Browse Windermere Crossing Homes for Sale in Winter Garden, FL. Discover community amenities, nearby attractions, schools, and the lifestyle this neighborhood offers.
Windermere Crossing Homes for Sale
Windermere Crossing Home for Sale
Windermere Crossing – Winter Garden
Windermere Crossing is a gated community of single-family homes located off Stoneybrook West Parkway and Windermere Road, just south of the 429 Expressway in the central eastern area of Winter Garden. Built primarily between 2000 and 2002 by Cambridge Homes, this neighborhood is known for its spacious homes, larger lots, and peaceful setting near Lake Reaves.
The community is conveniently close to Lake Whitney Elementary School and offers quick access to the 429 Expressway, making travel to Walt Disney World, I-4, the Florida Turnpike, and Northwest Orlando both easy and efficient.
Windermere Crossing Neighborhood Amenities
Residents enjoy a mandatory HOA that maintains several community features, including:
• Playground overlooking Lake Reaves
• Sidewalks
• Irrigation with reclaimed water
Where Is Windermere Crossing in Winter Garden?
Windermere Crossing is located in the 34787 zip code within the Central Winter Garden Village area.
Neighborhood Borders:
North: Vacant land and the 429 Expressway
South: Wetlands and private residences
East: George Bailey Park
West: Lake Reaves
What’s Around & Nearby?
Grocery & Dining: Plantation Grove
Shopping: Winter Garden Village
Hospital: AdventHealth Winter Garden
Schools: Orange County Find My School
Attractions: Walt Disney World & Universal Studios
Outdoor Recreation: West Orange Trail
Local Hangout: Downtown Winter Garden
Closest Beach: Cocoa Beach
Typical Windermere Crossing Home Features
Home features commonly found in Windermere Crossing include (may vary by property):
Builder: Cambridge Homes
Architectural Styles: Traditional & Contemporary
Bedrooms: 4–7
Garage: 2–3 car
Living Area: Approx. 2,500–3,600 sq. ft.
Interior Rooms:
Attic
Separate breakfast room
Den / home office
Family room
Formal dining room
Formal living room
Inside utility
Lot Sizes: Quarter to half acre
Construction: Shingle
Roof: Shingle
Exterior Features:
French doors
Irrigation system
Rain gutters
Sidewalks
Select homes with private pools and pool, garden, or wooded views
Thinking about a home in Windermere Crossing?
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)
504 W Plant Street, 1st and 2nd Floors, Winter Garden Fl 34787
Thinking Of Buying, Selling Or Investing In Real Estate?
Call or Text:
Email us at:
Don’t miss our future updates! Get Subscribed Today!
By agreeing to receive property information, updates, and other resources, you consent to communication via email, phone, and/or text message. Please note that your wireless carrier may apply charges for messages received. You retain the right to withdraw your consent at any time. Rest assured, we prioritize your privacy and handle your information with utmost care.