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Windermere Single Family Homes For Sale - 264 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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  • 11861 VERMILLION AVE, WINDERMERE, FL 34786

    $475,000Listed 06/02/2026 10:24AM   MLS ID: O6410430

    For Sale O6410430 - 11861 VERMILLION AVE, WINDERMERE, FL 34786 98 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1600
       Built: 2015
    Monthly Fee: $363
       Tax: $6,340 (2025)
    Community: Windermere Trls Prcl 3
    Single Family


    Estimated Monthly Payment: $3,494 (change assumption)
    Mortgage ($2,603) + Fees ($363) + Taxes in 2025 ($528)


    Taxes:$6,340

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 5067 SAWYER COVE WAY, WINDERMERE, FL 34786

    $2,100,000Listed 06/02/2026 12:09PM   MLS ID: O6409382

    For Sale O6409382 - 5067 SAWYER COVE WAY, WINDERMERE, FL 34786 70 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3461
       Built: 2018
    Monthly Fee: $287
       Tax: $21,824 (2025)
    Community: Sawyer Sound
    Single Family


    Estimated Monthly Payment: $13,612 (change assumption)
    Mortgage ($11,507) + Fees ($287) + Taxes in 2025 ($1,819)


    Taxes:$21,824

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 2931 SUNBITTERN CT, WINDERMERE, FL 34786

    $1,199,000116 Days on yellowkey   MLS ID: O6378100

    2 Days Off yellowkey (back on 2/26/2026)

    For Sale O6378100 - 2931 SUNBITTERN CT, WINDERMERE, FL 34786 56 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 4018
       Built: 1985
    Monthly Fee: $215
       Tax: $8,710 (2024)
    Community: Butler Bay
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,511 (change assumption)
    Mortgage ($6,570) + Fees ($215) + Taxes in 2024 ($726)


    Taxes:$8,710

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 9072 WOODBREEZE BLVD, WINDERMERE, FL 34786

    $549,90027 Days on yellowkey   MLS ID: O6403789

    REDUCED by $12,600 (2.2%) on 05/31/2026

    For Sale O6403789 - 9072 WOODBREEZE BLVD, WINDERMERE, FL 34786 63 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1721
       Built: 1985
    Monthly Fee: $30
       Tax: $3,899 (2025)
    Community: Silver Woods
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,368 (change assumption)
    Mortgage ($3,013) + Fees ($30) + Taxes in 2025 ($325)


    Taxes:$3,899

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 12411 MONTALCINO CIR, WINDERMERE, FL 34786

    $1,495,00046 Days on yellowkey   MLS ID: O6400067

    REDUCED by $55,000 (3.5%) on 05/04/2026

    For Sale O6400067 - 12411 MONTALCINO CIR, WINDERMERE, FL 34786 65 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3399
       Built: 2011
    Monthly Fee: $150
       Tax: $11,027 (2025)
    Community: Casa Del Lago
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,260 (change assumption)
    Mortgage ($8,192) + Fees ($150) + Taxes in 2025 ($919)


    Taxes:$11,027

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 4474 BEGONIA CT, WINDERMERE, FL 34786

    $1,170,00038 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


  • 33 MAIN ST, WINDERMERE, FL 34786

    $1,575,00022 Days on yellowkey   MLS ID: O6406887

    For Sale O6406887 - 33 MAIN ST, WINDERMERE, FL 34786 4 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2130
       Built: 1961   Tax: $9,485 (2025)
    Community: Davis Shores
    Spa: No

    Single Family


    Estimated Monthly Payment: $9,420 (change assumption)
    Mortgage ($8,630) + Taxes in 2025 ($790)


    Taxes:$9,485

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 13525 GORGONA ISLE DR, WINDERMERE, FL 34786

    $1,115,000106 Days on yellowkey   MLS ID: O6377789

    REDUCED by $5,000 (0.4%) on 05/22/2026

    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: $7,157 (change assumption)
    Mortgage ($6,109) + 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


  • 1002 OAKDALE ST, WINDERMERE, FL 34786

    $975,00049 Days on yellowkey   MLS ID: TB8495717

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

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


    Taxes:$8,799

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12334 SUMMERPORT LN, WINDERMERE, FL 34786

    $6,500,0004 Days on yellowkey   MLS ID: O6412083

    For Sale O6412083 - 12334 SUMMERPORT LN, WINDERMERE, FL 34786 1 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 6182
       Built: 1966   Tax: $22,979 (2025)
    Community: Summerport Beach
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $37,530 (change assumption)
    Mortgage ($35,616) + Taxes in 2025 ($1,915)


    Taxes:$22,979

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 13936 EDEN ISLE BLVD, WINDERMERE, FL 34786

    $655,0001 Day on yellowkey   MLS ID: S5150801

    For Sale S5150801 - 13936 EDEN ISLE BLVD, WINDERMERE, FL 34786 60 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2675
       Built: 2004
    Monthly Fee: $116
       Tax: $8,759 (2025)
    Community: West Point Commons
    Single Family


    Estimated Monthly Payment: $4,435 (change assumption)
    Mortgage ($3,589) + Fees ($116) + Taxes in 2025 ($730)


    Taxes:$8,759

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11333 CAMDEN PARK DR, WINDERMERE, FL 34786

    $1,196,000339 Days on yellowkey   MLS ID: O6322386

    REDUCED by $54,000 (4.3%) on 04/25/2026

    For Sale O6322386 - 11333 CAMDEN PARK DR, WINDERMERE, FL 34786 62 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3449
       Built: 2004
    Monthly Fee: $283
       Tax: $12,506 (2024)
    Community: Keenes Pointe
    Single Family


    Estimated Monthly Payment: $7,878 (change assumption)
    Mortgage ($6,553) + Fees ($283) + Taxes in 2024 ($1,042)


    Taxes:$12,506

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 4906 AVIVA GARDEN CT, WINDERMERE, FL 34786

    $4,590,00043 Days on yellowkey   MLS ID: O6400218

    REDUCED by $100,000 (2.1%) on 06/01/2026

    For Sale O6400218 - 4906 AVIVA GARDEN CT, WINDERMERE, FL 34786 27 photos

    Bed: 3   Bath: 4.5   Gar: 4
    Liv Area Sq Ft: 6236
       Built: 2016
    Monthly Fee: $1,146
       Tax: $48,425 (2025)
    Community: Gardens/Isleworth Un #2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $30,331 (change assumption)
    Mortgage ($25,150) + Fees ($1,146) + Taxes in 2025 ($4,035)


    Taxes:$48,425

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4309 SALTMARSH SPARROW DR, WINDERMERE, FL 34786

    $783,00060 Days on yellowkey   MLS ID: O6396295

    REDUCED by $16,000 (2.0%) on 05/20/2026

    For Sale O6396295 - 4309 SALTMARSH SPARROW DR, WINDERMERE, FL 34786 55 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3697
       Built: 2015
    Monthly Fee: $130
       Tax: $8,724 (2025)
    Community: Stillwater Xings Prcl Sc-13 Ph
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,147 (change assumption)
    Mortgage ($4,290) + Fees ($130) + Taxes in 2025 ($727)


    Taxes:$8,724

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1924 DOWN HOLLOW LN, WINDERMERE, FL 34786

    $1,680,0005 Days on yellowkey   MLS ID: O6398100

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

    For Sale O6398100 - 1924 DOWN HOLLOW LN, WINDERMERE, FL 34786 86 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1962
       Built: 1999   Tax: $8,460 (2025)
    Community: Acreage
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,910 (change assumption)
    Mortgage ($9,205) + Taxes in 2025 ($705)


    Taxes:$8,460

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 5128 BUTLER RIDGE DR, WINDERMERE, FL 34786

    $1,250,0004 Days on yellowkey   MLS ID: O6412016

    For Sale O6412016 - 5128 BUTLER RIDGE DR, WINDERMERE, FL 34786 35 photos

    Bed: 4   Bath: 3.0   Gar: 7
    Liv Area Sq Ft: 2816
       Built: 1989   Tax: $9,506 (2025)
    Community: Butler Ridge
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,641 (change assumption)
    Mortgage ($6,849) + Taxes in 2025 ($792)


    Taxes:$9,506

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 8715 QUIET MEADOWS TRL, WINDERMERE, FL 34786

    $840,0008 Days on yellowkey   MLS ID: O6410762

    For Sale O6410762 - 8715 QUIET MEADOWS TRL, WINDERMERE, FL 34786 51 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3388
       Built: 2013
    Monthly Fee: $10
       Tax: $11,511 (2025)
    Community: Windermere Trls Ph 1C
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,572 (change assumption)
    Mortgage ($4,603) + Fees ($10) + Taxes in 2025 ($959)


    Taxes:$11,511

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7174 BEEK ST, WINDERMERE, FL 34786

    $725,00029 Days on yellowkey   MLS ID: O6402279

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

    For Sale O6402279 - 7174 BEEK ST, WINDERMERE, FL 34786 47 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2464
       Built: 2013
    Monthly Fee: $115
       Tax: $5,627 (2025)
    Community: Windermere Terrace
    Single Family


    Estimated Monthly Payment: $4,556 (change assumption)
    Mortgage ($3,973) + Fees ($115) + Taxes in 2025 ($469)


    Taxes:$5,627

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 2068 ROBERTS POINT DR, WINDERMERE, FL 34786

    $2,250,00047 Days on yellowkey   MLS ID: O6397543

    REDUCED by $100,000 (4.3%) on 06/01/2026

    For Sale O6397543 - 2068 ROBERTS POINT DR, WINDERMERE, FL 34786 81 photos

    Bed: 5   Bath: 4.0   Gar: 4
    Liv Area Sq Ft: 4876
       Built: 1999
    Monthly Fee: $325
       Tax: $12,356 (2025)
    Community: Waterford Pointe Ph 02 Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $13,683 (change assumption)
    Mortgage ($12,328) + Fees ($325) + Taxes in 2025 ($1,030)


    Taxes:$12,356

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 2125 KANE PARK WAY, WINDERMERE, FL 34786

    $975,000179 Days on yellowkey   MLS ID: O6358139

    REDUCED by $24,998 (2.5%) on 04/22/2026

    For Sale O6358139 - 2125 KANE PARK WAY, WINDERMERE, FL 34786 63 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2743
       Built: 1992
    Monthly Fee: $118
       Tax: $8,555 (2024)
    Community: Willows At Lake Rhea Ph 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,173 (change assumption)
    Mortgage ($5,342) + Fees ($118) + Taxes in 2024 ($713)


    Taxes:$8,555

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater 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.