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Windermere Homes For Sale & Real Estate - 332 homes

Windermere homes for sale are located in Orange County, Florida. Find homes in Windermere for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Windermere houses.

Location: Windermere

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  • 8632 ABBOTSBURY DR, WINDERMERE, FL 34786

    $625,00036 Days on yellowkey   MLS ID: O6406433

    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


  • 9832 LAUREL VALLEY DR, WINDERMERE, FL 34786

    $13,900,0001 Day on yellowkey   MLS ID: O6416194

    For Sale O6416194 - 9832 LAUREL VALLEY DR, WINDERMERE, FL 34786 97 photos

    Bed: 6   Bath: 8.5   Gar: 4
    Liv Area Sq Ft: 11100
       Built: 2004
    Monthly Fee: $1,167
       Tax: $93,184 (2025)
    Community: Isleworth
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $85,095 (change assumption)
    Mortgage ($76,162) + Fees ($1,167) + Taxes in 2025 ($7,765)


    Taxes:$93,184

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8662 ABBOTSBURY DR, WINDERMERE, FL 34786

    $525,0001 Day on yellowkey   MLS ID: O6416099

    For Sale O6416099 - 8662 ABBOTSBURY DR, WINDERMERE, FL 34786 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1877
       Built: 2004
    Monthly Fee: $170
       Tax: $2,511 (2025)
    Community: Lakes/Windermere-Peachtree
    Single Family


    Estimated Monthly Payment: $3,256 (change assumption)
    Mortgage ($2,877) + Fees ($170) + Taxes in 2025 ($209)


    Taxes:$2,511

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 12981 BORLAND ST, WINDERMERE, FL 34786

    $364,9001 Day on yellowkey   MLS ID: G5113619

    For Sale G5113619 - 12981 BORLAND ST, WINDERMERE, FL 34786 37 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1360
       Built: 2007
    Monthly Fee: $185
       Tax: $5,171 (2025)
    Community: Wickham Park 04 05 06 09 10 11 12 01
    Townhouse


    Estimated Monthly Payment: $2,615 (change assumption)
    Mortgage ($1,999) + Fees ($185) + Taxes in 2025 ($431)


    Taxes:$5,171

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 5070 DOWN POINT LN, WINDERMERE, FL 34786

    $4,995,000107 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


  • 6558 HELMSLEY CIR, WINDERMERE, FL 34786

    $635,0002 Days on yellowkey   MLS ID: S5151342

    For Sale S5151342 - 6558 HELMSLEY CIR, WINDERMERE, FL 34786 55 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2575
       Built: 2009
    Monthly Fee: $129
       Tax: $4,553 (2025)
    Community: Preston Square
    Single Family


    Estimated Monthly Payment: $3,988 (change assumption)
    Mortgage ($3,479) + Fees ($129) + Taxes in 2025 ($379)


    Taxes:$4,553

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6601 DUNCASTER ST, WINDERMERE, FL 34786

    $628,0001 Day on yellowkey   MLS ID: O6416272

    For Sale O6416272 - 6601 DUNCASTER ST, WINDERMERE, FL 34786 65 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3001
       Built: 2006
    Monthly Fee: $82
       Tax: $9,473 (2025)
    Community: Lakes/Windermere Ph 02A
    Single Family


    Estimated Monthly Payment: $4,312 (change assumption)
    Mortgage ($3,441) + Fees ($82) + Taxes in 2025 ($789)


    Taxes:$9,473

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 11809 LAKE BUTLER BLVD, WINDERMERE, FL 34786

    $4,200,0002 Days on yellowkey   MLS ID: O6415614

    For Sale O6415614 - 11809 LAKE BUTLER BLVD, WINDERMERE, FL 34786 53 photos

    Bed: 4   Bath: 5.5   Gar: 4
    Liv Area Sq Ft: 4268
       Built: 2024   Tax: $21,658 (2025)
    Community: Lake Butler Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $24,818 (change assumption)
    Mortgage ($23,013) + Taxes in 2025 ($1,805)


    Taxes:$21,658

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 8821 DANFORTH DR, WINDERMERE, FL 34786

    $355,0001 Day on yellowkey   MLS ID: O6415522

    For Sale O6415522 - 8821 DANFORTH DR, WINDERMERE, FL 34786 29 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1480
       Built: 2004
    Monthly Fee: $200
       Tax: $5,493 (2025)
    Community: Lakes/Windermere-Lk Reams Twnh
    Townhouse


    Estimated Monthly Payment: $2,603 (change assumption)
    Mortgage ($1,945) + Fees ($200) + Taxes in 2025 ($458)


    Taxes:$5,493

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 1700 LAKE ROBERTS CT, WINDERMERE, FL 34786

    $1,450,00018 Days on yellowkey   MLS ID: O6410847

    For Sale O6410847 - 1700 LAKE ROBERTS CT, WINDERMERE, FL 34786 45 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3929
       Built: 2002
    Monthly Fee: $216
       Tax: $10,637 (2025)
    Community: Butler Bay,Windermere Club
    Single Family


    Estimated Monthly Payment: $9,047 (change assumption)
    Mortgage ($7,945) + Fees ($216) + Taxes in 2025 ($886)


    Taxes:$10,637

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 8266 BRYCE CANYON AVE, WINDERMERE, FL 34786

    $489,5001 Day on yellowkey   MLS ID: O6410344

    For Sale O6410344 - 8266 BRYCE CANYON AVE, WINDERMERE, FL 34786 57 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1825
       Built: 2016
    Monthly Fee: $181
       Tax: $5,441 (2025)
    Community: Windermere Trls Ph 3B
    Single Family


    Estimated Monthly Payment: $3,317 (change assumption)
    Mortgage ($2,682) + Fees ($181) + Taxes in 2025 ($453)


    Taxes:$5,441

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 910 LASCALA DR, WINDERMERE, FL 34786

    $765,00064 Days on yellowkey   MLS ID: O6397847

    REDUCED by $5,000 (0.6%) on 06/12/2026

    For Sale O6397847 - 910 LASCALA DR, WINDERMERE, FL 34786 54 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2742
       Built: 2003
    Monthly Fee: $140
       Tax: $6,213 (2025)
    Community: Belmere Village G2 48 65
    Single Family


    Estimated Monthly Payment: $4,849 (change assumption)
    Mortgage ($4,192) + Fees ($140) + Taxes in 2025 ($518)


    Taxes:$6,213

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 4309 SALTMARSH SPARROW DR, WINDERMERE, FL 34786

    $783,00071 Days on yellowkey   MLS ID: O6396295

    REDUCED by $16,000 (2.0%) on 05/20/2026

    For Sale O6396295 - 4309 SALTMARSH SPARROW DR, WINDERMERE, FL 34786 55 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3697
       Built: 2015
    Monthly Fee: $130
       Tax: $8,724 (2025)
    Community: Stillwater Xings Prcl Sc-13 Ph
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,147 (change assumption)
    Mortgage ($4,290) + Fees ($130) + Taxes in 2025 ($727)


    Taxes:$8,724

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12633 HADDON DR, WINDERMERE, FL 34786

    $650,00016 Days on yellowkey   MLS ID: O6411199

    0 Days Off yellowkey (back on 6/11/2026)

    For Sale O6411199 - 12633 HADDON DR, WINDERMERE, FL 34786 53 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3000
       Built: 2003
    Monthly Fee: $82
       Tax: $7,410 (2025)
    Community: Lakes Windermere
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,261 (change assumption)
    Mortgage ($3,562) + Fees ($82) + Taxes in 2025 ($617)


    Taxes:$7,410

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 9656 WEATHERSTONE CT, WINDERMERE, FL 34786

    $2,999,9905 Days on yellowkey   MLS ID: O6414766

    For Sale O6414766 - 9656 WEATHERSTONE CT, WINDERMERE, FL 34786 67 photos

    Bed: 6   Bath: 7.0   Gar: 3
    Liv Area Sq Ft: 7016
       Built: 2001
    Monthly Fee: $227
       Tax: $38,157 (2025)
    Community: Weatherstone On Lake Olivia
    Spa: No

    Single Family


    Estimated Monthly Payment: $19,845 (change assumption)
    Mortgage ($16,438) + Fees ($227) + Taxes in 2025 ($3,180)


    Taxes:$38,157

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7242 LONDALE BLVD, WINDERMERE, FL 34786

    $749,9009 Days on yellowkey   MLS ID: O6414025

    For Sale O6414025 - 7242 LONDALE BLVD, WINDERMERE, FL 34786 59 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2690
       Built: 2006
    Monthly Fee: $81
       Tax: $5,332 (2025)
    Community: Enclave/Berkshire Park B G H I
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,634 (change assumption)
    Mortgage ($4,109) + Fees ($81) + Taxes in 2025 ($444)


    Taxes:$5,332

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 9343 TIBET POINTE CIR, WINDERMERE, FL 34786

    $7,795,000547 Days on yellowkey   MLS ID: O6264629

    REDUCED by $155,000 (1.9%) on 06/11/2026

    For Sale O6264629 - 9343 TIBET POINTE CIR, WINDERMERE, FL 34786 100 photos

    Bed: 7   Bath: 9.0   Gar: 4
    Liv Area Sq Ft: 8362
       Built: 2004
    Monthly Fee: $283
       Tax: $65,265 (2024)
    Community: Keenes Pointe Unit 03 46/104
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $48,433 (change assumption)
    Mortgage ($42,711) + Fees ($283) + Taxes in 2024 ($5,439)


    Taxes:$65,265

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 13013 OVERSTREET RD, WINDERMERE, FL 34786

    $649,994107 Days on yellowkey   MLS ID: O6380917

    REDUCED by $15,000 (2.3%) on 05/12/2026

    For Sale O6380917 - 13013 OVERSTREET RD, WINDERMERE, FL 34786 47 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2053
       Built: 2009
    Monthly Fee: $82
       Tax: $3,146 (2024)
    Community: Lakes/Windermere
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,906 (change assumption)
    Mortgage ($3,562) + Fees ($82) + Taxes in 2024 ($262)


    Taxes:$3,146

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 11617 CAMDEN PARK DR, WINDERMERE, FL 34786

    $1,397,00036 Days on yellowkey   MLS ID: O6405409

    REDUCED by $53,000 (3.7%) on 06/11/2026

    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: $8,537 (change assumption)
    Mortgage ($7,655) + Fees ($283) + Taxes in 2025 ($599)


    Taxes:$7,189

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8351 BOWDEN WAY, WINDERMERE, FL 34786

    $1,149,00078 Days on yellowkey   MLS ID: O6393659

    REDUCED by $50,000 (4.2%) on 06/02/2026

    For Sale O6393659 - 8351 BOWDEN WAY, WINDERMERE, FL 34786 71 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2599
       Built: 2001
    Monthly Fee: $283
       Tax: $8,252 (2025)
    Community: Keenes Pointe
    Single Family


    Estimated Monthly Payment: $7,266 (change assumption)
    Mortgage ($6,296) + Fees ($283) + Taxes in 2025 ($688)


    Taxes:$8,252

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle




Why Bother Searching Elsewhere for Windermere Homes for Sale and Other Real Estate?

Windermere home, townhome, condo, villa, and other listing sales 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 houses for sale in Windermere . You can use our website to view Multiple Listing Service (MLS) data on Windermere Real Estate. 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 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.