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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

3453 Bay Meadow Court WINDERMERE, FL 34786
Photo of 3453 Bay Meadow Court, WINDERMERE, FL 34786 (MLS # O5715180)
4 beds 4 baths 2,896 sqft $630,000
5224 Lemon Twist Lane WINDERMERE, FL 34786
Photo of 5224 Lemon Twist Lane, WINDERMERE, FL 34786 (MLS # T3114140)
4 beds 4 baths 2,812 sqft $372,000
14005 Oasis Springs Lane, Unit 906 WINDERMERE, FL 34786
Photo of 14005 Oasis Springs Lane, Unit 906, WINDERMERE, FL 34786 (MLS # O5715348)
3 beds 3 baths 1,786 sqft $255,000
9082 Harbor Isle Drive WINDERMERE, FL 34786
Photo of 9082 Harbor Isle Drive, WINDERMERE, FL 34786 (MLS # O5712106)
5 beds 4 baths 4,790 sqft $2,150,000
12906 Calderdale Avenue WINDERMERE, FL 34786
Photo of 12906 Calderdale Avenue, WINDERMERE, FL 34786 (MLS # O5715147)
3 beds 3 baths 1,480 sqft $240,000
2137 Westover Reserve Boulevard WINDERMERE, FL 34786
Photo of 2137 Westover Reserve Boulevard, WINDERMERE, FL 34786 (MLS # O5715045)
4 beds 4 baths 4,172 sqft $699,750
6238 Lake Burden View Drive WINDERMERE, FL 34786
Photo of 6238 Lake Burden View Drive, WINDERMERE, FL 34786 (MLS # O5715186)
4 beds 4 baths 3,512 sqft $899,900
11033 Hawkshead Court WINDERMERE, FL 34786
Photo of 11033 Hawkshead Court, WINDERMERE, FL 34786 (MLS # O5714340)
4 beds 4 baths 3,998 sqft $1,050,000
1169 Estancia Woods Loop WINDERMERE, FL 34786
Photo of 1169 Estancia Woods Loop, WINDERMERE, FL 34786 (MLS # O5714967)
4 beds 4 baths 4,073 sqft $914,000
2405 Ridgewind Way WINDERMERE, FL 34786
Photo of 2405 Ridgewind Way, WINDERMERE, FL 34786 (MLS # O5714912)
6 beds 7 baths 4,926 sqft $825,000
4442 Begonia Court WINDERMERE, FL 34786
Photo of 4442 Begonia Court, WINDERMERE, FL 34786 (MLS # S5003083)
5 beds 5 baths 4,442 sqft $699,000
5306 Nagami Drive WINDERMERE, FL 34786
Photo of 5306 Nagami Drive, WINDERMERE, FL 34786 (MLS # O5714768)
7 beds 5 baths 4,822 sqft $828,000
7432 Leighside Drive WINDERMERE, FL 34786
Photo of 7432 Leighside Drive, WINDERMERE, FL 34786 (MLS # O5713853)
4 beds 3 baths 1,898 sqft $280,000
5501 Somersby Road WINDERMERE, FL 34786
Photo of 5501 Somersby Road, WINDERMERE, FL 34786 (MLS # O5714373)
3 beds 3 baths 1,642 sqft $234,900
12548 Langstaff Drive WINDERMERE, FL 34786
Photo of 12548 Langstaff Drive, WINDERMERE, FL 34786 (MLS # S5003044)
3 beds 3 baths 1,480 sqft $245,000

Sold Listings in Windermere

13712 Bressler Alley WINDERMERE, FL 34786
Photo of 13712 Bressler Alley, WINDERMERE, FL 34786 (MLS # O5715092)
4 beds 3 baths 2,113 sqft $285,550
307 W 4th Avenue WINDERMERE, FL 34786
Photo of 307 W 4th Avenue, WINDERMERE, FL 34786 (MLS # O5713698)
4 beds 3 baths 3,192 sqft $718,000
11801 Vinci Drive WINDERMERE, FL 34786
Photo of 11801 Vinci Drive, WINDERMERE, FL 34786 (MLS # O5713106)
5 beds 5 baths 5,029 sqft $1,375,000
2012 Willow Lauren Lane WINDERMERE, FL 34786
Photo of 2012 Willow Lauren Lane, WINDERMERE, FL 34786 (MLS # O5712876)
5 beds 3 baths 3,255 sqft $560,000
11562 Amidship Lane, Unit 301 WINDERMERE, FL 34786
Photo of 11562 Amidship Lane, Unit 301, WINDERMERE, FL 34786 (MLS # O5563858)
3 beds 2 baths 1,442 sqft $195,000
2647 Carter Grove Circle WINDERMERE, FL 34786
Photo of 2647 Carter Grove Circle, WINDERMERE, FL 34786 (MLS # O5711849)
3 beds 4 baths 2,405 sqft $375,000
11239 Ledgement Lane WINDERMERE, FL 34786
Photo of 11239 Ledgement Lane, WINDERMERE, FL 34786 (MLS # O5712185)
4 beds 4 baths 3,080 sqft $435,000
7324 Auburnwood Lane WINDERMERE, FL 34786
Photo of 7324 Auburnwood Lane, WINDERMERE, FL 34786 (MLS # O5569769)
3 beds 2 baths 2,090 sqft $335,000
13706 Bressler Alley WINDERMERE, FL 34786
Photo of 13706 Bressler Alley, WINDERMERE, FL 34786 (MLS # S5002314)
3 beds 3 baths 2,113 sqft $328,542
7609 Ripplepointe Way WINDERMERE, FL 34786
Photo of 7609 Ripplepointe Way, WINDERMERE, FL 34786 (MLS # S4851023)
3 beds 3 baths 1,936 sqft $268,500
6500 Stoller Avenue WINDERMERE, FL 34786
Photo of 6500 Stoller Avenue, WINDERMERE, FL 34786 (MLS # O5709883)
3 beds 3 baths 2,091 sqft $290,000
13760 Bressler Alley WINDERMERE, FL 34786
Photo of 13760 Bressler Alley, WINDERMERE, FL 34786 (MLS # O5709270)
4 beds 3 baths 2,113 sqft $301,472
13730 Bressler Alley WINDERMERE, FL 34786
Photo of 13730 Bressler Alley, WINDERMERE, FL 34786 (MLS # O5708748)
3 beds 3 baths 2,091 sqft $312,245
1211 Estancia Woods Loop WINDERMERE, FL 34786
Photo of 1211 Estancia Woods Loop, WINDERMERE, FL 34786 (MLS # O5702847)
4 beds 5 baths 3,487 sqft $1,115,770
8709 Greenbank Boulevard WINDERMERE, FL 34786
Photo of 8709 Greenbank Boulevard, WINDERMERE, FL 34786 (MLS # O5515819)
4 beds 4 baths 2,628 sqft $315,000

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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