Browse Oakland Trails for Sale in Winter Garden, FL. Discover community amenities, nearby attractions, schools, and the lifestyle this neighborhood offers.
Oakland Trails Homes for Sale
Oakland Trails Home for Sale
Oakland Trails – Winter Garden
Oakland Trails is a non-gated community of single-family homes located off JW Jones Road, just north of Highway 50 in the northwest section of Winter Garden. The neighborhood was developed between 2017 and 2019 by Meritage Homes and is known for its newer construction, functional floorplans, and convenient location.
Residents enjoy close proximity to the West Orange Trail and easy access to Highway 50 / Colonial Drive, connecting quickly to the Florida Turnpike, 429 Expressway, Downtown Orlando, and Clermont.
Oakland Trails Neighborhood Amenities
Oakland Trails has a mandatory HOA, which includes:
• Community playground
• Swimming pool
Where is Oakland Trails in Winter Garden?
Zip Code: 34787
Area: Western Oakland area of Winter Garden
North: Florida Turnpike
South: Hwy 50 / Colonial Drive
East: Commercial development
West: Verde Park neighborhood
What’s Around & Nearby?
Grocery & Restaurants: West Point Commons
Mall: Winter Garden Village
Hospital: Orlando Health
Schools: Orange County Find My School
Attractions: Walt Disney World & Universal Studios
Get Out & Play: West Orange Trail
Local Hangout: Downtown Winter Garden
Closest Beach: Cocoa Beach
Typical Oakland Trails Home Features
Features commonly found in Oakland Trails homes may include:
Builder: Meritage Homes
Architectural Style: Traditional
Bedrooms: 3–4
Garage Spaces: 2
Living Area: Approx. 1,600–3,500 sq ft
Interior Rooms: Bonus room, den/library/office, formal dining room, inside utility
Average Lot Size: Quarter acre
Construction Material: Shingle
Roof: Shingle
Exterior Features: Irrigation system, lighting, sidewalks, with some homes offering greenbelt or trees/woods views
Thinking about a home in Oakland Trails?
Call or text the Jared Jones Real Estate Team at 407-706-5000 to learn more today!
Winter Garden Areas
Downtown Winter Garden Area Neighborhoods
Winter Garden Village Area Neighborhoods
Estates Lakeview Preserve
Horizon West Area Neighborhoods
Cove At Hamlin
Del Webb Oasis (NEW)
Harvest at Ovation
Mezzano
Osprey Ranch
Westhaven Ovation
Hamlin Pointe
Hamlin Ridge
Horizon Isle
Lake Star at Ovation
Northlake at Ovation
Parkview at Hamlin
Serenade at Ovation
Silverleaf Oaks
Silverleaf Reserve
Tribute at Ovation
Oakland Area Neighborhoods
Johns Landing
Lake Apopka Sound (NEW)
Trailside Station
Tucker Oaks
Verde Park
213 S Dillard St. Suite 320F,
Winter Garden Fl 34787
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