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Windermere Single Family Homes For Sale in Windermere - 61 homes

Windermere single family homes for sale are located in Orange County, Florida. Find Windermere single family homes in Windermere for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your search for Windermere, Windermere single family houses.

Location: Windermere, Windermere

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  • 6012 ROSEATE SPOONBILL DR, WINDERMERE, FL 34786

    $1,200,00019 Days on yellowkey   MLS ID: O6393392

    1 Days Off yellowkey (back on 3/30/2026)

    For Sale O6393392 - 6012 ROSEATE SPOONBILL DR, WINDERMERE, FL 34786 57 photos

    Bed: 8   Bath: 5.0
    Liv Area Sq Ft: 4758
       Built: 2013
    Monthly Fee: $133
       Tax: $10,007 (2025)
    Community: Windermere Lndgs
    Single Family


    Estimated Monthly Payment: $7,542 (change assumption)
    Mortgage ($6,575) + Fees ($133) + Taxes in 2025 ($834)


    Taxes:$10,007

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 11903 CAVE RUN AVE, WINDERMERE, FL 34786

    $750,00022 Days on yellowkey   MLS ID: O6392757

    For Sale O6392757 - 11903 CAVE RUN AVE, WINDERMERE, FL 34786 44 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3413
       Built: 2014
    Monthly Fee: $81
       Tax: $10,874 (2025)
    Community: Windermere Trls Ph 1C
    Single Family


    Estimated Monthly Payment: $5,097 (change assumption)
    Mortgage ($4,109) + Fees ($81) + Taxes in 2025 ($906)


    Taxes:$10,874

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 11816 ANGLE POND AVE, WINDERMERE, FL 34786

    $835,00039 Days on yellowkey   MLS ID: O6388116

    For Sale O6388116 - 11816 ANGLE POND AVE, WINDERMERE, FL 34786 40 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3391
       Built: 2013
    Monthly Fee: $81
       Tax: $10,010 (2024)
    Community: Windermere Trls Ph 1C
    Single Family


    Estimated Monthly Payment: $5,490 (change assumption)
    Mortgage ($4,575) + Fees ($81) + Taxes in 2024 ($834)


    Taxes:$10,010

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 713 MAIN ST, WINDERMERE, FL 34786

    $2,235,000117 Days on yellowkey   MLS ID: O6368185

    For Sale O6368185 - 713 MAIN ST, WINDERMERE, FL 34786 82 photos

    Bed: 6   Bath: 5.0
    Liv Area Sq Ft: 5031
       Built: 2013   Tax: $9,559 (2025)
    Community: Windermere
    Single Family


    Estimated Monthly Payment: $13,043 (change assumption)
    Mortgage ($12,246) + Taxes in 2025 ($797)


    Taxes:$9,559

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 6718 ROMNEY LN, WINDERMERE, FL 34786

    $540,00097 Days on yellowkey   MLS ID: O6371234

    0 Days Off yellowkey (back on 3/28/2026)

    For Sale O6371234 - 6718 ROMNEY LN, WINDERMERE, FL 34786 56 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2460
       Built: 2005
    Monthly Fee: $80
       Tax: $4,904 (2024)
    Community: Lakes/Windermere Ph 02A
    Single Family


    Estimated Monthly Payment: $3,447 (change assumption)
    Mortgage ($2,959) + Fees ($80) + Taxes in 2024 ($409)


    Taxes:$4,904

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 12121 SILVERLAKE PARK DR, WINDERMERE, FL 34786

    $509,00034 Days on yellowkey   MLS ID: O6388109

    0 Days Off yellowkey (back on 3/28/2026)

    For Sale O6388109 - 12121 SILVERLAKE PARK DR, WINDERMERE, FL 34786 50 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2035
       Built: 2013
    Monthly Fee: $33
       Tax: $7,699 (2025)
    Community: Windermere Trls Ph 1
    Single Family


    Estimated Monthly Payment: $3,464 (change assumption)
    Mortgage ($2,789) + Fees ($33) + Taxes in 2025 ($642)


    Taxes:$7,699

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 13106 ORANGE ISLE DR, WINDERMERE, FL 34786

    $815,000127 Days on yellowkey   MLS ID: O6361057

    For Sale O6361057 - 13106 ORANGE ISLE DR, WINDERMERE, FL 34786 69 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 3312
       Built: 2022
    Monthly Fee: $95
       Tax: $11,893 (2025)
    Community: Sanctuary/Lks/Windermere
    Single Family


    Estimated Monthly Payment: $5,552 (change assumption)
    Mortgage ($4,466) + Fees ($95) + Taxes in 2025 ($991)


    Taxes:$11,893

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 505 JENNIFER LN, WINDERMERE, FL 34786

    $2,250,00046 Days on yellowkey   MLS ID: O6384643

    1 Days Off yellowkey (back on 3/27/2026)

    For Sale O6384643 - 505 JENNIFER LN, WINDERMERE, FL 34786 95 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3525
       Built: 1989
    Monthly Fee: $333
       Tax: $7,624 (2024)
    Community: Windermere Oaks
    Single Family


    Estimated Monthly Payment: $13,297 (change assumption)
    Mortgage ($12,328) + Fees ($333) + Taxes in 2024 ($635)


    Taxes:$7,624

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 325 MAGNOLIA ST, WINDERMERE, FL 34786

    $2,475,00028 Days on yellowkey   MLS ID: O6391047

    For Sale O6391047 - 325 MAGNOLIA ST, WINDERMERE, FL 34786 52 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 3975
       Built: 1954   Tax: $21,080 (2025)
    Community: Windermere Town
    Single Family


    Estimated Monthly Payment: $15,318 (change assumption)
    Mortgage ($13,561) + Taxes in 2025 ($1,757)


    Taxes:$21,080

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 436 E 7TH AVE, WINDERMERE, FL 34786

    $2,175,000188 Days on yellowkey   MLS ID: O6350454

    For Sale O6350454 - 436 E 7TH AVE, WINDERMERE, FL 34786 30 photos

    Bed: 4   Bath: 5.0
    Liv Area Sq Ft: 3136
       Built: 2025
    Community: Windermere Town Rep
    Single Family


    Estimated Monthly Payment: $11,918 (change assumption)
    Mortgage ($11,918)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 14285 CREST PALM AVE, WINDERMERE, FL 34786

    $1,019,99080 Days on yellowkey   MLS ID: G5107224

    0 Days Off yellowkey (back on 3/25/2026)

    For Sale G5107224 - 14285 CREST PALM AVE, WINDERMERE, FL 34786 61 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 3100
       Built: 2025
    Community: Palms At Windermere
    Single Family


    Estimated Monthly Payment: $5,589 (change assumption)
    Mortgage ($5,589)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 8582 POWDER RIDGE TRL, WINDERMERE, FL 34786

    $670,000252 Days on yellowkey   MLS ID: S5132123

    For Sale S5132123 - 8582 POWDER RIDGE TRL, WINDERMERE, FL 34786 50 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2297
       Built: 2017
    Community: Windermere Trls Ph 3B
    Single Family


    Estimated Monthly Payment: $3,671 (change assumption)
    Mortgage ($3,671)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 13048 LAKE ROPER CT., WINDERMERE, FL 34786

    $1,950,000214 Days on yellowkey   MLS ID: O6342354

    For Sale O6342354 - 13048 LAKE ROPER CT., WINDERMERE, FL 34786 80 photos

    Bed: 5   Bath: 3.5
    Liv Area Sq Ft: 4130
       Built: 2002
    Community: Windermere Pointe
    Single Family


    Estimated Monthly Payment: $10,685 (change assumption)
    Mortgage ($10,685)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 6442 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786

    $585,00094 Days on yellowkey   MLS ID: G5106279

    For Sale G5106279 - 6442 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786 46 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2139
       Built: 2012
    Community: Windermere Lndgs Ph 02
    Single Family


    Estimated Monthly Payment: $3,205 (change assumption)
    Mortgage ($3,205)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 735 OAKDALE ST, WINDERMERE, FL 34786

    $975,00043 Days on yellowkey   MLS ID: S5144907

    1 Days Off yellowkey (back on 3/20/2026)

    For Sale S5144907 - 735 OAKDALE ST, WINDERMERE, FL 34786 48 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2475
       Built: 1986
    Community: Windermere Town
    Single Family


    Estimated Monthly Payment: $5,342 (change assumption)
    Mortgage ($5,342)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2 CHASE RD, WINDERMERE, FL 34786

    $3,200,000   MLS ID: O6345197

    For Sale O6345197 - 2 CHASE RD, WINDERMERE, FL 34786 3 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 3889
       Built: 2026
    Community: Windermere
    Single Family


    Estimated Monthly Payment: $17,534 (change assumption)
    Mortgage ($17,534)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 13542 GORGONA ISLE DR, WINDERMERE, FL 34786

    $950,000   MLS ID: O6390582

    For Sale O6390582 - 13542 GORGONA ISLE DR, WINDERMERE, FL 34786 16 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2224
       Built: 2018
    Community: Windermere Isle
    Single Family


    Estimated Monthly Payment: $5,205 (change assumption)
    Mortgage ($5,205)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 9150 OUTLOOK ROCK TRL, WINDERMERE, FL 34786

    $915,000   MLS ID: S5145642

    For Sale S5145642 - 9150 OUTLOOK ROCK TRL, WINDERMERE, FL 34786 27 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2988
       Built: 2015
    Community: Windermere Trls Ph 5B
    Single Family


    Estimated Monthly Payment: $5,014 (change assumption)
    Mortgage ($5,014)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 316 E 5TH AVE, WINDERMERE, FL 34786

    $1,100,000   MLS ID: O6383481

    For Sale O6383481 - 316 E 5TH AVE, WINDERMERE, FL 34786 51 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2412
       Built: 1962
    Community: Windermere Rep
    Single Family


    Estimated Monthly Payment: $6,027 (change assumption)
    Mortgage ($6,027)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 8648 POWDER RIDGE TRL, WINDERMERE, FL 34786

    $516,000   MLS ID: O6373065

    For Sale O6373065 - 8648 POWDER RIDGE TRL, WINDERMERE, FL 34786 40 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1876
       Built: 2014
    Community: Windermere Trls Ph 1C
    Single Family


    Estimated Monthly Payment: $2,827 (change assumption)
    Mortgage ($2,827)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None




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Windermere home, townhome, and condo, villa, and other listing sale data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on single family homes for sale in Windermere . You can use our website to view Multiple Listing Service (MLS) data on Windermere single family homes. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Windermere single family home listings.



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.