Winter Haven Homes For Sale & Real Estate - 1034 homes

Remarks: CUSTOM BUILT POOL HOME IN WINTERSET GARDENS WITH CHAIN OF LAKES ACCESS. Welcome to this beautifully maintained, one-owner custom home located in desirable, lake front Winterset Gardens. This spacious 4-bedroom, 3-bath residence is directly across the street from little Lake Winterset and features 10 foot ceilings, 8 foot custom doors and two true master suites (One with attached pool bathroom), each with walk-in closets, offering flexible living for multi-generational families or guests. Built with quality and efficiency in mind, the home includes a 45-year architectural shingle roof, foam-filled concrete exterior walls, and extra attic insulation. Inside, you’ll find wood plank tile flooring throughout, Level 3 granite surfaces, and semi-custom solid wood cabinetry with dovetail soft-close drawers in the kitchen, bathrooms, and spacious indoor laundry room. The kitchen is equipped with matching LG appliances, under-cabinet lighting, and a Delta touch faucet. Custom craftsmanship is showcased throughout with professionally trimmed 8ft. doors and windows, shiplap accent walls in the dining area, kitchen, and island, plus a stunning custom electric fireplace with mantel, hearth, and barn door cabinetry in the living room. The primary suite also features a matching custom shiplap electric fireplace for added comfort and style. Step outside to your fully fenced private backyard retreat featuring a saltwater pool with a variable speed pump, paver deck and pre-installed footers for a future pool enclosure. The covered lanai is designed for entertaining with an outdoor kitchen including grill, refrigerator, storage, and matching Level 3 granite. Enjoy the motorized screen, tongue and groove wood ceilings, and ambient lighting for the perfect indoor-outdoor experience. Additional highlights include Permanent app-controlled exterior lighting, Sprinkler system on well, leased water filtration and softener, Triple sliding glass doors that retract to fully open to the patio to the living area, Pre-wired surround sound system in living room, primary bedroom, and patio, Upgraded DC motor ceiling fans throughout, Tiled showers to the ceiling with rain shower in primary bath, Framed bathroom mirrors and comfort-height elongated toilets, Custom garage cabinetry, sealed floors, and hot/cold water hookup. Winterset Gardens is a highly respected, quaint neighborhood on the shore of Little lake Winterset and offers an optional $100 HOA with a community boat ramp and no deed restrictions allowing direct access to The world renowned Winter Haven Chain of Lakes. 24 canal connected lakes offering great fishing, skiing and leisure boating. Hop on your boat from your neighborhood and go get a bite to eat at several float up bars and restaurants. This home combines thoughtful and impressive upgrades, energy efficiency, and custom design in a highly sought-after location. Truly move-in ready and built to impress.

Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE LIFESTYLES REALTY (833-765-3244)

Listing Agent: Brad Martin (863-307-5074)

Remarks: Welcome home to this beautifully designed 4-bedroom, 2.5-bath residence nestled on a desirable corner lot in the heart of Central Florida! From the moment you step inside, you’ll love the bright and open feel, complemented by stylish luxury vinyl plank flooring throughout the main living areas. The spacious kitchen is truly the heart of the home, featuring a large center island perfect for entertaining, meal prep, or gathering with family and friends, along with an oversized walk-in pantry offering an incredible amount of storage. The open-concept layout flows seamlessly into the living and dining spaces, creating an inviting atmosphere for both everyday living and hosting guests. Designed with functionality in mind, this home features a convenient guest half bath, while the secondary bedrooms are connected by a thoughtfully designed Jack-and-Jill bathroom layout. Step outside to enjoy the covered lanai and partially fenced backyard, creating a private space to relax and enjoy Florida living. The corner lot adds extra curb appeal and a welcoming presence within the community. Located in a sought-after community with a resort-style pool and fantastic amenities, this home combines comfort, style, and convenience all in one. With easy access to shopping, dining, attractions, and everything Central Florida has to offer, this one checks all the boxes!

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

Listing Agent: Krystal Maddox (863-514-6555)

Remarks: Welcome to this stunning 4-bedroom, 2-bath home located in a vibrant and growing neighborhood. Built in 2020, this modern residence offers the perfect blend of style, comfort, and functionality—ideal for today’s lifestyle. Step inside to discover a bright and spacious open-concept floor plan, perfect for both everyday living and entertaining. The gourmet kitchen is a true centerpiece, featuring rich espresso cabinetry, gleaming granite countertops, stainless-steel appliances, and a massive center island with sink—ideal for hosting gatherings or preparing family meals. Retreat to the primary suite, complete with a generous walk-in closet, dual vanities and a walk-in shower. Three additional bedrooms provide ample space for family, guests, or a home office. Enjoy Florida living at its best on the covered patio, overlooking a large, fully fenced backyard—perfect for summer barbecues, pets, play, and relaxing evenings under the stars. With modern finishes, thoughtful design, and move-in-ready condition, this home is a must-see. Don’t miss your opportunity to own this exceptional property—schedule your private showing today!

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Humberto Cuevas (407-725-9971)

Remarks: Seller motivated and open to reasonable offers. Don’t miss this opportunity, schedule your private showing today! Back on market. Buyer’s financing fell through. Move-in ready and meticulously maintained! This spacious 4-Bedroom, 2.5-Bathroom two-story home was built in 2022. The main level offers seamless flow between the living room, dining area, and kitchen perfect for family gatherings. The kitchen showcases granite countertops, stainless steel appliances, a large center island with seating, deep sink, upgraded fixtures, and abundant cabinet space. A private main-floor office/den with double doors adds flexibility for remote work, fitness, or study, plus a convenient half bath downstairs. Upstairs, the generous primary suite features a large walk-in closet and an ensuite bath with dual sinks, granite counters, and an upgraded walk-in shower. The additional bedrooms are spacious, and the upstairs laundry room is centrally located for convenience. Situated on a desirable corner lot, the home offers excellent outdoor space including a covered back porch, ideal for relaxing or hosting gatherings. The backyard provides plenty of room to enjoy Florida living year-round. Lake Lucerne residents enjoy community amenities including two pool, a playground, and beautifully maintained space. Ideally located with easy access to Hwy 27 and approximately 20 minutes to I-4, you’re centrally positioned between Orlando and Tampa, about 45 minutes to Disney, 20 minutes to Legoland, and 35 minutes to Lakeland. Close to Winter Haven Hospital, Downtown Winter Haven, Publix, Walmart, Shopping and more! The roof, AC unit and water heater are all 4 years old.

Listing is courtesy of: HOMESMART (407-476-0451)

Listing Agent: Nan Seelall Llc (352-978-1050)

Remarks: Location, Location , Location Rare opportunity! Exceptional home with 4 bedrooms, 2 baths, and 2-car attached garage. Open-concept living with quartz kitchen, center island, and ceramic tile floors. Primary suite with walk-in closet and an-suite bath. Features include covered screened lanai, fully fenced yard, gutters, irrigation, and inside laundry. Desirable location, this home won’t last!

Listing is courtesy of: MIHOUSE REALTY LLC (407-286-2690)

Listing Agent: Martha Leighton, Pa (407-223-7767)

Remarks: Under contract-accepting backup offers. Nice home 3/1 in Winter Heven

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Maritza Cruz (863-512-0009)

Remarks: Fixer upper! THIS COULD BE THE ONE. PRIVATE POOL! So many possibilities! Lovely vaulted ceilings, 2 fireplaces, open kitchen, lovely wood accents, mahogany kitchen cabinets, office has a closet and could be converted to a 3rd bedroom 3 car garage/ carport and a separate workshop all on .75 of an acre. roof 10 years old, ac replaced 2024, UVI light 2024

Listing is courtesy of: YELLOWFIN REALTY (813-347-7547)

Listing Agent: Marcia Rains - Nadal, Mrs (813-493-2221)

Remarks: This property is zoned for a duplex and features a large backyard, offering excellent potential for investors. The home is being sold as-is and will be delivered with all items currently inside. Located in a great family-friendly neighborhood, with a new Publix plaza opening nearby adding even more value and convenience to the area.

Listing is courtesy of: FLATFEE.COM (954-965-3990)

Listing Agent: Cliff Glansen

Remarks: Don’t miss this incredible opportunity to own a villa in one of Winter Haven’s most sought-after gated golf communities — at an unbeatable price! This 2-bedroom, 2-bathroom villa offers 1,278 sq ft of comfortable Florida living with a peaceful pond view backdrop. The open floor plan flows effortlessly, and the private enclosed Florida room is perfect for year-round entertaining. The generous primary suite features a walk-in shower, and the guest bath includes a tub/shower combo. Why this is a steal: Priced well below comparable properties in the community, Resort-style amenities INCLUDED — 18-hole golf course, tennis, pickleball, pool, fitness center, clubhouse & restaurant, 24-hour manned gate for peace of mind, Pets welcome, Flexible for investors — 6-month minimum lease allowed. Whether you’re looking for your Florida dream home, a seasonal getaway, or a smart rental investment, this property checks every box at a price that won’t last long. Act fast — opportunities like this don’t stay on the market!

Listing is courtesy of: HUMAN TOUCH REAL ESTATE FIRM (863-651-8236)

Listing Agent: Susan Human (863-651-8236)

Remarks: Under contract-accepting backup offers. This beautifully updated move-in-ready home sits in a quiet, established community on Lake Dexter, one of Winter Haven’s pristine spring-fed lakes. The neighborhood offers an exceptional lifestyle with private access to a residents-only boat ramp, a sparkling saltwater community pool, and a serene waterfront park complete with a fishing dock, gazebo, playground, and shady green space to enjoy year-round. It’s a rare setting—peaceful, well-maintained, and so close to everything that you can even walk to Legoland. Inside, the home feels bright, airy, and inviting, thanks to thoughtful updates and fresh finishes throughout. The layout is comfortable and functional, featuring a spacious primary suite, two additional bedrooms, and two full bathrooms. The third office or bedroom sits just off the kitchen and is framed by French doors, making it the perfect space for a home office, guest room, or flex space to fit your lifestyle. The seller has invested in quality improvements, including a brand-new roof, fresh interior and exterior paint, a new electric water heater, a full water-softening system, updated light fixtures and hardware, refreshed landscaping, a newly rescreened back patio, and recent servicing of both the AC and irrigation systems. The main living areas feature attractive luxury laminate flooring, adding warmth and style, while the screened back porch provides a quiet, private place to relax overlooking the neatly manicured yard. Winter Haven’s central location between Tampa and Orlando puts major attractions, beaches, airports, and dining just a short drive away, making this an ideal full-time residence or a low-maintenance Florida getaway. This charming home truly checks all the boxes for comfort, convenience, and easy Florida living. All measurements are approximate and should be verified by the buyer or buyer’s agent.

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

Listing Agent: Emily Ward (863-632-1865)

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: This 3-bedroom, 2-bath home located in the community of Orange Manor West is perfect for settling into an active community for the 55+. The home features metal roof, vinyl siding, carport, outside storage and corner lot. Inside home has a spacious living /dining room combo, a nicely sized open kitchen, inside laundry room, with luxury vinyl and carpet highlights the interior. The community of Orange Manor has an active community with pool, putt putt golf, clubhouse, and other amenities. Located conveniently in Southeast Winter Winter Haven with ease of access to Highway 27. Check this one out today! *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. One or more photo(s) has been virtually staged. Welcome to 5755 Marsh Landing Drive in Winter Haven, Florida! This spacious 5-bedroom, 3-bathroom home with a loft offers 3,172 square feet under roof is and is priced to sell. Built in 2017 and recently refreshed, this home features new interior and exterior paint, luxury vinyl plank flooring and tile throughout. The kitchen features new stainless-steel appliances, huge cabinets, and a functional design overlooking the main living area. The spacious primary suite offers two large walk-in closets and a private en suite, while the additional bedrooms and upstairs loft provide flexible space for family, guests, a home office, game room, or media area. Additional updates include a 2026 roof, updated lighting, and trendy new hardware. Outside, enjoy the amazing benefit of no rear neighbors, giving the backyard a more open and peaceful feel. Conveniently located in Winter Haven, this home offers easy access to shopping, dining, schools, medical facilities, and the area’s Chain of Lakes. This move-in-ready home combines space, updates, and location — schedule your private showing today!

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

Listing Agent: Jason Stone (863-838-8972)

Remarks: Beautiful and spacious family home with room for everyone to spread out and enjoy. Featuring over 2,400 square feet of living space, this home offers a warm and functional layout perfect for everyday living, entertaining, and creating lasting memories.??The open kitchen and living area serve as the heart of the home, complete with granite countertops, stainless steel appliances, abundant cabinet space, and a large breakfast bar where family and friends naturally gather. Natural light fills the home, while updated finishes and modern touches create a comfortable, move-in-ready feel.??One of the home’s standout features is the oversized bonus room — ideal for a playroom, media room, home office, homeschool space, gym, or second family room. The flexible layout allows the home to grow with your family’s needs.??Outside, the spacious yard offers endless potential for kids, pets, entertaining, gardening, or even adding a future pool. With no HOA, you have the freedom to truly make the property your own.?Conveniently located near schools, shopping, restaurants, and everything Winter Haven has to offer, this is a wonderful opportunity to own a great family home with space, flexibility, and value.*Agents, please read MLS realtor 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: Under contract-accepting backup offers. Welcome to this 4-bedroom, 2-bath home located in the desirable gated community of Krenson Bay. Featuring a bright and open split floor plan, this home offers ceramic tile flooring throughout the main living areas, a spacious 2-car garage, and a fenced backyard for added privacy. The split bedroom layout provides comfort and seclusion, with a generous primary suite complete with a walk-in closet and en-suite bath. The covered patio and sizable backyard make it easy to enjoy Florida living—whether relaxing, entertaining, or playtime in the yard. Perfectly situated, this home is just minutes from downtown Winter Haven, where you can browse the Saturday Farmers Market or enjoy world-famous water ski shows on Lake Silver. Polk State College is within walking distance, and you’ll also be close to restaurants, medical centers, and everyday conveniences like Publix. With no CDD and a low HOA, you’ll enjoy neighborhood security and amenities without the extra cost. Commuters will love the quick access to Hwy 27, providing an easy drive to area beaches, Orlando’s theme parks, and more. Nestled in a quiet, well-maintained neighborhood, this home is also near Legoland, top-rated schools, parks, and scenic lakes—an ideal location for a vibrant Central Florida lifestyle.

Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)

Listing Agent: Mike Rance (407-629-6330)

Remarks: Welcome to SPRING LAKE TOWERS, a premier 55+ community in Winter Haven, Florida offering a relaxed lakefront lifestyle with this well-maintained 2-bedroom, 2-bath condo featuring an open floor plan with stunning lake views, a 12' x 22' great room connected to the kitchen via convenient pass-through, spacious 12' x 18' Primary suite with private bathroom and walk-in closet, 10' x 13' second bedroom adjacent to guest bathroom with tub/shower, and a versatile 7' x 23' Florida room perfect for home office, hobbies, or relaxation. The all-inclusive condo fee covers cable TV, internet, water, sewer, trash removal, building maintenance (exterior, roof, insurance), reserve funds, common area upkeep, on-site management, and access to all community amenities including swimming pool, exercise room, recreation room with kitchen, library, game area, shuffleboard, laundry facilities, and active social calendar with enhanced security features. Situated on the "Chain of Lakes" for fishing, boating, and water activities with boat slips available for a reasonable fee (verify with management), this property boasts a rare assigned covered parking space in close proximity to the unit and is adjacent to Northgate shopping plaza featuring Publix, restaurants, and services, minutes from medical facilities, Winter Haven Hospital, places of worship, and downtown. No pets or smoking permitted. This perfect full-time residence or seasonal retreat (measurements approximate, information believed accurate but not guaranteed).

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

Listing Agent: Kevin Tison (863-206-5755)

Remarks: Under contract-accepting backup offers. Welcome to 1033 Sawgrass Dr, where modern comfort meets thoughtful upgrades in this beautifully maintained 3-bedroom, 2-bath home. Designed with everyday living in mind, this home features an open-concept layout filled with natural light, creating a bright and inviting space perfect for both relaxing and entertaining. The kitchen offers quality finishes and a clean, contemporary feel, seamlessly connecting to the main living area. Elegant crown molding adds a refined touch, while plantation shutters provide both style and function throughout the home. The primary suite offers a spacious retreat, complete with a large walk-in closet for ample storage. Outside, the widened driveway adds extra convenience and functionality—an upgrade you’ll appreciate daily. Located in the highly sought-after Lake Ashton community, residents enjoy access to an impressive array of amenities designed for an active and social lifestyle. From two 18-hole golf courses to expansive clubhouses, fitness centers, indoor and outdoor pools, and courts for tennis, pickleball, bocce, and more, there’s always something to do. Additional features include a bowling alley, movie theater, arts and crafts spaces, pet areas, and a full calendar of community events. Positioned in Central Florida with convenient access to both Tampa and Orlando, this property offers the perfect balance of comfort, convenience, and lifestyle.

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

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

Remarks: SPACIOUS & AFFORDALE IN SOUTHEAST WINTER HAVEN, THIS 3BR/2BATH home features newer vinyl plank flooring throughout, brand new dishwasher just installed and newer kitchen cabinets! The great room has beautiful dark beams on the ceiling that give the room so much more character. Sliding glass doors open to the 10x23 screened-in patio and partially fenced & spacious rear yard for pets. Adjacent to the kitchen is an extra room, could be great for an office/den space for those who work from home. On the other side of the living area, you'll find 3 bedrooms and a guest bath with tub/shower. The primary bedroom has a walk-in closet with an en-suite bath with walk-in tiled shower. There is an oversized 1-car garage with workshop area and plenty of shelving. Located near the Lake Ned public boat ramp with kid's playground & basketball court! Great location with quick in-town access!!

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

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

Remarks: Short Sale. Bank approved price! Welcome to this beautifully updated 4-bedroom, 1.5-bath single-family home located in Winter Haven with NO HOA! This solid block construction home offers peace of mind with a new roof and AC installed in 2024. Inside, you’ll find newer flooring throughout along with a recently renovated kitchen and bathrooms, giving the home a fresh, modern feel. The kitchen features quartz countertops, stainless steel appliances, and updated cabinetry, perfect for both everyday living and entertaining. The functional layout includes four spacious bedrooms, a full bathroom, and an additional half bath for added convenience. Enjoy outdoor living in the fully fenced backyard, ideal for pets, gatherings, or simply relaxing in your private space. The home also includes a 1-car garage for storage and parking. Ideally situated near Lake Conine, part of Winter Haven’s famous Chain of Lakes, this property offers easy access to boating, fishing, and outdoor recreation. Conveniently located near major roadways, providing a quick commute to Orlando, Tampa, and world-renowned attractions like Disney. This move-in ready home combines modern updates, a great location, and no HOA restrictions—don’t miss your opportunity to make it yours!

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

Listing Agent: Garrett Robinson (863-838-5210)