Homes For Sale in Winter Haven 33881 - 288 homes

Remarks: Welcome to this charming 3 bedroom, 1 bath home ideally located in the heart of Winter Haven, just minutes from shopping, dining, and schools. From the moment you arrive, you’ll be greeted by a lush, established front garden, perfect for those who enjoy outdoor living or gardening. The home features a covered front porch, ideal for relaxing mornings or unwinding in the evenings, along with a convenient one-car carport. Inside, you’ll find a warm and inviting living space highlighted by durable wood-look tile flooring that flows seamlessly throughout the main areas. The kitchen and dining room combination offers a functional layout with plenty of room for everyday living and entertaining. Tucked away at the rear of the home, the spacious primary bedroom provides added privacy and a generously sized closet. Two additional bedrooms offer flexibility for guests, a home office, or hobby space. The full bathroom includes a single-sink vanity and a tiled tub/shower combo. Additional features include an exterior storage/laundry room located under the carport with washer and dryer hookups. Whether you're a first-time homebuyer, investor, or looking to downsize, this home offers great potential and opportunity. Schedule your private showing today!

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

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

Remarks: Welcome home! This cheerful 3-bedroom, 2-bath beauty is just four years young and sits in the sought-after community of Lucerne Park Reserve. Step inside and you’ll be greeted by bright open spaces and plenty of space for the whole family. The island kitchen is ready for real everyday living with stainless steel appliances and a roomy pantry that keeps everything in its place. The primary suite offers a comfortable retreat with a walk-in closet and a comfortable walk-in shower featuring a dual-sink vanity. With its split floor plan, you’ll also enjoy two additional bedrooms, a second full bath, and the convenience of an indoor laundry room. Out back, the covered porch gives you a relaxing spot to unwind and soak up that famous Florida sunshine. You’ll be less than 10 minutes from Highway 27 and only about 20 minutes from Legoland—making everyday errands and weekend fun easy. This is a solid home in a community people love. Schedule your showing today—you don’t want to let this one slip by.

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

Listing Agent: Luis Colon, Jr (407-748-2765)

Remarks: !!PRICE ADJUSTMENT!! NOW is your opportunity to own this home. Roof: 2023, HVAC: 2023, Water Heater: New, Electric: Serviced in 2020, Plumbing: Re-piped in 2025. The potential for this house is real. This house is ready for the right person to personalize it and make this house a home. 3/1.5 home in Winter Haven close to downtown (Target is coming!), the hospital and Polk State College. Huge yard big enough for a pool! New carpet in every bedroom! Pretty bathrooms! Walk to the lake! Schedule a showing today! This property has approximately 1,559 square feet of living space on a lot of approximately 0.28 acres, with three bedrooms, one full bathroom and an en-suite half bathroom. Hardwood-style vinyl flooring and stone fireplace creates a warm and inviting tone. Large windows allow for an tons of soft, natural light to fill the rooms, enhancing the open layout and creating a peaceful setting. The separate dining room area provides space for hosting a dinner or game night. The retro vibe flows throughout the house and fits-in with the established neighborhood. An efficient kitchen features a window overlooking the backyard and makes it convenient to have BBQs and fun playtime out back. The backyard has it's own storage shed and is large enough to have a pet, playground or maybe even a pool. The primary bedroom and two additional bedrooms are on opposite sides for privacy and quiet. The vintage-styled bathrooms add a unique charm to the home. The pink tile sequence makes it fun to get ready for the day. Just steps from the college, the property is conveniently located near the college ballfields, offering easy access to recreational activities. A walking trail nearby provides opportunities for exercise, and the home is situated close to the town, allowing for quick and easy access to local shopping. The garage features a work bench and shelves, providing storage and workspace. The property's proximity to the lake allows for enjoyable walks or leisure activities on the water.

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

Listing Agent: Maria Deary (863-241-8361)

Remarks: ***This home can be yours for 4.75% Interest rate on a assumable loan*** Located in the desirable Inman Grove solar community in Winter Haven, this 3 bedroom, 2 bathroom home with a fully fenced backyard offers the perfect combination of energy efficiency, modern design, and convenient Central Florida living. Built in 2023, NO CDD, LOW HOA of less than $45.00 a month, LOW ELECTRIC BILL MONTHLY..averaging $30-$83 a month ***=SAVINGS***, this newer construction home features solar power to help reduce monthly utility costs, making it an excellent option for buyers searching for energy-efficient homes in Polk County. ****Inside, the home offers a bright open floor plan with tile flooring throughout the main living areas and carpet in the bedrooms for added comfort. The kitchen overlooks the living and dining space and features quartz countertops, stainless steel appliances, modern cabinetry, and plenty of counter space, ideal for everyday living or entertaining guests. Natural light fills the main living area, creating a clean and inviting feel throughout the home. The split bedroom layout provides privacy, with the primary suite located toward the rear of the home and secondary bedrooms positioned near the front. The primary bedroom includes a private bathroom with updated finishes and generous closet space. Both bathrooms feature contemporary vanities and quartz countertops, giving the home a modern clean look buyers are searching for. Enjoy the outdoors in the fenced backyard, perfect for pets, gatherings, or relaxing evenings. The yard offers space to personalize while still being easy to maintain. Inman Grove is known for its solar-powered homes, newer construction, and peaceful residential setting, while still being close to everyday conveniences. The home is conveniently located near LEGOLAND, shopping centers, restaurants, schools, medical facilities, and major roadways, with easy access to Orlando, Lakeland, and Tampa. This property is ideal for buyers looking for.... New construction homes in Winter Haven, Solar homes in Florida, Move-in ready homes near Legoland, Fenced yard homes in Polk County Energy-efficient homes with low utility costs Schedule your showing today and see why so many buyers have chosen this Winter Haven community.

Listing is courtesy of: NORKIS & CO REALTY (407-506-7070)

Listing Agent: Jannese Garcia Vazquez Pa (407-921-4418)

Remarks: Welcome to your turn-key Florida retreat! This beautifully reimagined home is a masterclass in modern updates and serene living, nestled within a tranquil, established community. From the moment you arrive, the vibrant curb appeal and crisp, clean lines signal a home that has been maintained with pride. The heart of the residence is an open, sun-drenched kitchen featuring premium stainless-steel appliances, sleek cabinetry, and chic subway tiling—perfect for the culinary enthusiast or the frequent entertainer. With durable wood-look flooring and a versatile, oversized utility suite, this home seamlessly blends style with everyday functionality. Beyond the interior, your private oasis awaits. Relax on the expansive screened-in porch or take advantage of the massive, fully fenced backyard—a rare find that offers limitless potential for a pool, garden, or workshop. The long driveway and integrated carport provide plenty of space for your vehicles and toys, making this the perfect home base for a Central Florida lifestyle. Whether you’re a first-time buyer or a savvy investor looking for a high-quality asset, this property offers an optimistic outlook and incredible value. Opportunity is knocking—book your showing today and claim your piece of paradise!

Listing is courtesy of: MCO REALTY (407-479-8601)

Listing Agent: Vernel Smith (863-224-1942)

Remarks: Welcome to Fairview Village, an active 55+ gated waterfront community in Winter Haven. This charming 2-bedroom home offers peaceful canal and lake views, with private access to the water between Lake Hamilton and Lake Henry—perfect for boating and fishing. The community features a 99-year land lease and a low HOA fee of just $90 per month, which includes water and sewer. Residents enjoy a heated swimming pool with nearby restrooms and changing facilities, well-kept shuffleboard courts, coin laundry, and secure RV/boat storage available for an additional fee. The clubhouse serves as the heart of the community, hosting a full calendar of events such as breakfasts, dinners, bingo, cards, billiards, ping pong, dances, shuffleboard, horseshoes, and more. Please note that this is a no-pet community. Fairview Village offers an inviting, active lifestyle with beautiful waterfront surroundings.

Listing is courtesy of: WATSON REALTY CORP. (407-589-1600)

Listing Agent: Sandra Perry (978-273-0601)

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: Buyer Financing fell through! Their loss is your gain!! Turn key opportunity in the heart of Winter Haven! This 4-bedroom, 2-bath home comes partially furnished, Water filtration system already installed and is ready for its next owner whether you're looking for a primary residence, vacation home, or income producing investment. The home features a spacious, light-filled layout, a functional kitchen, comfortable bedrooms, and a screened in lanai perfect for enjoying Florida evenings. A NEW ROOF installed May 2025 with transferable warranty adds long-term value and peace of mind. Located in a quiet neighborhood just minutes from shopping, dining, lakes, parks, and LEGOLAND, this property offers both lifestyle and convenience in one of Winter Haven’s most desirable areas. With its furnished interior and flexible layout, this home is move-in ready and full of potential for homeowners or investors alike. Schedule your private showing today and see why this property stands out!

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

Listing Agent: Laura Medina Ruiz (863-207-4784)

Remarks: Back on market buyers financing fell through. Welcome home! Your forever home is located near downtown Winter Haven and just a short distance from Polk State College. Completely remodeled in 2021 with a New Roof, New A/C, New Water Heater, New Electrical system, new windows new kitchen (Quartz Countertops), new appliances, new floors (Vinyl). This home has a huge, oversized corner lot and with summer around the corner, this will be the place for all the summer BBQ's.

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

Listing Agent: Cliff Glansen

Remarks: 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 and cooktop, and 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 and 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, and 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, and 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: Under contract-accepting backup offers. Welcome to this charming three-bedroom, two-bathroom home in the peaceful Biltmore Shores neighborhood, conveniently located away from the busy streets of Winter Haven. Featuring durable hardwood floors throughout and practical tile in the kitchen, this home offers a comfortable and functional living space. The large bonus room provides flexibility for use as a dining area or additional living space, tailored to your needs. Set on an oversized, fully fenced lot, the property includes a detached two-car garage with 100 amps of power and water. Enjoy calming views of Lake Jessie directly across the street and easy access to a public boat ramp just a few blocks away. This home is also conveniently close to shopping, restaurants, and entertainment options, enhancing your lifestyle. Structurally sound, it has withstood many hurricanes with minimal damage, and the new roof installed in 2024 adds to its appeal, making it a great choice for those seeking a reliable and inviting place to call home.

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

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

Remarks: MOVE-IN READY! Step inside this stunning one-story Castaway home feel right at home. As you enter through the front door, a welcoming foyer sets the tone for the open and inviting layout. Two spacious bedrooms are tucked at the front of the home and share a beautifully designed full bathroom, perfect for family or guests. A third bedroom with its own private bath offers comfort and privacy, ideal for visitors or a home office setup. Continue down the hallway and the home opens up into a wide, light-filled living area where the kitchen, dining, and family room seamlessly connect. The kitchen features sleek gray cabinets, quartz countertops, and a large island that overlooks the gathering spaces, making it the heart of the home—perfect for cooking, dining, and entertaining all at once. At the back of the home, the private primary suite provides a peaceful retreat with a spacious bathroom featuring double vanities, a walk-in shower, and a generous walk-in closet. Step outside through the sliding doors to a covered lanai, where you can relax and enjoy Florida’s sunshine year-round. Situated on a desirable corner homesite in Willowbrook North, this beautifully designed home offers modern finishes, an open concept layout, and a lifestyle made for comfort and connection.

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

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

Remarks: Under contract-accepting backup offers. Discover Florida living at its finest in this beautifully maintained single-story pool home located in the desirable Hamilton West community of Winter Haven. Situated on an impressive ¼-acre lot with no rear neighbors, this property offers both privacy and space with approximately 2,000 heated square feet designed for comfortable living and effortless entertaining. This 4-bedroom, 2-bathroom home has been meticulously cared for and thoughtfully updated. Major improvements include a new roof installed in 2020 and HVAC replaced in 2017, giving buyers peace of mind. Inside, the home was freshly painted in 2022 and enhanced with numerous tasteful upgrades including taller baseboards, updated lighting, doorknobs, faucets, showerheads, towel bars, and toilet paper holders. Additional updates include a new garbage disposal (2022), new cabinet and mirror in the guest bathroom, a new ceiling fan in one of the bedrooms, and a wine cooler added to the dry bar area—perfect for entertaining guests. Step outside and experience a backyard designed for making memories. The sparkling pool is enclosed with brand-new screening (2023) and complemented by a fully installed outdoor kitchen (2023) that creates the ultimate space for weekend cookouts and gatherings. Paver sidewalks and portions of the backyard were added in 2023, enhancing both style and functionality, while a white privacy fence installed in 2022 neatly conceals the garbage cans and pool equipment. The interior features honeycomb shades and curtains throughout, with room-darkening shades in the bedrooms for added comfort and relaxation. The lush landscaping has been lovingly expanded by the homeowners with additional foliage and fruit-bearing trees including key lime, lime, lemon, and banana, bringing a touch of Florida’s natural beauty right to your backyard. With its spacious lot, private setting, inviting pool area, and extensive updates, this home is ideal for relaxing evenings, lively gatherings, and enjoying the Florida lifestyle year-round. Located near parks and outdoor recreation, it’s a place where family and friends will always want to visit.

Listing is courtesy of: WATSON REALTY CORP. (407-589-1600)

Listing Agent: Greg Staker (407-589-1600)

Remarks: Welcome to this charming two-story townhome located in the Casarena gated community in Winter Haven, offering 2 bedrooms and 2.1 bathrooms designed for comfort and flexibility. The inviting main living area features a cozy fireplace, perfect for relaxing or entertaining, while the functional layout flows seamlessly into the dining and kitchen spaces. Upstairs, enjoy your own private second-floor balcony—an ideal spot for morning coffee or unwinding in the evening. Enjoy family gatherings in the large screened in patio that is ready to be converted into your ideal outdoors living space. Additional highlights include a convenient laundry closet in the garage and ample storage throughout. Whether you're a first-time buyer, downsizing, or seeking a low-maintenance lifestyle, this home checks all the boxes—schedule your private showing today and make it yours! This home is being sold in As Is condition. All buyers must view the home before submitting an offer.

Listing is courtesy of: REALTYCITY INC (863-438-6605)

Listing Agent: Jesse Carriedo (863-438-6605)

Remarks: Take a look at this beautifully upgraded 3-bedroom, 2-bathroom home located in the desirable gated community of Sanctuary by the Lake in Winter Haven. Nestled along the shores of Lake Rochelle part of the renowned Chain of Lakes this property offers the perfect blend of comfort, style, and serene lakeside living. Step inside to an inviting open-concept layout featuring a bright and spacious living and dining area with glass sliding doors that overlook a large, fully fenced backyard. With plenty of room to add a pool, the outdoor space is ideal for relaxation and entertaining. A double-car garage provides ample parking and additional storage. The modern kitchen is designed for both functionality and style, boasting stainless steel appliances, rich wood cabinetry, a spacious pantry, and a large island perfect for casual dining and gatherings. The primary suite serves as a private retreat, complete with an oversized walk-in closet and a luxurious en-suite bathroom featuring a walk-in tiled shower. Two additional bedrooms bring comfort and versatility for family, guests, or a home office. Residents of Sanctuary by the Lake enjoy exclusive access to Lake Rochelle for kayaking and water sports, as well as scenic walking trails, private docks, and a playground. All of this comes with low HOA fees and no CDD. Conveniently located near shopping, dining, medical centers, and major attractions including LEGOLAND®, Walt Disney World®, and Universal Studios® this home offers the best of Central Florida living.

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

Listing Agent: Gaby Murillo (863-668-1914)

Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 2018-built single-family home located at 1327 Salisbury Drive in Winter Haven. Offering approximately 2,300 square feet of living space, this spacious residence features 5 bedrooms, 3.5 bathrooms, and a two-car garage. The primary suite is conveniently located on the first floor, providing privacy and comfort, while the upstairs bedrooms are carpeted for a warm, cozy feel. The interior has been freshly painted, creating a bright and move-in-ready atmosphere throughout. Enjoy Florida living year-round from the screened-in back patio, perfect for relaxing or entertaining. It is conveniently located just minutes from downtown Winter Haven and close to the area’s picturesque lakes, shopping, dining, and major roadways. This home combines modern construction, generous space, and an excellent location. Schedule your private showing today!

Listing is courtesy of: TAH FLORIDA LLC (844-874-2661)

Listing Agent: Joshua Nogowski (754-234-9626)

Remarks: Move-in ready single-story home with NO HOA! This 3-bedroom, 2-bathroom gem features low-maintenance tile flooring throughout the entire home—no carpet here! The kitchen is stylishly appointed with stainless steel appliances and crisp painted cabinets. Enjoy outdoor privacy in the fully fenced backyard, perfect for relaxing or entertaining. Complete with a 1-car garage. A fantastic opportunity for easy living!

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

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

Remarks: One or more photo(s) has been virtually staged. Welcome to 265 Meadowbrook Blvd, Winter Haven, FL 33881—this well-maintained 3-bedroom, 2-bathroom residence features a comfortable and functional layout designed for everyday living and entertaining. The home features an open-concept floor plan with generous living and dining areas filled with natural light, creating an inviting atmosphere throughout. The kitchen provides ample cabinetry and counter space, along with modern appliances, making it both practical and efficient. The primary bedroom includes a private en-suite bathroom and a walk-in closet, while the additional bedrooms provide versatility for guests, a home office, or other needs. Step outside to a spacious backyard with plenty of room for outdoor activities, gardening, or relaxation. Conveniently located with easy access to major roadways, this property is just minutes from shopping and dining options at Posner Park and Eagle Ridge Mall, as well as outdoor recreation at Lake Shipp Park. Enjoy proximity to popular attractions like LEGOLAND Florida Resort and convenient travel via Orlando International Airport. This property presents a great opportunity to own a move-in ready home in a centrally located area close to everyday conveniences, entertainment, and recreation.

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

Listing Agent: Michael Cruz Irizarry (407-530-7620)

Remarks: HUGE $15,000 PRICE DROP! Welcome to this completely renovated 4-bedroom, 3-bath POOL home in the highly desirable Idylridge community of Winter Haven. No expense has been spared in transforming this home into a modern, move-in ready masterpiece with high-end upgrades inside and out. Additional highlights include a brand-new roof with new soffit and fascia, two new AC units, new electrical including a 60-amp outdoor generator plug, a three-car carport, and a driveway that fits up to NINE vehicles. Inside, you’ll find a bright, open layout with all-new paint, luxury vinyl plank flooring, and luxury tile in the bathrooms. Each room features modern ceiling fans, and crown molding throughout, creating both comfort and style throughout the home. The stunning kitchen is a chef’s dream, featuring brand-new stainless steel appliances, granite countertops, a large new island, soft-close cabinet drawers, and a new walk-in pantry. A chef’s natural gas stove lets you cook while enjoying views of the pool and backyard, making this space perfect for entertaining or everyday living. The home offers TWO master suites, one with a large walk-in closet, plus two additional bedrooms and three fully updated bathrooms with contemporary fixtures and backlit mirrors for a sleek, contemporary feel. Step outside to your private backyard oasis with a refreshed pool featuring a brand-new liner, new screen enclosure, and new tile surrounding the deck. The large, fully fenced yard includes partially new fencing and three separate entrances with double gates, ideal for vehicles, boats, or recreational equipment. A 17 x 16 block shed on a slab with a brand-new metal roof provides extra storage or workshop space. Conveniently located in Winter Haven, the home is minutes from shopping, dining, parks, and the Chain of Lakes, as well as attractions like LEGOLAND Florida Resort. This fully renovated, move-in ready pool home offers space, style, and unmatched upgrades—inside and out. Don’t miss your opportunity to own a truly exceptional property in one of Winter Haven’s most sought-after neighborhoods.

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

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

Remarks: Welcome to 23 Casarena Ct in Winter Haven, located in the gated lakefront community of Casarena on the Lakes on Lake Cannon, part of the Chain of Lakes. This spacious 2BR/2.5BA townhome 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 breakfast bar and a convenient half bath. 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 and hardwood flooring, spacious bedrooms, a two-car garage with freshly painted floor, and 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, and 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)