Active
39 Days on market
27 Saint James St Boston — Photo 1 of 16

27 Saint James St Boston — Photo 1 of 16

Recent Drop: $10,000

$1,295,000
$1,285,000

$1,285,000

27 Saint James St, Boston, MA 02119

Boston, MA 02119 — Tommy's Rock

Beds

6

Baths

5

SqFt

3,201

Style

Single Family

Built

1842

Set atop a hill in Boston's historic Tommy's Rock, this meticulously maintained Greek Revival dates to the mid-1800s and pairs architectural pedigree with modern comfort. Ten-foot ceilings, generous room proportions, and oversized windows fill the six-bedroom, five-bath home with light. Original pumpkin pine floors, curved staircases, inlaid shutters, and marble fireplaces sit alongside recent updates, including all-new bathrooms and a rebuilt rear deck. An attached in-law suite with its own private entrance adds flexibility for guests, extended family, or income potential. Outside, a multi-tiered, professionally landscaped yard and several decks open onto sweeping Boston skyline views. A two-car driveway and easy access to transit, universities, and a thriving restaurant scene round out the package — historic character, modern living, in one of the city's most sought-after up-and-coming neighborhoods.

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$401/sqft
Local Avg (Boston)$483/sqft
17% BelowMarket Average

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

Property Details

Financials

Original Price$1,295,000
Annual Taxes$12,326

Parking

Garage0
Off-Street2

Interior Specifications

Total Rooms12
Fireplaces2
Flooring--
BasementFull, Walk-Out Access

Climate & Utilities

HeatingBaseboard
CoolingWindow Unit(s)
WaterPublic
SewerPublic Sewer

Building & Exterior

Construction--
RoofShingle
FoundationStone
ZoningR1

Property & Lot

Acres0.13
SqFt Lot5,570
Lot Features--

Neighborhood

Public Transportation • Public School • T-Station • University

Geography

Property History

Price Drop
$1,285,000

Was $1,295,000

Sep 8, 2026

MLS® 73557775

Listed
$1,295,000

Aug 1, 2026

MLS® 73557775

Expired
$1,295,000

Jul 31, 2026

MLS® 73490790

Listed
$1,295,000

Mar 24, 2026

MLS® 73490790

Population

27,377

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

Median Household Income

$48K

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

Renter-Occupied Homes

73.5%

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

New Construction Permits — Suffolk County

2,527 housing units permitted in the last 12 months (+37% vs the prior 12 months) — 2,269 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jun '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 3,201 sq ft principal dwelling). Lot size: 5,570 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: Miller & Co.

Listing Office: Compass

MLS® Number: 73557775

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