For the third year in a row, Tisbury voters will consider the future of their school at the annual town meeting. This year, the school committee and selectmen will jointly ask that the town borrow $400,000 for plans and design work for a new school. Voters will also consider investing in wastewater management, new short-term rental regulations, and whether to allow alcohol to be served with Sunday brunch.

Special and annual town meetings begin at 7 p.m. Tuesday night in the Tisbury School gymnasium. There are 14 articles on the special town meeting warrant, and 39 articles on the annual town meeting warrant.

Longtime moderator Deborah Medders will preside. The town election, which will include a contested selectmen’s race to replace veteran town leader Tristan Israel, will be held two weeks later, on April 23.

On Tuesday night voters will consider a 2020 operating budget of $28.8 million, up from $27.9 million last year.

In a notable change from last year, the school committee and selectmen are presenting a united front, jointly sponsoring a warrant article for improvements at the town elementary school.

“We’ve been meeting and working collaboratively,” Mr. Israel said at a joint meeting this week. “Which means that everybody . . . we’re all going to have to give a little to get where we’re going.”

The two elected boards have held multiple working sessions this year since a $47 million plan with state support narrowly failed at the ballot box last year.

This week, selectmen and school committee members agreed to amend on the town meeting floor the $800,000 request for a school study, lowering it to $400,000. Because the town has already done a feasibility study on the school, existing information will be put to use.

“It’s the information about the building that was collected that is the valuable piece from the work with the [previous] project,” principal John Custer said at the joint meeting.

The two boards have grappled with how best to prioritize the school’s existing needs and the costly process of designing a new facility. The warrant article includes language that would allow some of the money to be spent on “extraordinary emergency repairs,” but town leaders agreed Wednesday that money from the article should be spent solely on design work. A special town meeting could be called if necessary to take care of funding emergency repairs.

The existing school has a failed building envelope, ventilation issues and mold. Some classes for students learning English and taking remedial classes are held in an outside trailer that has no bathroom. The state Department of Public Health will visit the school next week to conduct an inspection following a request from the teachers’ union.

“We’ve got educational concerns that the building is not addressing,” said school committee member Colleen McAndrews. “This warrant article was to move forward with the project.”

The school funding will also appear on the ballot as a Proposition 2 1/2 debt exemption question.

Wastewater management is another major theme on the warrant. With a number of new development proposals on the horizon, the town is looking ahead to manage wastewater and mitigate nitrogen loading in Lake Tashmoo and Lagoon Pond.

“We’re having proposals for rather large developments and one of them is down on Beach Road,” said selectman Melinda Loberg. “That request would take us past our current capacity.”

One warrant article asks that the town move $500,000 of existing funds to use for improvements to the wastewater treatment and collection system. Another article, also with a corresponding ballot question, seeks approval for the town to borrow another $650,000 for more wastewater system improvements, including a secondary pump in the Water street parking lot and a comprehensive wastewater management plan.

“Comprehensive wastewater planning is required by [the state Department of Environmental Protection,]” Mrs. Loberg said. “Every town that has an estuaries project is supposed to generate one of those.”

Another article seeks to protect groundwater, requesting $26,000 in matching funds to install so-called permeable reactive barriers along the Lagoon Pond shoreline. Permeable reactive barriers are passive underground filtration systems that help remove contaminants from groundwater.

The proposal to establish a Martha’s Vineyard housing bank is also expected to draw ample discussion. The housing bank articles are appearing on all town warrants; the measure would use a portion of the new short-term rental tax to establish a fund for affordable housing projects.

Selectmen have opposed the housing bank, calling it premature and potentially putting other budgetary needs at risk.

“Tisbury is not a wealthy town. We are revenue strapped,” Mr. Israel said at a meeting in January. “This is an opportunity to offset what we are going to have to spend on the school and I think we need to think long and hard about that.”

Voters will also consider new town regulations for short-term rentals. The proposed rules would require landlords to register with the town and pay a $100 annual fee. Rentals would also be subject to inspection and code enforcement.

Fire chief John Schilling said the bylaw is based on similar regulations on the Cape, and that he has been working to track and regulate rentals for years.

“We have tried twice before to put forward a rental bylaw which was pulled both years because town leaders felt the state was working on it,” Mr. Schilling said.

Voters will also consider the addition of an assistant fire chief, a part-time water department secretary and a shared building commissioner with Oak Bluffs. Also on the warrant is a request to change the town clerk position from elected to appointed.

Voters will also consider whether to allow alcohol to be served on Sunday mornings from 10 a.m. to 12 p.m. Alcohol is now allowed at licensed establishments from 11 a.m. to 11 p.m. Monday through Friday and at 10a.m. on Saturdays. “I think even the people who were diehard opponents of alcohol coming into Tisbury will not even bat an eye at this,” Mrs. Loberg said. “For restaurants that are fine dining for summertime, this is a good thing for them to be able to do.”

Ms. Medders said she looks forward to the parts of town meeting that are unexpected: when a sleeper article draws passionate debate, when questions and answers lead to surprising places. This will be her 19th town meeting as moderator, and it’s the moment the gavel hits, officially beginning the meeting, that gets her.

“There’s something about convening and the action of the gavel. I’m very aware of that action. It’s very deliberate,” she said.