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Windermere is a charming small town in Orange County, Florida with a population of only about 3,000 and is famous for its Butler chain of lakes. Its total land measures only a few square miles, but it’s an ideal place for individuals and families looking for a peaceful and quiet home close to downtown Orlando with a small town charm. Home to a number of high profile residents, Windermere is a top choice to buy vacation properties, ultra luxury homes, and lakefront mansions.

The town of Windermere is governed by a City Council form of government and has a town manager. Although relatively small, median household income and house value are significantly above Florida’s state average and unemployment is significantly below average. In Windermere, FL police services, fire rescue services, medical emergency services, postal services, bank services and various others are highly accessible to the residents. It is also home to some of the best schools in Orange County.

Windermere Real Estate Listings

Active Listings in Windermere

2536 Tryon Place WINDERMERE, FL 34786
Photo of 2536 Tryon Place, WINDERMERE, FL 34786 (MLS # G5005183)
4 beds 3 baths 2,538 sqft $619,000
9114 Outlook Rock Trail WINDERMERE, FL 34786
Photo of 9114 Outlook Rock Trail, WINDERMERE, FL 34786 (MLS # O5728927)
4 beds 3 baths 2,956 sqft $429,900
721 Magnolia Street WINDERMERE, FL 34786
Photo of 721 Magnolia Street, WINDERMERE, FL 34786 (MLS # O5728910)
4 beds 2 baths 1,737 sqft $369,000
7648 Fairgrove Avenue WINDERMERE, FL 34786
Photo of 7648 Fairgrove Avenue, WINDERMERE, FL 34786 (MLS # O5728700)
3 beds 3 baths 1,748 sqft $277,000
6378 Southbridge Street WINDERMERE, FL 34786
Photo of 6378 Southbridge Street, WINDERMERE, FL 34786 (MLS # O5728619)
3 beds 3 baths 1,490 sqft $240,000
MLS # O5728838 WINDERMERE, FL 34786
Photo of WINDERMERE, FL 34786 (MLS # O5728838)
5 beds 3 baths 4,895 sqft $699,900
12012 Waterstone Loop Drive WINDERMERE, FL 34786
Photo of 12012 Waterstone Loop Drive, WINDERMERE, FL 34786 (MLS # O5534393)
5 beds 5 baths 4,506 sqft $999,000
13415 Chariho Lane WINDERMERE, FL 34786
Photo of 13415 Chariho Lane, WINDERMERE, FL 34786 (MLS # O5728426)
3 beds 2 baths 2,190 sqft $290,000
13924 Darchance Road WINDERMERE, FL 34786
Photo of 13924 Darchance Road, WINDERMERE, FL 34786 (MLS # O5728069)
3 beds 2 baths 2,147 sqft $384,500
2601 Crescent Lake Court WINDERMERE, FL 34786
Photo of 2601 Crescent Lake Court, WINDERMERE, FL 34786 (MLS # O5717950)
6 beds 4 baths 4,518 sqft $617,400
2006 Roberts Point Drive WINDERMERE, FL 34786
Photo of 2006 Roberts Point Drive, WINDERMERE, FL 34786 (MLS # O5726556)
5 beds 6 baths 4,468 sqft $1,149,000
12987 Overstreet Road WINDERMERE, FL 34786
Photo of 12987 Overstreet Road, WINDERMERE, FL 34786 (MLS # S5005749)
3 beds 2 baths 1,978 sqft $325,000
12937 Bosworth Avenue WINDERMERE, FL 34786
Photo of 12937 Bosworth Avenue, WINDERMERE, FL 34786 (MLS # O5727911)
3 beds 3 baths 1,782 sqft $296,969
419 W 1st Avenue WINDERMERE, FL 34786
Photo of 419 W 1st Avenue, WINDERMERE, FL 34786 (MLS # O5722304)
4 beds 2 baths 2,026 sqft $450,000
12279 Joshua Tree Trail WINDERMERE, FL 34786
Photo of 12279 Joshua Tree Trail, WINDERMERE, FL 34786 (MLS # O5727477)
3 beds 3 baths 2,008 sqft $340,000

Sold Listings in Windermere

7717 Fordson Lane WINDERMERE, FL 34786
Photo of 7717 Fordson Lane, WINDERMERE, FL 34786 (MLS # O5727128)
3 beds 3 baths 1,644 sqft $228,000
13415 Bonica Way WINDERMERE, FL 34786
Photo of 13415 Bonica Way, WINDERMERE, FL 34786 (MLS # O5708905)
5 beds 5 baths 4,937 sqft $5,850
6544 Crestmont Glen Lane WINDERMERE, FL 34786
Photo of 6544 Crestmont Glen Lane, WINDERMERE, FL 34786 (MLS # O5559320)
4 beds 4 baths 2,818 sqft $422,000
5618 Remsen Cay Lane WINDERMERE, FL 34786
Photo of 5618 Remsen Cay Lane, WINDERMERE, FL 34786 (MLS # O5722688)
4 beds 4 baths 2,764 sqft $401,000
11009 Belmere Isles Court WINDERMERE, FL 34786
Photo of 11009 Belmere Isles Court, WINDERMERE, FL 34786 (MLS # O5705425)
4 beds 3 baths 2,551 sqft $455,000
8450 Vivaro Isle Way WINDERMERE, FL 34786
Photo of 8450 Vivaro Isle Way, WINDERMERE, FL 34786 (MLS # O5718457)
5 beds 4 baths 3,619 sqft $496,260
7140 Flowing Water Alley WINDERMERE, FL 34786
Photo of 7140 Flowing Water Alley, WINDERMERE, FL 34786 (MLS # O5720524)
3 beds 3 baths 1,727 sqft $289,000
10556 Park Ridge Gotha Road WINDERMERE, FL 34786
Photo of 10556 Park Ridge Gotha Road, WINDERMERE, FL 34786 (MLS # O5719562)
3 beds 2 baths 1,586 sqft $355,000
7732 Moser Avenue WINDERMERE, FL 34786
Photo of 7732 Moser Avenue, WINDERMERE, FL 34786 (MLS # O5718992)
3 beds 3 baths 1,644 sqft $245,000
8556 Bowden Way WINDERMERE, FL 34786
Photo of 8556 Bowden Way, WINDERMERE, FL 34786 (MLS # O5718005)
4 beds 4 baths 3,890 sqft $759,000
5311 Segari Way WINDERMERE, FL 34786
Photo of 5311 Segari Way, WINDERMERE, FL 34786 (MLS # O5718251)
4 beds 3 baths 1,761 sqft $245,000
6332 Talaria Drive WINDERMERE, FL 34786
Photo of 6332 Talaria Drive, WINDERMERE, FL 34786 (MLS # O5718578)
4 beds 3 baths 2,813 sqft $400,000
6934 Mapperton Drive WINDERMERE, FL 34786
Photo of 6934 Mapperton Drive, WINDERMERE, FL 34786 (MLS # O5716592)
5 beds 5 baths 3,735 sqft $415,000
2127 Lilypad Lane WINDERMERE, FL 34786
Photo of 2127 Lilypad Lane, WINDERMERE, FL 34786 (MLS # O5714291)
4 beds 3 baths 3,349 sqft $629,850
4436 Indian Deer Road WINDERMERE, FL 34786
Photo of 4436 Indian Deer Road, WINDERMERE, FL 34786 (MLS # O5717917)
6 beds 6 baths 3,637 sqft $484,900

Windermere School Data

Windermere School Districts

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Windermere Schools

Windermere Elementary School
K-5, public
Gotha Middle School
6-8, public
Buena Vista Academy
PK-8, private
Premier Academy
K-1, private
http://premieracademyschools.com/
Windermere Preparatory School
PK-12, private
http://www.windermereprep.com/
The Crenshaw School
PK-12, private
http://www.crenshawschool.com
Sunset Park Elementary School
K-5, public
Keenes Crossing Elementary School
PK-5, public
The New Academy
1-12, private

About the author

Jake Johnson

Licensed Real Estate Broker

Licensed Orlando Real Estate Broker with MBA from UCF and nearly a decade of experience as a Realtor. Home marketing specialist with experience in short sales, listings, bank owned foreclosures (REO homes) and Orlando condos.

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