Oakland Trails Homes with Pool Community Features

Oakland Trails Homes with Pool Community Features

Welcome to Oakland Trails, a charming subdivision nestled in the heart of Winter Garden, Florida, where the warmth of community meets the beauty of nature. Located in Orange County, this picturesque neighborhood is designed for those who appreciate both comfort and convenience.

Oakland Trails boasts a variety of stunning homes, each thoughtfully designed with modern amenities and spacious layouts. Many properties feature private pools, creating the perfect oasis for relaxation and entertainment. Imagine hosting summer barbecues or enjoying a quiet evening swim under the stars, all within the comfort of your own backyard.

The community itself is a haven for families and individuals alike. With well-maintained parks, scenic walking trails, and friendly neighbors, Oakland Trails fosters a sense of belonging and camaraderie. Residents enjoy easy access to top-rated schools, shopping centers, and recreational facilities, making it an ideal place to call home.

In addition to its stunning homes and inviting atmosphere, Oakland Trails is conveniently located near major highways, providing effortless access to the vibrant attractions of Orlando and the beautiful beaches of Florida’s coast. Whether you're seeking a peaceful retreat or an active lifestyle, this community offers the perfect blend of both.

Discover your dream home in Oakland Trails, where every day feels like a vacation. Experience the joys of poolside living and the warmth of a close-knit community in one of Winter Garden’s most sought-after neighborhoods. Welcome home!

Newest Oakland Trails Homes with Pool Community Features

$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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