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The Best Walkable Neighborhoods in Orlando, Florida

Written by Megan Crevier | Aug 17, 2016 8:40:48 PM

Picture this - a town full of welcoming coffee shops, wine bistros, and your favorite little boutique. Now imagine them all within walking distance from your front door. This is the lifestyle for residents of Orlando's 'walkable neighborhoods.'

There are a number of these communities located in and around Orlando with a variety of local hot spots and Real Estate options. Here are 5 of the best walkable neighborhoods that make up some of the best places to live in Orlando:

Winter Park

Brimming with fine dining, luxury boutiques, and some of the best brunch in town, Winter Park is a community unlike any other in Orlando. The positive atmosphere found among the city’s popular and central Park Avenue is contagious and welcoming.

It’s not uncommon to stumble upon Rollins College students playing musical instruments along the brick roads, cozy wine bars, and inviting coffee shops that will make you forget you’re just miles away from the bustling downtown Orlando area.

Local Favorites:

  • Park Avenue Shopping and Dining
  • Farmers Market
  • Art Shows/Annual Festivals
  • Local Parks and Museums
  • Scenic Boat Tour

Downtown Orlando 

Downtown Orlando residents live just blocks away from Orlando City Soccer Games, endless concerts at the Amway and local venues, and events galore. This is truly a lifestyle of never-ending entertainment and convenience.

Local Favorites: 

  • Local Event Venues
  • Lake Eola
  • Weekend Farmers Markets
  • Thornton Park Dining 
  • Sporting Events

Winter Garden

Maintaining it’s historic charm with a twist for today’s residents, Winter Garden, Florida truly is a ‘Modern Day Mayberry.’ Locals who live within walking distance to Downtown Winter Garden will tell you there’s nothing quite like their 'little town.'

With brick roads, a local theatre, popular shopping, delicious local eateries, and the touch of the town’s historic past everywhere you look, it’s not hard to see why Winter Garden is one of Orlando’s most notable communities.

Local Favorites:

  • Plant Street
  • Crooked Can Brewery
  • Winter Garden Village
  • Saturday Farmers Market
  • Winter Garden Theatre

Baldwin Park

Built as a ‘city within a city,’ Baldwin Park is located just outside of Downtown Orlando but provides a friendly, small town environment. Previously one of the largest naval training centers in the United States, this community prides itself on being 'inspired by the past.'

Complete with schools, top-rated dining, lakeside parks, shopping, and today’s modern conveniences, this walkable community is a great place to call home.

Local Favorites

  • Blue Jacket Park
  • Village Center
  • First Friday Festival and Art Stroll
  • Lake Baldwin
  • New Broad Street

Celebration

This community is not only walkable to unique shopping and dining, it offers its residents something even more special - the magic of Disney. Located just about 10 minutes away from the theme park itself, Celebration was actually developed by the Walt Disney Company.

It offers perfectly manicured lawns, breathtaking homes, and a friendly atmosphere. Locals enjoy festivals and concerts, delicious dining, and one-of-a-kind shopping in the walkable Celebration Town Center, boasting the atmosphere of 'The Happiest Place on Earth.'

Local Favorites:

  • Market Street 
  • Downtown Festivals
  • Woof Gang Bakery (for all your dog’s favorite goodies) 
  • Nightly ‘Snow Fall’ in December
  • The Sunday Farmers Market


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