Winter Park

A City Steeped in Culture and Natural Beauty

Winter Park is defined by its scenic landscapes, including the renowned Winter Park Chain of Lakes, which provides endless opportunities for boating, fishing, and waterfront living. The city boasts 70 parks, offering shaded trails, open green spaces, and community events throughout the year. At its center, Park Avenue serves as a cultural hub with an array of boutique shops, outdoor cafés, and galleries. The Charles Hosmer Morse Museum of American Art showcases the world’s largest collection of Tiffany glass, highlighting the city’s deep artistic roots.

Year-round festivals and events bring the community together, from the nationally acclaimed Winter Park Sidewalk Art Festival to the Exotic Car Show and bustling Saturday farmers' markets. Rollins College, Florida’s oldest higher education institution, enhances the city’s intellectual and cultural appeal, featuring the Cornell Fine Arts Museum and the esteemed Bach Festival Choir.

A Prime Location with Timeless Appeal

Despite its peaceful atmosphere, Winter Park is just minutes from Downtown Orlando’s dining, business centers, and entertainment. With highly rated schools, easy access to major highways, and a strong sense of community, it remains one of Central Florida’s most desirable places to live.

Community Information

• Location: Northeast of Downtown Orlando, off I-4 and US 17-92

• Incorporated: 1887

• Population: Approximately 30,000

• Area: Approximately 10 square miles

• HOA: Varies by neighborhood

Schools (Orange County Public Schools)

• Brookshire Elementary School (Pre-K - 5th)

• Lakemont Elementary School (Pre-K - 5th)

• Glenridge Middle School (6th - 8th)

• Winter Park High School (9th - 12th)

Dining & Shopping

• Park Avenue (Boutiques, cafes, galleries)

• Hannibal Square (Dining and shops) – 1 mile

• Winter Park Village (Dining, shopping, entertainment) – 2 miles

• Whole Foods Market – 1 mile

• Trader Joe's – 2 miles

• Downtown Orlando – 5 miles

• The Mall at Millenia – 12 miles

Parks & Recreation

• Central Park (Seasonal events, green space)

• Winter Park Chain of Lakes (Boating, fishing, Scenic Boat Tour)

• Mead Botanical Garden – 1 mile

• Kraft Azalea Garden – 2 miles

• Winter Park Golf Course

• Ward Park (Trails, athletic fields) – 2 miles

• Cady Way Trail – 2 miles

• Loch Haven Cultural Park (Museums, theaters, gardens) – 3 miles

• Walt Disney World – 25 miles

• New Smyrna Beach – 48 miles

Hospitals

• AdventHealth Winter Park – 1 mile

• AdventHealth Orlando – 4 miles

• Orlando Health Orlando Regional Medical Center – 7 miles

Airports

• Orlando Executive Airport – 4 miles

• Orlando International Airport – 14 miles

• Orlando Sanford International Airport – 20 miles

Blending historic charm with modern conveniences, Winter Park continues to attract those seeking a refined yet welcoming lifestyle.