Location: Winter Garden
Do Not Show Listings
12475 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787
$644,99059 Days on yellowkey MLS ID: O6411217
0 Days Off yellowkey (back on 7/5/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2500 Built: 2026Monthly Fee: $96 Tax: $5,390 (2026)Community: Osprey RanchSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,390
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2026
Middle School: Water Spring Middle
Remarks: Under contract-accepting backup offers. Under Construction. .
Listing is courtesy of: K HOVNANIAN FLORIDA REALTY (321-263-2601)
Listing Agent: Richard Selikoff (201-741-7242)
9738 TOWER PINE DR, WINTER GARDEN, FL 34787
$950,00036 Days on yellowkey MLS ID: O6417627
2 Days Off yellowkey (back on 7/5/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2526 Built: 1993 Tax: $7,549 (2025)Community: Lake Avalon Rural SettlementSingle Family
Taxes:$7,549
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. Escape to your own private retreat in the highly sought-after Lake Avalon area of Winter Garden! Nestled on nearly 5 picturesque acres, this charming home offers the perfect blend of country living and modern convenience. Featuring 3 bedrooms, 2 full bathrooms, and over 2.500 square feet of living space, the home welcomes you with high ceilings, an open-concept floor plan, and an updated kitchen that flows seamlessly into the spacious living and dining areas—perfect for everyday living and entertaining. Bring your horses, recreational vehicles, and outdoor toys—there's no HOA and ample space to create the lifestyle you've been dreaming of. Enjoy the peace and privacy of acreage living while remaining just minutes from shopping, dining, Disney, Downtown Winter Garden, and convenient access to SR-429. Whether you're looking for a private homestead, hobby farm, or simply room to spread out, this rare acreage property offers endless possibilities in one of Central Florida's most desirable locations.
Listing is courtesy of: KORR REALTY CORP (407-732-6987)
Listing Agent: Jacquelyn Retherford (917-270-4699)
411 MILLWOOD PL, WINTER GARDEN, FL 34787
$459,00045 Days on yellowkey MLS ID: TB8518055
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1696 Built: 2014Monthly Fee: $72 Tax: $6,471 (2025)Community: Covington Chase Ph 2ASingle Family
Taxes:$6,471
Remarks: Welcome to Covington Chase — one of Winter Garden's most sought-after communities! This charming 3BR/2BA/2-car garage home built in 2014 features an open great room layout, split bedrooms, and a 2-car garage. Enjoy community amenities including a pool, playground, and clubhouse, all just minutes from Historic Downtown Winter Garden, the West Orange Trail, Winter Garden Village shopping, and SR 429. Disney World and Universal Studios are less than 20 miles away. Don't miss this gem — schedule your showing today!
Listing is courtesy of: PEOPLE'S TRUST REALTY (727-946-0904)
Listing Agent: Kimberly Watson-Johnson (727-946-6949)
5754 SURPRISE LILY DR, WINTER GARDEN, FL 34787
$499,00043 Days on yellowkey MLS ID: S5151845
REDUCED by $16,000 (3.1%) on 06/24/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2128 Built: 2021Monthly Fee: $91 Tax: $8,266 (2025)Community: Hamilton Gardens Ph 2A 2BSingle Family
Taxes:$8,266
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: Location, Location, Location! Welcome to this beautiful 4-bedroom home located in the highly desirable Hamilton Gardens community in Winter Garden. Just minutes from Hamlin Town Center, you’ll enjoy convenient access to shopping, restaurants, coffee shops, movie theaters, fitness centers, Publix, and everyday essentials. This spacious home features 4 bedrooms, with all bedrooms conveniently located upstairs, creating a functional layout that offers privacy and separation from the main living areas. Downstairs, you’ll find a versatile flex space that can be used as a home office, study area, playroom, or additional sitting room. The open-concept kitchen features a gas stove, perfect for those who enjoy cooking and entertaining. The kitchen flows seamlessly into the living and dining areas, creating an inviting space for family gatherings and everyday living. Residents of Hamilton Gardens enjoy access to the community swimming pool and beautifully maintained neighborhood amenities. The home is also conveniently located near SR-429, providing quick access to Disney, Downtown Winter Garden, Downtown Orlando, and other major destinations throughout Central Florida. Families will appreciate the excellent school district, including highly rated elementary and middle schools, making this one of the most desirable areas in Winter Garden.
Listing is courtesy of: NUMBER 1 BROKER, LLC (407-566-3400)
Listing Agent: Eric Jia (407-401-1431)
4918 WILDWOOD POINTE RD, WINTER GARDEN, FL 34787
$680,00067 Days on yellowkey MLS ID: S5150274
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2868 Built: 2015Monthly Fee: $187 Tax: $10,422 (2025)Community: Orchard Hills Ph 2Single Family
Taxes:$10,422
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. New Laminated Floors and interior painting, refresh up the living space.
Listing is courtesy of: AROD PARTNERS REALTY (407-627-7621)
Listing Agent: Liana Primera De Hernandez (786-816-7167)
57 LAKEVIEW RESERVE BLVD, WINTER GARDEN, FL 34787
$535,00046 Days on yellowkey MLS ID: V4949553
1 Days Off yellowkey (back on 7/5/2026)
REDUCED by $15,000 (2.7%) on 06/30/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1618 Built: 2001Monthly Fee: $67 Tax: $4,333 (2025)Community: Lakeview Reserve 46/149Single Family
Taxes:$4,333
Remarks: Under contract-accepting backup offers. Some homes check the boxes. Others feel like home the moment you walk in. Located in the gated community of Lakeview Reserve, this beautifully updated 3-bedroom, 2-bath home blends comfort, style, and everyday functionality. The open-concept layout features engineered hardwood floors, a spacious living area, and a thoughtfully designed kitchen with updated appliances, abundant storage, and a custom baker’s pantry. Step outside to a screened lanai and enjoy a private, nearly quarter-acre homesite with a spacious fenced backyard—perfect for entertaining, relaxing, gardening, or giving pets room to roam. Major updates provide peace of mind, including a newer roof (2018), storm-rated insulated windows (2021), a whole-home generator with propane tank installed in 2021, HVAC (2023), updated kitchen appliances (2023), and engineered hardwood flooring (2024–2025). Enjoy the best of Central Florida living with access to Lakeview Reserve's community fishing pier on Lake Apopka, direct access to the West Orange Trail, and the charm of Historic Downtown Winter Garden just minutes away. As part of Winter Garden's golf cart district, you can hop on your golf cart and head downtown to enjoy the award-winning Farmers Market, locally owned restaurants, boutique shopping, and year-round community events. Orlando, Disney, Universal, SR-429, and the Florida Turnpike are all within easy reach. Move-in ready, beautifully updated, and ideally located, this home offers the perfect blend of comfort, convenience, and the sought-after Winter Garden lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Daniel Harvey (561-401-5000)
7186 EARLY GOLD ST, WINTER GARDEN, FL 34787
$889,00037 Days on yellowkey MLS ID: O6417852
0 Days Off yellowkey (back on 7/4/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3625 Built: 2017Monthly Fee: $55 Tax: $7,581 (2025)Community: Highlands/Summerlake Grvs Ph ISpa: NoSingle Family
Taxes:$7,581
Elementary School: Summerlake Elementary
Remarks: Under contract-accepting backup offers. RARE OPPORTUNITY to own a stunning pool home in the highly sought-after Summerlake community of Horizon West! Combining over 3,600 square feet of beautifully designed living space, 5 bedrooms, 5 bathrooms, and a private backyard pool, this exceptional residence offers the lifestyle today's buyers are actively searching for in one of Winter Garden's most desirable locations. From the moment you enter, you'll appreciate the spacious open-concept design, abundant natural light, and thoughtfully planned layout that perfectly balances everyday living with effortless entertaining. The gourmet kitchen serves as the heart of the home, overlooking the expansive family room and dining area, creating an inviting space for gathering with family and friends. Step outside to your private Florida oasis featuring a sparkling pool and generous outdoor living space, ideal for weekend barbecues, relaxing afternoons, and year-round enjoyment. Pool homes in this area are highly sought after, making this property a standout opportunity. The luxurious primary suite offers a peaceful retreat with a spa-inspired bathroom and generous closet space, while the additional bedrooms and bathrooms provide flexibility for family, guests, home offices, or multigenerational living. Residents of Summerlake enjoy resort-style amenities including a community pool, tennis courts, parks, playgrounds, walking trails, dog parks, and community events. Conveniently located in the heart of Horizon West, you'll be just minutes from Hamlin Town Center's shopping, dining, entertainment, fitness facilities, and waterfront activities. Enjoy easy access to Walt Disney World, Flamingo Crossings, Downtown Winter Garden, major highways, golf courses, and countless outdoor recreation opportunities. Families will appreciate proximity to highly rated schools, including Summerlake Elementary, Hamlin Middle School, and Horizon High School. This is more than just a home—it's a lifestyle. Don't miss your chance to own one of Horizon West's premier pool properties in a location that continues to be one of Central Florida's most desirable places to live.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Deborah Chapman, Llc (407-456-7906)
638 AUTUMN OAKS LOOP, WINTER GARDEN, FL 34787
$594,00044 Days on yellowkey MLS ID: G5113531
2 Days Off yellowkey (back on 7/4/2026)
REDUCED by $26,000 (4.2%) on 06/18/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2044 Built: 2005Monthly Fee: $146 Tax: $3,096 (2025)Community: Winter OaksSpa: NoSingle Family
Taxes:$3,096
Elementary School: Tildenville Elem
High School: West Orange High
Middle School: Lakeview Middle
Remarks: Under contract-accepting backup offers. Experience the quintessential Winter Garden lifestyle in this exceptional 3 bedroom/2.5 bathroom home, perfectly positioned within the highly sought-after Golf Cart District. This residence offers a rare park-side setting, providing picturesque views of majestic oaks with green space. For those who enjoy active community life, you are just steps away from the neighborhood pool and playground. Just a few minutes away from Downtown Winter Garden! Exceptional Curb Appeal & Interior Elegance: from the moment you arrive, the covered front porch welcomes you with outdoor column lights, coach lights, landscaping and a framed transom over the front door. The first-floor features stylish Bahama shutters, formal living room with a double paddle ceiling fan, spacious dining area, a family room that features a gas fireplace, with tile flooring, engineered wood floors and LVP throughout the first floor. Chef-Inspired Kitchen : The heart of the home is the kitchen, which has been upgraded from an electric to a gas stove and features a redesigned pantry to maximize storage. You will also find under-cabinet lighting and modern lighting. Primary suite: The 1st floor Primary Bedroom suite serves as a private sanctuary with new flooring throughout the bedroom, closet, and bathroom, as well as a completely remodeled primary bathroom. The second story split floor plan: The transition to the second floor is highlighted by a staircase and balcony where traditional wood newels have been replaced with elegant rod iron. The second story features 2 spacious bedrooms , a full sized guest bathroom and at center stage of the upstairs landing is a bonus area for additional lounging area/home office or play area. Outdoor Oasis: Step outside to your private retreat: a rear enclosed screened-in room that perfectly encompasses the lanai and soaker pool area. The outdoor space is further enhanced by: An extended patio deck around the pool, a new fan on the lanai for year-round comfort, a rebuilt pool pump with pool equipment housing, a new fence with a leveled concrete retaining wall base, accented by fence and landscape lighting. Systems & StorageSolutions: This home offers incredible peace of mind with a new roof (installed 11/2020) and a brand-new AC condenser and coils ) with a transferable warranty. Storage is a priority here, with a garage featuring built-in file cabinets, recessed ceiling lights, shelves, appliance storage, and overhead shelving, plus additional attic storage. Functional extras include a built-in wall safe, a generator pad, and a security camera at the rear of the home. Schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Lorie Gullian (407-928-8078)
5150 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787
$950,00081 Days on yellowkey MLS ID: O6404827
REDUCED by $20,000 (2.1%) on 07/03/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3461 Built: 2023Monthly Fee: $168 Tax: $12,730 (2025)Community: Silverleaf Reserve/Hamlin Ph 2Single Family
Taxes:$12,730
Remarks: TURN KEY ! This stunning 5-bedroom, 4.5-bath home is packed with upgrades — Calacatta countertops, ceiling-height cabinets, automated curtains, under-cabinet lighting, a gourmet kitchen with tower, Tesla charger, and more! Fully furnished and beautifully maintained, it also features custom-built cabinetry in the living room and office, plus a converted garage gym. Only 2 years old and conveniently located near top-rated Hamlin Elementary and Middle Schools, in a community with a low HOA that includes a pool and sports court. A truly exceptional home in the heart of Hamlin — move-in ready and impeccably maintained!
Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)
Listing Agent: Natalia Romanelli Mourao (407-405-4534)
16031 PEBBLE BLUFF LOOP, WINTER GARDEN, FL 34787
$560,00083 Days on yellowkey MLS ID: O6404448
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2487 Built: 2018Monthly Fee: $257 Tax: $9,371 (2025)Community: Waterleigh Ph 2ASingle Family
Taxes:$9,371
Remarks: Move in ready home in Waterleigh one of Winter Garden’s most desirable places to live! Ideally positioned within the community for quick and convenient access, this home also sits directly across from a playground and green space perfect for families and outdoor fun. Freshly updated with new interior paint and brand new carpet throughout the bedrooms and upstairs, this home is truly turnkey. Featuring 4 bedrooms and 3.5 baths, the open concept layout offers a spacious kitchen with granite countertops, stainless steel appliances, large island, and walk in pantry overlooking the living and dining areas. Sliding doors lead to a covered lanai for easy indoor-outdoor living. The first floor includes a bedroom with ensuite bath and a powder room. Upstairs offers a versatile loft, a spacious primary suite with walk-in closet and dual vanities, two additional bedrooms, a full bath, and a convenient laundry room. Enjoy resort-style living in Waterleigh with pools, clubhouse, fitness center, parks, trails, and more all designed for a true Florida lifestyle.
Listing Agent: Phil Mariani (407-257-3609)
4863 LACEWING DR, WINTER GARDEN, FL 34787
$540,000107 Days on yellowkey MLS ID: O6397857
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1788 Built: 2023Monthly Fee: $171 Tax: $6,905 (2025)Community: Silverleaf Reserve BungalowsSpa: NoSingle Family
Taxes:$6,905
Elementary School: Independence Elementary
Middle School: Horizon West Middle School
Remarks: Located in the highly desirable Silverleaf at Hamlin in Winter Garden, this exceptional bungalow offers the perfect blend of location, lifestyle, and design. Surrounded by top-rated schools within short distance, premier dining, and a rapidly growing area with strong appreciation, this is one of the most sought-after communities in the region. This beautifully designed home features 3 bedrooms, 2/1 bathrooms, and an additional loft room, with a layout that is both functional and inviting. What truly sets this property apart is its interior. Unlike anything else currently available in the area, this home has been fully customized with high-end finishes and a cohesive, thoughtfully curated design throughout. Every element was carefully selected to create a seamless flow of elegance, comfort, and functionality. The home showcases custom-built cabinetry in every space, including closets, storage solutions, and integrated desk areas, all designed specifically for the home. The custom-made curtains were designed to fit each space perfectly, enhancing both aesthetics and comfort. Throughout the home, you’ll find LED lighting and carefully selected fixtures that complement one another, creating a warm, modern, and visually harmonious atmosphere. Custom mirrors, wood panel details, and built-in elements elevate each room, making every space feel intentional and refined. The kitchen is a true highlight a gourmet, built-in design that is highly practical, ideal for everyday living and entertaining. This is a rare opportunity to own a home that is completely move-in ready at a level rarely found, and everything has already been done with impeccable taste. Simply bring your belongings and start living. Homes like this are truly one of a kind in the area, and once you step inside, it’s impossible not to fall in love.
Listing is courtesy of: SELECTA REALTY LLC (407-777-7131)
Listing Agent: Marcelle Da Silva Sampaio (407-369-3621)
2230 ROMANUM DR, WINTER GARDEN, FL 34787
$565,000135 Days on yellowkey MLS ID: O6389947
1 Days Off yellowkey (back on 5/17/2026)
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!
33 TIMBERCREEK PINES CIR, WINTER GARDEN, FL 34787
$535,00065 Days on yellowkey MLS ID: O6408941
REDUCED by $10,000 (1.8%) on 07/03/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1584 Built: 2004Monthly Fee: $46 Tax: $7,326 (2025)Community: Timbercreek Pines A B C & DSingle Family
Taxes:$7,326
Elementary School: Dillard Street Elem
Remarks: Welcome to this beautifully renovated single-story gem nestled in the heart of Historic Winter Garden, one of Central Florida’s most sought-after communities. Perfectly situated just two blocks from vibrant downtown Winter Garden and iconic Plant Street, this home offers the ultimate blend of historic charm, modern luxury, and walkable convenience. Located within the highly desirable golf cart district and just moments from the renowned West Orange Trail, you’ll enjoy easy access to cobblestone streets, boutique shopping, coffee houses, award-winning restaurants, and the beloved Saturday Farmer’s Market — all right outside your door. Completely renovated from top to bottom, inside and out, this move-in ready home showcases exceptional attention to detail and thoughtful upgrades throughout. Step inside to discover a bright open floor plan enhanced by luxury vinyl plank flooring, upgraded 6-inch baseboards, updated light fixtures, neutral designer finishes, and ceiling fans in every bedroom. The stunning remodeled kitchen serves as the heart of the home, featuring crisp white cabinetry, elegant quartz countertops, modern backsplash, dark designer hardware, LED lighting, stainless appliances, and an oversized island with seating for six — perfect for entertaining family and friends. The bathrooms have been tastefully updated to blend timeless character with modern functionality, while the inside laundry room and abundant storage, including two hallway closets near the secondary bedrooms, add everyday convenience. Outdoor living shines with a newly added tiled screened lanai complete with new sliding doors and windows that create seamless indoor-outdoor flow. The expansive fenced backyard is a private oasis featuring fresh landscaping, a Magnolia tree, Orange tree, and Avocado tree — the perfect setting to relax and enjoy Florida living year-round. Additional highlights include a brand-new AC unit, anti-slip garage floor coating, and a 6-foot white vinyl privacy fence. This one-of-a-kind home perfectly captures the charm of Historic Winter Garden while offering the modern updates today’s buyers desire. WELCOME HOME.
Listing Agent: Peyton Blanton (407-462-7891)
689 BETHUNE AVE, WINTER GARDEN, FL 34787
$434,00023 Days on yellowkey MLS ID: O6421715
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1434 Built: 1950 Tax: $2,330 (2025)Community: Joe Louis Park Q162Single Family
Taxes:$2,330
Remarks: PHENOMENAL Double corner LOT NO HOA, newer updates INCLUDE: brand new AC, new roof, Re-Plumb, house/ Electrical Panel/rewired. Updated kitchen and bathrooms, Located off the Kitchen is the Dining room area which is open to the Living Room area. The master Bathrooms is completely updated features a standing shower. The Laundry is located inside. The carport/workshop is spacious to hold 2 cars and storage. Enjoy the nice-sized Backyard with a that is big enough for the whole family. You don't want to miss this opportunity to make this house your home! very nice WORKSHOP ** VALUE IS IN THE both property/land
Listing is courtesy of: NIZZ REALTY INC (954-526-5105)
Listing Agent: Eric Senate (407-729-6998)
16330 BRISK BREEZE ALY, WINTER GARDEN, FL 34787
$525,000205 Days on yellowkey MLS ID: G5106012
REDUCED by $15,000 (2.8%) on 06/19/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2170 Built: 2018Monthly Fee: $245 Tax: $7,556 (2024)Community: Waterleigh Ph 2ASingle Family
Taxes:$7,556
Tax Year: 2024
Remarks: Welcome home to this beautifully maintained 3-bedroom, 2.5-bath residence with a bonus room/office, built in 2018 and thoughtfully designed for both comfort and functionality. From the moment you step inside, you’ll appreciate the open-concept layout and high ceilings that create a light, airy feel—perfect for hosting gatherings or enjoying quiet evenings at home. This move-in-ready home features brand-new carpet throughout the upstairs and all bedrooms, along with fresh interior paint (December 2025) and new exterior paint (May 2025), giving it a clean, modern feel throughout. Upstairs, all three bedrooms and two full bathrooms give you a private retreat, highlighted by a spacious primary suite with a walk-in closet featuring custom built-ins designed to keep everything organized and within reach. Enjoy Florida living year-round on the covered outdoor patio, ideal for morning coffee or winding down at the end of the day. A separate laundry room adds everyday convenience, while HOA-maintained landscaping allows you to spend more time enjoying your home and less time on upkeep. Located in a vibrant community offering parks, a resort-style pool, and clubhouse, this home combines lifestyle, comfort, and convenience in one exceptional package. Don’t miss your chance to make this inviting Winter Garden home your own.
Listing is courtesy of: NARROW ROAD REALTY (352-589-8100)
Listing Agent: Nicholas Barber (407-574-1651)
18339 OLIVER TWIST WAY, WINTER GARDEN, FL 34787
$650,000478 Days on yellowkey MLS ID: O6280496
0 Days Off yellowkey (back on 7/2/2026)
REDUCED by $98,000 (13.1%) on 06/10/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2931 Built: 2023Monthly Fee: $250 Tax: $9,777 (2024)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$9,777
Remarks: Under contract-accepting backup offers. Short Sale. *Motivated Seller* This 2023 built home has only had One-owner, highly upgraded luxury 4-bedroom, 3-bathroom home with 2-car garage, fenced-in oversized yard, and overhead storage in the highly desirable Waterleigh community—just minutes from Walt Disney World in the Top-Rated School zone. No lawn mower needed - the HOA maintains all lawn care in this beautiful community! This home is constructed Block on Block - top and bottom unlike many other builders who build wood frame on the second floor. Don't wait for a newly constructed home and pay more for a similar home... this one is ready now. This well-appointed home features a downstairs guest suite, upgraded wood-look tile (no carpet on the first floor), and a gourmet kitchen with 42” cabinets, quartz countertops, custom backsplash, large island, under-cabinet lighting, and premium LG stainless steel appliances, including a French door refrigerator with craft ice and Instaview. Additional features include an EV charging station, smart switches, custom lighting and fans throughout, and a covered lanai overlooking a spacious backyard. Upstairs offers a generous loft, two secondary bedrooms with walk-in closets, a full bathroom with dual sinks, a laundry room with LG washer and dryer on pedestals, and a luxurious primary suite with a tray ceiling, a spa-style bath, a frameless glass shower, a soaking tub, and an oversized walk-in closet. Oversized yard has plenty of space to build your own pool or you could enjoy the Waterleigh resort-style amenities with 3 pools, clubhouses, fitness centers, tennis courts, dog parks, playgrounds, putt-putt golf, fishing pier, walking trails, rock climbing, pickleball ball and a full calendar of social events. Just a couple of streets away, the 4th pool is under construction and will be completed shortly. Zoned for top-rated schools and offering convenient access to 429, 417, and 408. Many homeowners enjoy golf cart living in this community, where you can enjoy an abundance of amenities, social events, drop your little ones off at school, or do your grocery shopping; there's a daycare, elementary, and middle school, and a Publix located inside the community. This is a rare opportunity to own a move-in-ready, upgraded home in one of Winter Garden’s most popular neighborhoods!
Listing is courtesy of: HAMLIN REALTY (321-299-4279)
Listing Agent: Edward Guerrette Llc (321-299-4279)
15073 VALVERSE ALY, WINTER GARDEN, FL 34787
$499,99944 Days on yellowkey MLS ID: O6416182
REDUCED by $15,001 (2.9%) on 06/24/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1892 Built: 2017Monthly Fee: $339 Tax: $4,172 (2025)Community: Overlook 2/Hamlin Ph 2 & 5Single Family
Taxes:$4,172
Remarks: Under contract-accepting backup offers. Beautiful home in The Cove at Hamlin Now Available. This is part of the highly desirable Overlook at Hamlin community in Winter Garden. This home has been Well Maintained, and Tastefully Upgraded by the Original Owner. Amenities and Upgrades include: Gourmet Kitchen (with 42" Cabinetry, Gas Range, Farmer's Sink, Large Center Island), Hardwood Flooring, Plantation Shutters throughout, Shiplap Accent Walls, Custom Wine Room, and more. Improvements continued to the Outdoors as well with a Large Screened Paver Patio Outdoor Living Area, Summer Kitchen complete with TV mount, and Fenced Yard (wrought iron). Relax on the front porch overlooking the community park, or take advantage of the resort-style amenities including a clubhouse, fitness center, pool, splash pad, pavilion, event space, sports lawn, amphitheater, fire pit, canoes, private boat ramp and playground. Landscaping is maintained by the community. Located just minutes from SR 429, Florida’s Turnpike, shopping, dining, medical facilities, and the major theme parks, this home combines modern comfort with unbeatable convenience in one of Winter Garden’s most sought-after neighborhoods. Don't miss your opportunity to own this amazing home. Schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Mike Long (407-325-4104)
15648 SHOREBIRD LN, WINTER GARDEN, FL 34787
$699,00043 Days on yellowkey MLS ID: G5113473
REDUCED by $30,000 (4.1%) on 06/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2170 Built: 2018Monthly Fee: $360 Tax: $7,052 (2025)Community: Lakeshore Preserve Ph 1Single Family
Taxes:$7,052
Elementary School: Panther Lake Elementary
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to 15648 Shorebird Lane, a like-new Toll Brothers home in the highly sought-after Lakeshore Preserve community in Winter Garden's premier Horizon West corridor. This beautifully maintained 3-bedroom, 2-full bath, offers 2,170 sq ft and a 2-car garage. The perfect blend of quality craftsmanship and modern living, all in move-in-ready condition. Inside, rich hardwood floors flow seamlessly through every single room, setting the tone for the home's warm and sophisticated feel. The gourmet kitchen is a true showpiece, featuring a gas stove, crisp 42" white cabinetry, gleaming quartz countertops, and stainless steel appliances, all backed by an extended appliance warranty. The luxury master bath includes a beautiful pebble design with rainforest shower. The open-concept layout is filled with natural light and flows effortlessly to the covered lanai and fully fenced backyard, your private Florida oasis for relaxing or entertaining. As the sun sets each evening, step outside and watch nightly Walt Disney World fireworks light up the sky. An ADT security system and an EcoWater whole-home water softener add peace-of-mind living from day one. Lakeshore Preserve is more than a neighborhood, it's a resort lifestyle. The Lakehouse amenity center sits lakeside overlooking 76.5-acre Panther Lake, offering residents a resort-style pool with splash pad, fitness center, yoga room, social space with catering kitchen, fire pit, summer kitchen, sand volleyball, playgrounds, dog park, kayak and paddleboard launch, and walking trails. The HOA covers 1-gigabit internet, cable TV, and lawn care. The location is unbeatable. Hamlin Town Center with upscale dining, shopping is minutes away. Convenient commuting access to major freeways like State Road 429, connects you quickly to Florida’s Turnpike and I-4. Walt Disney World, Universal Studios, and SeaWorld are all within 30 minutes, as are Restaurant Row and Orlando International Airport, Top-rated Orange County Public Schools — Panther Lake Elementary, Horizon West Middle, and Horizon High School — are zoned for this address (verify with OCPS). Private school options like Foundation Academy and Windermere Prep are also close by. *Aerial photo property lines are an estimate and to be verified by buyer.
Listing Agent: Brandie Mathison-Klein (407-488-3446)
2022 BOSS HEWETT ST, WINTER GARDEN, FL 34787
$679,00037 Days on yellowkey MLS ID: O6417697
1 Days Off yellowkey (back on 7/2/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2281 Built: 2022Monthly Fee: $171 Tax: $7,948 (2025)Community: Hull Island/Oakland Ph 2Single Family
Taxes:$7,948
Remarks: Under contract-accepting backup offers. This turnkey, better-than-new single-story home offers an elegant and modern retreat within Oakland’s highly desirable waterfront community of Hull Island. Nestled in a friendly neighborhood surrounded by nature, the property immediately welcomes you with tasteful customizations, upgraded lighting, and stylish accent walls that bring warmth and character to the entire layout. The thoughtfully crafted split floor plan features four bedrooms and three bathrooms, maximizing both privacy and efficiency for daily living and entertaining. Right off the foyer, a comfortable guest bedroom boasts its own ensuite bath, creating an ideal setup for visitors or multi-generational families. The main living area flows seamlessly into a beautifully upgraded kitchen equipped with quartz countertops, under-cabinet lighting, a tile backsplash, and premium stainless steel appliances including a cooktop with a hood and a built-in oven and microwave. Tucked quietly away at the back of the home, the primary suite serves as a private oasis with an expansive spa-like bathroom featuring separate vanities, sleek quartz counters, a large shower, and dual walk-in closets with custom storage systems. The remaining bedrooms are equally impressive, offering ample space, custom closets, and electronic shades. The sophisticated interior transitions smoothly to a private backyard retreat where a covered lanai, extensive pavers, and a full screen enclosure set the perfect stage for relaxed Florida outdoor living. Practical needs are also effortlessly met in the two-car garage, which showcases durable epoxy flooring and a modern electric vehicle charger. Beyond the property lines, the Hull Island community provides an exceptional lifestyle centered around outdoor recreation and convenience. Residents enjoy access to a resort-style pool, a playground, a dog park, and a scenic boardwalk that winds its way to a community dock and fishing pier on Lake Apopka. Nature lovers will appreciate the neighborhood's private entrance to the 120-acre Oakland Nature Preserve, as well as close proximity to the famous 22-mile West Orange Trail, local golf courses, and pickleball courts. Complete with fast access to the Turnpike, 408, and 429, this location connects you quickly to excellent shopping, dining, and the charming downtown districts of Winter Garden, Clermont, and Oakland, while keeping Orlando’s theme parks and international airport within easy reach.
Listing is courtesy of: BALDWIN PARK REALTY LLC (407-986-9800)
Listing Agent: Brian Cirillo (321-231-1068)
2496 BARONSMEDE CT, WINTER GARDEN, FL 34787
$875,00029 Days on yellowkey MLS ID: G5114233
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4184 Built: 2002Monthly Fee: $210 Tax: $8,903 (2025)Community: Stoneybrook West 47/78Spa: YesSingle Family
Taxes:$8,903
Elementary School: Whispering Oak Elem
Middle School: SunRidge Middle
Remarks: Under contract-accepting backup offers. Welcome home to 2496 Baronsmeade Ct Winter Garden situated in the much sought after golfing community of Stoneybrook West !!! This 4 Bedroom, 41/2 Bath pool home backing onto the golf course offers over 4,000sqft of living space with so many upgrades and 3 car garage with paved driveway. The tile ROOF was replaced in 2022, the AC's were replaced in 2021, kitchen and bathrooms fully renovated, new flooring throughout, all windows have custom vinyl shutters to keep the Florida heat out and save on utility bills. As you enter the home we have a formal living and dining area with built in wine bar, a huge open space with double story entry. The kitchen was fully remodled with a large center Island with Quartz countertops with waterfall edge. Lots of cabinet space and a walk in pantry, bar seating and breakfast nook. The kitchen over looks the great room wih vaulted ceilings and a gas fireplace as the focal part of the room. New sliding glass doors lead out to the huge screaned lanai with a salt water pool and spa and a built in BBQ that comes with the sale of the home. Plenty of space to enjoy the Florida lifestyle with a full sized bathroom. The Primary bedroom is downstairs and offers a large bedroom with bonus living space/home office/work out area, walk in closet and a renovated bathroom with dual vanities, large walk in shower and separate tub. Upstairs we have a enourmous loft space with built in desk space, ideal for home office/pool table/media/living space. There are 3 additional oversized bedrooms and 2 additional bathrooms to complete the upstairs. The laundry room is situated downstairs just off the garage. Stoneybrook West has so much to offer with a golf course, Restaurant, Fitness Center, Olympic Sized Swimming Pool, Playground, tennis courts, pickle ball, bastket ball and so much more. The low HOA fee covers Cable/Internet/Guarded gated community and access to all the amenities. Ideally located next to major HWYs, Disney, short commute to Orlando, Restaurants and shopping. This home has so much to offer with all the major upgrades already completed. Call today for your own private tour !!!
Listing is courtesy of: THE FLORIDA PROPERTY SHOP SALE (352-346-7857)
Listing Agent: Sarah Gholami (352-346-7857)
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