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

$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

$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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