Date
Details
Price
Change
Source
1/13/2026
Listed
$899,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/30
$899,000 Just Listed
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Join us at 5 Chesterton Street on:
- Open House: 12:00 PM - 1:30 PM
Sunday 1/18 12:00 PM - 1:30 PM
5 Chesterton Street,Boston, MA 021195 Chesterton StreetBostonMA02119 - Open House: 12:00 PM - 1:00 PM
Monday 1/19 12:00 PM - 1:00 PM
5 Chesterton Street,Boston, MA 021195 Chesterton StreetBostonMA02119
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Property Description
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.
Full Property Details
Full Property Details for 5 Chesterton St
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General
- Price: $899,000
- Taxes: $9,506 (2025)
- Status: Active
- Type: Multi-Family
- MLS ID: 73467868
- Updated: 1/14/2026
- Added to Site: 2 day(s) ago
Rooms
Bathrooms
- Total Bathrooms: 6
- Full Bathrooms: 6
Bedrooms
- Total Bedrooms: 6
Parking
- Parking Features: On Street
Location
- County: Suffolk
Structural Information
- Basement: Yes
- Stories/Levels: 3
- Square Feet: 2,880
- Year Built: 1910
Lot Features
- Lot Size (Acres): 0.03
Financial Considerations
- Tax Amount: $9,506
- Tax Year: 2025
Disclosures and Reports
- Disclosures/Rstr.: 1st floor unit is vacant. 2nd & 3rd floor tenants' leases both expire 6/30/2026 - rents below market rate & tenants expressed interest in renewing. Seller inherited the building recently and has limited knowledge of building's history. Property to be sold in as-is condition. Seller is a RE agent.
- Property ID: 3398243
Listed by ProSell Realty Advisors, David Mogielnicki
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Listing agent
— 5 Chesterton St —
David Mogielnicki
ProSell Realty Advisors
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 5 Chesterton St
School District:Boston School District
| Name | Grades | Distance |
|---|---|---|
Samuel W. Mason Pilot Elementary 150 Norfolk Avenue, Boston, MA 02119 | PK-5 | 0.3 mi |
Orchard Gardens K-8 School 906 Albany Street, Boston, MA 02119 | PK-8 | 0.3 mi |
Hurley K-8 School 70 Worcester Street, Boston, MA 02118 | PK-8 | 0.7 mi |
Dearborn Middle School 36 Winthrop St, Boston, MA 02119 | 6-12 | 0.6 mi |
O'Bryant School Math/Science 55 Malcolm X Boulevard, Boston, MA 02120 | 7-12 | 0.9 mi |
Carter School 270 Columbia Road, Boston, MA 02121 | 6-12 | 1 mi |
Madison Park High 75 Malcolm X Blvd, Boston, MA 02120 | 9-12 | 1 mi |
Boston Adult Academy 20 Church St, Boston, MA 02116 | 9-12 | 1.3 mi |
Excel High School 95 G. Street, Boston, MA 02127 | 9-12 | 1.3 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 5 Chesterton St
Tax History
Tax History for 5 Chesterton St
Year
Property Taxes
Change
Tax Assessment
Change
2025
$9,506
10%
$820,900
3%
2024
$8,667
7%
$795,100
5%
2023
$8,130
4%
$757,000
5%
2022
$7,844
10%
$721,000
8%
2021
$7,122
26%
$667,500
25%
2020
$5,644
12%
$534,500
12%
2019
$5,030
9%
$477,200
8%
2018
$4,631
-1%
$441,900
—
2017
$4,675
11%
$441,500
15%
2016
$4,226
8%
$384,200
19%
2015
$3,904
3%
$322,400
7%
2014
$3,785
—
$300,900
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 5 Chesterton St
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- Multi-Family
- Active
- Updated 9 days ago
- 2Units
- 5Total Beds
- 0.07Acres
- Multi-Family
- Active
- Updated 4 days ago
- 3Units
- 5Total Beds
- 0.03Acres
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- Single Family
- Active
- Updated 1 day ago
- 3Beds
- 2Total Baths
- 1,080Sq. Ft.
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- Townhouse
- Active
- Updated 2 days ago
- 2Beds
- 3Total Baths
- 1,344Sq. Ft.
- Condo
- Active
- Updated 2 hours ago
- 3Beds
- 2Total Baths
- 1,300Sq. Ft.
- Condo
- Active
- Updated 2 hours ago
- 3Beds
- 2Total Baths
- 1,030Sq. Ft.
- Condo
- Active
- Updated 2 days ago
- 3Beds
- 1Total Bath
- 1,091Sq. Ft.
Listed by Gary J. Vrotsos (617) 901-7117
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- Condo
- Closed
- 1Bed
- 1Total Bath
- 801Sq. Ft.
Listed by Ricardo Rodriguez & Associates
Sold by Shaundize Moosavizadeh
Sold by Shaundize Moosavizadeh
- Condo
- Closed
- 2Beds
- 2Total Baths
- 1,278Sq. Ft.
Listed by Laura Springer and Lawrence Shevick
5 Chesterton Street, Boston, MA 02119 (MLS# 73467868) is a Multi-Family property with 3 units containing 6 bedrooms and 6 full bathrooms. 5 Chesterton Street is currently listed for $899,000 and was received on January 13, 2026. Want to learn more about 5 Chesterton Street? Do you have questions about finding other Multi-Family real estate for sale in Boston? You can browse all Boston real estate or contact a Coldwell Banker agent to request more information.