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Homes For Sale in Windermere 34786 - 314 homes

34786 zip code is located in Orange County, Florida. Find homes for sale in Windermere 34786 from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your search for Windermere 34786 homes for sale.

Location: Windermere , 34786

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  • 13118 SUNKISS LOOP, WINDERMERE, FL 34786

    $570,00092 Days on yellowkey   MLS ID: O6385211

    REDUCED by $9,000 (1.6%) on 05/21/2026

    For Sale O6385211 - 13118 SUNKISS LOOP, WINDERMERE, FL 34786 52 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2547
       Built: 2005
    Monthly Fee: $130
       Tax: $7,821 (2024)
    Community: Summerport Ph 03
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,905 (change assumption)
    Mortgage ($3,123) + Fees ($130) + Taxes in 2024 ($652)


    Taxes:$7,821

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 6130 GROSVENOR SHORE DR, WINDERMERE, FL 34786

    $3,150,000192 Days on yellowkey   MLS ID: O6361099

    For Sale O6361099 - 6130 GROSVENOR SHORE DR, WINDERMERE, FL 34786 53 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: $19,617 (change assumption)
    Mortgage ($17,260) + 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


  • 9119 BALMORAL MEWS SQ, WINDERMERE, FL 34786

    $1,450,00033 Days on yellowkey   MLS ID: S5146725

    REDUCED by $49,000 (3.3%) on 05/27/2026

    For Sale S5146725 - 9119 BALMORAL MEWS SQ, WINDERMERE, FL 34786 64 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: $9,741 (change assumption)
    Mortgage ($7,945) + 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


  • 4303 ISABELLA CIR, WINDERMERE, FL 34786

    $2,899,0007 Days on yellowkey   MLS ID: O6409406

    For Sale O6409406 - 4303 ISABELLA CIR, WINDERMERE, FL 34786 100 photos

    Bed: 7   Bath: 5.0   Gar: 5
    Liv Area Sq Ft: 5122
       Built: 2017
    Monthly Fee: $480
       Tax: $22,725 (2025)
    Community: Casabella
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $18,258 (change assumption)
    Mortgage ($15,885) + Fees ($480) + Taxes in 2025 ($1,894)


    Taxes:$22,725

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 7330 BRIGHTLAND ST, WINDERMERE, FL 34786

    $465,00056 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


  • 11524 CLAYMONT CIR, WINDERMERE, FL 34786

    $1,288,9997 Days on yellowkey   MLS ID: O6410754

    For Sale O6410754 - 11524 CLAYMONT CIR, WINDERMERE, FL 34786 48 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3358
       Built: 2003
    Monthly Fee: $298

    Community: Keenes Pointe
    Single Family


    Estimated Monthly Payment: $7,361 (change assumption)
    Mortgage ($7,063) + Fees ($298) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 7180 BEEK ST, WINDERMERE, FL 34786

    $780,00070 Days on yellowkey   MLS ID: O6393213

    For Sale O6393213 - 7180 BEEK ST, WINDERMERE, FL 34786 33 photos

    Bed: 6   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3648
       Built: 2013
    Monthly Fee: $124
       Tax: $11,023 (2025)
    Community: Windermere Terrace
    Single Family


    Estimated Monthly Payment: $5,316 (change assumption)
    Mortgage ($4,274) + Fees ($124) + Taxes in 2025 ($919)


    Taxes:$11,023

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 6615 HELMSLEY CIR, WINDERMERE, FL 34786

    $690,00019 Days on yellowkey   MLS ID: O6406997

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

    For Sale O6406997 - 6615 HELMSLEY CIR, WINDERMERE, FL 34786 38 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3390
       Built: 2011
    Monthly Fee: $99
       Tax: $605 (2025)
    Community: Preston Square
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,930 (change assumption)
    Mortgage ($3,781) + Fees ($99) + Taxes in 2025 ($50)


    Taxes:$605

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 6840 HELMSLEY CIR, WINDERMERE, FL 34786

    $649,000116 Days on yellowkey   MLS ID: S5142930

    1 Days Off yellowkey (back on 5/14/2026)

    REDUCED by $40,000 (5.8%) on 05/07/2026

    For Sale S5142930 - 6840 HELMSLEY CIR, WINDERMERE, FL 34786 76 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2847
       Built: 2009
    Monthly Fee: $129
       Tax: $5,044 (2024)
    Community: Preston Square
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,105 (change assumption)
    Mortgage ($3,556) + Fees ($129) + Taxes in 2024 ($420)


    Taxes:$5,044

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14236 OASIS COVE BLVD, WINDERMERE, FL 34786

    $369,99063 Days on yellowkey   MLS ID: O6395058

    REDUCED by $4,410 (1.2%) on 05/03/2026

    For Sale O6395058 - 14236 OASIS COVE BLVD, WINDERMERE, FL 34786 70 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1512
       Built: 2011
    Monthly Fee: $541
       Tax: $3,995 (2025)
    Community: Oasis Cove At Lakeside Village
    Townhouse


    Estimated Monthly Payment: $2,901 (change assumption)
    Mortgage ($2,027) + Fees ($541) + Taxes in 2025 ($333)


    Taxes:$3,995

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 6462 DEACON CIR, WINDERMERE, FL 34786

    $6,950,00020 Days on yellowkey   MLS ID: O6407107

    For Sale O6407107 - 6462 DEACON CIR, WINDERMERE, FL 34786 46 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 7178
       Built: 1997
    Monthly Fee: $1,224
       Tax: $108,011 (2025)
    Community: Isleworth
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $48,306 (change assumption)
    Mortgage ($38,081) + Fees ($1,224) + Taxes in 2025 ($9,001)


    Taxes:$108,011

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 9323 GLADYS GARDEN CT, WINDERMERE, FL 34786

    $11,900,000109 Days on yellowkey   MLS ID: O6381880

    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


  • 6528 HELMSLEY CIR, WINDERMERE, FL 34786

    $325,00015 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


  • 111 MAIN ST, WINDERMERE, FL 34786

    $889,00021 Days on yellowkey   MLS ID: O6407060

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

    For Sale O6407060 - 111 MAIN ST, WINDERMERE, FL 34786 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2272
       Built: 1984   Tax: $9,734 (2025)
    Community: Windermere Town
    Single Family


    Estimated Monthly Payment: $5,682 (change assumption)
    Mortgage ($4,871) + Taxes in 2025 ($811)


    Taxes:$9,734

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6120 GREATWATER DR, WINDERMERE, FL 34786

    $4,399,00029 Days on yellowkey   MLS ID: O6404574

    For Sale O6404574 - 6120 GREATWATER DR, WINDERMERE, FL 34786 92 photos

    Bed: 5   Bath: 5.0   Gar: 4
    Liv Area Sq Ft: 5580
       Built: 1999
    Monthly Fee: $298
       Tax: $32,016 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $27,070 (change assumption)
    Mortgage ($24,104) + Fees ($298) + Taxes in 2025 ($2,668)


    Taxes:$32,016

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 7560 BENTONSHIRE AVE, WINDERMERE, FL 34786

    $445,00027 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


  • 5500 W LAKE BUTLER RD, WINDERMERE, FL 34786

    $4,700,00015 Days on yellowkey   MLS ID: O6408637

    For Sale O6408637 - 5500 W LAKE BUTLER RD, WINDERMERE, FL 34786 96 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


  • 11536 CLAYMONT CIR, WINDERMERE, FL 34786

    $1,175,00068 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: Winter Park High

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 9011 CHAPMAN OAK CT, WINDERMERE, FL 34786

    $629,00047 Days on yellowkey   MLS ID: S5148031

    REDUCED by $20,000 (3.1%) on 05/26/2026

    For Sale S5148031 - 9011 CHAPMAN OAK CT, WINDERMERE, FL 34786 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2050
       Built: 1987
    Monthly Fee: $31
       Tax: $8,592 (2025)
    Community: Silver Woods Ph 05
    Single Family


    Estimated Monthly Payment: $4,194 (change assumption)
    Mortgage ($3,446) + Fees ($31) + Taxes in 2025 ($716)


    Taxes:$8,592

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13013 OVERSTREET RD, WINDERMERE, FL 34786

    $649,99496 Days on yellowkey   MLS ID: O6380917

    REDUCED by $15,000 (2.3%) on 05/12/2026

    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
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,906 (change assumption)
    Mortgage ($3,562) + 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




Why Bother Searching Elsewhere for 34786 Homes for Sale and Other Windermere Real Estate?

34786, Windermere home, townhome, condo, villa, and other listing rental 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 the 34786 zip code. You can use our website to view Multiple Listing Service (MLS) data on 34786, 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 34786, 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.