Oakland Trails Real Estate

Oakland Trails Real Estate

Welcome to Oakland Trails, a captivating subdivision nestled in the heart of Winter Garden, Florida, within the vibrant Orange County. This charming community offers a perfect blend of serene suburban living and easy access to the bustling attractions of Central Florida.

Oakland Trails is designed for those who appreciate the beauty of nature and the convenience of modern amenities. The subdivision features beautifully landscaped streets lined with stunning homes that reflect a variety of architectural styles, ensuring there’s something for everyone. Residents enjoy spacious lots, well-maintained parks, and picturesque walking trails that encourage outdoor activities and foster a strong sense of community.

One of the standout features of Oakland Trails is its proximity to the enchanting Winter Garden Village, where shopping, dining, and entertainment options abound. Whether you’re in the mood for a leisurely dinner, a day of shopping, or catching a movie, everything you need is just a stone's throw away. Plus, with easy access to major highways, commuting to nearby attractions such as Walt Disney World and Universal Studios is a breeze.

Families will appreciate the highly-rated schools in the area, along with numerous recreational opportunities, including golf courses, lakes, and community events that bring neighbors together.

Discover the charm of Oakland Trails, where a vibrant lifestyle meets the tranquility of suburban living. With its welcoming atmosphere and prime location, this subdivision is more than just a place to live; it’s a community where memories are made and cherished for years to come. Come and experience the beauty of Oakland Trails 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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