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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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  • 1316 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786

    $2,290,00063 Days on yellowkey   MLS ID: S5146178

    REDUCED by $90,000 (3.8%) on 05/29/2026

    For Sale S5146178 - 1316 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786 63 photos

    Bed: 5   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 5448
       Built: 2019
    Monthly Fee: $250
       Tax: $1,982 (2025)
    Community: Estancia/Windermere
    Single Family


    Estimated Monthly Payment: $12,963 (change assumption)
    Mortgage ($12,548) + Fees ($250) + Taxes in 2025 ($165)


    Taxes:$1,982

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 13019 LANGSTAFF DR, WINDERMERE, FL 34786

    $360,0004 Days on yellowkey   MLS ID: O6411551

    For Sale O6411551 - 13019 LANGSTAFF DR, WINDERMERE, FL 34786 52 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1375
       Built: 2005
    Monthly Fee: $200
       Tax: $5,303 (2025)
    Community: Lakes/Windermere-Lk Reams Twnh
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,614 (change assumption)
    Mortgage ($1,973) + Fees ($200) + Taxes in 2025 ($442)


    Taxes:$5,303

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 11822 SILVERLAKE PARK DR, WINDERMERE, FL 34786

    $495,0004 Days on yellowkey   MLS ID: O6409301

    For Sale O6409301 - 11822 SILVERLAKE PARK DR, WINDERMERE, FL 34786 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1829
       Built: 2014
    Monthly Fee: $85
       Tax: $6,641 (2025)
    Community: Windermere Trls Ph 1C
    Single Family


    Estimated Monthly Payment: $3,351 (change assumption)
    Mortgage ($2,712) + Fees ($85) + Taxes in 2025 ($553)


    Taxes:$6,641

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 10624 REAMS RD, WINDERMERE, FL 34786

    $475,000284 Days on yellowkey   MLS ID: O6338130

    REDUCED by $12,000 (2.5%) on 05/28/2026

    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: $3,139 (change assumption)
    Mortgage ($2,603) + 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


  • 825 OAKDALE ST, WINDERMERE, FL 34786

    $792,50055 Days on yellowkey   MLS ID: O6396351

    5 Days Off yellowkey (back on 5/28/2026)

    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


  • 9257 OUTLOOK ROCK TRL, WINDERMERE, FL 34786

    $879,999113 Days on yellowkey   MLS ID: S5143447

    REDUCED by $19,991 (2.2%) on 05/28/2026

    For Sale S5143447 - 9257 OUTLOOK ROCK TRL, WINDERMERE, FL 34786 56 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3619
       Built: 2017   Tax: $488 (2024)
    Community: Windermere Trls Ph 4B
    Single Family


    Estimated Monthly Payment: $4,862 (change assumption)
    Mortgage ($4,822) + Taxes in 2024 ($41)


    Taxes:$488

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 8360 VIVARO ISLE WAY, WINDERMERE, FL 34786

    $690,0006 Days on yellowkey   MLS ID: S5150324

    0 Days Off yellowkey (back on 5/28/2026)

    For Sale S5150324 - 8360 VIVARO ISLE WAY, WINDERMERE, FL 34786 11 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2224
       Built: 2019
    Monthly Fee: $299
       Tax: $9,812 (2025)
    Community: Windermere Isle - Phase 2
    Single Family


    Estimated Monthly Payment: $4,897 (change assumption)
    Mortgage ($3,781) + Fees ($299) + Taxes in 2025 ($818)


    Taxes:$9,812

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11951 VERMILLION AVE, WINDERMERE, FL 34786

    $459,0005 Days on yellowkey   MLS ID: O6411413

    For Sale O6411413 - 11951 VERMILLION AVE, WINDERMERE, FL 34786 52 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1539
       Built: 2016
    Monthly Fee: $285
       Tax: $4,584 (2025)
    Community: Windermere Trls Prcl 3
    Townhouse


    Estimated Monthly Payment: $3,182 (change assumption)
    Mortgage ($2,515) + Fees ($285) + Taxes in 2025 ($382)


    Taxes:$4,584

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 12555 CRUXBURY DR, WINDERMERE, FL 34786

    $350,0006 Days on yellowkey   MLS ID: O6410796

    For Sale O6410796 - 12555 CRUXBURY DR, WINDERMERE, FL 34786 41 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1211
       Built: 2005
    Monthly Fee: $200
       Tax: $4,443 (2025)
    Community: Lakes Of Windermere - Lake Reams Townhomes
    Townhouse


    Estimated Monthly Payment: $2,488 (change assumption)
    Mortgage ($1,918) + Fees ($200) + Taxes in 2025 ($370)


    Taxes:$4,443

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 6673 DUNCASTER ST, WINDERMERE, FL 34786

    $530,000113 Days on yellowkey   MLS ID: O6378820

    REDUCED by $9,000 (1.7%) on 05/27/2026

    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: $3,183 (change assumption)
    Mortgage ($2,904) + 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


  • 14383 CREST PALM AVE, WINDERMERE, FL 34786

    $1,166,990128 Days on yellowkey   MLS ID: G5107222

    16 Days Off yellowkey (back on 5/27/2026)

    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


  • 7180 BEEK ST, WINDERMERE, FL 34786

    $780,00069 Days on yellowkey   MLS ID: O6393213

    For Sale O6393213 - 7180 BEEK ST, WINDERMERE, FL 34786 33 photos

    Bed: 6   Bath: 4.0   Gar: 3
    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


  • 111 MAIN ST, WINDERMERE, FL 34786

    $889,00020 Days on yellowkey   MLS ID: O6407060

    2 Days Off yellowkey (back on 5/26/2026)

    For Sale O6407060 - 111 MAIN ST, WINDERMERE, FL 34786 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2272
       Built: 1984   Tax: $9,734 (2025)
    Community: Windermere Town
    Single Family


    Estimated Monthly Payment: $5,682 (change assumption)
    Mortgage ($4,871) + Taxes in 2025 ($811)


    Taxes:$9,734

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13013 OVERSTREET RD, WINDERMERE, FL 34786

    $649,99495 Days on yellowkey   MLS ID: O6380917

    REDUCED by $15,000 (2.3%) on 05/12/2026

    For Sale O6380917 - 13013 OVERSTREET RD, WINDERMERE, FL 34786 47 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2053
       Built: 2009
    Monthly Fee: $82
       Tax: $3,146 (2024)
    Community: Lakes/Windermere
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,906 (change assumption)
    Mortgage ($3,562) + Fees ($82) + Taxes in 2024 ($262)


    Taxes:$3,146

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 1849 WATERMERE LN, WINDERMERE, FL 34786

    $1,299,00079 Days on yellowkey   MLS ID: O6389840

    0 Days Off yellowkey (back on 5/25/2026)

    REDUCED by $26,000 (2.0%) on 05/04/2026

    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: $8,088 (change assumption)
    Mortgage ($7,118) + 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


  • 14353 CREST PALM AVE, WINDERMERE, FL 34786

    $1,039,09137 Days on yellowkey   MLS ID: G5111542

    For Sale G5111542 - 14353 CREST PALM AVE, WINDERMERE, FL 34786 32 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2740
       Built: 2026
    Monthly Fee: $245
       Tax: $1,309 (2025)
    Community: Palms At Windermere
    Single Family


    Estimated Monthly Payment: $6,048 (change assumption)
    Mortgage ($5,694) + 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


  • 7612 FAIRGROVE AVE, WINDERMERE, FL 34786

    $440,00026 Days on yellowkey   MLS ID: S5149402

    For Sale S5149402 - 7612 FAIRGROVE AVE, WINDERMERE, FL 34786 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1742
       Built: 2016
    Monthly Fee: $347
       Tax: $6,515 (2025)
    Community: Windermere Sound Ph 2
    Townhouse


    Estimated Monthly Payment: $3,301 (change assumption)
    Mortgage ($2,411) + Fees ($347) + Taxes in 2025 ($543)


    Taxes:$6,515

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 811 MAIN ST, WINDERMERE, FL 34786

    $649,9999 Days on yellowkey   MLS ID: O6409463

    For Sale O6409463 - 811 MAIN ST, WINDERMERE, FL 34786 33 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1398
       Built: 1985   Tax: $9,419 (2024)
    Community: Windermere Town
    Single Family


    Estimated Monthly Payment: $4,346 (change assumption)
    Mortgage ($3,562) + Taxes in 2024 ($785)


    Taxes:$9,419

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 13519 BICTON LN, WINDERMERE, FL 34786

    $717,000143 Days on yellowkey   MLS ID: O6372084

    For Sale O6372084 - 13519 BICTON LN, WINDERMERE, FL 34786 54 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2594
       Built: 2004
    Monthly Fee: $170
       Tax: $8,456 (2024)
    Community: Lakes/Windermere-Peachtree
    Single Family


    Estimated Monthly Payment: $4,803 (change assumption)
    Mortgage ($3,929) + Fees ($170) + Taxes in 2024 ($705)


    Taxes:$8,456

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 12718 WINDERMERE ISLES PL, WINDERMERE, FL 34786

    $1,490,00046 Days on yellowkey   MLS ID: O6399958

    For Sale O6399958 - 12718 WINDERMERE ISLES PL, WINDERMERE, FL 34786 57 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3487
       Built: 1997
    Monthly Fee: $130
       Tax: $6,661 (2025)
    Community: Isles Windermere
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,849 (change assumption)
    Mortgage ($8,164) + Fees ($130) + Taxes in 2025 ($555)


    Taxes:$6,661

    Elementary School: Windermere Elem

    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.