Oakland Trails Real Estate

Oakland Trails Real Estate

Welcome to Oakland Trails, a hidden gem nestled in the heart of Winter Garden, Florida! This charming subdivision in Orange County offers a perfect blend of modern living and natural beauty, making it an ideal community for families, retirees, and everyone in between.

As you enter Oakland Trails, you’ll be greeted by tree-lined streets and meticulously maintained landscapes that create an inviting atmosphere. The community features a variety of stylish single-family homes, designed to cater to diverse tastes and lifestyles. With spacious floor plans and contemporary finishes, each residence is a sanctuary where you can relax and unwind.

One of the standout features of Oakland Trails is its commitment to outdoor living. Residents can enjoy numerous parks, walking trails, and green spaces that encourage an active lifestyle. The nearby West Orange Trail offers miles of scenic paths for walking, biking, and jogging, allowing you to immerse yourself in Florida’s natural beauty.

Convenience is key in Oakland Trails, as it is ideally located just minutes from Winter Garden Village, where you’ll find an array of shopping, dining, and entertainment options. Plus, the community’s proximity to major highways makes commuting to nearby cities and attractions a breeze.

Families will appreciate the highly-rated schools in the area, ensuring that children receive a quality education while growing up in a safe and nurturing environment.

Discover the charm and warmth of Oakland Trails, where community spirit thrives and the beauty of Florida living awaits. Come explore your future home in this delightful subdivision 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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