Active
1 Days on market
32 Pleasant Street Boston — Photo 1 of 42

32 Pleasant Street Boston — Photo 1 of 42

$2,699,000

32 Pleasant Street, Boston, MA 02129

Boston, MA 02129 — Charlestown

Investor Analysis

Beds

3

Baths

3.5

SqFt

3,002

Style

Single Family

Built

1840

Set in Charlestown’s coveted Gaslight District on Pleasant Street, this stately single-family home offers approximately 3,002 square feet across four beautifully finished levels. A classic façade with three distinctive gabled dormers gives way to an impressive interior blending historic character with refined modern finishes. The main level is designed for both everyday living and entertaining, featuring a spacious living and dining area, exposed brick, custom built-ins and a stunning chef’s kitchen with marble countertops and backsplash, Sub-Zero refrigeration, Thermador range and hood, and an oversized island. Just beyond, a private patio creates a seamless extension of the living space outdoors. Three generously sized bedrooms each feature their own en-suite bathroom, while the expansive top-floor primary suite offers exceptional privacy with a large walk-in closet, beautifully appointed marble bath and additional private balcony. A dedicated office with custom built-ins and a finished lower provide additional flexibility. An exceptional Charlestown home offering remarkable space, quality and location just moments from the Monument, Main Street, waterfront and Downtown Boston.

Open Houses

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$899/sqft
Local Avg (Boston)$570/sqft
58% AboveMarket Average

* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Boston, MA.

Property Details

Financials

Original Price$2,699,000
Annual Taxes$22,928

Parking

Garage0
Off-Street0

Interior Specifications

Total Rooms9
FireplacesNone
FlooringHardwood
BasementFull, Finished

Climate & Utilities

HeatingForced Air
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationBrick/Mortar
ZoningRes

Property & Lot

Acres0.03
SqFt Lot1,205
Lot FeaturesOther

Amenities & Appliances

Range • Dishwasher • Disposal • Microwave • Refrigerator • Freezer • Washer • Dryer

Neighborhood

Public Transportation • Shopping • Park • Walk/Jog Trails • Highway Access • Marina

Geography

Property History

Listed
$2,699,000

Sep 23, 2026

MLS® 73581324

Sold
$650,000

Oct 31, 2025

MLS® 73441322

Listed
$649,900

Oct 8, 2025

MLS® 73441322

Expired
$679,900

Nov 30, 2024

MLS® 73226639

Listed
$679,900

Apr 21, 2024

MLS® 73226639

Population

20,032

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$157K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

49.5%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Suffolk County

2,337 housing units permitted in the last 12 months (+13% vs the prior 12 months) — 2,062 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jul '26)

ADU Potential

Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 3,002 sq ft principal dwelling). Lot size: 1,205 sq ft.

Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.

Listing Provided By

Listing Agent: Tracy Shea

Listing Office: Coldwell Banker Realty - Boston

MLS® Number: 73581324

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