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Windermere Homes for Sale in Windermere - 79 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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  • 13430 HOPKINTON CT, WINDERMERE, FL 34786

    $585,000210 Days on yellowkey   MLS ID: O6346406

    For Sale O6346406 - 13430 HOPKINTON CT, WINDERMERE, FL 34786 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1732
       Built: 2005
    Monthly Fee: $167
       Tax: $7,277 (2024)
    Community: Lakes/Windermere-Peachtree
    Single Family


    Estimated Monthly Payment: $3,979 (change assumption)
    Mortgage ($3,205) + Fees ($167) + Taxes in 2024 ($606)


    Taxes:$7,277

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 713 MAIN ST, WINDERMERE, FL 34786

    $2,235,000127 Days on yellowkey   MLS ID: O6368185

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

    Bed: 6   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 5031
       Built: 2013   Tax: $9,559 (2025)
    Community: Windermere
    Spa: No

    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


  • 2219 RIDGEWIND WAY, WINDERMERE, FL 34786

    $1,349,0005 Days on yellowkey   MLS ID: O6400508

    For Sale O6400508 - 2219 RIDGEWIND WAY, WINDERMERE, FL 34786 45 photos

    Bed: 6   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3364
       Built: 1997
    Monthly Fee: $218
       Tax: $10,027 (2024)
    Community: Estates At Windermere
    Single Family


    Estimated Monthly Payment: $8,445 (change assumption)
    Mortgage ($7,392) + Fees ($218) + Taxes in 2024 ($836)


    Taxes:$10,027

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 8236 PROCIDA ISLE LN, WINDERMERE, FL 34786

    $1,100,00063 Days on yellowkey   MLS ID: O6383546

    REDUCED by $90,000 (7.6%) on 04/15/2026

    For Sale O6383546 - 8236 PROCIDA ISLE LN, WINDERMERE, FL 34786 27 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4176
       Built: 2018
    Monthly Fee: $299
       Tax: $12,887 (2025)
    Community: Windermere Isle Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,400 (change assumption)
    Mortgage ($6,027) + Fees ($299) + Taxes in 2025 ($1,074)


    Taxes:$12,887

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 14383 CREST PALM AVE, WINDERMERE, FL 34786

    $1,166,99090 Days on yellowkey   MLS ID: G5107222

    For Sale G5107222 - 14383 CREST PALM AVE, WINDERMERE, FL 34786 51 photos

    Bed: 6   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3550
       Built: 2026
    Monthly Fee: $245
       Tax: $2,489 (2025)
    Community: Palms At Windermere
    Single Family


    Estimated Monthly Payment: $6,847 (change assumption)
    Mortgage ($6,394) + Fees ($245) + Taxes in 2025 ($207)


    Taxes:$2,489

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 14354 CREST PALM AVE, WINDERMERE, FL 34786

    $1,119,990108 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

    $1,108,990401 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

    $792,50017 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

    $679,000205 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

    $330,0008 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

    $339,00012 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

    $659,00084 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

    $800,000212 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

    $315,00071 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

    $680,00058 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

    $895,00017 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

    $835,00049 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

    $539,00075 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

    $490,000122 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

    $499,00094 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




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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.