Active
64 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.

Key facts

It was listed on August 1, 2026. The price has come down from an original $1,295,000 to $1,285,000, most recently on September 8, 2026. The annual property taxes are $12,326 (2025 tax year). It sits on a 0.13-acre (5,570 sq ft) lot.

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$401/sqft
Local Avg (Boston)$526/sqft
24% 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

Questions about this home

When was 27 Saint James St, Boston listed?

27 Saint James St, Boston was listed on August 1, 2026.

Has the price of 27 Saint James St, Boston changed?

The price has come down from an original $1,295,000 to $1,285,000, most recently on September 8, 2026.

What are the property taxes for 27 Saint James St, Boston?

The annual property taxes for 27 Saint James St, Boston are $12,326 (2025 tax year).

How big is the lot at 27 Saint James St, Boston?

27 Saint James St, Boston sits on a 0.13-acre (5,570 sq ft) lot.

What is the status of 27 Saint James St, Boston?

27 Saint James St, Boston is actively listed for sale.

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

2,337 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 3,201 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