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Windermere Single Family Homes For Sale - 265 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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  • 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


  • 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


  • 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


  • 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


  • 6412 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786

    $550,0003 Days on yellowkey   MLS ID: O6412095

    For Sale O6412095 - 6412 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786 38 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1984
       Built: 2012
    Monthly Fee: $130
       Tax: $6,210 (2025)
    Community: Windermere Lndgs Ph 02
    Single Family


    Estimated Monthly Payment: $3,661 (change assumption)
    Mortgage ($3,014) + Fees ($130) + Taxes in 2025 ($517)


    Taxes:$6,210

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1407 HEMPEL AVE, WINDERMERE, FL 34786

    $1,090,0003 Days on yellowkey   MLS ID: O6410840

    For Sale O6410840 - 1407 HEMPEL AVE, WINDERMERE, FL 34786 52 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2842
       Built: 1989   Tax: $10,727 (2025)
    Community: Gotha Town
    Single Family


    Estimated Monthly Payment: $6,866 (change assumption)
    Mortgage ($5,972) + Taxes in 2025 ($894)


    Taxes:$10,727

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9317 GLADYS GARDEN CT, WINDERMERE, FL 34786

    $7,999,0003 Days on yellowkey   MLS ID: O6410843

    For Sale O6410843 - 9317 GLADYS GARDEN CT, WINDERMERE, FL 34786 3 photos

    Bed: 6   Bath: 7.5   Gar: 4
    Liv Area Sq Ft: 8038
       Built: 2027
    Monthly Fee: $1,099
       Tax: $9,424 (2025)
    Community: Gardens/Isleworth
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $45,713 (change assumption)
    Mortgage ($43,829) + Fees ($1,099) + Taxes in 2025 ($785)


    Taxes:$9,424

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 11326 LEDGEMENT LN, WINDERMERE, FL 34786

    $939,00012 Days on yellowkey   MLS ID: O6409714

    For Sale O6409714 - 11326 LEDGEMENT LN, WINDERMERE, FL 34786 63 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3182
       Built: 2002
    Monthly Fee: $170
       Tax: $9,509 (2025)
    Community: Glenmuir 48 39
    Single Family


    Estimated Monthly Payment: $6,107 (change assumption)
    Mortgage ($5,145) + Fees ($170) + Taxes in 2025 ($792)


    Taxes:$9,509

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 2002 WATER KEY DR, WINDERMERE, FL 34786

    $1,299,0006 Days on yellowkey   MLS ID: O6408915

    0 Days Off yellowkey (back on 5/30/2026)

    For Sale O6408915 - 2002 WATER KEY DR, WINDERMERE, FL 34786 60 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3695
       Built: 2002
    Monthly Fee: $335
       Tax: $16,085 (2025)
    Community: Reserve At Waterford Pointe Ph 01
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,793 (change assumption)
    Mortgage ($7,118) + Fees ($335) + Taxes in 2025 ($1,340)


    Taxes:$16,085

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 10520 PARK RIDGE GOTHA RD, WINDERMERE, FL 34786

    $2,400,0006 Days on yellowkey   MLS ID: O6409659

    For Sale O6409659 - 10520 PARK RIDGE GOTHA RD, WINDERMERE, FL 34786 4 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3101
       Built: 1979   Tax: $3,341 (2025)
    Community: None
    Single Family


    Estimated Monthly Payment: $13,429 (change assumption)
    Mortgage ($13,150) + Taxes in 2025 ($278)


    Taxes:$3,341

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha 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.