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Windermere Homes For Sale & Real Estate - 275 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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  • 13369 GORGONA ISLE DR, WINDERMERE, FL 34786

    $449,98092 Days on yellowkey   MLS ID: O6373676

    For Sale O6373676 - 13369 GORGONA ISLE DR, WINDERMERE, FL 34786 39 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1767
       Built: 2019
    Monthly Fee: $240
       Tax: $4,623 (2024)
    Community: Legado
    Townhouse


    Estimated Monthly Payment: $3,091 (change assumption)
    Mortgage ($2,466) + Fees ($240) + Taxes in 2024 ($385)


    Taxes:$4,623

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 13304 BELLARIA CIR, WINDERMERE, FL 34786

    $2,868,00017 Days on yellowkey   MLS ID: O6391558

    For Sale O6391558 - 13304 BELLARIA CIR, WINDERMERE, FL 34786 69 photos

    Bed: 6   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 4920
       Built: 2013
    Monthly Fee: $483
       Tax: $30,699 (2025)
    Community: Bellaria
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $18,756 (change assumption)
    Mortgage ($15,715) + Fees ($483) + Taxes in 2025 ($2,558)


    Taxes:$30,699

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13118 SUNKISS LOOP, WINDERMERE, FL 34786

    $579,00045 Days on yellowkey   MLS ID: O6385211

    REDUCED by $9,000 (1.5%) on 04/15/2026

    For Sale O6385211 - 13118 SUNKISS LOOP, WINDERMERE, FL 34786 52 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2547
       Built: 2005
    Monthly Fee: $130
       Tax: $7,821 (2024)
    Community: Summerport Ph 03
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,954 (change assumption)
    Mortgage ($3,173) + Fees ($130) + Taxes in 2024 ($652)


    Taxes:$7,821

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 11900 LAKE BUTLER BLVD, WINDERMERE, FL 34786

    $17,250,000397 Days on yellowkey   MLS ID: O6275556

    For Sale O6275556 - 11900 LAKE BUTLER BLVD, WINDERMERE, FL 34786 91 photos

    Bed: 7   Bath: 8.5   Gar: 6
    Liv Area Sq Ft: 10649
       Built: 2014   Tax: $68,938 (2024)
    Community: Metcalf Park Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $100,263 (change assumption)
    Mortgage ($94,518) + Taxes in 2024 ($5,745)


    Taxes:$68,938

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 13525 GORGONA ISLE DR, WINDERMERE, FL 34786

    $1,120,00059 Days on yellowkey   MLS ID: O6377789

    For Sale O6377789 - 13525 GORGONA ISLE DR, WINDERMERE, FL 34786 38 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4625
       Built: 2018
    Monthly Fee: $268
       Tax: $9,351 (2025)
    Community: Windermere Isle
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,184 (change assumption)
    Mortgage ($6,137) + Fees ($268) + Taxes in 2025 ($779)


    Taxes:$9,351

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 13312 LONGACRE DR, WINDERMERE, FL 34786

    $534,900100 Days on yellowkey   MLS ID: S5141031

    REDUCED by $9,000 (1.7%) on 04/06/2026

    For Sale S5141031 - 13312 LONGACRE DR, WINDERMERE, FL 34786 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2058
       Built: 2013
    Monthly Fee: $120
       Tax: $7,533 (2024)
    Community: Windermere Terrace
    Single Family


    Estimated Monthly Payment: $3,679 (change assumption)
    Mortgage ($2,931) + Fees ($120) + Taxes in 2024 ($628)


    Taxes:$7,533

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 13237 FOSSICK RD, WINDERMERE, FL 34786

    $599,00055 Days on yellowkey   MLS ID: O6382389

    For Sale O6382389 - 13237 FOSSICK RD, WINDERMERE, FL 34786 41 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2516
       Built: 2004
    Monthly Fee: $110
       Tax: $7,347 (2024)
    Community: Providence Ph 01 50 03
    Single Family


    Estimated Monthly Payment: $4,004 (change assumption)
    Mortgage ($3,282) + Fees ($110) + Taxes in 2024 ($612)


    Taxes:$7,347

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 6673 DUNCASTER ST, WINDERMERE, FL 34786

    $539,00067 Days on yellowkey   MLS ID: O6378820

    For Sale O6378820 - 6673 DUNCASTER ST, WINDERMERE, FL 34786 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2151
       Built: 2005   Tax: $3,351 (2024)
    Community: Lakes/Windermere Ph 02A
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,233 (change assumption)
    Mortgage ($2,953) + Taxes in 2024 ($279)


    Taxes:$3,351

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 9155 PANZANI PL, WINDERMERE, FL 34786

    $975,00043 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


  • 2806 WINDSOR HILL DR, WINDERMERE, FL 34786

    $1,150,0007 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


  • 11401 EVESHAM DR, WINDERMERE, FL 34786

    $455,00043 Days on yellowkey   MLS ID: O6386678

    For Sale O6386678 - 11401 EVESHAM DR, WINDERMERE, FL 34786 30 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1847
       Built: 2008
    Monthly Fee: $315
       Tax: $3,077 (2024)
    Community: Preston Square
    Townhouse


    Estimated Monthly Payment: $3,065 (change assumption)
    Mortgage ($2,493) + Fees ($315) + Taxes in 2024 ($256)


    Taxes:$3,077

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 10870 BAYSHORE DR, WINDERMERE, FL 34786

    $2,995,00076 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


  • 8226 SERENITY SPRING DR #2402, WINDERMERE, FL 34786

    $399,90044 Days on yellowkey   MLS ID: O6386960

    0 Days Off yellowkey (back on 3/31/2026)

    For Sale O6386960 - 8226 SERENITY SPRING DR #2402, WINDERMERE, FL 34786 56 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2028
       Built: 2013
    Monthly Fee: $541
       Tax: $3,326 (2024)
    Community: Oasis Cove At Lakes
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,009 (change assumption)
    Mortgage ($2,191) + Fees ($541) + Taxes in 2024 ($277)


    Taxes:$3,326

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 14236 OASIS COVE BLVD, WINDERMERE, FL 34786

    $379,90016 Days on yellowkey   MLS ID: O6395058

    REDUCED by $4,400 (1.1%) on 04/12/2026

    For Sale O6395058 - 14236 OASIS COVE BLVD, WINDERMERE, FL 34786 70 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1512
       Built: 2011
    Monthly Fee: $541
       Tax: $3,995 (2025)
    Community: Oasis Cove At Lakeside Village
    Townhouse


    Estimated Monthly Payment: $2,956 (change assumption)
    Mortgage ($2,082) + Fees ($541) + Taxes in 2025 ($333)


    Taxes:$3,995

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 6113 PAYNE STEWART DR, WINDERMERE, FL 34786

    $4,950,00041 Days on yellowkey   MLS ID: O6386548

    0 Days Off yellowkey (back on 4/15/2026)

    For Sale O6386548 - 6113 PAYNE STEWART DR, WINDERMERE, FL 34786 45 photos

    Bed: 3   Bath: 3.5   Gar: 4
    Liv Area Sq Ft: 2983
       Built: 1987
    Monthly Fee: $1,224
       Tax: $25,551 (2024)
    Community: Isleworth
    Villa


    Estimated Monthly Payment: $30,476 (change assumption)
    Mortgage ($27,123) + Fees ($1,224) + Taxes in 2024 ($2,129)


    Taxes:$25,551

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 8520 GREENBANK BLVD, WINDERMERE, FL 34786

    $549,9008 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


  • 11162 LEDGEMENT LN, WINDERMERE, FL 34786

    $995,000183 Days on yellowkey   MLS ID: O6346461

    For Sale O6346461 - 11162 LEDGEMENT LN, WINDERMERE, FL 34786 55 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3248
       Built: 2002
    Monthly Fee: $170
       Tax: $7,747 (2024)
    Community: Glenmuir Ut 02 51 42
    Single Family


    Estimated Monthly Payment: $6,268 (change assumption)
    Mortgage ($5,452) + Fees ($170) + Taxes in 2024 ($646)


    Taxes:$7,747

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 13243 CHARFIELD ST, WINDERMERE, FL 34786

    $699,00049 Days on yellowkey   MLS ID: O6385405

    For Sale O6385405 - 13243 CHARFIELD ST, WINDERMERE, FL 34786 39 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2794
       Built: 2010
    Monthly Fee: $81
       Tax: $6,403 (2024)
    Community: Lake Sawyer South Ph 02
    Single Family


    Estimated Monthly Payment: $4,445 (change assumption)
    Mortgage ($3,830) + Fees ($81) + Taxes in 2024 ($534)


    Taxes:$6,403

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6857 VALHALLA WAY, WINDERMERE, FL 34786

    $3,700,0002 Days on yellowkey   MLS ID: S5147781

    For Sale S5147781 - 6857 VALHALLA WAY, WINDERMERE, FL 34786 90 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 7153
       Built: 2006
    Monthly Fee: $298
       Tax: $35,537 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $23,533 (change assumption)
    Mortgage ($20,273) + Fees ($298) + Taxes in 2025 ($2,961)


    Taxes:$35,537

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1002 OAKDALE ST, WINDERMERE, FL 34786

    $975,0002 Days on yellowkey   MLS ID: TB8495717

    For Sale TB8495717 - 1002 OAKDALE ST, WINDERMERE, FL 34786 60 photos

    Bed: 4   Bath: 3.0   Gar: 4
    Liv Area Sq Ft: 3516
       Built: 1973   Tax: $8,799 (2025)
    Community: Windermere Town
    Single Family


    Estimated Monthly Payment: $6,076 (change assumption)
    Mortgage ($5,342) + Taxes in 2025 ($733)


    Taxes:$8,799

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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.