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Displaying: For Sale

Location: Windermere

Property Type(s): Single Family

Windermere - 279 properties found

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  • 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


  • 8724 PEACHTREE PARK CT, WINDERMERE, FL 34786

    $850,000249 Days on yellowkey   MLS ID: S5135795

    REDUCED by $49,000 (5.5%) on 04/07/2026

    For Sale S5135795 - 8724 PEACHTREE PARK CT, WINDERMERE, FL 34786 45 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3315
       Built: 2015
    Monthly Fee: $216
       Tax: $9,856 (2024)
    Community: Peachtree Park
    Single Family


    Estimated Monthly Payment: $5,695 (change assumption)
    Mortgage ($4,657) + Fees ($216) + Taxes in 2024 ($821)


    Taxes:$9,856

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 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


  • 11903 CAVE RUN AVE, WINDERMERE, FL 34786

    $750,00078 Days on yellowkey   MLS ID: O6392757

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

    For Sale O6392757 - 11903 CAVE RUN AVE, WINDERMERE, FL 34786 44 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3413
       Built: 2014
    Monthly Fee: $81
       Tax: $10,874 (2025)
    Community: Windermere Trls Ph 1C
    Single Family


    Estimated Monthly Payment: $5,097 (change assumption)
    Mortgage ($4,109) + Fees ($81) + Taxes in 2025 ($906)


    Taxes:$10,874

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 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


  • 8715 QUIET MEADOWS TRL, WINDERMERE, FL 34786

    $825,00015 Days on yellowkey   MLS ID: O6410762

    REDUCED by $15,000 (1.8%) on 06/04/2026

    For Sale O6410762 - 8715 QUIET MEADOWS TRL, WINDERMERE, FL 34786 51 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3388
       Built: 2013
    Monthly Fee: $10
       Tax: $11,511 (2025)
    Community: Windermere Trls Ph 1C
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,490 (change assumption)
    Mortgage ($4,520) + Fees ($10) + Taxes in 2025 ($959)


    Taxes:$11,511

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 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


  • 14217 BRIDGEWATER CROSSINGS BLVD, WINDERMERE, FL 34786

    $600,00067 Days on yellowkey   MLS ID: O6396155

    For Sale O6396155 - 14217  BRIDGEWATER CROSSINGS BLVD, WINDERMERE, FL 34786 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2419
       Built: 2006
    Monthly Fee: $131
       Tax: $8,205 (2026)
    Community: Summerport
    Single Family


    Estimated Monthly Payment: $4,102 (change assumption)
    Mortgage ($3,288) + Fees ($131) + Taxes in 2026 ($684)


    Taxes:$8,205

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 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


  • 7242 LONDALE BLVD, WINDERMERE, FL 34786

    $749,9005 Days on yellowkey   MLS ID: O6414025

    For Sale O6414025 - 7242 LONDALE BLVD, WINDERMERE, FL 34786 59 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2690
       Built: 2006
    Monthly Fee: $81
       Tax: $5,332 (2025)
    Community: Enclave/Berkshire Park B G H I
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,634 (change assumption)
    Mortgage ($4,109) + Fees ($81) + Taxes in 2025 ($444)


    Taxes:$5,332

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    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


  • 910 LASCALA DR, WINDERMERE, FL 34786

    $770,00060 Days on yellowkey   MLS ID: O6397847

    For Sale O6397847 - 910 LASCALA DR, WINDERMERE, FL 34786 54 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2742
       Built: 2003
    Monthly Fee: $140
       Tax: $6,213 (2025)
    Community: Belmere Village G2 48 65
    Single Family


    Estimated Monthly Payment: $4,877 (change assumption)
    Mortgage ($4,219) + Fees ($140) + Taxes in 2025 ($518)


    Taxes:$6,213

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 9150 OUTLOOK ROCK TRL, WINDERMERE, FL 34786

    $915,00089 Days on yellowkey   MLS ID: S5145642

    For Sale S5145642 - 9150 OUTLOOK ROCK TRL, WINDERMERE, FL 34786 27 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2988
       Built: 2015
    Monthly Fee: $13
       Tax: $10,964 (2024)
    Community: Windermere Trls Ph 5B
    Single Family


    Estimated Monthly Payment: $5,940 (change assumption)
    Mortgage ($5,014) + Fees ($13) + Taxes in 2024 ($914)


    Taxes:$10,964

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6315 CLEARMEADOW CT, WINDERMERE, FL 34786

    $618,00056 Days on yellowkey   MLS ID: O6398505

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

    For Sale O6398505 - 6315 CLEARMEADOW CT, WINDERMERE, FL 34786 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2077
       Built: 2002
    Monthly Fee: $170
       Tax: $3,701 (2024)
    Community: Glenmuir 48 39
    Single Family


    Estimated Monthly Payment: $3,865 (change assumption)
    Mortgage ($3,386) + Fees ($170) + Taxes in 2024 ($308)


    Taxes:$3,701

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 8796 PEACHTREE PARK CT, WINDERMERE, FL 34786

    $949,99955 Days on yellowkey   MLS ID: O6399023

    1 Days Off yellowkey (back on 6/4/2026)

    REDUCED by $30,000 (3.1%) on 05/16/2026

    For Sale O6399023 - 8796 PEACHTREE PARK CT, WINDERMERE, FL 34786 35 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: $6,216 (change assumption)
    Mortgage ($5,205) + 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






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.