The towns of Windermere and Oakland are slated to hold municipal elections March 10, 2026, with three seats apiece up for election.

In Oakland, Seat 1, currently held by Commissioner Kris Keller; Seat 3, held by Commissioner Sal Ramos; and Seat 4, held by Commissioner Joseph McMullen are up for election.

Keller was the "people's choice" candidate, nominated to the commission after longtime Commissioner Rick Polland resigned last December. Ramos, who has served as a commissioner since 2015 and vacated his seat to run for mayor in 2023, was re-appointed to the commission after losing that hotly contested race to Mayor Shane Taylor. Anne Fulton, who led a recall effort following Ramos's re-appointment to the commission, has filed to run against him. McMullen, a target of the recall effort, has served on the commission since 2006.

There are two ways candidates can qualify to be on the ballot in Oakland: by collecting 100 signatures from Oakland residents, certified by the Orange County Supervisor of Elections, or by paying an election assessment fee of $105.99 ($100 qualifying fee plus a $5.99 state assessment equal to 1 percent of the commissioner annual salary of $599).

Signature collection, which has been underway since 8 a.m. Nov. 17, ends at 5 p.m. on Dec. 2. Qualifying via fee begins at 8 a.m. Dec. 3 and runs through 3 p.m. Dec. 8.

Find a qualifying packet here. For more info, contact Kathy Heard, Town Clerk, at kheard@oaklandfl.gov or 407-656-1117, x2110.