Prepare to be wowed by the blend of contemporary aesthetics and organic elements, transforming this two-bedroom, two-and-a-half-bathroom residence into a unique piece of architecture! This interior unit is one of nine townhomes that make up the RainGarden Condominium. Upon entering the secured gate into your private courtyard, you’ll immediately notice the lush landscaping and shady tree canopies that provide a peaceful place to relax or entertain guests. Step inside and enjoy a spacious and airy layout that effortlessly connects the living, dining, and kitchen areas. The large custom windows bathe the space in natural light, while the randomized, vertical fins on the front facade provide generous shading and privacy to the outside. The living room dazzles with 9'9" ceilings, elegant concrete floors, dining area, and expansive floor-to-ceiling windows. The gourmet kitchen features a breakfast bar, high-end GE appliances, granite countertops, and ample cabinet space, blending functionality with style. Access your second story via an integrated wooden stairway situated in a clerestory expanse that opens to a skylighted landing. Upstairs, the lofted master bedroom beckons with floor-to-ceiling windows, refined wood floors, an en-suite bathroom, and abundant closet space. The master bath features a double vanity, a large walk-in shower with elegant finishes, and a spacious walk-in closet. The second bedroom boasts a similar en-suite bathroom with a walk-in closet and plenty of storage. Enjoy the convenience of a second-floor washer and dryer as well as an ample storage closet. Located in the heart of Downtown Winter Haven, this home offers an urban lifestyle where you can “live, work, and play” all within a few blocks. You can leave your vehicles in the attached two-car garage and enjoy the vibrant neighborhood with new restaurants, coffee shops, retailers, and other entertainment just steps away. There are also additional visitor parking spots in the rear and ample street parking available on Ave A. This location cannot be beaten! Centrally located between Tampa & Orlando and within 1 1/2 hours of both east-coast and west-coast beaches. Or take your family out on the coveted Chain of Lakes where you can boat or swim between 22 different lakes! Don’t miss out on the opportunity to purchase this architectural gem! HOA provides for trash pickup, sewer, common electric and water expenses, exterior maintenance and landscaping.

Listing is courtesy of: POLK REALTY ADVISORS LLC (786-387-1809)

Listing Agent: Zachary Strang (863-207-3523)