Oakland Trails Real Estate

Oakland Trails Real Estate

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

Oakland Trails is characterized by its beautifully designed homes, lush landscapes, and friendly neighbors. With a variety of architectural styles, the community boasts residences that cater to diverse tastes and lifestyles. Whether you’re seeking a cozy single-family home or a spacious modern abode, Oakland Trails has something for everyone.

One of the standout features of this subdivision is its commitment to outdoor living. Residents can enjoy scenic walking trails, well-maintained parks, and ample green spaces, perfect for leisurely strolls, picnics, or simply soaking up the Florida sun. The community also encourages an active lifestyle with nearby recreational facilities, including sports courts and playgrounds for the little ones.

Conveniently located in Orange County, Oakland Trails provides easy access to Winter Garden's charming historic downtown, where you can explore delightful shops, restaurants, and local events. The area is also known for its excellent schools, making it a sought-after location for families looking to settle down.

With its friendly atmosphere, beautiful surroundings, and prime location, Oakland Trails is more than just a place to live; it’s a community where memories are made and cherished. Come discover the warmth and charm of Oakland Trails, where your dream home awaits!

Newest Listings in Oakland Trails

$457,900
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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