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Windermere Homes For Sale & Real Estate - 330 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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  • 14353 CREST PALM AVE, WINDERMERE, FL 34786

    $1,039,09153 Days on yellowkey   MLS ID: G5111542

    For Sale G5111542 - 14353 CREST PALM AVE, WINDERMERE, FL 34786 32 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2740
       Built: 2026
    Monthly Fee: $245
       Tax: $1,309 (2025)
    Community: Palms At Windermere
    Single Family


    Estimated Monthly Payment: $6,048 (change assumption)
    Mortgage ($5,694) + Fees ($245) + Taxes in 2025 ($109)


    Taxes:$1,309

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 5344 WATER CREEK DR, WINDERMERE, FL 34786

    $1,685,00029 Days on yellowkey   MLS ID: O6408495

    0 Days Off yellowkey (back on 5/24/2026)

    For Sale O6408495 - 5344 WATER CREEK DR, WINDERMERE, FL 34786 67 photos

    Bed: 5   Bath: 4.0   Gar: 4
    Liv Area Sq Ft: 3924
       Built: 2004   Tax: $13,028 (2025)
    Community: Lake Davis Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,318 (change assumption)
    Mortgage ($9,233) + Taxes in 2025 ($1,086)


    Taxes:$13,028

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 811 MAIN ST, WINDERMERE, FL 34786

    $649,99925 Days on yellowkey   MLS ID: O6409463

    For Sale O6409463 - 811 MAIN ST, WINDERMERE, FL 34786 33 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1398
       Built: 1985   Tax: $9,419 (2024)
    Community: Windermere Town
    Single Family


    Estimated Monthly Payment: $4,346 (change assumption)
    Mortgage ($3,562) + Taxes in 2024 ($785)


    Taxes:$9,419

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 3328 WAX BERRY CT, WINDERMERE, FL 34786

    $925,000232 Days on yellowkey   MLS ID: O6355868

    For Sale O6355868 - 3328 WAX BERRY CT, WINDERMERE, FL 34786 56 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2636
       Built: 1984
    Monthly Fee: $21
       Tax: $10,867 (2024)
    Community: Lake Butler Estates
    Single Family


    Estimated Monthly Payment: $5,995 (change assumption)
    Mortgage ($5,068) + Fees ($21) + Taxes in 2024 ($906)


    Taxes:$10,867

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 8180 BOAT HOOK LOOP #109, WINDERMERE, FL 34786

    $299,50028 Days on yellowkey   MLS ID: S5150297

    For Sale S5150297 - 8180 BOAT HOOK LOOP #109, WINDERMERE, FL 34786 19 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1161
       Built: 2006
    Monthly Fee: $485
       Tax: $4,173 (2025)
    Community: Lakeside/Lks
    Condo


    Estimated Monthly Payment: $2,474 (change assumption)
    Mortgage ($1,641) + Fees ($485) + Taxes in 2025 ($348)


    Taxes:$4,173

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1430 GLENWICK DR, WINDERMERE, FL 34786

    $779,90048 Days on yellowkey   MLS ID: O6403052

    4 Days Off yellowkey (back on 5/22/2026)

    For Sale O6403052 - 1430 GLENWICK DR, WINDERMERE, FL 34786 33 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2606
       Built: 2002
    Monthly Fee: $155
       Tax: $6,877 (2025)
    Community: Reserve At Belmere
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,001 (change assumption)
    Mortgage ($4,273) + Fees ($155) + Taxes in 2025 ($573)


    Taxes:$6,877

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5849 SOTER LN, WINDERMERE, FL 34786

    $445,90099 Days on yellowkey   MLS ID: O6388590

    REDUCED by $4,000 (0.9%) on 05/22/2026

    For Sale O6388590 - 5849 SOTER LN, WINDERMERE, FL 34786 31 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2001
       Built: 2019
    Monthly Fee: $171
       Tax: $6,775 (2024)
    Community: Vineyards/Horizons West Ph 4
    Townhouse


    Estimated Monthly Payment: $3,179 (change assumption)
    Mortgage ($2,443) + Fees ($171) + Taxes in 2024 ($565)


    Taxes:$6,775

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 1125 KELSO BLVD, WINDERMERE, FL 34786

    $1,425,00040 Days on yellowkey   MLS ID: O6406003

    0 Days Off yellowkey (back on 5/22/2026)

    For Sale O6406003 - 1125 KELSO BLVD, WINDERMERE, FL 34786 61 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3660
       Built: 1992
    Monthly Fee: $63
       Tax: $13,799 (2025)
    Community: Kelso On Lake Butler
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,021 (change assumption)
    Mortgage ($7,808) + Fees ($63) + Taxes in 2025 ($1,150)


    Taxes:$13,799

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 9648 WEATHERSTONE CT, WINDERMERE, FL 34786

    $2,500,00058 Days on yellowkey   MLS ID: O6400680

    For Sale O6400680 - 9648 WEATHERSTONE CT, WINDERMERE, FL 34786 64 photos

    Bed: 6   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4482
       Built: 2000
    Monthly Fee: $227
       Tax: $20,450 (2025)
    Community: Weatherstone On Lake Olivia
    Spa: No

    Single Family


    Estimated Monthly Payment: $15,629 (change assumption)
    Mortgage ($13,698) + Fees ($227) + Taxes in 2025 ($1,704)


    Taxes:$20,450

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 4819 INDIAN DEER RD, WINDERMERE, FL 34786

    $669,90035 Days on yellowkey   MLS ID: O6403960

    1 Days Off yellowkey (back on 5/22/2026)

    For Sale O6403960 - 4819 INDIAN DEER RD, WINDERMERE, FL 34786 30 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3049
       Built: 2005
    Monthly Fee: $131
       Tax: $9,523 (2025)
    Community: Summerport Ph 05
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,595 (change assumption)
    Mortgage ($3,671) + Fees ($131) + Taxes in 2025 ($794)


    Taxes:$9,523

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 13519 BICTON LN, WINDERMERE, FL 34786

    $717,000159 Days on yellowkey   MLS ID: O6372084

    For Sale O6372084 - 13519 BICTON LN, WINDERMERE, FL 34786 54 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2594
       Built: 2004
    Monthly Fee: $170
       Tax: $8,456 (2024)
    Community: Lakes/Windermere-Peachtree
    Single Family


    Estimated Monthly Payment: $4,803 (change assumption)
    Mortgage ($3,929) + Fees ($170) + Taxes in 2024 ($705)


    Taxes:$8,456

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 6117 LOUISE COVE DR, WINDERMERE, FL 34786

    $5,250,000159 Days on yellowkey   MLS ID: O6372197

    0 Days Off yellowkey (back on 5/21/2026)

    For Sale O6372197 - 6117 LOUISE COVE DR, WINDERMERE, FL 34786 58 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 5752
       Built: 2002
    Monthly Fee: $1,224
       Tax: $50,728 (2025)
    Community: Isleworth West
    Single Family


    Estimated Monthly Payment: $34,218 (change assumption)
    Mortgage ($28,766) + Fees ($1,224) + Taxes in 2025 ($4,227)


    Taxes:$50,728

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 11438 ARBORSIDE BEND WAY, WINDERMERE, FL 34786

    $625,00055 Days on yellowkey   MLS ID: O6395080

    REDUCED by $2,500 (0.4%) on 05/21/2026

    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: $3,982 (change assumption)
    Mortgage ($3,425) + 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


  • 4226 DOWNEAST LN, WINDERMERE, FL 34786

    $10,500,000236 Days on yellowkey   MLS ID: O6355233

    REDUCED by $1,300,000 (11.0%) on 04/08/2026

    For Sale O6355233 - 4226 DOWNEAST LN, WINDERMERE, FL 34786 29 photos

    Bed: 5   Bath: 3.0   Gar: 4
    Liv Area Sq Ft: 5316
       Built: 1980   Tax: $10,926 (2024)
    Community: Na
    Single Family


    Estimated Monthly Payment: $58,443 (change assumption)
    Mortgage ($57,533) + Taxes in 2024 ($910)


    Taxes:$10,926

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 5225 LEMON TWIST LN, WINDERMERE, FL 34786

    $499,90033 Days on yellowkey   MLS ID: O6406747

    1 Days Off yellowkey (back on 5/21/2026)

    For Sale O6406747 - 5225 LEMON TWIST LN, WINDERMERE, FL 34786 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1700
       Built: 2006
    Monthly Fee: $130
       Tax: $4,397 (2025)
    Community: Summerport Ph 03
    Single Family


    Estimated Monthly Payment: $3,236 (change assumption)
    Mortgage ($2,739) + Fees ($130) + Taxes in 2025 ($366)


    Taxes:$4,397

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 12718 WINDERMERE ISLES PL, WINDERMERE, FL 34786

    $1,490,00062 Days on yellowkey   MLS ID: O6399958

    For Sale O6399958 - 12718 WINDERMERE ISLES PL, WINDERMERE, FL 34786 57 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3487
       Built: 1997
    Monthly Fee: $130
       Tax: $6,661 (2025)
    Community: Isles Windermere
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,849 (change assumption)
    Mortgage ($8,164) + Fees ($130) + Taxes in 2025 ($555)


    Taxes:$6,661

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 1317 GLENHEATHER DR, WINDERMERE, FL 34786

    $974,90039 Days on yellowkey   MLS ID: O6406551

    4 Days Off yellowkey (back on 5/20/2026)

    For Sale O6406551 - 1317 GLENHEATHER DR, WINDERMERE, FL 34786 38 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2811
       Built: 2002
    Monthly Fee: $183
       Tax: $7,266 (2025)
    Community: Reserve At Belmere
    Single Family


    Estimated Monthly Payment: $6,130 (change assumption)
    Mortgage ($5,342) + Fees ($183) + Taxes in 2025 ($606)


    Taxes:$7,266

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 6442 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786

    $575,000158 Days on yellowkey   MLS ID: G5106279

    REDUCED by $10,000 (1.7%) on 05/20/2026

    SHORT SALE G5106279 - 6442 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786 46 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2139
       Built: 2012
    Monthly Fee: $125
       Tax: $7,649 (2024)
    Community: Windermere Lndgs Ph 02
    Single Family


    Estimated Monthly Payment: $3,913 (change assumption)
    Mortgage ($3,151) + Fees ($125) + Taxes in 2024 ($637)


    Taxes:$7,649

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 11753 VINCI DR, WINDERMERE, FL 34786

    $2,150,00043 Days on yellowkey   MLS ID: O6404892

    1 Days Off yellowkey (back on 5/20/2026)

    For Sale O6404892 - 11753 VINCI DR, WINDERMERE, FL 34786 52 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4037
       Built: 2012
    Monthly Fee: $298
       Tax: $22,953 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $13,991 (change assumption)
    Mortgage ($11,781) + Fees ($298) + Taxes in 2025 ($1,913)


    Taxes:$22,953

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 9648 MCCORMICK PL, WINDERMERE, FL 34786

    $3,800,000264 Days on yellowkey   MLS ID: O6346918

    1 Days Off yellowkey (back on 5/20/2026)

    For Sale O6346918 - 9648 MCCORMICK PL, WINDERMERE, FL 34786 61 photos

    Bed: 3   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4751
       Built: 1988
    Monthly Fee: $1,224
       Tax: $33,873 (2024)
    Community: Isleworth
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $24,868 (change assumption)
    Mortgage ($20,821) + Fees ($1,224) + Taxes in 2024 ($2,823)


    Taxes:$33,873

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes 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.