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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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  • 4812 ALEXANDRA GARDEN CT, WINDERMERE, FL 34786

    $3,699,000284 Days on yellowkey   MLS ID: O6339134

    For Sale O6339134 - 4812 ALEXANDRA GARDEN CT, WINDERMERE, FL 34786 66 photos

    Bed: 3   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4262
       Built: 2007
    Monthly Fee: $1,146
       Tax: $45,888 (2024)
    Community: Isleworth
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $25,238 (change assumption)
    Mortgage ($20,268) + Fees ($1,146) + Taxes in 2024 ($3,824)


    Taxes:$45,888

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 12488 PARK AVE, WINDERMERE, FL 34786

    $15,500,00060 Days on yellowkey   MLS ID: O6395291

    For Sale O6395291 - 12488 PARK AVE, WINDERMERE, FL 34786 68 photos

    Bed: 10   Bath: 14.5   Gar: 9
    Liv Area Sq Ft: 13425
       Built: 1996
    Monthly Fee: $633
       Tax: $56,672 (2025)
    Community: Chaine Du Lac
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $90,285 (change assumption)
    Mortgage ($84,929) + Fees ($633) + Taxes in 2025 ($4,723)


    Taxes:$56,672

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 11162 LEDGEMENT LN, WINDERMERE, FL 34786

    $995,000242 Days on yellowkey   MLS ID: O6346461

    For Sale O6346461 - 11162 LEDGEMENT LN, WINDERMERE, FL 34786 55 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3248
       Built: 2002
    Monthly Fee: $170
       Tax: $7,747 (2024)
    Community: Glenmuir Ut 02 51 42
    Single Family


    Estimated Monthly Payment: $6,268 (change assumption)
    Mortgage ($5,452) + Fees ($170) + Taxes in 2024 ($646)


    Taxes:$7,747

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 11226 MACAW CT, WINDERMERE, FL 34786

    $1,825,00062 Days on yellowkey   MLS ID: O6393210

    For Sale O6393210 - 11226 MACAW CT, WINDERMERE, FL 34786 77 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4549
       Built: 2004
    Monthly Fee: $283
       Tax: $19,332 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,894 (change assumption)
    Mortgage ($10,000) + Fees ($283) + Taxes in 2025 ($1,611)


    Taxes:$19,332

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 14215 DESERT HAVEN ST #3507, WINDERMERE, FL 34786

    $389,00087 Days on yellowkey   MLS ID: S5145972

    2 Days Off yellowkey (back on 4/14/2026)

    For Sale S5145972 - 14215 DESERT HAVEN ST #3507, WINDERMERE, FL 34786 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2028
       Built: 2012
    Monthly Fee: $522
       Tax: $5,453 (2025)
    Community: Oasis Cove 2 At Lakeside Village Condo Ph 1
    Townhouse


    Estimated Monthly Payment: $3,108 (change assumption)
    Mortgage ($2,131) + Fees ($522) + Taxes in 2025 ($454)


    Taxes:$5,453

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1703 ROBERTS LANDING RD, WINDERMERE, FL 34786

    $1,520,000267 Days on yellowkey   MLS ID: O6346120

    For Sale O6346120 - 1703 ROBERTS LANDING RD, WINDERMERE, FL 34786 63 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3288
       Built: 1996   Tax: $17,269 (2024)
    Community: Roberts Landing
    Single Family


    Estimated Monthly Payment: $9,768 (change assumption)
    Mortgage ($8,329) + Taxes in 2024 ($1,439)


    Taxes:$17,269

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 6152 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786

    $1,130,00067 Days on yellowkey   MLS ID: O6396835

    For Sale O6396835 - 6152 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786 3 photos

    Bed: 8   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 4830
       Built: 2012
    Monthly Fee: $133
       Tax: $14,684 (2025)
    Community: Windermere Lndgs Fd-1
    Single Family


    Estimated Monthly Payment: $7,548 (change assumption)
    Mortgage ($6,192) + Fees ($133) + Taxes in 2025 ($1,224)


    Taxes:$14,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6631 CRESTMONT GLEN LN, WINDERMERE, FL 34786

    $834,000340 Days on yellowkey   MLS ID: O6323076

    For Sale O6323076 - 6631 CRESTMONT GLEN LN, WINDERMERE, FL 34786 19 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3068
       Built: 2002
    Monthly Fee: $170
       Tax: $9,573 (2024)
    Community: Glenmuir
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,537 (change assumption)
    Mortgage ($4,570) + Fees ($170) + Taxes in 2024 ($798)


    Taxes:$9,573

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 4819 ALEXANDRA GARDEN CT, WINDERMERE, FL 34786

    $3,200,000325 Days on yellowkey   MLS ID: O6330108

    For Sale O6330108 - 4819 ALEXANDRA GARDEN CT, WINDERMERE, FL 34786 44 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3745
       Built: 2006
    Monthly Fee: $1,146
       Tax: $33,607 (2024)
    Community: Isleworth
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $21,480 (change assumption)
    Mortgage ($17,534) + Fees ($1,146) + Taxes in 2024 ($2,801)


    Taxes:$33,607

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 9731 CHESTNUT RIDGE DR, WINDERMERE, FL 34786

    $3,400,000302 Days on yellowkey   MLS ID: O6336655

    For Sale O6336655 - 9731 CHESTNUT RIDGE DR, WINDERMERE, FL 34786 57 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4877
       Built: 1986
    Monthly Fee: $1,224
       Tax: $19,867 (2024)
    Community: Isleworth
    Single Family


    Estimated Monthly Payment: $21,509 (change assumption)
    Mortgage ($18,630) + Fees ($1,224) + Taxes in 2024 ($1,656)


    Taxes:$19,867

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 12405 CRUXBURY DR, WINDERMERE, FL 34786

    $415,00075 Days on yellowkey   MLS ID: O6394966

    For Sale O6394966 - 12405 CRUXBURY DR, WINDERMERE, FL 34786 27 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1429
       Built: 2006
    Monthly Fee: $200
       Tax: $5,463 (2025)
    Community: Lakes/Windermere-Lk Reams Twhm
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,929 (change assumption)
    Mortgage ($2,274) + Fees ($200) + Taxes in 2025 ($455)


    Taxes:$5,463

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 58 MAIN ST, WINDERMERE, FL 34786

    $3,725,000129 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


  • 6142 GROSVENOR SHORE DR, WINDERMERE, FL 34786

    $5,150,00097 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


  • 11835 GOLD CREEK TRL, WINDERMERE, FL 34786

    $900,000122 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


  • 6712 THORNHILL CIR, WINDERMERE, FL 34786

    $680,000244 Days on yellowkey   MLS ID: O6351284

    For Sale O6351284 - 6712 THORNHILL CIR, WINDERMERE, FL 34786 50 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2976
       Built: 2002
    Monthly Fee: $80
       Tax: $4,096 (2024)
    Community: Lakes Windermere Ph 01 49 108
    Single Family


    Estimated Monthly Payment: $4,147 (change assumption)
    Mortgage ($3,726) + Fees ($80) + Taxes in 2024 ($341)


    Taxes:$4,096

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 11537 CLAYMONT CIR, WINDERMERE, FL 34786

    $1,400,00074 Days 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


  • 12676 SALOMON COVE DR, WINDERMERE, FL 34786

    $800,000215 Days on yellowkey   MLS ID: O6357657

    1 Days Off yellowkey (back on 3/12/2026)

    For Sale O6357657 - 12676 SALOMON COVE DR, WINDERMERE, FL 34786 34 photos

    Bed: 6   Bath: 4.0
    Liv Area Sq Ft: 3667
       Built: 2018
    Monthly Fee: $122
       Tax: $10,355 (2024)
    Community: Westside Village
    Single Family


    Estimated Monthly Payment: $5,368 (change assumption)
    Mortgage ($4,383) + Fees ($122) + Taxes in 2024 ($863)


    Taxes:$10,355

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 13366 ABUELA ALY, WINDERMERE, FL 34786

    $430,000150 Days on yellowkey   MLS ID: O6374298

    For Sale O6374298 - 13366 ABUELA ALY, WINDERMERE, FL 34786 35 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1589
       Built: 2020
    Monthly Fee: $240
       Tax: $6,237 (2024)
    Community: Legado
    Townhouse


    Estimated Monthly Payment: $3,116 (change assumption)
    Mortgage ($2,356) + Fees ($240) + Taxes in 2024 ($520)


    Taxes:$6,237

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 13742 BRAVANTE ALY, WINDERMERE, FL 34786

    $455,00099 Days on yellowkey   MLS ID: O6388651

    For Sale O6388651 - 13742 BRAVANTE ALY, WINDERMERE, FL 34786 36 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1912
       Built: 2017
    Monthly Fee: $254
       Tax: $6,654 (2024)
    Community: Vineyards/Horizons West Ph 2B
    Townhouse


    Estimated Monthly Payment: $3,302 (change assumption)
    Mortgage ($2,493) + Fees ($254) + Taxes in 2024 ($555)


    Taxes:$6,654

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 6109 ORTA CT, WINDERMERE, FL 34786

    $4,495,000150 Days on yellowkey   MLS ID: O6374125

    1 Days Off yellowkey (back on 3/27/2026)

    For Sale O6374125 - 6109 ORTA CT, WINDERMERE, FL 34786 64 photos

    Bed: 5   Bath: 6.0
    Liv Area Sq Ft: 5895
       Built: 2016
    Monthly Fee: $442
       Tax: $65,510 (2025)
    Community: Waterstone
    Single Family


    Estimated Monthly Payment: $30,531 (change assumption)
    Mortgage ($24,630) + Fees ($442) + Taxes in 2025 ($5,459)


    Taxes:$65,510

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle




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.