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Winter Garden

Winter Garden, FL Real Estate

Growing suburb that’s great for families

Winter Garden has recently been the site of increased suburban development, bringing more families, businesses, and schools to this growing city. Just 14 miles west of Orlando and with a population of about 45,000, Winter Garden is an increasingly popular place to live for those who want convenient access to the best of the city but with the comfort, privacy, and slower pace of a suburban lifestyle. This city also offers historic charm that calls to mind Florida's early agricultural roots, and it has become known as the cultural centerpiece of West Orange County.

What to Love

  • Family-friendly atmosphere
  • Historic appeal
  • Wide variety of luxury real estate options
  • Proximity to Orlando and other major attractions
  • Great shopping and restaurants

Living in Winter Garden, FL

Winter Garden’s many growing neighborhoods and wide selection of beautiful modern homes make it a great place for families to live, work, and play. Though you have an easy commute to the city, Disney World, and more, many feel just fine spending their time enjoying the great offerings right at home. Downtown’s historic charm makes it the perfect place to spend a day shopping, eating, and learning about the region’s past, and the plethora of retail options in the rest of the city means you’ll rarely have to go far to find exactly what you’re looking for. For prospective homebuyers, Winter Garden offers one of the best suburban experiences of any of Orlando’s many surrounding neighborhoods.

Dining, Entertainment & Shopping

Take a trip to the open-air shopping center Winter Garden Village, where you’ll find over 80 major retailers like Target and Best Buy, as well as a huge selection of dining options that includes Bonefish Grill, Cracker Barrel, and Longhorn Steakhouse.

Every Saturday from 9:00AM to 2:00PM in Winter Garden’s Historic Downtown District, you can find the Winter Garden Farmers Market. This community staple is great for spending a weekend downtown, meeting up with friends, and listening to some live music while you shop for fresh fruits, veggies, flowers, houseplants, baked goods, and many more locally-made products.

You can also stop by The Edgewater Hotel’s famous restaurant Chef’s Table for dinner, where you’ll receive world-renowned service, dine on excellent cuisine, and sample from their extensive wine selection.

Things to Do in Winter Garden

Whether you like to pack your days with activity or move at your own pace, there are a vast array of incredible places to explore in Winter Garden. Pub crawls are a popular downtown activity, where visitors and residents alike can get a taste of great bars and restaurants like Mooncricket GrilleThe Attic Door, and The Tasting Room. The Cruz ‘N Car Show, held quarterly downtown, is another great event to enjoy with friends and family.

Winter Garden is truly a cultural hub, and there are no lack of great institutions and events to enjoy. Fridays on the Plaza are great for dates and family fun, where neighbors gather downtown to enjoy live music from a variety of genres including jazz, blues, and country. When you’re in the mood to explore some of the area’s rich history, you can stop by The Heritage Museum, which features a variety of informative exhibits on the history of West Orange County. For some great shows and performances, head over to the Garden Theatre, or take in some of the best fine art at the SoBo Art Gallery.


Winter Garden is served by the Orange County Public Schools District, which includes:

  • West Orange High School
  • Bridgewater Middle School
  • SunRidge Middle School
  • Whispering Oak Elementary School
  • Independence Elementary
  • Lake Whitney Elementary School

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