Homes For Sale in Winter Haven 33880 - 244 homes

Remarks: Welcome home to this charming 1 bedroom condo. Enjoy a lifestyle that blends comfort and convience, with everything you need cloSse by-shopping, parks, dining and commuting routes. Inside, you'll find a bright and functional layout with a spacious living area and cozy bedroom. Whether you're a first time homebuyer, downsizing or investor. Schedule your showing today.

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

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

Remarks: Welcome to 3357 Timberline Rd W, located in the charming city of Winter Haven, FL. This exquisite house, a wonderful opportunity to experience comfortable living in a desirable location. The home boasts a timeless design, showcasing a welcoming exterior that hints at the warmth found within. As you step inside, you'll be greeted by well-appointed spaces that cater to both relaxation and entertainment. The layout of this property is thoughtfully designed to provide functionality and style. Experience the convenience of living in a home that meets your needs, whether you're relaxing in your favorite space or hosting gatherings with loved ones. The exterior of the property complements the interior, offering a harmonious balance of indoor and outdoor living. Enjoy all that this beautiful home has to accord in the heart of Winter Haven.

Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)

Listing Agent: Steven Koleno (804-656-5007)

Remarks: This traditional 3-bedroom, 2-bathroom home is located in the established Queens Cove Ph 02 neighborhood. Designed with a functional and classic layout, this residence offers a comfortable living environment perfectly suited for a variety of lifestyles. The heart of the home features a traditional floor plan that provides a clear and smart separation of living spaces. The kitchen is beautifully updated with sleek quartz countertops and Stainless steel appliances, creating a modern and stylish space for meal preparation and entertaining. Situated in a prime location, this home is just minutes away from local essentials, including shopping, dining, and parks. Whether you are searching for a forever home or a smart investment opportunity, this property offers both convenience and potential. Schedule your private showing today!

Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)

Listing Agent: Robert Salmons (888-216-6364)

Remarks: Spacious living plan and Luxurious Kitchen just updated for the top Chef status. As you come in through the covered carport you'll notice the Newly installed flooring that really shines. There are 2 Living Room areas one of which you could close off for a 3rd bedroom. Large Master Bedroom and Bath. Skirting around the home has just been replaced for a new look. Not to mention all of the amenities offered with the community swimming pool, pickleball, tennis courts and putt putt golf course. This property is located on the dog approved residence street, so Fido is in luck. New AC unit was replaced in 2026. You're in close proximity to all the Central Florida attractions. Hurricane/ Tie Down Straps Replaced 2023. Ceiling fans have been updated w/ remotes. UPDATE: New Linoleum flooring has just been professionally installed throughout the entire home to match the kitchen.

Listing is courtesy of: FLORIDA HOMES REALTY & MORTGAGE (904-996-9144)

Listing Agent: Karl Erickson (813-245-6181)

Remarks: Under Construction. This charming 4-bedroom, 2-bathroom new construction build features an open floor plan and 1,778 square feet of living space, all while sitting on a .73 acre lot. The spacious great room, with high vaulted ceilings is perfect for family movie nights in, with convenient access to the back patio. The large open kitchen caters to family living as well as entertaining with its lengthy seated bar for that delicious morning breakfast, and is located perfectly in between the great room and dining area. The ample primary bedroom is enhanced by its dual-sink vanity bathroom and walk-in closet featuring a linen closet within. Additionally, the spacious garage provides additional storage and leads directly into the home’s designated laundry space. This home is located in a quiet neighborhood off Winter Lake Rd, close to all of the amenities Lakeland or Winter Haven have to offer! With no HOA, there's room for your boat, RV, or other outdoor vehicles. USDA FINANCING AVAILABLE FOR ELIGIBLE BUYERS, WITH NO MONEY DOWN. CALL TODAY FOR MORE DETAILS.

Listing is courtesy of: PORCHLIGHT HOMES LLC (863-529-3369)

Listing Agent: Angie Reynolds (863-838-1090)

Remarks: Under contract-accepting backup offers. Under Contract. Winter Haven Single Family Residential home, 3B/1ba offers a well landscaped Corner Lot. The Interior accommodates Electric AC & natural gas heat. This home still boasts original well maintained kitchen cabinets, eat-in kitchen & gas oven appliances. The Exterior features are Concrete Block Detached storage/workshop 20x14’, covered carport 20x12’, exterior lighting,pvc plumbing, irrigation well/pump, pole barn for RV parking 28x20’, carport, brand new hot water heater, enclosed concrete outside laundry room. This home offers updated plumbing and abundant parking. Pride of Ownership. A must see!

Listing is courtesy of: WATSON & WATSON INC REALTORS (863-294-4149)

Listing Agent: Wendy Gibbs (863-557-5249)

Remarks: Income-producing 5-unit multifamily property located just minutes from downtown Winter Haven in a high-demand rental corridor. Currently operating at full occupancy, all five units are leased, providing immediate and stable cash flow. This asset is positioned for strong income performance, operational upside, and long-term appreciation in one of Central Florida's most active growth markets. The property offers a diversified unit mix with additional value-add potential through future rent optimization and continued area development. Ideal for investors seeking to expand a performing portfolio with dependable income and future equity growth. The proximity to a planned townhome development creates an additional demand catalyst, further supporting long-term rental stability. Convenient access to retail, dining, major thoroughfares, and ongoing redevelopment enhances tenant appeal and contributes to consistent occupancy. Units 3 and 4 feature a shared second-floor balcony overlooking the rear grounds, providing an attractive lifestyle amenity for residents. Situated within a rapidly growing Winter Haven submarket experiencing sustained residential expansion and increasing rental demand, this property represents a strategic acquisition opportunity with measurable upside. With all units currently occupied and producing income, investors can benefit from immediate returns while positioning for future appreciation. Contact for full financials, rent roll, and additional investment details

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)

Listing Agent: Michael Hochadel (863-604-0018)

Remarks: Under contract-accepting backup offers. Move-In Ready! This charming home is nestled in a vibrant 55+ community, offering an array of amenities including a community pool, tennis courts, and much more. Featuring a desirable split floorplan, the home also boasts a bright bonus room that fills the space with natural light. The open layout is perfect for entertaining, and the inviting sunroom provides a serene space to relax. In addition to a covered carport, the home also includes a spacious garage, offering ample storage and convenience. Don't miss out on this perfect blend of comfort and community!

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

Listing Agent: Craig Burke (863-899-5010)

Remarks: Virtually Staged. Welcome to this beautifully updated, 5-bedroom, 3-bath home built in 2022, located in the sought-after Pinnacle Point community of Winter Haven. This home offers a spacious open floor plan filled with natural light and designed for comfortable everyday living. The kitchen features sleek finishes, modern appliances, and a large island that opens seamlessly to the main living and dining areas, making it ideal for both daily life and entertaining. The downstairs includes a bonus room, a full guest bathroom, and a guest bedroom, adding excellent flexibility for visitors or multi-generational living. Upstairs, a versatile loft provides additional living space perfect for a media room, office, or play area. The primary suite offers a private retreat with a large walk-in closet and a well-appointed bathroom, while the additional bedrooms provide plenty of space and versatility. The home features durable vinyl flooring throughout with no carpet,Welcome to this beautifully updated 5-bedroom, 3-bath home in the sought-after Pinnacle Point community of Winter Haven. This home offers a spacious open floor plan filled with natural light and designed for comfortable everyday living. The kitchen features sleek countertops, modern appliances, and a large island that opens seamlessly to the main living and dining areas, making it ideal for both daily life and entertaining. Upstairs, a versatile loft provides additional living space for a media room, office, or play area. The primary suite offers a private retreat with a large walk-in closet and well-appointed bath, while the additional bedrooms provide plenty of space and flexibility. The home features durable vinyl flooring throughout with no carpet, adding to its clean and low-maintenance feel. Step outside to a generously sized backyard, perfect for outdoor gatherings, pets, or relaxing evenings under the Florida sky, with a soon-to-be fully fenced setup adding even more privacy and usability. Located close to LEGOLAND Florida Resort, shopping, dining, and medical facilities, and conveniently positioned between Tampa and Orlando, this home offers both comfort and convenience in a growing Central Florida location.

Listing is courtesy of: ROBERT SLACK LLC (954-448-4287)

Listing Agent: Garrett Miller (727-339-2439)

Remarks: Virtually Staged. Meet 2234 Avenue B NW, a residence recently enhanced by fresh interior paint and a partial flooring replacement. A functional fireplace enhances the living area, and an exterior storage shed provides practical utility. The property also includes a well-defined fenced in backyard. Thoughtful updates and practical features make this a must-see.. Included 100-Day Home Warranty with buyer activation

Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)

Listing Agent: Karen Albright (480-462-5392)

Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to this beautifully fully remodeled home, where modern design meets everyday comfort. Featuring a brand-new roof, this property offers peace of mind and long-term value from the moment you arrive. Step inside to discover stunning modern bathrooms thoughtfully updated with sleek finishes and contemporary style. The heart of the home is the open-concept kitchen, designed to impress with elegant wood cabinetry, convenient soft-close features, luxurious quartz countertops, and a full suite of stainless steel appliances—perfect for both daily living and entertaining. With its seamless layout and high-quality upgrades throughout, this move-in-ready home is ideal for buyers seeking style, functionality, and worry-free living.

Listing is courtesy of: FUTURE HOME REALTY INC (800-921-1330)

Listing Agent: Constantin Florean (407-953-7810)

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: Welcome to this 3 bedroom, 2 bathroom home located in the Squires Grove community in Winter Haven — a growing Central Florida market known for its chain of lakes, parks, and convenient access to both Lakeland and Orlando. The home offers 1,616 sq ft with a functional single-story layout featuring a spacious living area, a well-sized kitchen, and a natural flow ideal for everyday living. The split floor plan provides privacy, while the bedrooms offer flexibility for families or guests. Attached garage and comfortable residential setting in an established neighborhood. Roof 2007, AC approximately 10 years old. Solar panels installed and operational (Sunrun lease — transferable to buyer or seller will consider buyout/removal, open to negotiation). HOA $155/quarter. All financing welcome including FHA, VA, and conventional.

Listing is courtesy of: HOUSEWELL.COM REALTY OF FLORIDA LLC (678-699-9206)

Listing Agent: Catherine Nolan (610-314-6896)

Remarks: Under contract-accepting backup offers. Come enjoy the beautiful Florida sunsets, In this beautiful, furnished home. You can relax in the enclosed Florida room, Carport is long enough to put two cars in. floors have the beautiful laminate wood flooring, all through out the livingroom,and dining areas. All located in a beautiful gated 55 plus park. Two heated pools, two clubhouses, tennis ,fishing pier, minature golf, shuffle board, plus much more. this home want last, act fast.

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

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

Remarks: Virtually Staged. Investor Special! Don't miss this opportunity to transform this 3-bedroom, 2-bath block home into something truly special. Featuring a newer roof and AC system, some of the major improvements have already been completed, providing a solid foundation for your renovation plans. Whether you're an investor searching for your next flip, looking to add to your rental portfolio, or a buyer ready to create your dream home, this property offers incredible potential. Situated in a convenient Central Florida location, you'll be close to shopping, dining, major highways, world-famous theme parks, and both the Gulf and Atlantic Coast beaches. Bring your tools, creativity, and vision. This handyman special is ready for its next chapter!

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

Listing Agent: Stephen Novak (863-409-3635)

Remarks: Lake Views, Space to Spread Out, and Major Updates Already Done! Nestled on over half an acre with fully fenced back yard, this charming home offers a rare combination of privacy, flexibility, and scenic surroundings as it's situated between Lake Elbert and Lake Otis, both visible from the large front yard. Sit on the lovely front porch, relax in the swing out back, or in the oversized screen breezeway with peace of mind from the recent improvements. New roof and electric panel installed in 2023, as well as a newer water heater and ac/heat pump w/10 year warranty. While on public utilities, the home does have a well for irrigation (seller is obeying current water restrictions but hopeful that grass will green back up with rain!). There is NO HOA, and plenty of room to park the toys like boats or an RV. Side entry detached garage offers even more flexibility, as it includes the laundry, storage and a bonus room with full bath, perfect for hobbies, office, or home gym. We haven't even gotten to the home yet, which includes spacious rooms, real wood floors and kitchen cabinets, built ins and some charming features that you won't find in a modern cookie cutter home. It's truly a must see with great natural lighting and that homey feel you can't duplicate. Contact your agent to shedule a showing today!

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

Listing Agent: Paula Shields (863-581-1498)

Remarks: Virtually Staged. Pending accepting backup offers. NO HOA!!! 20 MINUTES AWAY FROM LEGOLAND!!! NEW FLOORING INSTALLED IN FEBRUARY 2026!!!! NEW ROOF INSTALLED IN 2022!!! This 3-bedroom, 2-bathroom home offers the perfect combination of comfort, functionality, and location. The property features a screened-in back porch overlooking a private, fully fenced backyard — ideal for relaxing or entertaining. Enjoy your own private pool with both shallow and deep areas, perfect for family fun or hosting guests. The backyard also includes an area of synthetic grass and a basketball hoop, creating a versatile outdoor space for all ages. A standout feature of this home is the spacious storage shed, thoughtfully divided into two areas. One half is fully set up as an office, complete with a wooden desk, chair, wall-mounted whiteboard, and air conditioning — perfect for working from home. The other half offers additional storage space. The home was extensively updated, with a new roof installed in 2022, along with renovations completed the same year. The flooring was replaced in February 2026, giving the home a fresh, modern feel. High-quality, newer appliances add both style and functionality to the kitchen. Conveniently located just 20 minutes from LEGOLAND Florida Resort and about one hour from Tampa and the beautiful beaches of Florida’s west coast. You’re also just minutes away from Publix, McDonald's, restaurants, and everyday conveniences. The seller is highly motivated and welcomes offers — don’t miss this opportunity!

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

Listing Agent: Julia Ferreira (352-298-7325)

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: Under contract-accepting backup offers. 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: Under Construction. The Aria is one of our one-story floorplans featured in Harmony at Lake Eloise in Winter Haven, Florida. With multiple exteriors to choose from, the Aria is a popular home. Inside this 3-bedroom, 2-bathroom home, you’ll find 1,672 square feet of comfortable living. This all-concrete block constructed, one-story layout optimizes living space with an open concept kitchen overlooking the living area, dining room, and covered lanai. Entertaining is a breeze, as this popular single-family home features a living and dining in the heart of the home, with covered lanai just steps away in your backyard. The spacious kitchen features stainless steel appliances, a convenient island, and walk-in pantry with ample storage. In every bedroom you’ll have carpeted floors and a closet in each room. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. The primary bedroom located in the rear of the home has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Sharing a sink isn’t a worry with the double vanity. Two additional bedrooms share a second bathroom. This home also features a nice laundry room space with privacy doors and a two-car garage for parking or storage. Like all homes in Harmony at Lake Eloise, the Aria includes smart home technology, which allows you to control your home anytime with your smart device while near or away. Contact us today and find your home at Harmony at Lake Eloise. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Paul King (407-519-3940)