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Windermere Homes For Sale & Real Estate - 313 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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  • 5624 W LAKE BUTLER RD, WINDERMERE, FL 34786

    $2,550,000Listed 06/03/2026 11:42AM   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


  • 14371 CREST PALM AVE, WINDERMERE, FL 34786

    $1,114,98958 Days on yellowkey   MLS ID: G5110664

    For Sale G5110664 - 14371 CREST PALM AVE, WINDERMERE, FL 34786 42 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3100
       Built: 2025
    Monthly Fee: $245
       Tax: $1,309 (2025)
    Community: Palms At Windermere
    Single Family


    Estimated Monthly Payment: $6,463 (change assumption)
    Mortgage ($6,109) + Fees ($245) + Taxes in 2025 ($109)


    Taxes:$1,309

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 5224 LEMON TWIST LN, WINDERMERE, FL 34786

    $624,90068 Days on yellowkey   MLS ID: O6393299

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

    REDUCED by $15,000 (2.3%) on 04/06/2026

    For Sale O6393299 - 5224 LEMON TWIST LN, WINDERMERE, FL 34786 60 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2812
       Built: 2006
    Monthly Fee: $130
       Tax: $4,660 (2025)
    Community: Summerport
    Single Family


    Estimated Monthly Payment: $3,942 (change assumption)
    Mortgage ($3,424) + Fees ($130) + Taxes in 2025 ($388)


    Taxes:$4,660

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11401 EVESHAM DR, WINDERMERE, FL 34786

    $435,00012 Days on yellowkey   MLS ID: O6410182

    REDUCED by $5,000 (1.1%) on 06/03/2026

    For Sale O6410182 - 11401 EVESHAM DR, WINDERMERE, FL 34786 47 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1847
       Built: 2008
    Monthly Fee: $315
       Tax: $3,077 (2024)
    Community: Preston Square
    Townhouse


    Estimated Monthly Payment: $2,955 (change assumption)
    Mortgage ($2,384) + Fees ($315) + Taxes in 2024 ($256)


    Taxes:$3,077

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 8715 QUIET MEADOWS TRL, WINDERMERE, FL 34786

    $840,0009 Days on yellowkey   MLS ID: O6410762

    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: $5,572 (change assumption)
    Mortgage ($4,603) + Fees ($10) + Taxes in 2025 ($959)


    Taxes:$11,511

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12826 WOODMERE CLOSE DR, WINDERMERE, FL 34786

    $675,000Listed 06/02/2026 9:20PM   MLS ID: O6412588

    For Sale O6412588 - 12826 WOODMERE CLOSE DR, WINDERMERE, FL 34786 44 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2214
       Built: 2013
    Monthly Fee: $82
       Tax: $5,273 (2025)
    Community: Lake Sawyer South Ph 5
    Single Family


    Estimated Monthly Payment: $4,220 (change assumption)
    Mortgage ($3,699) + Fees ($82) + Taxes in 2025 ($439)


    Taxes:$5,273

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 11861 VERMILLION AVE, WINDERMERE, FL 34786

    $475,0001 Day on yellowkey   MLS ID: O6410430

    For Sale O6410430 - 11861 VERMILLION AVE, WINDERMERE, FL 34786 98 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1600
       Built: 2015
    Monthly Fee: $363
       Tax: $6,340 (2025)
    Community: Windermere Trls Prcl 3
    Single Family


    Estimated Monthly Payment: $3,494 (change assumption)
    Mortgage ($2,603) + Fees ($363) + Taxes in 2025 ($528)


    Taxes:$6,340

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 6507 ROSELLA CT, WINDERMERE, FL 34786

    $7,400,000212 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

    $30,000,000Listed 06/02/2026 3:21PM   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


  • 5067 SAWYER COVE WAY, WINDERMERE, FL 34786

    $2,100,0001 Day 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


  • 1118 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786

    $2,200,00077 Days on yellowkey   MLS ID: O6390567

    For Sale O6390567 - 1118 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786 38 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4230
       Built: 2019
    Monthly Fee: $250
       Tax: $23,873 (2025)
    Community: Estancia/Windermere
    Spa: No

    Single Family


    Estimated Monthly Payment: $14,294 (change assumption)
    Mortgage ($12,054) + Fees ($250) + Taxes in 2025 ($1,989)


    Taxes:$23,873

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 9150 OUTLOOK ROCK TRL, WINDERMERE, FL 34786

    $915,00083 Days on yellowkey   MLS ID: S5145642

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

    For Sale S5145642 - 9150 OUTLOOK ROCK TRL, WINDERMERE, FL 34786 27 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2988
       Built: 2015
    Monthly Fee: $13
       Tax: $10,964 (2024)
    Community: Windermere Trls Ph 5B
    Single Family


    Estimated Monthly Payment: $5,940 (change assumption)
    Mortgage ($5,014) + Fees ($13) + Taxes in 2024 ($914)


    Taxes:$10,964

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 12699 HAWKSTONE DR, WINDERMERE, FL 34786

    $2,125,00040 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


  • 109 E 12TH AVE, WINDERMERE, FL 34786

    $1,198,00049 Days on yellowkey   MLS ID: O6394569

    REDUCED by $27,000 (2.2%) on 05/20/2026

    For Sale O6394569 - 109 E 12TH AVE, WINDERMERE, FL 34786 43 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2791
       Built: 1989   Tax: $20,244 (2025)
    Community: Windermere Town
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,251 (change assumption)
    Mortgage ($6,564) + Taxes in 2025 ($1,687)


    Taxes:$20,244

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 4309 SALTMARSH SPARROW DR, WINDERMERE, FL 34786

    $783,00061 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


  • 5500 W LAKE BUTLER RD, WINDERMERE, FL 34786

    $4,700,00016 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


  • 5128 BUTLER RIDGE DR, WINDERMERE, FL 34786

    $1,250,0005 Days on yellowkey   MLS ID: O6412016

    For Sale O6412016 - 5128 BUTLER RIDGE DR, WINDERMERE, FL 34786 35 photos

    Bed: 4   Bath: 3.0   Gar: 7
    Liv Area Sq Ft: 2816
       Built: 1989   Tax: $9,506 (2025)
    Community: Butler Ridge
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,641 (change assumption)
    Mortgage ($6,849) + Taxes in 2025 ($792)


    Taxes:$9,506

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 8351 BOWDEN WAY, WINDERMERE, FL 34786

    $1,149,00068 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


  • 13936 EDEN ISLE BLVD, WINDERMERE, FL 34786

    $655,0001 Day on yellowkey   MLS ID: S5150801

    For Sale S5150801 - 13936 EDEN ISLE BLVD, WINDERMERE, FL 34786 60 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2675
       Built: 2004
    Monthly Fee: $116
       Tax: $8,759 (2025)
    Community: West Point Commons
    Single Family


    Estimated Monthly Payment: $4,435 (change assumption)
    Mortgage ($3,589) + Fees ($116) + Taxes in 2025 ($730)


    Taxes:$8,759

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13019 LANGSTAFF DR, WINDERMERE, FL 34786

    $360,0006 Days on yellowkey   MLS ID: O6411551

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

    For Sale O6411551 - 13019 LANGSTAFF DR, WINDERMERE, FL 34786 52 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1375
       Built: 2005
    Monthly Fee: $200
       Tax: $5,303 (2025)
    Community: Lakes/Windermere-Lk Reams Twnh
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,614 (change assumption)
    Mortgage ($1,973) + Fees ($200) + Taxes in 2025 ($442)


    Taxes:$5,303

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School




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.