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249 Commonwealth Ave, Boston MA 02116

Boston, MA 02116 • Back Bay
$10,750,000
$10,350,000
Est. $55,370/month
9,140
Sq Ft
$1,132
Price/Sq Ft
0.08
Acres
1900
Year Built
6
Parking
118
Days on Market
Active Price Drop -$400,000 Listed Mar 19, 2026 • MLS# 73489290 Copied! • Updated May 30, 2026

About this home

249 Commonwealth Avenue represents a rare opportunity to acquire a classic Back Bay brownstone overlooking the iconic Commonwealth Avenue Mall on the sunny side. Situated on one of Boston’s most prestigious residential boulevards. The property’s location between Fairfield Street and Gloucester Street places it at the center of Back Bay’s most desirable residential corridor—just steps from Newbury Street, the Charles River Esplanade, Copley Square, and the Prudential Center. the property benefits from extraordinary walkability to shops/dining/transportation and architectural character. This historic property offers investors or developers the opportunity to own a trophy asset within one of the most supply-constrained residential markets in the United States. With continued demand from professionals, students, and pied-à-terre buyers, the building provides both stable income potential and long-term capital appreciation.

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Recently Sold Nearby

Property History

Market Insights

1
Price Changes
3.7%
Price Range

Property Timeline

Price Reduced
May 26, 2026
$10,350,000 $400,000 (-3.72%)
From $10,750,000 to $10,350,000 (-3.7%)
🏠
Listed for Sale
Mar 19, 2026
$10,750,000
Original listing
Agent: Michael Carucci Office: Serhant

Tax History

Year Taxes Assessment
2026 $34,023 $2,717,600

Financial Details

Annual Property Tax
$34,023
Tax Year 2026
Assessed Value
$2,717,600

Facts & Features

Home Facts

Type Residential Income
Style 5-9 Family
Year Built 1900
Living Area 9,140 sq ft
Lot Size 0.08 acres

Investment Metrics

Units 11
Unit 1 Rent $2,500/mo · Y
Unit 2 Rent $2,250/mo · Y
Total Monthly Rent $4,750/mo
Gross Income $57,000
Net Operating Income $57,000
Cap Rate 0.55%
Heating None
Cooling None
Flooring None
Appliances None
Fireplace None
Basement None
Laundry None
Features None
Construction None
Architecture None
Roof None
Features None
Pool None
Spa None
Fencing None
Patio/Porch None
Features None
Total Spaces 6
Electric None
Water Public
Sewer Public Sewer
Gas None
Other None

Financial

Annual Tax $34,023
Assessed Value $2,717,600
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures Noted Above: Building Description & Unit Description To Be Completed/not Available At This Time.
Possession None
Accepted Financing None
Structure Type []
Sq Ft Source Public Record
Sq Ft Disclosures 11 Units in Building w/6 Deeded Parking Spaces (tandem) in rear of building.
Documents None
County Suffolk
Total market time (incl. prior listings) 72 days

Property Overview

Property Type
5-9 Family
Listing Type
For Sale
Year Built
1900
Living Area
9,140 sq ft
Stories
5
Levels
5

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:
Laundry:
Security:

Construction & Materials

Year Built: 1900
Structure Type:
Exterior Materials:
Roof:
Foundation: Other
Stories: 5

Heating, Cooling & Utilities

Heating:
Cooling:
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features:
Patio & Porch:
Fencing:
Other Structures:
Lot Features:
Road Surface:

Parking & Garage

Total Parking Spaces: 6
Parking Features:

Special Features

View: Yes
View Type: City View(s)
Community Amenities:
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
Kingsley Montessori School
< 0.1 mi
Grades PK-06
The Learning Project
0.4 mi
Grades K-06
D
Melvin H. King South End Academy
0.7 mi | #24 of 25 | Score: 20.2
Improved 363 spots from last year
-38.1 below state avg
125 students Diverse
Rising School Diverse Student Body
Grades PK-12
Kids Are People School
0.7 mi
Grades PK-12
Park Street School
0.7 mi
Grades K-07
Advent School
0.8 mi
Grades K-06
F
Blackstone Elementary School
0.9 mi | #809 of 824 | Score: 26.3
Improved 12 spots from last year
-31.9 below state avg
582 students Moderate
Grades PK-06
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
D
Perkins Elementary School
1.0 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
D
Orchard Gardens K-8 School
1.5 mi | #326 of 352 | Score: 28.7
Improved 13 spots from last year
-29.5 below state avg
689 students Diverse
Grades PK-08
M

Middle Schools

10 schools
Middle School Academy
2.1 mi
F
Higginson/Lewis K-8 School
2.1 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
2.2 mi
Grades 05-08
A
Uncommon Schools - Roxbury Preparatory Dorchester Campus Middle School
2.8 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
3.0 mi
Grades 05-08
Dearborn Middle School
3.0 mi
Epiphany School
4.1 mi
Grades 05-08
C
Ohrenberger School
7.1 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
1.5 mi
UP Academy
2.1 mi
H

High Schools

10 schools
Newman School
0.1 mi
Grades 07-12
Cathedral High School
1.0 mi
9 sports • 430 athletes
Grades 07-12
C
Quincy Upper School
1.0 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
A+
Boston Latin School
1.3 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
A-
O'Bryant School of Math & Science
1.4 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
B
Dearborn STEM Academy
1.7 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
D
Charlestown High School
2.3 mi | #322 of 346 | Score: 31.0
Improved 49 spots from last year
-27.2 below state avg
754 students Diverse
11 sports • 488 athletes
Early College Program Rising School
Grades 07-12
A+
Boston Latin Academy
2.4 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
Meridian Academy
2.8 mi
Grades 06-09
F
Albert D Holland School of Technology
3.1 mi | #333 of 346 | Score: 25.8
Improved 28 spots from last year
-32.4 below state avg
399 students Diverse
Rising School
Grades 07-12
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Homeowners Insurance $200
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Year 15
50/50
Year 30
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Location

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Neighborhood

Back Bay

249 Commonwealth Ave, Boston MA 02116

Boston, MA 02116

Listing Information

Listing Agent Michael Carucci
Listing Office Serhant
Office Phone 617-250-0559
Agent MLS ID BB900822
Office MLS ID AN9455
Listing Data Updated May 30, 2026 3:05 AM 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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Steven Novak
Steven Novak
BMN Boston Real Estate
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