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Windermere Single Family Homes For Sale - 283 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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  • 11903 CAVE RUN AVE, WINDERMERE, FL 34786

    $750,00082 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


  • 325 MAGNOLIA ST, WINDERMERE, FL 34786

    $2,450,00088 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

    $1,175,00015 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

    $2,100,00011 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

    $825,00019 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

    $4,650,000263 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

    $600,00071 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

    $5,490,00040 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

    $1,500,0009 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

    $10,200,0009 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


  • 9150 OUTLOOK ROCK TRL, WINDERMERE, FL 34786

    $915,00093 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

    $618,00060 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

    $949,99959 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


  • 2125 KANE PARK WAY, WINDERMERE, FL 34786

    $975,000190 Days on yellowkey   MLS ID: O6358139

    REDUCED by $24,998 (2.5%) on 04/22/2026

    For Sale O6358139 - 2125 KANE PARK WAY, WINDERMERE, FL 34786 63 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2743
       Built: 1992
    Monthly Fee: $118
       Tax: $8,555 (2024)
    Community: Willows At Lake Rhea Ph 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,173 (change assumption)
    Mortgage ($5,342) + Fees ($118) + Taxes in 2024 ($713)


    Taxes:$8,555

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 12640 SALOMON COVE DR, WINDERMERE, FL 34786

    $1,290,00094 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

    $2,750,00038 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

    $2,190,00070 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

    $1,198,00059 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

    $3,699,888337 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


  • 3629 LAKE BUYNAK RD, WINDERMERE, FL 34786

    $975,000324 Days on yellowkey   MLS ID: G5099846

    REDUCED by $225,000 (18.8%) on 06/04/2026

    For Sale G5099846 - 3629 LAKE BUYNAK RD, WINDERMERE, FL 34786 46 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2618
       Built: 1973   Tax: $8,533 (2024)
    Community: Lake Buynak Estates
    Single Family


    Estimated Monthly Payment: $6,053 (change assumption)
    Mortgage ($5,342) + Taxes in 2024 ($711)


    Taxes:$8,533

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None




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.