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Windermere Single Family Homes For Sale - 266 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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  • 6560 LAKE BURDEN VIEW DR, WINDERMERE, FL 34786

    $1,890,000101 Days on yellowkey   MLS ID: O6381835

    For Sale O6381835 - 6560 LAKE BURDEN VIEW DR, WINDERMERE, FL 34786 30 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3687
       Built: 2006
    Monthly Fee: $298
       Tax: $24,050 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,658 (change assumption)
    Mortgage ($10,356) + Fees ($298) + Taxes in 2025 ($2,004)


    Taxes:$24,050

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 3629 LAKE BUYNAK RD, WINDERMERE, FL 34786

    $1,200,000311 Days on yellowkey   MLS ID: G5099846

    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: $7,286 (change assumption)
    Mortgage ($6,575) + Taxes in 2024 ($711)


    Taxes:$8,533

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 9237 SABAL PALM CIR, WINDERMERE, FL 34786

    $769,99557 Days on yellowkey   MLS ID: G5110005

    REDUCED by $20,000 (2.5%) on 05/07/2026

    For Sale G5110005 - 9237 SABAL PALM CIR, WINDERMERE, FL 34786 44 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2469
       Built: 1985
    Monthly Fee: $32
       Tax: $3,444 (2025)
    Community: Silver Woods Ph 01
    Single Family


    Estimated Monthly Payment: $4,538 (change assumption)
    Mortgage ($4,219) + Fees ($32) + Taxes in 2025 ($287)


    Taxes:$3,444

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8272 BRYCE CANYON AVE, WINDERMERE, FL 34786

    $509,00082 Days on yellowkey   MLS ID: O6389547

    REDUCED by $6,000 (1.2%) on 05/07/2026

    For Sale O6389547 - 8272 BRYCE CANYON AVE, WINDERMERE, FL 34786 34 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1888
       Built: 2016
    Monthly Fee: $71
       Tax: $7,459 (2024)
    Community: Windermere Trls Ph 3B
    Single Family


    Estimated Monthly Payment: $3,482 (change assumption)
    Mortgage ($2,789) + Fees ($71) + Taxes in 2024 ($622)


    Taxes:$7,459

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 8525 BOWDEN WAY, WINDERMERE, FL 34786

    $999,00025 Days on yellowkey   MLS ID: O6405195

    For Sale O6405195 - 8525 BOWDEN WAY, WINDERMERE, FL 34786 44 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2357
       Built: 2000
    Monthly Fee: $298
       Tax: $5,825 (2025)
    Community: Keenes Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,257 (change assumption)
    Mortgage ($5,474) + Fees ($298) + Taxes in 2025 ($485)


    Taxes:$5,825

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 7174 BEEK ST, WINDERMERE, FL 34786

    $725,00027 Days on yellowkey   MLS ID: O6402279

    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


  • 13420 BONICA WAY, WINDERMERE, FL 34786

    $1,875,000247 Days on yellowkey   MLS ID: O6347722

    For Sale O6347722 - 13420 BONICA WAY, WINDERMERE, FL 34786 63 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4489
       Built: 2006
    Monthly Fee: $297
       Tax: $19,325 (2025)
    Community: Tildens Grove
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,181 (change assumption)
    Mortgage ($10,274) + Fees ($297) + Taxes in 2025 ($1,610)


    Taxes:$19,325

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 5070 DOWN POINT LN, WINDERMERE, FL 34786

    $4,995,00094 Days on yellowkey   MLS ID: O6385276

    For Sale O6385276 - 5070 DOWN POINT LN, WINDERMERE, FL 34786 57 photos

    Bed: 6   Bath: 6.5   Gar: 4
    Liv Area Sq Ft: 7349
       Built: 1998
    Monthly Fee: $229
       Tax: $58,446 (2025)
    Community: Sunset Bay
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $32,469 (change assumption)
    Mortgage ($27,369) + Fees ($229) + Taxes in 2025 ($4,871)


    Taxes:$58,446

    Elementary School: Windermere Elem

    High School: None

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 9121 TIBET POINTE CIR, WINDERMERE, FL 34786

    $14,500,00030 Days on yellowkey   MLS ID: O6403217

    0 Days Off yellowkey (back on 5/6/2026)

    For Sale O6403217 - 9121 TIBET POINTE CIR, WINDERMERE, FL 34786 100 photos

    Bed: 6   Bath: 10.0   Gar: 6
    Liv Area Sq Ft: 11071
       Built: 2006
    Monthly Fee: $298
       Tax: $51,573 (2025)
    Community: Keenes Pointe 46/104
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $84,046 (change assumption)
    Mortgage ($79,450) + Fees ($298) + Taxes in 2025 ($4,298)


    Taxes:$51,573

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9349 TIBET POINTE CIR, WINDERMERE, FL 34786

    $7,400,00026 Days on yellowkey   MLS ID: O6404415

    For Sale O6404415 - 9349 TIBET POINTE CIR, WINDERMERE, FL 34786 68 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


  • 5138 FAIRWAY OAKS DR, WINDERMERE, FL 34786

    $5,500,00036 Days on yellowkey   MLS ID: O6401757

    For Sale O6401757 - 5138 FAIRWAY OAKS DR, WINDERMERE, FL 34786 51 photos

    Bed: 4   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4330
       Built: 1994
    Monthly Fee: $1,224
       Tax: $19,599 (2025)
    Community: Isleworth
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $32,994 (change assumption)
    Mortgage ($30,136) + Fees ($1,224) + Taxes in 2025 ($1,633)


    Taxes:$19,599

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 436 E 7TH AVE, WINDERMERE, FL 34786

    $2,175,000235 Days on yellowkey   MLS ID: O6350454

    For Sale O6350454 - 436 E 7TH AVE, WINDERMERE, FL 34786 30 photos

    Bed: 4   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3136
       Built: 2025   Tax: $13,016 (2025)
    Community: Windermere Town Rep
    Single Family


    Estimated Monthly Payment: $13,002 (change assumption)
    Mortgage ($11,918) + Taxes in 2025 ($1,085)


    Taxes:$13,016

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12264 MONTALCINO CIR, WINDERMERE, FL 34786

    $5,760,00027 Days on yellowkey   MLS ID: O6404587

    For Sale O6404587 - 12264 MONTALCINO CIR, WINDERMERE, FL 34786 35 photos

    Bed: 4   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 7872
       Built: 2017
    Monthly Fee: $495
       Tax: $85,351 (2024)
    Community: Casa Del Lago Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $39,168 (change assumption)
    Mortgage ($31,561) + Fees ($495) + Taxes in 2024 ($7,113)


    Taxes:$85,351

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 5151 LATROBE DR, WINDERMERE, FL 34786

    $3,900,00072 Days on yellowkey   MLS ID: O6392380

    REDUCED by $200,000 (4.9%) on 05/05/2026

    For Sale O6392380 - 5151 LATROBE DR, WINDERMERE, FL 34786 57 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 5301
       Built: 2000
    Monthly Fee: $1,224
       Tax: $23,020 (2025)
    Community: Isleworth
    Spa: No

    Single Family


    Estimated Monthly Payment: $24,512 (change assumption)
    Mortgage ($21,369) + Fees ($1,224) + Taxes in 2025 ($1,918)


    Taxes:$23,020

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13430 HOPKINTON CT, WINDERMERE, FL 34786

    $585,000247 Days on yellowkey   MLS ID: O6346406

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

    For Sale O6346406 - 13430 HOPKINTON CT, WINDERMERE, FL 34786 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1732
       Built: 2005
    Monthly Fee: $167
       Tax: $7,277 (2024)
    Community: Lakes/Windermere-Peachtree
    Single Family


    Estimated Monthly Payment: $3,979 (change assumption)
    Mortgage ($3,205) + Fees ($167) + Taxes in 2024 ($606)


    Taxes:$7,277

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2 CHASE RD, WINDERMERE, FL 34786

    $3,200,000256 Days on yellowkey   MLS ID: O6345197

    For Sale O6345197 - 2 CHASE RD, WINDERMERE, FL 34786 3 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3889
       Built: 2026   Tax: $3,100 (2024)
    Community: Windermere
    Single Family


    Estimated Monthly Payment: $17,792 (change assumption)
    Mortgage ($17,534) + Taxes in 2024 ($258)


    Taxes:$3,100

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 13161 LAKE BUTLER BLVD, WINDERMERE, FL 34786

    $3,200,000279 Days on yellowkey   MLS ID: TB8421056

    For Sale TB8421056 - 13161 LAKE BUTLER BLVD, WINDERMERE, FL 34786 30 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4500
       Built: 2001   Tax: $16,201 (2024)
    Community: Lake Roper Pointe
    Single Family


    Estimated Monthly Payment: $18,884 (change assumption)
    Mortgage ($17,534) + Taxes in 2024 ($1,350)


    Taxes:$16,201

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 9721 CARILLON PARK DR, WINDERMERE, FL 34786

    $5,000,000286 Days on yellowkey   MLS ID: O6336879

    For Sale O6336879 - 9721 CARILLON PARK DR, WINDERMERE, FL 34786 81 photos

    Bed: 6   Bath: 8.0   Gar: 4
    Liv Area Sq Ft: 8305
       Built: 2011
    Monthly Fee: $283
       Tax: $47,936 (2023)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $31,674 (change assumption)
    Mortgage ($27,397) + Fees ($283) + Taxes in 2023 ($3,995)


    Taxes:$47,936

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2023

    Middle School: Bridgewater Middle


  • 4029 ISABELLA CIR, WINDERMERE, FL 34786

    $3,299,00045 Days on yellowkey   MLS ID: O6400064

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

    For Sale O6400064 - 4029 ISABELLA CIR, WINDERMERE, FL 34786 98 photos

    Bed: 6   Bath: 7.0   Gar: 3
    Liv Area Sq Ft: 7217
       Built: 2018
    Monthly Fee: $480
       Tax: $30,300 (2025)
    Community: Casabella
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $21,081 (change assumption)
    Mortgage ($18,076) + Fees ($480) + Taxes in 2025 ($2,525)


    Taxes:$30,300

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 4301 DOWN POINT LN, WINDERMERE, FL 34786

    $2,950,00050 Days on yellowkey   MLS ID: O6398366

    For Sale O6398366 - 4301 DOWN POINT LN, WINDERMERE, FL 34786 61 photos

    Bed: 5   Bath: 4.0   Gar: 6
    Liv Area Sq Ft: 7153
       Built: 1983   Tax: $19,012 (2025)
    Community: Down Point Sub
    Single Family


    Estimated Monthly Payment: $17,748 (change assumption)
    Mortgage ($16,164) + Taxes in 2025 ($1,584)


    Taxes:$19,012

    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.