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Windermere Single Family Homes For Sale - 245 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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  • 7271 SUNNY MEADOW ALY, WINDERMERE, FL 34786

    $675,00023 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


  • 9319 WOODBREEZE BLVD, WINDERMERE, FL 34786

    $574,99553 Days on yellowkey   MLS ID: O6384930

    For Sale O6384930 - 9319 WOODBREEZE BLVD, WINDERMERE, FL 34786 41 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1798
       Built: 1986
    Monthly Fee: $30
       Tax: $3,384 (2024)
    Community: Silver Woods
    Single Family


    Estimated Monthly Payment: $3,463 (change assumption)
    Mortgage ($3,151) + Fees ($30) + Taxes in 2024 ($282)


    Taxes:$3,384

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5538 W LAKE BUTLER RD, WINDERMERE, FL 34786

    $3,495,00079 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


  • 12784 GARRIDAN AVE, WINDERMERE, FL 34786

    $550,00025 Days on yellowkey   MLS ID: O6392486

    For Sale O6392486 - 12784 GARRIDAN AVE, WINDERMERE, FL 34786 35 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 1970
       Built: 2012
    Monthly Fee: $243
       Tax: $5,000 (2025)
    Community: Wickham Park
    Single Family


    Estimated Monthly Payment: $3,673 (change assumption)
    Mortgage ($3,014) + Fees ($243) + Taxes in 2025 ($417)


    Taxes:$5,000

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 8351 BOWDEN WAY, WINDERMERE, FL 34786

    $1,199,00021 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


  • 12121 SILVERLAKE PARK DR, WINDERMERE, FL 34786

    $509,00037 Days on yellowkey   MLS ID: O6388109

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

    For Sale O6388109 - 12121 SILVERLAKE PARK DR, WINDERMERE, FL 34786 50 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2035
       Built: 2013
    Monthly Fee: $33
       Tax: $7,699 (2025)
    Community: Windermere Trls Ph 1
    Single Family


    Estimated Monthly Payment: $3,464 (change assumption)
    Mortgage ($2,789) + Fees ($33) + Taxes in 2025 ($642)


    Taxes:$7,699

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 5036 LATROBE DR, WINDERMERE, FL 34786

    $4,900,000196 Days on yellowkey   MLS ID: O6346003

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

    For Sale O6346003 - 5036 LATROBE DR, WINDERMERE, FL 34786 47 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 5548
       Built: 1990
    Monthly Fee: $1,224
       Tax: $17,326 (2024)
    Community: Isleworth
    Single Family


    Estimated Monthly Payment: $29,516 (change assumption)
    Mortgage ($26,849) + Fees ($1,224) + Taxes in 2024 ($1,444)


    Taxes:$17,326

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 13106 ORANGE ISLE DR, WINDERMERE, FL 34786

    $815,000130 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

    $4,495,00092 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

    $30,000,00031 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


  • 505 JENNIFER LN, WINDERMERE, FL 34786

    $2,250,00049 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

    $1,250,00022 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

    $2,175,000191 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

    $1,019,99083 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

    $1,395,00043 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


  • 81 OAKDALE ST, WINDERMERE, FL 34786

    $2,300,000151 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

    $835,00034 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

    $1,899,924132 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

    $875,00024 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

    $670,000255 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




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.