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Windermere Homes For Sale & Real Estate - 302 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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  • 11903 CAVE RUN AVE, WINDERMERE, FL 34786

    $750,00038 Days on yellowkey   MLS ID: O6392757

    For Sale O6392757 - 11903 CAVE RUN AVE, WINDERMERE, FL 34786 44 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3413
       Built: 2014
    Monthly Fee: $81
       Tax: $10,874 (2025)
    Community: Windermere Trls Ph 1C
    Single Family


    Estimated Monthly Payment: $5,097 (change assumption)
    Mortgage ($4,109) + Fees ($81) + Taxes in 2025 ($906)


    Taxes:$10,874

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 13742 BRAVANTE ALY, WINDERMERE, FL 34786

    $455,00054 Days on yellowkey   MLS ID: O6388651

    For Sale O6388651 - 13742 BRAVANTE ALY, WINDERMERE, FL 34786 36 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1912
       Built: 2017
    Monthly Fee: $254
       Tax: $6,654 (2024)
    Community: Vineyards/Horizons West Ph 2B
    Townhouse


    Estimated Monthly Payment: $3,302 (change assumption)
    Mortgage ($2,493) + Fees ($254) + Taxes in 2024 ($555)


    Taxes:$6,654

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 6718 ROMNEY LN, WINDERMERE, FL 34786

    $540,000113 Days on yellowkey   MLS ID: O6371234

    0 Days Off yellowkey (back on 3/28/2026)

    For Sale O6371234 - 6718 ROMNEY LN, WINDERMERE, FL 34786 56 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2460
       Built: 2005
    Monthly Fee: $80
       Tax: $4,904 (2024)
    Community: Lakes/Windermere Ph 02A
    Single Family


    Estimated Monthly Payment: $3,447 (change assumption)
    Mortgage ($2,959) + Fees ($80) + Taxes in 2024 ($409)


    Taxes:$4,904

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 7271 SUNNY MEADOW ALY, WINDERMERE, FL 34786

    $675,00036 Days on yellowkey   MLS ID: O6392619

    1 Days Off yellowkey (back on 3/28/2026)

    For Sale O6392619 - 7271 SUNNY MEADOW ALY, WINDERMERE, FL 34786 33 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2280
       Built: 2015
    Monthly Fee: $107
       Tax: $7,200 (2025)
    Community: Ashlin Park Ph 1
    Single Family


    Estimated Monthly Payment: $4,406 (change assumption)
    Mortgage ($3,699) + Fees ($107) + Taxes in 2025 ($600)


    Taxes:$7,200

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 5538 W LAKE BUTLER RD, WINDERMERE, FL 34786

    $3,495,00092 Days on yellowkey   MLS ID: O6376859

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

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


    Estimated Monthly Payment: $21,346 (change assumption)
    Mortgage ($19,150) + 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


  • 8351 BOWDEN WAY, WINDERMERE, FL 34786

    $1,199,00034 Days on yellowkey   MLS ID: O6393659

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

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


    Estimated Monthly Payment: $7,540 (change assumption)
    Mortgage ($6,570) + 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


  • 13106 ORANGE ISLE DR, WINDERMERE, FL 34786

    $815,000143 Days on yellowkey   MLS ID: O6361057

    For Sale O6361057 - 13106 ORANGE ISLE DR, WINDERMERE, FL 34786 69 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 3312
       Built: 2022
    Monthly Fee: $95
       Tax: $11,893 (2025)
    Community: Sanctuary/Lks/Windermere
    Single Family


    Estimated Monthly Payment: $5,552 (change assumption)
    Mortgage ($4,466) + Fees ($95) + Taxes in 2025 ($991)


    Taxes:$11,893

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 6109 ORTA CT, WINDERMERE, FL 34786

    $4,495,000105 Days on yellowkey   MLS ID: O6374125

    1 Days Off yellowkey (back on 3/27/2026)

    For Sale O6374125 - 6109 ORTA CT, WINDERMERE, FL 34786 64 photos

    Bed: 5   Bath: 6.0
    Liv Area Sq Ft: 5895
       Built: 2016
    Monthly Fee: $442
       Tax: $65,510 (2025)
    Community: Waterstone
    Single Family


    Estimated Monthly Payment: $30,531 (change assumption)
    Mortgage ($24,630) + Fees ($442) + Taxes in 2025 ($5,459)


    Taxes:$65,510

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 9508 WINDY RIDGE RD, WINDERMERE, FL 34786

    $30,000,00044 Days on yellowkey   MLS ID: O6388674

    For Sale O6388674 - 9508 WINDY RIDGE RD, WINDERMERE, FL 34786 41 photos

    Bed: 7   Bath: 13.0
    Liv Area Sq Ft: 51000
       Built: 2011   Tax: $162,563 (2024)
    Community: N/A
    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


  • 11536 CLAYMONT CIR, WINDERMERE, FL 34786

    $1,250,00035 Days on yellowkey   MLS ID: O6392958

    For Sale O6392958 - 11536 CLAYMONT CIR, WINDERMERE, FL 34786 68 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2882
       Built: 2002
    Monthly Fee: $298
       Tax: $8,766 (2025)
    Community: Keenes Pointe Ut 04 Sec 31 48 82
    Single Family


    Estimated Monthly Payment: $7,878 (change assumption)
    Mortgage ($6,849) + Fees ($298) + Taxes in 2025 ($731)


    Taxes:$8,766

    Elementary School: Windermere Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 436 E 7TH AVE, WINDERMERE, FL 34786

    $2,175,000204 Days on yellowkey   MLS ID: O6350454

    For Sale O6350454 - 436 E 7TH AVE, WINDERMERE, FL 34786 30 photos

    Bed: 4   Bath: 5.0
    Liv Area Sq Ft: 3136
       Built: 2025
    Community: Windermere Town Rep
    Single Family


    Estimated Monthly Payment: $11,918 (change assumption)
    Mortgage ($11,918)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 7432 LEIGHSIDE DR, WINDERMERE, FL 34786

    $475,00066 Days on yellowkey   MLS ID: O6383362

    2 Days Off yellowkey (back on 3/25/2026)

    For Sale O6383362 - 7432 LEIGHSIDE DR, WINDERMERE, FL 34786 36 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 1898
       Built: 2014
    Community: Lake Burden South Ph 2
    Townhouse


    Estimated Monthly Payment: $2,603 (change assumption)
    Mortgage ($2,603)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 9225 MCDAVID CT, WINDERMERE, FL 34786

    $835,00047 Days on yellowkey   MLS ID: O6390371

    For Sale O6390371 - 9225 MCDAVID CT, WINDERMERE, FL 34786 49 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2713
       Built: 1984
    Community: Roberts Landing
    Single Family


    Estimated Monthly Payment: $4,575 (change assumption)
    Mortgage ($4,575)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 12235 MONTALCINO CIRCLE, WINDERMERE, FL 34786

    $1,899,924145 Days on yellowkey   MLS ID: O6365656

    2 Days Off yellowkey (back on 3/25/2026)

    For Sale O6365656 - 12235 MONTALCINO CIRCLE, WINDERMERE, FL 34786 68 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 4550
       Built: 2018
    Community: Casa Del Lago Rep
    Single Family


    Estimated Monthly Payment: $10,410 (change assumption)
    Mortgage ($10,410)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 5413 WALSH POND CT, WINDERMERE, FL 34786

    $875,00037 Days on yellowkey   MLS ID: O6391919

    For Sale O6391919 - 5413 WALSH POND CT, WINDERMERE, FL 34786 31 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3124
       Built: 2006
    Community: Edens Hammock
    Single Family


    Estimated Monthly Payment: $4,794 (change assumption)
    Mortgage ($4,794)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 8582 POWDER RIDGE TRL, WINDERMERE, FL 34786

    $670,000268 Days on yellowkey   MLS ID: S5132123

    For Sale S5132123 - 8582 POWDER RIDGE TRL, WINDERMERE, FL 34786 50 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2297
       Built: 2017
    Community: Windermere Trls Ph 3B
    Single Family


    Estimated Monthly Payment: $3,671 (change assumption)
    Mortgage ($3,671)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 7924 BROFIELD AVE, WINDERMERE, FL 34786

    $650,00041 Days on yellowkey   MLS ID: S5146185

    0 Days Off yellowkey (back on 3/24/2026)

    For Sale S5146185 - 7924 BROFIELD AVE, WINDERMERE, FL 34786 43 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1709
       Built: 2011
    Community: Lake Sawyer South Ph 04
    Single Family


    Estimated Monthly Payment: $3,562 (change assumption)
    Mortgage ($3,562)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 606 E 6TH AVE, WINDERMERE, FL 34786

    $2,350,00043 Days on yellowkey   MLS ID: O6390327

    For Sale O6390327 - 606 E 6TH AVE, WINDERMERE, FL 34786 42 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 4471
       Built: 2016
    Community: Diamondhead
    Single Family


    Estimated Monthly Payment: $12,876 (change assumption)
    Mortgage ($12,876)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 5001 LATROBE DR, WINDERMERE, FL 34786

    $3,499,99944 Days on yellowkey   MLS ID: O6389183

    For Sale O6389183 - 5001 LATROBE DR, WINDERMERE, FL 34786 78 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 4417
       Built: 1990
    Community: Isleworth
    Single Family


    Estimated Monthly Payment: $19,178 (change assumption)
    Mortgage ($19,178)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 7264 BACKWOODS TRL, WINDERMERE, FL 34786

    $650,00056 Days on yellowkey   MLS ID: O6387913

    3 Days Off yellowkey (back on 3/23/2026)

    For Sale O6387913 - 7264 BACKWOODS TRL, WINDERMERE, FL 34786 27 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2214
       Built: 2017
    Community: Ashlin Park Ph 2
    Single Family


    Estimated Monthly Payment: $3,562 (change assumption)
    Mortgage ($3,562)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None




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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.