Oakland Trails Real Estate

Oakland Trails Real Estate

Welcome to Oakland Trails, a vibrant and inviting subdivision nestled in the picturesque city of Winter Garden, Florida, located in the heart of Orange County. This enchanting community is designed for those who appreciate the perfect blend of suburban tranquility and urban convenience, making it an ideal place to call home.

Oakland Trails boasts beautifully crafted homes that cater to a variety of lifestyles, from young families to retirees seeking a peaceful retreat. With a diverse selection of floor plans and modern amenities, residents enjoy spacious living areas, gourmet kitchens, and lush outdoor spaces perfect for entertaining or relaxing in the Florida sunshine.

One of the standout features of Oakland Trails is its commitment to community and connectivity. The subdivision is surrounded by scenic walking trails, parks, and recreational areas, encouraging an active lifestyle for residents of all ages. Families will appreciate the nearby top-rated schools and child-friendly amenities, while outdoor enthusiasts can explore the beautiful landscapes and lakes that Winter Garden has to offer.

Conveniently located just minutes from the bustling downtown Winter Garden, residents can indulge in a variety of shopping, dining, and entertainment options. The historic district, with its charming boutiques and local eateries, provides a delightful backdrop for leisurely strolls and community events.

With its welcoming atmosphere, stunning homes, and prime location, Oakland Trails is more than just a subdivision; it’s a place where memories are made, and a sense of belonging thrives. Come discover the charm of Oakland Trails, where 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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