Winter Garden, FL is easily one of Central Florida's most charming little cities. Located about 15 miles west of downtown Orlando in Orange County, you can't help but be intrigued by its motto, “A charming little city with a juicy past.” 

Of course, that's a reference to the importance of the citrus industry in the city's early years, not an excess of good local gossip. This quaint city perfectly balances a historical feel with plenty of the contemporary atmosphere and offerings people look for today. It also strikes an ideal balance of genuine maturity and an energetic vibe. 

This is a convenient location for whatever you want from your Central Florida home. It's just removed enough from the excitement of Orlando and its tourist corridor to provide peace and quiet, while still letting you hop in the car and quickly reach any excitement you're in the mood for. And besides having Orlando right down the road, you also have easy access to state parks, nature preserves, lakes, beaches, campgrounds, springs, other major metropolitan areas and unique small cities, and more. 

If you're wondering whether Winter Garden, FL might be the perfect place to find a new or second home in an active-adult 55+ community, here's a little more info about it to help you decide: 

  • Winter Garden is just under 16 square miles and has a population of about 38,000
  • A little more than one-third of city residents are over the age of 45
  • The median home value in Winter Garden is $228,100 as of mid-2016, which is an increase of 7.8% over the past year
  • It only takes about 25 minutes to drive to downtown Orlando from Winter Garden, under an hour to reach The Villages, and about an hour and 20 minutes to get to downtown Tampa
  • Lots of enjoyable small cities are close by for day trips or weekend getaways, like Clermont, Mount Dora, Tavares, Sanford, DeLand, Winter Haven, and Lakeland, just to name a few
  • State Road 50 bisects the city, connects to numerous major roadways, and makes it easy to get anywhere
  • The popular, laid-back commercial downtown strip, known as the Winter Garden Downtown Historic District, features great shopping, dining, culture, and entertainment
  • The Winter Garden Farmers Market is a beloved community event taking place downtown every Saturday
  • Downtown's Plant St. Market is an amazing place for artisanal local food, drink, and other products
  • Catch a free concert any Friday night from 7:00 to 9:00 pm at downtown's Centennial Plaza (the event is called Fridays on the Plaza)
  • Train enthusiasts and the grandchildren will love the Central Florida Railroad Museum
  • Garden Theatre, also located downtown, is a great place to catch a play, concert, or movie
  • Winter Garden is a main access point for the West Orange Trail, a scenic 36-mile nature trail for walking, jogging, biking, and more (with a parallel equestrian trail) 
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