Winter Garden Single Family Homes For Sale - 711 homes

Remarks: Welcome to this beautiful 4-bedroom, 3.5-bath home located in the highly sought-after community of Waterleigh in Winter Garden. This stunning residence features tile throughout the first-floor main living areas and has an open floor plan with sleek finishes and quartz countertops, creating a modern and stylish atmosphere. There is one bedroom on the first floor that can serve as an in-law or guest bedroom, while upstairs you'll find three additional bedrooms, including a spacious master retreat. The upstairs also includes a versatile loft area, perfect for a home office, playroom, or additional living space. This home offers not just a comfortable living space but a vibrant lifestyle within a master planned community. Enjoy access to a resort style clubhouse, multiple pools with a fitness center, playgrounds, and sports fields. Additional amenities include mini golf, walking and nature trails, beach volleyball, and all concrete block construction for durability. The home features smart home technology, and all landscaping is included for your convenience. The community is family friendly with an elementary and middle school located right inside, while the high school is just minutes away. As you arrive, you'll be greeted by a beautiful waterfall entrance. Waterleigh is golf cart friendly and conveniently located with a Publix at the front of the neighborhood. Situated in a prime location, you're just minutes from all that Orlando showcases. Enjoy nightly views of the Disney fireworks, with easy access to Disney World. Explore the heart of Horizon West, including Hamlin Town Center and Flamingo Crossings, both offering a wide variety of shopping, dining, and entertainment options. With quick access to the Turnpike, commuting around Orlando is a breeze. This is truly a fantastic place to live!

Listing is courtesy of: VALSTAR REALTY LLC (407-270-5000)

Listing Agent: Teresa Valdes (407-925-1567)

Remarks: Built in 2025 and loaded with premium upgrades, this stunning 5-bedroom, 4.5-bathroom home offers 3,664 square feet of thoughtfully designed living space in one of Winter Garden's most sought-after locations. The heart of the home is the impressive chef's kitchen, featuring stacked appliances, an induction cooktop, ceiling-height cabinetry, abundant storage, and designer finishes that make both everyday living and entertaining a pleasure. The open-concept layout flows seamlessly into the spacious living area, where a 12-foot glass sliding door brings in natural light and opens to a covered paver patio and backyard. The primary suite feels like a private retreat, complete with a spa-inspired bathroom featuring a freestanding soaking tub, oversized shower, and elegant finishes throughout. Two of the home's five bedrooms offer private en-suite bathrooms, including a first-floor guest suite that provides the perfect setup for visitors, multigenerational living, or long-term guests. Designed with flexibility in mind, the floor plan includes a massive first-floor home office, a separate dining room that can easily serve as a playroom, formal dining space, or additional workspace, plus a spacious second-floor loft. Additional highlights include a three-car tandem garage with a 50-amp electric vehicle outlet, a laundry room with utility sink, ceramic tile and laminate flooring throughout most of the home, and carpet in only three secondary bedrooms. All appliances convey with the sale. Location is where this home truly shines. Situated less than four miles from Walt Disney World property and approximately four miles from Flamingo Crossings Town Center, you'll enjoy convenient access to shopping, dining, entertainment, and everyday essentials. The brand-new Ovation Elementary School is also scheduled to open nearby this August, adding even more appeal to this exceptional location. If you've been searching for a move-in-ready luxury home near Disney with high-end finishes, flexible living spaces, and an unbeatable Winter Garden location, this home delivers.

Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)

Listing Agent: Carly Ruecker (727-776-7962)

Remarks: Under contract-accepting backup offers. Virtually Staged. Fabulous 5 bedroom, 4 bath pool home lovingly cared for by the original owners. Situated near the end of a cul-de-sac on an almost ½-acre lot with a fully fenced backyard in the gated community of Wintermere Pointe! A long driveway provides ample parking and leads to the OVERSIZED 3-CAR GARAGE, which was extended an additional 4 feet during construction to provide exceptional storage space. Inside, this spacious and thoughtfully designed home features tile flooring throughout the main living areas downstairs, wood laminate flooring in the family room, and brand new carpet on the staircase and in the upstairs 5th bedroom. The desirable 3-way split bedroom floor plan provides wonderful privacy for family and guests. Featuring loads of storage throughout, including an oversized under-stair storage closet in the back hall, a generously sized linen closet in the alcove between Bedrooms 2 and 3, and an additional storage closet in the laundry room. The primary suite is privately located on one side of the home and features French doors opening to the lanai and pool, two walk in closets and a beautifully UPDATED primary bath with new flooring, separate vanities that offer plenty of storage, quartz countertops, a renovated shower with glass surround and updated showerhead plus a private water closet with a new commode. All commodes throughout home have been replaced with "comfort height" commodes. At the heart of the home is the spacious kitchen offering abundant cabinetry, granite countertops and LG stainless appliances (Bosch dishwasher) replaced in 2022. The kitchen opens to the family room w/surround sound, creating a comfortable and inviting space for everyday living and entertaining. Upstairs, the huge 5th bedroom offers incredible flexibility with two walk in closets and a private bathroom - perfect for guests, multigenerational living, a bonus room or private retreat. Outdoor living is exceptional! A huge Florida room was added across the back of the home, providing additional all-season living and entertaining space beyond the screened pool and lanai. The expansive, fully fenced backyard and almost ½-acre homesite provide plenty of room to enjoy the Florida lifestyle. MAJOR UPDATES INCLUDE: ALL NEW energy-efficient windows (June 2023) and doors (2024), Water softener (February 2024), Water heater (September 2023), garage door opener (2021), Roof (May 2017) and HVAC (September 2015) with annual maintenance service. AC ducts were inspected with boots resealed to drywall and collars in June 2019, then professionally cleaned and inspected in March 2024. Annual septic service, including draining and filter cleaning, was completed in January 2026, and the dryer vent was cleaned in April 2026. The transferable termite bond renews in November 2026. Additional improvements include replacement of the sprinkler meter including the majority of electrical sprinkler valves, gutter cleaning and sealing and installation of Gutter Guards in March 2025, along with replacement of two electrical valves at the pool pump. THE LOCATION IS FANTASTIC! Just 5 minutes to Winter Garden Village for abundant shopping and dining, including the new Seasons 52 coming soon. Approximately 10 minutes to charming Downtown Winter Garden with its popular restaurants, shops and Saturday Farmers Market and approximately 16 minutes to Disney! Zoned for highly rated Lake Whitney Elementary, SunRidge Middle, and West Orange High School. This home is truly a special opportunity!

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

Listing Agent: Sherri Palmer (407-718-0412)

Remarks: Virtually Staged. Rarely does a property offer over an acre of land in the heart of Winter Garden. Tucked away in an intimate lake-access community, this beautifully refreshed pool home combines privacy, mature trees, and an unbeatable location just minutes from everything Central Florida has to offer. Set on a beautifully landscaped 1.1-acre lot with no rear neighbors, this stunning residence offers a rare opportunity to enjoy space, serenity, and flexibility in one of Winter Garden's most desirable locations. Designed for both everyday living and effortless entertaining, the home features fresh interior paint, new luxury vinyl plank flooring throughout the main living areas and bedrooms, a newer roof, new water heater, oven, range, custom woodwork, and a beautiful wood-burning brick fireplace that anchors the living space. The expansive covered lanai, refinished screened-in pool with a new pump, and spa create a true indoor-outdoor lifestyle, with multiple access points from the home and a kitchen pass-through window that opens directly to the entertaining area. Privately situated on the opposite side of the main 3 bedrooms, the light-filled bonus room features two closets, French doors, its own exterior entrance, and tranquil views of the mature landscaping. Paired with the adjacent full bath, it offers exceptional flexibility as a potential 4th bedroom, private guest suite, in-law suite, home office, or creative space. The 3rd full bath also serves as a convenient pool bath with direct outdoor access to the lanai. Outside, enjoy beautifully maintained gardens, mature trees, a fully fenced backyard, abundant outdoor living space, and a large detached storage building with electricity. Residents also enjoy private access to Black Lake and Lake Tilden, complete with a boat ramp, tennis court, pavilion, and the peaceful charm of one of Winter Garden's hidden-gem communities. Just minutes from Winter Garden Village, historic Downtown Winter Garden, major highways, area hospitals, and world-famous attractions including Disney World, Universal Orlando, and SeaWorld, this property delivers a combination of land, location, and lifestyle that is rare to find.

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Erin Rison (407-844-8168)

Remarks: One or more photos have been virtually staged. Live the luxury lifestyle West Lake Hancock Estates, an exclusive lakeside community. This home offers 6 bedrooms and 6 bathrooms over 4816 sq. ft. of living space with an open-concept design perfect for both everyday living and entertaining. A rare highlight, this home features two primary suites on the first floor, ideal for multi-generational living or guests. The gourmet double-island kitchen boasts upgraded cabinetry, granite countertops, double ovens, stainless steel appliances, a center island, butler’s pantry and a breakfast nook flowing seamlessly into spacious living and dining areas, a large loft, and a dedicated media room. Engineered hardwood floors, crown molding, custom built-ins, wainscoting, surround sound, a security system, and a custom mudroom/drop zone conveniently located in the garage. Enjoy outdoor living with a fully equipped outdoor kitchen and a backyard with room to build your dream pool. Additionally features include a 3-car garage and access to resort-style amenities such as a lakeside clubhouse, pool, fitness center, trails, and a ramp to launch your boat to Lake Hancock. Conveniently located near SR-429, with easy access to Orlando, shopping, dining, and entertainment.

Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)

Listing Agent: Esther Teodorescu (973-234-3370)

Remarks: Stunning single-story home featuring 3 bedrooms and 2.5 bathrooms, situated in the highly sought-after Hawksmoor community. This property boasts modern tile and carpet flooring, complemented by elegant granite countertops and a spacious 2-car garage. Residents can enjoy top-tier community amenities, including a resort-style pool, walking trails, and a playground. Strategically located, you are just minutes away from historic downtown Winter Garden, Disney, and premier theme parks. With an abundance of shopping, dining, and entertainment nearby, plus quick access to SR 429 and Florida’s Turnpike, your daily commute will be a breeze.

Listing is courtesy of: ON ME REALTY (321-370-1474)

Listing Agent: Eduardo Pavone (407-232-1241)

Remarks: This beautifully maintained 3-bedroom, 2.5-bath home with a dedicated office offers the perfect blend of style, comfort, and functionality. From the charming covered front porch and brick paver driveway to the impressive 10-foot ceilings, 8-foot doors, and crown molding throughout, every detail has been thoughtfully designed. The open-concept floor plan is centered around a stunning gourmet kitchen featuring a massive 12-foot granite island, 42" cabinetry, gas range, walk-in pantry, and abundant prep and storage space, making it the ideal home for entertaining and everyday living. The spacious living room is filled with natural light from oversized triple sliding glass doors that seamlessly connect the indoor and outdoor living spaces. The private primary suite offers a large walk-in closet, dual vanities, and an oversized walk-in shower, while the secondary bedrooms share a convenient Jack-and-Jill bathroom. The dedicated office with provides the perfect work-from-home space. Step outside to your backyard retreat featuring a covered lanai with brick pavers, outdoor cabinetry, refrigerator, TV area, ceiling fan, and gas hookup—perfect for year-round Florida living. Additional upgrades include a tankless gas water heater, smart thermostat, smart garage door openers, and a vinyl privacy fence. Located in the highly desirable Highlands at Summerlake community, residents enjoy resort-style amenities including a pool, tennis courts, dog park, playgrounds, sports fields, and picnic areas, all just minutes from Disney, Hamlin Town Center, shopping, dining, and top-rated schools.

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

Listing Agent: Lily Lassalle (407-747-1751)

Remarks: Welcome to this exceptional model home in the highly sought-after Hamlin Reserve, one of Winter Garden’s premier communities. Perfectly positioned on a desirable corner homesite, this beautifully designed two-story residence offers the ideal combination of luxury, functionality, and lifestyle. One of the home’s most valuable features is the private detached apartment above the two-car garage, complete with its own full bathroom. This versatile space is perfect as an in-law suite, private guest quarters, home office, fitness studio, or an ideal retreat for extended family and visitors—allowing everyone to enjoy their own space while preserving the privacy of the main residence. Inside the main home, you’ll find elegant hardwood flooring throughout the main living areas, custom built-in cabinetry in the family room, and a luxurious primary suite designed for comfort and relaxation. The chef-inspired kitchen showcases 42” painted linen upper cabinetry with espresso maple lower cabinets, an oversized quartz island with pendant lighting, designer tile backsplash, quartz countertops, and premium stainless steel gas appliances, creating the perfect space for everyday living and entertaining. Step outside to your private backyard oasis featuring a covered lanai, fenced yard, and sparkling pool—ideal for enjoying Florida’s year-round outdoor lifestyle. Residents of Hamlin Reserve enjoy outstanding community amenities including a private clubhouse, resort-style pool, walking trails, parks, open green spaces, and a dog park. Located in the heart of Winter Garden, consistently recognized as one of the most desirable places to live in the Orlando area, this home offers access to top-rated schools, exceptional restaurants, shopping, entertainment, and the vibrant Hamlin Town Center. Just minutes from Walt Disney World, major highways, and Orlando’s world-class attractions, this location offers the perfect balance of convenience, recreation, and community living. This is more than a home—it’s a lifestyle opportunity. Schedule your private showing today.

Listing is courtesy of: B LIVE COMMERCIAL AND RESIDENT (407-217-7573)

Listing Agent: Oscar Rodriguez (321-297-7264)

Remarks: ~Seller may consider buyer concessions if made in an offer~Prepare to fall in love with this BEAUTIFULLY MAINTAINED 4-bedroom, 3.5 bath home in the highly sought-after Waterside at Johns Lake community, where timeless style, THOUGHTFUL UPGRADES, and an unbeatable location come together to create an exceptional place to call home. Offering over 2,900 SQUARE FEET, this 2019-built residence still FEELS LIKE NEW and sits proudly on a beautifully landscaped CORNER LOT within one of the area's most desirable neighborhoods featuring TOP-RATED SCHOOLS. From the moment you arrive, you'll be impressed by the home's outstanding CURB APPEAL highlighted by lush landscaping, FRESH EXTERIOR PAINT (2026), and an inviting brick paver walkway leading to the charming front porch. Step inside to discover an open floor plan where elegant CERAMIC TILE FLOORING, fresh interior paint (2021), and crown molding (2021) create a refined backdrop for everyday living. A VERSATILE first-floor Bedroom with its own EN SUITE BATH, make it an ideal guest suite, private office, or multi-generational living space. The spacious Living Room creates a stunning impression with its custom STACKED STONE ACCENT WALL with sleek electric fireplace, creating a warm yet contemporary gathering space. The GOURMET KITCHEN is designed to impress showcasing crisp white cabinetry, stone countertops, a classic subway tile backsplash, stainless steel appliances, a GAS COOKTOP, built-in ovens, a generous closet pantry, an oversized breakfast bar and butler pantry. NEW LIGHTING in both the Kitchen and Dining area adds the perfect finishing touch. Elegant ARCHED DOORWAYS in the Dining Room lead to a spacious Family Room, offering even more room to gather and relax. Sliding glass doors open to the covered, SCREENED BRICK-PAVER PATIO and fenced yard—the perfect setting for morning coffee, while the adjoining open-air patio provides an ideal space for grilling, dining under the stars, or soaking up the Florida sunshine. Upstairs, an EXPANSIVE LOFT creates the perfect flex space for a media room, game room, playroom, or home office. The luxurious Primary Suite is a peaceful retreat featuring an ELEGANT TRAY CEILING and French doors that open to a private balcony. The SPA-INSPIRED EN SUITE BATH offers dual vanities, a huge walk-in shower with built-in bench seating, a private water closet, and a generous walk-in closet. Two additional spacious bedrooms and another full bath provide comfortable accommodations for family and guests. Even better, this home is just a SHORT STROLL from the community's incredible RESORT-STYLE AMENITIES, including a spectacular pool, a clubhouse, state-of-the-art fitness center, and two playgrounds, all OVERLOOKING THE SCENIC BEAUTY of Johns Lake. Perfectly positioned in the heart of Winter Garden, you'll enjoy EASY ACCESS to the charm of Downtown Winter Garden, featuring award-winning restaurants, boutique shopping, weekly farmers markets, and year-round festivals. Outdoor enthusiasts will love the nearby WEST ORANGE TRAIL, while boating, fishing, and water recreation await on Johns Lake. You're also JUST MINUTES from Disney Springs, Walt Disney World Resort, Universal Orlando Resort, Winter Garden Village, and Hamlin Town Center. Combining LUXURY FINISHES, exceptional community amenities, and one of Central Florida's most desirable locations, this remarkable home offers the lifestyle you've been dreaming of. Don't miss your opportunity to make it yours!

Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)

Listing Agent: Jenny Wemert (407-809-1193)

Remarks: Virtually Staged. Welcome to 14779 McClane Road! Set behind the gates of Oxford Chase, this one of a kind Mattamy home stands apart from anything else in the community. Five bedrooms, four baths, and 3,118 square feet of genuinely upgraded living on a lot that simply cannot be replicated. At the heart of it is a custom designed kitchen any chef would love to call their own. A dramatic waterfall edge stone island seats four beneath designer glass pendants, surrounded by crisp white cabinetry, a deep stainless farmhouse apron sink, a gas cooktop beneath a vented stainless chimney hood, and a full stainless double wall oven. It opens directly into the great room and flows to a formal dining room crowned by a tray ceiling, bay window, and cascading crystal chandelier. Large stone look tile runs continuously through every common area with no transitions and no compromises. The attention to detail carries throughout. Every bathroom features tile taken floor to ceiling in the shower surrounds, accented by a custom glass mosaic inlay band. The first floor primary offers privacy and generous proportions, while a main floor laundry room adds a deep storage closet, the kind of everyday storage that makes a home genuinely functional. Upstairs is where this floor plan gets extremely special. A spacious loft paired with its own full bathroom creates a genuine second living quarters, not a bonus room with a powder bath down the hall. Aging parents get real independence. Young adults returning home get privacy and dignity. An au pair, a long term guest, or a live in caregiver has a complete suite of their own. It is the kind of true multi generational layout families search for and rarely find. An oversized 3 car garage with an extra deep bay handles the vehicles, the workshop, and everything in between. Step outside and the setting speaks for itself. An oversized covered lanai opens onto a wide, open lawn with no rear neighbors and no homes across the way. The protected retention area means that openness is permanent, not a temporary view waiting to be built out. The yard is already pre wired for a pool, so your private resort is ready whenever you are. A walking trail sits just a short stroll from your door. And nearly every night, you can finish dinner on the lanai and watch Disney's fireworks light up the sky, visible from multiple vantage points throughout the home. The location may be the quietest luxury of all. SunRidge Elementary and SunRidge Middle are an easy walk from your front door. AdventHealth Winter Garden sits roughly five minutes away. Minutes in the other direction, the new $31 million Tucker Ranch wellness complex is bringing a teaching farm, botanical gardens, retreat center, and fitness trail system, joining the existing 200 acre nature preserve on Johns Lake with its kayak launch and miles of trails. Plant Street's restaurants and award winning Farmers Market, Winter Garden Village, and quick access to the 429 are all close at hand, with Orlando International Airport about 30 minutes out. Homes in Oxford Chase rarely come available, and lots like this one almost never do. Seller offering a $1,000 paint allowance and a $500 cleaning allowance to buyer at closing. Schedule your private showing today!

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

Listing Agent: Ryan Persaud (646-404-3085)

Remarks: Virtually Staged. Experience the highly sought-after KENTON FLOOR PLAN in the award-winning WATERLEIGH community, just MINUTES FROM DISNEY! Ideally situated on a QUIET CUL-DE-SAC with NO THROUGH TRAFFIC, this beautifully upgraded 4 BEDROOM, 3 BATHROOM home offers WOOD-LOOK TILE throughout the main living areas and LUXURY VINYL PLANK upstairs. A welcoming foyer with TRAY CEILING opens to a versatile FLEX ROOM, perfect for a home office or formal dining room. The OPEN-CONCEPT design centers around a stunning GOURMET KITCHEN featuring 42" UPGRADED SHAKER CABINETS WITH CROWN MOLDING, QUARTZ COUNTERTOPS, UPGRADED TILE BACKSPLASH, 7' ISLAND, STAINLESS STEEL APPLIANCES, VENT HOOD, WALL OVEN & MICROWAVE COMBO, 5-BURNER COOKTOP, OVERSIZED SINGLE-BASIN SINK, WALK-IN PANTRY, plus a built-in COFFEE BAR/DROP ZONE. The spacious family room overlooks the covered lanai and backyard. A FIRST-FLOOR BEDROOM & FULL BATH provide the perfect guest or multigenerational suite. Upstairs, the PRIMARY SUITE features a TRAY CEILING, spa-inspired bath with GARDEN TUB, GLASS-ENCLOSED SHOWER, DUAL QUARTZ VANITIES, and an OVERSIZED WALK-IN CLOSET. A large LOFT offers the perfect space for a media room or playroom. Bedrooms 3 and 4 share a bath with DOUBLE SINKS, while the oversized laundry room includes a UTILITY SINK, WASHER & DRYER. Additional upgrades include BLOCK-ON-BLOCK CONSTRUCTION, WHOLE-HOUSE WATER FILTRATION, REVERSE OSMOSIS SYSTEM, UPGRADED LIGHTING & FANS, VIDEO DOORBELL, LOW-E DOUBLE-PANE WINDOWS, R-30 INSULATION, and RECLAIMED WATER IRRIGATION for outstanding energy efficiency. Enjoy MAINTENANCE-FREE LIVING with lawn care included and access to 4 RESORT-STYLE POOLS, 3 CLUBHOUSES, FITNESS CENTERS, TENNIS COURTS, FISHING PIER, PLAYGROUNDS, PARKS, WALKING TRAILS, and more. WATER SPRING ELEMENTARY and WATER SPRING MIDDLE SCHOOL are just a SHORT WALK AWAY, making everyday routines incredibly convenient. Zoned for HORIZON HIGH SCHOOL and ideally located near shopping, dining, Disney, and with easy access to 429, 417 & 408, this home offers the perfect blend of luxury, convenience, and lifestyle.

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Sabrina Freeman (407-446-5541)

Remarks: ***PRICED TO SELL!*** WELCOME to this stunning and highly desirable two-story Xavier floor plan by K. Hovnanian Homes, perfectly positioned on a premium homesite with no rear neighbors, offering exceptional privacy and a peaceful backyard retreat. Located in the heart of Horizon West, just minutes from Hamlin Town Center, this exceptional residence combines luxury, functionality, and modern Florida living. Boasting 5 bedrooms and 4.5 bathrooms, this thoughtfully designed floor plan offers plenty of space for family and guests. The first floor features beautiful luxury vinyl plank flooring throughout and includes a dedicated home office with elegant French doors, ideal for remote work or a private study. A formal dining room provides the perfect setting for hosting gatherings, while the gourmet kitchen serves as the heart of the home with stunning cabinetry, premium finishes, a large center island, and an inviting breakfast area that seamlessly opens to the spacious great room. A generously sized guest suite is conveniently located on the first floor, featuring tranquil views of the pool and backyard. Its private bath also provides direct access to the outdoor living area, making it ideal for guests and poolside entertaining. Step outside to your own private backyard oasis. Designed for relaxation and entertainment, the heated saltwater pool features a beautiful waterfall fountain, an oversized sun shelf, and expansive deck space for lounging and enjoying Florida's year-round sunshine. The covered lanai is already equipped with water, sewer, and gas connections, providing the perfect foundation to create your dream outdoor summer kitchen. Upstairs, the luxurious primary suite offers a peaceful retreat with dual walk-in closets and a spacious en-suite bath. Additional bedrooms and living space provide flexibility for growing families, guests, or hobbies. Additional upgrades include a two-car garage with high-quality epoxy flooring, full gutters for added protection and functionality, and serene views beyond the preserve area. With no direct rear neighbors, this home offers a rare combination of privacy, natural beauty, and convenience. Don't miss this incredible opportunity to own a piece of paradise in one of Horizon West's most sought-after locations. Schedule your private showing today!

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Cristiane Carneiro Spindola Rocha Lima (407-766-9333)

Remarks: Welcome to this beautiful bungalow-style home in the highly desirable Osprey Ranch community in Winter Garden! Featuring 4 bedrooms, 3 full bathrooms, and 1 half bath, this thoughtfully designed residence offers comfort, style, and functionality for the whole family. Located just minutes from Disney, shopping, dining, and major highways, this home combines convenience with a peaceful neighborhood feel. Enjoy spacious living areas, modern finishes, and a layout perfect for entertaining or everyday living. Situated in a prime location with access to highly rated schools, this property is ideal for families looking for both lifestyle and location. Don’t miss the opportunity to live in one of Winter Garden’s most sought-after communities!

Listing is courtesy of: REALTY ONE GROUP INSPIRATION (321-233-2300)

Listing Agent: Guilherme Garcia Cavalcante (407-728-5310)

Remarks: Virtually Staged. Beautiful five-bedroom, three-bath pool home located in the highly sought-after Golf Cart District of Downtown Winter Garden. Situated on a spacious, fully fenced corner lot, this home offers a versatile floor plan with room to live, work, and entertain. Upon entry, a flex room is located to the right and may be used as an office, playroom, sitting room, or study. A formal dining room is located to the left. The main living area features an open-concept kitchen, living room, and dinette area. A downstairs bedroom and full bath provide a convenient option for guests or multigenerational living. Upstairs, the primary suite includes two walk-in closets. Three additional bedrooms, a full bath, and the laundry room are also located upstairs. The large media room offers flexible use as a theater room, home office, game room, or bonus space. Enjoy the private outdoor area with a covered porch, fully fenced yard, and saltwater pool and spa. Upgrades include freshly painted interior and exterior, and new carpet installed on 7/23/26. The AC unit is one year old. The seller will pay off the solar system at closing, providing added energy-efficiency benefits for the next owner. Conveniently located near the West Orange Trail, Plant Street Market, local shopping, dining, parks, and Downtown Winter Garden. Golf cart is available for purchase separately and is not included in the sale of the home.

Listing is courtesy of: HOMEVEST REALTY (407-897-5400)

Listing Agent: Erica Diaz (407-897-5400)

Remarks: This beautifully updated 3 bedroom, 1 bathroom home offers modern comfort at an unbeatable value. With 814 sq ft of living space, it features a brand-new roof, newer A/C, fresh interior and exterior paint, a fully remodeled kitchen with a new fridge, and brand new remodeled bathrooms—giving you peace of mind and a move-in ready lifestyle. Located in the heart of Winter Garden, this home is close to shops, dining, and entertainment, all while being tucked into a welcoming neighborhood. Whether you’re a first-time buyer, downsizing, or looking for an investment property, this gem checks all the boxes. Don’t miss this rare opportunity to own a beautifully renovated home in one of Central Florida’s most sought-after communities—for less than $300K! **All measurements must be verified by the buyer.** FHA buyers are welcome!

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Christopher Sukhram (407-558-8460)

Remarks: Welcome to 5973 Cypress Hill Road, an exceptional 5-bedroom, 3.5-bathroom home offering nearly 3,500 square feet of thoughtfully designed living space in the highly sought-after Independence community of Winter Garden. Located in the heart of Horizon West, one of Central Florida's fastest-growing and most desirable areas, this move-in-ready home combines spacious living, resort-style amenities, top-rated schools, and unbeatable convenience. Seller is willing to help with buyers closing costs Step inside and discover a versatile floor plan designed for today's lifestyle. Multiple living spaces, including a formal living room, family room, and great room, provide the flexibility needed for entertaining, working from home, multigenerational living, or simply enjoying time with family. The spacious first-floor primary suite offers a private retreat away from the secondary bedrooms, while each of the five bedrooms features its own walk-in closet, abundant natural light, and comfortable carpeting. With room for everyone and everything, this home delivers the space buyers are searching for. At the heart of the home, the kitchen features stainless steel appliances, ample cabinetry, tile flooring, and generous workspace for meal preparation and entertaining. The washer, dryer, and all kitchen appliances convey with the sale, making your transition seamless. Step outside to the screened lanai and enjoy Florida living year-round. Whether you're enjoying your morning coffee, hosting weekend barbecues, or unwinding after a long day, this outdoor living space provides the perfect setting. Additional highlights include a newer HVAC system, a two-car garage, ceramic tile flooring in the main living areas, and abundant storage throughout the home. Residents of Independence enjoy access to an impressive collection of community amenities, including resort-style swimming pools, a fitness center, parks, playgrounds, walking trails, sports courts, and year-round community events. The location places you just minutes from Hamlin Town Center, downtown Winter Garden, shopping, dining, entertainment, major highways, and world-renowned attractions including Walt Disney World. Families will appreciate the home's location within the highly regarded school zones for Independence Elementary, Bridgewater Middle School, and Windermere High School. If you've been searching for a spacious Winter Garden home for sale with a downstairs primary suite, walk-in closets in every bedroom, resort-style community amenities, and convenient access to everything Central Florida has to offer, 5973 Cypress Hill Road deserves a spot at the top of your list. Schedule your private showing today and experience the Independence lifestyle for yourself. All information provided is deemed reliable but not guaranteed. All buyers should verify all information provided

Listing is courtesy of: NEARBY REALTY (407-349-7533)

Listing Agent: Michael Ellingson (970-978-8101)

Remarks: Welcome to this beautifully renovated single-story gem nestled in the heart of Historic Winter Garden, one of Central Florida’s most sought-after communities. Perfectly situated just two blocks from vibrant downtown Winter Garden and iconic Plant Street, this home offers the ultimate blend of historic charm, modern luxury, and walkable convenience. Located within the highly desirable golf cart district and just moments from the renowned West Orange Trail, you’ll enjoy easy access to cobblestone streets, boutique shopping, coffee houses, award-winning restaurants, and the beloved Saturday Farmer’s Market — all right outside your door. Completely renovated from top to bottom, inside and out, this move-in ready home showcases exceptional attention to detail and thoughtful upgrades throughout. Step inside to discover a bright open floor plan enhanced by luxury vinyl plank flooring, upgraded 6-inch baseboards, updated light fixtures, neutral designer finishes, and ceiling fans in every bedroom. The stunning remodeled kitchen serves as the heart of the home, featuring crisp white cabinetry, elegant quartz countertops, modern backsplash, dark designer hardware, LED lighting, stainless appliances, and an oversized island with seating for six — perfect for entertaining family and friends. The bathrooms have been tastefully updated to blend timeless character with modern functionality, while the inside laundry room and abundant storage, including two hallway closets near the secondary bedrooms, add everyday convenience. Outdoor living shines with a newly added tiled screened lanai complete with new sliding doors and windows that create seamless indoor-outdoor flow. The expansive fenced backyard is a private oasis featuring fresh landscaping, a Magnolia tree, Orange tree, and Avocado tree — the perfect setting to relax and enjoy Florida living year-round. Additional highlights include a brand-new AC unit, anti-slip garage floor coating, and a 6-foot white vinyl privacy fence. This one-of-a-kind home perfectly captures the charm of Historic Winter Garden while offering the modern updates today’s buyers desire. WELCOME HOME.

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

Listing Agent: Peyton Blanton (407-462-7891)

Remarks: Virtually Staged. Pre-Construction. To be built. The Ellington is a spacious two-story home offers 3,550 square feet of elegant living, featuring 5 bedrooms and 3.5 bathrooms, along with a generous 3-car garage. The primary suite is conveniently located on the first floor, alongside the laundry for easy access. Upstairs, you’ll find four additional bedrooms and a massive game room—perfect for family fun! Relax and unwind outside under the covered lanai. Enjoy ample space with an additional flex room, café, and walk-in closets throughout the home.

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

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

Remarks: Virtually Staged. Under Construction. Welcome to the Arlington! This single-story floor plan features 4 bedrooms, 3 bathrooms, and a 2-car garage, offering 2,726 square feet of spacious living. Enjoy an open-concept design that seamlessly connects the dining, kitchen, and living areas. The garage also includes an extra hobby/work space. Relax on the large covered patio or create culinary masterpieces in the chef's kitchen. The Arlington is perfect for families of all sizes!

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. Virtually Staged. Lowest-priced home this size in all of Lakeview Preserve. Read that again. Five bedrooms, four and a half baths, two primary suites, and a three-car split garage behind the gates of a Johns Lake. Built in 2020 and engineered for the way real families actually live. Walk in and the kitchen runs the show: stainless appliances, oversized island, clean sightlines straight through to the family room and dining space. Tucked privately off the family room, the downstairs primary delivers a spacious walk-in and an ensuite bath that earns the word oversized. Cross to the other end of the first floor and a second bedroom with its own ensuite waits, ready for in-laws, grown kids, or guests who overstay their welcome in the best way. Upstairs, three more bedrooms, including a second primary with its own walk-in and ensuite. The other two offer a ton of flexibility and share a guest bath. This is what a true split floor plan looks like when it's done right. Outside your front door, Lakeview Preserve hands you a resort-style pool, fitness center, cabana, playground, splash pad, and a private community dock with kayak launch, all wrapped in conservation. Hamlin Town Center, the 429, AdventHealth Horizon West, and Stoneybrook West Village sit just minutes away. Historic Downtown Winter Garden and the West Orange Trail, about eight miles. Disney, fifteen. Square footage this big, ensuites this many, gated lake access this close to everything, and priced below every comparable home in the community. Homes like this get found fast. Don't be the buyer who saw it second.

Listing is courtesy of: HOMEVEST REALTY (407-897-5400)

Listing Agent: Brad Young (407-897-5400)