27 Saint James St, Boston MA 02119

Boston, MA 02119 • Roxbury - Tommy's Rock
$1,295,000
$1,285,000
Est. $7,725/month
Estimate assumptions

20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.

Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.

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6
Beds
5
Baths
3,201
Sq Ft
$401
Price/Sq Ft
0.13
Acres
1842
Year Built
2
Parking
61
Days on Market
For Sale Price Drop -$10,000 Listed Aug 1, 2026 • MLS# 73557775 Copied! • Updated Sep 29, 2026

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About this home

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.

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Property History

Market Insights

1
Price Changes
0.8%
Price Range

Property Timeline

↓
Price Reduced
Sep 8, 2026
$1,285,000 $10,000 (-0.77%)
From $1,295,000 to $1,285,000 (-0.8%)
🏠
Listed for Sale
Aug 1, 2026
$1,295,000
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
Lead Paint Unknown
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) 181 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

Floor Layout

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

3 schools
C
Hale Elementary School
0.3 mi | #590 of 825 | Score: 41.3
Dropped 289 spots from last year
-16.9 below state avg
167 students Diverse
Diverse Student Body
Grades PK-06
Hale Elementary
0.3 mi
D
Orchard Gardens K-8 School
0.5 mi | #325 of 352 | Score: 28.8
Improved 14 spots from last year
-29.4 below state avg
716 students Diverse
Grades PK-08
M

Middle Schools

2 schools
F
Higginson/Lewis K-8 School
0.4 mi | #349 of 352 | Score: 23.2
Improved 3 spots from last year
-35 below state avg
246 students Diverse
Grades 03-08
Timilty Middle
0.4 mi
H

High Schools

3 schools
F
Boston Day and Evening Academy Charter School
0.2 mi | #346 of 346 | Score: 14.1
Improved 44 spots from last year
-44.1 below state avg
313 students Diverse
Rising School
Grades 09-12
B
Dearborn STEM Academy
0.2 mi | #13 of 25 | Score: 33.4
Improved 356 spots from last year
-24.8 below state avg
565 students Moderate
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: 61.6
Improved 94 spots from last year
+3.4 above state avg
1,518 students Very Diverse
High Graduation Rate Rising School College Ready Curriculum Diverse Student Body
Grades 07-12
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Monthly Payment Calculator

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Principal, interest, taxes & insurance
Loan Amount
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After down payment
Total Interest
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Over life of loan
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Including down payment
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Down: $0
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $1,027
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

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Current Rate
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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

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 Sep 29, 2026 4:04 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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Steve Novak Real Estate
Steve Novak Real Estate
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