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Windermere Single Family Homes For Sale - 283 homes

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

Location: Windermere

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  • 1136 LAKE WHITNEY DR, WINDERMERE, FL 34786

    $2,295,00038 Days on yellowkey   MLS ID: O6405536

    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: $14,791 (change assumption)
    Mortgage ($12,575) + 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


  • 6857 VALHALLA WAY, WINDERMERE, FL 34786

    $3,700,00060 Days on yellowkey   MLS ID: S5147781

    2 Days Off yellowkey (back on 6/8/2026)

    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


  • 4224 CLARICE ESTATES DR, WINDERMERE, FL 34786

    $2,345,000365 Days on yellowkey   MLS ID: S5128974

    0 Days Off yellowkey (back on 6/8/2026)

    REDUCED by $150,000 (6.0%) on 06/05/2026

    For Sale S5128974 - 4224 CLARICE ESTATES DR, WINDERMERE, FL 34786 63 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4793
       Built: 2018
    Monthly Fee: $200
       Tax: $19,640 (2024)
    Community: Estates At Lake Clarice
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,686 (change assumption)
    Mortgage ($12,849) + Fees ($200) + Taxes in 2024 ($1,637)


    Taxes:$19,640

    Elementary School: None

    High School: Windermere High School

    Tax Year: 2024

    Middle School: None


  • 2503 BUTLER BAY DR N, WINDERMERE, FL 34786

    $1,799,00010 Days on yellowkey   MLS ID: O6413242

    For Sale O6413242 - 2503 BUTLER BAY DR N, WINDERMERE, FL 34786 98 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3297
       Built: 1990
    Monthly Fee: $199
       Tax: $16,376 (2025)
    Community: Windermere Club
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,421 (change assumption)
    Mortgage ($9,857) + Fees ($199) + Taxes in 2025 ($1,365)


    Taxes:$16,376

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 2014 DOWN WOODS LN, WINDERMERE, FL 34786

    $1,390,0008 Days on yellowkey   MLS ID: O6413750

    2 Days Off yellowkey (back on 6/8/2026)

    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


  • 11155 LAKE BUTLER BLVD, WINDERMERE, FL 34786

    $850,0008 Days on yellowkey   MLS ID: O6414373

    For Sale O6414373 - 11155 LAKE BUTLER BLVD, WINDERMERE, FL 34786 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1935
       Built: 1972   Tax: $3,589 (2025)
    Community: Wauseon Ridge
    Single Family


    Estimated Monthly Payment: $4,957 (change assumption)
    Mortgage ($4,657) + Taxes in 2025 ($299)


    Taxes:$3,589

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 1316 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786

    $2,290,00075 Days on yellowkey   MLS ID: S5146178

    REDUCED by $90,000 (3.8%) on 05/29/2026

    For Sale S5146178 - 1316 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786 63 photos

    Bed: 5   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 5448
       Built: 2019
    Monthly Fee: $250
       Tax: $1,982 (2025)
    Community: Estancia/Windermere
    Single Family


    Estimated Monthly Payment: $12,963 (change assumption)
    Mortgage ($12,548) + 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


  • 14371 CREST PALM AVE, WINDERMERE, FL 34786

    $1,114,98968 Days on yellowkey   MLS ID: G5110664

    For Sale G5110664 - 14371 CREST PALM AVE, WINDERMERE, FL 34786 42 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3100
       Built: 2025
    Monthly Fee: $245
       Tax: $1,309 (2025)
    Community: Palms At Windermere
    Single Family


    Estimated Monthly Payment: $6,463 (change assumption)
    Mortgage ($6,109) + 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


  • 13842 ORANGE CREST DR, WINDERMERE, FL 34786

    $714,99943 Days on yellowkey   MLS ID: O6402132

    REDUCED by $24,889 (3.4%) on 06/04/2026

    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: $4,830 (change assumption)
    Mortgage ($3,918) + 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


  • 13836 BLUEBIRD POND RD, WINDERMERE, FL 34786

    $675,00046 Days on yellowkey   MLS ID: TB8502779

    REDUCED by $23,000 (3.3%) on 06/04/2026

    For Sale TB8502779 - 13836 BLUEBIRD POND RD, WINDERMERE, FL 34786 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2108
       Built: 2004
    Monthly Fee: $100
       Tax: $3,052 (2025)
    Community: Summerport
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,053 (change assumption)
    Mortgage ($3,699) + Fees ($100) + Taxes in 2025 ($254)


    Taxes:$3,052

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 12826 WOODMERE CLOSE DR, WINDERMERE, FL 34786

    $675,00011 Days on yellowkey   MLS ID: O6412588

    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: $4,219 (change assumption)
    Mortgage ($3,699) + 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


  • 4474 BEGONIA CT, WINDERMERE, FL 34786

    $1,170,00049 Days on yellowkey   MLS ID: O6402227

    REDUCED by $100,000 (7.9%) on 05/13/2026

    For Sale O6402227 - 4474 BEGONIA CT, WINDERMERE, FL 34786 41 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4380
       Built: 1998
    Monthly Fee: $133
       Tax: $7,670 (2025)
    Community: Magnolia Park Windermere
    Single Family


    Estimated Monthly Payment: $7,183 (change assumption)
    Mortgage ($6,411) + Fees ($133) + Taxes in 2025 ($639)


    Taxes:$7,670

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 11768 HAMPSTEAD ST, WINDERMERE, FL 34786

    $1,318,0007 Days on yellowkey   MLS ID: O6414500

    For Sale O6414500 - 11768 HAMPSTEAD ST, WINDERMERE, FL 34786 61 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3900
       Built: 2015
    Monthly Fee: $167
       Tax: $18,782 (2025)
    Community: Enclave
    Spa: No

    Single Family


    Estimated Monthly Payment: $8,954 (change assumption)
    Mortgage ($7,222) + Fees ($167) + Taxes in 2025 ($1,565)


    Taxes:$18,782

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6752 TRELLIS VINE LOOP, WINDERMERE, FL 34786

    $930,000141 Days on yellowkey   MLS ID: O6376318

    REDUCED by $40,000 (4.1%) on 04/30/2026

    For Sale O6376318 - 6752 TRELLIS VINE LOOP, WINDERMERE, FL 34786 30 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3820
       Built: 2018
    Monthly Fee: $200
       Tax: $10,983 (2024)
    Community: Windstone
    Single Family


    Estimated Monthly Payment: $6,211 (change assumption)
    Mortgage ($5,096) + Fees ($200) + Taxes in 2024 ($915)


    Taxes:$10,983

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 4303 ISABELLA CIR, WINDERMERE, FL 34786

    $2,899,00018 Days on yellowkey   MLS ID: O6409406

    For Sale O6409406 - 4303 ISABELLA CIR, WINDERMERE, FL 34786 100 photos

    Bed: 7   Bath: 5.0   Gar: 5
    Liv Area Sq Ft: 5122
       Built: 2017
    Monthly Fee: $480
       Tax: $22,725 (2025)
    Community: Casabella
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $18,258 (change assumption)
    Mortgage ($15,885) + Fees ($480) + Taxes in 2025 ($1,894)


    Taxes:$22,725

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 13226 ZORI LN, WINDERMERE, FL 34786

    $675,00043 Days on yellowkey   MLS ID: O6403132

    For Sale O6403132 - 13226 ZORI LN, WINDERMERE, FL 34786 41 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2521
       Built: 2004
    Monthly Fee: $110
       Tax: $3,850 (2025)
    Community: Providence Ph 01 50 03
    Single Family


    Estimated Monthly Payment: $4,129 (change assumption)
    Mortgage ($3,699) + Fees ($110) + Taxes in 2025 ($321)


    Taxes:$3,850

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 3013 SEIGNEURY DR, WINDERMERE, FL 34786

    $1,750,000131 Days on yellowkey   MLS ID: O6377087

    REDUCED by $100,000 (5.4%) on 05/25/2026

    For Sale O6377087 - 3013 SEIGNEURY DR, WINDERMERE, FL 34786 62 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 5130
       Built: 2002
    Monthly Fee: $250
       Tax: $24,337 (2024)
    Community: Harbor Isle
    Single Family


    Estimated Monthly Payment: $11,867 (change assumption)
    Mortgage ($9,589) + Fees ($250) + Taxes in 2024 ($2,028)


    Taxes:$24,337

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 8724 PEACHTREE PARK CT, WINDERMERE, FL 34786

    $850,000253 Days on yellowkey   MLS ID: S5135795

    REDUCED by $49,000 (5.5%) on 04/07/2026

    For Sale S5135795 - 8724 PEACHTREE PARK CT, WINDERMERE, FL 34786 45 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3315
       Built: 2015
    Monthly Fee: $216
       Tax: $9,856 (2024)
    Community: Peachtree Park
    Single Family


    Estimated Monthly Payment: $5,695 (change assumption)
    Mortgage ($4,657) + Fees ($216) + Taxes in 2024 ($821)


    Taxes:$9,856

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 2509 RIDGEWIND WAY, WINDERMERE, FL 34786

    $1,460,00037 Days on yellowkey   MLS ID: O6402522

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

    For Sale O6402522 - 2509 RIDGEWIND WAY, WINDERMERE, FL 34786 39 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3844
       Built: 1998
    Monthly Fee: $220
       Tax: $19,706 (2025)
    Community: Estates At Windermere
    Single Family


    Estimated Monthly Payment: $9,862 (change assumption)
    Mortgage ($8,000) + Fees ($220) + Taxes in 2025 ($1,642)


    Taxes:$19,706

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 5073 LATROBE DR, WINDERMERE, FL 34786

    $2,999,0008 Days on yellowkey   MLS ID: O6414325

    For Sale O6414325 - 5073 LATROBE DR, WINDERMERE, FL 34786 34 photos

    Bed: 4   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4706
       Built: 1989
    Monthly Fee: $1,224
       Tax: $36,517 (2025)
    Community: Isleworth
    Single Family


    Estimated Monthly Payment: $20,700 (change assumption)
    Mortgage ($16,432) + Fees ($1,224) + Taxes in 2025 ($3,043)


    Taxes:$36,517

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle




Why Bother Searching Elsewhere for Windermere Single Family Homes for Sale?

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