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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

    9554 Westover Club Circle WINDERMERE, FL 34786
    Photo of 9554 Westover Club Circle, WINDERMERE, FL 34786 (MLS # W7809765)
    4 beds 3 baths 2,484 sqft $500,000
    12102 Crescent Cove Court WINDERMERE, FL 34786
    Photo of 12102 Crescent Cove Court, WINDERMERE, FL 34786 (MLS # O5763196)
    4 beds 3 baths 2,704 sqft $599,900
    1507 Hempel Avenue WINDERMERE, FL 34786
    Photo of 1507 Hempel Avenue, WINDERMERE, FL 34786 (MLS # O5765623)
    3 beds 2 baths 3,301 sqft $995,900
    6024 Roseate Spoonbill Drive WINDERMERE, FL 34786
    Photo of 6024 Roseate Spoonbill Drive, WINDERMERE, FL 34786 (MLS # O5764517)
    3 beds 3 baths 2,173 sqft $338,000
    9078 Overlook Pass Drive WINDERMERE, FL 34786
    Photo of 9078 Overlook Pass Drive, WINDERMERE, FL 34786 (MLS # S5013977)
    4 beds 3 baths 2,690 sqft $459,900
    11067 Ledgement Lane WINDERMERE, FL 34786
    Photo of 11067 Ledgement Lane, WINDERMERE, FL 34786 (MLS # O5765364)
    4 beds 5 baths 3,596 sqft $649,900
    12345 Via Derna Place WINDERMERE, FL 34786
    Photo of 12345 Via Derna Place, WINDERMERE, FL 34786 (MLS # O5765096)
    4 beds 3 baths 1,946 sqft $275,000
    8439 Eagles Loop Circle WINDERMERE, FL 34786
    Photo of 8439 Eagles Loop Circle, WINDERMERE, FL 34786 (MLS # O5765154)
    4 beds 5 baths 4,233 sqft $769,800
    11217 Grander Drive WINDERMERE, FL 34786
    Photo of 11217 Grander Drive, WINDERMERE, FL 34786 (MLS # S5013631)
    3 beds 3 baths 1,884 sqft $308,000
    4309 Isabella Circle WINDERMERE, FL 34786
    Photo of 4309 Isabella Circle, WINDERMERE, FL 34786 (MLS # O5764935)
    5 beds 7 baths 5,859 sqft $1,750,000
    6854 Trellis Vine Loop WINDERMERE, FL 34786
    Photo of 6854 Trellis Vine Loop, WINDERMERE, FL 34786 (MLS # O5764740)
    5 beds 5 baths 3,503 sqft $525,000
    1502 Hempel Ave WINDERMERE, FL 34786
    Photo of 1502 Hempel Ave, WINDERMERE, FL 34786 (MLS # O5556765)
    5 beds 5 baths 5,511 sqft $889,900
    14352 Desert Haven Street, Unit 41 WINDERMERE, FL 34786
    Photo of 14352 Desert Haven Street, Unit 41, WINDERMERE, FL 34786 (MLS # O5764758)
    3 beds 3 baths 2,067 sqft $283,000
    6608 Bridgewater Village Road WINDERMERE, FL 34786
    Photo of 6608 Bridgewater Village Road, WINDERMERE, FL 34786 (MLS # O5764733)
    3 beds 2 baths 2,115 sqft $365,000
    6218 Golden Dewdrop Trail WINDERMERE, FL 34786
    Photo of 6218 Golden Dewdrop Trail, WINDERMERE, FL 34786 (MLS # S5013896)
    3 beds 3 baths 1,984 sqft $312,000

    Sold Listings in Windermere

    4095 Isabella Circle WINDERMERE, FL 34786
    Photo of 4095 Isabella Circle, WINDERMERE, FL 34786 (MLS # J902036)
    5 beds 6 baths 5,331 sqft $1,800,000
    11515 Delwick Drive WINDERMERE, FL 34786
    Photo of 11515 Delwick Drive, WINDERMERE, FL 34786 (MLS # O5762343)
    4 beds 3 baths 2,837 sqft $3,250
    11009 Wadsdale Court WINDERMERE, FL 34786
    Photo of 11009 Wadsdale Court, WINDERMERE, FL 34786 (MLS # O5734233)
    4 beds 4 baths 3,452 sqft $660,000
    2309 Ridgewind Way WINDERMERE, FL 34786
    Photo of 2309 Ridgewind Way, WINDERMERE, FL 34786 (MLS # O5714386)
    5 beds 4 baths 4,127 sqft $4,150
    13304 Bellaria Circle WINDERMERE, FL 34786
    Photo of 13304 Bellaria Circle, WINDERMERE, FL 34786 (MLS # O5731401)
    5 beds 6 baths 5,050 sqft $1,180,000
    8849 Danforth Drive WINDERMERE, FL 34786
    Photo of 8849 Danforth Drive, WINDERMERE, FL 34786 (MLS # J901594)
    2 beds 3 baths 1,280 sqft $175,000
    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 $424,000
    13739 Bluebird Pond Road WINDERMERE, FL 34786
    Photo of 13739 Bluebird Pond Road, WINDERMERE, FL 34786 (MLS # O5756998)
    4 beds 3 baths 2,445 sqft $385,000
    11657 Vicolo Loop WINDERMERE, FL 34786
    Photo of 11657 Vicolo Loop, WINDERMERE, FL 34786 (MLS # O5756377)
    4 beds 3 baths 2,794 sqft $445,000
    8122 Enchantment Drive, Unit 1701 WINDERMERE, FL 34786
    Photo of 8122 Enchantment Drive, Unit 1701, WINDERMERE, FL 34786 (MLS # O5756827)
    3 beds 3 baths 1,690 sqft $275,000
    11079 Ledgement Lane WINDERMERE, FL 34786
    Photo of 11079 Ledgement Lane, WINDERMERE, FL 34786 (MLS # O5756075)
    4 beds 5 baths 3,596 sqft $644,000
    1949 Breezy Hill Drive WINDERMERE, FL 34786
    Photo of 1949 Breezy Hill Drive, WINDERMERE, FL 34786 (MLS # O5756142)
    5 beds 3 baths 3,594 sqft $487,000
    12992 Emersondale Avenue WINDERMERE, FL 34786
    Photo of 12992 Emersondale Avenue, WINDERMERE, FL 34786 (MLS # O5755286)
    3 beds 3 baths 1,549 sqft $257,000
    8287 Lookout Pointe Drive WINDERMERE, FL 34786
    Photo of 8287 Lookout Pointe Drive, WINDERMERE, FL 34786 (MLS # O5754902)
    4 beds 3 baths 2,494 sqft $417,000
    2782 Park Royal Drive WINDERMERE, FL 34786
    Photo of 2782 Park Royal Drive, WINDERMERE, FL 34786 (MLS # O5754228)
    4 beds 5 baths 3,686 sqft $525,000

    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