House for sale - Winter Haven (United States)

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. Want to know more?

Welcome to a place where everyday life feels like a getaway. Set along the peaceful shores of Lake Jessie, part of Winter Haven’s renowned Chain of Lakes, this lakefront retreat is more than just a home, it’s a lifestyle defined by water, sunshine, and unforgettable experiences. Start your mornings with breathtaking sunrises shimmering across the lake, coffee in hand from your private dock or patio. Spend your days exactly how you choose, cruising the Chain of Lakes by boat, casting a line in some of Central Florida’s best freshwater fishing, or enjoying world-class watersports like skiing, wakeboarding, and paddleboarding right from your backyard. With nearby slalom courses and open water, this is truly a paradise for water enthusiasts. Lake Jessie is especially cherished for its tranquil atmosphere, offering a rare sense of calm while still being full of life. One of its most unique features is the seaplane activity, where you can watch planes gracefully land and take off across the water, an experience that never gets old and adds to the charm of lakeside living. Nature lovers will also appreciate the frequent sightings of all kinds of birds and other beautiful wildlife. The home itself offers a thoughtfully designed single-story layout with over 1,800 square feet, featuring 3 bedrooms and 3 bathrooms. An open-concept living space is filled with natural light and showcases stunning lake views, while a split-bedroom design provides comfort and privacy. A private in-law suite with its own entrance adds flexibility for guests, multi-generational living, or additional income potential. This residence offers plenty of parking space with it's oversized driveway and an additional carport providing covered parking as well. The home has been updated with modern finishes and includes a metal roof installed in 2019. This home would make a perfect full time residence, investment property or second home. Beyond the water, the location is just as appealing. You’re right around the corner from a brand new Publix store and minutes from the heart of Winter Haven, where you’ll find charming local restaurants, shops, parks, and community events. Legoland Florida Resort is just a short drive away and there is convenient access to both Tampa and Orlando, so world-class attractions, dining, and entertainment are always within reach. Whether you're seeking adventure, relaxation, or a smart investment, this Lake Jessie property delivers it all, offering the rare opportunity to live, play, and unwind in one of Florida’s most iconic lakefront settings. Book your showing today! Want to know more?

Welcome to 6775 Brentwood Dr NE, located in the desirable no pet community of Lake N Golf Estates, a 55+ lakefront community offering the best of Florida living. This well maintained, mostly furnished home offers 3 bedrooms, 2 bathrooms with a spacious and functional layout, including a Florida room, formal dining room, breakfast nook and a dedicated laundry/storage room, providing plenty of flexibility for everyday living and entertaining. Updated HVAC system (2024) & automated thermostat. Additional exterior features include awnings for added shade and energy efficiency, along with a spacious carport for convenient covered parking. Sprinkler well. The home is situated within an established, beautifully maintained community known for its welcoming atmosphere and convenient access to nearby shopping, dining, medical facilities, and major roadways. Residents of Lake N Golf Estates enjoy fantastic amenities including a clubhouse, heated pool, spa, shuffleboard courts and community boat slip access, perfect for taking full advantage of the scenic lakefront setting. With OWNED land, low maintenance living, this community offers both comfort and peace of mind. Whether you're looking for a seasonal retreat or a fulltime residence, this is a wonderful opportunity to enjoy the Florida lifestyle at its finest. Schedule your private showing today and experience all that Lake N Golf Estates has to offer! Want to know more?

Welcome to 6617 Westchester Dr NE in Winter Haven, located in the highly desirable 55+ no pet community of Lake 'n Golf Estates. This spacious and well maintained home has been lovingly owned by the same family since 1992 and offers comfort, convenience, and a true Florida lifestyle. Inside, you’ll find a bright and inviting layout with generous living spaces, engineered wood flooring in the main living areas and bedrooms, and porcelain tiles in the kitchen, bathrooms, and hallway. The home also features an inside laundry room for added ease. It will be sold mostly furnished, making it a perfect move in ready option for seasonal or full time living. A standout feature is the enclosed front Florida room, complete with its own mini/split system for heating and cooling, along with updated windows, blinds, porcelain flooring, a ceiling fan, and a hide-a-bed, creating a comfortable and versatile bonus space year round. This home has been thoughtfully updated over time, including a new roof (2023), updated heat pump and ductwork, a membrane roof over the sunroom and new siding (2025). Additional improvements include updated windows and doors, enhanced plumbing throughout (including replacement of gray piping, water heater, fixtures, and disposal) and upgraded appliances such as a new stove (2025) and microwave (2024). Outside, you’ll appreciate the large carport, a beautifully finished driveway, and additional space for golf cart parking, along with a cement golf cart path for added convenience. With NO REAR neighbors, the property offers a private and peaceful setting. Additional included items such as select furnishings, a leather recliner, beds, TVs, ceiling fans, blinds, and an outside antenna add even more value and convenience. Residents of Lake 'n Golf Estates enjoy a vibrant and active lifestyle with access to lake Henry, a clubhouse, pool, shuffleboard courts, and a variety of social activities. Conveniently located near shopping, dining, and everyday amenities, this community offers both relaxation and accessibility. Don’t miss your opportunity to own a beautifully updated and spacious home in one of Winter Haven’s most welcoming 55+ communities, schedule your private showing today! Want to know more?

Welcome to this beautifully maintained residence located in the lakefront community of Traditions, one of Winter Haven’s premier 55+ gated communities known for its vibrant lifestyle and exceptional amenities. This thoughtfully designed 2 bedroom, 2 bathroom home also includes a versatile office that can easily serve as a third bedroom, along with a spacious family room that provides additional living space for relaxing or entertaining. As you arrive, you’re welcomed by a covered and screened front entry. Inside, the open concept floor plan is enhanced by vaulted ceilings and a stylish blend of luxury vinyl flooring in the main living areas and ceramic tile in the kitchen, bathrooms and laundry room, creating both elegance and easy maintenance. The eat in kitchen is bright and inviting, featuring a closet pantry, stainless steel appliances that are just two years old and a comfortable dining space ideal for everyday meals. An interior laundry room is conveniently located just off the kitchen and provides direct access to the two car garage. Sliding glass doors from the living room lead to a screen enclosed patio, offering the perfect spot to unwind, entertain guests, or simply enjoy Florida’s beautiful year round weather. The primary suite serves as a relaxing retreat, highlighted by a tray ceiling, walk in closet and an ensuite bathroom with a double sink vanity and step-in shower. Recent updates provide added peace of mind, including a brand new HVAC system and water heater, installed in March 2026, a new roof (November 2023), updated kitchen appliances (2024), fresh interior paint, and refreshed landscaping (2026). Outside, the property is beautifully framed by mature landscaping, with an attached two car garage, brick paved driveway and walkway that enhance the home’s inviting curb appeal. Residents of Traditions enjoy a true resort style lifestyle, featuring a lakefront clubhouse with a library, fitness center, card room, and billiards, as well as a resort style pool, hot tub and sauna. Additional amenities include tennis and shuffleboard courts, a dog park, a boat ramp and a dock overlooking Ruby Lake, providing endless opportunities for relaxation and recreation. The $484 monthly HOA fee covers lawn care (including bush/tree trimming and mulch replacement), exterior painting, cable, and internet. Ideally located near shopping, dining, and medical facilities with Publix opening soon just down the street, this home offers the perfect combination of comfort, convenience, and an active community lifestyle. Want to know more?

Turn key opportunity in the heart of Winter Haven! This 4-bedroom, 2-bath home comes partially furnished, Water filtration system already installed and is ready for its next owner whether you're looking for a primary residence, vacation home, or income producing investment.The home features a spacious, light-filled layout, a functional kitchen, comfortable bedrooms, and a screened in lanai perfect for enjoying Florida evenings. A NEW ROOF installed May 2025 with transferable warranty adds long-term value and peace of mind.Located in a quiet neighborhood just minutes from shopping, dining, lakes, parks, and LEGOLAND, this property offers both lifestyle and convenience in one of Winter Haven’s most desirable areas.With its furnished interior and flexible layout, this home is move-in ready and full of potential for homeowners or investors alike.Schedule your private showing today and see why this property stands out! Want to know more?

Now available for rent in desirable Planter’s Walk! This beautifully updated 3-bedroom, 2-bath home features ceramic tile flooring throughout, a remodeled kitchen with quartz countertops and new cabinets, vaulted ceilings, and a spacious open layout filled with natural light. Enjoy a large Florida room, screened porch, and a fully fenced backyard with shed—perfect for relaxing or entertaining. Two-car garage, large driveway, and a prime Southeast Winter Haven location just minutes from LEGOLAND, shopping, dining, and major highways. Move-in ready and waiting for you! Want to know more?

Back on market, property passed inspections already. Welcome to 2683 Wyndsor Oaks Way, Winter Haven, FL – an extraordinary residence in the highly sought-after gated Wyndsor at Lake Winterset community, offering a luxurious lifestyle with lake access, tennis courts, and a playground. This stunning home blends timeless elegance with modern comforts, creating a perfect sanctuary for discerning buyers.As you enter, a gracious foyer welcomes you into a sunlit living area that exudes warmth and sophistication. The open layout features a cozy yet spacious living room, perfect for relaxing with loved ones. A formal dining area leads seamlessly into the gourmet kitchen, equipped with high-end stainless steel appliances, recently updated double ovens, exquisite granite countertops, and ample custom cabinetry. This thoughtfully designed home offers flexibility and functionality, including a versatile den/bonus room on the main floor, ideal as a home office, playroom, or entertainment space. The oversized primary suite on the main level is a true retreat, featuring a spa-like en-suite bath with dual vanities, a luxurious soaking tub, a walk-in shower, and generous closet space.Step outside to your own private paradise – a serene outdoor haven with a sparkling pool, lush landscaping offering amazing pond views. The pool’s salt cell has been recently replaced, ensuring easy maintenance for years to come. The expansive patio invites al fresco dining, summer gatherings, and tranquil evenings under the stars.Upstairs, you’ll find three well-appointed guest bedrooms and a media room all with recently updated flooring, There are two additional guest bathrooms, providing comfort and privacy for family and guests alike.Additional highlights include a three-car garage, offering plenty of storage and convenience and plenty of parking space including a circular paved driveway. Located in the heart of Winter Haven, this home offers central access to both Tampa and Orlando. It is just minutes from Legoland and approximately 1.5 hours from Florida’s beautiful east and west coasts, making it ideal for those who appreciate both convenience and adventure. Don’t miss this rare opportunity to call 2683 Wyndsor Oaks Way your forever home – schedule your private showing today! Want to know more?

Welcome to this beautifully maintained 2-bedroom, 2-bathroom manufactured home with an office in the desirable 55+ community of Brookhaven Village, where you OWN your land! Situated on a large lot with no rear neighbors, this property offers an incredible sense of privacy and tranquility. From the moment you enter, you’ll notice the care and updates that have gone into this home over the years. Features include updated windows, fresh interior paint, and modern flooring throughout. Both the roof and AC were replaced within the last 5 years, ensuring peace of mind for years to come. The water heater was just replaced (02/2026). At the front of the home, the Florida room is fully enclosed and equipped with central air and heat, making it a comfortable year-round living space. The open floorplan flows seamlessly into a spacious living room, dining room with built-ins, and a bright kitchen offering ample cabinet and countertop space. The refrigerator was replaced 2 years ago, and the kitchen and bathroom cabinets have been repainted with updated hardware and modern light fixtures added for a fresh look.Down the hallway, you’ll find a dedicated office, ideal for working from home or enjoying a favorite hobby. The guest bedroom includes a walk-in closet, and the guest bath has been tastefully updated. The oversized primary suite is located at the back of the home and features a large walk-in closet and an ensuite bathroom with dual sinks and a walk-in shower.Step outside to your screened-in lanai, perfect for morning coffee or afternoon relaxation. Beyond that, the backyard oasis features a paved patio and serene views; your own private retreat. Hurricane shutters were just installed, adding extra protection and value.The low $34/month HOA fee includes access to the clubhouse, heated pool, shuffleboard courts, and storage area (upon availability). Brookhaven Village offers a prime Central Florida location close to HWY-27, providing easy access to I-4, Tampa, Orlando, and both Gulf and Atlantic beaches.Be sure to explore the 3-D virtual tour, then come see this wonderful home in person. Whether you’re escaping cold winters or seeking an affordable year-round lifestyle, this home is ready for you to enjoy the Florida sunshine.Schedule your private showing today! Want to know more?

Welcome to this exceptional custom-built 2023 luxury residence located within the gated community of Sanctuary by the Lake, where modern elegance, thoughtful design, and everyday comfort come together seamlessly. Perfectly positioned on a spacious corner lot directly across from the lake, this stunning home immediately impresses with its commanding presence and refined architectural detail.Step through the beautiful double front doors and experience an immediate sense of openness, highlighted by soaring ceilings, abundant natural light, and expansive living spaces designed to feel both grand and inviting. With over 3,600 square feet of living space, the thoughtfully designed open layout effortlessly connects formal and casual living areas, creating an ideal setting for both entertaining and relaxed daily living.At the heart of the home lies a beautifully appointed chef’s kitchen, featuring granite countertops, upgraded stainless steel appliances, a breakfast bar, walk-in pantry, and generous prep space, perfect for hosting gatherings or enjoying quiet mornings at home. The kitchen flows naturally into the impressive great room and dining areas, enhancing the home’s seamless indoor living experience.One of the standout features is the oversized covered and enclosed Florida room, custom added by the owners to extend the living space year-round. Whether hosting celebrations, entertaining guests, or simply unwinding while enjoying peaceful surroundings, this space truly elevates the lifestyle this home offers.Designed with privacy in mind, the desirable triple split floor plan includes 4 spacious bedrooms, 3 full bathrooms, and a dedicated private office, ideal for remote work or flexible living needs. The luxurious primary suite serves as a private retreat, complete with dual vanities, a garden tub, separate walk-in shower, makeup vanity, and a very generous walk-in closet.Beautiful luxury vinyl plank flooring flows throughout the main living areas, complemented by tasteful finishes and quality craftsmanship that reflect the home’s custom construction. A well-equipped laundry room with cabinetry, countertop workspace, and sink adds everyday convenience. A 50 amp generator port was added for peace of mind.Beyond the home itself, the location offers the best of Central Florida living. Just minutes from downtown Winter Haven, residents enjoy award-winning restaurants, local boutiques, parks, and year-round entertainment, while nearby access to Lakeland and I-4 provides an easy commute to both Tampa and Orlando. Florida’s Atlantic and Gulf beaches are approximately 90 minutes away, making weekend coastal escapes effortlessly accessible. This is more than a home, it is a refined living experience combining space, luxury, and lifestyle within one of Winter Haven’s most desirable gated communities. Want to know more?

Under contract-accepting backup offers. Welcome to this beautifully remodeled 3-bedroom, 2-bathroom home in Winter Haven, where modern updates meet timeless charm. This property, with no HOA, has been extensively upgraded over the years to provide a comfortable and stylish living space. Highlights include a updated roof (July 2025) and HVAC system installed in 2021, all-new windows (October 2024), and full re piping for peace of mind. The kitchen is a true focal point with its 2024 granite countertops and 2021 stainless steel appliances, ideal for any home chef. Both bathrooms have been elegantly remodeled, and the home features luxury vinyl plank flooring, a stylish barn door, and updated interior and closet doors. Situated on a spacious 0.18-acre lot, the fully fenced backyard offers privacy and space for outdoor activities. Additional updates include fresh interior and exterior paint. Plenty of parking space available under the carport and on the driveway. Conveniently located near Cypress Gardens Blvd., this home is just minutes from shopping, dining, and medical facilities, providing the perfect blend of modern living and easy access to all amenities. Don’t miss the opportunity to call this move-in-ready gem your own! Want to know more?

Affordable living on OWNED land in the desirable Lake n Golf Estates 55+ community! This 2-bedroom, 2-bath home, priced under $100,000, sits on a corner lot and is conveniently located directly across the street from the community amenities, you can’t beat this location. This fully furnished home offers a very efficient open floorplan with a spacious living area and a great Florida room that adds valuable extra living space. Recent updates include brand-new vinyl flooring installed in December 2025 in the living room, kitchen, and both bathrooms, along with new stainless steel kitchen appliances (12/2025). Ceiling fans were updated 12/2025 as well. The AC was replaced in 2017, and part of the metal roof over the Florida room and carport was replaced in 2022, adding peace of mind.Lake n Golf Estates is a lakefront, land-owned 55+ community offering amenities such as a pool, spa, clubhouse, shuffleboard, and boat slips (subject to availability). The community is centrally located near HWY 27, medical facilities, shopping, and restaurants, making day-to-day living easy and convenient. Low HOA fees of approximately $550 per year add to the appeal.This is a fantastic opportunity for affordable Florida living in a well-maintained community with great amenities and a prime location.Schedule your private showing today, homes at this price point don’t last. Want to know more?

Welcome to 6044 Grand Oaks Dr SE in Winter Haven, a beautifully updated waterfront home in the desirable 55+ community of Garden Grove Oaks, where you OWN THE LAND! Enjoy peaceful water views right from your backyard and take advantage of a recent $15,000 price improvement, making this home an incredible value. This charming 2-bedroom, 2-bath residence offers the perfect blend of comfort, modern updates, and Florida lifestyle living. The spacious and open floorplan features laminate flooring throughout the main living areas, creating a bright and inviting atmosphere. The kitchen has been tastefully updated with new cabinet facings, countertops, and stainless steel appliances, offering both style and functionality. The Florida room, complete with vinyl plank flooring, updated sliding doors, and custom blinds, provides the perfect spot to relax and soak in the tranquil water views. Additional updates include double-pane windows throughout, as well as refreshed flooring, toilet, and faucets in the guest bathroom. The primary suite offers a barn door entry and private ensuite bathroom, while the guest bedroom provides flexibility for visitors or a home office. Garden Grove Oaks is a welcoming, well-maintained community offering a heated pool, clubhouse, and active social calendar, all with NO LOT RENT. With its waterfront setting, modern updates, and excellent value, this home is truly move-in ready. Don’t miss the opportunity to make it yours, schedule your private showing today! Want to know more?

Multiple offers, kindly asking highest and best by Monday 3/2 at 3pm.Location, updates, and flexibility, all in one. Welcome to this beautifully maintained home in the desirable Garden Grove community of SE Winter Haven, just down the street from Lake Ned and minutes to shopping, restaurants, and easy access to HWY 27.Situated on a spacious .22-acre fully fenced lot, this 2-bedroom, 2-bath + bonus room residence offers warmth and functionality throughout. Fresh interior paint gives the home a clean, move-in-ready feel, while hardwood flooring flows through the main living areas. The kitchen features porcelain tile, a tiled backsplash, stainless steel refrigerator, and all appliances included.Natural light fills the living room, with sliding glass doors leading to a screened lanai, the perfect spot for morning coffee or unwinding in the evening.Part of the one-car garage has been converted into a versatile bonus room with wood flooring and its own split AC/heat unit, ideal for a home office, gym, hobby room, or guest overflow. A Tesla charger remains in place for electric vehicle convenience.Both bathrooms have been partially updated and showcase beautiful accent tile flooring. Step outside to enjoy a fully vinyl-fenced backyard designed for privacy and enjoyment, complete with an open patio, firepit area, and additional storage shed. The covered front porch adds charm and curb appeal. The roof was replaced in 2020 and the AC in 2021. This home offers the ideal combination of comfort, location, and practical upgrades. Schedule your private showing today. Want to know more?

Welcome to this exceptional 4-bedroom, 3-bath pool home located in the highly sought-after gated community of Woodpointe in Winter Haven. Custom built by John Wood, this home was thoughtfully designed for both everyday comfort and entertaining. Upon entering, you are immediately impressed by the tall specialty ceilings and the abundance of natural light throughout. The formal living room offers stunning views of the screened pool area, creating an inviting and elegant first impression. The spacious island kitchen features ample cabinetry and counter space and opens seamlessly to the main living area, allowing for an easy flow between spaces while maintaining beautiful pool views. The living room continues to showcase serene views of the screened pool, enhancing the home’s indoor-outdoor living experience. Large bedrooms provide comfort and privacy, while the well-designed floor plan offers functionality and flexibility for a variety of lifestyles. Step outside to the private backyard oasis where a sparkling pool and peaceful surroundings create the perfect setting for relaxation or entertaining. Nestled within a beautifully maintained gated community known for its prime location, this home offers both exclusivity and convenience, with close proximity to shopping, dining, and major roadways, yet tucked away in a tranquil setting. Major updates include a roof replaced in 02/2021, AC replaced in 2017, and a water heater replaced in 07/2025. Homes in Woodpointe are rarely available, schedule your private showing today and experience the lifestyle this property has to offer. Want to know more?

Enjoy true Florida lakefront living in this spacious 2-bedroom, 2-bath home offering almost 1800 square feet of heated living space, perfectly positioned on a waterfront lot with your own private dock, ideal for relaxing, fishing, or simply taking in the peaceful views of Lake Henry. Inside, the home features a large kitchen with a center island, stainless steel appliances including a built-in oven and cooktop, and plenty of cabinet space for storage and functionality. The oversized family room offers some of the most beautiful lake views in the home, creating a bright and welcoming gathering space. French doors lead into the additional Florida room under air and heat, where the panoramic water views continue and provide a perfect year-round retreat. Both bedrooms are generously sized, with the primary suite featuring a large ensuite bathroom complete with a walk-in closet, double sinks, a shower, and a garden tub. The guest bathroom has been updated, offering a fresh and modern feel. Additional interior features include an entry foyer, inside laundry room, and ample storage space including a dedicated storage room. Outdoor living is just as impressive, with oversized parking, a carport, a large screened room, a paved open patio, and an additional storage shed. The combination of covered and open spaces makes it easy to enjoy the Florida lifestyle throughout the year. Major updates include a new roof in 2025, updated windows, and updated plumbing for added peace of mind. Located in Lake n Golf Estates, a desirable lakefront, LAND-OWNED 55+ community, residents enjoy access to amenities including a pool, spa, clubhouse, shuffleboard, and community boat ramp and dock, with boat slips available subject to availability. Conveniently situated near Hwy 27, medical facilities, shopping, and dining, the community also offers low HOA fees of $550 per year, adding to its overall appeal. Schedule your private showing today, lakefront homes at this price point do not last long. Want to know more?

Welcome to Planter’s Walk, one of Southeast Winter Haven’s most desirable established communities! This beautifully updated 3-bedroom, 2-bath home offers comfort, style, and convenience just minutes from dining, shopping, and entertainment, 5 minutes from LEGOLAND Florida, and 25 minutes from Bok Tower Gardens. Featuring an open split-bedroom floor plan with vaulted ceilings and abundant natural light, this home showcases brand-new ceramic tile flooring throughout, a remodeled kitchen with quartz countertops, new cabinets, and stainless steel appliances, plus freshly painted interiors. The spacious primary suite includes a large walk-in closet and an updated private bath, while the expansive Florida room and screened porch overlook a large fully fenced backyard complete with a storage shed—perfect for entertaining, pets, or play. Additional highlights include a new roof (2023), a two-car garage, a large driveway with extra parking space, and low annual HOA fees of just $95. Located in a quiet, deed-restricted neighborhood close to schools, parks, medical facilities, and major highways, this move-in ready home combines modern updates with a fantastic Central Florida location. Want to know more?