Windermere Florida Homes For Sale

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Windermere Ontario Homes for Sale
June 23, 2024
Avg. DOM
Avg. $ / Sq.Ft.
Med. List Price
193 Properties
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 Windermere, Florida Overview

Welcome to Windermere, Florida! This picturesque town is surrounded by two sparkling lakes and is home to beautiful parks, neighborhoods and luxurious real estate. Situated just outside of Orlando, residents of Windermere enjoy access to some of the world's largest attractions, while maintaining a quiet and serene home life. 

 Windermere, Florida Homes For Sale

Windemere is located in Orange County, Florida and considered part of the Orlando Metropolitan Statistical Area

According to the 2013 United States Census, there are approximately 2,855 residents that call Windermere, Florida home. 

With only 784 households in Windermere, there is a strong sense of community and family. 

Many homes in the town of Windermere reside in gated communities, nestled among some of the most scenic settings in the Orlando area. 

There is a wide variety of styles for homes available, ranging from single-family dwellings to multi-million dollar estates. 

Many properties in the Windermere area are situated on waterfront lots offering unparalleled views. Finely manicured lawns and mature trees complement most of the homes. 

Prices for homes in Windermere vary greatly. Though the average list price is roughly $550,000, it is not uncommon to see many homes for a million or more. 

Neighborhood Amenities

The town of Windermere has a number of parks dotted throughout that offer the perfect setting for a walk, jog or afternoon out with the family. 

Parks in Windermere are:

  • Johnson Park
  • Lake Street Park
  • Park Among the Lakes
  • Fernwood Park
  • Pines of Windermere
  • Central Park
  • Palmer Park

Many of these parks are nestled along the shores of the lakes that surround Windermere, making them ideal locations for picnics, family gatherings and BBQ’s. 

The Windermere Recreation Area is situated on the shores of Lake Crescent and offers residents and visitors a larger, outdoor area for a number of different activities. The park has volleyball courts, tennis courts, a large covered picnic area, and a fishing pier. 

You won’t find any large strip malls or plazas in downtown Windermere, which is part of the charm many residents have come to love about the area. Home to a few unique shops and restaurants/cafes, Windermere’s downtown offers a small-town feel, full of family-owned establishments. 

However, since running errands, grocery shopping and visits to various service office are a part of life, it is important that there is nearby access. For the residents of Windermere, they do not have to venture far for these necessary amenities. 

Shops and stores in the Windermere area:

  • Cascades at Isleworth
  • The Grove
  • Stitch and Arrow Boutique
  • Grand Oaks Village
  • Walmart Supercenter 

If you are in need of some serious retail therapy, within 20 minutes of Windermere are some premium shopping malls and outlet centers. The Orlando International Premium Outlets, The Mall of Millenia and The Bayhill Plaza are just a short distance away. 

 Windermere, Florida School Guide

The town of Windermere takes pride in its public schools and understands the importance of quality education. 

The schools are governed by the Orange County Public School system

Schools in the Windermere area are:

For those families interested in private education, Windermere is home to a few private schools as well. 

Private Schools in Windermere:

  • Windermere Preparatory School - Kindergarten through grade 12
  • The New Academy - grade 1 through grade 12
  • Cranium Academy - Pre-kindergarten through grade 5

Regardless of your choice for education, you can expect to find well-run schools with a caring and engaged staff. 


The town of Windermere is conveniently located approximately 10 miles from downtown Orlando. The commute to Orlando should take anywhere between 20-40 minutes dependant on the traffic and times of travel. 

If you are heading to the Orlando International Airport, your trip should take roughly 40 minutes as it is set 20 miles to the southeast of Windermere. 

Tampa, Florida is set 67.7 miles southwest of the town of Windermere and should take around 1.5 hours to arrive at your destination. 

A trip to Daytona Beach will be the same, roughly 1.5 hours, via Interstate 4 E, making it a perfect weekend getaway. 

Windermere is also situated close to the Florida Turnpike, which is a major roadway connecting commuters to many different parts of the state.


Though downtown Windermere is home to just a handful of eateries, nearby along Conroy Windermere Road are a number of restaurants that are a short 5 minutes away. 

Restaurants in the Windermere area are:

Spoleto: This cozy and inviting Italian restaurant serves up classic dishes with a modern twist. Timeless meals with top-quality ingredients are one of the many reasons Spoleto is becoming a local favorite.

Black Rock Bar & Grill: The perfect location for happy hour drinks or late night appetizers. Black Rock Bar & Grill has a classic American menu and extensive drink and beer list. Enjoy a premium steak that you cook yourself on a 700-degree rock! Paired with tasty sides and friendly service, Black Rock is a must-try. 

Bee Won Korean: Enjoy a larger variety of menu options from soup, stews to authentic Korean BBQ. Either cooked yourself directly at your table or prepared by the chef and served piping hot. Bee Won has a fun and bright atmosphere that is perfect for large groups or dinner for two. 

If you head the other direction up Maguire Road, there are some more options to choose from.

Umami Sushi and Izakaya: If you are in the mood for some ethnic eats, you will want to head over to Umami Sushi and Izakaya. This intimate and modern Japanese Restaurant serves fresh and authentic sushi full of flavor and at a great price. 

Ellie Lou’s Brews and BBQ: Delicious southern BBQ with all the fixings is available at Ellie Lou’s Brews and BBQ. Patrons who have reviewed Ellie Lou’s have called it some of the best BBQ they have ever had. Quick and friendly service are the icing on the cake!

Windermere, Florida Real Estate Agents

Looking to purchase a home in Windermere, Florida? Let our real estate specialists work with you to navigate the process of buying or selling your house. Our Windermere real estate agents have expert knowledge of the distinct dynamics of the Windermere housing market.

For further information about Windermere buyer or seller representation, contact the Market Connect Team.