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Windermere Single Family Homes For Sale - 280 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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  • 9663 GOTHA RD, WINDERMERE, FL 34786

    $1,299,90065 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


  • 8236 PROCIDA ISLE LN, WINDERMERE, FL 34786

    $1,080,000120 Days on yellowkey   MLS ID: O6383546

    REDUCED by $20,000 (1.8%) on 06/19/2026

    For Sale O6383546 - 8236 PROCIDA ISLE LN, WINDERMERE, FL 34786 27 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4176
       Built: 2018
    Monthly Fee: $299
       Tax: $12,887 (2025)
    Community: Windermere Isle Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,291 (change assumption)
    Mortgage ($5,918) + Fees ($299) + Taxes in 2025 ($1,074)


    Taxes:$12,887

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 2428 BUTLER BAY DR N, WINDERMERE, FL 34786

    $1,150,00022 Days on yellowkey   MLS ID: O6410967

    2 Days Off yellowkey (back on 6/19/2026)

    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


  • 11545 BRICKYARD POND LN, WINDERMERE, FL 34786

    $2,200,000123 Days on yellowkey   MLS ID: O6378961

    For Sale O6378961 - 11545 BRICKYARD POND LN, WINDERMERE, FL 34786 35 photos

    Bed: 8   Bath: 8.5   Gar: 3
    Liv Area Sq Ft: 4735
       Built: 2014
    Monthly Fee: $91
       Tax: $22,505 (2024)
    Community: Lake Burden South Ph I
    Single Family


    Estimated Monthly Payment: $14,021 (change assumption)
    Mortgage ($12,054) + Fees ($91) + Taxes in 2024 ($1,875)


    Taxes:$22,505

    Elementary School: Sunset Park Elem

    High School: None

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 13324 LONGACRE DR, WINDERMERE, FL 34786

    $510,00011 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


  • 1002 OAKDALE ST, WINDERMERE, FL 34786

    $975,00067 Days on yellowkey   MLS ID: TB8495717

    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


  • 6102 S HAMPSHIRE CT, WINDERMERE, FL 34786

    $2,399,000274 Days on yellowkey   MLS ID: O6344907

    REDUCED by $100,000 (4.0%) on 05/29/2026

    For Sale O6344907 - 6102 S HAMPSHIRE CT, WINDERMERE, FL 34786 53 photos

    Bed: 4   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4810
       Built: 2002
    Monthly Fee: $277
       Tax: $17,161 (2024)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,852 (change assumption)
    Mortgage ($13,145) + Fees ($277) + Taxes in 2024 ($1,430)


    Taxes:$17,161

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 2125 KANE PARK WAY, WINDERMERE, FL 34786

    $975,000197 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


  • 2804 MARQUESAS CT, WINDERMERE, FL 34786

    $1,999,00036 Days on yellowkey   MLS ID: O6405937

    1 Days Off yellowkey (back on 5/19/2026)

    For Sale O6405937 - 2804 MARQUESAS CT, WINDERMERE, FL 34786 76 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3649
       Built: 1983
    Monthly Fee: $429
       Tax: $13,604 (2025)
    Community: Lake Crescent Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $12,516 (change assumption)
    Mortgage ($10,953) + Fees ($429) + Taxes in 2025 ($1,134)


    Taxes:$13,604

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 6363 SEDONA LEAF CT, WINDERMERE, FL 34786

    $749,9002 Days on yellowkey   MLS ID: O6416993

    For Sale O6416993 - 6363 SEDONA LEAF CT, WINDERMERE, FL 34786 38 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2665
       Built: 2004
    Monthly Fee: $111
       Tax: $10,803 (2025)
    Community: Eden Isle Boat Ramp
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,120 (change assumption)
    Mortgage ($4,109) + Fees ($111) + Taxes in 2025 ($900)


    Taxes:$10,803

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 8632 ABBOTSBURY DR, WINDERMERE, FL 34786

    $625,00043 Days on yellowkey   MLS ID: O6406433

    0 Days Off yellowkey (back on 6/18/2026)

    For Sale O6406433 - 8632 ABBOTSBURY DR, WINDERMERE, FL 34786 32 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2720
       Built: 2004
    Monthly Fee: $167
       Tax: $8,567 (2025)
    Community: Lakes/Windermere-Peachtree
    Single Family


    Estimated Monthly Payment: $4,305 (change assumption)
    Mortgage ($3,425) + Fees ($167) + Taxes in 2025 ($714)


    Taxes:$8,567

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 11617 CAMDEN PARK DR, WINDERMERE, FL 34786

    $1,375,00043 Days on yellowkey   MLS ID: O6405409

    REDUCED by $22,000 (1.6%) on 06/18/2026

    For Sale O6405409 - 11617 CAMDEN PARK DR, WINDERMERE, FL 34786 64 photos

    Bed: 6   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3463
       Built: 2005
    Monthly Fee: $283
       Tax: $7,189 (2025)
    Community: Keenes Pointe
    Single Family


    Estimated Monthly Payment: $8,416 (change assumption)
    Mortgage ($7,534) + Fees ($283) + Taxes in 2025 ($599)


    Taxes:$7,189

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11449 LAKE BUTLER BLVD, WINDERMERE, FL 34786

    $1,680,00064 Days on yellowkey   MLS ID: O6399319

    0 Days Off yellowkey (back on 6/18/2026)

    REDUCED by $50,000 (2.9%) on 05/19/2026

    For Sale O6399319 - 11449 LAKE BUTLER BLVD, WINDERMERE, FL 34786 48 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4648
       Built: 1995   Tax: $19,423 (2025)
    Community: Lake Butler Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,824 (change assumption)
    Mortgage ($9,205) + Taxes in 2025 ($1,619)


    Taxes:$19,423

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 1554 LAKE RHEA DR, WINDERMERE, FL 34786

    $1,350,00043 Days on yellowkey   MLS ID: O6406297

    REDUCED by $50,000 (3.6%) on 05/29/2026

    For Sale O6406297 - 1554 LAKE RHEA DR, WINDERMERE, FL 34786 59 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3427
       Built: 2004
    Monthly Fee: $241
       Tax: $9,102 (2025)
    Community: Reserve At Belmere
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,397 (change assumption)
    Mortgage ($7,397) + Fees ($241) + Taxes in 2025 ($759)


    Taxes:$9,102

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 5074 ISLEWORTH COUNTRY CLUB DR, WINDERMERE, FL 34786

    $7,250,000157 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
    Spa: Yes

    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


  • 1118 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786

    $2,200,00094 Days on yellowkey   MLS ID: O6390567

    For Sale O6390567 - 1118 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786 38 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4228
       Built: 2019
    Monthly Fee: $250
       Tax: $23,873 (2025)
    Community: Estancia/Windermere
    Spa: No

    Single Family


    Estimated Monthly Payment: $14,294 (change assumption)
    Mortgage ($12,054) + Fees ($250) + Taxes in 2025 ($1,989)


    Taxes:$23,873

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 13525 GORGONA ISLE DR, WINDERMERE, FL 34786

    $1,098,000124 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


  • 1757 GLENWICK DR, WINDERMERE, FL 34786

    $899,9905 Days on yellowkey   MLS ID: O6415455

    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


  • 11413 CAMDEN PARK DR, WINDERMERE, FL 34786

    $1,395,0003 Days on yellowkey   MLS ID: O6417791

    0 Days Off yellowkey (back on 6/17/2026)

    For Sale O6417791 - 11413 CAMDEN PARK DR, WINDERMERE, FL 34786 65 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3840
       Built: 2005
    Monthly Fee: $298
       Tax: $14,973 (2025)
    Community: Keene's Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,189 (change assumption)
    Mortgage ($7,644) + Fees ($298) + Taxes in 2025 ($1,248)


    Taxes:$14,973

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 8463 TIBET BUTLER DR, WINDERMERE, FL 34786

    $1,399,0003 Days on yellowkey   MLS ID: O6417589

    For Sale O6417589 - 8463 TIBET BUTLER DR, WINDERMERE, FL 34786 29 photos

    Bed: 4   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3786
       Built: 1998
    Monthly Fee: $298
       Tax: $10,652 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,851 (change assumption)
    Mortgage ($7,666) + Fees ($298) + Taxes in 2025 ($888)


    Taxes:$10,652

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    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.