Homes For Sale in Winter Haven 33881 - 248 homes

Remarks: This beautifully maintained **DELUXE UNIT** is move-in ready and offers everything you’ve been searching for—located in a desirable **55+ community**, perfect for comfortable and peaceful living! What sets this unit apart is its **private in-unit laundry room**, a rare and valuable upgrade compared to other units in the community—adding both convenience and functionality. Enjoy improved energy efficiency with newly installed solar window tint on all windows, along with recently added vertical blinds. The plumbing has been upgraded, providing added peace of mind. Inside, you’ll find a stunning built-in bookcase and shelving system, perfect for organization and style. Relax and take in the views from both the screened front and back porches—ideal for morning coffee or evening unwinding. All appliances are included for your convenience: washer, dryer, refrigerator, dishwasher, stove/range, and microwave. The bathroom has been tastefully updated with a new toilet and vanity. Additional features include one assigned covered parking space under the carport and a private 4x8 storage unit located on the same floor. The condo association fee covers water and garbage, adding even more value to this exceptional home.

Listing is courtesy of: CENTRIC REALTY SERVICES LLC (407-421-9391)

Listing Agent: Jean Julme (321-280-0658)

Remarks: Cozy 3-Bed, 3-Bath Home Near Downtown Winter Haven Welcome to your next chapter in the heart of Winter Haven. This warm and inviting 3-bedroom, 3-bathroom home offers the perfect blend of comfort, convenience, and Florida charm. Just minutes from downtown, you’ll enjoy easy access to local shops, dining, parks, and community events while still coming home to a peaceful, cozy retreat. Step inside to discover a spacious layout designed for both relaxation and connection. Whether you’re hosting gatherings or enjoying quiet evenings in, this home offers plenty of room for your family to grow and make memories. One of the standout perks of this location is the proximity to beautiful Lake Silver. Spend your weekends enjoying water sports, lakeside strolls, or taking in the festive fireworks that light up the sky throughout the year. It’s a lifestyle that blends everyday comfort with a touch of lakeside magic. This home is ready to welcome its new family with open arms—and plenty of space.

Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)

Listing Agent: Vanessa Marshall (321-377-3606)

Remarks: The property is in the process of being split (Lot Split) there is a vacant separate lot to the left of the house. The asking price for the current home is $260,000. Buyer can make offer on the vacant lot, the entire parcel priced at $360,000. This home offers great potential, Completely Rehab, top-bottom, Roof (2025) All Interior & Exterior updated, new appliances. Cozy interior features tile throughout the home. New Kitchen (refrigerator and range) with combined family/dinning room. Stackable washer/dryer combo in its on closet. Outside, the fenced property offers room for pets, play and/or gardening. Concrete pad for vehicle (s). **Property is in the process of being split to accommodate a Mobil Home. Property can be sold without the split lot, both homes on property, separated by w/fence. Great potential to accommodate family or income generator, without having additional county expenses. Contact agent to further discuss the various options this property offers. Financing available, various loan options. Get pre-qualified.

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Miguel Monje (407-222-9959)

Remarks: One or more photo(s) has been virtually staged. Brand-New 2025 Duplex Appraised @$484,000 walk into this with equity build in– An exceptional investment opportunity in the thriving heart of Winter Haven, just minutes from world-renowned theme parks. Each unit showcases a spacious, modern design with 2 bedrooms and 2 bathrooms, offering the perfect balance of style, comfort, and functionality for long-term tenants or short-term guests. Built with quality craftsmanship, this property features luxury vinyl plank flooring, sleek granite countertops, and premium stainless steel appliances (including refrigerator, range hood, and microwave) in both units. The open-concept layout, combined with abundant natural light, creates a warm and contemporary living environment. Adding to its value, each unit comes with separate electric and sewer meters—a rare and highly desirable feature that enhances convenience for both owners and tenants. Whether you’re seeking a turnkey rental investment, a vacation property near top Florida attractions, or a low-maintenance income-producing duplex, this brand-new build delivers it all. Don’t miss out—schedule your private tour today!

Listing is courtesy of: TRUE FLORIDA REALTY LLC (863-337-9667)

Listing Agent: Amalia Lucena (904-614-1930)

Remarks: Under contract-accepting backup offers. Discover the potential of this 3-bedroom, 2-bathroom home in Winter Haven, offering a versatile layout with a combined living and dining room perfect for everyday living or entertaining. The property features a fenced-in backyard, a spacious yard with room to customize, an empty pool ready for renovation or removal, and an enclosed back porch that adds extra flexible living space. With solid bones and plenty of opportunity to make it your own, this home is ideal for buyers looking to personalize a property in a desirable location.

Listing is courtesy of: COLDWELL BANKER REALTY (863-687-2233)

Listing Agent: Jana Lutz (863-602-8992)

Remarks: Under contract-accepting backup offers. Spacious 4BR/2BA home on a corner lot, total square footage is 2556. You enter a large foyer when you open the front door which leads to an open formal living/dining area with crown molding and ceiling fan. Off the side is the breakfast bar with solid-surface countertops. The kitchen has wood cabinets, pantry, and stainless steel appliances, plenty of room for a table and chairs. Off the kitchen is the family room with a ceiling fan and overlooking a large screened porch with privacy shades. The laundry room with Washer & Dryer leads to the 2 stall garage including individual garage door openers. The Oversized primary suite includes wood flooring, crown molding, walk-in closet The bathroom has a garden tub, separate shower, and vanity area. 3 additional bedrooms all have ceiling fans, wood or carpet flooring. This Well-kept home has a great layout and inviting indoor/outdoor living spaces. Located just minutes from Highway 27, shopping, medical offices, hospitals and quick access to I-4. Perfect property location if you want to explore central Florida, Tampa, or Orlando. This home has been well maintained and ready for you to move in.

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

Listing Agent: Joanne Summeralls (863-412-1368)

Remarks: Under contract-accepting backup offers. Welcome to this charming three-bedroom, two-bathroom home in the peaceful Biltmore Shores neighborhood, conveniently located away from the busy streets of Winter Haven. Featuring durable hardwood floors throughout and practical tile in the kitchen, this home offers a comfortable and functional living space. The large bonus room provides flexibility for use as a dining area or additional living space, tailored to your needs. Set on an oversized, fully fenced lot, the property includes a detached two-car garage with 100 amps of power and water. Enjoy calming views of Lake Jessie directly across the street and easy access to a public boat ramp just a few blocks away. This home is also conveniently close to shopping, restaurants, and entertainment options, enhancing your lifestyle. Structurally sound, it has withstood many hurricanes with minimal damage, and the new roof installed in 2024 adds to its appeal, making it a great choice for those seeking a reliable and inviting place to call home.

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

Listing Agent: David Small (407-601-8351)

Remarks: Under Construction. Welcome to the Baker floor plan a spacious 3-bedroom, 2-bath home with a versatile flex space designed to fit your lifestyle. As you walk through the front door, you’re greeted by a bright and inviting foyer that opens to two comfortable bedrooms at the front of the home, perfectly positioned around a beautifully appointed full bathroom. Down the hallway, you’ll find a convenient flex space ideal for a home office, playroom, or reading nook. Continue into the heart of the home and you’ll instantly fall in love with the open concept layout. The large kitchen, featuring stunning granite countertops, crisp cabinets, and sleek 17x17 tile flooring, seamlessly overlooks the dining and living areas making it perfect for entertaining or gathering with family. Just off the dining area, sliding doors lead to your covered lanai, offering a peaceful view of the backyard a wonderful space to relax and enjoy your morning coffee or evening breeze. Tucked privately at the back of the home, the primary suite is a true retreat with a spacious layout and an elegant ensuite bathroom complete with dual vanities and a walk-in shower. With its open design, modern finishes, and thoughtful flow, the Baker floor plan effortlessly combines comfort, style, and functionality the perfect place to call home.

Listing is courtesy of: DRB GROUP REALTY, LLC (407-270-2747)

Listing Agent: Adam Schott (407-270-2747)

Remarks: Low-Maintenance Living Minutes from Downtown Winter Haven & the Chain of Lakes. Welcome to this well-located townhome in the heart of Winter Haven, offering the perfect blend of convenience, value, and lifestyle. Whether you’re a first-time buyer, downsizer, or investor, this property delivers an easy, low-maintenance living experience just minutes from downtown dining, shopping, parks, and the famous Chain of Lakes. Inside, you’ll find a functional 3-bedroom, 2.5-bath, open layout with comfortable living spaces designed for everyday living and entertaining. The home features spacious bedrooms, ample storage, and a practical layout, making it ideal for busy professionals or those seeking a lock-and-leave lifestyle. HOA-managed common areas provide added peace of mind and reduced upkeep. Enjoy being centrally located near major roadways for easy commuting to Lakeland, Auburndale, and the I-4 corridor, while still coming home to a quieter residential setting. Downtown events, waterfront walks, coffee shops, and local favorites are just minutes away. Ideal primary residence or rental. Strong value in a growing Central Florida market. Close to lakes, parks, and community amenities. Low-maintenance townhome living. Opportunities like this don’t last. Schedule your private showing today.

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

Listing Agent: Jonalyn Davis (954-609-8907)

Remarks: Welcome to this stunning Dream Finders Bradley floorplan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 4-bedroom, 2-bath home offers 1,589 square feet of living space and boasts excellent curb appeal due to its impressive elevation. Inside, you'll find gorgeous Gray cabinets complemented by sleek quartz countertops in the kitchen, creating a modern, bright atmosphere. Tile flooring runs throughout the wet and common areas, offering durability and easy maintenance. The open layout is perfect for family gatherings and entertaining guests.

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

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: Pre-Construction. To be built. New construction home with 2005 square feet on one-story including 3 bedrooms, 2 baths, den, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung stainless steel appliances, a walk-in pantry, and a spacious island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. ***Please note - Virtual Tour/Photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not convey!

Listing is courtesy of: CAMBRIDGE REALTY OF CENTRAL FL (863-797-4999)

Listing Agent: George Lindsey, Iii (863-797-4999)

Remarks: Pre-Construction. To be built. New construction home with 1,545 square feet on one-story including 3 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung stainless steel appliances, a walk-in pantry, and a spacious island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. "Please note, virtual tour/photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not convey.

Listing is courtesy of: CAMBRIDGE REALTY OF CENTRAL FL (863-797-4999)

Listing Agent: George Lindsey, Iii (863-797-4999)

Remarks: Pre-Construction. To be built. New construction home with 2005 square feet on one-story including 3 bedrooms, 2 baths, den, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung stainless steel appliances, a walk-in pantry, and a spacious island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. ***Please note - Virtual Tour/Photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not convey!

Listing is courtesy of: CAMBRIDGE REALTY OF CENTRAL FL (863-797-4999)

Listing Agent: George Lindsey, Iii (863-797-4999)

Remarks: Pre-Construction. To be built. New construction home with 1715 square feet on one-story including 4 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung stainless steel appliances, a walk-in pantry, and a spacious island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty ***Please note - Virtual Tour/Photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not convey!

Listing is courtesy of: CAMBRIDGE REALTY OF CENTRAL FL (863-797-4999)

Listing Agent: George Lindsey, Iii (863-797-4999)

Remarks: Under contract-accepting backup offers. Experience the best of College Grove living in this stunning POOL HOME just minutes from Lake Elbert's scenic waterfront. This spacious two story residence features 3 bedrooms, 2.5 bathrooms, and recent updates including a NEW ROOF (2025), EXTERIOR PAINT (2026), and NEW WATER HEATER (2024), plus a HOME WARRANTY for complete peace of mind. Dramatic cathedral ceilings with arched windows flood the formal living and dining rooms with natural light, while the inviting family room showcases a brick fireplace with wood-burning or gas-burning options perfect for cozy evenings. The kitchen includes a bright dinette area ideal for everyday meals and morning coffee. Step outside to your covered patio and sparkling screened pool area where the true Florida lifestyle comes alive, whether you're hosting poolside gatherings, enjoying morning swims, or relaxing under the covered lanai. The fully fenced yard provides a secure, spacious retreat perfect for children to play, pets to roam freely, or creating your own private outdoor oasis with room for gardens, play equipment, or additional entertaining spaces. Upstairs, the spacious primary bedroom offers a private balcony overlooking the screened pool, a peaceful retreat to start or end your day. The primary bath features a walk in closet, dual vanity, a soaking tub and separate shower for added comfort. Two additional bedrooms provide flexible space for family, guests, or home office. Located just minutes from scenic Lake Elbert, where you can enjoy walking paths and beautiful waterfront views, this home offers the perfect balance of tranquility and convenience. With NO HOA, you have the freedom to truly make this property your own. Situated close to Polk State College, top-rated Winter Haven schools, shopping, dining, and Highway 17 with access to LEGOLAND and Central Florida. This is more than a home. It is an opportunity to live comfortably, entertain beautifully, and enjoy everything Winter Haven has to offer.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)

Listing Agent: Jessica Estrada (863-409-1771)

Remarks: Under contract-accepting backup offers. MOTIVATED SELLER-Ready to negotiate-submit your strongest offer... Come and discover the experience of owning this well-maintained 3-bedroom, 2-bath home with 1,450 sq. ft. of living space featuring an open and thoughtfully designed floor plan. Located in the desirable Lake Smart Point community, you’ll enjoy proximity to both Lake Conine and Lake Smart—each with its own boat ramp, perfect for fishing and outdoor activities. This cozy home boasts tile flooring in all common areas, solid wood kitchen cabinets, granite countertops in the kitchen, and quartz countertops in the bathrooms—offering both elegance and durability. The kitchen is further enhanced with stainless steel appliances, all included, giving it a modern and sophisticated touch. Ideally located near hospitals, schools, gas stations, shopping centers, and medical offices. Enjoy quality family time in this growing area with easy access to local attractions such as Legoland, the Historical Wildlife Tour of the Chain of Lakes, and much more. Conveniently located near Highway 27 and I-4 for a smooth commute. Schedule your private tour today!

Listing is courtesy of: HOMETRUST REALTY GROUP (813-444-5777)

Listing Agent: Barbara Prins (407-361-6061)

Remarks: The Poinciana floorplan offers a well-designed, one-story layout that includes 4 bedrooms and 2 bathrooms, complete with a spacious two-car garage. This home is centered around a sizable great room, which seamlessly connects to the open kitchen and cozy café area, making it ideal for family gatherings and entertaining. The owner's suite, located at the back for added privacy, includes a walk-in closet and an en-suite bathroom. Three additional bedrooms are thoughtfully arranged to provide flexibility for family, guests, or a home office. A covered patio extends your living space outdoors, perfect for relaxation or dining al fresco. The Poinciana floorplan is designed for those seeking both functionality and comfort in a beautiful, single-story home.

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

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: Under contract-accepting backup offers. LAKEFRONT! MUST SEE! Charming FURNISHED 55+ LAKEFRONT 2BR 2BA condo in Winter Haven, FL! Located on the top floor of the complex, providing one of the best views in the building. The Spring Lake Towers community offers many amenities and social events. The association fee covers cable, internet, building and grounds maintenance, common facilities including a gym, library, community kitchen, laundry area, outdoor grills, and more! This condo features a large master suite with a walk-in closet and a roomy shower, a Sizable living/dining area, perfect for entertaining guests, a kitchen that has a unique design, a secondary bedroom that could double as a den or TV room, an enclosed balcony that has an additional storage closet, and relatively new flooring/water heater. The complex is situated on Spring Lake, but it is not limited to it. This lake is part of a canal-connected chain of lakes ranging in size. This area is perfect for many water-based activities, such as fishing, boating, and much more. Additionally, the association offers a very spacious pool deck area overlooking the Lake, and boat slips are available for a reasonable fee. Wonderful location! The property is conveniently located right next to several grocery stores, Northgate Shopping Plaza, and a bus line, as well as minutes away from a movie theater, restaurants, services, medical centers, Winter Haven Hospital, and downtown Winter Haven. All furniture conveys. Seller or private financing available; Do not wait, it will not last long!

Listing is courtesy of: HUT TEAM REALTY (407-559-2929)

Listing Agent: Daniel Hut (863-400-6090)

Remarks: One or more photo(s) has been virtually staged. Beautifully remodeled in 2024, this move-in ready home offers modern updates, energy efficiency, and timeless comfort—all with no HOA. Step inside to an open-concept floor plan featuring high ceilings and abundant natural light. The brand-new kitchen impresses with contemporary finishes, while the updated bathrooms offer a fresh, stylish feel. A desirable split floor plan provides added privacy, making the home ideal for both families and guests. Major improvements include a newer roof and full re-plumbing, giving peace of mind for years to come. The home is also equipped with solar panels for low-cost energy, along with a natural-gas stove and gas water heater—perfect for efficiency and everyday convenience. Outside, enjoy great curb appeal, a fully fenced backyard for pets or play, and a spacious attached 2-car garage. With no HOA restrictions, you have the freedom to personalize, park, and use your property exactly the way you want. This beautifully updated home truly checks every box—style, function, efficiency, and freedom.

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

Listing Agent: David Small (407-601-8351)

Remarks: One or more photo(s) has been virtually staged. A rare opportunity to own one of only six cluster homes positioned along the peaceful shoreline of Lake Buckeye! A charming open courtyard entry welcomes you to the front door, creating a private and inviting approach that sets this home apart. Inside, the living room immediately draws your eye outdoors, featuring double French doors that open to an enclosed lanai and extended open patio overlooking lake views. It’s the perfect space to enjoy morning coffee, evening breezes, or simply take in the calm waterfront setting. The layout flows comfortably from the living area into the wrap-around kitchen and adjoining dining space, where a large window overlooks the courtyard entrance and fills the home with natural light. The primary bedroom suite offers a private retreat with its own en-suite bath featuring a walk-in shower, while the second bedroom sits just steps from the guest bath with tub/shower combination — ideal for guests, family, or flexible use as a home office. Additional highlights include a laundry closet and an oversized 550 sq ft 2-car garage with ample storage, providing both convenience and functionality. For easy lake access, the public boat ramp onto Lake Buckeye is located just 0.1 mile down the road. Homes within The Clusters on Lake Buckeye rarely come to market, making this a special opportunity for buyers seeking a property with character, peaceful surroundings, and direct access to one of Winter Haven’s beautiful lakes. **A/C is 2015, Roof is 2017**

Listing is courtesy of: STAR REALTY OF WINTER HAVEN (863-299-7827)

Listing Agent: Carlee Marchetti (863-258-3338)