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Chilmark, MA: town finances

Low debt and solid savings (7.9% of budget); 6 override votes since 2016; another override vote likely.

Budget grade

B · Solid

Better than 63% of MA towns · score 83 of 100

Ability to pay

Top 5% for income; second homes inflate property value here

Shown separately; not part of the budget grade. Income per resident $95,877 (Census ACS 2020-24); property value (EQV) per resident $4,777,035 (DLS 2024).

Chance of an override vote

High

5 points on our 0-8 scale: Low 0-2, Medium 3-4, High 5+. It ranks towns; it is not a percentage.

Key numbers

MeasureChilmarkMedian MA town
Typical tax bill, FY2026 (average single-family)$8,024$6,755
Tax bill as a share of median household income4.8%6.4%
Tax bill growth per year, FY2016-264.60%3.95%
Override vote dates, last 5 yearsYes (3 votes)35% of towns had one
Savings (reserves), % of budget, FY2024-26 average7.9%7.3%
Debt, % of property value, FY2023-25 (voter-approved debt at half weight)0.20%0.70%
Debt payments inside the tax cap, % of budget1.7%1.3%
Unused room under the tax cap, FY2026 (% of max levy)1.68%0.34%
School enrollment, 5-year change+2%-2%
Students per teacher, 2025-267.511.4
Median single-family sale price, 2024$2.2M (9 sales)$614k
Single-family price change, 2019-24+92.0%+52.8%
Median household income (Census, 2020-24)$168,750$113,750
Population (DLS)1,23510,585

Main school district: Up-Island Regional (regional district shared with 3 towns). Shaded = worse than the median town on tax bill share or enrollment. Medians are across all 351 towns with data.

Why this budget grade

Budget grade B, solid (83/100; better than 63% of MA towns): reserves were 7.9% of budget on average in the 2 certified years of FY2024-26 (state median 7.3%); debt 0.20% of property value with voter-approved debt at half weight (0.32% before; median 0.70%); debt payments inside the tax cap 1.7% of budget (median 1.3%). Voter-approved amounts exceed its general-fund debt payments (often regional school debt), so the state median share is used. Small town: figures are volatile, and its score is pulled toward the state median.

Why this chance of an override vote

Chance of an override vote: High (5 pts): little room under the tax cap (1.68% of max levy, +2); override votes since July 2016, latest 2026-04 (+2); voter-approved debt or capital increase passed since July 2021 (+1).

Context, not scored

Teacher jobs -1.7% last year; enrollment +2% over 5 yrs; regional district shared with 3 towns; tax bill 4.8% of median income (state median 6.4%).

"pts" are points toward the chance of an override vote. Max levy is the most the town can raise without a vote under Prop 2½. See how the budget grade works.

Override votes since July 2016

Vote dateResultAmountPurpose (as listed by DLS)
Apr 29, 2026Passed$24,044Operating The Chilmark Library Additional Hours
Apr 29, 2026Passed$48,283Operating The Mvrhs
Apr 29, 2026Passed$43,427Funding Additional Fulltime Emt
Apr 29, 2026Passed$252,210Operating The Uirsd
Apr 30, 2025Passed$451,381Assess Additional $451,381 In Taxes For Up Isl Regional Schools
Apr 30, 2025Passed$90,000Assess Additional $90,000 In Taxes For Mv Regional High School
Apr 26, 2023Passed$297,988Operating Expenses Of Up Island Reg School
May 26, 2021Passed$52,202Uirsd Chilmark Exterior Door Replace
May 26, 2021Passed$41,151New Roof For Uirsd
May 26, 2021Passed$70,300Mvrhsd Operating Budget
May 26, 2021Passed$36,200Up Island Rsd Operating Budget
May 26, 2021Passed$5,779Up Island Elevator
May 26, 2021Passed$9,547New Walk In Freezer For Up Island Rsd
May 26, 2021Passed$35,590Mvrhs Technology Infrastructure
May 26, 2021Passed$14,178Mvrhs Purchase Electric School Buses
May 26, 2021Passed$153,376Up Island Window Replacement
Apr 24, 2019Passed$27,243Funding Of Emergency Communication Center Radio System Upgrade
Apr 24, 2019Passed$49,335Funding Of Feasibility Study &Schematic Design At Mv High School
Apr 25, 2018Passed$9,184Funding Core Program Under The Coa
Apr 25, 2018Passed$22,333Dukes County Regional Emergency Communication Center
Apr 25, 2018Passed$5,453Funding Healthy Aging Task Force First Stop
Apr 25, 2018Passed$6,264Funding Dukes County Social Services
Apr 25, 2018Passed$35,000Upisland Rsd Operating Budget
Apr 25, 2018Passed$5,740Dukes County Substance Use Disorder Prevention Programs
Apr 25, 2018Passed$79,000Tri Town Ambulance Operating Budget
Apr 25, 2018Passed$8,163Funding Healthy Aging Task Force Planning And Comm Building

Source: MA DLS Proposition 2½ override vote file, as of 25 Oct 2026. One ballot can carry several questions.

See this town in the full data table →

Budget grades and override chances are our own estimates from public data, as of 25 Oct 2026. Check figures with the town and the original source before relying on them. Disclaimer. Spot an error? hello@beforeyoubuyma.com

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