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Windermere Single Family Homes For Sale - 265 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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  • 4819 INDIAN DEER RD, WINDERMERE, FL 34786

    $669,90018 Days on yellowkey   MLS ID: O6403960

    1 Days Off yellowkey (back on 5/22/2026)

    For Sale O6403960 - 4819 INDIAN DEER RD, WINDERMERE, FL 34786 30 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3049
       Built: 2005
    Monthly Fee: $131
       Tax: $9,523 (2025)
    Community: Summerport Ph 05
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,595 (change assumption)
    Mortgage ($3,671) + Fees ($131) + Taxes in 2025 ($794)


    Taxes:$9,523

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 12540 PARK AVE, WINDERMERE, FL 34786

    $4,599,000107 Days on yellowkey   MLS ID: O6381869

    0 Days Off yellowkey (back on 5/21/2026)

    For Sale O6381869 - 12540 PARK AVE, WINDERMERE, FL 34786 58 photos

    Bed: 5   Bath: 5.5   Gar: 4
    Liv Area Sq Ft: 7740
       Built: 1995
    Monthly Fee: $633
       Tax: $41,429 (2025)
    Community: Chaine Du Lac
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $29,285 (change assumption)
    Mortgage ($25,199) + Fees ($633) + Taxes in 2025 ($3,452)


    Taxes:$41,429

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 13519 BICTON LN, WINDERMERE, FL 34786

    $717,000142 Days on yellowkey   MLS ID: O6372084

    For Sale O6372084 - 13519 BICTON LN, WINDERMERE, FL 34786 54 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2594
       Built: 2004
    Monthly Fee: $170
       Tax: $8,456 (2024)
    Community: Lakes/Windermere-Peachtree
    Single Family


    Estimated Monthly Payment: $4,803 (change assumption)
    Mortgage ($3,929) + Fees ($170) + Taxes in 2024 ($705)


    Taxes:$8,456

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 9225 MCDAVID CT, WINDERMERE, FL 34786

    $815,00078 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


  • 6117 LOUISE COVE DR, WINDERMERE, FL 34786

    $5,250,000142 Days on yellowkey   MLS ID: O6372197

    0 Days Off yellowkey (back on 5/21/2026)

    For Sale O6372197 - 6117 LOUISE COVE DR, WINDERMERE, FL 34786 58 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 5752
       Built: 2002
    Monthly Fee: $1,224
       Tax: $50,728 (2025)
    Community: Isleworth West
    Single Family


    Estimated Monthly Payment: $34,218 (change assumption)
    Mortgage ($28,766) + Fees ($1,224) + Taxes in 2025 ($4,227)


    Taxes:$50,728

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 11438 ARBORSIDE BEND WAY, WINDERMERE, FL 34786

    $625,00038 Days on yellowkey   MLS ID: O6395080

    REDUCED by $2,500 (0.4%) on 05/21/2026

    For Sale O6395080 - 11438 ARBORSIDE BEND WAY, WINDERMERE, FL 34786 49 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2019
       Built: 2002
    Monthly Fee: $170
       Tax: $4,648 (2025)
    Community: Glenmuir 48 39
    Single Family


    Estimated Monthly Payment: $3,982 (change assumption)
    Mortgage ($3,425) + Fees ($170) + Taxes in 2025 ($387)


    Taxes:$4,648

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 4226 DOWNEAST LN, WINDERMERE, FL 34786

    $10,500,000219 Days on yellowkey   MLS ID: O6355233

    REDUCED by $1,300,000 (11.0%) on 04/08/2026

    For Sale O6355233 - 4226 DOWNEAST LN, WINDERMERE, FL 34786 29 photos

    Bed: 5   Bath: 3.0   Gar: 4
    Liv Area Sq Ft: 5316
       Built: 1980   Tax: $10,926 (2024)
    Community: Na
    Single Family


    Estimated Monthly Payment: $58,443 (change assumption)
    Mortgage ($57,533) + Taxes in 2024 ($910)


    Taxes:$10,926

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 5225 LEMON TWIST LN, WINDERMERE, FL 34786

    $499,90016 Days on yellowkey   MLS ID: O6406747

    1 Days Off yellowkey (back on 5/21/2026)

    For Sale O6406747 - 5225 LEMON TWIST LN, WINDERMERE, FL 34786 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1700
       Built: 2006
    Monthly Fee: $130
       Tax: $4,397 (2025)
    Community: Summerport Ph 03
    Single Family


    Estimated Monthly Payment: $3,236 (change assumption)
    Mortgage ($2,739) + Fees ($130) + Taxes in 2025 ($366)


    Taxes:$4,397

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 13145 ZORI LN, WINDERMERE, FL 34786

    $750,00065 Days on yellowkey   MLS ID: O6394437

    REDUCED by $25,000 (3.2%) on 04/28/2026

    For Sale O6394437 - 13145 ZORI LN, WINDERMERE, FL 34786 24 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3597
       Built: 2003
    Monthly Fee: $102
       Tax: $10,490 (2025)
    Community: Providence
    Single Family


    Estimated Monthly Payment: $5,086 (change assumption)
    Mortgage ($4,109) + Fees ($102) + Taxes in 2025 ($874)


    Taxes:$10,490

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 12718 WINDERMERE ISLES PL, WINDERMERE, FL 34786

    $1,490,00045 Days on yellowkey   MLS ID: O6399958

    For Sale O6399958 - 12718 WINDERMERE ISLES PL, WINDERMERE, FL 34786 57 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3487
       Built: 1997
    Monthly Fee: $130
       Tax: $6,661 (2025)
    Community: Isles Windermere
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,849 (change assumption)
    Mortgage ($8,164) + Fees ($130) + Taxes in 2025 ($555)


    Taxes:$6,661

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 5106 TILDENS GROVE BLVD, WINDERMERE, FL 34786

    $1,600,00053 Days on yellowkey   MLS ID: O6397273

    2 Days Off yellowkey (back on 5/20/2026)

    REDUCED by $100,000 (5.9%) on 05/13/2026

    For Sale O6397273 - 5106 TILDENS GROVE BLVD, WINDERMERE, FL 34786 57 photos

    Bed: 6   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4572
       Built: 2006
    Monthly Fee: $317
       Tax: $12,584 (2025)
    Community: Tildens Grove Ph 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,133 (change assumption)
    Mortgage ($8,767) + Fees ($317) + Taxes in 2025 ($1,049)


    Taxes:$12,584

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 1317 GLENHEATHER DR, WINDERMERE, FL 34786

    $974,90022 Days on yellowkey   MLS ID: O6406551

    4 Days Off yellowkey (back on 5/20/2026)

    For Sale O6406551 - 1317 GLENHEATHER DR, WINDERMERE, FL 34786 38 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2811
       Built: 2002
    Monthly Fee: $183
       Tax: $7,266 (2025)
    Community: Reserve At Belmere
    Single Family


    Estimated Monthly Payment: $6,130 (change assumption)
    Mortgage ($5,342) + Fees ($183) + Taxes in 2025 ($606)


    Taxes:$7,266

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 6442 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786

    $575,000141 Days on yellowkey   MLS ID: G5106279

    REDUCED by $10,000 (1.7%) on 05/20/2026

    SHORT SALE G5106279 - 6442 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786 46 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2139
       Built: 2012
    Monthly Fee: $125
       Tax: $7,649 (2024)
    Community: Windermere Lndgs Ph 02
    Single Family


    Estimated Monthly Payment: $3,913 (change assumption)
    Mortgage ($3,151) + Fees ($125) + Taxes in 2024 ($637)


    Taxes:$7,649

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 11753 VINCI DR, WINDERMERE, FL 34786

    $2,150,00026 Days on yellowkey   MLS ID: O6404892

    1 Days Off yellowkey (back on 5/20/2026)

    For Sale O6404892 - 11753 VINCI DR, WINDERMERE, FL 34786 52 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4037
       Built: 2012
    Monthly Fee: $298
       Tax: $22,953 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $13,991 (change assumption)
    Mortgage ($11,781) + Fees ($298) + Taxes in 2025 ($1,913)


    Taxes:$22,953

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 9648 MCCORMICK PL, WINDERMERE, FL 34786

    $3,800,000247 Days on yellowkey   MLS ID: O6346918

    1 Days Off yellowkey (back on 5/20/2026)

    For Sale O6346918 - 9648 MCCORMICK PL, WINDERMERE, FL 34786 61 photos

    Bed: 3   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4751
       Built: 1988
    Monthly Fee: $1,224
       Tax: $33,873 (2024)
    Community: Isleworth
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $24,868 (change assumption)
    Mortgage ($20,821) + Fees ($1,224) + Taxes in 2024 ($2,823)


    Taxes:$33,873

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 1925 BREEZY HILL DRIVE WINDERMERE FLORIDA 34786, WINDERMERE, FL 34786

    $862,00046 Days on yellowkey   MLS ID: O6398784

    1 Days Off yellowkey (back on 5/20/2026)

    REDUCED by $18,000 (2.0%) on 05/15/2026

    For Sale O6398784 - 1925 BREEZY HILL DRIVE WINDERMERE FLORIDA 34786, WINDERMERE, FL 34786 39 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3063
       Built: 2001
    Monthly Fee: $115
       Tax: $6,661 (2025)
    Community: Westover Club Ph 1 Rep
    Single Family


    Estimated Monthly Payment: $5,393 (change assumption)
    Mortgage ($4,723) + Fees ($115) + Taxes in 2025 ($555)


    Taxes:$6,661

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 1028 LASCALA DR, WINDERMERE, FL 34786

    $749,00040 Days on yellowkey   MLS ID: O6400649

    2 Days Off yellowkey (back on 5/20/2026)

    For Sale O6400649 - 1028 LASCALA DR, WINDERMERE, FL 34786 60 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2208
       Built: 2002
    Monthly Fee: $140
       Tax: $8,185 (2025)
    Community: Belmere Village G2 48 65
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,926 (change assumption)
    Mortgage ($4,104) + Fees ($140) + Taxes in 2025 ($682)


    Taxes:$8,185

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 4806 ALEXANDRA GARDEN CT, WINDERMERE, FL 34786

    $4,200,00012 Days on yellowkey   MLS ID: O6408804

    0 Days Off yellowkey (back on 5/19/2026)

    For Sale O6408804 - 4806 ALEXANDRA GARDEN CT, WINDERMERE, FL 34786 67 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 5695
       Built: 2008
    Monthly Fee: $1,224
       Tax: $41,679 (2025)
    Community: Isleworth
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $27,710 (change assumption)
    Mortgage ($23,013) + Fees ($1,224) + Taxes in 2025 ($3,473)


    Taxes:$41,679

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 13633 ANCILLA BLVD, WINDERMERE, FL 34786

    $849,00029 Days on yellowkey   MLS ID: O6403031

    5 Days Off yellowkey (back on 5/19/2026)

    For Sale O6403031 - 13633 ANCILLA BLVD, WINDERMERE, FL 34786 51 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3588
       Built: 2005
    Monthly Fee: $129
       Tax: $5,951 (2025)
    Community: Summerport Ph 3
    Single Family


    Estimated Monthly Payment: $5,277 (change assumption)
    Mortgage ($4,652) + Fees ($129) + Taxes in 2025 ($496)


    Taxes:$5,951

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 105 PINE STREET, WINDERMERE, FL 34786

    $2,500,00024 Days on yellowkey   MLS ID: O6405163

    3 Days Off yellowkey (back on 5/19/2026)

    For Sale O6405163 - 105 PINE STREET, WINDERMERE, FL 34786 73 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 5696
       Built: 2015   Tax: $16,804 (2025)
    Community: Windermere
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $15,099 (change assumption)
    Mortgage ($13,698) + Taxes in 2025 ($1,400)


    Taxes:$16,804

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle




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.