The Administration Department is responsible for:

  • Providing the overall direction for the Town in accordance with the policies established by the Town Council
  • Assuring that operations are conducted economically, efficiently, and effectively
  • Overseeing programs, operations and policies
  • Preparing, reviewing, and monitoring the annual operating budget for the Town


The Town Manager is responsible for:

  • Making recommendations to the Council
  • Implementing any action taken by the Council
  • Making budget recommendations to the Town Council
  • Overseeing Town departments


Robert Smith

Town Manager
Office: (407) 876-2563 x 5324
Cell: (407) 797-5004
Fax: (407) 876-0103



The Administrative Assistant is responsible for:



  • Film
  • Garage Sale
  • Open House
  • Special Event Permit
  • Tree Removal
    • Per FL Statute 163.045:
      Tree pruning, trimming, or removal on residential property.—
      (1) A local government may not require a notice, application, approval, permit, fee, or mitigation for the pruning, trimming, or removal of a tree on residential property if the property owner obtains documentation from an arborist certified by the International Society of Arboriculture or a Florida licensed landscape architect that the tree presents a danger to persons or property.
      (2) A local government may not require a property owner to replant a tree that was pruned, trimmed, or removed in accordance with this section.







Diane Edwards Lilian Colli
Administrative Assistant
Office (407) 876-2563 x 5321
Fax: (407) 876-0103
(Monday – Friday; 8:00am – 5:00pm)
Administrative Assistant II
Office: (407) 876-2563 x 5327
Fax: (407) 876-0103
(Monday – Friday; 10:00am – 2:30pm)
*Fala português, habla español



**Please note that only residents of the Town of Windermere are eligible to purchase park pass/boat ramp keys and tennis keys. Additionally, only residents need to apply for permits to remove trees or hold garage sales/open houses. Not every person with a “Windermere” street address is actually part of the incorporated Town.

Please contact Diane Edwards at the Town Office to determine if you are within the incorporated limits of the Town. The current HOAs that are part of the incorporated Town are below (please note, Summerport, Casabella, Keene’s Pointe, etc. are *NOT* within Windermere):

Lake Crescent Reserve
Marina Bay

Sunset Bay
The Manors
The Willows at Lake Rhea

Windermere Oaks
Windermere Reserve

You may also check on the Orange County Property Appraiser website (non-residents with a Windermere street address will show municipality as “Un-Incorporated”): Orange County, Florida Property Appraiser Website