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Windermere Single Family Homes For Sale - 235 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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  • 8742 PEACHTREE PARK CT, WINDERMERE, FL 34786

    $574,000363 Days on yellowkey   MLS ID: O6301023

    1 Days Off yellowkey (back on 7/10/2025)

    For Sale O6301023 - 8742 PEACHTREE PARK CT, WINDERMERE, FL 34786 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1709
       Built: 2016
    Monthly Fee: $216
       Tax: $7,209 (2024)
    Community: Peachtree Park
    Single Family


    Estimated Monthly Payment: $3,962 (change assumption)
    Mortgage ($3,145) + Fees ($216) + Taxes in 2024 ($601)


    Taxes:$7,209

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 12812 JACOB GRACE CT, WINDERMERE, FL 34786

    $3,699,888279 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


  • 7137 BEEK ST, WINDERMERE, FL 34786

    $550,000Listed 04/16/2026 5:42AM   MLS ID: O6398814

    For Sale O6398814 - 7137 BEEK ST, WINDERMERE, FL 34786 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1910
       Built: 2013
    Monthly Fee: $120
       Tax: $7,932 (2025)
    Community: Windermere Terrace
    Single Family


    Estimated Monthly Payment: $3,795 (change assumption)
    Mortgage ($3,014) + Fees ($120) + Taxes in 2025 ($661)


    Taxes:$7,932

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 9237 MCDAVID CT, WINDERMERE, FL 34786

    $762,00063 Days on yellowkey   MLS ID: O6382243

    REDUCED by $13,000 (1.7%) on 04/16/2026

    For Sale O6382243 - 9237 MCDAVID CT, WINDERMERE, FL 34786 25 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2269
       Built: 1984
    Monthly Fee: $25
       Tax: $6,029 (2025)
    Community: Roberts Landing
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,703 (change assumption)
    Mortgage ($4,175) + Fees ($25) + Taxes in 2025 ($502)


    Taxes:$6,029

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 1625 DOWN LAKE DR, WINDERMERE, FL 34786

    $1,400,00049 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


  • 8796 PEACHTREE PARK CT, WINDERMERE, FL 34786

    $979,999Listed 04/15/2026 10:55PM   MLS ID: O6399023

    For Sale O6399023 - 8796 PEACHTREE PARK CT, WINDERMERE, FL 34786 34 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3299
       Built: 2014
    Monthly Fee: $218
       Tax: $9,513 (2025)
    Community: Peachtree Park
    Single Family


    Estimated Monthly Payment: $6,380 (change assumption)
    Mortgage ($5,370) + Fees ($218) + Taxes in 2025 ($793)


    Taxes:$9,513

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


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

    $880,0001 Day 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

    $15,500,0001 Day 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


  • 109 E 12TH AVE, WINDERMERE, FL 34786

    $1,225,0001 Day on yellowkey   MLS ID: O6394569

    For Sale O6394569 - 109 E 12TH AVE, WINDERMERE, FL 34786 37 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2791
       Built: 1989   Tax: $20,244 (2025)
    Community: Windermere Town
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,399 (change assumption)
    Mortgage ($6,712) + Taxes in 2025 ($1,687)


    Taxes:$20,244

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 5024 SAWYER COVE WAY, WINDERMERE, FL 34786

    $3,450,000188 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


  • 4309 SALTMARSH SPARROW DR, WINDERMERE, FL 34786

    $825,00013 Days on yellowkey   MLS ID: O6396295

    For Sale O6396295 - 4309 SALTMARSH SPARROW DR, WINDERMERE, FL 34786 55 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3697
       Built: 2015
    Monthly Fee: $130
       Tax: $8,724 (2025)
    Community: Stillwater Xings Prcl Sc-13 Ph
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,377 (change assumption)
    Mortgage ($4,520) + Fees ($130) + Taxes in 2025 ($727)


    Taxes:$8,724

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8236 PROCIDA ISLE LN, WINDERMERE, FL 34786

    $1,100,00055 Days on yellowkey   MLS ID: O6383546

    REDUCED by $90,000 (7.6%) on 04/15/2026

    For Sale O6383546 - 8236 PROCIDA ISLE LN, WINDERMERE, FL 34786 27 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4176
       Built: 2018
    Monthly Fee: $299
       Tax: $12,887 (2025)
    Community: Windermere Isle Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,400 (change assumption)
    Mortgage ($6,027) + Fees ($299) + Taxes in 2025 ($1,074)


    Taxes:$12,887

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 9725 CHESTNUT RIDGE DR, WINDERMERE, FL 34786

    $6,150,000104 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

    $619,90091 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

    $2,868,00017 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

    $579,00045 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

    $17,250,000397 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


  • 13525 GORGONA ISLE DR, WINDERMERE, FL 34786

    $1,120,00059 Days on yellowkey   MLS ID: O6377789

    For Sale O6377789 - 13525 GORGONA ISLE DR, WINDERMERE, FL 34786 38 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4625
       Built: 2018
    Monthly Fee: $268
       Tax: $9,351 (2025)
    Community: Windermere Isle
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,184 (change assumption)
    Mortgage ($6,137) + Fees ($268) + Taxes in 2025 ($779)


    Taxes:$9,351

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 13312 LONGACRE DR, WINDERMERE, FL 34786

    $534,900100 Days on yellowkey   MLS ID: S5141031

    REDUCED by $9,000 (1.7%) on 04/06/2026

    For Sale S5141031 - 13312 LONGACRE DR, WINDERMERE, FL 34786 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2058
       Built: 2013
    Monthly Fee: $120
       Tax: $7,533 (2024)
    Community: Windermere Terrace
    Single Family


    Estimated Monthly Payment: $3,679 (change assumption)
    Mortgage ($2,931) + Fees ($120) + Taxes in 2024 ($628)


    Taxes:$7,533

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 13237 FOSSICK RD, WINDERMERE, FL 34786

    $599,00055 Days on yellowkey   MLS ID: O6382389

    For Sale O6382389 - 13237 FOSSICK RD, WINDERMERE, FL 34786 41 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2516
       Built: 2004
    Monthly Fee: $110
       Tax: $7,347 (2024)
    Community: Providence Ph 01 50 03
    Single Family


    Estimated Monthly Payment: $4,004 (change assumption)
    Mortgage ($3,282) + Fees ($110) + Taxes in 2024 ($612)


    Taxes:$7,347

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    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.