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Windermere Homes For Sale & Real Estate - 295 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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  • 505 JENNIFER LN, WINDERMERE, FL 34786

    $2,250,00054 Days on yellowkey   MLS ID: O6384643

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

    For Sale O6384643 - 505 JENNIFER LN, WINDERMERE, FL 34786 95 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3525
       Built: 1989
    Monthly Fee: $333
       Tax: $7,624 (2024)
    Community: Windermere Oaks
    Single Family


    Estimated Monthly Payment: $13,297 (change assumption)
    Mortgage ($12,328) + Fees ($333) + Taxes in 2024 ($635)


    Taxes:$7,624

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 11536 CLAYMONT CIR, WINDERMERE, FL 34786

    $1,250,00027 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

    $2,175,000196 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


  • 14285 CREST PALM AVE, WINDERMERE, FL 34786

    $1,019,99088 Days on yellowkey   MLS ID: G5107224

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

    For Sale G5107224 - 14285 CREST PALM AVE, WINDERMERE, FL 34786 61 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 3100
       Built: 2025
    Community: Palms At Windermere
    Single Family


    Estimated Monthly Payment: $5,589 (change assumption)
    Mortgage ($5,589)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 7432 LEIGHSIDE DR, WINDERMERE, FL 34786

    $475,00058 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

    $835,00039 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

    $1,899,924137 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

    $875,00029 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

    $670,000260 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

    $650,00033 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


  • 6846 HELMSLEY CIR, WINDERMERE, FL 34786

    $609,000183 Days on yellowkey   MLS ID: O6342692

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

    For Sale O6342692 - 6846 HELMSLEY CIR, WINDERMERE, FL 34786 40 photos

    Bed: 5   Bath: 3.0
    Liv Area Sq Ft: 2555
       Built: 2009
    Community: Preston Square
    Single Family


    Estimated Monthly Payment: $3,337 (change assumption)
    Mortgage ($3,337)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 6613 MERRICK LANDING BLVD, WINDERMERE, FL 34786

    $675,00030 Days on yellowkey   MLS ID: O6391719

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

    For Sale O6391719 - 6613 MERRICK LANDING BLVD, WINDERMERE, FL 34786 41 photos

    Bed: 3   Bath: 3.5
    Liv Area Sq Ft: 2641
       Built: 2014
    Community: Vineyards/Horizons West Ph 1B
    Single Family


    Estimated Monthly Payment: $3,699 (change assumption)
    Mortgage ($3,699)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 12989 WESTSIDE VILLAGE LOOP, WINDERMERE, FL 34786

    $655,00036 Days on yellowkey   MLS ID: S5145903

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

    For Sale S5145903 - 12989 WESTSIDE VILLAGE LOOP, WINDERMERE, FL 34786 43 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2665
       Built: 2018
    Community: Westside Village
    Single Family


    Estimated Monthly Payment: $3,589 (change assumption)
    Mortgage ($3,589)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 13048 LAKE ROPER CT., WINDERMERE, FL 34786

    $1,950,000222 Days on yellowkey   MLS ID: O6342354

    For Sale O6342354 - 13048 LAKE ROPER CT., WINDERMERE, FL 34786 80 photos

    Bed: 5   Bath: 3.5
    Liv Area Sq Ft: 4130
       Built: 2002
    Community: Windermere Pointe
    Single Family


    Estimated Monthly Payment: $10,685 (change assumption)
    Mortgage ($10,685)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 7231 SANGALLA DR, WINDERMERE, FL 34786

    $1,498,00035 Days on yellowkey   MLS ID: O6390817

    For Sale O6390817 - 7231 SANGALLA DR, WINDERMERE, FL 34786 54 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 3835
       Built: 2011
    Community: Casa Del Lago-Replat
    Single Family


    Estimated Monthly Payment: $8,208 (change assumption)
    Mortgage ($8,208)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 7885 BERKSHIRE OAK ALY, WINDERMERE, FL 34786

    $568,00094 Days on yellowkey   MLS ID: O6374875

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

    For Sale O6374875 - 7885 BERKSHIRE OAK ALY, WINDERMERE, FL 34786 35 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2214
       Built: 2018
    Community: Westside Village
    Single Family


    Estimated Monthly Payment: $3,112 (change assumption)
    Mortgage ($3,112)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 606 E 6TH AVE, WINDERMERE, FL 34786

    $2,350,00035 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

    $3,499,99936 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

    $650,00048 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


  • 6330 LAKE BURDEN VIEW DR, WINDERMERE, FL 34786

    $1,950,00061 Days on yellowkey   MLS ID: S5144275

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

    For Sale S5144275 - 6330 LAKE BURDEN VIEW DR, WINDERMERE, FL 34786 51 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 4460
       Built: 2006
    Community: Keenes Pointe Unit 7
    Single Family


    Estimated Monthly Payment: $10,685 (change assumption)
    Mortgage ($10,685)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    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.