Winter Garden Homes For Sale & Real Estate - 764 homes

Remarks: One or more photo(s) has been virtually staged. *Back on the market after upgrades* Designed for today’s lifestyle, this spacious residence offers over 3,200 square feet of thoughtfully designed living space — perfect for remote work, entertaining, and everyday comfort. With generous flex areas ideal for dual home offices and a first-floor bedroom with an adjacent full bath, the layout easily accommodates both multigenerational and growing families. New kitchen appliances including cool-to-touch range and home warranty offers added assurance. Located on a mature tree-lined street in the highly sought-after Waterleigh community within Horizon West, you are steps away from scenic lakes, walking trails, and resort-style amenities, including multiple clubhouses with fitness centers, sparkling pools, miniature golf, sand volleyball courts, and even a fishing pier. Low HOA fees also include lawn care for added convenience and peace of mind. Enjoy the convenience of walking to supermarkets, banking, and dining at Waterleigh Village. Horizon West is one of West Orange County’s fastest-growing master-planned communities, offering new shopping centers, restaurants, and highly rated local schools. Schedule your private showing today or watch a virtual tour! (Photos taken with staging furniture, owner is FL licensed realtor)

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

Listing Agent: Robert Tau (407-655-2003)

Remarks: Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining - Now Open! Introducing the Julep Exterior unit townhome, a new construction home that seamlessly combines luxury and convenience. This modern townhome features 4 bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-facing garage, all complemented by our Move-In Ready appliance and window blinds package. The first floor is designed with entertaining in mind, offering an open-concept kitchen, café, and gathering room that flow together effortlessly. The chef-inspired kitchen is a highlight, featuring a large center island, a spacious storage pantry, white cabinetry, a decorative tile backsplash, quartz countertops, and stainless-steel appliances, including a refrigerator. The first-floor powder room adds an extra layer of convenience for guests. The entire first floor, including the kitchen, café, gathering room, and powder room, is finished with elegant wood-look luxury vinyl plank flooring for both style and easy maintenance. At the end of the day, retreat to your private oasis on the second floor. The Owner’s Suite offers a spacious walk-in closet and a luxurious en suite bathroom with a double-sink, quartz-topped vanity and a glass-enclosed shower. Three additional bedrooms, a secondary bathroom, and a linen closet for added storage are located on the opposite side of the floor, ensuring privacy and plenty of space. Soft, stain-resistant Shaw brand carpet adds comfort to the stairs and bedrooms, creating a cozy atmosphere throughout. In the bathrooms and laundry room, you’ll find beautiful tile. With thoughtful design, high-end finishes, and a focus on everyday convenience, the Julep townhome is a perfect blend of style and practicality, offering a truly elevated living experience.

Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)

Listing Agent: Adrienne Escott (407-250-9131)

Remarks: Under contract-accepting backup offers. Welcome to Hamlin living—where incredible dining, entertainment, and waterfront experiences are just a short walk from your front door. This stunning and well-maintained home offers 5 bedrooms, 4.5 bathrooms, and over 3,775 sq ft of thoughtfully designed living space—perfectly blending comfort, luxury, convenience, and entertainment. Step inside to a breathtaking high-ceiling living room featuring elegant wall paneling and an open, airy feel that makes a lasting first impression. The home’s layout is ideal for modern living, including a full suite on the first floor, perfect for in-laws, guests, or multi-generational living. Out back, unwind in your screened-in pool with no rear neighbors, offering privacy, peace, and a serene open backdrop that creates a true escape right at home. Located in the heart of Winter Garden, just minutes from Hamlin Town Center, major highways, and Disney attractions, this home offers unmatched access to everything Central Florida has to offer—while still providing a quiet, private retreat. Whether you're entertaining, relaxing, or enjoying the vibrant Hamlin lifestyle, this home truly has it all.

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

Listing Agent: Mahmoud Mango (321-830-4678)

Remarks: Discover refined comfort and effortless living in this impeccably maintained end-unit townhome, positioned to capture an abundance of beautiful natural light throughout. Ideally in a desirable area served by amazing A-rated schools, this spacious residence offers three generous bedrooms, two-and-a-half baths, a dedicated office/flex space and is thoughtfully designed for everyday living and elegant entertaining. A charming, cozy front porch welcomes you home, while the private courtyard creates a serene outdoor retreat, ideal for hosting gatherings or simply unwinding in complete privacy. Inside, pride of ownership is evident at every turn, complemented by practical updates including a roof just two years new and air conditioning professionally serviced in March 2025. The washer and dryer convey, adding further ease to your move-in experience. Residents enjoy access to exceptional community amenities, including a clubhouse, fitness center, tennis courts and a sparkling resort-style pool, fostering a lifestyle of leisure and connection. Low-maintenance living is assured, with the professionally managed HOA covering lawn care and exterior building maintenance, allowing you more time to savor moments that matter most. Timed for the season, this inviting home offers the opportunity to settle in now and enjoy pleasures of summer in your new surroundings. With an unbeatable location, timeless appeal and effortless convenience, this exceptional townhome presents a rare opportunity to experience elevated living at its finest.

Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)

Listing Agent: Julie Vega-Dominguez (786-303-7111)

Remarks: This stunning 4-bedroom, 3.5-bath residence offers an impressive 3,909 sq ft of thoughtfully designed living space, making it one of the best family floorplans available in Winter Garden. The open and airy layout features high ceilings and spacious rooms that create a welcoming, light-filled atmosphere perfect for everyday living and entertaining. The primary bedroom is conveniently located downstairs for privacy and ease, while the remaining bedrooms are upstairs—each boasting a generous walk-in closet for ample storage. Throughout the home, you'll enjoy durable and stylish tile and laminate flooring, providing a clean, low-maintenance look that flows seamlessly from room to room. Step outside to the spacious fenced backyard—ideal for safe play, gardening, pets, or relaxing in your own private outdoor oasis. The yard also has plenty of space for a custom pool. Additional standout features include a dedicated office (ideal for remote work or study), a fun playroom, and a versatile media room—perfect for movie nights, gaming, or family gatherings. These bonus spaces enhance the home's appeal for growing families. Nestled in a family-friendly neighborhood that's centrally located in Winter Garden, this home offers easy access to top-rated schools, shopping, dining, and major roadways. Families love the convenience of a beautiful community pool just steps away from the home. Kids can safely ride their bikes to nearby schools (only .2 miles away), fostering independence and community connections. The community amenities provide plenty of opportunities for recreation and relaxation, including parks, playgrounds, and green spaces that encourage outdoor play and neighborly gatherings. Don't miss this exceptional opportunity to own a move-in-ready gem in one of Winter Garden's most desirable family-oriented areas. Schedule your private showing today!

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

Listing Agent: Paulo Silva (407-790-1649)

Remarks: Rare opportunity to own a 6-bedroom, 4,181 sq ft home with water views in Winter Garden's Cypress Reserve community. Built in 2019, this spacious residence sits on a premium homesite with expanded distance from neighboring properties, providing privacy rarely found in newer construction neighborhoods. The home features a gourmet kitchen with two oversized islands, ideal for entertaining and everyday living. The open-concept layout flows seamlessly into large living and dining spaces filled with natural light and scenic water views. With six bedrooms and 3.5 bathrooms, this home offers exceptional flexibility for multigenerational living, guest accommodations, or dedicated work-from-home spaces. Located just minutes from Downtown Winter Garden, residents enjoy easy access to award-winning restaurants, boutique shopping, the popular Winter Garden Farmers Market, and miles of outdoor recreation along the West Orange Trail. The property is also near the highly anticipated Tucker Ranch Park development, which will bring new green spaces, trails, and community amenities to the area. Homes offering over 4,000 square feet with water views in Winter Garden are rarely available, making this an exceptional opportunity in one of Central Florida’s most desirable communities.

Listing is courtesy of: ELEVATE REAL ESTATE BROKERS (954-772-3870)

Listing Agent: Kelly Roth (352-514-5045)

Remarks: Under contract-accepting backup offers. Tucked away on 2.5 private lakefront acres in the heart of Winter Garden, this exceptional 4-bedroom, 4 full + 2 half bath estate offers privacy, space, and the ultimate retreat lifestyle. In this beautiful home, you can start your day drinking morning coffee on your screened-in lanai overlooking Lake Tilden, enjoy a mid-afternoon swim in the saltwater, heated pool, and end your evening with Disney fireworks lighting up the sky from your backyard. Inside, the home features fresh interior paint, a dedicated home office, a spacious great room, and formal living and dining areas perfect for both entertaining and quiet relaxation. Custom built-ins throughout the home provide charm, function, and plenty of storage. Three newly remodeled bathrooms include a spa-like master bath with a soaking tub, multi-head shower, and finished walk-in closet, bringing luxury and comfort to daily living. Updated interior and exterior lighting enhances the home while honoring its timeless character. A new electrical panel ensures modern reliability. A versatile ADU adds endless possibilities as a home gym, private office, guest suite, creative studio, or man cave, giving flexibility for multigenerational living or working from home. Recent upgrades include a new well pump, whole-home water filtration system, new septic drain field, two new HVAC units, brand-new pool equipment with iAquaLink automation, and a newly epoxied garage floor. Outdoors, fresh exterior paint, updated landscaping, and a newly fenced backyard with puppy picket fencing create an inviting environment for kids, pets, and entertaining. This rare lakefront property combines acreage, character, and thoughtful updates just minutes from downtown Winter Garden, top-rated schools, dining, and shopping. With space to spread out, enjoy the outdoors, and live a lifestyle others only dream about, this home is meant to be lived in, loved, and enjoyed for years to come.

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

Listing Agent: Lisa Kirsch (678-373-8917)

Remarks: Experience the perfect blend of luxury and convenience with Mystique Grand home. Formerly a model home, this two-story home offers a thoughtfully designed layout featuring 3 bedrooms, an enclosed flex room, 3 bathrooms, in ground pool and spa with an outdoor kitchen, and a 2-car garage with tandem storage. The owner's suite is conveniently located on the first floor, offering a private retreat with a spa-inspired en suite bathroom. The heart of the home is the open-concept kitchen, café, and gathering room, where natural light floods the space, creating a welcoming and airy atmosphere. Tall ceilings, expansive windows, and a pocket sliding glass door leading to the extended covered lanai seamlessly blend the indoor and outdoor living areas, ideal for effortless entertaining. Step outside and enjoy your back yard oasis complete with an inground pool and spa, as well as an outdoor kitchen. Inside, the gourmet kitchen is a true highlight, featuring a Whirlpool built-in natural gas cooktop, microwave, oven, and refrigerator, white soft-close cabinetry, quartz countertops, and a decorative tile backsplash. A spacious walk-in pantry, granite single-bowl sink, and upgraded faucet complete this culinary space, which is both stylish and functional. The owner's suite is designed for relaxation, with an en suite bathroom that includes a walk-in shower with a built-in bench, dual vanity with quartz countertops, a linen closet, and an enclosed toilet for added privacy. On the first floor, you’ll also find a conveniently located spare bedroom, full bathroom, and enclosed flex room that can easily serve as an office, hobby room, or guest retreat. Upstairs, the expansive loft provides additional space for leisure, and the third bedroom features its own walk-in closet and private bathroom. Throughout the home, designer-curated finishes enhance the sense of luxury, including matte black hardware, wood-look luxury vinyl plank flooring throughout the first floor, tile flooring in the bathrooms and laundry room, and plush Shaw carpet adds warmth to the upstairs bedroom and loft. This home is also equipped with the latest in home technology, including surround sound pre-wire, digital IP camera pre-wire, security system pre-wire, and LED downlights. Don’t miss the opportunity to own this beautifully designed home with unparalleled functionality and elegance. Schedule your tour today!

Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)

Listing Agent: Adrienne Escott (407-250-9131)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this single-story home in the highly sought-after Covington Chase community, perfectly positioned on a quiet cul-de-sac hilltop with peaceful lake views. The fully fenced .25-acre yard offers space, privacy, and room for a future pool or patio expansion, while the large covered lanai and expansive outdoor back patio seating areas create the ideal setting for entertaining, relaxing, or enjoying Florida sunsets. Step inside to discover an open and functional floor plan featuring four bedrooms plus a versatile den or office with glass French doors and a built-in Murphy bed, perfect for a home office, guest room, or additional living space. Natural light floods the interior through triple sliding glass doors in the family room and additional sliders in the primary suite, highlighting the bright, airy design. Elevated ceiling heights enhance the spacious feel throughout the main living areas. Premium features include hurricane-proof glass front doors, tile flooring throughout main living areas, and laminate in the dining room. The oversized three-car garage (approx. 32 x 26) provides abundant space for vehicles, storage, a workshop, or a golf cart. The exterior was freshly painted just five years ago, adding to the home’s curb appeal. Covington Chase offers a community pool, park, and low HOA. The West Orange Trail runs directly through the neighborhood, ideal for walking, jogging, biking, or simply enjoying the outdoors. Living in Downtown Winter Garden means embracing a vibrant, walkable lifestyle with award-winning farmers markets, annual festivals, Plant Street Market, Crooked Can Brewery, boutique shopping, eclectic dining, and lively entertainment all within golf cart distance. Convenient access to Winter Garden Village, Highway 429, and the surrounding Orange County attractions puts everything you need right at your doorstep. This home perfectly combines lake views, elevated outdoor living spaces, and an active Downtown Winter Garden lifestyle, making it a true gem in one of Central Florida’s most desirable neighborhoods.

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

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

Remarks: Under contract-accepting backup offers. **A RARE OPPORTUNITY YOU WON’T WANT TO MISS!!** 9.75 PRIME ACRES IN THE HEART OF WINTER GARDEN ~ MAIN HOME CUSTOM BUILT BY HANNIGAN HOMES 5BD/4BA/3-CAR- 5,423 SQFT, INCLUDING AN ABOVE GARAGE APARTMENT WITH 1/BD/1/BA/+KITCHENETTE ~ SECOND HOME ON PROPERTY INCLUDES 4BD/2BA/2-CAR - 2,082SQFT ~ 10-STALL + TACKROOM HORSE BARN - 2,592 SQFT, 3 PASTURES ~ FENCED IN RIDING RING AND MUCH MORE! This countryside estate is an exclusive opportunity to own two homes, a horse barn, an adorable chicken coop, Koi pond, paver fire pit, built-in playground and so much more in the heart of the sought-after Winter Garden! Bring your horses and enjoy all that this massive CORNER LOT has to offer and being just minutes from the 429 gives you easy access to every convenience including neighboring HORIZON WEST and DISNEY THEME PARKS. Being sold all as one gives you endless opportunities in the ADDITIONAL SINGLE FAMILY HOME with the main home ready with charm for a family to make it their own. The long covered front porch welcomes you home and gives you front row seats to the riding ring. Built by Hannigan Homes, the main home was modeled after Disney’s Grand Floridian, and the thoughtful and unique features throughout are the perfect blend of comfort and quiet luxury. The roof was updated in 2019, the office space can serve as an additional bedroom, light and bright with views of the property, there is a movie/media room currently being used as an indoor trampoline park, WALK-IN WINE CELLAR for the adults, a fun HIDDEN WALK-IN PANTRY for ample kitchen storage and an energy saving SOLAR WATER HEATER. The new owner will absolutely fall in love with the PRIVATE PRIMARY SUITE that takes up the entirety of the second floor with sweeping views overlooking your estate, large WALK-IN CLOSET and well appointed ensuite bath. The additional bedrooms on the main floor give room to grow, and the additional home and garage apartment graciously allow for multi-general living. This gorgeous property is best experienced in person (stunning sunsets included!) so it can speak for itself - call today to schedule your private tour today!

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

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

Remarks: Welcome to Your Horizon West Sanctuary: The Madison at Mezzano. Experience the perfect blend of sofisticated design and functionality with this stunning Madison floor plan by Park Square Homes. Nestled in the highly sought-after, boutique community of Mezzano. This 2,032 sq. ft. townhome perfectly balances modern elegance with the convenience of a single-family home layout. The Highlights You’ll Love: • Rare First-Floor Suite: This layout features a full bedroom and bathroom on the main level, perfect for guests, a quiet home office, or multi-generational living. • Epicurian Kitchen: The heart of the home boasts a massive island overlooking a sun-drenched, 21-foot gathering room. It’s the ultimate setup for hosting Friday night dinner parties or Sunday football. • A Masterful Retreat: The second-floor primary suite is a true escape, featuring a massive walk-in closet with custom shelving, and a spa-inspired ensuite. • Flex Space Galore: In addition to the three bedrooms, the second-story loft offers a secondary living zone—ideal for a media room, play area, or tech hub. • Outdoor Living & Curb Appeal: Enjoy morning coffee on your charming covered front porch or retreat to the private rear courtyard and soak in the included hot tub at the end of a long day at work. The courtyard leads to your oversized 2-car garage that features storage racks for a more organized home. Why Mezzano? Location is everything. Located in the heart of Horizon West, you are minutes from the upscale shopping and dining at Hamlin, top-rated schools, and the magic of Walt Disney World. Mezzano offers a tight-knit community feel with modern amenities, all while being surrounded by the best of Winter Garden.  Don't wait for a new build! Experience the scale of a 2,000+ sq. ft. home with the low-maintenance lifestyle you’ve been dreaming of. Schedule your private showing today!

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

Listing Agent: Elle Probst (407-414-1903)

Remarks: Discover Winter Garden’s best-kept secret in Avalon Estates, a peaceful, horse-friendly enclave where timeless country charm meets modern luxury. This custom-built residence offers an impressive 6,400 sq. ft. under air and nearly 10,000 sq. ft. under roof, set on 4.6 picturesque acres surrounded by nature and serenity. From the moment you arrive, the inviting curb appeal and sprawling front porch set the tone for what awaits inside. Step through the double entry doors into a grand living space filled with soaring ceilings, abundant natural light, and an airy, open feel that defines Florida living at its finest. The modern farmhouse kitchen is a dream for entertaining, featuring two expansive islands, generous counter space, and seamless flow into the family room, where a wood-burning fireplace adds warmth and charm. French doors open to the pool area, complete with two oversized covered lanais, creating an ideal setting for relaxing or hosting guests. The downstairs primary suite is both spacious and inviting, featuring a private fireplace, large walk-in closet, and a magazine-worthy en suite bath. A private office sits just off the primary suite, offering a quiet retreat for work or study. Upstairs, you’ll find a large bonus room with kitchenette, three additional bedrooms, and two full bathrooms—perfect for family or guests. Don’t miss the panoramic views through the large windows—on clear nights, you can watch Disney fireworks sparkle in the distance and even catch NASA rocket launches from the east coast. Built with poured concrete tilt-wall construction, this home is as strong and resilient as it is beautiful. The laundry room doubles as a safe room, featuring metal doors, bullet-resistant glass, and reinforced concrete walls and ceiling. Additional highlights include a new roof (2025), an attached three-car garage, plus a detached 2.5-car garage with studio and full bath—ideal for guest quarters, an office, or hobby space. Located just minutes from shopping, dining, and major highways (Florida Turnpike, 429, and 408), this estate is 11 miles from Disney World, 12 miles from Universal Studios, and 23 miles from Orlando International Airport. With its combination of space, craftsmanship, and location, this property also offers excellent potential as a luxury short-term rental. Experience the tranquility and grandeur of Avalon Estates—schedule your private tour today and start creating lifelong memories in your new home.

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

Listing Agent: Brad Bolton, Llc (407-797-8875)

Remarks: Under Construction. Waterleigh presents the Bellmore. This amazing one-story home has an elevated designed with elegant exteriors and high-end features. This spacious all concrete block construction single-family home features 4 bedrooms and 3 baths. A beautiful patio welcomes you to a home that optimizes living space with an open concept kitchen overlooking the living area, dining room, and outdoor lanai. Entertaining is a breeze, as this popular single-family home features a spacious kitchen island, dining area and a spacious pantry for extra storage. This gourmet kitchen features a Quartz countertops stainless steel appliances, spacious pantry and crown molding cabinetry. Bedroom one, located off the living space in the back of the home for privacy. The bedroom one bathroom impresses with double bowl vanity, and spacious shower/tub space as well as a spacious walk in closet. Towards the front of the home two additional bedrooms share a second full bathroom. Across the hall a drop zone welcomes you from the garage where you will find a fourth bedroom and full bathroom. This home features a space to fit all your needs. Like all homes in Waterleigh, the Bellmore includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Stephen Cline (407-250-7299)

Remarks: Welcome to unit 2504 at The Grove Resort - a fully furnished, income-producing 2-bedroom, 2-bathroom unit already enrolled in the resort’s rental program. Whether you’re looking for a vacation retreat, short-term rental investment, or both, this residence offers just that. As part of The Grove, you and your guests enjoy full access to surf simulator, lazy river, multiple pools, water park, fitness, dining, lakefront amenities, and more. Strategically located just west of Orlando and under 10 minutes from Walt Disney World, the resort offers complimentary transportation to Disney. For buyers seeking a hassle-free, revenue-producing resort unit in a high-demand location, 14501 Grove Resort Ave 2504 checks every box. ** Transfers will be subject to reporting when buyers use entities or trusts to take title to residential real estate, when the transaction is all-cash, privately financed or HELOC.

Listing is courtesy of: PROFESSIONAL REAL ESTATE TEAM (407-483-4964)

Listing Agent: Jany Perez (407-483-4964)

Remarks: Under contract-accepting backup offers. Tucked away at the end of a quiet cul-de-sac in the highly sought-after Tuscany community of Winter Garden, this pool home offers the rare combination of privacy, space, and lifestyle that buyers are searching for. Set on an oversized pie-shaped lot shaded by mature oak trees, the property welcomes you with beautiful curb appeal and lush landscaping before opening to a backyard retreat designed for everyday enjoyment and effortless entertaining. A screened pool with a natural rock waterfall and expansive lanai creates the ultimate outdoor living space, while the fully fenced yard extends well beyond the enclosure, offering abundant green space for pets, play, gardening, or future possibilities. Inside, the thoughtfully designed split-bedroom floor plan blends comfort with functionality. Upon entry, you’ll find a flex space enclosed with elegant French doors, currently used as a private home office—perfect for today’s work-from-home lifestyle. Across the foyer sits a formal dining room ready for gatherings and celebrations. The heart of the home flows seamlessly between the family room with a cozy wood-burning fireplace, the breakfast area, and the well-appointed kitchen featuring granite countertops, generous cabinetry, pantry storage, breakfast bar seating, and newer appliances. Sliding glass doors frame beautiful pool views and bring in natural light, creating a warm and inviting atmosphere. The owner’s suite is a peaceful retreat with room for a sitting area and direct access to the pool and lanai. The spa-inspired primary bath features dual vanities, a soaking tub, separate shower, and walk-in closet. Three additional bedrooms and an updated guest/pool bath are thoughtfully positioned on the opposite side of the home for privacy. Beyond the home itself, the location delivers the best of the Winter Garden lifestyle. Tuscany is a beloved neighborhood with limited turnover, situated just moments from the West Orange Trail and the vibrant shops, dining, and charm of Historic Downtown Winter Garden. With its oversized lot, cul-de-sac setting, private pool oasis, and prime location, this property offers a rare opportunity to own a home where space, serenity, and community come together.

Listing is courtesy of: SERHANT (786-296-8626)

Listing Agent: Silvia Kinkela, Pa (407-284-9254)

Remarks: Downtown Winter Garden – Golf Cart District! Don’t miss this amazing opportunity to own a well maintained 3-bedroom, 2.5-bath townhome in the heart of Downtown Winter Garden, right in the highly desirable Golf Cart District—with no rear neighbors! Built in 2015, this home features a spacious layout with tile flooring throughout the first floor, a welcoming foyer, and an open-concept kitchen with granite countertops, stainless steel appliances, pantry, and built-in microwave. The kitchen flows into the dining area and large Great Room—perfect for entertaining. Upstairs, the owner’s suite offers a tray ceiling, walk-in closet, dual sinks, walk-in shower, and a separate soaking tub. Two additional bedrooms, a full bath, and a versatile loft complete the second level. Enjoy your private back patio and a 2-car garage for added convenience. -- Zoned for golf cart use -- Downstairs powder room -- All tile flooring on main level Schedule your showing today—this one won’t last long!

Listing is courtesy of: SPECTRUM PROPERTY GROUP LLC (407-250-5170)

Listing Agent: Laura Taylor (407-496-1162)

Remarks: Under contract-accepting backup offers. Lowest Priced square foot in Stoneybrook West by more than $20 sq ft! Aggressively priced for this large home by motivated seller! Brand new roof June 2025! Beautiful spacious family home well maintained, southern views over the golf course! Welcome to your new home in the sought-after Stoneybrook West Golfing Community! The lovely 5-bedroom, 3-bathroom home is situated in St Andrews. Walking inside this spacious residence with over 3800 sq ft of space, you'll be welcomed and see the open plan and brightness of the home. You have a large open plan family room which leads to the kitchen and dining area, also accompanied by a formal dining room and a formal living room. From the kitchen dining area there are double sliding doors and triple sliding doors from the family room to the screen room. The screen room has a dining area, seating area and an outside covered area great for grilling. The downstairs has a convenient bedroom with an en-suite bathroom, featuring a large walk-in shower. Head upstairs and find 4 additional bedrooms and a huge bonus room ideal home office, man cave or games room. Double doors open into a spacious master bedroom complete with a sitting area, tray ceiling, two walk-in closets and en-suite bathroom. The owner's bathroom offers dual sinks, a large tub, and a walk-in shower. The three additional bedrooms with ample closet space and an additional shared bathroom ensure comfort for the whole family. The bonus room spans over the 3-car garage and has a multitude of uses. This home was designed with family living and comfort in mind, the back yard has sun all day. There is a 3-car garage with plenty of front parking for your family and visitors. Two new A/C units were installed in 2017 which are very well maintained with a biannual service since install and a new Hot water heater in 2023. Stoneybrook West has it all, catering to all types of families with its extensive range of amenities. The town center and clubhouse boast a large outdoor pool, fitness center, tennis courts, playground, volleyball court and basketball courts. Stoneybrook West is fully guarded 24/7. Included in your dues is also cable TV and internet for your convenience. The newly renovated 18-hole golf course now open. Situated just minutes away from Fowlers Grove shopping center and the charming Downtown Winter Garden area, you’ll be spoiled with the choice of dining and shopping options.

Listing is courtesy of: SELECT ESTATES, LLC (407-705-2330)

Listing Agent: Donna Ramsden (321-279-5233)

Remarks: Discover refined living in this impressive 5-bedroom, 4-bathroom Spanish-style estate home, beautifully positioned on a serene waterfront lot with peaceful conservation views and nightly Disney fireworks from your own backyard. This exceptional home blends elegance, comfort, and energy efficiency throughout its thoughtfully designed layout. Step through the grand, elegant entrance into a soaring cathedral-ceiling foyer that leads to spacious formal and casual gathering areas. The formal dining room sets the tone for entertaining, while the gourmet kitchen is a true showpiece—featuring an oversized island, dry bar, walk-in pantry, solid wood cabinets, granite countertops, elegant backsplash, and high-end stainless steel appliances. A striking stone accent wall with an electric fireplace adds warmth and style to the main living area, which opens through French doors to breathtaking water and conservation views. The first floor includes a comfortable guest bedroom with a walk-in closet, a full guest bath with convenient pool access, and a luxurious primary suite. The primary bedroom offers a huge walk-in closet, and a spa-inspired ensuite bathroom with garden tub, expansive walk-in shower with multiple rain shower heads, and dual vanities. Upstairs, a spacious loft with surround sound showcases elevated views of the water and conservation area—perfect for a media room or game space. On one side of the loft sits a private bedroom with its own full bath, ideal for guests or extended family. On the opposite side are two additional bedrooms connected by a Jack-and-Jill bathroom, providing comfort and privacy for everyone. Additional highlights include a tile roof, oversized garage, paver driveway, Smart thermostat, water softener and filtration system, and energy-efficient features for year-round comfort. Located in the highly desirable Watermark community, residents enjoy resort-style amenities including a sparkling pool, water park, cabanas, BBQ areas, playground, dog park, tennis and basketball courts, clubhouse with rooftop deck, weekly community activities, fitness center, and scenic walking trails. All of this—just minutes from top-rated schools, dining, shopping, Orange County National Golf Course, and Disney World. A perfect blend of elegance, comfort, and unmatched location—this waterfront estate is truly a must-see.

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

Listing Agent: Linda Mieczkowski (321-695-5284)

Remarks: Under contract-accepting backup offers. A rare find! Fully renovated 3-bedroom, 2-bathroom townhome where nothing has been left from the previous owners. This home features a BRAND-NEW ROOF, NEW AC units (inside and outside), brand-new vinyl flooring throughout, all-new light fixtures, and fresh paint, giving the entire home a clean, modern feel. The kitchen includes shaker cabinets, quartz countertops, and a beautiful backsplash, creating a bright and stylish space. Both bathrooms have been fully renovated from A to Z with modern finishes. The lucky new owner will only need to bring their belongings and furniture and move right in. Located in the Westside Townhome community, residents can enjoy the community pool and low HOA fees. The home also offers easy access to major highways, shopping, and restaurants. This house is truly a steal. Don’t wait—schedule your showing today!

Listing is courtesy of: FATHOM REALTY FL LLC (888-455-6040)

Listing Agent: Alina Charhalashvili (407-701-7766)

Remarks: Experience elevated living in the heart of Winter Garden, in the desirable Horizon West community. This beautifully appointed home offers three bedrooms (Total of 3 beds - being 2 in the main house and the other one in the in law apartment), 3.5 baths, a dedicated office/flex space, and a rare multi-generation home (studio apartment) above the detached two-car garage, ideal for guests, a private office or additional income potential. The open-concept layout features a modern kitchen with gas range, stainless steel appliances, walk-in pantry and generous seating. Soaring ceilings and abundant natural light enhance the spacious living area. Upstairs, the serene primary suite and guest bedroom provide comfort and privacy. A charming private courtyard connects the main home to the garage and studio, creating a setting for relaxing or entertaining. Just a short distance to shops, dining and entertainment, this home offers luxury, flexibility and unbeatable convenience.

Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)

Listing Agent: Carolina Medeiros (305-753-1943)