Homes For Sale in Winter Haven 33880 - 145 homes

Remarks: One or more photo(s) has been virtually staged. Welcome to this charming 3-bedroom, 3-bath home located in one of Winter Haven’s most established and sought-after neighborhoods. Situated on a spacious 0.26-acre lot, this property offers timeless character, mature surroundings, and a location rich in local history. A standout feature of the home is the private suite with its own entrance and full bathroom, ideal for guests, extended family, or a flexible work-from-home space. The layout provides both privacy and functionality, making it a rare find in this area. Recent updates include a newer roof (approx. 1 year old), updated electrical, a new water heater, and a newer A/C unit (2018), offering peace of mind on major systems. Enjoy the unique setting with nearby views of Lake Elbert to the north and Lake Otis to the south, surrounded by well-established homes and nearby lakefront properties. The home offers great bones and classic charm, presenting an excellent opportunity for buyers to update and personalize while investing in a premier location. Conveniently located near downtown Winter Haven, shopping, dining, and more.

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Dave Westphal (863-287-3302)

Remarks: Welcome to maintenance-free living in the heart of Winter Haven! This darling 2-bedroom, 2-bath villa is perfectly located in the desirable Imperial Villas a 55+ residential community, sitting within a short walking distance to beautiful Lake Howard. Inside, you’ll find updated flooring throughout and both bathrooms tastefully renovated, giving the home a fresh, move-in-ready feel. The open layout flows seamlessly to a peaceful sitting lanai overlooking the heated community pool—the perfect spot to enjoy your morning coffee or unwind in the evenings. Major updates add peace of mind, including a resurfaced roof with a 15-year warranty, a tankless hot water heater, and an updated electrical system. The low HOA fee of just $270/month covers water, high-speed internet, cable, gas, and all grounds maintenance—you only pay for electric! The property includes 2 assigned parking spaces, with one under a carport, and the community has ample visitor parking. Enjoy easy access to shopping, dining, and downtown Winter Haven events, all while embracing a relaxed, low-maintenance lifestyle close to the lake. Whether you’re downsizing, snowbirding, or looking for carefree Florida living, this villa checks all the boxes. Property is eligible for FHA Financing! Move in, relax, and enjoy the best of Winter Haven living!

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Michele Elchin (863-514-6880)

Remarks: Hidden gem with upgrades you won’t expect! First-floor condo for easy access and numerous updates throughout. The kitchen features a new backsplash, new sink and faucet, freshly painted cabinets, and newer appliances, including the refrigerator and dishwasher. A new water heater adds additional peace of mind. Both bathrooms have been updated with new vanities, faucets, and tile backsplashes. Custom wood shelving has been installed throughout the home—no wire shelving—along with custom closet organizers in both bedrooms. The spacious primary bedroom features beautiful plantation shutters. Stylish barn doors enclose the laundry area with a washer and dryer, and the hall closet. Covered parking included. Situated on scenic Lake Howard, part of the famous Winter Haven Chain of Lakes, this community offers boat dock access. Residents also enjoy a sparkling pool, gazebo with grilling area, shuffleboard courts, and a quiet, secure atmosphere. Even better, the HOA covers cable, internet, water, sewer, trash, exterior maintenance, and lawn care—you only pay for electricity. Truly affordable, maintenance-free Florida living.

Listing is courtesy of: VILLAGE REALTY OF WINTER HAVEN (863-299-6767)

Listing Agent: Nancy Cini (727-612-0375)

Remarks: Discover modern living in this stunning newly built 3-bedroom, 2-bath home, where style meets comfort. Bright, spacious bedrooms provides the perfect retreat, while sleek, thoughtfully designed bathrooms add a touch of luxury. The open-concept layout flows effortlessly from the kitchen to the living and dining areas, ideal for entertaining or relaxing. A generous walk-in closet keeps everything organized in style. Step outside to your private, pet-friendly backyard, perfect for play, lounging, or weekend barbecues. With high-end finishes, abundant natural light, and a warm, welcoming vibe, this move-in-ready home is everything you’ve been looking for. Don’t miss the home you've been looking for! Excuse the front facing photo of property. Yard has been maintained and cleaned.

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

Listing Agent: Christopher Gallon, Pa (407-967-9363)

Remarks: Under contract-accepting backup offers. Beautiful 4-bedroom, 2-bath home in Magnolia Preserve with an open-concept layout, high ceilings, and a large backyard overlooking a pond with a fountain. The spacious great room features wood-look flooring, recessed lighting, and a ceiling fan, while the kitchen offers a large breakfast bar, ample cabinetry, stainless steel appliances, and generous counter space. The primary suite includes a walk-in closet and an en-suite bath with dual sinks, garden tub, and separate shower. Enjoy the covered rear patio, interior laundry room, and 2-car garage. Move-in ready and conveniently located near shopping, dining, and major roadways.

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Jeremy Harper, Pa (863-288-0886)

Remarks: Under contract-accepting backup offers. Back on market, buyer financing fell through. Their loss, your gain! Stunning ranch modern transformation that will take your breath away! Welcome to this 2019 impeccably redesigned modern rustic 4 bed/2 bath retreat on fenced one-third acre lot on cul-de-sac with seamless indoor-outdoor entertaining. Homeownership pride from the front curb to the back fence! As you approach, you are greeted by a New sprawling 13’x46’ covered front porch with ample space for hosting gatherings while you enjoy the beautifully landscaped front yard with extended driveway that includes a tall RV cover. Step inside to the farmhouse chic living room that seamlessly flows through the sliding barn doors into the heart of the home, the custom designed kitchen, featuring wood beam tray ceiling with pendent lighting, white cabinets, butcher block counter, SS appliances including smart fridge w/tv & Alexa, large island with farm sink and breakfast bar, & barn door pantry with luxury vinyl plank flooring throughout and fresh interior paint. Adjacent to the kitchen on one side is the laundry room with built in cabinets that leads to the back yard, and the other side to the spacious family room, with every inch thoughtfully styled that create a warm, inviting atmosphere. Included is the entertainment center with the wide screen tv. The main bedroom has spacious on-suite bathroom that features beadboard panels & stone backsplash, dark matching accent trim, double sinks, garden tub, separate rain head shower with glass sliding door, and storage closet. The 2, 3 ,& 4th bedroom share a convenient 2nd bathroom with shower/tub. The property also includes a large storage shed with electric— perfect for tools, hobbies, or extra storage. Situated in a peaceful area of Winter Haven, this home offers the best of both worlds: quiet suburban living with easy access to shopping, dining, and major highways for commuting throughout Central Florida. Don’t miss your chance to own this move-in-ready home with modern updates, generous space, and outdoor charm — all with no HOA!

Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)

Listing Agent: Sheryl Manche (386-882-2121)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Charming 2-bedroom, 1.5-bath home located in Winter Haven presenting a great opportunity for first-time home buyers or investors. This property features a functional layout with comfortable living spaces and a practical design suited for everyday living. The home sits on a generously sized lot, providing plenty of outdoor space for entertaining, gardening, or future improvements. Conveniently located near local schools, shopping, dining, and major roadways, this property provides both accessibility and convenience. With strong potential as a starter home, rental property, or investment opportunity, this home is a great option for buyers looking to enter the market or expand their portfolio in the growing Winter Haven area.

Listing is courtesy of: IMPACT REALTY TAMPA BAY (813-321-1200)

Listing Agent: Jay Patel (863-399-5820)

Remarks: Welcome to this beautiful 3-bedroom, 2-bathroom block home perfectly positioned at the end of a quiet cul-de-sac in Winter Haven's sought-after Cypress Gardens neighborhood. With 1,400 square feet of interior living space and a layout designed for both comfort and connection, this home checks every box. Step inside and you're immediately greeted by a bright, open floor plan where the living room, dining area, and kitchen flow together seamlessly — ideal for everyday living and effortless entertaining. The kitchen is generously sized, featuring an abundance of cabinetry and two lazy Susans that maximize every inch of storage. Natural light floods the home through an impressive array of windows, and sliding glass doors in the main bedroom, middle bedroom, and living room all open directly onto the crown jewel of this property: a stunning 47 x 15 screened-in patio complete with a bar area, built-in grill, refrigerator, and cabinetry. Whether you're hosting guests or simply enjoying a quiet Florida evening, this outdoor space delivers. Both bathrooms have been tastefully updated. The guest bath features a brand-new tub and shower installed by Westshore Homes in October 2025, along with a new vanity, mirrored medicine cabinet, cabinet above the toilet, and new toilet. The main bathroom has also been refreshed with a new mirrored medicine cabinet, cabinet above the toilet, and new toilet. Major systems are all squared away — brand-new roof in 2025, A/C replaced in 2021, and water heater from 2018 — offering true peace of mind from day one. The home is also pre-wired for a generator, a smart bonus for Central Florida living. The attached garage includes a dedicated laundry and storage room with extensive shelving, and the washer and dryer convey with the home. Set on an 8,537 square foot lot at the end of a tucked-away cul-de-sac, this property offers the rare combination of privacy, space, and convenience. Just minutes from US-27, LEGOLAND Florida Resort, Winter Haven Hospital, Polk State College, and the renowned Chain of Lakes, everything Central Florida has to offer is right at your doorstep. Homes this move-in ready, this well-maintained, and this well-located don't stay on the market long — schedule your private showing today!

Listing is courtesy of: NEW HEIGHTS REALTY GROUP (407-934-0305)

Listing Agent: Daniel Rodriguez (407-934-0305)

Remarks: 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.

Listing is courtesy of: OFFERPAD BROKERAGE FL, LLC (813-534-6326)

Listing Agent: Rob Jones (844-448-0749)

Remarks: *NEW ON MARKET*POND VIEW OWN YOUR. *55 PLUS COMMUNITY* YOU OWN THE LAND .* NO LOT RENT* PRICED TO SELL.THIS MOVE IN READY HOME IS LOCATED IN THE VILLAGE PARK COMMUNITY .* FURNITURE CAN BE INLCUDED* THIS 2BR - 2 BATH HAS AN OPEN DESIGN WITH LOADS OF STORAGE IN THE KITCHEN AS WELL AS THE OVERSIZED BATHROOMS. YOU HAVE A BREAKFAST EATING COUNTER UNLESS OF COURSE YOU WANT TO RELAX ON THE SCREEN ENCLOSED PORCH OVERLOOKING THE MORNING SUNRISE WITH A GREAT WATERVIEW. RELAX AND WATCH THE BIRDS AND WILDLIFE, RATHER THAN LOOKING INTO A NEIGHBORS HOME. THIS COMMUNITY HOA IS ONLY $55 MONTHLY AND HAS A CLUBHOUSE, POOL, SHUFFLEBOARD AND SCHEDULED WEEKLY ACTIVITIES. DON'T WAIT, THIS WON'T BE ON THE MARKET LONG.

Listing is courtesy of: LINCOLN MADISON REAL ESTATE LLC (863-521-0549)

Listing Agent: Chris Davies (863-279-0013)

Remarks: Beautiful manufactured home on a spacious 0.65-acre lot in Winter Haven! This property features 4 bedrooms, 2 bathrooms, and over 2,356 sq ft of living space. Charming and well-maintained manufactured home offering comfort, space, and value! This property features a spacious layout with a welcoming front porch perfect for relaxing and enjoying the outdoors. The large yard provides plenty of room for entertaining, gardening, or future possibilities. Conveniently located near shopping, dining, and major roadways. Whether you’re a first-time homebuyer, downsizing, or looking for an investment opportunity, this home is full of potential. Schedule your private showing today! NO HOA OR CDD

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

Listing Agent: Idalgisa De Jesus (347-797-7849)

Remarks: One or more photo(s) has been virtually staged. Welcome to 228 Spirit Landings Circle, a beautifully maintained 3-bedroom, 2-bath home built in 2023 in the heart of Winter Haven. This move-in-ready home offers modern design, low-maintenance living, and a highly sought-after bonus flex room—perfect as a home office, gym, media room, or even a potential 4th bedroom to fit your lifestyle. The open-concept layout flows seamlessly, featuring spacious living areas, contemporary finishes, and abundant natural light throughout. The split-bedroom floor plan provides both comfort and privacy, making it ideal for families or guests. Perfectly located between Orlando and Tampa, you’ll enjoy easy access to major highways, top employers, and world-class entertainment. Just minutes from LEGOLAND Florida Resort and the scenic Chain of Lakes, this home offers the perfect blend of convenience and lifestyle. If you’re searching for a newer construction home in Winter Haven with flexible living space and prime Central Florida location, this one is a must-see.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Darein Washington (484-335-8914)

Remarks: Charming and well maintained! 2-Bedroom 2- Bath Home in Desirable 55+ Community – You Own the Land with low HOA fees! This inviting home features fresh interior and exterior paint and a newly screened-in front porch, perfect for enjoying your morning coffee, afternoon tea or just relaxing in the Florida breeze. The property also offers a fenced-in backyard, ideal for pets to play or gardening. Additional highlights include a one-car carport and a spacious 22x11 workshop/storage area, providing plenty of room for hobbies, tools, or extra storage. Residents enjoy access to a community clubhouse and sparkling pool, perfect for socializing and staying active in this welcoming neighborhood. Conveniently located near shopping, dining, and local amenities, this home offers both comfort and convenience. Don’t miss this opportunity to own an affordable home with land ownership in a vibrant 55+ community!

Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)

Listing Agent: Michelle Armbruster (863-521-6879)

Remarks: PENDING - REQUESTING BACKUPS! Welcome to this inviting 3 bedroom, 2 bath home with 1,860 sqft of living space in one of Southeast Winter Haven’s desirable neighborhoods. Enjoy a spacious family room surrounded by large glass windows on three sides, flooding the home with natural light and providing a perfect spot to relax or entertain. The cozy living room features a fireplace with built-in bookshelves, creating a warm and welcoming atmosphere. Enjoy a fully fenced backyard, offering privacy and plenty of space for outdoor living, gardening, or pets. Located in a sought-after area, this home combines comfort, character, and convenience—close to schools, shopping, dining, Legoland and all that Winter Haven has to offer. Don’t miss the opportunity to make this beautiful property your own—schedule your showing today!

Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)

Listing Agent: Steve Lockhart (863-289-9801)

Remarks: CORNER UNIT WITH VAULTED CEILINGS AND PRIVATE BALCONY- Welcome to your new retreat in the highly sought-after chain of lakes community of Park Lake — where comfort, style, and location come together beautifully. Step inside this charming one-bedroom, one-bath home and you’ll immediately notice the open feel created by vaulted ceilings and luxury vinyl flooring throughout the main living areas. The kitchen is a true highlight, featuring quartz countertops, sleek cabinets, stylish backsplash a modern tile floor, and all-new stainless steel appliances — including a five-burner stove, low-profile microwave, and refrigerator with exterior ice-maker. Thoughtful upgrades like new sinks, faucets, a garbage disposal, and modern lighting add both function and sophistication. The bathroom feels spa-like with a sleek tile shower, coordinating tile floor, quartz countertop, new sink, fixtures, and an elegant multi-illuminating with anti fog mirror that provides perfect lighting for any time of day. Two sliding glass doors — one from the living room and another from the bedroom — open to your private screened balcony, filling the home with natural light and offering peaceful outdoor views. The spacious bedroom includes a large closet, providing plenty of storage. This home also features a 2026 hot water heater, 2021 roof, and 2017 AC- offering peace of mind for years to come. Updated blinds, modern ceiling fans, and an inside utility with a washer/dryer combo add even more comfort and convenience. Just five minutes from vibrant downtown Winter Haven and next door to the state-of-the-art Advent Health Field House — complete with basketball courts and an Olympic-size swimming pool — this home’s location can’t be beat. Park Lake sits on the shores of beautiful Lake Lulu, where residents can fish from the pier or enjoy skiing right on the water. Perfectly centered near shopping, dining, and grocery stores, this prime location truly offers it all — comfort, convenience, and the best of the Florida lifestyle. Listing agent is owner.

Listing is courtesy of: LIONHEART BROKERS (321-214-4640)

Listing Agent: Claudia Centesimo (407-383-8882)

Remarks: Imagine coming home to peaceful cul-de-sac living, easy-care tile floors, and a refreshed kitchen ready for everyday life — welcome to your next chapter! Step inside to the living room featuring a decorative fireplace seamlessly flowing into the dedicated dining area. The kitchen has been tastefully refreshed within the past year with newer cabinetry, countertops, and appliances, creating a functional space for everyday cooking and entertaining. Sliding glass doors leading to the 17x8 screened-in lanai — perfect for enjoying Florida evenings. Just outside, an additional open concrete slab provides the ideal grilling or outdoor seating area. The primary bedroom features two closets and a private en-suite bath complete with a tub/shower combination and extended vanity. A long foyer off the garage leads to the second bedroom and guest bath. The third bedroom, located off the living room with French doors, provides flexible space ideal for a home office, den, or additional bedroom. Additional highlights include washer/dryer hookup in the garage and a convenient location just off Recker Highway with quick access to the Polk Parkway, making commutes to Lakeland, Tampa, or Orlando a breeze. Whether you're a first-time buyer, downsizing, or investing — this one checks the boxes for location, layout, and value! **Roof April of 2016, A/C 2016, Water Heater 2020**

Listing is courtesy of: STAR REALTY OF WINTER HAVEN (863-299-7827)

Listing Agent: Carlee Marchetti (863-258-3338)

Remarks: This move-in-ready home features fresh interior paint, updated countertops, brand-new cabinets, and renovated bathrooms, offering a clean, modern feel throughout. The open-concept floor plan creates a bright and inviting living space, perfect for entertaining or relaxing. Upstairs, a versatile loft provides the ideal spot for a home office, guest area, or flex space to fit your lifestyle. Enjoy low-maintenance living with fantastic community amenities, including a sparkling pool and lake access — perfect for soaking up the Florida sunshine. Ideal for first-time homebuyers, investors or anyone looking for comfort, convenience, and location all in one, this condo offers the perfect blend of style and lifestyle in the heart of Winter Haven. Some photos have been virtually staged to illustrate the property’s potential. Furnishings, décor, and enhancements shown in staged images are for marketing purposes only.

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

Listing Agent: Marquita Smith (863-289-3343)

Remarks: Under contract-accepting backup offers. Fall in love with this 2/2 light and airy, open floor plan home. This home has it all, from its tons of storage , two porches, nice washroom, Home is awaiting its new owners. And located in a beautiful gated community that boost two club houses, two heated pools, fishing, miniature golf, shuffle board plus much more. Call today before it’s gone!

Listing is courtesy of: SOUTHERN BELLE REALTY (863-299-7800)

Listing Agent: Reta Stead (863-299-7800)

Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated and immaculately maintained home that truly stands out. This 3-bedroom, 2-full-bath residence reflects the sellers’ meticulous care and pride of ownership throughout, offering peace of mind with a roof that’s only 8 years old. Step inside to find tile flooring throughout the ENTIRE HOUSE, all accented by crown molding throughout the entire home. The updated kitchen features Corian countertops, stainless steel appliances, ample cabinetry, and a functional layout perfect for everyday living and entertaining. Both bathrooms have been tastefully renovated with granite countertops and modern finishes. Enjoy Florida living at its best with a screened lanai overlooking a huge, fully fenced backyard, ideal for gatherings, pets, or relaxing in privacy. The outdoor space also includes a concrete barbecue area, making it perfect for entertaining. Additional features include a screened garage door and a charming front porch that enhances the home’s curb appeal. Ideally located close to shopping, dining, and everyday conveniences, with easy access to Orlando, this move-in-ready home offers the perfect combination of comfort, updates, and location. A must-see!

Listing is courtesy of: HOMEXPRESS REALTY, INC. (813-641-2500)

Listing Agent: Luciene Sarubbi (813-641-2500)

Remarks: Welcome to this beautifully maintained 4-bedroom, 2-bath home located in the desirable community of Winter Haven! Built by the reputable local builder Southern Homes, this residence showcases quality craftsmanship and thoughtful design throughout. This spacious split floor plan offers both privacy and functionality, ideal for everyday living and entertaining. Step inside to find soaring ceilings in the main living area, creating an open and airy feel that enhances the home’s natural light and livability. The large kitchen provides ample space for cooking and gathering, with tile flooring that extends through the kitchen, dining area, laundry room, and both bathrooms for durability and easy maintenance. The primary suite serves as a true retreat, featuring a tray ceiling with elegant crown molding, two walk-in closets, and a well-appointed en-suite bathroom. The primary bath includes a dual vanity, relaxing garden tub, and a separate step-in shower, offering both comfort and convenience. Additional interior highlights include indoor laundry and well-sized secondary bedrooms that provide flexibility for guests, family, or office space. Outside, enjoy a screened-in covered lanai overlooking a fully fenced backyard—perfect for entertaining, pets, or quiet evenings outdoors. The front landscaping has been freshly updated just in time for spring, giving the home outstanding curb appeal while maintaining a move-in ready interior. The garage is a standout feature, offering an epoxy-coated floor, an extra-long extension for added space, and a convenient man door for easy access. All information and property details are deemed reliable but not guaranteed and Buyer/Buyer's Agent is responsible for their own due diligence including but not limited to verifying HOA, Community Info, Rules, Leasing Requirements, Sqft, Lot Size, Room Dimensions, and Taxes.

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

Listing Agent: Ashli Smith (863-248-9438)