Winter Haven Homes For Sale & Real Estate - 1041 homes

Remarks: This home just received a new price and is ready for its next owner. Don't miss this move-in ready Central Florida gem featuring an open-concept design, soaring ceilings, fresh interior paint, and stylish luxury vinyl plank flooring throughout the main living areas, with durable vinyl flooring in every bedroom. No carpet anywhere. The beautifully updated kitchen is designed for everyday living and entertaining, showcasing quartz countertops, espresso cabinetry with crown molding, a center island, and Samsung stainless steel appliances. Retreat to the spacious primary suite featuring dual vanities, a walk-in closet, and a private en-suite bath. Additional upgrades include a whole-home water softener and filtration system, custom blinds, ceiling fans, a programmable thermostat, Ring doorbell system, plus a washer and dryer that convey with the home. Step outside to a fully fenced backyard with updated landscaping, irrigation, and a covered patio perfect for relaxing or entertaining. Energy-efficient windows and insulation, architectural shingles, and a two-car garage provide peace of mind and long-term value. Residents also enjoy access to community amenities including a pool and playground. Conveniently located and priced to sell, this home offers the perfect combination of comfort, style, and value. Schedule your private showing today before this opportunity is gone.

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

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

Remarks: Under contract-accepting backup offers. Short Sale. Welcome to 503 Holt Circle! This corner-lot property boasts 3 bedrooms, 2 full bathrooms and an abundance of outdoor space. There are plenty of windows to let the natural light in, and a sliding glass door to access the screened-in patio. Enjoy peace of mind with a 2024 roof, 2023 A/C and 2023 electric water heater. Both bathrooms contain thoughtful upgrades for design and functionality. Don’t miss your chance to own a move-in ready home where style, function, and a convenient neighborhood come together. Special financing available with the seller's preferred lender.

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

Listing Agent: Adam Faucett (813-385-2821)

Remarks: Welcome to this beautifully remodeled 3-bedroom, 2-bath home offering the perfect blend of modern updates and functional living space. In addition to the spacious bedrooms, you'll find a dedicated office/flex room—ideal for working from home, a playroom, or hobby space—as well as a bright Florida room perfect for relaxing or entertaining year-round. This home has been thoughtfully updated with a new roof, new HVAC system, and new blown-in attic insulation, providing comfort and peace of mind for years to come. The interior has been refreshed with stylish finishes, creating a clean, modern feel that's ready for its new owners. Situated on a generously sized lot, the backyard offers plenty of room to create your dream outdoor living space, add a pool, garden, workshop, or simply enjoy the extra space. Conveniently located in the heart of Winter Haven, you'll be just minutes from shopping, restaurants, schools, medical facilities, and major roadways, making commuting and daily errands a breeze. This home is also close to Winter Haven's renowned Chain of Lakes and other local attractions. Don't miss your opportunity to own this beautifully updated home—schedule your private showing today!

Listing is courtesy of: FLATFEE.COM (954-965-3990)

Listing Agent: Cliff Glansen

Remarks: 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.

Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)

Listing Agent: Robert Salmons (888-216-6364)

Remarks: Virtually Staged. Welcome to this beautiful 3-bedroom, 2-bath home tucked inside THE PRESERVE, a quiet and intimate 55+ gated enclave within the highly desirable Lakeside Landings community. This thoughtfully designed residence showcases an inviting open-concept layout that seamlessly blends the Kitchen, Dining, and Great Room, creating the perfect space for everyday comfort and effortless entertaining. The chef-inspired kitchen features a generous center island, granite countertops, and a corner walk-in pantry, delivering both style and functionality. Ceramic tile flooring flows through the main living areas, while cozy carpeted bedrooms offer warmth and comfort. Sliding glass doors open to a large covered and screened lanai, complete with a ceiling fan— ideal for morning coffee, evening relaxation, or hosting friends in true Florida fashion. The split-bedroom design provides exceptional privacy. The Primary Suite offers a spacious walk-in closet, ceiling fan, and a spa-style en-suite bath featuring dual sinks, and a large walk-in shower.. Two additional bedrooms share a well-appointed full bath, perfect for guests. Residents enjoy access to Lakeside Landings’ resort-style amenities, including a sparkling community pool, recreation center, playground, and a scenic nature trail for peaceful strolls. Conveniently located near I-4, top-tier shopping, dining, golf, medical facilities, and Central Florida’s premier attractions, this home delivers unmatched comfort and convenience. Homes offering this level of style, serenity, and lifestyle amenities don’t last long. Make your move before this one slips away.

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Jeff Jones (205-902-3584)

Remarks: Beyond the gated entrance, a tree-lined drive leads to a beautifully renovated estate set on 6.21 private acres, where modern updates meet the quiet charm of country living. The 3-bedroom, 3-bath main residence has been thoughtfully renovated with luxury vinyl plank and tile flooring throughout, new appliances, and an inviting layout designed for both everyday living and entertaining. Two of the bedrooms feature private en suite bathrooms, offering added comfort and flexibility. A spacious wraparound porch overlooks the property's private pond, creating the perfect place to enjoy morning coffee, unwind in the evenings, or simply take in the peaceful surroundings. Just beyond the main home, the detached 2-bedroom, 2-bath guest house offers a full kitchen, attached garage, and a screened porch with views of the pasture. Whether used for extended guests, a home office, or other permitted uses, it provides exceptional versatility. The property also includes a detached 2-bay shop, offering ample space for equipment, hobbies, storage, or recreational vehicles. With 6.21 acres of open land, there is plenty of room to enjoy gardening, outdoor recreation, agricultural pursuits, or simply the privacy and tranquility that make this property so special. Offering the perfect balance of modern updates, flexible living spaces, and peaceful surroundings, this one-of-a-kind property delivers the country lifestyle you've been searching for while remaining just minutes from shopping, dining, and everyday conveniences. Schedule your private showing today and experience everything this exceptional property has to offer.

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

Listing Agent: Brittanee Brossart (863-557-3982)

Remarks: Priced to Sell! Spacious 4-Bedroom Pool Home in a Gated Community! Welcome to this spacious 4-bedroom, 2-bath pool home offering over 2,350 square feet of living space in a desirable gated community just minutes from LEGOLAND Florida Resort. Situated on approximately 0.34 acres, this property features a functional floor plan, a 2-car garage, wood-burning fireplace, and a screen-enclosed pool and hotub, providing the perfect canvas for its next owner to add their personal touch. The home is in good overall condition and has been well maintained but could benefit from cosmetic updating, making it an excellent opportunity for buyers looking to build equity without taking on a full renovation. Whether you're searching for a primary residence, second home, or investment property, this home offers tremendous value with its size, layout, and location. Enjoy multiple living spaces, generously sized bedrooms, and a backyard designed for entertaining and relaxing year-round. The gated community provides added privacy while remaining conveniently located near shopping, dining, medical facilities, schools, and major roadways. Major components include an approximately 10-year-old roof and HVAC system, a 2-year-old water heater, and a replaced septic system. The seller is looking for a quick closing and welcomes serious buyers. Opportunities to purchase a pool home of this size in a gated community.

Listing is courtesy of: FLATFEE.COM (954-965-3990)

Listing Agent: Cliff Glansen

Remarks: Welcome to this 3-bedroom, 2-bathroom home located in the neighborhood of Jan Phyl Village! This residence features a classic and functional traditional floor plan that provides distinct, comfortable living spaces. The updated kitchen boasts beautiful granite countertops and modern stainless-steel appliances, creating a practical and stylish space for meal preparation. Step outside to a private, fully fenced-in backyard, providing a secure space for outdoor entertaining, gardening, or relaxation. Ideally located, you are just minutes away from local lakes, parks, shopping, and vibrant downtown Winter Haven, offering quick access to everyday essentials and recreation. Schedule your private showing today!

Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)

Listing Agent: Robert Salmons (888-216-6364)

Remarks: Virtually Staged. Welcome to this stunning Winston floorplan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 5-bedroom, 3-bath home offers 2,531 square feet of living space and provides excellent curb appeal in its elevation. Inside, you'll find gorgeous White cabinets complemented by sleek quartz countertops in the kitchen, creating a modern, bright atmosphere. Tile flooring runs throughout the wet and common areas, offering durability and easy maintenance. The open layout is perfect for family gatherings and entertaining guests.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: This traditional three-bedroom, two-bathroom home is perfectly situated in the Lake Estates neighborhood. The classic floorplan provides distinct and functional living spaces, offering a comforting separation between rooms. The heart of the home is an updated kitchen featuring durable granite countertops and sleek stainless steel appliances, making it an ideal setup for everyday cooking. Step outside to enjoy a fully fenced-in backyard, offering a private space for outdoor entertaining or relaxing in the fresh air. The location is a standout, centrally positioned just minutes away from local shopping, schools, dining options, and the excitement of Legoland.

Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)

Listing Agent: Robert Salmons (888-216-6364)

Remarks: Under contract-accepting backup offers. Charm and curb appeal abound for this Winter Haven home! Step inside into the inviting foyer and into the well-appointed living room, positioned at the center of the home. The kitchen boasts a 4-piece appliance package, ample storage, hard surface countertops, and an eat-in dining room. This split floorplan offers the primary bedroom on one side of the home and two secondary on the other. Come and see for yourself the possibilities that this home has to offer!

Listing is courtesy of: EVERYSTATE INC. (501-725-1234)

Listing Agent: Blake Keathley (661-900-9145)

Remarks: Move-in ready three-bedroom, two-bathroom home located in the desirable Whispering Trails Ph 02 community. This home features a spacious open floor plan that creates a seamless flow throughout the main living areas. The kitchen is functionally designed, equipped with durable laminate countertops and sleek stainless-steel appliances. Down the hall, the primary bedroom offers excellent storage space with a large walk-in closet. Step outside to enjoy a private, fully fenced-in backyard that provides a great space for outdoor living and activities. Conveniently located near major attractions and daily essentials, this home is just minutes away from LEGOLAND, local shopping centers, restaurants, schools, and medical facilities. With major roadways nearby, you will enjoy easy access and a straightforward commute to Orlando, Lakeland, and Tampa. Schedule your private showing today!

Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)

Listing Agent: Robert Salmons (888-216-6364)

Remarks: Charm and curb appeal abound for this Winter Haven home! Step inside into the inviting foyer and into the well-appointed living room, positioned at the back of the home. The kitchen boasts stainless steel appliances, hard surface countertops, and ample storage along with access to the home's dining room. Rounding out this ranch style floorplan is the primary suite and two secondary bedrooms. Enjoy your private, enclosed backyard all year long! Come and see for yourself the possibilities that this home has to offer!

Listing is courtesy of: EVERYSTATE INC. (501-725-1234)

Listing Agent: Blake Keathley (661-900-9145)

Remarks: Welcome to this beautiful and well-maintained home in the desirable Julius Estates community of Winter Haven! This spacious residence offers a modern open-concept layout, perfect for both everyday living and entertaining. The kitchen features ample cabinet space, a large island, and overlooks the living and dining areas, creating a bright and inviting atmosphere. The primary suite provides a private retreat with a spacious walk-in closet and an en-suite bathroom. Additional bedrooms offer flexibility for family, guests, or a home office. Enjoy the convenience of a two-car garage, indoor laundry room, and energy-efficient features throughout. Step outside to a generous backyard with plenty of space for outdoor gatherings, pets, or future enhancements. Conveniently located near shopping, dining, schools, medical facilities, and major highways, this home offers the perfect combination of comfort, convenience, and value. Whether you're a first-time homebuyer, growing family, or investor, this is an exceptional opportunity to own a move-in-ready home in one of Winter Haven's growing communities. Schedule your private showing today!

Listing is courtesy of: AXEN REALTY, LLC (480-399-1218)

Listing Agent: Ane Bertol Bertol (407-577-5607)

Remarks: Under contract-accepting backup offers. This approximately 1,730-square-foot home offers three bedrooms and two bathrooms in a gated community close to bike trail. The home features a clean and bright interior with almost new condition, ready for immediate move-in. The property has no CDD fees and is conveniently located close to various amenities. The home also has solar panels (will be paid off) and a lower assumable mortgage interest rate, providing potential cost-saving benefits for the next owner. Ask me how! The three bedrooms provide comfortable living spaces, with the primary bedroom offering seclusion and ample square footage. The two bathrooms are well-appointed and maintained, catering to the needs of the household. The open floor plan creates a seamless flow throughout the living areas, enhancing the sense of space and natural light. The exterior of the home presents a well-kept and inviting appearance, with the lot size providing a manageable outdoor space complete with covered patio. The convenient location of the home allows easy access to various services, shops and other community resources, making it an ideal choice for those seeking a practical and comfortable living situation. Love to fish? Community has a dock...so check this one out!

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

Listing Agent: Susan Brown (863-640-5722)

Remarks: 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.

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

Listing Agent: Tomi Miller-Troupe (863-287-0231)

Remarks: Short Sale. Welcome to your 5 bedroom 3 bathroom home located conveniently in Winter Haven with easy access to dining, shopping, and major roadways. This home features tile flooring throughout the living areas and an open floor plan making it perfect for entertaining. There is a separate living room at the front of the home which could make the perfect office or library. The large kitchen provides a large island, granite countertops, updated lighting, tiled backsplash, stainless steel appliances, and a closet pantry. The large family room is adjacent to the kitchen. You’ll also find sliding doors to your outdoor patio and backyard. One of the 5 bedrooms is located downstairs with its own bathroom, the perfect spot for guests. The primary bedroom is upstairs and features an en-suite with a stand up shower, dual sink vanity and 2 walk in closets! The remaining bedrooms provide plenty of space and share the main hall bathroom with a dual sink vanity and tub/shower combo. 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: Explore this charming 2-bedroom, 1-bath residence set in a peaceful and well-located Winter Haven community. Large lot with great potential. Bring your paint brush and toolbox and make it your own or make it your next investment.

Listing is courtesy of: THE WILMOTH GROUP (813-471-2503)

Listing Agent: Jen Wilmoth (239-233-4586)

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: SELLER VERY MOTIVATED. NO HOA!!!!! MAKE OFFER! Looking for an affordable, move-in ready home under $210k with a fenced yard and no HOA in central Winter Haven? This updated 3-bedroom, 1-bath concrete block home offers 1,191+ square feet of easy living—plus a bright Florida bonus room and a private backyard that's fully fenced, perfect for pets, gardening, or relaxing outdoors. Inside, you'll find a modern kitchen with granite countertops, stainless steel appliances, open shelving, and deep teal subway tile that pops. The layout is open and airy with luxury vinyl plank floors, fresh paint, and natural light throughout. Major updates are already done for you—roof (2023), updated electrical (2023) and panel (2026), PVC plumbing (2025), HVAC (2019) and a new tankless water heater (2025). There's also a detached shed with laundry and extra storage, plus room to park a boat, RV, or trailer—no HOA rules to worry about. Located across from public lakes and close to downtown Winter Haven, the Baycare Winter Haven Hospital, Urgent Care, Polk State College, parks, trails, tennis and pickleball courts and transit, this home makes it easy to live, work, and play in one of the most walkable parts of town. If you've been searching for a 3-bed home with updates and a fenced yard near the heart of Winter Haven, 104 Avenue K NE is ready to welcome you home.

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

Listing Agent: April Spaulding (863-866-1044)