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Windermere Homes For Sale & Real Estate - 303 homes

Windermere homes for sale are located in Orange County, Florida. Find homes in Windermere for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Windermere houses.

Location: Windermere

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  • 7137 BEEK ST, WINDERMERE, FL 34786

    $550,0009 Days on yellowkey   MLS ID: O6398814

    0 Days Off yellowkey (back on 4/24/2026)

    For Sale O6398814 - 7137 BEEK ST, WINDERMERE, FL 34786 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1910
       Built: 2013
    Monthly Fee: $120
       Tax: $7,932 (2025)
    Community: Windermere Terrace
    Single Family


    Estimated Monthly Payment: $3,795 (change assumption)
    Mortgage ($3,014) + Fees ($120) + Taxes in 2025 ($661)


    Taxes:$7,932

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 14014 EDEN ISLE BLVD, WINDERMERE, FL 34786

    $507,0004 Days on yellowkey   MLS ID: O6400224

    1 Days Off yellowkey (back on 4/24/2026)

    For Sale O6400224 - 14014 EDEN ISLE BLVD, WINDERMERE, FL 34786 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1794
       Built: 2004
    Monthly Fee: $93
       Tax: $2,957 (2025)
    Community: Eden Isle 52/9 Lot 173
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,117 (change assumption)
    Mortgage ($2,778) + Fees ($93) + Taxes in 2025 ($246)


    Taxes:$2,957

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 12640 SALOMON COVE DR, WINDERMERE, FL 34786

    $1,295,00045 Days on yellowkey   MLS ID: O6388605

    REDUCED by $5,000 (0.4%) on 04/24/2026

    For Sale O6388605 - 12640 SALOMON COVE DR, WINDERMERE, FL 34786 80 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: $8,392 (change assumption)
    Mortgage ($7,096) + 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


  • WINDERMERE, FL 34786

    $359,0001 Day on yellowkey   MLS ID: O6400745

    For Sale O6400745 - WINDERMERE, FL 34786 15 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1429
       Built: 2006
    Monthly Fee: $200
       Tax: $5,436 (2025)
    Community: Lakes/Windermere-Lk Reams Twhm
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,620 (change assumption)
    Mortgage ($1,967) + Fees ($200) + Taxes in 2025 ($453)


    Taxes:$5,436

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 11438 ARBORSIDE BEND WAY, WINDERMERE, FL 34786

    $629,9001 Day on yellowkey   MLS ID: O6395080

    For Sale O6395080 - 11438 ARBORSIDE BEND WAY, WINDERMERE, FL 34786 49 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2019
       Built: 2002
    Monthly Fee: $170
       Tax: $4,648 (2025)
    Community: Glenmuir 48 39
    Single Family


    Estimated Monthly Payment: $4,009 (change assumption)
    Mortgage ($3,451) + Fees ($170) + Taxes in 2025 ($387)


    Taxes:$4,648

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 9548 CROWN PRINCE LN, WINDERMERE, FL 34786

    $1,450,00056 Days on yellowkey   MLS ID: S5144606

    REDUCED by $10,000 (0.7%) on 04/12/2026

    For Sale S5144606 - 9548 CROWN PRINCE LN, WINDERMERE, FL 34786 44 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3997
       Built: 1999
    Monthly Fee: $108
       Tax: $8,883 (2024)
    Community: Windsor Hill
    Single Family


    Estimated Monthly Payment: $8,793 (change assumption)
    Mortgage ($7,945) + Fees ($108) + Taxes in 2024 ($740)


    Taxes:$8,883

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 11472 PARK AVE NE, WINDERMERE, FL 34786

    $1,125,000102 Days on yellowkey   MLS ID: G5105731

    For Sale G5105731 - 11472 PARK AVE NE, WINDERMERE, FL 34786 67 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3166
       Built: 1985
    Monthly Fee: $21
       Tax: $5,774 (2025)
    Community: Windermere
    Single Family


    Estimated Monthly Payment: $6,666 (change assumption)
    Mortgage ($6,164) + Fees ($21) + Taxes in 2025 ($481)


    Taxes:$5,774

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Gotha Middle


  • 4 CHASE RD, WINDERMERE, FL 34786

    $875,00064 Days on yellowkey   MLS ID: O6384257

    0 Days Off yellowkey (back on 4/23/2026)

    REDUCED by $25,000 (2.8%) on 04/20/2026

    For Sale O6384257 - 4 CHASE RD, WINDERMERE, FL 34786 47 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 2386
       Built: 1971   Tax: $7,637 (2024)
    Community: Windermere Town
    Single Family


    Estimated Monthly Payment: $5,431 (change assumption)
    Mortgage ($4,794) + Taxes in 2024 ($636)


    Taxes:$7,637

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1316 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786

    $2,380,00026 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


  • 1020 OAKDALE ST, WINDERMERE, FL 34786

    $2,200,000283 Days on yellowkey   MLS ID: O6322270

    1 Days Off yellowkey (back on 11/1/2025)

    For Sale O6322270 - 1020 OAKDALE ST, WINDERMERE, FL 34786 13 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3994
       Built: 2025   Tax: $7,202 (2024)
    Community: Windermere Town
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,655 (change assumption)
    Mortgage ($12,054) + Taxes in 2024 ($600)


    Taxes:$7,202

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 6552 HELMSLEY CIRCLE, WINDERMERE, FL 34786

    $469,00032 Days on yellowkey   MLS ID: O6392752

    REDUCED by $10,000 (2.1%) on 04/23/2026

    For Sale O6392752 - 6552 HELMSLEY CIRCLE, WINDERMERE, FL 34786 53 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1980
       Built: 2008
    Monthly Fee: $315
       Tax: $3,248 (2025)
    Community: Preston Square
    Townhouse


    Estimated Monthly Payment: $3,155 (change assumption)
    Mortgage ($2,570) + Fees ($315) + Taxes in 2025 ($271)


    Taxes:$3,248

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 2806 WINDSOR HILL DR, WINDERMERE, FL 34786

    $1,150,00016 Days on yellowkey   MLS ID: O6385977

    For Sale O6385977 - 2806 WINDSOR HILL DR, WINDERMERE, FL 34786 72 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3181
       Built: 1989
    Monthly Fee: $111
       Tax: $13,057 (2024)
    Community: Windsor Hill
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,500 (change assumption)
    Mortgage ($6,301) + Fees ($111) + Taxes in 2024 ($1,088)


    Taxes:$13,057

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 7249 SHADEVIEW ALY, WINDERMERE, FL 34786

    $410,00029 Days on yellowkey   MLS ID: S5146580

    REDUCED by $19,000 (4.4%) on 04/23/2026

    For Sale S5146580 - 7249 SHADEVIEW ALY, WINDERMERE, FL 34786 32 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1569
       Built: 2016
    Monthly Fee: $332
       Tax: $5,983 (2025)
    Community: Ashlin Park Ph 2
    Townhouse


    Estimated Monthly Payment: $3,077 (change assumption)
    Mortgage ($2,247) + Fees ($332) + Taxes in 2025 ($499)


    Taxes:$5,983

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 9155 PANZANI PL, WINDERMERE, FL 34786

    $975,00052 Days on yellowkey   MLS ID: O6383334

    0 Days Off yellowkey (back on 3/8/2026)

    For Sale O6383334 - 9155 PANZANI PL, WINDERMERE, FL 34786 50 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3088
       Built: 2005
    Monthly Fee: $223
       Tax: $12,175 (2025)
    Community: Tuscany Ridge 50 141
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,580 (change assumption)
    Mortgage ($5,342) + Fees ($223) + Taxes in 2025 ($1,015)


    Taxes:$12,175

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 5067 SAWYER COVE WAY, WINDERMERE, FL 34786

    $2,299,00035 Days on yellowkey   MLS ID: O6391750

    REDUCED by $16,000 (0.7%) on 04/23/2026

    For Sale O6391750 - 5067 SAWYER COVE WAY, WINDERMERE, FL 34786 45 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3461
       Built: 2018
    Monthly Fee: $253
       Tax: $21,824 (2025)
    Community: Sawyer Sound
    Single Family


    Estimated Monthly Payment: $14,669 (change assumption)
    Mortgage ($12,597) + Fees ($253) + Taxes in 2025 ($1,819)


    Taxes:$21,824

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 6897 NORTHWICH DR, WINDERMERE, FL 34786

    $579,9003 Days on yellowkey   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


  • 6956 TRELLIS VINE LOOP, WINDERMERE, FL 34786

    $650,0003 Days on yellowkey   MLS ID: O6401639

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

    For Sale O6401639 - 6956 TRELLIS VINE LOOP, WINDERMERE, FL 34786 1 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3015
       Built: 2019
    Monthly Fee: $161
       Tax: $10,719 (2025)
    Community: Windstone
    Single Family


    Estimated Monthly Payment: $4,616 (change assumption)
    Mortgage ($3,562) + Fees ($161) + Taxes in 2025 ($893)


    Taxes:$10,719

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 6379 SWANSON ST, WINDERMERE, FL 34786

    $1,119,0003 Days on yellowkey   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


  • 6840 HELMSLEY CIR, WINDERMERE, FL 34786

    $689,00078 Days on yellowkey   MLS ID: S5142930

    REDUCED by $30,999 (4.3%) on 04/23/2026

    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: $4,325 (change assumption)
    Mortgage ($3,775) + Fees ($129) + Taxes in 2024 ($420)


    Taxes:$5,044

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 11355 ARBORSIDE BEND WAY, WINDERMERE, FL 34786

    $560,00072 Days on yellowkey   MLS ID: O6377273

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

    For Sale O6377273 - 11355 ARBORSIDE BEND WAY, WINDERMERE, FL 34786 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2044
       Built: 2002
    Monthly Fee: $170
       Tax: $4,552 (2025)
    Community: Glenmuir 48 39
    Single Family


    Estimated Monthly Payment: $3,618 (change assumption)
    Mortgage ($3,068) + Fees ($170) + Taxes in 2025 ($379)


    Taxes:$4,552

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle




Why Bother Searching Elsewhere for Windermere Homes for Sale and Other Real Estate?

Windermere home, townhome, condo, villa, and other listing sales 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 houses for sale in Windermere . You can use our website to view Multiple Listing Service (MLS) data on Windermere Real Estate. 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 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.