Location: Winter Garden , 34787
Do Not Show Listings
16920 RESEDA ALY, WINTER GARDEN, FL 34787
$385,0006 Days on yellowkey MLS ID: O6400124
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1568 Built: 2020Monthly Fee: $285 Tax: $6,193 (2025)Community: Waterleigh Ph 3ATownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,193
Elementary School: None
High School: Horizon High School
Tax Year: 2025
Middle School: Water Spring Middle
Remarks: Welcome to 16920 Reseda Alley in the sought-after Waterleigh community in Winter Garden. Ideally located in Phase 3 within walking distance to Atwater Bay Elementary, this home offers everyday convenience and strong rental appeal. Enjoy a PREMIUM POSITION ON A BEAUTIFUL GREEN SPACE, providing extra room to relax, play, or accommodate pets. Inside, you’ll find a bright, open layout designed for easy, low-maintenance living. Resort-style amenities, a new Publix in the neighborhood, proximity to Disney (FIREWORK VIEWS FROM YOUR COMMUNITY DAILY) scenic trails, and a vibrant community atmosphere are just a few of the perks of living in Waterleigh. A smart opportunity in one of Central Florida’s fastest-growing areas!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
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
Elementary School: Summerlake Elementary
Middle School: Hamlin Middle
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
High School: None
Middle School: None
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
Elementary School: Lake Whitney Elem
High School: West Orange High
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)
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
Elementary School: Hamlin Elementary
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)
17326 BAL HARBOUR DR, WINTER GARDEN, FL 34787
$769,00032 Days on yellowkey MLS ID: O6393857
REDUCED by $5,000 (0.6%) on 04/24/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3196 Built: 2018Monthly Fee: $215 Tax: $11,210 (2025)Community: Waterside/Johns Lk-Ph 2BSingle Family
Taxes:$11,210
Remarks: Stunning lake-view home in Waterside at Johns Lake, overlooking Lake Avalon in Winter Garden! This spacious 5-bedroom, 3-bath residence offers 3,196 sq ft of open-concept living with a desirable downstairs primary suite featuring a spacious, well-appointed bathroom along with a customized walk-in closet. A second downstairs bedroom is paired with a beautifully RECENTLY renovated full bath showcasing a newly upgraded walk-in shower—ideal for guests or multi-generational living. Step inside to a welcoming entry that opens to a versatile sitting area—perfect for a home office or library—leading into a large family room, dining area, and well-appointed kitchen with natural gas range—perfect for entertaining. Enjoy the clean, modern feel of a completely carpet-free interior with durable vinyl flooring throughout the main living areas. The highlight of this home is the oversized screened lanai, perfectly positioned to capture serene Lake Avalon views—an ideal space for morning coffee, outdoor dining, or relaxing sunset evenings. Upstairs features a versatile loft, three additional bedrooms, and a full bath. Residents of Waterside at Johns Lake enjoy resort-style amenities including a lakeside pool, clubhouse, fitness center, scenic walking trails, playground, and community dock. Conveniently located just minutes from Winter Garden Village with easy access to 429, Florida’s Turnpike, downtown Orlando, theme parks, and Orlando International Airport.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Rema Perras (802-233-5292)
9256 GRAND ISLAND WAY, WINTER GARDEN, FL 34787
$750,00017 Days on yellowkey MLS ID: O6397917
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2507 Built: 2017Monthly Fee: $164 Tax: $6,475 (2025)Community: Watermark Ph 2CSingle Family
Taxes:$6,475
Elementary School: Panther Lake Elementary
Remarks: Welcome to Watermark in Winter Garden one of the most sought-after, resort-style communities in Horizon West. This energy-efficient Meritage home has 4 bedrooms, 2.5 baths, and a super functional layout with high ceilings and great natural light throughout. As soon as you pull up, you’ll notice the stone accents on the exterior, brick paver driveway, and clean curb appeal. Inside, the home has been freshly painted and updated with new luxury vinyl plank flooring upstairs, giving it a modern feel without the maintenance headaches. The layout just makes sense 3 bedrooms and a versatile loft upstairs (perfect for a media room, office, or playroom), and a 4th bedroom downstairs that works great for guests or a private home office. The open-concept kitchen seamlessly connects to the main living area and features granite countertops, ample cabinetry, and an easy flow out to the backyard making it ideal for everyday living or having people over. Out back is where this one really stands out. If you're looking for a backyard oasis, look no further. This home has no rear neighbors backing to a retention pond and conservation beyond that. The pool deck is over 1300 square feet with a heated 6 foot deep 484 square foot custom saltwater pool! Enjoy sunsets, watching Disney fireworks at night or the occasional rocket launch in the distance! It’s a great setup for relaxing or entertaining. Watermark has some of the best amenities around resort-style pool, splash pad, gym, clubhouse, tennis, basketball, dog park, and tons of walking and biking trails. You’re also within walking distance to restaurants and just a short drive to Disney, shopping, and everything Winter Garden and Horizon West have to offer. If you’re looking for a clean, move-in ready home in a great location with a strong lifestyle, this one checks all the boxes!
Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)
Listing Agent: Chris Courtney (407-406-0506)
13526 FOX GLOVE ST, WINTER GARDEN, FL 34787
$845,00034 Days on yellowkey MLS ID: O6388630
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3866 Built: 2005Monthly Fee: $243 Tax: $11,960 (2025)Community: Stoneybrook WestSpa: YesSingle Family
Taxes:$11,960
Elementary School: Whispering Oak Elem
Remarks: Homes of this size, FULLY REMODELED, with a HEATED POOL, SOLAR PANEL and beautiful views rarely become available in this highly sought-after GATED COMMUNITY in Winter Garden. Featuring 24-hour GUARD-GATED SECURITY, resort-style amenities, exclusive access to Black Lake, golf course and on-site restaurant; this community truly offers a lifestyle like no other. With a TOP-RATED elementary school just across the street — kids often ride their bike, scooter, or even golf cart to school — and an unmatched community atmosphere, this is a rare opportunity. | This beautifully updated home offers 5 bedrooms, 3 bathrooms, and 3,866 square feet of thoughtfully designed living space. Fully renovated on the inside, it also features a NEW ROOF, solar panels, and fresh exterior paint. Even better, the home is being sold FULLY FURNISHED, offering a true turnkey experience so you can move in and start enjoying it from day one. | FIRST FLOOR includes a bedroom and a full bath, SECOND FLOOR includes the Master Bedroom, three other bedrooms and one additional full bath; you also have a massive loft creating endless possibilities — movie room, game room, or an additional living area tailored to your lifestyle. | Step outside to your private heated pool and amazing sunrise views. This home also includes a spacious THREE CAR GARAGE featuring epoxy flooring and ELECTRIC VEHICLE CHARGING STATION, sink and fridge. | Residents of this community enjoy an exceptional array of amenities, including multiple pools, tennis, basketball, volleyball, and pickleball courts, playgrounds, and private fishing piers. With direct access to Black Lake, it’s ideal for boating and jet ski enthusiasts, while golf lovers can take advantage of the on-site course with resident-friendly membership options. | Ideally situated just minutes from Winter Garden Village, offering a wide variety of shops and restaurants, with quick access to the State Road 429, and only 10 minutes from both Downtown Historic Winter Garden and the growing Hamlin district, this home perfectly balances convenience and lifestyle. Homes like this — FULLY RENOVATED, ENERGY EFFICIENT, FULLY FURNISHED, AND WITH THIS LEVEL OF SPACE & UPGRADES ARE RARELY AVAILABLE IN THIS COMMUNITY. (Click on Virtual Tour Link 1 for complete tour)
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Mariana Cezar Ovalle (407-427-3559)
2230 ROMANUM DR, WINTER GARDEN, FL 34787
$565,00046 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
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)
4122 SHEPPERDS HOLLOW ALY, WINTER GARDEN, FL 34787
$554,990115 Days on yellowkey MLS ID: O6370363
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2459 Built: 2021Monthly Fee: $281 Tax: $8,150 (2024)Community: Enclave/HamlinSingle Family
Taxes:$8,150
Tax Year: 2024
Remarks: Welcome to the Enclave at Hamlin, one of Winter Garden’s desirable communities, featuring the popular Taylor Morrison Ashwood floor plan that blends style, space and versatility. This beautifully designed two-story home offers two bedrooms, 2.5 baths, a spacious loft that can be converted into a third bedroom and a private one-bedroom with kitchenette garage apartment, providing exceptional flexibility for multi-generational living, guests or potential rental income. Upon entry, you are greeted by a welcoming foyer that opens into an expansive great room, ideal for entertaining and everyday living. Overlooking the space is the gourmet kitchen, complete with a large island, quartz countertops, stainless steel appliances and ample cabinetry. The kitchen flows seamlessly to the covered lanai, creating an ideal indoor-outdoor living experience. Also on the first floor is versatile flex space that can be used as a home office, formal dining room or additional bedroom. Upstairs, the primary suite serves as a private retreat, featuring a spa-inspired bath with dual quartz vanities, a walk-in shower, private water closet and a generous walk-in closet. The second floor also includes a secondary bedroom, a full bath with tub/shower combination, a private laundry room and a loft with built-in features, ideal for a playroom, craft room, media space or easily converted bedroom. Adding tremendous value is the one-bedroom, one-bath garage apartment with kitchenette, walk-in closet and private entrance, offering an excellent income opportunity or private accommodations for guests or family. The HOA maintains the lawn, including areas inside the fenced yard, providing a low-maintenance lifestyle. Community amenities include a resort-style pool with cabana overlooking Lake Hartley, a tot lot and peaceful open recreation areas with benches positioned to capture scenic lake views. The location is exceptional, with a quick half-mile experience, bike ride or visit to Hamlin, a vibrant 900-acre destination featuring a luxury theater, shopping, dining, salons, waterfront restaurants and entertainment. Convenient access to SR 429, theme parks, and major roadways makes commuting easy. Residents will also enjoy being within distance of the anticipated Horizon West Regional Park, a 215-acre destination park under development. Once complete, the park will offer miles of scenic trails, playgrounds, picnic pavilions, open green spaces, a splash pad, lake access for kayaking and community event areas, delivering an outstanding outdoor lifestyle right outside your door. This home offers a combination of comfort, convenience and future-forward living in one of Winter Garden’s fastest-growing areas.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)
Listing Agent: Teresa White (904-994-9075)
7363 MEZZANO LN, WINTER GARDEN, FL 34787
$479,999235 Days on yellowkey MLS ID: O6340083
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1920 Built: 2023Monthly Fee: $159 Tax: $6,986 (2025)Community: MezzanoTownhouse
Taxes:$6,986
Remarks: Welcome to your chance to own one of the most desirable residences in this vibrant community! This spacious 4-bedroom, 4-bath corner townhome is truly special—not only does it feature a thoughtful two-story layout with the primary suite on the main floor, but it’s also one of the very first resale opportunities since the builder completely sold out. That means you can move in now without waiting on new construction while still enjoying the benefits of a like-new home.From the moment you arrive, the curb appeal is undeniable. Because this is a corner end unit, you’ll immediately notice the extra privacy, abundance of natural light streaming through the windows, and the rare luxury of a side yard—something only a handful of homes in the neighborhood can offer. Step inside and you’ll find an open concept floor plan designed for both everyday living and effortless entertaining. The main living area flows seamlessly from the kitchen to the family room, creating a warm and inviting atmosphere where everyone can gather.The primary suite downstairs provides comfort and convenience, with generous proportions and plenty of natural light to make it feel like a retreat. The en-suite bathroom features modern finishes, dual vanities, and a spacious walk-in shower—everything you’d want for a restful start and end to your day. Upstairs, additional bedrooms and baths provide the perfect setup for family, guests, or even a home office, ensuring flexibility as your needs change.One of the standout features of this property is the detached garage with an adjoining private patio. Whether you’re sipping coffee in the morning sun, hosting a casual dinner under the stars, or simply enjoying the quiet ambience of your own outdoor escape, this space brings an unmatched charm to the home. And let’s not forget the views—this residence looks directly out at the golf course, offering a peaceful and picturesque backdrop that not many townhomes in the community can boast. Imagine waking up to the sight of manicured greens and relaxing with sunsets over open fairways.As part of this community, you’ll also enjoy the benefits of low-maintenance living, where landscaping and exterior upkeep are handled for you. That means more time to spend enjoying nearby shopping, dining, and entertainment options, plus the community amenities that make life here feel like a getaway. Whether you’re an avid golfer, love to take evening walks, or simply appreciate a neighborhood that feels both welcoming and exclusive, this home checks every box.Opportunities like this don’t come often. With the builder sold out and inventory in this area limited, this townhome represents not only a beautiful living space but also a smart investment in one of the area’s most desirable neighborhoods. Don’t miss your chance to claim a home that combines style, comfort, convenience, and stunning views all in one. Schedule your private tour today and experience firsthand why this townhome stands out from the rest!
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
9218 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787
$950,00058 Days on yellowkey MLS ID: O6386394
REDUCED by $15,000 (1.6%) on 04/16/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3087 Built: 2018Monthly Fee: $164 Tax: $11,801 (2025)Community: Watermark Ph 2BSpa: NoSingle Family
Taxes:$11,801
Remarks: Delight your clients with this unique opportunity in Watermark, one of the most desirable communities in Winter Garden. This elegant two-story residence combines sophistication, comfort, and impeccable finishes in every detail, featuring over $150,000 in upgrades that elevate the home’s overall quality and value. It offers 4 bedrooms, 3 full bathrooms, and 1 powder room, along with a simply enchanting outdoor area designed to provide unforgettable moments. Upon entering, a spacious and welcoming foyer leads to open-concept living areas, where the living room and dining room connect harmoniously, creating a bright and airy space ideal for entertaining family and friends. The beautiful porcelain tile floors enhance the elegance of the property. The kitchen is a true highlight, equipped with appliances, high-quality wood cabinetry, and ample countertop space, combining functionality and style for everyday living. On the second floor, all bedrooms provide greater privacy and comfort. The bedrooms feature closets and carpeting, creating a cozy atmosphere. The primary suite is a special retreat, featuring two walk-in closets and a spacious bathroom with dual sinks, offering both practicality and sophistication. The laundry room is also located on the upper floor and includes a sink, washer, and dryer, providing added convenience to the family’s routine. Outside, the property impresses with a fully equipped summer kitchen featuring a built-in grill, granite countertops, cabinetry, and a sink — perfect for gatherings and family moments — integrated with a private heated pool, allowing year-round enjoyment with comfort and exclusivity. Living in Watermark means enjoying resort-style amenities, including a community pool, modern fitness center, tennis court, playground, green areas, and tree-lined sidewalks for outdoor walks. The location is another major advantage: just minutes from Hamlin Town Center, with excellent restaurants, cafés, movie theater, and supermarkets; easy access to Walt Disney World Resort; and close to Florida State Road 429, providing convenient access to Orlando and the entire region. Additionally, it is surrounded by highly rated schools and all the conveniences that Winter Garden offers. A complete home, offering leisure, comfort, and a prime location. Don’t miss the opportunity to live or invest in one of the best addresses in the region.
Listing Agent: Gustavo Carneiro (407-758-4001)
14626 BLACK QUILL DR, WINTER GARDEN, FL 34787
$799,90011 Days on yellowkey MLS ID: O6399975
0 Days Off yellowkey (back on 4/26/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2907 Built: 2016Monthly Fee: $215 Tax: $6,816 (2025)Community: Overlook At HamlinSpa: YesSingle Family
Taxes:$6,816
Remarks: MINT CONDITION 4 bedroom pool home in Overlook at Hamlin! Original Owners have taken great care of this Taylor Morrison Jamestown model with EXTENDED PRIMARY SUITE AND EXTENDED LANAI! Natural Gas Community! GAS cooktop and GAS Tankless Hot Water Heater. Lots of crown moldings and picture frame moldings throughout. PLANTATION SHUTTERS as well. NEW AC SYSTEM 2025! The Outdoor space features a GAS HEATED SPOOL (Yes, combination Pool and Spa!) Travertine Decking and screened enclosure. The back yard is also fenced for privacy and pets. There is also a space for pets with synthetic turf, so no cutting grass in the backyard. Beyond the pool area is a dry retention area, so NO REAR NEIGHBORS! This property is expected to go quickly so don't delay in making your appointment!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Thomas Moffett (407-375-6498)
3208 SAILING PIER AVE, WINTER GARDEN, FL 34787
$1,049,9001 Day on yellowkey 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
Taxes:$12,135
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
$847,0001 Day on yellowkey 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
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)
345 WINTER ST, WINTER GARDEN, FL 34787
$285,0003 Days on yellowkey MLS ID: O6402105
INCREASED by $5,100 (1.8%) on 04/26/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 700 Built: 1951 Tax: $211 (2025)Community: Shadow LawnSingle Family
Taxes:$211
Remarks: Step into a storybook setting with this Enchanting, Turnkey Bungalow nestled in the heart of Winter Garden—a true must-see that captures both charm and modern comfort. From the welcoming front porch to the beautiful luxury vinyl plank flooring and picturesque backyard, every detail invites you to slow down and feel at home. Thoughtfully and completely remodeled, this darling residence offers 2 bedrooms, 1 bathroom, and a bright, airy layout designed for easy living and is staged to absolute perfection. Beyond the front door, discover a lifestyle that’s simply unmatched. Take a short stroll to Plant Street or hop onto the scenic West Orange Trail, where the beauty of Winter Garden unfolds all around you. Winter Garden, Florida feels like a place where charm and sunshine quietly linger year-round. Brick-lined streets wind through a historic downtown filled with beautifully restored storefronts, local boutiques, and inviting cafés that spill out onto the sidewalks. Towering oak trees draped in Spanish moss provide shade as the West Orange Trail weaves its way through town, alive with cyclists, joggers, and families enjoying the breeze. Just steps away, the shimmering waters of Lake Apopka create a peaceful backdrop, where golden sunsets stretch across the horizon and birds glide effortlessly over the marshlands. The weekly farmers market brings the community together with fresh blooms, local flavors, and the kind of small-town warmth that’s hard to find elsewhere. Blending old Florida charm with thoughtful growth, Winter Garden offers a lifestyle that feels both relaxed and vibrant—where every corner seems to invite you to slow down, take it in, and stay awhile. Back at home, enjoy peace of mind with extensive updates including a new roof, AC, flooring, kitchen, bathroom, plumbing, and electrical—truly move-in ready. With NO HOA and NO CDD, this property is ideal for a first-time buyer, downsizer, or anyone seeking a slice of charm close to it all. Step outside into an absolutely stunning outdoor retreat, where a beautifully landscaped gravel backyard sets the stage for relaxation and connection. Your private patio invites you to grill, unwind, and gather with loved ones—sharing stories, laughter, and unforgettable memories under the open sky. Opportunities like this don’t come around often—schedule your private showing today before it’s gone.
Listing is courtesy of: THE NAVY HOUSE (321-438-1318)
Listing Agent: Katie Nguyen (321-438-1318)
2640 GROVE VIEW DR, WINTER GARDEN, FL 34787
$795,0003 Days on yellowkey MLS ID: O6401215
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3738 Built: 2001Monthly Fee: $90 Tax: $10,261 (2025)Community: Wintermere Pointe Ph 02 46/141Single Family
Taxes:$10,261
Remarks: Nestled in the sought after gated community of Wintermere Pointe in Winter Garden, this beautifully renovated residence offers a serene and private retreat with a truly like new feel. Situated on an oversized lot backing to conservation, with no neighbors on one side and located near a cul de sac, this home delivers exceptional privacy and peaceful surroundings. The entire home has been thoughtfully remodeled from top to bottom, creating a fresh, modern ambiance throughout. Updates include a brand new roof, luxury vinyl plank flooring, fresh interior paint, and all new contemporary lighting and finishes. The newly designed oversized kitchen showcases 42" soft close cabinets, quartz countertops with built-in technology charging port, modern tile backsplash, under cabinet lighting, brand new stainless steel appliances, center island and breakfast bar. The open concept layout flows seamlessly into a breakfast nook and a spacious family room, where large sliding glass doors open to a covered rear patio extending the full length of the home, overlooking tranquil conservation views. A two story foyer welcomes you upon entry, flanked by an airy formal living room and dining room along with a double access stairway. The first level also features a spacious bedroom with French door access, offering split living for enhanced privacy, perfect for guests, multi generational living or a home office. Upstairs, an open loft anchors the second floor, creating a desirable split plan with bedrooms positioned on either side. Sliding doors lead to a covered second level providing serene conservation views. The vast primary suite features tray ceilings, private balcony access, dual walk in closets, and a completely redesigned ensuite bath offers a luxury feel with dual quartz vanities, LED lighted anti-fog mirrors, glass enclosed tile shower, and a statement soaking tub. Three additional bedrooms are situated on the opposite side of the loft, along with a hallway bath featuring a double vanity and modern tiled tub/shower combination. Completing the second level is an expansive bonus room, perfect for a theater, recreation space, or home gym - endless flexibility. This exceptional home combines serene surroundings, modern upgrades, and a like new feel, all within one of Winter Garden’s premier communities, close to multiple shopping and dining options, FL-429 and just 20 minutes from Disney attractions. Don't miss out! Schedule your viewing today!
Listing is courtesy of: GECKO REALTY, INC (407-929-0264)
Listing Agent: Jeffrey Petch (407-928-1134)
16827 SANCTUARY DR, WINTER GARDEN, FL 34787
$998,0001 Day on yellowkey MLS ID: S5148416
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2281 Built: 2020Monthly Fee: $165 Tax: $6,024 (2025)Community: Sanctuary/Twin WatersSpa: YesSingle Family
Taxes:$6,024
Remarks: Designer Pool Home on a Premium Corner Lot in Sanctuary at Twin Waters – Winter Garden. Welcome to this beautifully upgraded 4-bedroom, 3-bathroom home offering elegant living space, built in 2020 and located in the highly desirable Sanctuary at Twin Waters community in Winter Garden. Situated on a premium corner lot, this home offers exceptional privacy with no rear neighbors and no neighbors on the right side, creating a rare and peaceful setting that is highly sought after in the area. The thoughtfully designed floor plan features four spacious bedrooms, including two private suites, making it ideal for guests or multi-generational living. Inside the home, you’ll find a modern and clean aesthetic with ceramic tile and laminate flooring throughout. All closets have been professionally upgraded with custom closet systems, including a fully customized pantry that provides exceptional organization and storage. Three of the bedrooms are equipped with automatic blackout shades with remote control, offering both comfort and convenience. The backyard is truly a private retreat designed for relaxation and entertaining. The stunning custom pool features a striking glass wall, creating a unique architectural element rarely found in residential homes. The backyard is fully fenced and beautifully finished with premium artificial turf, providing a lush and low-maintenance outdoor environment. Enhancing the outdoor experience even further, the home is equipped with a MistAway Generation III mosquito misting system, allowing you to enjoy the outdoor living spaces comfortably year-round. The outdoor space is further enhanced by a gourmet outdoor kitchen complete with a Blaze built-in grill, Large Big Green Egg, and a Blaze side burner, making this home perfect for hosting family and friends. This property combines modern construction with extensive upgrades and a highly desirable location in one of Winter Garden’s most sought-after communities, with convenient access to shopping, dining, top-rated schools, and major roadways. A rare opportunity to own a private, beautifully upgraded home in Sanctuary at Twin Waters. Schedule your private showing today. (Furniture is not included, but it is negotiable - GYM equipment in the garage is not included, but it is negotiable)
Listing is courtesy of: EASY REALTY SERVICES INC (321-318-1005)
Listing Agent: Gabriela Martins-Pierami (321-318-1005)
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