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15 Bailey Street, Boston MA 02124

Boston, MA 02124 • Dorchester's Ashmont
$1,199,000
Est. $6,637/month
6
Beds
3
Baths
3,801
Sq Ft
$315
Price/Sq Ft
0.14
Acres
1900
Year Built
3
Parking
3 Family
Type
3 hours 30 minutes
Time on Market
Active Open House Listed Jul 15, 2026 • MLS# 73550409 Copied! • Updated Jul 15, 2026

Open House Schedule

19
Jul
Sunday, July 19
12:00 PM - 1:30 PM EDT
18
Jul
Saturday, July 18
12:00 PM - 1:30 PM EDT

About this home

Fantastic opportunity for owner occupier or savvy investor. Meticulously maintained classic three decker in one of Dorchester’s hottest neighborhoods. Each unit features 2 bedrooms, living room, dining room, full kitchen and bath. Rear decks overlook a massive, landscaped yard. Total area of 6300 square feet. Considering a condo conversion? Off street parking adds value immediately. Want to live in one unit and rent the others? Unit 3 awaits with newer kitchen and bath. Positioned for growth with releasing at current market rents. Current long term tenants are open to staying with new leases. There have been multiple upgrades for all units and building. Conveniently located within a short distance to the T, shopping, YMCA, local parks & restaurants. Don't miss this chance to add to your portfolio!

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

Recently Sold Nearby

Property History

Property Timeline

🏠
Listed for Sale
Jul 15, 2026
$1,199,000
Original listing
Agent: Tara O Riordan Office: Coldwell Banker Realty - Dorchester

Tax History

Year Taxes Assessment
2027 $4,485 $1,068,400

Financial Details

Annual Property Tax
$4,485
Tax Year 2027
Assessed Value
$1,068,400

Facts & Features

Home Facts

Type Residential Income
Style 3 Family
Year Built 1900
Living Area 3,801 sq ft
Lot Size 0.14 acres
Bedrooms 6
Full Baths 3
Total Rooms 16

Investment Metrics

Units 3
Unit 1 Rent $1,600/mo · Y
Unit 2 Rent $1,500/mo · Y
Total Monthly Rent $3,100/mo
Gross Income $37,200
Net Operating Income $37,200
Cap Rate 3.10%
Heating None
Cooling None
Flooring Tile, Hardwood
Appliances None
Fireplace None
Basement Full, Walk-out Access, Interior Entry
Laundry Gas Dryer Hookup, Washer Hookup
Features None
Construction Frame
Architecture None
Roof Rubber
Features Professional Landscaping, Garden
Pool None
Spa None
Fencing None
Patio/Porch Porch, Covered
Features Paved Drive, Off Street
Total Spaces 3
Electric None
Water Public
Sewer Public Sewer
Gas None
Other For Gas Range, For Electric Range, For Gas Oven, For Electric Oven, For Gas Dryer, Washer Hookup, Varies Per Unit

Financial

Annual Tax $4,485
Assessed Value $1,068,400
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures Buyer To Do Their Own Diligence. All Units To Be Delivered Vacant However Tenants In Units 1 & 2 Are Open To Staying. Current Rent Under Market Value. Images Are From Unit #3. Taxes Are Estimated 1st Half Of 2027. Residential Exemption Saves Owner Occupier Money!
Possession None
Accepted Financing None
Structure Type []
Sq Ft Source Public Record
Documents None
County Suffolk

Property Overview

Property Type
3 Family
Listing Type
For Sale
Year Built
1900
Bedrooms
6
Full Bathrooms
3
Living Area
3,801 sq ft
Total Rooms
16
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: Tile, Hardwood
Appliances:
Interior Features:
Windows:
Basement: Full, Walk-Out Access, Interior Entry
Laundry: Gas Dryer Hookup, Washer Hookup
Security:

Construction & Materials

Year Built: 1900
Structure Type:
Exterior Materials: Frame
Roof: Rubber
Foundation: Granite
Stories: 3

Heating, Cooling & Utilities

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

Exterior & Lot

Exterior Features: Professional Landscaping, Garden
Patio & Porch: Porch, Covered
Fencing:
Other Structures:
Lot Features:
Road Surface:

Parking & Garage

Total Parking Spaces: 3
Parking Features: Paved Drive, Off 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
0.1 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
Saint John Paul II Academy - Lower Mills
0.6 mi
Grades PK-08
D
Lee K-8 School
0.8 mi | #335 of 352 | Score: 27.1
Improved 8 spots from last year
-31.1 below state avg
551 students Diverse
Grades PK-08
D
Shaw Elementary School
0.9 mi | #783 of 824 | Score: 29.8
Improved 54 spots from last year
-28.4 below state avg
528 students Moderate
Rising School
Grades PK-06
New Beginnings Academy
0.9 mi
Grades PK-12
C-
Kenny Elementary School
0.9 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
Berea SDA Academy
0.9 mi
Grades PK-08
St. Brendan Elementary School
1.0 mi
Grades K-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
M

Middle Schools

10 schools
Epiphany School
0.7 mi
Grades 05-08
Dearborn Middle School
1.8 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
3.6 mi
C
Ohrenberger School
4.3 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
1.8 mi
McCormack Middle
2.8 mi
H

High Schools

10 schools
B+
TechBoston Academy
0.3 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
A-
Boston Preparatory Charter Public School
2.5 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
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
Rising School Career Tech Programs
Grades 07-12
Meridian Academy
2.7 mi
Grades 06-09
C
Ruth Batson Academy
2.8 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
B-
Margarita Muniz Academy
2.8 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
C+
New Mission High School
2.8 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
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
A-
O'Bryant School of Math & Science
3.5 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

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Monthly Payment Breakdown

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Location

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Neighborhood

Dorchester's Ashmont

15 Bailey Street, Boston MA 02124

Boston, MA 02124

Listing Information

Listing Agent Tara O Riordan
Listing Office Coldwell Banker Realty - Dorchester
Office Phone 617-696-4430
Agent MLS ID CN209629
Office MLS ID AN7218
Listing Data Updated Jul 15, 2026 4:50 PM 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
(617) 955-2224 mail@steve-novak.com
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15 Bailey Street, Boston MA 02124 - Photo 1 15 Bailey Street, Boston MA 02124 - Photo 2 15 Bailey Street, Boston MA 02124 - Photo 3 15 Bailey Street, Boston MA 02124 - Photo 4 15 Bailey Street, Boston MA 02124 - Photo 5 15 Bailey Street, Boston MA 02124 - Photo 6 15 Bailey Street, Boston MA 02124 - Photo 7 15 Bailey Street, Boston MA 02124 - Photo 8 15 Bailey Street, Boston MA 02124 - Photo 9 15 Bailey Street, Boston MA 02124 - Photo 10 15 Bailey Street, Boston MA 02124 - Photo 11 15 Bailey Street, Boston MA 02124 - Photo 12 15 Bailey Street, Boston MA 02124 - Photo 13 15 Bailey Street, Boston MA 02124 - Photo 14 15 Bailey Street, Boston MA 02124 - Photo 15 15 Bailey Street, Boston MA 02124 - Photo 16 15 Bailey Street, Boston MA 02124 - Photo 17 15 Bailey Street, Boston MA 02124 - Photo 18 15 Bailey Street, Boston MA 02124 - Photo 19 15 Bailey Street, Boston MA 02124 - Photo 20 15 Bailey Street, Boston MA 02124 - Photo 21
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BMN Boston Real Estate

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