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Windermere Homes For Sale & Real Estate - 336 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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  • 8218 MYSTIC VIEW WAY #2801, WINDERMERE, FL 34786

    $419,9004 Days on yellowkey   MLS ID: O6418357

    For Sale O6418357 - 8218 MYSTIC VIEW WAY #2801, WINDERMERE, FL 34786 48 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1840
       Built: 2013   Tax: $4,295 (2025)
    Community: Oasis Cove Ii/Lakeside Village Ph
    Condo


    Estimated Monthly Payment: $2,659 (change assumption)
    Mortgage ($2,301) + Taxes in 2025 ($358)


    Taxes:$4,295

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1002 OAKDALE ST, WINDERMERE, FL 34786

    $965,00070 Days on yellowkey   MLS ID: TB8495717

    REDUCED by $10,000 (1.0%) on 06/23/2026

    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: $6,021 (change assumption)
    Mortgage ($5,288) + Taxes in 2025 ($733)


    Taxes:$8,799

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13914 FLORIGOLD DR, WINDERMERE, FL 34786

    $695,00014 Days on yellowkey   MLS ID: O6413986

    1 Days Off yellowkey (back on 6/12/2026)

    For Sale O6413986 - 13914 FLORIGOLD DR, WINDERMERE, FL 34786 55 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1968
       Built: 2004
    Monthly Fee: $111
       Tax: $5,716 (2025)
    Community: West Point Commons
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,395 (change assumption)
    Mortgage ($3,808) + Fees ($111) + Taxes in 2025 ($476)


    Taxes:$5,716

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 12826 WOODMERE CLOSE DR, WINDERMERE, FL 34786

    $665,00021 Days on yellowkey   MLS ID: O6412588

    REDUCED by $10,000 (1.5%) on 06/15/2026

    For Sale O6412588 - 12826 WOODMERE CLOSE DR, WINDERMERE, FL 34786 44 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2214
       Built: 2013
    Monthly Fee: $81
       Tax: $5,273 (2025)
    Community: Lake Sawyer South Ph 5
    Single Family


    Estimated Monthly Payment: $4,164 (change assumption)
    Mortgage ($3,644) + Fees ($81) + Taxes in 2025 ($439)


    Taxes:$5,273

    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

    $1,119,00062 Days on yellowkey   MLS ID: O6400522

    For Sale O6400522 - 6379 SWANSON ST, WINDERMERE, FL 34786 35 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


  • 6110 KEENES POINTE DR, WINDERMERE, FL 34786

    $1,900,00082 Days on yellowkey   MLS ID: O6393573

    For Sale O6393573 - 6110 KEENES POINTE DR, WINDERMERE, FL 34786 78 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3196
       Built: 2002
    Monthly Fee: $298
       Tax: $10,956 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,622 (change assumption)
    Mortgage ($10,411) + Fees ($298) + Taxes in 2025 ($913)


    Taxes:$10,956

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 14005 SPARKLING COVE LN, WINDERMERE, FL 34786

    $370,00033 Days on yellowkey   MLS ID: O6409827

    REDUCED by $5,000 (1.3%) on 06/16/2026

    For Sale O6409827 - 14005 SPARKLING COVE LN, WINDERMERE, FL 34786 54 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1647
       Built: 2007
    Monthly Fee: $539
       Tax: $1,943 (2025)
    Community: Oasis Cove 1 At Lakeside Village Condo Ph 1
    Townhouse


    Estimated Monthly Payment: $2,728 (change assumption)
    Mortgage ($2,027) + Fees ($539) + Taxes in 2025 ($162)


    Taxes:$1,943

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 9832 LAUREL VALLEY DR, WINDERMERE, FL 34786

    $13,900,00012 Days on yellowkey   MLS ID: O6416194

    For Sale O6416194 - 9832 LAUREL VALLEY DR, WINDERMERE, FL 34786 97 photos

    Bed: 6   Bath: 8.5   Gar: 4
    Liv Area Sq Ft: 11100
       Built: 2004
    Monthly Fee: $1,167
       Tax: $93,184 (2025)
    Community: Isleworth
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $85,095 (change assumption)
    Mortgage ($76,162) + Fees ($1,167) + Taxes in 2025 ($7,765)


    Taxes:$93,184

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11400 CENTER LAKE DR, WINDERMERE, FL 34786

    $439,0001 Day on yellowkey   MLS ID: O6415492

    For Sale O6415492 - 11400 CENTER LAKE DR, WINDERMERE, FL 34786 19 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1881
       Built: 2014
    Monthly Fee: $246
       Tax: $6,551 (2025)
    Community: Lake Burden South Phase 2
    Townhouse


    Estimated Monthly Payment: $3,197 (change assumption)
    Mortgage ($2,405) + Fees ($246) + Taxes in 2025 ($546)


    Taxes:$6,551

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 1136 LAKE WHITNEY DR, WINDERMERE, FL 34786

    $2,225,00048 Days on yellowkey   MLS ID: O6405536

    REDUCED by $70,000 (3.1%) on 06/22/2026

    For Sale O6405536 - 1136 LAKE WHITNEY DR, WINDERMERE, FL 34786 87 photos

    Bed: 4   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 5722
       Built: 2006
    Monthly Fee: $203
       Tax: $24,153 (2025)
    Community: Reserve At Belmere Ph 02 48 144
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,407 (change assumption)
    Mortgage ($12,191) + Fees ($203) + Taxes in 2025 ($2,013)


    Taxes:$24,153

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 11472 CENTER LAKE DR, WINDERMERE, FL 34786

    $475,0005 Days on yellowkey   MLS ID: O6418257

    For Sale O6418257 - 11472 CENTER LAKE DR, WINDERMERE, FL 34786 53 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1898
       Built: 2014
    Monthly Fee: $290
       Tax: $6,854 (2025)
    Community: Lake Burden South Ph 2
    Townhouse


    Estimated Monthly Payment: $3,464 (change assumption)
    Mortgage ($2,603) + Fees ($290) + Taxes in 2025 ($571)


    Taxes:$6,854

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7211 STILL POND LN, WINDERMERE, FL 34786

    $765,0004 Days on yellowkey   MLS ID: O6418089

    For Sale O6418089 - 7211 STILL POND LN, WINDERMERE, FL 34786 52 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3161
       Built: 2015
    Monthly Fee: $107
       Tax: $8,611 (2025)
    Community: Ashlin Park Ph 2
    Single Family


    Estimated Monthly Payment: $5,016 (change assumption)
    Mortgage ($4,192) + Fees ($107) + Taxes in 2025 ($718)


    Taxes:$8,611

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 2014 DOWN WOODS LN, WINDERMERE, FL 34786

    $1,390,00018 Days on yellowkey   MLS ID: O6413750

    0 Days Off yellowkey (back on 6/22/2026)

    For Sale O6413750 - 2014 DOWN WOODS LN, WINDERMERE, FL 34786 68 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3344
       Built: 1986
    Monthly Fee: $83
       Tax: $13,122 (2025)
    Community: Lake Down Woods
    Single Family


    Estimated Monthly Payment: $8,793 (change assumption)
    Mortgage ($7,616) + Fees ($83) + Taxes in 2025 ($1,094)


    Taxes:$13,122

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 13525 GORGONA ISLE DR, WINDERMERE, FL 34786

    $1,098,000127 Days on yellowkey   MLS ID: O6377789

    REDUCED by $17,000 (1.5%) on 06/10/2026

    For Sale O6377789 - 13525 GORGONA ISLE DR, WINDERMERE, FL 34786 39 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: $7,064 (change assumption)
    Mortgage ($6,016) + 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


  • 12988 BORLAND ST, WINDERMERE, FL 34786

    $435,0004 Days on yellowkey   MLS ID: O6418023

    For Sale O6418023 - 12988 BORLAND ST, WINDERMERE, FL 34786 28 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1460
       Built: 2007
    Monthly Fee: $185
       Tax: $5,680 (2025)
    Community: Wickham Park 04 05 06 09 10 11 12 01
    Townhouse


    Estimated Monthly Payment: $3,042 (change assumption)
    Mortgage ($2,384) + Fees ($185) + Taxes in 2025 ($473)


    Taxes:$5,680

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9639 WESTOVER ROBERTS RD, WINDERMERE, FL 34786

    $5,900,000288 Days on yellowkey   MLS ID: O6341883

    4 Days Off yellowkey (back on 6/22/2026)

    REDUCED by $495,000 (7.7%) on 04/28/2026

    For Sale O6341883 - 9639 WESTOVER ROBERTS RD, WINDERMERE, FL 34786 78 photos

    Bed: 5   Bath: 8.5   Gar: 7
    Liv Area Sq Ft: 11861
       Built: 2017   Tax: $50,738 (2024)
    Community: Gotha Town
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $36,556 (change assumption)
    Mortgage ($32,328) + Taxes in 2024 ($4,228)


    Taxes:$50,738

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 8355 TORCELLO ISLE DR, WINDERMERE, FL 34786

    $950,00041 Days on yellowkey   MLS ID: O6407061

    For Sale O6407061 - 8355 TORCELLO ISLE DR, WINDERMERE, FL 34786 73 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4202
       Built: 2019
    Monthly Fee: $299
       Tax: $9,036 (2025)
    Community: Windermere Isle
    Single Family


    Estimated Monthly Payment: $6,257 (change assumption)
    Mortgage ($5,205) + Fees ($299) + Taxes in 2025 ($753)


    Taxes:$9,036

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 13013 OVERSTREET RD, WINDERMERE, FL 34786

    $639,994117 Days on yellowkey   MLS ID: O6380917

    REDUCED by $10,000 (1.5%) on 06/17/2026

    For Sale O6380917 - 13013 OVERSTREET RD, WINDERMERE, FL 34786 48 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2053
       Built: 2009
    Monthly Fee: $82
       Tax: $3,146 (2024)
    Community: Lakes/Windermere
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,851 (change assumption)
    Mortgage ($3,507) + Fees ($82) + Taxes in 2024 ($262)


    Taxes:$3,146

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 17538 BLACK RAIL ST, WINDERMERE, FL 34786

    $1,390,000263 Days on yellowkey   MLS ID: O6349325

    For Sale O6349325 - 17538 BLACK RAIL ST, WINDERMERE, FL 34786 32 photos

    Bed: 6   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4522
       Built: 2014
    Monthly Fee: $167
       Tax: $16,404 (2024)
    Community: Enclave
    Single Family


    Estimated Monthly Payment: $9,150 (change assumption)
    Mortgage ($7,616) + Fees ($167) + Taxes in 2024 ($1,367)


    Taxes:$16,404

    Elementary School: None

    High School: Windermere High School

    Tax Year: 2024

    Middle School: None


  • 6601 DUNCASTER ST, WINDERMERE, FL 34786

    $627,90012 Days on yellowkey   MLS ID: O6416272

    REDUCED by $100 (0.0%) on 06/22/2026

    For Sale O6416272 - 6601 DUNCASTER ST, WINDERMERE, FL 34786 65 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3001
       Built: 2006
    Monthly Fee: $82
       Tax: $9,473 (2025)
    Community: Lakes/Windermere Ph 02A
    Single Family


    Estimated Monthly Payment: $4,312 (change assumption)
    Mortgage ($3,440) + Fees ($82) + Taxes in 2025 ($789)


    Taxes:$9,473

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School




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.