Browse Trailside Station for Sale in Winter Garden, FL. Discover community amenities, nearby attractions, schools, and the lifestyle this neighborhood offers.
Trailside Station Homes for Sale
Trailside Station Home for Sale
Trailside Station – Winter Garden
Trailside Station is a non-gated community of single-family homes located off Oakland Avenue, just north of Highway 50 in the northwest section of Winter Garden. Built primarily between 2000 and 2003 by Adams Homes, this neighborhood is known for its larger lot sizes, mature landscaping, and relaxed residential feel.
Residents enjoy being just minutes from Downtown Winter Garden and benefit from quick access to Highway 50 / Colonial Drive, providing convenient routes to the Florida Turnpike, 429 Expressway, Downtown Orlando, and Clermont.
Trailside Station Neighborhood Amenities
Trailside Station has a mandatory HOA, which includes:
• Golf carts allowed
• Sidewalks
Where is Trailside Station in Winter Garden?
Zip Code: 34787
Area: Western Oakland area of Winter Garden
North: Hull Island neighborhood
South: Florida Turnpike
East: Longleaf at Oakland neighborhood
West: Oakland Trails neighborhood
What’s Around & Nearby?
Grocery & Restaurants: West Point Commons
Mall: Winter Garden Village
Hospital: AdventHealth Winter Garden
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 Trailside Station Home Features
Home features commonly found in Trailside Station may include:
Builder: Adams Homes
Architectural Styles: Florida, Traditional, Contemporary, Ranch
Bedrooms: 3–4
Garage Spaces: 0–3
Living Area: Approx. 1,600–2,600 sq ft
Interior Rooms: Formal dining room, family room, formal living room, den/library/office, inside utility
Average Lot Size: Quarter to half acre
Construction Material: Shingle
Roof: Shingle
Exterior Features: Irrigation system, fencing, sliding doors, balconies, rain gutters, and exterior lighting
Thinking about a home in Trailside Station?
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)
Tucker Oaks
Verde Park
504 W Plant Street, 1st and 2nd Floors, Winter Garden Fl 34787
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