Homes For Sale in Winter Haven 33880 - 246 homes

Remarks: Great home with an open living space ready for it's next owner. This home has a fresh coat of paint and is a blank slate for it's new owners. Sit on the front porch and enjoy your morning coffee. The rooms are nice sized with great closet space. The laundry/shop area has plenty of space for your Do-it-yourself projects. Oakwood Estates, a 55+ community offers 2 pools, 2 clubhouses, shuffleboard, tennis courts, miniature golf, and much more. In addition to the amenities, Oakwood offers many opportunities to meet with new folks. Come to Koffee Klatch on Wednesday morning, enjoy an ice cream social a couple times a month, or get your Boogie on at one of the dances. Call today to view this home that's just waiting for YOU!!

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

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

Remarks: Under contract-accepting backup offers. Short Sale. BANK APPROVED PRICE! Take a look at this 3 bedroom 2 bathroom home located conveniently in Winter Haven with NO HOA. The home needs some TLC. This is a split bedroom home with a large eat-in kitchen and an inside utility room. Additionally, you’ll find a bonus room with its own French door entrance. This home sits on just over a third of an acre, so there’s plenty of room to spread out and entertain. Schedule your private showing today!

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

Listing Agent: Casandra Vann (863-546-5446)

Remarks: Under contract-accepting backup offers. Short Sale. Welcome to 503 Holt Circle! This corner-lot property boasts 3 bedrooms, 2 full bathrooms and an abundance of outdoor space. There are plenty of windows to let the natural light in, and a sliding glass door to access the screened-in patio. Enjoy peace of mind with a 2024 roof, 2023 A/C and 2023 electric water heater. Both bathrooms contain thoughtful upgrades for design and functionality. Don’t miss your chance to own a move-in ready home where style, function, and a convenient neighborhood come together. Special financing available with the seller's preferred lender.

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

Listing Agent: Adam Faucett (813-385-2821)

Remarks: Step inside this well-designed single-family home offering comfort, functionality, and a layout that truly makes sense. You’re welcomed by a screened front porch and a beautifully landscaped front yard, setting the tone before you even walk through the door. Inside, you’ll find engineered wood flooring throughout the main living areas with ceramic tile in both bathrooms. The living and dining rooms flow together in one open space, creating an easy layout for everyday living or entertaining. At the heart of the home sits the open kitchen, featuring granite countertops and a central location that keeps you connected to everything happening in the home. The split bedroom floorplan provides privacy, and the spacious primary suite includes a garden tub for unwinding at the end of the day. Enjoy added convenience with an inside laundry room located just off the kitchen as you enter from the two-car garage. The backyard has been thoughtfully designed with low-maintenance rock landscaping instead of grass and is framed by a vinyl privacy fence along both sides and across the back. Additional highlights include high ceilings, approximately 1,716 heated square feet, and about 2,400 square feet under roof—giving you plenty of room to spread out. A comfortable, well-kept home with smart updates and a layout that works for today’s lifestyle—this one is ready for its next chapter.

Listing is courtesy of: CRAIG BURKE REAL ESTATE GROUP, LLC (863-899-5010)

Listing Agent: Julie Sutphin (407-414-4024)

Remarks: Under contract-accepting backup offers. Welcome home to this beautifully renovated 2-bedroom, 1.5-bath condo nestled in a peaceful 55+ community in the heart of Winter Haven. Completely move-in ready, this charming residence has been thoughtfully upgraded from top to bottom with over $50,000 in modern improvements designed for comfort, style, and easy living. Step inside to discover brand-new luxury vinyl plank flooring, a stunning fully remodeled kitchen featuring new appliances and sleek finishes, beautifully refreshed bathrooms, fresh interior and exterior paint, and a brand-new roof completed in 2025. Energy efficiency meets peace of mind with new double-pane windows backed by a lifetime warranty, new gutters, a recently serviced AC unit, and the added convenience of a covered carport. Imagine hosting friends in your stylish kitchen, savoring quiet mornings with coffee in the sun-filled living space, or enjoying relaxing afternoons in your private backyard — perfect for gardening, unwinding, or spending time with your furry companion. Perfectly positioned near everyday conveniences like Walmart and Publix, plus local shops and dining, this location truly puts everything within reach. Spend weekends exploring nearby favorites such as LEGOLAND Florida Resort, the historic Cypress Gardens, or enjoying craft brews at Port 27 Brewery. Outdoor enthusiasts will appreciate close proximity to scenic parks, golf courses, and the beautiful Winter Haven Chain of Lakes — ideal for waterfront dining, boating, and year-round recreation. Plus, exciting day trips and fine dining await within easy driving distance of Orlando and Tampa. Whether you’re searching for a seasonal retreat or a full-time residence, this home delivers the perfect blend of low-maintenance living, modern upgrades, and Central Florida charm. Schedule your private showing today and discover resort-style living at its finest!

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

Listing Agent: Tony Acosta (863-224-5956)

Remarks: Welcome to this stunning 4-bedroom, 3-bath split floor plan home with tile flooring throughout. The open kitchen features a breakfast bar, brand-new stainless steel appliances, and plenty of storage. You’ll love the formal living room and a dedicated laundry room. Sliders from both the master suite and living room lead to a peaceful lanai. The master bath boasts dual sinks, a garden tub, and a separate shower. Plus, one of the bathrooms conveniently opens to the lanai. The lanai floor and garage floor was recently painted for that added style. The home is located in Winter Haven in between Orlando and Tampa close to all of the amenities you would need. Don’t miss this gem!

Listing is courtesy of: HARPER REALTY FL, LLC (863-687-8020)

Listing Agent: Annie Wood (321-229-1913)

Remarks: This home is a must see!! Very well maintained home located in Village Park, a 55+ community where dogs are allowed. The home features new thermal efficient windows and all new plumbing. The vapor barrier is also new. The kitchen is very open and functional. The living room is comfortable and inviting. The primary bath has a new vanity and the bedroom carpet is new. Plus, the laundry is located inside a closet in the hall bath. The vaulted ceilings give the feel of spaciousness. Outside you will find a double shed which opens to the the front and back. Sit on the front porch and enjoy your morning coffee or evening cocktail. The community features a clubhouse, pool, and shuffleboard. There are many activities available, or you can just sit back and enjoy the peaceful community. This home is a must see!

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

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

Remarks: NO LOT RENT. 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 the ROOF 2023 and 4 ton A/C 2023, Water Heater 2024 or 2025, 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: 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 8 The Village Blvd—nestled in a highly desirable gated community in Winter Haven with exclusive access to beautiful Spirit Lake! This well-maintained former model home offers 3 bedrooms, 2 baths, and a 2-car garage, combining comfort, style, and thoughtful upgrades throughout. Step inside to an inviting open floorplan featuring gleaming wood floors, a formal dining area overlooking the spacious front yard, and a stunning magnolia tree that enhances the home’s curb appeal. The kitchen is designed to impress with Corian countertops, upgraded appliances, and abundant cabinet and counter space, flowing seamlessly into a bright breakfast nook with views of the backyard and large screened lanai. The split-bedroom layout provides privacy, with two generously sized guest bedrooms and a full bath (with lanai access) tucked away on one side of the home. The spacious primary suite is located on the opposite side and features sliding glass doors to the lanai, dual walk-in closets, and a luxurious en-suite bath complete with a garden tub, separate shower, and ample counter space. Major updates offer peace of mind, including a new roof (May 2023), upgraded 50-gallon water heater (2021), new garage door opener (2022), upgraded main electrical panel (2024), and a Brinks Home Security System and Goodman AC (2025) with transferable warranty. The 2-car garage includes a Chamberlain opener (2022), built-in shelving, and a pegboard—perfect for organization. Enjoy all the amenities this sought-after gated community has to offer, including a clubhouse, recently refinished pool, tennis and basketball courts, updated exterior lighting, and a freshly painted entrance and clubhouse. Residents also enjoy private access to Spirit Lake via a boat ramp and dock. This move-in-ready home is truly “neat as a pin” and ready for its next owner. Survey and floorplan available—schedule your private showing today!

Listing is courtesy of: HOUWZER INC (267-765-2080)

Listing Agent: Daniel Robinson (904-447-8922)

Remarks: This property NOW INCLUDES 20 STORAGE UNITS and nearly 3 acres of land, creating a truly rare lakefront development opportunity within the Winter Haven Downtown CRA District. Enjoy beautiful views of Lake May with direct access to the Winter Haven Chain of Lakes — a prime location for growth and investment. Current DOR use code (0852) permits duplexes, triplexes, and quadplexes — up to 9 units — throughout the Polk City, Auburndale, Lake Alfred, and Winter Haven areas. The property also features a 1,208 sq. ft. concrete block structure built in 1955, offering additional utility or potential for redevelopment. The value lies in the land, location, and flexibility of use. Possible future options include multi-family housing, office/professional, or light industrial projects (subject to approvals). Conveniently close to downtown Winter Haven’s shopping, dining, parks, and major roadways, this site is positioned perfectly for future growth. A rare opportunity to invest, develop, or hold in one of Central Florida’s fastest-growing markets.

Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)

Listing Agent: Veronica Bard (863-670-7526)

Remarks: One or more photo(s) has been virtually staged. Welcome to maintenance-free Florida living in the peaceful 55+ community of Imperial Harbours. This 3rd floor 2-bedroom, 2-full-bath condo offers the relaxed lifestyle many buyers look for, complete with elevator access for easy entry. You are greeted by views of the community pool and cabana area right from your front entrance, while the interior features a bright Florida Room and a relaxed lakeside atmosphere. Best of all, the monthly HOA fee covers everything except your electric bill, making your budget completely stress-free. Enjoy premier amenities like a private boat ramp and fishing pier right on Winter Haven's popular Chain of Lakes. Located just across the water from downtown shopping and dining, this well-established, owner-occupied neighborhood is ready to welcome you home to a truly wonderful community lifestyle!

Listing is courtesy of: REGAL REAL ESTATE LLC (863-660-7927)

Listing Agent: Natalie Elson (863-709-3516)

Remarks: Under contract-accepting backup offers. Fully remodeled two story 4 bedrooms 3 bathrooms home featuring a modern neutral color palette, white cabinets, vinyl plank flooring throughout, and brand new stainless steel appliances. Bright and updated interior with a clean contemporary feel. Move-in ready and designed for low-maintenance living.

Listing is courtesy of: NUMBER ONE CHOICE REALTY CORP (352-404-5638)

Listing Agent: Daulis Webb Gagnon (407-234-9789)

Remarks: Come check out this like-new 4-bedroom, 2-bathroom home with unbeatable value, priced to sell under $300k! If that's not enough, this newer community has absolutely NO CDD fees and a very low HOA, making this a great starter or investment home. Get instant equity on day one! Watch gorgeous sunsets over the water right from your private, covered lanai, and fully Fenced back yard with a high-quality, durable metal fence. Inside, this meticulously maintained home features the highly sought-after open-concept Valeria floor plan, complete with a spacious 2-car garage, contemporary kitchen finishes, sleek solid-surface quartz countertops, and included appliances. The large primary suite is tucked away for ultimate quiet, featuring an oversized walk-in closet and a dual-vanity bath. Located in a pristine, quiet community just minutes from Legoland, top schools, and major roadways. Turn-key, and priced for an immediate sale—schedule your private tour today.

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Richard Rung (727-272-0267)

Remarks: The property you are inquiring about is located in Winter Haven, FL in the Emerald Acres/Grassy/Lake Estates area of Polk County. This beautiful lakefront, 4+ bedrooms, 2-bath home is situated on over 2 acres on Grassy Lake! Just needs a little TLC and a new owner to enjoy a relaxed lifestyle with a beautiful view! Call, text, and see! *Agents, please read MLS Remarks.*

Listing is courtesy of: BROKERS REALTY OF CENTRAL FLOR (863-294-6773)

Listing Agent: Renee Butler (863-294-6773)

Remarks: Under contract-accepting backup offers. 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: Welcome to this spacious 3-bedroom, 2-bathroom home located in the desirable Winter Haven area. This residence offers a great floor plan with plenty of natural light, a kitchen with ample storage, and a layout ideal for both everyday living and entertaining. The owner’s suite features a private bath and walk-in closet, while the three additional bedrooms provide flexibility for family, guests, or a home office. The property is conveniently situated near major Central Florida attractions, including LEGOLAND Florida Resort, and is just a short drive from Walt Disney World and Universal Orlando Resort. Residents will also enjoy proximity to shopping at Posner Park Village, diverse dining options, and excellent medical facilities such as BayCare Winter Haven Hospital. For outdoor enthusiasts, nearby Lake Eloise, Chain of Lakes Park, and Bok Tower Gardens brings ample recreation and leisure opportunities. With its prime location and easy access to highways connecting Orlando and Tampa, this property offers the perfect combination of comfort and convenience. Don’t miss the opportunity to make this beautiful Winter Haven home yours. Roof (2017) Water heater (2025)

Listing is courtesy of: OAK AVENUE REAL ESTATE LLC (407-720-5000)

Listing Agent: Vivian Ortiz (863-514-7641)

Remarks: Under contract-accepting backup offers. Welcome home to 541 Adriel Avenue — where Florida living meets wide-open space. Set on an expansive 0.69-acre estate-style lot, this 4-bedroom Florida ranch offers a rare combination of privacy, square footage, and modern peace of mind. Step through the arched entry into a sun-filled great room with soaring vaulted ceilings, elegant archways, and a thoughtfully designed open floor plan. The kitchen features rich granite countertops, stainless steel appliances, oak cabinetry, and a center island built for entertaining. The primary suite includes a private bath with a garden soaking tub and separate walk-in shower. Beyond the formal dining room, French doors open to a generous Florida room with a full secondary kitchen — granite counters, gas range, and abundant cabinetry. The fully fenced backyard backs to open land with no rear neighbors, offering room for RVs, trailers, or future expansion. New roof and AC in 2025. USDA-eligible. Schedule your private showing today.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Javier Herrera Jimenez (863-259-9010)

Remarks: NO CDD | LOW HOA | GATED COMMUNITY | OVERSIZED LOT | BUILT 2019 | MOVE-IN READY Welcome to the home buyers have been searching for! This beautifully maintained 4-bedroom, 2-bath residence is located in the desirable gated community of Solis Gardens in Winter Haven and offers the perfect combination of space, comfort, and value. Built in 2019, this home sits on an impressive 0.26 acre oversized lot, giving you the outdoor space many buyers want but rarely find. Whether you dream of creating the perfect backyard retreat, adding a play area, entertaining guests, or simply enjoying extra privacy, this property delivers. Step inside to discover a bright open-concept floor plan designed for modern living. The spacious living, dining, and kitchen areas flow seamlessly together, creating an inviting atmosphere perfect for everyday life and entertaining. The kitchen offers generous cabinet space and comes fully equipped with appliances, including refrigerator, range, microwave, dishwasher, washer, and dryer making your move even easier. The primary suite provides a comfortable private retreat, while the additional bedrooms flexibility for family, guests, or a home office. Located in a gated community with LOW HOA and NO CDD, this home helps keep monthly ownership costs lower while still providing the lifestyle buyers want. Conveniently located just minutes from shopping, dining, schools, major roadways, downtown Winter Haven, and LEGOLAND Florida. Why wait for new construction when this move in ready home is available now? Schedule your private showing today homes with this lot size, condition, and price point do not last long.

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Lisbeth Diaz De Rico (407-724-7383)

Remarks: Wake up to views of Lake Howard and enjoy maintenance-free Florida living in the peaceful 55+ community of Imperial Harbours. From the bright Florida Room to the lakeside atmosphere and community amenities, this condominium offers the relaxed lifestyle many buyers move to Florida to find. Conveniently located less than 25 feet from the elevator, this furnished 2nd story condominium features a spacious great room, open dining area, and a pass-through window connecting the kitchen to the main living space. Natural light fills the home, highlighting the laminate and tile flooring throughout. The primary bedroom easily accommodates a king-sized bed with room for additional furniture and offers views of the community pool and cabana area. The en-suite bathroom includes a walk-in closet and walk-in shower. The second bedroom is across the hall from the main bathroom and primary bedroom. The Florida Room gives you pool and cabana views with sliding glass door separating it from the Great Room. Imperial Harbours amenities include a community pool and cabana, shuffleboard courts, fishing pier on Lake Howard, extra storage space, and a reserved covered parking spot. Lake Howard is part of Winter Haven’s famous Chain of Lakes, and downtown Winter Haven is located just across the lake for convenient access to shopping, dining, entertainment, and local events. Enjoy low-maintenance living, scenic surroundings, and the comfort of a well-established owner-occupied community with no leasing allowed.

Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)

Listing Agent: Ryan Odenweller, Llc (863-271-7882)