BMN Boston

Get our mobile app!

Download on the App Store
(617) 800 - 9008
72 Bailey St, Boston MA 02124 - Preview 1 72 Bailey St, Boston MA 02124 - Preview 2 72 Bailey St, Boston MA 02124 - Preview 3 72 Bailey St, Boston MA 02124 - Preview 4 72 Bailey St, Boston MA 02124 - Preview 5 72 Bailey St, Boston MA 02124 - Preview 6 72 Bailey St, Boston MA 02124 - Preview 7 72 Bailey St, Boston MA 02124 - Preview 8 72 Bailey St, Boston MA 02124 - Preview 9 72 Bailey St, Boston MA 02124 - Preview 10 72 Bailey St, Boston MA 02124 - Preview 11 72 Bailey St, Boston MA 02124 - Preview 12 72 Bailey St, Boston MA 02124 - Preview 13 72 Bailey St, Boston MA 02124 - Preview 14 72 Bailey St, Boston MA 02124 - Preview 15 72 Bailey St, Boston MA 02124 - Preview 16 72 Bailey St, Boston MA 02124 - Preview 17 72 Bailey St, Boston MA 02124 - Preview 18 72 Bailey St, Boston MA 02124 - Preview 19 72 Bailey St, Boston MA 02124 - Preview 20 72 Bailey St, Boston MA 02124 - Preview 21 72 Bailey St, Boston MA 02124 - Preview 22 72 Bailey St, Boston MA 02124 - Preview 23 72 Bailey St, Boston MA 02124 - Preview 24 72 Bailey St, Boston MA 02124 - Preview 25 72 Bailey St, Boston MA 02124 - Preview 26
72 Bailey St, Boston MA 02124 - Preview 1 72 Bailey St, Boston MA 02124 - Preview 2 72 Bailey St, Boston MA 02124 - Preview 3 72 Bailey St, Boston MA 02124 - Preview 4 72 Bailey St, Boston MA 02124 - Preview 5 72 Bailey St, Boston MA 02124 - Preview 6 72 Bailey St, Boston MA 02124 - Preview 7 72 Bailey St, Boston MA 02124 - Preview 8 72 Bailey St, Boston MA 02124 - Preview 9 72 Bailey St, Boston MA 02124 - Preview 10 72 Bailey St, Boston MA 02124 - Preview 11 72 Bailey St, Boston MA 02124 - Preview 12 72 Bailey St, Boston MA 02124 - Preview 13 72 Bailey St, Boston MA 02124 - Preview 14 72 Bailey St, Boston MA 02124 - Preview 15 72 Bailey St, Boston MA 02124 - Preview 16 72 Bailey St, Boston MA 02124 - Preview 17 72 Bailey St, Boston MA 02124 - Preview 18 72 Bailey St, Boston MA 02124 - Preview 19 72 Bailey St, Boston MA 02124 - Preview 20 72 Bailey St, Boston MA 02124 - Preview 21 72 Bailey St, Boston MA 02124 - Preview 22 72 Bailey St, Boston MA 02124 - Preview 23 72 Bailey St, Boston MA 02124 - Preview 24 72 Bailey St, Boston MA 02124 - Preview 25 72 Bailey St, Boston MA 02124 - Preview 26

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
2 Family - 2 Units Up/Down
Type
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.

View in the App

Save this property, schedule tours instantly, and get alerts when the price drops

Scan to download BMN Boston app Scan with phone
Get the full experience in the BMN Boston app

BMN Estimate

Get the number an algorithm can't give you

A free agent CMA factors in condition, upgrades, and the street — the things comps alone can't see.

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%)
👁️
Showing Instructions Updated
Jul 9, 2026
New showing requirements
👤
Agent Changed
Jul 9, 2026
Vision Realty Group → Jonathan Evans
Agent: Jonathan Evans
🏠
Listed for Sale
Aug 11, 2025
$879,000
Original listing
Agent: Vision Realty Group Office: LAER Realty Partners
🏠
Listed for Sale
Aug 11, 2025
$879,000
Original listing
Agent: Vision Realty Group Office: LAER Realty Partners

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

10 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
C-
Codman Academy Charter Public School
0.4 mi | #293 of 346 | Score: 40.3
Dropped 9 spots from last year
-17.9 below state avg
344 students Moderate
College Ready Curriculum
Grades PK-12
C-
Kenny Elementary School
0.7 mi | #735 of 824 | Score: 33.3
Dropped 23 spots from last year
-24.9 below state avg
329 students Very Diverse
Diverse Student Body
Grades PK-06
Saint John Paul II Academy - Lower Mills
0.7 mi
Grades PK-08
St. Brendan Elementary School
0.8 mi
Grades K-08
D
Lee K-8 School
0.9 mi | #335 of 352 | Score: 27.1
Improved 8 spots from last year
-31.1 below state avg
551 students Diverse
Grades PK-08
C
Neighborhood House Charter School
0.9 mi | #275 of 346 | Score: 43.8
Improved 16 spots from last year
-14.4 below state avg
786 students Diverse
College Ready Curriculum Diverse Student Body
Grades PK-12
Saint John Paul II Academy - Neponset
1.0 mi
Grades PK-08
C-
Holmes Elementary School
1.0 mi | #710 of 824 | Score: 34.7
Dropped 24 spots from last year
-23.5 below state avg
283 students Diverse
Grades PK-06
New Beginnings Academy
1.0 mi
Grades PK-12
M

Middle Schools

10 schools
Epiphany School
0.6 mi
Grades 05-08
Dearborn Middle School
1.7 mi
Mother Caroline Academy
1.8 mi
Grades 05-08
A
Uncommon Schools - Roxbury Preparatory Dorchester Campus Middle School
1.9 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
F
Higginson/Lewis K-8 School
2.7 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
3.1 mi
Grades 05-08
Middle School Academy
3.5 mi
C
Ohrenberger School
4.5 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
Frederick Pilot Middle
1.7 mi
McCormack Middle
2.6 mi
H

High Schools

10 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
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
C
Ruth Batson Academy
2.6 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 Rising School
Grades 07-12
D
English High School
2.7 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
Rising School Career Tech Programs
Grades 07-12
Meridian Academy
2.7 mi
Grades 06-09
A-
Boston Preparatory Charter Public School
2.7 mi | #8 of 25 | Score: 41.6
Improved 287 spots from last year
-16.6 below state avg
700 students Diverse
High Graduation Rate Rising School College Ready Curriculum
Grades 06-12
B-
Margarita Muniz Academy
2.9 mi | #14 of 25 | Score: 31.3
Improved 349 spots from last year
-26.9 below state avg
428 students Less Diverse
Strong AP Program Rising School
Grades 07-12
B
Dearborn STEM Academy
3.0 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
C+
New Mission High School
3.0 mi | #240 of 346 | Score: 47.3
Improved 88 spots from last year
-10.9 below state avg
715 students Diverse
13 sports • 458 athletes
Early College Program High Graduation Rate Rising School Diverse Student Body
Grades 07-12
A-
O'Bryant School of Math & Science
3.4 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
Learn about these ratings
School data provided by BMN Schools

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

Loading map...

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

BMN Boston Real Estate
BMN Boston Real Estate
Douglas Elliman
(617) 800 - 9008 contact@bmnboston.com
Ask about this property — free, no obligation.

Similar Homes for Sale

Comparable Properties

Customize Comparable Search

Finding comparable properties...

Market Analytics for Boston, MA

Real-time market trends and pricing data for this area

72 Bailey St, Boston MA 02124 - Photo 1 72 Bailey St, Boston MA 02124 - Photo 2 72 Bailey St, Boston MA 02124 - Photo 3 72 Bailey St, Boston MA 02124 - Photo 4 72 Bailey St, Boston MA 02124 - Photo 5 72 Bailey St, Boston MA 02124 - Photo 6 72 Bailey St, Boston MA 02124 - Photo 7 72 Bailey St, Boston MA 02124 - Photo 8 72 Bailey St, Boston MA 02124 - Photo 9 72 Bailey St, Boston MA 02124 - Photo 10 72 Bailey St, Boston MA 02124 - Photo 11 72 Bailey St, Boston MA 02124 - Photo 12 72 Bailey St, Boston MA 02124 - Photo 13 72 Bailey St, Boston MA 02124 - Photo 14 72 Bailey St, Boston MA 02124 - Photo 15 72 Bailey St, Boston MA 02124 - Photo 16 72 Bailey St, Boston MA 02124 - Photo 17 72 Bailey St, Boston MA 02124 - Photo 18 72 Bailey St, Boston MA 02124 - Photo 19 72 Bailey St, Boston MA 02124 - Photo 20 72 Bailey St, Boston MA 02124 - Photo 21 72 Bailey St, Boston MA 02124 - Photo 22 72 Bailey St, Boston MA 02124 - Photo 23 72 Bailey St, Boston MA 02124 - Photo 24 72 Bailey St, Boston MA 02124 - Photo 25 72 Bailey St, Boston MA 02124 - Photo 26
BMN Boston Real Estate

BMN Boston Real Estate

Douglas Elliman

Your message will be sent to BMN Boston Real Estate.

Schedule a Tour