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Windermere Homes for Sale in Windermere - 83 homes

Windermere homes for sale are located in Orange County, Florida. Find Windermere Homes in Windermere for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your search for Windermere, Windermere homes.

Location: Windermere, Windermere

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  • 8821 DANFORTH DR, WINDERMERE, FL 34786

    $353,50035 Days on yellowkey   MLS ID: O6415522

    3 Days Off yellowkey (back on 7/13/2026)

    REDUCED by $1,500 (0.4%) on 06/30/2026

    For Sale O6415522 - 8821 DANFORTH DR, WINDERMERE, FL 34786 31 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1480
       Built: 2004
    Monthly Fee: $200
       Tax: $5,493 (2025)
    Community: Lakes/Windermere-Lk Reams Twnh
    Townhouse


    Estimated Monthly Payment: $2,595 (change assumption)
    Mortgage ($1,937) + Fees ($200) + Taxes in 2025 ($458)


    Taxes:$5,493

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 13013 OVERSTREET RD, WINDERMERE, FL 34786

    $639,994140 Days on yellowkey   MLS ID: O6380917

    REDUCED by $10,000 (1.5%) on 06/17/2026

    For Sale O6380917 - 13013 OVERSTREET RD, WINDERMERE, FL 34786 47 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2053
       Built: 2009
    Monthly Fee: $82
       Tax: $3,146 (2024)
    Community: Lakes/Windermere
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,851 (change assumption)
    Mortgage ($3,507) + Fees ($82) + Taxes in 2024 ($262)


    Taxes:$3,146

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • WINDERMERE, FL 34786

    $359,90084 Days on yellowkey   MLS ID: O6400745

    4 Days Off yellowkey (back on 7/13/2026)

    REDUCED by $10,000 (2.7%) on 06/23/2026

    For Sale O6400745 - WINDERMERE, FL 34786 15 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1429
       Built: 2006
    Monthly Fee: $200
       Tax: $5,436 (2025)
    Community: Lakes/Windermere-Lk Reams Twhm
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,625 (change assumption)
    Mortgage ($1,972) + Fees ($200) + Taxes in 2025 ($453)


    Taxes:$5,436

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 13525 GORGONA ISLE DR, WINDERMERE, FL 34786

    $1,095,000150 Days on yellowkey   MLS ID: O6377789

    REDUCED by $3,000 (0.3%) on 07/11/2026

    For Sale O6377789 - 13525 GORGONA ISLE DR, WINDERMERE, FL 34786 39 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4625
       Built: 2018
    Monthly Fee: $268
       Tax: $9,351 (2025)
    Community: Windermere Isle
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,047 (change assumption)
    Mortgage ($6,000) + Fees ($268) + Taxes in 2025 ($779)


    Taxes:$9,351

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 14353 CREST PALM AVE, WINDERMERE, FL 34786

    $1,039,09182 Days on yellowkey   MLS ID: G5111542

    For Sale G5111542 - 14353 CREST PALM AVE, WINDERMERE, FL 34786 32 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2740
       Built: 2026
    Monthly Fee: $245
       Tax: $1,309 (2025)
    Community: Palms At Windermere
    Single Family


    Estimated Monthly Payment: $6,048 (change assumption)
    Mortgage ($5,694) + Fees ($245) + 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


  • 2053 WOODY DR, WINDERMERE, FL 34786

    $679,00013 Days on yellowkey   MLS ID: O6421738

    For Sale O6421738 - 2053 WOODY DR, WINDERMERE, FL 34786 49 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2177
       Built: 1973
    Monthly Fee: $88
       Tax: $4,023 (2025)
    Community: Windermere Downs
    Single Family


    Estimated Monthly Payment: $4,144 (change assumption)
    Mortgage ($3,720) + Fees ($88) + Taxes in 2025 ($335)


    Taxes:$4,023

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 14422 CREST PALM AVE, WINDERMERE, FL 34786

    $1,100,00026 Days on yellowkey   MLS ID: O6418503

    For Sale O6418503 - 14422 CREST PALM AVE, WINDERMERE, FL 34786 30 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3140
       Built: 2025
    Monthly Fee: $245
       Tax: $2,889 (2025)
    Community: Palms At Windermere
    Single Family


    Estimated Monthly Payment: $6,513 (change assumption)
    Mortgage ($6,027) + Fees ($245) + Taxes in 2025 ($241)


    Taxes:$2,889

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 9117 OUTLOOK ROCK TRL, WINDERMERE, FL 34786

    $1,125,00041 Days on yellowkey   MLS ID: O6413948

    For Sale O6413948 - 9117 OUTLOOK ROCK TRL, WINDERMERE, FL 34786 37 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4936
       Built: 2014
    Monthly Fee: $94
       Tax: $15,179 (2025)
    Community: Windermere Trls Ph 5A
    Single Family


    Estimated Monthly Payment: $7,523 (change assumption)
    Mortgage ($6,164) + Fees ($94) + Taxes in 2025 ($1,265)


    Taxes:$15,179

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 8266 BRYCE CANYON AVE, WINDERMERE, FL 34786

    $484,50035 Days on yellowkey   MLS ID: O6410344

    REDUCED by $5,000 (1.0%) on 07/09/2026

    For Sale O6410344 - 8266 BRYCE CANYON AVE, WINDERMERE, FL 34786 57 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1825
       Built: 2016
    Monthly Fee: $81
       Tax: $5,441 (2025)
    Community: Windermere Trls Ph 3B
    Single Family


    Estimated Monthly Payment: $3,189 (change assumption)
    Mortgage ($2,655) + Fees ($81) + Taxes in 2025 ($453)


    Taxes:$5,441

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 1002 OAKDALE ST, WINDERMERE, FL 34786

    $950,00093 Days on yellowkey   MLS ID: TB8495717

    REDUCED by $15,000 (1.6%) on 07/11/2026

    For Sale TB8495717 - 1002 OAKDALE ST, WINDERMERE, FL 34786 60 photos

    Bed: 4   Bath: 3.0   Gar: 4
    Liv Area Sq Ft: 3516
       Built: 1973   Tax: $8,799 (2025)
    Community: Windermere Town
    Single Family


    Estimated Monthly Payment: $5,939 (change assumption)
    Mortgage ($5,205) + Taxes in 2025 ($733)


    Taxes:$8,799

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8355 TORCELLO ISLE DR, WINDERMERE, FL 34786

    $925,00064 Days on yellowkey   MLS ID: O6407061

    REDUCED by $25,000 (2.6%) on 07/10/2026

    For Sale O6407061 - 8355 TORCELLO ISLE DR, WINDERMERE, FL 34786 73 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4202
       Built: 2019
    Monthly Fee: $299
       Tax: $9,036 (2025)
    Community: Windermere Isle
    Single Family


    Estimated Monthly Payment: $6,120 (change assumption)
    Mortgage ($5,068) + Fees ($299) + Taxes in 2025 ($753)


    Taxes:$9,036

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 2 CHASE RD, WINDERMERE, FL 34786

    $2,200,000302 Days on yellowkey   MLS ID: O6345197

    0 Days Off yellowkey (back on 7/10/2026)

    REDUCED by $1,000,000 (31.3%) on 06/16/2026

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

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3889
       Built: 2026   Tax: $3,100 (2024)
    Community: Windermere
    Single Family


    Estimated Monthly Payment: $12,313 (change assumption)
    Mortgage ($12,054) + Taxes in 2024 ($258)


    Taxes:$3,100

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 8394 LOOKOUT POINTE DR, WINDERMERE, FL 34786

    $1,150,00038 Days on yellowkey   MLS ID: O6413196

    0 Days Off yellowkey (back on 7/9/2026)

    For Sale O6413196 - 8394 LOOKOUT POINTE DR, WINDERMERE, FL 34786 67 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3971
       Built: 2016
    Monthly Fee: $8
       Tax: $13,647 (2025)
    Community: Windermere Trls Ph 3B
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,446 (change assumption)
    Mortgage ($6,301) + Fees ($8) + Taxes in 2025 ($1,137)


    Taxes:$13,647

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12580 CRAGSIDE LN, WINDERMERE, FL 34786

    $624,00021 Days on yellowkey   MLS ID: O6418877

    3 Days Off yellowkey (back on 7/9/2026)

    For Sale O6418877 - 12580 CRAGSIDE LN, WINDERMERE, FL 34786 62 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2776
       Built: 2003
    Monthly Fee: $82
       Tax: $4,199 (2025)
    Community: Lakes Windermere Ph 01 49 108
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,851 (change assumption)
    Mortgage ($3,419) + Fees ($82) + Taxes in 2025 ($350)


    Taxes:$4,199

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 12633 HADDON DR, WINDERMERE, FL 34786

    $650,00049 Days on yellowkey   MLS ID: O6411199

    0 Days Off yellowkey (back on 7/2/2026)

    For Sale O6411199 - 12633 HADDON DR, WINDERMERE, FL 34786 53 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3000
       Built: 2003
    Monthly Fee: $82
       Tax: $7,410 (2025)
    Community: Lakes Windermere
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,261 (change assumption)
    Mortgage ($3,562) + Fees ($82) + Taxes in 2025 ($617)


    Taxes:$7,410

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 11564 MIZZON DR #102, WINDERMERE, FL 34786

    $295,0009 Days on yellowkey   MLS ID: O6423023

    For Sale O6423023 - 11564 MIZZON DR #102, WINDERMERE, FL 34786 27 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1161
       Built: 2006
    Monthly Fee: $489
       Tax: $3,914 (2025)
    Community: Lakeside/Lks/Windermere
    Condo


    Estimated Monthly Payment: $2,432 (change assumption)
    Mortgage ($1,616) + Fees ($489) + Taxes in 2025 ($326)


    Taxes:$3,914

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8168 BOAT HOOK LOOP #724, WINDERMERE, FL 34786

    $325,00015 Days on yellowkey   MLS ID: O6421614

    For Sale O6421614 - 8168 BOAT HOOK LOOP #724, WINDERMERE, FL 34786 17 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1455
       Built: 2006
    Monthly Fee: $485
       Tax: $4,603 (2025)
    Community: Lakeside/Lks/Windermere
    Condo


    Estimated Monthly Payment: $2,649 (change assumption)
    Mortgage ($1,781) + Fees ($485) + Taxes in 2025 ($384)


    Taxes:$4,603

    Elementary School: Sunset Park Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 7011 NOBLETON DR, WINDERMERE, FL 34786

    $580,00046 Days on yellowkey   MLS ID: O6412101

    For Sale O6412101 - 7011 NOBLETON DR, WINDERMERE, FL 34786 85 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2460
       Built: 2003
    Monthly Fee: $82
       Tax: $9,209 (2025)
    Community: Lakes Windermere Ph 01 49 108
    Single Family


    Estimated Monthly Payment: $4,027 (change assumption)
    Mortgage ($3,178) + Fees ($82) + Taxes in 2025 ($767)


    Taxes:$9,209

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 2009 WOODY DR, WINDERMERE, FL 34786

    $1,200,00010 Days on yellowkey   MLS ID: O6422132

    For Sale O6422132 - 2009 WOODY DR, WINDERMERE, FL 34786 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3540
       Built: 1974
    Monthly Fee: $85
       Tax: $6,392 (2024)
    Community: Windermere Downs
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,193 (change assumption)
    Mortgage ($6,575) + Fees ($85) + Taxes in 2024 ($533)


    Taxes:$6,392

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 8715 QUIET MEADOWS TRL, WINDERMERE, FL 34786

    $825,00052 Days on yellowkey   MLS ID: O6410762

    0 Days Off yellowkey (back on 6/14/2026)

    REDUCED by $15,000 (1.8%) on 06/04/2026

    For Sale O6410762 - 8715 QUIET MEADOWS TRL, WINDERMERE, FL 34786 51 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3388
       Built: 2013
    Monthly Fee: $10
       Tax: $11,511 (2025)
    Community: Windermere Trls Ph 1C
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,490 (change assumption)
    Mortgage ($4,520) + Fees ($10) + Taxes in 2025 ($959)


    Taxes:$11,511

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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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. 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.