Winter Haven Homes For Sale & Real Estate - 856 homes

Remarks: Under contract-accepting backup offers. Pending accepting backup offers… Opportunity and location all in one! Situated on a corner lot with just under a quarter of an acre, This property is just 15 minutes from LEGOLAND , 45 minutes to DISNEY and walking distance to Lake Ship Park, making it perfect for enjoying everything the city of Winter Haven, The home features a detached workshop—ideal for hobbies, storage, or a workspace—and a separate area to make in-law suite with its own bathroom, giving you flexibility for guests, extended family, or potential rental space. The suite just needs a little updating to make it your own. Whether you're looking for a primary home with extra space, an investment opportunity, or a property you can customize, this one has tons of potential. Don’t miss out on this hidden gems with so much potential to make this your own nest.

Listing is courtesy of: EXP REALTY LLC (407-392-1800)

Listing Agent: Bonnie Huntsman (407-230-2443)

Remarks: This beautifully maintained 2,041 sq ft home is located in the desirable Villamar community. The open-concept floor plan features a spacious gathering room that flows into the dining area and well-appointed kitchen complete with crown molding, granite countertops, stainless steel appliances, shaker-style cabinets, breakfast bar, and walk-in pantry. The private owner’s suite offers a tray ceiling, large walk-in closet, and spa-like bath with dual vanities, garden tub, tiled shower, and private water closet. Luxury vinyl plank flooring enhances the main living areas, with stain-resistant carpet in the bedrooms. Additional features include a Jack-and-Jill bath, guest powder room, drop zone at garage entry, faux wood blinds, built-in pest control, architectural shingles, and energy-efficient upgrades including R-30 insulation and Low-E tinted windows. Enjoy outdoor living on the covered lanai overlooking beautifully maintained, Florida-friendly landscaping with irrigation. The community resort-style pool is perfect for relaxing in the Florida sun.

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

Listing Agent: Pamela Carter (863-412-4795)

Remarks: Welcome to this stunning Bradley floorplan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 4-bedroom, 2-bath home offers 1598 square feet of living space and provides excellent curb appeal in its elevation. Inside, you'll find gorgeous White cabinets complemented by sleek quartz countertops in the kitchen, creating a modern, bright atmosphere. Tile flooring runs throughout the wet and common areas, offering durability and easy maintenance. The open layout is perfect for family gatherings and entertaining guests.

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

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

Remarks: Welcome to this 2-bedroom, 1.5-bath condo in the desirable 55+ community of Winter Haven Harbour Apartments! This beautifully updated unit is modern, stylish, and completely move-in ready. Inside, the condo has been freshly painted and features luxury vinyl plank flooring in living areas and tile in kitchen and baths. Both bathrooms have been fully redone with modern finishes. The main bath features granite countertops and a stand-up shower with a built-in seat for added comfort and accessibility. The updated kitchen offers ample cabinetry and storage, Granite counter tops, plus the added bonus of a washer and dryer all-in-one unit — a huge perk for condo living. Important updates include a 2021 water heater and all new storm windows installed last year. An additional bonus is the private storage closet located next to the elevator; approximately 4x6 feet with floor-to-ceiling space. This active 55+ community offers a welcoming community center complete with a fitness center, library, and pool table. Outside near the heated pool, you’ll find a beautiful friendship garden with seating and a fire pit — the perfect spot to relax or gather with neighbors. Residents also enjoy pickleball courts, shuffleboard, and a grilling area ideal for social events and sunny Florida afternoons. Conveniently located near shopping, dining, medical facilities, and positioned between Tampa and Orlando. If you’re looking for updated, modern living in a vibrant and friendly 55+ community, this top-floor gem checks all the boxes. Schedule your private showing today!

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

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

Remarks: SELLER OFFERS $10,000 CREDIT TOWARD CLOSING COSTS OR UPGRADES, BUYER’S CHOICE PRIOR TO CLOSING! Welcome to this charming 3-bedroom, 2-bathroom home in Winter Haven, offering an open and functional layout perfect for everyday living and entertaining. This solid single-family residence features approximately 1,449 sq. ft. of comfortable living space, including a cozy living/dining combination and a well-appointed kitchen. The property boasts significant recent upgrades, including: - Roof: Installed in 2021 - HVAC: Brand new A/C system, ducts, and air handler installed one year ago - Water Heater: Only 3 months old - Flooring: Brand new tile throughout the entire home Outside, you will find a large fenced backyard providing ample room for gardening, play, or weekend grilling. Ideally located on a quiet residential street, this home is just minutes from shopping, dining, major highways, local attractions, and Legoland. With no HOA, this home is an excellent opportunity for first-time buyers, those looking to downsize, or investors seeking value and convenience. Don’t miss out on this Winter Haven gem!

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

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

Remarks: HERONS, CRANES, EGRETS, AND DUCKS! You'll have a birds eye view of Florida's most beautiful waterfowl from this custom 3 bedroom 3 bath home located in charming Vienna Square. This excellent floor plan offers a private 3rd bedroom with en suite bath perfect for the momma, in-laws, or extra guests. Enjoy the private interior courtyard with an in-ground spa, and space for fun get togethers. Check out the upgraded wood cabinets pull outs, granite countertops, 7 foot doors, elaborate crown molding, and deep wood trim throughout this well planned home. This home is conveniently located within 10 minutes of restaurants, banks, shopping and Legoland. Vienna Square offers a fun filled lifestyle with reasonable fees, in a welcoming setting. Vienna Square is a beautifully maintained, amenity-rich community designed for retirement living. Monthly fees include lawn mowing, a Spectrum Internet/TV package, and all community amenities. Residents enjoy access to a community pool, fitness center, billiards, movie nights, tennis and pickleball courts, and an active social calendar. Step inside, fall in love. Make it yours!

Listing is courtesy of: CENTURY 21 WATSON & MYERS REALTY (863-324-1000)

Listing Agent: Marti Sutton (863-206-0563)

Remarks: Under contract-accepting backup offers. Priced to Sell! -A fantastic opportunity awaits the buyer looking for a quiet neighborhood with plenty of outdoor space and wide-open views from the back of the property. Welcome home to this spacious 3-bedroom, 2-bathroom double-wide mobile home, designed for comfortable living and maximum storage. The functional floor plan includes two screened-in porches, one at the front and one at the back, offering a seamless transition between indoor and outdoor living. A practical carport protects your vehicle from the elements, while the detached one-car garage, complete with extra storage, is perfect for a workshop or housing your toys. This double-wide mobile home sits on just over a quarter acre and offers a generous footprint, ready for your personal touch. With a little vision, you can transform this property into your dream home and build instant equity.

Listing is courtesy of: JULIE CLARK REAL ESTATE (863-944-2772)

Listing Agent: Janet Harrison (863-712-0606)

Remarks: Under contract-accepting backup offers. Short Sale. BANK APPROVED AT 263K --VACANT---ON A CORNER LOT--delightful home boasting a private vinyl fenced side and backyard. Step inside to find three bedrooms and two bathrooms, where the primary suite offers serene privacy and comfort. The kitchen is a homeowner’s dream with upgraded granite countertops, complemented by stylish brown cabinets. Hard flooring flows throughout most of the home, providing both beauty and durability, while the cozy carpet in one guest bedroom offers a touch of warmth. Freshly painted walls and even the ceiling fan in the family room have just been updated, giving the whole space a fresh, inviting feel. Additionally, a covered lanai provides a perfect spot for relaxation or entertaining. Easy access to the Polk Parkway to Orlando And Tampa,

Listing is courtesy of: PREFERRED RE BROKERS III (407-440-4900)

Listing Agent: Michael Huculak (321-624-0150)

Remarks: This Azure floor plan offers a welcoming formal entry and hallway. A spacious great room with kitchen is open to dining and family entertainment area that leads to a covered patio. Also included is a great sized primary bedroom with a primary bath and walk-in closet. Included features: 9"4' ceilings and 8' doors, 42' cabinets and white quartz counter tops in kitchen, ceramic tile throughout the wet and main living areas of the home. All bedrooms, family room, and covered lanai are prewired for ceiling fans. *Take advantage of special financing on quick move-in homes OR buy a to-be-built home and enjoy up to $20,000 in Flex Funds toward homes that can close in a timely manner! Options may vary by community, and offers are available on select homes on a first-come, first-served basis. Contact builder for more information!

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

Listing Agent: Stephanie Morales, Llc (407-399-2055)

Remarks: Discover this stunning Ruby home, ready for quick move-in! Included features: a welcoming covered entry; a smartly planned kitchen boasting white 42" cabinets, a center island, a large walk-in pantry, and an open dining area; an immense great room; a secluded primary suite showcasing a generous walk-in closet and a private bath; three secondary bedrooms; a shared hall bath; a central laundry; and a comfortable covered patio. *Take advantage of special financing on quick move-in homes OR buy a to-be-built home and enjoy up to $20,000 in Flex Funds toward homes that can close in a timely manner! Options may vary by community, and offers are available on select homes on a first-come, first-served basis. Contact builder for more information!

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

Listing Agent: Stephanie Morales, Llc (407-399-2055)

Remarks: Lake Ashton is a 55+ golf community with all the amenities you could ask for including movie theatre, bowling alley, pickle ball, tennis, bocce, fitness centers, two clubhouses and so much more! This highly upgraded 3-bedroom, St John floor plan home is breathtaking! Once inside the elegant beveled double French glass door entry you will be amazed at the impeccably executed home finish. Such as, round columns frame the dining area, while raised archways lead to the kitchen and breakfast nook. The great room features coffered ceilings with recessed lighting, 8’ triple sliders that open to the lanai, a ceiling fan, and crown molding that flows throughout the home. The kitchen boasts a bank of drawers, 42" raised-panel custom cabinets with crown molding, stainless steel appliances, granite countertops, pendant lighting, and a breakfast bar. This home has split plan for privacy. Wake up to serene views from your primary bedroom, complete with sliding doors to the lanai. The en-suite bath features two walk-in closets, a walk-in shower, double vanities, a soaking tub, and a linen closet. The large, screened lanai overlooks the 13th hole has pond and nature views. There is also the Health and Fitness center which has an indoor pool, sauna, racquet ball and basketball, for your enjoyment. There are so many more amenities, clubs, activities, dances, and entertainment. Don't miss out on the opportunity to live in Lake Ashton, Central Florida's premier 55+ active adult resort style living community. This is a must see to appreciate home and community! SELLER MOTIVATED!!!

Listing is courtesy of: HEROES REAL ESTATE GROUP LLC (407-947-6420)

Listing Agent: Armando Perez (407-947-6420)

Remarks: Welcome to this refined sanctuary where timeless elegance meets Florida’s tranquil landscape. On a premium golf-adjacent lot within the guarded, gated community, 2964 Plantation Road blends gracious scale, luminous living and multi-generational flexibility in one seamless layout. Upon arrival, you are greeted by mature landscaping, a circular drive and side-entry access to a three-car garage, with stunning views of golf course fairways and water views. Enter inside to discover over 3,600 square feet of thoughtfully designed space. Formal living and dining rooms flow with grace and purpose, while a custom wet bar offers effortless entertaining. The split floor plan is crafted for privacy and connection. The primary suite is complete with dual vanities, walk-in closets, a garden tub, separate shower and private pool access. On the opposite wing rests an en-suite bedroom, complete with full bath and independent access. Ideal for multigenerational living, guest privacy or an upscale in-law suite. Two additional bedrooms share a Jack and Jill bath, while a half bath serves daily living or poolside use. Gourmet gathering begins in the kitchen including a center island with gas range, generous counter space and views out toward the lanai. The breakfast nook offers a comfortable space for everyday dining, complemented by a nearby utility room and a flexible bonus room. Going outside, this home’s soul lives in its outdoor realm. A pool and spa, and a summer kitchen complete with built-in grill, sink and prep station, invite all-day alfresco living. A covered lanai frames those golf and pond vistas beautifully, offering shade and breeze for lounging or entertaining. Cypresswood is a full-amenity, guard-gated community with an 18-hole golf course, clubhouse with restaurant and lounge, tennis and pickleball, fitness/wellness center, and social programming. $10,000 seller concession and Home Warranty.

Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-480-5014)

Listing Agent: Audrey Christman (516-547-5343)

Remarks: PRICE REDUCTION!! Very well kept home on your own lot. No lot rent here! Low HOA of only $65 a month. Garden Grove Oaks is a well-kept and managed over 55 park in a great location in SE Winter Haven. Home has 2 bedrooms and 2 full bathrooms. Kitchen and dining area have tons of cabinets and storage for all your dishes and cookware and includes a closet pantry. There is a wet bar in the dining area with a small sink, open shelves and cabinet storage underneath. The opposite side of the dining room has a built-in china cabinet. Main bedroom is a great size with a walk-in closet and small bathroom with tub and tiled shower. Second bedroom has door opening to nice-sized bathroom with large sink and cabinets and a shower/tub combination. Home has a membrane roof that was installed in spring of 2014. York air conditioner is 8-9 years old. Nice large laundry room has Bosch washer and dryer. Back screened porch is always cool! HOA fee includes use of the clubhouse with many activities planned every month. There is a billiard room, card and game room with library and puzzles to check out, large event area, and great kitchen. Huge heated pool and spa for all residents and their guests. There is a screened-in area with a grill for Bar-B-Q's with family and friends. There is also a shuffleboard court. HOA is an award-winning association. Community is close to a Super Walmart and grocery stores as well as shopping and restaurants. Only minutes to Hwy. 27! Winter Haven is famous for its Chain of Lakes! Where else can you find all of this for only $137,900? Please make an appointment to see this great home today!

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

Listing Agent: Peggy Lewellen (863-412-7692)

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: Welcome to a rare blend of space, flexibility, and opportunity at 525 7th St NE in the heart of Winter Haven. Set on a desirable corner lot with NO HOA, this property invites you in with a bright, open-concept design that feels both airy and welcoming from the moment you arrive. The main living area is thoughtfully designed for everyday comfort and effortless entertaining, featuring three spacious bedrooms and three full bathrooms. The kitchen serves as the centerpiece of the home, showcasing elegant stone (quartz) countertops, stainless steel appliances, updated cabinetry with under-cabinet lighting, and a generous dining area perfect for gathering with family and friends. A standout feature of this property is the private in-law suite, complete with its own entrance, bedroom, bathroom, and built-in kitchenette. Whether you're hosting guests, accommodating multigenerational living, or seeking rental income, this space offers exceptional versatility. Currently leased to a reliable tenant through April 30, 2026 with potential to extend. It provides immediate income potential for investors or future flexibility for homeowners. Significant upgrades add both value and peace of mind, including a new roof (2023), updated HVAC system (2022), smart garage door (2022), and approximately $60,000 in renovations completed between 2022–2023. Additional highlights include new flooring throughout, fresh carpet in key areas, and a custom built-in entertainment center with a Murphy bed for added functionality. Step outside to enjoy a fully fenced yard designed for relaxation and enjoyment. The welcoming front porch sets the tone, while the backyard offers a lush collection of fruit and plantings. You can find in the backyard mango, cherry, banana, lemon, and aloe vera creating your own private oasis. Conveniently located near Lake Elbert, Downtown Winter Haven, Polk State College, and a wide range of shopping, dining, parks, and medical facilities, this home delivers on both lifestyle and location. Whether you're searching for a primary residence, an income-producing property, or a home with flexible living options, this one truly has it all. Schedule a tour today.

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

Listing Agent: Veronica Figueroa (407-519-3980)

Remarks: Welcome to your slice of LAKEFRONT, POOL HOME paradise on the pristine shores of Lake Mariam in Winter Haven, Florida. This stunning 3-bedroom, 2.5-bathroom home with a versatile BONUS ROOM offers the ultimate Florida lifestyle, complete with direct lake access, a private dock, and breathtaking water views right from your own backyard. Built to last and designed for low maintenance, this home features a durable METAL ROOF and solar panels, offering peace of mind and significant savings on energy costs year after year. Whether you’re sipping morning coffee while watching the sunrise over Lake Mariam or heading out for a day on the water, this property delivers the lakefront living experience you’ve been searching for. Inside, the thoughtfully designed floor plan offers three comfortable bedrooms, two and a half bathrooms, and a spacious bonus room perfect for a home office, media room, guest suite, or playroom. The heart of the home is the beautifully designed kitchen, featuring abundant cabinetry, stainless steel appliances, granite countertops, a center island, breakfast bar seating, glass-front upper cabinets, recessed lighting, and an open layout that flows seamlessly into the main living areas. With its generous workspace and water views from the adjoining living space, this kitchen is ideal for both everyday living and entertaining. The oversized 2-car garage provides ample storage for vehicles, watercraft equipment, and all your lake toys. Step outside and discover what truly sets this property apart: your own private HEATED POOL and SPA, along with an impressive private dock stretching out over the serene waters of Lake Mariam, ideal for boating, fishing, kayaking, or simply soaking in the natural Florida scenery. With direct lake access and one of the longest docks on the water, this is a rare find in today’s market. Located in Winter Haven’s sought-after lake corridor, you’re just minutes from dining, shopping, Legoland Florida, and easy access to I-4 connecting you to both Tampa and Orlando. Schedule your showing today!

Listing is courtesy of: CENTURY 21 MYERS REALTY (863-875-5656)

Listing Agent: Mabel Vassallo (863-604-0499)

Remarks: PRICE REDUCTION!! Welcome to the lakefront community of Edgewater Manor! Come see this awesome custom built 2017 4 bed 3 bath corner lot (1/3 ac.) home with fenced backyard! Located just off Cypress Gardens Blvd., this bright, open floorplan includes combo living and dining area, an office, and a spacious kitchen with white wood cabinets and grey granite counter tops, stainless steel appliances, gas stove, and eat-in area. There is a large family room off the kitchen, crown molding throughout the home, vinyl fencing, and much more, including: gas tankless WH, vinyl planking floor everywhere but bedrooms, plantation shutters, double pane low E windows, a screened lanai. There is even a plug for an electric car built into garage wall, and a shallow well for lawn irrigation. Plus, close to Legoland, restaurants, shopping, and the chain of lakes. A great find!

Listing is courtesy of: STORMS REALTY (813-293-4652)

Listing Agent: Steve Storms (813-293-4652)

Remarks: NEW LOWER PRICE!!! BRING YOUR TOOTHBRUSH, FULLY FURNISHED!! PERFECT FOR SNOWBIRDS! Affordable, beautifully maintained & tastefully decorated, this home is located in the gated community of Traditions in Southeast Winter Haven situated within minutes of shopping, restaurants, and parks! Spacious 3bedroom, 2bath home features an open floor plan and is highly energy efficient with ceiling fans throughout, built in 2016 and shows like new! You'll love the oversized primary bedroom with spacious en-suite bath with dual sinks and a large tiled walk-in shower. The secure, gated community offers a luxurious lifestyle and the most amazing amenities that one could imagine! The monthly HOA fee of $484 covers lawn care (including bush and tree trimming and mulch replacement), exterior painting (due to be painted in 2026 with owner’s choice of color, colors provided by the HOA), cable, and internet—offering exceptional value and convenience. Traditions community boasts an incredible clubhouse, Olympic sized pool, & much, much more! Lakefront living at its best with great activities & the Florida lifestyle!!

Listing is courtesy of: THE K TEAM REAL ESTATE SERVICES LLC (863-604-1601)

Listing Agent: Cathy Kluytenaar (863-604-6220)

Remarks: Come see this gorgeous 4-Bedroom Home in the beautiful community of Lucerne Park Reserve, Winter Haven, FL – a beautifully designed 4-bedroom, 2.5-bathroom home located in the amazing Lucerne Park Reserve community. Located in a prime corner lot, this home provides you a modern design, spacious living, and an incredible community that is perfect for families who are looking for comfort. Key Features: Spacious & Functional Layout: This is a designed 2,340 sq. ft. home with an open-concept living space, perfect for entertaining. It is located in a big Corner Lot with a Huge Fenced Backyard. It is perfect for you if you need some extra privacy or space for outdoor activities, pets, and even to build a pool! In addition, the property has an Air-Conditioned 2-Car Garage and some Extra Driveway Parking. In the second floor you will find the Loft that would be perfect for entertainment. You cannot miss the incredible Master Suite with a custom walk-in closet, designed for ultimate storage and organization. The property offers a beautifully upgraded open kitchen with a big island, perfect for family gatherings and entertaining guests. One of the most important features is that you will enjoy a Brand-New AC Unit. The property is Located in Winter Haven, Lucerne Park Reserve that is a peaceful, family-friendly community with beautiful surroundings, great amenities, and easy access to major attractions. The community is just Minutes away from LEGOLAND Florida Resort. You will get a close Access to the Winter Haven Chain of Lakes. The community is in an amazing location that is close to Downtown Winter Haven where you can Enjoy boutique shopping, fine dining, and cultural venues like The Ritz Theatre and Theatre Winter Haven. You will get into the major highways in just a few minutes with Easy access to Orlando, Tampa, and other major cities for work or entertainment. Don't miss the opportunity to see this beautiful corner lot property before it is gone! You can be the next owner and live in the after sought community of Lucerne Park Reserve! Come see it today!!

Listing is courtesy of: EXP REALTY LLC (407-392-1800)

Listing Agent: Carlos Carreno Ledezma (407-580-2914)

Remarks: Welcome to this charming and well-maintained home in the heart of Winter Haven! Situated on a spacious lot, this property offers a perfect blend of comfort and functionality with an open-concept layout, abundant natural light, and inviting living spaces. The kitchen features ample cabinetry and flows seamlessly into the main living area, making it ideal for both everyday living and entertaining. Enjoy a generously sized backyard with plenty of room for outdoor activities, gardening, or relaxing in your own private space. Conveniently located near shopping, dining, schools, and major roadways, this home provides both tranquility and accessibility. A fantastic opportunity for homeowners or investors alike—schedule your showing today!

Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)

Listing Agent: Bridd Bone (727-798-1918)