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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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  • 11564 MIZZON DR #202 (919), WINDERMERE, FL 34786

    $295,00017 Days on yellowkey   MLS ID: O6394852

    For Sale O6394852 - 11564 MIZZON DR #202 (919), WINDERMERE, FL 34786 25 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1161
       Built: 2006   Tax: $4,173 (2025)
    Community: Lakeside/Lks/Windermere Ph 9
    Condo


    Estimated Monthly Payment: $1,964 (change assumption)
    Mortgage ($1,616) + Taxes in 2025 ($348)


    Taxes:$4,173

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 106 PALM ST, WINDERMERE, FL 34786

    $1,399,00029 Days on yellowkey   MLS ID: O6391350

    0 Days Off yellowkey (back on 4/6/2026)

    For Sale O6391350 - 106 PALM ST, WINDERMERE, FL 34786 35 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3082
       Built: 1960   Tax: $12,903 (2025)
    Community: Windermere Town
    Single Family


    Estimated Monthly Payment: $8,741 (change assumption)
    Mortgage ($7,666) + Taxes in 2025 ($1,075)


    Taxes:$12,903

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 8601 VIA TAVOLERIA WAY, WINDERMERE, FL 34786

    $465,00021 Days on yellowkey   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


  • 6550 CARTMEL LN, WINDERMERE, FL 34786

    $2,300,00019 Days on yellowkey   MLS ID: O6396111

    For Sale O6396111 - 6550 CARTMEL LN, WINDERMERE, FL 34786 32 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4257
       Built: 2004
    Monthly Fee: $520
       Tax: $23,347 (2025)
    Community: Reserve At Lake Butler Sound
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $15,068 (change assumption)
    Mortgage ($12,602) + Fees ($520) + Taxes in 2025 ($1,946)


    Taxes:$23,347

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 11675 SNAIL KITE WAY, WINDERMERE, FL 34786

    $596,400100 Days on yellowkey   MLS ID: O6373317

    2 Days Off yellowkey (back on 4/6/2026)

    For Sale O6373317 - 11675 SNAIL KITE WAY, WINDERMERE, FL 34786 46 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2139
       Built: 2012
    Monthly Fee: $130
       Tax: $4,433 (2025)
    Community: Windermere Landings
    Single Family


    Estimated Monthly Payment: $3,767 (change assumption)
    Mortgage ($3,268) + Fees ($130) + Taxes in 2025 ($369)


    Taxes:$4,433

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 12333 VIA DERNA PL, WINDERMERE, FL 34786

    $459,000148 Days on yellowkey   MLS ID: O6362685

    REDUCED by $6,000 (1.3%) on 04/06/2026

    For Sale O6362685 - 12333 VIA DERNA PL, WINDERMERE, FL 34786 57 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1919
       Built: 2014
    Monthly Fee: $316
       Tax: $6,305 (2024)
    Community: Carrington
    Townhouse


    Estimated Monthly Payment: $3,356 (change assumption)
    Mortgage ($2,515) + Fees ($316) + Taxes in 2024 ($525)


    Taxes:$6,305

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6142 GROSVENOR SHORE DR, WINDERMERE, FL 34786

    $5,150,00045 Days on yellowkey   MLS ID: O6388222

    2 Days Off yellowkey (back on 4/6/2026)

    For Sale O6388222 - 6142 GROSVENOR SHORE DR, WINDERMERE, FL 34786 72 photos

    Bed: 4   Bath: 5.5   Gar: 4
    Liv Area Sq Ft: 6950
       Built: 2009
    Monthly Fee: $298
       Tax: $69,198 (2026)
    Community: Keenes Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $34,283 (change assumption)
    Mortgage ($28,218) + Fees ($298) + Taxes in 2026 ($5,767)


    Taxes:$69,198

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2026

    Middle School: Bridgewater Middle


  • 14255 SONCO AVE, WINDERMERE, FL 34786

    $874,90033 Days on yellowkey   MLS ID: O6392262

    For Sale O6392262 - 14255 SONCO AVE, WINDERMERE, FL 34786 100 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2698
       Built: 2006
    Monthly Fee: $130
       Tax: $11,194 (2025)
    Community: Summerport
    Single Family


    Estimated Monthly Payment: $5,857 (change assumption)
    Mortgage ($4,794) + Fees ($130) + Taxes in 2025 ($933)


    Taxes:$11,194

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 414 E 5TH AVE, WINDERMERE, FL 34786

    $1,200,00049 Days on yellowkey   MLS ID: O6387808

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

    For Sale O6387808 - 414 E 5TH AVE, WINDERMERE, FL 34786 77 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2521
       Built: 2000   Tax: $7,227 (2024)
    Community: Windermere Rep
    Single Family


    Estimated Monthly Payment: $7,177 (change assumption)
    Mortgage ($6,575) + Taxes in 2024 ($602)


    Taxes:$7,227

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 13263 STRODE LN, WINDERMERE, FL 34786

    $798,90065 Days on yellowkey   MLS ID: O6383141

    For Sale O6383141 - 13263 STRODE LN, WINDERMERE, FL 34786 53 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2559
       Built: 2008
    Monthly Fee: $86
       Tax: $8,367 (2024)
    Community: Berkshire Park
    Single Family


    Estimated Monthly Payment: $5,161 (change assumption)
    Mortgage ($4,377) + Fees ($86) + Taxes in 2024 ($697)


    Taxes:$8,367

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 5074 ISLEWORTH COUNTRY CLUB DR, WINDERMERE, FL 34786

    $7,595,00099 Days on yellowkey   MLS ID: O6373191

    For Sale O6373191 - 5074 ISLEWORTH COUNTRY CLUB DR, WINDERMERE, FL 34786 83 photos

    Bed: 5   Bath: 6.5   Gar: 3
    Liv Area Sq Ft: 6937
       Built: 1988
    Monthly Fee: $1,043
       Tax: $21,279 (2024)
    Community: Isleworth
    Single Family


    Estimated Monthly Payment: $44,432 (change assumption)
    Mortgage ($41,615) + Fees ($1,043) + Taxes in 2024 ($1,773)


    Taxes:$21,279

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 13858 CAYWOOD POND DR, WINDERMERE, FL 34786

    $963,00058 Days on yellowkey   MLS ID: O6382987

    2 Days Off yellowkey (back on 4/5/2026)

    For Sale O6382987 - 13858 CAYWOOD POND DR, WINDERMERE, FL 34786 54 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3070
       Built: 2004
    Monthly Fee: $130
       Tax: $12,050 (2025)
    Community: Summerport Ph 1
    Single Family


    Estimated Monthly Payment: $6,411 (change assumption)
    Mortgage ($5,277) + Fees ($130) + Taxes in 2025 ($1,004)


    Taxes:$12,050

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 12132 MONTALCINO CIR, WINDERMERE, FL 34786

    $3,950,000169 Days on yellowkey   MLS ID: O6319854

    For Sale O6319854 - 12132 MONTALCINO CIR, WINDERMERE, FL 34786 91 photos

    Bed: 6   Bath: 7.0   Gar: 3
    Liv Area Sq Ft: 5709
       Built: 2016
    Monthly Fee: $242
       Tax: $38,798 (2024)
    Community: Casa Del Lago Rep
    Single Family


    Estimated Monthly Payment: $25,118 (change assumption)
    Mortgage ($21,643) + Fees ($242) + Taxes in 2024 ($3,233)


    Taxes:$38,798

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 11455 CLAYMONT CIR, WINDERMERE, FL 34786

    $1,249,00019 Days on yellowkey   MLS ID: O6396381

    For Sale O6396381 - 11455 CLAYMONT CIR, WINDERMERE, FL 34786 36 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2262
       Built: 2003
    Monthly Fee: $298
       Tax: $7,673 (2025)
    Community: Keenes Pointe
    Single Family


    Estimated Monthly Payment: $7,781 (change assumption)
    Mortgage ($6,844) + Fees ($298) + Taxes in 2025 ($639)


    Taxes:$7,673

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 1002 DOWN RESERVE CT, WINDERMERE, FL 34786

    $6,490,00061 Days on yellowkey   MLS ID: O6383597

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

    For Sale O6383597 - 1002 DOWN RESERVE CT, WINDERMERE, FL 34786 30 photos

    Bed: 6   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 6706
       Built: 2021
    Monthly Fee: $433
       Tax: $61,838 (2024)
    Community: Rosser Reserve Rep
    Single Family


    Estimated Monthly Payment: $41,147 (change assumption)
    Mortgage ($35,561) + Fees ($433) + Taxes in 2024 ($5,153)


    Taxes:$61,838

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 11835 GOLD CREEK TRL, WINDERMERE, FL 34786

    $900,00070 Days on yellowkey   MLS ID: O6382068

    For Sale O6382068 - 11835 GOLD CREEK TRL, WINDERMERE, FL 34786 11 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3119
       Built: 2012
    Monthly Fee: $75
       Tax: $9,395 (2024)
    Community: Windermere Trls Ph 1A
    Single Family


    Estimated Monthly Payment: $5,789 (change assumption)
    Mortgage ($4,931) + Fees ($75) + Taxes in 2024 ($783)


    Taxes:$9,395

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 13421 BONICA WAY, WINDERMERE, FL 34786

    $1,369,99934 Days on yellowkey   MLS ID: O6392381

    For Sale O6392381 - 13421 BONICA WAY, WINDERMERE, FL 34786 48 photos

    Bed: 6   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4869
       Built: 2005
    Monthly Fee: $317
       Tax: $19,939 (2025)
    Community: Tildens Grove Ph 02
    Single Family


    Estimated Monthly Payment: $9,485 (change assumption)
    Mortgage ($7,507) + Fees ($317) + Taxes in 2025 ($1,662)


    Taxes:$19,939

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 8375 BOWDEN WAY, WINDERMERE, FL 34786

    $1,369,000178 Days on yellowkey   MLS ID: S5137385

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

    REDUCED by $1,000 (0.1%) on 03/31/2026

    For Sale S5137385 - 8375 BOWDEN WAY, WINDERMERE, FL 34786 68 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3809
       Built: 1999
    Monthly Fee: $283
       Tax: $9,709 (2025)
    Community: Keenes Pointe Unit 1
    Single Family


    Estimated Monthly Payment: $8,593 (change assumption)
    Mortgage ($7,501) + Fees ($283) + Taxes in 2025 ($809)


    Taxes:$9,709

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 3138 SEIGNEURY DR, WINDERMERE, FL 34786

    $1,350,00044 Days on yellowkey   MLS ID: O6387397

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

    For Sale O6387397 - 3138 SEIGNEURY DR, WINDERMERE, FL 34786 28 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3831
       Built: 1997
    Monthly Fee: $250
       Tax: $11,794 (2024)
    Community: Harbor Isle
    Single Family


    Estimated Monthly Payment: $8,630 (change assumption)
    Mortgage ($7,397) + Fees ($250) + Taxes in 2024 ($983)


    Taxes:$11,794

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 14217 BRIDGEWATER CROSSINGS BLVD, WINDERMERE, FL 34786

    $600,00020 Days on yellowkey   MLS ID: O6396155

    For Sale O6396155 - 14217  BRIDGEWATER CROSSINGS BLVD, WINDERMERE, FL 34786 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2419
       Built: 2006
    Monthly Fee: $131
       Tax: $8,205 (2026)
    Community: Summerport
    Single Family


    Estimated Monthly Payment: $4,102 (change assumption)
    Mortgage ($3,288) + Fees ($131) + Taxes in 2026 ($684)


    Taxes:$8,205

    Elementary School: None

    High School: None

    Tax Year: 2026

    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.