Browse Deer Island Homes for Sale in Winter Garden, FL. Discover community amenities, nearby attractions, schools, and the lifestyle this neighborhood offers.
Deer Island Homes for Sale
Deer Island Home for Sale
Deer Island – Winter Garden
Deer Island is an exclusive gated community of custom single-family homes located off Hwy 50 (Colonial Drive) just south of the Florida Turnpike in the Northwest section of Winter Garden. Homes in Deer Island were built between 1988 and 2010 by various custom home builders, resulting in a diverse mix of architectural styles and expansive estate properties.
The community is especially known for its lakefront lifestyle, with many homes offering direct access to Johns Lake. The nearby West Orange Trail and easy access to Hwy 50 make Deer Island ideal for both recreation and commuting east toward Orlando or west toward Clermont.
Deer Island Neighborhood Amenities
Deer Island has a mandatory HOA that includes:
• Community boat ramp
• Fishing
• Golf carts allowed
• Sidewalks
• Water access
• Waterfront common areas
• Basketball court
• Tennis courts
• Security
Where is Deer Island in Winter Garden?
Zip Code: 34787
Area: Western Oakland area of Winter Garden
North: Hwy 50 / Colonial Drive
South: Johns Lake & vacant land
East: Johns Lake & wetland areas
West: Johns Lake & the Clermont community
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 Deer Island Home Features
Home features in Deer Island are common but may vary from property to property:
Builders: Various custom home builders
Architectural Styles: Custom, Victorian, Contemporary, Patio, Spanish/Mediterranean, Key West
Bedrooms: 3–7
Garage Spaces: 1–4
Living Area: Approx. 2,300–12,000 sq ft
Interior Rooms: Bonus room, breakfast room (separate), den/library/office, family room, Florida room, formal dining room, formal living room, inside utility, interior in-law apartment, storage rooms
Average Lot Size: 1–2 acres
Construction: Shingle and tile
Roof: Shingle and tile
Exterior Features: Fenced yards, irrigation system, lighting, outdoor grill, outdoor kitchen, rain gutters, sidewalks, sliding doors
Views: Some homes offer private pools, trees/woods, or Johns Lake water views
Thinking about a home in Deer Island?
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
Downtown Oakland
Hull Island
Johns Cove
Johns Landing
Lake Apopka Sound (NEW)
Longleaf at Oakland
Oakland Hills
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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