Location: Winter Garden
Keyword(s): West Orange High
Keyword(s) High School: West Orange High
Do Not Show Listings
156 STANTON ESTATES CIR, WINTER GARDEN, FL 34787
$1,149,950111 Days on yellowkey MLS ID: O6384801
REDUCED by $50,050 (4.2%) on 06/03/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3170 Built: 2018Monthly Fee: $188 Tax: $7,979 (2024)Community: Stanton EstatesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,979
Elementary School: Dillard Street Elem
High School: West Orange High
Tax Year: 2024
Middle School: Lakeview Middle
Remarks: **We've just introduced a significant price reduction, creating an exceptional opportunity for new owners. ** **Welcome to Golf Cart Life in Historic Downtown Winter Garden** Nestled within Stanton Estates — an exclusive enclave of just 45 luxury homes — this contemporary masterpiece places you in the heart of **Winter Garden’s vibrant Golf Cart District**, where every day feels like a getaway. Built in 2018, this one-story multigenerational estate offers 3,170 sq ft of refined living on a nearly 1/3-acre lot, just a quick golf cart ride from **Plant Street’s award-winning restaurants, live music, boutique shops, the famous Saturday Farmer’s Market, the Crooked Can Brewery, and the scenic West Orange Trail**. Take a look at Virtual Tour Link 2 to see all the exciting and fun things available to you in the downtown and historic area of Winter Garden. Inside, soaring 12-ft ceilings and natural light flow through an open, flexible layout with four bedrooms, four full baths, and a private office. The gourmet kitchen anchors the home with solid wood cabinetry, quartz countertops, an oversized island, walk-in pantry, and a full suite of KitchenAid Professional appliances with natural gas. The primary suite features a recessed ceiling, expansive custom walk-in closet, and a spa-inspired bath. Fully retractable sliders open to a covered lanai surrounded by mature, professionally designed landscaping and privacy fencing — your own private Florida retreat after a day of exploring downtown. Premium upgrades include smart-home technology, motorized shades, whole-home water filtration, 8-ft solid core doors, custom cabinetry, a three-car tandem garage with brick paver driveway, and a brand-new tankless gas water heater (2025). Just minutes from Disney, Universal, and SeaWorld, with seamless access to SR-429, the Turnpike, and 408, this address blends luxury living with the unbeatable charm and excitement of Downtown Winter Garden. Opportunities like this in Stanton Estates are rare. **Welcome to the lifestyle everyone wants**
Listing is courtesy of: FATHOM REALTY FL LLC (888-455-6040)
Listing Agent: Joe Thomas, Jr (813-724-1922)
16161 BARKLY RIDGE CT, WINTER GARDEN, FL 34787
$1,690,00055 Days on yellowkey MLS ID: O6402785
REDUCED by $110,000 (6.1%) on 06/03/2026
Bed: 6 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5284 Built: 2024Monthly Fee: $225 Tax: $2,826 (2025)Community: Avalon RdgSpa: NoSingle Family
Taxes:$2,826
Elementary School: Hamlin Elementary
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: Sunset Lake Views | Luxury Upgrades | Move in Ready | Positioned on a Cul-de-Sac homesite with unobstructed views of Lake Avalon, this six-bedroom residence offers a functional two-level layout. Built in 2024 and enhanced with extensive owner improvements completed after purchase. The main floor supports single-level living with a primary suite, guest bedroom with en-suite bathroom, study, and an extensively upgraded kitchen and butler’s pantry featuring an oversized 10’ x 7’ island, quartz countertops, stacked cabinetry, dual Bosch dishwashers, Thermador microwave, and Samsung appliances. New luxury vinyl flooring extends throughout the first level, complemented by 12-foot ceilings. The primary suite features tray ceilings, automatic blinds, a large walk-in closet, and a remodeled bath with floor to ceiling tile and seamless glass shower. Upstairs includes a 33x22 loft, media room, four additional bedrooms, climate-controlled storage, and a balcony with elevated lake views. Other recent updates include interior paint, lighting, and gutters. Community amenities include a recreation area and walking trails, with convenient access to the 429, downtown Orlando, Walt Disney World, and top-rated schools.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Renee Funk (407-559-8596)
2640 GROVE VIEW DR, WINTER GARDEN, FL 34787
$784,90061 Days on yellowkey MLS ID: O6401215
REDUCED by $5,000 (0.6%) on 05/31/2026
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
Elementary School: Lake Whitney Elem
Middle School: SunRidge Middle
Remarks: One or more photo(s) has been virtually staged. 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)
46 W VINING ST, WINTER GARDEN, FL 34787
$549,90037 Days on yellowkey MLS ID: O6408720
REDUCED by $20,000 (3.5%) on 06/03/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1273 Built: 1938 Tax: $6,287 (2025)Community: Ellman ParkSingle Family
Taxes:$6,287
Remarks: Along a charming brick street in one of the desirable areas of southwest Orange County, this beautifully updated 1938 cottage-style home offers a blend of historic character and modern convenience in the heart of downtown Winter Garden. On an oversized, fully fenced corner lot within the sought-after golf cart district, this rare gem is just blocks from historic Plant Street, the famed Plant Street Market, weekend farmers market, premier dining, shopping, entertainment and scenic West Orange Trail. This inviting three-bedroom, two-bath home features 1,273 square feet of thoughtfully updated living space with stylish laminate and ceramic tile flooring throughout, blending timeless charm with modern finishes. Inside, you'll find a functional layout with inside laundry, a warm and welcoming atmosphere, and a newer air-conditioning system for added peace of mind. Enjoy quiet mornings or relaxing evenings from the desired front and rear porches overlooking the fully fenced yard, ideal for entertaining, pets or simply enjoying the Florida lifestyle. The oversized double carport and extended driveway provide abundant parking, while the exterior storage room within the carport offers exceptional flexibility for hobbies, tools, golf cart accessories or additional storage needs. Homes with this level of charm, character and accessibility rarely become available in downtown Winter Garden. Combining an unbeatable location, oversized corner lot and the convenience of golf cart living just near everything Plant Street has to offer, this is a special opportunity to own a piece of one of Central Florida's beloved historic communities.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-480-5014)
Listing Agent: Michael Mitchell, Jr (352-768-1712)
338 WINDFORD CT, WINTER GARDEN, FL 34787
$330,00022 Days on yellowkey MLS ID: O6413058
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1050 Built: 1996Monthly Fee: $40 Tax: $2,089 (2025)Community: Park Ave EstatesSingle Family
Taxes:$2,089
Elementary School: SunRidge Elementary
Remarks: Discover this move-in ready 3-bedroom, 2-bathroom CBS construction home in Winter Garden, FL, nestled in the highly sought-after Park Avenue Estates community. Just minutes from downtown Winter Garden, award-winning dining, shopping, and the popular farmers market, this home offers the perfect mix of charm and convenience. Featuring a newer roof, a low HOA, and access to a community pool, you’ll enjoy a relaxed lifestyle in one of Central Florida’s most vibrant neighborhoods. The nearby West Orange Trail is perfect for biking, morning runs, or evening strolls surrounded by Florida’s natural beauty. This move-in ready home places you close to everything, from boutiques and restaurants to top-rated Winter Garden schools. Whether you’re enjoying local amenities or simply relaxing at home, this property provides the ideal opportunity to experience the best of Winter Garden living.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Christian Dyas (407-375-7368)
13750 DANIELS LANDING CIR, WINTER GARDEN, FL 34787
$310,500104 Days on yellowkey MLS ID: O6390396
4 Days Off yellowkey (back on 6/3/2026)
REDUCED by $9,000 (2.8%) on 04/30/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1293 Built: 2005Monthly Fee: $320 Tax: $3,091 (2025)Community: Daniels Landing A-JTownhouse
Taxes:$3,091
Remarks: Under contract-accepting backup offers. Don't Miss This Rare End Unit Opportunity in Sought After Daniels Landing! This spacious Bermuda Model Townhome, is the largest 2-bedroom floor plan in the highly desirable gated community of Daniels Landing. This unit is directly located across from the clubhouse and recreation building. It is a beautifully updated end unit that offers abundant natural light thanks to additional windows and features updated luxury vinyl flooring throughout all levels, creating a bright and modern living space. The spacious kitchen includes all new appliances, 42" cabinets and Silestone counters. The kitchen features a cozy breakfast nook that opens to a lovely private fenced brick paver courtyard perfect for relaxing or entertaining. Just beyond the courtyard is a detached oversized 1.5 car garage with automatic opener, attic storage, rear alley access, and additional guest parking. Upstairs, the primary suite features a private en-suite bath and two closets, including a large walk-in, while the second bedroom and full bath provide comfortable space for guests, family, or a home office. Additional highlights include a downstairs laundry room with washer and dryer, beautifully updated powder room, updated lighting, new roof (2025), fresh interior and exterior paint. Enjoy low HOA fees that cover exterior maintenance, roof replacement, landscaping, basic cable, high speed internet, and security monitoring - making this an excellent option for low maintenance primary living or investment potential. Residents of Daniels Landing enjoy resort style amenities, including gated entry, a sparkling community pool, clubhouse with fitness center, recreation facility, walking trails, and playground. Ideally located just minutes from Winter Garden Village, AdventHealth, and Downtown Winter Garden’s shops and restaurants, with quick access to SR-429, SR-408, and I-4. Plus, you’re conveniently close to Disney’s back gate, making this an ideal location for cast members and area professionals. Don’t Miss This Exceptional Opportunity - Schedule Your Private Showing Today! Won't Last Long - A Must See.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Gabriel Arroyo (516-661-0075)
17549 SEIDNER RD, WINTER GARDEN, FL 34787
$950,00088 Days on yellowkey MLS ID: O6392430
1 Days Off yellowkey (back on 4/18/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2130 Built: 1985Monthly Fee: $3 Tax: $3,947 (2025)Community: Lake Avalon HeightsSingle Family
Taxes:$3,947
Remarks: Under contract-accepting backup offers. Welcome to 17549 Seidner, a remarkable lakefront property that invites you to experience the enchanting lifestyle of Winter Garden, Florida. Set against a backdrop of majestic oak trees, this sprawling 3-acre haven rests on the stunning south shore of the pristine Lake Avalon. Here, the beauty of nature thrives, offering a tranquil escape where the gentle sounds of water lapping against the shore harmonize with the vibrant chorus of local wildlife. Lake Avalon, a private 184-acre freshwater lake, is celebrated as one of Central Florida's top ten lakes, perfect for fishing, water sports, and leisurely summers spent soaking in the sun. Nestled within the esteemed Avalon Rural Settlement, this property ensures that its serene, rural character remains preserved for generations to come. The existing 2,130-square-foot home provides a cozy yet spacious retreat, featuring three bedrooms and two and a half bathrooms. The thoughtfully designed split floor plan places the primary ensuite on one side of the home, complete with an inviting sitting area that grants stunning views of the lake. The kitchen, with its charming eat-in area, offers a picturesque glimpse of the expansive oaks that surround you. Step outside onto the oversized back porch to witness the breathtaking sunsets and beautiful lakefront view. On chilly nights, retreat into the lake-facing living room, where a cozy fire awaits to warm your soul. The property also boasts a large workshop equipped with electricity and water, perfect for a boat house, workshop, or extra garage space. You have the option to renovate this lake life retreat or build your dream lake front home. Immerse yourself in the exquisite flora and fauna that adorn this outdoor oasis, where sandhill cranes, wild rabbits, and a plethora of birds call home. With lovingly cultivated native plants and a cherished pond in the backyard, every day feels like a retreat into nature's embrace. This is not just a home; it’s an opportunity to live the lake life you’ve always dreamed of.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Brenda Feliciani (407-405-0931)
1325 FETTLER WAY, WINTER GARDEN, FL 34787
$279,90075 Days on yellowkey MLS ID: O6393936
0 Days Off yellowkey (back on 6/2/2026)
REDUCED by $10,000 (3.4%) on 05/04/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1440 Built: 2004Monthly Fee: $61 Tax: $3,653 (2025)Community: Westside Twnhms-Ph 05 A B & CTownhouse
Taxes:$3,653
Remarks: Under contract-accepting backup offers. RENOVATED 3 Bed/2 bath PRIMARY SUITE DOWNSTAIRS, PRIVATE FENCED YARD, AND LOW HOA — ideal for low maintenance living in sought after WINTER GARDEN - near 429 & WINTER GARDEN VILLAGE *** Welcome to 1325 Fettler Way, a beautifully updated 3-bedroom, 2-bathroom townhome offering approximately 1,464 sq ft of thoughtfully designed living space with a rare PRIMARY SUITE ON FIRST FLOOR—perfect for buyers seeking convenience, flexibility, and modern comfort in one of Winter Garden’s most desirable locations. *** This move-in-ready home features a clean, modern design with NEW LUXURY VINYL plank flooring (2022), FRESH modern interior PAINT, updated light fixtures, and 5-inch baseboards that elevate the entire space. *** FURNITURE CAN BE INCLUDED*** The OPEN-CONCEPT living and dining area flows seamlessly into the kitchen, complete with a GAS STOVE, FARMHOUSE sink, pull-down faucet, and ample workspace—ideal for cooking, entertaining, and everyday living.***Designed for both comfort and functionality, the home includes SPACIOUS bedrooms with WALK-IN CLOSETS, an UPSTAIRS interior LAUNDRY room, and UV light AIR PURIFICATION system for enhanced air quality and efficiency. Major updates include a NEW ROOF (2024) and well-maintained systems, offering peace of mind for years to come.***Step outside to your LARGE ENCLOSED PATIO and private FENCED YARD, creating the perfect outdoor space for pets, gardening, relaxing, or entertaining. With two dedicated parking spaces that can accommodate up to FOUR vehicles , this property offers flexibility rarely found in townhome living. This home is ideal for a variety of buyers—perfect for first-time homebuyers, downsizers, or those seeking low-maintenance living with a primary bedroom downstairs. It’s also a great fit for seasonal residents or anyone looking for a lock-and-leave lifestyle with minimal upkeep and strong location value.***Located JUST MINUTES from SR-429 and SR-408, commuting is effortless with quick access to West Orlando, major employment centers, and Disney-area attractions. Enjoy being close to WINTER GARDEN VILLAGE at Fowler Groves for shopping, dining, and entertainment, as well as the charm of HISTORIC DOWNTOWN WINTER GARDEN, known for its farmers market, local boutiques, restaurants, and access to the WEST ORANGE TRAIL for biking and outdoor recreation.***With LOW HOA and NO CDD, modern upgrades, and a highly functional layout, this is a rare opportunity to own a move-in-ready townhome in a prime Winter Garden location.*** Schedule your private showing today and experience the lifestyle this home has to offer—Live here. Bloom here.
Listing is courtesy of: LOTUS DOOR REALTY (407-904-5231)
Listing Agent: Jennifer De Vivo (407-921-1310)
744 LAKE BRIM DR, WINTER GARDEN, FL 34787
$949,000106 Days on yellowkey MLS ID: O6388775
1 Days Off yellowkey (back on 5/26/2026)
REDUCED by $20,000 (2.1%) on 05/22/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2667 Built: 2016Monthly Fee: $208 Tax: $9,275 (2025)Community: Oakland ParkSingle Family
Taxes:$9,275
Elementary School: Tildenville Elem
Remarks: Under contract-accepting backup offers. Perfectly positioned fronting one of Oakland Park’s picturesque green spaces, this exceptional home offers a rare opportunity to enjoy PARK-SIDE living in one of Winter Garden’s most celebrated communities. Oakland Park, a PARADE of HOMES award-winning neighborhood, is admired for its timeless architecture & inviting outdoor spaces that create a true sense of community. This beautifully designed Seaside floorplan blends classic charm with modern livability, offering 4 bedrooms, 3.5 baths, a STUDY, dining area, spacious loft, oversized garage, & FENCED yard. The primary suite is conveniently located on the main level, creating a peaceful retreat complete with a generous walk-in closet, a separate linen closet, & direct access to the laundry room, which has been enhanced with custom cabinetry for optimal storage & organization. Upstairs, the loft provides a versatile secondary living area—ideal for a media room or play space—accompanied by three additional bedrooms & two full baths, including one private en-suite. At the center of the home, the expansive kitchen is designed for both everyday living & effortless entertaining, enhanced with under cabinet lighting & tile backsplash. Abundant cabinetry & extensive counter space provide exceptional functionality, while the large island offers ample seating, making it the natural gathering place for family & guests alike. The adjoining dining area is equally impressive, featuring a dedicated buffet—perfect for hosting celebrations, holidays, or casual dinners. The home showcases rich WOOD flooring throughout the main living areas, adding warmth and sophistication, while soft carpeting in the bedrooms enhances comfort & tranquility. One of the home’s most captivating features is the inviting wraparound front porch, where French doors open to sweeping views of the beautifully maintained park. The home’s outdoor living continues in the screened rear porch, thoughtfully designed with retractable screens to maximize comfort & flexibility throughout the seasons. Beyond the porch, the backyard has been carefully curated as a private entertainment retreat. A paver patio anchors the space, complemented by a cozy FIRE-PIT, additional seating areas, & an outdoor kitchen featuring a built-in grill, mini fridge, & sink. Pet lovers will appreciate the dedicated dog area finished with low-maintenance artificial turf, creating a convenient & attractive space for four-legged family members. With its prime park-front location, versatile living spaces, & thoughtfully designed indoor-outdoor lifestyle, this home offers an exceptional blend of elegance, comfort, & community. Just a short GOLF CART ride away, you’ll find the charm and vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, connection, & the unmatched charm of Winter Garden living. This golf-cart-approved WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails, including access to the 22 mile long WEST ORANGE TRAIL. Don’t miss this opportunity to live in one of the areas most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Ashley Boyd (321-209-5540)
17058 QUICKSILVER AVE, WINTER GARDEN, FL 34787
$539,000198 Days on yellowkey MLS ID: O6365686
0 Days Off yellowkey (back on 6/1/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2492 Built: 2021Monthly Fee: $215 Tax: $7,682 (2024)Community: Waterside/Johns Lake Ph 2CSingle Family
Taxes:$7,682
Remarks: Public on Zillow / Realtor
Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)
Listing Agent: Saijun Gong (407-775-8533)
1158 ORANGE SEASON LN, WINTER GARDEN, FL 34787
$525,00027 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
Elementary School: None
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)
1209 CASTLEPORT RD, WINTER GARDEN, FL 34787
$659,000102 Days on yellowkey MLS ID: O6390760
REDUCED by $5,900 (0.9%) on 05/29/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2812 Built: 2001Monthly Fee: $243 Tax: $4,030 (2025)Community: Stoneybrook WestSpa: NoSingle Family
Taxes:$4,030
Elementary School: Whispering Oak Elem
Remarks: Welcome to 1209 Castleport Rd — your next chapter in Stoneybrooke West, a gorgeous golf-course community where everyday feels like a getaway. From the moment you arrive you’ll love the manicured fairways, peaceful walking paths, and neighborhood pride that make this community stand out. Step inside and imagine family mornings and movie nights in the bright, open living spaces. This home offers 5 spacious bedrooms and 3 full bathrooms — plenty of room for guests, a home office, or a hobby room. Thoughtful finishes and flexible room spaces make entertaining effortless and daily life comfortable. Location is everything: you’re minutes from theme parks, with fast highway connections for stress-free commutes and weekend escapes, plus easy access to shopping, dining, and services. Whether you’re teeing off on the greens, grabbing dinner nearby, or heading out for a day at the parks, 1209 Castleport Rd combines comfort, convenience, and that warm, community feel you’ve been looking for.
Listing is courtesy of: THE PROPERTY STOP LLC (407-744-5557)
Listing Agent: Angela Magac (407-744-5557)
276 SUMMER PINE ST, WINTER GARDEN, FL 34787
$874,000123 Days on yellowkey MLS ID: O6384565
REDUCED by $1,000 (0.1%) on 05/28/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3147 Built: 2025Monthly Fee: $240 Tax: $1,914 (2024)Community: Winter GroveSpa: NoSingle Family
Taxes:$1,914
Remarks: QUICK MOVE IN!!! NEWLY BUILT Highly Desirable Community and Location!! Welcome to Winter Grove in the charming city of Winter Garden. Located 1 mile from Winter Garden Village and 3 miles from Historic Downtown Winter Garden. This Gated New Community features single-family homes on large homesites without a CDD. Step into the Coral Grand by Pulte Homes, where Luxury and Convenience seamlessly combine to create a Truly Elevated Living Experience. This Remarkable 4-Bedroom 3-Bathroom 1-Flex Room Home, Offers an Oversized Driveway and Corner Lot. The Chef-Inspired Kitchen Features Upgraded Dana White Cabinetry (Soft Close), Oversized Quarts Countertops, Undercabinet Lighting, and Whirlpool Stainless Steel Appliances with Exhaust Fan Exterior, Making Cooking a True Pleasure. The Kitchen seamlessly connects to the Café and Extended Gathering room, where a Sliding Glass Door opens to the Covered Lanai, Enhancing the flow of Indoor-Outdoor Living. The Loft area provides the perfect space to unwind, with two additional bedrooms and one bathroom complete the upper level. This Elegant Home is Equipped with a Smart Nest Thermostat, Smart Google Doorbell, ensuring your home is as connected as it is Beautiful. This home offers the perfect combination of Luxury, Convenience, and Modern Design—an ideal place to live and relax. This Split Floorplan Design of the Home and Laundry Room maximizes Privacy, Useful Space, and Peace. Residents also enjoy all the proximity to Shopping Plazas, Restaurants, Parks, and Entertainment this area is known for. Call NOW and Schedule a tour today!
Listing Agent: Raymond Tong (954-940-1628)
261 ZACHARY WADE ST, WINTER GARDEN, FL 34787
$1,645,000234 Days on yellowkey MLS ID: O6357233
REDUCED by $4,000 (0.2%) on 05/28/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3728 Built: 2005Monthly Fee: $67 Tax: $15,019 (2024)Community: Lakeview ReserveSpa: NoSingle Family
Taxes:$15,019
Remarks: COMPLETELY REMODELED WATERFRONT HOUSE WITH COVERED PRIVATE DOCK AND BOAT LIFT ON THE LAGERST LAKE IN CENTRAL FLORIDA!!! Price can be reduced by $40,000 if the buyer is willing to assume a solar panel loan at 3.49%! Experience the ultimate LAKEFRONT living with this stunning, turnkey home on Lake Apopka in Winter Garden, in the heart of a highly desirable GOLF CART DISTRICT. Boasting over 3,700 sq. ft. of beautifully remodeled living space, this 4-bedroom, 3.5-bathroom residence combines modern luxury with waterfront charm, offering breathtaking sunrise and sunset views every day. Every inch of this home has been meticulously upgraded, creating a move-in-ready oasis with high ceilings, spacious open-concept living, and designer finishes throughout. Gorgeous porcelain tile and hardwood floors flow seamlessly across two stories, complemented by abundant natural light from all-new, upgraded windows. The gourmet kitchen is a chef’s dream, featuring quartz countertops, a large island with built-in cabinetry, stainless steel appliances, a backlit quartz bar, and a modern backsplash. Entertain effortlessly in the expansive dining room and living room, framing incredible LAKE APOPKA VIEWS, GORGEOUS SUNRISES AND BREATHTAKING SUNSETS! The master suite is a serene retreat with two walk-in closets, an oversized Jacuzzi bathroom, and stunning water vistas. Each bedroom boasts lake views, while a second-floor oversized loft offers privacy, a separate bathroom, and noise-reducing flooring—perfect for another master bedroom, home theater or office. A dedicated office/den at the entrance is ideal for remote work or study. Outdoor living is exceptional with two AC-ed and screened patios on the first and second floors, providing panoramic lake views. Boaters will love the expansive deep-water dock with a boat lift and the fun Margaritaville-themed bar. The backyard features a RECENTLY RESURFACED SALTWATER POOL with a new pump, new pool filter, a fully fenced private yard, fruit trees and mature, landscaped greenery creating a private and safe oasis. Additional highlights include NEW WINDOWS, NEW HVAC, new SOLAR PANELS (keeping the monthly ELECTRIC BILL AT $50), smart thermostat, upgraded irrigation and landscaping, a two-car garage with built-in storage and an extensive driveway to park multiple boats or vehicles. Located in a quiet, family-friendly gated community with golf-cart-friendly streets and DIRECT ACCESS to the scenic WEST ORANGE TRAIL. Enjoy Winter Garden’s historic downtown just minutes away, with A-rated schools, shopping, dining, and the famous weekend farmers market. Only 20 minutes to Downtown Orlando and close to Disney, Universal, and major highways without the traffic. There are six highly rated Golf Clubs within a 5-mile radius. This is more than a home—it’s a boater’s and fisherman’s paradise, a lakefront retreat, and a perfect family haven all in one. Don’t miss this rare opportunity to own a completely remodeled luxury waterfront home with unmatched views and lifestyle amenities on Lake Apopka, offering over 30,000 acres of endless water fun!
Listing is courtesy of: KELLER WILLIAMS EAGLE REALTY (305-757-1700)
Listing Agent: Marina Kostic (240-421-6466)
12469 WESTFIELD LAKES CIR, WINTER GARDEN, FL 34787
$1,039,00035 Days on yellowkey MLS ID: O6409038
0 Days Off yellowkey (back on 5/28/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3451 Built: 2004Monthly Fee: $85 Tax: $7,873 (2025)Community: Westfield LakesSpa: YesSingle Family
Taxes:$7,873
Remarks: A rare and distinguished opportunity to own an exquisite lakefront estate in the coveted Westfield Lakes community on serene Lake Beulah. This impeccably maintained 5-bedroom, 4-bath home — plus an upstairs bonus room — offers 3,451 square feet of gracious, light-filled living with sweeping water views from nearly every room. Property features • Signature infinity saltwater pool with electric heater (installed 2015) and travertine pool decking; two covered lanais and dual sliding glass doors create seamless indoor–outdoor entertaining spaces • Expansive master suite with tray ceiling, intimate seating area overlooking the lake, and a newly reimagined master bath (2025) with freestanding soaking tub, luxurious shower and dual vanities • Elegant, balanced floor plan: private master wing opposite the secondary bedrooms; bedrooms 2 and 3 share a Jack-and-Jill bath; bedroom 4 adjoins a pool-access bath; upstairs bonus room includes a full bath; bedroom 5 at the front currently configured as a refined home office • Formal living and dining rooms framed by picturesque lake vistas; bright, open family room flows to the well-appointed kitchen; welcoming stained-glass double entry doors • Beautifully landscaped grounds, brick paver driveway and three-car garage Recent updates and mechanicals • Roof replaced 2017; new A/C units 2021; hot water heater 2023; exterior painting 2023 • Appliances and conveniences updated: stove 2023, refrigerator 2024, garbage disposal 2025 Community & location • Lake Beulah: an 18-acre spring-fed sanctuary where motorized boats are not permitted — prized for exceptional fishing and abundant wildlife • Westfield Lakes amenities include two community docks, tennis court and multiple playgrounds • Premier setting: directly across from West Orange High School and minutes from Winter Garden Village, historic downtown Winter Garden, major attractions and highways Offered optionally furnished for a modest additional investment. This is an elegant, turn-key lakeside residence — a private showing is highly recommended
Listing is courtesy of: CLOCK TOWER REALTY (407-832-7332)
Listing Agent: Mark Hide (407-832-7332)
13542 SUNSET LAKES CIR, WINTER GARDEN, FL 34787
$3,799,00041 Days on yellowkey MLS ID: O6402896
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5450 Built: 2022Monthly Fee: $69 Tax: $25,701 (2025)Community: Sunset LakesSpa: YesSingle Family
Taxes:$25,701
Remarks: A New Standard of Luxury...Welcome to 13542 Sunset Lakes Circle, the 5,450 square foot crown jewel of Sunset Lakes in highly sought after Winter Garden, set on 1.19 acres of pristine spring-fed Lake Roper lake frontage. Boasting the largest homesite in the community, this 2023 Sorenson Construction reimagined modern farmhouse features a no-expense-spared custom whole home renovation, including a new standing-seam metal roof, all-new windows, new enlarged pool, and high-end designer light fixtures throughout. From the moment you arrive, you’re surrounded by sweeping landscapes: a meandering hand-laid paver driveway and motor court, framed by mature canopy oaks and lush tropical gardens. Inside, you’re greeted by an open concept layout that centers around piercing lake views and a main level that unfolds effortlessly. Meticulous attention was given to the world-class chef's kitchen, which includes an oversized island with seating for six, integrated Miele appliances, a coveted pot filler, an artisan tile backsplash, and custom floor-to-ceiling cabinetry adorned with brushed-gold hardware. An open-concept dining and great room, complete with oak flooring, a stone fireplace, built-in cabinetry, and a tongue-and-groove ceiling highlighted by warm wood beams, creates a charming sense of belonging. The first-floor primary suite is its own sanctuary with a dramatic floating bed wall, a tray ceiling with decorative crossbeams, and direct access to the pool and lakeside terrace. The marble-esque spa bath offers a frameless walk-in shower, freestanding soaking tub, dual vanities, and a custom, handcrafted 11x26 walk-in closet. A dedicated and fully equipped exercise room lies behind French doors, with access to a courtyard perfect for outdoor yoga or morning coffee, an elegant powder room, a separate mudroom, and a full laundry. The upper level is built with multi-generational living in mind: three generous en-suite bedrooms, each private and impeccably finished with designer wallpaper touches; a flex room and a dedicated study; an open loft for gathering; and a fifth bedroom/game room, complete with custom-built-in bunk beds. The exterior of the home is unrivaled in the market with expansive zero-edge sliding glass doors dissolving the boundary between interior and exterior, opening to a full, expansive covered summer kitchen complete with built-in grill, dishwasher, beverage cooler, bar seating, and full pool bath. Beyond the motorized retractable screens awaits your elevated resort-caliber pool and spa framing the lake, and a private boat dock complete with electric boat cover and lift providing immediate access to Lake Roper, a world-renowned ski lake. A three-car garage accommodates everything from extended family needs to dedicated collecting. Additional notable features include, built in surround sound, three TV's, remote programmable lighting and European toilets. Ideally situated with effortless access to SR-429, historic Winter Garden, Windermere, Orlando, and the world's most celebrated theme parks, this is truly an address without equal. Schedule your private tour today.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Julie Bettosini, Pa (321-689-9594)
638 ENGLISH LAKE DR, WINTER GARDEN, FL 34787
$949,00034 Days on yellowkey MLS ID: O6409735
1 Days Off yellowkey (back on 5/28/2026)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3708 Built: 2005Monthly Fee: $85 Tax: $6,353 (2025)Community: Westfield LakesSingle Family
Taxes:$6,353
Remarks: Under contract-accepting backup offers. WELCOME HOME to this beautiful move-in ready 5 bedroom, 3.5 bath saltwater POOL home nestled in the sought after Westfield Lakes community! Perfectly blending comfort, style, and the very best of Florida living. From the moment you enter, you’ll appreciate the spacious and thoughtfully designed floorplan featuring a private home office, formal living room, formal dining room, and an expansive main living area enhanced by rich wood flooring and an abundance of natural light throughout. The heart of the home is the stunning gourmet kitchen, complete with granite countertops, 42-inch cabinetry with crown molding, a walk-in pantry, oversized center island, stainless steel appliances, breakfast bar, and plenty of prep space. The kitchen flows seamlessly into the main living area with French doors opening directly to the expansive screened lanai, creating the ultimate indoor outdoor lifestyle. Step outside to your own private outdoor oasis featuring sparkling heated saltwater pool overlooking a tranquil pond and conservation area with no rear neighbors. Upstairs, you’ll find a large loft area and 4 additional bedrooms. The primary suite serves as a true retreat, featuring a tray ceiling, dual walk-in closets, and a ensuite bath complete with dual vanities, soaking tub, and a separate walk-in shower. Enjoy peace of mind with a NEW ROOF (2022) and a fully updated saltwater pool system featuring a new pump, salt cell, and filter housing. Residents of Westfield Lakes enjoy outstanding community amenities including two playgrounds, tennis courts, and fishing docks on scenic Lake Beulah. Conveniently located just minutes from top-rated schools, shopping, dining, major highways, biking and walking trails, and everything that makes Central Florida living so desirable. Schedule your private showing today!
Listing Agent: Morgan Horsley (256-283-8747)
912 LANDRUM DR, WINTER GARDEN, FL 34787
$1,300,00042 Days on yellowkey MLS ID: O6407616
0 Days Off yellowkey (back on 5/26/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2834 Built: 2024Monthly Fee: $208 Tax: $13,517 (2025)Community: Oakland ParkSingle Family
Taxes:$13,517
Remarks: Under contract-accepting backup offers. Welcome to your new dream home! Built by J&J Building and located in one of Central Florida’s most sought-after communities, this stunning 4-bedroom, 3-bath custom home in Oakland Park offers elevated design, thoughtful upgrades, and a lifestyle that blends luxury with everyday convenience. From the manicured front lawn to the spacious covered front porch, every detail creates an unforgettable first impression. Step inside to a breathtaking foyer and staircase landing where custom trim-accented walls, crown molding and designer light fixtures immediately set the tone for the craftsmanship found throughout the home. The open-concept design seamlessly connects the living, dining, and kitchen spaces, creating an effortless flow perfect for entertaining and everyday living. The kitchen is truly a chef’s dream, featuring a large center island, stunning range with a custom-crafted hood, Casablanca white tile backsplash, Fisher & Paykel panel-ready refrigerator, built-in wine bar, abundant storage, and a spacious walk-in pantry. Natural gas service powers both the cook top and tank-less water heater, adding both efficiency and elevated functionality. The dining area makes a bold statement with its designer wallpaper accent wall and striking light fixture, creating a memorable setting for intimate dinners and lively gatherings alike. Just beyond, the living room offers a warm and inviting atmosphere with abundant natural light and a beautiful fireplace with mantle detail. A first-floor bedroom and full bath provide ideal privacy for guests or multi-generational living. Upstairs, additional bedrooms are generously sized with abundant natural light and storage, while the primary suite offers a luxurious private retreat. Crown molding enhances the space, while the oversized custom walk-in closet provides exceptional organization. The spa-inspired en-suite bath features two separate vanities, a stunning freestanding soaking tub, and a spacious walk-in shower designed for ultimate relaxation. Outdoor living is just as impressive. The screened and covered lanai creates the perfect setting for al fresco dining or enjoying Florida’s beautiful weather year-round. Pre-wiring for outdoor speakers extends the entertainment potential, while the fenced backyard offers peace of mind for four legged friends and play. Additional thoughtful upgrades include keyless patio entry, an expanded pavered driveway leading to a detached two-car garage, a Tonal Home Gym in the garage, plus dedicated outlets for both golf cart and EV charging. Life in Oakland Park offers an unmatched lifestyle, with the West Orange Fitness Trail running through the center of the community and downtown Winter Garden’s renowned Plant Street just a short golf cart ride away. Residents enjoy access to two resort-style pools, a clubhouse, parks, walking trails, a dog park, and a full calendar of community events, all with quick access to the Florida Turnpike for effortless commuting. This home puts you in the heart of a thriving community, with everything you could need close by. Don't miss out on this amazing home, schedule your private showing TODAY!!
Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)
Listing Agent: Lenee Magnuson (407-902-4488)
1157 VINSETTA CIR, WINTER GARDEN, FL 34787
$800,00040 Days on yellowkey MLS ID: O6403597
0 Days Off yellowkey (back on 5/24/2026)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3598 Built: 2014Monthly Fee: $112 Tax: $6,599 (2025)Community: Avalon Reserve Village 1Single Family
Taxes:$6,599
Remarks: Under contract-accepting backup offers. Located in the heart of desirable Winter Garden, this beautiful and spacious two-story home in the intimate community of Avalon Reserve offers the perfect blend of location, functionality, and Florida lifestyle living. Ideally situated just 10 minutes from Downtown Historic Winter Garden and its popular Farmers Market, as well as only 10 minutes to Winter Garden Village, you’ll enjoy convenient access to shopping, dining, entertainment, and major roadways including the 429 and Florida Turnpike. Everyday conveniences such as Publix and Walgreens are located right near the entrance to the community, making daily living effortless. This five-bedroom home has been thoughtfully updated and offers an inviting layout with exceptional living space throughout. As you enter the home, you are welcomed by formal living and private office spaces positioned on either side of the foyer, creating flexibility for entertaining, gatherings, or even a private home office setup. Updated LVP wood plank flooring flows throughout the downstairs living areas, adding warmth and durability. The beautifully updated kitchen, remodeled in 2021, features gorgeous white cabinetry, a light complementary backsplash, contrasting island, gas cooking, a spacious everyday dining area, and an oversized island perfect for hosting family and friends. The kitchen opens seamlessly to the expansive two-story gathering room filled with natural light and overlooking the stunning screened pool area through large sliding glass doors. The primary suite is conveniently located on the first floor and offers a spacious retreat complete with a large en-suite bath featuring separate vanities, a garden tub, separate shower, and an oversized walk-in closet. Upstairs, a versatile loft area includes a built-in homework or craft station complete with counter space and upper cabinetry, creating a highly functional flex area for today’s busy lifestyle. Four additional upstairs bedrooms are generously sized with ample storage, and the upstairs features carpet throughout for added comfort. Situated on a corner homesite within this charming 46-home community, the property enjoys a peaceful setting surrounded by a large pond with a beautiful fountain that illuminates at night. The community playground is conveniently located directly across the street, offering easy access to outdoor fun. Additional highlights include a three-car tandem garage with epoxy floors, mounted storage shelving, and a flexible third bay perfect for a workshop, gym, storage, or hobby space. The widened driveway provides additional parking and added convenience for multiple vehicles. Step outside to your private Florida oasis featuring a heated salt-water pool and spa, a large covered lanai ideal for entertaining or relaxing poolside, and still enough green space for pets or play. The pool area is screened in and complete with an outdoor shower. Whether enjoying peaceful evenings by the water or hosting gatherings with family and friends, this backyard perfectly captures the beauty and lifestyle of living in the Sunshine State. Home also has a whole house backup generator inlet for you ready for your own generator. WELCOME HOME!
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: Amy Kidwell Pa (407-848-8042)
12529 DALLINGTON TER, WINTER GARDEN, FL 34787
$869,99065 Days on yellowkey MLS ID: O6400678
REDUCED by $15,000 (1.7%) on 05/12/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3519 Built: 2006Monthly Fee: $130 Tax: $6,735 (2025)Community: Foxcrest A-N & PSpa: YesSingle Family
Taxes:$6,735
Remarks: Welcome to 12529 Dallington Terrace, a beautifully upgraded 5 bedroom, 3.5 bathroom POOL HOME offering over 3,500 square feet of thoughtfully designed living space and the perfect blend of comfort, functionality, and RESORT-STYLE OUTDOOR LIVING in one of Winter Garden’s most desirable locations. From the moment you arrive, the home makes a strong impression with its manicured landscaping and inviting covered entry. Inside, you’re greeted by a bright, open layout featuring an elegant COFFERED TRAY CEILING, neutral finishes, and a well-designed floor plan that includes a PRIVATE OFFICE, FORMAL LIVING ROOM, and FORMAL DINING ROOM—offering both flexibility and defined spaces for entertaining. The heart of the home is the open-concept kitchen, complete with GRANITE COUNTERTOPS, abundant cabinetry, bar seating, and a dedicated DINETTE area, all flowing seamlessly into the main living space. Large sliding glass doors create a true indoor-outdoor connection, filling the home with natural light and opening to the backyard retreat. PLANTATION SHUTTERS throughout add a timeless, upscale touch, while a WHOLE-HOME AND PATIO SPEAKER SYSTEM enhances both everyday living and entertaining. The primary suite offers a spacious and private retreat, while the additional bedrooms are well-sized and thoughtfully positioned for family or guests. Upstairs, a generous LOFT / BONUS ROOM serves as a dedicated ENTERTAINMENT SPACE and is currently set up as a PRIVATE THEATER ROOM—perfect for movie nights, sports, or gaming. Step outside to what truly sets this home apart—a MASSIVE 57’ x 43’ SCREENED-IN OUTDOOR LIVING AREA designed to feel like your own private resort. The custom pool features a HEATED SPA / JACUZZI, built-in SWIM-UP BAR SEATING, decorative FOUNTAIN WATER FEATURES, and a FULL OUTDOOR KITCHEN AND GRILL AREA WITH GAZEBO, creating the ultimate space for hosting and relaxing. FLORIDA GLASS SCREENING along portions of the enclosure provides added PRIVACY while maintaining natural light. Major updates include a NEWER ROOF (July 2022) and HVAC (2020), offering peace of mind for the next owner. Ideally located just minutes from WINTER GARDEN VILLAGE, DOWNTOWN WINTER GARDEN, and PLANT STREET, with easy access to TOP-RATED RESTAURANTS, COFFEE SHOPS, breweries, retail, community events, farmers markets, major highways, and close proximity to DISNEY and A-RATED SCHOOLS, this home offers both convenience and an exceptional lifestyle. The Foxcrest community offers great lifestyle amenities as well, such as the community pool, park/playground, tennis courts, and clubhouse! This property delivers a rare combination of SPACIOUS INTERIOR DESIGN, MULTIPLE ENTERTAINMENT AREAS, and a TRUE BACKYARD SHOWPIECE—an exceptional opportunity in this community.
Listing Agent: Andrew Kincaid (407-304-0454)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.