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Displaying: For Sale

Location: Windermere

Property Type(s): Single Family

Beds: 5 to 5

Windermere - 86 properties found

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  • 13124 FILLY CT, WINDERMERE, FL 34786

    $1,575,000410 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


  • 9222 TIBET POINTE CIR, WINDERMERE, FL 34786

    $2,599,00032 Days on yellowkey   MLS ID: O6405278

    REDUCED by $100,000 (3.7%) on 05/30/2026

    For Sale O6405278 - 9222 TIBET POINTE CIR, WINDERMERE, FL 34786 100 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 5323
       Built: 2009
    Monthly Fee: $298
       Tax: $27,697 (2025)
    Community: Keenes Pointe 46/104
    Single Family


    Estimated Monthly Payment: $16,847 (change assumption)
    Mortgage ($14,241) + Fees ($298) + Taxes in 2025 ($2,308)


    Taxes:$27,697

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9960 6TH ST, WINDERMERE, FL 34786

    $3,750,00011 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


  • 5001 LATROBE DR, WINDERMERE, FL 34786

    $3,299,99984 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


  • 9257 OUTLOOK ROCK TRL, WINDERMERE, FL 34786

    $879,999121 Days on yellowkey   MLS ID: S5143447

    REDUCED by $19,991 (2.2%) on 05/28/2026

    For Sale S5143447 - 9257 OUTLOOK ROCK TRL, WINDERMERE, FL 34786 56 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3619
       Built: 2017   Tax: $488 (2024)
    Community: Windermere Trls Ph 4B
    Single Family


    Estimated Monthly Payment: $4,862 (change assumption)
    Mortgage ($4,822) + Taxes in 2024 ($41)


    Taxes:$488

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 12623 PARK AVE, WINDERMERE, FL 34786

    $3,800,00014 Days on yellowkey   MLS ID: O6410693

    For Sale O6410693 - 12623 PARK AVE, WINDERMERE, FL 34786 87 photos

    Bed: 5   Bath: 6.0   Gar: 6
    Liv Area Sq Ft: 7120
       Built: 2023
    Monthly Fee: $687
       Tax: $23,243 (2025)
    Community: Chaine De Lac
    Single Family


    Estimated Monthly Payment: $23,445 (change assumption)
    Mortgage ($20,821) + Fees ($687) + Taxes in 2025 ($1,937)


    Taxes:$23,243

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 7231 SANGALLA DR, WINDERMERE, FL 34786

    $1,398,00083 Days on yellowkey   MLS ID: O6390817

    REDUCED by $52,000 (3.6%) on 05/18/2026

    For Sale O6390817 - 7231 SANGALLA DR, WINDERMERE, FL 34786 53 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3835
       Built: 2011
    Monthly Fee: $247
       Tax: $11,139 (2025)
    Community: Casa Del Lago-Replat
    Single Family


    Estimated Monthly Payment: $8,835 (change assumption)
    Mortgage ($7,660) + Fees ($247) + Taxes in 2025 ($928)


    Taxes:$11,139

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 13450 SUNKISS LOOP, WINDERMERE, FL 34786

    $574,90013 Days on yellowkey   MLS ID: O6407409

    For Sale O6407409 - 13450 SUNKISS LOOP, WINDERMERE, FL 34786 16 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2272
       Built: 2005
    Monthly Fee: $131
       Tax: $8,219 (2025)
    Community: Summerport Ph 03
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,966 (change assumption)
    Mortgage ($3,150) + Fees ($131) + Taxes in 2025 ($685)


    Taxes:$8,219

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 11866 CAMDEN PARK DR, WINDERMERE, FL 34786

    $959,90096 Days on yellowkey   MLS ID: O6381558

    0 Days Off yellowkey (back on 5/27/2026)

    REDUCED by $25,000 (2.5%) on 05/14/2026

    For Sale O6381558 - 11866 CAMDEN PARK DR, WINDERMERE, FL 34786 57 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3337
       Built: 2006
    Monthly Fee: $298
       Tax: $13,742 (2025)
    Community: Keenes Pointe
    Single Family


    Estimated Monthly Payment: $6,703 (change assumption)
    Mortgage ($5,260) + Fees ($298) + Taxes in 2025 ($1,145)


    Taxes:$13,742

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 11524 CLAYMONT CIR, WINDERMERE, FL 34786

    $1,288,99914 Days on yellowkey   MLS ID: O6410754

    For Sale O6410754 - 11524 CLAYMONT CIR, WINDERMERE, FL 34786 48 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3358
       Built: 2003
    Monthly Fee: $298

    Community: Keenes Pointe
    Single Family


    Estimated Monthly Payment: $7,361 (change assumption)
    Mortgage ($7,063) + Fees ($298) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 6462 DEACON CIR, WINDERMERE, FL 34786

    $6,950,00027 Days on yellowkey   MLS ID: O6407107

    For Sale O6407107 - 6462 DEACON CIR, WINDERMERE, FL 34786 46 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 7178
       Built: 1997
    Monthly Fee: $1,224
       Tax: $108,011 (2025)
    Community: Isleworth
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $48,306 (change assumption)
    Mortgage ($38,081) + Fees ($1,224) + Taxes in 2025 ($9,001)


    Taxes:$108,011

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 6120 GREATWATER DR, WINDERMERE, FL 34786

    $4,399,00036 Days on yellowkey   MLS ID: O6404574

    For Sale O6404574 - 6120 GREATWATER DR, WINDERMERE, FL 34786 92 photos

    Bed: 5   Bath: 5.0   Gar: 4
    Liv Area Sq Ft: 5580
       Built: 1999
    Monthly Fee: $298
       Tax: $32,016 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $27,070 (change assumption)
    Mortgage ($24,104) + Fees ($298) + Taxes in 2025 ($2,668)


    Taxes:$32,016

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 1849 WATERMERE LN, WINDERMERE, FL 34786

    $1,299,00087 Days on yellowkey   MLS ID: O6389840

    0 Days Off yellowkey (back on 5/25/2026)

    REDUCED by $26,000 (2.0%) on 05/04/2026

    For Sale O6389840 - 1849 WATERMERE LN, WINDERMERE, FL 34786 31 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3934
       Built: 2005
    Monthly Fee: $267
       Tax: $8,439 (2024)
    Community: Windermere Grande
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,088 (change assumption)
    Mortgage ($7,118) + Fees ($267) + Taxes in 2024 ($703)


    Taxes:$8,439

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 9527 QUEENSBURY CT, WINDERMERE, FL 34786

    $1,499,90020 Days on yellowkey   MLS ID: O6408997

    For Sale O6408997 - 9527 QUEENSBURY CT, WINDERMERE, FL 34786 78 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 5378
       Built: 1998
    Monthly Fee: $101
       Tax: $20,104 (2025)
    Community: Windsor Hill
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,995 (change assumption)
    Mortgage ($8,218) + Fees ($101) + Taxes in 2025 ($1,675)


    Taxes:$20,104

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 5344 WATER CREEK DR, WINDERMERE, FL 34786

    $1,685,00021 Days on yellowkey   MLS ID: O6408495

    0 Days Off yellowkey (back on 5/24/2026)

    For Sale O6408495 - 5344 WATER CREEK DR, WINDERMERE, FL 34786 67 photos

    Bed: 5   Bath: 4.0   Gar: 4
    Liv Area Sq Ft: 3924
       Built: 2004   Tax: $13,028 (2025)
    Community: Lake Davis Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,318 (change assumption)
    Mortgage ($9,233) + Taxes in 2025 ($1,086)


    Taxes:$13,028

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 11015 HAWKSHEAD CT, WINDERMERE, FL 34786

    $1,529,99920 Days on yellowkey   MLS ID: O6405977

    For Sale O6405977 - 11015 HAWKSHEAD CT, WINDERMERE, FL 34786 42 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3868
       Built: 2004
    Monthly Fee: $640
       Tax: $18,824 (2025)
    Community: Reserve At Lake Butler Sound
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,592 (change assumption)
    Mortgage ($8,383) + Fees ($640) + Taxes in 2025 ($1,569)


    Taxes:$18,824

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 4226 DOWNEAST LN, WINDERMERE, FL 34786

    $10,500,000228 Days on yellowkey   MLS ID: O6355233

    REDUCED by $1,300,000 (11.0%) on 04/08/2026

    For Sale O6355233 - 4226 DOWNEAST LN, WINDERMERE, FL 34786 29 photos

    Bed: 5   Bath: 3.0   Gar: 4
    Liv Area Sq Ft: 5316
       Built: 1980   Tax: $10,926 (2024)
    Community: Na
    Single Family


    Estimated Monthly Payment: $58,443 (change assumption)
    Mortgage ($57,533) + Taxes in 2024 ($910)


    Taxes:$10,926

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 12718 WINDERMERE ISLES PL, WINDERMERE, FL 34786

    $1,490,00054 Days on yellowkey   MLS ID: O6399958

    For Sale O6399958 - 12718 WINDERMERE ISLES PL, WINDERMERE, FL 34786 57 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3487
       Built: 1997
    Monthly Fee: $130
       Tax: $6,661 (2025)
    Community: Isles Windermere
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,849 (change assumption)
    Mortgage ($8,164) + Fees ($130) + Taxes in 2025 ($555)


    Taxes:$6,661

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 1925 BREEZY HILL DRIVE WINDERMERE FLORIDA 34786, WINDERMERE, FL 34786

    $862,00055 Days on yellowkey   MLS ID: O6398784

    1 Days Off yellowkey (back on 5/20/2026)

    REDUCED by $18,000 (2.0%) on 05/15/2026

    For Sale O6398784 - 1925 BREEZY HILL DRIVE WINDERMERE FLORIDA 34786, WINDERMERE, FL 34786 39 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3063
       Built: 2001
    Monthly Fee: $115
       Tax: $6,661 (2025)
    Community: Westover Club Ph 1 Rep
    Single Family


    Estimated Monthly Payment: $5,393 (change assumption)
    Mortgage ($4,723) + Fees ($115) + Taxes in 2025 ($555)


    Taxes:$6,661

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 4806 ALEXANDRA GARDEN CT, WINDERMERE, FL 34786

    $4,200,00021 Days on yellowkey   MLS ID: O6408804

    0 Days Off yellowkey (back on 5/19/2026)

    For Sale O6408804 - 4806 ALEXANDRA GARDEN CT, WINDERMERE, FL 34786 67 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 5695
       Built: 2008
    Monthly Fee: $1,224
       Tax: $41,679 (2025)
    Community: Isleworth
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $27,710 (change assumption)
    Mortgage ($23,013) + Fees ($1,224) + Taxes in 2025 ($3,473)


    Taxes:$41,679

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle






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.