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Homes For Sale in Windermere 34786 - 275 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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  • 14368 DESERT HAVEN ST #4106, WINDERMERE, FL 34786

    $360,00010 Days on yellowkey   MLS ID: O6396784

    For Sale O6396784 - 14368 DESERT HAVEN ST #4106, WINDERMERE, FL 34786 27 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1840
       Built: 2013
    Monthly Fee: $541
       Tax: $3,885 (2025)
    Community: Oasis Cove Ii/Lakeside Village #Xi
    Spa: No

    Condo


    Estimated Monthly Payment: $2,837 (change assumption)
    Mortgage ($1,973) + Fees ($541) + Taxes in 2025 ($324)


    Taxes:$3,885

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1849 WATERMERE LN, WINDERMERE, FL 34786

    $1,325,00033 Days on yellowkey   MLS ID: O6389840

    REDUCED by $70,000 (5.0%) on 04/03/2026

    For Sale O6389840 - 1849 WATERMERE LN, WINDERMERE, FL 34786 31 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3934
       Built: 2005
    Monthly Fee: $267
       Tax: $8,439 (2024)
    Community: Windermere Grande
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,230 (change assumption)
    Mortgage ($7,260) + Fees ($267) + Taxes in 2024 ($703)


    Taxes:$8,439

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 8259 MARITIME FLAG ST #4, WINDERMERE, FL 34786

    $320,000266 Days on yellowkey   MLS ID: O6329585

    1 Days Off yellowkey (back on 3/24/2026)

    For Sale O6329585 - 8259 MARITIME FLAG ST #4, WINDERMERE, FL 34786 34 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1460
       Built: 2011
    Monthly Fee: $459
       Tax: $4,052 (2024)
    Community: Lakeside Villas
    Condo


    Estimated Monthly Payment: $2,550 (change assumption)
    Mortgage ($1,753) + Fees ($459) + Taxes in 2024 ($338)


    Taxes:$4,052

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5151 LATROBE DR, WINDERMERE, FL 34786

    $4,100,00027 Days on yellowkey   MLS ID: O6392380

    For Sale O6392380 - 5151 LATROBE DR, WINDERMERE, FL 34786 57 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 5301
       Built: 2000
    Monthly Fee: $1,224
       Tax: $23,020 (2025)
    Community: Isleworth
    Spa: No

    Single Family


    Estimated Monthly Payment: $25,608 (change assumption)
    Mortgage ($22,465) + Fees ($1,224) + Taxes in 2025 ($1,918)


    Taxes:$23,020

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6631 CRESTMONT GLEN LN, WINDERMERE, FL 34786

    $834,000281 Days on yellowkey   MLS ID: O6323076

    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: $5,537 (change assumption)
    Mortgage ($4,570) + 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


  • 1329 GLENHEATHER DR, WINDERMERE, FL 34786

    $821,00010 Days on yellowkey   MLS ID: O6395704

    For Sale O6395704 - 1329 GLENHEATHER DR, WINDERMERE, FL 34786 68 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2519
       Built: 2002
    Monthly Fee: $201
       Tax: $7,240 (2025)
    Community: Reserve At Belmere
    Single Family


    Estimated Monthly Payment: $5,303 (change assumption)
    Mortgage ($4,499) + Fees ($201) + Taxes in 2025 ($603)


    Taxes:$7,240

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 6117 LOUISE COVE DR, WINDERMERE, FL 34786

    $5,250,00097 Days on yellowkey   MLS ID: O6372197

    For Sale O6372197 - 6117 LOUISE COVE DR, WINDERMERE, FL 34786 58 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 5752
       Built: 2002
    Monthly Fee: $1,224
       Tax: $50,728 (2025)
    Community: Isleworth West
    Single Family


    Estimated Monthly Payment: $34,218 (change assumption)
    Mortgage ($28,766) + Fees ($1,224) + Taxes in 2025 ($4,227)


    Taxes:$50,728

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 4819 ALEXANDRA GARDEN CT, WINDERMERE, FL 34786

    $3,200,000266 Days on yellowkey   MLS ID: O6330108

    For Sale O6330108 - 4819 ALEXANDRA GARDEN CT, WINDERMERE, FL 34786 44 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3745
       Built: 2006
    Monthly Fee: $1,146
       Tax: $33,607 (2024)
    Community: Isleworth
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $21,480 (change assumption)
    Mortgage ($17,534) + Fees ($1,146) + Taxes in 2024 ($2,801)


    Taxes:$33,607

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 9648 MCCORMICK PL, WINDERMERE, FL 34786

    $3,800,000202 Days on yellowkey   MLS ID: O6346918

    For Sale O6346918 - 9648 MCCORMICK PL, WINDERMERE, FL 34786 61 photos

    Bed: 3   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4751
       Built: 1988
    Monthly Fee: $1,224
       Tax: $33,873 (2024)
    Community: Isleworth
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $24,868 (change assumption)
    Mortgage ($20,821) + Fees ($1,224) + Taxes in 2024 ($2,823)


    Taxes:$33,873

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 9731 CHESTNUT RIDGE DR, WINDERMERE, FL 34786

    $3,400,000243 Days on yellowkey   MLS ID: O6336655

    For Sale O6336655 - 9731 CHESTNUT RIDGE DR, WINDERMERE, FL 34786 57 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4877
       Built: 1986
    Monthly Fee: $1,224
       Tax: $19,867 (2024)
    Community: Isleworth
    Single Family


    Estimated Monthly Payment: $21,509 (change assumption)
    Mortgage ($18,630) + Fees ($1,224) + Taxes in 2024 ($1,656)


    Taxes:$19,867

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 5525 ISLEWORTH COUNTRY CLUB DR, WINDERMERE, FL 34786

    $14,250,000332 Days on yellowkey   MLS ID: O6304800

    For Sale O6304800 - 5525 ISLEWORTH COUNTRY CLUB DR, WINDERMERE, FL 34786 100 photos

    Bed: 5   Bath: 5.5   Gar: 6
    Liv Area Sq Ft: 9511
       Built: 1999
    Monthly Fee: $1,224
       Tax: $37,372 (2024)
    Community: Isleworth
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $82,419 (change assumption)
    Mortgage ($78,080) + Fees ($1,224) + Taxes in 2024 ($3,114)


    Taxes:$37,372

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 4226 DOWNEAST LN, WINDERMERE, FL 34786

    $10,500,000174 Days on yellowkey   MLS ID: O6355233

    REDUCED by $1,300,000 (11.0%) on 04/08/2026

    For Sale O6355233 - 4226 DOWNEAST LN, WINDERMERE, FL 34786 18 photos

    Bed: 5   Bath: 3.0   Gar: 4
    Liv Area Sq Ft: 5316
       Built: 1980   Tax: $10,926 (2024)
    Community: Na
    Single Family


    Estimated Monthly Payment: $58,443 (change assumption)
    Mortgage ($57,533) + Taxes in 2024 ($910)


    Taxes:$10,926

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 9669 WESTOVER CLUB CIR, WINDERMERE, FL 34786

    $750,00047 Days on yellowkey   MLS ID: O6386605

    REDUCED by $100,000 (11.8%) on 04/08/2026

    For Sale O6386605 - 9669 WESTOVER CLUB CIR, WINDERMERE, FL 34786 28 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3435
       Built: 2001
    Monthly Fee: $115
       Tax: $11,111 (2024)
    Community: Westover Club Ph 01 44/139
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,150 (change assumption)
    Mortgage ($4,109) + Fees ($115) + Taxes in 2024 ($926)


    Taxes:$11,111

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 7327 MILLSTONE ST, WINDERMERE, FL 34786

    $479,0009 Days on yellowkey   MLS ID: O6397203

    For Sale O6397203 - 7327 MILLSTONE ST, WINDERMERE, FL 34786 30 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1531
       Built: 2007
    Monthly Fee: $240
       Tax: $5,184 (2025)
    Community: Lake Burden South Ph I
    Townhouse


    Estimated Monthly Payment: $3,297 (change assumption)
    Mortgage ($2,625) + Fees ($240) + Taxes in 2025 ($432)


    Taxes:$5,184

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 8355 TORCELLO ISLE DR, WINDERMERE, FL 34786

    $925,0009 Days on yellowkey   MLS ID: O6396948

    For Sale O6396948 - 8355 TORCELLO ISLE DR, WINDERMERE, FL 34786 42 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4202
       Built: 2019
    Monthly Fee: $256
       Tax: $8,080 (2025)
    Community: Windermere Isle
    Single Family


    Estimated Monthly Payment: $5,998 (change assumption)
    Mortgage ($5,068) + Fees ($256) + Taxes in 2025 ($673)


    Taxes:$8,080

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 9056 WOODBREEZE BLVD, WINDERMERE, FL 34786

    $565,00033 Days on yellowkey   MLS ID: O6390709

    1 Days Off yellowkey (back on 3/17/2026)

    For Sale O6390709 - 9056 WOODBREEZE BLVD, WINDERMERE, FL 34786 31 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2063
       Built: 1988
    Monthly Fee: $31
       Tax: $3,836 (2024)
    Community: Silver Woods Ph 01
    Single Family


    Estimated Monthly Payment: $3,446 (change assumption)
    Mortgage ($3,096) + Fees ($31) + Taxes in 2024 ($320)


    Taxes:$3,836

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 9639 WESTOVER ROBERTS RD, WINDERMERE, FL 34786

    $6,395,000220 Days on yellowkey   MLS ID: O6341883

    For Sale O6341883 - 9639 WESTOVER ROBERTS RD, WINDERMERE, FL 34786 65 photos

    Bed: 5   Bath: 8.5   Gar: 7
    Liv Area Sq Ft: 11861
       Built: 2017   Tax: $50,738 (2024)
    Community: Gotha Town
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $39,268 (change assumption)
    Mortgage ($35,040) + Taxes in 2024 ($4,228)


    Taxes:$50,738

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 17521 BLACK RAIL ST, WINDERMERE, FL 34786

    $1,495,000105 Days on yellowkey   MLS ID: O6370115

    0 Days Off yellowkey (back on 4/7/2026)

    For Sale O6370115 - 17521 BLACK RAIL ST, WINDERMERE, FL 34786 32 photos

    Bed: 6   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 5316
       Built: 2015
    Monthly Fee: $167
       Tax: $16,243 (2025)
    Community: Enclave
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,712 (change assumption)
    Mortgage ($8,192) + Fees ($167) + Taxes in 2025 ($1,354)


    Taxes:$16,243

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 9259 TIBET POINTE CIR, WINDERMERE, FL 34786

    $6,499,000324 Days on yellowkey   MLS ID: O6312645

    For Sale O6312645 - 9259 TIBET POINTE CIR, WINDERMERE, FL 34786 70 photos

    Bed: 5   Bath: 5.5   Gar: 4
    Liv Area Sq Ft: 6257
       Built: 2007
    Monthly Fee: $298
       Tax: $35,727 (2024)
    Community: Keenes Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $38,885 (change assumption)
    Mortgage ($35,610) + Fees ($298) + Taxes in 2024 ($2,977)


    Taxes:$35,727

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 12405 CRUXBURY DR, WINDERMERE, FL 34786

    $415,00016 Days on yellowkey   MLS ID: O6394966

    For Sale O6394966 - 12405 CRUXBURY DR, WINDERMERE, FL 34786 27 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1429
       Built: 2006
    Monthly Fee: $200
       Tax: $5,463 (2025)
    Community: Lakes/Windermere-Lk Reams Twhm
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,929 (change assumption)
    Mortgage ($2,274) + Fees ($200) + Taxes in 2025 ($455)


    Taxes:$5,463

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    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.