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Windermere Single Family Homes For Sale - 260 homes

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

Location: Windermere

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  • 6631 CRESTMONT GLEN LN, WINDERMERE, FL 34786

    $809,000372 Days on yellowkey   MLS ID: O6323076

    REDUCED by $25,000 (3.0%) on 06/16/2026

    For Sale O6323076 - 6631 CRESTMONT GLEN LN, WINDERMERE, FL 34786 19 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3068
       Built: 2002
    Monthly Fee: $170
       Tax: $9,573 (2024)
    Community: Glenmuir
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,401 (change assumption)
    Mortgage ($4,433) + Fees ($170) + Taxes in 2024 ($798)


    Taxes:$9,573

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 9312 BLANCHE COVE DR, WINDERMERE, FL 34786

    $12,350,00045 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


  • 11539 LAKE BUTLER BLVD, WINDERMERE, FL 34786

    $3,800,00031 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


  • 9621 WINDY RIDGE RD, WINDERMERE, FL 34786

    $12,999,99987 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


  • 9548 CROWN PRINCE LN, WINDERMERE, FL 34786

    $1,450,00062 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

    $549,90071 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


  • 13232 LONGACRE DR, WINDERMERE, FL 34786

    $650,000187 Days on yellowkey   MLS ID: O6372809

    For Sale O6372809 - 13232 LONGACRE DR, WINDERMERE, FL 34786 34 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2511
       Built: 2013
    Monthly Fee: $120
       Tax: $8,318 (2024)
    Community: Windermere Terrace
    Single Family


    Estimated Monthly Payment: $4,375 (change assumption)
    Mortgage ($3,562) + Fees ($120) + Taxes in 2024 ($693)


    Taxes:$8,318

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 2958 MARQUESAS CT, WINDERMERE, FL 34786

    $1,855,000255 Days on yellowkey   MLS ID: O6357302

    REDUCED by $20,000 (1.1%) on 06/15/2026

    For Sale O6357302 - 2958 MARQUESAS CT, WINDERMERE, FL 34786 32 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4716
       Built: 1984
    Monthly Fee: $215
       Tax: $15,228 (2024)
    Community: Lake Crescent Reserve
    Single Family


    Estimated Monthly Payment: $11,648 (change assumption)
    Mortgage ($10,164) + Fees ($215) + Taxes in 2024 ($1,269)


    Taxes:$15,228

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 6036 GREATWATER DR, WINDERMERE, FL 34786

    $1,999,99987 Days on yellowkey   MLS ID: O6400277

    0 Days Off yellowkey (back on 6/14/2026)

    For Sale O6400277 - 6036 GREATWATER DR, WINDERMERE, FL 34786 47 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4013
       Built: 2001
    Monthly Fee: $298
       Tax: $15,493 (2024)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,548 (change assumption)
    Mortgage ($10,959) + Fees ($298) + Taxes in 2024 ($1,291)


    Taxes:$15,493

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 713 MAIN ST, WINDERMERE, FL 34786

    $2,175,000210 Days on yellowkey   MLS ID: O6368185

    REDUCED by $60,000 (2.7%) on 05/11/2026

    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: $12,714 (change assumption)
    Mortgage ($11,918) + Taxes in 2025 ($797)


    Taxes:$9,559

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 12688 SALOMON COVE DR, WINDERMERE, FL 34786

    $879,99076 Days on yellowkey   MLS ID: G5111804

    0 Days Off yellowkey (back on 6/14/2026)

    REDUCED by $20,000 (2.2%) on 05/28/2026

    For Sale G5111804 - 12688 SALOMON COVE DR, WINDERMERE, FL 34786 31 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3133
       Built: 2018
    Monthly Fee: $153
       Tax: $7,586 (2025)
    Community: Westside Village
    Single Family


    Estimated Monthly Payment: $5,607 (change assumption)
    Mortgage ($4,822) + Fees ($153) + Taxes in 2025 ($632)


    Taxes:$7,586

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 5070 DOWN POINT LN, WINDERMERE, FL 34786

    $4,995,000140 Days on yellowkey   MLS ID: O6385276

    For Sale O6385276 - 5070 DOWN POINT LN, WINDERMERE, FL 34786 57 photos

    Bed: 6   Bath: 6.5   Gar: 4
    Liv Area Sq Ft: 7349
       Built: 1998
    Monthly Fee: $229
       Tax: $58,446 (2025)
    Community: Sunset Bay
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $32,469 (change assumption)
    Mortgage ($27,369) + Fees ($229) + Taxes in 2025 ($4,871)


    Taxes:$58,446

    Elementary School: Windermere Elem

    High School: None

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 5538 W LAKE BUTLER RD, WINDERMERE, FL 34786

    $3,195,000169 Days on yellowkey   MLS ID: O6376859

    REDUCED by $300,000 (8.6%) on 05/15/2026

    For Sale O6376859 - 5538 W LAKE BUTLER RD, WINDERMERE, FL 34786 71 photos

    Bed: 6   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 6000
       Built: 1982
    Monthly Fee: $67
       Tax: $25,546 (2025)
    Community: Kelso On Lake Butler
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $19,702 (change assumption)
    Mortgage ($17,506) + Fees ($67) + Taxes in 2025 ($2,129)


    Taxes:$25,546

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 9237 SABAL PALM CIR, WINDERMERE, FL 34786

    $749,995103 Days on yellowkey   MLS ID: G5110005

    REDUCED by $20,000 (2.6%) on 06/11/2026

    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: $4,428 (change assumption)
    Mortgage ($4,109) + Fees ($32) + Taxes in 2025 ($287)


    Taxes:$3,444

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9317 GLADYS GARDEN CT, WINDERMERE, FL 34786

    $7,999,00047 Days on yellowkey   MLS ID: O6410843

    For Sale O6410843 - 9317 GLADYS GARDEN CT, WINDERMERE, FL 34786 3 photos

    Bed: 6   Bath: 7.5   Gar: 4
    Liv Area Sq Ft: 8038
       Built: 2027
    Monthly Fee: $1,099
       Tax: $9,424 (2025)
    Community: Gardens/Isleworth
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $45,713 (change assumption)
    Mortgage ($43,829) + Fees ($1,099) + Taxes in 2025 ($785)


    Taxes:$9,424

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 11900 LAKE BUTLER BLVD, WINDERMERE, FL 34786

    $17,250,000488 Days on yellowkey   MLS ID: O6275556

    For Sale O6275556 - 11900 LAKE BUTLER BLVD, WINDERMERE, FL 34786 91 photos

    Bed: 7   Bath: 8.5   Gar: 6
    Liv Area Sq Ft: 10649
       Built: 2014   Tax: $68,938 (2024)
    Community: Metcalf Park Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $100,263 (change assumption)
    Mortgage ($94,518) + Taxes in 2024 ($5,745)


    Taxes:$68,938

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 6857 VALHALLA WAY, WINDERMERE, FL 34786

    $3,700,00093 Days on yellowkey   MLS ID: S5147781

    2 Days Off yellowkey (back on 6/8/2026)

    For Sale S5147781 - 6857 VALHALLA WAY, WINDERMERE, FL 34786 90 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 7153
       Built: 2006
    Monthly Fee: $298
       Tax: $35,537 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $23,533 (change assumption)
    Mortgage ($20,273) + Fees ($298) + Taxes in 2025 ($2,961)


    Taxes:$35,537

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1316 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786

    $2,290,000108 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


  • 11768 HAMPSTEAD ST, WINDERMERE, FL 34786

    $1,318,00040 Days on yellowkey   MLS ID: O6414500

    For Sale O6414500 - 11768 HAMPSTEAD ST, WINDERMERE, FL 34786 61 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3900
       Built: 2015
    Monthly Fee: $167
       Tax: $18,782 (2025)
    Community: Enclave
    Spa: No

    Single Family


    Estimated Monthly Payment: $8,954 (change assumption)
    Mortgage ($7,222) + Fees ($167) + Taxes in 2025 ($1,565)


    Taxes:$18,782

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5073 LATROBE DR, WINDERMERE, FL 34786

    $2,999,00041 Days on yellowkey   MLS ID: O6414325

    For Sale O6414325 - 5073 LATROBE DR, WINDERMERE, FL 34786 34 photos

    Bed: 4   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4706
       Built: 1989
    Monthly Fee: $1,224
       Tax: $36,517 (2025)
    Community: Isleworth
    Single Family


    Estimated Monthly Payment: $20,700 (change assumption)
    Mortgage ($16,432) + Fees ($1,224) + Taxes in 2025 ($3,043)


    Taxes:$36,517

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle




Why Bother Searching Elsewhere for Windermere Single Family Homes for Sale?

Windermere home, townhome, and condo, villa, and other listing sale 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 single family homes for sale in Windermere. You can use our website to view Multiple Listing Service (MLS) data on Windermere single family homes. 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 single family home 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.