Location: Winter Garden
Do Not Show Listings
16031 PEBBLE BLUFF LOOP, WINTER GARDEN, FL 34787
$560,00012 Days on yellowkey MLS ID: O6404448
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2487 Built: 2018Monthly Fee: $257 Tax: $9,371 (2025)Community: Waterleigh Ph 2ASingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,371
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Water Spring Middle
Remarks: Move in ready home in Waterleigh one of Winter Garden’s most desirable places to live! Ideally positioned within the community for quick and convenient access, this home also sits directly across from a playground and green space perfect for families and outdoor fun. Freshly updated with new interior paint and brand new carpet throughout the bedrooms and upstairs, this home is truly turnkey. Featuring 4 bedrooms and 3.5 baths, the open concept layout offers a spacious kitchen with granite countertops, stainless steel appliances, large island, and walk in pantry overlooking the living and dining areas. Sliding doors lead to a covered lanai for easy indoor-outdoor living. The first floor includes a bedroom with ensuite bath and a powder room. Upstairs offers a versatile loft, a spacious primary suite with walk-in closet and dual vanities, two additional bedrooms, a full bath, and a convenient laundry room. Enjoy resort-style living in Waterleigh with pools, clubhouse, fitness center, parks, trails, and more all designed for a true Florida lifestyle.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Phil Mariani (407-257-3609)
15527 SWEET ORANGE AVE, WINTER GARDEN, FL 34787
$685,00049 Days on yellowkey MLS ID: O6394429
REDUCED by $15,000 (2.1%) on 05/11/2026
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2383 Built: 2017Monthly Fee: $118 Tax: $5,959 (2025)Community: Highlands/Summerlake Grvs Ph 1Single Family
Taxes:$5,959
Elementary School: Summerlake Elementary
Middle School: Hamlin Middle
Remarks: Experience refined living in this truly one-of-a-kind single-story residence, offering over 2,300 square feet of thoughtfully designed space. This exceptional home features three spacious bedrooms, three full bathrooms, and an additional half bath, along with a private office or den enclosed by elegant French doors—perfect for working from home or quiet retreat. Designed for both comfort and sophistication, the home boasts soaring 10-foot ceilings and striking tray ceilings in the foyer, great room, and primary suite. The open-concept living area is enhanced by extended tile flooring, creating a seamless and upscale feel throughout. At the heart of the home, the gourmet kitchen impresses with a large center island, stylish pendant lighting, and effortless flow into the main living and dining spaces. Enjoy the best of indoor-outdoor living with two screened-in lanais—one just off the kitchen and the other connected to the family room—accessible through dual sets of sliding glass doors. Home features tankless gas water heater, gas range and outdoor gas hookup for grilling. Additional highlights include a rare tandem three-car garage, a functional drop zone with built-in cabinetry and counter space, and charming curb appeal with a welcoming front porch—perfect for relaxing with your favorite drink. Nestled in the highly sought-after Horizon West area of Winter Garden, this home offers unmatched convenience. You’re just minutes from Walt Disney World, premier shopping and dining, Orange County National Golf Center, and the charm of Historic Downtown Winter Garden. With easy access to major highways including 429, I-4, and the Florida Turnpike, commuting is effortless. Residents enjoy access to outstanding community amenities, including a resort-style pool, playgrounds, dog park, tennis courts, and more. Whether you’re searching for a primary residence, vacation home, or investment opportunity, this property offers the perfect blend of luxury, functionality, and location.
Listing is courtesy of: BUYER REBATES REALTY (407-629-2300)
Listing Agent: Sean Popat (407-399-1669)
906 ALLENDALE LN, WINTER GARDEN, FL 34787
$1,765,000103 Days on yellowkey MLS ID: G5107489
REDUCED by $20,000 (1.1%) on 04/01/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3784 Built: 2023Monthly Fee: $203 Tax: $17,228 (2024)Community: Oakland Park B-2Spa: NoSingle Family
Taxes:$17,228
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Step into a custom residence where calmness, grace, and thoughtful design greet you from the moment you arrive. In the quiet part of community, overlooking peaceful pond views, this luxury home features an open, airy floor plan filled with natural light, upscale laminate planks throughout, large lot. The gourmet kitchen is a true centerpiece here, offering a commercial-grade hood ideal for entertaining, gas stove, Bosch appliances, pot filler, walk-in pantry, and an appliance garage. The living area flows seamlessly to the outdoors through fully retractable sliding glass doors, complemented by surround sound and custom-tinted windows for comfort and privacy. With 4 bedrooms and 3 full baths—including one with direct patio access—the layout is designed for both convenience and flexibility. One bedroom is located on the main level, while upstairs you’ll find a Jack-and-Jill setup and a spacious primary suite featuring a tray ceiling, spotlight accents, and a spa-inspired bath with walk-in shower, separate soaking tub, and a stunning built-in closet with natural light. An exceptional bonus is the private in-law suite above the garage, complete with its own kitchen, living area, bedroom, and stackable washer/dryer—perfect for guests or multi-generational living. The outdoor oasis is a destination of its own, surrounded by bamboo, olive, lime, and persimmon trees. The covered patio invites year-round enjoyment, and the fully fenced property offers privacy and space to unwind. From your backyard, you can even watch Space Shuttle launches light up the sky. Located in the highly desirable golf cart district, this home places you just a 2-minute walk from the West Orange Trail and only 3 miles from historic Downtown Winter Garden. Unbeatable location, unmatched lifestyle. Schedule your private showing today.
Listing is courtesy of: CENTURY 21 CARIOTI (407-566-0555)
Listing Agent: Jurgita Blake (407-402-4308)
9827 BEACH PORT DR, WINTER GARDEN, FL 34787
$1,374,9908 Days on yellowkey MLS ID: O6405480
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3910 Built: 2020Monthly Fee: $259 Tax: $11,122 (2025)Community: Waterleigh Ph 2C-2 & 2C-3Spa: YesSingle Family
Taxes:$11,122
Remarks: Perfectly positioned on a PREMIER WATERFRONT LOT just under half an acre, this stunning 3,910-square-foot residence delivers luxury living at every turn. Tucked away at the end of a tranquil cul-de-sac and situated on one of the few homesites in the neighborhood with no neighbors in front or behind, the property offers an exceptional sense of privacy with beautiful views of Lake Noah. A grand foyer with a dramatic wrought iron staircase sets the tone for the sophisticated interiors, where CROWN MOLDING and WAINSCOTING elevate the home throughout. The GOURMET KITCHEN is both stylish and functional, featuring a center island, glass-front cabinetry, under-cabinet lighting, designer backsplash, stainless steel appliances, and a sleek flat cooktop. A butler’s pantry and formal dining room create the perfect setup for effortless entertaining. The luxurious primary suite features a CUSTOM CALIFORNIA CLOSET SYSTEM and a spa-inspired bath with dual vanities and an oversized walk-in shower complete with double shower heads, including a RAIN SHOWER. Spacious secondary bedrooms all offer walk-in closets, with two connected by a JACK-AND-JILL BATHROOM, while the oversized upstairs loft provides flexible living space ideal for a media room, game room, or lounge. Designed for both comfort and convenience, the home also includes a 3-car tandem garage with EPOXY FLOORINGS and HANGING STORAGE RACKS, a WHOLE-HOUSE GENERAC GENERATOR, a WHOLE-HOUSE HALO WATER FILTRATION SSTEM, NEW 80-GALLON WATER HEATER, security system with cameras throughout. The backyard is a true private retreat featuring a gas-heated saltwater pool and spa with water features, SUMMER KITCHEN, FIRE PIT, screened enclosure, OUTDOOR SONOS SURROUND SOUND SPEAKER SYSTEM, upgraded LIGHTING PACKAGE, and lush professional landscaping. Beyond the screen enclosure, the fully fenced yard offers additional green space rarely found in waterfront homes. One of the property’s most unique features is the ABILITY TO BUUILD A PRIVATE DOCK on Lake Noah, offering an incredible opportunity to embrace true waterfront living in one of Winter Garden’s premier communities. Conveniently located near top-rated schools, shopping, dining, Disney, and major roadways, this home effortlessly combines luxury, lifestyle, and location into one exceptional offering. Opportunities like this do not come along often.
Listing is courtesy of: SERHANT (786-296-8626)
Listing Agent: Silvia Kinkela, Pa (407-284-9254)
931 KYLEE ALY, WINTER GARDEN, FL 34787
$799,90010 Days on yellowkey MLS ID: O6404673
REDUCED by $25,100 (3.0%) on 05/11/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2831 Built: 2022Monthly Fee: $393 Tax: $9,637 (2025)Community: Oakland ParkSingle Family
Taxes:$9,637
Elementary School: Tildenville Elem
High School: West Orange High
Middle School: Lakeview Middle
Remarks: There is a distinct rhythm to life in Oakland Park that cannot be replicated anywhere else in Central Florida. It is a refined balance of Old Florida charm and modern luxury, where tree-lined streets, curated green spaces, and intentional design create a true sense of place. As you enter the community, everything feels elevated and thoughtfully composed, with the 22-mile West Orange Trail serving as the heartbeat that connects residents to both nature and one another. At 931 Kylee Alley, this lifestyle is fully realized. Positioned on a prominent corner lot, this David Weekley Stoneybrook residence showcases timeless architecture with a clean, sophisticated presence. One of the greatest luxuries here is the ease of ownership. The homeowners' association provides full landscaping maintenance, allowing the property to remain in pristine condition without demanding your time. Your weekends are yours to enjoy, not manage. Inside, the home immediately impresses with intentional sightlines and natural light. Built in 2022, the design feels both current and enduring. Soaring ceilings and expansive windows, complemented by custom plantation shutters, create a bright yet grounded atmosphere. The gourmet kitchen anchors the home, featuring an oversized island with sleek, solid surface countertops that serve as the perfect setting for gathering, entertaining, or everyday living. The floor plan is designed for both connection and privacy. The main level offers a flexible and refined space that can function as a guest suite or executive-style home office. Upstairs, the private quarters provide a peaceful retreat. The primary suite is expansive and serene, complete with a spa-inspired bath designed for relaxation at the end of the day. Living here means immediate access to the West Orange Trail and the best of Winter Garden. Bike to Plant Street, enjoy the Saturday Farmers Market, or simply take in the charm of one of Central Florida’s most sought-after destinations. Within Oakland Park, residents enjoy resort-style amenities, including multiple pools, a clubhouse, and a dog park, all contributing to a true lock-and-leave lifestyle. From an investment perspective, this property stands out. It offers an exceptional price per square foot for Oakland Park, with pricing thoughtfully adjusted to reflect the opportunity for upstairs flooring customization. In a community where demand continues to outpace supply, especially for newer construction on premium corner lots, this home represents both immediate value and long-term upside. 931 Kylee Alley is more than a home. It is a strategic acquisition within one of Winter Garden’s most desirable communities.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Matthew Mckee (407-948-0658)
4842 LIME RICKEY ALY, WINTER GARDEN, FL 34787
$534,90092 Days on yellowkey MLS ID: O6381954
2 Days Off yellowkey (back on 5/10/2026)
REDUCED by $4,600 (0.9%) on 04/30/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2114 Built: 2023Monthly Fee: $148 Tax: $8,002 (2024)Community: Silverleaf Reserve/Haml Ph 2ASingle Family
Taxes:$8,002
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. PRICE TO SELL!! Situated on a PREMIUM CORNER LOT, this home features approximately $35,000 in upgrades and is located in the desirable SilverLeaf Reserve community within Horizon West, one of Central Florida’s most sought-after master-planned areas. This elegant 4-bedroom, 2.5-bathroom residence offers a thoughtfully designed open-concept layout with beautiful ceramic tile throughout the first floor, creating a refined and functional living environment. The kitchen and bathrooms feature beautiful cabinetry and modern finishes, while the primary suite showcases a tray ceiling and a spacious, well-appointed layout. A versatile loft provides flexible space for a home office, media room, or additional lounge area. The 2-car garage includes epoxy flooring, offering a clean, polished finish. Residents enjoy access to a community pool, playground, green spaces, and walking trails, along with exceptional proximity to Hamlin Town Center—an expansive lakeside destination with dining, shopping, entertainment, a movie theater, and everyday services, all within the thriving Horizon West corridor. Located just two blocks from highly desirable schools, Hamlin Elementary and Hamlin Middle, and minutes from Winter Garden, Windermere, and Disney, this property offers a convenient and lifestyle-focused setting in one of Orlando’s fastest-growing residential areas. Schedule your showing today.
Listing is courtesy of: BAHIA INTERNATIONAL REALTY (407-608-5308)
Listing Agent: Tatiana Alencar (561-234-9972)
16256 MISTY HILLS AVE, WINTER GARDEN, FL 34787
$629,000135 Days on yellowkey MLS ID: O6369818
2 Days Off yellowkey (back on 5/11/2026)
REDUCED by $19,000 (2.9%) on 05/08/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2240 Built: 2020Monthly Fee: $115 Tax: $9,333 (2024)Community: Wincey Grvs Ph 1Single Family
Taxes:$9,333
Elementary School: Hamlin Elementary
Remarks: Under contract-accepting backup offers. Exquisitely appointed 4-bedroom, 3-bath residence located in the highly desirable Wincey Groves in Hamlin community. Designed for both elegant entertaining and everyday comfort, this home offers an open-concept layout anchored by a light-filled great room and a beautifully upgraded kitchen featuring premium KitchenAid appliances, generous counter space, and an exceptionally large center island perfect for gatherings, casual dining, and hosting. The primary suite serves as a private retreat, highlighted by two expansive walk-in closets and a well-appointed en-suite bath. The home features a built-in sound system with two large speakers in the living room and two additional speakers installed in the lanai ceiling—perfect for entertaining indoors and out. As you step outdoors to a serene backyard oasis with no rear neighbors, offering exceptional privacy. The upgraded, heated saltwater pool is enhanced with a custom fountain and waterfall, creating a resort-style setting ideal for relaxation or hosting guests. Nestled in a quiet, established neighborhood with convenient access to top-rated schools, shopping, dining, and recreational amenities, this exceptional home delivers luxury, privacy, and lifestyle in one refined package. Carpets may need to be replaced or stretched in some areas, and minor paint touch-ups are recommended throughout the property.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Kelley Nolan (407-319-6045)
14834 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787
$525,00044 Days on yellowkey MLS ID: O6395079
0 Days Off yellowkey (back on 5/11/2026)
REDUCED by $10,000 (1.9%) on 05/01/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2049 Built: 2014Monthly Fee: $252 Tax: $3,824 (2025)Community: Summerlake Pd Ph 1B-A RepSingle Family
Taxes:$3,824
Remarks: Under contract-accepting backup offers. Welcome to this well maintained home in the highly sought after community of Summerlake in Horizon West, known for its convenient access to shopping, dining, parks, and major roadways. This property offers a thoughtful layout with an open concept design connecting the kitchen, living, and dining areas, creating a comfortable space for everyday living and entertaining. The interior has been freshly painted and features 18 inch tile flooring throughout, providing a clean and cohesive look with easy maintenance. The kitchen is equipped with granite countertops, tall cabinetry, and ample storage, while both bathrooms also feature Corian surfaces and double vanities for added convenience. The primary suite includes a tray ceiling, a spacious bathroom with both a garden tub and separate shower, and a private water closet. Additional interior features include custom blinds throughout, cabinetry in the laundry area, and an upgraded front door with a stained glass insert that adds character and curb appeal. Outdoor living is enhanced by a full side patio with both covered and open areas, offering flexibility for relaxing or entertaining. The side patio has a natural gas line for your future grill outs. The side yard is partially fenced with a railing design that complements the front porch, and the property includes a two car carriage style garage along with a third parking pad accessed from the rear alleyway. The home is fully guttered and features newly installed landscaping, adding to its overall appeal.
Listing Agent: Vanessa Scotland, Pa (407-217-4580)
897 LANDRUM DR, WINTER GARDEN, FL 34787
$899,9008 Days on yellowkey MLS ID: O6404632
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3012 Built: 2013Monthly Fee: $208 Tax: $6,263 (2025)Community: Oakland ParkSingle Family
Taxes:$6,263
Remarks: Welcome to one of Winter Garden's most coveted addresses — nestled in the heart of the Golf Cart District, this beautifully appointed Oakland Park home delivers the Florida lifestyle you've been waiting for. With 4 bedrooms, 3.5 bathrooms, and 3,012 square feet of thoughtfully designed living space, this 2013-built corner lot residence blends everyday comfort with elevated finishes at every turn. Step inside to soaring vaulted ceilings in the family room that create an immediate sense of volume and light. Rich wood flooring flows through the downstairs living areas, complemented by clean ceramic tile and plush carpet in the bedrooms — a seamless combination of warmth and function. The open layout is designed for real living, whether it's a quiet evening in or hosting the people you love most. Outside, brick pavers set the tone for an outdoor living experience that's genuinely special. A large covered back patio creates the perfect setting for morning coffee or evening entertaining, while a classic breezeway connects the home to the garage with both style and practicality. But it's the location that truly sets this home apart. Oakland Park is one of Central Florida's most sought-after communities — complete with two resort-style pools, a beautifully appointed clubhouse, and a dedicated dog park. Step outside your door and hop on your golf cart to access the iconic West Orange Trail, or cruise just minutes into the heart of Downtown Winter Garden, where Plant Street Market, award-winning restaurants, rooftop bars, and a thriving local food scene await. This is the rare home where community, convenience, and character all converge.
17422 CHANNEL WAY, WINTER GARDEN, FL 34787
$767,00080 Days on yellowkey MLS ID: G5108709
REDUCED by $7,000 (0.9%) on 05/11/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3261 Built: 2019Monthly Fee: $215 Tax: $9,958 (2025)Community: Waterside On Johns LakeSpa: NoSingle Family
Taxes:$9,958
Remarks: Welcome to this beautifully maintained 5-bedroom, 3-bathroom home offering comfort, space, and versatility for modern living. With a thoughtfully designed floor plan, this home is perfect for families, multigenerational living, or anyone needing extra space for a home office or guest rooms. The open living areas are filled with natural light and provide a welcoming atmosphere for both everyday living and entertaining. The kitchen offers ample cabinetry and counter space, flowing seamlessly into the dining and living areas, ideal for gatherings and family meals. The primary suite features a private bathroom and generous closet space, creating a relaxing retreat. Additional bedrooms are well-sized and flexible, perfect for children, guests, or work-from-home needs. Three full bathrooms ensure comfort and convenience for everyone. Outside, enjoy a private backyard with plenty of room for outdoor entertaining, play, or relaxation. Whether you envision weekend barbecues, a garden, or a peaceful outdoor escape, this space delivers. Conveniently located near schools, shopping, dining, and major roadways, this home combines space, comfort, and location, ready for its next owner to make it their own. Serious buyers welcome. Schedule a showing today!
Listing is courtesy of: LIST NOW REALTY, LLC (352-385-7636)
Listing Agent: Matt Buttner (352-385-7636)
17006 SEVILLE ORANGE RD, WINTER GARDEN, FL 34787
$718,79943 Days on yellowkey MLS ID: TB8493597
5 Days Off yellowkey (back on 5/11/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2224 Built: 2026Monthly Fee: $84 Tax: $2,363 (2025)Community: Northlake/Ovation Ph 1Single Family
Taxes:$2,363
Remarks: Under Construction. This stunning Plant II single-family home is located in the desirable Northlake at Ovation community. This popular one-story, open-concept layout features 4 bedrooms and 3 bathrooms, ideal for modern living. With finishes from the AW Collection Sapphire vibrant blues meet bright whites for a bold look. Enjoy a chef-inspired kitchen with 42" cabinets, quartz countertops, and large island overlooking the living and dining areas, perfect for entertaining. The home also includes luxury vinyl flooring, a private primary suite with walk-in closet, a covered lanai for outdoor living, and a spacious 2-car garage. Conveniently located in Winter Garden near shopping, dining, major roadways, and top-rated schools. Community amenities include pool, clubhouse, playground areas and dog park.
Listing is courtesy of: ASHTON WOODS FLORIDA REALTY LLC (813-918-4491)
Listing Agent: Reed Williams (813-918-4491)
11253 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$819,10610 Days on yellowkey MLS ID: O6405126
REDUCED by $175 (0.0%) on 05/11/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2113 Built: 2025Monthly Fee: $199 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Taxes:$1,989
Remarks: Under Construction. Waterleigh presents the Bellmore This all concrete block constructed, one-story layout features 4 bedrooms and 3 bathrooms. A beautiful patio welcomes you to a home that optimizes living space with an open concept kitchen overlooking the living area, dining room, and outdoor lanai. Entertaining is a breeze, as this popular single-family home features a spacious kitchen island, dining area and a spacious pantry for extra storage. This community has stainless steel appliances, making cooking a piece of cake. Bedroom one, located off the living space in the back of the home for privacy. The bedroom one bathroom impresses with double bowl vanity, and spacious shower/tub space as well as a spacious walk in closet. Towards the front of the home two additional bedrooms share a second full bathroom. Across the hall a drop zone welcomes you from the garage where you will find a fourth bedroom and full bathroom. This home features a space to fit all your needs. Like all homes in Waterleigh, the Bellmore includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
17372 GLOSSY POMELO WAY, WINTER GARDEN, FL 34787
$1,860,0005 Days on yellowkey MLS ID: O6406639
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 4977 Built: 2025Monthly Fee: $86Community: Lake Star/Ovation Ph 1BSingle Family
Taxes:$0
Remarks: Luxury lake view living at its finest in the heart of Horizon West Ovation. Welcome to one of the most impressive and exclusive homes in the area. This stunning nearly brand new residence offers the largest and most prestigious floor plan built by the builder, featuring 5 spacious bedrooms, 5 full bathrooms, 1 powder bath, and nearly 5,000 sqft of refined living space designed with elegance, comfort, and functionality in every detail. Situated on an oversized premium homesite with exceptional spacing between neighboring homes, this property delivers a rare sense of privacy, tranquility, and open luxury that is almost impossible to find in Central Florida. The home is positioned with breathtaking rear lake and conservation views, creating an incredible atmosphere of peace and exclusivity. There is also potential to build a private deck and further enhance the outdoor lake lifestyle experience. Built with top tier finishes and upgrades identical to the builder’s model home, every space in this residence was carefully designed to impress. The home features an incredible open concept layout, expansive living spaces, soaring ceilings, premium flooring, designer finishes, and a spectacular gourmet kitchen perfect for entertaining and everyday luxury living. The bedrooms are exceptionally spacious, while the oversized laundry room is filled with cabinetry and includes a utility sink for convenience and organization. The owner’s suite is a true masterpiece and private retreat, surrounded by an extended balcony overlooking the lake and conservation views, creating the perfect setting to relax while enjoying breathtaking sunsets and even Disney fireworks at night. This home offers the perfect combination of luxury, space, privacy, nature, and location. Positioned in one of the fastest growing and most desirable communities in Central Florida, Horizon West at Ovation, the property is located only about 10 minutes from Disney, with easy access to shopping, restaurants, entertainment, major highways, and top rated schools. Opportunities like this are extremely rare. Do not miss the chance to own one of the finest luxury lake view homes in Horizon West.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Francisco Tatagiba Junior (386-517-3488)
375 REGAL DOWNS CIR, WINTER GARDEN, FL 34787
$334,90079 Days on yellowkey MLS ID: O6377205
0 Days Off yellowkey (back on 3/20/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1464 Built: 2001 Tax: $4,413 (2024)Community: Regal Pointe Ph 01 43/129Single Family
Taxes:$4,413
Elementary School: Maxey Elem
Remarks: Under contract-accepting backup offers. Welcome to this beautiful 3-bedroom, 2-bathroom home with a two-car garage in the heart of the Regal Pointe subdivision of Winter Garden. Upon entry, you are welcomed by the large kitchen overlooking the living room, embracing open-concept living. The kitchen features laminate countertops, a tile backsplash, a breakfast eating area, and stainless steel Whirlpool appliances. The primary bedroom offers a private retreat, situated on the opposite side of the house from the secondary bedrooms. The large, open living room provides sliding door access to a screened-in patio with a peaceful pond view, making it the perfect place to enjoy a morning coffee or evening drink. You’re conveniently located within 25 minutes of Orlando’s theme parks, the airport, and downtown Orlando. Schedule your showings today!
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
2478 PRAIRIE VIEW DR, WINTER GARDEN, FL 34787
$499,90024 Days on yellowkey MLS ID: O6400594
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2766 Built: 2002Monthly Fee: $90 Tax: $8,172 (2025)Community: Wintermere Pointe Ph 02 46/141Spa: NoSingle Family
Taxes:$8,172
Elementary School: Lake Whitney Elem
Middle School: SunRidge Middle
Remarks: Under contract-accepting backup offers. Stunning four-bedroom, three-bathroom home in the highly sought-after Wintermere Pointe community, complete with a spacious three-car garage. Upon entry, you are welcomed by a bright, open-concept floor plan. The formal dining room at the front of the home flows seamlessly into the main living area, which features direct access to a large covered back porch—perfect for indoor-outdoor living. The chef-inspired kitchen is a true standout, offering granite countertops and an abundance of cabinet and counter space for prep and storage. The primary suite serves as a private retreat, featuring an ensuite bathroom with dual sinks, a garden tub, and a separate standing shower. This property is ideally situated just minutes from local schools, parks, and major highway access, putting daily conveniences and entertainment options right at your fingertips. Schedule your showings today!
12390 CLEAR SAPPHIRE #260, WINTER GARDEN, FL 34787
$819,99046 Days on yellowkey MLS ID: O6394850
REDUCED by $30,000 (3.5%) on 04/30/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2552 Built: 2026Monthly Fee: $96Community: Osprey RanchSingle Family
Tax Year: 2026
Remarks: Under Construction. .
Listing is courtesy of: K HOVNANIAN FLORIDA REALTY (321-263-2601)
Listing Agent: Richard Selikoff (201-741-7242)
1040 MAXEY DR, WINTER GARDEN, FL 34787
$225,00055 Days on yellowkey MLS ID: O6391395
REDUCED by $25,000 (10.0%) on 05/10/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1184 Built: 1968 Tax: $1,671 (2025)Community: Bay St ParkSingle Family
Taxes:$1,671
Elementary School: Dillard Street Elem
Remarks: Some properties check a box. This one opens a door. This 3-bed, 2-bath home in the heart of Winter Garden is more than a place to live. It's a wealth-building opportunity sitting in plain sight. The floor plan sets up beautifully for a duplex conversion: a 1/1 in the front and a 2/1 in the back. Live in one side and let your tenant cover the mortgage, or rent both and start building cash flow from day one. At approximately 1,184 sq ft, the footprint is manageable, the concept is proven, and the location makes it work. You're minutes from historic downtown Winter Garden, major shopping corridors, top dining, and highway access. The kind of address that attracts reliable tenants and holds long-term value in one of Orange County's strongest markets. House hacking, buy-and-hold, or straight investment play. However you run the numbers, this one makes sense. ROOF is 2020, WATER HEATER 2021 and HVAC 2016
Listing Agent: Phat Nguyen (407-452-8751)
13332 SUBURBAN TER, WINTER GARDEN, FL 34787
$714,90014 Days on yellowkey MLS ID: O6402778
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2706 Built: 1994 Tax: $2,841 (2024)Community: Citrus Cove Unit 01Single Family
Taxes:$2,841
Remarks: Welcome to a rare opportunity in sought-after Winter Garden! This spacious multi-level residence offers 4 bedrooms, 3 bathrooms, a private in-law suite with separate entrance and kitchenette, and an entertainer’s dream backyard with pool, cabana, outdoor kitchen, and oversized driveway. Situated on a generous .35-acre lot with no HOA, this home offers flexibility for multigenerational living, rental potential, boat parking, or work-from-home lifestyle. Impact windows and doors add long-term value and peace of mind. Conveniently located near shopping, dining, major highways, and lake access. A unique Florida lifestyle property you won’t find often.
Listing Agent: Veronica Figueroa (407-519-3980)
16461 OLIVE HILL DR, WINTER GARDEN, FL 34787
$588,900102 Days on yellowkey MLS ID: O6379181
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2008 Built: 2019Monthly Fee: $127 Tax: $7,241 (2024)Community: HawksmoorSingle Family
Taxes:$7,241
Remarks: Beautiful modern single-family home featuring 3 bedrooms and 2.5 bathrooms, thoughtfully designed for comfort and style. The open-concept kitchen showcases quartz countertops, a breakfast island, luxury backsplash, and tall gray cabinets, creating a sleek and functional space.The first floor offers elegant tile plank flooring, a versatile flex space ideal for a home office or study, a convenient half bath, and extra storage with a closet under the stairs.Enjoy outdoor living in the extended screened patio, perfect for BBQs and gatherings, plus additional green space with the option to add a fence for extra privacy. Spacious bedrooms throughout, with a bright and inviting primary suite.Amazing Winter Garden location on Avalon Rd, just minutes from Hamlin, Flamingo Crossings, theme parks, FL-429, Orange County National Golf Center, Clermont, Windermere, and top-rated schools.The community features clubhouse, resort-style pool, fitness center, splash area, trails, playground, dog park, and soccer field perfect for the whole family.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Lizandra Troisi Passos (321-337-9448)
15200 LAKE CLAIRE OVERLOOK DR, WINTER GARDEN, FL 34787
$1,325,00023 Days on yellowkey MLS ID: O6401205
1 Days Off yellowkey (back on 5/10/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3904 Built: 2016Monthly Fee: $235 Tax: $8,218 (2025)Community: Hickory HammockSpa: YesSingle Family
Taxes:$8,218
Elementary School: Whispering Oak Elem
Remarks: Under contract-accepting backup offers. Tucked away on a Private Street within a quiet cul-de-sac in the highly sought-after Gated community of Hickory Hammock, this exceptional 5 Bedroom, 4 Bathroom residence offers 3,908 sqft of thoughtfully designed living space with captivating views of Lake Burnett. Perfectly positioned to capture both Lake and Conservation Vistas, this home delivers the rare combination of Privacy, Comfort, and an Elevated Lifestyle in one of Winter Garden’s Most Desirable Neighborhoods. From the moment you enter, soaring 20-foot Ceilings in the foyer create a grand sense of arrival, complemented by a Formal Dining Room and immediate Sightlines to the Sparkling Pool and Tranquil Lake beyond, an unforgettable first impression that sets the tone for the entire home. Designed for both everyday living and entertaining, the first floor features Wood Plank tile throughout and an open, functional layout. The kitchen serves as the heart of the home, appointed with New Quartz Countertops, Stainless Steel Appliances, a Double Oven, abundant cabinetry, and an expansive Walk-in Pantry just off the Butler’s Pantry, complete with a JennAir Beverage and Wine Fridge. Thoughtful Lighting throughout enhances the warmth and livability of each space. Step outside to your Private Outdoor Retreat, where a Covered and Screened Lanai frames Peaceful Lake and Conservation Views. The Saltwater Pool with a Baja Shelf and Heated (electric) Spa invites year-round enjoyment, while the Spacious Backyard offers Plenty of Room for Kids or Pets to play, all while enjoying Stunning SUNSET VIEWS each evening over Lake Burnett and the Johns Lake Conservation area. A First-Floor Bedroom with a Full Bath provides flexibility for guests or multi-generational living. Upstairs, a generous Bonus Room offers endless possibilities for a media room, playroom, or additional living space. The Primary Suite is a true retreat, featuring Double Tray Ceilings and a Private Screened Balcony overlooking Lake Burnett, offering the perfect setting to take in breathtaking Sunset Views each evening. Secondary Bedrooms are well-appointed with Walk-in Closets, including one bedroom with an Ensuite Bathroom, while the remaining 2 Bedrooms share a well-designed bath. The tandem 3-Car Garage provides ample space for vehicles and storage, complemented by a spacious first-floor Laundry Room featuring New Quartz Countertops, a Sink, ample Cabinetry, and a Walk-in Closet. Residents of Hickory Hammock enjoy an impressive array of amenities including a Clubhouse, Fitness Center, Resort-style Pool, Fishing Pier, Tennis Courts, Sand Volleyball Courts, Dog Park, Playground, Walking Trails, and Golf-Cart-friendly streets. Conveniently located near Downtown Winter Garden, Winter Garden Village, major highways, Top-Rated Schools, and approximately 20 miles to Orlando International Airport. This home offers the Perfect Blend of Space, Functionality, and Desirable Water View Living - schedule your private showing TODAY.
Listing is courtesy of: CLOCK TOWER REALTY (407-832-7332)
Listing Agent: Denise Gregorie (407-463-0080)
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