Courtesy: THE STONES REAL ESTATE FIRM
863-412-2080
Located in the desirable waterfront community of Winterset Gardens, this uniquely designed SE Winter Haven pool home is set on an oversized half-acre-plus lot and offers community lake access to the beautiful Winter Haven Chain of Lakes. Important system upgrades provide added peace of mind including a newer architectural shingle roof (2024), new electrical panels (2025), new water heaters (2025), and a new A/C system (2025). The home offers over 2,600 square feet of spacious living and showcases distinctive architectural character, including arched openings, beautiful parquet wood flooring, generous room dimensions, and an elegant wood-burning fireplace. The floor plan includes spacious rooms throughout including a family room, formal living room and a formal dining room, creating a natural flow for everyday living and entertaining. The upgraded kitchen is conveniently positioned just off the foyer and features a dedicated breakfast nook, sleek all-wood custom cabinetry, granite countertops, stainless steel appliances, and a professional-style gas range with a stainless hood. The primary bedroom suite is generously sized with en-suite bath access, while the guest bedroom offers comfortable proportions and a walk-in closet. The formal living room provides excellent flexibility for use as a home office, sitting room or conversion into a third bedroom to suit individual living needs. Outdoor living is highlighted by an open-air pool, ample deck space, and a private backyard setting framed by mature plantings, with plenty of room to create your own backyard retreat. The expansive 0.64-acre lot offers exceptional versatility, allowing space for boat or overflow parking, expanded outdoor living areas, or the creation of a garden or vegetable oasis. Winterset Gardens features an optional POA (only $100 per year), with members enjoying access to the community boat ramp on Little Lake Winterset—part of the Winter Haven Chain of Lakes, a system of 20 canal-connected lakes offering some of Central Florida’s best boating, skiing, fishing, and waterfront dining. Ideally located just minutes from shopping, Publix grocery stores, Walmart, dining, and medical facilities, the home is also centrally positioned between Tampa and Orlando for convenient access to major airports and attractions. While the property does require some updating, the combination of architectural character, oversized lot, pool, major system upgrades, and Chain of Lakes access presents a compelling opportunity to create a truly special residence in one of Winter Haven’s most sought-after waterfront communities.
Courtesy: JASON MITCHELL REAL ESTATE FLO
754-307-0607
Auction Property. Ranch-style home offering 2 bedrooms and 1.5 bathrooms with a spacious living room and a good-sized yard. Features include a durable metal roof, RV electrical hookups, and a chicken coop. Some updates in the kitchen. Short Sale subject to lender approval.
Courtesy: DR HORTON REALTY OF CENTRAL FLORIDA LLC
407-250-7299
Under Construction. Welcome to the Baldwin, a stunning four-bedroom, two-bathroom home located in the heart of Winter Haven, Florida at our Harmony at Lake Eloise community. As you enter the foyer to this beautiful designed home, you are greeted by with an open concept living space featuring luxury vinyl flooring throughout. The kitchen overlooks the dining and living room, while having a view to the oversized outdoor living space. The well-appointed kitchen features an island with bar seating, plentiful cabinet with beautiful quartz countertops and stainless-steel appliances, making entertaining a breeze. Bedroom one, located off the living space, has an en suite bathroom with double vanity and spacious walk-in closet providing ample space for storage. Three additional bedrooms and one full bath are located at the front of the home along with a closet and laundry room. The Baldwin seamlessly integrates smart home technology, offering convenience and enhanced living experiences. With its spacious layout and contemporary finishes, the Baldwin in Harmony at Lake Eloise provides the perfect blend of style and functionality for today's discerning homeowner. *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.*
Courtesy: CENTURY 21 MYERS REALTY LAKE WALES
863-676-4448
Located in the highly desirable 55+ maintenance-free gated community of Traditions on Lake Ruby, this wonderful 2-bedroom, 2-bath home offers charm, functionality, and an exceptional lifestyle. Upon arrival, you’re greeted by a welcoming front porch that sets the tone for the inviting interior. Inside, the open-concept floor plan features a spacious living room with vaulted ceilings and triple sliding glass doors that lead to the screened-in lanai, creating a seamless connection between indoor and outdoor living. The eat-in kitchen showcases 42" upper cabinetry with crown molding, chrome hardware, a subway glass tile backsplash, and quartz countertops. Functional upgrades include a smudge-proof stainless steel appliance package, pull-out shelves, a gooseneck faucet, and a closet pantry. A charming breakfast nook is ideal for casual dining, while the formal dining area, enhanced with sliding glass doors that open to the fenced yard, further extends the living space outdoors. Easy-to-maintain solid surface flooring flows throughout the main living areas. The primary bedroom suite features wall-to-wall carpeting, a walk-in closet, and peaceful backyard views. The en-suite bath includes a comfort-height vanity with a built-in cosmetic desk, quartz countertops, and a walk-in shower with a glass enclosure. Outdoor enjoyment awaits with a fully fenced yard and a generously sized screened-in lanai—perfect for relaxing or entertaining guests. Additional highlights include a laundry room with washer, dryer, irrigation system, architectural shingle roof, double pane windows, hybrid water heater, fenced in yard, programmable thermostat, alexa system, alarm system, In-wall pest system, exterior spot lights, 2-car garage with My Q garage door opener, plus a paved driveway and walkway. Traditions at Ruby Lake offers an exceptional array of amenities: a lakefront clubhouse, dock and boat ramp, heated swimming pool and spa, ballroom, billiards, meeting rooms, library, computer room, craft room, dog park, tennis and pickleball courts, basketball, bocce, shuffleboard, fitness center, aerobics studio, and more. The monthly HOA fee covers exterior house painting, cable, internet, front-yard lawn service, and access to clubhouse amenities—ensuring a worry-free, maintenance-free lifestyle.
Courtesy: COLDWELL BANKER REALTY
863-294-7541
IMPRESSIVE HOME IN GREAT LOCATION! Move-In-Ready— This home has a wonderful design of open concept living, formal dining room, split bedroom plan and screen lanai overlooking a wooded area giving a peaceful setting without rear neighbors. A welcoming foyer leads to the formal dining room and a step down into the lovely living room featuring a cathedral ceiling, fireplace, built-in entertainment center and sliding glass doors that give view and access to the relaxing lanai highlighting an inground spa. The living room links to the dinette with lanai access and a breakfast bar joining the kitchen. This appealing kitchen has elegant cabinetry accented with upper cabinets of frosted glass doors, pantry storage, decorative tile backsplash, dark stone counters and stainless appliances including a gas range. The home’s design has a contemporary flair that is prominent within the owners’ en suite. Privately situated, this spacious bedroom not only has a walk-in closet and French doors to the lanai, but its unique design delivers an elaborate, elevated and open bathroom featuring a sunken marble bathtub, tile & glass surroundings, lengthy dual sink vanity, shower stall and water closet. The opposite side of the home houses a full bathroom and two lovely bedrooms, one with French doors accessing the lanai. The home is outfitted with an abundance of good-looking ceiling fans and attractive floor coverings including the brick decking on the lanai with the in-ground hot tub! Additional elements that make this a fabulous home include the brand New Roof, New Water Heater, New A/C, large driveway for extra parking, peaceful backyard and lovely gated community. This is a great location offering convenience to all shopping, dining, entertainment, schools and medical around Winter Haven. Call to arrange your appointment today, don’t miss out on this opportunity!
Courtesy: GREEN STAR REALTY, INC.
813-598-6841
Discover lakeside living at its finest in this spacious 4-bedroom, 2-bath home located in the highly desirable 55+ community of Golf & Lake Estates in Winter Haven. Here, you own both the home and the land—a rare find in this area. Perfectly positioned with Lake Henry as your backyard, this home offers stunning water views from the large living area, where expansive windows fill the space with natural light and frame the peaceful scenery. This well-maintained community features outstanding amenities, including a marina, pool, spa, clubhouse, and a storage lot for RVs or boats. Whether you love fishing, boating, or simply relaxing by the water, this property provides the ideal setting. Enjoy the serenity of lakeside living with the convenience of an active, friendly neighborhood. Don’t miss the chance to call this beautiful lakefront property home!
Courtesy: TRANSCONTINENTAL REALTY GROUP,
407-401-8522
Welcome to Lake Smart Estates - This Beautiful spacious home has had one owner and backs to a pond. This home has tons of upgrades for you to enjoy. The kitchen is spacious and features slab granite with under-mount sink, stainless steel appliances, pantry and breakfast bar. The kitchen opens to the living room with sliding glass door out to your screened in Lani. Also right off of the kitchen is a large formal dining room big enough for all of your get togethers. The first floor also features an office that could be used as the fourth bedroom. Travel upstairs To the open loft which is perfect for a study area, game or theater room... or hang out area for friends and guests. The master suite is large in every way featuring double sinks, soak tub, full tile walk in shower with glass door and large walk-in closet. All bedrooms in your new home are spacious and feature newer floors. The upstairs hall bath also features a double sink and the tub shower combo. Your new home sits right off of 544 with easy access to Highway 27 and I4, it is also located in a neighborhood that features a community pool and access to the chain of lakes. This home is priced to sell and won't last long call us today.
Courtesy: KELLER WILLIAMS REALTY SMART
863-577-1234
Welcome home to this charming 3-bedroom, 2-bath residence nestled on a spacious lot in the heart of Winter Haven. Offering nearly 1,300 square feet of comfortable living space, this well-maintained home features a functional layout with a kitchen and family room combination, ceiling fans throughout, and plenty of natural light. Step outside to your private backyard oasis complete with an in-ground pool—perfect for relaxing, entertaining, or enjoying Florida’s sunshine year-round. A one-car garage adds convenience, while the absence of HOA fees provides flexibility and freedom. Ideally located near schools, shopping, dining, and major roadways, this home is a wonderful opportunity for homeowners or investors alike. Don’t miss your chance to make this inviting Winter Haven property your own!
Courtesy: COLDWELL BANKER REALTY
941-907-1033
Welcome to this beautifully upgraded, lightly lived-in home that truly shows better than new construction. Why wait for a build when this move-in-ready home already has everything done for you? This spacious 4-bedroom, 2.5-bath home features an open-concept layout with the main entertaining areas conveniently located downstairs and all bedrooms upstairs for added privacy and comfort. The cozy upstairs family room is perfect as a sitting area, reading nook, or secondary lounge space, offering flexibility for your lifestyle. The sellers have thoughtfully invested in high-end upgrades, including a covered brick-paver patio ideal for outdoor entertaining, a brand-new fence for privacy, and professionally landscaped grounds with beautiful palm trees and solar lighting that create a true resort-style feel. The garage has been upgraded with a sleek epoxy floor, adding both style and durability. The home is also equipped with smart home technology that includes a security system, providing modern convenience and peace of mind. EVEN BETTER — all appliances, TVs, and furniture are included, making this a true turnkey opportunity. Lightly lived in and meticulously maintained, this home reflects pride of ownership throughout. From the interior finishes to the outdoor living space, every detail has been carefully curated. The amenities include:playground and a community pool. Skip the construction delays, upgrade costs, and uncertainty of new builds — this home is ready now and offers exceptional value.
Courtesy: KELLER WILLIAMS LEGACY REALTY
407-855-2222
One or more photo(s) has been virtually staged. Fully Renovated Gem in the Heart of Winter Haven! Step into this farmhouse charm : 2-bedroom, 2-bathroom home, nestled on a spacious lot in the established Villa Manor neighborhood. NO HOA This move-in-ready residence presents luxury finishes, laminate flooring throughout, a sleek new kitchen with updated cabinets, carrara white quarts countertops, and stainless steel appliances, and a freshly tiled bathroom with contemporary finishes. Fresh interior and exterior paint, and upgraded lighting fixtures. The large backyard offers plenty of space for outdoor living or future expansion. Located minutes from local schools, parks, and downtown Winter Haven’s shops and restaurants, this home is perfect for first-time buyers, downsizers, or investors seeking turnkey potential.
Courtesy: CENTURY 21 MYERS REALTY
863-875-5656
NEW PRICE ADJUSTMENT! New Roof and Move-In Ready in Mandolin, a Gated SE Winter Haven Community. Step into this well-maintained, move-in ready, single-story 4-bedroom, 2-bath home tucked inside the Mandolin gated community of SE Winter Haven. With a brand-new roof, and an open, airy layout with cathedral ceilings, this home has been thoughtfully cared for and is ready for its next owners. The primary suite is comfortable, featuring a walk-in closet and a private en suite bath with a walk-in shower. One of the secondary bedrooms also includes its own walk-in closet, making it perfect for guests, family, or a home office. At the heart of the home, the eat-in kitchen offers plenty of cabinet space, a breakfast bar, and all major appliances included. It opens naturally to the main living area, creating a welcoming space for everyday living, movie nights, and entertaining friends. Step through the sliding doors to the enclosed lanai, a great spot to enjoy your morning coffee, host game nights, or simply relax. With plenty of room for pets, play, gardening, or future outdoor plans, the backyard offers space to make it your own. Conveniently located near the new Publix Supermarket, Legoland, shopping, dining, medical facilities, this home is also zoned for Chain of Lakes Elementary School. Easy drive to Tampa and Orlando. The security of a gated community, modern updates, and a prime SE Winter Haven location come together beautifully here. This an opportunity you won’t want to miss. Schedule your private showing today.
Courtesy: JADE KEY REALTY LLC
407-743-7766
Welcome to 106 Lantern Ln in Winter Haven, a comfortable and move in ready 2 bedroom 2 bathroom home with 1,134 square feet of living space. When you step inside, you are welcomed into the living room that opens nicely to the dining area and adjoining kitchen, creating a functional and inviting layout for everyday living. From the dining room, you can step into the Florida room, a great space to relax, enjoy your morning coffee, or use as a flexible bonus area. One of the bathrooms has been recently updated and features a new tiled shower. The home has seen several major updates, including a new HVAC system installed in December 2025, along with a new roof and water heater replaced in July 2023. Out back, a storage shed provides plenty of room for tools, equipment, or extra storage. From the front yard, you can enjoy peaceful views of Ruby Lake, adding to the home’s charm. Conveniently located just minutes from Legoland Florida, Walmart, Winter Haven Medical Plaza, as well as shopping, dining, and everyday conveniences, this home is ready for its next owner. Schedule your showing today.
Courtesy: THE SOMERDAY GROUP PL
813-520-9123
Beautiful condo located in the Garden Villas section of the Winterset community. This property is perfect for the person looking for a maintenance free lifestyle and resort style of living. Winterset offers a full time secured gated entryway, community pool, clubhouse, tennis courts, and more. The community overlooks beautiful Lake Winterset. You will enjoy not having to worry about lawn maintenance or other outside care in the Garden Villas condos. This property features a nice sized master bedroom on the first floor, and a spiral staircase leading to the second bedroom/loft area on the second floor. There is a large balcony located off of the living room, perfect for sipping coffee in the morning and relaxing in the afternoon. All appliances are included. The Winterset community is located off of Cypress Gardens Blvd, so you're minutes away from restaurants, entertainment, and shopping. Come see everything this condo has to offer!
Courtesy: CAMBRIDGE REALTY OF CENTRAL FL
863-797-4999
Under Construction. New construction home with 1,486 square feet on one-story including 3 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung stainless steel appliances, pantry, and a spacious counter height bar, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. Please note, virtual tour/photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and decor do not convey."
Courtesy: OFFERPAD BROKERAGE FL, LLC
813-534-6326
This move-in-ready 3-bedroom, 2-bath home features fresh interior paint, new carpet, and new LVP flooring throughout. The large living room showcases vaulted ceilings, creating an open and airy feel, while the kitchen offers a convenient breakfast bar. Step outside to enjoy a private yard with a patio—perfect for relaxing or entertaining.
Courtesy: LENNAR REALTY
800-229-0611
One or more photo(s) has been virtually staged. Under Construction. The first floor of the stunning Edison two-story home is host to an open-concept layout that combines the kitchen with the living and dining areas, and an outdoor patio is easily reached off the main living space. Upstairs, five bedrooms surround a versatile loft, including the luxe owner’s suite, complete with a generous walk-in closet and en-suite bathroom. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.
Courtesy: ALIGN RIGHT REALTY LLC
727-264-6800
Welcome home to 525 Squires Grove Dr! This well-maintained property offers a great blend of comfort, space, and convenience. Enjoy an open layout with natural light, spacious living areas, and a functional floor plan ideal for everyday living and entertaining. The kitchen features ample cabinet and counter space with a layout that flows into the main living area. The primary suite is generously sized, with additional bedrooms that can be used for guests, an office, or flex space. Step outside to a patio—perfect for morning coffee or relaxing in the evening. Conveniently located near shopping, dining, major roadways, and everyday essentials including Publix. Schedule your private showing today!
Courtesy: XCELLENCE REALTY INC.
866-595-6025
Another Great Listing brought to you by Paul Jacques, P.A. EveryThing Real Estate. Gated Community, Like New. Open floor plan. minutes from downtown Winter Haven. Low HOA, you’ll enjoy neighborhood security and amenities without the extra cost. Commuters will love the quick access to Hwy 27, providing an easy drive to area beaches, Orlando’s theme parks, and more. Price To Sell.
Courtesy: MARCILLO REAL ESTATE LLC
954-297-3636
CORNER LOT! PRISTINE! MOVE IN READY! Come see this Pristine 3 BED 2 BATH home. in a solar-friendly community. Built in 2023 this home offers peaceful views, unbeatable privacy, and all the advantages of brand-new construction—without the wait. Welcome to this bright, open-concept home designed for easy living and entertaining. Features a modern kitchen with quartz countertops, stainless steel appliances, a large center island, pantry, and abundant cabinetry, plus a dining area perfect for gatherings. A half bath and inside laundry room add everyday convenience. Enjoy low utility costs with your energy-efficient SOLAR PANELS leased at only $68/month. The private primary suite features an oversized Master Walk in Closet with Professionally installed shelves and an en-suite bath with dual quartz vanities and a walk-in tile shower. Step outside to a fenced backyard with patio, perfect for relaxing or grilling year-round. Conveniently located with easy access to Hwy 27, Hwy 17 and close to Legoland, Disney, Universal, downtown Winter Haven, hospitals, dining, Chain of Lakes, and Florida beaches. With modern finishes, energy efficiency, and a prime location, this home is a must-see—schedule your showing today!
Courtesy: REMAX EXPERTS
863-802-5262
Welcome to your new Florida home! This 4 bedroom, 2.5 bathroom, 2 story home is move in ready. Featuring TONS OF NATURAL LIGHT, an open living room/dining room combo, separate family room, GAS STOVE TOP, breakfast bar, breakfast nook and primary bedroom with walk in closet, dual vanity, garden tub and walk in shower all on the first floor. The home also has an attached 2 car garage, interior laundry room, additional half bathroom on the first floor and then 3 bedrooms, full bathroom and a large storage closet on the second floor. Roof and water heater were replaced in 2023. AC - condenser (outside unit) was replaced in 2024 and the air handler (inside unit) was replaced in 2025. LOW HOA FEES. Hurry and schedule your showing today, this property won't last long!
Courtesy: CAMBRIDGE REALTY OF CENTRAL FL
863-797-4999
Under Construction. New construction home with 2227 square feet on two-story including 4 bedrooms with loft, 3.5 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung stainless steel appliances, a walk-in pantry, and a spacious island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, and a tiled shower. Bedrooms 2 and 3 share a jack-and-Jill bathroom. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. “Please note, virtual tour/photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and decor do not convey."
Courtesy: REMAX EXPERTS
863-802-5262
Great home available in Fox Ridge. This 2 bedroom, 2 bath, 2 car garage home is very well maintained with a new roof and an updated AC system which is under warranty. This home also features new carpeting in the bedrooms and updated kitchen appliances. Bonus room could be used as a home office. With wonderful updated decor throughout, you will not be disappointed. This property also features a fully fenced back yard. Make your appointment today to view this great property.
Courtesy: VANTAGE PROPERTY MANAGEMENT LLC
863-687-2700
Crescent Pointe is a brand new community located in Winter Haven, FL, conveniently situated off State Rd 653 and boasting easy access to a range of nearby attractions. For residents who enjoy outdoor activities, the Winter Haven Chain of Lakes is nearby. It offers opportunities for boating, fishing, and other recreational activities. The community is also close to the bustling downtown area, where residents can explore local shops, dining venues, and family events. With NO CDD and low HOA, Crescent Pointe is an ideal place to call home in Winter Haven.
Courtesy: PREFERRED SHORE LLC
941-999-1179
This spacious 5-bedroom, 2-bath double-wide manufactured home offers modern updates and versatile living. A dedicated flex room adds extra functionality—ideal for a home office, playroom, or guest area. Recent improvements include updated bathrooms, new flooring in key areas, and fresh interior paint. The roof is in strong condition, and all systems are fully operational. Situated in the Wahneta community of Winter Haven, this property is near Wahneta Elementary School and just minutes from Lake Gwyn Park, with its walking trails, sports fields, playgrounds and a screened pavilion-ideal for gatherings and recreation. A great opportunity for those seeking updated space in a well-connected location. The generous lot provides ample outdoor space with room to garden, relax, or entertain. Whether you're upsizing or looking for multi-generational living potential, this home offers the flexibility and comfort to meet a variety of needs.
Courtesy: FLATFEE.COM
954-965-3990
Welcome to this beautifully upgraded 3-bedroom, 2-bath home offering 2,045 square feet of refined living space in the highly desirable Lake Ashton 55+ golf community—where luxury meets an active, resort-style lifestyle. This thoughtfully designed home features top-notch upgrades throughout, including an additional sliding glass door leading to the back patio, flooding the living space with natural light and creating a seamless indoor-outdoor living experience. The spacious kitchen is a standout, boasting abundant cabinet storage with extended cabinetry along the back wall, perfect for entertaining, organization, and everyday convenience. Smart hybrid water heater and water softener system as well The open and inviting floor plan provides generous living and dining areas, while the private primary suite offers comfort and tranquility. Two additional bedrooms are ideal for guests, hobbies, or a home office. Both bathrooms are well-appointed, and the home’s layout is designed for easy living. Located within Lake Ashton, residents enjoy world-class amenities including championship golf courses, clubhouses, fitness centers, pools, tennis and pickleball courts, planned activities, and a vibrant social calendar. Experience the best of Florida living in this exceptional home—schedule your private showing today and discover everything Lake Ashton has to offer.
Winter Haven is located in Florida. Winter Haven, Florida has a population of 48,707. Winter Haven is less family-centric than the surrounding county with 26.09% of the households containing married families with children. The county average for households married with children is 26.62%.
The median household income in Winter Haven, Florida is $50,842. The median household income for the surrounding county is $55,099 compared to the national median of $69,021. The median age of people living in Winter Haven is 41 years.
The average high temperature in July is 92.5 degrees, with an average low temperature in January of 49.7 degrees. The average rainfall is approximately 51.2 inches per year, with 0 inches of snow per year.
