Location: Winter Garden
Keyword(s): West Orange High
Keyword(s) High School: West Orange High
Do Not Show Listings
16161 BARKLY RIDGE CT, WINTER GARDEN, FL 34787
$1,800,00015 Days on yellowkey MLS ID: O6402785
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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,826
Elementary School: Hamlin Elementary
High School: West Orange High
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: Sunset Lake Views | Cul-de-Sac Lot | Renovated Interior | Positioned on a 0.3-acre homesite with unobstructed views of Lake Avalon, this six-bedroom residence offers a functional two-level layout. Built in 2024 and extensively upgraded by the current owner, the main floor supports single-level living with a primary suite, guest bedroom, study, and an extensively upgraded kitchen and butler’s pantry featuring a 10’ x 7’ island, quartz countertops, stacked cabinetry, dual Bosch dishwashers, Thermador drawer 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)
14090 AVENUE OF THE GROVES, WINTER GARDEN, FL 34787
$339,00013 Days on yellowkey MLS ID: O6404288
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1116 Built: 2011Monthly Fee: $415 Tax: $2,320 (2025)Community: IndependanceTownhouse
Taxes:$2,320
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: Tucked away in the sought-after community of Independence, this beautifully renovated 2-bedroom, 2.5-bath townhouse offers comfort, style, and an unbeatable location just minutes from Walt Disney World. Thoughtfully updated throughout, the home features stylish new flooring, fresh interior paint, modern lighting fixtures, and a brand-new roof—providing a truly move-in-ready experience. The inviting living area enjoys peaceful, unobstructed views with no front-facing neighbors, creating the perfect backdrop to enjoy the Magic Kingdom’s dazzling nightly fireworks. Ample guest parking is conveniently located directly in front of the home, adding to the everyday convenience. Step outside to a spacious backyard and enjoy the covered walkway leading to the two-car garage—an ideal combination of comfort and functionality. Residents of Independence enjoy access to two resort-style clubhouses featuring pools, state-of-the-art fitness centers, tennis and basketball courts, and playgrounds, offering endless opportunities for recreation and relaxation. The HOA includes internet, cable, exterior maintenance, grounds maintenance, and pest control, making this property an excellent choice as a primary residence, vacation home, or investment opportunity.
Listing is courtesy of: RE/MAX TOWN CENTRE (407-996-3200)
Listing Agent: Fernando Barragan (407-325-1085)
17058 QUICKSILVER AVE, WINTER GARDEN, FL 34787
$539,000158 Days on yellowkey MLS ID: O6365686
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
Tax Year: 2024
Remarks: Public on Zillow / Realtor
Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)
Listing Agent: Saijun Gong (407-775-8533)
13722 FOX GLOVE ST, WINTER GARDEN, FL 34787
$759,990129 Days on yellowkey MLS ID: O6371378
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3082 Built: 2004Monthly Fee: $247 Tax: $10,614 (2024)Community: Stoneybrook West Ut 04 48 48Spa: YesSingle Family
Taxes:$10,614
Elementary School: Whispering Oak Elem
Middle School: SunRidge Middle
Remarks: BACK ON MARKET!!!! WOW!!! RECENT PRICE DROP BY $10,000 AND $3500 LENDER CREDIT OFFERED WITH JASON BAKER AT PRIMIS MORTGAGE!!! Welcome to this stunning 5 Bed, 3 Bath *POOL* home located on the 14TH HOLE in the esteemed community of Stoneybrook West in Winter Garden! Offering more than 3,000 square feet of living space, this residence combines elegance with functionality. You’ll be greeted by beautiful landscaping with stone accent columns as you walk up the pavered driveway to the front door. Step inside to the open floor plan with formal living room and dining room to each side of the foyer, and high ceilings and modern light fixtures throughout the home. Double doors open up to a bonus room, that can be used as a bedroom, game room, office, or other flexible space. The spacious kitchen boasts modern appliances, cabinetry with crown moulding, tile backsplash and a massive wrap-around breakfast bar overlooking the family room. A dinette is conveniently located just off the kitchen. The huge primary bedroom suite features extra sitting space with accented half walls and a bay window overlooking the backyard and French doors leading out to the lanai. The large en-suite primary bathroom includes his & hers sinks, a separate commode, beautifully tiled garden tub and standing shower with glass door, plus a walk-in closet with built-in organization. Four additional spacious bedrooms share two additional full baths, and there’s a full laundry room with a sink off of the two-car attached garage with additional storage space. Step outside the French doors from the living room to the beautiful screened-in lanai, featuring a built-in summer kitchen with bar perfect for entertaining friends and family! The sparkling blue HEATED POOL and HOT TUB are encompassed by the pavered pool deck and overlooks the beautiful backyard. The community offers a boat ramp, fishing areas, and lake access for water enthusiasts, a clubhouse, fitness center, and a large resort-style community pool. Residents can enjoy tennis courts, a golf course, basketball court, a playground, and feel at ease with a 24-hour guard-gated entrance ensuring a secure and peaceful living environment. This home offers a harmonious blend of comfort, style, and community amenities, making it an excellent choice for those seeking a vibrant and secure neighborhood in Winter Garden.
Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)
Listing Agent: Nastassja Toombs (910-703-6453)
4230 REX DR, WINTER GARDEN, FL 34787
$2,500,000470 Days on yellowkey MLS ID: O6274608
0 Days Off yellowkey (back on 3/26/2026)
Bed: 9 Bath: 6.0 Gar: 5 Liv Area Sq Ft: 7505 Built: 2003 Tax: $16,471 (2024)Community: Lake Avalon Grvs 2Nd RepSpa: YesSingle Family
Taxes:$16,471
Remarks: Under contract-accepting backup offers. **A RARE OPPORTUNITY YOU WON’T WANT TO MISS!!** 9.75 PRIME ACRES IN THE HEART OF WINTER GARDEN ~ MAIN HOME CUSTOM BUILT BY HANNIGAN HOMES 5BD/4BA/3-CAR- 5,423 SQFT, INCLUDING AN ABOVE GARAGE APARTMENT WITH 1/BD/1/BA/+KITCHENETTE ~ SECOND HOME ON PROPERTY INCLUDES 4BD/2BA/2-CAR - 2,082SQFT ~ 10-STALL + TACKROOM HORSE BARN - 2,592 SQFT, 3 PASTURES ~ FENCED IN RIDING RING AND MUCH MORE! This countryside estate is an exclusive opportunity to own two homes, a horse barn, an adorable chicken coop, Koi pond, paver fire pit, built-in playground and so much more in the heart of the sought-after Winter Garden! Bring your horses and enjoy all that this massive CORNER LOT has to offer and being just minutes from the 429 gives you easy access to every convenience including neighboring HORIZON WEST and DISNEY THEME PARKS. Being sold all as one gives you endless opportunities in the ADDITIONAL SINGLE FAMILY HOME with the main home ready with charm for a family to make it their own. The long covered front porch welcomes you home and gives you front row seats to the riding ring. Built by Hannigan Homes, the main home was modeled after Disney’s Grand Floridian, and the thoughtful and unique features throughout are the perfect blend of comfort and quiet luxury. The roof was updated in 2019, the office space can serve as an additional bedroom, light and bright with views of the property, there is a movie/media room currently being used as an indoor trampoline park, WALK-IN WINE CELLAR for the adults, a fun HIDDEN WALK-IN PANTRY for ample kitchen storage and an energy saving SOLAR WATER HEATER. The new owner will absolutely fall in love with the PRIVATE PRIMARY SUITE that takes up the entirety of the second floor with sweeping views overlooking your estate, large WALK-IN CLOSET and well appointed ensuite bath. The additional bedrooms on the main floor give room to grow, and the additional home and garage apartment graciously allow for multi-general living. This gorgeous property is best experienced in person (stunning sunsets included!) so it can speak for itself - call today to schedule your private tour today!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
303 SOUTHERN PECAN CIR #107, WINTER GARDEN, FL 34787
$227,50096 Days on yellowkey MLS ID: S5143459
REDUCED by $7,400 (3.2%) on 04/28/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 838 Built: 2005Monthly Fee: $343 Tax: $2,540 (2024)Community: Southern PinesSpa: YesCondo
Taxes:$2,540
Elementary School: SunRidge Elementary
Remarks: Freshly painted 1-bedroom, 1 bath. Ready to move-in. Laminate floors in the dining area, living room, and bedroom. Kitchen and Bath have ceramic tiles. Southern Pines has many amenities, like in door basketball court, a Racketball court, tennis, Volleyball, a car wash, a dog park, playground. Fully equipped Gym and theatre, Pool table in the clubhouse, BBQ Grills and a kitchen area with only a small refrigerator and sink, Great counter space with tables and chairs for small parties. Owner financing available, call for details.
Listing is courtesy of: HOMESMART (407-476-0451)
Listing Agent: Maria Lloret (407-929-1994)
13526 FOX GLOVE ST, WINTER GARDEN, FL 34787
$845,00052 Days on yellowkey MLS ID: O6388630
1 Days Off yellowkey (back on 5/1/2026)
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3866 Built: 2005Monthly Fee: $243 Tax: $11,960 (2025)Community: Stoneybrook WestSpa: YesSingle Family
Taxes:$11,960
Remarks: Under contract-accepting backup offers. Homes of this size, FULLY REMODELED, with a HEATED POOL, SOLAR PANEL and beautiful views rarely become available in this highly sought-after GATED COMMUNITY in Winter Garden. Featuring 24-hour GUARD-GATED SECURITY, resort-style amenities, exclusive access to Black Lake, golf course and on-site restaurant; this community truly offers a lifestyle like no other. With a TOP-RATED elementary school just across the street — kids often ride their bike, scooter, or even golf cart to school — and an unmatched community atmosphere, this is a rare opportunity. | This beautifully updated home offers 5 bedrooms, 3 bathrooms, and 3,866 square feet of thoughtfully designed living space. Fully renovated on the inside, it also features a NEW ROOF, solar panels, and fresh exterior paint. Even better, the home is being sold FULLY FURNISHED, offering a true turnkey experience so you can move in and start enjoying it from day one. | FIRST FLOOR includes a bedroom and a full bath, SECOND FLOOR includes the Master Bedroom, three other bedrooms and one additional full bath; you also have a massive loft creating endless possibilities — movie room, game room, or an additional living area tailored to your lifestyle. | Step outside to your private heated pool and amazing sunrise views. This home also includes a spacious THREE CAR GARAGE featuring epoxy flooring and ELECTRIC VEHICLE CHARGING STATION, sink and fridge. | Residents of this community enjoy an exceptional array of amenities, including multiple pools, tennis, basketball, volleyball, and pickleball courts, playgrounds, and private fishing piers. With direct access to Black Lake, it’s ideal for boating and jet ski enthusiasts, while golf lovers can take advantage of the on-site course with resident-friendly membership options. | Ideally situated just minutes from Winter Garden Village, offering a wide variety of shops and restaurants, with quick access to the State Road 429, and only 10 minutes from both Downtown Historic Winter Garden and the growing Hamlin district, this home perfectly balances convenience and lifestyle. Homes like this — FULLY RENOVATED, ENERGY EFFICIENT, FULLY FURNISHED, AND WITH THIS LEVEL OF SPACE & UPGRADES ARE RARELY AVAILABLE IN THIS COMMUNITY. (Click on Virtual Tour Link 1 for complete tour)
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Mariana Cezar Ovalle (407-427-3559)
650 MEDORA WAY, WINTER GARDEN, FL 34787
$1,152,19015 Days on yellowkey MLS ID: O6403543
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2902 Built: 2026Monthly Fee: $155 Tax: $993 (2025)Community: Lakeview Village EstatesSingle Family
Taxes:$993
Elementary School: Dillard Street Elem
Middle School: Lakeview Middle
Remarks: Under Construction. Under Construction. Welcome to Lakeview Village Estates, an exclusive new community by award-winning Davila Homes, featuring just 40 luxury residences crafted with exceptional attention to detail. Each home is thoughtfully designed to blend comfort, durability, and timeless architectural elegance. Introducing The Cypress floor plan, offering 4 bedrooms, 3 bathrooms, and a beautifully designed open-concept layout ideal for both everyday living and elevated entertaining. Premium upgrades are showcased throughout, including engineered hardwood flooring, striking Calacatta countertops, and a chef-inspired kitchen that pairs refined style with effortless functionality. Perfectly positioned in the heart of Winter Garden’s coveted Golf Cart District, residents enjoy a short walk to vibrant Plant Street — home to the Farmers Market, Crooked Can Brewery, boutique shopping, and some of the area’s most celebrated dining. Surrounded by charming parks, community events, and cultural destinations, Lakeview Village Estates offers a lifestyle where convenience, connection, and quality of life come together beautifully. All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice.
Listing is courtesy of: NOVA REAL ESTATE SERVICES INC (407-592-1744)
Listing Agent: Fernanda Negromonte (407-592-1744)
642 MEDORA WAY, WINTER GARDEN, FL 34787
$1,140,15015 Days on yellowkey MLS ID: O6403542
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3109 Built: 2026Monthly Fee: $155 Tax: $993 (2025)Community: Lakeview Village EstatesSingle Family
Remarks: Under Construction. Under Construction. Welcome to Lakeview Village, an exclusive new community by award-winning Davila Homes, featuring just 40 luxury residences crafted with exceptional attention to detail. Each home is thoughtfully designed to blend comfort, durability, and timeless architectural elegance. Introducing The Palmetto floor plan, offering 4 bedrooms, 3 bathrooms, and a beautifully designed open-concept layout ideal for both everyday living and elevated entertaining. Premium upgrades are showcased throughout, including engineered hardwood flooring, striking Calacatta countertops, and a chef-inspired kitchen that pairs refined style with effortless functionality. Perfectly positioned in the heart of Winter Garden’s coveted Golf Cart District, residents enjoy a short walk to vibrant Plant Street — home to the Farmers Market, Crooked Can Brewery, boutique shopping, and some of the area’s most celebrated dining. Surrounded by charming parks, community events, and cultural destinations, Lakeview Village Estates offers a lifestyle where convenience, connection, and quality of life come together beautifully. All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice.
115 ZACHARY WADE ST, WINTER GARDEN, FL 34787
$496,000188 Days on yellowkey MLS ID: O6356997
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1780 Built: 2001Monthly Fee: $58 Tax: $5,467 (2024)Community: Lakeview Reserve 46/149Spa: NoSingle Family
Taxes:$5,467
Elementary School: Tildenville Elem
Remarks: One or more photo(s) has been virtually staged. In the heart of Winter Garden’s beloved Golf Cart District just moments from the charm of Plant Street where the scent of roasted coffee drifts through the air and neighbors wave as they roll past on their way to the Saturday morning Farmers Market lies a hidden gem tucked inside the gated lakeside community of Lakeview Reserve. The West Orange Trail echoes just beyond the gates guiding joggers, cyclists, and families toward the beating heart of historic downtown. Behind the oaks and quiet streets stands a home that tells a story of balance between small town charm and modern comfort Its open layout flows effortlessly kitchen with stainless steel appliances to a warm, inviting living room that opens onto a screened in back porch, blending indoor comfort with outdoor serenity. The setting offers a backdrop of calm that feels a world away from the bustle yet you’re still close enough to hop on your golf cart and be downtown for dinner in minutes. As you move through the home every space seems to adapt and invite. A flexible office with double doors makes the perfect work from home retreat while a cozy bonus area can transform into a playroom, fitness space, or second lounge. The primary suite was designed for rest and renewal featuring a garden tub dual sinks and a generous walk in closet all framed by thoughtful updates like a 2017 ROOF replacement, 2023 Electrical Panel updated, 2017 Vinyl Fence and fresh interior paint. Step outside and you’ll find what truly defines Florida living and gentle lake breeze that seems to whisper peace. Here every detail speaks relaxation every sunset feels like a private showing and every golf cart ride into town reconnects you to the pulse of this growing yet timeless community from the laughter spilling out of Crooked Can Brewery to the soft music drifting beneath the twinkle lights of Plant Street. And as night falls and the air cools, you’ll realize that isn’t just a home it’s a rare piece of Winter Garden’s soul waiting for its next chapter to be written.
Listing is courtesy of: RE/MAX EXCLUSIVE COLLECTION (407-447-2829)
Listing Agent: Carmelo Nuccio (321-441-6951)
16038 JOHNS LAKE OVERLOOK DR, WINTER GARDEN, FL 34787
$2,175,000112 Days on yellowkey MLS ID: G5107162
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4139 Built: 2015Monthly Fee: $235 Tax: $23,164 (2025)Community: Hickory HammockSpa: YesSingle Family
Taxes:$23,164
Remarks: Discover lakefront luxury at its finest in the coveted community of Hickory Hammock - where peaceful water views greet you from both the front and back of this extraordinary Winter Garden residence. Perfectly positioned on the shimmering shores of Johns Lake, this home offers a rare blend of elegance, privacy, and resort-style living that feels like a vacation every single day.Step inside and experience over-the-top comfort in this expansive 5-bedroom home, complete with a theatre/loft, 5 full bathrooms, and a breathtaking outdoor oasis. Designed with multigenerational living in mind, the main level features two generous suites, including a luxurious primary and an oversized guest suite - each offering serene views, spa-inspired bathrooms, and exceptional privacy.Upstairs, a second secluded primary suite becomes your personal sanctuary. Wake up to panoramic lake views, unwind in the garden bath, or step onto your private balcony to savor unforgettable sunsets over the water.At the heart of the home, an open-concept living area flows effortlessly into a chef’s dream kitchen, showcasing premium appliances, granite countertops, and custom cabinetry. Whether you're hosting intimate dinners or lively gatherings, this space is built for connection and celebration.Slide open the doors and step into your own private resort. The expansive outdoor living area features a full outdoor kitchen with Brazilian granite, a sparkling pool with infinity-edge hot tub, and multiple spaces for lounging, dining, and entertaining. Just steps away, your covered private boat dock - complete with boat and jet ski lifts - invites endless days of boating, fishing, and watersports on Johns Lake.For those who love to play, the backyard also includes a 5-hole putting green and 2-hole chipping green, perfect for sharpening your short game without ever leaving home.This property is more than a home - it’s a lifestyle. A rare opportunity to live in one of Winter Garden’s most desirable communities, surrounded by natural beauty, premium amenities, and the tranquility of lakefront living.Homes like this don’t come along often. Schedule your private showing today and experience firsthand what it feels like to live in your own slice of paradise.
Listing is courtesy of: WHEATLEY REALTY GROUP (352-227-3834)
Listing Agent: Bradley Gruber (407-810-3938)
15508 PEBBLE RIDGE ST, WINTER GARDEN, FL 34787
$695,00020 Days on yellowkey MLS ID: O6402010
0 Days Off yellowkey (back on 4/30/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2763 Built: 2001Monthly Fee: $243 Tax: $6,075 (2025)Community: Stoneybrook West 44/134Spa: NoSingle Family
Taxes:$6,075
Remarks: This is the one you’ve been waiting for. A beautifully maintained four bedroom pool home in Stoneybrook West, offering the space, layout, and updates that are so hard to find all in one place. Inside, the home opens with a traditional yet functional flow formal living to the left, dining to the right, leading you into a spacious family room with views of the pool and backyard. The outdoor space truly sets this home apart. Thoughtfully designed, it offers something for everyone, a pool, garden area, green space, turf, and even a sand play area. It’s rare to find a yard that balances relaxation and play this well. A convenient pool bath adds to the ease of indoor-outdoor living and makes entertaining simple. The kitchen has been tastefully updated with quartz countertops, a tile backsplash, breakfast bar, eat-in area, and a walk-in pantry, beautiful and highly functional for everyday living. The office is located off of the family room, it would also make a great playroom, craft room, workout room whatever suits your life best! Upstairs, a large loft provides flexible living space, with a split-bedroom layout that offers privacy. The primary suite is set apart and features a fully renovated bath with a soaking tub, dual sinks, and separate shower, a calm, comfortable retreat. Three additional bedrooms share a full bath on the opposite side. Beyond its appeal, this home has been well cared for with major updates already completed. In 2020, the roof, A/C, gutters, flooring, and interior and exterior paint were all replaced. The kitchen renovation was completed in 2024. Living in guard-gated Stoneybrook West means access to exceptional amenities, including an Olympic-sized pool, tennis and basketball courts, playgrounds, a fitness center, and scenic surroundings with ponds and golf course views. All of this, just minutes from Winter Garden’s Plant Street district, known for its dining, shopping, and vibrant community atmosphere. Homes with this combination of space, updates, and outdoor living don’t come along often. It’s one you’ll want to see in person. Schedule your showing today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Barrett Spray (407-927-3650)
1689 CRANLEIGH DR, WINTER GARDEN, FL 34787
$875,00072 Days on yellowkey MLS ID: O6387674
REDUCED by $13,800 (1.6%) on 04/30/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2937 Built: 2020Monthly Fee: $165 Tax: $7,225 (2025)Community: Sanctuary / Twin WatersSpa: NoSingle Family
Taxes:$7,225
Elementary School: None
Middle School: None
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully designed 4-bedroom, 4-bath home in the sought-after Twin waters sanctuary community of Winter Garden. With a thoughtful layout, spacious living areas, and quality finishes throughout, this home offers comfort, flexibility, and the kind of space that truly fits real life. The open-concept design creates an easy flow between the kitchen and main living areas, making it perfect for both everyday living and entertaining. The kitchen features a large island, natural gas stovetop, ample counter space, and plenty of room to gather. A separate formal dining room provides a dedicated space for holidays, celebrations, or intimate dinners at home. The main floor offers open concept convenient primary living spaces, while upstairs you'll find a private en-suite bedroom and a generous loft-ideal for guests, a home office, playroom, or second living area. Go outside to your spacious backyard retreat, complete with a large private pool with fountain and plenty of room to relax, entertain, and enjoy Florida's year-round sunshine. Location is prime with everything Winter Garden is known for ... Historic Downtown Winter Garden, Plant Street Market, the West Orange Trail, Hamlin Town Center, premier shopping and dining, major highways including SR-429 and Florida's Turnpike, and world-renowned attractions just minutes away. This home combines practical design with a welcoming atmosphere in one of central Florida's most desirable areas. come and see - the lifestyle you are desiring is here!!
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
261 ZACHARY WADE ST, WINTER GARDEN, FL 34787
$1,699,000194 Days on yellowkey MLS ID: O6357233
REDUCED by $46,000 (2.6%) on 04/30/2026
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 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 guest bedroom 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 enclosed 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 newly resurfaced saltwater pool with a new pump, new pool filter, a fully fenced private yard, fruit trees and mature, landscaped greenery creating a private oasis. Additional highlights include new windows, new HVAC, new SOLAR PANELS (keeping the monthly ELECTRIC BILL BELOW $50), smart thermostat, upgraded irrigation, and a two-car garage with built-ins. 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)
15783 TANGERINE DREAM CT, WINTER GARDEN, FL 34787
$2,150,000182 Days on yellowkey MLS ID: O6360410
112 Days Off yellowkey (back on 4/30/2026)
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4478 Built: 2018Monthly Fee: $743 Tax: $28,879 (2025)Community: Emerald PointeSingle Family
Taxes:$28,879
Remarks: Under contract-accepting backup offers. LUXURY ISLAND HOME IN POPULAR GATED COMMUNITY. Experience modern lakefront luxury in Emerald Point, an exclusive gated island of only 28 homes within the desirable Hickory Hammock community, offering a rare blend of luxury, privacy and premium lakefront living. Perfectly positioned on Johns Lake, this contemporary two-story home showcases clean architectural lines, sophisticated finishes, and breathtaking water views, offering the ultimate in Florida living. Privacy and serenity are exceptional with wide lake views from nearly every room and a charming, landscaped park with towering oaks directly across the street. From the moment you enter, a dramatic two-story foyer with upgraded crystal light fixtures and a striking clear view of the lake sets the tone for this modern masterpiece. The formal dining area flows seamlessly into the expansive great room, where an open concept design, stacked stone accent wall, and a rear wall of stackable sliding glass doors creating a true indoor-outdoor living experience. The oversized gourmet kitchen is a chef’s dream, featuring dual islands, pot filler, built-in side-by-side stainless steel refrigerator and freezer, double ovens with convection, built-in microwave, and a dedicated wine and beverage cooler. White shaker cabinetry with illuminated glass inserts, crown molding, quartz countertops, glass tile backsplash, and an oversized walk-in pantry elevate the space. The breakfast nook is perfectly positioned to capture tranquil lake views with every meal. The main level offers a thoughtfully placed half bath for guests, along with a private guest suite featuring sliding doors to the covered lanai and an ensuite bath, ideal for extended stays or multigenerational living. Upstairs, modern glass and stainless-steel railing lead to a spacious bonus room with a full wet bar and additional wine and beverage cooler. This impressive entertaining space opens to a generous balcony with sweeping, unobstructed views of Johns Lake. A convenient laundry room with LG washer and dryer and a second half bath add to the home’s functionality. The primary suite is a serene lakefront retreat, boasting dual walk-in closets, private balcony overlooking Johns Lake, and a spa-inspired ensuite with oversized walk-in shower with rain shower head, garden tub, and dual quartz vanities. Three additional upstairs bedrooms include generous closets, ceiling fans, and either ensuite or Jack-and-Jill baths with tile flooring, quartz counters, and tub/shower combinations; perfect for family or guests. Modern conveniences abound, including a Nest home system, motorized rolling shades, whole-house water filtration with reverse osmosis, and an oversized 3-car garage. The east-facing rear yard offers approximately 102 feet of lake frontage, thoughtfully oriented to avoid the harsh afternoon sun while maximizing shimmering water views throughout the day. Residents of Hickory Hammock enjoy resort-style amenities including a zero-entry pool, clubhouse, fitness center, tennis and volleyball courts, fishing pier, playgrounds, walking trails, and a dog park. Located just minutes from historic Downtown Winter Garden, Winter Garden Village, area attractions, Disney, and Orlando International Airport, this residence perfectly blends contemporary design, lakefront luxury, and everyday convenience. Schedule your private showing today and experience lakefront sophistication at Emerald Point at Hickory Hammock.
Listing is courtesy of: CLOCK TOWER REALTY (407-832-7332)
Listing Agent: Denise Gregorie (407-463-0080)
236 DONALD DR, WINTER GARDEN, FL 34787
$465,00021 Days on yellowkey MLS ID: O6401940
2 Days Off yellowkey (back on 4/30/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1080 Built: 1930 Tax: $410 (2025)Community: Showalter ParkSingle Family
Taxes:$410
Remarks: Under contract-accepting backup offers. Calling all buyers, builders, and investors, this is a rare opportunity to secure land with no HOA in the heart of Downtown Winter Garden. Located within the highly sought after Golf Cart District, just 0.5 miles from the iconic Plant Street Market, seconds from the West Orange Trail, and with convenient access to the Florida's Turnpike, this spacious quarter acre lot offers the ultimate combination of freedom, location, and connectivity. Set on a private street, this property is the perfect canvas to build your custom dream home without restrictive guidelines or additional monthly fees. With an existing structure already on site, electricity, water, and essential utilities are already in place, making the building process significantly easier, faster, and more cost effective. Whether you envision a modern custom estate, a charming bungalow, or an investment opportunity, the flexibility here is unmatched. Enjoy the ability to walk, bike, or golf cart to everything downtown has to offer, while being positioned in an area experiencing exciting growth with new dining, retail, and commercial development continuing to expand throughout Winter Garden. Opportunities like this, a no HOA quarter acre lot in the Golf Cart District with prime access and growth around it, rarely come available. This is your chance to build exactly what you have been dreaming of in one of Central Florida’s most desirable and rapidly evolving communities.
Listing is courtesy of: GLOBAL FLORIDA REALTY (407-380-3030)
Listing Agent: Lauren Bouchard (352-978-6837)
13750 DANIELS LANDING CIR, WINTER GARDEN, FL 34787
$310,50064 Days on yellowkey MLS ID: O6390396
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: 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)
14372 SUNBRIDGE CIR, WINTER GARDEN, FL 34787
$745,000195 Days on yellowkey MLS ID: O6356579
REDUCED by $30,000 (3.9%) on 04/29/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3468 Built: 2016Monthly Fee: $166 Tax: $5,745 (2023)Community: Bradford Crk Ph IiSingle Family
Taxes:$5,745
Tax Year: 2023
Remarks: This is a unique opportunity to live in the highly sought-after gated community of Bradford Creek in Winter Garden. Impeccably maintained and lightly lived in, this waterfront oasis with no rear neighbors is a masterpiece of luxury living. Every inch of this 4-bedroom, 4 1/2-bath home reflects thoughtful upgrades and meticulous attention to detail. The innovative 3-way split bedroom plan ensures both privacy and functionality. Step into the expansive great room, complemented by a kitchen that will well exceed your expectations. Boasting wood look plank tile flooring, soft-close cabinetry, and Bosch stainless steel appliances, this culinary haven includes a massive quartz island perfect for both meal preparation and dining. Indulge in the elegant dining room adorned with a coffered ceiling, welcoming family and friends for memorable festive gatherings. The primary suite is an oversized sanctuary with coffered ceilings, custom California Closets, a luxurious newly installed Jacuzzi tub, and a rejuvenating shower. The 2nd bedroom is an oversized private bedroom suite with a full bath which is ideal for second primary bedroom, fitness room or playroom. The strategically located middle 3rd bedroom, featuring French doors, is an ideal space for a home office. The private 4th bedroom is en-suite and completes the first floor. The upstairs bonus room, complete with a powder room, offers versatility for home theater entertainment, game room or relaxation. Just a few minutes' walk to Winter Garden Village for shopping, dining and numerous events throughout the year, major commuter routes close by, walking, biking, and jogging trails. Just under a mile from downtown Historic Winter Garden, where the ever-popular Farmer's Market takes place every Saturday and of course, the well-known West Orange Trail that runs down the middle of the town. Bring your most discerning buyer – this home is a true delight that surpasses expectations!
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Julie Bettosini, Pa (321-689-9594)
723 SUNBURST COVE LN, WINTER GARDEN, FL 34787
$555,00039 Days on yellowkey MLS ID: S5145002
0 Days Off yellowkey (back on 4/28/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2189 Built: 2000Monthly Fee: $44 Tax: $4,217 (2025)Community: Orange CoveSingle Family
Taxes:$4,217
Elementary School: Maxey Elem
Remarks: You'll fall in love with this ONE STORY, Beautiful & Comfortable Winter Garden POOL home Featuring 4 Bedrooms, 2.5 Bathrooms, and Approximately 2200 Sf of Living Space! The saltwater pool is fairly new, added in 2020, with Pebbletech surface and screen enclosure, just off the covered Lanai. Inside the fenced back yard is also a large pavers area for relaxing at your firepit. The home has amazing amenities: 18" Ceramic tile floors in the living areas, Laminate Wood flooring in all bedrooms, Mosaic Inlays, and French Doors to the Formal Dining Room (currently used as an office) and also to the Formal Living room or Den. The Gourmet Kitchen is a focal point that includes Custom Fans, Pendant Lighting, and Volume Ceilings and comes complete with All Stainless Steel Appliances (Smart Refrigerator, Under Counter Microwave), a Gas Range, Wall-mount pot filler, Granite Countertops, 42" Wood Cabinets, Huge Center Island, Decorative Backsplash, and Large Eat-in area with Bench Seating. The Family Room open to the Kitchen is accented with Natural Stacked Stone, Wall Sconces, A Napoleon Wall electric Fireplace and more. AT&T is currently installing Fiber in the neighborhood, i.e., bandwidth to get 1G will be low priced and provide amazing internet connections! This great home is located less than a mile from West Orange High School and walking distance to YMCA. Enjoy the nearby Winter Garden Village shopping and restaurants. Easy commute via the Turnpike and Toll Roads to Downtown Orlando, Disney, Universal, and Orlando airport. Call to see it today!
Listing is courtesy of: WATSON REALTY CORP (407-298-8800)
Listing Agent: Lois Ann Cox, Pa (407-666-8452)
2640 GROVE VIEW DR, WINTER GARDEN, FL 34787
$795,00021 Days on yellowkey MLS ID: O6401215
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3738 Built: 2001Monthly Fee: $90 Tax: $10,261 (2025)Community: Wintermere Pointe Ph 02 46/141Single Family
Taxes:$10,261
Elementary School: Lake Whitney Elem
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)
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