Location: Winter Garden
Do Not Show Listings
15306 LEBEAU LOOP, WINTER GARDEN, FL 34787
$568,00063 Days on yellowkey MLS ID: O6384014
1 Days Off yellowkey (back on 4/23/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2482 Built: 2021Monthly Fee: $101 Tax: $6,339 (2024)Community: Winding Bay Ph 3Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,339
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under contract-accepting backup offers. Tucked on a corner homesite in one of Winter Garden’s most sought-after communities, 15306 Lebeau Loop offers the space and layout so many buyers are searching for. Featuring 4 bedrooms, 2.5 bathrooms, and 2,482 square feet. The first-floor primary suite is privately situated at the rear of the home, creating a true retreat with direct access to the expansive lanai and charming courtyard. The en suite bathroom features dual sinks, granite countertops, and a generous walk-in closet. The main living space has an inviting farmhouse feel, highlighted by luxury vinyl plank flooring throughout the living areas, white cabinetry, and granite countertops in the kitchen. Designed with storage in mind, the kitchen includes a walk-in pantry as well as a coffee nook, providing the extra prep and organization space that makes a difference. While the community is natural gas, this home is equipped with an induction stove for precise, modern cooking. Upstairs, you’ll find three additional bedrooms and a spacious loft that opens to a private balcony, the perfect spot to catch breezy evenings and Florida sunsets. Whether used as a secondary living area, media room, or home office, the loft adds valuable flexibility to the layout. Additional upgrades include a water filtration system, professional window tint, and blinds already in place, making this home truly move-in ready. Located near the neighborhood playground, park, and play field, this home combines a prime corner location with convenient access to community amenities, all just minutes from the best of Winter Garden and, of course, the Disney Parks. ADT alarm system installed: 24 hr monitor for fire and alarm. Also ADT 6 outdoor camera continuous record with monitor.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
16856 HYPATIA ALY, WINTER GARDEN, FL 34787
$459,99950 Days on yellowkey MLS ID: O6387941
0 Days Off yellowkey (back on 4/23/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1705 Built: 2019Monthly Fee: $250 Tax: $6,769 (2024)Community: Waterleigh Ph 3ASingle Family
Taxes:$6,769
Remarks: Under contract-accepting backup offers. This charming one story 3 bedroom 2 bath floor features a beautiful kitchen that opens to a spacious family room. You will love cooking in the well-appointed kitchen with great prep space, stainless steel appliances, walk in pantry and a large island that is great for easy entertaining. Brick Pavers are on your front driveway, front porch and covered lanai. Waterleigh is located in Winter Garden/Horizons West and features 2 beautiful clubhouses with resort style pools, miniature putting golf course, 2 fitness centers, and tennis courts. Come out and our beautiful decorated models and view the community that is a “must see” in Winter Garden.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Luis Gonzalez (305-924-1119)
17865 ADRIFT RD, WINTER GARDEN, FL 34787
$599,000275 Days on yellowkey MLS ID: O6329586
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2484 Built: 2023Monthly Fee: $277 Tax: $9,155 (2024)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$9,155
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: A home full of charm, comfort, and practicality. It features four bedrooms, including a spacious master suite, three full bathrooms, and a powder room, distributed in a clever layout that enhances each room. Right at the entrance, the balcony invites you to slow down and enjoy the home's cozy atmosphere. The kitchen is modern and functional, equipped with all essential appliances and a central island perfect for quick meals or family time. The laundry room is also fully equipped and ready for everyday use. Upstairs, a spacious loft opens up to new possibilities—it could be a TV room, office, or leisure space—in addition to three bright and comfortable bedrooms. Sliding doors connect the interior area with the private backyard, where the covered balcony offers stunning views. With no neighbors in the back, the environment is quiet, private, and ideal for relaxation. The condominium offers a complete infrastructure, with swimming pools, gyms, and leisure areas for the whole family. The location is strategic, with supermarkets, schools, and various amenities nearby, as well as easy access to the region's main attractions. The house is currently occupied, but you can schedule a viewing. A rare opportunity to live well, with tranquility and quality of life.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Joao Freitas De Souza Freitas, Jr (407-342-6363)
2281 OAKINGTON ST, WINTER GARDEN, FL 34787
$495,0001 Day on yellowkey MLS ID: S5148475
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1628 Built: 2003Monthly Fee: $240 Tax: $5,033 (2025)Community: Stoneybrook West 47/78Single Family
Taxes:$5,033
Elementary School: Whispering Oak Elem
Tax Year: 2025
Remarks: Move-in ready home located in the highly desirable guard-gated community of Stoneybrook West. This well-maintained property offers a bright and open layout with a functional split-bedroom floor plan designed for comfortable everyday living. The spacious primary suite features a walk-in closet, dual vanities, soaking tub, separate shower, A flexible bonus area just off the suite can easily serve as a home office, nursery, or additional bedroom. The kitchen provides ample storage and flows seamlessly into the main living space, making it ideal for both daily use and entertaining. The family room is highlighted by a cozy fireplace, adding warmth and charm. Enjoy the fully screened backyard with plenty of room to relax or entertain outdoors. Stoneybrook West residents have access to resort-style amenities, including lake access, multiple sports courts, a community pool, playground, fitness center, and an active Town Centre. Conveniently located near shopping, dining, and major highways, this home offers both lifestyle and location.
Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)
Listing Agent: Huizi Li (407-353-1043)
16834 HOBE SOUND CT, WINTER GARDEN, FL 34787
$634,9902 Days on yellowkey MLS ID: O6401373
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2494 Built: 2026Monthly Fee: $190 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Taxes:$1,989
Remarks: Under Construction. Waterleigh presents the Clearden. This amazing 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’ll find the first bedroom complete with ensuite bathroom and a powder room across the hall. The well-appointed kitchen overlooking the great room, dining room, and oversized outdoor lanai. The kitchen features quartz countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. As we head up to the second floor, we are greeted with a loft area and additional three 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 sinks and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor for convenience. This home features a two car garage located at the rear of the home with drop zone as you enter the first floor. Like all homes in Waterleigh, the Clearden includes a 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)
16828 HOBE SOUND CT, WINTER GARDEN, FL 34787
$581,1902 Days on yellowkey MLS ID: O6401359
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2216 Built: 2026Monthly Fee: $190 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Remarks: Under Construction. Waterleigh presents the Bellake. This amazing all concrete block construction single-family home features 3 bedrooms and 2.5 bathrooms optimizing living space with an open concept feel. The kitchen overlooks the dining and great room, while having view to the covered lanai outside. Ample windows and a set of sliding glass doors allow lighting into the living area. The well-appointed kitchen features an island with bar seating, plentiful cabinet and counter space and stainless steel appliances, making entertaining a breeze. The first floor also features a flex room that provides an area for work or play and half bathroom. As we head up to the second floor, we are greeted with Bedroom one which includes a spacious walk-in closet as well as ensuite bathroom with double vanity. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor as well. This home features a two car garage located at the rear of the home complete with drop zone as you enter the home. Like all homes in Waterleigh, the Bellake includes a 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.*
14280 BRAEMAR ST, WINTER GARDEN, FL 34787
$559,9002 Days on yellowkey MLS ID: TB8500322
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1964 Built: 2023Monthly Fee: $100 Tax: $7,928 (2025)Community: Highland RdgSingle Family
Taxes:$7,928
Remarks: Welcome to this beautifully maintained 3-bedroom, 2.5-bath single-family home built in 2023, offering 2,048 sq ft of modern living in the highly desirable city of Winter Garden. This thoughtfully designed home features a stylish kitchen with stainless steel appliances and granite countertops, seamlessly connecting to the main living and dining areas—perfect for everyday living and entertaining. With its open layout and contemporary finishes, this home offers both comfort and functionality. Upstairs, spacious bedrooms provide privacy and relaxation, including a well-appointed primary suite. The additional half bath on the main level adds convenience for guests. Located in a great community, you’ll enjoy easy access to local highlights such as the Downtown Winter Garden Historic District, known for its charming shops, dining, and events. Outdoor recreation is just minutes away along the scenic West Orange Trail, perfect for biking and walking. You can also enjoy the vibrant atmosphere of Plant Street Market for local food and entertainment. Modern, move-in ready, and ideally located—this home offers the perfect blend of lifestyle, convenience, and community living.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Keegan Siegfried (813-670-7226)
7212 DESERT MANDARIN ST, WINTER GARDEN, FL 34787
$650,0001 Day on yellowkey MLS ID: O6401040
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2418 Built: 2018Monthly Fee: $64 Tax: $5,661 (2025)Community: Highlands/Summerlake Grvs Ph 2Spa: NoSingle Family
Taxes:$5,661
Remarks: Welcome to your beautifully upgraded home in the heart of Winter Garden! This spacious 4-bedroom, 2.5-bath residence offers the perfect blend of comfort, style, and functionality, complete with a versatile flex room ideal for a home office, study, or playroom. From the moment you step inside, you’ll notice the thoughtful upgrades throughout—enhanced cabinetry, a stylish backsplash, upgraded appliances, and modern light fixtures that elevate the living space. The first-floor flooring has been fully updated, and the front door adds a fresh, inviting touch to the home’s curb appeal. Fresh interior paint (2026) keeps everything feeling clean and move-in ready. The kitchen is equipped with a gas range and flows seamlessly into the main living areas, perfect for everyday living and entertaining. Upstairs and throughout, you’ll appreciate the well-designed layout offering both privacy and open gathering spaces. The Harry Potter closet has been repurposed as a reading nook equipped with a chalk board for young ones to stay entertained. Major system updates provide peace of mind, including a newer HVAC system (approx. 8 years), roof (approx. 8 years), water heater, upgraded HVAC blower motor, and garage door opener mechanism. A tankless water heater, Tesla charger, and security system add modern convenience and efficiency. Step outside to enjoy the fenced backyard with a sprinkler system, and a location that’s tucked away—not on a main road—offering added privacy while still being close to everything. The home is also just a short distance from the community playground. The low HOA covers your cable bill and enhances your lifestyle with access to amenities including a pool, dog park, two playgrounds, and clubhouse, all while maintaining the community’s beautifully kept common areas. Don’t miss your opportunity to own this well-maintained, thoughtfully upgraded home in one of Winter Garden’s most desirable areas!
Listing is courtesy of: HOMESMART (407-476-0451)
Listing Agent: Jennifer Micheli (321-229-3704)
3167 WINESAP WAY, WINTER GARDEN, FL 34787
$575,0002 Days on yellowkey MLS ID: O6400764
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2115 Built: 2016Monthly Fee: $190 Tax: $5,408 (2025)Community: Orchard Pk/Stillwater XingSingle Family
Taxes:$5,408
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Welcome to 3167 Winesap Way, a beautifully appointed home nestled in the highly sought-after Orchard Park community of Winter Garden. This thoughtfully designed residence offers the perfect blend of comfort, efficiency, and modern style, featuring a spacious open-concept floor plan ideal for both everyday living and entertaining. Enjoy energy efficiency and peace of mind with solar panels, a Tesla charger, Tesla power banks, and a reliable hurricane backup power system. Inside, the home showcases seamless flow between the living, dining, and kitchen areas, all filled with natural light and designed for today’s lifestyle. Step outside to your own private retreat, complete with a dedicated outdoor entertaining area and a cozy fire pit—perfect for relaxing evenings or hosting friends and family on beautiful Florida nights. With its combination of sustainable features, functional layout, and inviting indoor-outdoor living spaces, this home presents a rare opportunity to enjoy both luxury and practicality in one of Winter Garden’s most desirable neighborhoods.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Andrew Tinkler (407-595-9581)
15976 CITRUS KNOLL DR, WINTER GARDEN, FL 34787
$909,0001 Day on yellowkey MLS ID: O6399342
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2953 Built: 2015Monthly Fee: $235 Tax: $11,413 (2025)Community: Hickory Hammock Ph 1DSpa: NoSingle Family
Taxes:$11,413
High School: West Orange High
Middle School: Hamlin Middle
Remarks: (Professional pics coming soon) FULLY FURNISHED, HEATED POOL HOME IN A GATED COMMUNITY WITH TOP-RATED SCHOOLS AND RESORT-STYLE AMENITIES — A TRUE TURNKEY OPPORTUNITY. This stunning one-story home, located in the highly desirable gated community of Hickory Hammock in Winter Garden, is loaded with upgrades. Situated on a premium corner lot, the property features a fully fenced yard with a heated saltwater pool, travertine deck, and a versatile basketball court, all surrounded by additional green space—perfect entertaining, kids and pets. Inside, the open-concept layout centers around an oversized Silestone kitchen island, creating a seamless flow between the main living areas. The home offers a thoughtfully designed floor plan with generous living, ideal for keeping the family connected and hosting. Designer upgrades throughout include engineered hardwood flooring, crown molding, upgraded lighting, window treatments, motorized shades, and a 4-zone A/C system allowing customized temperature control across the home. Additional features include a security system, outdoor surround sound, and a termite bond for added peace of mind. This home is being sold fully furnished and truly turnkey, featuring high-quality pieces from Z-Gallerie, Pottery Barn, Sealy, Samsung, Sony, LG, GE, and Char-Broil. Residents of Hickory Hammock enjoy resort-style amenities, including a clubhouse, community pool, fitness center, tennis and volleyball courts, playgrounds, walking trails, dog park, and fishing pier. Conveniently located near Downtown Winter Garden, shopping, dining, Disney, major highways, and Orlando International Airport, and zoned for top-rated schools, this home offers the best of Central Florida living. A full list of upgrades is available in the attachments.
Listing Agent: Mariana Cezar Ovalle (407-427-3559)
12513 SCARLETT SAGE CT, WINTER GARDEN, FL 34787
$875,0002 Days on yellowkey MLS ID: O6393138
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3570 Built: 2001Monthly Fee: $104 Tax: $9,264 (2025)Community: Cambridge Crossing Ph 01A 45/21Single Family
Taxes:$9,264
Elementary School: Lake Whitney Elem
Middle School: SunRidge Middle
Remarks: Beautifully updated home featuring an open-concept layout with soaring high ceilings and tile flooring throughout the main living areas. The bedrooms are upgraded with luxury vinyl flooring, while the spacious loft showcases elegant bamboo flooring. The gourmet kitchen is a true showpiece, equipped with premium Thermador appliances, including a built-in refrigerator, cooktop, hood, oven, and microwave. A massive cook’s island with abundant storage underneath makes this space perfect for cooking and entertaining. This home offers 5 bedrooms and 3 full bathrooms, including a stunning primary suite with a double shower head and a separate soaking tub, separate vanities. Step outside to a private outdoor patio ideal for relaxing, grilling, or enjoying Florida evenings with family and friends. Located in the highly desirable Cambridge Crossing community, this home is zoned for excellent schools, including Lake Whitney Elementary, SunRidge Middle School, and West Orange High School. The neighborhood offers a prime Winter Garden location just minutes from Winter Garden Village, downtown Winter Garden, major highways, and an abundance of shopping, dining, and entertainment options. A rare gem to find. **This property is staged.
Listing is courtesy of: KARDOSH REALTY (407-499-4466)
Listing Agent: Noah Araujo (407-728-4224)
13837 LANYARD WAY, WINTER GARDEN, FL 34787
$490,00046 Days on yellowkey MLS ID: O6388993
REDUCED by $5,000 (1.0%) on 04/22/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1994 Built: 2023Monthly Fee: $225 Tax: $7,647 (2024)Community: Encore/Ovation Ph 3Spa: NoSingle Family
Taxes:$7,647
Remarks: Welcome to 13837 Lanyard Way, a home that exudes elegance and comfort. The kitchen is a chef's dream with all stainless steel appliances and a functional kitchen island. A walk-in pantry provides ample storage for all your culinary needs. The primary bedroom is a sanctuary with a spacious walk-in closet. The primary bathroom is a haven of relaxation with double sinks. Outside, a storage shed provides additional space for your belongings. Enjoy outdoor living with a covered patio and a fenced-in backyard. This home is a perfect blend of style and functionality. Don't miss out on this gem! Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
15563 ORCHID ROSE COURT, WINTER GARDEN, FL 34787
$799,0008 Days on yellowkey MLS ID: O6399638
1 Days Off yellowkey (back on 4/22/2026)
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2808 Built: 2026Monthly Fee: $544 Tax: $545 (2025)Community: Del Webb OasisSpa: NoSingle Family
Taxes:$545
Remarks: Under Construction. Step into the Renown, a new construction, single-story home offering 3 spacious bedrooms, 3 beautifully appointed full bathrooms, a powder room, and an enclosed flex room. The open-concept layout seamlessly connects the gourmet kitchen, café, and gathering room, creating an airy atmosphere. The many windows and zero corner sliding glass door leading to the covered lanai bathe the entire space in natural light, elevating the overall feeling of openness. The heart of the home is the chef-inspired kitchen, where 42" white cabinetry meets luxurious quartz countertops. Thoughtfully designed features like soft-close drawers, easy-reach corner cabinets, double roll-out trays, and a waste basket drawer make the kitchen as functional as it is beautiful. A decorative tile backsplash and stainless steel single-bowl sink enhance the space, while the Whirlpool stainless steel appliances—including a built-in natural gas cooktop and a refrigerator—ensure you have everything you need for both everyday meals and special occasions. The kitchen flows effortlessly into the café and gathering room, where a zero-corner sliding glass door leads to the covered lanai, making this home ideal for seamless indoor-outdoor living. Retreat to the luxurious owner’s suite, a serene sanctuary with two spacious walk-in closets and a spa-like en suite bathroom. Dual vanity sinks, a walk-in shower with a rain shower head and built-in bench, an enclosed toilet, and a linen closet complete the tranquil space. For added convenience, one of the walk-in closets connects to the laundry room which is outfitted with built-in cabinetry, a utility sink trimmed in quartz, Whirlpool washer and dryer, and a storage closet. The two additional spare bedrooms, each with their own attached bathroom and walk-in closets, along with the enclosed flex room and powder room, provide ample space for family and guests. Every detail of this home has been carefully curated, from the Shaw wood-look luxury vinyl plank flooring throughout the living areas and bedrooms to the tile flooring in the bathrooms and laundry. Designer-curated finishes elevate every corner of this home, including pendant pre-wire in the kitchen, matte black hardware and plumbing fixtures, 2” faux wood blinds, 8’ Cheyenne style interior doors, comfort-height toilets, and Sherwin Williams Drift of Mist Interior Wall Paint throughout. Enjoy the convenience of modern living with a smart thermostat and doorbell, and LED downlighting. Schedule a tour today!
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
14255 HAMPSHIRE BAY CIR, WINTER GARDEN, FL 34787
$1,300,00021 Days on yellowkey MLS ID: O6395612
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4625 Built: 2003Monthly Fee: $141 Tax: $12,364 (2025)Community: Bay Isle 48 17Single Family
Taxes:$12,364
Elementary School: SunRidge Elementary
Remarks: One or more photo(s) has been virtually staged. NEW ROOF (2025) ~ TWO NEW A/C UNITS (2024) ~ and a NEW WATER HEATER (2024) headline this exceptional LAKEFRONT ESTATE on Black Lake, where recent RENOVATIONS and thoughtful design have transformed the home into a must see retreat designed to impress! Ideally situated behind the gates of Bay Isle in Winter Garden, this remarkable home is the cherry on top of 6.44 ACRES surrounded by lush mature trees and sweeping LAKE VIEWS, creating a peaceful personal oasis just minutes from everything. A paver driveway and COURTYARD ENTRANCE invite you into the residence, complemented by a split 3-car garage and beautiful architectural details that set the tone for what awaits inside. Spanning OVER 4,000 SQ FT of curated living space, the home blends timeless craftsmanship with a fresh, modern edge. Sleek PORCELAIN TILE and rich WOOD FLOORS flow throughout, while intricate DESIGN WORK and CUSTOM BUILT-INS add character and sophistication from floor to ceiling. Designed with both everyday living and entertaining in mind, the layout offers MULTIPLE LIVING AREAS & FLEX SPACES, and formal living and dining rooms, all positioned to maximize NATURAL LIGHT and capture the home’s breathtaking water views. Walls of windows pull the outdoors in, creating a light-filled atmosphere that highlights the beauty of the surrounding landscape! At the heart of the home, the GOURMET KITCHEN delivers everything a home chef could want and more. Outfitted with a gas range, gas oven, waterfall island, dual pantries for abundant storage, and a rare Doyon Etuve Proofer, the space is as functional as it is impressive, easily supporting everything from quiet dinners to large gatherings. Your MAIN FLOOR OWNER’S SUITE is a true retreat with tranquil views of Black Lake, a sitting area, a dedicated dressing space, and a beautifully designed modern en-suite bath that feels straight out of a home magazine. Throughout the rest of the home, additional bedrooms and flexible spaces offer endless possibilities for guests, offices, hobbies, or creative pursuits. Step outside and the lake lifestyle truly comes to life. MULTIPLE OUTDOOR LIVING SPACES invite you to relax, entertain, or simply take in the scenery, while the PRIVATE DOCK on Black Lake makes it easy to bring your boat and enjoy everything lakefront living has to offer. Despite the sense of seclusion, this home remains incredibly convenient to daily life. Shopping, dining, and major roadways including SR-429 are just minutes away, placing you close to Winter Garden’s vibrant charm, area attractions, and world-famous theme parks. Elegance personified, this extraordinary home delivers the privacy, style, and space you have been searching for. Bring your boat, embrace the lake life, and discover the lifestyle waiting for you in Bay Isle!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787
$1,337,00025 Days on yellowkey MLS ID: O6394059
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 4019 Built: 2018Monthly Fee: $188 Tax: $17,895 (2025)Community: Canopy Oaks Ph 1Single Family
Taxes:$17,895
Remarks: A rare opportunity in a desired luxury neighborhood. A home designed for the way you live today, where walls of glass open completely, blending indoor and outdoor spaces into one seamless experience. In the gated community of Canopy Oaks, this A.R. Bailey Homes LLC Delray model offers elevated design, flexibility and everyday convenience. Well-maintained and only eight years young, this residence is set within an intimate enclave of just 49 homesites, offering a rare sense of privacy while remaining ideally positioned on Roper Road between Winter Garden’s historic downtown district and the Winter Garden Village shopping complex. From moment you arrive, the home makes a lasting impression with high-end driveway pavers, a durable concrete tile roof, woodgrain garage doors, stone facade accents and grand 8-foot solid wood arched double entry doors. Inside, the layout unfolds with intention, balancing elegant design and functional living. At the center of the home, the kitchen is designed to bring people together, featuring a natural gas cooktop with exterior venting, a built-in oven, upgraded appliances, a pot filler, 42-inch cabinetry with crown molding, a tile backsplash, under-cabinet lighting, a walk-in pantry and a large island that opens to the great room with coffered ceilings. Just beyond, a wine cellar with an iron gate adds a distinctive focal point for entertaining. The first-floor primary suite offers a peaceful retreat with a soaking tub, an oversized walk-in shower with dual heads and a bench, dual granite vanities and a custom closet system. A secondary first-floor, en-suite bedroom or office provides flexibility, while upstairs features a second primary suite, two additional en-suite bedrooms, a loft, a guest half bath and a covered rear balcony for added privacy and comfort. The standout is the home’s seamless indoor-outdoor connection. A full corner-opening glass wall, along with three-panel stackable sliding doors, extends the dining and great rooms to a covered lanai with a motorized retractable screen, creating a natural flow for entertaining or everyday living. The spacious backyard, framed by a concrete stucco privacy wall, offers a blank canvas for a future pool or custom outdoor retreat. Thoughtful upgrades continue throughout, including motorized custom light filtering roller shades in the dining and great rooms, dual tankless water heaters, two air-conditioning units with zoned climate control, mudroom, a reading nook and elegant iron stair railings. Residents of Canopy Oaks also enjoy a nature trail and a children’s play park. With proximity to downtown Winter Garden, Winter Garden Village, area hospitals, shopping, dining and major roadways including Florida Turnpike, state roads 429 and 408, and Interstate 4, this home presents a compelling opportunity to experience a lifestyle where design, comfort and location come together effortlessly.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Lisa Rutkowski (407-793-2416)
9849 LOST CREEK DR, WINTER GARDEN, FL 34787
$990,000519 Days on yellowkey MLS ID: O6258009
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3910 Built: 2021Monthly Fee: $250 Tax: $10,950 (2023)Community: WaterleighSpa: NoSingle Family
Taxes:$10,950
Tax Year: 2023
Remarks: One or more photo(s) has been virtually staged. Big Price Reduction!!!!!! Nestled in the heart of Winter Garden’s prestigious Waterleigh community, this 5-bedroom, 4-bathroom masterpiece redefines modern luxury and family living. Boasting 3,910 sq. ft. of beautifully designed space, this 2021-built home is a perfect blend of timeless charm and contemporary convenience. From the moment you arrive, the immaculate landscaping and spacious 3-car garage set the stage for what lies within. Step onto the inviting front porch, and you’ll immediately feel at home. Inside, the gourmet kitchen takes center stage, showcasing gleaming white quartz countertops, custom 42-inch cabinets, and top-of-the-line stainless steel appliances. The oversized island is ready for anything—from morning coffee to lively dinner parties. Natural light floods the open living and dining spaces, where panoramic lake views create a serene backdrop for daily life. Retreat to the main-floor primary suite, a private haven with tranquil lake vistas, a spa-like ensuite, and a walk-in closet. Upstairs, a sprawling loft provides a perfect gathering space, while generously sized bedrooms ensure comfort for everyone. But the magic doesn’t stop indoors. Imagine unwinding on your covered patio as the sun sets, Disney’s iconic fireworks lighting up the sky above the lake. Beyond your doorstep, Waterleigh’s resort-style amenities await—scenic walking trails, sparkling pools, state-of-the-art fitness centers, and even a community garden. With its unbeatable combination of elegance, comfort, and convenience, this home offers more than just a place to live—it’s a lifestyle. Schedule your private tour today and start your next chapter in this extraordinary home!
Listing is courtesy of: REAL BROKER, LLC (407-279-0038)
Listing Agent: Jennifer Ibarra (213-500-7525)
7766 MINUTEMEN LOOP, WINTER GARDEN, FL 34787
$1,745,000279 Days on yellowkey MLS ID: O6328707
REDUCED by $79,888 (4.4%) on 04/22/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4716 Built: 2014Monthly Fee: $201 Tax: $14,959 (2024)Community: West Lake Hancock EstatesSpa: NoSingle Family
Taxes:$14,959
Elementary School: Independence Elementary
Remarks: Experience the Best of Florida Living! Enjoy Florida’s natural beauty from the comfort of your own home with breathtaking sunset views over a serene lake. Whether you're watching the full moon rise or catching glimpses of Disney’s nightly fireworks, this modern residence offers a front-row seat to nature’s magic. Designed for both relaxation and entertaining, this spacious home boasts soaring ceilings and elegant interiors that make every day feel regal. With 5 bedrooms and 4.5 bathrooms, there's room for families of all sizes—plus dedicated spaces for a private office, guest accommodations, a home theater, and a game room. The luxurious master suite features stunning lake views, a spa-like bath with a soaking tub, and an expansive walk-in closet that offers more than enough storage for your entire wardrobe. Located in the scenic community of Winter Garden, this home includes exclusive access to a private clubhouse with a resort-style pool and fitness center. Guests will love movie nights and gatherings in your inviting space. Conveniently close to theme parks, downtown Orlando, major highways, top-rated schools, and shopping centers, this home offers the perfect blend of comfort and convenience. Don’t miss your chance to own this exceptional home—schedule your private showing today!
Listing is courtesy of: FL SUNSHINE STATE REALTY (407-619-6745)
Listing Agent: Mae Wang (407-619-6745)
17588 LAKE STAR RD, WINTER GARDEN, FL 34787
$1,195,00043 Days on yellowkey MLS ID: O6387269
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4026 Built: 2024Monthly Fee: $84 Tax: $3,806 (2024)Community: Northlake At OvationSingle Family
Taxes:$3,806
Remarks: Welcome to this exceptional five-bedroom, four-bathroom home situated on Lake Star in the highly desirable Horizon West area. The inviting entryway leads to a spacious, bright, and open-concept layout filled with abundant natural light and wood look plank tile flooring on the lower level. This Ashton Woods "Superior" floor plan has been upgraded to include a downstairs 5th Bedroom/In-law suite. The gourmet kitchen features a neutral color palette, sleek quartz countertops, lots of cabinet storage, under cabinet lighting, a white farmhouse apron front single bowl sink, modern appliances, including a stainless-steel wall-mounted vent hood, smooth surface cooktop, built-in oven and microwave complemented by a tile backsplash. An open-concept design seamlessly connects the kitchen to the expansive family room, providing an ideal space for entertaining. The first-floor primary bedroom suite offers a tray ceiling and a luxurious bath featuring dual vanities, garden tub and glass enclosed shower with two shower heads. Three additional well-appointed bedrooms upstairs provide ample space for family and guests. The home also features a formal dining room, a den, and a spacious game room, offering versatile living options. A beautiful, stained oak staircase with open stair rails. Elegant finishes, including plantation shutters on all the windows and neutral tones create a timeless aesthetic throughout the residence. Outdoors, the property boasts a well-maintained exterior, and a paver driveway leading to the two-car garage. The spacious lot includes a covered lanai with a kitchen stub-out for a future outdoor kitchen, and a scenic lakefront view, providing a peaceful and tranquil setting. The community amenities include a clubhouse, a pool, a dog walk park, and a playground, offering convenient recreational opportunities. Conveniently located near shopping, dining, top-rated schools and world-famous Orlando attractions, including Disney parks, Downtown Winter Garden and 40 minutes to the Orlando International Airport. This home is also within minutes of Florida's Western Beltway 429, providing easy access to the area's major thoroughfares.
Listing Agent: Dee Lund (407-925-7781)
7343 TWILIGHT BAY DR, WINTER GARDEN, FL 34787
$599,99910 Days on yellowkey MLS ID: S5147747
0 Days Off yellowkey (back on 4/22/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1975 Built: 2017Monthly Fee: $249 Tax: $5,164 (2025)Community: Lakeview Pointe/Horizon West PSingle Family
Taxes:$5,164
Elementary School: Summerlake Elementary
Remarks: ("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.
Listing is courtesy of: HOME WISE REALTY GROUP, INC. (407-712-2000)
Listing Agent: Eric Powell (407-720-1833)
1689 CRANLEIGH DR, WINTER GARDEN, FL 34787
$888,80051 Days on yellowkey MLS ID: O6387674
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2937 Built: 2020Monthly Fee: $165 Tax: $7,225 (2025)Community: Sanctuary / Twin WatersSpa: NoSingle Family
Taxes:$7,225
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully designed 4-bedroom, 4-bath home in the sought-after Twin waters sanctuary community of Winter Garden. With a thoughtful layout, spacious living areas, and quality finishes throughout, this home offers comfort, flexibility, and the kind of space that truly fits real life. The open-concept design creates an easy flow between the kitchen and main living areas, making it perfect for both everyday living and entertaining. The kitchen features a large island, natural gas stovetop, ample counter space, and plenty of room to gather. A separate formal dining room provides a dedicated space for holidays, celebrations, or intimate dinners at home. The main floor offers open concept convenient primary living spaces, while upstairs you'll find a private en-suite bedroom and a generous loft-ideal for guests, a home office, playroom, or second living area. Go outside to your spacious backyard retreat, complete with a large private pool with fountain and plenty of room to relax, entertain, and enjoy Florida's year-round sunshine. Location is prime with everything Winter Garden is known for ... Historic Downtown Winter Garden, Plant Street Market, the West Orange Trail, Hamlin Town Center, premier shopping and dining, major highways including SR-429 and Florida's Turnpike, and world-renowned attractions just minutes away. This home combines practical design with a welcoming atmosphere in one of central Florida's most desirable areas. come and see - the lifestyle you are desiring is here!!
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
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