Location: Winter Garden
Do Not Show Listings
3208 SAILING PIER AVE, WINTER GARDEN, FL 34787
$1,049,900Listed 04/25/2026 8:53PM MLS ID: O6402332
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3998 Built: 2023Monthly Fee: $208 Tax: $12,135 (2024)Community: Ests/Lakeview PreserveSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$12,135
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Welcome to 3208 Sailing Pier Ave, the original model home at The Estates at Lakeview Preserve. Built in 2023, this stunning residence offers 5 bedrooms, 4 bathrooms, and nearly 4,000 square feet of living space. It is being sold fully furnished with designer-selected pieces, representing turnkey luxury at its finest. The first level features an open-concept layout filled with natural light, a chef-style kitchen with quartz countertops and a walk-in pantry, a spacious living and dining area, a private flex room, and a serene and elegant primary suite. Two additional bedrooms are also located on the first floor. The second level offers a second living area, two more bedrooms, and a beautifully furnished family/game room, perfect for entertaining and relaxing. As a former model home, every detail was professionally designed, and all furnishings are included. The expansive backyard provides the perfect space to create your dream outdoor oasis. Located in the gated community of Estates at Lakeview Preserve, residents enjoy resort-style amenities including a pool, clubhouse, fitness center, playground, and scenic lakeside trails. The home is just minutes from SR-429, Disney, Winter Garden Village, and top-rated schools. Move-in ready and meticulously maintained, this home offers exceptional style, convenience, and value. Schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Mireille Stewart (786-553-6246)
17406 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787
$847,000Listed 04/25/2026 3:03PM MLS ID: O6402286
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3427 Built: 2026Monthly Fee: $83Community: Northlake At OvationSingle Family
Taxes:$0
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Water Spring Middle
Remarks: Under Construction. Discover the elegance and comfort of the Frost plan, a luxurious new home designed to meet all your needs. This stunning home features 5 bedrooms, 4.5 bathrooms, and a spacious layout that includes both a primary suite and a guest bedroom on the first floor, making it ideal for multi-generational living or hosting visitors. The Frost plan also boasts an oversized covered front patio, 8-foot front and first-floor interior doors, parcel entry and a covered backyard lanai for seamless indoor-outdoor living. The chef-inspired kitchen features a large eat-in island, stainless steel appliances including a cooktop, oven, microwave, vent hood and dishwasher, and an undermount sink with a Delta faucet. The kitchen is further enhanced with a ceramic tile backsplash to ceiling, upgraded 42-inch cabinets, abundant countertop space, and a huge walk-in pantry, offering both style and practicality for meal preparation and storage. The upgraded flooring and lighting package throughout the home complete the modern, elegant aesthetic. The luxurious primary suite is located on the first floor for ultimate convenience and privacy. The home is designed with energy-efficient construction and dual-pane energy-efficient windows, keeping your energy costs down while ensuring comfort throughout the year. Additional features of this new home include a full landscaping package, a full sprinkler system, a garage door opener, full gutters, covered back yard lanai, upgraded flooring throughout, and a new home warranty for added peace of mind. Call today to view!
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Jasmine Martz (407-756-8344)
2230 ROMANUM DR, WINTER GARDEN, FL 34787
$565,00045 Days on yellowkey MLS ID: O6389947
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2562 Built: 2014Monthly Fee: $207 Tax: $8,425 (2025)Community: Alexander RdgSingle Family
Taxes:$8,425
Elementary School: Hamlin Elementary
High School: West Orange High
Middle School: Hamlin Middle
Remarks: Motivated seller – bring your offers! Location, Location, Location! Don't miss the opportunity to own this beautiful and cozy 4-bedroom, 4-bath home featuring thoughtfully designed living spaces that combine comfort, functionality, and inviting charm. The main floor features all four bedrooms, offering convenience and privacy for everyday living. Upstairs, you’ll find a spacious bonus room with a full bathroom, perfect for a media room, game room, home office, or additional living space. This is the only area of the home with carpet, creating a comfortable and cozy environment for relaxation or entertainment. Throughout the main living areas, the home features luxury vinyl flooring, providing durability and a modern look while enhancing the overall warmth of the home. The kitchen opens beautifully to the main living area, creating a welcoming space for gathering with family and friends. The kitchen cabinets were recently refinished and painted, giving the kitchen a refreshed and updated appearance. Step outside and enjoy the screen-enclosed patio, offering a comfortable outdoor space where you can relax and enjoy Florida living with added protection from insects. The home also features attractive landscaping and brick pavers on the driveway and entrance, creating great curb appeal and a welcoming first impression. Additionally, the property includes solar panels, contributing to improved energy efficiency. This home offers a warm and inviting atmosphere with well-distributed spaces that make it perfect for both everyday living and entertaining. Schedule your private showing today and come experience the comfort and charm this home has to offer in a perfect location!
Listing is courtesy of: SELECTA REALTY LLC (407-777-7131)
Listing Agent: Marcelle Da Silva Sampaio (407-369-3621)
6177 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$729,385Listed 04/25/2026 8:42PM MLS ID: G5111566
0 Days Off yellowkey (back on 4/25/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2688 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Remarks: One or more photo(s) has been virtually staged. Under Construction. The Anna Maria with Bonus floorplan is an expansive two-story home designed to accommodate a growing family, offering FOUR bedrooms and three and a half bathrooms. On the main floor, you'll find a spacious great room adjacent to a well-appointed dining room and kitchen, creating an ideal space for gatherings. The primary suite, featuring a large walk-in closet and private bath, is thoughtfully positioned for privacy. An additional bedroom and a flexible bonus room on the second floor provide ample space for family members or guests. The sample photos included are of the model home and are meant to showcase the craftsmanship and design quality.
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
16256 MISTY HILLS AVE, WINTER GARDEN, FL 34787
$648,000116 Days on yellowkey MLS ID: O6369818
REDUCED by $2,000 (0.3%) on 04/25/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2240 Built: 2020Monthly Fee: $115 Tax: $9,333 (2024)Community: Wincey Grvs Ph 1Single Family
Taxes:$9,333
Remarks: 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. Sellers are providing $5,000 in sellers concessions!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Kelley Nolan (407-319-6045)
199 E CREST AVE, WINTER GARDEN, FL 34787
$525,0003 Days on yellowkey MLS ID: O6401923
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1659 Built: 1984 Tax: $6,857 (2025)Community: Garden Heights SubSpa: NoSingle Family
Taxes:$6,857
Remarks: Welcome to 199 E Crest Ave, a recently updated residence featuring fresh interior paint and partial flooring replacement throughout. The kitchen includes all stainless steel appliances and an accent backsplash for a polished finish. This home also contains a cozy fireplace and a covered patio, providing space for relaxation. Experience modern updates and practical comfort in this prepared home. 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)
17588 LAKE STAR RD, WINTER GARDEN, FL 34787
$1,185,00045 Days on yellowkey MLS ID: O6387269
REDUCED by $10,000 (0.8%) on 04/25/2026
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: Why wait for new construction, when you can move right in! 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)
636 S PARK AVE, WINTER GARDEN, FL 34787
$298,9008 Days on yellowkey MLS ID: O6400433
3 Days Off yellowkey (back on 4/25/2026)
Bed: 4 Bath: 1.5 Gar: 2 Liv Area Sq Ft: 1272 Built: 1953 Tax: $3,751 (2025)Community: BurchshireSingle Family
Taxes:$3,751
Remarks: Under contract-accepting backup offers. Location! Location! This 4 bedroom 1 1/2 bath Winter Garden home is a block away from Veterans Memorial Park, and close to Downtown Historic Winter Garden. Home appears larger than records indicate, and has 4 full bedrooms and 1 1/2 baths. Almost 1/4 Acre Lot (.22). Newer roof (2021), Newer A/C, Newer Kitchen with Wood Cabinets, Granite, and SS Appliances. Tile floors in Great Room, and wood laminate floors in bedrooms. Large 544 Sq Ft 2 Car Garage with Work Shop Area. Large partially fenced lot.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: David Kravitz (407-656-7653)
9354 MEADOW HUNT WAY, WINTER GARDEN, FL 34787
$525,000Listed 04/25/2026 8:04AM MLS ID: O6400695
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2079 Built: 2017Monthly Fee: $164 Tax: $4,974 (2025)Community: WatermarkSingle Family
Taxes:$4,974
Elementary School: Panther Lake Elementary
Remarks: Offered for the first time by the original owner, this beautifully upgraded residence in sought-after Winter Garden delivers the perfect blend of modern design, energy efficiency, and everyday convenience—just minutes from Disney, Universal, and Orlando’s world-class attractions. Built in 2017 and thoughtfully enhanced throughout, this 3-bedroom, 2.5-bath, two-story home with a spacious loft offers 2,079 square feet of stylish and comfortable living designed for both relaxing and entertaining. At the heart of the home, the gourmet kitchen showcases both quality and functionality, featuring double ovens, a cooktop, abundant custom cabinetry, under-cabinet lighting, a designer backsplash, pendant lighting, and an oversized island that serves as the perfect centerpiece for gatherings. The open-concept layout seamlessly connects the kitchen, dining, and living areas, creating a bright and inviting atmosphere. Wood flooring extends throughout the main living areas, while oak tread stairs with wood spindles add an elegant architectural touch. Eight-foot doors on the first floor and upgraded 5¼-inch baseboards further enhance the home’s refined feel. The living room features double French doors that open to the covered lanai, effortlessly blending indoor and outdoor living. Upstairs, a large open loft provides flexible additional living space—ideal for a home office, media room, or play area. The spacious primary suite serves as a private retreat, highlighted by a tray ceiling and two generous walk-in closets. Double doors lead to the primary bath, which features dual sinks, an extended vanity, a walk-in shower with dual shower heads, linen closet and a private water closet. Two additional upstairs bedrooms offer flexibility for family, guests, or workspace needs, each complete with its own walk-in closet. This home truly stands apart with its impressive energy-efficient and smart-home upgrades, including spray foam insulation, double-pane windows, and a 9-panel SOLAR SYSTEM—helping to offset monthly electric costs. Residents enjoy access to an amenity-rich community featuring a beautifully designed clubhouse with gathering spaces, a catering kitchen, and a state-of-the-art fitness center. Outdoor highlights include two resort-style pools—one with cabanas and shaded pergolas—a splash zone with water slides, tennis and basketball courts, and expansive green spaces. The community also hosts regular events such as food truck nights, pool parties, and seasonal gatherings. A standout feature is the rooftop deck offering panoramic views of nightly Disney fireworks, along with an outdoor amphitheater for concerts, movies, and events. Just minutes away, you’ll find convenient access to Hamlin Town Center, major highways including 429, and everyday essentials like Starbucks, New York Beer Project, Walgreens, and more—many within walking or biking distance. This location offers the rare combination of accessibility and neighborhood charm, placing you in the center of it all while still enjoying residential privacy. Zoned for top-rated schools including Panther Lake Elementary, Hamlin Middle, and Horizon High School, and located near Orange County National Golf Center and Walt Disney World, this home offers both lifestyle and location. The furniture is also negotiable. Meticulously maintained and truly move-in ready—schedule your private showing today!
Listing is courtesy of: INFINITY REALTY GROUP LLC (407-234-2256)
Listing Agent: Deb Schroeder (407-234-2256)
15527 SWEET ORANGE AVE, WINTER GARDEN, FL 34787
$700,00030 Days on yellowkey MLS ID: O6394429
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
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)
8114 SAYINGS DR, WINTER GARDEN, FL 34787
$780,0003 Days on yellowkey MLS ID: O6401941
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3284 Built: 2023Monthly Fee: $221 Tax: $9,107 (2025)Community: Storey Grove Ph 4Single Family
Taxes:$9,107
Remarks: Step into luxury with this stunning single-family home in the highly sought-after Story Grove community, where elegance meets everyday functionality. Offering nearly 3,300 square feet of thoughtfully designed living space, this beautiful residence features 5 spacious bedrooms and 3 full bathrooms—perfect for growing families or those who love to host. From the moment you arrive, the charming curb appeal sets the tone. Tucked against a peaceful conservation area with serene water views, the home offers exceptional privacy with no rear neighbors—a rare and valuable feature. Inside, the main floor welcomes you with a bright, open living space filled with natural light, creating a warm and inviting atmosphere. The layout flows seamlessly, featuring a guest bedroom and full bath—ideal for visitors or multigenerational living. There’s also a versatile flex room that can easily transform into a formal dining area, home office, or playroom depending on your needs. At the heart of the home is a chef-inspired kitchen, complete with 42-inch cabinets, a generous pantry, and ample space to cook and gather. The open-concept design connects effortlessly to the main living area, making it perfect for entertaining family and friends. Upstairs, you’ll find a spacious loft—an ideal second living area, media room, or game room. The primary suite is a true sanctuary, featuring a luxurious garden tub, walk-in shower, dual sinks, and extensive cabinetry that blends comfort with practicality. Step outside to your screened-in patio, perfect for relaxing evenings or weekend gatherings, complete with an outdoor sink for added convenience. The home also includes a high-end whole-house water purification system, providing clean, fresh water throughout. Located just a short 10-minute drive from Walt Disney World, this home is perfectly positioned in one of Central Florida’s most desirable areas. Families will appreciate the top-rated school district, with both elementary and middle schools conveniently located within the community—saving valuable time on daily commutes. As an added bonus, the HOA covers lawn care, allowing you to enjoy a beautifully maintained exterior without the upkeep. This is more than just a home—it’s a lifestyle. Schedule your private showing today!
Listing Agent: Anna Shi (407-216-1215)
16197 WIND VIEW LN, WINTER GARDEN, FL 34787
$535,00017 Days on yellowkey MLS ID: O6397229
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2027 Built: 2016Monthly Fee: $332 Tax: $7,677 (2025)Community: WaterleighSingle Family
Taxes:$7,677
Remarks: Welcome to the highly desirable Horizon West community of Waterleigh – Marina Bay, where lifestyle, convenience, and a true sense of community come together in one of Central Florida’s most sought-after neighborhoods. This beautifully upgraded south-facing Cordale model is move-in ready and thoughtfully designed, offering a perfect blend of style, comfort, and functionality for modern living. From the moment you arrive, you’ll appreciate the effortless curb appeal with HOA-included landscaping, allowing you to enjoy a pristine exterior year-round without the maintenance. Inside, the home immediately impresses with a clean, modern aesthetic and ZERO carpet throughout. Ceramic tile spans the main living areas, laundry room, and bathrooms, while matching hardboard vinyl plank flooring flows seamlessly through all bedrooms, the upstairs loft, and even the staircase, creating a cohesive and elevated look. Designed with both everyday living and entertaining in mind, the open-concept layout creates a warm and inviting atmosphere. The living room features a stunning modern accent wall that serves as a stylish focal point, while the primary suite offers its own beautifully designed accent wall, creating a private retreat with a touch of luxury. The kitchen is both functional and upgraded, complete with an enhanced stove and custom pantry shelving, while additional custom closet shelving throughout the home provides exceptional organization and storage. Step outside to your screened-in lanai and fully fenced backyard, perfect for relaxing evenings, entertaining guests, or creating a safe and enjoyable space for family and pets. Just outside your front door, a charming park offers a peaceful setting to unwind and even catch nightly fireworks from Walt Disney World, adding a little extra magic to your everyday life. Waterleigh offers an unmatched resort-style lifestyle, with amenities including a community pool, fitness center, scenic trails, clubhouse, dock, volleyball court, community garden, dog park, playground, and more. Residents also enjoy access to additional amenities throughout the greater Waterleigh community, along with a full calendar of events that bring neighbors together year-round. Location is everything, and this home delivers with quick access to FL-429, making commuting a breeze while keeping you close to top-rated dining, shopping, and everyday conveniences. Zoned for highly sought-after A-rated schools, this home is an exceptional opportunity for families looking to combine comfort, style, and community in one perfect place. This is more than just a home, it’s a lifestyle opportunity in one of Horizon West’s most vibrant communities. Don’t miss your chance to own this beautifully upgraded, move-in ready home in Waterleigh. Schedule your private tour today!
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Fanny Stollmeyer (704-905-0698)
7212 DESERT MANDARIN ST, WINTER GARDEN, FL 34787
$650,0003 Days on yellowkey MLS ID: O6401040
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2605 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. Perfectly positioned just minutes from world-renowned attractions like Walt Disney World and Universal Orlando, this home offers unbeatable access to the best of Central Florida’s theme parks. Enjoy the convenience of nearby grocery stores, shopping centers, and everyday essentials just minutes from your doorstep, making errands and retail therapy effortlessly accessible. 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)
706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787
$1,317,00027 Days on yellowkey MLS ID: O6394059
REDUCED by $20,000 (1.5%) on 04/25/2026
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
Elementary School: Lake Whitney Elem
Middle School: SunRidge Middle
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)
17054 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$688,32445 Days on yellowkey MLS ID: G5109477
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2235 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Sample Images The Anna Maria floor plan is a beautifully designed one-story home offering four bedrooms and two and a half bathrooms, thoughtfully arranged for comfortable everyday living. The open-concept layout features a spacious great room that flows effortlessly into the kitchen and dining area, creating an inviting space for entertaining or relaxing at home. The private primary suite includes a well-appointed ensuite bath and a generous walk-in closet. A covered patio extends the living space outdoors, while the two-car garage adds convenience and functionality. With 2,235 square feet of well-designed living space, the Anna Maria delivers both style and practicality in a layout that fits most lifestyles.
15162 CANOPY COVER DR, WINTER GARDEN, FL 34787
$885,000149 Days on yellowkey MLS ID: S5139203
Bed: 2 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2049 Built: 2023Monthly Fee: $545 Tax: $1,939 (2023)Community: Del Webb Oasis Phase 2Single Family
Taxes:$1,939
Tax Year: 2023
Remarks: This exceptional Mystique model by Pulte showcases one of the most impressive outdoor living spaces within Del Webb Oasis, a boutique 55+ resort-style community just minutes from Orlando’s top attractions. Situated on a premium conservation lot, this home offers privacy, tranquility, and unobstructed natural views—an ideal setting for those seeking an elevated and peaceful living experience. With more than $100k in upgrades. At the heart of the property is a remarkable outdoor retreat. Enjoy a custom heated saltwater pool, spa with App-controlled pool features for temperature and lighting and an extended covered lanai featuring a fully equipped outdoor kitchen in this Peaceful conservation backdrop with no rear neighbors. Designed for year-round enjoyment, this space is perfect for entertaining, relaxing, and embracing Florida living at its finest. Sliding glass doors seamlessly connects the indoor living areas to the lanai, enhancing the home’s expansive and open feel. The exterior also includes gutters for added protection and maintenance ease. Inside, this single-story residence features 2 bedrooms, a flex room, perfect for an office, hobby space, or guest accommodations 2 bathrooms, and a 3-car tandem garage. The open-concept layout offers tall ceilings, abundant natural light, and a spacious gathering room. The gourmet kitchen is equipped with built-in Whirlpool appliances, 42” white soft-close cabinetry, Quartz countertops, decorative tile backsplas. The kitchen boasts exquisite, luxurious finishes that elevate the confort and elegance of this wonderful home. The owner’s suite includes a luxury frameless glass walk-in shower, dual quartz vanities, a linen closet, and elegant finishes.. Additional interior upgrades include designer tile flooring throughout, crown molding, 8’ interior doors, comfort-height toilets, and brushed nickel hardware. The laundry room features Whirlpool washer and dryer, quartz countertop, a utility sink, and upgraded cabinetry. This home offers multiple automated features for effortless living: • Electric curtains in the living room and owner’s suite – Controlled via mobile app or Alexa • Smart security camera system, fully app-managed • App-controlled pool system • Watershield Gold softener system included Del Webb Oasis is a natural-gas 55+ community offering resort-style amenities such as a zero-entry pool with sun shelf and lap lanes, private cabanas, spa, fire pits with fireworks views, fitness center, tennis and pickleball courts, walking trails with fitness stations, and a robust calendar of activities organized by a full-time Lifestyle Director. Combining a premier conservation lot, a standout outdoor living area, and high-end interior upgrades, this residence stands out as one of the most desirable homes available in Del Webb Oasis’s 55+ collection. At last, the property you've been waiting for is here - A refined, luxurious retreat just for you. $10K FOR CLOSING COSTS
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Angela Camacho (321-946-2082)
4918 WILDWOOD POINTE RD, WINTER GARDEN, FL 34787
$680,000316 Days on yellowkey MLS ID: S5129072
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2868 Built: 2015Monthly Fee: $172 Tax: $10,554 (2024)Community: Orchard Hills Ph 2Single Family
Taxes:$10,554
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Located in the highly sought-after community of Orchard Hills, this stunning home offers the epitome of Central Florida living. Orchard Hills is a community that attracts buyers from all walks of life, making it an ideal investment. This spacious, single-story residence boasts 5 bedrooms, 3 full bathrooms, and one half-bath, ready for you to move in. From the moment you step inside, you'll be captivated by the expansive open spaces that flow seamlessly, creating a welcoming and bright ambiance. The well-thought-out design ensures that every corner of the home feels expansive and filled with natural light. The heart of this home is, without a doubt, its gourmet kitchen. Equipped with modern stainless steel appliances, gleaming granite countertops, and a generous center island, this kitchen is a chef's dream. Whether you're preparing a quick meal or hosting a large gathering, you'll have all the space and amenities you need. Adjacent to the kitchen, the ample living area provides the ideal space to relax and enjoy moments with your loved ones. Washer & Dryer do NOT convey. Click Virtual Tour 1 to visit the Property. Carpets removed, New Laminated Floors refresh up the living space.
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Carlos Hernandez Franquet (786-816-7138)
723 SUNBURST COVE LN, WINTER GARDEN, FL 34787
$555,00020 Days on yellowkey MLS ID: S5145002
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2189 Built: 2000Monthly Fee: $44 Tax: $4,217 (2025)Community: Orange CoveSingle Family
Taxes:$4,217
Elementary School: Maxey Elem
Remarks: You'll fall in love with this ONE STORY, Beautiful & Comfortable Winter Garden POOL home Featuring 4 Bedrooms, 2.5 Bathrooms, and Approximately 2200 Sf of Living Space! The saltwater pool is fairly new, added in 2020, with Pebbletech surface and screen enclosure, just off the covered Lanai. Inside the fenced back yard is also a large pavers area for relaxing at your firepit. The home has amazing amenities: 18" Ceramic tile floors in the living areas, Laminate Wood flooring in all bedrooms, Mosaic Inlays, and French Doors to the Formal Dining Room (currently used as an office) and also to the Formal Living room or Den. The Gourmet Kitchen is a focal point that includes Custom Fans, Pendant Lighting, and Volume Ceilings and comes complete with All Stainless Steel Appliances (Smart Refrigerator, Under Counter Microwave), a Gas Range, Wall-mount pot filler, Granite Countertops, 42" Wood Cabinets, Huge Center Island, Decorative Backsplash, and Large Eat-in area with Bench Seating. The Family Room open to the Kitchen is accented with Natural Stacked Stone, Wall Sconces, A Napoleon Wall electric Fireplace and more. AT&T is currently installing Fiber in the neighborhood, i.e., bandwidth to get 1G will be low priced and provide amazing internet connections! This great home is located less than a mile from West Orange High School and walking distance to YMCA. Enjoy the nearby Winter Garden Village shopping and restaurants. Easy commute via the Turnpike and Toll Roads to Downtown Orlando, Disney, Universal, and Orlando airport. Call to see it today!
Listing is courtesy of: WATSON REALTY CORP (407-298-8800)
Listing Agent: Lois Ann Cox, Pa (407-666-8452)
14834 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787
$535,00025 Days on yellowkey MLS ID: O6395079
REDUCED by $10,000 (1.8%) on 04/17/2026
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: 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 is courtesy of: SERHANT (786-296-8626)
Listing Agent: Vanessa Scotland, Pa (407-217-4580)
14005 ALDFORD DR, WINTER GARDEN, FL 34787
$669,0003 Days on yellowkey MLS ID: O6401397
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2334 Built: 2017Monthly Fee: $115 Tax: $9,241 (2025)Community: Latham Park NorthSpa: NoSingle Family
Taxes:$9,241
Remarks: **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 14005 Aldford Drive in Winter Garden, a beautifully designed two-story home offering 3 bedrooms, 2 full baths, and 1 half bath, with a layout that blends everyday comfort with inviting indoor and outdoor living spaces. Inside, the home offers a bright and functional flow with living areas designed for both daily routines and easy entertaining. The two-story layout creates a comfortable separation between gathering spaces and private retreats, while the bedroom arrangement provides flexibility for a variety of lifestyles. The primary suite offers a relaxing place to unwind, and the additional bedrooms are well suited for family, guests, or a home office setup. Step outside and enjoy a screened and covered patio that extends the living space and creates the perfect setting for outdoor dining, morning coffee, or unwinding at the end of the day. Beyond the patio, the private yard adds even more appeal, offering space to relax, play, garden, or simply enjoy your own outdoor retreat, with the added bonus of being able to see Disney fireworks in the distance on select evenings. Adding to the home’s functionality is a detached 2-car garage, providing convenient parking, extra storage, and a clean separation from the main residence that enhances curb appeal and backyard usability. Located in Winter Garden, this home is set in an area known for its blend of neighborhood charm and everyday convenience. Residents enjoy access to shopping, dining, parks, and major roadways, while the surrounding area adds to the home’s appeal with a welcoming residential feel and the lifestyle benefits that make Winter Garden such a desirable place to live.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
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