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Windsor Hill

Nestled in the scenic heart of Windermere, Florida, Windsor Hill offers a tranquil and family-friendly setting with approximately 109 homes. This desirable neighborhood provides a perfect balance of peaceful living and convenient access to top attractions.

Spacious, Custom Homes

Built between 1990 and 2013, Windsor Hill features single-family homes that range in size from 2,400 to 9,600+ sq. ft., offering 4 to 7 bedrooms and 2 to 7+ bathrooms. The homes reflect various architectural styles and sizes, many showcasing modern upgrades and fresh exteriors.

  • Beautiful kitchen upgrades

  • Enclosed lanais with pools for year-round enjoyment

  • Expansive owner suites creating a blend of comfort and luxury

  • Well-manicured lots ranging from ½ to 1 acre

Community Amenities

  • Community park perfect for family gatherings

  • Tennis courts for recreation

  • Children’s playground

Prime Location & Convenience

Located just off Windy Ridge Road in Windermere, Windsor Hill offers easy access to Downtown Windermere, Winter Garden, and Restaurant Row. With grocery stores, retail shopping, and entertainment within a 10-mile radius, residents enjoy both peaceful living and proximity to daily conveniences.

Windsor Hill provides seamless access to major roadways including the Florida Turnpike, I-4, and the 408 & 429 expressways, making it easy to explore Orlando’s best attractions, such as Walt Disney World, Universal Orlando Resort, and SeaWorld.

For those looking to explore even more, International Drive, Orlando International Airport, and nearby beaches are all just a short drive away.

Windsor Hill at a Glance

  • Location: Windy Ridge Rd & Windsor Hill Dr

  • Surrounding Lakes: Butler Chain of Lakes

  • Number of Homesites: 94

  • Year Built: 1990 – 2013

  • Square Footage: 2,400 – 9,600+

  • HOA: Yes

  • Community Amenities: Community Park, Tennis Courts, Children’s Playground

Top-Rated Schools

  • Thornebrooke Elementary School (Pre-K – 5th) – 1.5 miles

  • Gotha Middle School (6th – 8th) – 1 mile

  • Olympia High School (9th – 12th) – 1 mile

Shopping & Dining Nearby

  • The Grove (Publix & Shops) – 2 miles

  • Winter Garden Village Shopping Center – 7 miles

  • Historic Downtown Winter Garden – 8 miles

  • Downtown Windermere – 3 miles

  • Restaurant Row – 6 miles

  • The Mall at Millenia & BJ’s Wholesale Club – 7 miles

  • Downtown Orlando – 12 miles

Parks & Recreation

  • Walt Disney World Resort – 10 miles

  • Gotha Park – 2 miles

  • Isleworth Golf & Country Club – 4 miles

  • MetroWest Golf Club – 4 miles

  • Dr. P. Phillips YMCA Family Center – 5 miles

Nearby Healthcare Facilities

  • Orlando Health Health Central Hospital – 4 miles

Windsor Hill offers a blend of spacious homes, a convenient location, and excellent amenities, making it the ideal community for those seeking the best of Windermere living.

300 S Orange AveSte #1000Orlando, FL 32801

Whether you're buying, selling, or just exploring your options, I'd love to hear from you. Let's start the conversation.