Winter Haven Single Family Homes For Sale - 794 homes

Remarks: Short Sale. $50,000 PRICE REDUCTION! Welcome to your perfect retreat in this exclusive gated community, where tranquility meets convenience! Enjoy easy access to shopping, dining, and the exciting attractions of Winter Haven, including Legoland Theme Park, all just minutes away. This charming three-bedroom, two-bathroom home features a modern open-concept layout and a split bedroom design for added privacy. You'll love the luxury vinyl flooring throughout the living areas, with cozy carpet in the bedrooms. Step outside to your large, fully fenced backyard—perfect for relaxation without any rear neighbors. Unwind in your spacious screened-in lanai, ideal for enjoying the outdoors year-round! Additional highlights include an 8 x 5 fireproof storage closet in the garage, providing peace of mind for your valuables, as well as a well-maintained irrigation system and beautiful landscaping that enhances the curb appeal. With quick access to the Polk Parkway and Interstate 4, Central Florida adventures are at your fingertips. Don’t miss out on this fantastic opportunity—schedule your showing today!

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

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

Remarks: Short Sale. Short Sale. Looking for a nice home with amazing potential and opportunity to gain equity? This one may be IT for you! Welcome to this 3-bedroom, 2-bath move-in ready home located in the peaceful and sought-after SE Winter Haven area! Situated on an OVERSIZED corner lot, this home features a fully fenced backyard, high ceilings, and ceramic tile flooring throughout the main living spaces. You’ll love the screened-in lanai and Private Pool—perfect for relaxing or entertaining year-round. The kitchen boasts custom cabinetry, a cozy dinette with wraparound windows, and direct access to an oversized garage. The spacious master bedroom features a walk-in closet, while the additional bedrooms are ideal for family or guests. This home has AMAZING POTENTIAL and nestled in a quiet, well-kept neighborhood, just minutes from Legoland and all of Central Florida’s top attractions. Call today to schedule your private showing—this home is priced to sell and won’t last long!

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

Listing Agent: Krichely Gonzalez Rodriguez (407-953-4377)

Remarks: Spacious Single-Story Block Home with Endless Potential! Nestled in a quiet, established neighborhood close to Polk State College with no HOA, this solid single-story block home immediately catches the eye with its charming blend of stucco and natural multi-colored stone accents. Boasting 1,678 square feet of comfortable living space (2,527 square feet total), the interior features a generously sized layout including three spacious bedrooms and two bathrooms. The primary suite is a true retreat, complete with a walk-in closet for ample storage. At the heart of the home, a large kitchen and dining area provides the perfect setup for family gatherings and entertaining. Step outside onto the oversized 0.26-acre lot, where the backyard offers a private oasis featuring mature, producing fruit trees, a handy detached storage shed, and a solid privacy fence running across the rear property line. Perfectly situated in a desirable community zoned for great local schools, this property has incredible bones and just needs some updating and TLC to truly shine. The seller is highly motivated and ready to see your offers—bring your design ideas and schedule your private showing today to unlock this home's immense potential!

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

Listing Agent: Twanna Dewdney (863-207-1634)

Remarks: Don't miss this move-in ready, recently updated 3 bedroom, 2 bathroom block home with a 2-car garage, situated on a spacious 7,370 sq ft lot in Winter Haven. This 1994 built home features a recently remodeled kitchen with quartz countertops, shaker cabinets, stainless steel appliances, luxury vinyl plank flooring, updated bathrooms, and fresh paint throughout! Major components like the roof and A/C have both been updated in recent years, with plenty of life remaining for added peace of mind. The open living room features a shiplapped fire place. Out back, enjoy the newly installed paver patio, perfect for grilling, relaxing, or entertaining in the spacious yard. This is a great value for a well-updated home with both indoor and outdoor space at an affordable price point with a low HOA! FHA and VA friendly! *Some photos have been virtually staged*

Listing is courtesy of: IMPACT REALTY TAMPA BAY (813-321-1200)

Listing Agent: Philip Bach, Pa (786-351-2294)

Remarks: Welcome to 8 St. Kitts Circle in Winter Haven—a move-in ready home that checks all the right boxes. Freshly painted and well-maintained, this property offers comfort and peace of mind with a metal roof (2023) and a newer A/C unit (2020). Even better, a brand-new water heater will be installed prior to closing, making this home truly ready for its next owner. Step outside to enjoy the vinyl-fenced rear yard—perfect for pets, play, or relaxing in your own private outdoor space. Enjoy the benefits of low-maintenance living with an incredibly affordable HOA fee of just $95 per year. Whether you're a first-time buyer, downsizing, or adding to your investment portfolio, this home offers a great combination of value, updates, and convenience. Don’t miss your chance to make it yours!

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

Listing Agent: Michelle Smith (863-412-7577)

Remarks: Short Sale. This property presents a great opportunity for buyers looking to renovate and add value. With a functional floor plan and generous living areas, it offers a solid starting point for updates and improvements. The layout provides flexibility to reimagine the space to suit your needs and design preferences. Spacious rooms allow for creative customization throughout. The kitchen area offers ample space to redesign and enhance. Bedrooms are well sized and provide potential to create comfortable retreats. There is opportunity to refresh both the interior and exterior to maximize appeal. Outdoor space allows room for landscaping or additional enhancements. Ideal for investors or buyers seeking a renovation project. Schedule your showing today and explore the possibilities.

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

Listing Agent: Cesar Estrada, Pa (321-209-4782)

Remarks: Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Indigo - Check out the Indigo, a spacious two-story, 5-bedroom, 3-bathroom, 2-car garage home perfect for growing families or hosting guests. Enter the impressive foyer with soaring ceilings that creates an immediate sense of openness. From the foyer, the home effortlessly flows into the main living areas and kitchen. With quartz countertops throughout, stainless-steel appliances and a smart thermostat for energy efficient climate control, the Indigo brings all the things that matter together. The downstairs guest suite and bathroom are tucked away for added seclusion, while the open concept living space is perfect for entertaining. Upstairs, you'll find a generously sized recreation space, ideal for family time or unwinding. The owner's suite is a true sanctuary, featuring a walk-in shower, double vanities, and a spacious walk-in closet. A laundry room with a new washer and dryer is just off the owner’s suite, conveniently located near the 3 additional bedrooms and full bathroom. The Indigo is as functional as it is stylish, providing the perfect balance of comfort and modern living. Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

Listing is courtesy of: CASA FRESCA REALTY (813-343-4383)

Listing Agent: Michael Human (813-343-4383)

Remarks: Under contract-accepting backup offers. •Motivated seller! Seller will contribute $10,000 at closing to be used at buyers' discretion for a permanent or temporary interest rate buy-down or closing fee. Move-In Ready 5 Bedroom Home with Resort-Style Amenities in Villamar This beautifully maintained 5 bedroom, 3 bathroom, 2,616 sq ft home is located in the desirable Villamar community. The home features both a living room and a family room that opens to the kitchen. The open-concept floor plan includes a spacious gathering room that flows into the dining area and a well-appointed kitchen complete with stainless steel appliances, shaker-style cabinets, a breakfast bar, and a walk-in pantry. The private owner’s suite offers a large walk-in closet, dual sinks, and a private water closet. Luxury vinyl plank flooring enhances the interior. A versatile downstairs bedroom and full bath provide flexible living options, ideal for a home office, guest suite, or multigenerational accommodations. Enjoy outdoor living on the covered lanai and large screened porch overlooking the preserve, along with beautifully maintained, Florida-friendly landscaping with irrigation. The community resort-style pool is perfect for relaxing in the Florida sun.

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

Listing Agent: Irene Bryan (863-289-6789)

Remarks: One or more photo(s) has been virtually staged. Motivated Seller!! *Welcome to this spacious Move-in-ready 4 bedroom, 2.5 bathroom home tucked away in the heart of Royal Hills, Winter Haven. The Home has recent upgrades including freshly painted Exterior in 2025, Roof 2024. The entire upper level has been revitalized with well-maintained carpeting while the ground floor showcases ceramic tile throughout. The kitchen contains Sleek granite countertops for that touch of sophistication,Stainless-steel appliances along with bright light fixtures.The home also has a BONUS Room on the ground level - perfect for a Home office or Media Room and a HUGE Fenced backyard. Conveniently situated near US-27, this property offers quick access to interstate travel and shopping centers. Don't let the opportunity slip by to make this beautiful house your next family home

Listing is courtesy of: MILLENNIUM REALTY CENTER LLC (407-843-8996)

Listing Agent: Phabie Terzier (407-692-7452)

Remarks: Motivated seller alert! USDA financing eligible for qualified buyers! Welcome to 6006 Country Walk Lane in Winter Haven, where space, privacy, and value come together. This beautifully maintained 4-bedroom, 2-bath home offers 1,809 square feet of comfortable living on an expansive 0.36-acre fully fenced lot in the established Country Walk community with low HOA dues of just $29 a month. Major updates have already been completed, including a roof replaced in 2023, brand-new stainless steel dishwasher, water softener system, and a new back door with built-in doggy door. The home features a desirable split floor plan for added privacy and no carpet throughout, creating a clean, low-maintenance living environment. A 10x16 storage shed and spacious backyard provide plenty of room to entertain, garden, or even add a pool. Unlike nearby new construction, this property offers land, privacy, and an established neighborhood setting without the wait. The sellers are highly motivated and willing to contribute toward buyer closing costs. Don’t miss this opportunity to secure one of the best lot values in Winter Haven. You’ll appreciate the thoughtful upgrades throughout—no carpet anywhere, a split floor plan for added privacy, and recent improvements designed for easy living, including a brand-new stainless-steel dishwasher, Maytag soft-water system, new back door with built-in doggie door, 10×16 storage shed, fully fenced yard, and even a hot tub—perfect for relaxing on those warm Florida evenings. Situated on a spacious 0.36-acre lot with low HOA dues of just $29/month, this move-in-ready home offers room to breathe while remaining conveniently close to the Polk Parkway, providing easy access to both Tampa and Orlando. Homes with this combination of space, upgrades, and incentives. Schedule your private showing today and experience why Country Walk living truly feels like Florida bliss!

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

Listing Agent: Anna Impiduglia (407-861-6223)

Remarks: REMODELED! LOW HOA FEE! This 4-bedroom, 3.5-bath home is located in a desirable Winter Haven area and shows like a model. Recent upgrades include new 100% waterproof luxury vinyl flooring throughout the entire home, fresh interior and exterior paint, and epoxy countertops in the kitchen and all bathrooms. The first floor features formal living and dining areas, perfect for entertaining along with an open-concept kitchen, laundry room, and a spacious family room ideal for relaxing. The kitchen is equipped with a chef's island and built-in features, offering ample storage and prep space. Upstairs, you'll find a large loft area that can serve as a home office or additional living space. The second floor also includes three secondary bedrooms, including a generous junior suite with its own private bathroom and large closet, plus an additional shared bathroom. The oversized master suite offers two walk-in closets and a luxurious bathroom with a garden tub and separate shower. Conveniently located near I-4 and Hwy 27, this home provides easy access to shopping, schools, restaurants, medical facilities, and Legoland. Move-in ready and A must-ses!

Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)

Listing Agent: Sandy Ou (407-573-2121)

Remarks: Welcome to this charming 2 bedroom, 2 bathroom home in Orchid Springs, a non–age-restricted community where all ages are welcome, located in SE Winter Haven. Thoughtfully updated, this home features new wood plank tile flooring. The open floor plan is highlighted by a spacious and light-filled great room with vaulted ceilings creating a warm and inviting space ideal for everyday living. Just off the great room is a beautiful atrium to fill with your favorite plants or enjoy the evenings outside in your private sanctuary. The primary suite includes built-in closets, sliding glass door open to the back courtyard and an en-suite bathroom with updated wood plank tile flooring, updated vanity and mirror the secondary bedroom is generously sized and located next to the guest bathroom, which features updated vanity and tile flooring. Additional highlights include a one-car garage with laundry area Outdoors, enjoy a paver patio courtyard ideal for BBQs and entertaining. There are plenty of private outdoor spaces for relaxing there is are front and rear screened porches as well as the outdoor courtyard. Orchid Springs is a well-established community offering a swimming pool and clubhouse, with lawn maintenance and amenities included for a low monthly fee. Conveniently located within minutes of shopping, dining, medical facilities, and LEGOLAND® Florida, and centrally positioned between Tampa and Orlando for easy access to theme parks and international airports. Call today to schedule your private showing.

Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)

Listing Agent: Anita Lowe (863-269-6461)

Remarks: Beautifully updated home located in the heart of Winter Haven! This charming property features 2 bedrooms, 1 bathroom, plus a versatile bonus room with an additional bathroom — perfect for guests, a home office, playroom, or extra living space. The home has been thoughtfully upgraded with a NEW ROOF, updated electrical installation, modern kitchen improvements, and NEW flooring throughout, offering comfort and peace of mind for future homeowners. The bright and welcoming interior creates the perfect blend of charm and functionality. Step outside and enjoy a prime location just minutes from Downtown Winter Haven, restaurants, shopping centers, schools, and major highways. One of the standout features of this home is its proximity to the beautiful Winter Haven Recreation Center, located right behind the property, offering basketball courts, sports fields, recreational activities, and outdoor spaces to enjoy with family and friends. The area also offers nearby parks, lakes, and entertainment that make Winter Haven one of Central Florida’s fastest-growing communities. Conveniently located near LEGOLAND Florida and within driving distance to Disney and Orlando attractions, this property is perfect for first-time buyers, families, or investors looking for a move-in-ready opportunity with excellent location benefits. A bonus room and an additional bathroom may not be reflected in public records. Buyer to verify all measurements, permits, and property information. Property sold AS-IS.

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Vivian Correa (401-263-5921)

Remarks: SELLER MOTIVATED!! Welcome to an exceptional opportunity in Lake Ashton West, where refined elegance meets effortless resort-style living. This highly upgraded 3-bedroom, 2-bath St. John floor plan—with a versatile office or additional living space—offers a residence that is nothing short of breathtaking. From the moment you arrive at the beveled double French glass door entry, a sense of sophistication unfolds. Inside, the home reveals impeccable craftsmanship at every turn—graceful round columns frame the formal dining area, while raised archways seamlessly guide you into the heart of the home. The great room is a true showpiece, highlighted by coffered ceilings with recessed lighting, crown molding, and expansive 8-foot triple sliders that invite natural light to pour in while opening to the lanai. The kitchen is designed to impress and perform, featuring 42-inch raised-panel custom cabinetry with crown molding, gleaming granite countertops, stainless steel appliances, pendant lighting, and an abundance of drawer storage. A breakfast bar and adjoining nook create the perfect setting for both casual mornings and elegant entertaining. Thoughtfully designed with a split-bedroom layout, privacy is paramount. The primary suite is a tranquil retreat, offering serene views and direct lanai access. The en-suite bath elevates daily living with dual walk-in closets, double vanities, a soaking tub, a walk-in shower, and a dedicated linen closet. Step outside to the expansive screened lanai, where sweeping views of the 13th hole, a peaceful pond, and surrounding nature create a picturesque backdrop for relaxation or gathering with friends. Every inch of this home reflects meticulous care—this is a property that has been exceptionally maintained, offering peace of mind with no concerns awaiting its next owner. Beyond the home, Lake Ashton delivers an unparalleled lifestyle. This premier 55+ golf community is rich with amenities, including a movie theatre, bowling alley, pickleball, tennis, bocce courts, fitness centers, pools, dog parks, and two beautifully appointed clubhouses. Enjoy access to fishing, a private marina, boat ramp, and the security of 24-hour guard-gated entry with private roads. The Health and Fitness Center further enhances the experience with an indoor pool, sauna, racquetball, and basketball courts. Endless clubs, social events, dances, and entertainment ensure there is always something to enjoy. With a newer roof installed in 2021 and all appliances included, this home is move-in ready and waiting to be enjoyed. Opportunities like this do not linger—schedule your private showing today and experience firsthand why this home stands apart.

Listing is courtesy of: HEROES REAL ESTATE GROUP LLC (407-947-6420)

Listing Agent: Armando Perez (407-947-6420)

Remarks: Under contract-accepting backup offers. Versatile corner-lot property just minutes from LEGOLAND, offering multiple use possibilities. The main home features 3 bedrooms and 2 baths, plus an attached flex room with water, air, and electric—ideal for a studio, hobby space, or office. A detached approx. 1,200 sq ft building includes central heat/air, water, electric, and a half bath—excellent for a workshop, creative space, or to explore conversion potential with added walls, a kitchen, and a full bath (buyer to verify). An additional detached approx. 600 sq ft building with electric and wall A/C, plus three storage sheds, provide abundant space for projects and storage. Property needs a new roof and interior updating—bring your vision and add value. Convenient location near shopping, dining, and attractions.

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

Listing Agent: Sarah Armstrong (863-287-0252)

Remarks: This expansive two-story Columbus has a well-designed layout, featuring a first floor dedicated to shared living and entertaining. The open concept design seamlessly connects the kitchen, dining room and family room, with a patio extending the interior space outdoors. Upstairs, a spacious loft separates the three secondary bedrooms from the serene owner's suite. Completing the home is a convenient two-car garage. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: Back on Market one more chance for you.This stunning 5-bedroom, 3-bathroom home offers the perfect blend of modern comfort, energy efficiency, and scenic beauty. Located in the desirable VillaMar community, this spacious home features an open-concept layout ideal for family living and entertaining. Enjoy peaceful mornings with breathtaking pond views right in your backyard — your private retreat for relaxation and tranquility. The home also includes solar panels, helping you save on energy bills while living sustainably. With elegant finishes, a large kitchen, and plenty of natural light throughout, this home is move-in ready and waiting for its new owners. Features resort-style community amenities including a zero-entry swimming pool with a lap lane, a playground, a dog park and sidewalks.Conveniently located near shopping, restaurants, and top-rated schools — this is the lifestyle you’ve been looking for in Winter Haven!

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

Listing Agent: Karina Turcios (407-346-7606)

Remarks: Under contract-accepting backup offers. PRICE ADJUSTMENT....Located within a desirable gated community, this beautifully maintained home at 455 Majestic Gardens Blvd offers both comfort and functionality. Featuring a 1-year-old roof and an open floor plan, the home is designed for effortless everyday living and entertaining. The kitchen is appointed with granite countertops and flows seamlessly into a spacious family room. Tile and laminate flooring run throughout the home, adding durability and style. A bonus room provides flexible space ideal for a home office or additional sitting area. Step outside to your private backyard oasis with a fully fenced yard, inground swimming pool with spa, and a paver deck—perfect for relaxing or hosting gatherings. This home combines modern updates, versatile living spaces, and resort-style outdoor living in a secure, gated setting. This home boasts a 30 panel solar system that generates 16,447 kwz per year. The pool is heated by a separate propane system.

Listing is courtesy of: CRAIG BURKE REAL ESTATE GROUP, LLC (863-899-5010)

Listing Agent: Craig Burke (863-899-5010)

Remarks: 4 bedrooms, private backyard retreat with a hot tub, expansive Florida room, and solar-powered efficiency, located in S.E. Winter Haven!!! Welcome to 511 Marcia Loop, a spacious 4-bedroom, 2.5-bath home offering over 2,150 sq. ft. of living space, plus a 14' x 18' Florida room and a cabana-enclosed hot tub—perfect for entertaining in style. With a newer roof (2020), A/C system (2020), and leased solar panels (2024) keeping the average electric bill around $35/month, this home combines comfort, fun, and efficiency. From the moment you step inside, you’ll notice the expansive feel created by soaring ceilings, abundant natural light, and two updated skylights that brighten the main living areas. The flexible layout features two spacious living spaces — ideal for both everyday living and hosting. One area can easily function as a formal dining room, while the other serves as a welcoming family room for relaxing and gathering. The kitchen is designed with both function and entertaining in mind, showcasing stainless steel appliances, two closet pantries, and dual breakfast bars — including one with a secondary prep sink, perfect for cooking, serving, or casual meals. The generously sized primary suite offers a peaceful retreat with rich wood flooring, a walk-in closet, and an en-suite bath featuring an updated handicap-accessible walk-in shower. Three additional bedrooms provide comfortable accommodations and are conveniently located near the second full bath with tub. A separate half bath offers added convenience for guests. The enclosed Florida room at the rear of the home truly expands your living space. With a wall of windows, durable tile flooring, and built-in cabinetry with counter space, it offers excellent potential for a summer kitchen or serving station for gatherings. Step outside to your private backyard oasis, thoughtfully designed with low-maintenance landscaping including pavers, decorative rock, and mature plantings. Enjoy outdoor dining on the paver patio, then relax in the enclosed cabana featuring a hot tub with waterfall and built-in lounging seat — a standout entertaining space that feels like a private retreat. A powered storage shed provides space for tools, lawn equipment, hobbies, or could easily function as a workshop or creative studio. Additional features include a one-car garage with laundry area, screened front porch, irrigation system with timer, rain gutters, new window screens, multiple interior storage and linen closets, and a mature fruit-bearing mango tree. Conveniently located within five minutes of Publix, Walmart, restaurants, Legoland Florida, and the new AdventHealth ER, this home offers everyday convenience along with proximity to Central Florida’s major attractions. Positioned between Tampa and Orlando, commuting to theme parks, business centers, or international airports is simple and convenient. Whether you’re seeking a spacious family home, a low-maintenance retirement option, or a property designed for entertaining, 511 Marcia Loop delivers space, efficiency, and an exceptional backyard lifestyle. Schedule your private showing today!

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

Listing Agent: Deanna Stone (863-412-2080)

Remarks: Under contract-accepting backup offers. PRICED REDUCED!! This wonderful 4-bedroom, 3-bath pool home is located in the gated community of Eloise Cove and is a former Lennar model featuring the highly sought-after Sheffield floor plan. NEW ROOF 9/2025. Water heater 2021. The spacious kitchen offers granite countertops, stainless steel appliances, double ovens, and a breakfast bar—perfect for entertaining. The home boasts a separate living room, dining room, family room, and office, along with a split bedroom floor plan for added privacy. The primary suite features a walk-in closet, dual vanities, a jetted soaking tub, and a separate shower. Additional highlights include a laundry room, crown molding, tinted windows, a security system, and magnificent decorator faux finishes with custom window treatments already in place for the next owner. Enjoy Florida living at its finest on the large screened lanai overlooking a private pool and fully fenced backyard. Residents also have access to a community dock on Lake Eloise, part of the renowned Chain of Lakes. Call today to schedule your private showing!

Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)

Listing Agent: Amy Reynolds (863-412-2279)