Golfside
This well-established Winter Park neighborhood is known for its tree-lined streets, spacious homes, and peaceful atmosphere. Located near Winter Park Pines Golf Club, the community offers a mix of traditional and ranch-style homes built between the late 1960s and late 1970s. Many homes feature open floor plans, updated interiors, and beautifully maintained lawns, with select properties offering golf course views, pools, and covered lanais. Residences typically range from 3 to 4 bedrooms with 2 to 4 bathrooms, providing a variety of layouts to suit different lifestyles.
With easy access to I-4 and SR 436, commuting to Downtown Orlando and beyond is effortless. Residents also enjoy close proximity to Winter Park High School and Cady Way Park, which features a community pool, tennis courts, and scenic walking and biking trails.
Community Features & Location
Location: Off Summerfield Rd (North), Fairway Dr (East), Golfside Dr (West)
Number of Homesites: Approx. 117
Year Built: 1966 - 1979
Square Footage: 1,286 - 2,974 sq. ft.
HOA: No
Orlando International Airport Distance: 13 miles
Schools
Brookshire Elementary – 1 mile
Glenridge Middle – 2 miles
Winter Park High School – 0.4 miles
Dining & Shopping
Walmart – 1.5 miles
Park Avenue (Dining, Shopping, Entertainment) – 3 miles
Winter Park Village – 5 miles
Aloma Shopping Center – 2 miles
Sprouts Farmers Market – 2 miles
Publix at Aloma Shopping Center – 2 miles
Trader Joe’s – 5 miles
Whole Foods – 5 miles
Restaurant Row – 18 miles
The Mall at Millenia & BJ's Wholesale Club – 16 miles
Downtown Orlando – 7 miles
Parks & Recreation
Ward Park – 1.5 miles
Phelps Park – 3 miles
Winter Park YMCA Family Center – 3 miles
Lake Baldwin Park – 2 miles
Lake Ivanhoe Boat Ramp – 5 miles
Walt Disney World Resort – 27 miles
Universal Orlando Resort – 19 miles
Winter Park Pines Golf Course – 0.2 miles
Winter Park Golf Course – 5 miles
New Smyrna Beach – 49 miles
Hospitals
Florida Hospital East Rollins – 6 miles
Advent Health Winter Park – 2 miles
Orlando VA Medical Center – 2 miles
Golfside is a well-established community that perfectly balances quiet suburban charm with easy access to the best of Winter Park and beyond.

