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Windermere Homes for Sale in Windermere - 73 homes

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

Location: Windermere, Windermere

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  • 11835 GOLD CREEK TRL, WINDERMERE, FL 34786

    $900,00063 Days on yellowkey   MLS ID: O6382068

    For Sale O6382068 - 11835 GOLD CREEK TRL, WINDERMERE, FL 34786 11 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3119
       Built: 2012
    Monthly Fee: $75
       Tax: $9,395 (2024)
    Community: Windermere Trls Ph 1A
    Single Family


    Estimated Monthly Payment: $5,789 (change assumption)
    Mortgage ($4,931) + Fees ($75) + Taxes in 2024 ($783)


    Taxes:$9,395

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8533 GREENBANK BLVD, WINDERMERE, FL 34786

    $550,000176 Days on yellowkey   MLS ID: O6354672

    0 Days Off yellowkey (back on 4/3/2026)

    For Sale O6354672 - 8533 GREENBANK BLVD, WINDERMERE, FL 34786 22 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2551
       Built: 2004
    Monthly Fee: $176
       Tax: $3,300 (2024)
    Community: Lakes/Windermere-Peachtree
    Single Family


    Estimated Monthly Payment: $3,465 (change assumption)
    Mortgage ($3,014) + Fees ($176) + Taxes in 2024 ($275)


    Taxes:$3,300

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8256 MARITIME FLAG ST #103| 1710, WINDERMERE, FL 34786

    $338,49023 Days on yellowkey   MLS ID: O6393278

    0 Days Off yellowkey (back on 4/1/2026)

    For Sale O6393278 - 8256 MARITIME FLAG ST #103| 1710, WINDERMERE, FL 34786 32 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1442
       Built: 2009   Tax: $1,540 (2024)
    Community: Lakeside/Lks/Windermere Ph 17
    Condo


    Estimated Monthly Payment: $1,983 (change assumption)
    Mortgage ($1,855) + Taxes in 2024 ($128)


    Taxes:$1,540

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 6712 THORNHILL CIR, WINDERMERE, FL 34786

    $680,000185 Days on yellowkey   MLS ID: O6351284

    For Sale O6351284 - 6712 THORNHILL CIR, WINDERMERE, FL 34786 50 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2976
       Built: 2002
    Monthly Fee: $80
       Tax: $4,096 (2024)
    Community: Lakes Windermere Ph 01 49 108
    Single Family


    Estimated Monthly Payment: $4,147 (change assumption)
    Mortgage ($3,726) + Fees ($80) + Taxes in 2024 ($341)


    Taxes:$4,096

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 8180 BOAT HOOK LOOP #108/301, WINDERMERE, FL 34786

    $325,00091 Days on yellowkey   MLS ID: TB8465266

    For Sale TB8465266 - 8180 BOAT HOOK LOOP #108/301, WINDERMERE, FL 34786 70 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1442
       Built: 2006   Tax: $4,422 (2024)
    Community: Lakeside/Lks/Windermere Ph 3
    Condo


    Estimated Monthly Payment: $2,149 (change assumption)
    Mortgage ($1,781) + Taxes in 2024 ($368)


    Taxes:$4,422

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8272 BRYCE CANYON AVE, WINDERMERE, FL 34786

    $515,00037 Days on yellowkey   MLS ID: O6389547

    REDUCED by $15,000 (2.8%) on 04/02/2026

    For Sale O6389547 - 8272 BRYCE CANYON AVE, WINDERMERE, FL 34786 34 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1888
       Built: 2016
    Monthly Fee: $71
       Tax: $7,459 (2024)
    Community: Windermere Trls Ph 3B
    Single Family


    Estimated Monthly Payment: $3,514 (change assumption)
    Mortgage ($2,822) + Fees ($71) + Taxes in 2024 ($622)


    Taxes:$7,459

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 8323 LOOKOUT POINTE DR, WINDERMERE, FL 34786

    $599,99915 Days on yellowkey   MLS ID: O6393407

    For Sale O6393407 - 8323 LOOKOUT POINTE DR, WINDERMERE, FL 34786 44 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2633
       Built: 2016
    Monthly Fee: $75
       Tax: $9,688 (2025)
    Community: Windermere Trls Ph 3B
    Single Family


    Estimated Monthly Payment: $4,170 (change assumption)
    Mortgage ($3,288) + Fees ($75) + Taxes in 2025 ($807)


    Taxes:$9,688

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 12761 HOLDENBURY LN, WINDERMERE, FL 34786

    $539,90027 Days on yellowkey   MLS ID: O6392337

    For Sale O6392337 - 12761 HOLDENBURY LN, WINDERMERE, FL 34786 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2380
       Built: 2002
    Monthly Fee: $82
       Tax: $3,561 (2025)
    Community: Lakes/Windermere Ph 01 49 108
    Single Family


    Estimated Monthly Payment: $3,337 (change assumption)
    Mortgage ($2,958) + Fees ($82) + Taxes in 2025 ($297)


    Taxes:$3,561

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 1826 WINDERMEREDOWN PL, WINDERMERE, FL 34786

    $1,295,00028 Days on yellowkey   MLS ID: O6391963

    0 Days Off yellowkey (back on 4/1/2026)

    For Sale O6391963 - 1826 WINDERMEREDOWN PL, WINDERMERE, FL 34786 60 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3856
       Built: 1995
    Monthly Fee: $83
       Tax: $11,183 (2025)
    Community: Windermere Downs Ph 03
    Single Family


    Estimated Monthly Payment: $8,111 (change assumption)
    Mortgage ($7,096) + Fees ($83) + Taxes in 2025 ($932)


    Taxes:$11,183

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 10624 REAMS RD, WINDERMERE, FL 34786

    $499,000238 Days on yellowkey   MLS ID: O6338130

    For Sale O6338130 - 10624 REAMS RD, WINDERMERE, FL 34786 61 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2092
       Built: 2014
    Monthly Fee: $81
       Tax: $5,459 (2024)
    Community: Windermere Trls Ph 1C
    Single Family


    Estimated Monthly Payment: $3,270 (change assumption)
    Mortgage ($2,734) + Fees ($81) + Taxes in 2024 ($455)


    Taxes:$5,459

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 8415 VIVARO ISLE WAY, WINDERMERE, FL 34786

    $839,90018 Days on yellowkey   MLS ID: O6391460

    0 Days Off yellowkey (back on 3/31/2026)

    For Sale O6391460 - 8415 VIVARO ISLE WAY, WINDERMERE, FL 34786 64 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3038
       Built: 2019
    Monthly Fee: $268
       Tax: $11,897 (2025)
    Community: Windermere Isle Ph 2
    Single Family


    Estimated Monthly Payment: $5,861 (change assumption)
    Mortgage ($4,602) + Fees ($268) + Taxes in 2025 ($991)


    Taxes:$11,897

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 11922 ANGLE POND AVE, WINDERMERE, FL 34786

    $760,000272 Days on yellowkey   MLS ID: O6328443

    For Sale O6328443 - 11922 ANGLE POND AVE, WINDERMERE, FL 34786 45 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3382
       Built: 2013
    Monthly Fee: $81
       Tax: $8,155 (2024)
    Community: Windermere Trls Ph 1B
    Single Family


    Estimated Monthly Payment: $4,925 (change assumption)
    Mortgage ($4,164) + Fees ($81) + Taxes in 2024 ($680)


    Taxes:$8,155

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 7180 BEEK ST, WINDERMERE, FL 34786

    $780,00023 Days on yellowkey   MLS ID: O6393213

    For Sale O6393213 - 7180 BEEK ST, WINDERMERE, FL 34786 26 photos

    Bed: 6   Bath: 4.0
    Liv Area Sq Ft: 3648
       Built: 2013
    Monthly Fee: $124
       Tax: $11,023 (2025)
    Community: Windermere Terrace
    Single Family


    Estimated Monthly Payment: $5,316 (change assumption)
    Mortgage ($4,274) + Fees ($124) + Taxes in 2025 ($919)


    Taxes:$11,023

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 6012 ROSEATE SPOONBILL DR, WINDERMERE, FL 34786

    $1,200,00021 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

    $750,00024 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


  • 713 MAIN ST, WINDERMERE, FL 34786

    $2,235,000119 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

    $540,00099 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

    $509,00036 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

    $815,000129 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

    $2,250,00048 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




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Windermere home, townhome, condo, villa, and other listing sales 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 houses for sale in Windermere. You can use our website to view Multiple Listing Service (MLS) data on Windermere Real Estate. 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. Windermere 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.