Browse Oakland Hills for Sale in Winter Garden, FL. Discover community amenities, nearby attractions, schools, and the lifestyle this neighborhood offers.
Oakland Hills Homes for Sale
Oakland Hills Home for Sale
Oakland Hills – Winter Garden
Oakland Hills is a non-gated neighborhood of single-family homes and townhomes located off Oakland Avenue, just west of Avalon Road in the northwest section of Winter Garden. Built between 2020 and 2022, homes in Oakland Hills were crafted by Element Homes, Konkol Custom Homes, and Burton Construction, offering upscale construction and distinctive modern farmhouse architecture.
This community is ideal for buyers seeking newer luxury homes on larger lots, while still enjoying proximity to Downtown Winter Garden, major roadways, and outdoor recreation.
Oakland Hills Neighborhood Amenities
Oakland Hills has a mandatory HOA, which includes:
• Golf carts allowed
• Irrigation with reclaimed water
Where is Oakland Hills in Winter Garden?
Zip Code: 34787
Area: Western Oakland area of Winter Garden
North: Oakland Park neighborhood
South: Vacant commercial land
East: Individual residential homes
West: Individual residential homes
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 Hills Home Features
Home features in Oakland Hills are common but may vary by property:
Builders: Element Homes, Konkol Custom Homes
Architectural Style: Modern Farmhouse
Bedrooms: 4–5
Garage Spaces: 3–4
Living Area: Approx. 3,500–6,500 sq ft
Interior Features: Built-in features, coffered & tray ceilings, crown molding, dry bar, high ceilings, open floorplans, kitchen/family room combo, solid wood cabinetry, stone countertops, main-floor primary suite, walk-in closets, pest guard system
Average Lot Size: ¼ to ½ acre
Construction Materials: Metal and shingle
Roof: Metal and shingle
Exterior Features: Balcony, fenced yards, French doors, irrigation system, exterior lighting, outdoor grill, outdoor kitchen, rain gutters, sliding doors, sprinkler-metered systems
Thinking about a home in Oakland Hills?
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)
Oakland Park
Oakland Trails
Trailside Station
Tucker Oaks
Verde Park
504 W Plant Street, 1st and 2nd Floors, Winter Garden Fl 34787
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