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Windermere Single Family Homes For Sale - 227 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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  • 325 MAGNOLIA ST, WINDERMERE, FL 34786

    $2,475,00028 Days on yellowkey   MLS ID: O6391047

    For Sale O6391047 - 325 MAGNOLIA ST, WINDERMERE, FL 34786 52 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 3975
       Built: 1954   Tax: $21,080 (2025)
    Community: Windermere Town
    Single Family


    Estimated Monthly Payment: $15,318 (change assumption)
    Mortgage ($13,561) + Taxes in 2025 ($1,757)


    Taxes:$21,080

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 11536 CLAYMONT CIR, WINDERMERE, FL 34786

    $1,250,00019 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

    $2,175,000188 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

    $1,019,99080 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


  • 11802 WATERSTONE LOOP DR, WINDERMERE, FL 34786

    $1,395,00040 Days on yellowkey   MLS ID: O6387172

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

    For Sale O6387172 - 11802 WATERSTONE LOOP DR, WINDERMERE, FL 34786 28 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 3396
       Built: 2012
    Community: Waterstone
    Single Family


    Estimated Monthly Payment: $7,644 (change assumption)
    Mortgage ($7,644)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 84 OAKDALE ST, WINDERMERE, FL 34786

    $1,875,00092 Days on yellowkey   MLS ID: O6372842

    For Sale O6372842 - 84 OAKDALE ST, WINDERMERE, FL 34786 52 photos

    Bed: 4   Bath: 5.0
    Liv Area Sq Ft: 3519
       Built: 2020
    Community: Davis Shores
    Single Family


    Estimated Monthly Payment: $10,274 (change assumption)
    Mortgage ($10,274)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 81 OAKDALE ST, WINDERMERE, FL 34786

    $2,300,000148 Days on yellowkey   MLS ID: S5138567

    For Sale S5138567 - 81 OAKDALE ST, WINDERMERE, FL 34786 87 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 4284
       Built: 2001
    Community: Davis Shores
    Single Family


    Estimated Monthly Payment: $12,602 (change assumption)
    Mortgage ($12,602)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 9225 MCDAVID CT, WINDERMERE, FL 34786

    $835,00031 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

    $1,899,924129 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

    $875,00021 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


  • 11419 CAMDEN PARK DR, WINDERMERE, FL 34786

    $1,375,00021 Days on yellowkey   MLS ID: O6392667

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

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 3686
       Built: 2005
    Community: Keenes Pointe
    Single Family


    Estimated Monthly Payment: $7,534 (change assumption)
    Mortgage ($7,534)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 8582 POWDER RIDGE TRL, WINDERMERE, FL 34786

    $670,000252 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

    $650,00025 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

    $609,000175 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

    $675,00022 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

    $655,00028 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

    $1,950,000214 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

    $1,498,00027 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

    $568,00086 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


  • 13622 DARCHANCE RD, WINDERMERE, FL 34786

    $649,00024 Days on yellowkey   MLS ID: S5146266

    For Sale S5146266 - 13622 DARCHANCE RD, WINDERMERE, FL 34786 30 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2147
       Built: 2007
    Community: Enclave/Berkshire Park B G H I
    Single Family


    Estimated Monthly Payment: $3,556 (change assumption)
    Mortgage ($3,556)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None




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.