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Windermere Homes for Sale in Windermere - 86 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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  • 2230 RIDGEWIND WAY, WINDERMERE, FL 34786

    $1,259,00033 Days on yellowkey   MLS ID: O6410264

    REDUCED by $90,000 (6.7%) on 06/24/2026

    For Sale O6410264 - 2230 RIDGEWIND WAY, WINDERMERE, FL 34786 38 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3064
       Built: 1999
    Monthly Fee: $220
       Tax: $8,790 (2025)
    Community: Estates At Windermere
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,851 (change assumption)
    Mortgage ($6,898) + Fees ($220) + Taxes in 2025 ($732)


    Taxes:$8,790

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 8179 MARITIME FLAG ST #206, WINDERMERE, FL 34786

    $282,500Listed 06/23/2026 5:06PM   MLS ID: S5152137

    For Sale S5152137 - 8179 MARITIME FLAG ST #206, WINDERMERE, FL 34786 36 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1332
       Built: 2006   Tax: $4,603 (2025)
    Community: Lakeside/Lks/Windermere
    Condo


    Estimated Monthly Payment: $1,931 (change assumption)
    Mortgage ($1,548) + Taxes in 2025 ($384)


    Taxes:$4,603

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8470 IRON MOUNTAIN TRL, WINDERMERE, FL 34786

    $449,9001 Day on yellowkey   MLS ID: S5152347

    For Sale S5152347 - 8470 IRON MOUNTAIN TRL, WINDERMERE, FL 34786 22 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1664
       Built: 2015
    Monthly Fee: $164
       Tax: $6,558 (2025)
    Community: Windermere Trls Prcl 3
    Townhouse


    Estimated Monthly Payment: $3,176 (change assumption)
    Mortgage ($2,465) + Fees ($164) + Taxes in 2025 ($546)


    Taxes:$6,558

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • WINDERMERE, FL 34786

    $359,90062 Days on yellowkey   MLS ID: O6400745

    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


  • 13542 GORGONA ISLE DR, WINDERMERE, FL 34786

    $895,000103 Days on yellowkey   MLS ID: O6390582

    REDUCED by $55,000 (5.8%) on 04/25/2026

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

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2224
       Built: 2018
    Monthly Fee: $268
       Tax: $9,762 (2024)
    Community: Windermere Isle
    Single Family


    Estimated Monthly Payment: $5,985 (change assumption)
    Mortgage ($4,904) + Fees ($268) + Taxes in 2024 ($814)


    Taxes:$9,762

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 412 FOREST ST, WINDERMERE, FL 34786

    $840,00016 Days on yellowkey   MLS ID: O6414200

    0 Days Off yellowkey (back on 6/23/2026)

    For Sale O6414200 - 412 FOREST ST, WINDERMERE, FL 34786 34 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2539
       Built: 1973   Tax: $4,939 (2025)
    Community: Windermere Town
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,014 (change assumption)
    Mortgage ($4,603) + Taxes in 2025 ($412)


    Taxes:$4,939

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 8236 PROCIDA ISLE LN, WINDERMERE, FL 34786

    $1,080,000124 Days on yellowkey   MLS ID: O6383546

    REDUCED by $20,000 (1.8%) on 06/19/2026

    For Sale O6383546 - 8236 PROCIDA ISLE LN, WINDERMERE, FL 34786 27 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4176
       Built: 2018
    Monthly Fee: $299
       Tax: $12,887 (2025)
    Community: Windermere Isle Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,291 (change assumption)
    Mortgage ($5,918) + Fees ($299) + Taxes in 2025 ($1,074)


    Taxes:$12,887

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 1002 OAKDALE ST, WINDERMERE, FL 34786

    $965,00071 Days on yellowkey   MLS ID: TB8495717

    REDUCED by $10,000 (1.0%) on 06/23/2026

    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: $6,021 (change assumption)
    Mortgage ($5,288) + Taxes in 2025 ($733)


    Taxes:$8,799

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13525 GORGONA ISLE DR, WINDERMERE, FL 34786

    $1,098,000128 Days on yellowkey   MLS ID: O6377789

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

    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: $7,064 (change assumption)
    Mortgage ($6,016) + 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


  • 8355 TORCELLO ISLE DR, WINDERMERE, FL 34786

    $950,00042 Days on yellowkey   MLS ID: O6407061

    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: $6,257 (change assumption)
    Mortgage ($5,205) + 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


  • 13013 OVERSTREET RD, WINDERMERE, FL 34786

    $639,994118 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 48 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


  • 6601 DUNCASTER ST, WINDERMERE, FL 34786

    $627,90013 Days on yellowkey   MLS ID: O6416272

    REDUCED by $100 (0.0%) on 06/22/2026

    For Sale O6416272 - 6601 DUNCASTER ST, WINDERMERE, FL 34786 65 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3001
       Built: 2006
    Monthly Fee: $82
       Tax: $9,473 (2025)
    Community: Lakes/Windermere Ph 02A
    Single Family


    Estimated Monthly Payment: $4,312 (change assumption)
    Mortgage ($3,440) + Fees ($82) + Taxes in 2025 ($789)


    Taxes:$9,473

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 13330 LONGACRE DR, WINDERMERE, FL 34786

    $550,0003 Days on yellowkey   MLS ID: O6418405

    For Sale O6418405 - 13330 LONGACRE DR, WINDERMERE, FL 34786 13 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2306
       Built: 2013
    Monthly Fee: $115
       Tax: $8,281 (2025)
    Community: Windermere Terrace
    Single Family


    Estimated Monthly Payment: $3,819 (change assumption)
    Mortgage ($3,014) + Fees ($115) + Taxes in 2025 ($690)


    Taxes:$8,281

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8821 DANFORTH DR, WINDERMERE, FL 34786

    $355,00013 Days on yellowkey   MLS ID: O6415522

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

    For Sale O6415522 - 8821 DANFORTH DR, WINDERMERE, FL 34786 29 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: $2,603 (change assumption)
    Mortgage ($1,945) + 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


  • 14371 CREST PALM AVE, WINDERMERE, FL 34786

    $1,049,99079 Days on yellowkey   MLS ID: G5110664

    REDUCED by $64,999 (5.8%) on 06/17/2026

    For Sale G5110664 - 14371 CREST PALM AVE, WINDERMERE, FL 34786 42 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3100
       Built: 2025
    Monthly Fee: $245
       Tax: $1,309 (2025)
    Community: Palms At Windermere
    Single Family


    Estimated Monthly Payment: $6,107 (change assumption)
    Mortgage ($5,753) + 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


  • 9117 OUTLOOK ROCK TRL, WINDERMERE, FL 34786

    $1,125,00019 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


  • 14422 CREST PALM AVE, WINDERMERE, FL 34786

    $1,100,0004 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


  • 8582 POWDER RIDGE TRL, WINDERMERE, FL 34786

    $670,000323 Days on yellowkey   MLS ID: S5132123

    For Sale S5132123 - 8582 POWDER RIDGE TRL, WINDERMERE, FL 34786 50 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2297
       Built: 2017
    Monthly Fee: $81
       Tax: $8,182 (2024)
    Community: Windermere Trls Ph 3B
    Single Family


    Estimated Monthly Payment: $4,434 (change assumption)
    Mortgage ($3,671) + Fees ($81) + Taxes in 2024 ($682)


    Taxes:$8,182

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 6648 HELSTON LN, WINDERMERE, FL 34786

    $665,0009 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


  • 2503 BUTLER BAY DR N, WINDERMERE, FL 34786

    $1,799,00021 Days on yellowkey   MLS ID: O6413242

    For Sale O6413242 - 2503 BUTLER BAY DR N, WINDERMERE, FL 34786 98 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3297
       Built: 1990
    Monthly Fee: $199
       Tax: $16,376 (2025)
    Community: Windermere Club
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,421 (change assumption)
    Mortgage ($9,857) + Fees ($199) + Taxes in 2025 ($1,365)


    Taxes:$16,376

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle




Why Bother Searching Elsewhere for Windermere Homes for Sale and Other Windermere Real Estate?

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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.