Location: Winter Garden
Do Not Show Listings
17055 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$580,68246 Days on yellowkey MLS ID: G5109480
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2102 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$0
Elementary School: Hamlin Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGES !!!! The Berkley at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Berkley model. This impressive 2,102 sq. ft. residence features 4 bedrooms, 3 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 15' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath. Hamlin Meadows is the newest jewel of Horizon West, offering a diverse mix of rear-load homes in a highly sought-after Winter Garden location. Enjoy being minutes away from the vibrant Hamlin Town Center and major expressways.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
17054 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$688,32446 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.
8768 SONOMA COAST DR, WINTER GARDEN, FL 34787
$1,025,00084 Days on yellowkey MLS ID: O6378658
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3416 Built: 2022Monthly Fee: $271 Tax: $11,513 (2024)Community: WaterleighSpa: NoSingle Family
Taxes:$11,513
Elementary School: Water Spring Elementary
Tax Year: 2024
Middle School: Water Spring Middle
Remarks: Welcome to this stunning Kallan model home, perfectly positioned on a premium lot offering exceptional privacy and peaceful surroundings. Enjoy no front neighbors, a conservation area behind, and mature landscaping that creates true separation and independence from nearby homes an ideal combination for those seeking tranquility and open views. This spacious residence features 5 bedrooms and 5 full bathrooms, with a bright and functional layout designed for both everyday living and entertaining. Step outside to an extended screen-enclosed lanai, creating the perfect indoor-outdoor lifestyle space to relax year-round. Additional upgrades include a fire pit, gutters installed, a water softener system, and solar panels (lease) for enhanced efficiency and long-term value. 5 Swimming pools , A rare opportunity to own a luxury home with premium location, privacy, and comfort in one of Winter Garden’s most desirable areas.**The seller is offering $30,000 toward the buyer’s closing costs or to buy down the interest rate.** Schedule your private showing today!
Listing is courtesy of: ANA PENA REALTY CORP (973-405-3731)
Listing Agent: Jose Leighton Reyes (407-591-2416)
1005 CHASE DR, WINTER GARDEN, FL 34787
$644,000143 Days on yellowkey MLS ID: A4674195
REDUCED by $5,000 (0.8%) on 04/21/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2319 Built: 2005Monthly Fee: $68 Tax: $7,086 (2024)Community: Island Pointe SubSpa: NoSingle Family
Taxes:$7,086
Elementary School: None
High School: None
Middle School: None
Remarks: LUXURY RENOVATED 4-BED HOME WITH NEW ROOF + AC — OVERSIZED 3-CAR GARAGE — MOVE-IN READY This beautifully renovated 4-bed, 2.5-bath single-family home in the heart of Winter Garden (34787) is truly move-in ready — offering a luxury 2025 redesign from top to bottom. Located in the highly desirable Golf Cart District, this home sits on a quiet cul-de-sac just minutes from Downtown Winter Garden, Plant Street Market, and the West Orange Trail. The interior features a bright open floor plan with dramatic double-height ceilings, brand-new tile flooring downstairs and durable LVP upstairs, all-new baseboards and trim, and a fully updated 2025 kitchen with stone countertops and modern cabinetry. The spa-style primary suite includes two walk-in closets, a glass walk-in shower, and a soaking tub. Major upgrades include a new roof, new AC, updated electrical and plumbing, and fresh exterior paint — making this home feel like new construction. The oversized 3-car garage provides rare extra storage and golf cart space. Only 4 minutes to Newton Park with a public boat ramp — perfect for lake access, sunsets, and outdoor recreation. Schedule your private showing today!
Listing is courtesy of: SAVVY AVENUE, LLC (888-490-1268)
Listing Agent: Moe Mossa (888-490-1268)
7808 WINTER WREN ST, WINTER GARDEN, FL 34787
$598,0004 Days on yellowkey MLS ID: O6400269
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2274 Built: 2015Monthly Fee: $252 Tax: $8,119 (2025)Community: SummerlakeSpa: NoSingle Family
Taxes:$8,119
Elementary School: Summerlake Elementary
Remarks: Welcome to resort-style living in the highly sought-after Summerlake Community of Winter Garden! Enjoy Disney fireworks and Space Coast Rocket launches from the front porch or across the pond in front of the house. This beautifully situated home on a corner lot features 4-bedrooms, 2.5-baths with an upstairs office loft, offers space, style, and flexibility in one of Horizon West’s premier neighborhoods. The inviting covered front porch sets the tone as you step into this light-filled home featuring granite countertops throughout, freshly painted both inside and out, and tile flooring across the main living areas. The open-concept design is perfect for both entertaining and everyday living. The kitchen flows seamlessly into the living and dining areas, and opens to a covered and screened in rear patio lanai, creating an ideal indoor-outdoor living experience. The main floor also includes a convenient half bath, perfect for guests. The primary suite is a relaxing retreat, featuring dual sinks, granite countertops, a soaking tub, a separate walk-in shower, and ample closet space. Three additional bedrooms are well-sized and thoughtfully arranged with easy access to the remaining full bath. This is truly a rare opportunity to experience both tranquility and park like setting right outside your front door! Residents of Summerlake enjoy exceptional amenities including a lakeside clubhouse with fitness center, party room, resort-style pool, fishing pier, walking trails, parks, playgrounds, and tennis courts makes this the perfect area for the active lifestyle — all just minutes from SR-429, top-rated schools, Winter Garden Village, downtown Winter Garden, golf courses, and major theme parks. Lawn care, sprinkler maintenance, and irrigation water are all included in the low HOA fee, making maintenance a breeze. Schedule your private tour today and make this exceptional property yours!
Listing is courtesy of: BROOKSHIRE HOMES REALTY (303-838-0434)
Listing Agent: Robert Larosa (303-489-2019)
16277 HONEY HARVEST ST, WINTER GARDEN, FL 34787
$670,0007 Days on yellowkey MLS ID: O6400235
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2930 Built: 2024Monthly Fee: $229 Tax: $9,784 (2025)Community: Harvest/OvationSingle Family
Taxes:$9,784
Remarks: This 2024-built Baldwin in Harvest at Ovation offers nearly 2,900 total square feet with 5 bedrooms and 4.5 bathrooms, *set on a premium CONSERVATION LOT with no rear neighbors.* The main home features an open-concept layout with a first-floor bedroom and en suite full bath, spacious living and dining areas, and a gourmet kitchen with quartz countertops, upgraded cabinetry, and a walk-in pantry. Above the garage, a fully detached private suite adds approximately 530 square feet, complete with its own entrance, living area, kitchenette, bedroom, and full bath - ideal for guests, multigenerational living, or a private workspace. Located minutes from Walt Disney World, Hamlin Town Center, and Flamingo Crossings in one of Horizon West’s most desirable communities.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
16283 HONEY HARVEST ST, WINTER GARDEN, FL 34787
$670,00010 Days on yellowkey MLS ID: O6399528
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2927 Built: 2024Monthly Fee: $229 Tax: $9,705 (2025)Community: Harvest/OvationSingle Family
Taxes:$9,705
10693 PETRILLO WAY, WINTER GARDEN, FL 34787
$799,00011 Days on yellowkey MLS ID: O6399081
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3149 Built: 2021Monthly Fee: $102 Tax: $8,845 (2025)Community: Winding Bay Ph 1BSingle Family
Taxes:$8,845
Remarks: Located in Winding Bay in Winter Garden, this move-in ready home for sale near Walt Disney World offers a rare combination of privacy, functionality, and luxury. Positioned on one of the best CONSERVATION LOTS in the community with NO REAR NEIGHBORS, this home delivers peaceful green space views and a truly private setting that’s increasingly hard to find. Built in 2021, this K. Hovnanian Tompkins model with bonus features a highly desirable open-concept floor plan with a DOWNSTAIRS PRIMARY suite, Jack-and-Jill bedrooms ideal for multigenerational living, and a DEDICATED HOME OFFICE - a layout that stands out among Horizon West homes for sale. The upgraded kitchen anchors the home with double ovens, cooktop with hood vent, coffee bar, wine fridge, oversized pantry with custom shelving, and extended counter space, all flowing seamlessly into the spacious main living area designed for entertaining. Interior highlights include CUSTOM CLOSET SYSTEMS throughout every room, plantation shutters and beautiful window treatments, WATER SOFTENER, and epoxy-coated garage flooring. Upstairs offers a LARGE LOFT/BONUS ROOM, full bedroom, and full bathroom, providing flexible space for guests, media, or additional living. Homes with this level of privacy, layout, and location in Horizon West are becoming increasingly difficult to find. Step outside to a screened-in lanai overlooking tranquil conservation, FULLY FENCED and EXTENDED PAVER PATIO creating a private, resort-style outdoor setting designed for both entertaining and quiet everyday living, while subtle exterior upgrades like built-in front holiday lighting add convenience. Located just minutes from Hamlin Town Center, Flamingo Crossings, top-rated schools, and major highways including 429, residents enjoy access to community amenities including a pool, playground, and dog park, along with Disney fireworks and Space Coast rocket launch views from within the community. With LOW HOA dues and NO CDD, this home offers both lifestyle and long-term value. Opportunities like this in Winter Garden, especially in the Horizon West area, continue to see strong demand, making this one of the best opportunities currently available.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Alexis Bress (407-900-0771)
16197 WIND VIEW LN, WINTER GARDEN, FL 34787
$535,00018 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
Elementary School: Panther Lake Elementary
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)
408 S BOYD ST, WINTER GARDEN, FL 34787
$815,00027 Days on yellowkey MLS ID: O6394810
REDUCED by $20,000 (2.4%) on 04/15/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2295 Built: 1939 Tax: $2,572 (2025)Community: G T Smith Sub 3Spa: NoSingle Family
Taxes:$2,572
Elementary School: Dillard Street Elem
High School: West Orange High
Middle School: Lakeview Middle
Remarks: Charming home located just blocks from Winter Garden's historical downtown in the highly sought-after GOLF CART DISTRICT! This 3 bedroom, 3 Bath house blends timeless character with modern living, featuring hardwood floors, vintage tiled bathroom, built-ins, and a traditional layout with separate dining room. The kitchen opens to a comfortable family room, ideal for everyday living. The primary suite offers a spacious, spa-like bath with freestanding tub, walk-in shower, and custom vanity. A recent addition includes an oversized two-car garage , HVAC , large pantry, and bathroom to the third bedroom, creating a private en-suite with separate exterior entrance, ideal for guests or flexible living. Situated on a fenced, .41-acre corner lot, enjoy the screened-in back porch, expansive yard with mature landscaping, and the pavered pool area-perfectly designed for entertaining. Live the Historical Downtown Winter Garden Life-Style with convenient access to dining, shopping, farmer's market, Lake Apopka sunsets, and more.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Alison Scorsone (321-689-3554)
12513 SCARLETT SAGE CT, WINTER GARDEN, FL 34787
$875,0005 Days on yellowkey MLS ID: O6393138
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3570 Built: 2001Monthly Fee: $104 Tax: $9,264 (2025)Community: Cambridge Crossing Ph 01A 45/21Single Family
Taxes:$9,264
Elementary School: Lake Whitney Elem
Middle School: SunRidge Middle
Remarks: Beautifully updated home featuring an open-concept layout with soaring high ceilings and tile flooring throughout the main living areas. The bedrooms are upgraded with luxury vinyl flooring, while the spacious loft showcases elegant bamboo flooring. The gourmet kitchen is a true showpiece, equipped with premium Thermador appliances, including a built-in refrigerator, cooktop, hood, oven, and microwave. A massive cook’s island with abundant storage underneath makes this space perfect for cooking and entertaining. This home offers 5 bedrooms and 3 full bathrooms, including a stunning primary suite with a double shower head and a separate soaking tub, separate vanities. Step outside to a private outdoor patio ideal for relaxing, grilling, or enjoying Florida evenings with family and friends. Located in the highly desirable Cambridge Crossing community, this home is zoned for excellent schools, including Lake Whitney Elementary, SunRidge Middle School, and West Orange High School. The neighborhood offers a prime Winter Garden location just minutes from Winter Garden Village, downtown Winter Garden, major highways, and an abundance of shopping, dining, and entertainment options. A rare gem to find. **This property is staged.
Listing is courtesy of: KARDOSH REALTY (407-499-4466)
Listing Agent: Noah Araujo (407-728-4224)
10705 PETRILLO WAY, WINTER GARDEN, FL 34787
$725,00040 Days on yellowkey MLS ID: O6391807
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2528 Built: 2020Monthly Fee: $102 Tax: $9,936 (2025)Community: Winding Bay Ph 1BSingle Family
Taxes:$9,936
Remarks: Set against stunning private CONSERVATION VIEWS this SINGLE STORY four bedroom three FULL bathroom home is the one you've been waiting for! Just 10 minutes from the gates of Walt Disney World, this Winter Garden residence in the heart of HORIZON WEST offers a rare blend of luxury and flexibility. A spacious front porch paired with a paver driveway creates a striking first impression. No need to call the interior designer, this home has already been beautifully designed with wainscoting, double crown molding, illuminated tray ceilings, an electric LED fireplace, and a shiplap feature wall. 8FT INTERIOR DOORS create an immediate sense of scale and sophistication, enhancing natural light flow and giving the home a more open feel. TRIPLE SLIDING GLASS DOORS overlook the LARGE PRIVATE FENCED IN BACKYARD. This home delivers on the Florida indoor/outdoor living that everyone desires! The shady back Lanai has a PANORAMIC SCREEN and A SUMMER KITCHEN with sink, grill, and mini fridge. The GOURMET KITCHEN is the heart of this home. 13 FOOT QUARTZ ISLAND with seating for eight, SOFT CLOSE CABINETS and DRAWERS, PULL OUT DRAWERS in the kitchen cabinets for easy storage and organization, under cabinet lighting, and the VENT HOOD vents out of the house. The Primary Suite overlooks the green backyard's private conservation view. The room is spacious enough for a king size bed and additional furniture. The illuminated tray ceiling feels both modern and timeless, adding depth, dimension, and a polished finish to the space. The primary bathroom features double sinks, a separate tub and shower, and a custom built-in closet. The SECOND FRONT DOOR is a PRIVATE ENTRANCE that leads to the 320 square foot GUEST SUITE. The guest suite is perfect for multi-generational living, guests, or a home office. The GUEST SUITE has 1 BEDROOM, 1 FULL BATHROOM with WALK-IN SHOWER, living room, dedicated laundry with STACKABLE WASHER AND DRYER, and a dine-in KITCHENETTE with a full-size refrigerator, microwave, and sink! Additional features to note include 2020 ROOF, NO CARPET, PENTAIR Non-Salt Water Filtration System, ALEXA SMART HOME Controls, DROP ZONE, DEDICATED LAUNDRY ROOM WITH CABINETS and UNDERMOUNT SINK, STORAGE RACK and CABINETS in the TWO CAR GARAGE, NO CDD fee. Winding Bay offers a resort-style, zero-entry pool, 4 tot lots, 2 open play fields, a dog park, and covered picnic areas. Located only minutes from the HAMLIN SHOPPING CENTER, FLAMINGO CROSSING, Advent Health, Orlando Health, Highway 429, DISNEY SPRINGS, A-RATED PUBLIC SCHOOLS, and so much more! Schedule your private tour today.
16126 PARKWYN ST, WINTER GARDEN, FL 34787
$625,00046 Days on yellowkey MLS ID: O6389811
REDUCED by $4,000 (0.6%) on 04/20/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2372 Built: 2021Monthly Fee: $127 Tax: $7,291 (2025)Community: Hawksmoor Ph 2Single Family
Taxes:$7,291
Remarks: Beautiful Two-Story Home with Designer Features in Winter Garden Welcome to this stunning two-story residence located in the highly desirable area of Winter Garden, Florida. This beautifully maintained home offers 4 bedrooms and 3 full bathrooms, combining modern design, comfort, and thoughtful upgrades throughout. From the moment you arrive, you are welcomed by a charming front porch and landscaped entrance, creating a warm and inviting first impression. Large windows throughout the home allow abundant natural light, enhancing the bright and airy feel of the interior. The first floor features high-quality luxury vinyl flooring and a spacious open-concept layout that seamlessly connects the living room, dining area, and gourmet kitchen — perfect for everyday living and entertaining. The kitchen is a true highlight, featuring stainless steel appliances, elegant wood cabinetry, and generous counter space, ideal for cooking and gathering with family and friends. The living area showcases a stunning custom wood accent wall with built-in shelving and ambient lighting, creating a sophisticated focal point around the entertainment space and modern electric fireplace. An elegant additional seating area completes the room, offering the perfect place for conversation or relaxation. Also on the first floor, you will find one bedroom and a full bathroom, ideal for guests, multi-generational living, or a private home office. Upstairs, the remaining bedrooms offer comfortable carpet flooring and spacious closets, while the expansive primary suite provides a peaceful retreat with a large walk-in closet and a private bathroom featuring dual sinks. This home also includes several valuable upgrades, such as: Whole-house water filtration system Custom-made window treatments Attached two-car garage Step outside to enjoy the beautifully upgraded backyard, where a custom landscaping project created a stylish and low-maintenance outdoor space. The backyard features high-quality artificial turf and elegant in-ground lighting, perfect for relaxing evenings or entertaining guests. Residents of the community enjoy fantastic amenities, including: Clubhouse Resort-style pool Park and playground Sidewalks throughout the neighborhood The location is another standout feature. The property is just minutes from Hamlin Town Center, offering a wide variety of shopping, restaurants, and entertainment options. It also provides convenient access to Walt Disney World Resort, as well as major highways leading to **Orlando and surrounding areas. This exceptional home offers the perfect combination of modern upgrades, elegant design, and prime location. Schedule your private showing today and discover everything this beautiful home has to offer.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Viviane Rocha (407-558-1180)
13846 FRESH IVY ST, WINTER GARDEN, FL 34787
$649,900209 Days on yellowkey MLS ID: O6346706
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2108 Built: 2024Monthly Fee: $534 Tax: $2,180 (2024)Community: Del Webb Oasis Ph 3Single Family
Taxes:$2,180
Remarks: Welcome to 13846 Fresh Ivy Street, nestled in the highly desirable Winter Garden area, just minutes away from world-famous Orlando attractions. This home is easy on the eyes and offers the perfect blend of comfort, convenience, and luxury living. This beautifully designed two-bedroom, two-and-a-half-bath home features over 2,100 square feet of living space. With spacious interiors, thoughtful finishes, and modern upgrades, this home provides both style and functionality. Inside you will discover bright, open living areas, a gourmet kitchen, and bedrooms designed as your own personal sanctuary. Whether you’re hosting guests or enjoying a quiet evening at home, every detail has been styled with comfort in mind. Imagine mornings spent in the fitness center, afternoons sunbathing on a zero entry sun shelf by a cabana, and nights gathering with friends by the fire pits underneath the stars. This home and community is about freedom, fun, and comfort all in one place. This isn’t just a home, it’s the lifestyle you’ve earned.
7692 GREEN MOUNTAIN WAY, WINTER GARDEN, FL 34787
$875,0003 Days on yellowkey MLS ID: O6401130
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3855 Built: 2016Monthly Fee: $252 Tax: $7,767 (2025)Community: Summerlake Pd Ph 3ASingle Family
Taxes:$7,767
Remarks: One or more photo(s) has been virtually staged. Positioned in one of Horizon West’s most desirable communities, this Summerlake executive home blends luxury, location, and lifestyle on a scale rarely found. Set on an oversized 0.28-acre lot, this 5-bedroom, 4-bath residence offers 3,855 sqft of thoughtfully designed living just minutes from Disney and Hamlin Town Center. The true standout? A backyard canvas large enough to create a private resort pool, cabana, outdoor kitchen without compromise. Inside, elevated finishes include plantation shutters, custom wood feature walls, wrought iron staircase, granite countertops, and a gas range at the heart of the home. Smart and structural upgrades include reverse osmosis water, water softener, in-wall pest system, termite bond, hurricane window film, full alarm system, gutters, and WiFi thermostat. A screened lanai and 3-car tandem garage complete the package. Enjoy resort-style amenities, community events, trails, and included landscaping all in a location that continues to outperform. Opportunities like this don’t last especially on lots like this.
Listing is courtesy of: FIRST REGION REALTY (407-559-7333)
Listing Agent: Michelle Culbreth (321-689-6262)
14280 BRAEMAR ST, WINTER GARDEN, FL 34787
$559,9005 Days on yellowkey MLS ID: TB8500322
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1964 Built: 2023Monthly Fee: $100 Tax: $7,928 (2025)Community: Highland RdgSingle Family
Taxes:$7,928
Remarks: Welcome to this beautifully maintained 3-bedroom, 2.5-bath single-family home built in 2023, offering 2,048 sq ft of modern living in the highly desirable city of Winter Garden. This thoughtfully designed home features a stylish kitchen with stainless steel appliances and granite countertops, seamlessly connecting to the main living and dining areas—perfect for everyday living and entertaining. With its open layout and contemporary finishes, this home offers both comfort and functionality. Upstairs, spacious bedrooms provide privacy and relaxation, including a well-appointed primary suite. The additional half bath on the main level adds convenience for guests. Located in a great community, you’ll enjoy easy access to local highlights such as the Downtown Winter Garden Historic District, known for its charming shops, dining, and events. Outdoor recreation is just minutes away along the scenic West Orange Trail, perfect for biking and walking. You can also enjoy the vibrant atmosphere of Plant Street Market for local food and entertainment. Modern, move-in ready, and ideally located—this home offers the perfect blend of lifestyle, convenience, and community living.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Keegan Siegfried (813-670-7226)
3167 WINESAP WAY, WINTER GARDEN, FL 34787
$575,0005 Days on yellowkey MLS ID: O6400764
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2115 Built: 2016Monthly Fee: $190 Tax: $5,408 (2025)Community: Orchard Pk/Stillwater XingSingle Family
Taxes:$5,408
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Welcome to 3167 Winesap Way, a beautifully appointed home nestled in the highly sought-after Orchard Park community of Winter Garden. This thoughtfully designed residence offers the perfect blend of comfort, efficiency, and modern style, featuring a spacious open-concept floor plan ideal for both everyday living and entertaining. Enjoy energy efficiency and peace of mind with solar panels, a Tesla charger, Tesla power banks, and a reliable hurricane backup power system. Inside, the home showcases seamless flow between the living, dining, and kitchen areas, all filled with natural light and designed for today’s lifestyle. Step outside to your own private retreat, complete with a dedicated outdoor entertaining area and a cozy fire pit—perfect for relaxing evenings or hosting friends and family on beautiful Florida nights. With its combination of sustainable features, functional layout, and inviting indoor-outdoor living spaces, this home presents a rare opportunity to enjoy both luxury and practicality in one of Winter Garden’s most desirable neighborhoods.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Andrew Tinkler (407-595-9581)
6166 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787
$664,90013 Days on yellowkey MLS ID: O6399123
REDUCED by $10,100 (1.5%) on 04/20/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2818 Built: 2018Monthly Fee: $142 Tax: $6,366 (2025)Community: Hamlin ReserveSingle Family
Taxes:$6,366
Elementary School: Independence Elementary
Remarks: Welcome to Hamlin Reserve, where thoughtful upgrades, everyday efficiency, and location come together in one of Winter Garden’s most desirable addresses. A BRAND-NEW SEER 18 VARIABLE-SPEED HVAC SYSTEM installed in February 2026 and OWNED, FULLY PAID-OFF SOLAR with an average electric bill of approximately $47 each month immediately set this home apart. From the moment you arrive, the board-and-batten two-story elevation, covered front entry, and manicured landscaping create a polished first impression. Inside, engineered hardwood floors added by the seller at the time of construction bring warmth and continuity across the main level. The front dining space is filled with natural light and offers a comfortable, welcoming setting for everyday meals or gatherings. Electric blinds in both the dining and family rooms add a clean, modern touch while also bringing practical convenience already in place for the next owner. As you move into the heart of the home, the kitchen opens up as the main focal point of the first floor. The deluxe kitchen upgrade package features white shaker cabinetry, black granite countertops, a large center island with undermount sink, a gas cooktop with range hood, stainless steel appliances, and pendant lighting that adds character without overpowering the space. Thoughtful details like the granite-integrated disposal pressure switch and lanai speaker cables pre-run to the family room TV location reflect a level of planning that buyers will appreciate. The open-concept living area connects naturally to the rear of the home, creating strong flow for daily living and easy entertaining, while a main-level half bath offers convenience for guests. Upstairs, the original loft has been permanently enclosed with walls and a door to create a true media room, giving this floor plan a valuable bonus space that can easily function as a second living area, office, playroom, or flex room. The primary suite offers a more private retreat, and the upgraded en suite bath includes an enhanced shower and quartz countertops that add a refined finish to the space. Three additional bedrooms provide flexibility for family, guests, or work-from-home needs. What truly strengthens the value here is the combination of major system upgrades already completed for the next owner. The new HVAC system, installed in February 2026, is a variable-speed, dual-zone SEER 18 system with a 10-year warranty, representing a significant recent investment in comfort and efficiency. The solar system is fully paid off, with no lease and no assumption required, offering the long-term benefit of energy savings with the simplicity buyers want. Together, these features make a meaningful difference in both monthly ownership costs and peace of mind. Hamlin Reserve also offers lifestyle value beyond the home itself. Community boat and RV storage is right down the road, a practical amenity not commonly found in many Horizon West communities. Hamlin Town Center is just minutes away with convenient access to Publix, Cinépolis, PopStroke, restaurants, fitness studios, and a growing mix of retail and service options. The area is served by highly regarded Orange County schools, with easy access to SR-429 placing Disney less than 10 miles away and Downtown Orlando within a convenient drive. Positioned, upgraded, and MOVE-IN READY, this home offers a strong opportunity in the Winter Garden market. Schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Simi Lakhani (407-408-7393)
706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787
$1,317,00028 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
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)
1646 HOLCOMB CREEK ST, WINTER GARDEN, FL 34787
$929,00029 Days on yellowkey MLS ID: O6394506
REDUCED by $20,900 (2.2%) on 04/20/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3841 Built: 2017Monthly Fee: $184 Tax: $12,543 (2025)Community: TwinwatersSingle Family
Taxes:$12,543
Remarks: Welcome to 1646 Holcomb Creek Street. Your beautifully appointed four bedroom, 4.5-bath Meritage home offers 3,824 sq ft of thoughtfully designed living space in one of Winter Garden’s most desirable communities. Built in 2017, this energy-efficient floorplan features spray foam insulation, whole house water filtration system, a spacious open layout, high-end finishes, and multiple flexible living areas. The gourmet kitchen impresses with 42" cabinetry, quartz countertops, stainless steel appliances, extended storage, walk in pantry and a large eat-in dining area. The family room includes an electric fireplace with a floor-to-ceiling stone accent wall and triple sliding glass doors leading to the screened lanai and fenced backyard. The first-floor primary suite offers a tray ceiling and a spa-inspired bath with direct access to the laundry room. A guest suite with private bath, third bedroom with an additional private bath, powder room, and a convenient pocket office completes the main level. Upstairs, a large bonus/game room, additional bedroom, full bath, and a flexible pass-through space provides endless possibilities for a media room, playroom, office or optional 5th bedroom. Your garage offers overhead storage and a Tesla-E/V charger. Exterior features include a tile roof, stone accents, extended front porch, in ground irrigation and lush landscaping. Located minutes from top-rated schools, shopping, dining, major highways and attractions. This exceptional home offers the perfect blend of luxury, comfort, and efficiency—move-in ready and meticulously maintained.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (407-203-5800)
Listing Agent: Jennifer Grimes (352-223-9588)
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