Charlestown Painters — Monument Square, Town Hill & Green Street
Charlestown mixes brick row houses around the Bunker Hill Monument with clapboard duplexes and town houses on nearby streets such as Green Street. A local landmark district for Monument Square is being studied but has not been created.
Brick around the square, clapboard on Green Street
The National Register nomination for the Monument Square Historic District gives its significant dates as 1839 to 1912. Deed restrictions written in 1839, planned lot sizes and a concentrated building period gave the square a ring of masonry houses unified in scale and materials. The first pair built after the square was laid out, at 6–7 Monument Square Avenue, dates to 1847; later houses include brick Italianate rows with slate mansard roofs. The nomination counts only three frame buildings on the square and describes the surrounding area as smaller, more modest masonry buildings on smaller lots.
Green Street is built of wood. Architectural historian Keith Morgan describes 23–58 Green Street, built roughly 1836–1870 on subdivided pasture, as clapboarded frame housing: two-story Greek Revival duplexes, some back-to-back, then three-story flat-roofed town houses with Italianate trim. He notes that raising the top story later in the century was a typical Charlestown alteration. Town Hill is a separate National Register district whose listed styles are Georgian, Federal and mid-19th-century revival.
Census data for the tract that includes Monument Square counts 2,298 housing units, 76.5% of them built in 1939 or earlier. Single-family attached homes, the census category that covers row houses, make up 23.2%, and 63.5% of occupied units are owner-occupied, a higher share than the citywide 35.7%.
What makes Charlestown projects distinct
Painted wood on brick fronts
On a brick row house the paint is concentrated in cornices, dormers, sash, doors and window frames. Those pieces are small but high and exposed, and a dormer in a slate mansard is reached from staging or a lift set on the sidewalk.
Clapboard duplexes and raised top stories
Where a top story was added in the 1800s, the clapboard and trim above that line may differ in profile from the floors below. Matching repairs to each section, instead of using one stock board everywhere, keeps the change readable.
A district still being written
The Landmarks Commission accepted the Monument Square petition in 2022 and posted a working draft report in September 2026; a community meeting is set for October 21. At an April 2026 event, attendees voted 19 to 5 against regulating paint colors. That is input, not a rule. Until a district is designated and its standards adopted, there is no district-wide paint review; the City notes that Charlestown's current protection is limited to individual Landmarks.
Pre-1940 paint layers
With 76.5% of units in the Monument Square tract built before 1940, porch rails, doors and sash can carry early lead paint. Scraping or sanding them falls under Massachusetts lead-safe rules, inside and out.
Charlestown at a glance
| Monument Square Historic District (National Register) | Significant dates 1839–1912; mostly masonry; 3 frame buildings on the square (National Register Nomination Form, Monument Square Historic District) |
| Monument Square Landmark District | Under study; working draft report posted Sept. 24, 2026 (City of Boston, Monument Square Landmark District Study) |
| Built 1939 or earlier (Census Tract 403, incl. Monument Square) | 76.5% of 2,298 units; 87.1% before 1980 (U.S. Census ACS 2020–2024 5-year, table B25034) |
| Single-family attached units (Census Tract 403) | 23.2%; owner-occupied 63.5% (U.S. Census ACS 2020–2024 5-year, tables B25024 and B25003) |
Charlestown painting questions
Do I need approval to repaint my house on Monument Square?
Not today. The landmark district is still in the study stage, and the City's own list of items routinely exempt in many Boston districts includes paint on wood. If the district is created, read its final standards before your next project.
Should the brick on a Charlestown row house be painted?
If it has never been painted, leaving it bare is the safer choice: unpainted brick needs no coating, while painted brick joins the repaint cycle for good. For comparison, Beacon Hill's district guidelines bar painting masonry unless there's evidence it was painted originally. An already-painted facade calls for a breathable masonry coating, not ordinary house paint.
Can you match old clapboard on a Greek Revival duplex?
Damaged boards can be replaced with wood milled to the same exposure and profile, then primed on all sides before installation and painted to blend with the original.
How should I budget for a Charlestown exterior?
Height, sidewalk access for staging and the amount of trim weigh most. AJ doesn't publish prices; the exterior cost guide has Massachusetts market data, and the on-site estimate is free.
Cost reference for Charlestown projects
Charlestown historic rowhouse exterior + trim work runs in the upper third of typical Massachusetts market data (period detail, hand-finished trim, lead-safe); condo interiors run mid. See the Massachusetts cost reference.
These are not AJ Painting price quotes. Request a written estimate for your home's specific scope.
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Talk through your Charlestown project
Brick row or clapboard duplex, we'll look at the trim, sash and access and give you a free written estimate. See [exterior painting](/services/exterior/) and [interior painting](/services/interior/), or call (508) 258-4325.
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