Winter Haven Homes for Sale

Winter Haven Homes for Sale

Welcome to Winter Haven, Florida, a charming city nestled in the heart of Polk County that perfectly blends small-town warmth with vibrant community spirit. Known for its picturesque lakes and lush landscapes, Winter Haven is a haven for outdoor enthusiasts and families alike. With more than 50 lakes, including the stunning Chain of Lakes, residents can enjoy a plethora of water activities, from fishing and boating to leisurely strolls along the scenic waterfront parks.

Winter Haven boasts a rich history and a thriving downtown area filled with delightful shops, restaurants, and cultural attractions. Explore the local art scene at the Winter Haven Arts & Culture Center or enjoy a fun-filled day at Legoland Florida Resort, which is just a stone's throw away. The city is also known for its friendly atmosphere and strong sense of community, making it an ideal place to call home.

If you’re considering making Winter Haven your new home, you’ll be pleased to discover a diverse array of homes for sale that cater to various lifestyles and budgets. Whether you're looking for a cozy single-family home, a modern townhouse, or a spacious waterfront property, Winter Haven has something for everyone. The real estate market here is thriving, offering attractive options that combine comfort with convenience.

With its beautiful surroundings, excellent schools, and a wealth of recreational opportunities, Winter Haven is not just a place to live; it’s a place to thrive. Come explore the homes for sale in this enchanting city and discover your perfect slice of Florida paradise!

Newest Winter Haven Homes for Sale

$325,000
4 Beds ⋅ 3 Baths ⋅ Villamar Ph 3 SubDv. ⋅ 33884 Zip Code
Sellers are Motivated!! Welcome to this beautifully maintained 4-bedroom, 2.5-bath residence in the highly sought-after VillaMar community of Winter Haven. Built with energy-efficient construction and featuring fully paid-off solar panels, this home offers the perfect blend of comfort, style, and long-term savings. Step inside to an inviting open-concept floor plan designed for today’s lifestyle. The spacious living and dining areas flow seamlessly into the gourmet kitchen, featuring ample cabinetry, generous counter space, and an ideal layout for both everyday living and entertaining. The primary suite is conveniently located on the first floor, offering privacy and comfort with an en-suite bathroom and spacious walk-in closet. Upstairs, you’ll find three additional bedrooms, a full bathroom, and a versatile loft that provides the perfect space for a second living area, media room, playroom, or home office. Conveniently located just minutes from US Highway 27, Highway 60, and SR-17, this home offers easy access to Orlando, Lakeland, Tampa, and Central Florida’s major employment centers. Shopping, dining, grocery stores, medical facilities, and everyday conveniences are all nearby. Whether you’re a first-time homebuyer, growing family, seasonal resident, or investor, this move-in-ready home presents an exceptional opportunity in one of Winter Haven’s fastest-growing communities. Schedule your private showing today!

1836 Carnostie Road, Winter Haven
$495,000
4 Beds ⋅ 3 Baths ⋅ Hart Lake Hills Ph 01 SubDv. ⋅ 33884 Zip Code
Welcome to this beautifully maintained 4-bedroom, 3-bath pool home located in the highly sought-after gated community of Hart Lake Hills. Offering the perfect blend of comfort, efficiency, and Florida living, this home is designed for both everyday enjoyment and effortless entertaining.Step inside to an open and inviting floor plan featuring a spacious kitchen with stainless steel appliances, a gas range, abundant cabinetry, and plenty of counter space overlooking the main living areas. The generous primary suite provides a relaxing retreat with a well-appointed ensuite bath, while the split-bedroom layout offers added privacy for family and guests. Outside, enjoy the screen-enclosed saltwater pool and expansive lanai overlooking the large, fully fenced backyard. The outdoor space has also been thoughtfully updated with pavers installed on the back deck in 2019, the pool remarcited in 2019, and a new pool pump and salt cells added in 2024. Additional updates and features include a roof installed in 2017, A/C installed in 2019, fresh interior paint in 2020, a whole-home Generac generator, gas hot water heater, and solar panels for added energy efficiency and peace of mind. Perfectly situated near schools, shopping, dining, LEGOLAND Florida Resort, and Highway 27, this home offers convenient access to everything Central Florida has to give while tucked away in one of the area's desirable gated communities. Schedule your private showing today! Solar panel loan must be assumed by buyer.

651 Hart Lake Drive, Winter Haven
$326,990
4 Beds ⋅ 2 Baths ⋅ Willowbrook South SubDv. ⋅ 33881 Zip Code
Under Construction. Introducing the Cali floorplan at Willowbrook South, in Winter Haven, Florida, where every square foot is put to use with sophistication and comfort. Inside this 4-bedroom, 2-bathroom home, you’ll find 1,828 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing quartz counters and tile floors throughout. As you step inside, you are greeted by an inviting foyer that leads you into the heart of the home. The open-concept layout seamlessly connects the living room, dining area, and kitchen, creating a perfect space for entertaining family and friends. The spacious living room features abundant natural light, thanks to large windows that provide picturesque views of the surrounding landscape. With ample room for seating, it's an ideal spot for relaxation and gatherings. The kitchen is a true highlight, including granite countertops, sleek stainless-steel appliances, a walk-in pantry and an oversized island with a breakfast bar. Whether you're preparing a casual meal or hosting a formal dinner, this kitchen is well-equipped to meet your culinary needs. The four generously sized bedrooms offer flexibility for various lifestyles. The primary suite located in the rear of the home is a tranquil retreat, featuring a private ensuite bathroom with dual sinks, a separate shower, and a walk-in closet. The remaining three bedrooms share one well-appointed bathroom, making morning routines a breeze. Laundry won't be a chore with its dedicated space convenient to all bedrooms. Like all homes in Willowbrook South, the Cali includes smart home technology, which allows you to control your home anytime with your smart device while near or away. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

2759 Adeline Avenue, Winter Haven
$303,990
4 Beds ⋅ 2 Baths ⋅ Harmony On Lake Eloise Phase 4 SubDv. ⋅ 33884 Zip Code
Introducing the Harper floorplan at Harmony at Lake Eloise, where every square foot is put to use with sophistication and comfort. Inside this 4 bedroom, 2 bathroom home, you’ll find 1,665 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing granite and tile floors throughout. As you step inside, you are greeted by an inviting foyer that leads you into the heart of the home. The open-concept layout seamlessly connects the living room, dining area, and kitchen, creating a perfect space for entertaining family and friends. The spacious living room features abundant natural light, thanks to large windows that provide picturesque views of the surrounding landscape. With ample room for seating, it's an ideal spot for relaxation and gatherings. The chef's kitchen is a true highlight, boasting granite countertops, sleek stainless steel appliances, and an oversized island with a breakfast bar. Whether you're preparing a casual meal or hosting a formal dinner, this kitchen is well-equipped to meet your culinary needs. The four generously sized bedrooms provide flexibility for various lifestyles. The primary suite is a tranquil retreat, featuring a private ensuite bathroom with dual sinks, a separate shower, and a walk-in closet. The remaining three bedrooms share one well-appointed bathroom, making morning routines a breeze. Like all homes in Harmony at Lake Eloise, the Harper includes all concrete block and also smart home technology, which allows you to control your home anytime with your smart device while near or away. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

3117 Firebrush Lane, Winter Haven
$489,900
4 Beds ⋅ 4 Baths ⋅ Graydon Hills SubDv. ⋅ 33881 Zip Code
Virtually Staged. 800 W Lake Elbert Dr NE is an extraordinary piece of Central Florida history, a stately 4-bedroom, 4-bath single-family estate built in 1935 and architecturally designed and built by Cypress Gardens founder Dick Pope. Set on an oversized, beautifully landscaped corner lot of more than half an acre in the sought-after Graydon Hills area of Winter Haven, this timeless residence blends original 1930s craftsmanship with thoughtful comforts, all announced by an imported Italian fountain at the front entrance and lovely views of Lake Elbert just beyond. Inside, over 3,200 square feet of living space showcases rich hardwood floors, handcrafted wood doors, intricate crown molding, custom built-ins, pocket doors, and preserved vintage tile that honor the home's architectural roots, while oversized windows bathe the interior in natural light and frame picturesque lake views. The formal living room welcomes you with a crafted fireplace, while the spacious formal dining room features classic built-ins and flows to a den through elegant french doors. At the heart of the home, a beautifully appointed kitchen pairs historic charm with modern function, featuring custom wood cabinetry, stone countertops, stainless steel appliances, a copper farmhouse sink, and a natural gas range. An adjoining butler's pantry adds a second staircase, storage, and everyday convenience. A main-level flex room with a full bath and original vintage tile provides space for guests, a home office, or a private retreat. Upstairs, the generous primary suite is a true sanctuary, complete with a wood-burning fireplace, a private sitting room, a walk-in closet, a spa-inspired ensuite bath, and tranquil views of Lake Elbert. Two additional bedrooms, one with its own ensuite, share a beautifully tiled full bath, and a dedicated indoor laundry room makes daily living simple. Additional highlights include a detached oversized 2-car garage, a screened porch overlooking the grounds, mature landscaping, natural gas, city water, and NO HOA. The home is ready for a cosmetic refresh, with fresh flooring and paint the primary opportunities to bring your own vision to this architectural treasure, which also carries the potential to be officially registered as a historic landmark. For qualified buyers, this property also carries an existing assumable mortgage at a low interest rate, a valuable advantage in today's market. Ideally located near the Winter Haven Chain of Lakes and moments from Lake Elbert, this singular estate is just minutes from historic downtown Winter Haven, LEGOLAND Florida, shopping, dining, and major roadways. Homes of this pedigree, scale, and craftsmanship seldom come to market. Come experience the timeless character and enduring quality of 800 W Lake Elbert Dr NE, and make a true piece of Winter Haven history your own.

800 W Lake Elbert Drive Ne, Winter Haven
$184,999
2 Beds ⋅ 1 Baths ⋅ Lake Howard Cove Of Pines N Sec Replat SubDv. ⋅ 33880 Zip Code
Welcome to this charming, move-in-ready 2-bedroom, 1-bath home in a convenient Winter Haven location! Thoughtfully updated, this home features a bright kitchen with white shaker cabinets and quartz countertops, along with luxury wood-look tile flooring throughout for easy maintenance. The updated bathroom includes a beautifully tiled walk-in shower. The new metal roof adds lasting value and peace of mind. Outside, you'll find a detached garage/workshop that's perfect for extra storage, hobbies, or a workspace, along with a spacious fenced in backyard offering plenty of room for pets, gardening, or relaxing outdoors. One of the home's best features is its location. Enjoy being within walking distance of both Lake Howard and South Lake Howard Nature Park, where you can take advantage of scenic lake views, walking trails, playgrounds, fishing, and outdoor recreation. You'll also be just minutes from Downtown Winter Haven, the Chain of Lakes, shopping, restaurants, schools, and medical facilities, making everyday living both convenient and enjoyable. Whether you're a first-time homebuyer, looking to downsize, or searching for a great investment property, this well-maintained home offers the perfect combination of modern updates, outdoor space, and an exceptional location. Schedule your private showing today!

1986 Avenue F, Winter Haven
$245,000
3 Beds ⋅ 2 Baths ⋅ Planters Walk Ph 03 SubDv. ⋅ 33884 Zip Code
Short Sale. This is a 3-bedroom, 2-bathroom home nestled in Winter Haven, FL. Built in 1993, this property offers a comfortable floor plan with great bones and exciting potential for the right buyer. This short sale opportunity presents an excellent chance to acquire a Winter Haven home at an improved price point in an established neighborhood. The layout provides functional living spaces throughout, with three generously sized bedrooms and two full bathrooms — ideal for families, investors, or buyers looking to put their personal touch on a property. Conveniently located close to shopping, dining, medical facilities, and the beautiful Winter Haven Chain of Lakes, with easy access to US-27 and major routes to both Orlando and Tampa. This is a short sale subject to lender approval. Being sold as-is. Buyer and buyer's agent to verify all information including HOA fees, community details, and measurements. A great opportunity — schedule your showing today!

26 Saint Kitts Circle, Winter Haven
$265,000
3 Beds ⋅ 2 Baths ⋅ Eagle Lndg Ph Ib SubDv. ⋅ 33880 Zip Code
Virtually Staged. Why wait to build when this 2022 home is ready now? Welcome to 877 Eagle Rock Terrace, offering 3 bedrooms, 2 baths and an open-concept layout designed for easy Florida living. The kitchen features granite countertops, a center island with breakfast bar and pantry, all flowing seamlessly into the dining and living areas. Step outside to the covered lanai and backyard—perfect for relaxing or entertaining. The private primary suite includes a walk-in closet and en-suite bath, with two additional bedrooms offering plenty of flexibility for guests or a home office. An interior laundry room and 2-car garage complete the home. Located in Eagle Landing with LOW HOA and NO CDD, close to shopping, dining, recreation and LEGOLAND. Move-in ready, newer construction and waiting for you!

877 Eagle Rock Terrace, Winter Haven
$289,900
4 Beds ⋅ 2 Baths ⋅ Carefree Cove SubDv. ⋅ 33881 Zip Code
Stunning! Fresh Farm Style, Located on a quite 'No Outlet' street within walking distance of the Happy Valley Trail with gorgeous water views of Lake Conine. Split floor plan, 4bed/2 bath. Front facade is stucco'd with beautiful stone entry. Inside are new solid wood wht shaker cabinets with 'Luna Pearl' granite in kitchen & baths w/ under mount sinks; . All NEW Samsung gourmet stainless steel appliances; Large breakfast bar with TONS of cabinetry 36" uppers (with crown); All new vinyl plank flooring thru-out entire home (no carpet); Inside laundry; 4th bedroom is large inlaw style, Brand NEW architectural roof; updated AC, windows. All new faucets, fixtures, fans & LED lighting; Bathrooms have custom tile and tub surrounds with rain head shower and stone deco inlay mosaics. New 3 tone paint inside and out; Secluded backyard fully fenced in for pets. Relax in oasis pool that has full privacy with no 2 story surrounding houses.. No HOA... this home has it all!

116 Harbor Drive, Winter Haven
$305,000
4 Beds ⋅ 3 Baths ⋅ Peace Crk Reserve SubDv. ⋅ 33884 Zip Code
Welcome to 981 Harold Pass, a beautifully designed 4-bedroom, 2.5-bath home offering the perfect blend of style, space, and comfort. The open-concept floor plan features a spacious kitchen with a large center island, abundant cabinetry, a generous pantry, and seamless flow into the dining and living areas. Sliding glass doors lead to a covered lanai, perfect for enjoying Florida living. Upstairs, the private owner's suite features a walk-in closet, dual vanities, and a walk-in shower, along with three additional bedrooms, a versatile loft, and a conveniently located laundry room. Currently tenant-occupied, this property presents an excellent opportunity for investors looking to generate immediate rental income. Conveniently located in Peace Creek Reserve with easy access to shopping, dining, schools, and everything Winter Haven has to give Schedule your private showing today and discover the potential this exceptional property has to bring!

981 Harold Pass, Winter Haven
$285,000
4 Beds ⋅ 2 Baths ⋅ Jace Lndg SubDv. ⋅ 33881 Zip Code
Welcome Home to Modern Living in Jace Landings! Experience the perfect blend of style, comfort, and convenience at 251 Caleb Way, Winter Haven, Florida. Built in 2021, this beautifully maintained 4 Bedroom, 2 Bathroom home offers 1,852 square feet of thoughtfully designed living space featuring an open-concept floor plan that is ideal for entertaining, everyday living, and working from home. Step inside to discover elegant finishes throughout including luxury vinyl flooring, tile flooring, beautiful decorative lighting, and spacious living and dining areas filled with natural light. The heart of the home is the stunning kitchen featuring gorgeous cabinetry, Corian countertops, a custom stone-accent kitchen island, stainless steel appliances, abundant storage, and ample prep space for cooking and entertaining. The spacious primary suite offers comfort and privacy, while three additional bedrooms provide flexibility for family, guests, or a home office. Outside, enjoy a fully fenced backyard with premium vinyl fencing, perfect for children, pets, gatherings, or relaxing evenings. The home also includes a two-car garage, driveway parking, and major systems—including the roof, HVAC, and water heater—that are only five years old. Located within the desirable Jace Landings community, residents enjoy wide sidewalks, underground utilities, modern streetscapes, and convenient access to US-17, US-92, SR-544, and Interstate 4, making commuting to Orlando, Lakeland, and Tampa simple. Nearby attractions include LEGOLAND Florida Resort, the renowned Winter Haven Chain of Lakes, downtown Winter Haven's restaurants and boutiques, Grove Roots Brewing Co., waterfront dining, AdventHealth, and one of Florida's fastest-growing employment corridors. Families will appreciate zoning for Fred G. Garner Elementary, Westwood Middle, and Winter Haven Senior High School. Whether you're searching for your forever home, relocating to Central Florida, or looking for an excellent long-term investment, this move-in ready home delivers outstanding value in one of Winter Haven's fastest-growing communities

251 Caleb Way, Winter Haven
$320,000
3 Beds ⋅ 2 Baths ⋅ Summerhaven Shores SubDv. ⋅ 33884 Zip Code
Well-maintained 3BR/2BA Waterfront home situated on an oversized 0.33-acre lot with direct frontage on Lake Doll in an established Winter Haven neighborhood, offering approximately 1,940 Sq ft of living space. This spacious residence features a functional layout with open living and separate dining areas designed for both everyday comfort and entertaining. The inviting living room includes a cozy duel sided fireplace, Wood floors, while the durable brick exterior adds timeless curb appeal. An attached garage with workshop, Circular Driveway. The backyard offers beautiful lake views and endless potential outdoor living space, gardening all while enjoying the peaceful setting of waterfront living on Lake Doll. Ideally located near shopping, dining, medical facilities, schools, and major roadways, this home delivers space, convenience, and true lakefront opportunity. Perfect as a primary residence, seasonal retreat, or investment property, it’s ready for your personal touch. Don’t miss this rare opportunity to own lakefront property on Lake Doll with canal access to Lake Daisy in a highly accessible Winter Haven location.

404 Coleman Drive, Winter Haven
Start Your Search