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Windermere Homes For Sale & Real Estate - 317 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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  • 8272 BRYCE CANYON AVE, WINDERMERE, FL 34786

    $509,00087 Days on yellowkey   MLS ID: O6389547

    REDUCED by $6,000 (1.2%) on 05/07/2026

    For Sale O6389547 - 8272 BRYCE CANYON AVE, WINDERMERE, FL 34786 34 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1888
       Built: 2016
    Monthly Fee: $71
       Tax: $7,459 (2024)
    Community: Windermere Trls Ph 3B
    Single Family


    Estimated Monthly Payment: $3,482 (change assumption)
    Mortgage ($2,789) + Fees ($71) + Taxes in 2024 ($622)


    Taxes:$7,459

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 13161 LAKE BUTLER BLVD, WINDERMERE, FL 34786

    $3,200,000284 Days on yellowkey   MLS ID: TB8421056

    For Sale TB8421056 - 13161 LAKE BUTLER BLVD, WINDERMERE, FL 34786 30 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4500
       Built: 2001   Tax: $16,201 (2024)
    Community: Lake Roper Pointe
    Single Family


    Estimated Monthly Payment: $18,884 (change assumption)
    Mortgage ($17,534) + Taxes in 2024 ($1,350)


    Taxes:$16,201

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 11051 HAWKSHEAD CT, WINDERMERE, FL 34786

    $1,895,00042 Days on yellowkey   MLS ID: O6400963

    For Sale O6400963 - 11051 HAWKSHEAD CT, WINDERMERE, FL 34786 66 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3728
       Built: 2003
    Monthly Fee: $637
       Tax: $16,410 (2025)
    Community: Reserve At Lake Butler Sound
    Single Family


    Estimated Monthly Payment: $12,388 (change assumption)
    Mortgage ($10,383) + Fees ($637) + Taxes in 2025 ($1,367)


    Taxes:$16,410

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 801 W 2ND AVE, WINDERMERE, FL 34786

    $3,750,000135 Days on yellowkey   MLS ID: O6375693

    REDUCED by $245,000 (6.1%) on 05/29/2026

    For Sale O6375693 - 801 W 2ND AVE, WINDERMERE, FL 34786 44 photos

    Bed: 5   Bath: 6.5   Gar: 3
    Liv Area Sq Ft: 5639
       Built: 2008   Tax: $49,401 (2024)
    Community: Aladar On Lake Butler
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $24,664 (change assumption)
    Mortgage ($20,547) + Taxes in 2024 ($4,117)


    Taxes:$49,401

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 14236 OASIS COVE BLVD, WINDERMERE, FL 34786

    $369,99066 Days on yellowkey   MLS ID: O6395058

    REDUCED by $4,410 (1.2%) on 05/03/2026

    For Sale O6395058 - 14236 OASIS COVE BLVD, WINDERMERE, FL 34786 70 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1512
       Built: 2011
    Monthly Fee: $541
       Tax: $3,995 (2025)
    Community: Oasis Cove At Lakeside Village
    Townhouse


    Estimated Monthly Payment: $2,901 (change assumption)
    Mortgage ($2,027) + Fees ($541) + Taxes in 2025 ($333)


    Taxes:$3,995

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 6379 SWANSON ST, WINDERMERE, FL 34786

    $1,119,00044 Days on yellowkey   MLS ID: O6400522

    For Sale O6400522 - 6379 SWANSON ST, WINDERMERE, FL 34786 47 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


  • 6110 KEENES POINTE DR, WINDERMERE, FL 34786

    $1,900,00064 Days on yellowkey   MLS ID: O6393573

    For Sale O6393573 - 6110 KEENES POINTE DR, WINDERMERE, FL 34786 78 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3196
       Built: 2002
    Monthly Fee: $298
       Tax: $10,956 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,622 (change assumption)
    Mortgage ($10,411) + Fees ($298) + Taxes in 2025 ($913)


    Taxes:$10,956

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 7719 ANSELMO LN, WINDERMERE, FL 34786

    $375,00073 Days on yellowkey   MLS ID: O6392007

    0 Days Off yellowkey (back on 5/1/2026)

    REDUCED by $7,000 (1.8%) on 04/29/2026

    For Sale O6392007 - 7719 ANSELMO LN, WINDERMERE, FL 34786 31 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1644
       Built: 2008
    Monthly Fee: $375
       Tax: $5,537 (2025)
    Community: Lake Sawyer South Ph 03
    Townhouse


    Estimated Monthly Payment: $2,891 (change assumption)
    Mortgage ($2,055) + Fees ($375) + Taxes in 2025 ($461)


    Taxes:$5,537

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 5067 SAWYER COVE WAY, WINDERMERE, FL 34786

    $2,100,0003 Days on yellowkey   MLS ID: O6409382

    For Sale O6409382 - 5067 SAWYER COVE WAY, WINDERMERE, FL 34786 70 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3461
       Built: 2018
    Monthly Fee: $287
       Tax: $21,824 (2025)
    Community: Sawyer Sound
    Single Family


    Estimated Monthly Payment: $13,612 (change assumption)
    Mortgage ($11,507) + Fees ($287) + Taxes in 2025 ($1,819)


    Taxes:$21,824

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 9349 TIBET POINTE CIR, WINDERMERE, FL 34786

    $7,400,00031 Days on yellowkey   MLS ID: O6404415

    For Sale O6404415 - 9349 TIBET POINTE CIR, WINDERMERE, FL 34786 100 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


  • 4718 BLUE MAJOR DR, WINDERMERE, FL 34786

    $520,0001 Day on yellowkey   MLS ID: O6410820

    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


  • 5624 W LAKE BUTLER RD, WINDERMERE, FL 34786

    $2,550,0001 Day on yellowkey   MLS ID: O6411407

    For Sale O6411407 - 5624 W LAKE BUTLER RD, WINDERMERE, FL 34786 81 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3736
       Built: 2016
    Monthly Fee: $67
       Tax: $15,440 (2025)
    Community: Kelso On Lake Butler
    Single Family


    Estimated Monthly Payment: $15,326 (change assumption)
    Mortgage ($13,972) + Fees ($67) + Taxes in 2025 ($1,287)


    Taxes:$15,440

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 8715 QUIET MEADOWS TRL, WINDERMERE, FL 34786

    $825,00011 Days on yellowkey   MLS ID: O6410762

    REDUCED by $15,000 (1.8%) on 06/04/2026

    For Sale O6410762 - 8715 QUIET MEADOWS TRL, WINDERMERE, FL 34786 51 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3388
       Built: 2013
    Monthly Fee: $10
       Tax: $11,511 (2025)
    Community: Windermere Trls Ph 1C
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,490 (change assumption)
    Mortgage ($4,520) + Fees ($10) + Taxes in 2025 ($959)


    Taxes:$11,511

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2931 SUNBITTERN CT, WINDERMERE, FL 34786

    $1,199,000119 Days on yellowkey   MLS ID: O6378100

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

    For Sale O6378100 - 2931 SUNBITTERN CT, WINDERMERE, FL 34786 56 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 4018
       Built: 1985
    Monthly Fee: $215
       Tax: $8,710 (2024)
    Community: Butler Bay
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,511 (change assumption)
    Mortgage ($6,570) + Fees ($215) + Taxes in 2024 ($726)


    Taxes:$8,710

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 7612 FAIRGROVE AVE, WINDERMERE, FL 34786

    $440,00030 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


  • 4309 SALTMARSH SPARROW DR, WINDERMERE, FL 34786

    $783,00063 Days on yellowkey   MLS ID: O6396295

    REDUCED by $16,000 (2.0%) on 05/20/2026

    For Sale O6396295 - 4309 SALTMARSH SPARROW DR, WINDERMERE, FL 34786 55 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3697
       Built: 2015
    Monthly Fee: $130
       Tax: $8,724 (2025)
    Community: Stillwater Xings Prcl Sc-13 Ph
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,147 (change assumption)
    Mortgage ($4,290) + Fees ($130) + Taxes in 2025 ($727)


    Taxes:$8,724

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6615 HELMSLEY CIR, WINDERMERE, FL 34786

    $690,00022 Days on yellowkey   MLS ID: O6406997

    0 Days Off yellowkey (back on 5/26/2026)

    For Sale O6406997 - 6615 HELMSLEY CIR, WINDERMERE, FL 34786 38 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3390
       Built: 2011
    Monthly Fee: $99
       Tax: $605 (2025)
    Community: Preston Square
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,930 (change assumption)
    Mortgage ($3,781) + Fees ($99) + Taxes in 2025 ($50)


    Taxes:$605

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 6001 CAYMUS LOOP, WINDERMERE, FL 34786

    $1,599,000122 Days on yellowkey   MLS ID: O6379564

    0 Days Off yellowkey (back on 2/10/2026)

    For Sale O6379564 - 6001 CAYMUS LOOP, WINDERMERE, FL 34786 44 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3520
       Built: 2005
    Monthly Fee: $298
       Tax: $9,709 (2024)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,869 (change assumption)
    Mortgage ($8,761) + Fees ($298) + Taxes in 2024 ($809)


    Taxes:$9,709

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 11333 CAMDEN PARK DR, WINDERMERE, FL 34786

    $1,196,000342 Days on yellowkey   MLS ID: O6322386

    REDUCED by $54,000 (4.3%) on 04/25/2026

    For Sale O6322386 - 11333 CAMDEN PARK DR, WINDERMERE, FL 34786 62 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3449
       Built: 2004
    Monthly Fee: $283
       Tax: $12,506 (2024)
    Community: Keenes Pointe
    Single Family


    Estimated Monthly Payment: $7,878 (change assumption)
    Mortgage ($6,553) + Fees ($283) + Taxes in 2024 ($1,042)


    Taxes:$12,506

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 11303 WINDERMERE RD, WINDERMERE, FL 34786

    $2,690,00039 Days on yellowkey   MLS ID: O6397829

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

    REDUCED by $100,000 (3.6%) on 05/21/2026

    For Sale O6397829 - 11303 WINDERMERE RD, WINDERMERE, FL 34786 45 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 5277
       Built: 2026   Tax: $8,342 (2025)
    Community: None
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $15,435 (change assumption)
    Mortgage ($14,739) + Taxes in 2025 ($695)


    Taxes:$8,342

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle




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.