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Windermere Single Family Homes For Sale - 260 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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  • 728 FOREST ST, WINDERMERE, FL 34786

    $10,200,00043 Days on yellowkey   MLS ID: O6411906

    For Sale O6411906 - 728 FOREST ST, WINDERMERE, FL 34786 98 photos

    Bed: 6   Bath: 8.5   Gar: 3
    Liv Area Sq Ft: 6457
       Built: 2026   Tax: $18,799 (2025)
    Community: Windermere Town
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $57,456 (change assumption)
    Mortgage ($55,889) + Taxes in 2025 ($1,567)


    Taxes:$18,799

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3629 LAKE BUYNAK RD, WINDERMERE, FL 34786

    $975,000358 Days on yellowkey   MLS ID: G5099846

    REDUCED by $225,000 (18.8%) on 06/04/2026

    For Sale G5099846 - 3629 LAKE BUYNAK RD, WINDERMERE, FL 34786 46 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2618
       Built: 1973   Tax: $8,533 (2024)
    Community: Lake Buynak Estates
    Single Family


    Estimated Monthly Payment: $6,053 (change assumption)
    Mortgage ($5,342) + Taxes in 2024 ($711)


    Taxes:$8,533

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1757 GLENWICK DR, WINDERMERE, FL 34786

    $899,99032 Days on yellowkey   MLS ID: O6415455

    1 Days Off yellowkey (back on 6/26/2026)

    For Sale O6415455 - 1757 GLENWICK DR, WINDERMERE, FL 34786 38 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2516
       Built: 2003
    Monthly Fee: $222
       Tax: $6,451 (2025)
    Community: Reserve At Belmere
    Single Family


    Estimated Monthly Payment: $5,691 (change assumption)
    Mortgage ($4,931) + Fees ($222) + Taxes in 2025 ($538)


    Taxes:$6,451

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 6288 BLAKEFORD DR, WINDERMERE, FL 34786

    $2,474,00037 Days on yellowkey   MLS ID: S5151608

    REDUCED by $76,000 (3.0%) on 06/26/2026

    For Sale S5151608 - 6288 BLAKEFORD DR, WINDERMERE, FL 34786 67 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 5366
       Built: 2003
    Monthly Fee: $298
       Tax: $34,767 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $16,751 (change assumption)
    Mortgage ($13,556) + Fees ($298) + Taxes in 2025 ($2,897)


    Taxes:$34,767

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 4205 CLARICE ESTATES DR, WINDERMERE, FL 34786

    $2,550,00024 Days on yellowkey   MLS ID: O6419164

    For Sale O6419164 - 4205 CLARICE ESTATES DR, WINDERMERE, FL 34786 88 photos

    Bed: 4   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4136
       Built: 2009
    Monthly Fee: $200
       Tax: $10,692 (2025)
    Community: Estates At Lakes Clarice
    Single Family


    Estimated Monthly Payment: $15,063 (change assumption)
    Mortgage ($13,972) + Fees ($200) + Taxes in 2025 ($891)


    Taxes:$10,692

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9349 TIBET POINTE CIR, WINDERMERE, FL 34786

    $7,400,00073 Days on yellowkey   MLS ID: O6404415

    For Sale O6404415 - 9349 TIBET POINTE CIR, WINDERMERE, FL 34786 90 photos

    Bed: 5   Bath: 7.0   Gar: 4
    Liv Area Sq Ft: 7529
       Built: 2003
    Monthly Fee: $298
       Tax: $41,495 (2024)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $44,303 (change assumption)
    Mortgage ($40,547) + Fees ($298) + Taxes in 2024 ($3,458)


    Taxes:$41,495

    Elementary School: Windermere Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 14347 CREST PALM AVE, WINDERMERE, FL 34786

    $1,058,98922 Days on yellowkey   MLS ID: G5114311

    0 Days Off yellowkey (back on 6/25/2026)

    For Sale G5114311 - 14347 CREST PALM AVE, WINDERMERE, FL 34786 41 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3100
       Built: 2026
    Monthly Fee: $275
       Tax: $1,309 (2025)
    Community: Palms At Windermere
    Single Family


    Estimated Monthly Payment: $6,187 (change assumption)
    Mortgage ($5,803) + Fees ($275) + 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


  • 13327 LAKE CLARICE DR, WINDERMERE, FL 34786

    $2,090,00049 Days on yellowkey   MLS ID: O6411453

    2 Days Off yellowkey (back on 6/25/2026)

    REDUCED by $90,000 (4.1%) on 06/08/2026

    For Sale O6411453 - 13327 LAKE CLARICE DR, WINDERMERE, FL 34786 45 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4867
       Built: 2007
    Monthly Fee: $200
       Tax: $23,806 (2025)
    Community: Estates At Lake Clarice
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $13,636 (change assumption)
    Mortgage ($11,452) + Fees ($200) + Taxes in 2025 ($1,984)


    Taxes:$23,806

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 4906 AVIVA GARDEN CT, WINDERMERE, FL 34786

    $4,390,00088 Days on yellowkey   MLS ID: O6400218

    REDUCED by $200,000 (4.4%) on 06/24/2026

    For Sale O6400218 - 4906 AVIVA GARDEN CT, WINDERMERE, FL 34786 27 photos

    Bed: 3   Bath: 4.5   Gar: 4
    Liv Area Sq Ft: 6236
       Built: 2016
    Monthly Fee: $1,146
       Tax: $48,425 (2025)
    Community: Gardens/Isleworth Un #2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $29,236 (change assumption)
    Mortgage ($24,054) + Fees ($1,146) + Taxes in 2025 ($4,035)


    Taxes:$48,425

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13786 SUMMER HARBOR CT, WINDERMERE, FL 34786

    $625,00039 Days on yellowkey   MLS ID: O6414239

    For Sale O6414239 - 13786 SUMMER HARBOR CT, WINDERMERE, FL 34786 72 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2236
       Built: 2015
    Monthly Fee: $37
       Tax: $7,986 (2025)
    Community: Summerport Trl
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,127 (change assumption)
    Mortgage ($3,425) + Fees ($37) + Taxes in 2025 ($666)


    Taxes:$7,986

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 12411 MONTALCINO CIR, WINDERMERE, FL 34786

    $1,439,00091 Days on yellowkey   MLS ID: O6400067

    REDUCED by $56,000 (3.7%) on 06/09/2026

    For Sale O6400067 - 12411 MONTALCINO CIR, WINDERMERE, FL 34786 65 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3399
       Built: 2011
    Monthly Fee: $150
       Tax: $11,027 (2025)
    Community: Casa Del Lago
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,954 (change assumption)
    Mortgage ($7,885) + Fees ($150) + Taxes in 2025 ($919)


    Taxes:$11,027

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 13622 DARCHANCE RD, WINDERMERE, FL 34786

    $629,900118 Days on yellowkey   MLS ID: S5146266

    REDUCED by $19,100 (2.9%) on 04/20/2026

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

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2147
       Built: 2007
    Monthly Fee: $81
       Tax: $5,403 (2025)
    Community: Enclave/Berkshire Park B G H I
    Single Family


    Estimated Monthly Payment: $3,983 (change assumption)
    Mortgage ($3,451) + Fees ($81) + Taxes in 2025 ($450)


    Taxes:$5,403

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11162 LEDGEMENT LN, WINDERMERE, FL 34786

    $995,000275 Days on yellowkey   MLS ID: O6346461

    For Sale O6346461 - 11162 LEDGEMENT LN, WINDERMERE, FL 34786 55 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3248
       Built: 2002
    Monthly Fee: $170
       Tax: $7,747 (2024)
    Community: Glenmuir Ut 02 51 42
    Single Family


    Estimated Monthly Payment: $6,268 (change assumption)
    Mortgage ($5,452) + Fees ($170) + Taxes in 2024 ($646)


    Taxes:$7,747

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 13914 FLORIGOLD DR, WINDERMERE, FL 34786

    $695,00038 Days on yellowkey   MLS ID: O6413986

    1 Days Off yellowkey (back on 6/12/2026)

    For Sale O6413986 - 13914 FLORIGOLD DR, WINDERMERE, FL 34786 55 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1968
       Built: 2004
    Monthly Fee: $111
       Tax: $5,716 (2025)
    Community: West Point Commons
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,395 (change assumption)
    Mortgage ($3,808) + Fees ($111) + Taxes in 2025 ($476)


    Taxes:$5,716

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 9832 LAUREL VALLEY DR, WINDERMERE, FL 34786

    $13,900,00036 Days on yellowkey   MLS ID: O6416194

    For Sale O6416194 - 9832 LAUREL VALLEY DR, WINDERMERE, FL 34786 97 photos

    Bed: 6   Bath: 8.5   Gar: 4
    Liv Area Sq Ft: 11100
       Built: 2004
    Monthly Fee: $1,167
       Tax: $93,184 (2025)
    Community: Isleworth
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $85,095 (change assumption)
    Mortgage ($76,162) + Fees ($1,167) + Taxes in 2025 ($7,765)


    Taxes:$93,184

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2014 DOWN WOODS LN, WINDERMERE, FL 34786

    $1,390,00042 Days on yellowkey   MLS ID: O6413750

    0 Days Off yellowkey (back on 6/22/2026)

    For Sale O6413750 - 2014 DOWN WOODS LN, WINDERMERE, FL 34786 68 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3344
       Built: 1986
    Monthly Fee: $83
       Tax: $13,122 (2025)
    Community: Lake Down Woods
    Single Family


    Estimated Monthly Payment: $8,793 (change assumption)
    Mortgage ($7,616) + Fees ($83) + Taxes in 2025 ($1,094)


    Taxes:$13,122

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 11407 WILLOW GARDENS DR, WINDERMERE, FL 34786

    $1,200,00027 Days on yellowkey   MLS ID: O6417997

    0 Days Off yellowkey (back on 6/21/2026)

    For Sale O6417997 - 11407 WILLOW GARDENS DR, WINDERMERE, FL 34786 53 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3501
       Built: 1992
    Monthly Fee: $122
       Tax: $12,617 (2025)
    Community: Willows At Lake Rhea Ph 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,749 (change assumption)
    Mortgage ($6,575) + Fees ($122) + Taxes in 2025 ($1,051)


    Taxes:$12,617

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 9011 PINNACLE CIR, WINDERMERE, FL 34786

    $2,250,00088 Days on yellowkey   MLS ID: O6400872

    0 Days Off yellowkey (back on 6/20/2026)

    For Sale O6400872 - 9011 PINNACLE CIR, WINDERMERE, FL 34786 53 photos

    Bed: 5   Bath: 5.0   Gar: 4
    Liv Area Sq Ft: 6546
       Built: 2002
    Monthly Fee: $172
       Tax: $23,090 (2025)
    Community: Lake Down Crest
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,425 (change assumption)
    Mortgage ($12,328) + Fees ($172) + Taxes in 2025 ($1,924)


    Taxes:$23,090

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 6648 HELSTON LN, WINDERMERE, FL 34786

    $665,00032 Days on yellowkey   MLS ID: O6413354

    0 Days Off yellowkey (back on 6/20/2026)

    For Sale O6413354 - 6648 HELSTON LN, WINDERMERE, FL 34786 47 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3072
       Built: 2005
    Monthly Fee: $82
       Tax: $9,709 (2025)
    Community: Lakes/Windermere Ph 02A
    Single Family


    Estimated Monthly Payment: $4,535 (change assumption)
    Mortgage ($3,644) + Fees ($82) + Taxes in 2025 ($809)


    Taxes:$9,709

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 11326 LEDGEMENT LN, WINDERMERE, FL 34786

    $899,99957 Days on yellowkey   MLS ID: O6409714

    REDUCED by $19,001 (2.1%) on 06/20/2026

    For Sale O6409714 - 11326 LEDGEMENT LN, WINDERMERE, FL 34786 63 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3182
       Built: 2002
    Monthly Fee: $170
       Tax: $9,509 (2025)
    Community: Glenmuir 48 39
    Single Family


    Estimated Monthly Payment: $5,894 (change assumption)
    Mortgage ($4,931) + Fees ($170) + Taxes in 2025 ($792)


    Taxes:$9,509

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle




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.