Winter Garden/Oakland Homes with Golf Cart Garage Garage Description

Winter Garden/Oakland Homes with Golf Cart Garage Garage Description

Welcome to the picturesque region of Winter Garden and Oakland, Florida, where charm meets convenience in the heart of Orange County. Nestled just a short drive from the vibrant city of Orlando, this area boasts a delightful blend of small-town warmth and modern amenities, making it a prime destination for families, retirees, and everyone in between.

Winter Garden is renowned for its lush landscapes, historic downtown, and a thriving community spirit. The area features a plethora of parks, scenic trails, and a vibrant farmers market that draws locals and visitors alike. Oakland, with its serene atmosphere and beautiful lakes, offers a tranquil escape while still being close to the excitement of urban life. Together, these communities create an idyllic setting for those seeking a balanced lifestyle.

One of the standout features of homes in this region is the inclusion of golf cart garages. Imagine the convenience of having a designated space for your golf cart, allowing you to effortlessly explore the local golf courses and charming neighborhoods. These homes are designed with the modern homeowner in mind, combining practicality with style. Whether you’re heading out for a leisurely round of golf or a quick ride to the local shops, having a golf cart garage enhances your lifestyle and adds a unique touch to your home.

With its stunning homes, friendly atmosphere, and proximity to outdoor adventures, Winter Garden and Oakland offer an exceptional living experience. Discover your dream home in this enchanting region and embrace the vibrant lifestyle that awaits you!

Newest Winter Garden/Oakland Homes with Golf Cart Garage Garage Description

7 Beds ⋅ 8 Baths ⋅ Acreage SubDv. ⋅ 34787 Zip Code

Exceptional custom estate on approximately 1.61 acres in Downtown Winter Garden's desirable Golf Cart District, just minutes from Historic Plant Street, the West Orange Trail, shopping, dining, and entertainment. This extensively renovated residence offers over 7,700 square feet of living space with 7 bedrooms, 6 full baths, 2 half baths, spacious living and entertaining areas, a chef's kitchen with premium appliances, marble countertops, wine bar, and an open-concept design. The resort-style outdoor living area features a heated saltwater pool, covered lanai, summer kitchen with pizza oven and built-in grill, and an NBA regulation half basketball court. A detached guest house with a full kitchen provides ideal space for guests, multigenerational living, or a private office. Additional features include a gated circular driveway, oversized 3-car garage with workshop, golf cart garage, mature oak trees, and no HOA. Conveniently located near SR-429, Florida's Turnpike, Winter Garden Village, downtown Orlando, area attractions, and Orlando International Airport.

900 W Plant Street, Winter Garden

5 Beds ⋅ 3 Baths ⋅ Wintermere Harbor SubDv. ⋅ 34787 Zip Code

Space, privacy, and thoughtful design define this beautifully maintained 5-bedroom, 3-bath residence in the gated community of Wintermere Harbor. With 3,249 square feet of living space, a 0.33-acre lot, private saltwater pool and a three-car garage, this home offers the kind of everyday functionality that's increasingly difficult to find. A grand entry welcomes you into elegant formal living and dining rooms for more formal occasions while the expansive family room and kitchen create a comfortable gathering place at the heart of the home. Whether hosting holiday dinners, celebrating milestones, or enjoying a quiet evening in, the layout adapts effortlessly to every season of life. Positioned on its own side of the home, the primary suite offers a welcome sense of separation from the secondary bedrooms featuring its own private entry/exit to the pool deck. The spacious primary bath is designed for comfort, featuring dual vanities, a relaxing garden tub, a separate shower, and two walk-in closets that provide exceptional storage and organization.The thoughtfully designed layout continues with five generously sized bedrooms and two additional full bathrooms providing flexibility for growing households. Upstairs, a spacious bonus room awaits, adding another layer of possibility as a media lounge, game room, home office, or even a 6th bedroom with the addition of a closet. Beyond the interior, the home's outdoor living space invites you to slow down and stay awhile. A fully fenced backyard offers privacy, room for pets to roam while the screened enclosure surrounds the sparkling saltwater pool, creating a comfortable setting for morning swims, weekend gatherings, or evening entertaining. Located within one of Winter Garden's most established gated communities, Wintermere Harbor offers a peaceful residential setting just minutes from Historic Downtown Winter Garden, Winter Garden Village, SR-429, the Florida Turnpike, shopping, dining, golf, and Orlando's celebrated attractions. Some homes simply offer more square footage. Others offer a floor plan that lives beautifully. Schedule your private showing today and discover everything this exceptional Winter Garden home has to offer!

13163 Lakeshore Grove Drive, Winter Garden

3 Beds ⋅ 4 Baths ⋅ Acreage & Unrec SubDv. ⋅ 34787 Zip Code

Situated on 5 pristine acres, this exceptional lakefront property offers a rare blend of privacy, space, and natural beauty. The fully fenced grounds feature classic black wood fencing, a picturesque oak-lined driveway with elegant lighting, manicured landscaping, mature trees, and expansive green space—all framed by peaceful water views. The thoughtfully designed residence showcases timeless materials and warm architectural details throughout. Inside, you’ll find three spacious bedrooms with rich wood flooring, two full bathrooms, and a half bath. The open-concept great room seamlessly connects the kitchen, dining, and living areas, highlighted by custom wood cabinetry, tile flooring, wood ceilings, and built-in entertainment features. A flexible office or gym with Chicago brick and wood flooring adds versatility, while a second-floor bonus room offers additional space for a media room, playroom, or private retreat. The exterior is equally impressive with black-painted James Hardie siding and Chicago brick front and rear patios with wood ceilings, creating inviting outdoor living spaces. The property functions as a true private compound with exceptional outbuildings. A detached lakefront entertainment retreat captures stunning sunset views and includes a kitchen, full bath, dining area with convertible poker table, and ample storage—perfect for hosting or relaxing. Car enthusiasts will appreciate the custom climate controlled garage and workshop featuring 10’ entry doors, multiple vehicle lifts, epoxy flooring, storage systems, and elevator access to a second-level loft lounge. An architecturally designed carport accommodates up to six vehicles and doubles as a covered pavilion for gatherings, complemented by an aluminum pergola and a Colorado stone propane fire boulder for outdoor entertaining. A separate outbuilding offers flexible use as a playhouse, pet space, hobby room, or studio. The property is equipped with a comprehensive security system including surveillance cameras, driveway alerts, and emergency strobe notifications. A Cummins 30kW generator powers the home and all outbuildings, ensuring reliable backup for the entire estate. Located just minutes from Hamlin Town Center, enjoy convenient access to top dining, shopping, entertainment, and everyday essentials, along with quick connectivity to SR-429, Walt Disney World, Downtown Winter Garden, and the greater Orlando area—offering the perfect balance of accessibility and serene living.

9751 Quiet Lane, Winter Garden

4 Beds ⋅ 4 Baths ⋅ Northlake/Ovation Ph 1 SubDv. ⋅ 34787 Zip Code

Welcome to this stunning brand-new single-story home, perfectly located in the sought-after Horizon West community in Winter Garden. This 4-bedroom, 3-bath residence with a 2-car garage combines modern design, energy efficiency, and a lifestyle of comfort and elegance. Step inside and be amazed by the bright open-concept floorplan, highlighted by natural light and a fresh, modern color palette. The chef’s kitchen is a true showstopper with 42-inch shaker cabinets in light tones, gorgeous quartz countertops, a large island ideal for gatherings, and premium stainless steel appliances—including refrigerator, range, dishwasher, microwave, washer, and dryer. The home’s efficient construction ensures comfort and savings, while the spacious lanai invites you to relax and enjoy serene views of the Star Lake and lush conservation area—your private piece of paradise, right in your backyard. Opportunities like this don’t last long in Horizon West! Don’t miss your chance to own this extraordinary single-story lakeside retreat. Schedule your private showing today and make this dream home yours!

17552 Lake Star Road, Winter Garden

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