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Windermere Homes For Sale & Real Estate - 328 homes

Windermere homes for sale are located in Orange County, Florida. Find homes in Windermere for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Windermere houses.

Location: Windermere

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  • 13013 OVERSTREET RD, WINDERMERE, FL 34786

    $649,994109 Days on yellowkey   MLS ID: O6380917

    REDUCED by $15,000 (2.3%) on 05/12/2026

    For Sale O6380917 - 13013 OVERSTREET RD, WINDERMERE, FL 34786 47 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2053
       Built: 2009
    Monthly Fee: $82
       Tax: $3,146 (2024)
    Community: Lakes/Windermere
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,906 (change assumption)
    Mortgage ($3,562) + Fees ($82) + Taxes in 2024 ($262)


    Taxes:$3,146

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 11617 CAMDEN PARK DR, WINDERMERE, FL 34786

    $1,397,00038 Days on yellowkey   MLS ID: O6405409

    REDUCED by $53,000 (3.7%) on 06/11/2026

    For Sale O6405409 - 11617 CAMDEN PARK DR, WINDERMERE, FL 34786 64 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: $8,537 (change assumption)
    Mortgage ($7,655) + Fees ($283) + Taxes in 2025 ($599)


    Taxes:$7,189

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8351 BOWDEN WAY, WINDERMERE, FL 34786

    $1,149,00080 Days on yellowkey   MLS ID: O6393659

    REDUCED by $50,000 (4.2%) on 06/02/2026

    For Sale O6393659 - 8351 BOWDEN WAY, WINDERMERE, FL 34786 71 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2599
       Built: 2001
    Monthly Fee: $283
       Tax: $8,252 (2025)
    Community: Keenes Pointe
    Single Family


    Estimated Monthly Payment: $7,266 (change assumption)
    Mortgage ($6,296) + Fees ($283) + Taxes in 2025 ($688)


    Taxes:$8,252

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 7710 FAIRGROVE AVE, WINDERMERE, FL 34786

    $390,00047 Days on yellowkey   MLS ID: S5148820

    1 Days Off yellowkey (back on 6/11/2026)

    REDUCED by $6,000 (1.5%) on 06/01/2026

    For Sale S5148820 - 7710 FAIRGROVE AVE, WINDERMERE, FL 34786 56 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1644
       Built: 2008
    Monthly Fee: $380
       Tax: $3,844 (2025)
    Community: Lake Sawyer South Ph 03
    Townhouse


    Estimated Monthly Payment: $2,837 (change assumption)
    Mortgage ($2,137) + Fees ($380) + Taxes in 2025 ($320)


    Taxes:$3,844

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 5538 W LAKE BUTLER RD, WINDERMERE, FL 34786

    $3,195,000138 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


  • 9259 TIBET POINTE CIR, WINDERMERE, FL 34786

    $6,499,000384 Days on yellowkey   MLS ID: O6312645

    2 Days Off yellowkey (back on 4/26/2026)

    For Sale O6312645 - 9259 TIBET POINTE CIR, WINDERMERE, FL 34786 70 photos

    Bed: 5   Bath: 5.5   Gar: 4
    Liv Area Sq Ft: 6257
       Built: 2007
    Monthly Fee: $298
       Tax: $35,727 (2024)
    Community: Keenes Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $38,885 (change assumption)
    Mortgage ($35,610) + Fees ($298) + Taxes in 2024 ($2,977)


    Taxes:$35,727

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 10577 DOWN LAKEVIEW CIR, WINDERMERE, FL 34786

    $3,450,000139 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


  • 9237 SABAL PALM CIR, WINDERMERE, FL 34786

    $749,99572 Days on yellowkey   MLS ID: G5110005

    REDUCED by $20,000 (2.6%) on 06/11/2026

    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: $4,428 (change assumption)
    Mortgage ($4,109) + Fees ($32) + Taxes in 2025 ($287)


    Taxes:$3,444

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2428 BUTLER BAY DR N, WINDERMERE, FL 34786

    $1,150,00017 Days on yellowkey   MLS ID: O6410967

    For Sale O6410967 - 2428 BUTLER BAY DR N, WINDERMERE, FL 34786 48 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3387
       Built: 1990
    Monthly Fee: $199
       Tax: $9,842 (2025)
    Community: Butler Bay
    Single Family


    Estimated Monthly Payment: $7,320 (change assumption)
    Mortgage ($6,301) + Fees ($199) + Taxes in 2025 ($820)


    Taxes:$9,842

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 6288 BLAKEFORD DR, WINDERMERE, FL 34786

    $2,550,0005 Days on yellowkey   MLS ID: S5151608

    For Sale S5151608 - 6288 BLAKEFORD DR, WINDERMERE, FL 34786 67 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 5036
       Built: 2003
    Monthly Fee: $298
       Tax: $34,767 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $17,168 (change assumption)
    Mortgage ($13,972) + Fees ($298) + Taxes in 2025 ($2,897)


    Taxes:$34,767

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 4071 ISABELLA CIR, WINDERMERE, FL 34786

    $3,290,0005 Days on yellowkey   MLS ID: O6413509

    For Sale O6413509 - 4071 ISABELLA CIR, WINDERMERE, FL 34786 100 photos

    Bed: 5   Bath: 7.5   Gar: 4
    Liv Area Sq Ft: 7058
       Built: 2017
    Monthly Fee: $480
       Tax: $35,637 (2025)
    Community: Casabella
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $21,477 (change assumption)
    Mortgage ($18,027) + Fees ($480) + Taxes in 2025 ($2,970)


    Taxes:$35,637

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 8409 VIVARO ISLE WAY, WINDERMERE, FL 34786

    $1,187,00035 Days on yellowkey   MLS ID: G5112154

    0 Days Off yellowkey (back on 6/10/2026)

    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


  • 7612 FAIRGROVE AVE, WINDERMERE, FL 34786

    $440,00040 Days on yellowkey   MLS ID: S5149402

    For Sale S5149402 - 7612 FAIRGROVE AVE, WINDERMERE, FL 34786 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1742
       Built: 2016
    Monthly Fee: $347
       Tax: $6,515 (2025)
    Community: Windermere Sound Ph 2
    Townhouse


    Estimated Monthly Payment: $3,301 (change assumption)
    Mortgage ($2,411) + Fees ($347) + Taxes in 2025 ($543)


    Taxes:$6,515

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8394 LOOKOUT POINTE DR, WINDERMERE, FL 34786

    $1,150,0007 Days on yellowkey   MLS ID: O6413196

    For Sale O6413196 - 8394 LOOKOUT POINTE DR, WINDERMERE, FL 34786 66 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3971
       Built: 2016
    Monthly Fee: $8
       Tax: $13,647 (2025)
    Community: Windermere Trls Ph 3B
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,446 (change assumption)
    Mortgage ($6,301) + Fees ($8) + Taxes in 2025 ($1,137)


    Taxes:$13,647

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8180 BOAT HOOK LOOP #108/301, WINDERMERE, FL 34786

    $322,000151 Days on yellowkey   MLS ID: TB8465266

    0 Days Off yellowkey (back on 6/8/2026)

    REDUCED by $3,000 (0.9%) on 05/14/2026

    For Sale TB8465266 - 8180 BOAT HOOK LOOP #108/301, WINDERMERE, FL 34786 70 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1442
       Built: 2006   Tax: $4,422 (2024)
    Community: Lakeside/Lks/Windermere Ph 3
    Condo


    Estimated Monthly Payment: $2,133 (change assumption)
    Mortgage ($1,764) + Taxes in 2024 ($368)


    Taxes:$4,422

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 9317 GLADYS GARDEN CT, WINDERMERE, FL 34786

    $7,999,00016 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


  • 9119 BALMORAL MEWS SQ, WINDERMERE, FL 34786

    $1,450,00046 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


  • 7231 SANGALLA DR, WINDERMERE, FL 34786

    $1,350,00089 Days on yellowkey   MLS ID: O6390817

    REDUCED by $48,000 (3.4%) on 06/10/2026

    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: $8,572 (change assumption)
    Mortgage ($7,397) + 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


  • 11015 HAWKSHEAD CT, WINDERMERE, FL 34786

    $1,499,99926 Days on yellowkey   MLS ID: O6405977

    REDUCED by $30,000 (2.0%) on 06/10/2026

    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: $10,428 (change assumption)
    Mortgage ($8,219) + 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


  • 5074 ISLEWORTH COUNTRY CLUB DR, WINDERMERE, FL 34786

    $7,250,000152 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 70 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




Why Bother Searching Elsewhere for Windermere Homes for Sale and Other Real Estate?

Windermere home, townhome, condo, villa, and other listing sales data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on houses for sale in Windermere . You can use our website to view Multiple Listing Service (MLS) data on Windermere Real Estate. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Windermere listings.



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.