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Displaying: For Sale

Location: Windermere

Property Type(s): Single Family

Windermere - 280 properties found

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  • 9575 WESTOVER ROBERTS RD, WINDERMERE, FL 34786

    $4,850,000210 Days on yellowkey   MLS ID: O6357873

    REDUCED by $75,000 (1.5%) on 05/11/2026

    For Sale O6357873 - 9575 WESTOVER ROBERTS RD, WINDERMERE, FL 34786 95 photos

    Bed: 7   Bath: 8.0   Gar: 6
    Liv Area Sq Ft: 8931
       Built: 2008   Tax: $30,908 (2024)
    Community: Gotha Town
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $29,150 (change assumption)
    Mortgage ($26,575) + Taxes in 2024 ($2,576)


    Taxes:$30,908

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 8632 ABBOTSBURY DR, WINDERMERE, FL 34786

    $625,00032 Days on yellowkey   MLS ID: O6406433

    For Sale O6406433 - 8632 ABBOTSBURY DR, WINDERMERE, FL 34786 32 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2720
       Built: 2004
    Monthly Fee: $167
       Tax: $8,567 (2025)
    Community: Lakes/Windermere-Peachtree
    Single Family


    Estimated Monthly Payment: $4,305 (change assumption)
    Mortgage ($3,425) + Fees ($167) + Taxes in 2025 ($714)


    Taxes:$8,567

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 8552 POWDER RIDGE TRL, WINDERMERE, FL 34786

    $680,000104 Days on yellowkey   MLS ID: S5144276

    For Sale S5144276 - 8552 POWDER RIDGE TRL, WINDERMERE, FL 34786 30 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2612
       Built: 2016
    Monthly Fee: $82
       Tax: $8,150 (2024)
    Community: Windermere Trls Ph 3B
    Single Family


    Estimated Monthly Payment: $4,487 (change assumption)
    Mortgage ($3,726) + Fees ($82) + Taxes in 2024 ($679)


    Taxes:$8,150

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5413 WALSH POND CT, WINDERMERE, FL 34786

    $800,00077 Days on yellowkey   MLS ID: O6391919

    REDUCED by $75,000 (8.6%) on 05/09/2026

    For Sale O6391919 - 5413 WALSH POND CT, WINDERMERE, FL 34786 31 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3124
       Built: 2006
    Monthly Fee: $130
       Tax: $10,646 (2025)
    Community: Edens Hammock
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,401 (change assumption)
    Mortgage ($4,383) + Fees ($130) + Taxes in 2025 ($887)


    Taxes:$10,646

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 11472 PARK AVE NE, WINDERMERE, FL 34786

    $1,125,000147 Days on yellowkey   MLS ID: G5105731

    5 Days Off yellowkey (back on 4/28/2026)

    For Sale G5105731 - 11472 PARK AVE NE, WINDERMERE, FL 34786 67 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3166
       Built: 1985
    Monthly Fee: $21
       Tax: $5,774 (2025)
    Community: Windermere
    Single Family


    Estimated Monthly Payment: $6,666 (change assumption)
    Mortgage ($6,164) + Fees ($21) + Taxes in 2025 ($481)


    Taxes:$5,774

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Gotha Middle


  • 6606 SAWYER SHORES LN, WINDERMERE, FL 34786

    $2,500,000103 Days on yellowkey   MLS ID: O6386058

    For Sale O6386058 - 6606 SAWYER SHORES LN, WINDERMERE, FL 34786 19 photos

    Bed: 5   Bath: 4.0   Gar: 4
    Liv Area Sq Ft: 5516
       Built: 2025   Tax: $3,720 (2024)
    Community: Sawyer Shores Sub
    Single Family


    Estimated Monthly Payment: $14,008 (change assumption)
    Mortgage ($13,698) + Taxes in 2024 ($310)


    Taxes:$3,720

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6560 LAKE BURDEN VIEW DR, WINDERMERE, FL 34786

    $1,890,000110 Days on yellowkey   MLS ID: O6381835

    For Sale O6381835 - 6560 LAKE BURDEN VIEW DR, WINDERMERE, FL 34786 30 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3687
       Built: 2006
    Monthly Fee: $298
       Tax: $24,050 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,658 (change assumption)
    Mortgage ($10,356) + Fees ($298) + Taxes in 2025 ($2,004)


    Taxes:$24,050

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 9237 SABAL PALM CIR, WINDERMERE, FL 34786

    $769,99566 Days on yellowkey   MLS ID: G5110005

    REDUCED by $20,000 (2.5%) on 05/07/2026

    For Sale G5110005 - 9237 SABAL PALM CIR, WINDERMERE, FL 34786 44 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2469
       Built: 1985
    Monthly Fee: $32
       Tax: $3,444 (2025)
    Community: Silver Woods Ph 01
    Single Family


    Estimated Monthly Payment: $4,538 (change assumption)
    Mortgage ($4,219) + Fees ($32) + Taxes in 2025 ($287)


    Taxes:$3,444

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8525 BOWDEN WAY, WINDERMERE, FL 34786

    $999,00034 Days on yellowkey   MLS ID: O6405195

    For Sale O6405195 - 8525 BOWDEN WAY, WINDERMERE, FL 34786 44 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2357
       Built: 2000
    Monthly Fee: $298
       Tax: $5,825 (2025)
    Community: Keenes Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,257 (change assumption)
    Mortgage ($5,474) + Fees ($298) + Taxes in 2025 ($485)


    Taxes:$5,825

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 13420 BONICA WAY, WINDERMERE, FL 34786

    $1,875,000256 Days on yellowkey   MLS ID: O6347722

    For Sale O6347722 - 13420 BONICA WAY, WINDERMERE, FL 34786 63 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4489
       Built: 2006
    Monthly Fee: $297
       Tax: $19,325 (2025)
    Community: Tildens Grove
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,181 (change assumption)
    Mortgage ($10,274) + Fees ($297) + Taxes in 2025 ($1,610)


    Taxes:$19,325

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 5070 DOWN POINT LN, WINDERMERE, FL 34786

    $4,995,000103 Days on yellowkey   MLS ID: O6385276

    For Sale O6385276 - 5070 DOWN POINT LN, WINDERMERE, FL 34786 57 photos

    Bed: 6   Bath: 6.5   Gar: 4
    Liv Area Sq Ft: 7349
       Built: 1998
    Monthly Fee: $229
       Tax: $58,446 (2025)
    Community: Sunset Bay
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $32,469 (change assumption)
    Mortgage ($27,369) + Fees ($229) + Taxes in 2025 ($4,871)


    Taxes:$58,446

    Elementary School: Windermere Elem

    High School: None

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 5138 FAIRWAY OAKS DR, WINDERMERE, FL 34786

    $5,500,00045 Days on yellowkey   MLS ID: O6401757

    For Sale O6401757 - 5138 FAIRWAY OAKS DR, WINDERMERE, FL 34786 51 photos

    Bed: 4   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4330
       Built: 1994
    Monthly Fee: $1,224
       Tax: $19,599 (2025)
    Community: Isleworth
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $32,994 (change assumption)
    Mortgage ($30,136) + Fees ($1,224) + Taxes in 2025 ($1,633)


    Taxes:$19,599

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 436 E 7TH AVE, WINDERMERE, FL 34786

    $2,175,000244 Days on yellowkey   MLS ID: O6350454

    For Sale O6350454 - 436 E 7TH AVE, WINDERMERE, FL 34786 30 photos

    Bed: 4   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3136
       Built: 2025   Tax: $13,016 (2025)
    Community: Windermere Town Rep
    Single Family


    Estimated Monthly Payment: $13,002 (change assumption)
    Mortgage ($11,918) + Taxes in 2025 ($1,085)


    Taxes:$13,016

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5151 LATROBE DR, WINDERMERE, FL 34786

    $3,900,00081 Days on yellowkey   MLS ID: O6392380

    REDUCED by $200,000 (4.9%) on 05/05/2026

    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: $24,512 (change assumption)
    Mortgage ($21,369) + Fees ($1,224) + Taxes in 2025 ($1,918)


    Taxes:$23,020

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13430 HOPKINTON CT, WINDERMERE, FL 34786

    $585,000256 Days on yellowkey   MLS ID: O6346406

    1 Days Off yellowkey (back on 5/1/2026)

    For Sale O6346406 - 13430 HOPKINTON CT, WINDERMERE, FL 34786 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1732
       Built: 2005
    Monthly Fee: $167
       Tax: $7,277 (2024)
    Community: Lakes/Windermere-Peachtree
    Single Family


    Estimated Monthly Payment: $3,979 (change assumption)
    Mortgage ($3,205) + Fees ($167) + Taxes in 2024 ($606)


    Taxes:$7,277

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2 CHASE RD, WINDERMERE, FL 34786

    $3,200,000265 Days on yellowkey   MLS ID: O6345197

    For Sale O6345197 - 2 CHASE RD, WINDERMERE, FL 34786 3 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3889
       Built: 2026   Tax: $3,100 (2024)
    Community: Windermere
    Single Family


    Estimated Monthly Payment: $17,792 (change assumption)
    Mortgage ($17,534) + Taxes in 2024 ($258)


    Taxes:$3,100

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 9721 CARILLON PARK DR, WINDERMERE, FL 34786

    $5,000,000295 Days on yellowkey   MLS ID: O6336879

    For Sale O6336879 - 9721 CARILLON PARK DR, WINDERMERE, FL 34786 81 photos

    Bed: 6   Bath: 8.0   Gar: 4
    Liv Area Sq Ft: 8305
       Built: 2011
    Monthly Fee: $283
       Tax: $47,936 (2023)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $31,674 (change assumption)
    Mortgage ($27,397) + Fees ($283) + Taxes in 2023 ($3,995)


    Taxes:$47,936

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2023

    Middle School: Bridgewater Middle


  • 4029 ISABELLA CIR, WINDERMERE, FL 34786

    $3,299,00054 Days on yellowkey   MLS ID: O6400064

    0 Days Off yellowkey (back on 5/4/2026)

    For Sale O6400064 - 4029 ISABELLA CIR, WINDERMERE, FL 34786 98 photos

    Bed: 6   Bath: 7.0   Gar: 3
    Liv Area Sq Ft: 7217
       Built: 2018
    Monthly Fee: $480
       Tax: $30,300 (2025)
    Community: Casabella
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $21,081 (change assumption)
    Mortgage ($18,076) + Fees ($480) + Taxes in 2025 ($2,525)


    Taxes:$30,300

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 4301 DOWN POINT LN, WINDERMERE, FL 34786

    $2,950,00059 Days on yellowkey   MLS ID: O6398366

    For Sale O6398366 - 4301 DOWN POINT LN, WINDERMERE, FL 34786 61 photos

    Bed: 5   Bath: 4.0   Gar: 6
    Liv Area Sq Ft: 7153
       Built: 1983   Tax: $19,012 (2025)
    Community: Down Point Sub
    Single Family


    Estimated Monthly Payment: $17,748 (change assumption)
    Mortgage ($16,164) + Taxes in 2025 ($1,584)


    Taxes:$19,012

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 9940 GROSVENOR POINTE CIR, WINDERMERE, FL 34786

    $3,195,000120 Days on yellowkey   MLS ID: O6380812

    1 Days Off yellowkey (back on 5/2/2026)

    For Sale O6380812 - 9940 GROSVENOR POINTE CIR, WINDERMERE, FL 34786 50 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 5071
       Built: 2014
    Monthly Fee: $283
       Tax: $29,036 (2024)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $20,209 (change assumption)
    Mortgage ($17,506) + Fees ($283) + Taxes in 2024 ($2,420)


    Taxes:$29,036

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle






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