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Homes For Sale in Windermere 34786 - 295 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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  • 4819 ALEXANDRA GARDEN CT, WINDERMERE, FL 34786

    $3,200,000302 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


  • 9731 CHESTNUT RIDGE DR, WINDERMERE, FL 34786

    $3,400,000279 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


  • 9669 WESTOVER CLUB CIR, WINDERMERE, FL 34786

    $750,00083 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


  • 12405 CRUXBURY DR, WINDERMERE, FL 34786

    $415,00052 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


  • 58 MAIN ST, WINDERMERE, FL 34786

    $3,725,000106 Days on yellowkey   MLS ID: O6370886

    For Sale O6370886 - 58 MAIN ST, WINDERMERE, FL 34786 52 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4875
       Built: 1953   Tax: $21,723 (2024)
    Community: Lake Butler Park Pt Rep
    Single Family


    Estimated Monthly Payment: $22,221 (change assumption)
    Mortgage ($20,410) + Taxes in 2024 ($1,810)


    Taxes:$21,723

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 13448 BELLARIA CIR, WINDERMERE, FL 34786

    $3,200,000242 Days on yellowkey   MLS ID: O6346484

    For Sale O6346484 - 13448 BELLARIA CIR, WINDERMERE, FL 34786 65 photos

    Bed: 6   Bath: 6.5   Gar: 3
    Liv Area Sq Ft: 6308
       Built: 2014
    Monthly Fee: $483
       Tax: $29,164 (2024)
    Community: Bellaria
    Single Family


    Estimated Monthly Payment: $20,447 (change assumption)
    Mortgage ($17,534) + Fees ($483) + Taxes in 2024 ($2,430)


    Taxes:$29,164

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 106 PALM ST, WINDERMERE, FL 34786

    $1,399,00058 Days on yellowkey   MLS ID: O6391350

    0 Days Off yellowkey (back on 4/6/2026)

    For Sale O6391350 - 106 PALM ST, WINDERMERE, FL 34786 35 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3082
       Built: 1960   Tax: $12,903 (2025)
    Community: Windermere Town
    Single Family


    Estimated Monthly Payment: $8,741 (change assumption)
    Mortgage ($7,666) + Taxes in 2025 ($1,075)


    Taxes:$12,903

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 6142 GROSVENOR SHORE DR, WINDERMERE, FL 34786

    $5,150,00074 Days on yellowkey   MLS ID: O6388222

    2 Days Off yellowkey (back on 4/6/2026)

    For Sale O6388222 - 6142 GROSVENOR SHORE DR, WINDERMERE, FL 34786 72 photos

    Bed: 4   Bath: 5.5   Gar: 4
    Liv Area Sq Ft: 6950
       Built: 2009
    Monthly Fee: $298
       Tax: $69,198 (2026)
    Community: Keenes Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $34,283 (change assumption)
    Mortgage ($28,218) + Fees ($298) + Taxes in 2026 ($5,767)


    Taxes:$69,198

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2026

    Middle School: Bridgewater Middle


  • 11835 GOLD CREEK TRL, WINDERMERE, FL 34786

    $900,00099 Days on yellowkey   MLS ID: O6382068

    For Sale O6382068 - 11835 GOLD CREEK TRL, WINDERMERE, FL 34786 11 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3119
       Built: 2012
    Monthly Fee: $75
       Tax: $9,395 (2024)
    Community: Windermere Trls Ph 1A
    Single Family


    Estimated Monthly Payment: $5,789 (change assumption)
    Mortgage ($4,931) + Fees ($75) + Taxes in 2024 ($783)


    Taxes:$9,395

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14217 BRIDGEWATER CROSSINGS BLVD, WINDERMERE, FL 34786

    $600,00049 Days on yellowkey   MLS ID: O6396155

    For Sale O6396155 - 14217  BRIDGEWATER CROSSINGS BLVD, WINDERMERE, FL 34786 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2419
       Built: 2006
    Monthly Fee: $131
       Tax: $8,205 (2026)
    Community: Summerport
    Single Family


    Estimated Monthly Payment: $4,102 (change assumption)
    Mortgage ($3,288) + Fees ($131) + Taxes in 2026 ($684)


    Taxes:$8,205

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 9323 GLADYS GARDEN CT, WINDERMERE, FL 34786

    $12,500,00098 Days on yellowkey   MLS ID: O6381880

    REDUCED by $1,495,000 (10.7%) on 04/03/2026

    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
    Single Family


    Estimated Monthly Payment: $71,364 (change assumption)
    Mortgage ($68,491) + 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


  • 6712 THORNHILL CIR, WINDERMERE, FL 34786

    $680,000221 Days on yellowkey   MLS ID: O6351284

    For Sale O6351284 - 6712 THORNHILL CIR, WINDERMERE, FL 34786 50 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2976
       Built: 2002
    Monthly Fee: $80
       Tax: $4,096 (2024)
    Community: Lakes Windermere Ph 01 49 108
    Single Family


    Estimated Monthly Payment: $4,147 (change assumption)
    Mortgage ($3,726) + Fees ($80) + Taxes in 2024 ($341)


    Taxes:$4,096

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 11537 CLAYMONT CIR, WINDERMERE, FL 34786

    $1,400,00051 Days on yellowkey   MLS ID: O6395210

    For Sale O6395210 - 11537 CLAYMONT CIR, WINDERMERE, FL 34786 43 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3164
       Built: 2002
    Monthly Fee: $283
       Tax: $16,031 (2024)
    Community: Keenes Pointe Ut 04 Sec 31 48 82
    Single Family


    Estimated Monthly Payment: $9,290 (change assumption)
    Mortgage ($7,671) + Fees ($283) + Taxes in 2024 ($1,336)


    Taxes:$16,031

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 6507 ROSELLA CT, WINDERMERE, FL 34786

    $7,400,000200 Days on yellowkey   MLS ID: O6353035

    5 Days Off yellowkey (back on 3/31/2026)

    For Sale O6353035 - 6507 ROSELLA CT, WINDERMERE, FL 34786 92 photos

    Bed: 7   Bath: 7.5   Gar: 4
    Liv Area Sq Ft: 10485
       Built: 2007
    Monthly Fee: $283
       Tax: $82,440 (2024)
    Community: Keenes Pointe 46/104
    Single Family


    Estimated Monthly Payment: $47,700 (change assumption)
    Mortgage ($40,547) + Fees ($283) + Taxes in 2024 ($6,870)


    Taxes:$82,440

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2702 CARTER GROVE CIR, WINDERMERE, FL 34786

    $945,00055 Days on yellowkey   MLS ID: O6394535

    0 Days Off yellowkey (back on 3/31/2026)

    For Sale O6394535 - 2702 CARTER GROVE CIR, WINDERMERE, FL 34786 42 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2292
       Built: 1988
    Monthly Fee: $58
       Tax: $10,989 (2025)
    Community: The Manors
    Single Family


    Estimated Monthly Payment: $6,152 (change assumption)
    Mortgage ($5,178) + Fees ($58) + Taxes in 2025 ($916)


    Taxes:$10,989

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 12676 SALOMON COVE DR, WINDERMERE, FL 34786

    $800,000192 Days on yellowkey   MLS ID: O6357657

    1 Days Off yellowkey (back on 3/12/2026)

    For Sale O6357657 - 12676 SALOMON COVE DR, WINDERMERE, FL 34786 34 photos

    Bed: 6   Bath: 4.0
    Liv Area Sq Ft: 3667
       Built: 2018
    Monthly Fee: $122
       Tax: $10,355 (2024)
    Community: Westside Village
    Single Family


    Estimated Monthly Payment: $5,368 (change assumption)
    Mortgage ($4,383) + Fees ($122) + Taxes in 2024 ($863)


    Taxes:$10,355

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 13366 ABUELA ALY, WINDERMERE, FL 34786

    $430,000127 Days on yellowkey   MLS ID: O6374298

    For Sale O6374298 - 13366 ABUELA ALY, WINDERMERE, FL 34786 35 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1589
       Built: 2020
    Monthly Fee: $240
       Tax: $6,237 (2024)
    Community: Legado
    Townhouse


    Estimated Monthly Payment: $3,116 (change assumption)
    Mortgage ($2,356) + Fees ($240) + Taxes in 2024 ($520)


    Taxes:$6,237

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 11903 CAVE RUN AVE, WINDERMERE, FL 34786

    $750,00060 Days on yellowkey   MLS ID: O6392757

    For Sale O6392757 - 11903 CAVE RUN AVE, WINDERMERE, FL 34786 44 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3413
       Built: 2014
    Monthly Fee: $81
       Tax: $10,874 (2025)
    Community: Windermere Trls Ph 1C
    Single Family


    Estimated Monthly Payment: $5,097 (change assumption)
    Mortgage ($4,109) + Fees ($81) + Taxes in 2025 ($906)


    Taxes:$10,874

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 13742 BRAVANTE ALY, WINDERMERE, FL 34786

    $455,00076 Days on yellowkey   MLS ID: O6388651

    For Sale O6388651 - 13742 BRAVANTE ALY, WINDERMERE, FL 34786 36 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1912
       Built: 2017
    Monthly Fee: $254
       Tax: $6,654 (2024)
    Community: Vineyards/Horizons West Ph 2B
    Townhouse


    Estimated Monthly Payment: $3,302 (change assumption)
    Mortgage ($2,493) + Fees ($254) + Taxes in 2024 ($555)


    Taxes:$6,654

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 8351 BOWDEN WAY, WINDERMERE, FL 34786

    $1,199,00056 Days on yellowkey   MLS ID: O6393659

    For Sale O6393659 - 8351 BOWDEN WAY, WINDERMERE, FL 34786 71 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2599
       Built: 2001
    Monthly Fee: $283
       Tax: $8,252 (2025)
    Community: Keenes Pointe
    Single Family


    Estimated Monthly Payment: $7,540 (change assumption)
    Mortgage ($6,570) + Fees ($283) + Taxes in 2025 ($688)


    Taxes:$8,252

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle




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.