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Windermere Single Family Homes For Sale in Windermere - 66 homes

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

Location: Windermere, Windermere

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  • 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


  • 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


  • 6648 HELSTON LN, WINDERMERE, FL 34786

    $665,00031 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


  • 8632 ABBOTSBURY DR, WINDERMERE, FL 34786

    $625,00069 Days on yellowkey   MLS ID: O6406433

    0 Days Off yellowkey (back on 6/18/2026)

    For Sale O6406433 - 8632 ABBOTSBURY DR, WINDERMERE, FL 34786 32 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2720
       Built: 2004
    Monthly Fee: $167
       Tax: $8,567 (2025)
    Community: Lakes/Windermere-Peachtree
    Single Family


    Estimated Monthly Payment: $4,305 (change assumption)
    Mortgage ($3,425) + Fees ($167) + Taxes in 2025 ($714)


    Taxes:$8,567

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 1118 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786

    $2,200,000120 Days on yellowkey   MLS ID: O6390567

    For Sale O6390567 - 1118 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786 38 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4228
       Built: 2019
    Monthly Fee: $250
       Tax: $23,873 (2025)
    Community: Estancia/Windermere
    Spa: No

    Single Family


    Estimated Monthly Payment: $14,294 (change assumption)
    Mortgage ($12,054) + Fees ($250) + Taxes in 2025 ($1,989)


    Taxes:$23,873

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 13232 LONGACRE DR, WINDERMERE, FL 34786

    $650,000187 Days on yellowkey   MLS ID: O6372809

    For Sale O6372809 - 13232 LONGACRE DR, WINDERMERE, FL 34786 34 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2511
       Built: 2013
    Monthly Fee: $120
       Tax: $8,318 (2024)
    Community: Windermere Terrace
    Single Family


    Estimated Monthly Payment: $4,375 (change assumption)
    Mortgage ($3,562) + Fees ($120) + Taxes in 2024 ($693)


    Taxes:$8,318

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 713 MAIN ST, WINDERMERE, FL 34786

    $2,175,000210 Days on yellowkey   MLS ID: O6368185

    REDUCED by $60,000 (2.7%) on 05/11/2026

    For Sale O6368185 - 713 MAIN ST, WINDERMERE, FL 34786 82 photos

    Bed: 6   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 5031
       Built: 2013   Tax: $9,559 (2025)
    Community: Windermere
    Spa: No

    Single Family


    Estimated Monthly Payment: $12,714 (change assumption)
    Mortgage ($11,918) + Taxes in 2025 ($797)


    Taxes:$9,559

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 1316 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786

    $2,290,000108 Days on yellowkey   MLS ID: S5146178

    REDUCED by $90,000 (3.8%) on 05/29/2026

    For Sale S5146178 - 1316 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786 63 photos

    Bed: 5   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 5448
       Built: 2019
    Monthly Fee: $250
       Tax: $1,982 (2025)
    Community: Estancia/Windermere
    Single Family


    Estimated Monthly Payment: $12,963 (change assumption)
    Mortgage ($12,548) + Fees ($250) + Taxes in 2025 ($165)


    Taxes:$1,982

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 9150 OUTLOOK ROCK TRL, WINDERMERE, FL 34786

    $915,000126 Days on yellowkey   MLS ID: S5145642

    For Sale S5145642 - 9150 OUTLOOK ROCK TRL, WINDERMERE, FL 34786 27 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2988
       Built: 2015
    Monthly Fee: $13
       Tax: $10,964 (2024)
    Community: Windermere Trls Ph 5B
    Single Family


    Estimated Monthly Payment: $5,940 (change assumption)
    Mortgage ($5,014) + Fees ($13) + Taxes in 2024 ($914)


    Taxes:$10,964

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8272 BRYCE CANYON AVE, WINDERMERE, FL 34786

    $509,000128 Days on yellowkey   MLS ID: O6389547

    REDUCED by $6,000 (1.2%) on 05/07/2026

    For Sale O6389547 - 8272 BRYCE CANYON AVE, WINDERMERE, FL 34786 34 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1888
       Built: 2016
    Monthly Fee: $71
       Tax: $7,459 (2024)
    Community: Windermere Trls Ph 3B
    Single Family


    Estimated Monthly Payment: $3,482 (change assumption)
    Mortgage ($2,789) + Fees ($71) + Taxes in 2024 ($622)


    Taxes:$7,459

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 6412 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786

    $550,00047 Days on yellowkey   MLS ID: O6412095

    For Sale O6412095 - 6412 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786 38 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1984
       Built: 2012
    Monthly Fee: $130
       Tax: $6,210 (2025)
    Community: Windermere Lndgs Ph 02
    Single Family


    Estimated Monthly Payment: $3,661 (change assumption)
    Mortgage ($3,014) + Fees ($130) + Taxes in 2025 ($517)


    Taxes:$6,210

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11822 SILVERLAKE PARK DR, WINDERMERE, FL 34786

    $495,00049 Days on yellowkey   MLS ID: O6409301

    For Sale O6409301 - 11822 SILVERLAKE PARK DR, WINDERMERE, FL 34786 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1829
       Built: 2014
    Monthly Fee: $85
       Tax: $6,641 (2025)
    Community: Windermere Trls Ph 1C
    Single Family


    Estimated Monthly Payment: $3,351 (change assumption)
    Mortgage ($2,712) + Fees ($85) + Taxes in 2025 ($553)


    Taxes:$6,641

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 6673 DUNCASTER ST, WINDERMERE, FL 34786

    $530,000158 Days on yellowkey   MLS ID: O6378820

    REDUCED by $9,000 (1.7%) on 05/27/2026

    For Sale O6378820 - 6673 DUNCASTER ST, WINDERMERE, FL 34786 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2151
       Built: 2005   Tax: $3,351 (2024)
    Community: Lakes/Windermere Ph 02A
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,183 (change assumption)
    Mortgage ($2,904) + Taxes in 2024 ($279)


    Taxes:$3,351

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 811 MAIN ST, WINDERMERE, FL 34786

    $649,99954 Days on yellowkey   MLS ID: O6409463

    For Sale O6409463 - 811 MAIN ST, WINDERMERE, FL 34786 33 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1398
       Built: 1985   Tax: $9,419 (2024)
    Community: Windermere Town
    Single Family


    Estimated Monthly Payment: $4,346 (change assumption)
    Mortgage ($3,562) + Taxes in 2024 ($785)


    Taxes:$9,419

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 13519 BICTON LN, WINDERMERE, FL 34786

    $717,000188 Days on yellowkey   MLS ID: O6372084

    For Sale O6372084 - 13519 BICTON LN, WINDERMERE, FL 34786 54 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2594
       Built: 2004
    Monthly Fee: $170
       Tax: $8,456 (2024)
    Community: Lakes/Windermere-Peachtree
    Single Family


    Estimated Monthly Payment: $4,803 (change assumption)
    Mortgage ($3,929) + Fees ($170) + Taxes in 2024 ($705)


    Taxes:$8,456

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 14341 CREST PALM AVE, WINDERMERE, FL 34786

    $1,130,64361 Days on yellowkey   MLS ID: G5112469

    For Sale G5112469 - 14341 CREST PALM AVE, WINDERMERE, FL 34786 1 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3153
       Built: 2026
    Monthly Fee: $245
       Tax: $1,309 (2025)
    Community: Palms At Windermere
    Single Family


    Estimated Monthly Payment: $6,549 (change assumption)
    Mortgage ($6,195) + 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




Why Bother Searching Elsewhere for Windermere Single Family Homes for Sale?

Windermere home, townhome, and condo, villa, and other listing sale 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 single family homes for sale in Windermere. You can use our website to view Multiple Listing Service (MLS) data on Windermere single family homes. 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 single family home 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.