Oakland Trails Real Estate

Oakland Trails Real Estate

Welcome to Oakland Trails, a picturesque subdivision nestled in the heart of Winter Garden, Florida. This vibrant community in Orange County offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, professionals, and retirees alike.

Oakland Trails is characterized by its charming tree-lined streets, well-maintained parks, and beautifully designed homes that cater to various lifestyles. With a range of architectural styles, from modern designs to classic Florida aesthetics, there’s something for everyone. The community promotes a strong sense of belonging, with friendly neighbors and a welcoming atmosphere that makes it easy to feel at home.

One of the standout features of Oakland Trails is its commitment to outdoor living. Residents can enjoy scenic walking trails, playgrounds, and picnic areas that encourage an active lifestyle and foster community connections. The nearby Lake Apopka and the West Orange Trail provide ample opportunities for hiking, biking, and enjoying nature, making it a haven for outdoor enthusiasts.

Convenience is at your fingertips in Oakland Trails, as it is just a short drive from Winter Garden’s charming downtown area, where you’ll find an array of dining, shopping, and entertainment options. Plus, with easy access to major highways, you can effortlessly explore all that Central Florida has to offer, including the world-famous theme parks and beautiful beaches.

Discover the charm of Oakland Trails, where community spirit meets modern living in one of Florida’s most sought-after locales. Your dream home awaits!

Newest Listings in Oakland Trails

$454,900
3 Beds 3 Baths Oakland Trails SubDv. 34787 Zip Code
Welcome to this exceptional home in the highly sought-after Oakland Trails community! This beautifully designed 3-bedroom, 2.5-bath residence offers approximately 1,838 square feet of thoughtfully designed living space with an open and functional floor plan that truly stands out in the neighborhood. From the moment you arrive, you’ll notice the extended brick paver driveway, providing additional parking and excellent curb appeal. The inviting front porch is perfectly positioned with elevated views overlooking the peaceful walking trails — an ideal spot to enjoy your morning coffee or unwind in the evenings. Inside, the bright and airy layout flows seamlessly, creating an inviting atmosphere for both everyday living and entertaining. High ceilings and tall doorways enhance the spacious feel throughout the home. The open-concept living, dining, and kitchen areas are designed for comfort and functionality. The beautifully upgraded kitchen features polished granite countertops, an expansive breakfast bar island, rich espresso shaker cabinetry with crown molding, stainless steel appliances, recessed lighting, a spacious pantry, and a bright window above the sink — combining style and practicality for modern living. Upstairs, the spacious primary suite offers a private retreat, while two additional bedrooms, a versatile loft area, and a convenient second-floor laundry room provide flexibility for family, guests, or a home office. Built with energy efficiency in mind, this Meritage home includes spray foam insulation to help maintain indoor comfort while reducing utility costs. The home is also equipped with an advanced HVAC system featuring enhanced air purification and fresh-air intake for improved comfort and healthier living. Ideally located approximately 30 minutes from Disney, Universal Studios, and Downtown Orlando, this home offers convenient access to major attractions while maintaining a peaceful residential setting. Oakland Trails is known for its top-rated schools, scenic walking and biking trails, low HOA, and thoughtfully planned amenities, including a community pool, clubhouse, and dog park. Just minutes away, Downtown Winter Garden offers the popular Winter Garden Farmers Market, charming boutiques, restaurants, and cultural attractions in one of Central Florida’s most beloved small-town districts. For commuters, easy access to the Florida Turnpike allows convenient travel throughout Orlando and to the airport. Investors will also appreciate the home’s strong long-term rental potential, supported by modern construction, low-maintenance design, and consistent tenant demand. This home perfectly blends peaceful neighborhood living with outstanding convenience, style, and everyday functionality. Don’t miss your opportunity to own one of Oakland’s standout homes!

2247 White Feather Loop, Oakland

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