Oakland Trails Real Estate

Oakland Trails Real Estate

Welcome to Oakland Trails, a picturesque subdivision nestled in the heart of Winter Garden, Florida, in the vibrant Orange County. This charming community is a hidden gem that perfectly balances tranquility with modern living, making it an ideal place for families, young professionals, and retirees alike.

Oakland Trails boasts a variety of beautifully designed homes, each reflecting the community’s commitment to quality and style. With a range of architectural designs, from contemporary to classic, there’s a perfect fit for everyone. The spacious lots provide ample outdoor space for gardening, play, or simply soaking up the Florida sunshine.

Residents of Oakland Trails enjoy a wealth of amenities that enhance their lifestyle. The community features well-maintained walking trails, perfect for morning jogs or evening strolls with family and friends. Children can play in the nearby parks, while adults can take advantage of the community’s recreational facilities. The friendly atmosphere fosters a sense of belonging, making it easy to meet neighbors and create lasting friendships.

Location is key, and Oakland Trails is conveniently situated near Winter Garden’s vibrant downtown area, where you can explore an array of restaurants, boutiques, and entertainment options. With easy access to major highways, commuting to nearby cities or attractions like Disney World is a breeze.

Experience the best of Florida living at Oakland Trails, where community spirit and modern conveniences come together in perfect harmony. Come visit us today and discover your dream home in this delightful subdivision!

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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