REFINE SEARCH
Status
Keywords
Price
 
Bedrooms
Bathrooms
Garages
Liv Area Sq Ft
Min Year
Max Year
Property Types
No Image
Age Restricted
Foreclosure
Short Sale
Pets Allowed
Furnished
Pool
Spa
Reduced Price
Back on yellowkey
Possible Short Term Rental
Carports
Max Association Fee (monthly)
Max Monthly Payment
Search

Windermere Homes For Sale & Real Estate - 311 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

Sort:
  • 7710 FAIRGROVE AVE, WINDERMERE, FL 34786

    $390,00080 Days on yellowkey   MLS ID: S5148820

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

    REDUCED by $6,000 (1.5%) on 06/01/2026

    For Sale S5148820 - 7710 FAIRGROVE AVE, WINDERMERE, FL 34786 56 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1644
       Built: 2008
    Monthly Fee: $380
       Tax: $3,844 (2025)
    Community: Lake Sawyer South Ph 03
    Townhouse


    Estimated Monthly Payment: $2,837 (change assumption)
    Mortgage ($2,137) + Fees ($380) + Taxes in 2025 ($320)


    Taxes:$3,844

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 5538 W LAKE BUTLER RD, WINDERMERE, FL 34786

    $3,195,000171 Days on yellowkey   MLS ID: O6376859

    REDUCED by $300,000 (8.6%) on 05/15/2026

    For Sale O6376859 - 5538 W LAKE BUTLER RD, WINDERMERE, FL 34786 71 photos

    Bed: 6   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 6000
       Built: 1982
    Monthly Fee: $67
       Tax: $25,546 (2025)
    Community: Kelso On Lake Butler
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $19,702 (change assumption)
    Mortgage ($17,506) + Fees ($67) + Taxes in 2025 ($2,129)


    Taxes:$25,546

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 9237 SABAL PALM CIR, WINDERMERE, FL 34786

    $749,995105 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


  • 7612 FAIRGROVE AVE, WINDERMERE, FL 34786

    $440,00073 Days on yellowkey   MLS ID: S5149402

    For Sale S5149402 - 7612 FAIRGROVE AVE, WINDERMERE, FL 34786 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1742
       Built: 2016
    Monthly Fee: $347
       Tax: $6,515 (2025)
    Community: Windermere Sound Ph 2
    Townhouse


    Estimated Monthly Payment: $3,301 (change assumption)
    Mortgage ($2,411) + Fees ($347) + Taxes in 2025 ($543)


    Taxes:$6,515

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11900 LAKE BUTLER BLVD, WINDERMERE, FL 34786

    $17,250,000490 Days on yellowkey   MLS ID: O6275556

    For Sale O6275556 - 11900 LAKE BUTLER BLVD, WINDERMERE, FL 34786 91 photos

    Bed: 7   Bath: 8.5   Gar: 6
    Liv Area Sq Ft: 10649
       Built: 2014   Tax: $68,938 (2024)
    Community: Metcalf Park Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $100,263 (change assumption)
    Mortgage ($94,518) + Taxes in 2024 ($5,745)


    Taxes:$68,938

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 12353 VIA DERNA PL, WINDERMERE, FL 34786

    $460,000110 Days on yellowkey   MLS ID: O6392401

    REDUCED by $5,000 (1.1%) on 06/08/2026

    For Sale O6392401 - 12353 VIA DERNA PL, WINDERMERE, FL 34786 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1974
       Built: 2014
    Monthly Fee: $316
       Tax: $4,282 (2025)
    Community: Carrington
    Townhouse


    Estimated Monthly Payment: $3,193 (change assumption)
    Mortgage ($2,520) + Fees ($316) + Taxes in 2025 ($357)


    Taxes:$4,282

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 6857 VALHALLA WAY, WINDERMERE, FL 34786

    $3,700,00095 Days on yellowkey   MLS ID: S5147781

    2 Days Off yellowkey (back on 6/8/2026)

    For Sale S5147781 - 6857 VALHALLA WAY, WINDERMERE, FL 34786 90 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 7153
       Built: 2006
    Monthly Fee: $298
       Tax: $35,537 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $23,533 (change assumption)
    Mortgage ($20,273) + Fees ($298) + Taxes in 2025 ($2,961)


    Taxes:$35,537

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1316 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786

    $2,290,000110 Days on yellowkey   MLS ID: S5146178

    REDUCED by $90,000 (3.8%) on 05/29/2026

    For Sale S5146178 - 1316 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786 63 photos

    Bed: 5   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 5448
       Built: 2019
    Monthly Fee: $250
       Tax: $1,982 (2025)
    Community: Estancia/Windermere
    Single Family


    Estimated Monthly Payment: $12,963 (change assumption)
    Mortgage ($12,548) + Fees ($250) + Taxes in 2025 ($165)


    Taxes:$1,982

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 11768 HAMPSTEAD ST, WINDERMERE, FL 34786

    $1,318,00042 Days on yellowkey   MLS ID: O6414500

    For Sale O6414500 - 11768 HAMPSTEAD ST, WINDERMERE, FL 34786 61 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3900
       Built: 2015
    Monthly Fee: $167
       Tax: $18,782 (2025)
    Community: Enclave
    Spa: No

    Single Family


    Estimated Monthly Payment: $8,954 (change assumption)
    Mortgage ($7,222) + Fees ($167) + Taxes in 2025 ($1,565)


    Taxes:$18,782

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5073 LATROBE DR, WINDERMERE, FL 34786

    $2,999,00043 Days on yellowkey   MLS ID: O6414325

    For Sale O6414325 - 5073 LATROBE DR, WINDERMERE, FL 34786 34 photos

    Bed: 4   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4706
       Built: 1989
    Monthly Fee: $1,224
       Tax: $36,517 (2025)
    Community: Isleworth
    Single Family


    Estimated Monthly Payment: $20,700 (change assumption)
    Mortgage ($16,432) + Fees ($1,224) + Taxes in 2025 ($3,043)


    Taxes:$36,517

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 14217 BRIDGEWATER CROSSINGS BLVD, WINDERMERE, FL 34786

    $600,000106 Days on yellowkey   MLS ID: O6396155

    For Sale O6396155 - 14217  BRIDGEWATER CROSSINGS BLVD, WINDERMERE, FL 34786 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2419
       Built: 2006
    Monthly Fee: $131
       Tax: $8,205 (2026)
    Community: Summerport
    Single Family


    Estimated Monthly Payment: $4,102 (change assumption)
    Mortgage ($3,288) + Fees ($131) + Taxes in 2026 ($684)


    Taxes:$8,205

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 12264 MONTALCINO CIR, WINDERMERE, FL 34786

    $5,490,00075 Days on yellowkey   MLS ID: O6404587

    REDUCED by $270,000 (4.7%) on 06/05/2026

    For Sale O6404587 - 12264 MONTALCINO CIR, WINDERMERE, FL 34786 35 photos

    Bed: 4   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 7872
       Built: 2017
    Monthly Fee: $495
       Tax: $85,351 (2024)
    Community: Casa Del Lago Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $37,689 (change assumption)
    Mortgage ($30,081) + Fees ($495) + Taxes in 2024 ($7,113)


    Taxes:$85,351

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 11035 SCHOONER WAY, WINDERMERE, FL 34786

    $1,500,00044 Days on yellowkey   MLS ID: O6413965

    For Sale O6413965 - 11035 SCHOONER WAY, WINDERMERE, FL 34786 4 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3517
       Built: 1983   Tax: $9,933 (2025)
    Community: Marina Bay Estates
    Single Family


    Estimated Monthly Payment: $9,047 (change assumption)
    Mortgage ($8,219) + Taxes in 2025 ($828)


    Taxes:$9,933

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 9150 OUTLOOK ROCK TRL, WINDERMERE, FL 34786

    $915,000128 Days on yellowkey   MLS ID: S5145642

    For Sale S5145642 - 9150 OUTLOOK ROCK TRL, WINDERMERE, FL 34786 27 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2988
       Built: 2015
    Monthly Fee: $13
       Tax: $10,964 (2024)
    Community: Windermere Trls Ph 5B
    Single Family


    Estimated Monthly Payment: $5,940 (change assumption)
    Mortgage ($5,014) + Fees ($13) + Taxes in 2024 ($914)


    Taxes:$10,964

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 12640 SALOMON COVE DR, WINDERMERE, FL 34786

    $1,290,000129 Days on yellowkey   MLS ID: O6388605

    REDUCED by $5,000 (0.4%) on 06/04/2026

    For Sale O6388605 - 12640 SALOMON COVE DR, WINDERMERE, FL 34786 65 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3694
       Built: 2018
    Monthly Fee: $133
       Tax: $13,961 (2024)
    Community: Westside Village
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,365 (change assumption)
    Mortgage ($7,068) + Fees ($133) + Taxes in 2024 ($1,163)


    Taxes:$13,961

    Elementary School: Bay Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 6550 CARTMEL LN, WINDERMERE, FL 34786

    $2,190,000105 Days on yellowkey   MLS ID: O6396111

    REDUCED by $110,000 (4.8%) on 06/04/2026

    For Sale O6396111 - 6550 CARTMEL LN, WINDERMERE, FL 34786 32 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4257
       Built: 2004
    Monthly Fee: $520
       Tax: $23,347 (2025)
    Community: Reserve At Lake Butler Sound
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,465 (change assumption)
    Mortgage ($12,000) + Fees ($520) + Taxes in 2025 ($1,946)


    Taxes:$23,347

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 8272 BRYCE CANYON AVE, WINDERMERE, FL 34786

    $509,000130 Days on yellowkey   MLS ID: O6389547

    REDUCED by $6,000 (1.2%) on 05/07/2026

    For Sale O6389547 - 8272 BRYCE CANYON AVE, WINDERMERE, FL 34786 34 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1888
       Built: 2016
    Monthly Fee: $71
       Tax: $7,459 (2024)
    Community: Windermere Trls Ph 3B
    Single Family


    Estimated Monthly Payment: $3,482 (change assumption)
    Mortgage ($2,789) + Fees ($71) + Taxes in 2024 ($622)


    Taxes:$7,459

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 11051 HAWKSHEAD CT, WINDERMERE, FL 34786

    $1,895,00085 Days on yellowkey   MLS ID: O6400963

    For Sale O6400963 - 11051 HAWKSHEAD CT, WINDERMERE, FL 34786 66 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3728
       Built: 2003
    Monthly Fee: $637
       Tax: $16,410 (2025)
    Community: Reserve At Lake Butler Sound
    Single Family


    Estimated Monthly Payment: $12,388 (change assumption)
    Mortgage ($10,383) + Fees ($637) + Taxes in 2025 ($1,367)


    Taxes:$16,410

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 9508 WINDY RIDGE RD, WINDERMERE, FL 34786

    $30,000,00046 Days on yellowkey   MLS ID: O6411343

    For Sale O6411343 - 9508 WINDY RIDGE RD, WINDERMERE, FL 34786 58 photos

    Bed: 7   Bath: 13.0   Gar: 12
    Liv Area Sq Ft: 51000
       Built: 2011   Tax: $162,563 (2024)
    Community: N/A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $177,926 (change assumption)
    Mortgage ($164,379) + Taxes in 2024 ($13,547)


    Taxes:$162,563

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 13019 LANGSTAFF DR, WINDERMERE, FL 34786

    $360,00051 Days on yellowkey   MLS ID: O6411551

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

    For Sale O6411551 - 13019 LANGSTAFF DR, WINDERMERE, FL 34786 52 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1375
       Built: 2005
    Monthly Fee: $200
       Tax: $5,303 (2025)
    Community: Lakes/Windermere-Lk Reams Twnh
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,614 (change assumption)
    Mortgage ($1,973) + Fees ($200) + Taxes in 2025 ($442)


    Taxes:$5,303

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School




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.