Location: Winter Garden
Keyword(s): West Orange High
Keyword(s) High School: West Orange High
Do Not Show Listings
402 EGRET PLACE DR, WINTER GARDEN, FL 34787
$675,00024 Days on yellowkey MLS ID: O6402689
REDUCED by $14,000 (2.0%) on 05/21/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2711 Built: 2013Monthly Fee: $128 Tax: $4,659 (2025)Community: Johns Lake PointeSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,659
Elementary School: SunRidge Elementary
High School: West Orange High
Tax Year: 2025
Middle School: SunRidge Middle
Remarks: Welcome to this beautifully designed ONE-STORY, 3 Car Garage, 4 Bedroom, 3 Bathroom Home offering 2,711 Sq Ft of bright, open living space on a desirable Corner Lot with a charming front porch, perfect for enjoying Florida living. From the moment you enter, you’re greeted by a flexible layout that truly fits any lifestyle, featuring a spacious Private Office and Formal Dining Room at the front of the home. The heart of the home opens up to a stunning Kitchen and Family Room Combo, ideal for both everyday living and entertaining. The Kitchen showcases stainless steel appliances, granite countertops, stylish backsplash, and abundant cabinetry, all overlooking the main living space. Enjoy No Carpet Throughout, with Tile and New Luxury Vinyl Flooring creating a clean, modern feel. The Split Floor Plan offers privacy for guests and family, while the primary suite is a relaxing retreat with a garden tub, frameless glass shower, and generous space. Designed with functionality in mind, the home features a Large Drop Zone with Storage just off the 3-Car Garage, complete with New Epoxy Flooring, plus plenty of closet space throughout. Step outside to a backyard and covered lanai, perfect for outdoor dining, relaxing evenings, or play space for pets and family. Located in the highly desirable Johns Lake Pointe community, you’ll enjoy Resort-Style Amenities just a short walk away, including a Community Pool, Clubhouse, Fitness Center, Yoga Room, Tennis & Pickleball Courts, and Playground. Surrounded by natural beauty and just minutes to Johns Lake, Tucker Oaks Park, Historic Downtown Winter Garden, the West Orange Trail, Winter Garden Village, and major highways - this location truly has it all. Move-in ready, beautifully maintained, and designed for today’s lifestyle, this home checks every box. Schedule your private showing today!
Listing is courtesy of: CLOCK TOWER REALTY (407-832-7332)
Listing Agent: Denise Gregorie (407-463-0080)
325 CRYSTAL WOOD DR, WINTER GARDEN, FL 34787
$1,600,000Listed 05/21/2026 12:50PM MLS ID: O6408089
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4442 Built: 2025Monthly Fee: $240 Tax: $1,955 (2025)Community: Winter GrvSingle Family
Taxes:$1,955
Elementary School: None
Middle School: None
Remarks: Welcome to Winter Grove in the charming city of Winter Garden. Ideally located just 1.2 miles from Winter Garden Village and approximately 2.8 miles from Historic Downtown Winter Garden, this intimate gated community offers the perfect blend of luxury, convenience, and privacy. Featuring spacious homesites and no CDD, residents enjoy easy access to premier shopping, dining, entertainment, and everything that makes this one of Central Florida’s most sought-after locations. Introducing the stunning Roseland model, a beautifully designed 5-bedroom, 5-bathroom residence with a 3-car garage, offering an exceptional balance of elegance, functionality, and thoughtfully curated finishes throughout. As you step through the impressive double glass entry doors, you are welcomed by a dramatic two-story foyer that immediately creates a grand first impression. Just off the entrance, an enclosed flex room provides endless possibilities—ideal as a home office, fitness room or additional living space—while the formal dining room creates the perfect setting for entertaining. Continuing through the home, a striking staircase featuring engineered hardwood plank treads and wrought iron balusters enhances the sophisticated design. Tucked beneath the staircase is a wine lover’s dream: a stylish wine cave complete with built-in cabinetry, quartz countertops, and designer tile backsplash. At the heart of the home, the open-concept kitchen is designed to impress, featuring built-in KitchenAid stainless steel appliances, including a gas-cooktop, oven, and beverage cooler. Beautiful two-tone soft-close cabinetry is paired with elegant quartz countertops, creating a timeless and refined aesthetic, while a spacious walk-in pantry provides abundant storage. The seamless flow between the kitchen, café, and gathering room creates an inviting and light-filled space, ideal for both everyday living and entertaining. Sliding doors lead to the covered lanai, which has already been pre-plumbed and pre-wired for a future outdoor kitchen, including electric, water, sewer, and natural gas connections—allowing the future owner to easily create their dream outdoor living space. Also located on the first floor is a spacious Multi-Gen Suite, perfect for guests or multigenerational living, complete with a walk-in closet and private bathroom. Upstairs, the luxurious owner’s suite occupies its own private wing, creating a peaceful retreat. An additional sitting area provides the perfect place to unwind or enjoy quiet moments. The spa-inspired owner’s bath showcases a freestanding soaking tub, oversized frameless glass shower and generous dual walk-in closets. The second floor also features additional well-appointed bedrooms, including two connected by a Jack-and-Jill bathroom and another with its own private en-suite bath, offering both comfort and privacy for family and guests. The upstairs laundry room, complete with cabinetry and a utility sink with quartz finishes, adds everyday convenience. Residents of Winter Grove also enjoy access to community amenities including a beautiful pond with walking trails. With an intelligently designed floor plan, carefully selected finishes, and a highly desirable location, this exceptional home offers the perfect blend of luxury, comfort, and lifestyle. Schedule your private tour today and experience this extraordinary home has to offer.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Daniel Pavel (407-747-3408)
483 PENNSYLVANIA AVE, WINTER GARDEN, FL 34787
$339,90038 Days on yellowkey MLS ID: O6398208
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1008 Built: 1988 Tax: $2,702 (2025)Community: East Garden Manor Add 03Single Family
Taxes:$2,702
Elementary School: Maxey Elem
Middle School: Lakeview Middle
Remarks: Move in ready, completed renovated, property offers two bedrooms and 2 bathrooms, brand new bathrooms, brand new kitchen, new appliances, new windows, ceramic trough the house, new roff, new pluming, close to major roads, schools, minutes to Winter Garden dawn town.
Listing is courtesy of: STIRLING INTERNATIONAL REAL ES (407-250-1000)
Listing Agent: Rosa Rodriguez (407-832-1185)
261 ZACHARY WADE ST, WINTER GARDEN, FL 34787
$1,649,000201 Days on yellowkey MLS ID: O6357233
REDUCED by $50,000 (2.9%) on 05/21/2026
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
Elementary School: Tildenville Elem
Tax Year: 2024
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 AT $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)
17422 CHANNEL WAY, WINTER GARDEN, FL 34787
$767,00087 Days on yellowkey MLS ID: G5108709
REDUCED by $7,000 (0.9%) on 05/11/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3261 Built: 2019Monthly Fee: $215 Tax: $9,958 (2025)Community: Waterside On Johns LakeSpa: NoSingle Family
Taxes:$9,958
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: Welcome to this beautifully maintained 5-bedroom, 3-bathroom home offering comfort, space, and versatility for modern living. With a thoughtfully designed floor plan, this home is perfect for families, multigenerational living, or anyone needing extra space for a home office or guest rooms. The open living areas are filled with natural light and provide a welcoming atmosphere for both everyday living and entertaining. The kitchen offers ample cabinetry and counter space, flowing seamlessly into the dining and living areas, ideal for gatherings and family meals. The primary suite features a private bathroom and generous closet space, creating a relaxing retreat. Additional bedrooms are well-sized and flexible, perfect for children, guests, or work-from-home needs. Three full bathrooms ensure comfort and convenience for everyone. Outside, enjoy a private backyard with plenty of room for outdoor entertaining, play, or relaxation. Whether you envision weekend barbecues, a garden, or a peaceful outdoor escape, this space delivers. Conveniently located near schools, shopping, dining, and major roadways, this home combines space, comfort, and location, ready for its next owner to make it their own. Serious buyers welcome. Schedule a showing today!
Listing is courtesy of: LIST NOW REALTY, LLC (352-385-7636)
Listing Agent: Matt Buttner (352-385-7636)
12469 WESTFIELD LAKES CIR, WINTER GARDEN, FL 34787
$1,039,0001 Day on yellowkey MLS ID: O6409038
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
Elementary School: Lake Whitney Elem
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 Agent: Mark Hide (407-832-7332)
16746 TURTLE HATCH DR, WINTER GARDEN, FL 34787
$1,265,0002 Days on yellowkey MLS ID: O6406556
Bed: 6 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4451 Built: 2018Monthly Fee: $215 Tax: $9,540 (2025)Community: Waterside/Johns Lk-Ph 1Single Family
Taxes:$9,540
Remarks: Behind the gates of the Waterside community in Winter Garden, this exceptional residence offers a rare blend of luxury, thoughtful design, and modern functionality. Built in 2018, this beautifully upgraded 6 bedroom, 4.5 bathroom home spans 4,451 square feet and includes a spacious 3 car garage, all positioned within one of Winter Garden’s most desirable gated communities. From the moment you enter through the charming front courtyard entrance, the home showcases refined finishes, expansive living spaces, and an open concept layout designed for both everyday comfort and upscale entertaining. A dramatic two story entry and soaring two story great room create an impressive first impression, while abundant natural light pours throughout the home enhancing the warm yet elegant atmosphere. Additional architectural details including crown molding, tray ceilings, and elegant rod iron stair railings further elevate the design. The gourmet kitchen serves as the centerpiece of the home featuring quartz countertops, a designer tile backsplash, vent hood, gas range, double convection ovens, oversized island, abundant cabinetry, built-in desk area, and an expansive eat in kitchen area ideal for both casual dining and entertaining family and guests. The thoughtfully designed first floor features a spacious primary suite highlighted by tray ceilings, ceiling fan, dual walk in closets, and a spa inspired ensuite bathroom complete with dual sinks, granite countertops, garden tub, and a luxurious walk-through shower with dual shower heads. A private guest suite with its own ensuite bath and tile glass enclosed walk in shower offers the perfect setup for visitors or multi generational living. A dedicated office with double door entry, elegant formal dining room with tray ceiling, expansive great room, convenient half bath, and exceptional storage throughout further enhance both the functionality and sophistication of the home. Upstairs, the second floor features four additional bedrooms, two additional bathrooms, and a spacious bonus room with double door entry complete with a private balcony overlooking the backyard, creating the perfect retreat for entertaining, relaxing, or family gatherings. Outdoor living is equally impressive with a covered rear patio featuring pavers and ceiling fan, offering the perfect place to relax or entertain while enjoying the privacy of having no rear neighbors. The property also offers ample space to create your dream pool and outdoor entertaining area. Additional highlights include a tankless water heater, window blinds throughout, crown molding, and the home is prewired for a future outdoor kitchen. Neighborhood amenities include a community pool, recreational facilities, and playground. Located within gated Waterside, residents enjoy a private and exclusive atmosphere while remaining just minutes from top rated schools, shopping, dining, Disney, downtown Winter Garden, and major roadways including the 429, Turnpike, and 408. This is more than a home, it is a lifestyle defined by space, craftsmanship, privacy, and location in one of Central Florida’s premier communities
Listing Agent: Jennifer Mitchell (803-414-1133)
648 ORANGE BELT LOOP, WINTER GARDEN, FL 34787
$499,99085 Days on yellowkey MLS ID: S5144591
REDUCED by $25,010 (4.8%) on 04/06/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1688 Built: 2018Monthly Fee: $338 Tax: $4,171 (2024)Community: Heritage/Plant StreetTownhouse
Taxes:$4,171
Elementary School: Dillard Street Elem
Remarks: Welcome to your opportunity to own in one of the most desirable locations near downtown Winter Garden—just off iconic Heritage at Plant Street in the GOLF CART DISTRICT. This beautiful 3-bedroom, 2.5-bath home offers nearly 1,700 square feet of thoughtfully designed living space in an unbeatable setting. Step inside to an expansive great room featuring stylish wood-look tile and an open-concept layout that seamlessly connects the living, dining, and kitchen areas—perfect for entertaining. The kitchen is designed for both function and style, offering abundant stylish cabinetry, gorgeous backsplash, elegant gold hardware, granite countertops, NEW Refrigerator, NEW microwave, NEW dishwasher, GAS stove and generous prep space. A screened courtyard with pavers creates a more private/secure outdoor retreat between the home and the detached 2-car garage. Whether you envision an outdoor lounge, garden oasis, or entertainment space, the possibilities are endless. Upstairs you will find upgraded- low maintenance flooring through out and your own private owner’s retreat. The spacious primary suite features a walk-in closet and an impressive ensuite bath designed to impress. Two additional bedrooms share a full bathroom, offering flexibility for guests, family, or a home office setup. A convenient half bath is located downstairs for visitors. Enjoy your summer months cooling off in the COMMUNITY POOL which is located just a couple of minutes from your front door. This community is ideally positioned between the West Orange Trail Park and the Winter Garden Branch Library, and just minutes from the 429 for easy commuting. If you like to run or bike this home is the perfect place for you since it is located along the West Orange Trail. Walk—or hop on your golf cart—to downtown Winter Garden where you’ll enjoy the vibrant atmosphere of Plant Street Market, known for its local food vendors, craft brews, artisan goods, and year-round community events. Located close to the community pool and surrounded by everything that makes Winter Garden special, this home truly offers the lifestyle buyers are searching for. Lower utility bills since it's an inside unit, double pane windows and a Instant Hot Gas Water Heater. Schedule your private showing today and experience why this location is so highly sought after.
Listing is courtesy of: CORCORAN CONNECT LLC (407-953-9118)
Listing Agent: Milinda Knollinger (321-624-7384)
14001 COUNTRY ESTATE DR, WINTER GARDEN, FL 34787
$1,175,00023 Days on yellowkey MLS ID: O6403044
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3698 Built: 1988Monthly Fee: $71 Tax: $6,208 (2025)Community: Country LakesSingle Family
Taxes:$6,208
Remarks: One or more photo(s) has been virtually staged. RARE Opportunity in Country Lakes Estates! Homes in this sought-after enclave rarely come to market—don’t miss your chance to own this exceptional property situated on a stunning 1-acre lot with access to a private community boat ramp to Lake Tilden and Black Lake. Enjoy a peaceful, country setting while being just minutes from everything, including a short walk to Winter Garden Village for shopping, dining, and AdventHealth. Only 7 minutes to Downtown Winter Garden. This beautiful brick estate home features 4 bedrooms, 4 bathrooms, OVERSIZED 2-car garage, plus a separate workshop, all surrounded by majestic 100-year-old oak trees and a producing avocado tree. A full brick wall along the entire East side of property enhances both privacy and charm, creating a truly serene setting. A true outdoor retreat, the property boasts a massive screened 43,000-gallon pool and a 16' x 14' lanai with a vaulted tongue-and-groove ceiling. A convenient double screen door allows easy access for large outdoor furnishings and entertaining. Inside, the floor plan is designed for both comfort and functionality. The expansive kitchen offers abundant cabinetry and flows seamlessly into the breakfast area and oversized family room, highlighted by a soaring cathedral ceiling and a stunning fireplace. A formal living room with French doors, bay window, and window seat provides the perfect option for a home office. The split-bedroom layout ensures privacy. The oversized primary suite is tucked away and features a spacious bath with two walk-in closets, a sun tunnel for natural light, oversized shower and whirlpool soaking tub. Three additional bedrooms are located on the opposite side of the home with a pocket door creating a private wing—ideal for family or guests. One bedroom includes an en-suite bath, while the others share a hall bath. A full pool bath adds convenience for outdoor living. Custom-built with quality in mind, this home showcases brick brought in from Pennsylvania, solid wood interior doors, and double-pane Pella windows for efficiency. For hobbyists or entrepreneurs, the 24' x 16' workshop with concrete flooring, electricity (220 power as well), air compressor piping, and water access is a standout feature. Additional storage rooms and a chicken coop (ready for restoration) offer even more versatility—imagine enjoying fresh eggs right from your backyard. Updates Include: NEW Roof, gutters & downspouts (Jan 2026) Pool/lanai rescreened (Feb 2026) New variable-speed pool pump, filter & valves (Feb 2026) Well system check (Aug 2025) Septic serviced (Nov 2024) Water heater (July 2023) HVAC systems (2021 & 2018) Well pump & components (2018) Whole-house water filtration system (2015) and serviced annually in Dec. Benefit from well and septic systems, keeping utility costs low. Corner lot offering loads of privacy with one side brick wall. This home is more than a place to live—it’s a lifestyle. Spend your mornings under the oak canopy, stroll to brunch, enjoy community amenities like tennis and gazebo or launch your boat for a day on the water—all from your own neighborhood.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Sherri Palmer (407-718-0412)
1021 TEMPLE GROVE PL, WINTER GARDEN, FL 34787
$1,825,00079 Days on yellowkey MLS ID: O6387876
REDUCED by $70,000 (3.7%) on 05/20/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3185 Built: 2020 Tax: $17,100 (2025)Community: Emerald AcresSingle Family
Taxes:$17,100
Remarks: LUXURY LAKEFRONT ESTATE – Minutes from Historic Downtown Winter Garden! Experience elevated waterfront living in this beautiful 4-bedroom, 4.5-bath lakefront pool residence on just under 1 acre, ideally located just minutes from the heart of Winter Garden and the charm of Plant Street. Built in 2020 and situated within the coveted GOLF CART DISTRICT near Historic Downtown, this property offers the rare combination of private lakefront serenity and walkable convenience. RECENT CUSTOM UPGRADES with designer millworker throughout, new wide plank oak wood floors, entire property custom fenced and designer hardscape and landscape with lakefront hot tub and lakefront sauna house! Inside, gorgeous hardwood floors flow throughout the thoughtfully designed single-story layout. The open-concept living spaces are warm yet modern, highlighted by a cozy electric fireplace and seamless indoor-outdoor connection. A distinctive wine and bourbon room adds a refined touch—perfect for entertaining or curating your private collection. The primary suite is positioned to capture sweeping lake views and features a spa-inspired bath and generous walk-in closet. Each additional bedroom includes ensuite bath access, while a private guest cottage provides flexible space for visitors, extended family, or a studio retreat. Step outdoors to your personal resort-style setting. Enjoy the screened salt water heated pool and spa, summer kitchen, and private dock for boating and sunset cruises. A detached private sauna house offers a true at-home wellness experience, while the outdoor fire pit overlooking the lake creates an unforgettable gathering space framed by panoramic water views. OWNED and FULLY PAID SOLAR PANELS with extremely low utilities cost. With upscale finishes, distinctive amenities, and an unbeatable lakefront location just moments from dining, shopping, and the vibrant downtown district, this exceptional property delivers the ultimate Florida lifestyle—where luxury meets laid-back lakeside living. Schedule your private showing and discover one of Winter Garden’s most compelling lakefront opportunities.
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Nicole Rader (407-484-4743)
897 LANDRUM DR, WINTER GARDEN, FL 34787
$899,90015 Days on yellowkey MLS ID: O6404632
1 Days Off yellowkey (back on 5/20/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3012 Built: 2013Monthly Fee: $208 Tax: $6,263 (2025)Community: Oakland ParkSingle Family
Taxes:$6,263
Remarks: Under contract-accepting backup offers. Welcome to one of Winter Garden's most coveted addresses — nestled in the heart of the Golf Cart District, this beautifully appointed Oakland Park home delivers the Florida lifestyle you've been waiting for. With 4 bedrooms, 3.5 bathrooms, and 3,012 square feet of thoughtfully designed living space, this 2013-built corner lot residence blends everyday comfort with elevated finishes at every turn. Step inside to soaring vaulted ceilings in the family room that create an immediate sense of volume and light. Rich wood flooring flows through the downstairs living areas, complemented by clean ceramic tile and plush carpet in the bedrooms — a seamless combination of warmth and function. The open layout is designed for real living, whether it's a quiet evening in or hosting the people you love most. Outside, brick pavers set the tone for an outdoor living experience that's genuinely special. A large covered back patio creates the perfect setting for morning coffee or evening entertaining, while a classic breezeway connects the home to the garage with both style and practicality. But it's the location that truly sets this home apart. Oakland Park is one of Central Florida's most sought-after communities — complete with two resort-style pools, a beautifully appointed clubhouse, and a dedicated dog park. Step outside your door and hop on your golf cart to access the iconic West Orange Trail, or cruise just minutes into the heart of Downtown Winter Garden, where Plant Street Market, award-winning restaurants, rooftop bars, and a thriving local food scene await. This is the rare home where community, convenience, and character all converge.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Matthew Mckee (407-948-0658)
238 N MAIN ST, WINTER GARDEN, FL 34787
$600,00044 Days on yellowkey MLS ID: O6397340
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1005 Built: 1950 Tax: $5,389 (2025)Community: Orange Grove SubSingle Family
Taxes:$5,389
Remarks: **** HEART OF DOWTOWN WINTER GARDEN **** A LITTLE GEM MERELY A BLOCK TO HISTORIC DOWNTOWN WINTER GARDEN----SERIOUSLY! WALK HOME FROM DINNER OR A NIGHT OF DANCING OR SOCIALIZING!!!--- FRESH OWNER REDO WITH DISCERNING DESIGN CHOICES ON THIS SOLID & ADORABLE CONCRETE BLOCK 3 BEDROOM/2 BATH CHARMER WITH FENCED YARD AND BARBECUE DECK. *** NO HOA OR FEES*** HOOOORAY! & WITHIN STEPS TO DOWNTOWN PLANT STREET, TONY'S, HARLOW GROVE RESTAURANT, HOUSES OF WORSHIP, FARMERS MARKET, CROOKED CAN FOOD HALL, JESSIE BROCK COMMUNITY CENTER & PARK, PUBLIC BOAT RAMP AT NEWTON PARK, AND ALL THAT FAST GROWING DOWNTOWN HISTORIC WINTER GARDEN HAS TO OFFER!!! AMAZING CHANGES ARE ON THE HORIZON!!!----GET IN ON YOUR OWN (LOCKED IN LOCATION) NOW BEFORE IT'S TOO LATE!!!----- (LOCATED WITHIN THE ZONED GOLF CART DISTRICT). WITHIN MINUTES TO HWY 50, FOWLER GROVES/LOWES/TARGET & 429 FREEWAY ENTRANCE, AS WELL AS FLORIDA TURNPIKE AND E-W EXPRESSWAY ENTRANCES BEING MERE MINUTES AWAY ON EAST PLANT STREET; OH SO CENTRALLY LOCATED DIRECTLY IN "TOWN PROPER" JUST A FEW LOTS UP FROM PLANT STREET; & JUST A LITTLE FURTHER DOWN MAIN STREET AND YOU ARE AT THE PUBLIC BOAT RAMP, NEWTON PARK AND THE FARNSWORTH CITY SWIMMING POOL!!! BEYOND EXCELLENT ACCESS TO MULTIPLE GROCERIES, TAILORS & SHOPPING OPTIONS AT HWY 50, PARK AVENUE, DILLARD STREET AND NEARBY OAKLAND! ALSO, THE WEST ORANGE TRAIL RUNS PERPENDICULAR TO MAIN STREET (YOUR STREET) & IS STEPS FROM YOUR HOME-----CONCRETE BLOCK CONSTRUCTION BUILT & ADDED PROTECTION W/TERMITE BOND/MONTHLY PEST TREATMENT-ALL WITH MASSEY SENTRICON & TRANSFERABLE BOND TO THE NEW OWNER FOR ASSURANCE--- REDO INCLUDES: LIKE NEW ROOF, NEW AC HVAC, DUCTWORK AND REGISTER VENTS, NEW PLUMBING, NEW LED LIGHTING, NEW ENERGY EFFICIENT WINDOWS, NEW BATHROOMS-NEW TUB/SHOWER/FIXTURES WITH BLUETOOTH TUNES BATH FANS, NEW KITCHEN, CABINETS, QUARTZ COUNTERTOPS, & NEW STAINTLESS UPGRADED CHEF APPLIANCES, NEW FRENCH DOORS, NEW CEILING FANS, NEW WASHER/DRYER, NEW RINNAI TANKLESS WATER HEATER (GAS FOR QUICK AND EFFICIENT HEAT UP), NEW FRONT DOOR, NEW OUTDOOR LED LIGHTING 4 CORNERS, NEW REAR DECK FOR ENTERTAINING OR SUNTANNING ALL WITHIN A REAR FENCED IN BACK YARD (WOOD PLANK AND VINYL) WITH ELEVATED WOOD DECK FOR FLIPPING OPEN THE BRAND NEW DOUBLE FRENCH DOORS AND ENJOYING FOR ENTERTAINING OF GUEST!!!! OPEN YOUR KITCHEN AND LIVING ROOM TO YOUR DECK AND LARGE REAR BACK YARD ***EXCELLENT VALUE/EXCELLENT LOCATION/GOLF CART DISTRICT/NO HOA!--NO COMMERCIAL VEHICLE OR PARKING RESTRICTIONS SUCH AS IN GATED COMMUNITIES OR THOSE WITH STRICT HOA ASSOCIATIONS!-----HOME WARRANTY OPTIONS AVAILABLE. WITHIN ZILLOW RANGE PRICING! GREAT DEAL--GREAT LITTLE HOME. SO SOLID SO CUTE!--COME SEE FOR YOURSELF...........
Listing is courtesy of: FOLIO REALTY LLC (407-917-0241)
Listing Agent: Jason Fulmer (321-303-6670)
15187 HARROWGATE WAY, WINTER GARDEN, FL 34787
$445,00036 Days on yellowkey MLS ID: TB8497081
REDUCED by $5,000 (1.1%) on 05/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1296 Built: 2003Monthly Fee: $46 Tax: $5,808 (2025)Community: Stone CrkSingle Family
Taxes:$5,808
Elementary School: Whispering Oak Elem
Remarks: Location! Location! Welcome to this wel maintained 3 beds 2 bath single family home located in the desirable community of Stone Creek in Winter Garden. This home offers a spacious living room, dining area, spacious master bedroom with double sink and walking closet, 2 extra bedrooms and sharing bath, 2 car garage, screened porch and generous fenced back yard. This property is convenient located near shops, restaurants, and the highly rated Elementary School is located inside the community with walking distance. Also, near Winter Garden village Mall, Stonybrook West Golf Club, Tucker Ranch Wellness Park (in construction) And easy acces to the Highway and Airport.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Maria Howard (410-422-3518)
15480 SANDFIELD LOOP, WINTER GARDEN, FL 34787
$749,90023 Days on yellowkey MLS ID: O6399241
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2574 Built: 2013Monthly Fee: $114 Tax: $7,534 (2025)Community: Reserve/Carriage Point Ph 1Spa: YesSingle Family
Taxes:$7,534
Remarks: One or more photo(s) have been virtually staged. Set within one of Winter Garden’s most sought-after communities, 15480 Sandfield Loop presents a thoughtfully updated residence defined by clean, modern finishes, soaring interior volume, and a seamless connection to outdoor living. A welcoming front elevation and expansive paver driveway introduce the home with presence, leading to a light-filled interior where elevated ceiling heights and continuous wood-look tile flooring create an immediate sense of openness and cohesion. The main living area is anchored by volume and natural light, with large sliding glass doors framing views of the covered lanai and screened pool beyond. The kitchen has been completely redesigned with all-new cabinetry and features granite countertops and a functional island layout that offers both everyday practicality and an ideal setting for gathering. Pendant lighting and stainless steel appliances complete the space, maintaining a clean, timeless aesthetic. All secondary bathrooms have been fully updated with modern finishes, including sleek vanities, updated fixtures, and sliding glass door showers, delivering a polished, move-in ready experience throughout. The primary suite offers a spacious layout with the opportunity to further personalize, creating a private retreat tailored to your vision. Outdoor living is where this home truly shines. The covered lanai extends seamlessly from the interior, overlooking a screened-in pool and spa designed for year-round enjoyment. Beyond, the fully fenced backyard opens to a rare sense of privacy, backing to a rural settlement with no direct rear neighbors, creating a setting that feels both open and secluded. Positioned on a corner homesite along a gently curved street, the property benefits from added spacing, enhanced curb presence, and a more open feel than typical interior lots. Situated just minutes from shopping, dining, and major roadways, this home combines thoughtful interior updates, strong architectural volume, and a highly livable indoor-outdoor layout, an increasingly rare offering at this price point.
Listing is courtesy of: ORLANDO PROPERTY ADVISORS (407-808-3695)
Listing Agent: Kayla Devoogel (407-493-5452)
279 ZACHARY WADE ST, WINTER GARDEN, FL 34787
$1,675,0008 Days on yellowkey MLS ID: O6408014
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4473 Built: 2003Monthly Fee: $67 Tax: $8,609 (2025)Community: Lakeview ReserveSpa: YesSingle Family
Taxes:$8,609
Remarks: LAKEFRONT ** 30 min boat ride from your backyard to Mt Dora or take your golf cart a few minutes to downtown historic Winter Garden Farmers' Market, restaurants & events ** Private gated downtown Winter Garden community ** Live the true Florida lifestyle here with breathtaking sunset views over Lake Apopka ** Spectacular designed heated saltwater pool with raised spa ** Dock w covered boat lift has new roof 2025** 10' sea wall ** Completely fenced yard and additional yard space beyond the patio ** Resurfaced pool +/-5 yrs ago & Aqualink pool/spa automation system ** Newer roof 2/2022 and 3 newer AC units inside and out ** Home generator Katolight 40KW runs +/- 90% of the home ** Scenic lake views from the bay window in the kitchen dining area and from the great room ** The great room features a corner firepl, Bose speakers & french doors w more lake views **The kitchen has a large cooking island w/sink plus a separate breakfast bar, stone counters, under cabinet lighting, a Jenn-Air double convection oven and lovely dining area overlooking the lake ** There's even an open wine closet/alcove with wine refrigerator off the kitchen ** +/-16x26 primary bedroom w a tray ceiling and cozy corner fireplace and serene lake views from the balcony ** HUGE +/-23x25 bonus room with wet bar and fireplace ** Use the first floor bedroom with a oversized walk in closet as a 5th bedroom or as a den-currently being used as a dining room ** Crown molding throughout the home ** 2 car garage plus a 1 car garage with easy access to the backyard perfect for bringing your boat or lawn equipment through ** Covered screened patio with ceramic tile, Bose speaker system and outdoor living space ** LOW HOA fees $200 quarterly ** ADT security system with cameras ** PRIME LOCATION with the West Orange Trail directly across from the front community gate and a charming Butterfly Garden a short walk away ** Only a few minutes to charming downtown historic Winter Garden with great restaurants, shopping, business services, incredible Farmers Market every Saturday and fun events to enjoy all year long ** All room measurements in MLS and on 3d floorplan are approximate. Buyer to verify. Tax record is incorrect - property has 5 bedrooms. Dock measurement is estimated. Buyer to verify. Solar panel lease to be transferred to buyer at closing **
Listing is courtesy of: INDEPENDENCE REALTY GROUP LLC (407-408-6662)
Listing Agent: Andrew Philippone (407-408-6662)
12731 GROVEHURST AVE, WINTER GARDEN, FL 34787
$609,900107 Days on yellowkey MLS ID: O6379203
REDUCED by $10,100 (1.6%) on 05/09/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3474 Built: 2006Monthly Fee: $111 Tax: $8,378 (2025)Community: Grovehurst A-DSingle Family
Taxes:$8,378
Remarks: One or more photo(s) has been virtually staged. Ideally located in the heart of Winter Garden, this home offers 3,474 sq. ft. of living space and exceptional walkability just steps from Winter Garden Village’s shopping, dining, and everyday conveniences. Recent updates include new carpet and fresh interior and exterior paint. The flexible floor plan features five bedrooms, three full bathrooms, and a kitchen with 42-inch upper cabinets, granite countertops, and an open layout to the family room with a large eat-in area. Stone Crest community amenities include a clubhouse, pool, tennis/pickleball courts, playground, and a scenic walking trail around a tranquil pond. With close proximity to AdventHealth, major highways, historic downtown Winter Garden, the West Orange Trail, and top-rated schools, this property provides excellent convenience and connectivity.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)
Listing Agent: Joseph Doher (407-203-0007)
2450 DAHLGREN WAY, WINTER GARDEN, FL 34787
$1,700,00081 Days on yellowkey MLS ID: TB8481106
REDUCED by $250,000 (12.8%) on 05/20/2026
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4365 Built: 2007Monthly Fee: $225 Tax: $8,970 (2024)Community: Bronsons Lndgs F & MSpa: YesSingle Family
Taxes:$8,970
Remarks: Rare Gated Lakefront Retreat with Grandfathered Boat Access on Lake Luntz Discover resort-style living in this one-of-a-kind gated lakefront home in the heart of Winter Garden. Nestled on a quiet, tree-lined cul-de-sac, this 5-bedroom, 5-bathroom, 4,365 Sq Ft home offers a smart layout designed for both everyday living and entertaining. The first-floor bedroom and full bath are ideal for guests or multi-generational living, while upstairs includes a loft, media room, and three additional bedrooms, including one en-suite and a Jack-and-Jill setup. Enjoy endless lake views from the screened pool with grotto seating and waterfall, or entertain indoors in the Florida Grill/Bar room featuring a refrigerator, freezer, deep fryer, griddle, bar sink, dishwasher, and full pool/guest bath. The primary suite is a true retreat with double walk-in closets, spa-style bath, garden tub, walk-in shower, and dual water closets. Lake enthusiasts will love the boathouse, covered dock, and boat lift, complete with power and water, along with multiple watercraft options including a pontoon slip (~20’), jet ski slip for 2, power lifts, and additional space for non-powered boats. Additional bonus spaces include a garage under air with a separate gym/rec room. Outdoor living abounds with a beachfront-style area, wood-burning fireplace, granite bar-top seating, and spectacular sunset views. This is a rare opportunity to own the only home on Lake Luntz with grandfathered boat access, offering a private lakefront lifestyle you won’t find anywhere else.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Keegan Siegfried (813-670-7226)
15232 FIRELIGHT DR, WINTER GARDEN, FL 34787
$829,0007 Days on yellowkey MLS ID: O6408025
Bed: 7 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4612 Built: 2010Monthly Fee: $167 Tax: $5,873 (2025)Community: Belle Meade Ph 02 HSingle Family
Taxes:$5,873
Remarks: One or more photo(s) has been virtually staged. FIRST TIME ON THE MARKET SINCE NEW! Located within the beautiful gated community of Belle Meade in Winter Garden, this exceptional 7-bedroom, 4-bathroom home offers the perfect combination of space, comfort, and lifestyle in one of Central Florida’s most sought-after locations. Freshly painted throughout and featuring a brand-new roof, this move-in ready residence provides peace of mind along with an expansive floorplan designed for modern living and entertaining. From the moment you enter, you’ll appreciate the bright open living spaces, soaring ceilings, and flexible layout ideal for large families, multigenerational living, or those needing extra space to work and entertain from home. The highly desirable first-floor primary suite creates a private retreat, while an additional first-floor guest suite offers convenience and versatility for extended family or visitors. At the center of the home, the oversized kitchen overlooks the main living areas, creating a seamless flow perfect for gatherings and everyday living. The two car garage is tandem and set up for three cars or extra flex space. Upstairs, the home continues to impress with generously sized secondary bedrooms, a dedicated media room, and an expansive bonus room already prepped for a future bar area — creating the ultimate entertainment space for movie nights, game days, or hosting family and friends. Step outside and enjoy the Florida lifestyle with ample outdoor space and room to create your dream backyard oasis. Perfectly positioned near top-rated schools, Hamlin Town Center, Historic Downtown Winter Garden, Winter Park Village, shopping, dining, entertainment, major highways, and world-famous attractions like Disney, Belle Meade offers residents both privacy and convenience in a beautifully maintained gated setting. A rare opportunity to own a spacious, move-in ready home with the size, layout, and location today’s buyers are searching for.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Rodney Melendez (321-436-7440)
16783 TURTLE HATCH DR, WINTER GARDEN, FL 34787
$1,199,99914 Days on yellowkey MLS ID: O6404708
REDUCED by $1 (0.0%) on 05/20/2026
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3513 Built: 2019Monthly Fee: $240 Tax: $13,161 (2025)Community: Waterside/Johns Lk-Ph 1Single Family
Taxes:$13,161
Remarks: An exceptional expression of refined living, this luxury estate is nestled within the exclusive gated enclave of Waterside at Johns Lake in Winter Garden. Boasting 5 bedrooms and 5.5 baths, this impeccably designed residence showcases a seamless blend of sophistication and comfort. The expansive open-concept layout is enhanced by elegant wood plank tile flooring throughout the main level and anchored by a chef-inspired gourmet kitchen, thoughtfully appointed for both everyday living and upscale entertaining. The lavish primary suite serves as a private sanctuary, featuring a spa-caliber bath and an oversized walk-in closet designed to impress. Step outside to your own resort-style retreat, where a screened-in pool and spa create the perfect setting for relaxation, complete with a dedicated pool bath for added convenience. The upper level offers a versatile bonus room along with a private guest suite, providing ideal accommodations for visitors or multigenerational living. Distinguished features include a 3-car garage, stately slate tile roof, charming courtyard entry, and a fully integrated irrigation system—every detail curated for both elegance and ease. Residents enjoy access to an array of resort-style amenities, including a clubhouse, state-of-the-art fitness center, community pool, fishing dock, scenic walking paths, parks, and playgrounds. Perfectly positioned just minutes from the charm of Historic Downtown Winter Garden, Winter Garden Village, Hamlin, and Horizon West, with convenient access to major thoroughfares and Central Florida’s premier attractions
Listing is courtesy of: SIERRA REALTY GROUP LLC (407-557-3119)
Listing Agent: Sylvester Harding (407-557-3119)
87 WINDTREE LN #K, WINTER GARDEN, FL 34787
$200,00084 Days on yellowkey MLS ID: G5108773
REDUCED by $5,000 (2.4%) on 05/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 918 Built: 1984Monthly Fee: $300 Tax: $587 (2024)Community: Windtree Gardens Condo Ph 03Condo
Taxes:$587
Remarks: Large Price Improvement. Downstair location, peace and ease with this updated 2/2 FIRST FLOOR condo in Winter Garden. You will love this condo placement in the rear of the community near the pond with fountain, community pool, rentable clubhouse, basketball courts and NO STAIRS. Enjoy the private setting while sitting on your screened porch with your favorite book or beverage and the frequent visits from the neighborhood ducks. The condo has been updated to include the cabinets, counters, updated bathrooms and tile floors throughout. Move in ready so just grab your things and come on. What's Nearby? ANYTHING you could need or want. Only 1.5 miles from downtown Winter Garden, 2.5 miles to Winter Garden Village, 15 miles to Walt Disney World® and other theme parks, 24 miles to MCO Orlando's International Airport/Brightline highspeed passenger train and just over an hour to dip your toes in salty water and sand on Florida's World Famous Beach in Daytona. Downstair units with perfect location do not come around often so book your private tour today and ask your REALTOR for the video walk through link.
Listing is courtesy of: BONJORN REAL ESTATE (352-394-2112)
Listing Agent: Mendy Bacon (407-383-7213)
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