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

no property photo
$275,000
3 Beds ⋅ 2 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code
Under Construction. Brand new, energy-efficient home available by Jan 2027! Open floor plan with a lot of flexibility. Retreat to your primary suite that is conveniently situated in the back of the home for plenty of privacy and offers a huge walk-in closet and bathroom with dual sink vanity and standalone shower. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3941 Giorgio Drive, Winter Haven
no property photo
$257,715
3 Beds ⋅ 2 Baths ⋅ Elbert Acres SubDv. ⋅ 33881 Zip Code
Virtually Staged. Short Sale. Welcome to 1739 Avenue C NE, where modern updates, everyday comfort, and affordability come together in the heart of Winter Haven. This beautifully renovated 3-bedroom, 2-bathroom home features laminate flooring throughout, updated bathrooms, and a beautifully remodeled kitchen. Step inside and discover a refreshed interior featuring modern cabinetry, stylish countertops, and stainless steel appliances, creating a space that is both functional and welcoming. The comfortable living area provides the perfect setting for everyday living and entertaining. Beyond the cosmetic improvements, some of the biggest expenses have already been addressed, including a roof replacement and new air conditioning system in 2024. The home also features an updated carport, an indoor laundry room, and a spacious yard with plenty of room to enjoy the Florida sunshine. Situated in the established Elbert Acres neighborhood, this property offers something increasingly valuable: NO HOA! Enjoy the freedom of homeownership without additional monthly association fees or restrictions. Conveniently located near shopping, dining, schools, and the many lakes and recreational opportunities that make Winter Haven such a desirable place to call home. Whether you're looking for a place to call your own, downsizing into something more manageable, or adding to your real estate portfolio, this home offers an excellent combination of updates, convenience, and value. The work has been done, and the opportunity is yours. Schedule your private showing today and see everything this Winter Haven home has! **Washer and dryer do not convey with the sale. Sale is subject to third-party approval.

1739 C Avenue Ne, Winter Haven
660 C Avenue Sw, Winter Haven
$209,000
2 Beds ⋅ 1 Baths ⋅ Hoffmans Sub & Lake View Add SubDv. ⋅ 33880 Zip Code
Welcome to 660 Avenue C SW, where classic Florida charm, comfortable living, and an exceptional location come together in the heart of Winter Haven. Situated on a generously sized lot surrounded by beautiful mature trees, this charming 2-bedroom, 1-bathroom home offers 1,042 square feet of living space with a combination of character, functionality, and opportunity. Step inside and discover a bright, inviting interior featuring updated wood-look flooring, neutral colors, ceiling fans, and comfortable living spaces ready for your personal touch. The home's traditional layout provides a welcoming atmosphere, while the enclosed front porch offers additional space to relax and enjoy the Florida sunshine. Outside is where this property truly stands out. The expansive yard provides plenty of room for outdoor entertaining, gardening, pets, or creating your own backyard retreat. Beautiful mature oak trees offer natural shade and a setting that's increasingly difficult to find. Additional features include a covered carport, a dedicated laundry area with utility sink, and a detached storage building ideal for tools, equipment, or additional storage. With NO HOA, you'll enjoy the flexibility of homeownership without monthly association fees. Location is another major advantage. Just minutes from downtown Winter Haven and beautiful Lake Howard, you'll have convenient access to local restaurants, shopping, parks, entertainment, and the Chain of Lakes that makes this area so desirable. Whether you're looking for your next home, considering downsizing, or searching for an investment opportunity, this property offers a wonderful combination of location, outdoor space, and possibilities. With its classic character and room to make it your own, 660 Avenue C SW is ready for its next chapter. Schedule your private showing today and come discover the potential this Winter Haven property has to offer!

660 C Avenue Sw, Winter Haven
1007 Mockingbird Circle, Winter Haven
$300,000
3 Beds ⋅ 2 Baths ⋅ Garden Grove South Ph 01 & 02 SubDv. ⋅ 33884 Zip Code
Virtually Staged. Opportunity meets potential in this Winter Haven pool home! Featuring 3 spacious bedrooms, 2 bathrooms, and 1,685 square feet, this property offers TWO living rooms with flexible space for gathering, entertaining, or creating a separate retreat. An appealing option for investors or buyers ready to bring their own vision, this property offers a solid starting point with a newer A/C, attached Generac generator, fireplace, and one renovated bathroom. Enjoy Florida outdoor living with a pool, spacious deck, screened outdoor area, and a large backyard with additional space for recreation, gardening, or entertaining. A great added value: Everything currently in the property conveys with the sale, including furniture, appliances, the washer and dryer, and the attached Generac generator—everything must go! Offering buyers the convenience of purchasing the property with its existing furnishings and equipment. The existing features offer everyday comfort while leaving room to personalize and refresh to your taste. Whether you’re considering your next investment or a home to make your own, this property deserves a look. Sold strictly AS IS; seller will make no repairs.

1007 Mockingbird Circle, Winter Haven
3946 Bedford Avenue, Winter Haven
$367,500
3 Beds ⋅ 2 Baths ⋅ Traditions Ph 02 SubDv. ⋅ 33884 Zip Code
Welcome to 3946 Bedford Avenue, located in Traditions at Lake Ruby, one of Winter Haven's premier gated 55+ communities! Built in 2018, this beautifully maintained home offers 3 bedrooms, 2 bathrooms, a spacious den/flex room, and an impressive three-car garage. Designed with both comfort and entertaining in mind, the home features an inviting open-concept floor plan with a generous great room that flows seamlessly onto an oversized screened patio overlooking the beautifully landscaped backyard. This expansive outdoor living space is perfect for relaxing, entertaining guests, or simply enjoying Florida living. The well-appointed kitchen features 42-inch white shaker cabinetry, quartz countertops, stainless steel appliances, and a large center island with seating. Whether hosting a dinner party or enjoying a casual meal, you'll appreciate the flexibility of the formal dining room, breakfast nook, and island seating. The spacious primary suite offers a large walk-in closet and an ensuite bathroom complete with dual vanities, an oversized walk-in shower, and a private water closet. Two additional bedrooms and a generously sized den provide plenty of room for guests, hobbies, or a home office. The dedicated laundry room features additional cabinetry for convenient storage. Additional highlights include beautiful plantation shutters throughout the home, a whole-house water softener, tile flooring throughout the main living areas, carpeting in the bedrooms, and an interior that was freshly painted just one year ago. The oversized three-car garage features an attractive epoxy floor finish, and plenty of room for vehicles, storage, or a workshop. The garage also has a retractable screen door. One of the greatest advantages of living in Traditions at Lake Ruby is the low-maintenance lifestyle! The HOA takes care of lawn maintenance and exterior house painting while also providing cable TV and Wi-Fi. Residents enjoy access to an extensive collection of community amenities, making it easy to stay active, socialize, or simply relax and enjoy the Florida lifestyle.

3946 Bedford Avenue, Winter Haven
1400 Lake Elbert Drive Se, Winter Haven
$427,000
5 Beds ⋅ 6 Baths ⋅ Elbert Hills SubDv. ⋅ 33884 Zip Code
Welcome to this spacious 2-story home in Winter Haven, offering 5 bedrooms, 5.5 bathrooms, and a private pool. With room for everyone and a layout that works for multigenerational living, this property is ready for its next owner. Inside, the main-floor primary suite offers convenience and privacy, with a walk-in closet to match. A fireplace anchors the living area, adding warmth and a natural gathering spot. Upstairs, the additional bedrooms give family and guests plenty of space, and walk-in closets and extra storage throughout keep everything organized. A dedicated laundry room makes everyday chores easy. Outside, the private pool is ready for year-round Florida enjoyment, and the garage provides parking and additional storage. Don’t miss your chance to own this spacious Winter Haven home.

1400 Lake Elbert Drive Se, Winter Haven
4314 Mandolin Boulevard, Winter Haven
$315,000
4 Beds ⋅ 2 Baths ⋅ Mandolin SubDv. ⋅ 33884 Zip Code
NEW EXTERIOR PAINT (2026), NEW WATER HEATER (2026), NEW ROOF (2025) AND SOLAR PANELS TO BE PAID OFF BY THE SELLERS AT CLOSING! Welcome to this spacious 4 bedroom, 2 bath home in the desirable gated community of Mandolin in SE Winter Haven. Situated on a 0.27 acre lot, this home combines valuable improvements, an open floor plan and energy savings, with seller-reported electric bills averaging approximately $20 per month. Elevated ceilings create an airy, welcoming feel throughout the main living spaces. The spacious great room offers easy access to the screened lanai, extending your living space outdoors for relaxing or entertaining. The kitchen features a breakfast bar, closet pantry, a Samsung Bespoke 4 door French door refrigerator, a 2025 microwave hood, along with an adjoining dining area perfect for everyday meals or intimate gatherings. The split bedroom layout provides privacy for the primary suite, which features a tray ceiling, walk-in closet and an ensuite bathroom with dual sinks, a walk-in shower, soaking tub and private water closet. Three additional bedrooms offer ample space and convenient access to the second bathroom, complete with a tub and shower combination. An inside laundry room, fully equipped with a washer and dryer, and a 2 car garage add everyday convenience, while additional features include a water purification and softening system, foyer coat closet, hall linen closet, rain gutters and more. Mandolin offers community sidewalks for evening strolls and a convenient location just minutes from a brand-new Publix, Walmart, schools, dining and medical facilities. Centrally located between Tampa and Orlando, this home also offers easy access to Central Florida’s world-famous theme parks and Florida’s beautiful beaches. Come discover what Central Florida living is all about!

4314 Mandolin Boulevard, Winter Haven
325 Majestic Gardens Drive, Winter Haven
$345,000
3 Beds ⋅ 3 Baths ⋅ Gardens Ph 01 SubDv. ⋅ 33880 Zip Code
Welcome to 325 Majestic Gardens Drive nestled in the desirable gated Gardens community of SE Winter Haven! This lovely home is situated on a spacious lot with a fully fenced backyard, various fruit trees, and nice curb appeal. The inviting open floor plan features a spacious eat-in kitchen, breakfast bar, an open living area, and a formal dinning room. The home offers dual primary bedrooms with private baths, an additional bedroom with a hallway bath, and a versatile office currently used as an extra bedroom. Enjoy your morning coffee or weekend barbecues in the back screened patio overlooking the generous backyard. Additional features include a two-car garage, indoor laundry room with utility sink, lawn IRRIGATION system, and a NEW ROOF installed in February 2025! Washer, dryer and select furniture are included. Conveniently located near LEGOLAND, local schools, shopping, dining and medical facilities. Don't miss this wonderful opportunity--schedule your private tour today.

325 Majestic Gardens Drive, Winter Haven
1050 Sunshine Way Sw, Winter Haven
$210,000
2 Beds ⋅ 2 Baths ⋅ Sunshine Tree Ph 03 SubDv. ⋅ 33880 Zip Code
Great Opportunity in Winter Haven, Florida! This inviting home features 2 bedrooms, 2 bathrooms, and approximately 1,149 square feet of living space. The property also offers an additional Florida room and a porch, providing extra spaces to relax and enjoy the Florida lifestyle. Another great feature is the NEW ROOF installed in 2023, offering added peace of mind to the next owner. Whether you are looking for a place to call home or exploring an investment opportunity, this property is worth a closer look. Don't miss this opportunity to own a home in Winter Haven! Schedule your private showing today!

1050 Sunshine Way Sw, Winter Haven
4030 Bedford Avenue, Winter Haven
$385,000
4 Beds ⋅ 3 Baths ⋅ Traditions Ph 02 SubDv. ⋅ 33884 Zip Code
Welcome to Resort-Style Living in Traditions! Discover the best of Florida’s active adult lifestyle in this beautiful 4-bedroom, 3-bath home in the highly desirable Traditions community in Winter Haven. This gated, 55+ maintenance-free neighborhood offers true resort-style living on the shores of scenic Lake Ruby. Step inside and enjoy brand-new luxury vinyl plank flooring, creating a fresh, modern feel. Utilize the spacious kitchen with a breakfast nook, a bar, an island, and the option to serve guests in your formal dining room. The home features an oversized enclosed lanai with peaceful nature views - the perfect spot to relax with your morning coffee or entertain friends while watching the Florida wildlife. The primary bedroom has an en-suite bath with a garden tub, dual sinks, and large walk in shower. At the front of the home are a bedroom and bathroom that would make an ideal private retreat for hosting overnight visitors. Then, just off the living area are two additional bedrooms with a jack-and-jill bath. An updated roof gives you added peace of mind for years to come. Beyond your front door, the lifestyle truly shines. Traditions is known for its impressive amenities, including: • A stunning 19,000-square-foot lakefront clubhouse with fitness center, aerobics studio, ballroom, billiards, library, and arts & crafts studio • Resort-style heated pool and spa • Tennis, pickleball, bocce, and shuffleboard courts • Private boat ramp and dock slips on Lake Ruby with access to the Chain of Lakes • Scenic walking paths, dog park, and lakeside gazebo • A full calendar of social events and clubs Best of all, the maintenance-free lifestyle means the HOA takes care of the lawn care and exterior painting, so you can spend your time enjoying the community instead of working on the house. Conveniently located near shopping, dining, medical facilities, Legoland, and easy access to Highway 27, this home puts everything you need within reach while offering a peaceful, active retreat. If you’re looking for low-maintenance living with resort amenities and a welcoming community of active adults, this is the one. Schedule your private tour today and experience the Traditions lifestyle for yourself!

4030 Bedford Avenue, Winter Haven
2421 Avenue F Nw, Winter Haven
$319,999
3 Beds ⋅ 2 Baths ⋅ Inwood SubDv. ⋅ 33880 Zip Code
Virtually Staged. Turnkey, tenant-occupied investment opportunity in Winter Haven. This single-story home offers a practical layout, an attached garage, and a spacious yard. The existing lease provides an established income stream for a buyer seeking a rental property. Do not disturb the tenant; contact the listing agent to arrange a showing. Interior photos depict a similar model at 2433 Avenue F NW and are illustrative; finishes and condition at the subject property may differ. One or more photo(s) was virtually staged.

2421 Avenue F Nw, Winter Haven
1783 White Elephant Loop, Winter Haven
$364,900
5 Beds ⋅ 3 Baths ⋅ Peach Crossings SubDv. ⋅ 33884 Zip Code
Virtually Staged. ONLY $1,000 DOWN AT SIGNING! BUILDER PAYS THE REMAINING CLOSING COSTS! PLUS, A PROMOTIONAL 4.99% INTEREST RATE FIXED FOR THE FIRST 5 YEARS WITH A 5/1 ARM FOR QUALIFIED BUYERS! BRAND NEW, MOVE IN READY SINGLE FAMILY HOME WITH 5 BEDROOMS AND 3 FULL BATHROOMS! Why wait months to build when you can move right into a beautifully designed new construction home with incredible builder incentives? Welcome to 1783 White Elephant Loop, featuring the spacious Spring floor plan by LGI Homes in the desirable Peach Crossings community. This impressive home offers five generously sized bedrooms, three full bathrooms, and a thoughtfully designed layout that combines modern comfort, functionality, and plenty of room to grow. Step inside to discover bright, inviting living spaces perfect for everyday living and entertaining. With five spacious bedrooms, you'll have endless possibilities for a home office, guest accommodations, playroom, fitness room, or hobby space. The exceptional owner's suite provides a relaxing private retreat with plenty of room for a king sized bed, additional furnishings, and a cozy reading area. The adjoining bathroom features a beautiful dual sink vanity, convenient linen closet, and an impressive walk in closet offering abundant storage and organization. Three full bathrooms provide added convenience for busy households and visiting guests. Enjoy the benefits of brand new construction, modern finishes, and the peace of mind that comes with owning a newly built home. Peach Crossings offers a welcoming community atmosphere with a children's playground and picnic area, along with convenient access to nearby schools, shopping, dining, and everyday essentials. Whether you're looking for additional bedrooms, flexible living spaces, or a beautiful new home without the construction wait, this property checks all the boxes! With builder paid closing costs, incredible promotional financing, five spacious bedrooms, and immediate move in availability, this is an outstanding opportunity to own brand new construction at an exceptional value. Schedule your private showing today! Promotional financing and closing cost incentives are subject to buyer qualification, participating lender requirements, and program availability. The advertised 4.99% interest rate applies to the initial five year fixed rate period of a 5/1 adjustable rate mortgage, after which the rate may adjust.

1783 White Elephant Loop, Winter Haven
Start Your Search

How much is your home worth?

Get instant property value now!