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Windermere Homes For Sale & Real Estate - 328 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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  • 12555 CRUXBURY DR, WINDERMERE, FL 34786

    $350,00020 Days on yellowkey   MLS ID: O6410796

    2 Days Off yellowkey (back on 6/15/2026)

    For Sale O6410796 - 12555 CRUXBURY DR, WINDERMERE, FL 34786 41 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1211
       Built: 2005
    Monthly Fee: $200
       Tax: $4,443 (2025)
    Community: Lakes Of Windermere - Lake Reams Townhomes
    Townhouse


    Estimated Monthly Payment: $2,488 (change assumption)
    Mortgage ($1,918) + Fees ($200) + Taxes in 2025 ($370)


    Taxes:$4,443

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 8236 PROCIDA ISLE LN, WINDERMERE, FL 34786

    $1,100,000115 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


  • 9548 CROWN PRINCE LN, WINDERMERE, FL 34786

    $1,450,00031 Days on yellowkey   MLS ID: O6407352

    For Sale O6407352 - 9548 CROWN PRINCE LN, WINDERMERE, FL 34786 41 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3997
       Built: 1999
    Monthly Fee: $108
       Tax: $9,227 (2025)
    Community: Windsor Hill
    Single Family


    Estimated Monthly Payment: $8,822 (change assumption)
    Mortgage ($7,945) + Fees ($108) + Taxes in 2025 ($769)


    Taxes:$9,227

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 11401 EVESHAM DR, WINDERMERE, FL 34786

    $425,00024 Days on yellowkey   MLS ID: O6410182

    REDUCED by $10,000 (2.3%) on 06/15/2026

    For Sale O6410182 - 11401 EVESHAM DR, WINDERMERE, FL 34786 47 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1847
       Built: 2008
    Monthly Fee: $315
       Tax: $3,077 (2024)
    Community: Preston Square
    Townhouse


    Estimated Monthly Payment: $2,900 (change assumption)
    Mortgage ($2,329) + Fees ($315) + Taxes in 2024 ($256)


    Taxes:$3,077

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 6648 HELSTON LN, WINDERMERE, FL 34786

    $665,000Listed 06/15/2026 2:10PM   MLS ID: O6413354

    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


  • 9072 WOODBREEZE BLVD, WINDERMERE, FL 34786

    $549,90040 Days on yellowkey   MLS ID: O6403789

    1 Days Off yellowkey (back on 6/15/2026)

    REDUCED by $12,600 (2.2%) on 05/31/2026

    For Sale O6403789 - 9072 WOODBREEZE BLVD, WINDERMERE, FL 34786 63 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1721
       Built: 1985
    Monthly Fee: $30
       Tax: $3,899 (2025)
    Community: Silver Woods
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,368 (change assumption)
    Mortgage ($3,013) + Fees ($30) + Taxes in 2025 ($325)


    Taxes:$3,899

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 8662 ABBOTSBURY DR, WINDERMERE, FL 34786

    $525,0003 Days on yellowkey   MLS ID: O6416099

    For Sale O6416099 - 8662 ABBOTSBURY DR, WINDERMERE, FL 34786 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1877
       Built: 2004
    Monthly Fee: $170
       Tax: $2,511 (2025)
    Community: Lakes/Windermere-Peachtree
    Single Family


    Estimated Monthly Payment: $3,256 (change assumption)
    Mortgage ($2,877) + Fees ($170) + Taxes in 2025 ($209)


    Taxes:$2,511

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 12826 WOODMERE CLOSE DR, WINDERMERE, FL 34786

    $665,00013 Days on yellowkey   MLS ID: O6412588

    REDUCED by $10,000 (1.5%) on 06/15/2026

    For Sale O6412588 - 12826 WOODMERE CLOSE DR, WINDERMERE, FL 34786 44 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2214
       Built: 2013
    Monthly Fee: $81
       Tax: $5,273 (2025)
    Community: Lake Sawyer South Ph 5
    Single Family


    Estimated Monthly Payment: $4,164 (change assumption)
    Mortgage ($3,644) + Fees ($81) + Taxes in 2025 ($439)


    Taxes:$5,273

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 13232 LONGACRE DR, WINDERMERE, FL 34786

    $650,000156 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


  • 2958 MARQUESAS CT, WINDERMERE, FL 34786

    $1,855,000224 Days on yellowkey   MLS ID: O6357302

    REDUCED by $20,000 (1.1%) on 06/15/2026

    For Sale O6357302 - 2958 MARQUESAS CT, WINDERMERE, FL 34786 32 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4716
       Built: 1984
    Monthly Fee: $215
       Tax: $15,228 (2024)
    Community: Lake Crescent Reserve
    Single Family


    Estimated Monthly Payment: $11,648 (change assumption)
    Mortgage ($10,164) + Fees ($215) + Taxes in 2024 ($1,269)


    Taxes:$15,228

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 11234 RAPALLO LN, WINDERMERE, FL 34786

    $520,000Listed 06/15/2026 11:42AM   MLS ID: O6416987

    For Sale O6416987 - 11234 RAPALLO LN, WINDERMERE, FL 34786 44 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2236
       Built: 2003
    Monthly Fee: $136
       Tax: $3,973 (2025)
    Community: Belmere Village G2 48 65
    Single Family


    Estimated Monthly Payment: $3,316 (change assumption)
    Mortgage ($2,849) + Fees ($136) + Taxes in 2025 ($331)


    Taxes:$3,973

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 10520 PARK RIDGE GOTHA RD, WINDERMERE, FL 34786

    $2,400,00019 Days on yellowkey   MLS ID: O6409659

    1 Days Off yellowkey (back on 6/15/2026)

    For Sale O6409659 - 10520 PARK RIDGE GOTHA RD, WINDERMERE, FL 34786 4 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3101
       Built: 1979   Tax: $3,341 (2025)
    Community: None
    Single Family


    Estimated Monthly Payment: $13,429 (change assumption)
    Mortgage ($13,150) + Taxes in 2025 ($278)


    Taxes:$3,341

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 11410 RAPALLO LN, WINDERMERE, FL 34786

    $760,000542 Days on yellowkey   MLS ID: O6265256

    For Sale O6265256 - 11410 RAPALLO LN, WINDERMERE, FL 34786 62 photos

    Bed: 6   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3336
       Built: 2003
    Monthly Fee: $130
       Tax: $8,434 (2023)
    Community: Belmere Village G2 48 65
    Single Family


    Estimated Monthly Payment: $4,997 (change assumption)
    Mortgage ($4,164) + Fees ($130) + Taxes in 2023 ($703)


    Taxes:$8,434

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2023

    Middle School: SunRidge Middle


  • 9225 MCDAVID CT, WINDERMERE, FL 34786

    $815,00093 Days on yellowkey   MLS ID: O6390371

    REDUCED by $20,000 (2.4%) on 05/09/2026

    For Sale O6390371 - 9225 MCDAVID CT, WINDERMERE, FL 34786 49 photos

    Bed: 4   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2713
       Built: 1984
    Monthly Fee: $25
       Tax: $5,005 (2025)
    Community: Roberts Landing
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,908 (change assumption)
    Mortgage ($4,466) + Fees ($25) + Taxes in 2025 ($417)


    Taxes:$5,005

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1002 OAKDALE ST, WINDERMERE, FL 34786

    $975,00062 Days on yellowkey   MLS ID: TB8495717

    For Sale TB8495717 - 1002 OAKDALE ST, WINDERMERE, FL 34786 60 photos

    Bed: 4   Bath: 3.0   Gar: 4
    Liv Area Sq Ft: 3516
       Built: 1973   Tax: $8,799 (2025)
    Community: Windermere Town
    Single Family


    Estimated Monthly Payment: $6,076 (change assumption)
    Mortgage ($5,342) + Taxes in 2025 ($733)


    Taxes:$8,799

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13743 CALERA ALY, WINDERMERE, FL 34786

    $445,5005 Days on yellowkey   MLS ID: O6413535

    For Sale O6413535 - 13743 CALERA ALY, WINDERMERE, FL 34786 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1997
       Built: 2017
    Monthly Fee: $254
       Tax: $4,897 (2025)
    Community: Vineyards/Horizons West Ph 2B
    Townhouse


    Estimated Monthly Payment: $3,103 (change assumption)
    Mortgage ($2,441) + Fees ($254) + Taxes in 2025 ($408)


    Taxes:$4,897

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 7719 ANSELMO LN, WINDERMERE, FL 34786

    $375,00083 Days on yellowkey   MLS ID: O6392007

    0 Days Off yellowkey (back on 5/1/2026)

    REDUCED by $7,000 (1.8%) on 04/29/2026

    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: $2,891 (change assumption)
    Mortgage ($2,055) + 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


  • 4309 SALTMARSH SPARROW DR, WINDERMERE, FL 34786

    $783,00073 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

    $1,114,98970 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

    $510,0006 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




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.