Oakland Trails Homes for Sale

Oakland Trails Homes for Sale

Welcome to Oakland Trails, a picturesque subdivision located in Winter Garden, Orange County, Florida. Known for its serene surroundings and family-friendly atmosphere, Oakland Trails offers a perfect blend of comfort and convenience for its residents.

The homes for sale in Oakland Trails are truly a sight to behold. With a variety of architectural styles to choose from, including modern designs and traditional aesthetics, there is something to suit every taste. Whether you are looking for a cozy single-family home or a spacious estate, Oakland Trails has it all.

In addition to the beautiful homes, Oakland Trails boasts a range of amenities for residents to enjoy. From community parks and walking trails to recreational facilities and shopping centers, there is always something to see and do in this charming neighborhood.

With its prime location in Winter Garden, residents of Oakland Trails have easy access to top-rated schools, dining options, and entertainment venues. Whether you are a young professional, a growing family, or a retiree looking for a peaceful retreat, Oakland Trails offers the perfect place to call home.

Don't miss out on the opportunity to own a piece of this idyllic community. Explore the homes for sale in Oakland Trails today and discover the perfect place to create lasting memories with your loved ones.

Newest Oakland Trails Homes for Sale

$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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