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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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  • 13324 LONGACRE DR, WINDERMERE, FL 34786

    $510,0004 Days on yellowkey   MLS ID: S5151263

    For Sale S5151263 - 13324 LONGACRE DR, WINDERMERE, FL 34786 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2058
       Built: 2013
    Monthly Fee: $115
       Tax: $7,924 (2025)
    Community: Windermere Terrace
    Single Family


    Estimated Monthly Payment: $3,570 (change assumption)
    Mortgage ($2,794) + Fees ($115) + Taxes in 2025 ($660)


    Taxes:$7,924

    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

    $3,450,000137 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


  • 13525 GORGONA ISLE DR, WINDERMERE, FL 34786

    $1,098,000117 Days on yellowkey   MLS ID: O6377789

    REDUCED by $17,000 (1.5%) on 06/10/2026

    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: $7,064 (change assumption)
    Mortgage ($6,016) + 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


  • 9237 SABAL PALM CIR, WINDERMERE, FL 34786

    $749,99570 Days on yellowkey   MLS ID: G5110005

    REDUCED by $20,000 (2.6%) on 06/11/2026

    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: $4,428 (change assumption)
    Mortgage ($4,109) + Fees ($32) + Taxes in 2025 ($287)


    Taxes:$3,444

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13914 FLORIGOLD DR, WINDERMERE, FL 34786

    $695,0004 Days on yellowkey   MLS ID: O6413986

    For Sale O6413986 - 13914 FLORIGOLD DR, WINDERMERE, FL 34786 55 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1968
       Built: 2004
    Monthly Fee: $111
       Tax: $5,716 (2025)
    Community: West Point Commons
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,395 (change assumption)
    Mortgage ($3,808) + Fees ($111) + Taxes in 2025 ($476)


    Taxes:$5,716

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 2428 BUTLER BAY DR N, WINDERMERE, FL 34786

    $1,150,00015 Days on yellowkey   MLS ID: O6410967

    For Sale O6410967 - 2428 BUTLER BAY DR N, WINDERMERE, FL 34786 48 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3387
       Built: 1990
    Monthly Fee: $199
       Tax: $9,842 (2025)
    Community: Butler Bay
    Single Family


    Estimated Monthly Payment: $7,320 (change assumption)
    Mortgage ($6,301) + Fees ($199) + Taxes in 2025 ($820)


    Taxes:$9,842

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 6036 GREATWATER DR, WINDERMERE, FL 34786

    $1,999,99954 Days on yellowkey   MLS ID: O6400277

    For Sale O6400277 - 6036 GREATWATER DR, WINDERMERE, FL 34786 47 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4013
       Built: 2001
    Monthly Fee: $298
       Tax: $15,493 (2024)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,548 (change assumption)
    Mortgage ($10,959) + Fees ($298) + Taxes in 2024 ($1,291)


    Taxes:$15,493

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 6288 BLAKEFORD DR, WINDERMERE, FL 34786

    $2,550,0003 Days on yellowkey   MLS ID: S5151608

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

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 5036
       Built: 2003
    Monthly Fee: $298
       Tax: $34,767 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $17,168 (change assumption)
    Mortgage ($13,972) + 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


  • 4071 ISABELLA CIR, WINDERMERE, FL 34786

    $3,290,0003 Days on yellowkey   MLS ID: O6413509

    For Sale O6413509 - 4071 ISABELLA CIR, WINDERMERE, FL 34786 100 photos

    Bed: 5   Bath: 7.5   Gar: 4
    Liv Area Sq Ft: 7058
       Built: 2017
    Monthly Fee: $480
       Tax: $35,637 (2025)
    Community: Casabella
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $21,477 (change assumption)
    Mortgage ($18,027) + Fees ($480) + Taxes in 2025 ($2,970)


    Taxes:$35,637

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 13327 LAKE CLARICE DR, WINDERMERE, FL 34786

    $2,090,00015 Days on yellowkey   MLS ID: O6411453

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

    For Sale O6411453 - 13327 LAKE CLARICE DR, WINDERMERE, FL 34786 44 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4867
       Built: 2007
    Monthly Fee: $200
       Tax: $23,806 (2025)
    Community: The 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


  • 8409 VIVARO ISLE WAY, WINDERMERE, FL 34786

    $1,187,00033 Days on yellowkey   MLS ID: G5112154

    0 Days Off yellowkey (back on 6/10/2026)

    REDUCED by $48,000 (3.9%) on 06/03/2026

    For Sale G5112154 - 8409 VIVARO ISLE WAY, WINDERMERE, FL 34786 92 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4176
       Built: 2019
    Monthly Fee: $299
       Tax: $9,493 (2025)
    Community: Windermere Isle
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,594 (change assumption)
    Mortgage ($6,504) + Fees ($299) + Taxes in 2025 ($791)


    Taxes:$9,493

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 8394 LOOKOUT POINTE DR, WINDERMERE, FL 34786

    $1,150,0005 Days on yellowkey   MLS ID: O6413196

    For Sale O6413196 - 8394 LOOKOUT POINTE DR, WINDERMERE, FL 34786 66 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3971
       Built: 2016
    Monthly Fee: $8
       Tax: $13,647 (2025)
    Community: Windermere Trls Ph 3B
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,446 (change assumption)
    Mortgage ($6,301) + Fees ($8) + Taxes in 2025 ($1,137)


    Taxes:$13,647

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9317 GLADYS GARDEN CT, WINDERMERE, FL 34786

    $7,999,00014 Days on yellowkey   MLS ID: O6410843

    For Sale O6410843 - 9317 GLADYS GARDEN CT, WINDERMERE, FL 34786 3 photos

    Bed: 6   Bath: 7.5   Gar: 4
    Liv Area Sq Ft: 8038
       Built: 2027
    Monthly Fee: $1,099
       Tax: $9,424 (2025)
    Community: Gardens/Isleworth
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $45,713 (change assumption)
    Mortgage ($43,829) + Fees ($1,099) + Taxes in 2025 ($785)


    Taxes:$9,424

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 9119 BALMORAL MEWS SQ, WINDERMERE, FL 34786

    $1,450,00044 Days on yellowkey   MLS ID: S5146725

    REDUCED by $49,000 (3.3%) on 05/27/2026

    For Sale S5146725 - 9119 BALMORAL MEWS SQ, WINDERMERE, FL 34786 64 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4052
       Built: 1998
    Monthly Fee: $267
       Tax: $18,350 (2025)
    Community: Balmoral
    Single Family


    Estimated Monthly Payment: $9,741 (change assumption)
    Mortgage ($7,945) + Fees ($267) + Taxes in 2025 ($1,529)


    Taxes:$18,350

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 7231 SANGALLA DR, WINDERMERE, FL 34786

    $1,350,00087 Days on yellowkey   MLS ID: O6390817

    REDUCED by $48,000 (3.4%) on 06/10/2026

    For Sale O6390817 - 7231 SANGALLA DR, WINDERMERE, FL 34786 53 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3835
       Built: 2011
    Monthly Fee: $247
       Tax: $11,139 (2025)
    Community: Casa Del Lago-Replat
    Single Family


    Estimated Monthly Payment: $8,572 (change assumption)
    Mortgage ($7,397) + Fees ($247) + Taxes in 2025 ($928)


    Taxes:$11,139

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 11015 HAWKSHEAD CT, WINDERMERE, FL 34786

    $1,499,99924 Days on yellowkey   MLS ID: O6405977

    REDUCED by $30,000 (2.0%) on 06/10/2026

    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: $10,428 (change assumption)
    Mortgage ($8,219) + 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


  • 5074 ISLEWORTH COUNTRY CLUB DR, WINDERMERE, FL 34786

    $7,250,000150 Days on yellowkey   MLS ID: O6373191

    REDUCED by $345,000 (4.5%) on 05/21/2026

    For Sale O6373191 - 5074 ISLEWORTH COUNTRY CLUB DR, WINDERMERE, FL 34786 70 photos

    Bed: 5   Bath: 6.5   Gar: 3
    Liv Area Sq Ft: 7099
       Built: 1988
    Monthly Fee: $1,224
       Tax: $21,279 (2024)
    Community: Isleworth
    Single Family


    Estimated Monthly Payment: $42,722 (change assumption)
    Mortgage ($39,725) + Fees ($1,224) + Taxes in 2024 ($1,773)


    Taxes:$21,279

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4627 BLUE MAJOR DR, WINDERMERE, FL 34786

    $565,00065 Days on yellowkey   MLS ID: O6397778

    REDUCED by $5,000 (0.9%) on 06/10/2026

    For Sale O6397778 - 4627 BLUE MAJOR DR, WINDERMERE, FL 34786 40 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2411
       Built: 2006
    Monthly Fee: $130
       Tax: $8,479 (2025)
    Community: Summerport Ph 5
    Single Family


    Estimated Monthly Payment: $3,932 (change assumption)
    Mortgage ($3,096) + Fees ($130) + Taxes in 2025 ($707)


    Taxes:$8,479

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 9257 OUTLOOK ROCK TRL, WINDERMERE, FL 34786

    $879,999125 Days on yellowkey   MLS ID: S5143447

    0 Days Off yellowkey (back on 6/10/2026)

    REDUCED by $19,991 (2.2%) on 05/28/2026

    For Sale S5143447 - 9257 OUTLOOK ROCK TRL, WINDERMERE, FL 34786 56 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3619
       Built: 2017   Tax: $488 (2024)
    Community: Windermere Trls Ph 4B
    Single Family


    Estimated Monthly Payment: $4,862 (change assumption)
    Mortgage ($4,822) + Taxes in 2024 ($41)


    Taxes:$488

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 7174 BEEK ST, WINDERMERE, FL 34786

    $725,00040 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




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.