"Among The Lakes"
|Incorporated (town)||February 2, 1925|
|• Mayor||James O'Brien|
|• Total||2.69 sq mi (6.96 km2)|
|• Land||1.93 sq mi (5.01 km2)|
|• Water||0.75 sq mi (1.95 km2)|
|Elevation||121 ft (37 m)|
|• Density||1,567.51/sq mi (605.16/km2)|
|Time zone||UTC-5 (Eastern (EST))|
|• Summer (DST)||UTC-4 (EDT)|
|Area code(s)||407, 689|
|GNIS feature ID||0293401|
A Post Office opened at Windermere in 1888. The Post Office closed in 1901, and reopened in 1911. Windermere was established as a residential development in 1889 and chartered in 1925.
During late 2007, the Town of Windermere filed a proposal to annex Isleworth and Butler Bay, both wealthy subdivisions. This was met with extensive debate from town residents and an objection from Orange County, which stood to lose millions of dollars of property tax revenue. After lengthy discussions, and battles with the county, Isleworth remained unincorporated, but Butler Bay was annexed into Windermere, with over 90% of its residents approving annexation via a mail-in ballot.
According to the United States Census Bureau, the town has a total area of 1.57 square miles (4.07 km2), of which 1.56 square miles (4.03 km2) is land and 0.015 square miles (0.04 km2), or 0.98%, is water.
The record high temperature in Windermere is 101 °F, which took place in 1998, and the record low temperature is 19 °F, which took place in 1985.
|U.S. Decennial Census|
As of the census of 2013, there were 2,855 people, 784 households, and 591 families residing in the town. The population density was 1,688.2 inhabitants per square mile (651.8/km2). There were 723 housing units at an average density of 643.4 per square mile (248.4/km2). The racial makeup of the town was 95.68% White, 1.3% Black, 0.05% Native Americans, 2.00% Asian, 0.32% from other races, and 0.69% from two or more races. Hispanic or Latino of any race were 3.53% of the population.
There were 704 households, out of which 36.9% had children under the age of 18 living with them, 70.3% were married couples living together, 6.5% had a female householder with no husband present, and 20.2% were non-families. 17.3% of all households were made up of individuals, and 6.7% had someone living alone who was 65 years of age or older. The average household size was 2.69 and the average family size was 3.05.
In the town, the population was spread out, with 27.5% under the age of 18, 5.1% from 18 to 24, 25.8% from 25 to 44, 30.5% from 45 to 64, and 11.1% who were 65 years of age or older. The median age was 41 years. For every 100 females, there were 104.2 males. For every 100 females age 18 and over, there were 96.3 males.
The median income for a household in the town was $88,809, and the median income for a family was $105,737. Males had a median income of $80,693 versus $37,321 for females. The per capita income for the town was $51,370. About 2.4% of families and 3.1% of the population were below the poverty line, including 3.0% of those under age 18 and 9.1% of those age 65 or over.
Windermere has a Town Manager / City Council form of government. Five council members are elected at large for two-year terms with three running for election in odd years and two running for election in even years along with the mayor. Gary Bruhn has served as mayor for seven consecutive terms since 2004.
Police services are provided by the Windermere Police Department. In January 2014, the department's former chief, Daniel Saylor was sentenced to eight years in prison for perjury. He had lied to the court in order to protect a friend who was found guilty of raping children and sentenced to life in prison. Saylor had pleaded guilty to other charges in 2011, earning him a year in jail.
Fire rescue and emergency medical services are provided by the Ocoee Fire Department. Postal services are provided by the Windermere Post Office. The Floridan Aquifer is Windermere and Orange County's source of drinking and fire hydrant water, which is filtered naturally through hundreds of feet of sand and rock, and then treated by the Orange County Water Division.
The town of Windermere will not be within the attendance boundaries of Windermere High School, a Lake Butler high school scheduled to open in 2017. The Windermere town council opposed the naming on the grounds that area residents may mistakenly confuse the school with Windermere Preparatory. Some OCPS board members also argued the school should not be named for a community it will not be located in; they stated that not very many students from the town of Windermere will go to Windermere High.
Windermere is located on an isthmus between several lakes in the Lake Butler chain. As such, it is on the shortest road route between the east and west sides of the chain. In fact, the next crossing to the south is 7.5 miles (12.1 km) distant at Lake Buena Vista, where County Road 535 (CR 535) and Apopka-Vineland Road meet. The next crossing to the north is at Gotha, the north end of the chain of lakes, 2.25 miles (3.62 km) away. 2003 Annual Average Daily Traffic (AADT), much of which is commuters passing through, is 17,197 vehicles per day for Sixth Avenue (the east entrance), 18,362 on Main Street north of Sixth Avenue, and 9,484 on Main Street south of Sixth Avenue.
Windermere regulates traffic and encourages traffic to use alternate routes. In 2004, two roundabouts were installed downtown with the largest public works project in the town's history. This has greatly improved traffic flow and relieved cut through traffic. A third roundabout was completed in August 2010 at the intersection of Park Avenue and Maguire Road. This is at the Windermere Elementary School intersection. All roads in the downtown area (laid out in a grid) are dirt roads except for a few through roads:
- Main Street from the northern boundary (as Maguire Road, which heads north to Ocoee) south to 12th Street; the pavement turns west at 12th Street onto Chase Road, which connects to CR 535
- Sixth Avenue east from Main Street to the town line, where it becomes Conroy-Windermere Road
- Second Avenue west from Main Street (serves a peninsula)
- "Dirt Main Street", just west of Main Street (opposite where the railroad used to run), from Third Avenue to Seventh Avenue
- Several other paved roads exist in the outskirts, in areas that have been annexed since the original town was formed.
Until the 1980s, Main Street north of Sixth Avenue and Sixth Avenue east of Main Street were maintained by the Florida Department of Transportation (FDOT) as part of State Road 439. This was given to Orange County as County Road 439 (CR 439), and Orange County eventually removed all signs and gave the part inside Windermere to the town. Signs put up by FDOT still mark the north end of CR 439 at SR 50, but no other signs exist, in part because Orange County has a general policy of not signing county roads.
The Florida Midland Railroad, part of the Atlantic Coast Line Railroad, used to run just west of Main Street; there is now a large grassy area between Main Street and the dirt road (often called Dirt Main Street) that ran just west of the railroad. Windermere had a station on the railroad.
- Michael Ammar, magician
- Millie Bobby Brown, actress
- Vince Carter, professional basketball player
- Johnny Damon, former professional baseball player
- Jay Garner, retired general
- Dee Gordon, professional baseball player
- Rick Goings, chairman and chief executive officer of Tupperware Brands Corporation
- Ken Griffey Jr., Hall of Fame former professional baseball player
- Adam Haseley, professional baseball player
- Grant Hill, former professional basketball player
- Skip Kendall, professional golfer 
- Gugu Liberato, TV presenter
- Brad Miller, professional baseball player
- Julianne Morris, actress
- Shaquille O'Neal, former professional basketball player
- David A. Siegel, founder of Westgate Resorts, owner of the Versailles house, and former owner of the Orlando Predators
- Jackie Siegel, model and actress, owner and director of Mrs. Florida America beauty pageant
- Trevor Siemian, professional football player
- Philip Michael Thomas, actor and musician
- Mark Tremonti, musician for the rock bands Alter Bridge, Creed, and Tremonti
- Llandel Veguilla, reggaeton artist, Wisin y Yandel
- Bubba Watson, professional golfer
- Jason Williams, former professional basketball player
- Jesse Winker, professional baseball player
- Tiger Woods, professional golfer
- "Town of Windermere, Florida". Town of Windermere, Florida. Retrieved September 2, 2012.
- "2020 U.S. Gazetteer Files". United States Census Bureau. Retrieved December 2, 2021.
- "U.S. Census website". United States Census Bureau. Retrieved January 31, 2008.
- "US Board on Geographic Names". United States Geological Survey. October 25, 2007. Retrieved January 31, 2008.
- "United States Postal Service Postmaster Finder". United States Postal Service. 2017. Retrieved November 30, 2017.
- Aber, Kathy (January 9, 2008). "County, town, residents continue debate on Isleworth/Butler Bay annexations". West Orange Times. Retrieved December 22, 2013.
- "Geographic Identifiers: 2010 Demographic Profile Data (G001): Windermere town, Florida". United States Census Bureau. Retrieved September 21, 2012.
- "Windermere, FL Weather Facts". The Weather Channel. Retrieved April 16, 2011. Facts table located at bottom of weather graphs.
- "Census of Population and Housing". Census.gov. Retrieved June 4, 2015.
-  American Community Survey, Retrieved March 20, 2021.
- "Windermere Police Department". Town of Windermere, FL. Retrieved April 16, 2011.
- Jury finds former Windermere police chief guilty of perjury; Saylor pleaded no contest to misconduct while chief; January 22, 2014, WESH.com
- "Ocoee Fire Department: Services Provided". City of Ocoee, Florida. Retrieved August 26, 2016.
- "Post Office™ Locations: WINDERMERE Post Office™ Location". USPS. Retrieved April 16, 2011.
- "Water (Utilities): Overview". Orange County Government, Florida. Retrieved April 17, 2011.
- "Zoning Map." Town of Windermere. Retrieved on April 21, 2017.
- "Windermere Elementary School Zone." Orange County Public Schools Department of Pupil Assignment. April 18, 2016. Retrieved on April 21, 2017.
- "Gotha Middle School Zone." Orange County Public Schools Department of Pupil Assignment. February 21, 2013. Retrieved on April 21, 2017.
- "Olympia High School Zone." Orange County Public Schools Department of Pupil Assignment. February 11, 2016. Retrieved on April 21, 2017.
- "Our School: The Windermere Prep School Difference, School Snapshot". Windermere Preparatory School. Retrieved April 16, 2011.
- "Windermere High School Attendance Zone map, effective 08/2017" (PDF). OCPS Department of Student Enrollment.
- Postal, Leslie (October 11, 2016). "New west Orange high school gets its name: Windermere High School". Orlando Sentinel. Retrieved January 9, 2017.
- "Vince Carter House Pictures".
- "Johnny Damon's 29,000 Sq-Ft Florida House With Bowling Alley". Professional Athlete Homes. March 20, 2012. Retrieved September 2, 2013.
- "Dee Gordon Stats". Baseball Almanac. Retrieved December 10, 2012.
- "Skip Kendall". PGA Tour. Retrieved December 10, 2012.
- "Casa de Gugu Liberato em Orlando tinha mais de 600 m2". G1 (in Portuguese). November 23, 2019. Retrieved January 12, 2021.