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Windermere Homes for Sale in Windermere - 75 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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  • 14354 CREST PALM AVE, WINDERMERE, FL 34786

    $1,119,990106 Days on yellowkey   MLS ID: G5106241

    For Sale G5106241 - 14354 CREST PALM AVE, WINDERMERE, FL 34786 51 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3542
       Built: 2025
    Monthly Fee: $245
       Tax: $1,309 (2025)
    Community: Palms At Windermere
    Single Family


    Estimated Monthly Payment: $6,491 (change assumption)
    Mortgage ($6,137) + Fees ($245) + Taxes in 2025 ($109)


    Taxes:$1,309

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 14347 CREST PALM AVE, WINDERMERE, FL 34786

    $1,108,990399 Days on yellowkey   MLS ID: G5094526

    For Sale G5094526 - 14347 CREST PALM AVE, WINDERMERE, FL 34786 41 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3100
       Built: 2025
    Monthly Fee: $275
       Tax: $1,309 (2023)
    Community: Palms At Windermere
    Single Family


    Estimated Monthly Payment: $6,461 (change assumption)
    Mortgage ($6,077) + Fees ($275) + Taxes in 2023 ($109)


    Taxes:$1,309

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2023

    Middle School: Horizon West Middle School


  • 825 OAKDALE ST, WINDERMERE, FL 34786

    $792,50015 Days on yellowkey   MLS ID: O6396351

    0 Days Off yellowkey (back on 4/19/2026)

    For Sale O6396351 - 825 OAKDALE ST, WINDERMERE, FL 34786 50 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1664
       Built: 1935   Tax: $9,799 (2025)
    Community: Windermere Town
    Single Family


    Estimated Monthly Payment: $5,159 (change assumption)
    Mortgage ($4,342) + Taxes in 2025 ($817)


    Taxes:$9,799

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 6965 TETTENHALL LN, WINDERMERE, FL 34786

    $679,000203 Days on yellowkey   MLS ID: O6340538

    For Sale O6340538 - 6965 TETTENHALL LN, WINDERMERE, FL 34786 45 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2972
       Built: 2007
    Monthly Fee: $75
       Tax: $4,946 (2024)
    Community: Lakes/Windermere Ph 04
    Single Family


    Estimated Monthly Payment: $4,208 (change assumption)
    Mortgage ($3,720) + Fees ($75) + Taxes in 2024 ($412)


    Taxes:$4,946

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 8179 MARITIME FLAG ST #101, WINDERMERE, FL 34786

    $330,0006 Days on yellowkey   MLS ID: O6399551

    For Sale O6399551 - 8179 MARITIME FLAG ST #101, WINDERMERE, FL 34786 34 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1442
       Built: 2006   Tax: $4,106 (2025)
    Community: Lakeside/Lks/Windermere
    Condo


    Estimated Monthly Payment: $2,150 (change assumption)
    Mortgage ($1,808) + Taxes in 2025 ($342)


    Taxes:$4,106

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 11564 MIZZON DR #903/110, WINDERMERE, FL 34786

    $339,00010 Days on yellowkey   MLS ID: O6398388

    For Sale O6398388 - 11564 MIZZON DR #903/110, WINDERMERE, FL 34786 30 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1442
       Built: 2006   Tax: $4,561 (2025)
    Community: Lakeside/Lks/Windermere Ph 9
    Spa: Yes

    Condo


    Estimated Monthly Payment: $2,238 (change assumption)
    Mortgage ($1,857) + Taxes in 2025 ($380)


    Taxes:$4,561

    Elementary School: Sunshine Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 12936 DROXFORD RD, WINDERMERE, FL 34786

    $659,00082 Days on yellowkey   MLS ID: O6376097

    REDUCED by $11,000 (1.6%) on 04/17/2026

    For Sale O6376097 - 12936 DROXFORD RD, WINDERMERE, FL 34786 29 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2960
       Built: 2006
    Monthly Fee: $82
       Tax: $9,928 (2024)
    Community: Lakes/Windermere Ph 02A
    Single Family


    Estimated Monthly Payment: $4,520 (change assumption)
    Mortgage ($3,611) + Fees ($82) + Taxes in 2024 ($827)


    Taxes:$9,928

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8337 VIVARO ISLE WAY, WINDERMERE, FL 34786

    $800,000210 Days on yellowkey   MLS ID: O6332989

    0 Days Off yellowkey (back on 4/17/2026)

    For Sale O6332989 - 8337 VIVARO ISLE WAY, WINDERMERE, FL 34786 49 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3294
       Built: 2018
    Monthly Fee: $268
       Tax: $6,438 (2024)
    Community: Windermere Isle
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,188 (change assumption)
    Mortgage ($4,383) + Fees ($268) + Taxes in 2024 ($537)


    Taxes:$6,438

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 11434 JASPER KAY TER #1120, WINDERMERE, FL 34786

    $315,00069 Days on yellowkey   MLS ID: O6382035

    0 Days Off yellowkey (back on 4/16/2026)

    For Sale O6382035 - 11434 JASPER KAY TER #1120, WINDERMERE, FL 34786 22 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1332
       Built: 2007
    Monthly Fee: $489
       Tax: $2,663 (2024)
    Community: Lakeside/Lks/Windermere
    Condo


    Estimated Monthly Payment: $2,437 (change assumption)
    Mortgage ($1,726) + Fees ($489) + Taxes in 2024 ($222)


    Taxes:$2,663

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 8552 POWDER RIDGE TRL, WINDERMERE, FL 34786

    $680,00056 Days on yellowkey   MLS ID: S5144276

    For Sale S5144276 - 8552 POWDER RIDGE TRL, WINDERMERE, FL 34786 30 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2612
       Built: 2016
    Monthly Fee: $82
       Tax: $8,150 (2024)
    Community: Windermere Trls Ph 3B
    Single Family


    Estimated Monthly Payment: $4,487 (change assumption)
    Mortgage ($3,726) + Fees ($82) + Taxes in 2024 ($679)


    Taxes:$8,150

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8355 TORCELLO ISLE DR, WINDERMERE, FL 34786

    $895,00015 Days on yellowkey   MLS ID: O6396948

    REDUCED by $30,000 (3.2%) on 04/16/2026

    For Sale O6396948 - 8355 TORCELLO ISLE DR, WINDERMERE, FL 34786 42 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4202
       Built: 2019
    Monthly Fee: $256
       Tax: $8,080 (2025)
    Community: Windermere Isle
    Single Family


    Estimated Monthly Payment: $5,833 (change assumption)
    Mortgage ($4,904) + Fees ($256) + Taxes in 2025 ($673)


    Taxes:$8,080

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 11816 ANGLE POND AVE, WINDERMERE, FL 34786

    $835,00047 Days on yellowkey   MLS ID: O6388116

    2 Days Off yellowkey (back on 4/16/2026)

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

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3391
       Built: 2013
    Monthly Fee: $81
       Tax: $10,010 (2024)
    Community: Windermere Trls Ph 1C
    Spa: Yes

    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


  • 6673 DUNCASTER ST, WINDERMERE, FL 34786

    $539,00073 Days on yellowkey   MLS ID: O6378820

    For Sale O6378820 - 6673 DUNCASTER ST, WINDERMERE, FL 34786 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2151
       Built: 2005   Tax: $3,351 (2024)
    Community: Lakes/Windermere Ph 02A
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,233 (change assumption)
    Mortgage ($2,953) + Taxes in 2024 ($279)


    Taxes:$3,351

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 6310 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786

    $490,000120 Days on yellowkey   MLS ID: O6368983

    5 Days Off yellowkey (back on 4/14/2026)

    For Sale O6368983 - 6310 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786 15 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1977
       Built: 2012
    Monthly Fee: $125
       Tax: $7,927 (2024)
    Community: Windermere Lndgs Ph 02
    Single Family


    Estimated Monthly Payment: $3,470 (change assumption)
    Mortgage ($2,685) + Fees ($125) + Taxes in 2024 ($661)


    Taxes:$7,927

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8648 POWDER RIDGE TRL, WINDERMERE, FL 34786

    $499,00092 Days on yellowkey   MLS ID: O6373065

    REDUCED by $17,000 (3.3%) on 04/13/2026

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

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1876
       Built: 2014
    Monthly Fee: $81
       Tax: $6,733 (2025)
    Community: Windermere Trls Ph 1C
    Single Family


    Estimated Monthly Payment: $3,376 (change assumption)
    Mortgage ($2,734) + Fees ($81) + Taxes in 2025 ($561)


    Taxes:$6,733

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 715 MAGNOLIA ST, WINDERMERE, FL 34786

    $1,250,00011 Days on yellowkey   MLS ID: S5147648

    For Sale S5147648 - 715 MAGNOLIA ST, WINDERMERE, FL 34786 44 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3390
       Built: 1999   Tax: $5,631 (2024)
    Community: Windermere Town
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,318 (change assumption)
    Mortgage ($6,849) + Taxes in 2024 ($469)


    Taxes:$5,631

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 12863 HOLDENBURY LN, WINDERMERE, FL 34786

    $539,00028 Days on yellowkey   MLS ID: O6393781

    For Sale O6393781 - 12863 HOLDENBURY LN, WINDERMERE, FL 34786 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2148
       Built: 2006
    Monthly Fee: $82
       Tax: $7,361 (2024)
    Community: Lakes Of Windermere
    Single Family


    Estimated Monthly Payment: $3,649 (change assumption)
    Mortgage ($2,953) + Fees ($82) + Taxes in 2024 ($613)


    Taxes:$7,361

    Elementary School: Sunset Park Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 6152 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786

    $1,130,00014 Days on yellowkey   MLS ID: O6396835

    For Sale O6396835 - 6152 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786 3 photos

    Bed: 8   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 4830
       Built: 2012
    Monthly Fee: $133
       Tax: $14,684 (2025)
    Community: Windermere Lndgs Fd-1
    Single Family


    Estimated Monthly Payment: $7,548 (change assumption)
    Mortgage ($6,192) + Fees ($133) + Taxes in 2025 ($1,224)


    Taxes:$14,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1849 WATERMERE LN, WINDERMERE, FL 34786

    $1,325,00039 Days on yellowkey   MLS ID: O6389840

    REDUCED by $70,000 (5.0%) on 04/03/2026

    For Sale O6389840 - 1849 WATERMERE LN, WINDERMERE, FL 34786 31 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3934
       Built: 2005
    Monthly Fee: $267
       Tax: $8,439 (2024)
    Community: Windermere Grande
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,230 (change assumption)
    Mortgage ($7,260) + Fees ($267) + Taxes in 2024 ($703)


    Taxes:$8,439

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 12405 CRUXBURY DR, WINDERMERE, FL 34786

    $415,00022 Days on yellowkey   MLS ID: O6394966

    For Sale O6394966 - 12405 CRUXBURY DR, WINDERMERE, FL 34786 27 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1429
       Built: 2006
    Monthly Fee: $200
       Tax: $5,463 (2025)
    Community: Lakes/Windermere-Lk Reams Twhm
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,929 (change assumption)
    Mortgage ($2,274) + Fees ($200) + Taxes in 2025 ($455)


    Taxes:$5,463

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School




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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.