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Windward Cay Winter Garden Real Estate

Windward Cay is a gated Winter Garden community with single-family homes for sale. Located off Tilden Road and Rockrose Drive, Windward Cay is convenient to community parks, area activities, and top-rated Orange County schools.

Windward Cay Homes For Sale

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The one- and two-story homes of Windward Cay range from approximately 2,300 square feet to approximately 3,800 square feet and offer 3 to 5 bedrooms, 2 to 4 baths, and 2- to 3-car garages. Some homes enjoy tranquil views with lots that back up to the conservation area. Many homes have added private pools or screened lanais, ideal for enjoying the Florida lifestyle.

Several parks are within a short drive of Windward Cay, including Braddock Park, which offers baseball and soccer fields, and George Bailey Park, which features a fun covered playground for the little ones, along with pavilions for picnics and outdoor gatherings. Two golf courses are within a few miles of the community, including West Orange Country Club and Stoneybrook West Club Golf Club. For the theme park lovers of the family, Walt Disney World is also only a short drive away.

Residents of Windward Cay also enjoy the convenience of having shopping and dining options very close by, with a grocery store and local favorite Winter Garden Village, which features a variety of shops and restaurants, including a Target, both about 2 miles away. There is also a Walmart Supercenter a few miles from the community. With its diverse flair and hometown charm, Historic Downtown Winter Garden, just a short drive away, features everything from sidewalk cafes and award-winning restaurants to art galleries and history museums to a community theater and a lively weekly farmers market.

Major roadways, including FL-429 and the Florida Turnpike, are convenient to Windward Cay, making this a perfect choice for those seeking an ideal location that enjoys commuter convenience.

Call us today to find out more about Windward Cay.

Orange Cove Community Information

Location: Tilden Road and Rockrose Drive
Year Built: 2002 - 2004
Number of Homesites: 66 single-family homes
HOA: yes

Orange County Public Schools

  • Keene’s Crossing Elementary School: Grades K - 5th Distance: 3.5 miles
  • Bridgewater Middle School: Grades 6th - 8th Distance: 3 miles
  • Windermere High School: Grades 9th - 12th Distance: 2.5 miles


Dining and Shopping

  • The Shoppes at Windward Cay – Distance: 0.5 mile
  • Winter Garden Village – Distance: 2 miles
  • Cornerstone at Summerport with Publix Grocery Store – Distance: 2.5 miles
  • Windermere Village – Distance: 3 miles
  • Cornerstone at Summerport – Distance: 3 miles
  • Stoneybrook West Village – Distance: 3.5 miles
  • West Point Commons Shopping Center with Publix Grocery Store – Distance: 5 miles
  • Winter Garden Regional Shopping Center – Distance: 5 miles
  • Walmart Supercenter – Distance: 5 miles
  • Downtown Orlando – Distance - Distance: 18 miles

Parks and Recreation

  • Braddock Park – Distance: .5 mile
  • West Orange Country Club – Distance: .5 mile
  • George Bailey Park – Distance: 3 miles
  • Stoneybrook West Golf Club – Distance: 3 miles
  • Warrior Park – Distance: 4 miles
  • West Orange Park – Distance: 4 miles
  • Veterans Memorial Park – Distance: 4.5 miles
  • Maple Street Park – Distance: 4.5 miles
  • Tucker Ranch Recreation and Nature Center – Distance: 5.5 miles
  • West Orange Trail – Distance: 6 miles
  • Kia Center – Distance: 17 miles

Theme Parks

  • Walt Disney World Resort – Distance: 11.5 miles
  • Universal Studios – Distance: 11 miles
  • SeaWorld – Distance: 16 miles

Hospitals

  • AdventHealth Winter Garden ER – Distance: 1.5 mile
  • Orlando Health Health Central Hospital – Distance: 6 miles

*Distances are approximately measured from the entrance to the Windward Cay subdivision.