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Displaying: For Sale

Location: Windermere

Property Type(s): Single Family

Living Area Square Feet: 3500+

Windermere - 149 properties found

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  • 8409 VIVARO ISLE WAY, WINDERMERE, FL 34786

    $1,187,00029 Days on yellowkey   MLS ID: G5112154

    REDUCED by $48,000 (3.9%) on 06/03/2026

    For Sale G5112154 - 8409 VIVARO ISLE WAY, WINDERMERE, FL 34786 92 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4176
       Built: 2019
    Monthly Fee: $299
       Tax: $9,493 (2025)
    Community: Windermere Isle
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,594 (change assumption)
    Mortgage ($6,504) + Fees ($299) + Taxes in 2025 ($791)


    Taxes:$9,493

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 13145 ZORI LN, WINDERMERE, FL 34786

    $750,00074 Days on yellowkey   MLS ID: O6394437

    1 Days Off yellowkey (back on 6/3/2026)

    REDUCED by $25,000 (3.2%) on 04/28/2026

    For Sale O6394437 - 13145 ZORI LN, WINDERMERE, FL 34786 24 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3597
       Built: 2003
    Monthly Fee: $102
       Tax: $10,490 (2025)
    Community: Providence
    Single Family


    Estimated Monthly Payment: $5,086 (change assumption)
    Mortgage ($4,109) + Fees ($102) + Taxes in 2025 ($874)


    Taxes:$10,490

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 6507 ROSELLA CT, WINDERMERE, FL 34786

    $7,400,000218 Days on yellowkey   MLS ID: O6353035

    5 Days Off yellowkey (back on 3/31/2026)

    For Sale O6353035 - 6507 ROSELLA CT, WINDERMERE, FL 34786 92 photos

    Bed: 7   Bath: 7.5   Gar: 4
    Liv Area Sq Ft: 10485
       Built: 2007
    Monthly Fee: $283
       Tax: $82,440 (2024)
    Community: Keenes Pointe 46/104
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $47,700 (change assumption)
    Mortgage ($40,547) + Fees ($283) + Taxes in 2024 ($6,870)


    Taxes:$82,440

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 9508 WINDY RIDGE RD, WINDERMERE, FL 34786

    $30,000,0007 Days on yellowkey   MLS ID: O6411343

    For Sale O6411343 - 9508 WINDY RIDGE RD, WINDERMERE, FL 34786 58 photos

    Bed: 7   Bath: 13.0   Gar: 12
    Liv Area Sq Ft: 51000
       Built: 2011   Tax: $162,563 (2024)
    Community: N/A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $177,926 (change assumption)
    Mortgage ($164,379) + Taxes in 2024 ($13,547)


    Taxes:$162,563

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 12699 HAWKSTONE DR, WINDERMERE, FL 34786

    $2,125,00046 Days on yellowkey   MLS ID: O6401293

    2 Days Off yellowkey (back on 6/2/2026)

    For Sale O6401293 - 12699 HAWKSTONE DR, WINDERMERE, FL 34786 81 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3751
       Built: 2006
    Monthly Fee: $80
       Tax: $22,152 (2025)
    Community: Lakes Windermere Ph 01 49 108
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $13,570 (change assumption)
    Mortgage ($11,644) + Fees ($80) + Taxes in 2025 ($1,846)


    Taxes:$22,152

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 5500 W LAKE BUTLER RD, WINDERMERE, FL 34786

    $4,700,00022 Days on yellowkey   MLS ID: O6408637

    For Sale O6408637 - 5500 W LAKE BUTLER RD, WINDERMERE, FL 34786 97 photos

    Bed: 8   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 7000
       Built: 1997   Tax: $17,387 (2025)
    Community: West Lake Butler Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $27,202 (change assumption)
    Mortgage ($25,753) + Taxes in 2025 ($1,449)


    Taxes:$17,387

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 1002 OAKDALE ST, WINDERMERE, FL 34786

    $975,00056 Days on yellowkey   MLS ID: TB8495717

    1 Days Off yellowkey (back on 4/22/2026)

    For Sale TB8495717 - 1002 OAKDALE ST, WINDERMERE, FL 34786 60 photos

    Bed: 4   Bath: 3.0   Gar: 4
    Liv Area Sq Ft: 3516
       Built: 1973   Tax: $8,799 (2025)
    Community: Windermere Town
    Single Family


    Estimated Monthly Payment: $6,076 (change assumption)
    Mortgage ($5,342) + Taxes in 2025 ($733)


    Taxes:$8,799

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12334 SUMMERPORT LN, WINDERMERE, FL 34786

    $6,500,00011 Days on yellowkey   MLS ID: O6412083

    For Sale O6412083 - 12334 SUMMERPORT LN, WINDERMERE, FL 34786 1 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 6182
       Built: 1966   Tax: $22,979 (2025)
    Community: Summerport Beach
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $37,530 (change assumption)
    Mortgage ($35,616) + Taxes in 2025 ($1,915)


    Taxes:$22,979

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 4906 AVIVA GARDEN CT, WINDERMERE, FL 34786

    $4,590,00050 Days on yellowkey   MLS ID: O6400218

    REDUCED by $100,000 (2.1%) on 06/01/2026

    For Sale O6400218 - 4906 AVIVA GARDEN CT, WINDERMERE, FL 34786 27 photos

    Bed: 3   Bath: 4.5   Gar: 4
    Liv Area Sq Ft: 6236
       Built: 2016
    Monthly Fee: $1,146
       Tax: $48,425 (2025)
    Community: Gardens/Isleworth Un #2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $30,331 (change assumption)
    Mortgage ($25,150) + Fees ($1,146) + Taxes in 2025 ($4,035)


    Taxes:$48,425

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2068 ROBERTS POINT DR, WINDERMERE, FL 34786

    $2,250,00054 Days on yellowkey   MLS ID: O6397543

    REDUCED by $100,000 (4.3%) on 06/01/2026

    For Sale O6397543 - 2068 ROBERTS POINT DR, WINDERMERE, FL 34786 81 photos

    Bed: 5   Bath: 4.0   Gar: 4
    Liv Area Sq Ft: 4876
       Built: 1999
    Monthly Fee: $325
       Tax: $12,356 (2025)
    Community: Waterford Pointe Ph 02 Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $13,683 (change assumption)
    Mortgage ($12,328) + Fees ($325) + Taxes in 2025 ($1,030)


    Taxes:$12,356

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 5074 ISLEWORTH COUNTRY CLUB DR, WINDERMERE, FL 34786

    $7,250,000146 Days on yellowkey   MLS ID: O6373191

    REDUCED by $345,000 (4.5%) on 05/21/2026

    For Sale O6373191 - 5074 ISLEWORTH COUNTRY CLUB DR, WINDERMERE, FL 34786 80 photos

    Bed: 5   Bath: 6.5   Gar: 3
    Liv Area Sq Ft: 7099
       Built: 1988
    Monthly Fee: $1,224
       Tax: $21,279 (2024)
    Community: Isleworth
    Single Family


    Estimated Monthly Payment: $42,722 (change assumption)
    Mortgage ($39,725) + Fees ($1,224) + Taxes in 2024 ($1,773)


    Taxes:$21,279

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2958 MARQUESAS CT, WINDERMERE, FL 34786

    $1,875,000218 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


  • 10870 BAYSHORE DR, WINDERMERE, FL 34786

    $2,895,000130 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


  • 13448 BELLARIA CIR, WINDERMERE, FL 34786

    $3,200,000260 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

    $4,450,00061 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


  • 9317 GLADYS GARDEN CT, WINDERMERE, FL 34786

    $7,999,00010 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


  • 2002 WATER KEY DR, WINDERMERE, FL 34786

    $1,299,00013 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


  • 13048 LAKE ROPER CT., WINDERMERE, FL 34786

    $1,890,000270 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


  • 9057 BALMORAL MEWS SQ, WINDERMERE, FL 34786

    $1,859,00087 Days on yellowkey   MLS ID: O6390656

    REDUCED by $40,000 (2.1%) on 05/29/2026

    For Sale O6390656 - 9057 BALMORAL MEWS SQ, WINDERMERE, FL 34786 67 photos

    Bed: 6   Bath: 5.5   Gar: 4
    Liv Area Sq Ft: 5430
       Built: 1997
    Monthly Fee: $267
       Tax: $12,735 (2025)
    Community: Balmoral
    Single Family


    Estimated Monthly Payment: $11,514 (change assumption)
    Mortgage ($10,186) + Fees ($267) + Taxes in 2025 ($1,061)


    Taxes:$12,735

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha 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






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.