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Windermere Homes For Sale & Real Estate - 313 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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  • 13732 SUMMER HARBOR CT, WINDERMERE, FL 34786

    $599,00010 Days on yellowkey   MLS ID: O6410454

    For Sale O6410454 - 13732 SUMMER HARBOR CT, WINDERMERE, FL 34786 20 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2236
       Built: 2015
    Monthly Fee: $90
       Tax: $5,074 (2025)
    Community: Summerport Trail Ph 2
    Single Family


    Estimated Monthly Payment: $3,795 (change assumption)
    Mortgage ($3,282) + Fees ($90) + Taxes in 2025 ($423)


    Taxes:$5,074

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 811 MAIN ST, WINDERMERE, FL 34786

    $649,99910 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


  • 8411 WOBURN CT, WINDERMERE, FL 34786

    $1,200,00068 Days on yellowkey   MLS ID: O6391980

    REDUCED by $50,000 (4.0%) on 05/12/2026

    For Sale O6391980 - 8411 WOBURN CT, WINDERMERE, FL 34786 41 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2582
       Built: 1999
    Monthly Fee: $222
       Tax: $12,964 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,877 (change assumption)
    Mortgage ($6,575) + Fees ($222) + Taxes in 2025 ($1,080)


    Taxes:$12,964

    Elementary School: Windermere Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 3328 WAX BERRY CT, WINDERMERE, FL 34786

    $925,000217 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


  • 13842 ORANGE CREST DR, WINDERMERE, FL 34786

    $739,88832 Days on yellowkey   MLS ID: O6402132

    REDUCED by $10,000 (1.3%) on 05/22/2026

    For Sale O6402132 - 13842 ORANGE CREST DR, WINDERMERE, FL 34786 48 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2620
       Built: 2003
    Monthly Fee: $116
       Tax: $9,561 (2026)
    Community: Eden Isle
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,967 (change assumption)
    Mortgage ($4,054) + Fees ($116) + Taxes in 2026 ($797)


    Taxes:$9,561

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2026

    Middle School: Bridgewater Middle


  • 7249 SHADEVIEW ALY, WINDERMERE, FL 34786

    $407,00067 Days on yellowkey   MLS ID: S5146580

    REDUCED by $3,000 (0.7%) on 05/20/2026

    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: $3,061 (change assumption)
    Mortgage ($2,230) + 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


  • 10577 DOWN LAKEVIEW CIR, WINDERMERE, FL 34786

    $3,450,000126 Days on yellowkey   MLS ID: O6377244

    REDUCED by $25,000 (0.7%) on 05/07/2026

    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: $21,348 (change assumption)
    Mortgage ($18,904) + 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


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

    $299,50013 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


  • 14442 DESERT HAVEN ST #4305, WINDERMERE, FL 34786

    $359,90011 Days on yellowkey   MLS ID: O6410152

    For Sale O6410152 - 14442 DESERT HAVEN ST #4305, WINDERMERE, FL 34786 19 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1534
       Built: 2013   Tax: $4,125 (2025)
    Community: Oasis Cove/Lakeside Village Ph Vii
    Condo


    Estimated Monthly Payment: $2,316 (change assumption)
    Mortgage ($1,972) + Taxes in 2025 ($344)


    Taxes:$4,125

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11401 EVESHAM DR, WINDERMERE, FL 34786

    $440,00011 Days on yellowkey   MLS ID: O6410182

    For Sale O6410182 - 11401 EVESHAM DR, WINDERMERE, FL 34786 47 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: $2,982 (change assumption)
    Mortgage ($2,411) + 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


  • 1430 GLENWICK DR, WINDERMERE, FL 34786

    $779,90033 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

    $445,90084 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

    $1,425,00025 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

    $2,500,00043 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


  • 11015 HAWKSHEAD CT, WINDERMERE, FL 34786

    $1,529,99913 Days on yellowkey   MLS ID: O6405977

    For Sale O6405977 - 11015 HAWKSHEAD CT, WINDERMERE, FL 34786 42 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3868
       Built: 2004
    Monthly Fee: $640
       Tax: $18,824 (2025)
    Community: Reserve At Lake Butler Sound
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,592 (change assumption)
    Mortgage ($8,383) + Fees ($640) + Taxes in 2025 ($1,569)


    Taxes:$18,824

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 4819 INDIAN DEER RD, WINDERMERE, FL 34786

    $669,90020 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


  • 14005 SPARKLING COVE LN, WINDERMERE, FL 34786

    $375,00012 Days on yellowkey   MLS ID: O6409827

    For Sale O6409827 - 14005 SPARKLING COVE LN, WINDERMERE, FL 34786 56 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: $2,756 (change assumption)
    Mortgage ($2,055) + 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


  • 12540 PARK AVE, WINDERMERE, FL 34786

    $4,599,000109 Days on yellowkey   MLS ID: O6381869

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

    For Sale O6381869 - 12540 PARK AVE, WINDERMERE, FL 34786 58 photos

    Bed: 5   Bath: 5.5   Gar: 4
    Liv Area Sq Ft: 7740
       Built: 1995
    Monthly Fee: $633
       Tax: $41,429 (2025)
    Community: Chaine Du Lac
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $29,285 (change assumption)
    Mortgage ($25,199) + Fees ($633) + Taxes in 2025 ($3,452)


    Taxes:$41,429

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 13519 BICTON LN, WINDERMERE, FL 34786

    $717,000144 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


  • 9225 MCDAVID CT, WINDERMERE, FL 34786

    $815,00080 Days on yellowkey   MLS ID: O6390371

    REDUCED by $20,000 (2.4%) on 05/09/2026

    For Sale O6390371 - 9225 MCDAVID CT, WINDERMERE, FL 34786 49 photos

    Bed: 4   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2713
       Built: 1984
    Monthly Fee: $25
       Tax: $5,005 (2025)
    Community: Roberts Landing
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,908 (change assumption)
    Mortgage ($4,466) + Fees ($25) + Taxes in 2025 ($417)


    Taxes:$5,005

    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.