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Windermere Single Family Homes For Sale - 260 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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  • 8355 TORCELLO ISLE DR, WINDERMERE, FL 34786

    $895,00017 Days on yellowkey   MLS ID: O6396948

    REDUCED by $30,000 (3.2%) on 04/16/2026

    For Sale O6396948 - 8355 TORCELLO ISLE DR, WINDERMERE, FL 34786 42 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4202
       Built: 2019
    Monthly Fee: $256
       Tax: $8,080 (2025)
    Community: Windermere Isle
    Single Family


    Estimated Monthly Payment: $5,833 (change assumption)
    Mortgage ($4,904) + Fees ($256) + Taxes in 2025 ($673)


    Taxes:$8,080

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 11816 ANGLE POND AVE, WINDERMERE, FL 34786

    $835,00049 Days on yellowkey   MLS ID: O6388116

    2 Days Off yellowkey (back on 4/16/2026)

    For Sale O6388116 - 11816 ANGLE POND AVE, WINDERMERE, FL 34786 40 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3391
       Built: 2013
    Monthly Fee: $81
       Tax: $10,010 (2024)
    Community: Windermere Trls Ph 1C
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,490 (change assumption)
    Mortgage ($4,575) + Fees ($81) + Taxes in 2024 ($834)


    Taxes:$10,010

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 12812 JACOB GRACE CT, WINDERMERE, FL 34786

    $3,699,888287 Days on yellowkey   MLS ID: V4943735

    For Sale V4943735 - 12812 JACOB GRACE CT, WINDERMERE, FL 34786 91 photos

    Bed: 4   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 6054
       Built: 2007
    Monthly Fee: $297
       Tax: $25,596 (2024)
    Community: Tildens Grove Ph 01 47/65
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $22,703 (change assumption)
    Mortgage ($20,273) + Fees ($297) + Taxes in 2024 ($2,133)


    Taxes:$25,596

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1625 DOWN LAKE DR, WINDERMERE, FL 34786

    $1,400,00057 Days on yellowkey   MLS ID: O6385420

    1 Days Off yellowkey (back on 4/16/2026)

    For Sale O6385420 - 1625 DOWN LAKE DR, WINDERMERE, FL 34786 98 photos

    Bed: 5   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3383
       Built: 1984
    Monthly Fee: $89
       Tax: $11,274 (2025)
    Community: The Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,700 (change assumption)
    Mortgage ($7,671) + Fees ($89) + Taxes in 2025 ($940)


    Taxes:$11,274

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


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

    $880,0009 Days on yellowkey   MLS ID: O6398784

    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: $5,492 (change assumption)
    Mortgage ($4,822) + Fees ($115) + Taxes in 2025 ($555)


    Taxes:$6,661

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 12488 PARK AVE, WINDERMERE, FL 34786

    $15,500,0009 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


  • 5024 SAWYER COVE WAY, WINDERMERE, FL 34786

    $3,450,000196 Days on yellowkey   MLS ID: O6348086

    0 Days Off yellowkey (back on 4/15/2026)

    REDUCED by $49,000 (1.4%) on 04/15/2026

    For Sale O6348086 - 5024 SAWYER COVE WAY, WINDERMERE, FL 34786 75 photos

    Bed: 5   Bath: 6.5   Gar: 3
    Liv Area Sq Ft: 5501
       Built: 2017
    Monthly Fee: $253
       Tax: $36,407 (2024)
    Community: Sawyer Sound
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $22,191 (change assumption)
    Mortgage ($18,904) + Fees ($253) + Taxes in 2024 ($3,034)


    Taxes:$36,407

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 9725 CHESTNUT RIDGE DR, WINDERMERE, FL 34786

    $6,150,000112 Days on yellowkey   MLS ID: O6370294

    REDUCED by $800,000 (11.5%) on 04/15/2026

    For Sale O6370294 - 9725 CHESTNUT RIDGE DR, WINDERMERE, FL 34786 57 photos

    Bed: 7   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 8000
       Built: 1999
    Monthly Fee: $1,043
       Tax: $29,046 (2024)
    Community: Isleworth
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $37,161 (change assumption)
    Mortgage ($33,698) + Fees ($1,043) + Taxes in 2024 ($2,421)


    Taxes:$29,046

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 11578 ASHLIN PARK BLVD, WINDERMERE, FL 34786

    $619,90099 Days on yellowkey   MLS ID: O6373714

    5 Days Off yellowkey (back on 4/15/2026)

    For Sale O6373714 - 11578 ASHLIN PARK BLVD, WINDERMERE, FL 34786 58 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2396
       Built: 2016
    Monthly Fee: $107
       Tax: $9,270 (2025)
    Community: Ashlin Park Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,276 (change assumption)
    Mortgage ($3,397) + Fees ($107) + Taxes in 2025 ($772)


    Taxes:$9,270

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 13304 BELLARIA CIR, WINDERMERE, FL 34786

    $2,868,00025 Days on yellowkey   MLS ID: O6391558

    For Sale O6391558 - 13304 BELLARIA CIR, WINDERMERE, FL 34786 69 photos

    Bed: 6   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 4920
       Built: 2013
    Monthly Fee: $483
       Tax: $30,699 (2025)
    Community: Bellaria
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $18,756 (change assumption)
    Mortgage ($15,715) + Fees ($483) + Taxes in 2025 ($2,558)


    Taxes:$30,699

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13118 SUNKISS LOOP, WINDERMERE, FL 34786

    $579,00053 Days on yellowkey   MLS ID: O6385211

    REDUCED by $9,000 (1.5%) on 04/15/2026

    For Sale O6385211 - 13118 SUNKISS LOOP, WINDERMERE, FL 34786 52 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2547
       Built: 2005
    Monthly Fee: $130
       Tax: $7,821 (2024)
    Community: Summerport Ph 03
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,954 (change assumption)
    Mortgage ($3,173) + Fees ($130) + Taxes in 2024 ($652)


    Taxes:$7,821

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 11900 LAKE BUTLER BLVD, WINDERMERE, FL 34786

    $17,250,000405 Days on yellowkey   MLS ID: O6275556

    For Sale O6275556 - 11900 LAKE BUTLER BLVD, WINDERMERE, FL 34786 91 photos

    Bed: 7   Bath: 8.5   Gar: 6
    Liv Area Sq Ft: 10649
       Built: 2014   Tax: $68,938 (2024)
    Community: Metcalf Park Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $100,263 (change assumption)
    Mortgage ($94,518) + Taxes in 2024 ($5,745)


    Taxes:$68,938

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 6673 DUNCASTER ST, WINDERMERE, FL 34786

    $539,00075 Days on yellowkey   MLS ID: O6378820

    For Sale O6378820 - 6673 DUNCASTER ST, WINDERMERE, FL 34786 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2151
       Built: 2005   Tax: $3,351 (2024)
    Community: Lakes/Windermere Ph 02A
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,233 (change assumption)
    Mortgage ($2,953) + Taxes in 2024 ($279)


    Taxes:$3,351

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 11162 LEDGEMENT LN, WINDERMERE, FL 34786

    $995,000191 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


  • 6857 VALHALLA WAY, WINDERMERE, FL 34786

    $3,700,00010 Days on yellowkey   MLS ID: S5147781

    For Sale S5147781 - 6857 VALHALLA WAY, WINDERMERE, FL 34786 90 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 7153
       Built: 2006
    Monthly Fee: $298
       Tax: $35,537 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $23,533 (change assumption)
    Mortgage ($20,273) + Fees ($298) + Taxes in 2025 ($2,961)


    Taxes:$35,537

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6310 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786

    $490,000122 Days on yellowkey   MLS ID: O6368983

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

    For Sale O6368983 - 6310 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786 15 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1977
       Built: 2012
    Monthly Fee: $125
       Tax: $7,927 (2024)
    Community: Windermere Lndgs Ph 02
    Single Family


    Estimated Monthly Payment: $3,470 (change assumption)
    Mortgage ($2,685) + Fees ($125) + Taxes in 2024 ($661)


    Taxes:$7,927

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 11608 CLAYMONT CIRCLE, WINDERMERE, FL 34786

    $1,299,00043 Days on yellowkey   MLS ID: O6390072

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

    For Sale O6390072 - 11608 CLAYMONT CIRCLE, WINDERMERE, FL 34786 44 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2614
       Built: 2004
    Monthly Fee: $298
       Tax: $7,193 (2025)
    Community: Keenes Pointe Ut 04 Sec 31 48 82
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,015 (change assumption)
    Mortgage ($7,118) + Fees ($298) + Taxes in 2025 ($599)


    Taxes:$7,193

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 11226 MACAW CT, WINDERMERE, FL 34786

    $1,825,00011 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


  • 715 MAGNOLIA ST, WINDERMERE, FL 34786

    $1,250,00013 Days on yellowkey   MLS ID: S5147648

    For Sale S5147648 - 715 MAGNOLIA ST, WINDERMERE, FL 34786 44 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3390
       Built: 1999   Tax: $5,631 (2024)
    Community: Windermere Town
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,318 (change assumption)
    Mortgage ($6,849) + Taxes in 2024 ($469)


    Taxes:$5,631

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 5106 TILDENS GROVE BLVD, WINDERMERE, FL 34786

    $1,700,00016 Days on yellowkey   MLS ID: O6397273

    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: $10,680 (change assumption)
    Mortgage ($9,315) + 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




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.