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 delightful blend of serene living and modern convenience, making it a perfect choice for families, professionals, and retirees alike.

Oakland Trails boasts a variety of beautifully designed homes, each crafted with attention to detail and quality. From spacious single-family residences to cozy townhomes, there's a perfect fit for everyone. The lush landscapes and tree-lined streets create an inviting atmosphere, encouraging residents to enjoy leisurely strolls or bike rides through the neighborhood.

One of the standout features of Oakland Trails is its commitment to community and recreation. Residents have access to a range of amenities, including a sparkling community pool, playgrounds, and walking trails that wind through the scenic surroundings. The subdivision is also conveniently located near several parks, offering countless opportunities for outdoor activities and family gatherings.

Living in Oakland Trails means being part of a vibrant community with easy access to Winter Garden's charming downtown area, where you can explore boutique shops, delightful eateries, and local farmers’ markets. The area is known for its rich history and friendly atmosphere, making it a wonderful place to call home.

With its prime location in Orange County, Oakland Trails provides quick access to major highways, ensuring that you’re never far from the excitement of Orlando's attractions. Whether you're looking for a peaceful retreat or a lively community, Oakland Trails offers the best of both worlds in beautiful Winter Garden, Florida. Come discover your dream home today!

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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