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Windermere Townhomes For Sale - 43 townhouses

Windermere Townhomes for Sale are located in Orange County, Florida. Find townhouses for sale in Windermere with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Windermere townhomes.

Location: Windermere

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  • 6552 HELMSLEY CIRCLE, WINDERMERE, FL 34786

    $469,00081 Days on yellowkey   MLS ID: O6392752

    0 Days Off yellowkey (back on 5/31/2026)

    REDUCED by $10,000 (2.1%) on 04/23/2026

    For Sale O6392752 - 6552 HELMSLEY CIRCLE, WINDERMERE, FL 34786 50 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1980
       Built: 2008
    Monthly Fee: $315
       Tax: $3,248 (2025)
    Community: Preston Square
    Townhouse


    Estimated Monthly Payment: $3,155 (change assumption)
    Mortgage ($2,570) + Fees ($315) + Taxes in 2025 ($271)


    Taxes:$3,248

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 12305 VIA DERNA PL, WINDERMERE, FL 34786

    $465,000144 Days on yellowkey   MLS ID: O6374964

    REDUCED by $5,000 (1.1%) on 04/17/2026

    For Sale O6374964 - 12305 VIA DERNA PL, WINDERMERE, FL 34786 24 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1891
       Built: 2014
    Monthly Fee: $316
       Tax: $5,016 (2025)
    Community: Carrington
    Townhouse


    Estimated Monthly Payment: $3,282 (change assumption)
    Mortgage ($2,548) + Fees ($316) + Taxes in 2025 ($418)


    Taxes:$5,016

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 6390 SOUTHBRIDGE ST, WINDERMERE, FL 34786

    $395,000108 Days on yellowkey   MLS ID: O6385153

    For Sale O6385153 - 6390 SOUTHBRIDGE ST, WINDERMERE, FL 34786 34 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1632
       Built: 2007
    Monthly Fee: $249
       Tax: $6,073 (2025)
    Community: Southbridge Village
    Townhouse


    Estimated Monthly Payment: $2,919 (change assumption)
    Mortgage ($2,164) + Fees ($249) + Taxes in 2025 ($506)


    Taxes:$6,073

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 14422 DESERT HAVEN ST #4206, WINDERMERE, FL 34786

    $385,00046 Days on yellowkey   MLS ID: S5148708

    For Sale S5148708 - 14422 DESERT HAVEN ST #4206, WINDERMERE, FL 34786 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1840
       Built: 2013
    Monthly Fee: $541
       Tax: $4,948 (2025)
    Community: Oasis Cove Ii/Lakeside Village
    Townhouse


    Estimated Monthly Payment: $3,063 (change assumption)
    Mortgage ($2,110) + Fees ($541) + Taxes in 2025 ($412)


    Taxes:$4,948

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12555 CRUXBURY DR, WINDERMERE, FL 34786

    $350,00018 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


  • 7330 BRIGHTLAND ST, WINDERMERE, FL 34786

    $465,00067 Days on yellowkey   MLS ID: O6397124

    For Sale O6397124 - 7330 BRIGHTLAND ST, WINDERMERE, FL 34786 44 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1881
       Built: 2010
    Monthly Fee: $246
       Tax: $6,905 (2025)
    Community: Lake Burden South Ph I
    Townhouse


    Estimated Monthly Payment: $3,369 (change assumption)
    Mortgage ($2,548) + Fees ($246) + Taxes in 2025 ($575)


    Taxes:$6,905

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 6528 HELMSLEY CIR, WINDERMERE, FL 34786

    $325,00026 Days on yellowkey   MLS ID: O6408661

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

    For Sale O6408661 - 6528 HELMSLEY CIR, WINDERMERE, FL 34786 40 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1411
       Built: 2008
    Monthly Fee: $315
       Tax: $3,641 (2025)
    Community: Preston Square
    Townhouse


    Estimated Monthly Payment: $2,399 (change assumption)
    Mortgage ($1,781) + Fees ($315) + Taxes in 2025 ($303)


    Taxes:$3,641

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 7560 BENTONSHIRE AVE, WINDERMERE, FL 34786

    $445,00038 Days on yellowkey   MLS ID: O6405384

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

    For Sale O6405384 - 7560 BENTONSHIRE AVE, WINDERMERE, FL 34786 45 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1905
       Built: 2009
    Monthly Fee: $185
       Tax: $6,652 (2025)
    Community: Wickham Park 04 05 06 09 10 11 12 01
    Townhouse


    Estimated Monthly Payment: $3,178 (change assumption)
    Mortgage ($2,438) + Fees ($185) + Taxes in 2025 ($554)


    Taxes:$6,652

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13730 CALERA ALY, WINDERMERE, FL 34786

    $465,00020 Days on yellowkey   MLS ID: O6410129

    For Sale O6410129 - 13730 CALERA ALY, WINDERMERE, FL 34786 58 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2091
       Built: 2017
    Monthly Fee: $439
       Tax: $7,593 (2025)
    Community: Vineyards/Horizons West Ph 2B
    Townhouse


    Estimated Monthly Payment: $3,620 (change assumption)
    Mortgage ($2,548) + Fees ($439) + Taxes in 2025 ($633)


    Taxes:$7,593

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 7249 SHADEVIEW ALY, WINDERMERE, FL 34786

    $407,00078 Days on yellowkey   MLS ID: S5146580

    REDUCED by $3,000 (0.7%) on 05/20/2026

    For Sale S5146580 - 7249 SHADEVIEW ALY, WINDERMERE, FL 34786 32 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1569
       Built: 2016
    Monthly Fee: $332
       Tax: $5,983 (2025)
    Community: Ashlin Park Ph 2
    Townhouse


    Estimated Monthly Payment: $3,061 (change assumption)
    Mortgage ($2,230) + Fees ($332) + Taxes in 2025 ($499)


    Taxes:$5,983

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 5849 SOTER LN, WINDERMERE, FL 34786

    $445,90095 Days on yellowkey   MLS ID: O6388590

    REDUCED by $4,000 (0.9%) on 05/22/2026

    For Sale O6388590 - 5849 SOTER LN, WINDERMERE, FL 34786 31 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2001
       Built: 2019
    Monthly Fee: $171
       Tax: $6,775 (2024)
    Community: Vineyards/Horizons West Ph 4
    Townhouse


    Estimated Monthly Payment: $3,179 (change assumption)
    Mortgage ($2,443) + Fees ($171) + Taxes in 2024 ($565)


    Taxes:$6,775

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 14005 SPARKLING COVE LN, WINDERMERE, FL 34786

    $375,00023 Days on yellowkey   MLS ID: O6409827

    For Sale O6409827 - 14005 SPARKLING COVE LN, WINDERMERE, FL 34786 56 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1647
       Built: 2007
    Monthly Fee: $539
       Tax: $1,943 (2025)
    Community: Oasis Cove 1 At Lakeside Village Condo Ph 1
    Townhouse


    Estimated Monthly Payment: $2,756 (change assumption)
    Mortgage ($2,055) + Fees ($539) + Taxes in 2025 ($162)


    Taxes:$1,943

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 11636 WATER RUN ALY, WINDERMERE, FL 34786

    $408,000239 Days on yellowkey   MLS ID: S5136888

    REDUCED by $17,000 (4.0%) on 05/06/2026

    For Sale S5136888 - 11636 WATER RUN ALY, WINDERMERE, FL 34786 18 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1584
       Built: 2017
    Monthly Fee: $332
       Tax: $5,634 (2024)
    Community: Ashlin Park Ph 2
    Townhouse


    Estimated Monthly Payment: $3,037 (change assumption)
    Mortgage ($2,236) + Fees ($332) + Taxes in 2024 ($469)


    Taxes:$5,634

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8866 HERENCIA ALY, WINDERMERE, FL 34786

    $430,00031 Days on yellowkey   MLS ID: O6407518

    For Sale O6407518 - 8866 HERENCIA ALY, WINDERMERE, FL 34786 31 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1577
       Built: 2021
    Monthly Fee: $240
       Tax: $5,532 (2025)
    Community: Legado 95/47 Lot 100
    Townhouse


    Estimated Monthly Payment: $3,057 (change assumption)
    Mortgage ($2,356) + Fees ($240) + Taxes in 2025 ($461)


    Taxes:$5,532

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 12333 VIA DERNA PL, WINDERMERE, FL 34786

    $458,000199 Days on yellowkey   MLS ID: O6362685

    REDUCED by $1,000 (0.2%) on 05/11/2026

    For Sale O6362685 - 12333 VIA DERNA PL, WINDERMERE, FL 34786 57 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1919
       Built: 2014
    Monthly Fee: $316
       Tax: $6,305 (2024)
    Community: Carrington
    Townhouse


    Estimated Monthly Payment: $3,351 (change assumption)
    Mortgage ($2,510) + Fees ($316) + Taxes in 2024 ($525)


    Taxes:$6,305

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 11686 WATER RUN ALY, WINDERMERE, FL 34786

    $409,90092 Days on yellowkey   MLS ID: O6390542

    REDUCED by $2,000 (0.5%) on 04/20/2026

    For Sale O6390542 - 11686 WATER RUN ALY, WINDERMERE, FL 34786 21 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1584
       Built: 2017
    Monthly Fee: $332
       Tax: $6,025 (2025)
    Community: Ashlin Park Ph 2
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,080 (change assumption)
    Mortgage ($2,246) + Fees ($332) + Taxes in 2025 ($502)


    Taxes:$6,025

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 13733 BRESSLER ALY, WINDERMERE, FL 34786

    $455,000127 Days on yellowkey   MLS ID: O6379257

    1 Days Off yellowkey (back on 5/11/2026)

    REDUCED by $9,999 (2.2%) on 04/20/2026

    For Sale O6379257 - 13733 BRESSLER ALY, WINDERMERE, FL 34786 32 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2002
       Built: 2019
    Monthly Fee: $185
       Tax: $7,023 (2024)
    Community: Vineyards/Horizons West Ph 4
    Townhouse


    Estimated Monthly Payment: $3,263 (change assumption)
    Mortgage ($2,493) + Fees ($185) + Taxes in 2024 ($585)


    Taxes:$7,023

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 9055 LEGADO DR, WINDERMERE, FL 34786

    $425,00043 Days on yellowkey   MLS ID: O6403350

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

    For Sale O6403350 - 9055 LEGADO DR, WINDERMERE, FL 34786 22 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1584
       Built: 2019
    Monthly Fee: $240
       Tax: $6,408 (2025)
    Community: Legado
    Townhouse


    Estimated Monthly Payment: $3,103 (change assumption)
    Mortgage ($2,329) + Fees ($240) + Taxes in 2025 ($534)


    Taxes:$6,408

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 14215 DESERT HAVEN ST #3507, WINDERMERE, FL 34786

    $389,00086 Days on yellowkey   MLS ID: S5145972

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

    For Sale S5145972 - 14215 DESERT HAVEN ST #3507, WINDERMERE, FL 34786 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2028
       Built: 2012
    Monthly Fee: $522
       Tax: $5,453 (2025)
    Community: Oasis Cove 2 At Lakeside Village Condo Ph 1
    Townhouse


    Estimated Monthly Payment: $3,108 (change assumption)
    Mortgage ($2,131) + Fees ($522) + Taxes in 2025 ($454)


    Taxes:$5,453

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12405 CRUXBURY DR, WINDERMERE, FL 34786

    $415,00074 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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Why Bother Searching Elsewhere for Windermere Townhomes for Sale and Other Townhouses?

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 townhomes for sale in Windermere . You can use our website to view Multiple Listing Service (MLS) data on Windermere townhouses. 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 townhome 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.