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549 Bennington St, Boston MA 02128 - Preview 1 549 Bennington St, Boston MA 02128 - Preview 2 549 Bennington St, Boston MA 02128 - Preview 3 549 Bennington St, Boston MA 02128 - Preview 4 549 Bennington St, Boston MA 02128 - Preview 5 549 Bennington St, Boston MA 02128 - Preview 6 549 Bennington St, Boston MA 02128 - Preview 7 549 Bennington St, Boston MA 02128 - Preview 8 549 Bennington St, Boston MA 02128 - Preview 9 549 Bennington St, Boston MA 02128 - Preview 10 549 Bennington St, Boston MA 02128 - Preview 11 549 Bennington St, Boston MA 02128 - Preview 12 549 Bennington St, Boston MA 02128 - Preview 13 549 Bennington St, Boston MA 02128 - Preview 14 549 Bennington St, Boston MA 02128 - Preview 15 549 Bennington St, Boston MA 02128 - Preview 16 549 Bennington St, Boston MA 02128 - Preview 17 549 Bennington St, Boston MA 02128 - Preview 18 549 Bennington St, Boston MA 02128 - Preview 19 549 Bennington St, Boston MA 02128 - Preview 20

549 Bennington St, Boston MA 02128

Boston, MA 02128 • East Boston
$1,350,000
Est. $7,873/month
8
Beds
4
Baths
4,351
Sq Ft
$310
Price/Sq Ft
0.11
Acres
1899
Year Built
4 Family - 4 Units Up/Down
Type
36
Days on Market
Active Price Drop -$175,000 Listed May 19, 2026 • MLS# 73520908 Copied!

About this home

Originally constructed in 1899 as a grand rectory, 549 Bennington Street is now delivered entirely vacant and ready for its next chapter. This property offers a visionary homeowner, investor, or developer the rare opportunity to curate a masterpiece of urban living.The building’s origins as a rectory provide a foundation of exceptional architectural depth, superior build quality, and an impressive footprint that is impossible to replicate in modern construction. Transformed in 1980 into a legal 4-family it sits on an expansive 5,000 sq ft lot and is perfectly primed for transformation.Envision the possibilities: a sprawling luxury single-family estate, a versatile multi-generational compound, a high-end condo conversion, or the foundation for an even larger development project. The canvas is blank for your painting.Highlights include generous room proportions, full basement, updated electrical (2013), updated heating. Parking. Minutes from Wood island And constitution beach.

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Public Records

Current Owner

Owner COUGHLAN GAVIN J
Mailing Address 549 BENNINGTON ST, EAST BOSTON, MA, 02128

Land Use

Use Code 111
Description Apartments (4-8 units)
Style APT 4-6 UNITS

Tax Information

Assessed Value $926,000

Assessment History

Year Land Building Total Change
FY2023 $243,900 $663,400 $926,000 —

Sale History

Date Price Book/Page
Aug 18, 2016 $865,000 56620/275

Building Permit History

Issued Type / Work Status Value
Oct 4, 2022 Electrical Permit
SOL
Solar Panels
Permit #E1395810 		Open $17,640
Oct 4, 2022 Short Form Bldg Permit
SOL
Solar Panels
Permit #SF1395806 		Open $7,560
Data: City of Boston Open Data (Analyze Boston)

Municipal Context: BOSTON

Property Data Comparison

Field Assessor MLS Match
Sqft 4,351 4,351 ✓
Year built 1,899 1,899 ✓
Match: address_exact (95.0% confidence) · Data as of Jun 1, 2026

Property Overview

Property Type
4 Family - 4 Units Up/Down
Listing Type
For Sale
Year Built
1899
Bedrooms
8
Full Bathrooms
4
Living Area
4,351 sq ft
Total Rooms
99
Stories
4
Levels
4

Facts & Features

2 Car Garage

Home Facts

Type Residential Income
Style 4 Family - 4 Units Up/Down
Year Built 1899
Living Area 4,351 sq ft
Lot Size 0.11 acres
Bedrooms 8
Full Baths 4
Total Rooms 99

Interior

Heating Natural Gas
Cooling Window Unit(s)
Flooring None
Appliances None
Fireplace None
Basement Full
Laundry None
Features Living Room, Kitchen

Exterior

Construction None
Architecture None
Roof None
Features Balcony
Pool None
Spa None
Fencing Fenced/enclosed
Patio/Porch Deck - Roof, Deck - Wood

Parking

Garage Spaces 2
Has Garage Yes
Features Paved Drive, Off Street, On Street, Paved
Total Spaces 4

Utilities

Electric Individually Metered
Water Public
Sewer Public Sewer
Gas None
Other None

Financial

Annual Tax $10,158
Assessed Value $877,200

Interior Features

Flooring:
Appliances:
Interior Features: Living Room, Kitchen
Windows:
Basement: Full
Laundry:
Security:

Construction & Materials

Year Built: 1899
Structure Type:
Exterior Materials:
Roof:
Foundation: Concrete Perimeter
Stories: 4

Heating, Cooling & Utilities

Heating: Natural Gas
Cooling: Window Unit(s)
Hot Water: Tank
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Balcony
Patio & Porch: Deck - Roof, Deck - Wood
Fencing: Fenced/Enclosed
Other Structures:
Lot Features: Sloped
Road Surface:

Parking & Garage

Garage Spaces: 2
Total Parking Spaces: 4
Parking Features: Paved Drive, Off Street, On Street, Paved

Location

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Neighborhood

East Boston

549 Bennington St, Boston MA 02128

Boston, MA 02128

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
F
Guild Elementary School
0.9 mi | #789 of 824 | Score: 29.4
Dropped 218 spots from last year
-28.8 below state avg
259 students Less Diverse
Grades PK-06
C+
Otis Elementary School
0.9 mi | #551 of 824 | Score: 42.9
Dropped 160 spots from last year
-15.3 below state avg
408 students Moderate
Grades PK-06
C-
Kennedy Patrick J Elementary School
1.0 mi | #670 of 824 | Score: 37.5
Improved 47 spots from last year
-20.7 below state avg
279 students Less Diverse
Rising School
Grades PK-06
B+
Bradley Elementary School
1.0 mi | #272 of 824 | Score: 51.8
Dropped 213 spots from last year
-6.5 below state avg
292 students Diverse
Diverse Student Body
Grades PK-06
D
O'Donnell Elementary School
1.0 mi | #777 of 824 | Score: 30.7
Dropped 52 spots from last year
-27.5 below state avg
256 students Less Diverse
Grades PK-06
C+
Mario Umana Academy
1.2 mi | #11 of 16 | Score: 26.9
Improved 333 spots from last year
-31.3 below state avg
634 students Less Diverse
Rising School
Grades PK-08
D
McKay K-8 School
1.2 mi | #332 of 352 | Score: 27.6
Dropped 36 spots from last year
-30.7 below state avg
640 students Less Diverse
Grades PK-08
B+
Alighieri Dante Montessori School
1.2 mi | #5 of 12 | Score: 45.3
Improved 124 spots from last year
-12.9 below state avg
109 students Diverse
Rising School
Grades PK-06
East Boston Central Catholic School
1.3 mi
Grades PK-08
D
Adams Elementary School
1.4 mi | #767 of 824 | Score: 31.2
Dropped 88 spots from last year
-27 below state avg
237 students Moderate
Grades PK-06
M

Middle Schools

10 schools
Middle School Academy
3.7 mi
F
Higginson/Lewis K-8 School
5.5 mi | #349 of 352 | Score: 23.6
Improved 3 spots from last year
-34.6 below state avg
213 students Diverse
Grades 03-08
A
Uncommon Schools - Roxbury Preparatory Dorchester Campus Middle School
5.6 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
Nativity Prep School
5.9 mi
Grades 05-08
Dearborn Middle School
6.1 mi
Mother Caroline Academy
6.1 mi
Grades 05-08
Epiphany School
6.6 mi
Grades 05-08
C
Ohrenberger School
10.7 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
Edwards Middle
2.5 mi
UP Academy
3.7 mi
H

High Schools

10 schools
C-
East Boston High School
0.8 mi | #305 of 346 | Score: 37.3
Improved 31 spots from last year
-20.9 below state avg
1,252 students Less Diverse
14 sports • 584 athletes
Early College Program Rising School
Grades 07-12
D
Charlestown High School
2.1 mi | #322 of 346 | Score: 31.0
Improved 49 spots from last year
-27.2 below state avg
754 students Diverse
11 sports • 488 athletes
Early College Program Rising School
Grades 07-12
C
Quincy Upper School
3.3 mi | #268 of 346 | Score: 44.6
Improved 4 spots from last year
-13.6 below state avg
557 students Very Diverse
12 sports • 208 athletes
High Graduation Rate Diverse Student Body
Grades 06-12
Cathedral High School
3.8 mi
9 sports • 430 athletes
Grades 07-12
Newman School
3.8 mi
Grades 07-12
C
Ruth Batson Academy
4.6 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
B
Dearborn STEM Academy
5.0 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
5.1 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
A+
Boston Latin School
5.2 mi | #19 of 346 | Score: 73.3
Improved 61 spots from last year
+15.1 above state avg
2,424 students Very Diverse
18 sports • 2,006 athletes
Strong AP Program High Graduation Rate Rising School Strong Athletics
Grades 07-12
A+
Boston Latin Academy
5.7 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
Learn about these ratings
School data provided by BMN Schools

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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $847
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
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Payment Over Time

Interest
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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

3
Price Changes
11.5%
Price Range

Property Timeline

👁️
Showing Instructions Updated
Jun 3, 2026
New showing requirements
↓
Price Reduced
Jun 3, 2026
$1,350,000 $50,000 (-3.57%)
From $1,400,000 to $1,350,000 (-3.6%)
↓
Price Reduced
May 30, 2026
$1,400,000 $50,000 (-3.45%)
From $1,450,000 to $1,400,000 (-3.5%)
👁️
Showing Instructions Updated
May 30, 2026
New showing requirements
👁️
Showing Instructions Updated
May 28, 2026
New showing requirements
↓
Price Reduced
May 28, 2026
$1,450,000 $75,000 (-4.92%)
From $1,525,000 to $1,450,000 (-4.9%)
👁️
Showing Instructions Updated
May 22, 2026
New showing requirements
🏠
Listed for Sale
May 19, 2026
$1,525,000
Original listing
Office: Cameron Prestige, LLC

Price & Status History

Date Event Price Change
Jun 3, 2026 Price Changed $1,350,000 -$50,000
May 30, 2026 Price Changed $1,400,000 -$50,000
May 28, 2026 Price Changed $1,450,000 -$75,000
May 19, 2026 New Listing Added $1,525,000 —

Market Statistics

Days on Market
36 days
Price per Sq Ft
$310
Total Price Drop
-$175,000

Tax History

Year Taxes Assessment
2024 $10,158 $877,200

Financial Details

Annual Property Tax
$10,158
Tax Year 2024
Assessed Value
$877,200

Listing Information

Listing Agent Kevin Alen
Listing Office Cameron Prestige, LLC
Agent MLS ID CN247894
Office MLS ID AN4281
Listing Data Updated Jun 15, 2026 7:47 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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549 Bennington St, Boston MA 02128 - Photo 1 549 Bennington St, Boston MA 02128 - Photo 2 549 Bennington St, Boston MA 02128 - Photo 3 549 Bennington St, Boston MA 02128 - Photo 4 549 Bennington St, Boston MA 02128 - Photo 5 549 Bennington St, Boston MA 02128 - Photo 6 549 Bennington St, Boston MA 02128 - Photo 7 549 Bennington St, Boston MA 02128 - Photo 8 549 Bennington St, Boston MA 02128 - Photo 9 549 Bennington St, Boston MA 02128 - Photo 10 549 Bennington St, Boston MA 02128 - Photo 11 549 Bennington St, Boston MA 02128 - Photo 12 549 Bennington St, Boston MA 02128 - Photo 13 549 Bennington St, Boston MA 02128 - Photo 14 549 Bennington St, Boston MA 02128 - Photo 15 549 Bennington St, Boston MA 02128 - Photo 16 549 Bennington St, Boston MA 02128 - Photo 17 549 Bennington St, Boston MA 02128 - Photo 18 549 Bennington St, Boston MA 02128 - Photo 19 549 Bennington St, Boston MA 02128 - Photo 20
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