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77 Bailey St, Boston MA 02124

Boston, MA 02124 • Dorchester's Ashmont
$1,499,000
Est. $8,675/month
7
Beds
3
Baths
3,416
Sq Ft
$439
Price/Sq Ft
0.21
Acres
1890
Year Built
3 Family
Type
133
Days on Market
Pending Price Drop -$101,000 Listed Aug 18, 2025 • MLS# 73419083 Copied!

About this home

Rare opportunity in Dorchester just steps from Ashmont Station! This fully occupied triple-decker offers immediate rental income while providing tremendous development upside with ZBA-approved plans to construct 12 new condominium units. Investors and developers alike will appreciate acquiring a property with approvals already in place, saving valuable time and resources. The location is ideal, with easy access to the Red Line, neighborhood restaurants and shops, and a short commute to Downtown Boston and major highways. Whether you hold as a stable income-producing asset or move forward with the redevelopment, 77 Bailey Street represents one of the best values in today’s market at just $133K per approved unit.

Property Overview

Property Type
3 Family
Listing Type
For Sale
Year Built
1890
Bedrooms
7
Full Bathrooms
3
Living Area
3,416 sq ft
Total Rooms
12
Stories
2
Levels
2

Facts & Features

Home Facts

Type Residential Income
Style 3 Family
Year Built 1890
Living Area 3,416 sq ft
Lot Size 0.21 acres
Bedrooms 7
Full Baths 3
Total Rooms 12

Interior

Heating None
Cooling None
Flooring None
Appliances None
Fireplace None
Basement Full, Dirt Floor
Laundry None
Features None

Exterior

Construction Frame
Architecture None
Roof None
Features None
Pool None
Spa None
Fencing None
Patio/Porch None

Parking

Features Paved Drive
Total Spaces 3

Utilities

Electric None
Water Public
Sewer Public Sewer
Gas None
Other None

Financial

Annual Tax $10,747
Assessed Value $928,100

Interior Features

Flooring:
Appliances:
Interior Features:
Windows:
Basement: Full, Dirt Floor
Laundry:
Security:

Construction & Materials

Year Built: 1890
Structure Type:
Exterior Materials: Frame
Roof:
Foundation: Stone
Stories: 2

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

Total Parking Spaces: 3
Parking Features: Paved Drive

Location

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Neighborhood

Dorchester's Ashmont

77 Bailey St, Boston MA 02124

Boston, MA 02124

Walkability

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Nearby Schools

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
0.5 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
0.6 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
C
Neighborhood House Charter School
0.8 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
0.9 mi
Grades PK-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-
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
B-
Murphy K-8 School
1.1 mi | #210 of 352 | Score: 40.0
Improved 9 spots from last year
-18.2 below state avg
855 students Diverse
Diverse Student Body
Grades PK-08
M

Middle Schools

10 schools
Epiphany School
0.6 mi
Grades 05-08
Dearborn Middle School
1.8 mi
Mother Caroline Academy
1.9 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
3.2 mi
Grades 05-08
Middle School Academy
3.5 mi
C
Ohrenberger School
4.6 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
2.6 mi
H

High Schools

10 schools
B+
TechBoston Academy
0.6 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
2.5 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
2.8 mi
Grades 06-09
A-
Boston Preparatory Charter Public School
2.8 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
3.0 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
3.1 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
3.5 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

Monthly Payment Calculator

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Including down payment
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Down: $0
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $896
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

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Current Rate
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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

Market Insights

Property Timeline

⏳
Pending Sale
Dec 16, 2025
Offer accepted, sale pending
🏠
Listed for Sale
Aug 18, 2025
$1,499,000
Original listing
Agent: Lindsey & Associates Realty Team Office: Keller Williams Realty Boston-Metro | Back Bay
🏠
Listed for Sale
Aug 18, 2025
$1,499,000
Original listing
Agent: Lindsey & Associates Realty Team Office: Keller Williams Realty Boston-Metro | Back Bay

Price & Status History

Date Event Price Change
Aug 18, 2025 New Listing Added $1,499,000 —
Aug 18, 2025 New Listing Added $1,499,000 —

Market Statistics

Days on Market
133 days
Price per Sq Ft
$439
Total Price Drop
-$101,000

Tax History

Year Taxes Assessment
2025 $10,747 $928,100

Financial Details

Annual Property Tax
$10,747
Tax Year 2025
Assessed Value
$928,100

Listing Information

Listing Agent Lindsey & Associates Realty Team
Listing Office Keller Williams Realty Boston-Metro | Back Bay
Agent MLS ID TM315986
Office MLS ID BB5522

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77 Bailey St, Boston MA 02124 - Photo 1 77 Bailey St, Boston MA 02124 - Photo 2 77 Bailey St, Boston MA 02124 - Photo 3 77 Bailey St, Boston MA 02124 - Photo 4 77 Bailey St, Boston MA 02124 - Photo 5

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