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Windermere Homes For Sale & Real Estate - 301 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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  • 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


  • 12305 VIA DERNA PL, WINDERMERE, FL 34786

    $465,00093 Days on yellowkey   MLS ID: O6374964

    REDUCED by $5,000 (1.1%) on 04/17/2026

    For Sale O6374964 - 12305 VIA DERNA PL, WINDERMERE, FL 34786 24 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1891
       Built: 2014
    Monthly Fee: $316
       Tax: $5,016 (2025)
    Community: Carrington
    Townhouse


    Estimated Monthly Payment: $3,282 (change assumption)
    Mortgage ($2,548) + Fees ($316) + Taxes in 2025 ($418)


    Taxes:$5,016

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 6133 S HAMPSHIRE CT, WINDERMERE, FL 34786

    $3,150,00014 Days on yellowkey   MLS ID: O6397043

    0 Days Off yellowkey (back on 4/11/2026)

    For Sale O6397043 - 6133 S HAMPSHIRE CT, WINDERMERE, FL 34786 71 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 6335
       Built: 2000
    Monthly Fee: $298
       Tax: $35,657 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $20,529 (change assumption)
    Mortgage ($17,260) + Fees ($298) + Taxes in 2025 ($2,971)


    Taxes:$35,657

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 825 OAKDALE ST, WINDERMERE, FL 34786

    $792,50016 Days on yellowkey   MLS ID: O6396351

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

    For Sale O6396351 - 825 OAKDALE ST, WINDERMERE, FL 34786 50 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1664
       Built: 1935   Tax: $9,799 (2025)
    Community: Windermere Town
    Single Family


    Estimated Monthly Payment: $5,159 (change assumption)
    Mortgage ($4,342) + Taxes in 2025 ($817)


    Taxes:$9,799

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 6110 KEENES POINTE DR, WINDERMERE, FL 34786

    $1,900,00021 Days on yellowkey   MLS ID: O6393573

    For Sale O6393573 - 6110 KEENES POINTE DR, WINDERMERE, FL 34786 78 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3196
       Built: 2002
    Monthly Fee: $298
       Tax: $10,956 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,622 (change assumption)
    Mortgage ($10,411) + Fees ($298) + Taxes in 2025 ($913)


    Taxes:$10,956

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 6965 TETTENHALL LN, WINDERMERE, FL 34786

    $679,000204 Days on yellowkey   MLS ID: O6340538

    For Sale O6340538 - 6965 TETTENHALL LN, WINDERMERE, FL 34786 45 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2972
       Built: 2007
    Monthly Fee: $75
       Tax: $4,946 (2024)
    Community: Lakes/Windermere Ph 04
    Single Family


    Estimated Monthly Payment: $4,208 (change assumption)
    Mortgage ($3,720) + 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


  • 12784 GARRIDAN AVE, WINDERMERE, FL 34786

    $550,00031 Days on yellowkey   MLS ID: O6392486

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

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

    Bed: 4   Bath: 2.5   Gar: 2
    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


  • 8179 MARITIME FLAG ST #101, WINDERMERE, FL 34786

    $330,0007 Days on yellowkey   MLS ID: O6399551

    For Sale O6399551 - 8179 MARITIME FLAG ST #101, WINDERMERE, FL 34786 34 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1442
       Built: 2006   Tax: $4,106 (2025)
    Community: Lakeside/Lks/Windermere
    Condo


    Estimated Monthly Payment: $2,150 (change assumption)
    Mortgage ($1,808) + Taxes in 2025 ($342)


    Taxes:$4,106

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    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.