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Windermere Single Family Homes For Sale - 256 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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  • 11531 VICOLO LOOP, WINDERMERE, FL 34786

    $600,00094 Days on yellowkey   MLS ID: O6374016

    1 Days Off yellowkey (back on 4/22/2026)

    REDUCED by $25,000 (4.0%) on 04/03/2026

    For Sale O6374016 - 11531 VICOLO LOOP, WINDERMERE, FL 34786 37 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2280
       Built: 2003
    Monthly Fee: $122
       Tax: $8,726 (2025)
    Community: Belmere Village
    Single Family


    Estimated Monthly Payment: $4,137 (change assumption)
    Mortgage ($3,288) + Fees ($122) + Taxes in 2025 ($727)


    Taxes:$8,726

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 11208 LEDGEMENT LN, WINDERMERE, FL 34786

    $1,000,000204 Days on yellowkey   MLS ID: O6325096

    For Sale O6325096 - 11208 LEDGEMENT LN, WINDERMERE, FL 34786 37 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2788
       Built: 2002
    Monthly Fee: $140
       Tax: $6,561 (2024)
    Community: Glenmuir 48 39
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,166 (change assumption)
    Mortgage ($5,479) + Fees ($140) + Taxes in 2024 ($547)


    Taxes:$6,561

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 11952 CAMDEN PARK DR, WINDERMERE, FL 34786

    $1,649,00034 Days on yellowkey   MLS ID: O6388604

    0 Days Off yellowkey (back on 4/22/2026)

    For Sale O6388604 - 11952 CAMDEN PARK DR, WINDERMERE, FL 34786 49 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3337
       Built: 2006
    Monthly Fee: $283
       Tax: $19,648 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,956 (change assumption)
    Mortgage ($9,035) + Fees ($283) + Taxes in 2025 ($1,637)


    Taxes:$19,648

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 6840 HELMSLEY CIR, WINDERMERE, FL 34786

    $719,99975 Days on yellowkey   MLS ID: S5142930

    For Sale S5142930 - 6840 HELMSLEY CIR, WINDERMERE, FL 34786 76 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2847
       Built: 2009
    Monthly Fee: $129
       Tax: $5,044 (2024)
    Community: Preston Square
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,494 (change assumption)
    Mortgage ($3,945) + Fees ($129) + Taxes in 2024 ($420)


    Taxes:$5,044

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6606 SAWYER SHORES LN, WINDERMERE, FL 34786

    $2,500,00055 Days on yellowkey   MLS ID: O6386058

    For Sale O6386058 - 6606 SAWYER SHORES LN, WINDERMERE, FL 34786 21 photos

    Bed: 5   Bath: 4.0   Gar: 4
    Liv Area Sq Ft: 5516
       Built: 2025   Tax: $3,720 (2024)
    Community: Sawyer Shores Sub
    Single Family


    Estimated Monthly Payment: $14,008 (change assumption)
    Mortgage ($13,698) + Taxes in 2024 ($310)


    Taxes:$3,720

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6379 SWANSON ST, WINDERMERE, FL 34786

    $1,119,000Listed 04/22/2026 2:56PM   MLS ID: O6400522

    For Sale O6400522 - 6379 SWANSON ST, WINDERMERE, FL 34786 47 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3804
       Built: 2014
    Monthly Fee: $167
       Tax: $10,769 (2025)
    Community: Enclave
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,196 (change assumption)
    Mortgage ($6,131) + Fees ($167) + Taxes in 2025 ($897)


    Taxes:$10,769

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 13609 ANCILLA BLVD, WINDERMERE, FL 34786

    $749,99968 Days on yellowkey   MLS ID: O6381542

    REDUCED by $39,001 (4.9%) on 04/14/2026

    For Sale O6381542 - 13609 ANCILLA BLVD, WINDERMERE, FL 34786 56 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3360
       Built: 2005
    Monthly Fee: $130
       Tax: $9,521 (2024)
    Community: Summerport Ph 03
    Single Family


    Estimated Monthly Payment: $5,033 (change assumption)
    Mortgage ($4,109) + Fees ($130) + Taxes in 2024 ($793)


    Taxes:$9,521

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 10577 DOWN LAKEVIEW CIR, WINDERMERE, FL 34786

    $3,475,00085 Days on yellowkey   MLS ID: O6377244

    REDUCED by $25,000 (0.7%) on 04/22/2026

    For Sale O6377244 - 10577 DOWN LAKEVIEW CIR, WINDERMERE, FL 34786 100 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 5273
       Built: 1986
    Monthly Fee: $103
       Tax: $28,092 (2025)
    Community: Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $21,485 (change assumption)
    Mortgage ($19,041) + Fees ($103) + Taxes in 2025 ($2,341)


    Taxes:$28,092

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 6897 NORTHWICH DR, WINDERMERE, FL 34786

    $579,900Listed 04/22/2026 10:40AM   MLS ID: O6400673

    For Sale O6400673 - 6897 NORTHWICH DR, WINDERMERE, FL 34786 31 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2229
       Built: 2003
    Monthly Fee: $82
       Tax: $7,925 (2025)
    Community: Lakes Windermere Ph 01 49 108
    Single Family


    Estimated Monthly Payment: $3,920 (change assumption)
    Mortgage ($3,177) + Fees ($82) + Taxes in 2025 ($660)


    Taxes:$7,925

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1316 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786

    $2,380,00023 Days on yellowkey   MLS ID: S5146178

    For Sale S5146178 - 1316 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786 63 photos

    Bed: 5   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 5108
       Built: 2019
    Monthly Fee: $250
       Tax: $1,982 (2025)
    Community: Estancia/Windermere
    Single Family


    Estimated Monthly Payment: $13,456 (change assumption)
    Mortgage ($13,041) + Fees ($250) + Taxes in 2025 ($165)


    Taxes:$1,982

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 8520 GREENBANK BLVD, WINDERMERE, FL 34786

    $549,90014 Days on yellowkey   MLS ID: O6396673

    For Sale O6396673 - 8520 GREENBANK BLVD, WINDERMERE, FL 34786 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1726
       Built: 2004
    Monthly Fee: $170
       Tax: $6,960 (2025)
    Community: Lakes/Windermere-Peachtree
    Single Family


    Estimated Monthly Payment: $3,763 (change assumption)
    Mortgage ($3,013) + Fees ($170) + Taxes in 2025 ($580)


    Taxes:$6,960

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 6315 CLEARMEADOW CT, WINDERMERE, FL 34786

    $618,0008 Days on yellowkey   MLS ID: O6398505

    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


  • 11334 CAMDEN LOOP WAY, WINDERMERE, FL 34786

    $1,250,000126 Days on yellowkey   MLS ID: O6367433

    0 Days Off yellowkey (back on 4/22/2026)

    REDUCED by $25,000 (2.0%) on 04/01/2026

    For Sale O6367433 - 11334 CAMDEN LOOP WAY, WINDERMERE, FL 34786 70 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3021
       Built: 2005
    Monthly Fee: $298
       Tax: $8,578 (2024)
    Community: Keenes Pointe
    Single Family


    Estimated Monthly Payment: $7,862 (change assumption)
    Mortgage ($6,849) + Fees ($298) + Taxes in 2024 ($715)


    Taxes:$8,578

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 5427 NAGAMI DR, WINDERMERE, FL 34786

    $799,0001 Day on yellowkey   MLS ID: O6400671

    For Sale O6400671 - 5427 NAGAMI DR, WINDERMERE, FL 34786 65 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3493
       Built: 2005
    Monthly Fee: $129
       Tax: $11,883 (2025)
    Community: Summerport
    Single Family


    Estimated Monthly Payment: $5,497 (change assumption)
    Mortgage ($4,378) + Fees ($129) + Taxes in 2025 ($990)


    Taxes:$11,883

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 13420 BONICA WAY, WINDERMERE, FL 34786

    $1,875,000208 Days on yellowkey   MLS ID: O6347722

    For Sale O6347722 - 13420 BONICA WAY, WINDERMERE, FL 34786 62 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4489
       Built: 2006
    Monthly Fee: $297
       Tax: $17,970 (2024)
    Community: Tildens Grove
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,068 (change assumption)
    Mortgage ($10,274) + Fees ($297) + Taxes in 2024 ($1,498)


    Taxes:$17,970

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 2125 KANE PARK WAY, WINDERMERE, FL 34786

    $975,000138 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


  • 109 E 12TH AVE, WINDERMERE, FL 34786

    $1,225,0007 Days on yellowkey   MLS ID: O6394569

    For Sale O6394569 - 109 E 12TH AVE, WINDERMERE, FL 34786 41 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


  • 13124 FILLY CT, WINDERMERE, FL 34786

    $1,575,000362 Days on yellowkey   MLS ID: O6303140

    For Sale O6303140 - 13124 FILLY CT, WINDERMERE, FL 34786 51 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3300
       Built: 1989
    Monthly Fee: $46
       Tax: $15,459 (2024)
    Community: Farms
    Spa: No

    Single Family


    Estimated Monthly Payment: $9,964 (change assumption)
    Mortgage ($8,630) + Fees ($46) + Taxes in 2024 ($1,288)


    Taxes:$15,459

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 10870 BAYSHORE DR, WINDERMERE, FL 34786

    $2,995,00082 Days on yellowkey   MLS ID: O6371471

    For Sale O6371471 - 10870 BAYSHORE DR, WINDERMERE, FL 34786 60 photos

    Bed: 4   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4693
       Built: 1999   Tax: $27,527 (2024)
    Community: Lake Down Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $18,704 (change assumption)
    Mortgage ($16,411) + Taxes in 2024 ($2,294)


    Taxes:$27,527

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 13932 FLORIGOLD DRIVE, WINDERMERE, FL 34786

    $1,189,0002 Days on yellowkey   MLS ID: O6399812

    For Sale O6399812 - 13932 FLORIGOLD DRIVE, WINDERMERE, FL 34786 53 photos

    Bed: 6   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3577
       Built: 2004
    Monthly Fee: $111
       Tax: $13,691 (2025)
    Community: Eden Isle
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,767 (change assumption)
    Mortgage ($6,515) + Fees ($111) + Taxes in 2025 ($1,141)


    Taxes:$13,691

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    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.