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Windermere Single Family Homes For Sale - 260 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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  • 12720 JACOB GRACE CT, WINDERMERE, FL 34786

    $2,750,000133 Days on yellowkey   MLS ID: TB8476930

    1 Days Off yellowkey (back on 6/29/2026)

    REDUCED by $95,000 (3.3%) on 06/16/2026

    For Sale TB8476930 - 12720 JACOB GRACE CT, WINDERMERE, FL 34786 88 photos

    Bed: 6   Bath: 6.5   Gar: 3
    Liv Area Sq Ft: 5882
       Built: 2005
    Monthly Fee: $300
       Tax: $13,298 (2024)
    Community: Tildens Grove Ph 01 47/65
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $16,476 (change assumption)
    Mortgage ($15,068) + Fees ($300) + Taxes in 2024 ($1,108)


    Taxes:$13,298

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 9620 MAYWOOD DR, WINDERMERE, FL 34786

    $2,349,00092 Days on yellowkey   MLS ID: O6399315

    REDUCED by $51,000 (2.1%) on 06/16/2026

    For Sale O6399315 - 9620 MAYWOOD DR, WINDERMERE, FL 34786 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3004
       Built: 1979   Tax: $20,433 (2025)
    Community: Lake Down Shores
    Spa: No

    Single Family


    Estimated Monthly Payment: $14,574 (change assumption)
    Mortgage ($12,871) + Taxes in 2025 ($1,703)


    Taxes:$20,433

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 6965 TETTENHALL LN, WINDERMERE, FL 34786

    $699,000288 Days on yellowkey   MLS ID: O6340538

    REDUCED by $11,000 (1.5%) on 06/28/2026

    For Sale O6340538 - 6965 TETTENHALL LN, WINDERMERE, FL 34786 48 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3050
       Built: 2007
    Monthly Fee: $75
       Tax: $4,946 (2024)
    Community: Lakes/Windermere Ph 04
    Single Family


    Estimated Monthly Payment: $4,317 (change assumption)
    Mortgage ($3,830) + Fees ($75) + Taxes in 2024 ($412)


    Taxes:$4,946

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 9663 GOTHA RD, WINDERMERE, FL 34786

    $1,299,90091 Days on yellowkey   MLS ID: O6399130

    REDUCED by $100,100 (7.2%) on 05/17/2026

    For Sale O6399130 - 9663 GOTHA RD, WINDERMERE, FL 34786 100 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3731
       Built: 2000   Tax: $8,425 (2025)
    Community: Gotha Town
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,825 (change assumption)
    Mortgage ($7,123) + Taxes in 2025 ($702)


    Taxes:$8,425

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 4303 ISABELLA CIR, WINDERMERE, FL 34786

    $2,899,00051 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


  • 12929 WESTSIDE VILLAGE LOOP, WINDERMERE, FL 34786

    $950,00029 Days on yellowkey   MLS ID: O6417680

    For Sale O6417680 - 12929 WESTSIDE VILLAGE LOOP, WINDERMERE, FL 34786 58 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4043
       Built: 2017
    Monthly Fee: $133
       Tax: $13,487 (2025)
    Community: Westside Village
    Single Family


    Estimated Monthly Payment: $6,462 (change assumption)
    Mortgage ($5,205) + Fees ($133) + Taxes in 2025 ($1,124)


    Taxes:$13,487

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 13339 ROSKIN LN, WINDERMERE, FL 34786

    $680,000187 Days on yellowkey   MLS ID: S5141148

    For Sale S5141148 - 13339 ROSKIN LN, WINDERMERE, FL 34786 59 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2947
       Built: 2012
    Monthly Fee: $82
       Tax: $8,674 (2024)
    Community: Lake Sawyer South Ph 01
    Single Family


    Estimated Monthly Payment: $4,531 (change assumption)
    Mortgage ($3,726) + Fees ($82) + Taxes in 2024 ($723)


    Taxes:$8,674

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 1009 DOWN RESERVE CT, WINDERMERE, FL 34786

    $3,950,000296 Days on yellowkey   MLS ID: O6346638

    REDUCED by $700,000 (15.1%) on 06/28/2026

    For Sale O6346638 - 1009 DOWN RESERVE CT, WINDERMERE, FL 34786 73 photos

    Bed: 5   Bath: 7.0   Gar: 4
    Liv Area Sq Ft: 7940
       Built: 2026
    Monthly Fee: $433
       Tax: $7,458 (2025)
    Community: Lake Down Reserve
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $22,698 (change assumption)
    Mortgage ($21,643) + Fees ($433) + Taxes in 2025 ($622)


    Taxes:$7,458

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 3057 PORTO LAGO CT, WINDERMERE, FL 34786

    $13,995,00033 Days on yellowkey   MLS ID: O6411245

    For Sale O6411245 - 3057 PORTO LAGO CT, WINDERMERE, FL 34786 98 photos

    Bed: 6   Bath: 8.5   Gar: 8
    Liv Area Sq Ft: 12067
       Built: 2026
    Monthly Fee: $375
       Tax: $18,356 (2025)
    Community: Lake Down Pointe 50 42
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $78,588 (change assumption)
    Mortgage ($76,683) + Fees ($375) + Taxes in 2025 ($1,530)


    Taxes:$18,356

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 13330 LONGACRE DR, WINDERMERE, FL 34786

    $550,00025 Days on yellowkey   MLS ID: O6418405

    For Sale O6418405 - 13330 LONGACRE DR, WINDERMERE, FL 34786 17 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2306
       Built: 2013
    Monthly Fee: $115
       Tax: $8,281 (2025)
    Community: Windermere Terrace
    Single Family


    Estimated Monthly Payment: $3,819 (change assumption)
    Mortgage ($3,014) + Fees ($115) + Taxes in 2025 ($690)


    Taxes:$8,281

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5128 BUTLER RIDGE DR, WINDERMERE, FL 34786

    $1,175,00048 Days on yellowkey   MLS ID: O6412016

    2 Days Off yellowkey (back on 6/27/2026)

    REDUCED by $75,000 (6.0%) on 06/04/2026

    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: $7,230 (change assumption)
    Mortgage ($6,438) + Taxes in 2025 ($792)


    Taxes:$9,506

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 728 FOREST ST, WINDERMERE, FL 34786

    $10,200,00042 Days on yellowkey   MLS ID: O6411906

    For Sale O6411906 - 728 FOREST ST, WINDERMERE, FL 34786 98 photos

    Bed: 6   Bath: 8.5   Gar: 3
    Liv Area Sq Ft: 6457
       Built: 2026   Tax: $18,799 (2025)
    Community: Windermere Town
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $57,456 (change assumption)
    Mortgage ($55,889) + Taxes in 2025 ($1,567)


    Taxes:$18,799

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3629 LAKE BUYNAK RD, WINDERMERE, FL 34786

    $975,000357 Days on yellowkey   MLS ID: G5099846

    REDUCED by $225,000 (18.8%) on 06/04/2026

    For Sale G5099846 - 3629 LAKE BUYNAK RD, WINDERMERE, FL 34786 46 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2618
       Built: 1973   Tax: $8,533 (2024)
    Community: Lake Buynak Estates
    Single Family


    Estimated Monthly Payment: $6,053 (change assumption)
    Mortgage ($5,342) + Taxes in 2024 ($711)


    Taxes:$8,533

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1757 GLENWICK DR, WINDERMERE, FL 34786

    $899,99031 Days on yellowkey   MLS ID: O6415455

    1 Days Off yellowkey (back on 6/26/2026)

    For Sale O6415455 - 1757 GLENWICK DR, WINDERMERE, FL 34786 38 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2516
       Built: 2003
    Monthly Fee: $222
       Tax: $6,451 (2025)
    Community: Reserve At Belmere
    Single Family


    Estimated Monthly Payment: $5,691 (change assumption)
    Mortgage ($4,931) + Fees ($222) + Taxes in 2025 ($538)


    Taxes:$6,451

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 6288 BLAKEFORD DR, WINDERMERE, FL 34786

    $2,474,00036 Days on yellowkey   MLS ID: S5151608

    REDUCED by $76,000 (3.0%) on 06/26/2026

    For Sale S5151608 - 6288 BLAKEFORD DR, WINDERMERE, FL 34786 67 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 5366
       Built: 2003
    Monthly Fee: $298
       Tax: $34,767 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $16,751 (change assumption)
    Mortgage ($13,556) + Fees ($298) + Taxes in 2025 ($2,897)


    Taxes:$34,767

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 4205 CLARICE ESTATES DR, WINDERMERE, FL 34786

    $2,550,00023 Days on yellowkey   MLS ID: O6419164

    For Sale O6419164 - 4205 CLARICE ESTATES DR, WINDERMERE, FL 34786 88 photos

    Bed: 4   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4136
       Built: 2009
    Monthly Fee: $200
       Tax: $10,692 (2025)
    Community: Estates At Lakes Clarice
    Single Family


    Estimated Monthly Payment: $15,063 (change assumption)
    Mortgage ($13,972) + Fees ($200) + Taxes in 2025 ($891)


    Taxes:$10,692

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9349 TIBET POINTE CIR, WINDERMERE, FL 34786

    $7,400,00072 Days on yellowkey   MLS ID: O6404415

    For Sale O6404415 - 9349 TIBET POINTE CIR, WINDERMERE, FL 34786 90 photos

    Bed: 5   Bath: 7.0   Gar: 4
    Liv Area Sq Ft: 7529
       Built: 2003
    Monthly Fee: $298
       Tax: $41,495 (2024)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $44,303 (change assumption)
    Mortgage ($40,547) + Fees ($298) + Taxes in 2024 ($3,458)


    Taxes:$41,495

    Elementary School: Windermere Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 14347 CREST PALM AVE, WINDERMERE, FL 34786

    $1,058,98921 Days on yellowkey   MLS ID: G5114311

    0 Days Off yellowkey (back on 6/25/2026)

    For Sale G5114311 - 14347 CREST PALM AVE, WINDERMERE, FL 34786 41 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3100
       Built: 2026
    Monthly Fee: $275
       Tax: $1,309 (2025)
    Community: Palms At Windermere
    Single Family


    Estimated Monthly Payment: $6,187 (change assumption)
    Mortgage ($5,803) + Fees ($275) + 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


  • 13327 LAKE CLARICE DR, WINDERMERE, FL 34786

    $2,090,00048 Days on yellowkey   MLS ID: O6411453

    2 Days Off yellowkey (back on 6/25/2026)

    REDUCED by $90,000 (4.1%) on 06/08/2026

    For Sale O6411453 - 13327 LAKE CLARICE DR, WINDERMERE, FL 34786 45 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4867
       Built: 2007
    Monthly Fee: $200
       Tax: $23,806 (2025)
    Community: Estates At Lake Clarice
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $13,636 (change assumption)
    Mortgage ($11,452) + Fees ($200) + Taxes in 2025 ($1,984)


    Taxes:$23,806

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 4906 AVIVA GARDEN CT, WINDERMERE, FL 34786

    $4,390,00087 Days on yellowkey   MLS ID: O6400218

    REDUCED by $200,000 (4.4%) on 06/24/2026

    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: $29,236 (change assumption)
    Mortgage ($24,054) + Fees ($1,146) + Taxes in 2025 ($4,035)


    Taxes:$48,425

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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.