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The Charming City of Winter Garden, Florida

The city of Winter Garden is a self-proclaimed “charming little city with a juicy past” and it certainly lives up to its motto. With a heritage steeped in Florida citrus, the town thrives on its past and continues to meet demands of the future, offering beautiful homes and a hometown lifestyle that has residents loving where they live. 

Where Winter Garden Got Its Start

Revitalized by the arrival of the Orange Belt Railway in 1886, the city was made popular by settlers for its fertile soil, mild temperatures and year-round growing season, making citrus a juicy “cash crop” for the region.

By the early 1940s, Winter Garden was the largest citrus shipping point in the world with eight packing houses within the city limits and a juice plant specifically designed to provide overseas World War II soldiers vitamins through canned orange juice.

Recently, residents and developers have poured into the reestablishment of the community, and it’s no surprise that the “juice” was worth the proverbial squeeze, as Winter Garden is thriving once again.

Small Town Life, Blossoming City Culture

Today, Winter Garden is home to over 30,000 residents and some of the most sought-after real estate in the central Florida region. With a quaint downtown, multiple family-friendly parks and playgrounds, the city of Winter Garden continues to be the epitome of “small town living” while expanding to meet the demand of middle and high-income housing projects.

Though the citrus industry may not carry the city anymore, it’s obvious that something is still growing. In fact, Winter Garden was recently ranked as one of the fastest growing suburbs by Forbes and is blooming with new business, culture, shopping and dining opportunities.

Experience Downtown Winter Garden

As the heart of Winter Garden's culture and entertainment, Downtown Winter Garden is a beautiful and charming area, filled with quaint shops and fun things to do. Its main street name pays homage to its citrus roots — Plant Street — and oak and palm trees line the brick streets. 

We recommend experiencing the best restaurants, shops and entertainment downtown has to offer:

• alFresco
• Axum Coffee
• Fridays on the Plaza
• Garden Theatre
• Halloween Fest
• Light Up Winter Garden
• Savoree
• Spring Fever in the Garden
• West Orange Trail bike trail
• Winter Garden Christmas Parade
• Winter Garden Farmers' Market
• Winter Garden Music Fest
• Winter Garden Pizza Company
• and more! 

Celebrate Life with Your Friends and Family

What isn't there to do in Winter Garden? Aside from strolling through downtown and stopping by its best shops and restaurants, you can experience Winter Garden and its welcoming community by celebrating holidays, festivals, and heritage. 

Popular events include the Craft Fair, where you can buy hand-made gifts and creations; the Winter Garden Corn Harvest Festival, centered around fall fun and roasted corn; and Fridays on the Plaza, featuring live local bands you can't help but dance along to. 

There's no better place to celebrate life than in sunny Winter Garden, Florida with your friends, neighbors, and family. 

Entertainment for Everyone

Local events, including movie nights, car shows, a farmers’ market and live music, are sprinkled through the year, in addition to classes and programs offered through the Winter Garden Parks and Recreation Department. 

Not to mention, Winter Garden is nestled on Lake Apopka, a scenic area teeming with Florida wildlife. Beachfront parks offer the best glimpse of lakeside life, and Newton Park in particular has a long pier where you can watch the fish swimming, birds flying and clouds drifting lazily by. Be sure to enjoy boating and fishing while you're there. 

Cruise around on the City of Winter Garden website to find out more about fun community events and attractions. 

Find Your Niche in Winter Garden

Looking for your dream home? You've come to the right place!

With such a strong community culture, you'll be able to find a fantastic neighborhood with friendly neighbors and a beautiful home to call your own. Homes here in Winter Garden include condos and single-family properties, ranging in price anywhere from $140,000 for comfortable condos to $4 million Mediterranean-style estates. 

You can even find your dream home on a lake, in Winter Garden's historic district or in a golf course community. But no matter where you live in this charming city, you'll be able to enjoy Winter Garden's hometown culture and Florida lifestyle.  

If you are interested in learning more about Winter Garden, the time is ripe! Contact us when you are ready to visit this “charming city with a juicy past” — it is sure to have a zesty future!