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72 Bailey St, Boston MA 02124

Boston, MA 02124 • Dorchester's Ashmont
$899,000
$799,000
Est. $4,964/month
5
Beds
2
Baths
2,870
Sq Ft
$278
Price/Sq Ft
0.10
Acres
1900
Year Built
336
Days on Market
Active Price Drop -$100,000 Listed Aug 11, 2025 • MLS# 73416483 Copied! • Updated Jul 13, 2026

About this home

BOM DUE TO BUYER’S FINANCING ONLY! Incredible value-add opportunity at this price point to acquire a two-family property in a prime location at the foot of desirable Ashmont Hill, just steps to the MBTA. Perfect for investors, contractors, or owner-occupants looking to build equity. The second unit will be delivered vacant and spans two full levels, offering 3 bedrooms, 2 bathrooms, and the potential to reconfigure or expand the layout to maximize value and rental income. The first-floor unit is tenant occupied and currently in the eviction process AND to minimize buyer risk, the seller will escrow ALL FUNDS necessary to complete the eviction. Hardwood floors, generous living space, and tremendous upside make this an outstanding investment opportunity. Probate approval has already been obtained, allowing for a quick closing. Conveniently located near public transportation, restaurants, shopping, and neighborhood amenities.

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Recently Sold Nearby

Property History

Market Insights

1
Price Changes
9.1%
Price Range

Property Timeline

Back On Market
Jul 9, 2026
Active
Price Reduced
Jul 9, 2026
$799,000 $80,000 (-9.1%)
From $879,000 to $799,000 (-9.1%)
🏠
Listed for Sale
Aug 11, 2025
$879,000
Original listing
Agent: Jonathan Evans Office: LAER Realty Partners
🏠
Listed for Sale
Aug 11, 2025
$879,000
Original listing
Agent: Vision Realty Group

Tax History

Year Taxes Assessment
2025 $8,682 $749,700

Financial Details

Annual Property Tax
$8,682
Tax Year 2025
Assessed Value
$749,700

Facts & Features

Home Facts

Type Residential Income
Style 2 Family - 2 Units Up/Down
Year Built 1900
Living Area 2,870 sq ft
Lot Size 0.10 acres
Bedrooms 5
Full Baths 2
Total Rooms 11

Investment Metrics

Units 2
Unit 1 Rent — · N
Unit 2 Rent — · N
Heating None
Cooling None
Flooring None
Appliances None
Fireplace None
Basement Full
Laundry None
Features None
Construction None
Architecture None
Roof None
Features None
Pool None
Spa None
Fencing None
Patio/Porch None
Features Paved Drive, On Street
Electric None
Water Public
Sewer Public Sewer
Gas None
Other None

Financial

Annual Tax $8,682
Assessed Value $749,700
Fee Includes None
Amenities None
Optional Fee Includes None
Down Payment Resource Eligible
Seller Disclosures Property Is Sold In As-is, Where-is Condition, No Warranties Or Representations As To The Condition Of The Home. Buyer/buyer Agent Responsible For All Due Diligence And Verifying All Information In This Listing. Sale Subject To Probate And Appointment Of Personal Representative/license To Sell.
Possession None
Accepted Financing None
Structure Type []
Sq Ft Source Public Record
Documents None
County Suffolk
Total market time (incl. prior listings) 42 days

Property Overview

Property Type
2 Family - 2 Units Up/Down
Listing Type
For Sale
Year Built
1900
Bedrooms
5
Full Bathrooms
2
Living Area
2,870 sq ft
Total Rooms
11
Stories
3
Levels
3

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
Laundry:
Security:

Construction & Materials

Year Built: 1900
Structure Type:
Exterior Materials:
Roof:
Foundation: Concrete Perimeter
Stories: 3

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

Parking Features: Paved Drive, On Street
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
D
Henderson K-12 Inclusion School Upper
0.3 mi | #315 of 346 | Score: 34.7
Improved 34 spots from last year
-23.5 below state avg
631 students Diverse
Rising School Diverse Student Body
Grades 02-12
D
Lee Academy
0.4 mi | #12 of 12 | Score: 28.1
Improved 702 spots from last year
-30.1 below state avg
195 students Diverse
Rising School Diverse Student Body
Grades PK-03
Lee Academy
0.4 mi
M

Middle Schools

1 school
Epiphany School
0.6 mi
Grades 05-08
H

High Schools

3 schools
B+
TechBoston Academy
0.5 mi | #11 of 25 | Score: 34.1
Improved 349 spots from last year
-24.1 below state avg
850 students Diverse
Rising School
Grades 07-12
Urban Achievers School
0.6 mi
Grades 09-12
C
Boston International High School & Newcomers Academy
0.8 mi | #20 of 25 | Score: 27.0
Improved 361 spots from last year
-31.2 below state avg
490 students Diverse
12 sports • 421 athletes
Rising School
Grades 09-12
Learn about these ratings

Monthly Payment Calculator

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

Monthly Payment Breakdown

Principal & Interest $0
Property Tax $724
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

-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo

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

Dorchester's Ashmont

72 Bailey St, Boston MA 02124

Boston, MA 02124

Listing Information

Listing Agent Jonathan Evans
Listing Office LAER Realty Partners
Office Phone 844-687-5237
Agent MLS ID CN238619
Office MLS ID AN5290
Listing Data Updated Jul 13, 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.

Contact Us

Steven Novak
Steven Novak
BMN Boston Real Estate
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BMN Boston Real Estate

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