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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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  • 12132 MONTALCINO CIR, WINDERMERE, FL 34786

    $3,790,000209 Days on yellowkey   MLS ID: O6319854

    0 Days Off yellowkey (back on 5/29/2026)

    REDUCED by $160,000 (4.1%) on 05/13/2026

    For Sale O6319854 - 12132 MONTALCINO CIR, WINDERMERE, FL 34786 90 photos

    Bed: 6   Bath: 7.0   Gar: 3
    Liv Area Sq Ft: 5709
       Built: 2016
    Monthly Fee: $242
       Tax: $38,798 (2024)
    Community: Casa Del Lago Rep
    Single Family


    Estimated Monthly Payment: $24,242 (change assumption)
    Mortgage ($20,767) + Fees ($242) + Taxes in 2024 ($3,233)


    Taxes:$38,798

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 6315 CLEARMEADOW CT, WINDERMERE, FL 34786

    $618,00049 Days on yellowkey   MLS ID: O6398505

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

    For Sale O6398505 - 6315 CLEARMEADOW CT, WINDERMERE, FL 34786 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2077
       Built: 2002
    Monthly Fee: $170
       Tax: $3,701 (2024)
    Community: Glenmuir 48 39
    Single Family


    Estimated Monthly Payment: $3,865 (change assumption)
    Mortgage ($3,386) + Fees ($170) + Taxes in 2024 ($308)


    Taxes:$3,701

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 801 W 2ND AVE, WINDERMERE, FL 34786

    $3,750,000132 Days on yellowkey   MLS ID: O6375693

    REDUCED by $245,000 (6.1%) on 05/29/2026

    For Sale O6375693 - 801 W 2ND AVE, WINDERMERE, FL 34786 44 photos

    Bed: 5   Bath: 6.5   Gar: 3
    Liv Area Sq Ft: 5639
       Built: 2008   Tax: $49,401 (2024)
    Community: Aladar On Lake Butler
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $24,664 (change assumption)
    Mortgage ($20,547) + Taxes in 2024 ($4,117)


    Taxes:$49,401

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 1554 LAKE RHEA DR, WINDERMERE, FL 34786

    $1,350,00025 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


  • 6507 ROSELLA CT, WINDERMERE, FL 34786

    $7,400,000211 Days on yellowkey   MLS ID: O6353035

    5 Days Off yellowkey (back on 3/31/2026)

    For Sale O6353035 - 6507 ROSELLA CT, WINDERMERE, FL 34786 92 photos

    Bed: 7   Bath: 7.5   Gar: 4
    Liv Area Sq Ft: 10485
       Built: 2007
    Monthly Fee: $283
       Tax: $82,440 (2024)
    Community: Keenes Pointe 46/104
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $47,700 (change assumption)
    Mortgage ($40,547) + Fees ($283) + Taxes in 2024 ($6,870)


    Taxes:$82,440

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 9376 WOODBREEZE BLVD, WINDERMERE, FL 34786

    $675,0005 Days on yellowkey   MLS ID: O6411270

    For Sale O6411270 - 9376 WOODBREEZE BLVD, WINDERMERE, FL 34786 42 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2026
       Built: 1986
    Monthly Fee: $32
       Tax: $6,103 (2025)
    Community: Silver Woods Ph 03
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,239 (change assumption)
    Mortgage ($3,699) + Fees ($32) + Taxes in 2025 ($509)


    Taxes:$6,103

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11822 SILVERLAKE PARK DR, WINDERMERE, FL 34786

    $495,0005 Days on yellowkey   MLS ID: O6409301

    For Sale O6409301 - 11822 SILVERLAKE PARK DR, WINDERMERE, FL 34786 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1829
       Built: 2014
    Monthly Fee: $85
       Tax: $6,641 (2025)
    Community: Windermere Trls Ph 1C
    Single Family


    Estimated Monthly Payment: $3,351 (change assumption)
    Mortgage ($2,712) + Fees ($85) + Taxes in 2025 ($553)


    Taxes:$6,641

    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

    $1,450,00025 Days on yellowkey   MLS ID: O6405409

    For Sale O6405409 - 11617 CAMDEN PARK DR, WINDERMERE, FL 34786 62 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: $8,827 (change assumption)
    Mortgage ($7,945) + Fees ($283) + Taxes in 2025 ($599)


    Taxes:$7,189

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5001 LATROBE DR, WINDERMERE, FL 34786

    $3,299,99977 Days on yellowkey   MLS ID: O6389183

    REDUCED by $200,000 (5.7%) on 05/28/2026

    For Sale O6389183 - 5001 LATROBE DR, WINDERMERE, FL 34786 40 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4417
       Built: 1990
    Monthly Fee: $1,043
       Tax: $30,452 (2024)
    Community: Isleworth
    Spa: No

    Single Family


    Estimated Monthly Payment: $21,662 (change assumption)
    Mortgage ($18,082) + Fees ($1,043) + Taxes in 2024 ($2,538)


    Taxes:$30,452

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6219 TIROCO WAY, WINDERMERE, FL 34786

    $2,600,00086 Days on yellowkey   MLS ID: O6387454

    For Sale O6387454 - 6219 TIROCO WAY, WINDERMERE, FL 34786 41 photos

    Bed: 7   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 5221
       Built: 2014
    Monthly Fee: $310
       Tax: $27,796 (2025)
    Community: Waterstone
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $16,873 (change assumption)
    Mortgage ($14,246) + Fees ($310) + Taxes in 2025 ($2,316)


    Taxes:$27,796

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 5199 LATROBE DR, WINDERMERE, FL 34786

    $5,300,0006 Days on yellowkey   MLS ID: O6409961

    For Sale O6409961 - 5199 LATROBE DR, WINDERMERE, FL 34786 64 photos

    Bed: 6   Bath: 6.5   Gar: 4
    Liv Area Sq Ft: 4665
       Built: 1993
    Monthly Fee: $1,224
       Tax: $37,241 (2025)
    Community: Isleworth
    Single Family


    Estimated Monthly Payment: $33,368 (change assumption)
    Mortgage ($29,040) + Fees ($1,224) + Taxes in 2025 ($3,103)


    Taxes:$37,241

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 10624 REAMS RD, WINDERMERE, FL 34786

    $475,000285 Days on yellowkey   MLS ID: O6338130

    REDUCED by $12,000 (2.5%) on 05/28/2026

    For Sale O6338130 - 10624 REAMS RD, WINDERMERE, FL 34786 61 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2092
       Built: 2014
    Monthly Fee: $81
       Tax: $5,459 (2024)
    Community: Windermere Trls Ph 1C
    Single Family


    Estimated Monthly Payment: $3,139 (change assumption)
    Mortgage ($2,603) + Fees ($81) + Taxes in 2024 ($455)


    Taxes:$5,459

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 825 OAKDALE ST, WINDERMERE, FL 34786

    $792,50056 Days on yellowkey   MLS ID: O6396351

    5 Days Off yellowkey (back on 5/28/2026)

    For Sale O6396351 - 825 OAKDALE ST, WINDERMERE, FL 34786 50 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1664
       Built: 1935   Tax: $9,799 (2025)
    Community: Windermere Town
    Single Family


    Estimated Monthly Payment: $5,159 (change assumption)
    Mortgage ($4,342) + Taxes in 2025 ($817)


    Taxes:$9,799

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 9257 OUTLOOK ROCK TRL, WINDERMERE, FL 34786

    $879,999114 Days on yellowkey   MLS ID: S5143447

    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


  • 12688 SALOMON COVE DR, WINDERMERE, FL 34786

    $879,99032 Days on yellowkey   MLS ID: G5111804

    REDUCED by $20,000 (2.2%) on 05/28/2026

    For Sale G5111804 - 12688 SALOMON COVE DR, WINDERMERE, FL 34786 31 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3133
       Built: 2018
    Monthly Fee: $153
       Tax: $7,586 (2025)
    Community: Westside Village
    Single Family


    Estimated Monthly Payment: $5,607 (change assumption)
    Mortgage ($4,822) + Fees ($153) + Taxes in 2025 ($632)


    Taxes:$7,586

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 12623 PARK AVE, WINDERMERE, FL 34786

    $3,800,0007 Days on yellowkey   MLS ID: O6410693

    For Sale O6410693 - 12623 PARK AVE, WINDERMERE, FL 34786 87 photos

    Bed: 5   Bath: 6.0   Gar: 6
    Liv Area Sq Ft: 7120
       Built: 2023
    Monthly Fee: $687
       Tax: $23,243 (2025)
    Community: Chaine De Lac
    Single Family


    Estimated Monthly Payment: $23,445 (change assumption)
    Mortgage ($20,821) + Fees ($687) + Taxes in 2025 ($1,937)


    Taxes:$23,243

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 7231 SANGALLA DR, WINDERMERE, FL 34786

    $1,398,00076 Days on yellowkey   MLS ID: O6390817

    REDUCED by $52,000 (3.6%) on 05/18/2026

    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: $8,835 (change assumption)
    Mortgage ($7,660) + 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


  • 8360 VIVARO ISLE WAY, WINDERMERE, FL 34786

    $690,0007 Days on yellowkey   MLS ID: S5150324

    0 Days Off yellowkey (back on 5/28/2026)

    For Sale S5150324 - 8360 VIVARO ISLE WAY, WINDERMERE, FL 34786 11 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2224
       Built: 2019
    Monthly Fee: $299
       Tax: $9,812 (2025)
    Community: Windermere Isle - Phase 2
    Single Family


    Estimated Monthly Payment: $4,897 (change assumption)
    Mortgage ($3,781) + Fees ($299) + Taxes in 2025 ($818)


    Taxes:$9,812

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13450 SUNKISS LOOP, WINDERMERE, FL 34786

    $574,9006 Days on yellowkey   MLS ID: O6407409

    For Sale O6407409 - 13450 SUNKISS LOOP, WINDERMERE, FL 34786 16 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2272
       Built: 2005
    Monthly Fee: $131
       Tax: $8,219 (2025)
    Community: Summerport Ph 03
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,966 (change assumption)
    Mortgage ($3,150) + Fees ($131) + Taxes in 2025 ($685)


    Taxes:$8,219

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 6673 DUNCASTER ST, WINDERMERE, FL 34786

    $530,000114 Days on yellowkey   MLS ID: O6378820

    REDUCED by $9,000 (1.7%) on 05/27/2026

    For Sale O6378820 - 6673 DUNCASTER ST, WINDERMERE, FL 34786 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2151
       Built: 2005   Tax: $3,351 (2024)
    Community: Lakes/Windermere Ph 02A
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,183 (change assumption)
    Mortgage ($2,904) + Taxes in 2024 ($279)


    Taxes:$3,351

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    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.