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Displaying: For Sale

Location: Windermere

Property Type(s): Single Family

Price: $1,000,000+

Windermere - 178 properties found

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  • 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


  • 6219 TIROCO WAY, WINDERMERE, FL 34786

    $2,600,00093 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


  • 5199 LATROBE DR, WINDERMERE, FL 34786

    $5,300,00013 Days on yellowkey   MLS ID: O6409961

    For Sale O6409961 - 5199 LATROBE DR, WINDERMERE, FL 34786 64 photos

    Bed: 6   Bath: 6.5   Gar: 4
    Liv Area Sq Ft: 4665
       Built: 1993
    Monthly Fee: $1,224
       Tax: $37,241 (2025)
    Community: Isleworth
    Single Family


    Estimated Monthly Payment: $33,368 (change assumption)
    Mortgage ($29,040) + Fees ($1,224) + Taxes in 2025 ($3,103)


    Taxes:$37,241

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 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


  • 14383 CREST PALM AVE, WINDERMERE, FL 34786

    $1,166,990136 Days on yellowkey   MLS ID: G5107222

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

    For Sale G5107222 - 14383 CREST PALM AVE, WINDERMERE, FL 34786 51 photos

    Bed: 6   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3550
       Built: 2026
    Monthly Fee: $245
       Tax: $2,489 (2025)
    Community: Palms At Windermere
    Single Family


    Estimated Monthly Payment: $6,847 (change assumption)
    Mortgage ($6,394) + Fees ($245) + Taxes in 2025 ($207)


    Taxes:$2,489

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 6130 GROSVENOR SHORE DR, WINDERMERE, FL 34786

    $3,150,000199 Days on yellowkey   MLS ID: O6361099

    For Sale O6361099 - 6130 GROSVENOR SHORE DR, WINDERMERE, FL 34786 53 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4676
       Built: 2010
    Monthly Fee: $283
       Tax: $24,892 (2024)
    Community: Keenes Pointe
    Single Family


    Estimated Monthly Payment: $19,617 (change assumption)
    Mortgage ($17,260) + Fees ($283) + Taxes in 2024 ($2,074)


    Taxes:$24,892

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 9119 BALMORAL MEWS SQ, WINDERMERE, FL 34786

    $1,450,00040 Days on yellowkey   MLS ID: S5146725

    REDUCED by $49,000 (3.3%) on 05/27/2026

    For Sale S5146725 - 9119 BALMORAL MEWS SQ, WINDERMERE, FL 34786 64 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4052
       Built: 1998
    Monthly Fee: $267
       Tax: $18,350 (2025)
    Community: Balmoral
    Single Family


    Estimated Monthly Payment: $9,741 (change assumption)
    Mortgage ($7,945) + Fees ($267) + Taxes in 2025 ($1,529)


    Taxes:$18,350

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha 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


  • 9323 GLADYS GARDEN CT, WINDERMERE, FL 34786

    $11,900,000116 Days on yellowkey   MLS ID: O6381880

    REDUCED by $600,000 (4.8%) on 05/26/2026

    For Sale O6381880 - 9323 GLADYS GARDEN CT, WINDERMERE, FL 34786 84 photos

    Bed: 6   Bath: 8.0   Gar: 4
    Liv Area Sq Ft: 9770
       Built: 2026
    Monthly Fee: $1,099
       Tax: $21,279 (2025)
    Community: Isleworth
    Spa: No

    Single Family


    Estimated Monthly Payment: $68,076 (change assumption)
    Mortgage ($65,204) + Fees ($1,099) + Taxes in 2025 ($1,773)


    Taxes:$21,279

    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


  • 11536 CLAYMONT CIR, WINDERMERE, FL 34786

    $1,175,00075 Days on yellowkey   MLS ID: O6392958

    REDUCED by $75,000 (6.0%) on 05/26/2026

    For Sale O6392958 - 11536 CLAYMONT CIR, WINDERMERE, FL 34786 68 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2882
       Built: 2002
    Monthly Fee: $298
       Tax: $8,766 (2025)
    Community: Keenes Pointe Ut 04 Sec 31 48 82
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,467 (change assumption)
    Mortgage ($6,438) + Fees ($298) + Taxes in 2025 ($731)


    Taxes:$8,766

    Elementary School: Windermere Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 1361 WHITNEY ISLES DR, WINDERMERE, FL 34786

    $1,200,000236 Days on yellowkey   MLS ID: O6352069

    For Sale O6352069 - 1361 WHITNEY ISLES DR, WINDERMERE, FL 34786 49 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2787
       Built: 2006
    Monthly Fee: $136
       Tax: $6,975 (2024)
    Community: Whitney Isles/Belmere Ph 02
    Single Family


    Estimated Monthly Payment: $7,292 (change assumption)
    Mortgage ($6,575) + Fees ($136) + Taxes in 2024 ($581)


    Taxes:$6,975

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge 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


  • 14353 CREST PALM AVE, WINDERMERE, FL 34786

    $1,039,09145 Days on yellowkey   MLS ID: G5111542

    For Sale G5111542 - 14353 CREST PALM AVE, WINDERMERE, FL 34786 32 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2740
       Built: 2026
    Monthly Fee: $245
       Tax: $1,309 (2025)
    Community: Palms At Windermere
    Single Family


    Estimated Monthly Payment: $6,048 (change assumption)
    Mortgage ($5,694) + Fees ($245) + Taxes in 2025 ($109)


    Taxes:$1,309

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 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


  • 10577 DOWN LAKEVIEW CIR, WINDERMERE, FL 34786

    $3,450,000133 Days on yellowkey   MLS ID: O6377244

    REDUCED by $25,000 (0.7%) on 05/07/2026

    For Sale O6377244 - 10577 DOWN LAKEVIEW CIR, WINDERMERE, FL 34786 100 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 5273
       Built: 1986
    Monthly Fee: $103
       Tax: $28,092 (2025)
    Community: Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $21,348 (change assumption)
    Mortgage ($18,904) + Fees ($103) + Taxes in 2025 ($2,341)


    Taxes:$28,092

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 1125 KELSO BLVD, WINDERMERE, FL 34786

    $1,425,00032 Days on yellowkey   MLS ID: O6406003

    0 Days Off yellowkey (back on 5/22/2026)

    For Sale O6406003 - 1125 KELSO BLVD, WINDERMERE, FL 34786 61 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3660
       Built: 1992
    Monthly Fee: $63
       Tax: $13,799 (2025)
    Community: Kelso On Lake Butler
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,021 (change assumption)
    Mortgage ($7,808) + Fees ($63) + Taxes in 2025 ($1,150)


    Taxes:$13,799

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater 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.