Oakland Trails Real Estate

Oakland Trails Real Estate

Welcome to Oakland Trails, a hidden gem nestled in the heart of Winter Garden, Florida, within the vibrant Orange County. This picturesque subdivision is designed for those who crave a blend of tranquility and modern living, making it the perfect community for families, retirees, and everyone in between.

As you enter Oakland Trails, you'll be greeted by lush landscapes and beautifully manicured lawns that create a warm and inviting atmosphere. The community features an array of charming single-family homes, each designed with contemporary aesthetics and thoughtful layouts that cater to today’s lifestyle. Many of these homes come equipped with spacious kitchens, cozy living areas, and private backyards, ideal for entertaining friends or enjoying quiet evenings under the stars.

One of the standout features of Oakland Trails is its commitment to outdoor living. Residents can take advantage of scenic walking trails, parks, and playgrounds, perfect for leisurely strolls or family outings. The community is also conveniently located near the captivating Lake Apopka, offering opportunities for fishing, biking, and nature exploration.

For those who appreciate convenience, Oakland Trails is just minutes away from the charming downtown Winter Garden, where you can find delightful shops, dining options, and a bustling farmer's market. Plus, easy access to major highways ensures that the attractions of Orlando, including theme parks and entertainment venues, are only a short drive away.

Experience the best of Florida living in Oakland Trails, where community spirit meets modern comfort. Your dream home awaits!

Newest Listings in Oakland Trails

$454,900
3 Beds 3 Baths S5150852 MLS
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

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