Who is running for Flagler County Commission District 4 in 2026?

Flagler County Commission District 4: 2026 Candidates & Ballot

2 candidates are tracked for Flagler County Commission District 4 on the November 3, 2026 ballot: Leann Pennington and Denise "Woody" Calderwood. Candidate information follows official Flagler County election filings; verify with the official election office linked below.

August 18 primary result: incumbent Leann Pennington won the closed Republican primary with 54.6 percent over Drew Moss and Anna Jones, per FlaglerLive, and faces only the write-in line on the November 3 ballot.

Leann Pennington

Republican · Incumbent

About 30 years in banking, including due-diligence auditing for Goldman Sachs and Merrill Lynch and internal investigations for JPMorgan Chase; currently a fraud strategist for a large Canadian bank while serving as county commissioner, per her FlaglerLive Live Interview. Described as County Commission chair in FlaglerLive's Tiger Bay forum recap.

2026 priorities

A funded program to pave the county's roughly 125-130 miles of unpaved roads, per FlaglerLive Live Interview
Permanent funding for beach renourishment and erosion management, per FlaglerLive Live Interview
Economic development and tax-base diversification via water infrastructure along the U.S. 1 corridor, per FlaglerLive Live Interview

Source: candidate campaign site, roster verified 2026-08-19.

Reported fundraising: $48,800 (county campaign-finance filings).

Campaign site →

Denise "Woody" Calderwood

Write-In

No 2026 occupation information verified. FlaglerLive archives show she is a repeat County Commission candidate with prior runs in 2014, 2016, 2020 and 2022; she participated in the 2026 Tiger Bay forum as a write-in, per FlaglerLive's forum recap.