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Windermere Homes For Sale & Real Estate - 300 homes

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

Location: Windermere

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  • 3130 BUTLER BAY DR N, WINDERMERE, FL 34786

    $1,725,00020 Days on yellowkey   MLS ID: O6395307

    For Sale O6395307 - 3130 BUTLER BAY DR N, WINDERMERE, FL 34786 51 photos

    Bed: 5   Bath: 5.0   Gar: 4
    Liv Area Sq Ft: 4490
       Built: 1985
    Monthly Fee: $199
       Tax: $21,502 (2025)
    Community: Butler Bay
    Single Family


    Estimated Monthly Payment: $11,443 (change assumption)
    Mortgage ($9,452) + Fees ($199) + Taxes in 2025 ($1,792)


    Taxes:$21,502

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 11686 WATER RUN ALY, WINDERMERE, FL 34786

    $409,90041 Days on yellowkey   MLS ID: O6390542

    REDUCED by $2,000 (0.5%) on 04/20/2026

    For Sale O6390542 - 11686 WATER RUN ALY, WINDERMERE, FL 34786 21 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1584
       Built: 2017
    Monthly Fee: $332
       Tax: $6,025 (2025)
    Community: Ashlin Park Ph 2
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,080 (change assumption)
    Mortgage ($2,246) + Fees ($332) + Taxes in 2025 ($502)


    Taxes:$6,025

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 8411 WOBURN CT, WINDERMERE, FL 34786

    $1,250,00028 Days on yellowkey   MLS ID: O6391980

    REDUCED by $10,000 (0.8%) on 04/20/2026

    For Sale O6391980 - 8411 WOBURN CT, WINDERMERE, FL 34786 41 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2582
       Built: 1999
    Monthly Fee: $222
       Tax: $12,964 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,151 (change assumption)
    Mortgage ($6,849) + Fees ($222) + Taxes in 2025 ($1,080)


    Taxes:$12,964

    Elementary School: Windermere Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 13622 DARCHANCE RD, WINDERMERE, FL 34786

    $629,90033 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


  • 4200 DOWN POINT LN, WINDERMERE, FL 34786

    $9,900,00069 Days on yellowkey   MLS ID: O6382393

    2 Days Off yellowkey (back on 2/23/2026)

    For Sale O6382393 - 4200 DOWN POINT LN, WINDERMERE, FL 34786 63 photos

    Bed: 6   Bath: 8.0   Gar: 4
    Liv Area Sq Ft: 14435
       Built: 2001   Tax: $82,719 (2025)
    Community: Down Point Sub
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $61,139 (change assumption)
    Mortgage ($54,245) + Taxes in 2025 ($6,893)


    Taxes:$82,719

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 1420 DINGENS AVE, WINDERMERE, FL 34786

    $1,600,00084 Days on yellowkey   MLS ID: O6376538

    2 Days Off yellowkey (back on 4/20/2026)

    For Sale O6376538 - 1420 DINGENS AVE, WINDERMERE, FL 34786 41 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4072
       Built: 2018   Tax: $13,393 (2025)
    Community: Gotha
    Single Family


    Estimated Monthly Payment: $9,883 (change assumption)
    Mortgage ($8,767) + Taxes in 2025 ($1,116)


    Taxes:$13,393

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 13733 BRESSLER ALY, WINDERMERE, FL 34786

    $455,00076 Days on yellowkey   MLS ID: O6379257

    REDUCED by $9,999 (2.2%) on 04/20/2026

    For Sale O6379257 - 13733 BRESSLER ALY, WINDERMERE, FL 34786 32 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2002
       Built: 2019
    Monthly Fee: $185
       Tax: $7,023 (2024)
    Community: Vineyards/Horizons West Ph 4
    Townhouse


    Estimated Monthly Payment: $3,263 (change assumption)
    Mortgage ($2,493) + Fees ($185) + Taxes in 2024 ($585)


    Taxes:$7,023

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 12720 JACOB GRACE CT, WINDERMERE, FL 34786

    $2,895,00049 Days on yellowkey   MLS ID: TB8476930

    For Sale TB8476930 - 12720 JACOB GRACE CT, WINDERMERE, FL 34786 88 photos

    Bed: 6   Bath: 6.5   Gar: 3
    Liv Area Sq Ft: 5882
       Built: 2005
    Monthly Fee: $300
       Tax: $13,298 (2024)
    Community: Tildens Grove Ph 01 47/65
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $17,271 (change assumption)
    Mortgage ($15,863) + Fees ($300) + Taxes in 2024 ($1,108)


    Taxes:$13,298

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 7719 ANSELMO LN, WINDERMERE, FL 34786

    $382,00030 Days on yellowkey   MLS ID: O6392007

    REDUCED by $5,500 (1.4%) on 04/20/2026

    For Sale O6392007 - 7719 ANSELMO LN, WINDERMERE, FL 34786 31 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1644
       Built: 2008
    Monthly Fee: $375
       Tax: $5,537 (2025)
    Community: Lake Sawyer South Ph 03
    Townhouse


    Estimated Monthly Payment: $2,930 (change assumption)
    Mortgage ($2,093) + Fees ($375) + Taxes in 2025 ($461)


    Taxes:$5,537

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 11449 LAKE BUTLER BLVD, WINDERMERE, FL 34786

    $1,730,0006 Days on yellowkey   MLS ID: O6399319

    For Sale O6399319 - 11449 LAKE BUTLER BLVD, WINDERMERE, FL 34786 48 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4648
       Built: 1995   Tax: $19,423 (2025)
    Community: Lake Butler Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,098 (change assumption)
    Mortgage ($9,479) + Taxes in 2025 ($1,619)


    Taxes:$19,423

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 2219 RIDGEWIND WAY, WINDERMERE, FL 34786

    $1,349,0004 Days on yellowkey   MLS ID: O6400508

    For Sale O6400508 - 2219 RIDGEWIND WAY, WINDERMERE, FL 34786 45 photos

    Bed: 6   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3364
       Built: 1997
    Monthly Fee: $218
       Tax: $10,027 (2024)
    Community: Estates At Windermere
    Single Family


    Estimated Monthly Payment: $8,445 (change assumption)
    Mortgage ($7,392) + Fees ($218) + Taxes in 2024 ($836)


    Taxes:$10,027

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 9011 CHAPMAN OAK CT, WINDERMERE, FL 34786

    $649,0007 Days on yellowkey   MLS ID: S5148031

    For Sale S5148031 - 9011 CHAPMAN OAK CT, WINDERMERE, FL 34786 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2050
       Built: 1987
    Monthly Fee: $31
       Tax: $8,592 (2025)
    Community: Silver Woods Ph 05
    Single Family


    Estimated Monthly Payment: $4,303 (change assumption)
    Mortgage ($3,556) + Fees ($31) + Taxes in 2025 ($716)


    Taxes:$8,592

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11419 CAMDEN PARK DR, WINDERMERE, FL 34786

    $1,375,00030 Days on yellowkey   MLS ID: O6392667

    0 Days Off yellowkey (back on 4/19/2026)

    For Sale O6392667 - 11419 CAMDEN PARK DR, WINDERMERE, FL 34786 25 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3686
       Built: 2005
    Monthly Fee: $283
       Tax: $7,583 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,449 (change assumption)
    Mortgage ($7,534) + Fees ($283) + Taxes in 2025 ($632)


    Taxes:$7,583

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 1329 GLENHEATHER DR, WINDERMERE, FL 34786

    $821,00017 Days on yellowkey   MLS ID: O6395704

    0 Days Off yellowkey (back on 4/19/2026)

    For Sale O6395704 - 1329 GLENHEATHER DR, WINDERMERE, FL 34786 68 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2519
       Built: 2002
    Monthly Fee: $201
       Tax: $7,240 (2025)
    Community: Reserve At Belmere
    Single Family


    Estimated Monthly Payment: $5,303 (change assumption)
    Mortgage ($4,499) + Fees ($201) + Taxes in 2025 ($603)


    Taxes:$7,240

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 8796 PEACHTREE PARK CT, WINDERMERE, FL 34786

    $979,9998 Days on yellowkey   MLS ID: O6399023

    For Sale O6399023 - 8796 PEACHTREE PARK CT, WINDERMERE, FL 34786 35 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3299
       Built: 2014
    Monthly Fee: $218
       Tax: $9,513 (2025)
    Community: Peachtree Park
    Single Family


    Estimated Monthly Payment: $6,380 (change assumption)
    Mortgage ($5,370) + Fees ($218) + Taxes in 2025 ($793)


    Taxes:$9,513

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 9057 BALMORAL MEWS SQ, WINDERMERE, FL 34786

    $1,949,00040 Days on yellowkey   MLS ID: O6390656

    REDUCED by $41,000 (2.1%) on 04/16/2026

    For Sale O6390656 - 9057 BALMORAL MEWS SQ, WINDERMERE, FL 34786 67 photos

    Bed: 6   Bath: 5.5   Gar: 4
    Liv Area Sq Ft: 5430
       Built: 1997
    Monthly Fee: $267
       Tax: $12,735 (2025)
    Community: Balmoral
    Single Family


    Estimated Monthly Payment: $12,007 (change assumption)
    Mortgage ($10,679) + Fees ($267) + Taxes in 2025 ($1,061)


    Taxes:$12,735

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 8236 PROCIDA ISLE LN, WINDERMERE, FL 34786

    $1,100,00062 Days on yellowkey   MLS ID: O6383546

    REDUCED by $90,000 (7.6%) on 04/15/2026

    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: $7,400 (change assumption)
    Mortgage ($6,027) + 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


  • 14383 CREST PALM AVE, WINDERMERE, FL 34786

    $1,166,99089 Days on yellowkey   MLS ID: G5107222

    For Sale G5107222 - 14383 CREST PALM AVE, WINDERMERE, FL 34786 51 photos

    Bed: 6   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3550
       Built: 2026
    Monthly Fee: $245
       Tax: $2,489 (2025)
    Community: Palms At Windermere
    Single Family


    Estimated Monthly Payment: $6,847 (change assumption)
    Mortgage ($6,394) + Fees ($245) + Taxes in 2025 ($207)


    Taxes:$2,489

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 14354 CREST PALM AVE, WINDERMERE, FL 34786

    $1,119,990107 Days on yellowkey   MLS ID: G5106241

    For Sale G5106241 - 14354 CREST PALM AVE, WINDERMERE, FL 34786 51 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3542
       Built: 2025
    Monthly Fee: $245
       Tax: $1,309 (2025)
    Community: Palms At Windermere
    Single Family


    Estimated Monthly Payment: $6,491 (change assumption)
    Mortgage ($6,137) + 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


  • 14347 CREST PALM AVE, WINDERMERE, FL 34786

    $1,108,990400 Days on yellowkey   MLS ID: G5094526

    For Sale G5094526 - 14347 CREST PALM AVE, WINDERMERE, FL 34786 41 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3100
       Built: 2025
    Monthly Fee: $275
       Tax: $1,309 (2023)
    Community: Palms At Windermere
    Single Family


    Estimated Monthly Payment: $6,461 (change assumption)
    Mortgage ($6,077) + Fees ($275) + Taxes in 2023 ($109)


    Taxes:$1,309

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2023

    Middle School: Horizon West Middle School




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

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 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.