Active

100 Days on market

549 Bennington St Boston — Photo 1 of 17

Recent Drop: $44,000

$1,269,000

$1,225,000

20% down, 6.5% rate, 30-year fixed

Includes taxes and insurance. Estimate only.

Listing updated Nov 4, 2026

549 Bennington St, Boston, MA 02128

Boston, MA 02128 — East Boston

Investor Analysis

Beds

Baths

SqFt

4,351

$/SqFt

$282

Style

4 Family - 4 Units Up/Down

Built

1899

Rare 4-unit investment opportunity in East Boston offering immediate value-add potential and flexibility. The property includes a 2-car garage along with a paved driveway, providing 4 total off-street parking spaces. Delivered completely vacant, offering a clean slate to optimize market-rate rents across all units immediately. Improvements are actively underway, including roof reinforcement, fresh interior paint, and ongoing pest remediation. Outdoor amenities feature a private balcony on every level, located less than half a mile from constitution beach with convenient access to Wood Island. Across from Mclean Playground which is currently being overhauled. Ideal for house-hackers or short-term rentals such as for travel nurses, strong long-term upside in a prime location. Owner open to creative offers.

Key facts

It was listed on August 3, 2026. The price has come down from an original $1,299,999 to $1,225,000 across 2 changes, most recently on October 12, 2026. The annual property taxes are $10,158 (2024 tax year). It sits on a 0.11-acre (5,000 sq ft) lot. Its asking price works out to $282 per square foot, 38% below the median of $456 among 47 multi-family homes in a sample of 100 recently updated listings in Boston, MA.

How it compares

Against 47 multi-family homes in a sample of 100 recently updated listings in Boston, MA, by asking price.

Price per sq ft: $282 · 38% below the median ($456); $155$1,736
Size: 4,351 sq ft · 35% above the median (3,228 sq ft); 1,584 sq ft9,039 sq ft
Asking price: $1,225,000 · 12% below the median ($1,395,000); $599,900$7,500,000

Compares asking prices of homes for sale now; it isn't an appraisal or an estimate of this home's value.

Market Value Analysis

This Property

Size (SqFt) →Price →

This Property$282/sqft

Local Avg (Boston)$462/sqft

39% BelowMarket Average

* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Boston, MA.

Financials

Original Price$1,299,999

Annual Taxes$10,158

Parking

Garage2

Off-Street4

Interior Specifications

Total Rooms19

Fireplaces--

Flooring--

BasementFull, Unfinished

Climate & Utilities

HeatingNatural Gas, Electric

CoolingWindow Unit(s)

WaterPublic

SewerPublic Sewer

Building & Exterior

Construction--

Roof--

FoundationConcrete Perimeter, Brick/Mortar

ZoningR4

Property & Lot

Acres0.11

SqFt Lot5,000

Lot FeaturesSloped

Geography

Property History

Price over time

Filled points are sales; dashed lines span time off the market.

Listed
$1,700
Oct 23, 2026
MLS® 73594537
Price Drop
$1,225,000
Was $1,269,000
Oct 12, 2026
MLS® 73558421
Price Drop
$1,269,000
Was $1,299,999
Sep 25, 2026
MLS® 73558421
Expired
$1,700
Aug 21, 2026
MLS® 73548911
Listed
$1,299,999
Aug 3, 2026
MLS® 73558421
Expired
$1,350,000
Jul 15, 2026
MLS® 73520908
Listed
$1,700
Jul 13, 2026
MLS® 73548911
Listed
$1,350,000
May 18, 2026
MLS® 73520908

Questions about this home

When was 549 Bennington St, Boston listed?

549 Bennington St, Boston was listed on August 3, 2026.

Has the price of 549 Bennington St, Boston changed?

The price has come down from an original $1,299,999 to $1,225,000 across 2 changes, most recently on October 12, 2026.

What are the property taxes for 549 Bennington St, Boston?

The annual property taxes for 549 Bennington St, Boston are $10,158 (2024 tax year).

How big is the lot at 549 Bennington St, Boston?

549 Bennington St, Boston sits on a 0.11-acre (5,000 sq ft) lot.

How does the price per square foot of 549 Bennington St, Boston compare with other multi-family homes in Boston, MA?

549 Bennington St, Boston is listed at $282 per square foot, 38% below the median of $456 among 47 multi-family homes in a sample of 100 recently updated listings in Boston, MA.