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Windermere Homes For Sale & Real Estate - 313 homes

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

Location: Windermere

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  • 13327 LAKE CLARICE DR, WINDERMERE, FL 34786

    $2,180,0004 Days on yellowkey   MLS ID: O6411453

    For Sale O6411453 - 13327 LAKE CLARICE DR, WINDERMERE, FL 34786 44 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4867
       Built: 2007
    Monthly Fee: $200
       Tax: $23,806 (2025)
    Community: The Estates At Lake Clarice
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,129 (change assumption)
    Mortgage ($11,945) + Fees ($200) + Taxes in 2025 ($1,984)


    Taxes:$23,806

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 7867 BERKSHIRE OAK ALY, WINDERMERE, FL 34786

    $539,00011 Days on yellowkey   MLS ID: S5149947

    For Sale S5149947 - 7867 BERKSHIRE OAK ALY, WINDERMERE, FL 34786 39 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2221
       Built: 2017
    Monthly Fee: $133
       Tax: $7,755 (2025)
    Community: Westside Village
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,733 (change assumption)
    Mortgage ($2,953) + Fees ($133) + Taxes in 2025 ($646)


    Taxes:$7,755

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 13836 BLUEBIRD POND RD, WINDERMERE, FL 34786

    $698,00035 Days on yellowkey   MLS ID: TB8502779

    For Sale TB8502779 - 13836 BLUEBIRD POND RD, WINDERMERE, FL 34786 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2108
       Built: 2004
    Monthly Fee: $100
       Tax: $3,052 (2025)
    Community: Summerport
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,179 (change assumption)
    Mortgage ($3,825) + Fees ($100) + Taxes in 2025 ($254)


    Taxes:$3,052

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 11303 WINDERMERE RD, WINDERMERE, FL 34786

    $2,690,00036 Days on yellowkey   MLS ID: O6397829

    REDUCED by $100,000 (3.6%) on 05/21/2026

    For Sale O6397829 - 11303 WINDERMERE RD, WINDERMERE, FL 34786 45 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 5277
       Built: 2026   Tax: $8,342 (2025)
    Community: None
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $15,435 (change assumption)
    Mortgage ($14,739) + Taxes in 2025 ($695)


    Taxes:$8,342

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 6820 THORNHILL CIR, WINDERMERE, FL 34786

    $520,00044 Days on yellowkey   MLS ID: V4948591

    For Sale V4948591 - 6820 THORNHILL CIR, WINDERMERE, FL 34786 14 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1725
       Built: 2009
    Monthly Fee: $82
       Tax: $7,228 (2025)
    Community: Lakes Of Windermere
    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


  • 8236 PROCIDA ISLE LN, WINDERMERE, FL 34786

    $1,100,000102 Days on yellowkey   MLS ID: O6383546

    REDUCED by $90,000 (7.6%) on 04/15/2026

    For Sale O6383546 - 8236 PROCIDA ISLE LN, WINDERMERE, FL 34786 27 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4176
       Built: 2018
    Monthly Fee: $299
       Tax: $12,887 (2025)
    Community: Windermere Isle Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,400 (change assumption)
    Mortgage ($6,027) + Fees ($299) + Taxes in 2025 ($1,074)


    Taxes:$12,887

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 2958 MARQUESAS CT, WINDERMERE, FL 34786

    $1,875,000211 Days on yellowkey   MLS ID: O6357302

    REDUCED by $10,000 (0.5%) on 05/19/2026

    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: $11,758 (change assumption)
    Mortgage ($10,274) + 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


  • 12633 HADDON DR, WINDERMERE, FL 34786

    $650,0005 Days on yellowkey   MLS ID: O6411199

    For Sale O6411199 - 12633 HADDON DR, WINDERMERE, FL 34786 54 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3000
       Built: 2003
    Monthly Fee: $82
       Tax: $7,410 (2025)
    Community: Lakes Windermere
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,261 (change assumption)
    Mortgage ($3,562) + Fees ($82) + Taxes in 2025 ($617)


    Taxes:$7,410

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 8355 TORCELLO ISLE DR, WINDERMERE, FL 34786

    $950,00020 Days on yellowkey   MLS ID: O6407061

    For Sale O6407061 - 8355 TORCELLO ISLE DR, WINDERMERE, FL 34786 73 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4202
       Built: 2019
    Monthly Fee: $299
       Tax: $9,036 (2025)
    Community: Windermere Isle
    Single Family


    Estimated Monthly Payment: $6,257 (change assumption)
    Mortgage ($5,205) + Fees ($299) + Taxes in 2025 ($753)


    Taxes:$9,036

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 109 E 12TH AVE, WINDERMERE, FL 34786

    $1,198,00048 Days on yellowkey   MLS ID: O6394569

    REDUCED by $27,000 (2.2%) on 05/20/2026

    For Sale O6394569 - 109 E 12TH AVE, WINDERMERE, FL 34786 43 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2791
       Built: 1989   Tax: $20,244 (2025)
    Community: Windermere Town
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,251 (change assumption)
    Mortgage ($6,564) + Taxes in 2025 ($1,687)


    Taxes:$20,244

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 13525 GORGONA ISLE DR, WINDERMERE, FL 34786

    $1,115,000106 Days on yellowkey   MLS ID: O6377789

    REDUCED by $5,000 (0.4%) on 05/22/2026

    For Sale O6377789 - 13525 GORGONA ISLE DR, WINDERMERE, FL 34786 39 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4625
       Built: 2018
    Monthly Fee: $268
       Tax: $9,351 (2025)
    Community: Windermere Isle
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,157 (change assumption)
    Mortgage ($6,109) + Fees ($268) + Taxes in 2025 ($779)


    Taxes:$9,351

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 12319 CRUXBURY DR, WINDERMERE, FL 34786

    $405,0004 Days on yellowkey   MLS ID: O6411226

    For Sale O6411226 - 12319 CRUXBURY DR, WINDERMERE, FL 34786 58 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1429
       Built: 2006
    Monthly Fee: $200
       Tax: $1,935 (2025)
    Community: Lakes/Windermere-Lk Reams Twhm
    Townhouse


    Estimated Monthly Payment: $2,580 (change assumption)
    Mortgage ($2,219) + Fees ($200) + Taxes in 2025 ($161)


    Taxes:$1,935

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 6552 HELMSLEY CIRCLE, WINDERMERE, FL 34786

    $469,00070 Days on yellowkey   MLS ID: O6392752

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

    REDUCED by $10,000 (2.1%) on 04/23/2026

    For Sale O6392752 - 6552 HELMSLEY CIRCLE, WINDERMERE, FL 34786 50 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1980
       Built: 2008
    Monthly Fee: $315
       Tax: $3,248 (2025)
    Community: Preston Square
    Townhouse


    Estimated Monthly Payment: $3,155 (change assumption)
    Mortgage ($2,570) + Fees ($315) + Taxes in 2025 ($271)


    Taxes:$3,248

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 4474 BEGONIA CT, WINDERMERE, FL 34786

    $1,170,00038 Days on yellowkey   MLS ID: O6402227

    REDUCED by $100,000 (7.9%) on 05/13/2026

    For Sale O6402227 - 4474 BEGONIA CT, WINDERMERE, FL 34786 41 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4380
       Built: 1998
    Monthly Fee: $133
       Tax: $7,670 (2025)
    Community: Magnolia Park Windermere
    Single Family


    Estimated Monthly Payment: $7,183 (change assumption)
    Mortgage ($6,411) + Fees ($133) + Taxes in 2025 ($639)


    Taxes:$7,670

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 10870 BAYSHORE DR, WINDERMERE, FL 34786

    $2,895,000123 Days on yellowkey   MLS ID: O6371471

    REDUCED by $100,000 (3.3%) on 05/11/2026

    For Sale O6371471 - 10870 BAYSHORE DR, WINDERMERE, FL 34786 60 photos

    Bed: 4   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4693
       Built: 1999   Tax: $27,527 (2024)
    Community: Lake Down Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $18,157 (change assumption)
    Mortgage ($15,863) + Taxes in 2024 ($2,294)


    Taxes:$27,527

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 12305 VIA DERNA PL, WINDERMERE, FL 34786

    $465,000133 Days on yellowkey   MLS ID: O6374964

    REDUCED by $5,000 (1.1%) on 04/17/2026

    For Sale O6374964 - 12305 VIA DERNA PL, WINDERMERE, FL 34786 24 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1891
       Built: 2014
    Monthly Fee: $316
       Tax: $5,016 (2025)
    Community: Carrington
    Townhouse


    Estimated Monthly Payment: $3,282 (change assumption)
    Mortgage ($2,548) + Fees ($316) + Taxes in 2025 ($418)


    Taxes:$5,016

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 9669 WESTOVER CLUB CIR, WINDERMERE, FL 34786

    $750,00094 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


  • 13448 BELLARIA CIR, WINDERMERE, FL 34786

    $3,200,000253 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


  • 11564 MIZZON DR #930, WINDERMERE, FL 34786

    $325,00029 Days on yellowkey   MLS ID: O6404607

    REDUCED by $10,000 (3.0%) on 05/31/2026

    For Sale O6404607 - 11564 MIZZON DR #930, WINDERMERE, FL 34786 38 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1442
       Built: 2006   Tax: $4,561 (2025)
    Community: Lakeside/Lks/Windermere Condo
    Condo


    Estimated Monthly Payment: $2,161 (change assumption)
    Mortgage ($1,781) + Taxes in 2025 ($380)


    Taxes:$4,561

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9144 ISLEWORTH GARDENS DR, WINDERMERE, FL 34786

    $4,450,00054 Days on yellowkey   MLS ID: O6397842

    For Sale O6397842 - 9144 ISLEWORTH GARDENS DR, WINDERMERE, FL 34786 63 photos

    Bed: 3   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 5004
       Built: 2019
    Monthly Fee: $1,146
       Tax: $35,432 (2025)
    Community: Isleworth
    Spa: No

    Single Family


    Estimated Monthly Payment: $28,482 (change assumption)
    Mortgage ($24,383) + Fees ($1,146) + Taxes in 2025 ($2,953)


    Taxes:$35,432

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle




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

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