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Windermere Single Family Homes For Sale - 279 homes

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

Location: Windermere

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  • 6558 HELMSLEY CIR, WINDERMERE, FL 34786

    $635,0003 Days on yellowkey   MLS ID: S5151342

    For Sale S5151342 - 6558 HELMSLEY CIR, WINDERMERE, FL 34786 55 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2575
       Built: 2009
    Monthly Fee: $129
       Tax: $4,553 (2025)
    Community: Preston Square
    Single Family


    Estimated Monthly Payment: $3,988 (change assumption)
    Mortgage ($3,479) + Fees ($129) + Taxes in 2025 ($379)


    Taxes:$4,553

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6036 GREATWATER DR, WINDERMERE, FL 34786

    $1,999,99955 Days on yellowkey   MLS ID: O6400277

    0 Days Off yellowkey (back on 6/14/2026)

    For Sale O6400277 - 6036 GREATWATER DR, WINDERMERE, FL 34786 47 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4013
       Built: 2001
    Monthly Fee: $298
       Tax: $15,493 (2024)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,548 (change assumption)
    Mortgage ($10,959) + Fees ($298) + Taxes in 2024 ($1,291)


    Taxes:$15,493

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 8715 QUIET MEADOWS TRL, WINDERMERE, FL 34786

    $825,00020 Days on yellowkey   MLS ID: O6410762

    0 Days Off yellowkey (back on 6/14/2026)

    REDUCED by $15,000 (1.8%) on 06/04/2026

    For Sale O6410762 - 8715 QUIET MEADOWS TRL, WINDERMERE, FL 34786 51 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3388
       Built: 2013
    Monthly Fee: $10
       Tax: $11,511 (2025)
    Community: Windermere Trls Ph 1C
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,490 (change assumption)
    Mortgage ($4,520) + Fees ($10) + Taxes in 2025 ($959)


    Taxes:$11,511

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 713 MAIN ST, WINDERMERE, FL 34786

    $2,175,000178 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


  • 8266 BRYCE CANYON AVE, WINDERMERE, FL 34786

    $489,5003 Days on yellowkey   MLS ID: O6410344

    For Sale O6410344 - 8266 BRYCE CANYON AVE, WINDERMERE, FL 34786 57 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1825
       Built: 2016
    Monthly Fee: $81
       Tax: $5,441 (2025)
    Community: Windermere Trls Ph 3B
    Single Family


    Estimated Monthly Payment: $3,217 (change assumption)
    Mortgage ($2,682) + Fees ($81) + Taxes in 2025 ($453)


    Taxes:$5,441

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 801 W 2ND AVE, WINDERMERE, FL 34786

    $3,750,000144 Days on yellowkey   MLS ID: O6375693

    REDUCED by $245,000 (6.1%) on 05/29/2026

    For Sale O6375693 - 801 W 2ND AVE, WINDERMERE, FL 34786 44 photos

    Bed: 5   Bath: 6.5   Gar: 3
    Liv Area Sq Ft: 5639
       Built: 2008   Tax: $49,401 (2024)
    Community: Aladar On Lake Butler
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $24,664 (change assumption)
    Mortgage ($20,547) + Taxes in 2024 ($4,117)


    Taxes:$49,401

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 12688 SALOMON COVE DR, WINDERMERE, FL 34786

    $879,99044 Days on yellowkey   MLS ID: G5111804

    0 Days Off yellowkey (back on 6/14/2026)

    REDUCED by $20,000 (2.2%) on 05/28/2026

    For Sale G5111804 - 12688 SALOMON COVE DR, WINDERMERE, FL 34786 31 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3133
       Built: 2018
    Monthly Fee: $153
       Tax: $7,586 (2025)
    Community: Westside Village
    Single Family


    Estimated Monthly Payment: $5,607 (change assumption)
    Mortgage ($4,822) + Fees ($153) + Taxes in 2025 ($632)


    Taxes:$7,586

    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

    $1,859,00092 Days on yellowkey   MLS ID: O6390656

    REDUCED by $40,000 (2.1%) on 05/29/2026

    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: $11,514 (change assumption)
    Mortgage ($10,186) + 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


  • 5624 W LAKE BUTLER RD, WINDERMERE, FL 34786

    $2,550,00011 Days on yellowkey   MLS ID: O6411407

    For Sale O6411407 - 5624 W LAKE BUTLER RD, WINDERMERE, FL 34786 81 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3736
       Built: 2016
    Monthly Fee: $67
       Tax: $15,440 (2025)
    Community: Kelso On Lake Butler
    Single Family


    Estimated Monthly Payment: $15,326 (change assumption)
    Mortgage ($13,972) + Fees ($67) + Taxes in 2025 ($1,287)


    Taxes:$15,440

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 4309 SALTMARSH SPARROW DR, WINDERMERE, FL 34786

    $783,00072 Days on yellowkey   MLS ID: O6396295

    REDUCED by $16,000 (2.0%) on 05/20/2026

    For Sale O6396295 - 4309 SALTMARSH SPARROW DR, WINDERMERE, FL 34786 55 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3697
       Built: 2015
    Monthly Fee: $130
       Tax: $8,724 (2025)
    Community: Stillwater Xings Prcl Sc-13 Ph
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,147 (change assumption)
    Mortgage ($4,290) + Fees ($130) + Taxes in 2025 ($727)


    Taxes:$8,724

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14371 CREST PALM AVE, WINDERMERE, FL 34786

    $1,114,98969 Days on yellowkey   MLS ID: G5110664

    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: $6,463 (change assumption)
    Mortgage ($6,109) + 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


  • 13324 LONGACRE DR, WINDERMERE, FL 34786

    $510,0005 Days on yellowkey   MLS ID: S5151263

    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


  • 7867 BERKSHIRE OAK ALY, WINDERMERE, FL 34786

    $539,00023 Days on yellowkey   MLS ID: S5149947

    For Sale S5149947 - 7867 BERKSHIRE OAK ALY, WINDERMERE, FL 34786 39 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2221
       Built: 2017
    Monthly Fee: $133
       Tax: $7,755 (2025)
    Community: Westside Village
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,733 (change assumption)
    Mortgage ($2,953) + Fees ($133) + Taxes in 2025 ($646)


    Taxes:$7,755

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 13836 BLUEBIRD POND RD, WINDERMERE, FL 34786

    $675,00047 Days on yellowkey   MLS ID: TB8502779

    REDUCED by $23,000 (3.3%) on 06/04/2026

    For Sale TB8502779 - 13836 BLUEBIRD POND RD, WINDERMERE, FL 34786 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2108
       Built: 2004
    Monthly Fee: $100
       Tax: $3,052 (2025)
    Community: Summerport
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,053 (change assumption)
    Mortgage ($3,699) + Fees ($100) + Taxes in 2025 ($254)


    Taxes:$3,052

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 2503 BUTLER BAY DR N, WINDERMERE, FL 34786

    $1,799,00011 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


  • 8355 TORCELLO ISLE DR, WINDERMERE, FL 34786

    $950,00032 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


  • 4627 BLUE MAJOR DR, WINDERMERE, FL 34786

    $565,00066 Days on yellowkey   MLS ID: O6397778

    REDUCED by $5,000 (0.9%) on 06/10/2026

    For Sale O6397778 - 4627 BLUE MAJOR DR, WINDERMERE, FL 34786 40 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2411
       Built: 2006
    Monthly Fee: $130
       Tax: $8,479 (2025)
    Community: Summerport Ph 5
    Single Family


    Estimated Monthly Payment: $3,932 (change assumption)
    Mortgage ($3,096) + Fees ($130) + Taxes in 2025 ($707)


    Taxes:$8,479

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 13525 GORGONA ISLE DR, WINDERMERE, FL 34786

    $1,098,000118 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


  • 13327 LAKE CLARICE DR, WINDERMERE, FL 34786

    $2,090,00016 Days on yellowkey   MLS ID: O6411453

    REDUCED by $90,000 (4.1%) on 06/08/2026

    For Sale O6411453 - 13327 LAKE CLARICE DR, WINDERMERE, FL 34786 45 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4867
       Built: 2007
    Monthly Fee: $200
       Tax: $23,806 (2025)
    Community: Estates At Lake Clarice
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $13,636 (change assumption)
    Mortgage ($11,452) + Fees ($200) + Taxes in 2025 ($1,984)


    Taxes:$23,806

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 8236 PROCIDA ISLE LN, WINDERMERE, FL 34786

    $1,100,000114 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




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.