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Windermere Single Family Homes For Sale - 229 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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  • 11410 RAPALLO LN, WINDERMERE, FL 34786

    $760,000480 Days on yellowkey   MLS ID: O6265256

    For Sale O6265256 - 11410 RAPALLO LN, WINDERMERE, FL 34786 62 photos

    Bed: 6   Bath: 5.5
    Liv Area Sq Ft: 3336
       Built: 2003
    Community: Belmere Village G2 48 65
    Single Family


    Estimated Monthly Payment: $4,164 (change assumption)
    Mortgage ($4,164)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 6013 GREATWATER DR, WINDERMERE, FL 34786

    $7,250,00038 Days on yellowkey   MLS ID: O6387953

    0 Days Off yellowkey (back on 3/18/2026)

    For Sale O6387953 - 6013 GREATWATER DR, WINDERMERE, FL 34786 84 photos

    Bed: 5   Bath: 6.0
    Liv Area Sq Ft: 7607
       Built: 2004
    Community: Keenes Pointe
    Single Family


    Estimated Monthly Payment: $39,725 (change assumption)
    Mortgage ($39,725)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 6606 SAWYER SHORES LN, WINDERMERE, FL 34786

    $2,500,00047 Days on yellowkey   MLS ID: O6386058

    For Sale O6386058 - 6606 SAWYER SHORES LN, WINDERMERE, FL 34786 22 photos

    Bed: 5   Bath: 4.0
    Liv Area Sq Ft: 5516
       Built: 2025
    Community: Sawyer Shores Sub
    Single Family


    Estimated Monthly Payment: $13,698 (change assumption)
    Mortgage ($13,698)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 6615 HELMSLEY CIR, WINDERMERE, FL 34786

    $769,900   MLS ID: G5104075

    For Sale G5104075 - 6615 HELMSLEY CIR, WINDERMERE, FL 34786 42 photos

    Bed: 5   Bath: 3.5
    Liv Area Sq Ft: 3390
       Built: 2011
    Community: Preston Square
    Single Family


    Estimated Monthly Payment: $4,219 (change assumption)
    Mortgage ($4,219)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 8402 LAKE BURDEN CIR, WINDERMERE, FL 34786

    $2,650,000   MLS ID: O6345629

    For Sale O6345629 - 8402 LAKE BURDEN CIR, WINDERMERE, FL 34786 50 photos

    Bed: 5   Bath: 6.5
    Liv Area Sq Ft: 6248
       Built: 2004
    Community: Keenes Pointe
    Single Family


    Estimated Monthly Payment: $14,520 (change assumption)
    Mortgage ($14,520)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 4029 ISABELLA CIR, WINDERMERE, FL 34786

    $3,299,000   MLS ID: O6387864

    For Sale O6387864 - 4029 ISABELLA CIR, WINDERMERE, FL 34786 97 photos

    Bed: 6   Bath: 7.0
    Liv Area Sq Ft: 7217
       Built: 2018
    Community: Casabella
    Single Family


    Estimated Monthly Payment: $18,076 (change assumption)
    Mortgage ($18,076)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1361 WHITNEY ISLES DR, WINDERMERE, FL 34786

    $1,200,000   MLS ID: O6352069

    For Sale O6352069 - 1361 WHITNEY ISLES DR, WINDERMERE, FL 34786 49 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 2787
       Built: 2006
    Community: Whitney Isles/Belmere Ph 02
    Single Family


    Estimated Monthly Payment: $6,575 (change assumption)
    Mortgage ($6,575)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 8447 WOBURN CT, WINDERMERE, FL 34786

    $1,325,000   MLS ID: O6390148

    For Sale O6390148 - 8447 WOBURN CT, WINDERMERE, FL 34786 26 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2945
       Built: 1999
    Community: Keenes Pointe
    Single Family


    Estimated Monthly Payment: $7,260 (change assumption)
    Mortgage ($7,260)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 11325 FENIMORE CT, WINDERMERE, FL 34786

    $1,200,000   MLS ID: O6345676

    For Sale O6345676 - 11325 FENIMORE CT, WINDERMERE, FL 34786 30 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2658
       Built: 2002
    Community: Keenes Pointe
    Single Family


    Estimated Monthly Payment: $6,575 (change assumption)
    Mortgage ($6,575)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 13609 ANCILLA BLVD, WINDERMERE, FL 34786

    $789,000   MLS ID: O6381542

    For Sale O6381542 - 13609 ANCILLA BLVD, WINDERMERE, FL 34786 56 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3360
       Built: 2005
    Community: Summerport Ph 03
    Single Family


    Estimated Monthly Payment: $4,323 (change assumption)
    Mortgage ($4,323)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 7208 TATTANT BLVD, WINDERMERE, FL 34786

    $599,000   MLS ID: O6389785

    For Sale O6389785 - 7208 TATTANT BLVD, WINDERMERE, FL 34786 49 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2215
       Built: 2012
    Community: Lake Sawyer South Ph 01
    Single Family


    Estimated Monthly Payment: $3,282 (change assumption)
    Mortgage ($3,282)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 13320 FERNOW ST, WINDERMERE, FL 34786

    $730,000   MLS ID: O6388986

    For Sale O6388986 - 13320 FERNOW ST, WINDERMERE, FL 34786 52 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2745
       Built: 2007
    Community: Lake Sawyer South Ph 01
    Single Family


    Estimated Monthly Payment: $4,000 (change assumption)
    Mortgage ($4,000)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 6219 TIROCO WAY, WINDERMERE, FL 34786

    $2,600,000   MLS ID: O6387454

    For Sale O6387454 - 6219 TIROCO WAY, WINDERMERE, FL 34786 41 photos

    Bed: 7   Bath: 5.5
    Liv Area Sq Ft: 5221
       Built: 2014
    Community: Waterstone
    Single Family


    Estimated Monthly Payment: $14,246 (change assumption)
    Mortgage ($14,246)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2 CHASE RD, WINDERMERE, FL 34786

    $3,200,000   MLS ID: O6345197

    For Sale O6345197 - 2 CHASE RD, WINDERMERE, FL 34786 3 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 3889
       Built: 2026
    Community: Windermere
    Single Family


    Estimated Monthly Payment: $17,534 (change assumption)
    Mortgage ($17,534)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 13542 GORGONA ISLE DR, WINDERMERE, FL 34786

    $950,000   MLS ID: O6390582

    For Sale O6390582 - 13542 GORGONA ISLE DR, WINDERMERE, FL 34786 16 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2224
       Built: 2018
    Community: Windermere Isle
    Single Family


    Estimated Monthly Payment: $5,205 (change assumption)
    Mortgage ($5,205)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 11608 CLAYMONT CIRCLE, WINDERMERE, FL 34786

    $1,299,000   MLS ID: O6390072

    For Sale O6390072 - 11608 CLAYMONT CIRCLE, WINDERMERE, FL 34786 44 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2614
       Built: 2004
    Community: Keenes Pointe Ut 04 Sec 31 48 82
    Single Family


    Estimated Monthly Payment: $7,118 (change assumption)
    Mortgage ($7,118)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 9150 OUTLOOK ROCK TRL, WINDERMERE, FL 34786

    $915,000   MLS ID: S5145642

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

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2988
       Built: 2015
    Community: Windermere Trls Ph 5B
    Single Family


    Estimated Monthly Payment: $5,014 (change assumption)
    Mortgage ($5,014)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 3013 SEIGNEURY DR, WINDERMERE, FL 34786

    $1,890,000   MLS ID: O6377087

    For Sale O6377087 - 3013 SEIGNEURY DR, WINDERMERE, FL 34786 62 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 5130
       Built: 2002
    Community: Harbor Isle
    Single Family


    Estimated Monthly Payment: $10,356 (change assumption)
    Mortgage ($10,356)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 6573 HELMSLEY CIR, WINDERMERE, FL 34786

    $639,900   MLS ID: S5145061

    For Sale S5145061 - 6573 HELMSLEY CIR, WINDERMERE, FL 34786 54 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2664
       Built: 2008
    Community: Preston Square
    Single Family


    Estimated Monthly Payment: $3,506 (change assumption)
    Mortgage ($3,506)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 316 E 5TH AVE, WINDERMERE, FL 34786

    $1,100,000   MLS ID: O6383481

    For Sale O6383481 - 316 E 5TH AVE, WINDERMERE, FL 34786 51 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2412
       Built: 1962
    Community: Windermere Rep
    Single Family


    Estimated Monthly Payment: $6,027 (change assumption)
    Mortgage ($6,027)


    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.