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Displaying: For Sale

Location: Windermere

Property Type(s): Single Family

Living Area Square Feet: 3500+

Windermere - 149 properties found

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  • 2509 RIDGEWIND WAY, WINDERMERE, FL 34786

    $1,460,00033 Days on yellowkey   MLS ID: O6402522

    0 Days Off yellowkey (back on 6/6/2026)

    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


  • 5073 LATROBE DR, WINDERMERE, FL 34786

    $2,999,0004 Days on yellowkey   MLS ID: O6414325

    For Sale O6414325 - 5073 LATROBE DR, WINDERMERE, FL 34786 34 photos

    Bed: 4   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4706
       Built: 1989
    Monthly Fee: $1,224
       Tax: $36,517 (2025)
    Community: Isleworth
    Single Family


    Estimated Monthly Payment: $20,700 (change assumption)
    Mortgage ($16,432) + Fees ($1,224) + Taxes in 2025 ($3,043)


    Taxes:$36,517

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 325 MAGNOLIA ST, WINDERMERE, FL 34786

    $2,450,00084 Days on yellowkey   MLS ID: O6391047

    0 Days Off yellowkey (back on 6/5/2026)

    REDUCED by $25,000 (1.0%) on 05/30/2026

    For Sale O6391047 - 325 MAGNOLIA ST, WINDERMERE, FL 34786 52 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3975
       Built: 1954   Tax: $24,094 (2025)
    Community: Windermere Town
    Single Family


    Estimated Monthly Payment: $15,432 (change assumption)
    Mortgage ($13,424) + Taxes in 2025 ($2,008)


    Taxes:$24,094

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 5067 SAWYER COVE WAY, WINDERMERE, FL 34786

    $2,100,0007 Days on yellowkey   MLS ID: O6409382

    For Sale O6409382 - 5067 SAWYER COVE WAY, WINDERMERE, FL 34786 70 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3567
       Built: 2018
    Monthly Fee: $287
       Tax: $21,824 (2025)
    Community: Sawyer Sound
    Single Family


    Estimated Monthly Payment: $13,612 (change assumption)
    Mortgage ($11,507) + Fees ($287) + Taxes in 2025 ($1,819)


    Taxes:$21,824

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 1009 DOWN RESERVE CT, WINDERMERE, FL 34786

    $4,650,000259 Days on yellowkey   MLS ID: O6346638

    For Sale O6346638 - 1009 DOWN RESERVE CT, WINDERMERE, FL 34786 73 photos

    Bed: 5   Bath: 7.0   Gar: 4
    Liv Area Sq Ft: 7940
       Built: 2026
    Monthly Fee: $433
       Tax: $7,458 (2025)
    Community: Lake Down Reserve
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $26,533 (change assumption)
    Mortgage ($25,479) + Fees ($433) + Taxes in 2025 ($622)


    Taxes:$7,458

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 12264 MONTALCINO CIR, WINDERMERE, FL 34786

    $5,490,00036 Days on yellowkey   MLS ID: O6404587

    REDUCED by $270,000 (4.7%) on 06/05/2026

    For Sale O6404587 - 12264 MONTALCINO CIR, WINDERMERE, FL 34786 35 photos

    Bed: 4   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 7872
       Built: 2017
    Monthly Fee: $495
       Tax: $85,351 (2024)
    Community: Casa Del Lago Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $37,689 (change assumption)
    Mortgage ($30,081) + Fees ($495) + Taxes in 2024 ($7,113)


    Taxes:$85,351

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 11035 SCHOONER WAY, WINDERMERE, FL 34786

    $1,500,0005 Days on yellowkey   MLS ID: O6413965

    For Sale O6413965 - 11035 SCHOONER WAY, WINDERMERE, FL 34786 4 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3517
       Built: 1983   Tax: $9,933 (2025)
    Community: Marina Bay Estates
    Single Family


    Estimated Monthly Payment: $9,047 (change assumption)
    Mortgage ($8,219) + Taxes in 2025 ($828)


    Taxes:$9,933

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 728 FOREST ST, WINDERMERE, FL 34786

    $10,200,0005 Days on yellowkey   MLS ID: O6411906

    For Sale O6411906 - 728 FOREST ST, WINDERMERE, FL 34786 98 photos

    Bed: 6   Bath: 8.5   Gar: 3
    Liv Area Sq Ft: 6457
       Built: 2026   Tax: $18,799 (2025)
    Community: Windermere Town
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $57,456 (change assumption)
    Mortgage ($55,889) + Taxes in 2025 ($1,567)


    Taxes:$18,799

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12640 SALOMON COVE DR, WINDERMERE, FL 34786

    $1,290,00090 Days on yellowkey   MLS ID: O6388605

    REDUCED by $5,000 (0.4%) on 06/04/2026

    For Sale O6388605 - 12640 SALOMON COVE DR, WINDERMERE, FL 34786 65 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3694
       Built: 2018
    Monthly Fee: $133
       Tax: $13,961 (2024)
    Community: Westside Village
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,365 (change assumption)
    Mortgage ($7,068) + Fees ($133) + Taxes in 2024 ($1,163)


    Taxes:$13,961

    Elementary School: Bay Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 5061 SAWYER COVE WAY, WINDERMERE, FL 34786

    $2,750,00034 Days on yellowkey   MLS ID: O6403804

    REDUCED by $138,888 (4.8%) on 06/04/2026

    For Sale O6403804 - 5061 SAWYER COVE WAY, WINDERMERE, FL 34786 77 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3888
       Built: 2020
    Monthly Fee: $253
       Tax: $22,337 (2025)
    Community: Sawyer Sound
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $17,183 (change assumption)
    Mortgage ($15,068) + Fees ($253) + Taxes in 2025 ($1,861)


    Taxes:$22,337

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 6550 CARTMEL LN, WINDERMERE, FL 34786

    $2,190,00066 Days on yellowkey   MLS ID: O6396111

    REDUCED by $110,000 (4.8%) on 06/04/2026

    For Sale O6396111 - 6550 CARTMEL LN, WINDERMERE, FL 34786 32 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4257
       Built: 2004
    Monthly Fee: $520
       Tax: $23,347 (2025)
    Community: Reserve At Lake Butler Sound
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,465 (change assumption)
    Mortgage ($12,000) + Fees ($520) + Taxes in 2025 ($1,946)


    Taxes:$23,347

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 12812 JACOB GRACE CT, WINDERMERE, FL 34786

    $3,699,888333 Days on yellowkey   MLS ID: V4943735

    0 Days Off yellowkey (back on 6/2/2026)

    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: $317
       Tax: $25,596 (2024)
    Community: Tildens Grove Ph 01 47/65
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $22,723 (change assumption)
    Mortgage ($20,273) + Fees ($317) + Taxes in 2024 ($2,133)


    Taxes:$25,596

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 13161 LAKE BUTLER BLVD, WINDERMERE, FL 34786

    $3,200,000288 Days on yellowkey   MLS ID: TB8421056

    For Sale TB8421056 - 13161 LAKE BUTLER BLVD, WINDERMERE, FL 34786 30 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4500
       Built: 2001   Tax: $16,201 (2024)
    Community: Lake Roper Pointe
    Single Family


    Estimated Monthly Payment: $18,884 (change assumption)
    Mortgage ($17,534) + Taxes in 2024 ($1,350)


    Taxes:$16,201

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 11051 HAWKSHEAD CT, WINDERMERE, FL 34786

    $1,895,00046 Days on yellowkey   MLS ID: O6400963

    For Sale O6400963 - 11051 HAWKSHEAD CT, WINDERMERE, FL 34786 66 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3728
       Built: 2003
    Monthly Fee: $637
       Tax: $16,410 (2025)
    Community: Reserve At Lake Butler Sound
    Single Family


    Estimated Monthly Payment: $12,388 (change assumption)
    Mortgage ($10,383) + Fees ($637) + Taxes in 2025 ($1,367)


    Taxes:$16,410

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 801 W 2ND AVE, WINDERMERE, FL 34786

    $3,750,000139 Days on yellowkey   MLS ID: O6375693

    REDUCED by $245,000 (6.1%) on 05/29/2026

    For Sale O6375693 - 801 W 2ND AVE, WINDERMERE, FL 34786 44 photos

    Bed: 5   Bath: 6.5   Gar: 3
    Liv Area Sq Ft: 5639
       Built: 2008   Tax: $49,401 (2024)
    Community: Aladar On Lake Butler
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $24,664 (change assumption)
    Mortgage ($20,547) + Taxes in 2024 ($4,117)


    Taxes:$49,401

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 5624 W LAKE BUTLER RD, WINDERMERE, FL 34786

    $2,550,0006 Days on yellowkey   MLS ID: O6411407

    For Sale O6411407 - 5624 W LAKE BUTLER RD, WINDERMERE, FL 34786 81 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3736
       Built: 2016
    Monthly Fee: $67
       Tax: $15,440 (2025)
    Community: Kelso On Lake Butler
    Single Family


    Estimated Monthly Payment: $15,326 (change assumption)
    Mortgage ($13,972) + Fees ($67) + Taxes in 2025 ($1,287)


    Taxes:$15,440

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 2931 SUNBITTERN CT, WINDERMERE, FL 34786

    $1,199,000123 Days on yellowkey   MLS ID: O6378100

    2 Days Off yellowkey (back on 2/26/2026)

    For Sale O6378100 - 2931 SUNBITTERN CT, WINDERMERE, FL 34786 56 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 4018
       Built: 1985
    Monthly Fee: $215
       Tax: $8,710 (2024)
    Community: Butler Bay
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,511 (change assumption)
    Mortgage ($6,570) + Fees ($215) + Taxes in 2024 ($726)


    Taxes:$8,710

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 6001 CAYMUS LOOP, WINDERMERE, FL 34786

    $1,599,000126 Days on yellowkey   MLS ID: O6379564

    0 Days Off yellowkey (back on 2/10/2026)

    For Sale O6379564 - 6001 CAYMUS LOOP, WINDERMERE, FL 34786 44 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3520
       Built: 2005
    Monthly Fee: $298
       Tax: $9,709 (2024)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,869 (change assumption)
    Mortgage ($8,761) + Fees ($298) + Taxes in 2024 ($809)


    Taxes:$9,709

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 11303 WINDERMERE RD, WINDERMERE, FL 34786

    $2,690,00043 Days on yellowkey   MLS ID: O6397829

    1 Days Off yellowkey (back on 6/3/2026)

    REDUCED by $100,000 (3.6%) on 05/21/2026

    For Sale O6397829 - 11303 WINDERMERE RD, WINDERMERE, FL 34786 45 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 5277
       Built: 2026   Tax: $8,342 (2025)
    Community: None
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $15,435 (change assumption)
    Mortgage ($14,739) + Taxes in 2025 ($695)


    Taxes:$8,342

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 1118 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786

    $2,200,00083 Days on yellowkey   MLS ID: O6390567

    For Sale O6390567 - 1118 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786 38 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4230
       Built: 2019
    Monthly Fee: $250
       Tax: $23,873 (2025)
    Community: Estancia/Windermere
    Spa: No

    Single Family


    Estimated Monthly Payment: $14,294 (change assumption)
    Mortgage ($12,054) + Fees ($250) + Taxes in 2025 ($1,989)


    Taxes:$23,873

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle






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.