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Windermere Homes For Sale & Real Estate - 223 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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  • 7644 RIPPLEPOINTE WAY, WINDERMERE, FL 34786

    $445,000Listed 04/02/2026 7:01PM   MLS ID: O6395582

    For Sale O6395582 - 7644 RIPPLEPOINTE WAY, WINDERMERE, FL 34786 46 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1881
       Built: 2015
    Monthly Fee: $240
       Tax: $6,847 (2025)
    Community: Lake Burden South Ph 2 #35 36
    Townhouse


    Estimated Monthly Payment: $3,249 (change assumption)
    Mortgage ($2,438) + Fees ($240) + Taxes in 2025 ($571)


    Taxes:$6,847

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 13411 LEMON ORCHARD BND, WINDERMERE, FL 34786

    $562,095Listed 04/02/2026 5:16PM   MLS ID: TB8493546

    For Sale TB8493546 - 13411 LEMON ORCHARD BND, WINDERMERE, FL 34786 2 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1649
       Built: 2026
    Monthly Fee: $280
       Tax: $8,670 (2026)
    Community: Lake Cawood Cove
    Townhouse


    Estimated Monthly Payment: $4,082 (change assumption)
    Mortgage ($3,080) + Fees ($280) + Taxes in 2026 ($723)


    Taxes:$8,670

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 3130 BUTLER BAY DR N, WINDERMERE, FL 34786

    $1,725,000Listed 04/03/2026 12:02AM   MLS ID: O6395307

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

    Bed: 4   Bath: 5.0   Gar: 4
    Liv Area Sq Ft: 4490
       Built: 1985
    Monthly Fee: $181
       Tax: $21,502 (2025)
    Community: Butler Bay
    Single Family


    Estimated Monthly Payment: $11,425 (change assumption)
    Mortgage ($9,452) + Fees ($181) + Taxes in 2025 ($1,792)


    Taxes:$21,502

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 11333 CAMDEN PARK DR, WINDERMERE, FL 34786

    $1,250,000279 Days on yellowkey   MLS ID: O6322386

    REDUCED by $27,000 (2.1%) on 04/02/2026

    For Sale O6322386 - 11333 CAMDEN PARK DR, WINDERMERE, FL 34786 62 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3449
       Built: 2004
    Monthly Fee: $283
       Tax: $12,506 (2024)
    Community: Keenes Pointe
    Single Family


    Estimated Monthly Payment: $8,174 (change assumption)
    Mortgage ($6,849) + Fees ($283) + Taxes in 2024 ($1,042)


    Taxes:$12,506

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 11537 CLAYMONT CIR, WINDERMERE, FL 34786

    $1,400,0001 Day on yellowkey   MLS ID: O6395210

    For Sale O6395210 - 11537 CLAYMONT CIR, WINDERMERE, FL 34786 43 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3164
       Built: 2002
    Monthly Fee: $283
       Tax: $16,031 (2024)
    Community: Keenes Pointe Ut 04 Sec 31 48 82
    Single Family


    Estimated Monthly Payment: $9,290 (change assumption)
    Mortgage ($7,671) + Fees ($283) + Taxes in 2024 ($1,336)


    Taxes:$16,031

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 6626 BRIDGEWATER VILLAGE RD, WINDERMERE, FL 34786

    $585,000151 Days on yellowkey   MLS ID: O6349184

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

    For Sale O6349184 - 6626 BRIDGEWATER VILLAGE RD, WINDERMERE, FL 34786 56 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2720
       Built: 2014
    Monthly Fee: $225
       Tax: $5,382 (2024)
    Community: Vineyards/Horizons West Ph 1B
    Single Family


    Estimated Monthly Payment: $3,879 (change assumption)
    Mortgage ($3,205) + Fees ($225) + Taxes in 2024 ($448)


    Taxes:$5,382

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 6130 GROSVENOR SHORE DR, WINDERMERE, FL 34786

    $3,500,000132 Days on yellowkey   MLS ID: O6361099

    For Sale O6361099 - 6130 GROSVENOR SHORE DR, WINDERMERE, FL 34786 47 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4676
       Built: 2010
    Monthly Fee: $283
       Tax: $24,892 (2024)
    Community: Keenes Pointe
    Single Family


    Estimated Monthly Payment: $21,535 (change assumption)
    Mortgage ($19,178) + Fees ($283) + Taxes in 2024 ($2,074)


    Taxes:$24,892

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 9940 GROSVENOR POINTE CIR, WINDERMERE, FL 34786

    $3,195,00053 Days on yellowkey   MLS ID: O6380812

    For Sale O6380812 - 9940 GROSVENOR POINTE CIR, WINDERMERE, FL 34786 50 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 5071
       Built: 2014
    Monthly Fee: $283
       Tax: $29,036 (2024)
    Community: Keenes Pointe
    Single Family


    Estimated Monthly Payment: $20,209 (change assumption)
    Mortgage ($17,506) + Fees ($283) + Taxes in 2024 ($2,420)


    Taxes:$29,036

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 9725 CHESTNUT RIDGE DR, WINDERMERE, FL 34786

    $6,950,00091 Days on yellowkey   MLS ID: O6370294

    For Sale O6370294 - 9725 CHESTNUT RIDGE DR, WINDERMERE, FL 34786 57 photos

    Bed: 7   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 8000
       Built: 1999
    Monthly Fee: $1,043
       Tax: $29,046 (2024)
    Community: Isleworth
    Single Family


    Estimated Monthly Payment: $41,545 (change assumption)
    Mortgage ($38,081) + Fees ($1,043) + Taxes in 2024 ($2,421)


    Taxes:$29,046

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 2958 MARQUESAS CT, WINDERMERE, FL 34786

    $1,885,000151 Days on yellowkey   MLS ID: O6357302

    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: $11,813 (change assumption)
    Mortgage ($10,329) + 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


  • 2844 MARQUESAS CT, WINDERMERE, FL 34786

    $3,700,000176 Days on yellowkey   MLS ID: O6350786

    For Sale O6350786 - 2844 MARQUESAS CT, WINDERMERE, FL 34786 75 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 5365
       Built: 1985
    Monthly Fee: $215
       Tax: $17,334 (2024)
    Community: Lake Crescent Reserve
    Single Family


    Estimated Monthly Payment: $21,933 (change assumption)
    Mortgage ($20,273) + Fees ($215) + Taxes in 2024 ($1,445)


    Taxes:$17,334

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 9721 CARILLON PARK DR, WINDERMERE, FL 34786

    $5,000,000228 Days on yellowkey   MLS ID: O6336879

    For Sale O6336879 - 9721 CARILLON PARK DR, WINDERMERE, FL 34786 81 photos

    Bed: 6   Bath: 8.0   Gar: 4
    Liv Area Sq Ft: 8305
       Built: 2011
    Monthly Fee: $277
       Tax: $47,936 (2023)
    Community: Keenes Pointe
    Single Family


    Estimated Monthly Payment: $31,668 (change assumption)
    Mortgage ($27,397) + Fees ($277) + Taxes in 2023 ($3,995)


    Taxes:$47,936

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2023

    Middle School: Bridgewater Middle


  • 12305 VIA DERNA PL, WINDERMERE, FL 34786

    $470,00073 Days on yellowkey   MLS ID: O6374964

    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: $3,309 (change assumption)
    Mortgage ($2,575) + 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


  • 6673 DUNCASTER ST, WINDERMERE, FL 34786

    $539,00054 Days on yellowkey   MLS ID: O6378820

    For Sale O6378820 - 6673 DUNCASTER ST, WINDERMERE, FL 34786 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2151
       Built: 2005   Tax: $3,351 (2024)
    Community: Lakes/Windermere Ph 02A
    Single Family


    Estimated Monthly Payment: $3,233 (change assumption)
    Mortgage ($2,953) + 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


  • 12640 SALOMON COVE DR, WINDERMERE, FL 34786

    $1,300,00023 Days on yellowkey   MLS ID: O6388605

    For Sale O6388605 - 12640 SALOMON COVE DR, WINDERMERE, FL 34786 80 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3694
       Built: 2018
    Monthly Fee: $133
       Tax: $13,961 (2024)
    Community: Westside Village
    Single Family


    Estimated Monthly Payment: $8,420 (change assumption)
    Mortgage ($7,123) + Fees ($133) + Taxes in 2024 ($1,163)


    Taxes:$13,961

    Elementary School: Bay Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 11044 HAWKSHEAD CT, WINDERMERE, FL 34786

    $1,359,99927 Days on yellowkey   MLS ID: O6388401

    REDUCED by $40,001 (2.9%) on 04/02/2026

    For Sale O6388401 - 11044 HAWKSHEAD CT, WINDERMERE, FL 34786 39 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4257
       Built: 2004
    Monthly Fee: $634
       Tax: $11,066 (2025)
    Community: Reserve At Lake Butler Sound Ut 2
    Single Family


    Estimated Monthly Payment: $9,008 (change assumption)
    Mortgage ($7,452) + Fees ($634) + Taxes in 2025 ($922)


    Taxes:$11,066

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 5224 LEMON TWIST LN, WINDERMERE, FL 34786

    $639,9007 Days on yellowkey   MLS ID: O6393299

    For Sale O6393299 - 5224 LEMON TWIST LN, WINDERMERE, FL 34786 60 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2812
       Built: 2006
    Monthly Fee: $130
       Tax: $4,660 (2025)
    Community: Summerport
    Single Family


    Estimated Monthly Payment: $4,025 (change assumption)
    Mortgage ($3,506) + Fees ($130) + Taxes in 2025 ($388)


    Taxes:$4,660

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8601 VIA TAVOLERIA WAY, WINDERMERE, FL 34786

    $465,000Listed 04/02/2026 9:36AM   MLS ID: O6394940

    For Sale O6394940 - 8601 VIA TAVOLERIA WAY, WINDERMERE, FL 34786 50 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1936
       Built: 2014
    Monthly Fee: $316
       Tax: $4,531 (2025)
    Community: Carrington
    Townhouse


    Estimated Monthly Payment: $3,241 (change assumption)
    Mortgage ($2,548) + Fees ($316) + Taxes in 2025 ($378)


    Taxes:$4,531

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 5130 SUN PALM DR, WINDERMERE, FL 34786

    $525,000Listed 04/02/2026 12:03PM   MLS ID: O6390875

    For Sale O6390875 - 5130 SUN PALM DR, WINDERMERE, FL 34786 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1723
       Built: 1987
    Monthly Fee: $30
       Tax: $8,032 (2025)
    Community: Silver Woods Ph 04
    Single Family


    Estimated Monthly Payment: $3,576 (change assumption)
    Mortgage ($2,877) + Fees ($30) + Taxes in 2025 ($669)


    Taxes:$8,032

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 58 MAIN ST, WINDERMERE, FL 34786

    $3,725,00057 Days on yellowkey   MLS ID: O6370886

    For Sale O6370886 - 58 MAIN ST, WINDERMERE, FL 34786 52 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4875
       Built: 1953   Tax: $21,723 (2024)
    Community: Lake Butler Park Pt Rep
    Single Family


    Estimated Monthly Payment: $22,221 (change assumption)
    Mortgage ($20,410) + Taxes in 2024 ($1,810)


    Taxes:$21,723

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None




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.