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Windermere Homes For Sale & Real Estate - 336 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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  • 9057 BALMORAL MEWS SQ, WINDERMERE, FL 34786

    $1,859,00099 Days on yellowkey   MLS ID: O6390656

    1 Days Off yellowkey (back on 6/17/2026)

    REDUCED by $40,000 (2.1%) on 05/29/2026

    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: $11,514 (change assumption)
    Mortgage ($10,186) + 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


  • 11234 RAPALLO LN, WINDERMERE, FL 34786

    $520,0006 Days on yellowkey   MLS ID: O6416987

    0 Days Off yellowkey (back on 6/16/2026)

    For Sale O6416987 - 11234 RAPALLO LN, WINDERMERE, FL 34786 44 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2236
       Built: 2003
    Monthly Fee: $136
       Tax: $3,973 (2025)
    Community: Belmere Village G2 48 65
    Single Family


    Estimated Monthly Payment: $3,316 (change assumption)
    Mortgage ($2,849) + Fees ($136) + Taxes in 2025 ($331)


    Taxes:$3,973

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 11564 MIZZON DR #930, WINDERMERE, FL 34786

    $325,00048 Days on yellowkey   MLS ID: O6404607

    2 Days Off yellowkey (back on 6/16/2026)

    REDUCED by $10,000 (3.0%) on 05/31/2026

    For Sale O6404607 - 11564 MIZZON DR #930, WINDERMERE, FL 34786 38 photos

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


    Estimated Monthly Payment: $2,161 (change assumption)
    Mortgage ($1,781) + Taxes in 2025 ($380)


    Taxes:$4,561

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2 CHASE RD, WINDERMERE, FL 34786

    $2,200,000277 Days on yellowkey   MLS ID: O6345197

    REDUCED by $1,000,000 (31.3%) on 06/16/2026

    For Sale O6345197 - 2 CHASE RD, WINDERMERE, FL 34786 3 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3889
       Built: 2026   Tax: $3,100 (2024)
    Community: Windermere
    Single Family


    Estimated Monthly Payment: $12,313 (change assumption)
    Mortgage ($12,054) + Taxes in 2024 ($258)


    Taxes:$3,100

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 11536 CLAYMONT CIR, WINDERMERE, FL 34786

    $1,175,00087 Days on yellowkey   MLS ID: O6392958

    REDUCED by $75,000 (6.0%) on 05/26/2026

    For Sale O6392958 - 11536 CLAYMONT CIR, WINDERMERE, FL 34786 68 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2882
       Built: 2002
    Monthly Fee: $298
       Tax: $8,766 (2025)
    Community: Keenes Pointe Ut 04 Sec 31 48 82
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,467 (change assumption)
    Mortgage ($6,438) + Fees ($298) + Taxes in 2025 ($731)


    Taxes:$8,766

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 7719 ANSELMO LN, WINDERMERE, FL 34786

    $375,00089 Days on yellowkey   MLS ID: O6392007

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

    REDUCED by $7,000 (1.8%) on 04/29/2026

    For Sale O6392007 - 7719 ANSELMO LN, WINDERMERE, FL 34786 31 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1644
       Built: 2008
    Monthly Fee: $375
       Tax: $5,537 (2025)
    Community: Lake Sawyer South Ph 03
    Townhouse


    Estimated Monthly Payment: $2,891 (change assumption)
    Mortgage ($2,055) + Fees ($375) + Taxes in 2025 ($461)


    Taxes:$5,537

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 9312 BLANCHE COVE DR, WINDERMERE, FL 34786

    $12,350,00020 Days on yellowkey   MLS ID: O6407102

    For Sale O6407102 - 9312 BLANCHE COVE DR, WINDERMERE, FL 34786 96 photos

    Bed: 7   Bath: 9.5   Gar: 4
    Liv Area Sq Ft: 11465
       Built: 2022
    Monthly Fee: $1,224
       Tax: $116,012 (2025)
    Community: Isleworth 5Th Amd
    Spa: No

    Single Family


    Estimated Monthly Payment: $78,561 (change assumption)
    Mortgage ($67,670) + Fees ($1,224) + Taxes in 2025 ($9,668)


    Taxes:$116,012

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 9832 LAUREL VALLEY DR, WINDERMERE, FL 34786

    $13,900,00010 Days on yellowkey   MLS ID: O6416194

    For Sale O6416194 - 9832 LAUREL VALLEY DR, WINDERMERE, FL 34786 97 photos

    Bed: 6   Bath: 8.5   Gar: 4
    Liv Area Sq Ft: 11100
       Built: 2004
    Monthly Fee: $1,167
       Tax: $93,184 (2025)
    Community: Isleworth
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $85,095 (change assumption)
    Mortgage ($76,162) + Fees ($1,167) + Taxes in 2025 ($7,765)


    Taxes:$93,184

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12720 JACOB GRACE CT, WINDERMERE, FL 34786

    $2,750,000108 Days on yellowkey   MLS ID: TB8476930

    REDUCED by $95,000 (3.3%) on 06/16/2026

    For Sale TB8476930 - 12720 JACOB GRACE CT, WINDERMERE, FL 34786 88 photos

    Bed: 6   Bath: 6.5   Gar: 3
    Liv Area Sq Ft: 5882
       Built: 2005
    Monthly Fee: $300
       Tax: $13,298 (2024)
    Community: Tildens Grove Ph 01 47/65
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $16,476 (change assumption)
    Mortgage ($15,068) + Fees ($300) + Taxes in 2024 ($1,108)


    Taxes:$13,298

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 14005 SPARKLING COVE LN, WINDERMERE, FL 34786

    $370,00031 Days on yellowkey   MLS ID: O6409827

    REDUCED by $5,000 (1.3%) on 06/16/2026

    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: $2,728 (change assumption)
    Mortgage ($2,027) + 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


  • 5500 W LAKE BUTLER RD, WINDERMERE, FL 34786

    $4,700,00034 Days on yellowkey   MLS ID: O6408637

    0 Days Off yellowkey (back on 6/9/2026)

    For Sale O6408637 - 5500 W LAKE BUTLER RD, WINDERMERE, FL 34786 97 photos

    Bed: 8   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 7000
       Built: 1997   Tax: $17,387 (2025)
    Community: West Lake Butler Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $27,202 (change assumption)
    Mortgage ($25,753) + Taxes in 2025 ($1,449)


    Taxes:$17,387

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 6558 HELMSLEY CIR, WINDERMERE, FL 34786

    $635,00010 Days on yellowkey   MLS ID: S5151342

    For Sale S5151342 - 6558 HELMSLEY CIR, WINDERMERE, FL 34786 55 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2575
       Built: 2009
    Monthly Fee: $129
       Tax: $4,553 (2025)
    Community: Preston Square
    Single Family


    Estimated Monthly Payment: $3,988 (change assumption)
    Mortgage ($3,479) + Fees ($129) + Taxes in 2025 ($379)


    Taxes:$4,553

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9620 MAYWOOD DR, WINDERMERE, FL 34786

    $2,349,00067 Days on yellowkey   MLS ID: O6399315

    REDUCED by $51,000 (2.1%) on 06/16/2026

    For Sale O6399315 - 9620 MAYWOOD DR, WINDERMERE, FL 34786 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3004
       Built: 1979   Tax: $20,433 (2025)
    Community: Lake Down Shores
    Spa: No

    Single Family


    Estimated Monthly Payment: $14,574 (change assumption)
    Mortgage ($12,871) + Taxes in 2025 ($1,703)


    Taxes:$20,433

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 11539 LAKE BUTLER BLVD, WINDERMERE, FL 34786

    $3,800,0006 Days on yellowkey   MLS ID: O6416913

    For Sale O6416913 - 11539 LAKE BUTLER BLVD, WINDERMERE, FL 34786 80 photos

    Bed: 5   Bath: 5.0   Gar: 4
    Liv Area Sq Ft: 5018
       Built: 2017   Tax: $14,654 (2025)
    Community: Lake Butler Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $22,043 (change assumption)
    Mortgage ($20,821) + Taxes in 2025 ($1,221)


    Taxes:$14,654

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 6648 HELSTON LN, WINDERMERE, FL 34786

    $665,0006 Days on yellowkey   MLS ID: O6413354

    For Sale O6413354 - 6648 HELSTON LN, WINDERMERE, FL 34786 47 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3072
       Built: 2005
    Monthly Fee: $82
       Tax: $9,709 (2025)
    Community: Lakes/Windermere Ph 02A
    Single Family


    Estimated Monthly Payment: $4,535 (change assumption)
    Mortgage ($3,644) + Fees ($82) + Taxes in 2025 ($809)


    Taxes:$9,709

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 6897 NORTHWICH DR, WINDERMERE, FL 34786

    $574,90060 Days on yellowkey   MLS ID: O6400673

    0 Days Off yellowkey (back on 5/18/2026)

    REDUCED by $5,000 (0.9%) on 05/13/2026

    For Sale O6400673 - 6897 NORTHWICH DR, WINDERMERE, FL 34786 31 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2229
       Built: 2003
    Monthly Fee: $82
       Tax: $7,925 (2025)
    Community: Lakes Windermere Ph 01 49 108
    Single Family


    Estimated Monthly Payment: $3,892 (change assumption)
    Mortgage ($3,150) + Fees ($82) + Taxes in 2025 ($660)


    Taxes:$7,925

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9621 WINDY RIDGE RD, WINDERMERE, FL 34786

    $12,999,99962 Days on yellowkey   MLS ID: O6400740

    REDUCED by $430,001 (3.2%) on 06/15/2026

    For Sale O6400740 - 9621 WINDY RIDGE RD, WINDERMERE, FL 34786 28 photos

    Bed: 9   Bath: 13.0   Gar: 8
    Liv Area Sq Ft: 20445
       Built: 2025   Tax: $13,931 (2025)
    Community: Windsor Hill
    Single Family


    Estimated Monthly Payment: $72,392 (change assumption)
    Mortgage ($71,231) + Taxes in 2025 ($1,161)


    Taxes:$13,931

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12555 CRUXBURY DR, WINDERMERE, FL 34786

    $350,00026 Days on yellowkey   MLS ID: O6410796

    2 Days Off yellowkey (back on 6/15/2026)

    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


  • 9548 CROWN PRINCE LN, WINDERMERE, FL 34786

    $1,450,00037 Days on yellowkey   MLS ID: O6407352

    For Sale O6407352 - 9548 CROWN PRINCE LN, WINDERMERE, FL 34786 41 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3997
       Built: 1999
    Monthly Fee: $108
       Tax: $9,227 (2025)
    Community: Windsor Hill
    Single Family


    Estimated Monthly Payment: $8,822 (change assumption)
    Mortgage ($7,945) + Fees ($108) + Taxes in 2025 ($769)


    Taxes:$9,227

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 9072 WOODBREEZE BLVD, WINDERMERE, FL 34786

    $549,90046 Days on yellowkey   MLS ID: O6403789

    1 Days Off yellowkey (back on 6/15/2026)

    REDUCED by $12,600 (2.2%) on 05/31/2026

    For Sale O6403789 - 9072 WOODBREEZE BLVD, WINDERMERE, FL 34786 63 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1721
       Built: 1985
    Monthly Fee: $30
       Tax: $3,899 (2025)
    Community: Silver Woods
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,368 (change assumption)
    Mortgage ($3,013) + Fees ($30) + Taxes in 2025 ($325)


    Taxes:$3,899

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes 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.