Homes For Sale in Winter Haven 33880 - 164 homes

Remarks: Opportunity is knocking in Winter Haven! This 2-bedroom, 1-bath single-family home offers the perfect canvas for investors, flippers, or buyers looking to build instant equity. The property needs work, which is exactly where the upside lies — bring your vision and your contractor, and turn this into a solid rental or a profitable resale. Located in a quiet, established residential neighborhood with a close-knit community feel, you're just minutes from US Hwy 17, local dining, shops, and all that Winter Haven has to offer. Winter Haven continues to grow, making this an ideal time to plant your flag in Polk County. Priced for the market it is — don't sleep on this one.

Listing is courtesy of: ENCORE INVESTMENT REALTY (407-334-8664)

Listing Agent: Desmond Pollock (407-334-8664)

Remarks: Don't miss your opportunity to own this remodeled block home, featuring a new metal roof, new HVAC system, new windows, new kitchen, new bathroom. Conveniently located across the street from Lake Shipp and just minutes from downtown Winter Haven. Need a family compound? Purchase this home together with 1568 Lake Shipp. (MLS P4937858)

Listing is courtesy of: ALLSTATE REALTY SERVICES (863-965-0207)

Listing Agent: Dwight Head (863-965-0207)

Remarks: Under contract-accepting backup offers. This home is a blank slate with lots of room. Over 1400 sf of living space plus the lanai with over 300 sf. Much of the flooring is removed showing the sturdy plywood floors. The kitchen is very functional with lots of storage space. The laundry is conveniently located just off the kitchen. The split bedroom floor plan offers lots of privacy for guests. The guest bedroom is a large area that could incorporate an office space with a full back conveniently located outside of the room. The shingled roof was installed in 2017, air conditioner has a manufacture date of 2020, and the water heater was installed in December 2025. If that's not enough it is located in the "dog area", so bring those little fur babies and make this home your own. This home is priced to sell quickly. Make your appointment today!!

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

Listing Agent: Kathy Devor (573-450-1679)

Remarks: New - New - New! This 3 bedroom 2 bath features a beautiful lake view and has been completely remodeled. Updates include a new HVAC system, new metal roof, new kitchen with granite counters, new bathrooms, new flooring, and new septic system. No HOA means you can store your boat. Can be purchased together with 73 High Street to make a family compound or have an income producing property. (MLS P4937859)

Listing is courtesy of: ALLSTATE REALTY SERVICES (863-965-0207)

Listing Agent: Dwight Head (863-965-0207)

Remarks: BIG HOUSE, BIG YARD, BIG OPPORTUNITY!! This solid block and brick 5-bedroom, 2-bath home sits on nearly an acre and offers incredible flexibility — whether you're looking to invest or create your own spacious homestead. With a newer roof and two newer central A/C units already in place, several major components have been updated, giving you a strong head start on improvements and long-term value. Inside, you’ll find five generously sized bedrooms, spacious living areas, ceramic tile throughout, and closets galore — many of them walk-in. The oversized kitchen is a true standout, featuring abundant cabinetry and plenty of space to cook, gather, and entertain. An inside laundry room and dedicated office/den add even more functionality. Outside, enjoy covered parking, a covered front porch, an open rear patio, and a nearly one-acre lot offering endless possibilities. For investors, the layout easily lends itself to a duplex conversion or mother-in-law addition, creating multiple income opportunities. The home does need some TLC, but it is in good condition and full of potential. And if you’re simply looking for a large home with a large yard to make your own, this could be the perfect fit. With a little vision and care, this property could truly become someone’s dream home. INVESTORS WELCOME!

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

Listing Agent: Kimberly Gay (863-559-1585)

Remarks: Charm and curb appeal abound for this Winter Haven home! Step inside into the inviting foyer and into the well-appointed living room, positioned at the center of the home. The kitchen boasts a 4-piece appliance package, ample storage, hard surface countertops, and an eat-in dining room. This split floorplan offers the primary bedroom on one side of the home and two secondary on the other. Come and see for yourself the possibilities that this home has to offer!

Listing is courtesy of: EVERYSTATE INC. (501-725-1234)

Listing Agent: Blake Keathley (661-900-9145)

Remarks: Welcome to your dream home, a charming 2-bedroom, 2-bath retreat with a versatile bonus room that can be used as a 3rd bedroom or a separate home office featuring its own private exterior entrance! This inviting home has been thoughtfully refreshed and is move-in ready, offering fresh interior paint, a new smart thermostat, recent tree removal, and a brand-new shingle roof (03/24) for peace of mind! Inside, you’ll find a spacious kitchen with a breakfast bar that opens to a bright living room, ideal for everyday living and entertaining. The large dining room or secondary family room is conveniently located next to the kitchen and provides plenty of space for gatherings. Relax in the cozy Florida room, featuring warm wood walls and ceilings and an abundance of windows where you can enjoy views of Lake Elbert! Outside you will find your large paver patio, perfect for entertaining or unwinding, and enjoy the privacy of a newly built fully fenced backyard. Additional updates include a new AC (2022), blown attic insulation (2022), water heater (2019), all kitchen appliances (2021), and Exterior Front Porch paint along with a new front door (2025). Conveniently located just minutes from Downtown Winter Haven, Polk State College, HWY 27, and medical facilities, this home blends comfort, flexibility, and an excellent location. Schedule your showing today!

Listing is courtesy of: LIVE FLORIDA REALTY (863-868-8905)

Listing Agent: Jenna Henderson (850-524-3843)

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: Florida classic with NEW ROOF now available in Winter Haven! This 3/2 is close to everything, and walking distance to the High School. A/C was replaced in 2022, all appliances convey, and home is clean and move-in ready! Home also includes 2 living areas, a large screened porch (carport), a dining area with terrazzo floors, and a huge backyard with shade tree. Better Hurry!

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

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

Remarks: Welcome to your slice of Florida living in Winter Haven! This well-maintained 2-bedroom, 2-bath home offers 1,620 sq ft of comfortable living space and is packed with valuable upgrades, including a newer roof and A/C, water softener, reverse osmosis system, and rain gutters with leaf guards for added peace of mind. Step inside to find a spacious floor plan. Relax and unwind in the large screened-in lanai, ideal for enjoying Florida’s beautiful weather year-round. The property also features a large storage shed with air conditioning, giving you plenty of room for tools, hobbies, or seasonal items and an inside laundry with washer and dryer included. Located in the desirable Village Park community for those 55+ years young, residents enjoy an incredibly low HOA fee of just $55 a month, which includes access to a sparkling pool and community amenities. Best of all—you own the land! Limited trailer/RV storage is also available on a first-come basis. Perfectly situated between Tampa and Orlando, this home offers convenient access to world-renowned attractions like LEGOLAND Florida Resort, Walt Disney World, Universal Studios Florida, Busch Gardens Tampa Bay, ZooTampa at Lowry Park, and Seminole Hard Rock Hotel & Casino Tampa. You’re also just minutes from shopping, dining, grocery stores, hospitals, golf courses, nature parks, and Florida’s beautiful beaches. With both Tampa and Orlando international airports within about an hour’s drive, travel is incredibly convenient. Whether you're looking for a full-time residence or a seasonal retreat, this home checks all the boxes. Don’t miss your opportunity to live in Village Park—schedule your private showing today!

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

Listing Agent: Carolyn Christian, Llc (863-514-6378)

Remarks: Welcome to the Eagle Landing community in Winter Haven, FL. This well-maintained single-family home is move-in ready and waiting for its new owner(s). The open-floor concept creates a comfortable flow throughout the main living areas, while the split floor plan provides added privacy for the primary bedroom and bath with spacious walk-in closet. The kitchen features stainless steel appliances and granite countertops, offering both style and functionality. Additional conveniences include a laundry room, two car garage and low HOA dues, making this home an affordable and practical choice. Experience the charm of small-town living while enjoying the growth and expansion happening throughout Winter Haven. Conveniently located just minutes from Legoland, shopping, dining, and entertainment, and centrally positioned between Tampa and Orlando for easy travel in either direction. Solar panels will be paid off at closing, providing the new owner with the benefit of low electricity bills. The spacious backyard offers room to relax or entertain.

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

Listing Agent: Carla Miro (786-897-4081)

Remarks: Under contract-accepting backup offers. You must check out this beautiful home in Oakwood Estates, a 55+ community. From the carport you walk into a family room, just perfect for entertaining. Continue into the main living space to find a fully remodeled kitchen and dining area with a nice built in for added storage. The living room has cathedral ceilings and nice laminate flooring. Follow through the sliding door to another living space, just perfect to sit and watch the world go by. The carpeted bedrooms are large enough to accommodate a king size bed. The hall bath is equipped with a walk in tub. The home features updated double pane windows throughout the main house. The TPO roof was installed in September 2023 and the HVAC was installed in May 2024. The front and side porch area are included in the square footage as they are conditioned with the central HVAC. If that is not enough, the home comes mostly furnished, plus the golf cart, and a generator. Oakwood Estates is a very active senior community offering many amenities and activities. You can be as involved as you want or just sit back and enjoy the peaceful setting.

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

Listing Agent: Kathy Devor (573-450-1679)

Remarks: Short Sale. MAKE AN OFFER ON This better than new construction stunning 4-bedroom, 3-bathroom home is just 2 years young and beautifully maintained—ready for you to move right in! Step into a bright and spacious open-concept layout featuring luxury vinyl flooring throughout, soaring high ceilings, and a seamless flow between the living room and kitchen. The kitchen boasts elegant cabinetry, sleek countertops, and modern finishes. Energy-efficient solar panels help keep utility costs low, and the property is fully enclosed with a new vinyl fence for added privacy. The master suite offers a spacious walk-in closet and a spa-like bathroom complete with an extended walk-in shower, dual sink vanity, and a dedicated towel closet. A second bedroom features its own private ensuite, while a third full bathroom is ideal for guests or inlaws. Relax in your fenced in back patio and enjoy the peace and privacy of your surroundings. Conveniently located near shopping where more stores are being built like a new Target, dining, hospitals, schools and top Central Florida attractions—Legoland is 15 minutes away--this home has it all and more. Don’t miss the opportunity to make it yours!

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)

Listing Agent: Marisol Rivera (407-607-5201)

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: Under contract-accepting backup offers. 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)

Remarks: Step into comfort at 201 maple st! This cozy Winter Haven home offers a welcoming atmosphere with a roomy living areas and spacious yard ready for your personal touch. Enjoy the convenience of nearby shopping, parks, and schools- all within a quiet, established neighborhood. A perfect place to start your next chapter

Listing is courtesy of: ELEVE REAL ESTATE LLC (407-743-7472)

Listing Agent: Nicki Salas Fuentes (863-205-4995)

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: REDUCED PRICE, HURRY TO SEE THIS TRUE LAKEFRONT ON THE BEAUTIFUL CHAIN OF LAKES!!! Sunsets are magnificent from the screened & tiled lanai! Lake Lulu is a quiet lake on the Chain with wildlife and an abundant array of birds in a serene & tranquil setting. You can pull your boat up directly behind your 2bedroom 2.5 bath waterfront townhome! This home has been remodeled and offers two large primary suites with remodeled en-suite bathrooms. The kitchen is open & bright with a newer refrigerator, newer hot water heater, new windows. All of these items have been replaced within the past 6 months. You'll like the tile floors throughout for easy maintenance, an electric fireplace and the home is tastefully decorated with a neutral color scheme. Enjoy boating, fishing & lakefront living from this centrally located gem! The property also has a one-car garage and is close to the community pool for swimming and recreation. Walk to Publix and shopping and just minutes to medical and LEGOLAND. Call today for an appointment to see all this townhome has to enjoy!!

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

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

Remarks: 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. NEW ROOF 2020, NEW AC 2022. Don’t miss your chance to make this inviting Winter Haven property your own!

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

Listing Agent: Melissa Mottern (863-860-1808)

Remarks: Completely renovated and move in-ready Large 4 bedroom, 2 bathroom house awaits your family! On a desirable corner lot, in a quiet neighborhood. New Roof, New Paint, New Flooring all through the house, New Stainless Steel Appliances, New Kitchen Faucet, Like a New Home!! Master Bath has a walk in closet and Garden Tub and Seperate Shower with a Seat. This home offeres a Separate Dining area and a Office or Playroom. Close to the new Polk Parkway extension, so travel to schools, shopping, restaurants and entertainment is super convenient. Great school district and priced to sell quickly. Call today for a showing!

Listing is courtesy of: AVERY PROPERTIES INC. (863-682-1902)

Listing Agent: Anne Greenhow (863-698-4562)