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Windermere Homes For Sale & Real Estate - 236 homes

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

Location: Windermere

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  • 12132 MONTALCINO CIR, WINDERMERE, FL 34786

    $3,950,000151 Days on yellowkey   MLS ID: O6319854

    For Sale O6319854 - 12132 MONTALCINO CIR, WINDERMERE, FL 34786 91 photos

    Bed: 6   Bath: 7.0   Gar: 3
    Liv Area Sq Ft: 5709
       Built: 2016
    Monthly Fee: $242
       Tax: $38,798 (2024)
    Community: Casa Del Lago Rep
    Single Family


    Estimated Monthly Payment: $25,118 (change assumption)
    Mortgage ($21,643) + Fees ($242) + Taxes in 2024 ($3,233)


    Taxes:$38,798

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 6550 CARTMEL LN, WINDERMERE, FL 34786

    $2,300,000Listed 04/04/2026 9:25PM   MLS ID: O6396111

    For Sale O6396111 - 6550 CARTMEL LN, WINDERMERE, FL 34786 32 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4257
       Built: 2004
    Monthly Fee: $52,000
       Tax: $23,347 (2025)
    Community: Reserve At Lake Butler Sound
    Single Family


    Estimated Monthly Payment: $66,548 (change assumption)
    Mortgage ($12,602) + Fees ($52,000) + Taxes in 2025 ($1,946)


    Taxes:$23,347

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 11455 CLAYMONT CIR, WINDERMERE, FL 34786

    $1,249,000Listed 04/04/2026 6:44PM   MLS ID: O6396381

    For Sale O6396381 - 11455 CLAYMONT CIR, WINDERMERE, FL 34786 36 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2262
       Built: 2003
    Monthly Fee: $298
       Tax: $7,673 (2025)
    Community: Keenes Pointe
    Single Family


    Estimated Monthly Payment: $7,781 (change assumption)
    Mortgage ($6,844) + Fees ($298) + Taxes in 2025 ($639)


    Taxes:$7,673

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 6953 TETTENHALL LN, WINDERMERE, FL 34786

    $605,000Listed 04/04/2026 3:53PM   MLS ID: O6396363

    For Sale O6396363 - 6953 TETTENHALL LN, WINDERMERE, FL 34786 61 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2452
       Built: 2007
    Monthly Fee: $82
       Tax: $8,337 (2026)
    Community: Lakes/Windermere Ph 04
    Single Family


    Estimated Monthly Payment: $4,092 (change assumption)
    Mortgage ($3,315) + Fees ($82) + Taxes in 2026 ($695)


    Taxes:$8,337

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 9237 SABAL PALM CIR, WINDERMERE, FL 34786

    $789,995Listed 04/04/2026 6:16PM   MLS ID: G5110005

    For Sale G5110005 - 9237 SABAL PALM CIR, WINDERMERE, FL 34786 44 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2469
       Built: 1985
    Monthly Fee: $32
       Tax: $3,444 (2025)
    Community: Silver Woods Ph 01
    Single Family


    Estimated Monthly Payment: $4,648 (change assumption)
    Mortgage ($4,329) + Fees ($32) + Taxes in 2025 ($287)


    Taxes:$3,444

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6102 S HAMPSHIRE CT, WINDERMERE, FL 34786

    $2,499,000198 Days on yellowkey   MLS ID: O6344907

    For Sale O6344907 - 6102 S HAMPSHIRE CT, WINDERMERE, FL 34786 27 photos

    Bed: 4   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4810
       Built: 2002
    Monthly Fee: $277
       Tax: $17,161 (2024)
    Community: Keenes Pointe
    Single Family


    Estimated Monthly Payment: $15,400 (change assumption)
    Mortgage ($13,693) + Fees ($277) + Taxes in 2024 ($1,430)


    Taxes:$17,161

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 1002 DOWN RESERVE CT, WINDERMERE, FL 34786

    $6,490,00043 Days on yellowkey   MLS ID: O6383597

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

    For Sale O6383597 - 1002 DOWN RESERVE CT, WINDERMERE, FL 34786 30 photos

    Bed: 6   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 6706
       Built: 2021
    Monthly Fee: $433
       Tax: $61,838 (2024)
    Community: Rosser Reserve Rep
    Single Family


    Estimated Monthly Payment: $41,147 (change assumption)
    Mortgage ($35,561) + Fees ($433) + Taxes in 2024 ($5,153)


    Taxes:$61,838

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 3328 WAX BERRY CT, WINDERMERE, FL 34786

    $925,000159 Days on yellowkey   MLS ID: O6355868

    For Sale O6355868 - 3328 WAX BERRY CT, WINDERMERE, FL 34786 56 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2636
       Built: 1984
    Monthly Fee: $21
       Tax: $10,867 (2024)
    Community: Lake Butler Estates
    Single Family


    Estimated Monthly Payment: $5,995 (change assumption)
    Mortgage ($5,068) + Fees ($21) + Taxes in 2024 ($906)


    Taxes:$10,867

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 4309 SALTMARSH SPARROW DR, WINDERMERE, FL 34786

    $825,0001 Day on yellowkey   MLS ID: O6396295

    For Sale O6396295 - 4309 SALTMARSH SPARROW DR, WINDERMERE, FL 34786 54 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3697
       Built: 2015
    Monthly Fee: $130
       Tax: $8,724 (2025)
    Community: Stillwater Xings Prcl Sc-13 Ph
    Single Family


    Estimated Monthly Payment: $5,377 (change assumption)
    Mortgage ($4,520) + Fees ($130) + Taxes in 2025 ($727)


    Taxes:$8,724

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13145 ZORI LN, WINDERMERE, FL 34786

    $775,0009 Days on yellowkey   MLS ID: O6394437

    For Sale O6394437 - 13145 ZORI LN, WINDERMERE, FL 34786 24 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3597
       Built: 2003
    Monthly Fee: $102
       Tax: $10,490 (2025)
    Community: Providence
    Single Family


    Estimated Monthly Payment: $5,223 (change assumption)
    Mortgage ($4,246) + Fees ($102) + Taxes in 2025 ($874)


    Taxes:$10,490

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 9057 BALMORAL MEWS SQ, WINDERMERE, FL 34786

    $1,990,00022 Days on yellowkey   MLS ID: O6390656

    For Sale O6390656 - 9057 BALMORAL MEWS SQ, WINDERMERE, FL 34786 67 photos

    Bed: 6   Bath: 5.5   Gar: 4
    Liv Area Sq Ft: 5430
       Built: 1997
    Monthly Fee: $267
       Tax: $12,735 (2025)
    Community: Balmoral
    Single Family


    Estimated Monthly Payment: $12,232 (change assumption)
    Mortgage ($10,904) + Fees ($267) + Taxes in 2025 ($1,061)


    Taxes:$12,735

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 12936 DROXFORD RD, WINDERMERE, FL 34786

    $670,00065 Days on yellowkey   MLS ID: O6376097

    INCREASED by $21,000 (3.2%) on 04/01/2026

    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: $4,580 (change assumption)
    Mortgage ($3,671) + Fees ($82) + Taxes in 2024 ($827)


    Taxes:$9,928

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14383 CREST PALM AVE, WINDERMERE, FL 34786

    $1,166,99071 Days on yellowkey   MLS ID: G5107222

    For Sale G5107222 - 14383 CREST PALM AVE, WINDERMERE, FL 34786 2 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

    $1,119,99089 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


  • 13124 FILLY CT, WINDERMERE, FL 34786

    $1,575,000345 Days on yellowkey   MLS ID: O6303140

    For Sale O6303140 - 13124 FILLY CT, WINDERMERE, FL 34786 51 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3300
       Built: 1989
    Monthly Fee: $46
       Tax: $15,459 (2024)
    Community: Farms
    Single Family


    Estimated Monthly Payment: $9,964 (change assumption)
    Mortgage ($8,630) + Fees ($46) + Taxes in 2024 ($1,288)


    Taxes:$15,459

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 14347 CREST PALM AVE, WINDERMERE, FL 34786

    $1,108,990382 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


  • 8601 VIA TAVOLERIA WAY, WINDERMERE, FL 34786

    $465,0003 Days on yellowkey   MLS ID: O6394940

    For Sale O6394940 - 8601 VIA TAVOLERIA WAY, WINDERMERE, FL 34786 50 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1936
       Built: 2014
    Monthly Fee: $316
       Tax: $4,531 (2025)
    Community: Carrington
    Townhouse


    Estimated Monthly Payment: $3,241 (change assumption)
    Mortgage ($2,548) + Fees ($316) + Taxes in 2025 ($378)


    Taxes:$4,531

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 13013 OVERSTREET RD, WINDERMERE, FL 34786

    $679,99438 Days on yellowkey   MLS ID: O6380917

    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
    Single Family


    Estimated Monthly Payment: $4,070 (change assumption)
    Mortgage ($3,726) + 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


  • 17514 BLACK RAIL ST, WINDERMERE, FL 34786

    $725,00070 Days on yellowkey   MLS ID: O6376756

    For Sale O6376756 - 17514 BLACK RAIL ST, WINDERMERE, FL 34786 29 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2373
       Built: 2014
    Monthly Fee: $167
       Tax: $8,578 (2025)
    Community: Enclave
    Single Family


    Estimated Monthly Payment: $4,854 (change assumption)
    Mortgage ($3,973) + Fees ($167) + Taxes in 2025 ($715)


    Taxes:$8,578

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8350 BOWDEN WAY, WINDERMERE, FL 34786

    $1,199,0002 Days on yellowkey   MLS ID: O6395966

    For Sale O6395966 - 8350 BOWDEN WAY, WINDERMERE, FL 34786 45 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3368
       Built: 2001
    Monthly Fee: $298
       Tax: $8,638 (2025)
    Community: Keenes Pointe
    Single Family


    Estimated Monthly Payment: $7,588 (change assumption)
    Mortgage ($6,570) + Fees ($298) + Taxes in 2025 ($720)


    Taxes:$8,638

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle




Why Bother Searching Elsewhere for Windermere Homes for Sale and Other Real Estate?

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 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.