Oakland Trails Homes for Sale

Oakland Trails Homes for Sale

Welcome to Oakland Trails, a picturesque subdivision nestled in the heart of Winter Garden, Florida, within the vibrant Orange County. This charming community is the perfect blend of modern living and natural beauty, making it an ideal destination for families and individuals seeking a serene yet connected lifestyle.

At Oakland Trails, you'll find a diverse selection of homes for sale, each designed with comfort and style in mind. From spacious single-family residences to cozy townhomes, these properties boast contemporary architecture and thoughtful layouts that cater to various lifestyles. Many homes feature open floor plans, gourmet kitchens, and luxurious master suites, ensuring that residents enjoy both functionality and elegance.

The community’s prime location offers easy access to major highways, making commuting a breeze for those working in nearby Orlando. Residents can also indulge in the charm of Winter Garden, where historic downtown streets are lined with quaint shops, delightful eateries, and vibrant farmers' markets. For outdoor enthusiasts, the nearby West Orange Trail provides miles of scenic paths perfect for biking, jogging, or leisurely strolls.

Families will appreciate the highly-rated schools in the area, along with numerous parks and recreational facilities that foster a sense of community and promote an active lifestyle. With homes for sale in Oakland Trails, you’re not just buying a property; you’re investing in a lifestyle filled with warmth, convenience, and a true sense of belonging. Discover your dream home in Oakland Trails today, and experience the best of Winter Garden living!

Newest Oakland Trails Homes for Sale

2470 Standing Rock Circle, Oakland
$730,000
5 Beds ⋅ 3 Baths ⋅ Oakland Trails SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome to 2470 Standing Rock Circle, a beautifully maintained Montclair model by Meritage Homes in the desirable Oakland Trails community. Offering 3,446 square feet, 5 bedrooms, and a spacious open floor plan, this home has been meticulously cared for and is truly move-in ready. The first floor features a bedroom with a full bath, providing a comfortable and private space for guests. The main living areas flow seamlessly together and include surround sound in the living room, creating an inviting space for everyday living and entertaining. Step outside to the extended covered lanai spanning the full length of the home, with additional pavers extending the outdoor living area into the fully fenced backyard. Upstairs, you'll find the spacious primary suite with a tray ceiling, three additional bedrooms, and an oversized loft currently used as a theater room, complete with surround sound. This flexible space is perfect for movie nights, a game room, home office, or additional living area. Adding even more value, the exterior of the home will be freshly painted prior to closing, and the garage floor will receive a fresh epoxy finish. Located in charming Oakland, residents enjoy convenient access to the West Orange Trail, Oakland Nature Preserve, and Lake Apopka, while being just minutes from Historic Downtown Winter Garden with its restaurants, shops, Plant Street Market, Farmers Market, and year-round community events. With easy access to shopping, dining, and major roadways, this home offers plenty of space in a fantastic Central Florida location.

2470 Standing Rock Circle, Oakland

1750 Standing Rock Circle, Winter Garden
$640,000
4 Beds ⋅ 3 Baths ⋅ Oakland Trails SubDv. ⋅ 34787 Zip Code
Welcome to this energy efficient two story home built in 2020, ideally located in the highly desirable Town of Oakland with direct access to the West Orange Trail and excellent proximity to Historic Downtown Winter Garden. Situated on a spacious .21 acre lot, this residence offers 2,614 square feet of living space, 4 bedrooms, 2.5 bathrooms, a 2 car garage, and an open concept floor plan. The first floor features a formal living area, open kitchen with granite countertops a double oven, stainless steel appliances, eat-in dining space and a family room with upgraded luxury laminate flooring. Upstairs you’ll find all four bedrooms, two full bathrooms, and a versatile bonus/flex loft area. The bedrooms feature ceiling fans and spacious walk-in closets. Additional highlights include excellent storage throughout the home, generously sized under stair storage, and a separate drop zone. Step outside to enjoy bespoke landscaping with wired outdoor lighting, garden beds for your next harvest, an extended patio creating the perfect outdoor oasis. Conveniently located adjacent to the community pool, this home offers both comfort and convenience. Enjoy easy access to Orlando's theme parks, shopping, dining, and recreation, including the nearby 22-mile paved West Orange Trail as well as the Nature Preserve, perfect for walking, biking, and outdoor activities. A newly built Costco and an array of restaurants are also nearby. Easy access to Turnpike, 429, 408 making any commute a breeze. Enjoy the charm of the Town of Oakland while being just minutes from Winter Garden and Orlando. Schedule your tour today!

1750 Standing Rock Circle, Winter Garden

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