Winter Garden

As one of the most popular up and coming areas in Central Florida, Winter Garden has a lot to offer. This area is home to many sought after neighborhoods such as Winding Bay, Audubon Park, and Metro West. Right along Plant Street, Downtown Winter Garden is definitely the place to be when it comes to events and more, and you really get that small town feel walking past the mix of brick buildings and tree-lined streets. There’s so much to do here, from taking the kids to the interactive splash pad in the Summer, or getting tickets to a show at the Garden Theatre featuring residents of the community. Travel down to Winter Garden Village and here you’ll find so many shops and restaurants, and anything else you might need.


If you or your family are looking for an area with a wide mix of old to new, while also being part of a growing and constantly updating community, then Winter Garden is the place for you. Click to read more about Winter Garden real estate.

Aerial view of Winter Garden market with vendors Winter Garden, FL walking path with trees Exterior of Winter Garden's Plant St. Market Shoppers in Plant Street Market, Winter Garden

Winter Garden, FL Real Estate Statistics

Average Price $793K
Lowest Price $134K
Highest Price $11M
Total Listings 636
Avg. Days On Market 85
Avg. Price/SQFT $291

Property Types (active listings)

Search Winter Garden Real Estate Listings

Click the links below to sort results by price range.

Discover More About Winter Garden, FL

Winter Garden, located just off of State Road 429 and Florida’s Turnpike, is a historic city tucked up against Lake Apopka. Its downtown area has over 25 buildings listed on the National Register of Historic Places. As of 2021, its population was roughly 46,500.

There are a number of neighborhoods within the city, each offering something a little bit different. Directly to the west is the small town of Oakland, with Horizon West and Windermere to the south, and the city of Ocoee to the east. 

Explore Winter Garden Real Estate

When it comes to real estate in Winter Garden, buyers have a lot of choice. From 50s bungalows to luxury lakefront properties, there’s quite a range of homes for sale—and this extends to price point, as well.

As one of the fastest-growing communities in the Greater Orlando area, the Winter Garden real estate market is very hot. With a multitude of new construction homes either recently completed or currently under development, buyers have a chance to select from a large number of beautiful homes with modern upgrades. Primarily single-family properties, many searching for real estate that is more competitively priced—yet still close to Orlando—have chosen Winter Garden as their home. 

There are also a select number of townhomes, generally located just south of the downtown area, which are new builds. As well, those interested in building their dream home typically have a lot of choice in regards to available vacant land listings. 

 

Browse All Of Winter Garden, FL

Winter Garden Highlights & Amenities

There’s much to see and do in this beautiful city! Many visitors are drawn to Winter Garden, Florida for its historic downtown area. Here you’ll find brick streets and historic buildings, many of which now house small, local businesses and highly-rated restaurants. As well, downtown Winter Garden is where you’ll find attractions such as the Central Florida Railroad Museum, the SOBO Art Gallery, the Garden Theatre, and so much more. The Winter Garden Farmers Market, located on South Lakeview Avenue, is a big draw for both residents and visitors alike.

While there are a multitude of shopping and dining options in the city, Winter Garden Village is the area’s centrally-located shopping center. With large chain stores and ample parking, this is the to-go place to grab necessities and shop around! There is also a library, bowling alley, swimming pool, community center, a sports complex, and rec center within the city.

For those who love to spend some time outdoors, Winter Garden has a number of parks and green spaces, many of which are located on Lake Apopka. Dr. Bradford Memorial Park, Veterans Memorial Park, Newton Park, and Braddock Park are all great options for those who want to get up and get out—whether that means an intense game of soccer or tennis… or just walking the dog!

Winter Garden, FL FAQs

Q. How did Winter Garden get its name?
A. It is said that the name “Winter Garden” comes from early area farmers who, as they had come from the south, were fascinated by how they could grow crops during the winter time. Hence, Winter Garden! Streets in Winter Garden have been named after various important Florida figures, such as Plant Street and its namesake Henry Bradley Plant.

Q. What is the difference between Winter Garden and Winter Park?
A. Winter Garden is an older, larger, and more established city. However, Winter Park is a popular alternative to living in Downtown Orlando.

Q. Can you swim in Lake Apopka?
A. No, it is not advisable to swim in Lake Apopka, although it is great for boating and fishing!


Browse Greater Orlando Area Cities

Go to top

Start searching for your dream home now.

When it comes to convenience, our site is unparalleled. Whether you're in the comfort of your home, or on the go.
Our site works flawlessly on multiple devices so you can find the information you need.

Start Search