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Windermere Single Family Homes For Sale - 246 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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  • 11208 LEDGEMENT LN, WINDERMERE, FL 34786

    $1,000,000202 Days on yellowkey   MLS ID: O6325096

    For Sale O6325096 - 11208 LEDGEMENT LN, WINDERMERE, FL 34786 37 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2988
       Built: 2002
    Monthly Fee: $140
       Tax: $6,561 (2024)
    Community: Glenmuir 48 39
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,166 (change assumption)
    Mortgage ($5,479) + Fees ($140) + Taxes in 2024 ($547)


    Taxes:$6,561

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 84 OAKDALE ST, WINDERMERE, FL 34786

    $1,875,00098 Days on yellowkey   MLS ID: O6372842

    For Sale O6372842 - 84 OAKDALE ST, WINDERMERE, FL 34786 52 photos

    Bed: 4   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3519
       Built: 2020   Tax: $12,265 (2024)
    Community: Davis Shores
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,296 (change assumption)
    Mortgage ($10,274) + Taxes in 2024 ($1,022)


    Taxes:$12,265

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 13312 LONGACRE DR, WINDERMERE, FL 34786

    $534,900104 Days on yellowkey   MLS ID: S5141031

    REDUCED by $9,000 (1.7%) on 04/06/2026

    For Sale S5141031 - 13312 LONGACRE DR, WINDERMERE, FL 34786 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2058
       Built: 2013
    Monthly Fee: $120
       Tax: $7,533 (2024)
    Community: Windermere Terrace
    Single Family


    Estimated Monthly Payment: $3,679 (change assumption)
    Mortgage ($2,931) + Fees ($120) + Taxes in 2024 ($628)


    Taxes:$7,533

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 2125 KANE PARK WAY, WINDERMERE, FL 34786

    $999,998136 Days on yellowkey   MLS ID: O6358139

    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: $6,310 (change assumption)
    Mortgage ($5,479) + 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


  • 9237 SABAL PALM CIR, WINDERMERE, FL 34786

    $789,99516 Days on yellowkey   MLS ID: G5110005

    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: $4,648 (change assumption)
    Mortgage ($4,329) + Fees ($32) + Taxes in 2025 ($287)


    Taxes:$3,444

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13237 FOSSICK RD, WINDERMERE, FL 34786

    $599,00059 Days on yellowkey   MLS ID: O6382389

    1 Days Off yellowkey (back on 4/18/2026)

    For Sale O6382389 - 13237 FOSSICK RD, WINDERMERE, FL 34786 41 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2516
       Built: 2004
    Monthly Fee: $110
       Tax: $7,347 (2024)
    Community: Providence Ph 01 50 03
    Single Family


    Estimated Monthly Payment: $4,004 (change assumption)
    Mortgage ($3,282) + Fees ($110) + Taxes in 2024 ($612)


    Taxes:$7,347

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 7519 BROFIELD AVE, WINDERMERE, FL 34786

    $755,0003 Days on yellowkey   MLS ID: O6398459

    For Sale O6398459 - 7519 BROFIELD AVE, WINDERMERE, FL 34786 49 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2628
       Built: 2009
    Monthly Fee: $81
       Tax: $5,238 (2025)
    Community: Lake Sawyer South Ph 02
    Single Family


    Estimated Monthly Payment: $4,654 (change assumption)
    Mortgage ($4,137) + Fees ($81) + Taxes in 2025 ($437)


    Taxes:$5,238

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4301 DOWN POINT LN, WINDERMERE, FL 34786

    $2,950,0009 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


  • 6626 BRIDGEWATER VILLAGE RD, WINDERMERE, FL 34786

    $585,000168 Days on yellowkey   MLS ID: O6349184

    0 Days Off yellowkey (back on 4/2/2026)

    For Sale O6349184 - 6626 BRIDGEWATER VILLAGE RD, WINDERMERE, FL 34786 56 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2720
       Built: 2014
    Monthly Fee: $248
       Tax: $5,382 (2024)
    Community: Vineyards/Horizons West Ph 1B
    Single Family


    Estimated Monthly Payment: $3,902 (change assumption)
    Mortgage ($3,205) + Fees ($248) + Taxes in 2024 ($448)


    Taxes:$5,382

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 12718 WINDERMERE ISLES PL, WINDERMERE, FL 34786

    $1,490,0004 Days on yellowkey   MLS ID: O6399958

    For Sale O6399958 - 12718 WINDERMERE ISLES PL, WINDERMERE, FL 34786 57 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3487
       Built: 1997
    Monthly Fee: $130
       Tax: $6,661 (2025)
    Community: Isles Windermere
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,849 (change assumption)
    Mortgage ($8,164) + Fees ($130) + Taxes in 2025 ($555)


    Taxes:$6,661

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 12936 DROXFORD RD, WINDERMERE, FL 34786

    $659,00080 Days on yellowkey   MLS ID: O6376097

    REDUCED by $11,000 (1.6%) on 04/17/2026

    For Sale O6376097 - 12936 DROXFORD RD, WINDERMERE, FL 34786 29 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2960
       Built: 2006
    Monthly Fee: $82
       Tax: $9,928 (2024)
    Community: Lakes/Windermere Ph 02A
    Single Family


    Estimated Monthly Payment: $4,520 (change assumption)
    Mortgage ($3,611) + Fees ($82) + Taxes in 2024 ($827)


    Taxes:$9,928

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5926 BLAKEFORD DR, WINDERMERE, FL 34786

    $2,149,00044 Days on yellowkey   MLS ID: O6388716

    1 Days Off yellowkey (back on 4/17/2026)

    For Sale O6388716 - 5926 BLAKEFORD DR, WINDERMERE, FL 34786 67 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3906
       Built: 1999
    Monthly Fee: $298
       Tax: $12,674 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $13,129 (change assumption)
    Mortgage ($11,775) + Fees ($298) + Taxes in 2025 ($1,056)


    Taxes:$12,674

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 8337 VIVARO ISLE WAY, WINDERMERE, FL 34786

    $800,000208 Days on yellowkey   MLS ID: O6332989

    0 Days Off yellowkey (back on 4/17/2026)

    For Sale O6332989 - 8337 VIVARO ISLE WAY, WINDERMERE, FL 34786 49 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3294
       Built: 2018
    Monthly Fee: $268
       Tax: $6,438 (2024)
    Community: Windermere Isle
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,188 (change assumption)
    Mortgage ($4,383) + Fees ($268) + Taxes in 2024 ($537)


    Taxes:$6,438

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 2068 ROBERTS POINT DR, WINDERMERE, FL 34786

    $2,350,0004 Days on yellowkey   MLS ID: O6397543

    For Sale O6397543 - 2068 ROBERTS POINT DR, WINDERMERE, FL 34786 80 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: $14,231 (change assumption)
    Mortgage ($12,876) + 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


  • 6102 S HAMPSHIRE CT, WINDERMERE, FL 34786

    $2,499,000213 Days on yellowkey   MLS ID: O6344907

    For Sale O6344907 - 6102 S HAMPSHIRE CT, WINDERMERE, FL 34786 47 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: $15,400 (change assumption)
    Mortgage ($13,693) + 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


  • 5525 ISLEWORTH COUNTRY CLUB DR, WINDERMERE, FL 34786

    $14,250,000336 Days on yellowkey   MLS ID: O6304800

    0 Days Off yellowkey (back on 4/17/2026)

    For Sale O6304800 - 5525 ISLEWORTH COUNTRY CLUB DR, WINDERMERE, FL 34786 100 photos

    Bed: 5   Bath: 5.5   Gar: 6
    Liv Area Sq Ft: 9511
       Built: 1999
    Monthly Fee: $1,224
       Tax: $37,372 (2024)
    Community: Isleworth
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $82,419 (change assumption)
    Mortgage ($78,080) + Fees ($1,224) + Taxes in 2024 ($3,114)


    Taxes:$37,372

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 11866 CAMDEN PARK DR, WINDERMERE, FL 34786

    $984,90046 Days on yellowkey   MLS ID: O6381558

    For Sale O6381558 - 11866 CAMDEN PARK DR, WINDERMERE, FL 34786 57 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3337
       Built: 2006
    Monthly Fee: $298
       Tax: $13,742 (2025)
    Community: Keenes Pointe
    Single Family


    Estimated Monthly Payment: $6,840 (change assumption)
    Mortgage ($5,397) + Fees ($298) + Taxes in 2025 ($1,145)


    Taxes:$13,742

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 9663 GOTHA RD, WINDERMERE, FL 34786

    $1,400,0004 Days on yellowkey   MLS ID: O6399130

    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: $8,373 (change assumption)
    Mortgage ($7,671) + Taxes in 2025 ($702)


    Taxes:$8,425

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 1420 DINGENS AVE, WINDERMERE, FL 34786

    $1,600,00081 Days on yellowkey   MLS ID: O6376538

    For Sale O6376538 - 1420 DINGENS AVE, WINDERMERE, FL 34786 41 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4072
       Built: 2018   Tax: $13,393 (2025)
    Community: Gotha
    Single Family


    Estimated Monthly Payment: $9,883 (change assumption)
    Mortgage ($8,767) + Taxes in 2025 ($1,116)


    Taxes:$13,393

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 4812 ALEXANDRA GARDEN CT, WINDERMERE, FL 34786

    $3,699,000229 Days on yellowkey   MLS ID: O6339134

    For Sale O6339134 - 4812 ALEXANDRA GARDEN CT, WINDERMERE, FL 34786 66 photos

    Bed: 3   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4262
       Built: 2007
    Monthly Fee: $1,146
       Tax: $45,888 (2024)
    Community: Isleworth
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $25,238 (change assumption)
    Mortgage ($20,268) + Fees ($1,146) + Taxes in 2024 ($3,824)


    Taxes:$45,888

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    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.