Winter Garden/Oakland Real Estate

Welcome to this beautiful two-story single-family home located in the desirable Winter Garden area. Featuring 4 bedrooms and 3.5 bathrooms, this residence combines generous living spaces with a comfortable and functional floor plan designed for everyday living and entertaining. The well-planned layout creates a natural flow throughout the home, with spacious living areas that provide plenty of room to relax, gather, and enjoy time with family and guests. The two-story design provides excellent separation between common living spaces and private areas, creating both convenience and privacy. Generously sized bedrooms provide flexibility for a variety of needs, including guest accommodations, a home office, or additional living space. With 3.5 bathrooms, the home provides added convenience for residents and visitors alike. Located in Winter Garden, this property enjoys convenient access to shopping, restaurants, entertainment, major roadways, and the many recreational destinations throughout Central Florida. The location provides easy connectivity to surrounding communities while maintaining the residential atmosphere that makes Winter Garden such a sought-after area. With its spacious layout, four-bedroom configuration, and desirable location, this home is a wonderful opportunity for those looking for comfort, functionality, and convenience in Winter Garden. Schedule your private showing today and experience everything this residence has to enjoy.

14961 Lebeau Loop, Winter Garden

$700,000

3 Beds ⋅ 2 Baths ⋅ O6443368 MLS

Every single day, you’ll experience the ultimate Central Florida lifestyle in your own private backyard paradise. Tucked into the coveted Latham Park community of Winter Garden, just two miles from Disney’s Magic Kingdom, this pristine 2018-built home pairs luxurious outdoor living with unbeatable convenience to world-class entertainment, shopping, and dining. Surrounded by updated curb appeal, mature landscaping, and a quiet neighborhood setting, it offers a rare combination of comfort, style, and resort-style amenities right at home. Inside, the light-filled floor plan feels crisp, elevated, and completely turn-key, highlighted by elegant crown molding and durable wood-look tile floors running throughout the main living areas. High tray ceilings accentuate the main open-concept living and dining spaces, leading seamlessly into a dedicated flex space. Showcasing true Florida indoor-outdoor living, the home features both a standard sliding door and a triple sliding glass door that opens directly from the flex space out to the pool area. At the center of it all is a modern chef’s kitchen designed for both quiet mornings and hosting friends. It boasts 42-inch cabinets, sleek quartz countertops, under-cabinet accent lighting, a gas range, and premium stainless steel appliances. Conveniently nearby, an oversized laundry room comes fully equipped with a washer and dryer while providing exceptional extra storage space. For total peace of mind and remarkable efficiency, the home is secured with a SimpliSafe security system, equipped with a tankless water heater, and features fully paid-off solar panels for ultra-low electricity bills. The primary suite serves as your private sanctuary, featuring a custom built-in walk-in closet system and a beautifully appointed primary bathroom complete with a luxurious, walk-in shower. Two additional spacious bedrooms with luxury vinyl flooring provide exceptional flexibility for family, guests, or a dedicated home office setup. Step out back into your personal outdoor oasis—a custom screen-enclosed pool deck featuring a stunning heated saltwater pool and spa, built-in controllable LED lighting overhead and within the enclosure, and a Char-Broil outdoor kitchen perfect for weekend barbecues. The fully fenced backyard ensures a private, safe space for relaxation or outdoor fun. Beyond your doorstep, enjoy Latham Park’s vibrant community events, pool, playground, and spectacular views of the Disney fireworks right from within the neighborhood—plus access to top-tier schools including Panther Lake Elementary, Hamlin Middle, Horizon High, and Windermere Prep. From private poolside relaxation to nightly magic nearby, this is a rare gem in one of Winter Garden’s most sought-after pockets.

14371 Shocklach Drive, Winter Garden

$399,900

3 Beds ⋅ 3 Baths ⋅ O6439860 MLS ⋅ Na BLDG.

OPEN-CONCEPT LIVING • OVERSIZED KITCHEN ISLAND • HARD-SURFACE FLOORING • SPACIOUS PRIMARY SUITE • PRIVATE PAVER PATIO • COMMUNITY POOL • WINTER GARDEN 34787 This Winter Garden townhome brings together the features that make a difference: a spacious open-concept layout, oversized kitchen island, abundant natural light, hard-surface flooring on the main level, staircase and upstairs hallway, generous storage, interior laundry, a spacious primary suite, private enclosed paver patio and access to the community pool. Welcome to 8049 Basilica Lane, a two-story residence offering 3 bedrooms, 2.5 bathrooms and approximately 1,860 sq ft, with thoughtfully connected indoor and outdoor spaces. The entry opens to a bright foyer featuring tile flooring, recessed lighting, a sidelight window and textured accent wall. From here, the floor plan transitions naturally into the kitchen, dining and living areas, creating one continuous gathering space. Large windows bring in natural light, while the open layout provides flexibility for different furniture and dining configurations. At the center of the main level, the kitchen features dark cabinetry, stainless-steel appliances, built-in microwave, range, dishwasher, pendant lighting and an oversized island with extended countertop seating. Generous cabinetry and counter space provide plenty of room for meal preparation and storage. Large-format tile flooring extends throughout the main gathering areas, creating a cohesive and low-maintenance surface. Continue upstairs via a hard-surface staircase with no carpet, where the upstairs hallway also features hard-surface flooring. Multiple closets provide additional storage, and a dedicated interior laundry closet offers space for a side-by-side washer and dryer with shelving above. The primary bedroom offers multiple windows, a tray ceiling and decorative wall detailing. The primary bathroom includes a long dual-sink vanity, extensive countertop and cabinet storage, a large wall mirror, tile flooring and an oversized glass-enclosed shower with tiled surround and built-in shower shelving. Step outside to a private enclosed paver patio designed to extend the living space outdoors. The fenced area provides room for lounge seating, outdoor dining and grilling, while shade coverings and string lighting add functionality for daytime and evening use. The community also offers a swimming pool with a spacious paver deck and lounge areas surrounded by Florida landscaping. Located in Winter Garden’s 34787 area, the property is convenient to Horizon West and Hamlin, with shopping, restaurants, grocery stores, entertainment and recreation nearby. Major Central Florida roadways provide connections to Walt Disney World, Windermere, Downtown Winter Garden and the greater Orlando area. Schedule your private showing today and come experience 8049 Basilica Lane in person!

8049 Basilica Lane, Winter Garden

$515,000

3 Beds ⋅ 3 Baths ⋅ S5158021 MLS

Welcome home to this beautifully maintained 3-bedroom, 2.5-bath home in the highly sought-after Longleaf at Oakland community! From the moment you arrive, you will appreciate the inviting feel, thoughtful layout, and pride of ownership throughout. Inside, enjoy spacious bedrooms, a versatile upstairs loft perfect for a home office, media room, or additional living space, and a comfortable family room designed for everyday living and entertaining. Step outside to a wonderful backyard and porch area, with both the family room and porch pre-wired for speakers—perfect for creating an effortless indoor-outdoor entertaining experience. The two-car garage even features an electric vehicle charging outlet. The location is hard to beat— take a quick 5-minute walk to the West Orange Trail, enjoy the shops, dining, and charm of Downtown Winter Garden just 10 minutes away, and reach the Florida Turnpike in minutes. Beautifully cared for, ideally located, and truly move-in ready—this is the Oakland home you’ve been waiting for!

2696 Bobcat Chase Boulevard, Winter Garden

$409,000

3 Beds ⋅ 2 Baths ⋅ S5157851 MLS

LOCATION, LOCATION, LOCATION, Exceptional value is found with this spacious 3 bedroom, 2 bathroom home. You will appreciate the fully remodeled home with new flooring, kitchen cabinets and countertops, hall and master bathrooms, roof, water heater, pluming, and covered porch. This property is located across the street from Winter Garden High School and 5 minutes away from downtown Winter Garden and convenient access to major highways.

1606 Beulah Road, Winter Garden

$598,800

4 Beds ⋅ 3 Baths ⋅ O6442363 MLS

Pro pics coming but dont wait. FIRST TIME EVER OFFERED FOR SALE! Welcome to 14543 Sabal Crest Way, an exceptionally maintained, original-owner home located in the highly sought-after Orchard Hills community of Winter Garden. Pride of ownership is evident around every corner of this beautiful single-story residence, offering 4 bedrooms, 3 full baths and 2,224 heated square feet with an ideal combination of comfort, efficiency and location. Just a block from the Orchard Hills clubhouse, fitness center and playground, this home puts some of the community’s best amenities practically at your doorstep. Inside, the heart of the home is an impressive kitchen designed for both everyday living and entertaining. Enjoy built-in double convection ovens, a vented cooktop, abundant cabinetry and an oversized center island overlooking the main living areas. The open, functional one-story floor plan provides excellent separation of space while remaining bright, inviting and easy to live in. The upgrades continue throughout the property, including custom closet systems, gutters, fully fenced backyard and a 220-volt outlet in the garage ready for EV charging. One of the biggest bonuses is the fully paid-off 8.19 kW solar panel system, providing significant dent in the monthly electric savings without the burden of a solar loan or lease. The HOA handles the lawn care too !!! Location of this home is remarkable. Orchard Hills is ideally positioned near the rapidly growing Hamlin retail, dining and commercial district, SR 429 Expressway, Walt Disney World, the new community park and library, and everything Horizon West and Winter Garden have to offer. The property is located within a sought-after K-12 public school district and is also just minutes from the campuses of Foundation Academy and Windermere Preparatory School. Homes combining this condition, one-story living, four bedrooms, three full baths, a fenced yard, community amenities, paid-off solar and an outstanding Winter Garden location are increasingly difficult to find at this value. Meticulously cared for by its original owners, this home is truly move-in ready and an absolute cream puff. You simply won't find more for less. Schedule your private showing and move quickly—14543 Sabal Crest Way is ready for its second owner!

14543 Sabal Crest Way, Winter Garden

$409,900

3 Beds ⋅ 3 Baths ⋅ O6443446 MLS ⋅ N/A BLDG.

WELCOME HOME TO ONE OF THE MOST DESIRABLE FLOOR PLAN IN THE AREA! This exceptionally well-maintained townhouse in Winter Garden offers the perfect blend of comfort, space, and resort-style living. Step inside to a thoughtfully designed open-concept main floor featuring upgraded ceramic tile flooring, a massive kitchen island, a spacious pantry, a convenient half bath, and a generous laundry room. Upstairs, discover three well-appointed bedrooms, including a spacious primary suite with a beautifully sized bathroom featuring windows for natural light and a fantastic walk-in closet. The cherry on top? A generously sized backyard, offering valuable outdoor space for relaxing, entertaining, or enjoying time with family. The detached two-car garage provides convenience and functionality. Located in a beautiful, family-oriented community, residents enjoy resort-style amenities, including a sparkling pool, clubhouse with a game room, kitchen, and fitness center, basketball court, three dog parks, playgrounds, scenic lakes, and abundant green spaces. Children can even bike to the elementary and middle schools located within the neighborhood, while the high school is just minutes away! Enjoy the exceptional Winter Garden lifestyle, with Disney fireworks views from the community, HOA-organized resident activities, and convenient access to Disney, Flamingo Crossings, the Hamlin area, shopping, dining, and major roadways, including State Road 429. A wonderful opportunity to own a spacious, move-in-ready home in a sought-after location!

11120 Suspense Drive, Winter Garden

$600,000

3 Beds ⋅ 3 Baths ⋅ G5117862 MLS

PRIVATE POOL & SPA. 3-CAR GARAGE. SINGLE-STORY LIVING. AND JUST 5.8 MILES FROM WALT DISNEY WORLD! Welcome to 16137 Hampton Crossing Drive, where your own private Florida retreat meets the resort-style lifestyle of WATERLEIGH in HORIZON WEST—Winter Garden’s highly desirable newer community corridor. This beautifully maintained DR Horton Arbor floor plan offers 3 BEDROOMS, 3 FULL BATHS and an OVERSIZED 3-CAR TANDEM GARAGE, all thoughtfully arranged across 2,040 square feet on one level. Step inside to a bright, OPEN, SPLIT-BEDROOM FLOOR PLAN with high ceilings, engineered HARDWOOD FLOORING and an easy flow from the kitchen through the dining and living areas. The SPACIOUS kitchen is truly the heart of the home, featuring STONE COUNTERS, abundant cabinetry, stainless steel appliances, a large island with seating and a farmhouse-style sink. The privately positioned PRIMARY SUITE features a tray ceiling, walk-in closet and spacious ENSUITE BATH with DUAL VANITIES and an oversized walk-in shower. Two additional bedrooms and two full baths provide plenty of flexibility for guests, a home office or whatever fits your lifestyle. Then step outside—and this home really starts to show off. The COVERED LANAI opens to a fully SCREENED OUTDOOR RETREAT with your own HEATED SALTWATER POOL AND SPA, generous pool deck and space to relax, entertain or simply ENJOY FLORIDA LIVING year-round. In WATERLEIGH, your backyard is only the beginning. Community amenities include a CLUBHOUSE, RESORT-STYLE POOL, FITNESS CENTER, DOG PARK, PLAYGROUND, sidewalks and access to LAKE HICKORY NUT with fishing opportunities and a community pier. EVEN BETTER—INDIVIDUAL HOMEOWNER LAWN CARE IS INCLUDED, leaving you more time to enjoy everything about this home and community. All of this in HORIZON WEST, one of Central Florida’s most desirable newer communities, and only 5.8 MILES FROM WALT DISNEY WORLD, with shopping, dining, entertainment and major roadways nearby. Your own PRIVATE POOL and SPA, resort-style community amenities AND someone else takes care of the lawn? WELCOME to Florida living!

16137 Hampton Crossing Drive, Winter Garden

$620,000

3 Beds ⋅ 2 Baths ⋅ S5157882 MLS

Discover refined living in this beautifully appointed corner-lot residence in desirable Horizon West. Designed with elegance and everyday comfort in mind, this exceptional home features a spacious open floor plan, split-bedroom design, 3 bedrooms, 2 full baths, and a versatile den. The gourmet kitchen showcases 48-inch cabinetry, a beautiful glass-front display cabinet, and granite countertops, creating a nice space for both everyday living and entertaining. The corner setting provides abundant natural light and enhanced privacy, while the HOA includes lawn maintenance for added convenience. Ideally located near Publix, Walmart, Starbucks, restaurants, cafés, Cinepolis Luxury Cinemas, Urban Air Trampoline Park, and highly rated schools. Convenient access to Hwy 429 and Hwy 535.

8091 Bowery Drive, Winter Garden

$1,159,900

7 Beds ⋅ 5 Baths ⋅ O6442063 MLS

Welcome to an exceptional expression of modern luxury in Winter Garden’s highly sought-after Wincey Groves community. Crafted by Dream Finders Homes, this impressive 2021 Sweetwater residence offers more than 4,700 square feet of beautifully appointed living space, with 7 bedrooms, 4.5 baths, and two additional flex rooms that provide the extraordinary potential to create a 9-bedroom estate. Designed for those who value both refined living and remarkable versatility, this move-in-ready residence offers an unparalleled combination of scale, sophistication, and functionality in one of Central Florida’s most desirable destinations. A striking enhanced elevation, extended driveway, and welcoming front porch create an impressive first impression. Beyond the entry, an abundance of natural light illuminates the open-concept interior, where soaring ceilings, 9-foot doors, upgraded engineered hardwood flooring, and expansive sliding glass doors create a seamless sense of space and connection. Thoughtful design details throughout the residence create an atmosphere that is simultaneously elegant, comfortable, and effortlessly livable. The main-level primary suite is a private sanctuary, enhanced by additional windows that bathe the room in natural light. The spa-inspired en-suite bath delivers a luxurious retreat with an oversized soaking tub designed for two, an upgraded glass-enclosed shower, and beautifully selected finishes. Also on the main level, a private office provides an ideal setting for remote work, while a sophisticated half bath serves guests. A third garage bay has been thoughtfully converted into a fully equipped home gym, offering a dedicated space for fitness and wellness. At the center of the home, the gourmet kitchen is designed to be both a showpiece and a gathering place. An oversized island anchors the space, complemented by sleek quartz countertops, wrap-around cabinetry, double ovens, built-in microwave, farmhouse sink, under-cabinet lighting, and exceptional storage. Whether hosting an elegant dinner party or enjoying a quiet morning at home, this kitchen is perfectly suited to every occasion. Upstairs, generously proportioned bedrooms are paired with expansive walk-in closets and a convenient Jack-and-Jill bath. The home’s entertainment offerings are equally impressive, with a dedicated theater and game room creating an elevated destination for movie nights, gaming, and unforgettable gatherings. Two additional flex rooms offer exceptional adaptability, with endless possibilities for guest suites, creative spaces, study areas, multi-generational living, or additional work-from-home accommodations. Modern conveniences further enhance the residence, including smart-home technology, fiber-optic internet, a fully hardwired security system with cameras, and dual AC units for year-round comfort. Front and rear covered porches extend the living experience outdoors, overlooking a private, fenced backyard that provides an inviting setting for entertaining, relaxing, and enjoying Florida’s year-round lifestyle. Ideally located near top-rated schools, scenic parks, and the vibrant Hamlin Town Center, residents enjoy convenient access to premier shopping, dining, entertainment, and everyday amenities. More than a residence, this is a lifestyle defined by space, sophistication, versatility, and opportunity. Experience the exceptional firsthand with a private showing.

5074 Breezy Acres Street, Winter Garden

$389,000

O6443235 MLS

No HOA! Build your new dream home on a prime vacant lot in an established Winter Garden community on E Fullers Cross Rd. This flat, clear 0.48-acre lot sits on a quiet, dead-end street in Hillcrest. Enjoy living minutes from DOWNTOWN WINTER GARDEN's charming historic district, Plant Street Market Place, and the Splash Pad. Launch your boat from the public ramp at nearby Newton Park to enjoy the natural beauty of Lake Apopka and the Dora Chain of Lakes. Septic system required. Custom home plans are available, or choose your floor plan and builder for a home up to 65 feet wide. 80% lot financing is available through a preferred lender. Build your new dream home on a quiet, dead-end street in a mature neighborhood in desirable Winter Garden, Florida.

1669 Markel Drive, Winter Garden

$730,000

5 Beds ⋅ 3 Baths ⋅ O6443027 MLS

Virtually Staged. Welcome to 2470 Standing Rock Circle, a beautifully maintained Montclair model by Meritage Homes in the desirable Oakland Trails community. Offering 3,446 square feet, 5 bedrooms, and a spacious open floor plan, this home has been meticulously cared for and is truly move-in ready. The first floor features a bedroom with a full bath, providing a comfortable and private space for guests. The main living areas flow seamlessly together and include surround sound in the living room, creating an inviting space for everyday living and entertaining. Step outside to the extended covered lanai spanning the full length of the home, with additional pavers extending the outdoor living area into the fully fenced backyard. Upstairs, you'll find the spacious primary suite with a tray ceiling, three additional bedrooms, and an oversized loft currently used as a theater room, complete with surround sound. This flexible space is perfect for movie nights, a game room, home office, or additional living area. Adding even more value, the exterior of the home will be freshly painted prior to closing, and the garage floor will receive a fresh epoxy finish. Located in charming Oakland, residents enjoy convenient access to the West Orange Trail, Oakland Nature Preserve, and Lake Apopka, while being just minutes from Historic Downtown Winter Garden with its restaurants, shops, Plant Street Market, Farmers Market, and year-round community events. With easy access to shopping, dining, and major roadways, this home offers plenty of space in a fantastic Central Florida location.

2470 Standing Rock Circle, Winter Garden

Winter Garden/Oakland Real Estate

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