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27 Saint James St, Boston MA 02119 - Preview 1 27 Saint James St, Boston MA 02119 - Preview 2 27 Saint James St, Boston MA 02119 - Preview 3 27 Saint James St, Boston MA 02119 - Preview 4 27 Saint James St, Boston MA 02119 - Preview 5 27 Saint James St, Boston MA 02119 - Preview 6 27 Saint James St, Boston MA 02119 - Preview 7 27 Saint James St, Boston MA 02119 - Preview 8 27 Saint James St, Boston MA 02119 - Preview 9 27 Saint James St, Boston MA 02119 - Preview 10 27 Saint James St, Boston MA 02119 - Preview 11 27 Saint James St, Boston MA 02119 - Preview 12 27 Saint James St, Boston MA 02119 - Preview 13 27 Saint James St, Boston MA 02119 - Preview 14 27 Saint James St, Boston MA 02119 - Preview 15 27 Saint James St, Boston MA 02119 - Preview 16 27 Saint James St, Boston MA 02119 - Preview 17 27 Saint James St, Boston MA 02119 - Preview 18 27 Saint James St, Boston MA 02119 - Preview 19 27 Saint James St, Boston MA 02119 - Preview 20 27 Saint James St, Boston MA 02119 - Preview 21 27 Saint James St, Boston MA 02119 - Preview 22 27 Saint James St, Boston MA 02119 - Preview 23 27 Saint James St, Boston MA 02119 - Preview 24 27 Saint James St, Boston MA 02119 - Preview 25 27 Saint James St, Boston MA 02119 - Preview 26

27 Saint James St, Boston MA 02119

Boston, MA 02119 • Roxbury - Tommy's Rock
$1,450,000
$1,350,000
Est. $8,054/month
6
Beds
5
Baths
3,201
Sq Ft
$422
Price/Sq Ft
0.13
Acres
1842
Year Built
2
Parking
Single Family Residence
Type
104
Days on Market
Active Price Drop -$100,000 Listed Mar 24, 2026 • MLS# 73490790 Copied! • Updated Jul 6, 2026

About this home

Discover an urban sanctuary in a meticulously maintained mid-1800s Greek Revival in Boston’s historic Tommy’s Rock. Perched atop a hill, this stately 6-bedroom, 5-bath home blends architectural heritage with modern luxury. Inside, 10-foot ceilings, grand room proportions, and expansive windows flood the space with light. Original details, including pumpkin pine floors, curved staircases, inlaid shutters, and marble fireplaces, harmonize with updates like brand-new bathrooms and a fresh rear deck.An attached 1-bedroom, 1-bath in-law suite with a private entrance offers flexibility for guests or extended family. Outdoor living shines with a multi-tiered, professionally landscaped backyard and multiple decks boasting breathtaking Boston skyline views. With a two-car driveway, proximity to public transit, universities, and diverse dining, this home offers historic charm and modern convenience in a vibrant, up-and-coming neighborhood.

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Recently Sold Nearby

Property History

Market Insights

2
Price Changes
6.9%
Price Range

Property Timeline

•
Back On Market
Jul 6, 2026
Active
📝
Contingency Update
Jun 23, 2026
Pending P&S
📋
Status: Active under contract
Jun 23, 2026
Active → Active Under Contract
↓
Price Reduced
Jun 17, 2026
$1,350,000 $45,000 (-3.23%)
From $1,395,000 to $1,350,000 (-3.2%)
•
Back On Market
Jun 17, 2026
Active
📋
Status: Active under contract
May 26, 2026
Active → Active Under Contract
⏳
Pending Sale
May 25, 2026
Offer accepted, sale pending
•
Back On Market
Apr 22, 2026
Active
↓
Price Reduced
Apr 22, 2026
$1,395,000 $55,000 (-3.79%)
From $1,450,000 to $1,395,000 (-3.8%)
📋
Status: Active under contract
Apr 12, 2026
Active → Active Under Contract
🏠
Listed for Sale
Mar 24, 2026
$1,450,000
Original listing
Agent: Miller & Co. Office: Compass

Tax History

Year Taxes Assessment
2025 $12,326 $1,064,400

Financial Details

Annual Property Tax
$12,326
Tax Year 2025
Assessed Value
$1,064,400

Facts & Features

Home Facts

Type Residential
Style Single Family Residence
Year Built 1842
Living Area 3,201 sq ft
Lot Size 0.13 acres
Bedrooms 6
Full Baths 5
Total Rooms 12

Interior

Heating Baseboard
Cooling Window Unit(s)
Flooring None
Appliances None
Fireplace None
Fireplaces 2
Basement Full, Walk-out Access
Laundry Electric Dryer Hookup, Washer Hookup
Features None

Exterior

Construction None
Architecture Colonial
Roof Shingle
Features Deck - Wood, Patio, Garden
Pool None
Spa None
Fencing Fenced/enclosed
Patio/Porch Deck - Wood, Patio
Features Paved Drive, Off Street, Paved
Total Spaces 2
Electric None
Water Public
Sewer Public Sewer
Gas None
Other For Gas Range, For Electric Oven, For Electric Dryer, Washer Hookup
Annual Tax $12,326
Assessed Value $1,064,400
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures Ask Agent For Disclosures
Possession None
Accepted Financing None
Structure Type []
House Color Yellow
Sq Ft Source Public Record
Sq Ft Disclosures Includes in-law suite
Documents None
County Suffolk
Total market time (incl. prior listings) 96 days

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1842
Bedrooms
6
Full Bathrooms
5
Living Area
3,201 sq ft
Total Rooms
12

Room Details

Other Floor

Bathroom1
Bedroom5
Bedroom4
Bedroom3
Dining Room
Kitchen
Bathroom2
Bedroom2
Living Room
Bathroom3
Master Bedroom
Office
Family Room
Master Bathroom

Interior Features

Flooring:
Appliances:
Interior Features:
Windows:
Basement: Full, Walk-Out Access
Laundry: Electric Dryer Hookup, Washer Hookup
Security:

Construction & Materials

Style: Colonial
Year Built: 1842
Structure Type:
Exterior Materials:
Roof: Shingle
Foundation: Stone

Heating, Cooling & Utilities

Heating: Baseboard
Cooling: Window Unit(s)
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Deck - Wood, Patio, Garden
Patio & Porch: Deck - Wood, Patio
Fencing: Fenced/Enclosed
Other Structures:
Lot Features:
Road Surface:

Parking & Garage

Total Parking Spaces: 2
Parking Features: Paved Drive, Off Street, Paved

Special Features

Fireplaces: 2
Fireplace Type:
View: Yes
View Type: City View(s), Scenic View(s)
Community Amenities: Public Transportation, Public School, T-Station, University
School District
Boston School District local
C-
🎓 Where Graduates Go Class of 2021
52% attend college
38% 4-Year 14% 2-Year 7% Out of State 7% Working
⚠ School Safety 2024-25
3.7% Above Average
3.2% Suspensions 0.3% In-School 0.5% Emergency
↓ 1.8% below state avg
E

Elementary Schools

10 schools
C
Hale Elementary School
0.3 mi | #582 of 824 | Score: 41.7
Dropped 281 spots from last year
-16.5 below state avg
162 students Diverse
Diverse Student Body
Grades PK-06
D
Orchard Gardens K-8 School
0.5 mi | #326 of 352 | Score: 28.7
Improved 13 spots from last year
-29.5 below state avg
689 students Diverse
Grades PK-08
C+
Bridge Boston Charter School
0.7 mi | #241 of 352 | Score: 37.2
Dropped 80 spots from last year
-21 below state avg
329 students Diverse
Grades PK-08
D
Perkins Elementary School
0.7 mi | #772 of 824 | Score: 30.9
Improved 29 spots from last year
-27.3 below state avg
167 students Diverse
Rising School Diverse Student Body
Grades PK-06
C-
Winthrop Elementary School
0.8 mi | #665 of 824 | Score: 37.6
Dropped 171 spots from last year
-20.6 below state avg
226 students Diverse
Grades PK-06
F
Trotter Elementary School
0.8 mi | #794 of 824 | Score: 29.2
Dropped 6 spots from last year
-29 below state avg
352 students Diverse
Grades PK-06
F
Ellis Elementary School
0.8 mi | #817 of 824 | Score: 24.7
Dropped 57 spots from last year
-33.5 below state avg
391 students Moderate
Grades PK-06
F
Tobin K-8 School
0.8 mi | #344 of 352 | Score: 25.1
Dropped 8 spots from last year
-33.1 below state avg
364 students Diverse
Grades PK-08
C
Hurley K-8 School
0.9 mi | #258 of 352 | Score: 35.8
Dropped 23 spots from last year
-22.4 below state avg
335 students Moderate
Grades PK-08
Our Lady of Perpetual Help Mission Grammar School
0.9 mi
Grades K-08
M

Middle Schools

10 schools
F
Higginson/Lewis K-8 School
0.4 mi | #349 of 352 | Score: 23.6
Improved 3 spots from last year
-34.6 below state avg
213 students Diverse
Grades 03-08
Nativity Prep School
0.9 mi
Grades 05-08
A
Uncommon Schools - Roxbury Preparatory Dorchester Campus Middle School
1.2 mi | #4 of 16 | Score: 41.9
Improved 187 spots from last year
-16.3 below state avg
1,126 students Diverse
Rising School College Ready Curriculum
Grades 05-08
Mother Caroline Academy
1.3 mi
Grades 05-08
Dearborn Middle School
1.3 mi
Middle School Academy
1.8 mi
Epiphany School
2.5 mi
Grades 05-08
C
Ohrenberger School
5.6 mi | #265 of 352 | Score: 34.9
Improved 20 spots from last year
-23.3 below state avg
477 students Diverse
Rising School Diverse Student Body
Grades 03-08
Timilty Middle
0.4 mi
Frederick Pilot Middle
1.3 mi
H

High Schools

10 schools
B
Dearborn STEM Academy
0.2 mi | #13 of 25 | Score: 31.7
Improved 356 spots from last year
-26.6 below state avg
565 students Diverse
10 sports • 242 athletes
Early College Program Rising School
Grades 07-12
A-
O'Bryant School of Math & Science
0.4 mi | #90 of 346 | Score: 61.1
Improved 94 spots from last year
+2.9 above state avg
1,509 students Very Diverse
High Graduation Rate Rising School College Ready Curriculum Diverse Student Body
Grades 07-12
A+
Boston Latin Academy
0.7 mi | #2 of 25 | Score: 63.9
Improved 214 spots from last year
+5.7 above state avg
1,693 students Very Diverse
17 sports • 1,298 athletes
High Graduation Rate Rising School Strong Athletics Diverse Student Body
Grades 07-12
A+
Boston Latin School
1.2 mi | #19 of 346 | Score: 73.3
Improved 61 spots from last year
+15.1 above state avg
2,424 students Very Diverse
18 sports • 2,006 athletes
Strong AP Program High Graduation Rate Rising School Strong Athletics
Grades 07-12
Cathedral High School
1.3 mi
9 sports • 430 athletes
Grades 07-12
Meridian Academy
1.3 mi
Grades 06-09
Newman School
1.8 mi
Grades 07-12
C
Quincy Upper School
1.8 mi | #268 of 346 | Score: 44.6
Improved 4 spots from last year
-13.6 below state avg
557 students Very Diverse
12 sports • 208 athletes
High Graduation Rate Diverse Student Body
Grades 06-12
D
English High School
1.9 mi | #324 of 346 | Score: 29.7
Improved 34 spots from last year
-28.5 below state avg
720 students Moderate
8 sports • 332 athletes
Rising School Career Tech Programs
Grades 07-12
B-
Margarita Muniz Academy
2.0 mi | #14 of 25 | Score: 31.3
Improved 349 spots from last year
-26.9 below state avg
428 students Less Diverse
Strong AP Program Rising School
Grades 07-12
Learn about these ratings
School data provided by BMN Schools

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Monthly Payment Breakdown

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Property Tax $1,027
Homeowners Insurance $200
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Payment Over Time

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Year 1
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Year 15
50/50
Year 30
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Location

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Neighborhood

Roxbury - Tommy's Rock

27 Saint James St, Boston MA 02119

Boston, MA 02119

Listing Information

Listing Agent Miller & Co.
Listing Office Compass
Office Phone 617-206-3333
Agent MLS ID TM326144
Office MLS ID AN2383
Listing Data Updated Jul 6, 2026 12:19 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

Contact Us

Steven Novak
Steven Novak
BMN Boston Real Estate
(617) 955-2224 mail@steve-novak.com
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Steven Novak

Steven Novak

BMN Boston Real Estate

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