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Windermere Homes For Sale & Real Estate - 311 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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  • 11923 LAKE BUTLER BLVD, WINDERMERE, FL 34786

    $1,630,000414 Days on yellowkey   MLS ID: O6311003

    For Sale O6311003 - 11923 LAKE BUTLER BLVD, WINDERMERE, FL 34786 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2238
       Built: 1985   Tax: $12,907 (2024)
    Community: Lake Butler Estates
    Single Family


    Estimated Monthly Payment: $10,007 (change assumption)
    Mortgage ($8,931) + Taxes in 2024 ($1,076)


    Taxes:$12,907

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 14341 CREST PALM AVE, WINDERMERE, FL 34786

    $1,130,64362 Days on yellowkey   MLS ID: G5112469

    For Sale G5112469 - 14341 CREST PALM AVE, WINDERMERE, FL 34786 1 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3153
       Built: 2026
    Monthly Fee: $245
       Tax: $1,309 (2025)
    Community: Palms At Windermere
    Single Family


    Estimated Monthly Payment: $6,549 (change assumption)
    Mortgage ($6,195) + Fees ($245) + Taxes in 2025 ($109)


    Taxes:$1,309

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 212 W 1ST AVE, WINDERMERE, FL 34786

    $3,900,00081 Days on yellowkey   MLS ID: S5148430

    INCREASED by $2,300,000 (143.8%) on 05/13/2026

    For Sale S5148430 - 212 W 1ST AVE, WINDERMERE, FL 34786 11 photos

    Bed: 5   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3800
       Built: 2026   Tax: $12,463 (2025)
    Community: Windermere Town
    Spa: No

    Single Family


    Estimated Monthly Payment: $22,408 (change assumption)
    Mortgage ($21,369) + Taxes in 2025 ($1,039)


    Taxes:$12,463

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 8866 HERENCIA ALY, WINDERMERE, FL 34786

    $430,00065 Days on yellowkey   MLS ID: O6407518

    For Sale O6407518 - 8866 HERENCIA ALY, WINDERMERE, FL 34786 31 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1577
       Built: 2021
    Monthly Fee: $240
       Tax: $5,532 (2025)
    Community: Legado 95/47 Lot 100
    Townhouse


    Estimated Monthly Payment: $3,057 (change assumption)
    Mortgage ($2,356) + Fees ($240) + Taxes in 2025 ($461)


    Taxes:$5,532

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 7503 LAKE ALBERT DR, WINDERMERE, FL 34786

    $1,650,00070 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


  • 5603 MARLEON DR, WINDERMERE, FL 34786

    $27,000,00067 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


  • 9575 WESTOVER ROBERTS RD, WINDERMERE, FL 34786

    $4,850,000248 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


  • 6606 SAWYER SHORES LN, WINDERMERE, FL 34786

    $2,500,000141 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

    $1,890,000148 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


  • 8525 BOWDEN WAY, WINDERMERE, FL 34786

    $999,00072 Days on yellowkey   MLS ID: O6405195

    For Sale O6405195 - 8525 BOWDEN WAY, WINDERMERE, FL 34786 44 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2357
       Built: 2000
    Monthly Fee: $298
       Tax: $5,825 (2025)
    Community: Keenes Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,257 (change assumption)
    Mortgage ($5,474) + Fees ($298) + Taxes in 2025 ($485)


    Taxes:$5,825

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 13420 BONICA WAY, WINDERMERE, FL 34786

    $1,875,000294 Days on yellowkey   MLS ID: O6347722

    For Sale O6347722 - 13420 BONICA WAY, WINDERMERE, FL 34786 63 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4489
       Built: 2006
    Monthly Fee: $297
       Tax: $19,325 (2025)
    Community: Tildens Grove
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,181 (change assumption)
    Mortgage ($10,274) + Fees ($297) + Taxes in 2025 ($1,610)


    Taxes:$19,325

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 5138 FAIRWAY OAKS DR, WINDERMERE, FL 34786

    $5,500,00083 Days on yellowkey   MLS ID: O6401757

    For Sale O6401757 - 5138 FAIRWAY OAKS DR, WINDERMERE, FL 34786 51 photos

    Bed: 4   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4330
       Built: 1994
    Monthly Fee: $1,224
       Tax: $19,599 (2025)
    Community: Isleworth
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $32,994 (change assumption)
    Mortgage ($30,136) + Fees ($1,224) + Taxes in 2025 ($1,633)


    Taxes:$19,599

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 436 E 7TH AVE, WINDERMERE, FL 34786

    $2,175,000282 Days on yellowkey   MLS ID: O6350454

    For Sale O6350454 - 436 E 7TH AVE, WINDERMERE, FL 34786 30 photos

    Bed: 4   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3136
       Built: 2025   Tax: $13,016 (2025)
    Community: Windermere Town Rep
    Single Family


    Estimated Monthly Payment: $13,002 (change assumption)
    Mortgage ($11,918) + Taxes in 2025 ($1,085)


    Taxes:$13,016

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5151 LATROBE DR, WINDERMERE, FL 34786

    $3,900,000119 Days on yellowkey   MLS ID: O6392380

    REDUCED by $200,000 (4.9%) on 05/05/2026

    For Sale O6392380 - 5151 LATROBE DR, WINDERMERE, FL 34786 57 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 5301
       Built: 2000
    Monthly Fee: $1,224
       Tax: $23,020 (2025)
    Community: Isleworth
    Spa: No

    Single Family


    Estimated Monthly Payment: $24,512 (change assumption)
    Mortgage ($21,369) + Fees ($1,224) + Taxes in 2025 ($1,918)


    Taxes:$23,020

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4301 DOWN POINT LN, WINDERMERE, FL 34786

    $2,950,00097 Days on yellowkey   MLS ID: O6398366

    For Sale O6398366 - 4301 DOWN POINT LN, WINDERMERE, FL 34786 61 photos

    Bed: 5   Bath: 4.0   Gar: 6
    Liv Area Sq Ft: 7153
       Built: 1983   Tax: $19,012 (2025)
    Community: Down Point Sub
    Single Family


    Estimated Monthly Payment: $17,748 (change assumption)
    Mortgage ($16,164) + Taxes in 2025 ($1,584)


    Taxes:$19,012

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 9319 WOODBREEZE BLVD, WINDERMERE, FL 34786

    $554,555144 Days on yellowkey   MLS ID: O6384930

    REDUCED by $20,440 (3.6%) on 04/30/2026

    For Sale O6384930 - 9319 WOODBREEZE BLVD, WINDERMERE, FL 34786 41 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1798
       Built: 1986
    Monthly Fee: $30
       Tax: $3,384 (2024)
    Community: Silver Woods
    Single Family


    Estimated Monthly Payment: $3,351 (change assumption)
    Mortgage ($3,039) + Fees ($30) + Taxes in 2024 ($282)


    Taxes:$3,384

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6956 TRELLIS VINE LOOP, WINDERMERE, FL 34786

    $650,00086 Days on yellowkey   MLS ID: O6401639

    0 Days Off yellowkey (back on 4/22/2026)

    For Sale O6401639 - 6956 TRELLIS VINE LOOP, WINDERMERE, FL 34786 1 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3015
       Built: 2019
    Monthly Fee: $161
       Tax: $10,719 (2025)
    Community: Windstone
    Single Family


    Estimated Monthly Payment: $4,616 (change assumption)
    Mortgage ($3,562) + Fees ($161) + Taxes in 2025 ($893)


    Taxes:$10,719

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 12488 PARK AVE, WINDERMERE, FL 34786

    $15,500,00093 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


  • 11226 MACAW CT, WINDERMERE, FL 34786

    $1,825,00095 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


  • 6152 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786

    $1,130,000100 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




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.