Homes For Sale in Winter Haven 33880 - 250 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 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: PRICE REDUCTION – NOW $203,000! MOVE-IN READY & FULLY RENOVATED! Don't miss your opportunity to own this beautifully renovated 2-bedroom, 2.5-bathroom townhouse in Park Lake! This exceptional price improvement makes this one of the best values in the area for a fully updated, move-in-ready home. Completely remodeled from top to bottom, this townhouse offers modern finishes, quality upgrades, and worry-free living. Recent improvements include: All 3 bathrooms fully renovated with new vanities and modern finishes Brand-new kitchen featuring stainless steel appliances, including refrigerator, gas range, range hood, microwave, new sink, and faucet New A/C system and new gas water heater, Fresh interior paint throughout, including walls, doors, and closets, New vertical and window blinds, New ceiling fans with remote controls and updated light fixtures throughout the home, balcony, and lanai, Freshly painted garage floor, Washer and dryer included. The spacious and light-filled living area opens to an extra-large screened lanai, perfect for entertaining, relaxing, or enjoying Florida's beautiful weather. Upstairs, both oversized bedrooms feature private en-suite bathrooms, while the primary suite also offers its own private screened balcony. Prime Winter Haven Location! Enjoy living in one of Winter Haven's most desirable communities with convenient access to shopping, dining, recreation, and exciting future growth: Located next to the new collegiate baseball stadium and parks project, bringing approximately $60 million in investment and development to the area, Direct access to Lake Lulu, part of the renowned Chain of 22 Lakes, offering boating, fishing, and waterfront recreation, Walking distance to popular restaurants and shopping including Starbucks, Chick-fil-A, Panera Bread, Outback Steakhouse, and Red Lobster, Just steps from the Rowdy Gaines Olympic Pool and Advent Fieldhouse, Whether you're a first-time homebuyer, seasonal resident, investor, or looking for the perfect Florida retreat, this home offers outstanding value, location, and upgrades. All the major improvements have already been completed—simply move in and enjoy. Schedule your private showing today and take advantage of this significant price reduction before it's gone!

Listing is courtesy of: HIGDON HOMES REALTY LLC (863-209-2543)

Listing Agent: Fatma Higdon (863-209-5243)

Remarks: Condo located in Winter Haven FL, the Water Ski Capital of the World and only 6 minutes from Legoland! Ground-floor, furnished condo in Sandy Cove, a lakefront community on the beautiful Winter Haven Chain of Lakes. This furnished 2-bedroom, 1-bath unit offers low-maintenance living that’s ideal for full-time residents, seasonal owners, retirees, or anyone seeking a convenient Florida lifestyle. The layout offers comfortable living with a spacious great room featuring laminate flooring, a ceiling fan, and sliding doors leading to the enclosed Florida room. The adjacent dining space is cozy and ideal for entertaining or quiet nights in. The kitchen is complete with quartz countertops, included appliances, and a stackable washer and dryer. The unit also features double-pane windows for improved energy efficiency, comfort, and noise reduction. The primary bedroom is generously sized and features a ceiling fan, walk-in closet, and direct access to the bathroom. The guest bedroom is also comfortably sized with a built-in closet, ceiling fan, and en-suite-style bathroom access. The bathroom has been updated with an upgraded vanity, solid-surface countertop, and walk-in shower. Enjoy outdoor living from the enclosed Florida room with screens and vinyl windows, perfect for relaxing or entertaining year-round. This ground-floor unit is ideally positioned just steps from the community clubhouse, grill area, and heated pool maintained at approximately 85 degrees for year-round enjoyment. Sandy Cove also offers a community dock on Lake Lulu, one of twenty+ lakes on the Winter Haven Chain, providing a peaceful setting to unwind, enjoy waterfront views, and take in beautiful Florida sunsets. Residents enjoy the relaxed lifestyle that makes Winter Haven so desirable, including boating, fishing, lakeside dining, golf courses, walking paths, and year-round community events. Conveniently located near everyday essentials and recreation, the condo is just minutes from Publix Super Markets, CVS Pharmacy, restaurants, banks, medical offices, and Walmart shopping. Nearby public boat access on Lake Summit makes it easy to enjoy the Chain of Lakes lifestyle, while several local golf courses are only a short drive away. The location also provides convenient access to both Orlando and ,making this an excellent choice for easy, low-maintenance Central Florida living.

Listing is courtesy of: THE STONES REAL ESTATE FIRM (863-412-2080)

Listing Agent: Michael Stone (863-412-9733)

Remarks: Looking for space, character, and the opportunity to add value? This long-time family home, lovingly owned since 1973, offers over 1,600 square feet and is located in desirable Northwest Winter Haven, just one block from a public park and only minutes from a neighborhood boat ramp with access to Lake Howard and the Winter Haven Chain of Lakes. Several updates have already been completed on one side of the home, including improvements to the kitchen and main bathroom, allowing buyers to move in and enjoy while completing additional projects over time. The half bath, den, workshop, and patio area provide excellent opportunities to customize and build equity. Whether you're a homeowner with a vision or an investor seeking a property with renovation potential, this home offers flexibility and room for creativity. The spacious floor plan includes a large den with built-in shelving, a generous workshop, and a sizable patio area, all situated on a .23-acre lot. With no HOA and endless possibilities, this property is ideal for buyers looking to create a personalized residence, multi-purpose living space, or investment opportunity. Cash or Renovation Loan financing makes this a fantastic option for those seeking value, space, and the chance to make a property their own while enjoying everything Winter Haven's Chain of Lakes lifestyle has to offer.

Listing is courtesy of: CROSBY & ASSOCIATES, INC. (863-293-5600)

Listing Agent: Kimberly Davis (850-625-8855)

Remarks: Welcome to your perfect slice of Florida living! This solid concrete block home combines durability, comfort, and modern updates - making it an exceptional opportunity whether you're searching for your next residence or an investment property. Step inside to discover brand-new vinyl plank flooring that flows beautifully throughout, complemented by newer stainless steel appliances that bring a fresh, modern feel to the home. Major systems have already been taken care of for you, including a 2022 HVAC system and 2022 water heater, plus a metal roof installed in 2012 for long-term peace of mind. Outside, enjoy a fully fenced yard - perfect for pets, entertaining, or simply relaxing under the canopy of mature shade trees. The carport and additional parking pad provide plenty of space for vehicles, guests, or even a boat. Nestled in an established neighborhood, this home offers the rare advantage of NO HOA or CDD fees, giving you both freedom and affordability. You'll love the convenient location - just minutes from lakes, parks, shopping, and vibrant downtown Winter Haven. Whether you're looking to settle in or invest, this property checks all the boxes. Don't miss your chance to own this move-in-ready gem - schedule your private showing today before it's gone!

Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)

Listing Agent: John Evans (813-992-3483)

Remarks: Welcome to easy lakefront living in the highly desirable Sandy Cove community on the Winter Haven Chain of Lakes! This beautiful 2nd floor condo offers low-maintenance living perfect for a full-time residence, seasonal retreat, or investment opportunity. This 2-bedroom, 1-bath condo features a bright and functional layout with comfortable living and dining spaces designed for everyday living and relaxing. The remodeled bathroom adds a fresh, modern touch, while the fully furnished interior makes this property truly move-in ready. Enjoy peaceful mornings and beautiful sunsets just steps from the water. Sandy Cove offers fantastic community amenities including a pool, clubhouse, dock, and fishing pier, creating the perfect Florida lifestyle. Conveniently located near shopping, dining, medical facilities, and all that Winter Haven has to offer.

Listing is courtesy of: WHITMORE PROPERTIES (863-439-7201)

Listing Agent: Samantha Whitmore (863-241-1696)

Remarks: BACK ON MARKET!! Welcome to the lakefront community of Edgewater Manor! Come see this awesome custom built 2017 4 bed 3 bath corner lot (1/3 ac.) home with fenced backyard! Located just off Cypress Gardens Blvd., this bright, open floorplan includes combo living and dining area, an office, and a spacious kitchen with white wood cabinets and grey granite counter tops, stainless steel appliances, gas stove, and eat-in area. There is a large family room off the kitchen, crown molding throughout the home, vinyl fencing, and much more, including: gas tankless WH, vinyl planking floor everywhere but bedrooms, plantation shutters, double pane low E windows, a screened lanai. There is even a plug for an electric car built into garage wall, and a shallow well for lawn irrigation. Plus, close to Legoland, restaurants, shopping, and the chain of lakes. A great find!

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

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

Remarks: Under contract-accepting backup offers. Excellent investment opportunity in the heart of Winter Haven! This fully occupied 4-unit multifamily property features four individual 1-bedroom, 1-bath units, each equipped with a kitchen and appliances, providing immediate income from day one. Ideally located just minutes from Downtown Winter Haven, this property offers convenient access to restaurants, shopping, medical facilities, parks, entertainment, and major roadways. Situated in an established neighborhood with ample parking, no HOA, and no CDD fees, this property presents an attractive opportunity for both seasoned and first-time investors. All four units are currently leased, offering stable cash flow, with one unit currently rented at $1,100 per month. Tenants are responsible for their own utilities, while the owner maintains the lawn at an approximate cost of $100 per month. Investors will appreciate the flexibility and potential this property provides, whether maintaining the current operation or making future improvements to enhance value. With its prime location, strong rental demand, and proximity to downtown amenities, this turnkey income-producing property is an excellent addition to any investment portfolio.

Listing is courtesy of: MAZELG REALTY (863-399-0226)

Listing Agent: Mary Sorrell (765-434-1802)

Remarks: Charming and well-maintained home in Winter Haven featuring gorgeous wood flooring throughout the main living areas and porcelain ceramic tile in the kitchen. The beautifully updated kitchen features stainless steel appliances, a gas stove, soft-close cabinets, and ceramic tile flooring, offering both style and functionality. The front enclosed sunroom is filled with beautiful natural morning light through surrounding windows, creating the perfect space to relax, enjoy your coffee, or unwind throughout the day. Conveniently located near several beautiful lakes; including Lake Howard, this property offers the best of Florida living while being situated in a FEMA-designated dry zone outside of the flood area for added peace of mind. Enjoy major energy savings with the fully paid-off solar panel system already in place, helping keep electric bills low for the new owner. Additional updates include a newer roof and AC system, along with a full-house gas generator capable of powering the entire home during storms or outages with the flip of a switch. The spacious backyard workshop provides ample room for tools, hobbies, storage, or workspace needs. Conveniently located near shopping, dining, parks, and recreational opportunities, this property is ideal for buyers seeking comfort, efficiency, preparedness, and functionality all in one. Schedule your private showing today!

Listing is courtesy of: SOUTHERN PINE REALTY GROUP, LLC (813-525-7313)

Listing Agent: Elda Romero (813-957-1212)

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: Beautifully Maintained Home in Winter Haven! This stunning property shows just like a model home! The owners have kept it immaculately maintained and spotlessly clean. Built in 2023, everything is practically brand new, offering true peace of mind. This 4 bedroom 2.5 bath home has an Open-Concept Living area, Kitchen and Dinning that are perfect for everyday living and entertaining. Modern Kitchen: Features up-to-date finishes, including beautiful granite countertops and durable tile flooring. Move-In Ready: All appliances, including the washer and dryer, stay with the home! Brinks home security system for added peace of mind. All bedrooms and laundry including the spacious primary suite, are conveniently located upstairs. The primary bedroom floods with natural light and features a beautiful en-suite bathroom with a walk-in shower and a generous walk-in closet. Situated on a large corner lot, the backyard is completely fenced-in and features a double gate for easy access. The Lanai is ideal for hosting family and friends for a cookout. Best of all, this community has NO CDD and a low HOA fee! Prime Location Located in a highly desirable area of Winter Haven, you'll be just minutes away from the new Target, excellent shopping, dining, and LEGOLAND! Priced to move, Welcome Home!

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

Listing Agent: Rose Cayson (863-559-4360)

Remarks: Welcome home! Located in the heart of Winter Haven, this BEAUTIFULLY RENOVATED POOL HOME offers the perfect blend of comfort, style, and outdoor living at an incredible value. Featuring 3 spacious bedrooms and 2 bathrooms, this move in ready home was thoughtfully designed for both everyday living and entertaining .Step inside and immediately fall in love with the STUNNING FULLY RENOVATED MODERN KITCHEN featuring newer stainless appliances, all-new cabinetry, gorgeous granite countertops, and a custom coffee bar perfect for your morning routine. The OPEN CONCEPT FLOORPLAN creates a bright and inviting atmosphere with seamless flow between the kitchen, dining, and living spaces, making this home ideal for hosting family and friends. Additional interior upgrades include NEW TILE FLOORING THROUGHOUT, fresh interior paint, and beautifully remodeled bathrooms complete with updated vanities and toilets. Every detail has been thoughtfully updated to provide a clean, modern, and stylish feel throughout the entire residence. Outside, your PRIVATE BACKYARD OASIS awaits! The stunning pool and spa, installed in 2025, features all equipment still under warranty, creating a worry free opportunity for the next owner. Enjoy relaxing or entertaining year-round on the EXTRA LARGE SCREENED IN LANAI featuring new double insulated roof panels, three oversized ceiling fans, installed power access, and a mounted TV bracket ready for game days or outdoor movie nights. The FULLY FENCED BACKYARD with privacy fencing provides the perfect space for pets, family gatherings, or simply relaxing in peace and tranquility. Located in a quiet and desirable community with a LOW ANNUAL HOA, this home truly checks all the boxes whether you are looking for your first home, a vacation retreat, or the perfect place to entertain. Schedule your private showing today!

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

Listing Agent: Eli Medina (863-797-5183)

Remarks: Under contract-accepting backup offers. MAKE YOUR APPOINTMENT NOW TO VIEW THIS WELL-MAINTAINED & UPDATED HOME . THIS IS A THREE BEDROOM, TWO BATH HOME. THE KITCHEN AND BOTH BATHS HAVE BEEN UPDATED. LAMINATE AND TILE IS THROUGHOUT THE RESIDENCE. THE KITCHEN BOASTS WOOD CABINETRY, GRANITE COUNTER TOPS AND STAINLESS STEEL APPLIANCES. THE LIVING ROOM IS LARGE WITH A BEAMED VAULTED CEILING AND DOUBLE FRENCH DOORS THAT LEAD TO THE SCREENED REAR PORCH. THE PRIMARY BEDROOM HAS A HUGE ENSUITE BATH WITH LOADS OF STORAGE. THERE ARE BEAUTIFUL SHUTTERS ON ALL THE WINDOWS FOR THE NEW OWNERS. THE ROOF WAS DONE IN 2025. THE EXTERIOR OF THE HOME WAS PAINTED IN 2025 AND A NEW A/C WAS INSTALLED IN 2018. THERE IS A LARGE SOLAR HOT WATER HEATER--PANELS HAVE BEEN " PAID OFF " BY THE SELLERS. THE REAR YARD IS FENCED AND HAS A LARGE (13X11) AIR CONDITIONED SHED THAT CAN BE AN OFFICE, RETREAT, EXTRA TV ROOM, MAN CAVE OR SHE SHED--WHATEVER YOU WANT. NO HOA.

Listing is courtesy of: QUINN & COMPANY REALTORS, LLC (863-412-2287)

Listing Agent: Brenda J Quinn (863-412-2287)

Remarks: Welcome to this well-maintained 2-bedroom, 2-bath home located in a desirable 55+ community in Winter Haven! Situated on a spacious corner lot, this home features engineered hardwood flooring throughout the entire home, creating a warm and cohesive feel. Major updates include a 2025 roof and 2020 water heater, offering peace of mind for the new owner. Enjoy comfortable living with a functional layout, abundant natural light, and low-maintenance living in a quiet established community. Conveniently located near shopping, dining, medical facilities, and local attractions. Don’t miss this opportunity to own a move-in ready home in a great location!

Listing is courtesy of: LA ROSA REALTY ORLANDO LLC (407-288-8201)

Listing Agent: Moire Mckibbin (407-361-1139)

Remarks: Discover this beautifully remodeled home located in the desirable Jan Phyl Village community. This property offers the perfect combination of comfort, functionality, and space to enjoy Florida living. The home features 3 bedrooms, 2 bathrooms, a cozy wood-burning fireplace, and a versatile bonus room that can be adapted to fit a variety of needs. The interior provides a warm and inviting atmosphere filled with natural light. Step outside to enjoy a private pool and a fully fenced backyard, ideal for entertaining, relaxing, or enjoying the Florida sunshine. The property includes two lots, offering added privacy and flexibility for future possibilities. Conveniently located near shopping, dining, entertainment, and everyday conveniences. With no HOA restrictions, this property offers greater flexibility for both homeowners and investors. A wonderful opportunity to own a move-in-ready home in a prime Winter Haven location.

Listing is courtesy of: SERHANT (786-296-8626)

Listing Agent: Julimar Barreiro Pastrana (407-590-8604)

Remarks: NEW PRICE POINT! CHAIN OF LAKES THREE BEDROOM TOWNHOME ON LAKE LULU!!! Beautiful lakefront views & wildlife abound at this low-maintenance home on the water that has been updated, remodeled & ready to move in! You'll enjoy the open floor plan with modern, updated kitchen, stainless appliances and Corian countertops, spacious living area & downstairs powder room. French doors open to a tiled & screened lakefront lanai, and the sunsets are absolutely breathtaking from the back yard! Enjoy fishing, grilling or take your boat out for a cruise after a "dip" in the lakefront community pool. The townhome features a large private primary bedroom with an en-suite bath and lakefront balcony that offers incredible water views. There are two additional bedrooms & the guest bath is located on the second floor. There is an attached one-car garage, and the community offers additional fee-based recreational vehicle parking. Location, location! This gem is centrally located, and you can walk to local restaurants & Publix, and it's close to medical and a vibrant downtown Winter Haven area where you can enjoy the local farmers market, night life and great dining. This property is a slice of "Lakefront Paradise"! Call today to see this rare property!

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

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

Remarks: Under contract-accepting backup offers. UPDATED condo. NEW Bathroom Vanity & fresh Paint throughout. Price Improvement & Great opportunity to add your personal style to this 2 bedroom 2 full bath condo in Park Lake. Located on the 2nd floor close to the elevator with tremendous rental returns. Luxury Vinyl flooring in main living area & primary bedroom. Gas range & Water Heater. Ceiling fans throughout...Roof 2021...Washer/Dryer included with private laundry closet. NEW Dishwasher & Gas Stove just installed. NEW 5T 14 Seer AC just installed. Wet Bar...Terrific view from the back of the newly renovated baseball complex. Walking distance to restaurants & NEWLY RENOVATED BASEBALL COMPLEX. View of Lake Lulu with lake access for fishing off the dock. Primary bedroom offers a walk-in closet & natural light. This building offers an elevator & stairs as well as 1 dedicated parking space. Priced to sell & Perfect for Snowbird or Investor!

Listing is courtesy of: FOLIO REALTY LLC (407-917-0241)

Listing Agent: Dora Siler (407-493-4959)

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)