Homes For Sale in Winter Haven 33884 - 434 homes

Remarks: Spacious condo with 1 bedroom, laundry inside, bonus patio area and on 1st level. Easy to maintain so you have the flexibility to travel and relax. The kitchen is white and bright and living room/dining combo offers an open floor plan. This home feels comfortable and cozy. This condo comes with an assigned parking spot. Close to restaurants, shopping lakes and a variety of activities.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Tina Mcdonald (989-385-5757)

Remarks: Welcome to this charming home in the desirable Lake Dexter Woods community of Southeast Winter Haven. This well-maintained residence offers comfortable living with an open and inviting layout, spacious living areas, and abundant natural light throughout. The kitchen provides ample cabinet and counter space, while the primary suite features a private bath and generous closet storage. Enjoy Florida living year-round from the enclosed Florida room, perfect for relaxing or entertaining. The property also features a fenced backyard with mature landscaping and low-maintenance outdoor spaces. Residents of Lake Dexter Woods enjoy access to community amenities including a pool, boat ramp, and dock with access to Lake Dexter. Conveniently located near shopping, dining, medical facilities, and major roadways, this home offers both comfort and convenience in a sought-after location. This home has lots of updates! lighting, electrical panel and outlets, plumbing, 2021 Water heater, 2024 Roof, 2025 HVAC.

Listing is courtesy of: DILIGENCE LLC (727-400-5063)

Listing Agent: Malachi Gaddis (941-875-2111)

Remarks: Why buy new when this is BETTER than NEW? This immaculate and spacious home features 5 bedrooms, 3 baths, 2 car garage, a fenced backyard and a water view! What more could you ask for? It’s the perfect blend of comfort and affordability with a modern style. The home features an open concept living room, dining room and kitchen. Perfect for entertaining! The sellers have removed the standard Formica countertops in the kitchen and bathrooms and replaced them with a beautiful white Quartz! But that's not all, they also replaced the carpet on the stairs with a beautiful Red Oak wood, fenced in the backyard, updated the faucets, fixtures, and hardware throughout. They also added a shiplap accent wall in the upstairs loft and laundry room. There is one bedroom and one full bathroom located on the main floor ideal for guests or someone that can't climb stairs. Upstairs, you'll notice the versatile loft space that is currently being used as a home office but would also work as a playroom or 2nd living area. The generous primary suite with a huge walk in closet and en-suite bathroom, along with 3 additional bedrooms, a bathroom and the laundry room are also located upstairs. The fully fenced backyard provides privacy and is the perfect place to unwind and relax. Located in a desirable and quiet community close to dining, shopping, schools, entertainment, and major highways. Don't miss out on this beauty!

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

Listing Agent: Mindy Russo (863-812-1294)

Remarks: This Azure floor plan offers a welcoming formal entry and hallway. A spacious great room with kitchen is open to dining and family entertainment area that leads to a covered patio. Also included is a great sized primary bedroom with a primary bath and walk-in closet. Included features: 9"4' ceilings and 8' doors, 42' cabinets and white quartz counter tops in kitchen, ceramic tile throughout the wet and main living areas of the home. All bedrooms, family room, and covered lanai are prewired for ceiling fans. *Take advantage of special financing on quick move-in homes OR buy a to-be-built home and enjoy up to $20,000 in Flex Funds toward homes that can close in a timely manner! Options may vary by community, and offers are available on select homes on a first-come, first-served basis. Contact builder for more information!

Listing is courtesy of: AXEN REALTY, LLC (480-399-1218)

Listing Agent: Stephanie Morales, Llc (407-399-2055)

Remarks: Welcome to this beautifully maintained 4-bedroom, 2-bathroom home located in the desirable gated community of Terranova in Winter Haven. Offering approximately 1,960 square feet of living space, this residence features an open and functional floor plan designed for comfortable everyday living and entertaining. The spacious kitchen flows seamlessly into the main living areas, creating the perfect gathering space for family and friends. The primary suite provides a private retreat, while the screened lanai with a private spa offers the ideal place to relax and enjoy Florida living year-round. The beautifully landscaped backyard provides additional outdoor space for entertaining or unwinding. Conveniently located just 5 minutes from LEGOLAND Florida Resort and close to shopping, dining, hospitals, schools, and major roadways, this home offers the perfect combination of comfort, convenience, and location. The property is equipped with leased solar panels, which will be transferred to the buyer at closing, subject to the solar company's approval and transfer requirements. Schedule your private showing today and discover everything this exceptional home has

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Rosa Nieves (407-870-3125)

Remarks: PRICE REDUCED $15,000! Welcome to the Enclave at Cypresswood Golf & Country Club. Cypresswood is a Gated community featuring a 24-Hour Guard, 18 Hole Golf Course, Community Pool, Lighted Tennis Courts, Restaurant, and a Pub. This 2 Bedroom Villa is For Sale and Move-In Ready! The owners updated their Home in 2023, just 3 years ago, with Granite Countertops, Stainless Steel Appliances, and the Interior was Freshly Painted. Be sure to take time to enjoy the view from your Screened Porch. There are No Homes behind you, just open pastures, roaming cows, and trees. Very peaceful. The HOA fee also includes the Landscaping, Lawn Maintenance, Exterior Painting, and Roof (replaced in 2023) for your Villa. This Home allows you to relax and enjoy a game of Golf, take a swim in the Olympic Pool, or just enjoy the view from your Screened Porch. The Home is located close to Shopping (New Publix), Restaurants, Downtown, and Highway 27 which leads to Interstate 4 for Tampa and Orlando (Disney World). Come see what this home can offer you!

Listing is courtesy of: XCELLENCE REALTY, INC (866-595-6025)

Listing Agent: David Shippey (863-521-4517)

Remarks: 329 Lake Daisy Loop | NO HOA Welcome to this beautiful 3BR/2BA home in Lake Daisy Estates, offering over 1,500 sq. ft. of comfortable living space on a spacious corner lot—and best of all, NO HOA, giving buyers the freedom they want. This home features a bright formal living and dining area, a spacious kitchen with Frigidaire appliances, and a large family room with vaulted ceilings and a wood-burning fireplace. Sliding doors open to a generous enclosed patio, perfect for relaxing or entertaining. The master suite includes a walk-in closet, jetted tub, separate shower, double sinks, and private access to the patio. Additional highlights include: Marble flooring installed in 2025, New AC (2025), Roof replaced in 2017, Window shades installed in 2025, Indoor laundry room 2-car garage Located just minutes from Legoland (5 min), Walmart (4 min), shopping centers, restaurants, schools, and medical facilities. A fantastic opportunity in a prime location with no HOA—highly attractive for today’s buyers.

Listing is courtesy of: LA ROSA RTY WINTER GARDEN LLC (407-614-5158)

Listing Agent: Jasmin Vargas (407-747-2367)

Remarks: Welcome to the next exciting chapter of your life in Lake Ashton, Central Florida’s premier 55+ active-adult community, where this delightful, remarkably private, and fully updated 3-bedroom, 2-bath home awaits your arrival. To the west lies a forested nature preserve that circles to the north and then east, providing absolute privacy on two sides of the oversized lot and creating a serene, natural backdrop to everyday living. The exterior of the house was freshly painted in 2025, and the roof was replaced on December 29, 2022, offering both beauty and peace of mind. As you approach the home, you will immediately notice the greatly expanded paver driveway and the inviting front screened enclosure at the entryway. The home’s gorgeous front door with sidelights offers a gracious welcome and sets the tone for what awaits inside. Stepping through the entry, you will appreciate the lovely porcelain tile flooring, the tasteful paint color palette, chair railing in the dining area, and elegant crown molding that adds a refined touch throughout. Three solar tubes provide abundant natural light, creating a bright and cheerful interior. The kitchen has been thoughtfully updated with all appliances replaced, including a new refrigerator installed in April 2026. The kitchen floor is marble, and all counters are granite, combining durability with timeless style. The second bedroom hosts a Murphey bed. Extending the living space is the impressive 10’ by 26’ tiled veranda, which is fully enclosed and air conditioned, providing comfortable additional living space year-round. Just outside the veranda, a 14’ by 26’ screened and pavered enclosure offers the perfect setting for entertaining guests or simply relaxing while enjoying the peaceful, natural surroundings and the soothing sounds of nature. Residents of Lake Ashton enjoy unmatched amenities, including two championship 18-hole golf courses, a 26,000-square-foot clubhouse, a state-of-the-art health and fitness center, both indoor and outdoor swimming pools, a movie theater, pickleball courts, a bowling alley, and so much more, creating an active and fulfilling lifestyle. This exceptional property offers the perfect blend of comfort, convenience, and community. Schedule your private showing today and experience the very best of Florida living.

Listing is courtesy of: GLOBAL LIFESTYLE LLC (727-455-2709)

Listing Agent: Brad Kirwan (863-280-0390)

Remarks: Don't miss out on this opportunity to reside in a home located on the WEST golf course in Lake Ashton. FURNITURE AVAILABLE! GOLF CART INCLUDED! WASHER/DRYER INCLUDED! This Callaway Floor plan with NEW A/C (December 2025) is a "Green" home with 2 Bedrooms, 2 Baths, Plus a FLEX ROOM. This home has over 1,660 sq. ft. of living space. Located on the 17th Fairway of the West Golf Course in Lake Ashton, a guard-gated Florida 55+ community, this home offers a Split Plan. The kitchen package features a spacious dinette area, granite counter tops, stainless steel appliances, 42" cabinets and breakfast bar. The foyer with high ceiling is welcoming and is a passage to the laundry room and 2nd bedroom. The laundry room is directly to your left and to your right is a hallway with 2 linen closets that leads to the 2nd bedroom and Guest Bath. The laundry room is accessible from the foyer and the garage. The living room, kitchen and dinette are centrally located in this home- OPEN & SPACIOUS. The Den/Office is directly off the living room and is currently being used as a bedroom. There are triple sliders in the living room that separate the screened and covered lanai with tile floor. The primary suite with large walk in closet includes a master bath with dual sinks and a comfort height vanity, walk in shower and separate water closet with window. Other upgrades in this home include tile flooring in the Living Areas (Bedrooms are carpeted), water softener, ceiling fans, screened entryway, automatic screen on the garage door. Lake Ashton offers a Main Clubhouse with a theater, bowling lanes, card, craft and billiard rooms, fitness center, restaurant (Charm City), and outdoor heated pool. Residents also enjoy tennis courts, shuffleboard courts, Bocce and planned activities in the community. There is a Health and Fitness Center with an indoor heated lap pool, 1/2 basketball, indoor racquetball, pickle ball courts and MORE... Make an appointment to tour this home and Lake Ashton TODAY!

Listing is courtesy of: LAKE ASHTON REALTY INC. (863-221-5970)

Listing Agent: Lori Raath (863-409-6899)

Remarks: Under contract-accepting backup offers. MOTIVATED SELLERS...OPPORTUNITY KNOCKS ON THIS SPACIOUS & AFFORDABLE 3 Bedroom/2 Bath Home in the heart of SE Winter Haven located in Lake Daisy Estates is ready for you & your family!!! NO HOA or CDD in this established neighborhood that is within 3 miles of LEGOLAND and close to multiple restaurants, shopping, & parks. The natural light fills each room of the home. Open floor plan with split bedrooms. You'll love the large open backyard that is fully fenced. Newer roof (2023). Schedule a tour today!!!

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

Listing Agent: Cheryl Brewer (863-224-0045)

Remarks: One or more photo(s) has been virtually staged. Experience modern Florida living in this recent construction 2024 build, located in the serene Peace Creek Reserve community of Winter Haven. Perfectly suited for a first time homebuyer or anyone looking to transition into a more manageable, contemporary space, this haven offers both style and convenience. The home’s curb appeal is defined by its clean, modern lines and manicured landscaping. Situated on a quiet street, this property provides a retreat from the hustle and bustle. The backyard offers a blank canvas, perfect for weekend gardening or creating your own outdoor sanctuary. Step inside to find an expansive main living area where the kitchen, dining, and family rooms flow together seamlessly. The vaulted ceilings and tile flooring create an airy atmosphere that feels much larger than its footprint. The windows invite natural light to bounce off the walls, enhancing the bright and inviting feel of the home. The modern kitchen is a chef’s delight, featuring a large peninsula with breakfast bar seating, solid surface countertops, and sleek stainless steel appliances. Whether you are hosting a dinner party in the adjacent dining area or keeping an eye on the family while preparing a meal, this open layout ensures you are always part of the conversation. The home features three well appointed bedrooms designed for rest and relaxation. The primary suite offers direct access to the backyard and a spacious walk in closet. It shares a stylishly updated bathroom with the hallway, which features a modern glass enclosed shower with elegant tile work and a spacious vanity. A second bedroom also includes a walk in closet, providing ample storage. For added convenience, the home is equipped with a dedicated laundry closet complete with a stackable washer and dryer, as well as an attached one car garage. Residents of Peace Creek Reserve enjoy premium community amenities, including a sparkling resort style pool and a vibrant playground, along with picnic areas. Beyond the community gates, you are in the heart of the "Chain of Lakes" city. You’ll be just minutes away from world class attractions like LEGOLAND Florida Resort and the Peppa Pig Theme Park. Outdoor enthusiasts will love the proximity to over 26 linked lakes, perfect for boating, fishing, and kayaking. Commuting is a breeze with easy access to highway 27 and I-4, placing you just 30 miles from the magic of Walt Disney World. Experience every detail of this modern turn-key home through the immersive 3D virtual tour, and schedule your private showing today!

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)

Listing Agent: Joel Marrero (407-883-1515)

Remarks: Spacious 2-bedroom, 2-bath upper corner condo in the Barcelona Building of Orchid Springs, an all-ages community. This desirable end unit offers natural light and views from three sides, plus added privacy with minimal foot traffic. Recent updates include luxury vinyl plank flooring throughout, smooth ceilings, neutral zero-VOC paint, and A/C maintenance completed in May 2026. The updated kitchen features 17 cabinets, 10 drawers, and a pantry, while the spacious primary suite offers a walk-in closet and en-suite bath. Assigned parking is located just below the unit. The monthly HOA fee of $312.69 covers exterior maintenance, grounds care, water, sewer, trash, gas service, pest control, common laundry facilities, and capital reserves. Conveniently located near LEGOLAND Florida and between Orlando and Tampa, with easy access to Winter Haven's renowned Chain of Lakes.

Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)

Listing Agent: Melissa Witter (863-206-8744)

Remarks: Under contract-accepting backup offers. It's all about Location! Nestled in between Lake Roy and Lake Summit! Welcome home! The living room and dining area wrap around the kitchen. New Island with breakfast bar that sits 6! The eat in nook area and doors to step out to the screened room and shady backyard, a perfect spot for reading, napping and relaxing. The Primary bedroom is of nice size and the two additional bedrooms are down the hall and have ample closet space. The Inside Utility has access to the side breezeway and the garage. Endless possibilities! Need a seasonal home instead of renting or investment property? This is it! This home's location can’t be beat in the beautiful center of Winter Haven known for the Chain of Lakes for fishing, boating and water sports, Legoland, Shopping, Dining in beautiful Winter Haven. Easy commute to Central Florida Attractions! Call today for more details and showing!

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

Listing Agent: Tina Heim, Pa (863-370-1786)

Remarks: Welcome to this beautifully maintained 2 Bedroom 2 Bath home offering the perfect blend of comfort, style, and functionality. From the moment you arrive, you’ll appreciate the inviting curb appeal and thoughtfully designed layout. Inside, you’ll find spacious living areas filled with natural light & generously sized bedrooms designed for everyday living and entertaining alike. Step outside and discover one of this home’s standout features — a fully equipped 1,500 sqft man cave/workshop in the backyard complete with its own powerful 5-ton A/C unit, and full bath making it the perfect space for entertaining, hobbies, a game room, home gym, or additional workspace year-round. Or a possible income opportunity! Conveniently located near shopping, dining, schools, and major roadways, this home combines peaceful living with everyday convenience. Whether you’re a first-time buyer, growing family, or looking for your next investment opportunity, this property is one you won’t want to miss. Schedule your private showing today!

Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)

Listing Agent: Candice Knoll (863-608-5114)

Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 3-bedroom, 2-bathroom home located in the desirable Winter Haven area! This move-in ready property offers a perfect blend of comfort, style, and modern updates throughout. From the moment you step inside, you’ll notice the upgraded accent wall paneling featured in the foyer, dining room, and spacious primary bedroom, adding warmth and custom character to the home. The dining room and foyer have also been enhanced with updated light fixtures that provide a fresh, elegant touch. Pride of ownership is evident throughout, as this home has been exceptionally well maintained and cared for. With inviting living spaces, a functional layout, and tasteful upgrades, this home is ideal for both relaxing and entertaining. Conveniently located near shopping, dining, schools, and major roadways, this property combines comfort and convenience in one attractive package. Don’t miss your opportunity to own this charming Winter Haven home — schedule your private showing today!

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

Listing Agent: Matt Everett (231-563-3176)

Remarks: Under Construction. This single history home features 4 bedrooms and 3 baths. This Home begins with a two-story foyer opening up to the spacious first floor living spaces. The kitchen shines with abundant counter space and an island perfect for entertaining, Upstairs, you will find all four bedrooms and the designated laundry room. CUSTOM EXTERIOR includes 30-year mildew resistant dimensional shingles Cementitious masonry finish walls & gables, Termite treated with Bora care-renewable after 1st year Designer paint schemes Two convenient garden hose bibs, Dead bolt locks on all exterior doors, Low maintenance aluminum fascia and vinyl soffit Professionally landscaped yards, two exterior weatherproof electrical outlets, Insulated, fiberglass front & rear doors, Decorative coach lights on garage and front entry. EXCEPTIONAL INTERIOR includes Stain resistant designer carpet, Recessed LED lighting in kitchen & family room, Level 1 tile standard in kitchen, laundry, foyer, and bathrooms Prewire for ceiling fan and 4 LED discs in family room, Pre-wiring for ceiling fans in all bedrooms with dual switches LED Disc, with rocker switches in all bedrooms, Doorbell chimes and protective smoke detectors Knock down texture on all interior walls and ceiling, Generous walk in closets with ventilated shelving,6 TV/Cable jacks or phone jacks, Vaulted ceilings, Wood Window Sills Brushed nickel hinges, fixtures and door knobs Indoor laundry room, Upgraded 5 1/4 baseboards throughout,5 panel smooth finish interior doors with brushed nickel, lever door handles, Garage door opener prewire, Two tone Interior paint package 220-volt dryer outlet Custom cased openings, GOURMET KITCHEN includes Designer recessed lighting Custom wood cabinets with adjustable shelves Included 36” upper cabinets with crown molding and custom bump out Stainless steel double bowl sink. Single lever brushed nickel faucet with pull out sprayer, Energy efficient multi-cycle dishwasher, Smooth top stove with self-cleaning feature, Space saver microwave above the range, Ice maker connection Spacious pantry with ventilated shelving. LUXURY BATH AREA includes Easy care garden tub/shower combination in master bath, Elongated toilets, Pull out drawers in most cabinets, Dual rectangle sinks, Upgraded brushed nickel faucets ENERGY EFFICIENCY includes Double pane insulated windows with tilt-in sash for easy cleaning, Energy efficient Whirlpool appliance package,R-38 ceiling insulation, Continuous soffit attic ventilation, Off ridge roof ventilation,15 SEER Heat Pump with digital thermostat Low volume flush toilets CONSTRUCTION QUALITY includes Interior wood studs 16” on center, Professionally engineered roof truss system, Fiber reinforced concrete slabs with vapor barrier 200 AMP service, Engineered to meet or exceed all wind codes 50-gallon water heater, Finished garage interiors Concrete, block construction ,Tax built-in pest control system(tubes in wall) This community is only a short, 10-minute drive to downtown and less than 5 minutes to shopping, schools, and more! Winter Haven is perfectly situated in the middle of Tampa and Orlando, each of which is only an hour's drive away. Villa Mar is perfect for those seeking vacation amenities alongside neighborhood conveniences. Winter Haven is home to Legoland Florida, Willowbrook Golf Course, and Auburndale Speedway. Within Villa Mar itself, there will be many amenities to suit whatever stage of life your family is in.

Listing is courtesy of: ADAMS HOMES REALTY (863-619-8120)

Listing Agent: Claudia Gutierrez Alvarez (602-800-4341)

Remarks: Under contract-accepting backup offers. Better than new! Completely Remodeled! This 3 bedroom 2 bath home has been completely remodeled, to include a new a/c, new water heater, a beautiful new kitchen, new flooring, new lights & fixtures, and new paint, and the roof was replaced in 2023.

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

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

Remarks: Like-new 2022-built home on a desirable corner lot in the heart of 33884, located in a community loaded with amenities! This beautifully maintained 3-bedroom, 2-bath home offers modern living with an open, functional layout and split floorplan. A standout feature is the upgraded enclosed patio/all-seasons room, complete with windows and screens—perfect for relaxing year-round, entertaining guests, or enjoying Florida living without the bugs. The home shows like new and offers peace of mind with newer construction, while the community amenities add incredible value and lifestyle appeal. Conveniently located near shopping, dining, and everything Winter Haven has to offer. Move-in ready and priced to sell—don’t miss this one!

Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)

Listing Agent: Katherine Montana - De Jesus (863-508-3000)

Remarks: Welcome to this meticulously maintained 3-bedroom, 2-bath pool home located in the highly sought-after 24-hour guard-gated Cypresswood Golf and Country Club community of Winter Haven. Thoughtfully designed with a desirable split-bedroom floorplan, this residence offers both privacy and functionality for everyday living and entertaining. Plus, seller is currently in the process of installing a NEW ROOF! Step inside to find beautiful hardwood and tile flooring throughout, creating a warm yet low-maintenance living environment. The spacious primary suite serves as a private retreat, complete with direct access to the screen-enclosed pool deck — perfect for enjoying your morning coffee or an evening swim under the stars. The heart of the home flows seamlessly into a dedicated dining area, with an exciting bonus room just beyond featuring a fun wet bar — ideal for hosting gatherings, game nights, or creating your own lounge space. Two additional bedrooms are situated on the opposite side of the home, providing comfort and privacy for family or guests. Outdoors, the screened pool deck offers the perfect space for relaxing or entertaining year-round. The garage includes a dedicated workshop area, making it ideal for hobbyists, DIY enthusiasts, or extra storage needs. Beyond the home itself, residents enjoy an exceptional lifestyle within this premier community, featuring a championship 18-hole golf course, community pool, fitness center, clubhouse, on-site restaurant, and pro shop. Exciting new amenities are on the way, including lighted tennis courts, pickleball, and basketball courts — offering something for everyone. Whether you’re raising a family, welcoming visiting guests, or enjoying a seasonal escape, this home offers the space, setting, and lifestyle to fit every chapter. The Cypresswood community is minutes from Highway 27 and the I-4 corridor, Winter Haven's very own Legoland Florida Resort, the Polk Parkway, and in the center of a thriving community with many convenient grocery, restaurant, shopping, and commuting options for travel in less than an hour from Disney World and other Orlando attractions, the Orlando and Tampa International Airports, and the gulf-side beaches of Tampa/St. Pete! This is more than just a home — it’s a lifestyle. Schedule your private showing today!

Listing is courtesy of: JOHN WOOD REALTY, INC. (863-324-9663)

Listing Agent: Kayly Malinas, Pa (863-258-1426)

Remarks: Short Sale. Welcome to this beautiful Winter Haven home! Villamar This property offers a spacious layout, abundant natural light, and comfortable living areas ideal for everyday living and entertaining. The backyard provides great outdoor potential. Conveniently located near shopping, dining, schools, and major highways. Short Sale opportunity — perfect for buyers looking for value and investment potential.

Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)

Listing Agent: Yoja Mirabal (407-543-7789)