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Windermere Homes For Sale & Real Estate - 328 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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  • 13448 BELLARIA CIR, WINDERMERE, FL 34786

    $3,200,000265 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

    $325,00041 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

    $4,450,00066 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

    $550,00015 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

    $1,090,00015 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


  • 11326 LEDGEMENT LN, WINDERMERE, FL 34786

    $939,00024 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

    $1,299,00018 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

    $2,400,00018 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


  • 11434 JASPER KAY TER #106, WINDERMERE, FL 34786

    $320,00016 Days on yellowkey   MLS ID: S5150874

    For Sale S5150874 - 11434 JASPER KAY TER #106, WINDERMERE, FL 34786 49 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1455
       Built: 2007
    Monthly Fee: $485
       Tax: $4,640 (2025)
    Community: Lakeside/Lks/Windermere
    Condo


    Estimated Monthly Payment: $2,625 (change assumption)
    Mortgage ($1,753) + Fees ($485) + Taxes in 2025 ($387)


    Taxes:$4,640

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13048 LAKE ROPER CT., WINDERMERE, FL 34786

    $1,890,000275 Days on yellowkey   MLS ID: O6342354

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

    REDUCED by $60,000 (3.1%) on 04/22/2026

    For Sale O6342354 - 13048 LAKE ROPER CT., WINDERMERE, FL 34786 80 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4130
       Built: 2002
    Monthly Fee: $333
       Tax: $14,738 (2025)
    Community: Windermere Pointe
    Single Family


    Estimated Monthly Payment: $11,917 (change assumption)
    Mortgage ($10,356) + Fees ($333) + Taxes in 2025 ($1,228)


    Taxes:$14,738

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13106 ORANGE ISLE DR, WINDERMERE, FL 34786

    $870,000188 Days on yellowkey   MLS ID: O6361057

    INCREASED by $20,000 (2.4%) on 05/30/2026

    For Sale O6361057 - 13106 ORANGE ISLE DR, WINDERMERE, FL 34786 69 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3312
       Built: 2022
    Monthly Fee: $95
       Tax: $11,893 (2025)
    Community: Sanctuary/Lks/Windermere
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,853 (change assumption)
    Mortgage ($4,767) + Fees ($95) + Taxes in 2025 ($991)


    Taxes:$11,893

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 13124 FILLY CT, WINDERMERE, FL 34786

    $1,575,000415 Days on yellowkey   MLS ID: O6303140

    For Sale O6303140 - 13124 FILLY CT, WINDERMERE, FL 34786 51 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3300
       Built: 1989
    Monthly Fee: $46
       Tax: $15,459 (2024)
    Community: Farms
    Spa: No

    Single Family


    Estimated Monthly Payment: $9,964 (change assumption)
    Mortgage ($8,630) + Fees ($46) + Taxes in 2024 ($1,288)


    Taxes:$15,459

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 9960 6TH ST, WINDERMERE, FL 34786

    $3,750,00016 Days on yellowkey   MLS ID: O6412077

    For Sale O6412077 - 9960 6TH ST, WINDERMERE, FL 34786 1 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 6182
       Built: 2027   Tax: $5,791 (2025)
    Community: Gotha Town
    Single Family


    Estimated Monthly Payment: $21,030 (change assumption)
    Mortgage ($20,547) + Taxes in 2025 ($483)


    Taxes:$5,791

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 6102 S HAMPSHIRE CT, WINDERMERE, FL 34786

    $2,399,000268 Days on yellowkey   MLS ID: O6344907

    REDUCED by $100,000 (4.0%) on 05/29/2026

    For Sale O6344907 - 6102 S HAMPSHIRE CT, WINDERMERE, FL 34786 47 photos

    Bed: 4   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4810
       Built: 2002
    Monthly Fee: $277
       Tax: $17,161 (2024)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,852 (change assumption)
    Mortgage ($13,145) + Fees ($277) + Taxes in 2024 ($1,430)


    Taxes:$17,161

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 12132 MONTALCINO CIR, WINDERMERE, FL 34786

    $3,790,000221 Days on yellowkey   MLS ID: O6319854

    0 Days Off yellowkey (back on 5/29/2026)

    REDUCED by $160,000 (4.1%) on 05/13/2026

    For Sale O6319854 - 12132 MONTALCINO CIR, WINDERMERE, FL 34786 90 photos

    Bed: 6   Bath: 7.0   Gar: 3
    Liv Area Sq Ft: 5709
       Built: 2016
    Monthly Fee: $242
       Tax: $38,798 (2024)
    Community: Casa Del Lago Rep
    Single Family


    Estimated Monthly Payment: $24,242 (change assumption)
    Mortgage ($20,767) + Fees ($242) + Taxes in 2024 ($3,233)


    Taxes:$38,798

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 1554 LAKE RHEA DR, WINDERMERE, FL 34786

    $1,350,00037 Days on yellowkey   MLS ID: O6406297

    REDUCED by $50,000 (3.6%) on 05/29/2026

    For Sale O6406297 - 1554 LAKE RHEA DR, WINDERMERE, FL 34786 59 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3427
       Built: 2004
    Monthly Fee: $241
       Tax: $9,102 (2025)
    Community: Reserve At Belmere
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,397 (change assumption)
    Mortgage ($7,397) + Fees ($241) + Taxes in 2025 ($759)


    Taxes:$9,102

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 11822 SILVERLAKE PARK DR, WINDERMERE, FL 34786

    $495,00017 Days on yellowkey   MLS ID: O6409301

    For Sale O6409301 - 11822 SILVERLAKE PARK DR, WINDERMERE, FL 34786 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1829
       Built: 2014
    Monthly Fee: $85
       Tax: $6,641 (2025)
    Community: Windermere Trls Ph 1C
    Single Family


    Estimated Monthly Payment: $3,351 (change assumption)
    Mortgage ($2,712) + Fees ($85) + Taxes in 2025 ($553)


    Taxes:$6,641

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 5001 LATROBE DR, WINDERMERE, FL 34786

    $3,299,99989 Days on yellowkey   MLS ID: O6389183

    REDUCED by $200,000 (5.7%) on 05/28/2026

    For Sale O6389183 - 5001 LATROBE DR, WINDERMERE, FL 34786 40 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4417
       Built: 1990
    Monthly Fee: $1,043
       Tax: $30,452 (2024)
    Community: Isleworth
    Spa: No

    Single Family


    Estimated Monthly Payment: $21,662 (change assumption)
    Mortgage ($18,082) + Fees ($1,043) + Taxes in 2024 ($2,538)


    Taxes:$30,452

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6390 SOUTHBRIDGE ST, WINDERMERE, FL 34786

    $395,000109 Days on yellowkey   MLS ID: O6385153

    For Sale O6385153 - 6390 SOUTHBRIDGE ST, WINDERMERE, FL 34786 34 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1632
       Built: 2007
    Monthly Fee: $249
       Tax: $6,073 (2025)
    Community: Southbridge Village
    Townhouse


    Estimated Monthly Payment: $2,919 (change assumption)
    Mortgage ($2,164) + Fees ($249) + Taxes in 2025 ($506)


    Taxes:$6,073

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 6219 TIROCO WAY, WINDERMERE, FL 34786

    $2,600,00098 Days on yellowkey   MLS ID: O6387454

    For Sale O6387454 - 6219 TIROCO WAY, WINDERMERE, FL 34786 41 photos

    Bed: 7   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 5221
       Built: 2014
    Monthly Fee: $310
       Tax: $27,796 (2025)
    Community: Waterstone
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $16,873 (change assumption)
    Mortgage ($14,246) + Fees ($310) + Taxes in 2025 ($2,316)


    Taxes:$27,796

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater 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.