Location: Winter Garden
Do Not Show Listings
15625 SYLVESTER PALM DR, WINTER GARDEN, FL 34787
$1,093,000129 Days on yellowkey MLS ID: O6379346
REDUCED by $12,000 (1.1%) on 06/08/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3886 Built: 2018Monthly Fee: $360 Tax: $9,571 (2024)Community: Lakeshore Preserve Ph 1Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,571
Elementary School: Panther Lake Elementary
High School: None
Tax Year: 2024
Middle School: Water Spring Middle
Remarks: WELCOME TO A TRULY EXCEPTIONAL HOME in the highly sought-after community of Lakeshore Preserve in Winter Garden, where luxury, comfort, and lifestyle come together seamlessly. This beautifully upgraded Toll Brothers Madeira floor plan offers 5 bedrooms, 4.5 bathrooms, and a 3-car tandem garage, and feels practically brand new, having been gently lived in by only a couple. This home features a private lot and a tranquil backyard, offering the peace and privacy many buyers desire while still enjoying all the benefits and conveniences of a vibrant community. From the moment you enter, the barrel ceiling foyer and soaring 10-foot ceilings create a grand yet inviting first impression. Natural light fills the open layout, drawing you into the heart of the home, a stunning gourmet kitchen designed for both everyday living and entertaining. Enjoy upgraded cabinetry, designer hardware and faucets, pull-out drawers, a wood plank backsplash accent wall, a spacious center island with breakfast bar, and a butler’s pantry for added functionality and elegance. The kitchen flows seamlessly into the family room, highlighted by a tray ceiling and pocket sliders that open to your private outdoor oasis. The extended screened lanai overlooks a gorgeous custom pool featuring a waterfall, LED illumination, and fully automated smart controls accessible from your phone, true resort-style living at home. The patio is pre-plumbed for an outdoor kitchen with water hookups, and the outdoor space is elevated with Shell Beach Tumbled Versailles Pattern pavers, a fully fenced yard, landscape lighting, a retaining wall, and an additional 10x10 paver patio for even more entertaining space. Downstairs, guests will appreciate a private bedroom and full bath, plus an additional half bath for convenience. Home theater speakers are pre-wired on both the first and second floors, adding built-in entertainment value. Upstairs, a spacious loft anchors the remaining bedrooms, creating the perfect second living area. The owner’s suite is a true retreat featuring dual vanities, a soaking tub, a glass-enclosed walk-in shower, and a custom built-in closet. Additional bedrooms include a Jack-and-Jill setup, a private en-suite, and a flexible room ideal for an office, gym, or craft space. Laundry is conveniently located upstairs. Bonus Magic: Enjoy nightly views of the Magic Kingdom fireworks right from your home. Families will appreciate the proximity to highly rated, A-rated schools, providing excellent educational opportunities just minutes away. Living in Lakeshore Preserve means access to resort-style amenities including a lakefront clubhouse, pool, fitness center, playgrounds, dog park, sand volleyball, canoeing, and community events: all in the heart of the Hamlin area, close to top shopping, dining, major highways, and everyday conveniences. This isn’t just a home: it’s a lifestyle!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Deep Mehta, Pa (407-702-7029)
10067 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787
$1,170,000206 Days on yellowkey MLS ID: O6361968
Bed: 6 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4305 Built: 2020Monthly Fee: $159 Tax: $13,997 (2024)Community: Watermark Ph 4Single Family
Taxes:$13,997
High School: Horizon High School
Middle School: Hamlin Middle
Remarks: Welcome Home! This beautifully renovated 4,305 sq. ft. single-family residence offers the perfect blend of modern upgrades and inviting comfort, located in one of Winter Garden’s well sought-after communities. Discover elegant porcelain tile flooring throughout the first floor, leading to a spacious, updated kitchen featuring quartz countertops, a smart cooktop, and decorative glass cabinetry, ideal for both everyday living and entertaining. The gorgeous master suite includes a custom built-in walk-in closet, providing both style and functionality. With 6BR/5BA, there’s plenty of space for family and guests alike. Enjoy Florida living at its finest in your outdoor oasis, complete with a gazebo and a built-in fire pit seating area, perfect for relaxing evenings or weekend gatherings. The three-car split garage adds convenience and ample storage.Recently renovated and freshly painted, this home is truly move-in ready. Located in a wonderful community offering two sparkling pools and a playground, you’ll love the nearby amenities that make Winter Garden such a special place to live. Tour Today!
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Shi Knoblock (407-719-8651)
12362 BRACCO ST, WINTER GARDEN, FL 34787
$515,00044 Days on yellowkey MLS ID: O6404125
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2094 Built: 2023Monthly Fee: $105 Tax: $8,231 (2025)Community: Highland Rdg Ph 2Single Family
Taxes:$8,231
Elementary School: Water Spring Elementary
Tax Year: 2025
Remarks: Welcome to this exceptional home located in the highly sought-after Highland Ridge community. This beautifully maintained 4-bedroom, 2 full bathroom and 1 half bathroom residence offers generous living space and a unique blend of classic curb appeal with modern interior upgrades. The home features an open-concept layout designed for both everyday living and entertaining. The kitchen is designed for both function and style, showcasing a large island, stainless steel appliances, ample counter space, and a convenient corner pantry. It seamlessly connects to the dining and family areas, creating a welcoming and cohesive living space. Wood-look luxury vinyl plank flooring throughout main living areas on the first floor. Upstairs, you’ll find a spacious loft that can be used as a media room or flexible living area, along with a conveniently located laundry room and four bedrooms. The primary suite offers a well-designed en-suite bathroom and a walk-in closet, while the remaining bedrooms share a full bath. Ideally situated in the vibrant Winter Garden area, Highland Ridge residents enjoy access to a pool, playground, and half basketball court. The community is just minutes from the Hamlin shopping and dining district, with convenient access to major highways. Located less than 15 minutes from Walt Disney World, under 30 minutes from Universal Orlando and Downtown Orlando, and approximately 35 minutes from Orlando International Airport. Several renowned golf courses are also nearby. The property is located at the end of a quiet street with minimal traffic, this home offers exceptional privacy and tranquility, backing onto a natural preserve with no rear neighbors. Currently tenant occupied; tenants agree to vacate the property with a 30-day notice if requested by the buyer. Watch the attached professional video.
Listing is courtesy of: ELITE INTERNATIONAL REALTY INC (305-940-6611)
Listing Agent: Diller De Abreu Junior (786-818-0909)
13959 JOMATT LOOP, WINTER GARDEN, FL 34787
$774,90011 Days on yellowkey MLS ID: O6412718
0 Days Off yellowkey (back on 6/9/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2814 Built: 2016Monthly Fee: $75 Tax: $5,426 (2025)Community: Cypress ReserveSpa: YesSingle Family
Taxes:$5,426
Elementary School: SunRidge Elementary
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Under contract-accepting backup offers. Stunning Conservation Home in Cypress Reserve – 225 Acres of Protected Nature Views! Welcome to 13959 Jomatt Loop, a beautifully maintained 4-bedroom, 3-bathroom home with 2,814 square feet of living space, ideally situated on one of the most desirable lots in Cypress Reserve, one of Winter Garden's premier communities. Set on a spacious 0.24-acre conservation homesite, this exceptional property enjoys breathtaking views of a 225-acre protected cypress preserve, creating a rare sense of privacy and tranquility that is increasingly difficult to find in today's market. Whether you're enjoying your morning coffee or relaxing at sunset, the peaceful natural backdrop provides a daily connection to Florida's beauty. From the moment you arrive, you'll appreciate the inviting covered front porch, attractive curb appeal, and spacious 3-car garage. Inside, the thoughtfully designed split floor plan offers the perfect balance of privacy and functionality for families and guests alike. At the heart of the home is a spacious kitchen featuring granite countertops, stainless steel appliances, and 42-inch solid wood cabinetry, with ample space for gathering and entertaining. The home is also equipped with natural gas service and a tankless water heater, providing both efficiency and convenience. The generously sized primary suite serves as a true retreat, featuring dual custom walk-in closets, dual vanities, a large glass-enclosed walk-in shower, and a separate garden tub perfect for unwinding after a long day. Step outside to enjoy Florida living at its finest. The home features a beautiful covered and screened rear patio that opens onto a massive paver deck complete with a hot tub, all overlooking the stunning conservation area beyond. A Lifestyle You'll Love: Cypress Reserve is one of Winter Garden's most sought-after communities, offering residents a beautiful community pool, playground, and remarkably low HOA fees of just $75 per month. One of the neighborhood's most desirable features is its proximity to Sunridge K-8 School, one of the area's highly rated schools, located just a short walk from the home. Prime Winter Garden Location: Located just minutes from the charm and energy of Historic Downtown Winter Garden, you'll enjoy easy access to the renowned Plant Street District, featuring award-winning restaurants, boutique shopping, live entertainment, breweries, and one of Central Florida's most popular weekly farmers markets. The future continues to look bright for this area with the nearby Tucker Ranch Recreational Park and Nature Preserve, a transformative 200-acre destination along Johns Lake. Residents will enjoy access to nature trails, playgrounds, picnic areas, canoe and kayak launches, open green spaces, and exciting future additions including boardwalks, fishing areas, and a sustainable teaching farm. Why Settle for Ordinary? Quality homes with this combination of conservation views, privacy, natural gas service, top-rated schools, and a prime Winter Garden location rarely become available. If you've been searching for a home that offers both everyday comfort and an exceptional lifestyle, this is an opportunity you won't want to miss. Schedule your private showing today before this incredible home is gone!
Listing is courtesy of: CLOCK TOWER REALTY (407-832-7332)
Listing Agent: Matthew Matin (321-948-5857)
617 CANOPY ESTATES DR, WINTER GARDEN, FL 34787
$1,139,00094 Days on yellowkey MLS ID: O6389100
REDUCED by $11,000 (1.0%) on 06/01/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3624 Built: 2019Monthly Fee: $255 Tax: $16,181 (2025)Community: Canopy Oaks Ph 1Spa: NoSingle Family
Taxes:$16,181
Elementary School: Lake Whitney Elem
Remarks: One or more photo(s) has been virtually staged. One or more photos are virtually staged. Location. Luxury. Architectural character. Welcome to The Sanibel, affectionately known as “The Castle,” an award-winning home just minutes from the charm and energy of Historic Downtown Winter Garden. This stunning residence blends timeless Italian-inspired architecture with modern comforts, creating a home that feels both elegant and inviting. From the moment you arrive, the home makes a memorable first impression with its arched wood double doors, custom soffit lighting, and classic concrete tile roof. Step inside and you’re greeted by soaring ceilings, detailed beams, and crown molding that add warmth and sophistication to the open-concept living spaces—perfect for both everyday living and entertaining. The gourmet kitchen is designed to impress, featuring premium KitchenAid appliances, a natural gas cooktop, built-in refrigerator, 42” custom cabinetry, a hidden walk-in pantry, and a reverse osmosis water system. Whether hosting guests or enjoying a quiet night at home, this kitchen is the heart of it all. The first floor offers exceptional flexibility with a private office and a Junior Owner’s Suite—ideal for guests or multi-generational living. Upstairs, the primary suite becomes your personal retreat with a unique round spa-inspired bathroom, oversized walk-in closet, wet bar, and access to a private balcony. Two additional en-suite bedrooms, a loft, and an upstairs laundry room complete the second level. Step outside and enjoy multiple spaces designed for relaxing and entertaining, including Trex-decked balconies, a summer kitchen, and a peaceful fountain feature. Additional highlights include surround sound wiring, a whole-home generator, and thoughtful upgrades throughout the home. Beyond the property itself, the location truly sets this home apart. You’re just minutes from Downtown Winter Garden’s award-winning farmers market, vibrant restaurants, charming boutiques, scenic parks, and top-rated schools—with easy access to major highways for commuting throughout Central Florida. Recognized as Florida’s Best Model Home by the SEBC Excel Awards, The Sanibel offers a rare opportunity to own a home that combines architectural distinction, luxury features, and an unbeatable Winter Garden lifestyle. Note: One image includes a virtually added pool to illustrate potential backyard possibilities.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
14378 BLACK LAKE PRESERVE ST, WINTER GARDEN, FL 34787
$764,9009 Days on yellowkey MLS ID: O6414181
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3167 Built: 2015Monthly Fee: $140 Tax: $6,855 (2025)Community: Black Lake PreserveSpa: NoSingle Family
Taxes:$6,855
Remarks: Under contract-accepting backup offers. Luxury At its Finest. This Beautiful Immaculate Open Concept 4 bedrooms, 4 baths residence featuring a spacious loft with a full bath. Loft on 2 nd Floor can potentially be used as a 5th bedroom. Ideal for guests retreat, home office, media lounge, media room or additional entertainment for the entire family. The Amazing Gourmet Chefs kitchen with under cabinet lighting Gas stove, double oven showcases an extra large extended island perfect for entertaining. Complemented by elegant finishes. Open concept living spaces and exceptional comfort throughout the home in its entirety. French Doors gives access to the resort style pool with 4 therapy jets, bubblers on the sun shelf, custom hand rail with multi led lights with a Wet Edge Pool Interior. Elegant Pavers. The Pool is 3 ft on the shallow end and 6 ft on the deep end and measures 15 x 31. This home is taken care with lots of Pride and Tender Loving care. This home sits on a corner Lot with lots of privacy for all entertainment and relaxation. Garage has overhead racks for extra storage. This is a very small community that is peaceful and tranquil for great evening walks. By Appointment Only. Thank You.
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: Tracy Hampstead (407-803-3137)
708 ORANGE BELT LOOP, WINTER GARDEN, FL 34787
$745,00034 Days on yellowkey MLS ID: G5112211
3 Days Off yellowkey (back on 6/9/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1916 Built: 2019Monthly Fee: $280 Tax: $8,412 (2025)Community: Heritage/Plant StreetSingle Family
Taxes:$8,412
Elementary School: None
Middle School: None
Remarks: LOCATED IN THE HIGHLY SOUGHT AFTER GOLF CART DISTRICT OF DOWNTOWN WINTER GARDEN!!! This beautifully maintained and move-in ready, this immaculate 3-bedroom, 2-bath home offers comfort, style, and convenience in one exceptional package. Featuring all tile flooring throughout with no carpet, stunning plantation shutters, the open and spacious floor plan seamlessly connects the kitchen, dining, and family room areas-perfect for both everyday living and entertaining. The oversized primary suite includes a cozy sitting area, while the en-suite bath features dual sinks, a relaxing garden tub, and a walk-in shower. A desirable split-bedroom layout provides privacy, with two additional bedrooms and a full bath located on the opposite side of the home. The chef's kitchen is fully equipped with stainless steel appliances, 42-inch cabinetry, a built-in DOUBLE oven and microwave, gas cooktop, and an extra-large pantry. The inside laundry room offers added convenience with shelving, storage cabinets, and utility sink. The garage also includes overhead storage for additional organization. Step outside to extended screened porch, offering plenty of room to relax and enjoy the peaceful pond view with no immediate rear neighbors. A dog park is an added community perk and adds even more convenience for pet lovers. Located just blocks from downtown Winter Garden, you'll enjoy easy access to holiday events, local restaurants, charming shops, the award-winning farmers market, and the popular golf cart district. This is a home you do NOT want to miss!!! Schedule your private tour today.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Kristi Lowery (407-235-4920)
9110 MORGANA CT, WINTER GARDEN, FL 34787
$2,199,00024 Days on yellowkey MLS ID: O6409413
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4661 Built: 2021Monthly Fee: $423 Tax: $20,524 (2025)Community: Avalon CoveSpa: YesSingle Family
Taxes:$20,524
Remarks: Orlando Lakefront Luxury Estate with Private Dock, Resort-Style Pool & World-Class Location! Welcome to 9110 Morgana Court, an extraordinary waterfront residence offering the ultimate Florida luxury lifestyle just minutes from Disney, all the Orlando world-famous attractions, championship golf, premier shopping, fine dining, and international travel connections. Perfectly positioned on a beautiful skiable lake, this 5-bedroom, 5-bath residence showcases breathtaking sunset views, a private covered dock, expansive outdoor living spaces, and a highly desirable floor plan designed for luxury living, entertaining, and multigenerational flexibility. The backyard is truly a private resort featuring an oversized heated saltwater pool, relaxing 8-person spa, elegant fire feature, complete outdoor kitchen, and an expansive covered lanai with retractable screens for year-round enjoyment. Imagine spending your days boating, paddle boarding, fishing, waterskiing, or simply relaxing on your private dock while enjoying spectacular Florida sunsets over the water. Opportunities to own a true ski-lake property with this level of privacy and luxury are increasingly rare. Inside, natural light fills the home and highlights the finishes. The gourmet chef's kitchen serves as the centerpiece of the home, featuring an oversized island, premium Wolf gas range, built-in wall oven and microwave, abundant cabinetry, and an open-concept design ideal for entertaining. The flexible floor plan offers exceptional versatility with a private first-floor guest suite complete with full bath and walk-in closet, a spacious bonus room perfect for a home office, fitness studio, media room, or additional guest retreat, plus an expansive upstairs loft opening to a private balcony overlooking the lake. The luxurious primary suite is a true sanctuary, offering panoramic water views, a spa-inspired bath, oversized walk-in shower, and an exceptionally large custom closet. Additional bedrooms are generously sized and thoughtfully positioned for privacy. Extensive upgrades include new exterior paint (2026), heated saltwater pool and spa, Paradise Grill outdoor kitchen, surround sound system inside and out, retractable lanai screens, custom window treatments, upgraded stair railings, designer lighting, and fully fenced oversized homesite. Whether you're seeking a primary residence, executive relocation home, multigenerational retreat, or a luxury Florida lifestyle property near Orlando's most desirable destinations, 9110 Morgana Court delivers a rare combination of waterfront recreation, privacy, convenience, and resort-style living. Luxury lakefront opportunities of this caliber seldom come to market. Schedule your private tour today.
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Alie Gattis (407-760-1488)
15444 LEBEAU LOOP, WINTER GARDEN, FL 34787
$580,000104 Days on yellowkey MLS ID: O6385396
2 Days Off yellowkey (back on 4/27/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2415 Built: 2024Monthly Fee: $101 Tax: $1,914 (2024)Community: Winding Bay Ph 3Single Family
Taxes:$1,914
Remarks: Under contract-accepting backup offers. Newer 2024 build, this 4-bedroom home features three full bathrooms plus + a powder bath - along with an upgraded custom staircase and beautifully finished interior spaces. Natural light fills the home, creating a bright, open atmosphere that feels both inviting and functional. The generous layout and clean, modern design give the home a refined, elevated aesthetic. Located in Horizon West’s Winding Bay and zoned for top-rated schools, the community is surrounded by parks, a playground, walking trails, and a dog park. Just minutes from Walt Disney World, residents enjoy nightly views of the fireworks, access to a resort-style pool and splash pad and close proximity to HWY 429, Hamlin Town Center, Flamingo Crossings, premier golf courses, and a wide variety of dining and shopping destinations. No CDD. Low HOA.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
15555 PANTHER LAKE DR, WINTER GARDEN, FL 34787
$2,100,00058 Days on yellowkey MLS ID: O6400010
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4342 Built: 2016Monthly Fee: $431 Tax: $28,576 (2025)Community: Lakeshore Preserve Ph 1Single Family
Taxes:$28,576
Remarks: Award-Winning Toll Brothers Model Home on the Lake | Infinity Pool + Designer Estate Welcome to luxury waterfront living in the highly sought-after Panther Lake community in Winter Garden. This award-winning Maranello model sites on a premium lakefront homesite and is designed for both elevated everyday living and effortless entertaining, the home showcases expansive open living areas, designer finishes, and seamless indoor-outdoor flow. Property Highlights & Amenities: * Infinity pool with heated spa providing breathtaking water views * Large pocket sliders create a true open-air living experience, connecting the living and dining spaces with the pool, lanai, and lake * Private mother-in-law suite offering a comfortable and private retreat for guests or extended family, ideal for multi-generational living or a quiet home office * Chef’s kitchen with JennAir appliances designed for both everyday living and elevated entertaining * Top rated schools a bike ride from Independence Elementary School and Horizon High School * Outdoor living with a fully equipped kitchen, fireplace, fire pit and TV creating a complete outdoor living space perfect for hosting or relaxing year-round * Private balcony with expansive views of the Lake, pool and community * Butler’s kitchen providing additional prep space, storage, and functionality for seamless entertaining * Spacious loft with built-ins and workspace offering flexible space for work, study, or casual gathering * First-floor primary suite with spa-style bath and walk-in closet creating a private retreat with comfort and convenience on the main level * Professionally designed model home finishes throughout delivering a cohesive, high-end aesthetic in every space * Furnishings convey, presenting an opportunity to acquire the home’s professionally curated design elements. Enjoy access to Panther Lake’s resort-style community amenities, including a clubhouse with event space for private parties and receptions, fitness center, community pool, playground, walking trails, and a private dock with canoe/kayak storage—perfect for embracing the lakefront lifestyle. A rare opportunity to own a premier waterfront model home with resort-style amenities - this home delivers the perfect blend of privacy, luxury, and convenience. Schedule your private showing today.
Listing is courtesy of: RIGHTHOUSE REALTY LLC (407-216-8788)
Listing Agent: Tim Schmidt (407-216-8788)
15061 VALVERSE ALY, WINTER GARDEN, FL 34787
$720,000111 Days on yellowkey MLS ID: O6384956
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2934 Built: 2017Monthly Fee: $328 Tax: $8,730 (2025)Community: Overlook 2/Hamlin Ph 2 & 5Single Family
Taxes:$8,730
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: This 5-bedroom, 3.5-bath home in Winter Garden's Hamlin area offers 2,934 square feet plus two things most listings can't: a fully detached in-law suite with its own kitchen and private entrance, and an owned 10.63 kW Tesla solar system, 25 panels paired with two Powerwalls, paid in full at closing. Here's what that energy setup actually means for you. The 25 solar panels generate power from the sun. The two Tesla Powerwalls store it, so the home runs on its own clean energy day and night, not just when the sun is out. The result shows up on the bill. Over the last six months, electricity on this home has run between $33 and $123 a month, averaging under $80, in a 2,934 square foot house with year-round AC. Most homes this size in Florida pay a multiple of that. When a storm takes out the grid, your home doesn't go dark. The Powerwalls switch over automatically and keep the essentials running: AC, refrigerator, lights, internet. Tesla's Storm Watch even charges the batteries to full before severe weather hits, so you're covered through hurricane season without lifting a finger. The system is EV-ready too, so you can charge an electric vehicle at home on your own solar power. And because it's owned outright and paid off at closing, there's no solar lease or loan to assume. You just get the savings. The detached in-law suite is a fully separate space with a full kitchen and its own entrance, ideal for multigenerational living, a long-term guest, a private home office, or rental income potential. Inside the main home, an open layout ties the kitchen, living, and dining areas together for easy everyday living and entertaining. The primary suite is a private retreat, with four additional bedrooms giving you room to use the space however you need. The location is a genuine strength. Bass Park is a short walk away for morning runs and weekends outside, Publix at Hamlin Cove sits under a mile from the door, Foundation Academy's Tilden Campus is close by, and you're minutes from Central Florida's major theme parks and transit connections. Schedule a private showing and see the suite and the energy system for yourself.
Listing Agent: Maegan Bagley (207-333-9037)
2227 OAKINGTON ST, WINTER GARDEN, FL 34787
$489,9907 Days on yellowkey MLS ID: O6414707
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1867 Built: 2002Monthly Fee: $240 Tax: $5,321 (2025)Community: Stoneybrook West 47/78Single Family
Taxes:$5,321
Elementary School: Whispering Oak Elem
Remarks: Welcome to this beautifully maintained 4-bedroom, 2-bath home located in the highly desirable gated golf community of Stoneybrook West in Winter Garden. This move-in-ready residence features an open and spacious floor plan with separate living and dining areas, high ceilings, abundant natural light, and ceramic tile throughout. The upgraded kitchen offers granite countertops, ample cabinet space, and all appliances are included. The spacious primary suite features a large walk-in closet and an updated bathroom with skylights, dual vanities, a garden tub, and a separate shower. Enjoy outdoor living in the fully fenced backyard with a large patio, perfect for entertaining or relaxing. Recent updates and meticulous care make this home a true standout. Roof replaced in 2021. Property comes with solar panels. Residents enjoy resort-style amenities including a community pool, fitness center, tennis and basketball courts, playgrounds, lake access, fishing pier, boating, and 24-hour guarded gate security. Conveniently located near top-rated schools, shopping, dining, major highways, downtown Winter Garden, and Orlando's world-famous attractions. Don't miss this exceptional opportunity—schedule your private showing today!
Listing is courtesy of: REALTY ONE GROUP EVOLUTION (786-477-4715)
Listing Agent: Milena Nunez (407-247-1814)
12026 SHINE VIEW LN, WINTER GARDEN, FL 34787
$596,19040 Days on yellowkey MLS ID: O6405058
3 Days Off yellowkey (back on 5/27/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2216 Built: 2025Monthly Fee: $190 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Taxes:$1,989
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 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)
17865 ADRIFT RD, WINTER GARDEN, FL 34787
$599,000326 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
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)
15025 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787
$505,00023 Days on yellowkey MLS ID: O6410108
REDUCED by $5,000 (1.0%) on 06/08/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2477 Built: 2016Monthly Fee: $195 Tax: $8,019 (2025)Community: Signature Lakes Ph 3B-4 3B-5 3B-Single Family
Taxes:$8,019
High School: Windermere High School
Remarks: Motivated seller. New paint and new flooring throughout. This home features two primary suites — one downstairs and one upstairs. Located in an area with all A-rated schools. Close to Disney World, and you can even enjoy Disney fireworks from the front yard. The home is conveniently located near Super Walmart, Winter Garden Village shopping centers, and top-rated restaurants. The Independence Community Association offers outstanding amenities, including: 2 community pools, green spaces & park areas, tennis & basketball courts, a main clubhouse with fitness & arcade, 2nd clubhouse with fitness & billiards, community boat ramp to ski-able Lake Hancock, dog park, bike & walking paths. HoA fee covers basic TV CABLE and WIFI.
Listing is courtesy of: CENTURY 21 CARIOTI (407-354-0074)
Listing Agent: Bo Zhang (407-848-8486)
5526 TINY RD, WINTER GARDEN, FL 34787
$1,590,000311 Days on yellowkey MLS ID: O6334009
3 Days Off yellowkey (back on 6/8/2026)
REDUCED by $85,000 (5.1%) on 06/01/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2474 Built: 2007 Tax: $10,165 (2024)Community: NoneSingle Family
Taxes:$10,165
Remarks: Under contract-accepting backup offers. A Rare Slice of Serenity in the Heart of Horizons West — 5526 Tiny Road Almost five acres in the middle of one of Central Florida's most sought-after communities isn't just rare — it's nearly impossible to find. While the rest of Horizons West builds closer together, 5526 Tiny Road sits on almost five rolling, private acres surrounded by open sky, a private pond, and natural Florida landscape — all within walking distance of community trails, top-rated schools, and the brand-new Orange County Library currently under construction just steps away. This is the property buyers spend years waiting for. The freedom of acreage. The convenience of community. No HOA. No compromise. The custom-built 2007 estate offers 2,400 square feet of thoughtfully designed living space — three bedrooms, a spacious loft, and 2.5 bathrooms inside, plus a half bath in the oversized 3.5-car garage built for the enthusiast, the workshop, the toys, or all three. The open-concept layout is filled with natural light, anchored by a gourmet kitchen and flowing living spaces designed for both everyday comfort and effortless entertaining. Step outside and the property truly comes alive. A front gazebo attached to the home frames sweeping views across the acreage. The screened rear lanai overlooks a nature preserve. Sunrises and sunsets paint the elevated ridge in a way that no subdivision lot can replicate. Wild turkeys, native birds, and open Florida sky are your neighbors. Just a short ride to Hamlin Town Center, Disney World, SR-429, and everything Horizons West continues to build around you — including planned road enhancements to Tiny Road itself, with landscaped medians and expanded sidewalks that will further elevate the entrance to this property. Properties like this don't come back to market. Once it's gone, it's gone — because there is nothing left to build like it here. 3 Bed | Loft | 2.5 Bath + Garage Half Bath | 3.5-Car Garage | Almost 5 Acres | No HOA | Custom 2007 Build | Private Pond | Horizons West / Independence-Summerport
Listing is courtesy of: BUYER REBATES REALTY (407-629-2300)
Listing Agent: Sean Popat (407-399-1669)
279 ZACHARY WADE ST, WINTER GARDEN, FL 34787
$1,675,00031 Days on yellowkey MLS ID: O6408014
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4473 Built: 2003Monthly Fee: $67 Tax: $8,609 (2025)Community: Lakeview ReserveSpa: YesSingle Family
Taxes:$8,609
Elementary School: Tildenville Elem
Middle School: Lakeview Middle
Remarks: An unparalleled lakefront opportunity in Downtown Winter Garden **Seize the rare chance to own a premier waterfront estate where the true value lies in the spectacular lot, private dock, and an enviable golf-cart lifestyle ** Launch your boat from your private lift for a scenic 30-minute cruise to Mt. Dora or take your golf cart just minutes away to the historic downtown Farmers’ Market and restaurants **Positioned within a private, gated enclave directly across from the West Orange Trail, this property offers the ultimate Florida resort lifestyle outside, featuring a heated saltwater pool, raised spa, and a fully fenced, expansive lakeside yard ** Inside, the home boasts a massive primary suite +/16x26’ with tray ceiling, fireplace and a balcony with lovely lake views and massive +/-23x25 bonus room including a wet bar and fireplace** The kitchen has a large cooking island w/sink plus a separate breakfast bar, stone counters, under cabinet lighting, a Jenn-Air double convection oven and lovely dining area overlooking the lake ** There's even an open wine closet/alcove with wine refrigerator off the kitchen ** First floor bedroom with an oversized walk in closet as a 5th bedroom or den (currently being used as a dining room) ** Other home upgrades include a newer roof +/-2022, 3 newer A/C units, a whole-home Katolight 40KW generator that runs +/- 90% of the home, crown molding throughout the home, ADT security system with cameras, boat house with new roof 2025, resurfaced pool +/-5 yrs ago & Aqualink pool/spa automation system and a 10’ seawall ** Relax on the covered screened patio with the Bose speaker system and prime outdoor living space including additional yard space beyond the pool and patio ** 2 car garage plus a 1 car garage with easy access to the back yard perfect for bringing your boat or lawn equipment through ** LOW HOA fees $200 quarterly ** All room measurements in MLS and on 3d floorplan are approximate. Buyer to verify. Tax record is incorrect - property has 5 bedrooms. Dock measurement is estimated. Buyer to verify. Solar panel lease to be transferred to buyer at closing.
Listing is courtesy of: INDEPENDENCE REALTY GROUP LLC (407-408-6662)
Listing Agent: Andrew Philippone (407-408-6662)
15026 SUMMER HARVEST ST, WINTER GARDEN, FL 34787
$689,990137 Days on yellowkey MLS ID: S5142710
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2908 Built: 2024Monthly Fee: $202 Tax: $9,669 (2025)Community: Harvest At OvationSingle Family
Taxes:$9,669
Middle School: Horizon West Middle School
Remarks: Seller offering up to $15,000 toward buyer’s closing costs, prepaids, or interest rate buy-down with acceptable offer. Exceptional opportunity in highly desirable Winter Garden/Horizon West! This beautifully upgraded 5-bedroom, 4.5-bath home offers over 2,900 sq. ft. of flexible living space, including a private in-law suite with its own separate entrance, bedroom, bathroom, and kitchenette — currently rented for $1,300 per month, providing immediate income potential or an ideal space for multigenerational living. The main home features an open-concept layout, high ceilings, upgraded flooring, a renovated kitchen, modern finishes, and spacious living areas designed for comfort and functionality. The private suite adds exceptional value for buyers looking for rental income, a guest retreat, a private office, or independent living space. Located just minutes from Disney, Flamingo Crossings, Hamlin, shopping, dining, entertainment, hospitals, and top-rated schools, this home offers the perfect combination of location, lifestyle, and income potential. Enjoy the benefits of living in one of Central Florida’s fastest-growing and most desirable communities. A rare opportunity to own a move-in-ready home with upgrades, a private income-producing suite, and a seller incentive of up to $15,000 with an acceptable offer.
Listing is courtesy of: AROD PARTNERS REALTY (407-627-7621)
Listing Agent: Keyla Chirinos Sivira (786-380-5541)
8721 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787
$679,00042 Days on yellowkey MLS ID: G5111855
REDUCED by $16,000 (2.3%) on 06/08/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2842 Built: 2015Monthly Fee: $342 Tax: $8,082 (2025)Community: Waterleigh Ph 1ASpa: NoSingle Family
Taxes:$8,082
Remarks: Amazing opportunity for a corner lot pool home, within the highly demanded Waterleigh - Marina Bay neighborhood. With views of Hickorynut Lake from the front porch and theme park fireworks from the back porch and pool, you have found resort-style living with easy access to everything Central Florida has to offer. Looking for more privacy while enjoying the heated pool? Simply close the privacy curtains that are installed around the pool cage. Inside, you’ll find a spacious home that includes 4 bedrooms, 3 and a half bathrooms, a flex space, a loft, ample storage, and much more. The primary suite is located on the first floor, while one of the second floor bedrooms is designed like a secondary primary with a bathroom en suite. Take advantage of numerous upgrades throughout including, Smart Home features, security options, car charger in garage, wood and tile flooring throughout, granite countertops, plantation shutters, under stairs storage and attic storage where drywall and lighting have been added. Recent updates include, pool (June 2023), exterior paint (Feb 2022), HVAC (Jan 2022), pavers cleaned & sealed (June 2023). When not enjoying the beauty of your home, take advantage of the numerous resort-style amenities that come with living in Waterleigh including, lawn & landscaping maintenance provided by the HOA, two large clubhouses with rentable space, four resort-style pools, two fitness centers, tennis, sand volleyball, mini-golf course, walking paths that take advantage of how the neighborhood wraps around the lake, regular community events, and so much more. As you venture outside of the community you find the home’s location puts you in close proximity to schools, Orange County National Golf, the numerous village centers of Horizon West, Historic Downtown Winter Garden, and quick access to all Central Florida has to offer with 429 connecting you to the Florida Turnpike, 408, and I-4.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Joshua Howard (407-739-9118)
16071 BARKLY RIDGE CT, WINTER GARDEN, FL 34787
$1,150,00093 Days on yellowkey MLS ID: O6390569
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2986 Built: 2024Monthly Fee: $225 Tax: $2,420 (2024)Community: Avalon RidgeSingle Family
Taxes:$2,420
Elementary School: Hamlin Elementary
Remarks: Enchanting newly built home in Avalon Ridge with a private pool, located in one of the most desirable areas of Winter Garden. This beautiful residence has been thoughtfully designed and features 4 bedrooms with carpet flooring, 3 full bathrooms, and a perfect blend of modern space, functionality, and elegant finishes. The living area features sliding glass doors that open to the outdoor space and private pool, creating the perfect setting for entertainment and relaxation. The spacious living room flows seamlessly into a large kitchen equipped with modern cabinetry, stainless steel appliances, elegant countertops, and a generous center island. The primary suite offers a spacious bathroom with dual sinks, a large walk-in closet, and a comfortable walk-in shower. The three additional bedrooms provide plenty of space for family members or guests. The three-car garage offers ample room for vehicles, storage, or even a workspace. Ideally located in a rapidly growing area, just minutes from major highways, shopping centers, restaurants, and top-rated schools. Don't miss this opportunity—schedule your showing today!
Listing Agent: Jennifer Olmeda (407-547-9242)
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