Oakland Trails Homes with Pool

Oakland Trails Homes with Pool

Welcome to Oakland Trails, a hidden gem nestled in the heart of Winter Garden, Florida, within the picturesque Orange County. This charming subdivision offers an idyllic blend of suburban tranquility and vibrant community living, making it an ideal choice for families, professionals, and retirees alike.

At Oakland Trails, you'll discover beautifully designed homes that embody both style and comfort. Each residence is thoughtfully crafted to meet the needs of modern living, with spacious floor plans and contemporary finishes. One of the standout features of this community is the abundance of homes equipped with private pools, providing the perfect oasis for relaxation and entertainment. Whether you're hosting summer barbecues or enjoying a quiet evening under the stars, your pool will be the centerpiece of your outdoor living experience.

Beyond the inviting homes, Oakland Trails boasts a wealth of amenities and recreational opportunities. Take a leisurely stroll through the lush, tree-lined streets, or enjoy the nearby parks and nature trails that encourage an active lifestyle. The community is also conveniently located near shopping, dining, and top-rated schools, ensuring that everything you need is just a short drive away.

With its charming atmosphere and family-friendly environment, Oakland Trails is more than just a place to live—it's a place to thrive. Embrace the Florida lifestyle and make your dream home a reality in this delightful Winter Garden community. Come and experience the magic of Oakland Trails, where your perfect home awaits!

Newest Oakland Trails Homes with Pool

$454,900
3 Beds 3 Baths Oakland Trails SubDv.
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, Winter Garden

Start Your Search