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Shopping · Florida, Orlando

Park Avenue, Winter Park

  • SpecialtyTree-lined walkable street with independent boutiques, galleries, cafes and Rollins College nearby
  • HoursMost shops 10:00 AM-6:00 PM Monday-Saturday, shorter Sunday hours; restaurants later
  • Price$$-$$$

Park Avenue is the main shopping and dining street of Winter Park, an affluent city adjacent to Orlando, running north-south between Fairbanks Avenue and Canton Avenue beside Central Park. It is lined with brick sidewalks, outdoor cafes and some 140 independent boutiques, galleries, jewelers and home-design stores, plus a smaller number of national brands such as Lilly Pulitzer and J. McLaughlin.

Park Avenue is the main shopping and dining street of Winter Park, an affluent city adjacent to Orlando, running north-south between Fairbanks Avenue and Canton Avenue beside Central Park. It is lined with brick sidewalks, outdoor cafes and some 140 independent boutiques, galleries, jewelers and home-design stores, plus a smaller number of national brands such as Lilly Pulitzer and J. McLaughlin. The atmosphere is quieter and more refined than the theme-park districts, and the street pairs well with the Charles Hosmer Morse Museum of American Art, the Winter Park Scenic Boat Tour and Rollins College. Prices are fixed and haggling is not customary. Cards and mobile payments are accepted everywhere, and Orange County sales tax of 6.5 percent applies. Street parking has time limits and the city garages on Welbourne and New York avenues are free for the first hours. SunRail runs to the Winter Park station a short walk away.

Practical information for Park Avenue, Winter Park · Last updated September 2026
Hours Most shops 10:00 AM-6:00 PM Monday-Saturday, shorter Sunday hours; restaurants later
Price $$-$$$
Address Park Ave, Winter Park, FL 32789

Location

Park Ave, Winter Park, FL 32789

28.5997, -81.3511 View on map

Highlights

  • Tree-lined walkable street with independent boutiques
  • Galleries, jewelers and cafes with sidewalk seating
  • Near the Morse Museum and the Scenic Boat Tour
  • Reachable by SunRail

Tips for visiting

  • Visit on a weekday morning for easy street parking.
  • Use the free city garages one block off the avenue.
  • Combine shopping with the Morse Museum or a lake boat tour.
  • Browse the independent shops, which are rarely found in Orlando's malls.
  • Reserve brunch or dinner on weekends.

When to visit

Weekday mornings; the cool months bring many outdoor events.

Accessibility

Wide, level brick sidewalks with curb cuts and accessible shops; some older storefronts have narrow aisles.

Frequently asked questions

How far is Winter Park from downtown Orlando?

About 15 minutes by car, or a short SunRail ride from the Church Street station.

Are the shops mostly chains?

No. Independent boutiques and galleries dominate, with a few national brands.

Is parking free?

City garages and many lots are free for limited periods; street spaces have time limits.

Ready to book

Park Avenue, Winter Park

Visit cityofwinterpark.org