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Displaying: For Sale

Location: Windermere

Property Type(s): Single Family

Price: $1,000,000+

Windermere - 178 properties found

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  • 11768 HAMPSTEAD ST, WINDERMERE, FL 34786

    $1,318,0003 Days on yellowkey   MLS ID: O6414500

    For Sale O6414500 - 11768 HAMPSTEAD ST, WINDERMERE, FL 34786 61 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3900
       Built: 2015
    Monthly Fee: $167
       Tax: $18,782 (2025)
    Community: Enclave
    Spa: No

    Single Family


    Estimated Monthly Payment: $8,954 (change assumption)
    Mortgage ($7,222) + Fees ($167) + Taxes in 2025 ($1,565)


    Taxes:$18,782

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4303 ISABELLA CIR, WINDERMERE, FL 34786

    $2,899,00014 Days on yellowkey   MLS ID: O6409406

    For Sale O6409406 - 4303 ISABELLA CIR, WINDERMERE, FL 34786 100 photos

    Bed: 7   Bath: 5.0   Gar: 5
    Liv Area Sq Ft: 5122
       Built: 2017
    Monthly Fee: $480
       Tax: $22,725 (2025)
    Community: Casabella
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $18,258 (change assumption)
    Mortgage ($15,885) + Fees ($480) + Taxes in 2025 ($1,894)


    Taxes:$22,725

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 3013 SEIGNEURY DR, WINDERMERE, FL 34786

    $1,750,000127 Days on yellowkey   MLS ID: O6377087

    REDUCED by $100,000 (5.4%) on 05/25/2026

    For Sale O6377087 - 3013 SEIGNEURY DR, WINDERMERE, FL 34786 62 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 5130
       Built: 2002
    Monthly Fee: $250
       Tax: $24,337 (2024)
    Community: Harbor Isle
    Single Family


    Estimated Monthly Payment: $11,867 (change assumption)
    Mortgage ($9,589) + Fees ($250) + Taxes in 2024 ($2,028)


    Taxes:$24,337

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 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


  • 2428 BUTLER BAY DR N, WINDERMERE, FL 34786

    $1,150,00011 Days on yellowkey   MLS ID: O6410967

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

    For Sale O6410967 - 2428 BUTLER BAY DR N, WINDERMERE, FL 34786 48 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3387
       Built: 1990
    Monthly Fee: $199
       Tax: $9,842 (2025)
    Community: Butler Bay
    Single Family


    Estimated Monthly Payment: $7,320 (change assumption)
    Mortgage ($6,301) + Fees ($199) + Taxes in 2025 ($820)


    Taxes:$9,842

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater 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


  • 5128 BUTLER RIDGE DR, WINDERMERE, FL 34786

    $1,175,00011 Days on yellowkey   MLS ID: O6412016

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

    REDUCED by $75,000 (6.0%) on 06/04/2026

    For Sale O6412016 - 5128 BUTLER RIDGE DR, WINDERMERE, FL 34786 35 photos

    Bed: 4   Bath: 3.0   Gar: 7
    Liv Area Sq Ft: 2816
       Built: 1989   Tax: $9,506 (2025)
    Community: Butler Ridge
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,230 (change assumption)
    Mortgage ($6,438) + Taxes in 2025 ($792)


    Taxes:$9,506

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater 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


  • 109 E 12TH AVE, WINDERMERE, FL 34786

    $1,198,00055 Days on yellowkey   MLS ID: O6394569

    REDUCED by $27,000 (2.2%) on 05/20/2026

    For Sale O6394569 - 109 E 12TH AVE, WINDERMERE, FL 34786 43 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: $8,251 (change assumption)
    Mortgage ($6,564) + Taxes in 2025 ($1,687)


    Taxes:$20,244

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha 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


  • 12411 MONTALCINO CIR, WINDERMERE, FL 34786

    $1,495,00053 Days on yellowkey   MLS ID: O6400067

    REDUCED by $55,000 (3.5%) on 05/04/2026

    For Sale O6400067 - 12411 MONTALCINO CIR, WINDERMERE, FL 34786 65 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3399
       Built: 2011
    Monthly Fee: $150
       Tax: $11,027 (2025)
    Community: Casa Del Lago
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,260 (change assumption)
    Mortgage ($8,192) + Fees ($150) + Taxes in 2025 ($919)


    Taxes:$11,027

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 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






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.