Location: Winter Garden , 34787
Do Not Show Listings
12940 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787
$919,000124 Days on yellowkey MLS ID: O6381140
0 Days Off yellowkey (back on 2/14/2026)
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3894 Built: 2026Monthly Fee: $77 Tax: $2,326 (2025)Community: Westhaven At OvationSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,326
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Water Spring Middle
Remarks: Under Construction. Under Construction. Toll Brothers New Construction in Horizon West – Winter Garden | Estimated Completion Summer 2026. The wide and elongated foyer create an impressive entry into this home, with large formal dining room and spacious kitchen. The well-equipped kitchen features a walk-in pantry and an open view of the breakfast area and great room. The great room opens out to a covered lanai. The master bedroom/ on the second floor includes a large walk-in closet and a private bath with a free-standing tub, a separate shower with a seat, and a private toilet area. The second floor features a spacious loft, and large secondary bedrooms. The Griffin is well planned for a comfortable, luxurious lifestyle. Model home available for walkthrough.
Listing is courtesy of: ORLANDO TBI REALTY LLC (407-345-6000)
Listing Agent: Dayene Grubert (863-521-4474)
12911 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787
$548,000129 Days on yellowkey MLS ID: O6379918
5 Days Off yellowkey (back on 4/13/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2062 Built: 2026Monthly Fee: $77 Tax: $2,326 (2025)Community: Westhaven At OvationSingle Family
Remarks: Under Construction. Under Construction. Toll Brothers New Construction in Horizon West – Winter Garden | Estimated Completion Summer 2026. This home is conducive for entertaining with its open floor plan. This home features a covered entry that leads to an open and expansive living space, kitchen, and dining. The home features covered lanai and a spacious courtyard with access to the detached 2 cars garage. The master bedroom is highlighted by a large walk-in closet and a private bath with dual vanities, separate shower, and private water closet.
16555 WINGSPREAD LOOP, WINTER GARDEN, FL 34787
$791,000287 Days on yellowkey MLS ID: O6340280
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3093 Built: 2019Monthly Fee: $120 Tax: $9,566 (2024)Community: Hawksmoor-Ph 1Single Family
Taxes:$9,566
Elementary School: None
Tax Year: 2024
Remarks: This stunning 4-bedroom, 3.5-bath residence sits proudly in the highly sought-after Hawksmoor community of Winter Garden. Designed with a modern open-concept layout and upgraded with premium finishes, this home blends elegance, functionality, and comfort. Perfectly positioned near the Orange County National Golf Center and Lodge—home to the nation’s largest driving range—this property also offers quick access to Orlando Health Hospital, brand-new top-rated schools, shopping, fine dining, and entertainment. With Highway 429 just minutes away, world-famous Orlando theme parks are practically at your doorstep. House is leased until Nov/2026 and buyer must honor the contract. Step inside and be welcomed by soaring ceilings and a bright, spacious floor plan. The luxurious primary suite with a spa-inspired ensuite is conveniently located on the main level, while the second floor offers three beautifully designed bedrooms, a bonus living/play area, and ample space for family or guests. A flex room on the first floor can serve as a home office, library, or formal dining area. At the heart of the home, you’ll find a chef’s kitchen featuring stainless steel appliances, custom 42" cabinetry, oversized granite island seating up to six, walk-in pantry, and butler’s bar connecting to the dining/flex space. Perfect for both everyday living and entertaining. Outside your door, Hawksmoor provides resort-style amenities, including a zero-entry pool with splash area, clubhouse with private rental options, fitness center, yoga lawn, Zen garden, and community walking trails around picturesque lakes and ponds. This is more than just a house—it’s a lifestyle. Don’t miss the chance to make this exceptional property your new home in one of Winter Garden’s most desirable communities.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Alexandre Zapparoli Llc (321-444-8701)
14501 GROVE RESORT AVE #1237, WINTER GARDEN, FL 34787
$210,000486 Days on yellowkey MLS ID: O6279915
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1375 Built: 2016Monthly Fee: $805 Tax: $6,171 (2024)Community: The Grove ResortCondo
Taxes:$6,171
High School: None
Middle School: None
Remarks: Welcome to The Grove Resort & Water Park, a premier condo-hotel nestled in the vibrant heart of Winter Garden, FL. This beautifully furnished 2-bedroom, 2-bathroom unit is designed for ultimate comfort and convenience, making it an incredible investment opportunity or a perfect vacation retreat. Step inside to find a spacious open floor plan, featuring a stylish kitchen with modern appliances, sleek countertops, and ample storage. The inviting living and dining areas flow effortlessly onto a private screened balcony, where you can unwind and soak in the tranquil surroundings. The primary suite is a true retreat, offering a spa-like en-suite bathroom complete with a soaking tub, separate glass-enclosed shower, and dual vanities. A generously sized second bedroom and full bathroom ensure plenty of space for guests to feel right at home. As a resident or guest at The Grove Resort, you’ll enjoy world-class amenities, including a thrilling water park with slides, a lazy river, surf simulator, multiple pools, a full-service spa, fitness center, and on-site dining options. Plus, with 24-hour concierge service and a hassle-free rental program, this property offers both luxury and convenience. Located just minutes from Walt Disney World and Orlando’s top attractions, this condo presents an unparalleled opportunity to own a slice of paradise. Don’t miss out—schedule your private tour today!
Listing is courtesy of: KARDOSH REALTY (407-499-4466)
Listing Agent: Allan Kardosh (407-499-4466)
14501 GROVE RESORT AVE #3724, WINTER GARDEN, FL 34787
$199,00038 Days on yellowkey MLS ID: O6404906
REDUCED by $30,000 (13.1%) on 06/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1375 Built: 2022Monthly Fee: $904 Tax: $7,428 (2025)Community: Grove Resort And Spa Hotel CondominiumCondo
Taxes:$7,428
Remarks: This stunning 7th-floor condo at The Grove Resort & Spa offers breathtaking water views, overlooking the pond, water park and conservation serene area. This fully furnished, all-inclusive condo-hotel provides a truly hands-off investment opportunity with onsite property management and a full-service rental program. Located in Building 3, this luxury 2-bedroom, 2-bath unit is perfectly situated just steps from restaurants, pool and resort amenities. Features an open floor plan with modern furnishings and all necessary housewares. The spacious primary suite includes a king bed, while both guest bedrooms have queen beds for comfortable guest accommodations. The fully equipped kitchen features stainless steel appliances, including refrigerator, range, microwave, and dishwasher. A private laundry closet with washer and dryer adds convenience for guests. Owners and guests alike will enjoy relaxing on the private screened balcony overlooking the water. The Grove Resort offers exceptional amenities including multiple resort pools, Surfari Surf Park, Lake Austin with fishing dock and paddleboats, Escape Spa, fitness center, on-site restaurants, sundry shop, arcade, and youth activity center. Ideally located just minutes from Walt Disney World, Universal Studios, and Orlando’s top attractions, this property provides the perfect combination of luxury, convenience, and income potential.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Alexis Mckenzie (321-438-9670)
14501 GROVE RESORT AVE #1721, WINTER GARDEN, FL 34787
$249,50063 Days on yellowkey MLS ID: O6397131
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1396 Built: 2017Monthly Fee: $904 Tax: $7,146 (2025)Community: Grove Resort And Spa Hotel CondominiumCondo
Taxes:$7,146
Remarks: Looking for a Vacation Home in Orlando, this unit is a rare find with the Best Views in the Resort! This stunning 7th-floor condo at The Grove Resort & Spa offers breathtaking water views and front-row unobstructed seats to Disney fireworks reflecting over the lake each night. This fully furnished, all-inclusive condo-hotel provides a truly hands-off investment opportunity with onsite property management and a full-service rental program. Located in Building 1, this luxury 3-bedroom, 2-bath unit is perfectly situated just steps from restaurants, pool and resort amenities. Features an open floor plan with modern furnishings and all necessary housewares. The spacious primary suite includes a king bed, while both guest bedrooms have queen beds for comfortable guest accommodations. The fully equipped kitchen features stainless steel appliances, including refrigerator, range, microwave, and dishwasher. A private laundry closet with washer and dryer adds convenience for guests. Owners and guests alike will enjoy relaxing on the private screened balcony overlooking the water.The Grove Resort has exceptional amenities including multiple resort pools, Surfari Surf Park, Lake Austin with fishing dock and paddleboats, Escape Spa, fitness center, on-site restaurants, sundry shop, arcade, and youth activity center. Ideally located just minutes from Walt Disney
17124 BEACHGRASS ALY, WINTER GARDEN, FL 34787
$559,99026 Days on yellowkey MLS ID: O6408024
0 Days Off yellowkey (back on 6/1/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1983 Built: 2026Monthly Fee: $112 Tax: $6,874 (2025)Community: Lake Star At OvationSpa: NoSingle Family
Taxes:$6,874
Remarks: Under Construction. Welcome to 17124 Beachgrass Alley, in Winter Garden, Florida: a new construction home built by M/I Homes, offering 1,983 square feet of thoughtfully designed living space. This home features a well-crafted floorplan combining quality design with everyday functionality. This home features 3 bedrooms, 2.5 bathrooms, an open-concept living space perfect for daily living and entertaining, a lanai, and a 2-car rear-load garage This home showcases an open-concept living space that creates a seamless flow between the family room, kitchen, and dining area, making it ideal for both relaxed evenings and hosting guests. The floorplan is designed with intention, ensuring each room serves a clear purpose while maintaining a cohesive feel throughout. Upstairs, the owner's bedroom offers a private retreat, complete with an en-suite bathroom and walk-in closet for added convenience. The overall layout reflects a commitment to quality design, with clean lines and functional spaces that make everyday living comfortable. Situated in a desirable Winter Garden neighborhood, this home benefits from proximity to parks and outdoor recreation areas, providing easy access to green spaces for families and individuals alike. The surrounding neighborhood offers a welcoming atmosphere with well-maintained streets and a sense of connection to the outdoors.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Stacie Brown Kelly (407-221-4954)
15267 HAMLIN PARK DR, WINTER GARDEN, FL 34787
$474,99067 Days on yellowkey MLS ID: TB8494938
5 Days Off yellowkey (back on 6/1/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2072 Built: 2026Monthly Fee: $248 Tax: $1,375 (2025)Community: Parkview/HamlinTownhouse
Taxes:$1,375
Remarks: Experience modern townhome living in this beautifully designed three-story residence located in Parkview at Hamlin in Winter Garden. This thoughtfully planned home features three private suites, including a convenient first-floor suite and a spacious third-floor primary suite, offering flexibility and privacy for today’s lifestyle. The second floor serves as the heart of the home, showcasing an open-concept living room and kitchen ideal for entertaining. The open kitchen is appointed with 42" cabinets, white quartz countertops, and stainless steel GE appliances, while vinyl plank flooring enhances the main living areas with durability and style. A covered lanai provides the perfect space to relax and enjoy Florida living. Designed with interiors inspired by our Milan Collection, this townhome blends chic design and modern finishes—all set within one of Winter Garden’s most desirable communities near shopping, dining, and everyday conveniences.
Listing is courtesy of: ASHTON WOODS FLORIDA REALTY LLC (813-918-4491)
Listing Agent: Reed Williams (813-918-4491)
16330 BRISK BREEZE ALY, WINTER GARDEN, FL 34787
$550,000163 Days on yellowkey MLS ID: G5106012
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
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)
3407 CURRENT AVE, WINTER GARDEN, FL 34787
$650,00057 Days on yellowkey MLS ID: O6400102
REDUCED by $19,000 (2.8%) on 05/27/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3747 Built: 2020Monthly Fee: $152 Tax: $10,520 (2025)Community: Lakeview PreserveSingle Family
Taxes:$10,520
Elementary School: Lost Lake Elem
High School: East Ridge High
Middle School: Windy Hill Middle
Remarks: One or more photo(s) has been virtually staged. Lowest-priced home this size in all of Lakeview Preserve. Read that again. Five bedrooms, four and a half baths, two primary suites, and a three-car split garage behind the gates of a Johns Lake. Built in 2020 and engineered for the way real families actually live. Walk in and the kitchen runs the show: stainless appliances, oversized island, clean sightlines straight through to the family room and dining space. Tucked privately off the family room, the downstairs primary delivers a spacious walk-in and an ensuite bath that earns the word oversized. Cross to the other end of the first floor and a second bedroom with its own ensuite waits, ready for in-laws, grown kids, or guests who overstay their welcome in the best way. Upstairs, three more bedrooms, including a second primary with its own walk-in and ensuite. The other two offer a ton of flexibility and share a guest bath. This is what a true split floor plan looks like when it's done right. Outside your front door, Lakeview Preserve hands you a resort-style pool, fitness center, cabana, playground, splash pad, and a private community dock with kayak launch, all wrapped in conservation. Hamlin Town Center, the 429, AdventHealth Horizon West, and Stoneybrook West Village sit just minutes away. Historic Downtown Winter Garden and the West Orange Trail, about eight miles. Disney, fifteen. Square footage this big, ensuites this many, gated lake access this close to everything, and priced below every comparable home in the community. Homes like this get found fast. Don't be the buyer who saw it second.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Brad Young (407-897-5400)
1158 ORANGE SEASON LN, WINTER GARDEN, FL 34787
$525,00016 Days on yellowkey MLS ID: O6402123
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2444 Built: 2017Monthly Fee: $366 Tax: $7,010 (2025)Community: Hickory Hammock Ph 1CTownhouse
Taxes:$7,010
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Located in the gated community of Hickory Hammock, this beautiful corner-unit townhouse offers 3 bedrooms, 2.5 bathrooms, and a spacious upstairs loft perfect for a home office, media room, or flex space. This well-maintained home features stylish upgrades throughout, including wood-look ceramic tile downstairs and engineered hardwood flooring upstairs, along with brand-new paint and carpet for a fresh, move-in-ready feel. The open living areas lead to a screened back porch overlooking a peaceful green park area with no rear or side neighbors, creating a rare sense of privacy and open space. Additional highlights include a 2-car garage, washer and dryer included, whole-home water filtration system, and UV lights installed on the AC unit for enhanced air quality and efficiency. Residents of Hickory Hammock enjoy outstanding resort-style amenities, including a community pool, volleyball courts, and lake access with a private dock perfect for fishing and enjoying the waterfront lifestyle. With its premium corner location, thoughtful upgrades, and exceptional community amenities, this home offers the perfect blend of comfort, convenience, and low-maintenance living in sought-after Winter Garden.
Listing is courtesy of: OAK AVENUE REAL ESTATE LLC (407-720-5000)
Listing Agent: Tracey Mcfadden (321-217-7808)
12731 GROVEHURST AVE, WINTER GARDEN, FL 34787
$599,900129 Days on yellowkey MLS ID: O6379203
REDUCED by $10,000 (1.6%) on 05/27/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3474 Built: 2006Monthly Fee: $111 Tax: $8,378 (2025)Community: Grovehurst A-DSingle Family
Taxes:$8,378
Elementary School: SunRidge Elementary
Remarks: One or more photo(s) has been virtually staged. Ideally located in the heart of Winter Garden, this home offers 3,474 sq. ft. of living space and exceptional walkability just steps from Winter Garden Village’s shopping, dining, and everyday conveniences. Recent updates include new carpet and fresh interior and exterior paint. The flexible floor plan features five bedrooms, three full bathrooms, and a kitchen with 42-inch upper cabinets, granite countertops, and an open layout to the family room with a large eat-in area. Stone Crest community amenities include a clubhouse, pool, tennis/pickleball courts, playground, and a scenic walking trail around a tranquil pond. With close proximity to AdventHealth, major highways, historic downtown Winter Garden, the West Orange Trail, and top-rated schools, this property provides excellent convenience and connectivity.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)
Listing Agent: Joseph Doher (407-203-0007)
849 SHADOWMOSS DR, WINTER GARDEN, FL 34787
$745,00047 Days on yellowkey MLS ID: O6402463
REDUCED by $5,000 (0.7%) on 05/17/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2620 Built: 2003Monthly Fee: $64 Tax: $5,153 (2025)Community: Westfield 03 Ph-B A-MSingle Family
Taxes:$5,153
Elementary School: Lake Whitney Elem
Remarks: Prime Winter Garden Location | Westfield Lakes Welcome to this lovely 5-bedroom, 3-bathroom single-family home in the highly sought-after Westfield Lakes community. With strong curb appeal and a well-maintained interior/exterior, this residence stands out the moment you arrive. Recent updates make ownership effortless: roof and gutters (2021), full exterior paint (2021), interior paint (2025), HVAC system (2021), and water heater (2020). Inside, you’ll love the generous open-concept living areas featuring a spacious family room flowing into the kitchen, plus a separate living and dining room perfect for entertaining. The kitchen shines with stainless steel appliances, generous 42” wood cabinetry, a large walk-in pantry, and a sunny breakfast nook. The oversized primary suite is a true retreat, complete with space for a sitting area and direct access to the screened lanai. Its ensuite bath offers a split vanity, jetted tub, and separate shower. A second bedroom includes its own private bath, while bedrooms three and four sit conveniently near the kitchen and share a full bath. The fifth bedroom currently serves as a home office with built-in cabinetry. This room can easily transition into a bedroom and has a built-in closet. The screened lanai provides a private space to relax as there are no rear neighbors! Additional highlights include a 3-car garage and ample room for parking and storage. Westfield Lakes residents enjoy fantastic amenities: two playgrounds, tennis and pickleball courts, and two community fishing docks on Lake Beulah. Families appreciate that students can walk to West Orange High School. Conveniently located minutes from Highway 50, SR 408, SR 429, the Florida Turnpike, Historic Winter Garden, Winter Garden Village, the Aquatic Center, YMCA, and all major Orlando attractions.
Listing is courtesy of: XCELLENCE (866-595-6025)
Listing Agent: Layali Salem (407-274-7964)
7542 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787
$610,00016 Days on yellowkey MLS ID: O6411397
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2638 Built: 2018Monthly Fee: $157 Tax: $7,469 (2025)Community: Panther View 40Single Family
Taxes:$7,469
Elementary School: Panther Lake Elementary
Middle School: Hamlin Middle
Remarks: Nestled in the sought-after Innovation at Panther View community of Horizon West, this 5-bedroom, two-story home delivers the space, style, and flexibility today's buyers are looking for, with solar and a Tesla EV charger already in place to keep your monthly energy costs working in your favor. Step inside to rich wood-look tile flooring that flows throughout the entire first floor, setting a warm yet sophisticated tone. The heart of the home is a show-stopping gourmet kitchen featuring white shaker cabinets, quartz countertops, a dramatic shiplap island with seating for four, subway tile backsplash, stainless appliances, and statement black pendant lighting. It opens seamlessly to the dining area and living spaces, making it a true chef's dream and the natural gathering point of the home. A formal sitting room with beadboard wainscoting and a gorgeous chandelier adds an elegant touch perfect for entertaining. This home gives you more than just 5 bedrooms. A flexible den on the first floor works beautifully as a home office, a study, or a playroom, and the first-floor guest bedroom is ideal for multigenerational living or visiting family. Upstairs, a spacious loft with custom board-and-batten accent walls offers a true second living space, perfect as a media room, kids' hangout, or upstairs lounge. Retreat to the grand primary suite with a tray ceiling, custom wainscoting wall, and a en-suite bath complete with a garden soaking tub, dual vanities, and a walk-in glass shower. Three additional bedrooms with thoughtful character round out the upper level. Step outside to the screened lanai and enjoy easy, low-maintenance Florida living year-round. Innovation at Panther View is a boutique 152-home community wrapped by the Panther Lake golf course, with amenities including a playground, dog park, outdoor amphitheater, covered BBQ pavilion, and walking trails. Just minutes from SR-429, Hamlin Town Center, top-rated Orange County schools, and Walt Disney World, with the new Horizon West Regional Park.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Sheri Morrison (407-476-4424)
15047 GAULBERRY RUN, WINTER GARDEN, FL 34787
$1,525,00028 Days on yellowkey MLS ID: O6408283
1 Days Off yellowkey (back on 5/31/2026)
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4964 Built: 2013Monthly Fee: $198 Tax: $10,739 (2026)Community: Signature Lks-Pcl 01D Ph 02Single Family
Taxes:$10,739
Elementary School: Independence Elementary
Tax Year: 2026
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. This is the one you’ve been waiting for! Tucked away on a peaceful cul-de-sac and situated on an expansive half-acre corner lot, this stunning Horizon West home, in the highly sought-after community of Independence, offers exceptional curb appeal, privacy and luxury living at every turn. Inside, experience soaring, double-height ceilings and an abundance of natural light that fills the spacious, open-concept living area. The thoughtfully designed floor plan features a private office, a formal dining room and an oversized main living space with incredible two-story ceilings and breathtaking views of the resort-style pool and outdoor entertaining areas. At the heart of the home is the chef’s kitchen, complete with extensive cabinetry and storage, a large center island and top-of-the-line stainless steel appliances, perfectly designed for both everyday living and entertaining. The spacious owner’s suite is a true retreat, featuring custom walk-in closets and a spa-inspired bath designed for relaxation. An additional main-level living space offers incredible flexibility and can easily serve as a private guest retreat or multigenerational living suite. Upstairs, entertainment takes center stage with a spacious bonus and playroom, an included pool table and an impressive, dedicated private home theater, featuring luxury powered seating for eight with a built-in projector and amazing quality in-wall surround sound for the ultimate movie-night experience. Outside, enjoy your private backyard oasis. The inviting and refreshing oversized pool showcases a stone wall spillover water feature and Baja sun shelf, all surrounded by lush landscaping for added privacy. The expansive lanai offers two separate seating areas, plus a natural gas fire pit and outdoor kitchen, creating the perfect setting for family fun and entertaining. Beyond the pool area, you’ll find more than 2,000 square feet of private, fenced backyard space with lush grass, shaded by mature trees, ideal for play, pets or relaxing outdoors. Additional upgrades include an oversized, three-car garage plus workspace, a dependable, powerful 20-kilowatt-hour Kohler whole-house generator, two tankless water heaters, a newly-upgraded HVAC and pool equipment and newer pool solar panels, all offering added efficiency and peace of mind. In a community known for its beautiful lake views, incredible scenery and abundant natural wildlife, this home also offers nightly views of Disney fireworks, spectacular sunsets over Lake Hancock and unforgettable rocket launches, all from inside and around this beautiful home. Experience this incredible home in the ideal location for yourself, and discover luxury living at its finest.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Lynda Miller (407-620-2924)
2120 GOPHER TORTOISE TER, WINTER GARDEN, FL 34787
$379,90014 Days on yellowkey MLS ID: O6412229
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1620 Built: 2020Monthly Fee: $425 Tax: $4,146 (2025)Community: Longleaf/Oakland RepTownhouse
Taxes:$4,146
Remarks: Located in the heart of Oakland, Florida, 2120 Gopher Tortoise Terrace offers the perfect blend of modern comfort, thoughtful upgrades, and an exceptional location surrounded by nature and convenience. This beautifully cared for 3 bedroom, 2.5 bathroom townhome also presents a rare opportunity for qualified buyers to potentially assume the seller’s attractive 2.75% mortgage rate, subject to lender approval, creating the possibility for substantial savings compared to current market rates. Inside, the home welcomes you with an airy open-concept design filled with natural light and stylish laminate flooring that carries throughout the main living spaces. The spacious layout connects the living, dining, and kitchen areas seamlessly, creating an ideal setup for both everyday living and entertaining guests. The kitchen has been designed with both function and style in mind, featuring granite countertops, stainless steel appliances, a large center island with seating, and a modern tile backsplash that adds a clean, upscale touch. Several custom improvements throughout the home elevate the overall experience, including upgraded pantry organization, custom shelving in the laundry room with a built-in drying pole, and professionally designed closet systems for enhanced storage and convenience. Upstairs, the primary suite serves as a relaxing private retreat, complete with a custom walk-in closet and an upgraded en-suite bathroom featuring raised countertops and a frameless glass shower. The additional bedrooms offer flexibility for family, visitors, or a dedicated home office space. Outside, the private paved courtyard creates a peaceful setting for morning coffee, outdoor dining, or relaxing evenings with friends and family. The surrounding location is one of the home’s standout features. Positioned directly across from the West Orange Trail, residents enjoy immediate access to miles of scenic walking, running, and biking paths. Just nearby, the Oakland Nature Preserve provides beautiful natural surroundings, wildlife, and additional trails to explore. The home is also conveniently close to Downtown Winter Garden, a highly sought-after destination known for its award-winning farmers market, local restaurants, boutique shopping, and year-round events that create a true sense of community. Combining a prime location, quality upgrades, and a welcoming layout, this home delivers an exceptional lifestyle opportunity in one of Central Florida’s most desirable areas.
Listing is courtesy of: THE AGENCY FL (407-335-4119)
Listing Agent: Andy Neal (407-619-3517)
2478 PRAIRIE VIEW DR, WINTER GARDEN, FL 34787
$499,90053 Days on yellowkey MLS ID: O6400594
1 Days Off yellowkey (back on 5/30/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2766 Built: 2002Monthly Fee: $90 Tax: $8,172 (2025)Community: Wintermere Pointe Ph 02 46/141Spa: NoSingle Family
Taxes:$8,172
Remarks: Under contract-accepting backup offers. Stunning four-bedroom, three-bathroom home in the highly sought-after Wintermere Pointe community, complete with a spacious three-car garage. Upon entry, you are welcomed by a bright, open-concept floor plan. The formal dining room at the front of the home flows seamlessly into the main living area, which features direct access to a large covered back porch—perfect for indoor-outdoor living. The chef-inspired kitchen is a true standout. The primary suite serves as a private retreat, featuring an ensuite bathroom with dual sinks, a garden tub, and a separate standing shower. This property is ideally situated just minutes from local schools, parks, and major highway access, putting daily conveniences and entertainment options right at your fingertips. Schedule your showings today!
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
13014 AUBREY LN, WINTER GARDEN, FL 34787
$750,00024 Days on yellowkey MLS ID: O6409159
0 Days Off yellowkey (back on 5/24/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3542 Built: 2006Monthly Fee: $133 Tax: $11,483 (2025)Community: FoxcrestSingle Family
Taxes:$11,483
Remarks: This stunning 5-bedroom, 4-bathroom home with a 3-car garage is located in a quiet water front position in Winter Garden’s highly desirable Foxcrest community. From the moment you walk in, you’ll appreciate the expansive open layout, designed for both relaxed living and effortless entertaining. Beautiful tile floors flow throughout the main living areas, complemented by a spacious formal dining room and a dedicated office, providing just the right amount of privacy for remote work or study. The kitchen is the perfect gathering space, featuring a rare double island configuration that offers one side for meal prep and the other for gathering with family or guests. It includes an electric cooktop, microwave, dishwasher, refrigerator, and 42-inch cabinetry. French doors lead to an enclosed screened patio with views over the pond beyond, the perfect place to unwind. The primary suite is located on the first floor and features an en-suite bathroom with dual vanities, a soaking tub, and a separate walk-in shower. Three additional bedrooms and two full bathrooms are also on the main level, offering comfort and functionality for family or guests. Upstairs, a spacious bonus living area, ideal for a games or movie room, a large bedroom, and a full bathroom create the perfect setup for a guest suite, or multi-generational living. A brand new roof is an added bonus. Foxcrest offers a community pool, tennis courts, and a playground too. The location is ideal, just minutes from Winter Garden Village, a short drive to downtown Winter Garden, and with quick access to the 429 for easy commuting.
15098 WINDFLOWER ALY, WINTER GARDEN, FL 34787
$355,000100 Days on yellowkey MLS ID: O6386823
REDUCED by $5,000 (1.4%) on 05/25/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1276 Built: 2024Monthly Fee: $200 Tax: $5,492 (2025)Community: Osprey Ranch - Phase 1Townhouse
Taxes:$5,492
Remarks: Welcome to Osprey Ranch, where modern design, LOW MAINTENANCE LIVING and an unbeatable Winter Garden location come together in this LIKE NEW ~ 2024 BUILT townhome that feels fresh, stylish and completely MOVE IN READY! With a TANKLESS WATER HEATER, thoughtful UPGRADES and one of only three units in the entire community with this unique layout, this home offers a rare opportunity in one of the area’s most desirable newer communities. Step inside to discover a light, bright, OPEN CONCEPT living, dining and kitchen designed for everyday comfort and easy entertaining. TILE FLOORS run throughout the main level, creating a clean, modern look, while large windows bring in natural light and offer pleasant green space views out front. The on-trend kitchen is the heart of the home, featuring STAINLESS STEEL APPLIANCES, abundant cabinet and counter space, pantry storage and a seamless connection to the dining area, where an upgraded light fixture adds a stylish focal point. Just off the kitchen you will find a convenient laundry room and a half bath on the main floor, making daily living effortless. Upstairs, the SPLIT BEDROOM layout provides privacy and spaciousness, with large bedrooms that feel comfortable and inviting. The PRIMARY SUITE sits at the front of the home, offering a WALK-IN CLOSET and private en-suite bath, while the second bedroom is situated at the back with access to the second full bath, ideal for guests, family or a home office. Outside, enjoy charming curb appeal with a large COVERED FRONT PORCH and a paver driveway leading to a rear-facing one-car garage with alley access, providing both convenient parking and additional storage. Life in Osprey Ranch means enjoying an AMENITY-RICH COMMUNITY with a resort-style pool, covered pavilion, tot lot, dedicated dog park and scenic hiking and biking trails – perfect for getting outside and connecting with neighbors. The location just off Avalon Road with easy access to the 429, puts you just minutes from shopping, dining, resort areas and Orlando’s world-famous theme parks. This home is zoned for TOP-RATED SCHOOLS, including Horizon High School. Whether you are looking for a full-time primary residence, a low-maintenance Florida lifestyle, or the perfect home base for Disney adventures, this modern Winter Garden townhome delivers style, comfort and convenience all in one exceptional package. Call today to schedule your tour!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
17588 LAKE STAR RD, WINTER GARDEN, FL 34787
$1,185,00093 Days on yellowkey MLS ID: O6387269
REDUCED by $10,000 (0.8%) on 04/25/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4026 Built: 2024Monthly Fee: $84 Tax: $3,806 (2024)Community: Northlake At OvationSingle Family
Taxes:$3,806
Remarks: Step into better-than-new living with this beautifully upgraded home that rival's today's new construction--without the wait. This exceptional five-bedroom, four-bathroom home situated on Lake Star located in the highly desirable Horizon West area. The inviting entryway leads to a spacious, bright, and open-concept layout filled with abundant natural light and wood look plank tile flooring on the lower level. This Ashton Woods "Superior" floor plan has been upgraded to include a downstairs 5th Bedroom/In-law suite. The gourmet kitchen features a neutral color palette, sleek quartz countertops, lots of cabinet storage, under cabinet lighting, a white farmhouse apron front single bowl sink, modern appliances, including a stainless-steel wall-mounted vent hood, smooth surface cooktop, built-in oven and microwave complemented by a tile backsplash. An open-concept design seamlessly connects the kitchen to the expansive family room, providing an ideal space for entertaining. The first-floor primary bedroom suite offers a tray ceiling and a luxurious bath featuring double vanities, garden tub and a walk in glass framed shower with multiple headed jets. Three additional well-appointed bedrooms upstairs provide ample space for family and guests. The home also features a formal dining room, a den, and a spacious game room, offering versatile living options. A beautiful, stained oak staircase with open stair rails. Elegant finishes, including plantation shutters on all the windows and neutral tones create a timeless aesthetic throughout the residence. Outdoors, the property boasts a well-maintained exterior, and a paver driveway leading to the two-car garage. The spacious lot includes a covered lanai with plumbing already in place to create a summer kitchen of your dreams, and a scenic lakefront view, providing a peaceful and tranquil setting. The community amenities include a clubhouse, a pool, a dog walk park, and a playground, offering convenient recreational opportunities. Conveniently located near shopping, dining, top-rated schools and world-famous Orlando attractions, including Disney parks, Downtown Winter Garden and 40 minutes to the Orlando International Airport. This home is also within minutes of Florida's Western Beltway 429, providing easy access to the area's major thoroughfares. Why wait months for new construction when you can have it all--right now?
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Dee Lund (407-925-7781)
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