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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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  • 13542 GORGONA ISLE DR, WINDERMERE, FL 34786

    $879,000126 Days on yellowkey   MLS ID: O6390582

    REDUCED by $16,000 (1.8%) on 07/17/2026

    For Sale O6390582 - 13542 GORGONA ISLE DR, WINDERMERE, FL 34786 10 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2224
       Built: 2018
    Monthly Fee: $268
       Tax: $9,762 (2024)
    Community: Windermere Isle
    Single Family


    Estimated Monthly Payment: $5,898 (change assumption)
    Mortgage ($4,816) + Fees ($268) + Taxes in 2024 ($814)


    Taxes:$9,762

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 12929 WESTSIDE VILLAGE LOOP, WINDERMERE, FL 34786

    $930,00030 Days on yellowkey   MLS ID: O6417680

    REDUCED by $20,000 (2.1%) on 07/17/2026

    For Sale O6417680 - 12929 WESTSIDE VILLAGE LOOP, WINDERMERE, FL 34786 58 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4043
       Built: 2017
    Monthly Fee: $133
       Tax: $13,487 (2025)
    Community: Westside Village
    Single Family


    Estimated Monthly Payment: $6,353 (change assumption)
    Mortgage ($5,096) + Fees ($133) + Taxes in 2025 ($1,124)


    Taxes:$13,487

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 11994 MCKINNON RD, WINDERMERE, FL 34786

    $849,90035 Days on yellowkey   MLS ID: O6416526

    For Sale O6416526 - 11994 MCKINNON RD, WINDERMERE, FL 34786 56 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2450
       Built: 2004   Tax: $4,163 (2025)
    Community: N/A
    Single Family


    Estimated Monthly Payment: $5,004 (change assumption)
    Mortgage ($4,657) + Taxes in 2025 ($347)


    Taxes:$4,163

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 4482 BEGONIA CT, WINDERMERE, FL 34786

    $950,0001 Day on yellowkey   MLS ID: O6424551

    0 Days Off yellowkey (back on 7/16/2026)

    For Sale O6424551 - 4482 BEGONIA CT, WINDERMERE, FL 34786 55 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4544
       Built: 1996
    Monthly Fee: $133
       Tax: $15,588 (2025)
    Community: Magnolia Park Windermere
    Single Family


    Estimated Monthly Payment: $6,637 (change assumption)
    Mortgage ($5,205) + Fees ($133) + Taxes in 2025 ($1,299)


    Taxes:$15,588

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 8344 BOWDEN WAY, WINDERMERE, FL 34786

    $1,114,9001 Day on yellowkey   MLS ID: O6425171

    For Sale O6425171 - 8344 BOWDEN WAY, WINDERMERE, FL 34786 44 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3646
       Built: 2002
    Monthly Fee: $298
       Tax: $14,562 (2025)
    Community: Keenes Pointe
    Single Family


    Estimated Monthly Payment: $7,620 (change assumption)
    Mortgage ($6,109) + Fees ($298) + Taxes in 2025 ($1,214)


    Taxes:$14,562

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 4309 SALTMARSH SPARROW DR, WINDERMERE, FL 34786

    $760,000105 Days on yellowkey   MLS ID: O6396295

    REDUCED by $15,000 (1.9%) on 07/08/2026

    For Sale O6396295 - 4309 SALTMARSH SPARROW DR, WINDERMERE, FL 34786 55 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
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,021 (change assumption)
    Mortgage ($4,164) + Fees ($130) + Taxes in 2025 ($727)


    Taxes:$8,724

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9119 BALMORAL MEWS SQ, WINDERMERE, FL 34786

    $1,399,00078 Days on yellowkey   MLS ID: S5146725

    REDUCED by $51,000 (3.5%) on 07/16/2026

    For Sale S5146725 - 9119 BALMORAL MEWS SQ, WINDERMERE, FL 34786 65 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4052
       Built: 1998
    Monthly Fee: $267
       Tax: $18,350 (2025)
    Community: Balmoral
    Single Family


    Estimated Monthly Payment: $9,462 (change assumption)
    Mortgage ($7,666) + Fees ($267) + Taxes in 2025 ($1,529)


    Taxes:$18,350

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 4718 BLUE MAJOR DR, WINDERMERE, FL 34786

    $500,00044 Days on yellowkey   MLS ID: O6410820

    0 Days Off yellowkey (back on 7/16/2026)

    REDUCED by $20,000 (3.8%) on 07/10/2026

    For Sale O6410820 - 4718 BLUE MAJOR DR, WINDERMERE, FL 34786 61 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1911
       Built: 2005
    Monthly Fee: $143
       Tax: $7,296 (2025)
    Community: Summerport Ph 05
    Single Family


    Estimated Monthly Payment: $3,491 (change assumption)
    Mortgage ($2,740) + Fees ($143) + Taxes in 2025 ($608)


    Taxes:$7,296

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13936 EDEN ISLE BLVD, WINDERMERE, FL 34786

    $645,00046 Days on yellowkey   MLS ID: S5150801

    REDUCED by $10,000 (1.5%) on 07/01/2026

    For Sale S5150801 - 13936 EDEN ISLE BLVD, WINDERMERE, FL 34786 67 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2675
       Built: 2004
    Monthly Fee: $116
       Tax: $8,759 (2025)
    Community: Eden Isle
    Single Family


    Estimated Monthly Payment: $4,380 (change assumption)
    Mortgage ($3,534) + Fees ($116) + Taxes in 2025 ($730)


    Taxes:$8,759

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6820 THORNHILL CIR, WINDERMERE, FL 34786

    $520,00089 Days on yellowkey   MLS ID: V4948591

    For Sale V4948591 - 6820 THORNHILL CIR, WINDERMERE, FL 34786 31 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1725
       Built: 2009
    Monthly Fee: $82
       Tax: $7,228 (2025)
    Community: Lake Sawyer
    Single Family


    Estimated Monthly Payment: $3,534 (change assumption)
    Mortgage ($2,849) + Fees ($82) + Taxes in 2025 ($602)


    Taxes:$7,228

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 11468 MISTY OAK ALY, WINDERMERE, FL 34786

    $558,9002 Days on yellowkey   MLS ID: O6425336

    For Sale O6425336 - 11468 MISTY OAK ALY, WINDERMERE, FL 34786 40 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2014
       Built: 2016
    Monthly Fee: $117
       Tax: $7,796 (2025)
    Community: Ashlin Park Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,829 (change assumption)
    Mortgage ($3,062) + Fees ($117) + Taxes in 2025 ($650)


    Taxes:$7,796

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 811 MAIN ST, WINDERMERE, FL 34786

    $649,99955 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


  • 9225 MCDAVID CT, WINDERMERE, FL 34786

    $799,9994 Days on yellowkey   MLS ID: O6424617

    0 Days Off yellowkey (back on 7/16/2026)

    For Sale O6424617 - 9225 MCDAVID CT, WINDERMERE, FL 34786 64 photos

    Bed: 4   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2713
       Built: 1984   Tax: $5,005 (2025)
    Community: Roberts Landing
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,801 (change assumption)
    Mortgage ($4,383) + Taxes in 2025 ($417)


    Taxes:$5,005

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13124 FILLY CT, WINDERMERE, FL 34786

    $1,575,000448 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
    Spa: No

    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


  • 6130 GROSVENOR SHORE DR, WINDERMERE, FL 34786

    $2,950,000237 Days on yellowkey   MLS ID: O6361099

    REDUCED by $200,000 (6.3%) on 07/16/2026

    For Sale O6361099 - 6130 GROSVENOR SHORE DR, WINDERMERE, FL 34786 52 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4676
       Built: 2010
    Monthly Fee: $283
       Tax: $24,892 (2024)
    Community: Keenes Pointe
    Single Family


    Estimated Monthly Payment: $18,521 (change assumption)
    Mortgage ($16,164) + Fees ($283) + Taxes in 2024 ($2,074)


    Taxes:$24,892

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 9323 GLADYS GARDEN CT, WINDERMERE, FL 34786

    $11,900,000154 Days on yellowkey   MLS ID: O6381880

    0 Days Off yellowkey (back on 7/16/2026)

    REDUCED by $600,000 (4.8%) on 05/26/2026

    For Sale O6381880 - 9323 GLADYS GARDEN CT, WINDERMERE, FL 34786 84 photos

    Bed: 6   Bath: 8.0   Gar: 4
    Liv Area Sq Ft: 9770
       Built: 2026
    Monthly Fee: $1,099
       Tax: $21,279 (2025)
    Community: Isleworth
    Spa: No

    Single Family


    Estimated Monthly Payment: $68,076 (change assumption)
    Mortgage ($65,204) + Fees ($1,099) + Taxes in 2025 ($1,773)


    Taxes:$21,279

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 6102 S HAMPSHIRE CT, WINDERMERE, FL 34786

    $2,340,000301 Days on yellowkey   MLS ID: O6344907

    REDUCED by $59,000 (2.5%) on 07/16/2026

    For Sale O6344907 - 6102 S HAMPSHIRE CT, WINDERMERE, FL 34786 53 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
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,529 (change assumption)
    Mortgage ($12,822) + 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


  • 17538 BLACK RAIL ST, WINDERMERE, FL 34786

    $1,380,000287 Days on yellowkey   MLS ID: O6349325

    REDUCED by $10,000 (0.7%) on 07/11/2026

    For Sale O6349325 - 17538 BLACK RAIL ST, WINDERMERE, FL 34786 32 photos

    Bed: 6   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4999
       Built: 2014
    Monthly Fee: $167
       Tax: $16,404 (2024)
    Community: Enclave
    Single Family


    Estimated Monthly Payment: $9,095 (change assumption)
    Mortgage ($7,561) + Fees ($167) + Taxes in 2024 ($1,367)


    Taxes:$16,404

    Elementary School: None

    High School: Windermere High School

    Tax Year: 2024

    Middle School: None


  • 5741 OXFORD MOOR BLVD, WINDERMERE, FL 34786

    $1,550,00030 Days on yellowkey   MLS ID: O6416690

    27 Days Off yellowkey (back on 7/16/2026)

    For Sale O6416690 - 5741 OXFORD MOOR BLVD, WINDERMERE, FL 34786 83 photos

    Bed: 6   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4525
       Built: 2005
    Monthly Fee: $185
       Tax: $8,893 (2025)
    Community: Oxford Moor 47/30
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,419 (change assumption)
    Mortgage ($8,493) + Fees ($185) + Taxes in 2025 ($741)


    Taxes:$8,893

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 1118 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786

    $2,099,995121 Days on yellowkey   MLS ID: O6390567

    REDUCED by $100,005 (4.5%) on 07/16/2026

    For Sale O6390567 - 1118 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786 38 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4228
       Built: 2019
    Monthly Fee: $250
       Tax: $23,873 (2025)
    Community: Estancia/Windermere
    Spa: No

    Single Family


    Estimated Monthly Payment: $13,746 (change assumption)
    Mortgage ($11,507) + Fees ($250) + Taxes in 2025 ($1,989)


    Taxes:$23,873

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater 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.