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Windermere Single Family Homes For Sale - 283 homes

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

Location: Windermere

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  • 12411 MONTALCINO CIR, WINDERMERE, FL 34786

    $1,439,00057 Days on yellowkey   MLS ID: O6400067

    REDUCED by $56,000 (3.7%) on 06/09/2026

    For Sale O6400067 - 12411 MONTALCINO CIR, WINDERMERE, FL 34786 65 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3399
       Built: 2011
    Monthly Fee: $150
       Tax: $11,027 (2025)
    Community: Casa Del Lago
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,954 (change assumption)
    Mortgage ($7,885) + Fees ($150) + Taxes in 2025 ($919)


    Taxes:$11,027

    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

    $4,700,00026 Days on yellowkey   MLS ID: O6408637

    0 Days Off yellowkey (back on 6/9/2026)

    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


  • 7867 BERKSHIRE OAK ALY, WINDERMERE, FL 34786

    $539,00022 Days on yellowkey   MLS ID: S5149947

    For Sale S5149947 - 7867 BERKSHIRE OAK ALY, WINDERMERE, FL 34786 39 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2221
       Built: 2017
    Monthly Fee: $133
       Tax: $7,755 (2025)
    Community: Westside Village
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,733 (change assumption)
    Mortgage ($2,953) + Fees ($133) + Taxes in 2025 ($646)


    Taxes:$7,755

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 4718 BLUE MAJOR DR, WINDERMERE, FL 34786

    $520,00010 Days on yellowkey   MLS ID: O6410820

    0 Days Off yellowkey (back on 6/9/2026)

    For Sale O6410820 - 4718 BLUE MAJOR DR, WINDERMERE, FL 34786 61 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1911
       Built: 2005
    Monthly Fee: $143
       Tax: $7,296 (2025)
    Community: Summerport Ph 05
    Single Family


    Estimated Monthly Payment: $3,600 (change assumption)
    Mortgage ($2,849) + Fees ($143) + Taxes in 2025 ($608)


    Taxes:$7,296

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9222 TIBET POINTE CIR, WINDERMERE, FL 34786

    $2,599,00036 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


  • 2128 LAKE CRESCENT CT, WINDERMERE, FL 34786

    $832,0005 Days on yellowkey   MLS ID: O6415043

    FORECLOSURE O6415043 - 2128 LAKE CRESCENT CT, WINDERMERE, FL 34786 19 photos

    Bed: 4   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2987
       Built: 1989
    Monthly Fee: $199
       Tax: $11,842 (2025)
    Community: Butler Bay
    Single Family


    Estimated Monthly Payment: $5,745 (change assumption)
    Mortgage ($4,559) + Fees ($199) + Taxes in 2025 ($987)


    Taxes:$11,842

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9349 TIBET POINTE CIR, WINDERMERE, FL 34786

    $7,400,00039 Days on yellowkey   MLS ID: O6404415

    For Sale O6404415 - 9349 TIBET POINTE CIR, WINDERMERE, FL 34786 90 photos

    Bed: 5   Bath: 7.0   Gar: 4
    Liv Area Sq Ft: 7529
       Built: 2003
    Monthly Fee: $298
       Tax: $41,495 (2024)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $44,303 (change assumption)
    Mortgage ($40,547) + Fees ($298) + Taxes in 2024 ($3,458)


    Taxes:$41,495

    Elementary School: Windermere Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 8355 TORCELLO ISLE DR, WINDERMERE, FL 34786

    $950,00031 Days on yellowkey   MLS ID: O6407061

    For Sale O6407061 - 8355 TORCELLO ISLE DR, WINDERMERE, FL 34786 73 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4202
       Built: 2019
    Monthly Fee: $299
       Tax: $9,036 (2025)
    Community: Windermere Isle
    Single Family


    Estimated Monthly Payment: $6,257 (change assumption)
    Mortgage ($5,205) + Fees ($299) + Taxes in 2025 ($753)


    Taxes:$9,036

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 8411 WOBURN CT, WINDERMERE, FL 34786

    $1,200,00079 Days on yellowkey   MLS ID: O6391980

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

    REDUCED by $50,000 (4.0%) on 05/12/2026

    For Sale O6391980 - 8411 WOBURN CT, WINDERMERE, FL 34786 41 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2582
       Built: 1999
    Monthly Fee: $222
       Tax: $12,964 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,877 (change assumption)
    Mortgage ($6,575) + Fees ($222) + Taxes in 2025 ($1,080)


    Taxes:$12,964

    Elementary School: Windermere Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 9072 WOODBREEZE BLVD, WINDERMERE, FL 34786

    $549,90038 Days on yellowkey   MLS ID: O6403789

    REDUCED by $12,600 (2.2%) on 05/31/2026

    For Sale O6403789 - 9072 WOODBREEZE BLVD, WINDERMERE, FL 34786 63 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1721
       Built: 1985
    Monthly Fee: $30
       Tax: $3,899 (2025)
    Community: Silver Woods
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,368 (change assumption)
    Mortgage ($3,013) + Fees ($30) + Taxes in 2025 ($325)


    Taxes:$3,899

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 11419 CAMDEN PARK DR, WINDERMERE, FL 34786

    $1,295,00081 Days on yellowkey   MLS ID: O6392667

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

    For Sale O6392667 - 11419 CAMDEN PARK DR, WINDERMERE, FL 34786 25 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3686
       Built: 2005
    Monthly Fee: $283
       Tax: $7,583 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,011 (change assumption)
    Mortgage ($7,096) + Fees ($283) + Taxes in 2025 ($632)


    Taxes:$7,583

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 715 MAGNOLIA ST, WINDERMERE, FL 34786

    $1,175,00063 Days on yellowkey   MLS ID: S5147648

    REDUCED by $75,000 (6.0%) on 04/27/2026

    For Sale S5147648 - 715 MAGNOLIA ST, WINDERMERE, FL 34786 44 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3390
       Built: 1999   Tax: $5,631 (2024)
    Community: Windermere Town
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,907 (change assumption)
    Mortgage ($6,438) + Taxes in 2024 ($469)


    Taxes:$5,631

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 412 FOREST ST, WINDERMERE, FL 34786

    $840,0005 Days on yellowkey   MLS ID: O6414200

    For Sale O6414200 - 412 FOREST ST, WINDERMERE, FL 34786 34 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2539
       Built: 1973   Tax: $4,939 (2025)
    Community: Windermere Town
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,014 (change assumption)
    Mortgage ($4,603) + Taxes in 2025 ($412)


    Taxes:$4,939

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 13786 SUMMER HARBOR CT, WINDERMERE, FL 34786

    $625,0005 Days on yellowkey   MLS ID: O6414239

    For Sale O6414239 - 13786 SUMMER HARBOR CT, WINDERMERE, FL 34786 27 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2236
       Built: 2015
    Monthly Fee: $37
       Tax: $7,986 (2025)
    Community: Summerport Trl
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,127 (change assumption)
    Mortgage ($3,425) + Fees ($37) + Taxes in 2025 ($666)


    Taxes:$7,986

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 12688 SALOMON COVE DR, WINDERMERE, FL 34786

    $879,99043 Days on yellowkey   MLS ID: G5111804

    REDUCED by $20,000 (2.2%) on 05/28/2026

    For Sale G5111804 - 12688 SALOMON COVE DR, WINDERMERE, FL 34786 31 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3133
       Built: 2018
    Monthly Fee: $153
       Tax: $7,586 (2025)
    Community: Westside Village
    Single Family


    Estimated Monthly Payment: $5,607 (change assumption)
    Mortgage ($4,822) + Fees ($153) + Taxes in 2025 ($632)


    Taxes:$7,586

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 13542 GORGONA ISLE DR, WINDERMERE, FL 34786

    $895,00092 Days on yellowkey   MLS ID: O6390582

    REDUCED by $55,000 (5.8%) on 04/25/2026

    For Sale O6390582 - 13542 GORGONA ISLE DR, WINDERMERE, FL 34786 16 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2224
       Built: 2018
    Monthly Fee: $268
       Tax: $9,762 (2024)
    Community: Windermere Isle
    Single Family


    Estimated Monthly Payment: $5,985 (change assumption)
    Mortgage ($4,904) + Fees ($268) + Taxes in 2024 ($814)


    Taxes:$9,762

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 9376 WOODBREEZE BLVD, WINDERMERE, FL 34786

    $675,00016 Days on yellowkey   MLS ID: O6411270

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

    For Sale O6411270 - 9376 WOODBREEZE BLVD, WINDERMERE, FL 34786 42 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2026
       Built: 1986
    Monthly Fee: $32
       Tax: $6,103 (2025)
    Community: Silver Woods Ph 03
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,239 (change assumption)
    Mortgage ($3,699) + Fees ($32) + Taxes in 2025 ($509)


    Taxes:$6,103

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8236 PROCIDA ISLE LN, WINDERMERE, FL 34786

    $1,100,000113 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


  • 6379 SWANSON ST, WINDERMERE, FL 34786

    $1,119,00052 Days on yellowkey   MLS ID: O6400522

    For Sale O6400522 - 6379 SWANSON ST, WINDERMERE, FL 34786 35 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3804
       Built: 2014
    Monthly Fee: $167
       Tax: $10,769 (2025)
    Community: Enclave
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,196 (change assumption)
    Mortgage ($6,131) + Fees ($167) + Taxes in 2025 ($897)


    Taxes:$10,769

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 11900 LAKE BUTLER BLVD, WINDERMERE, FL 34786

    $17,250,000455 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




Why Bother Searching Elsewhere for Windermere Single Family Homes for Sale?

Windermere home, townhome, and condo, villa, and other listing sale 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 single family homes for sale in Windermere . You can use our website to view Multiple Listing Service (MLS) data on Windermere single family homes. 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 single family home 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.