Downtown Windermere Real Estate

Homes for sale in Downtown Windermere

Downtown Windermere

Downtown Windermere, Orlando is one of the most sought after residential locations to live in Central Florida.  Downtown Windermere is a charming quiet town where you will find a small but friendly main street with a handful of shops including a Paloma coffee shop, Dixie Cream Cafe, and Pizza 14.  Homes in Downtown Windermere offer a unique way of living with many homes located directly on sand roads that make up Downtown Windermere.  

Where is Downtown Windermere

Downtown Windermere is located just minutes away from Walt Disney world but tucked far enough away to be completely isolated from the tourist areas. Located off Conroy Windermere and Chase Road.  Windermere is also known as the Town amongst the Lakes due to it being positioned directly between the famous Butler Chain of Lakes that includes Lake Butler and Lake Down.

Homes for sale in Downtown Windermere

All homes for sale in Downtown Windermere are located along maintained sand roads with the exception of 2nd avenue and Pine Street which both have paved roads.  When looking for homes for sale in Windermere you will find there is a range of choices.  You can buy land to build a custom home, purchase a charming older home in the area, or look at a modern waterfront home that has direct Butler Chain access.  Downtown Windermere homes range in price from $550,000 to over $3 Million with the higher priced homes typically featuring lake frontage.  There are no gated communities directly in Downtown Windermere so if you must be in a gated community take a look at homes in Keenes Pointe, Isleworth, or Lake Butler Sound.

What is there to do in Downtown Windermere

Even though Windermere is a very small town in Orlando Florida there is a fair amount of things to do here from walking the sand roads, to having brunch in the local restaurant or taking a boat tour around Windermere’s famous lakes.

Paloma Coffee Company

Paloma Coffee is located along Main Street, Downtown Windermere, and offers craft coffee from Miami based roaster Panther coffee as well as a great selection of home-baked goods and sandwiches.

Dixie Cream Cafe

Dixie Cream Cafe is a staple part of Windermere and is currently the only restaurant in the town.  It serves breakfast and lunch daily until 2.30 but is closed on Mondays. Dixies offers a range of southern style dishes and desserts.

Allens Ice Cream

Also located along Main Street, Allen’s ice cream is a neighborhood favorite offering an amazing selection of ice creams as well as soft serve, perfect for that hot fudge Sunday.

Pizza 14

The best Pizza in town!  There is only 1 pizza shop in Windermere however it is extremely good. This charming take out pizza parlor is popular amongst the town’s residents and offers 14” pizzas with 6 different toppings. 

Windermere boat tours

Go take a tour around the incredible Chain of Lakes and see the huge Mansions that line Lake Butler including several celebrity homes that call Windermere home.  Or book a day wakeboarding with the Florida Ski School, learn how to ski, wake surf or wakeboard.

Bird Island

The famous Bird Island is located in the middle of Lake Butler, it is a small sandbar located on the Northside of the island and has become a popular destination with boat owners and party-goers.

Interested in buying a home in Downtown Windermere?

Downtown Windermere offers a unique charm not found anywhere else in Orlando.  If you are interested in Downtown Windermere homes for sale please call or contact our locally based Downtown Windermere real estate team below who will be happy to assist you in finding your dream home.  You may also like to see all the communities in Windermere.