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16551 Barbours Creek Way, Winter Garden
$414,990
3 Beds ⋅ 3 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
Charming townhome in Waterleigh with 3 bedrooms, 2.5 baths, smart home technology, and a gourmet kitchen. Features an open living area, spacious bedrooms, and a versatile loft space. Offers modern living with creative and personalized options. It’s also located in a desirable community for tranquility and convenience. *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.*

16551 Barbours Creek Way, Winter Garden

14241 Colonial Pointe Drive, Winter Garden
$1,330,000
7 Beds ⋅ 6 Baths ⋅ Overlook 2 At Hamlin SubDv. ⋅ 34787 Zip Code
Experience refined Florida living in this exceptional 7-BEDROOM POOL HOME located in the prestigious West Lake Hancock Estates, perfectly positioned on an OVERSIZED CORNER LOT. The light-filled interior showcases a modern, open-concept floor plan with expansive living and gathering spaces ideal for both everyday comfort and elevated entertaining. At the heart of the home is the gourmet DOUBLE-ISLAND kitchen, offering generous prep space, abundant cabinetry, and a layout designed to host with ease. A rare and highly desirable feature, this home offers TWO PRIMARY SUITES on the FIRST FLOOR, each complete with private en-suite bathrooms and spacious walk-in closets, providing exceptional flexibility for multi-generational living, extended guests, or a private home retreat. The additional bedrooms are generously sized and thoughtfully placed, offering versatility for guest accommodations, a home office, fitness room, or creative space. Step outside to your private backyard oasis, where a sparkling POOL and OUTDOOR KITCHEN create the ultimate setting for relaxing, entertaining, and enjoying Florida’s year-round sunshine. Whether hosting summer gatherings or quiet evenings at home, this outdoor space is designed for elevated living. Additional highlights include a 3-car attached garage, ample storage throughout, and a pet-friendly neighborhood. Residents of West Lake Hancock Estates enjoy access to resort-style amenities, including a stunning clubhouse overlooking Lake Hancock, community pool, fitness center, playground, amphitheater, scenic walking and biking trails, canoe access, and a full calendar of organized social activities. Ideally located just off SR-429, this home offers convenient access to downtown Orlando, major highways, shopping, dining, and entertainment—while still providing the tranquility of an upscale, lake-centered community.

14241 Colonial Pointe Drive, Winter Garden

2015 Sandy Garden Lane, Winter Garden
$741,000
4 Beds ⋅ 5 Baths ⋅ Reserve At Carriage Pointe SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. Welcome home to a lifestyle of space, comfort, and effortless entertaining in this beautifully designed two-story residence with charming exterior stone accents, set on an almost ¼-acre lot in a gated community. From the moment you step inside, you’ll appreciate the open, airy layout, high ceilings, and bamboo flooring throughout — no carpet anywhere for a clean, modern feel. At the heart of the home, the gourmet kitchen shines with stainless steel appliances and a stylish tile backsplash, perfectly positioned to flow into the main living areas for gatherings both big and small. Step outside to the huge screened lanai and screened-in porch, ideal for morning coffee, weekend barbecues, or relaxing evenings enjoying the Florida breeze. The primary suite on the main level offers a true retreat, featuring dual walk-in closets that connect directly to a spa-inspired bathroom with split vanities, a center garden tub, and an extra-long walk-in shower with dual shower heads. A dedicated office or den on the first floor makes working from home easy, while a convenient guest half bath, laundry room, and generous storage add everyday practicality. Upstairs, three additional bedrooms with ceiling fans provide comfortable private spaces, while the expansive game room creates the perfect hub for movie nights, playtime, or hosting friends. A 3-car garage completes the package, offering room for vehicles, hobbies, and storage. Designed for both everyday living and memorable entertaining, this home delivers the space, flexibility, and lifestyle today’s buyers are looking for — indoors and out.

2015 Sandy Garden Lane, Winter Garden

3633 Turningwind Lane, Winter Garden
$755,500
5 Beds ⋅ 4 Baths ⋅ Windward Cay 48 125 SubDv. ⋅ 34787 Zip Code
One or more photos have virtual staging. Located in the sought-after WINDWARD CAY community, where homes rarely come onto the market – this Spacious Pool Home is now Winter Garden’s best buy! Homesite location is at the end of Turningwind Ln., on a Cul-de-Sac, POND-FRONT w/Wooded Area adjacent – a premium location within the community ** This home has been meticulously prepared for the market and is in complete “turn-key condition” throughout. EXTERIOR & INTERIOR FRESHLY PAINTED this April, along with BRAND NEW LAMINATE WOOD installed in Formal Living, Dining & Family Rooms, BRAND-NEW CARPETING installed throughout the rest of the interior, with original Ceramic Tile (mint condition) in high-traffic spaces and wet areas ** New Light Fixtures installed in Dining Room & Kitchen Casual Dining space. NEW POOL SCREENING installed on 4/13/26 ** Primary floor features Formal Living & Dining Rooms at Entry, with Crown Molding accenting the spaces. The Formal Living Room can function as a Home Office as an alternative use for the space. The OPEN FLOOR PLAN flows from the formal spaces to the Spacious Family Room & HUGE Kitchen w/Large Casual Dining Area. There is an abundance of Cabinetry (medium-tone wood), Corion Countertops, and all Appliances Convey – including Washer/Dryer in the adjacent laundry room, which includes a wash tub ** Bedroom #5 is an ideal “guest bedroom” with “pool bath” adjacent, featuring a beautifully REMODELED SHOWER ** Second floor features a HUGE PRIMARY SUITE w/Tray Ceiling & Crown Molding, (2) WI Closets, Linen Closet, En-Suite Bathroom w/Dual Sinks, Jetted Garden Tub, Shower & Water Closet. Bedrooms #2, #3 are both Large with WI Closets, Bedroom #4 has built-in closet ** The HUGE BONUS ROOM is at end of the corridor, with adjacent FULL BATHROOM w/Shower. The Bonus Room offers a multitude of uses including game room, teen hide-away, craft room, etc. A hallway bathroom serves the spare bedrooms upstairs, along with the bonus room full bathroom ** Finally, the Family Room has (2) sets of sliders – opening up onto the Large Covered Lanai and Screened Pool with Pond Frontage, and adjacent Wooded Area. The child-safety-gate is located in the garage, with spare paint and extra paint/flooring materials. The Cul-de-Sac location means slow traffic and better safety for pets & play ** Important improvements include: Roof replaced Jan 2018; Pool Resurfaced/Retiled in 2018, and HVACs are dated 2017 (lower), 2012 (upper); both serviced this April ** Room sizes are approximate and may be verified by buyers ** This home has been meticulously prepared for the market and is priced to sell quickly! Check the comps in Windward Cay and you will find that fully renovated homes here sell for MUCH HIGHER PRICES ** Windward Cay is located a short drive from the Winter Garden Village Shopping Center, featuring Target, Lowes, Best Buy and many other shops and restaurants. The wildly popular “Downtown Plant Street area” is roughly a 10-min drive away, featuring quaint shops, restaurants, Crooked Can Brewery and various activities and events year-round. SR 429 is by Winter Garden Village, with access to I-4, the Florida Turnpike, and all destinations throughout Central Florida including Disney, Universal Orlando Theme Parks, Florida Beaches and so much more ** Be sure to view all photos and 3-D walk-through tour! Virtually staged photos are not guaranteed to match actual photos, including room size, color, dimension, etc.

3633 Turningwind Lane, Winter Garden

15324 Gilligan Court, Winter Garden
$900,000
4 Beds ⋅ 4 Baths ⋅ Winding Bay Ph 1b SubDv. ⋅ 34787 Zip Code
Winter Garden’s finest — a spacious 4-bedroom, 3.5-bathroom home with a 3-car garage, pool, outdoor kitchen, and breathtaking pond views. This exceptional home is filled with custom upgrades throughout, including custom beams, a striking stone entry wall, built-in dining seating, an expanded drop zone with additional cabinetry, and a custom bar area complete with a wine refrigerator. The gourmet kitchen features 42-inch white cabinets, stainless steel appliances, a large farmhouse sink, and an oversized pantry/storage area. A first-floor den/office offers the perfect flex space for work or relaxation. Upstairs, the primary suite is a true retreat with a custom-designed bath, wood-trimmed tray ceiling, private balcony overlooking the pond, and custom built-ins in the walk-in closet. The adjacent bedroom has been transformed into a dream walk-in closet with shoe storage and a lighted vanity, but can easily be converted back into a bedroom upon request. Two additional bedrooms complete the second floor, including one with its own private ensuite, while the open loft with custom beams creates the perfect setting for a cozy movie night. A second-floor laundry room adds everyday convenience. Step outside into your private resort-style oasis, featuring stunning pond views, a tongue-and-groove stained ceiling, built-in seating, and a fully equipped outdoor kitchen with sink, grill, pizza oven, refrigerator, and stainless hood. The heated UV-filtered pool, connected to the home’s water softener system, is enhanced by a beautiful stone waterfall. A sauna and cold plunge complete this extraordinary outdoor retreat — truly an at-home resort experience. Lush landscaping surrounds the patio and pool area, creating a tropical and private escape, complemented by thoughtfully added rock garden beds and light paver stone walkways along the side of the home that enhance both beauty and functionality. Beyond the pond, a wooded area owned by Disney provides a protected natural backdrop that will never be developed, preserving both privacy and tranquility. The 3-car garage is equally impressive with custom built-ins, overhead storage racks, and a metallic epoxy floor. New exterior painting is currently in progress. Life here extends beyond the home. Morning walks along tree-lined sidewalks, friendly neighbors, nearby parks, and resort-style community amenities create a rhythm that feels both relaxed and vibrant. Residents enjoy access to a resort-style pool, oversized cabana, sports fields, playground, sidewalks, and two dog parks. Located in an area known for top-rated schools, with convenient access to shopping and dining, and just minutes from Walt Disney World Resort, this home perfectly blends Central Florida convenience with the feeling of being tucked into something truly special. More than a house — this is a place to settle in, build memories, and truly feel at home in Winter Garden.

15324 Gilligan Court, Winter Garden

15140 Sunrise Grove Court, Winter Garden
$390,000
3 Beds ⋅ 3 Baths ⋅ Hickory Hammock SubDv. ⋅ 34787 Zip Code
Imagine a life where lakeside serenity meets modern sophistication. Tucked behind the private gates of Hickory Hammock, this John’s Lake retreat welcomes you with an airy, open-concept design where the gourmet kitchen—dripping in "Crema Pearl" granite and rich, dark cabinetry—serves as the heart of the home. Whether you're hosting in the expansive great room or retreating to the massive second-floor loft, the layout is masterfully crafted for both connection and quiet. And if tranquility is what you seek you'll love not having any rear neighbors. The "split" design ensures ultimate privacy, placing the sanctuary of the master suite at the rear of the home, while guests and family enjoy two bright bedrooms at the front. Beyond its beauty, the home is a feat of modern engineering. Built as an M/I "Whole Home" with Energy Star 3.1 certification, it features an industrial-strength foundation and high-performance insulation that keep the interior cool and quiet. It is a high-performance haven that is as affordable to run as it is breathtaking to behold. It’s not just a place to live; it’s a high-performance sanctuary on the water’s edge. While by the lake enjoy Hickory Hammock’s resort style pool, clubhouse, playground and tennis courts. If location is a priority you are minutes from SR-429 and a short drive to Historic Downtown Winter Garden, where the streets are lined with old brick and the air feels a little more relaxed. On Saturdays, the Farmers Market comes alive with fresh produce, local vendors, and neighbors greeting one another like old friends. Throughout the year, festivals fill the streets with music and boutique shops, cozy cafés, and countless dining spots make it easy to turn a simple afternoon into a full day out. Families find comfort here, too, with access to one of the area’s most sought-after K–12 schools nearby plus with convenient access to grocery stores, pharmacies, and coffee shops. Florida living at it’s finest awaits at Hickory Hammock so schedule your private showing today.

15140 Sunrise Grove Court, Winter Garden

15242 Tribute At Ovation Way, Winter Garden
$455,000
3 Beds ⋅ 3 Baths ⋅ Tribute At Ovation Way SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. Seller is motivated and offering incentives toward closing costs. Welcome to 15242 Tribute Ovation Way, a stunning two story townhome located in the heart of desirable Winter Garden, Florida. This like new residence offers a modern, open concept layout with 3 spacious bedrooms and 2.5 bathrooms, perfectly designed for both comfort and functionality. Step inside to discover a bright and airy interior featuring generous living spaces and contemporary finishes throughout. The chef inspired kitchen is the centerpiece of the home, showcasing upgraded appliances, sleek cabinetry, and ample counter space, ideal for everyday living and entertaining alike. The kitchen flows seamlessly into the dining and living areas, creating an inviting space for gatherings or quiet evenings at home. Upstairs, the bedrooms are thoughtfully designed to provide privacy and relaxation, including a comfortable primary suite with a well appointed bathroom featuring modern fixtures and finishes. Each bathroom offers a clean, spa like feel that enhances daily living. Outside, enjoy a charming private courtyard, perfect for soaking up the Florida sunshine, hosting guests, or unwinding after a long day. The home also includes a 2 car detached garage, offering added convenience and security. With 1,691 square feet of living space, well maintained landscaping, and excellent curb appeal, this townhome combines style, practicality, and location. Situated near shopping, dining, entertainment, and major roadways, Winter Garden is known for its vibrant lifestyle and strong sense of community. Seller is motivated and offering incentives toward closing costs, creating an exceptional opportunity for buyers. Schedule your private showing today and make this beautiful townhome your own.

15242 Tribute At Ovation Way, Winter Garden

17261 Heartwood Loop, Winter Garden
$1,910,500
5 Beds ⋅ 7 Baths ⋅ Avalon Estates SubDv. ⋅ 34787 Zip Code
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.

17261 Heartwood Loop, Winter Garden

6309 Wild Persimmon Way, Winter Garden
$613,160
4 Beds ⋅ 4 Baths ⋅ Avalon Woods SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the Carter, a thoughtfully designed bungalow that combines style, comfort, and modern functionality. This brand-new home offers 4 bedrooms, 3.5 bathrooms, and 2,520 sq. ft. of living space. The inviting front porch creates charming curb appeal, while inside, abundant natural light enhances the open-concept layout. The first floor features a bedroom with private bath, perfect for guests or multi-generational living, while the upstairs showcases spacious secondary bedrooms and a well-appointed primary suite. Outdoor living shines with a covered breezeway and private courtyard, ideal for gatherings, dining, or quiet relaxation. Located in Avalon Woods, residents will enjoy proximity to top-rated schools, Hamlin Town Center, Hwy 429, and Disney, all just minutes away.

6309 Wild Persimmon Way, Winter Garden

10288 Merrymeeting Bay Drive, Winter Garden
$530,000
4 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 2c-1 SubDv. ⋅ 34787 Zip Code
WHY wait for build! The charming home located at most desirable in Winter Garden neighborhood Waterleigh. "CLEARDEN" is the NO.1 selling floor plan by this builder in the community. First floor has the GUEST or In-Law bedroom with a FULL bathroom! Tiles in all public area in the house. The kitchen features stainless steel appliances, granite counter tops and opens to the large family room. The upstairs master bathroom features double sink with granite tops and a large walk-in closet. HOA fee include landscaping to make you live free! GOLF CART FRIENDLY community, this home offers access to a range of RESORT STYLE amenities, including multiple community pools, parks, playgrounds, sand volleyball, tennis court and walking trails. The community full of the nature lakes! NEW PUBLIX is opening within the community! A rate school zone! Just MINUTES from DISNEY and major highways!What else you need? View the community that is a “must see” in Winter Garden/Horizons West!

10288 Merrymeeting Bay Drive, Winter Garden

1051 Stationside Drive, Oakland
$484,000
4 Beds ⋅ 3 Baths ⋅ Trailside Station SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully maintained 4-bedroom, 3-bath home in the heart of Oakland, where everyday living feels connected, convenient, and just a little more elevated. This home enjoys amazing views of the Oakland Nature Preserve. Ideally located within walking distance to the West Orange Trail and just minutes from the charm of downtown Oakland and Winter Garden’s vibrant shops, dining, and weekly farmers market. Inside, the home opens to a flexible front room that works beautifully as a formal dining space, home office, or additional living area. From there, the layout flows into a spacious open-concept living area with volume ceilings and an abundance of natural light, creating a bright and inviting atmosphere. The kitchen is both functional and stylish, featuring a large breakfast bar, updated cabinetry, stainless steel appliances, and a mosaic tile backsplash. The primary suite offers a private retreat with a spacious layout, dual sink vanity, soaking tub, and separate shower. Step outside to a screened-in patio that extends your living space year-round, overlooking a fully fenced backyard with no rear neighbors. It is an ideal setting for entertaining, relaxing, or enjoying quiet evenings around the fire pit. Additional features include a 2-car garage, well-sized secondary bedrooms, and a layout designed for both comfort and flexibility. This is a rare opportunity to enjoy space, privacy, and a connected lifestyle in one of Oakland’s most desirable locations.

1051 Stationside Drive, Oakland

7619 Loon Avenue, Winter Garden
$740,000
4 Beds ⋅ 3 Baths ⋅ Summerlake Pd Ph 3b SubDv. ⋅ 34787 Zip Code
Welcome to a rare opportunity to own a meticulously maintained POOL HOME in the highly desirable Summerlake community of Winter Garden—where homes with private pools are in limited supply. Offering just under 2,700 square feet of thoughtfully designed living space, this beautiful 4-bedroom, 2.5-bath home delivers the perfect blend of comfort, functionality, and Florida lifestyle. Immediately upon entering, you are greeted by elongated wood-like tile flooring that extends throughout the entire lower level, creating a warm and cohesive feel. Just off the entry is a generously sized office or flex space that can easily serve as a fifth bedroom—simply add doors. Continue into the oversized great room, thoughtfully designed for both everyday living and entertaining. The space is enhanced by a stylish accent wall, ceiling fan, and a floating dining area that creates an open and inviting layout. The kitchen serves as the centerpiece of the home, showcasing a prep island, granite countertops, stainless steel appliances, and a natural gas range, along with a brand-new refrigerator. Additional upgrades include pendant lighting, a subway tile backsplash, shaker-style cabinetry topped with crown molding, and a shelved walk-in pantry, offering both style and functionality. Step outside to your own private Florida oasis, featuring a large screened-in heated pool with an ozone system, ideal for relaxing afternoons or entertaining year-round. The home has been carefully maintained and thoughtfully updated, including exterior paint completed in 2023 and fresh interior paint in most rooms in 2026. Comfort and efficiency are enhanced with two AC units, and the entire home is finished with window blinds throughout. Upstairs you’ll find a versatile loft or “free space” that serves as the perfect hangout zone for family members—ideal for homework, streaming, gaming, or even a lively game of Monopoly. Adjacent to the loft are three additional bedrooms, creating a functional and comfortable retreat for family or guests. These bedrooms are supported by a full bathroom with dual sinks and plenty of storage. All upstairs bedrooms are cozy and carpeted for those rare cool Florida mornings, while ceiling fans provide added comfort during warmer summer months. Each bedroom also features double-door closets. The expansive primary suite offers a peaceful retreat with plenty of space to unwind at the end of the day, along with a huge walk-in closet and a spacious en-suite bath. Residents of Summerlake enjoy access to incredible resort-style amenities, including a community pool, fitness center, tennis courts, basketball court, volleyball court, and playground. The home is also within walking distance to the elementary school within the community, adding everyday convenience. Ideally located just minutes from the 429, providing quick access to Downtown Orlando, Universal, and the Florida Turnpike, and only about 20 minutes from Walt Disney World—you can even catch the nighttime fireworks from parts of the community. You’ll also love being close to Hamlin Town Center, offering restaurants, shopping, a movie theater, mini golf, and indoor entertainment, along with the charm and farmers markets of Downtown Winter Garden nearby. This home offers the perfect combination of location, lifestyle and a private backyard pool retreat in one of Winter Garden’s most sought-after communities.

7619 Loon Avenue, Winter Garden

15178 Tea Tree Drive, Winter Garden
$1,096,429
4 Beds ⋅ 3 Baths ⋅ Avalon Woods SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! ARLINGTON bonus. Discover the newest community by Dream Finders Homes in the highly sought-after Hamlin, Winter Garden. Welcome to the Arlington, an award-winning single-story open-concept home designed for modern living and effortless entertaining. The layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for family and guests. The kitchen features an oversized island, wrap-around cabinetry, and ample counter space, connecting directly to the living areas—perfect for everyday living and entertaining. The owner’s suite and additional main-floor bedrooms are thoughtfully placed to maximize privacy and comfort, making this home ideal for families or multi-generational living. Located in the brand-new Avalon Woods community, residents enjoy boutique-style charm just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.

15178 Tea Tree Drive, Winter Garden

213 W Tilden Street, Winter Garden
$750,000
4 Beds ⋅ 2 Baths ⋅ Westlake Manor 1st Add SubDv. ⋅ 34787 Zip Code
Located in DOWNTOWN WINTER GARDEN!! This beautifully renovated single story home combines charm with modern upgrades. Completely redesigned in 2021, this home showcases numerous upgrades, including new roof, new HVAC, recently installed Whole-House Water Filtration System, stunning new kitchen, new granite countertops, large center island with storage cabinets, built in walk-in pantry. Additional upgrades include double paned windows, new exterior/interior doors, fully renovated bathrooms, porcelain tile flooring throughout the home. Step outside into your own private oasis, you'll find a wood fenced beautiful backyard with lush landscape and patio area, ideal for relaxing and soaking up the Florida sunshine. Irrigation runs off a well. Set on a beautifully, tree-lined street shaded by majestic live oaks. This home invites you into a bright, open concept layout perfect for both relaxing and entertaining. The spacious living room flows seamlessly into the dining area and kitchen with a large center island, creating a central gathering space for family and friends. Spacious 2 car garage with EV charger outlet and custom garage door. Located in the heart of the Golf Cart District, you can walk or take your golf cart to Plant Street Market, local restaurants, charming boutiques, café spots, and the Farmers Market. Enjoy the small-town atmosphere, community events, festivals, walk or bike to West Orange Trail and enjoy the scenic beauty of nearby Lake Apopka—all with NO HOA!! This home is perfectly nestled in one of Central Florida’s most desirable and vibrant neighborhoods. This is a rare opportunity to own one of the area’s finest homes in a location that combines luxury, lifestyle and small town charm. Close to major highways, minutes to Disney, 30 mins from Orlando. Schedule your private tour today!! See why this incredible property is the best of Winter Garden living!!

213 W Tilden Street, Winter Garden

16156 Arbor Crest Alley, Winter Garden
$420,000
3 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 2d SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully maintained end-unit townhome in the sought-after Waterleigh community of Winter Garden offering 3 bedrooms, 2.5 baths, and a versatile loft in a location that truly captures the Florida lifestyle. A recently painted interior and durable LVP flooring on the stairs and throughout the second floor create a fresh, modern feel while abundant natural light fills the open living space. The kitchen and dining area enjoy tranquil water views just across the street, creating a peaceful backdrop for everyday living. Designed to impress, the kitchen features white shaker cabinetry, granite countertops, a counter-height island with seating, stainless steel appliances, pendant lighting, a stylish backsplash, a pantry, and a convenient under-stair storage closet. A half bath just off the entry serves the main level. The living room opens to a paver lanai where you can unwind and enjoy the water views, extending your living space outdoors. Upstairs, the spacious primary suite offers a walk-in closet and a private bath with dual sinks and a glass-enclosed shower. The loft with a closet provides flexible space for an office, media room, or play area and even offers nightly views of the Disney fireworks. A second-floor laundry closet with washer and dryer adds everyday convenience. The rear-entry garage includes an EV charging station, and as a corner end unit, the home enjoys added privacy and a side yard that can be fenced. Ideally positioned near Atwater Bay Elementary, soccer fields, and community gathering areas, this home places amenities within easy reach. The HOA includes lawn care and exterior pest control for low-maintenance living. Waterleigh residents enjoy an exceptional amenity package including multiple resort-style pools, clubhouses with fitness centers, playgrounds, sports courts, scenic walking and biking trails, lakes, and green spaces in a vibrant golf-cart-friendly community just minutes from Horizon West shopping, dining, and major roadways.

16156 Arbor Crest Alley, Winter Garden

11229 Hollow Bay Drive, Winter Garden
$780,000
5 Beds ⋅ 5 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
Waterleigh presents the Torrey. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room and butler’s pantry. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Located off the family room is a den with French doors perfect for work or play and a powder room. Customize this area to meet your needs with an optional bedroom and full bathroom. As we head up to the second floor, we are greeted with a loft area and all four bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. While a fourth bedroom is complete with ensuite bathroom. Your laundry room is located on the second floor for convenience. Like all homes in Waterleigh, the Torrey 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.*

11229 Hollow Bay Drive, Winter Garden

15372 Gilligan Court, Winter Garden
$800,000
4 Beds ⋅ 4 Baths ⋅ Winding Bay Ph 1b SubDv. ⋅ 34787 Zip Code
Stunning One-Story Home in the Heart of Horizon West – Beautifully Renovated and Move-In Ready! This exceptional one-story residence offers an open-concept design with thoughtfully planned spaces and impressive upgrades throughout. Featuring 4 bedrooms and 3.5 bathrooms, the layout includes a convenient Jack-and-Jill suite with a shared full bathroom, providing comfort and privacy for both residents and guests. Over the past year, the owners have completed extensive upgrades: a fully remodeled bathroom, removal of all carpeting, custom built-in cabinetry, modern appliances (included), heated pool, high-end automatic shade, new landscaping, and a redesigned outdoor area, plus a stunning summer kitchen under a spacious covered lanai. The home also features curtains throughout and a whole-house water filtration system, offering additional convenience and comfort. Leased solar panels are also installed, providing long-term energy savings. The kitchen is a true highlight — the oversized island comfortably seats eight people, making it perfect for gatherings and seamlessly connecting to the expansive living room. Large windows offer a beautiful view of the outdoor space, where the covered lanai, shaded areas, and heated pool create the ideal setting for entertaining and relaxation. A charming front porch adds even more appeal. Additional features include a two-car garage with an electric vehicle charger, wood-accented walls, and a layout designed for easy maintenance and everyday comfort. Located in a beautiful and highly desirable neighborhood filled with families, walking trails, dog parks, multiple playgrounds, and a refreshing community pool, this home sits in the heart of Horizon West — close to top-rated schools and everything you need just minutes away. This is a rare opportunity to own a beautifully renovated, move-in-ready one-story home that truly stands out. Perfect for families of all ages and for anyone seeking a comfortable, elegant, and exceptionally well-maintained property. Schedule your visit to this dream home today.

15372 Gilligan Court, Winter Garden

15825 Gem View Street, Winter Garden
$390,000
2 Beds ⋅ 2 Baths ⋅ Del Webb Oasis SubDv. ⋅ 34787 Zip Code
Under Construction. Introducing the exquisite Ellenwood Villa, where luxury meets everyday convenience. This home features 2 bedrooms, an enclosed flex room, and 2 bathrooms in a thoughtfully designed layout that balances style with comfort. The spacious, open-concept kitchen, café, and gathering room are bathed in natural light, creating a warm and inviting space perfect for relaxation or entertaining. High ceilings, ample windows, and a sliding glass door that leads to the covered lanai help blend indoor and outdoor living seamlessly. The kitchen stands as a true highlight, offering both beauty and functionality. It boasts stainless steel Whirlpool appliances – including a refrigerator, elegant 42” Dana White soft-close cabinets, Lagoon Quartz countertops, a stylish tile backsplash, an upgraded faucet, and a sleek stainless-steel single-bowl sink. Whether you're preparing a meal or hosting guests, this kitchen is designed for ease and elegance. Retreat to the owner’s suite, tucked at the back of the home for privacy. This serene space features a spa-like en suite bathroom with a frameless glass-enclosed shower, a private toilet area, a dual vanity with quartz countertops, and a linen closet—creating a peaceful environment for unwinding. The secluded secondary bedroom and bathroom offer even more privacy, providing a perfect retreat when you need it most. The enclosed front flex room adds versatility to the home, ideal for a home office, hobby space, or any personal retreat. Designer finishes are throughout, with thoughtful touches such as pendant pre-wiring, 2” faux wood blinds, 8’ interior doors, Whirlpool washer and dryer, comfort-height toilets, and Shaw brand luxury vinyl plank flooring. Tile flooring graces the bathrooms and laundry room, enhancing the overall aesthetic. For the modern homeowner, this home is equipped with smart technology, including a smart thermostat, smart doorbell, and LED downlights ensuring your home is as connected as it is stylish. With its blend of luxury, functionality, and cutting-edge features, the Ellenwood Villa offers an exceptional living experience. Don’t miss the opportunity to make it yours.

15825 Gem View Street, Winter Garden

7343 Twilight Bay Drive, Winter Garden
$599,999
3 Beds ⋅ 2 Baths ⋅ Lakeview Pointe/Horizon West P SubDv. ⋅ 34787 Zip Code
("MORE PHOTOS COMING) Welcome to this beautifully maintained 3-bedroom, 2-bath home located in the highly desirable Lakeview Pointe community in Horizon West. Built in 2017, this single-story home offers approximately 1,975 square feet of thoughtfully designed living space with an open floor plan ideal for both everyday living and entertaining. The spacious kitchen features a large center island, ample cabinetry, and a seamless flow into the dining area and great room. The private primary suite includes a walk-in closet and an en-suite bath with dual vanities and a walk-in shower. Two additional bedrooms are located toward the front of the home, providing a comfortable split-bedroom layout. Residents of Lakeview Pointe enjoy resort-style amenities including a community pool, clubhouse, fitness center, playground, dog park, walking trails, and access to Huckleberry Lake with a community dock. Conveniently located just minutes from SR-429, Disney, Hamlin Town Center shopping and dining, and top-rated schools. This home offers the perfect combination of comfort, location, and lifestyle in one of Central Florida’s most sought-after communities. Upgrades include: 8’ interior doors, extended Lanai, Newer Trane hvac system, extended length garage, dimmers throughout.

7343 Twilight Bay Drive, Winter Garden

16716 Wingspread Loop, Winter Garden
$485,000
3 Beds ⋅ 2 Baths ⋅ Hawksmoor-Ph 1 SubDv. ⋅ 34787 Zip Code
Welcome to 16716 Wingspread Loop, a beautifully maintained single-story home in the highly sought-after Hawksmoor community of Winter Garden. Built in 2019 and cared for by its original owner, this 3-bedroom, 2-bath residence is move-in ready with thoughtful upgrades throughout. The open layout creates an easy flow between the kitchen, dining, and living areas. The kitchen features warm honey-toned cabinetry, granite countertops, and generous storage. The spacious primary suite serves as a private retreat with a large bedroom, walk-in closet, and an en-suite bath with quartz countertops. Additional highlights include built-in cabinetry in the laundry room, with the washer and dryer conveying for added convenience. Enjoy Florida living outdoors on the private patio, perfect for relaxing or hosting friends. The two-car garage includes a durable epoxy-coated floor, and the paved driveway enhances the home’s curb appeal. All kitchen and laundry appliances are included. Located along Avalon Road, this home places you just minutes from Hamlin Town Center, Flamingo Crossings, Walt Disney World, FL-429, Orange County National Golf Center, Clermont, Windermere, and top-rated Orange County schools. Residents of Hawksmoor enjoy a variety of resort-style amenities, including a clubhouse with rentable event space, fitness center, pool and splash pad, outdoor summer kitchen and grill, yoga lawn, shaded playground, dog park, and scenic walking paths. Schedule your private showing today and experience everything this Winter Garden home has to offer. Transferable lifetime termite contract from Massey available.

16716 Wingspread Loop, Winter Garden

2031 Wintermere Pointe Drive, Winter Garden
$469,000
4 Beds ⋅ 2 Baths ⋅ Wintermere Pointe SubDv. ⋅ 34787 Zip Code
Opportunity Awaits – 4 Bedroom Pool Home in a Prime Location! Welcome to this spacious 4-bedroom, 2-bath home tucked away on a quiet dead-end street in a highly desirable neighborhood. As you enter the home, you will find a generous open floor plan and a beautiful kitchen. The primary bedroom features an en suite bathroom with a double vanity, separate shower and garden tub. Step out to a large enclosed patio and a fully fenced backyard featuring a private pool- perfect for relaxing or entertaining. There’s also an additional fenced-in area, ideal for pets, gardening, or creating your own outdoor retreat. Conveniently located just minutes from shopping, dining, and everyday essentials, you'll love the balance of peaceful living and easy access to everything you need. With your personal touch, this property can truly shine and become your dream home or a fantastic investment opportunity. Schedule your showing today!

2031 Wintermere Pointe Drive, Winter Garden

14267 Avenue Of The Groves, Winter Garden
$332,500
2 Beds ⋅ 3 Baths ⋅ Signature Lks-Pcl 01d Ph 01 SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully maintained townhome in the highly desirable Independence community in Winter Garden! This home features 2 bedrooms and 2.5 bathrooms, with both bedrooms offering their own en-suite bathrooms, making it a comfortable and functional layout. Inside, you’ll find several thoughtful updates throughout. The first floor features tile flooring, while the second floor has been updated with luxury vinyl plank flooring. The stairs feature real wood, and custom-fit window shutters on every window add both style and privacy while still letting in plenty of natural light. Out back, you’ll find a spacious paver patio, perfect for relaxing or entertaining. Living in Independence means access to fantastic community amenities, including two pools and two fitness centers. The HOA also covers cable, internet, exterior maintenance, and the roof was recently replaced, adding extra peace of mind for the next owner. The location is another major highlight. You’re just minutes from Hamlin Town Center for shopping, dining, and entertainment, and less than 5 miles from Walt Disney World property, making it easy to enjoy everything the area has to offer while still living in an established neighborhood.

14267 Avenue Of The Groves, Winter Garden

1408 Spring Ridge Drive, Winter Garden
$460,000
3 Beds ⋅ 2 Baths ⋅ Crown Point Spgs SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. Welcome to this charming 3-bedroom, 2-bathroom single-story home in highly desirable Winter Garden, Florida! This light and bright residence features an inviting open floor-plan with soaring high ceilings that create a spacious and airy feel throughout. The cozy wood-burning fireplace serves as a beautiful focal point in the main living area—perfect for relaxing evenings at home. The property sits on a spacious corner lot with a fully fenced backyard, offering privacy and plenty of room for outdoor entertaining, pets, or play. A large storage shed (10x16) designed to match the home provides excellent space for tools, hobbies, or additional storage. Located within Winter Garden’s popular golf-cart district, you’ll enjoy easy access to the vibrant historic downtown area. Cruise over to the shops, restaurants, and the beloved weekly farmers market, or take part in the many community festivals and events that make Winter Garden such a special place to live. With its desirable location, open layout, and charming features, this home offers the perfect blend of comfort, convenience, and small-town charm. Call today as these opportunities tend to go fast!

1408 Spring Ridge Drive, Winter Garden

1710 E Bay Street, Winter Garden
$259,990
3 Beds ⋅ 2 Baths ⋅ Joe Louis Park First Add SubDv. ⋅ 34787 Zip Code
WALK INTO $45,000+ OF INSTANT EQUITY! Appraised at $295,000 but priced for a lightning-fast sale at only $249,995, this fully renovated 3-bedroom, 2-bathroom Winter Garden home is the deal of the year. The seller must close before April 29, 2026, offering you a rare opportunity to secure a move-in-ready luxury property significantly below market value. This home provides total peace of mind with a BRAND NEW ROOF, new HVAC, and complete re-piping, all accented by a designer interior featuring large-format flooring, a gourmet kitchen, and spa-like bathrooms. Outside, the property shines with fresh stucco, a massive driveway, and a private fenced backyard, just minutes from the charm of Historic Plant Street. Best of all, this deal offers total financing flexibility: while the base price is set for a clean sale, the seller is happy to include any amount of closing cost credits or a furniture package by simply adjusting the price above $250,000. Act now to claim this built-in wealth before the deadline passes!

1710 E Bay Street, Winter Garden

1110 Vinsetta Circle, Winter Garden
$620,000
4 Beds ⋅ 3 Baths ⋅ Avalon Reserve SubDv. ⋅ 34787 Zip Code
Welcome home to this immaculate and model-worthy SINGLE-STORY 4-bedroom, 3-bath home in the heart of Winter Garden. Situated on a FULLY FENCED private corner lot, this home offers a RARE 3-car garage and a true split floor plan with the primary suite privately separated from the secondary bedrooms—ideal for families, guests, or multi-generational living. The open-concept kitchen features a NATURAL GAS range, white cabinetry, granite countertops, glass display cabinets, built-in wine rack, and a large island with pendant lighting and seating. Wood-look tile flooring throughout (NO CARPET ANYWHERE!) adds style and durability to the homes seamless floor plan. The spacious primary suite includes a large walk-in closet and an ensuite bath with dual sinks, soaking tub, and separate walk-in shower. Three additional bedrooms are located on the opposite side of the home for added privacy. Enjoy outdoor living on the covered and EXTENDED LANAI, perfect for relaxing and entertaining. The privacy of the lot is the perfect spot for enjoying your morning coffee or a weekend afternoon with friends. Located in a desirable boutique community, of just 66 homes, the location offers easy access to all that Central Florida has to offer. You are just 10 minutes from Winter Garden Village and historic Downtown Winter Garden, home of arguably the largest and best farmers market in the country and every store, restaurant and coffee shop you can imagine. Orlando International Airport, Disney, Universal, Epic Universe, Sea World, and world class golf are all within 30 minutes. Call today for a private tour!

1110 Vinsetta Circle, Winter Garden

1261 Winter Green Way, Winter Garden
$252,650
3 Beds ⋅ 2 Baths ⋅ Village Grove Phase 2 SubDv. ⋅ 34787 Zip Code
Welcome to your new home in the heart of Winter Garden! Featuring a brand new roof and water heater 2026! This beautifully designed home offers the perfect blend of comfort, style, and modern amenities, making it an ideal choice for families and individuals alike. Step inside to discover a spacious interior featuring an open kitchen to the living space, providing ample storage and a contemporary feel. The kitchen is equipped with whirlpool matching appliances, granite countertops, also in all bathrooms. Large windows filling the space with natural light that add a touch of elegance. Step outside to your private fenced in backyard, where you can enjoy the Florida sunshine on your patio or host barbecues with friends and family. Residents have access to community amenities such as a swimming pool, playgrounds, and walking trails. Location is key, and this home does not disappoint! Situated in walking distance to downtown Winter Garden, you’ll have easy access to charming shops, renowned restaurants, and the vibrant farmers market held weekly. Plus, you are just a short drive away from all Central Florida attractions, including the beautiful beaches and major highways. With a low monthly HOA fee of just $63, which includes access to a community pool and yard maintenance, you can enjoy a worry-free lifestyle in this fantastic neighborhood. Don’t miss your chance to own this turn key home in one of the most desirable communities. THIS PROPERTY QUALIFIES FOR A $5,000 CREDIT WHEN USING FINANCING WITH PNC BANK LENDER! CERTAIN REQUIREMENTS DO APPLY! Schedule your private showing today and make 1261 Wintergreen Way your new home.

1261 Winter Green Way, Winter Garden

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