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Windermere Single Family Homes For Sale - 267 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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  • 2127 LILYPAD LN, WINDERMERE, FL 34786

    $1,250,00034 Days on yellowkey   MLS ID: O6403899

    0 Days Off yellowkey (back on 5/14/2026)

    For Sale O6403899 - 2127 LILYPAD LN, WINDERMERE, FL 34786 60 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3349
       Built: 1989
    Monthly Fee: $122
       Tax: $10,870 (2025)
    Community: Willows At Lake Rhea Ph 01
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,877 (change assumption)
    Mortgage ($6,849) + Fees ($122) + Taxes in 2025 ($906)


    Taxes:$10,870

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 81 OAKDALE ST, WINDERMERE, FL 34786

    $2,300,000199 Days on yellowkey   MLS ID: S5138567

    For Sale S5138567 - 81 OAKDALE ST, WINDERMERE, FL 34786 87 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4284
       Built: 2001   Tax: $24,940 (2025)
    Community: Davis Shores
    Single Family


    Estimated Monthly Payment: $14,681 (change assumption)
    Mortgage ($12,602) + Taxes in 2025 ($2,078)


    Taxes:$24,940

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 13609 ANCILLA BLVD, WINDERMERE, FL 34786

    $749,999111 Days on yellowkey   MLS ID: O6381542

    0 Days Off yellowkey (back on 5/12/2026)

    REDUCED by $39,001 (4.9%) on 04/14/2026

    For Sale O6381542 - 13609 ANCILLA BLVD, WINDERMERE, FL 34786 66 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3360
       Built: 2005
    Monthly Fee: $130
       Tax: $9,521 (2024)
    Community: Summerport Ph 03
    Single Family


    Estimated Monthly Payment: $5,033 (change assumption)
    Mortgage ($4,109) + Fees ($130) + Taxes in 2024 ($793)


    Taxes:$9,521

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 8648 POWDER RIDGE TRL, WINDERMERE, FL 34786

    $499,000135 Days on yellowkey   MLS ID: O6373065

    1 Days Off yellowkey (back on 5/13/2026)

    REDUCED by $17,000 (3.3%) on 04/13/2026

    For Sale O6373065 - 8648 POWDER RIDGE TRL, WINDERMERE, FL 34786 40 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1876
       Built: 2014
    Monthly Fee: $81
       Tax: $6,733 (2025)
    Community: Windermere Trls Ph 1C
    Single Family


    Estimated Monthly Payment: $3,376 (change assumption)
    Mortgage ($2,734) + Fees ($81) + Taxes in 2025 ($561)


    Taxes:$6,733

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 606 E 6TH AVE, WINDERMERE, FL 34786

    $2,350,00078 Days on yellowkey   MLS ID: O6390327

    2 Days Off yellowkey (back on 5/13/2026)

    For Sale O6390327 - 606 E 6TH AVE, WINDERMERE, FL 34786 42 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4471
       Built: 2016   Tax: $25,043 (2025)
    Community: Diamondhead
    Single Family


    Estimated Monthly Payment: $14,963 (change assumption)
    Mortgage ($12,876) + Taxes in 2025 ($2,087)


    Taxes:$25,043

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 7503 LAKE ALBERT DR, WINDERMERE, FL 34786

    $1,650,00027 Days on yellowkey   MLS ID: S5149564

    3 Days Off yellowkey (back on 5/11/2026)

    For Sale S5149564 - 7503 LAKE ALBERT DR, WINDERMERE, FL 34786 77 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4329
       Built: 2015
    Monthly Fee: $180
       Tax: $17,734 (2025)
    Community: Lake Burden South Phase 1
    Single Family


    Estimated Monthly Payment: $10,699 (change assumption)
    Mortgage ($9,041) + Fees ($180) + Taxes in 2025 ($1,478)


    Taxes:$17,734

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 1515 LAKE WHITNEY DR, WINDERMERE, FL 34786

    $1,350,00028 Days on yellowkey   MLS ID: O6405903

    0 Days Off yellowkey (back on 5/12/2026)

    For Sale O6405903 - 1515 LAKE WHITNEY DR, WINDERMERE, FL 34786 73 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3931
       Built: 2005
    Monthly Fee: $272
       Tax: $12,979 (2025)
    Community: Reserve At Belmere 48 23
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,751 (change assumption)
    Mortgage ($7,397) + Fees ($272) + Taxes in 2025 ($1,082)


    Taxes:$12,979

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 2635 TRYON PL, WINDERMERE, FL 34786

    $1,475,00030 Days on yellowkey   MLS ID: O6402029

    0 Days Off yellowkey (back on 5/12/2026)

    For Sale O6402029 - 2635 TRYON PL, WINDERMERE, FL 34786 73 photos

    Bed: 6   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4027
       Built: 1997
    Monthly Fee: $60
       Tax: $8,425 (2026)
    Community: Manors At Butler Bay
    Single Family


    Estimated Monthly Payment: $8,844 (change assumption)
    Mortgage ($8,082) + Fees ($60) + Taxes in 2026 ($702)


    Taxes:$8,425

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2026

    Middle School: Gotha Middle


  • 5603 MARLEON DR, WINDERMERE, FL 34786

    $27,000,00024 Days on yellowkey   MLS ID: O6404938

    For Sale O6404938 - 5603 MARLEON DR, WINDERMERE, FL 34786 92 photos

    Bed: 7   Bath: 9.0   Gar: 10
    Liv Area Sq Ft: 22108
       Built: 2008   Tax: $138,635 (2025)
    Community: Na
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $159,494 (change assumption)
    Mortgage ($147,942) + Taxes in 2025 ($11,553)


    Taxes:$138,635

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3413 LILAS CT, WINDERMERE, FL 34786

    $1,975,00024 Days on yellowkey   MLS ID: O6401129

    0 Days Off yellowkey (back on 5/11/2026)

    For Sale O6401129 - 3413 LILAS CT, WINDERMERE, FL 34786 53 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 5084
       Built: 1996
    Monthly Fee: $687
       Tax: $27,450 (2025)
    Community: Chaine De Lac
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $13,796 (change assumption)
    Mortgage ($10,822) + Fees ($687) + Taxes in 2025 ($2,288)


    Taxes:$27,450

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 5421 TILDENS GROVE BLVD, WINDERMERE, FL 34786

    $1,999,90034 Days on yellowkey   MLS ID: O6402594

    For Sale O6402594 - 5421 TILDENS GROVE BLVD, WINDERMERE, FL 34786 66 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 5922
       Built: 2005
    Monthly Fee: $317
       Tax: $17,783 (2025)
    Community: Tildens Grove
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,757 (change assumption)
    Mortgage ($10,958) + Fees ($317) + Taxes in 2025 ($1,482)


    Taxes:$17,783

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 713 MAIN ST, WINDERMERE, FL 34786

    $2,175,000168 Days on yellowkey   MLS ID: O6368185

    REDUCED by $60,000 (2.7%) on 05/11/2026

    For Sale O6368185 - 713 MAIN ST, WINDERMERE, FL 34786 82 photos

    Bed: 6   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 5031
       Built: 2013   Tax: $9,559 (2025)
    Community: Windermere
    Spa: No

    Single Family


    Estimated Monthly Payment: $12,714 (change assumption)
    Mortgage ($11,918) + Taxes in 2025 ($797)


    Taxes:$9,559

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 9575 WESTOVER ROBERTS RD, WINDERMERE, FL 34786

    $4,850,000205 Days on yellowkey   MLS ID: O6357873

    REDUCED by $75,000 (1.5%) on 05/11/2026

    For Sale O6357873 - 9575 WESTOVER ROBERTS RD, WINDERMERE, FL 34786 95 photos

    Bed: 7   Bath: 8.0   Gar: 6
    Liv Area Sq Ft: 8931
       Built: 2008   Tax: $30,908 (2024)
    Community: Gotha Town
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $29,150 (change assumption)
    Mortgage ($26,575) + Taxes in 2024 ($2,576)


    Taxes:$30,908

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 8632 ABBOTSBURY DR, WINDERMERE, FL 34786

    $625,00027 Days on yellowkey   MLS ID: O6406433

    For Sale O6406433 - 8632 ABBOTSBURY DR, WINDERMERE, FL 34786 32 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2720
       Built: 2004
    Monthly Fee: $167
       Tax: $8,567 (2025)
    Community: Lakes/Windermere-Peachtree
    Single Family


    Estimated Monthly Payment: $4,305 (change assumption)
    Mortgage ($3,425) + Fees ($167) + Taxes in 2025 ($714)


    Taxes:$8,567

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 8552 POWDER RIDGE TRL, WINDERMERE, FL 34786

    $680,00099 Days on yellowkey   MLS ID: S5144276

    For Sale S5144276 - 8552 POWDER RIDGE TRL, WINDERMERE, FL 34786 30 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2612
       Built: 2016
    Monthly Fee: $82
       Tax: $8,150 (2024)
    Community: Windermere Trls Ph 3B
    Single Family


    Estimated Monthly Payment: $4,487 (change assumption)
    Mortgage ($3,726) + Fees ($82) + Taxes in 2024 ($679)


    Taxes:$8,150

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2509 RIDGEWIND WAY, WINDERMERE, FL 34786

    $1,460,00028 Days on yellowkey   MLS ID: O6402522

    For Sale O6402522 - 2509 RIDGEWIND WAY, WINDERMERE, FL 34786 39 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3844
       Built: 1998
    Monthly Fee: $220
       Tax: $19,706 (2025)
    Community: Estates At Windermere
    Single Family


    Estimated Monthly Payment: $9,862 (change assumption)
    Mortgage ($8,000) + Fees ($220) + Taxes in 2025 ($1,642)


    Taxes:$19,706

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 5413 WALSH POND CT, WINDERMERE, FL 34786

    $800,00072 Days on yellowkey   MLS ID: O6391919

    REDUCED by $75,000 (8.6%) on 05/09/2026

    For Sale O6391919 - 5413 WALSH POND CT, WINDERMERE, FL 34786 31 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3124
       Built: 2006
    Monthly Fee: $130
       Tax: $10,646 (2025)
    Community: Edens Hammock
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,401 (change assumption)
    Mortgage ($4,383) + Fees ($130) + Taxes in 2025 ($887)


    Taxes:$10,646

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 11472 PARK AVE NE, WINDERMERE, FL 34786

    $1,125,000142 Days on yellowkey   MLS ID: G5105731

    5 Days Off yellowkey (back on 4/28/2026)

    For Sale G5105731 - 11472 PARK AVE NE, WINDERMERE, FL 34786 67 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3166
       Built: 1985
    Monthly Fee: $21
       Tax: $5,774 (2025)
    Community: Windermere
    Single Family


    Estimated Monthly Payment: $6,666 (change assumption)
    Mortgage ($6,164) + Fees ($21) + Taxes in 2025 ($481)


    Taxes:$5,774

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Gotha Middle


  • 6606 SAWYER SHORES LN, WINDERMERE, FL 34786

    $2,500,00098 Days on yellowkey   MLS ID: O6386058

    For Sale O6386058 - 6606 SAWYER SHORES LN, WINDERMERE, FL 34786 19 photos

    Bed: 5   Bath: 4.0   Gar: 4
    Liv Area Sq Ft: 5516
       Built: 2025   Tax: $3,720 (2024)
    Community: Sawyer Shores Sub
    Single Family


    Estimated Monthly Payment: $14,008 (change assumption)
    Mortgage ($13,698) + Taxes in 2024 ($310)


    Taxes:$3,720

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6560 LAKE BURDEN VIEW DR, WINDERMERE, FL 34786

    $1,890,000105 Days on yellowkey   MLS ID: O6381835

    For Sale O6381835 - 6560 LAKE BURDEN VIEW DR, WINDERMERE, FL 34786 30 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3687
       Built: 2006
    Monthly Fee: $298
       Tax: $24,050 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,658 (change assumption)
    Mortgage ($10,356) + Fees ($298) + Taxes in 2025 ($2,004)


    Taxes:$24,050

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater 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.