Here’s what’s on the ballot in Freeport
Freeport Set to Decide the Future of the Island Rover and Local Government on Election Day
November 2026 – Freeport, Maine – Freeport residents will head to the gymnasium of Freeport High School for a busy election night that includes a referendum on a long‑debated boat launch and elections for three town council seats, two school‑board seats, and a federal congressional seat.
The Island Rover Controversy
The centerpiece of the ballot is a citizens’ initiative asking voters whether a temporary boat launch should be constructed at 0 Shore Drive, the site earmarked for the launch of the Island Rover. The vessel—a roughly 80‑ton schooner—was begun by Harold Arndt more than three decades ago, using scrap metal he acquired from his job at Bath Iron Works. Since then the ship has become the subject of lawsuits, ownership disputes and a series of clashes involving the town, nearby residents and Arndt’s supporters.
Opponents of the launch say the project would have a negative environmental impact on the local shoreline and harbor. Supporters argue that the long‑standing impasse should finally be resolved and that the ship deserves a chance to “see the ocean.” A second petition drive—this time successful in gathering enough valid signatures—has placed the question on the ballot after the first attempt fell short of the required number.
Town Council Races
Three council seats will be up for election:
At‑large seat – Chairperson Joanna Benoit is running for reelection. In her campaign statements she pledged to continue backing housing and economic development, preserve the working waterfront, and maintain transparent municipal processes. “I want people to be able to afford to live and stay in town,” Benoit said.
District 2 seat – Incumbent Eric Smith is leaving the seat open. Two candidates are contesting: former school‑board member James DeGrandpre and Steven Doran. DeGrandpre, a 58‑year‑old resident, highlighted Freeport’s affordability challenges and the opportunity presented by the town’s engaged community. He emphasized priorities such as education, downtown revitalization, and ensuring elderly residents can age in place. Doran has not yet responded to campaign questions.
District 3 seat – Matthew Pillsbury seeks reelection unopposed.
Regional School Unit 5 Board
RSU 5, covering Freeport, Pownal, and Durham, will elect two board members. Incumbent Anna Child is running for reelection, joined by Anthony McElligott. Both candidates have not provided responses to the voter‑guide survey.
House District 102
In addition to the local races, Freeport’s House District 102 seat will be on the ballot. Representative Melanie Sachs is not seeking reelection. The contest features Democrat Maura Pillsbury, a former RSU 5 board member, and Republican Henry Lloyd Lawrence III.
Voting Information
Early voting and absentee ballots are now accepted at Town Hall. On Election Day, voters will gather at the gymnasium of Freeport High School. All voting is open to registered Freeport residents, and the results will shape the town’s trajectory for the next two years.
Context
The Island Rover issue has long divided the community. The ship, still docked in a fenced‑off area, represents a tangible symbol of local heritage and engineering ambition. Critics worry about potential shoreline erosion, water pollution, and the cost of constructing a launch facility that would not be permanently used. Proponents view the launch as an opportunity to honor local craftsmanship and possibly stimulate tourism.
As Freeport’s voters head to the polls, the referendum and the council and school‑board elections will determine whether the town takes a decisive step toward resolving the Island Rover dilemma and how it will address housing, economic development, education, and representation in the years ahead.
