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Displaying: For Sale

Location: Windermere

Property Type(s): Single Family

Beds: 6+

Windermere - 46 properties found

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  • 9656 WEATHERSTONE CT, WINDERMERE, FL 34786

    $2,999,9901 Day on yellowkey   MLS ID: O6414766

    For Sale O6414766 - 9656 WEATHERSTONE CT, WINDERMERE, FL 34786 67 photos

    Bed: 6   Bath: 7.0   Gar: 3
    Liv Area Sq Ft: 7016
       Built: 2001
    Monthly Fee: $227
       Tax: $38,157 (2025)
    Community: Weatherstone On Lake Olivia
    Spa: No

    Single Family


    Estimated Monthly Payment: $19,845 (change assumption)
    Mortgage ($16,438) + Fees ($227) + Taxes in 2025 ($3,180)


    Taxes:$38,157

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8236 PROCIDA ISLE LN, WINDERMERE, FL 34786

    $1,100,000109 Days on yellowkey   MLS ID: O6383546

    REDUCED by $90,000 (7.6%) on 04/15/2026

    For Sale O6383546 - 8236 PROCIDA ISLE LN, WINDERMERE, FL 34786 27 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4176
       Built: 2018
    Monthly Fee: $299
       Tax: $12,887 (2025)
    Community: Windermere Isle Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,400 (change assumption)
    Mortgage ($6,027) + Fees ($299) + Taxes in 2025 ($1,074)


    Taxes:$12,887

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 11900 LAKE BUTLER BLVD, WINDERMERE, FL 34786

    $17,250,000451 Days on yellowkey   MLS ID: O6275556

    For Sale O6275556 - 11900 LAKE BUTLER BLVD, WINDERMERE, FL 34786 91 photos

    Bed: 7   Bath: 8.5   Gar: 6
    Liv Area Sq Ft: 10649
       Built: 2014   Tax: $68,938 (2024)
    Community: Metcalf Park Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $100,263 (change assumption)
    Mortgage ($94,518) + Taxes in 2024 ($5,745)


    Taxes:$68,938

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 13525 GORGONA ISLE DR, WINDERMERE, FL 34786

    $1,115,000113 Days on yellowkey   MLS ID: O6377789

    REDUCED by $5,000 (0.4%) on 05/22/2026

    For Sale O6377789 - 13525 GORGONA ISLE DR, WINDERMERE, FL 34786 39 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4625
       Built: 2018
    Monthly Fee: $268
       Tax: $9,351 (2025)
    Community: Windermere Isle
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,157 (change assumption)
    Mortgage ($6,109) + Fees ($268) + Taxes in 2025 ($779)


    Taxes:$9,351

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 11768 HAMPSTEAD ST, WINDERMERE, FL 34786

    $1,318,0003 Days on yellowkey   MLS ID: O6414500

    For Sale O6414500 - 11768 HAMPSTEAD ST, WINDERMERE, FL 34786 61 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3900
       Built: 2015
    Monthly Fee: $167
       Tax: $18,782 (2025)
    Community: Enclave
    Spa: No

    Single Family


    Estimated Monthly Payment: $8,954 (change assumption)
    Mortgage ($7,222) + Fees ($167) + Taxes in 2025 ($1,565)


    Taxes:$18,782

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4303 ISABELLA CIR, WINDERMERE, FL 34786

    $2,899,00014 Days on yellowkey   MLS ID: O6409406

    For Sale O6409406 - 4303 ISABELLA CIR, WINDERMERE, FL 34786 100 photos

    Bed: 7   Bath: 5.0   Gar: 5
    Liv Area Sq Ft: 5122
       Built: 2017
    Monthly Fee: $480
       Tax: $22,725 (2025)
    Community: Casabella
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $18,258 (change assumption)
    Mortgage ($15,885) + Fees ($480) + Taxes in 2025 ($1,894)


    Taxes:$22,725

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 728 FOREST ST, WINDERMERE, FL 34786

    $10,200,0005 Days on yellowkey   MLS ID: O6411906

    For Sale O6411906 - 728 FOREST ST, WINDERMERE, FL 34786 98 photos

    Bed: 6   Bath: 8.5   Gar: 3
    Liv Area Sq Ft: 6457
       Built: 2026   Tax: $18,799 (2025)
    Community: Windermere Town
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $57,456 (change assumption)
    Mortgage ($55,889) + Taxes in 2025 ($1,567)


    Taxes:$18,799

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 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


  • 11617 CAMDEN PARK DR, WINDERMERE, FL 34786

    $1,450,00032 Days on yellowkey   MLS ID: O6405409

    For Sale O6405409 - 11617 CAMDEN PARK DR, WINDERMERE, FL 34786 62 photos

    Bed: 6   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3463
       Built: 2005
    Monthly Fee: $283
       Tax: $7,189 (2025)
    Community: Keenes Pointe
    Single Family


    Estimated Monthly Payment: $8,827 (change assumption)
    Mortgage ($7,945) + Fees ($283) + Taxes in 2025 ($599)


    Taxes:$7,189

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 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


  • 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


  • 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


  • 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


  • 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


  • 5538 W LAKE BUTLER RD, WINDERMERE, FL 34786

    $3,195,000132 Days on yellowkey   MLS ID: O6376859

    REDUCED by $300,000 (8.6%) on 05/15/2026

    For Sale O6376859 - 5538 W LAKE BUTLER RD, WINDERMERE, FL 34786 71 photos

    Bed: 6   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 6000
       Built: 1982
    Monthly Fee: $67
       Tax: $25,546 (2025)
    Community: Kelso On Lake Butler
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $19,702 (change assumption)
    Mortgage ($17,506) + Fees ($67) + Taxes in 2025 ($2,129)


    Taxes:$25,546

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 12132 MONTALCINO CIR, WINDERMERE, FL 34786

    $3,790,000216 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


  • 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


  • 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


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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.