Homes For Sale in Winter Haven 33881 - 220 homes

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 4 bedroom, 3 bathroom pool home featuring a 3-car garage and situated on over half an acre. This expansive property offers a massive driveway, providing exceptional space for a boat, RV, or simply added privacy between neighbors—an increasingly rare find. Step inside to an inviting layout enhanced by luxury vinyl plank flooring and tile throughout. The home features a spacious front sitting room and an open-concept design that seamlessly connects the main living areas. At the heart of the home is the upgraded kitchen, complete with granite countertops, stainless-steel appliances, ample cabinetry, generous counter space, and a large island overlooking the bright and open living room—ideal for gatherings and everyday living. The primary suite offers a peaceful retreat with an ensuite bathroom featuring dual vanities, a garden tub, walk-in shower, and a walk-in closet. French doors from the primary bedroom lead directly to the screened-in patio, creating a private connection to the outdoor oasis. The additional bedrooms are located on the opposite side of the home, equal in size and conveniently positioned near two full guest bathrooms. Step outside to enjoy true Florida living on your large screened-in pavered patio overlooking the inground pool, perfect for entertaining family and friends. The property also includes a storage shed for added convenience. Recent upgrades include interior and exterior paint (2026), a new metal roof (2025), and new pool screens, offering peace of mind and move-in readiness. Located near a variety of restaurants, retailers, and everyday conveniences, this home combines space, privacy, and modern comfort in a highly desirable setting.

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

Listing Agent: John Hubbert, Jr (863-243-4024)

Remarks: Move-in ready and priced to sell, this beautiful 2013-built 3-bedroom, 2-bath home offers 1,865 sq. ft. of comfortable living space and a 2-car garage in a desirable single-entry community. The split floor plan features tile and luxury vinyl plank flooring throughout, a spacious primary suite with walk-in closet, and a well-appointed bath with dual sinks, a garden tub, and separate shower. The kitchen boasts granite countertops, a breakfast bar, and an eat-in dinette. Enjoy the fenced backyard, inside laundry room, ceiling fans throughout, and recent updates including a new roof in 2024, A/C in 2019, and air handler in 2023. Convenient to shopping, schools, and medical facilities.

Listing is courtesy of: REAL ESTATE BROKERS USA, INC. (863-242-6624)

Listing Agent: Debbie Bradbury (863-242-6624)

Remarks: Discover waterfront serenity at 5840 Gray Heron Drive, a beautifully maintained Winter Haven retreat featuring a roof replaced just two years ago and a luxurious master bathroom fully renovated in June 2025. This home boasts stylish flooring updated in 2018 and offers a private backyard sanctuary with breathtaking views of a large pond, perfectly complemented by community amenities including two sparkling neighborhood pools. Conveniently located near local favorites like Port 27 and the world-class family fun of Legoland Florida Resort, this property combines modern peace of mind with a premier Florida lifestyle.

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

Listing Agent: Christopher Warschauer (863-257-6677)

Remarks: Under Construction. This home offers an open floor plan with 9'4" ceilings and lots of natural light. The kitchen features granite countertops a large island, and plenty of storage. The primary suite includes a walk-in closet and private bath, providing a comfortable retreat. Conveniently located near shopping, dining, and Winter Haven's beautiful lakes.

Listing is courtesy of: ASHTON WOODS FLORIDA REALTY LLC (813-918-4491)

Listing Agent: Reed Williams (813-918-4491)

Remarks: ? Back on Market – New Price + $10,000 Buyer Incentive! ? Welcome to this move-in ready 4-bedroom, 2-bath home with a 2-car garage, perfectly situated on a rare nearly ½-acre oversized lot in Winter Haven! This home offers the space and updates today’s buyers are looking for — including a brand NEW roof and NEW A/C (2025), giving peace of mind and added value from day one. Step inside to a bright, open layout with updated flooring and plenty of room for both everyday living and entertaining. The spacious kitchen flows seamlessly into the main living area, creating a comfortable and inviting atmosphere. The flexible 4th bedroom with French doors can easily serve as a guest room, home office, or additional living space — tailored to your needs. Outside, the oversized lot is a true standout! Whether you’re dreaming of adding a pool, storing a boat or RV, or creating your own backyard oasis, this property gives you the space to make it happen. ?? Seller is offering $10,000 toward buyer closing costs or interest rate buy-down. Conveniently located near shopping, dining, and major roadways while still offering room to spread out — a rare combination at this price point. Don’t miss your chance to own a home with space, updates, and flexibility — schedule your showing today!

Listing is courtesy of: FREEDOM REALTY (863-289-7004)

Listing Agent: Ike Fountain (863-206-1105)

Remarks: Welcome to this beautiful 4-bedroom, 2.5-bath home that perfectly blends comfort and charm. Step inside to find spacious living areas, ideal for both everyday living and entertaining. The real showstopper is the dream backyard—an outdoor oasis featuring a stunning pool and an incredible farm-style barn that offers endless possibilities, from hobbies to storage or even a unique entertaining space. This property truly has it all—space, style, and a one-of-a-kind backyard retreat you won’t want to miss! Property is being sold As-Is. Major updates have already been completed, including a new roof installed in May 2025, foundation work completed in November 2024, and a new sliding door added in November 2024. The property also features a brand-new barn shed and solar panels, offering added value and efficiency for the next owner.

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

Listing Agent: Daisy Perez (407-951-4218)

Remarks: Welcome to this stunning 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 1598 square feet of living space and provides excellent curb appeal in its elevation. Inside, you'll find gorgeous White 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: One or more photo(s) has been virtually staged. Welcome to the Mulberry floorplan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 4-bedroom, 2.5-bath home offers 1,938 square feet of living space and provides excellent curb appeal in its elevation. Inside, you'll find gorgeous White 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. This home is ideally situated just minutes from the scenic Port 27 and downtown Winter Haven, making it convenient for shopping, dining, and entertainment. Additionally, it's only a short drive to Highway 27 and about 20 minutes to I-4, providing easy access to nearby cities and attractions. Don’t miss the chance to own this beautiful home in a prime location—schedule your tour today!

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

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

Remarks: Gorgeous 4 bedroom, 2 bathroom, 2 car garage home located in Buckeye Ridge subdivision. Home has been well-maintained with NEW Roof 2025, Solar panels, and Tile floors. This is an open floor plan home that boasts a large room that features the kitchen, living room and dining room. Kitchen area is perfect for entertaining Family and Friends. The primary suite is a true retreat, featuring a private en-suite with dual sinks, walk-in shower, an expansive 7x8 walk-in closet, private commode, and an extra linen closet. This split plan home also features 3 more bedrooms, another full bathroom and an indoor laundry room. The sliding doors to the backyard lead you to a covered porch overlooking a fenced backyard with large pond view. Buckeye Ridge Community is perfectly situated with easy access to downtown, shopping, dining, medical facilities, and not too far from HWY 27, providing effortless travel to both Tampa and Orlando.

Listing is courtesy of: NOVAK REALTY CORP (407-347-0114)

Listing Agent: Ronald Novak (407-791-7377)

Remarks: Under contract-accepting backup offers. Let's not just brag about location, location, location and not brag about the water view with amazing sunsets. This updated, clean three bedroon, one bath home is a perfact starter or for someone looking to downsize. The hardwood floors are in excellent condition. The breezeway has been inclosed and can be used in multiple ways. current owner used it for an office. The tile floor and location in the home makes it versital. Heck with a little adaption it could become a thrid bedroom with room for a second bath. This home has fresh exterior and interior paint. Theres is an oversized one car garage and loft storage and there is a shed on the property. There are solar panels which almost eleminate the power bill --- averages about $25 month. They will be paid off by the seller at closing. The location is convenient to US 92, on a corner lot, with only one neighbor. A lake and Park across the street means not front neighbors, they corner lot means no rear neighbors. Priced to sell, don't let this one slip away. Give me a call for your private tour. New Roof will be installed after claim is settled (60-90) days.

Listing is courtesy of: S & D REAL ESTATE SERVICE LLC (863-824-7169)

Listing Agent: Jim Hampton (863-266-5666)

Remarks: Under contract-accepting backup offers. Discover the perfect blend of modern living and convenience in this brand new 3-bedroom, 2-bathroom home located in the heart of Winter Haven, just minutes from the serene shores of Lake Hartridge. Best of all, there’s NO HOA to worry about! As you step inside, you’ll be greeted by a bright and airy open floor plan that flows seamlessly throughout the home. The luxury vinyl plank flooring adds both elegance and durability, making it a great choice for busy households. The heart of the home is undoubtedly the beautiful kitchen, which features stainless-steel appliances, quartz countertops, and plenty of cabinetry to store all your cooking essentials. The kitchen design allows for easy interaction with guests in the spacious living room, ensuring you never miss a moment while entertaining. Retreat to the primary bedroom, a sanctuary designed for relaxation. This inviting space comes complete with a generous walk-in closet and a luxurious ensuite bathroom, featuring dual sinks and a modern walk-in shower—providing a perfect spot to unwind after a long day. The two additional bedrooms are thoughtfully designed with equal sizing and each boasts a walk-in closet, ideal for family members or guests. The second bathroom, conveniently located near the entrance of the home, includes a shower and tub combination, offering both comfort and functionality. Situated in the heart of WinterHaven, this home places you in close proximity to a variety of retailers, restaurants, and shops, ensuring you have everything you need right at your fingertips. Plus, the adjacent home is also available for sale and currently under construction, offering a unique investment opportunity. Don’t miss your chance to own this exceptional new home in Winter Haven—schedule a tour today and envision the possibilities!

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

Listing Agent: John Hubbert, Jr (863-243-4024)

Remarks: Step inside this stunning one-story Castaway home feel right at home. As you enter through the front door, a welcoming foyer sets the tone for the open and inviting layout. Two spacious bedrooms are tucked at the front of the home and share a beautifully designed full bathroom, perfect for family or guests. A third bedroom with its own private bath offers comfort and privacy, ideal for visitors or a home office setup. Continue down the hallway and the home opens up into a wide, light-filled living area where the kitchen, dining, and family room seamlessly connect. The kitchen features sleek gray cabinets, quartz countertops, and a large island that overlooks the gathering spaces, making it the heart of the home—perfect for cooking, dining, and entertaining all at once. At the back of the home, the private primary suite provides a peaceful retreat with a spacious bathroom featuring double vanities, a walk-in shower, and a generous walk-in closet. Step outside through the sliding doors to a covered lanai, where you can relax and enjoy Florida’s sunshine year-round. Situated on a desirable corner homesite in Willowbrook North, this beautifully designed home offers modern finishes, an open concept layout, and a lifestyle made for comfort and connection.

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

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

Remarks: Here we go, back to market, Buyer default! The property you are inquiring about is located in Winter Haven, FL, in the Winter Haven Harbour area of Polk County. Now conveniently located is this corner unit with beautiful window views from the third floor, and with recent updates. Two bedrooms, 1 bath, with every square inch utilized for practical purposes. The community is a 55+ and is conveniently located in the heart of convenience. The HOA fees are low by comparison to what is included in the fee. Vacant and ready for occupancy. Text or call for your private viewing. *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: Discover the best of retirement living in Brookhaven, a welcoming 55+ community! This partially furnished and well-maintained home sits on a desirable lot with OWNED LAND, offering a peaceful and private retreat.Featuring 1,596 sq. ft. of living space, this home boasts a spacious open-concept layout with 2 bedrooms and 2 bathrooms. Recent updates include a new shingle roof (2024), new A/C unit (2025), and hot water heater (2023). The kitchen offers ample counter space and cabinetry, perfect for everyday living and entertaining.Enjoy plenty of storage throughout, along with sliding doors that lead to the porch—ideal for relaxing or hosting guests. The guest bedroom and bathroom are generously sized, while the oversized primary suite features a private ensuite bath complete with a double-sink vanity, garden tub, and walk-in shower.The laundry area is conveniently located in the spacious workshop and includes a washer, dryer, and utility sink. This home also features two porches—one screened and one enclosed—providing additional living space to enjoy year-round.Surrounded by mature landscaping, the property offers both charm and tranquility. Additional perks include an irrigation system and lawn maintenance already paid through February. This home has recently had a 4-point inspection.Brookhaven residents enjoy fantastic amenities including a pool, clubhouse, and shuffleboard—all with a low HOA fee of just $34 per month. Conveniently located near Hwy 27, shopping, medical facilities, and restaurants, you’re also just about an hour from Disney and 1.5–2 hours from both Florida coasts.Don’t miss your opportunity to own this beautiful home at 6561 Chinaberry Dr NE — schedule your private showing today!

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

Listing Agent: Corinna Weaver (863-258-2901)

Remarks: Welcome to 287 Inman Blvd—where modern comfort meets effortless Florida living in the heart of Winter Haven. This beautifully maintained home truly feels like new, offering the peace of mind of recent construction with thoughtful upgrades already in place. From the moment you step inside, you’ll notice a clean, contemporary design paired with warm, inviting spaces. The open-concept layout flows seamlessly, making it perfect for both everyday living and entertaining. The kitchen is a standout feature, enhanced with a stylish backsplash on the island and throughout, complemented by upgraded light fixtures that add a polished, custom feel. The home also features low-maintenance quartz countertops as well as stainless steel appliances. This home has already been elevated beyond builder-grade with valuable improvements, including solar panels for energy efficiency, a vinyl privacy fence for added outdoor enjoyment, and upgraded ceiling fans and lighting throughout. Tile flooring in the wet areas offers durability and easy maintenance, while cozy carpeting in the bedrooms creates a comfortable retreat at the end of the day. Step outside and enjoy a backyard space that’s ready for relaxing evenings, pets, or gatherings—fully enclosed for privacy and convenience. Location is where this home truly shines. Situated just about one and a half miles from the soon-to-open Publix shopping plaza, you’ll have everyday essentials right around the corner. Plus, you’re only minutes from downtown Winter Haven, known for its charming local shops, dining, and access to the Chain of Lakes lifestyle. Commuters will appreciate the quick access to US-27, making travel to surrounding areas simple and efficient. If you’ve been searching for a move-in-ready home with upgrades already done, modern finishes, and a prime location, this is one you don’t want to miss.

Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)

Listing Agent: Chris Loschiavo (863-280-2201)

Remarks: Welcome to this fully upgraded 4-bedroom, 2.5 bath Winter Haven home! This home offers modern living, featuring new flooring, appliances, new windows with pull-out panes for easy access and cleaning along with new Plantation Shutters on all windows! You will also enjoy the stylish bathroom/kitchen renovations featuring in the kitchen beautiful backsplash and new pantry door, new tile in guest bath and new shower in primary bathroom! Centrally located near Legoland, shopping, and all your medical facilities, the property includes a new fenced back yard and new storage shed, HOA/City approved. Sellers are highly motivated!

Listing is courtesy of: STACEY TOWNS REALTY LLC (863-422-1585)

Listing Agent: Cathy Stripling (863-422-1585)

Remarks: Completely remodeled and move-in ready, this stunning 2-bedroom, 2.5-bathroom condo in Casa Del Sol Village offers modern updates and a comfortable layout in the heart of Winter Haven. Every corner has been renovated, featuring new flooring, paint, lighting, kitchen appliances, doors, and beautifully updated bathrooms. The spacious living room and downstairs guest half-bath make entertaining a breeze, while both upstairs bedrooms boast private en-suite bathrooms for added convenience. Enjoy a low-maintenance lifestyle with an attached one-car garage, access to the community pool, and a location close to shops and restaurants—all amidst the beautiful landscapes and lakes that surround this lovely community.

Listing is courtesy of: WF REALTY CORP. (407-994-2900)

Listing Agent: Adriana Sanchez (321-947-4014)

Remarks: One or more photo(s) has been virtually staged. Welcome to this stunning Dream Finders Poinciana Floorplan, located in the highly sought-after community of Willowbrook near a beautiful Golf Course in Winter Haven, FL. This spacious 4-bedroom, 3-bath home offers 2110 sq feet of living space and provides excellent curb appeal in its elevation. Inside, you will find gorgeous White 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: Cindy Sapp (352-516-2843)

Remarks: One or more photo(s) has been virtually staged. Welcome to this stunning Winston floorplan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 5-bedroom, 3-bath home offers 2,531 square feet of living space and provides excellent curb appeal in its elevation. Inside, you'll find gorgeous White 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: Cindy Sapp (352-516-2843)

Remarks: HUGE PRICE DROP! Completely renovated home with new pool on Cannon Lake! Welcome to your dream lakeside retreat on a sprawling lot with 120 feet of pristine lakefront on Lake Cannon. This completely renovated three-bedroom, two-bathroom home boasts an open floor plan with high ceilings and a desirable split-bedroom layout. The stunning kitchen features granite countertops, a counter-height breakfast bar, and brand-new Samsung bespoke appliances, including an induction stove, perfect for culinary enthusiasts. The expansive primary suite offers a luxurious en suite bath with a large shower equipped with multiple showerheads, including a rain showerhead, and sliding glass doors that lead to an impressive outdoor entertaining space. The screened-in patio, perfect for hosting gatherings, overlooks the brand-new saltwater, heated pool and spa, completed in 2025, creating an idyllic setting for relaxation and fun. Additionally, the home features a new roof and new windows, ensuring peace of mind for years to come. Enjoy unobstructed views of the lake from your large outdoor area, ideal for summer barbecues or evening stargazing. Conveniently located near shopping, restaurants, and entertainment, this home truly offers the best of lakeside living on the chain of lakes.

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

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