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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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  • 11446 JASPER KAY TER #103, WINDERMERE, FL 34786

    $330,00014 Days on yellowkey   MLS ID: O6420653

    For Sale O6420653 - 11446 JASPER KAY TER #103, WINDERMERE, FL 34786 32 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1442
       Built: 2007
    Monthly Fee: $489
       Tax: $4,561 (2025)
    Community: Lakeside At Lakes Of Windermere
    Condo


    Estimated Monthly Payment: $2,677 (change assumption)
    Mortgage ($1,808) + Fees ($489) + Taxes in 2025 ($380)


    Taxes:$4,561

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 715 MAGNOLIA ST, WINDERMERE, FL 34786

    $1,175,00096 Days on yellowkey   MLS ID: S5147648

    REDUCED by $75,000 (6.0%) on 04/27/2026

    For Sale S5147648 - 715 MAGNOLIA ST, WINDERMERE, FL 34786 44 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3390
       Built: 1999   Tax: $5,631 (2024)
    Community: Windermere Town
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,907 (change assumption)
    Mortgage ($6,438) + Taxes in 2024 ($469)


    Taxes:$5,631

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 8236 PROCIDA ISLE LN, WINDERMERE, FL 34786

    $1,080,000146 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


  • 7409 FAIRGROVE AVE, WINDERMERE, FL 34786

    $765,99018 Days on yellowkey   MLS ID: O6420597

    For Sale O6420597 - 7409 FAIRGROVE AVE, WINDERMERE, FL 34786 29 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3285
       Built: 2015
    Monthly Fee: $198
       Tax: $10,018 (2025)
    Community: Windermere Sound
    Single Family


    Estimated Monthly Payment: $5,230 (change assumption)
    Mortgage ($4,197) + Fees ($198) + Taxes in 2025 ($835)


    Taxes:$10,018

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 412 FOREST ST, WINDERMERE, FL 34786

    $840,00038 Days on yellowkey   MLS ID: O6414200

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

    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


  • 13324 LONGACRE DR, WINDERMERE, FL 34786

    $510,00037 Days on yellowkey   MLS ID: S5151263

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

    For Sale S5151263 - 13324 LONGACRE DR, WINDERMERE, FL 34786 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2058
       Built: 2013
    Monthly Fee: $115
       Tax: $7,924 (2025)
    Community: Windermere Terrace
    Single Family


    Estimated Monthly Payment: $3,570 (change assumption)
    Mortgage ($2,794) + Fees ($115) + Taxes in 2025 ($660)


    Taxes:$7,924

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 8552 POWDER RIDGE TRL, WINDERMERE, FL 34786

    $680,000141 Days on yellowkey   MLS ID: S5144276

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

    For Sale S5144276 - 8552 POWDER RIDGE TRL, WINDERMERE, FL 34786 30 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2612
       Built: 2016
    Monthly Fee: $82
       Tax: $8,150 (2024)
    Community: Windermere Trls Ph 3B
    Single Family


    Estimated Monthly Payment: $4,487 (change assumption)
    Mortgage ($3,726) + Fees ($82) + Taxes in 2024 ($679)


    Taxes:$8,150

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 7180 BEEK ST, WINDERMERE, FL 34786

    $780,000114 Days on yellowkey   MLS ID: O6393213

    For Sale O6393213 - 7180 BEEK ST, WINDERMERE, FL 34786 33 photos

    Bed: 6   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3648
       Built: 2013
    Monthly Fee: $124
       Tax: $11,023 (2025)
    Community: Windermere Terrace
    Single Family


    Estimated Monthly Payment: $5,316 (change assumption)
    Mortgage ($4,274) + Fees ($124) + Taxes in 2025 ($919)


    Taxes:$11,023

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 12718 WINDERMERE ISLES PL, WINDERMERE, FL 34786

    $1,480,00091 Days on yellowkey   MLS ID: O6399958

    REDUCED by $10,000 (0.7%) on 07/02/2026

    For Sale O6399958 - 12718 WINDERMERE ISLES PL, WINDERMERE, FL 34786 57 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3487
       Built: 1997
    Monthly Fee: $130
       Tax: $6,661 (2025)
    Community: Isles Windermere
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,794 (change assumption)
    Mortgage ($8,109) + Fees ($130) + Taxes in 2025 ($555)


    Taxes:$6,661

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 13137 PENSHURST LN, WINDERMERE, FL 34786

    $560,00015 Days on yellowkey   MLS ID: O6421270

    For Sale O6421270 - 13137 PENSHURST LN, WINDERMERE, FL 34786 46 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1948
       Built: 2007
    Monthly Fee: $80
       Tax: $3,439 (2025)
    Community: Lakes/Windermere Ph 03 P & Q
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,435 (change assumption)
    Mortgage ($3,068) + Fees ($80) + Taxes in 2025 ($287)


    Taxes:$3,439

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 516 JENNIFER LN, WINDERMERE, FL 34786

    $1,295,00021 Days on yellowkey   MLS ID: O6419731

    0 Days Off yellowkey (back on 6/29/2026)

    For Sale O6419731 - 516 JENNIFER LN, WINDERMERE, FL 34786 71 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3021
       Built: 1982
    Monthly Fee: $333
       Tax: $6,252 (2025)
    Community: Windermere Oaks
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,950 (change assumption)
    Mortgage ($7,096) + Fees ($333) + Taxes in 2025 ($521)


    Taxes:$6,252

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 11861 VERMILLION AVE, WINDERMERE, FL 34786

    $475,00044 Days on yellowkey   MLS ID: O6410430

    For Sale O6410430 - 11861 VERMILLION AVE, WINDERMERE, FL 34786 98 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1600
       Built: 2015
    Monthly Fee: $363
       Tax: $6,340 (2025)
    Community: Windermere Trls Prcl 3
    Townhouse


    Estimated Monthly Payment: $3,494 (change assumption)
    Mortgage ($2,603) + Fees ($363) + Taxes in 2025 ($528)


    Taxes:$6,340

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 13424 HOPKINTON CT, WINDERMERE, FL 34786

    $549,99921 Days on yellowkey   MLS ID: O6419100

    For Sale O6419100 - 13424 HOPKINTON CT, WINDERMERE, FL 34786 8 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2190
       Built: 2005
    Monthly Fee: $169
       Tax: $7,268 (2025)
    Community: Lakes Of Windermere-Peachtree
    Single Family


    Estimated Monthly Payment: $3,788 (change assumption)
    Mortgage ($3,014) + Fees ($169) + Taxes in 2025 ($606)


    Taxes:$7,268

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 8744 DANFORTH DR, WINDERMERE, FL 34786

    $350,00029 Days on yellowkey   MLS ID: O6414301

    2 Days Off yellowkey (back on 6/29/2026)

    For Sale O6414301 - 8744 DANFORTH DR, WINDERMERE, FL 34786 32 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1375
       Built: 2005
    Monthly Fee: $200
       Tax: $2,938 (2025)
    Community: Lakes Of Windermere - Lake Reams Townhomes
    Townhouse


    Estimated Monthly Payment: $2,363 (change assumption)
    Mortgage ($1,918) + Fees ($200) + Taxes in 2025 ($245)


    Taxes:$2,938

    Elementary School: Keene Crossing Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 6601 DUNCASTER ST, WINDERMERE, FL 34786

    $627,90035 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


  • 6965 TETTENHALL LN, WINDERMERE, FL 34786

    $699,000288 Days on yellowkey   MLS ID: O6340538

    REDUCED by $11,000 (1.5%) on 06/28/2026

    For Sale O6340538 - 6965 TETTENHALL LN, WINDERMERE, FL 34786 48 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3050
       Built: 2007
    Monthly Fee: $75
       Tax: $4,946 (2024)
    Community: Lakes/Windermere Ph 04
    Single Family


    Estimated Monthly Payment: $4,317 (change assumption)
    Mortgage ($3,830) + Fees ($75) + Taxes in 2024 ($412)


    Taxes:$4,946

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 13330 LONGACRE DR, WINDERMERE, FL 34786

    $550,00025 Days on yellowkey   MLS ID: O6418405

    For Sale O6418405 - 13330 LONGACRE DR, WINDERMERE, FL 34786 17 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


  • 728 FOREST ST, WINDERMERE, FL 34786

    $10,200,00042 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


  • 14347 CREST PALM AVE, WINDERMERE, FL 34786

    $1,058,98921 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


  • 8470 IRON MOUNTAIN TRL, WINDERMERE, FL 34786

    $449,90023 Days 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: $75
       Tax: $6,558 (2025)
    Community: Windermere Trls Prcl 3
    Townhouse


    Estimated Monthly Payment: $3,087 (change assumption)
    Mortgage ($2,465) + Fees ($75) + Taxes in 2025 ($546)


    Taxes:$6,558

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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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.