Quail Hollow
Quail Hollow is a well-established residential community in Winter Park, offering a charming neighborhood setting with mature landscaping and spacious homes. Developed between 1972 and 1980, the community features 92 homes ranging from approximately 1,884 to over 4,600 square feet. Architectural styles vary, creating a diverse streetscape, while oversized lots of at least 0.3 acres provide ample outdoor space. Select properties enjoy pond or lake views, and many include private swimming pools, brick-paver patios, and screened lanais.
Community Information
Location: Glenridge Way & Brandywine Drive
Number of Homesites: 92 homes
Year Built: 1972 - 1980
Square Footage: 1,884 - 4,600+ sq. ft.
HOA: Optional
Shopping & Dining
Quail Hollow offers convenient access to shopping, dining, and entertainment. Nearby options include:
Publix at Baldwin Park – 1 mile
Fashion Square Mall – 2 miles
The Hollieanna Shopping Center – 2.5 miles
Winter Park Village – 2.5 miles
Downtown Winter Park – 2 miles
Casselberry Commons – 4 miles
University Plaza – 5 miles
Walmart Supercenter – 5 miles
Parks & Recreation
Surrounded by parks and outdoor spaces, Quail Hollow offers easy access to:
Blue Jacket Park – 0.5 miles
Lake Baldwin Park – 1 mile
Mead Botanical Garden – 2.5 miles
Ward Park – 2 miles
Winter Pines Golf Club – 2.5 miles
Winter Park Golf Course – 3 miles
Amway Center – 5 miles
Schools (Orange County Public Schools)
Audubon Park K-8 School (K - 8th) – 0.5 miles
Winter Park High School (9th - 12th) – 2 miles
Healthcare & Airports
AdventHealth Winter Park – 2 miles
Florida Hospital – 3 miles
Orlando International Airport – 13 miles
Quail Hollow blends classic charm with modern convenience, offering an ideal location near Winter Park’s top parks, shopping, and dining destinations.

