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Windermere Real Estate Analysis

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Windermere with a population estimated to be around 2,300, Windermere has that small town feeling. It’s serene ways and great location have made it a desirable choice for families with children. Windermere has remained a popular town due to it’s numerous lakes and bordering, upscale communities. The picturesque, sandy bottom lakes of Lake Butler, Lake Bessie, and Lake Down along with other smaller lakes join together to form the Butler Chain of Lakes.
History: In 1885 Joseph Hill Scott purchased 150 acres in the Windermere area and supposedly named it after Lake Windermere in England. In 1889 a railroad was built from Kissimmee to Windermere. The city really started to grow in 1910 when two investors from Ohio decided to start developing the area.
Real Estate: The area slightly outside of Windermere is home to a growing real estate market for some of central Florida’s most expensive homes. The development of new real estate has led to a few pristine and upscale golf courses being created throughout the area.
Notable Nearby Communities:

  • Isleworth – Considered to be one of the countries premier country clubs and has a private golf course designed by Arnold Palmer. The estate homes in the 600 acre community range in price from 1 to 12 million dollars.
  • Butler Bay – Located between Lake Crescent and Lake Roberts. This community has an 18 hole golf course as well as many lake front properties. The lots are between half an acre and 2 acres.
  • Keene’s Point – A gated community containing 14 separate neighborhoods and is located on the shore of Lake Butler. The 250 acre private golf course is a signature design by Jack Nicklaus.

  • Stats: Population 2,300 70.3% married couples 11.1% of population over 65
    Location: Fourteen miles southwest of Orlando, six miles southeast of Winter Garden, two miles south of Ocoee.

    To find homes in Windermere, use our Real Estate Search with zip code 34786.

    Windermere Real Estate Listings

    Active Listings in Windermere

    8587 Lookout Pointe Dr WINDERMERE, FL 34786
    Photo of 8587 Lookout Pointe Dr, WINDERMERE, FL 34786 (MLS # S5016965)
    3 beds 3 baths 2,149 sqft $351,900
    14216 Bridgewater Crossings Boulevard WINDERMERE, FL 34786
    Photo of 14216 Bridgewater Crossings Boulevard, WINDERMERE, FL 34786 (MLS # O5775544)
    4 beds 4 baths 3,048 sqft $589,900
    7621 Ripplepointe Way WINDERMERE, FL 34786
    Photo of 7621 Ripplepointe Way, WINDERMERE, FL 34786 (MLS # O5778590)
    3 beds 3 baths 1,951 sqft $310,000
    8332 Bryce Canyon Avenue WINDERMERE, FL 34786
    Photo of 8332 Bryce Canyon Avenue, WINDERMERE, FL 34786 (MLS # O5779543)
    3 beds 3 baths 1,839 sqft $315,000
    11127 Bridge House Road WINDERMERE, FL 34786
    Photo of 11127 Bridge House Road, WINDERMERE, FL 34786 (MLS # S5016752)
    6 beds 7 baths 10,368 sqft $4,500,000
    13603 Gorgona Isle Drive WINDERMERE, FL 34786
    Photo of 13603 Gorgona Isle Drive, WINDERMERE, FL 34786 (MLS # O5779342)
    5 beds 4 baths 3,646 sqft $549,900
    13609 Gorgona Isle Drive WINDERMERE, FL 34786
    Photo of 13609 Gorgona Isle Drive, WINDERMERE, FL 34786 (MLS # O5779321)
    4 beds 3 baths 2,690 sqft $499,900
    2532 Hempel Cove Court WINDERMERE, FL 34786
    Photo of 2532 Hempel Cove Court, WINDERMERE, FL 34786 (MLS # O5779301)
    5 beds 5 baths 5,928 sqft $849,000
    3250 Downs Cove Rd WINDERMERE, FL 34786
    Photo of 3250 Downs Cove Rd, WINDERMERE, FL 34786 (MLS # O5778878)
    4 beds 5 baths 4,056 sqft $1,525,000
    7332 Yoder Street, Unit 7332 WINDERMERE, FL 34786
    Photo of 7332 Yoder Street, Unit 7332, WINDERMERE, FL 34786 (MLS # S5016812)
    3 beds 3 baths 1,484 sqft $264,990
    8180 Boat Hook Loop, Unit 328 WINDERMERE, FL 34786
    Photo of 8180 Boat Hook Loop, Unit 328, WINDERMERE, FL 34786 (MLS # O5778931)
    3 beds 2 baths 1,442 sqft $225,000
    9584 Lavill Lane WINDERMERE, FL 34786
    Photo of 9584 Lavill Lane, WINDERMERE, FL 34786 (MLS # O5778150)
    5 beds 4 baths 4,696 sqft $875,000
    6734 Bridgewater Village Road WINDERMERE, FL 34786
    Photo of 6734 Bridgewater Village Road, WINDERMERE, FL 34786 (MLS # S5016840)
    3 beds 3 baths 3,094 sqft $475,000
    13935 Ancilla Boulevard WINDERMERE, FL 34786
    Photo of 13935 Ancilla Boulevard, WINDERMERE, FL 34786 (MLS # O5774195)
    4 beds 3 baths 1,776 sqft $269,990
    1304 Estancia Woods Loop WINDERMERE, FL 34786
    Photo of 1304 Estancia Woods Loop, WINDERMERE, FL 34786 (MLS # O5778701)
    5 beds 6 baths 5,394 sqft $1,092,985

    Sold Listings in Windermere

    11564 Mizzon Drive, Unit 308 WINDERMERE, FL 34786
    Photo of 11564 Mizzon Drive, Unit 308, WINDERMERE, FL 34786 (MLS # O5779133)
    3 beds 2 baths 1,442 sqft $200,000
    316 Palm Street WINDERMERE, FL 34786
    Photo of 316 Palm Street, WINDERMERE, FL 34786 (MLS # O5705714)
    2 beds 2 baths 1,022 sqft $1,240,000
    MLS # O5749712 WINDERMERE, FL 34786
    Photo of WINDERMERE, FL 34786 (MLS # O5749712)
    3 beds 2 baths 1,856 sqft $335,000
    13554 Gorgona Isle Drive WINDERMERE, FL 34786
    Photo of 13554 Gorgona Isle Drive, WINDERMERE, FL 34786 (MLS # J903204)
    5 beds 4 baths 4,188 sqft $520,800
    4731 Blue Major Drive WINDERMERE, FL 34786
    Photo of 4731 Blue Major Drive, WINDERMERE, FL 34786 (MLS # O5771442)
    4 beds 3 baths 2,411 sqft $355,000
    830 Oakdale Street WINDERMERE, FL 34786
    Photo of 830 Oakdale Street, WINDERMERE, FL 34786 (MLS # J902952)
    4 beds 5 baths 3,670 sqft $1,250,000
    7708 Moser Avenue WINDERMERE, FL 34786
    Photo of 7708 Moser Avenue, WINDERMERE, FL 34786 (MLS # O5771940)
    3 beds 3 baths 1,644 sqft $256,000
    8102 Enchantment Drive, Unit 1706 WINDERMERE, FL 34786
    Photo of 8102 Enchantment Drive, Unit 1706, WINDERMERE, FL 34786 (MLS # O5771925)
    3 beds 3 baths 1,852 sqft $270,500
    820 East Boulevard WINDERMERE, FL 34786
    Photo of 820 East Boulevard, WINDERMERE, FL 34786 (MLS # O5772352)
    1 bed 2 baths 1,593 sqft $500,000
    8329 Lookout Pointe Drive WINDERMERE, FL 34786
    Photo of 8329 Lookout Pointe Drive, WINDERMERE, FL 34786 (MLS # O5772249)
    4 beds 4 baths 2,633 sqft $354,900
    12933 Emersondale Avenue WINDERMERE, FL 34786
    Photo of 12933 Emersondale Avenue, WINDERMERE, FL 34786 (MLS # O5769997)
    3 beds 3 baths 1,480 sqft $245,000
    13781 Bressler Alley WINDERMERE, FL 34786
    Photo of 13781 Bressler Alley, WINDERMERE, FL 34786 (MLS # J902681)
    3 beds 3 baths 2,100 sqft $310,506
    13787 Bressler Alley WINDERMERE, FL 34786
    Photo of 13787 Bressler Alley, WINDERMERE, FL 34786 (MLS # J902680)
    3 beds 3 baths 2,100 sqft $290,705
    13763 Bressler Alley WINDERMERE, FL 34786
    Photo of 13763 Bressler Alley, WINDERMERE, FL 34786 (MLS # O5769466)
    4 beds 3 baths 2,100 sqft $317,895
    2125 Kane Park Way WINDERMERE, FL 34786
    Photo of 2125 Kane Park Way, WINDERMERE, FL 34786 (MLS # O5767870)
    4 beds 3 baths 2,743 sqft $559,900

    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