(617) 955-2224
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5 Chesterton Street, Boston MA 02119

Boston, MA 02119 • Roxbury
$899,000
Est. $5,538/month
6
Beds
6
Baths
2,880
Sq Ft
$312
Price/Sq Ft
0.03
Acres
1910
Year Built
3 Family - 3 Units Up/Down
Type
4 hours 37 minutes
Time on Market
Active Open House Listed Jan 13, 2026 • MLS# 73467868 Copied!

About this home

Perfect three unit building for an astute investor or savvy owner occupant with an unbeatable location next to the South End and the Boston University Medical Campus! Easy to maintain and well cared for brick building - all three units have a desirable two-bedroom, two-bathroom layout with open living and kitchen designs. Unit 1 is vacant and ready for the next occupants. The 2nd and 3rd floor units are tenanted with both leases expiring 6/30/26 @ $1,950 & $2,000 per month. All units have large rear decks, and the top floor deck has wonderful views of downtown Boston. The 3rd floor unit has "loft like" high ceilings and a skylight. Laundry and storage in the basement. Wonderful addition to any real estate portfolio and highly desirable rentals because of the location + apartment layouts. OFFER DEADLINE OF TUESDAY 1/20/25 @ 12:00PM.

Property Overview

Property Type
3 Family - 3 Units Up/Down
Listing Type
For Sale
Year Built
1910
Bedrooms
6
Full Bathrooms
6
Living Area
2,880 sq ft
Total Rooms
12
Stories
3
Levels
3

Open House Schedule

18
Jan
Sunday, January 18
12:00 PM - 1:30 PM EST
17
Jan
Saturday, January 17
12:00 PM - 2:00 PM EST
19
Jan
Monday, January 19
12:00 PM - 1:00 PM EST

Facts & Features

Home Facts

Type Residential Income
Style 3 Family - 3 Units Up/Down
Year Built 1910
Living Area 2,880 sq ft
Lot Size 0.03 acres
Bedrooms 6
Full Baths 6
Total Rooms 12

Interior

Heating None
Cooling None
Flooring None
Appliances None
Fireplace None
Basement Full, Bulkhead, Concrete, Unfinished
Laundry None
Features None

Exterior

Construction Frame, Brick
Architecture None
Roof Rubber
Features Garden
Pool None
Spa None
Fencing None
Patio/Porch Porch

Parking

Features On Street

Utilities

Electric None
Water Public
Sewer Public Sewer
Gas None
Other None

Financial

Annual Tax $9,506
Assessed Value $820,900

Interior Features

Flooring:
Appliances:
Interior Features:
Windows:
Basement: Full, Bulkhead, Concrete, Unfinished
Laundry:
Security:

Construction & Materials

Year Built: 1910
Structure Type:
Exterior Materials: Frame, Brick
Roof: Rubber
Foundation: Concrete Perimeter
Stories: 3

Heating, Cooling & Utilities

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

Exterior & Lot

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

Parking & Garage

Parking Features: On Street

Special Features

View: Yes
View Type: City View(s), City
Community Amenities: Public Transportation, Shopping, Park, Medical Facility, Highway Access, House of Worship, Public School, T-Station, University

Location

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Neighborhood

Roxbury

5 Chesterton Street, Boston MA 02119

Boston, MA 02119

Walkability

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Nearby Schools

School District
Boston School District local
🎓 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
B
Excel Academy Charter School
0.3 mi | #155 of 346 | Score: 54.9
Improved 160 spots from last year
-3.3 below state avg
1,379 students Moderate
High Graduation Rate
Grades 05-12
D
Orchard Gardens K-8 School
0.4 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
Hurley K-8 School
0.7 mi | #258 of 352 | Score: 35.8
Dropped 23 spots from last year
-22.4 below state avg
335 students Moderate
Grades PK-08
F
Blackstone Elementary School
0.8 mi | #809 of 824 | Score: 26.3
Improved 12 spots from last year
-31.9 below state avg
582 students Moderate
Grades PK-06
B
Boston Collegiate Charter School
0.8 mi | #167 of 346 | Score: 53.7
Improved 31 spots from last year
-4.5 below state avg
708 students Diverse
College Ready Curriculum Diverse Student Body
Grades 05-12
F
Clap Elementary School
0.8 mi | #808 of 824 | Score: 26.3
Dropped 23 spots from last year
-31.9 below state avg
140 students Diverse
Diverse Student Body
Grades PK-06
D
Perkins Elementary School
0.9 mi | #772 of 824 | Score: 30.9
Improved 29 spots from last year
-27.3 below state avg
167 students Diverse
Diverse Student Body
Grades PK-06
C-
Winthrop Elementary School
0.9 mi | #665 of 824 | Score: 37.6
Dropped 171 spots from last year
-20.6 below state avg
226 students Diverse
Grades PK-06
Saint John Paul II Academy - Columbia
0.9 mi
Grades PK-08
D
Melvin H. King South End Academy
1.0 mi | #24 of 25 | Score: 20.2
Improved 363 spots from last year
-38.1 below state avg
125 students Diverse
Diverse Student Body
Grades PK-12
M

Middle Schools

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

High Schools

10 schools
B
Dearborn STEM Academy
0.6 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
Grades 07-12
Cathedral High School
0.8 mi
9 sports • 430 athletes
Grades 07-12
A-
O'Bryant School of Math & Science
1.0 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 College Ready Curriculum Diverse Student Body
Grades 07-12
A+
Boston Latin Academy
1.2 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 Strong Athletics Diverse Student Body
Grades 07-12
C
Quincy Upper School
1.2 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
Newman School
1.6 mi
Grades 07-12
C
Ruth Batson Academy
1.6 mi | #19 of 25 | Score: 27.6
Improved 346 spots from last year
-30.6 below state avg
604 students Diverse
8 sports • 128 athletes
Early College Program
Grades 07-12
A+
Boston Latin School
1.7 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 Strong Athletics Diverse Student Body
Grades 07-12
Meridian Academy
2.1 mi
Grades 06-09
D
English High School
2.6 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
Career Tech Programs
Grades 07-12
Learn about these ratings
School data provided by BMN Schools

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Including down payment
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $792
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

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

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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.

Property History

Property Timeline

🏠
Listed for Sale
Jan 13, 2026
$899,000
Original listing
Agent: David Mogielnicki Office: ProSell Realty Advisors

Price & Status History

Date Event Price Change
Jan 13, 2026 New Listing Added $899,000 —

Market Statistics

Time on Market
4 hours 37 minutes
Price per Sq Ft
$312

Tax History

Year Taxes Assessment
2025 $9,506 $820,900

Financial Details

Annual Property Tax
$9,506
Tax Year 2025
Assessed Value
$820,900

Listing Information

Listing Agent David Mogielnicki
Listing Office ProSell Realty Advisors
Agent MLS ID CT009143
Office MLS ID AN8742
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

BMN Boston Real Estate

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