Neighborhood Guide: Winter Garden, Florida

Posted by Admin The Real Estate Collection on Wednesday, August 19th, 2020 at 2:16pm.

Winter Garden is calling you home... 

Rich in Florida history this quaint, lakeside community is located just west of the city of Orlando and nestled South of Lake Apopka. Residents and visitors boast its great resurgence of historical Plant St. with its tree-lined, cobblestone streets adorned with top-rated fine dining restaurants, cafes, coffee shops, boutiques, and home to one of the South's most popular Farmer's Markets, all this along the 22-mile West Orange Trail. If retail therapy is on your to-do list you can browse the boutiques and specialty shops, or sit on a bench along the tree-lined sidewalks with your favorite coffee, tea, or ice cream treat. Residents enjoy their close proximity to Plant Street, family-oriented events, and golf cart accessibility.

Winter Garden is popular with those seeking an active lifestyle with numerous parks including a splash pad, pavilions, fishing, and grilling. The neighborhood offers perfect opportunities for walking, biking, and jogging. Many of the historic buildings still stand, including the Winter Garden Theatre, The Central Florida Railroad Museum, and the Edgewater Hotel. 

West Orange Trail

This 22-mile long trail is part of the Orange County Parks and Recreation system. 

It is built over an old railroad route and offers cycling, walking, jogging, and rollerblading. Natural views from the trail wind throughout the neighborhoods, parks, landscapes of Oakland, Winter Garden, and Apopka. 


Farmer's Market: One of the largest regional farmer's market!

 Offering an array of local and regional produce, a wide variety of cultural food offerings, handmade goos, and even treats and accessories for our furry friends - all welcome every Wednesday 3-7 pm and Saturday 8-1 pm. 


Edgewater Hotel - Located in the heart of historic Plant Street, the hotel originally opened in 1927.

This historic charmer operates like a bed and breakfast with all the modern conveniences. It is also home to "Scoops" ice cream and the highly-rated "Chef's Table and Tasting Room" restaurants.


Plant Street Market: A Winter Garden Staple

Enjoy this indoor artisan market featuring food vendors and anchored by Crooked Can Brewery Company. Open 7 days a week and also offers outdoor yoga classes, children's area, and ample parking. Check out their holiday festival list for events throughout the year. 

City Hall

This municipal building houses various city departments including Winter Garden parks and recreation, economic development, public safety, and more.  


Garden Theatre

Built originally in 1935 as a single screen cinema, the historic theatre located in the heart of Plan Street now hosts "live" theatrical performances, recitals, and films. 


Friday's on the Plaza 

Every Friday from 7-9pm the City of Winter Garden hosts "Friday's on the Plaza"! Enjoy a variety of live music at Centennial Plaza for the whole family to enjoy! 


SOBO Art Gallery

The gallery offers monthly exhibits and classes for children and adults. A variety of regional and local art is for sale. Occasionally, they also host ticketed gallery events. 

Historic Downtown Cafes, Shops, and Restaurants 

Winter Garden offers a full array of culinary and shopping experiences. Choose from fine dining to full-service restaurants nestled between the shops and Oak trees or smaller fare offerings from our cafes and wine bars. Shop for home accents, accessories in the antique and home decor stores as well as finding the latest fashions in our boutiques. Last-minute decision to explore the trail? There is even a cycle shop with rental and repair. Street parking is available near all shops including the new FREE parking garage just south of Plant Street. Churches/Synagogues/Mosques - Religious offerings of various faiths are located in and around the WG community. 

 Whatever your reason for a visit, we cant wait to see you in WG! 

Contact The Real Estate Collection today! Offices in Central & South Florida.
We strive to deliver the top real estate services in our industry with integrity and passion. Over the last 10 years, we have developed a reputation as one of the most respected and recognized independently-owned full-service real estate brokerages. 
                                                                        Kari Fleck, Owner/Broker

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