66 Pleasant Street Boston — Photo 1 of 6
$1,100,000
66 Pleasant Street, Boston, MA 02125
Boston, MA 02125 — Dorchester's Savin Hill
Beds
9
Baths
2
SqFt
3,204
Style
2 Family - 2 Units Up/Down
Built
1928
Rarely available and cherished by the same family for over 30 years, this classic Dorchester two-family home presents an incredible opportunity on the edge of the highly sought-after Savin Hill area. Boasting over 3,200 square feet of multi-level living space, this robust property is perfect for savvy investors looking to add a premier asset to their portfolio, or owner-occupants ready to start their real estate journey off strong with built-in rental income. The building offers grand-scale proportions, highlighted by a massive, unfinished basement featuring impressive 6-foot ceilings that offer immense potential for future expansion (basement square footage is not included in the official total). Situated a short distance from the Savin Hill and JFK/UMass T-stations, local beaches, and vibrant neighborhood favorites like McKenna's Cafe, this is a true urban oasis. Bring your vision to this longtime family gem and anchor yourself in one of Boston's most dynamic markets.
Key facts
It was listed on September 27, 2026. The annual property taxes are $12,264 (2026 tax year). It sits on a 0.1-acre (4,356 sq ft) lot.
Market Value Analysis
* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Boston, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Neighborhood
Public Transportation • Shopping • Park • Walk/Jog Trails • Medical Facility • Laundromat
Geography
Questions about this home
When was 66 Pleasant Street, Boston listed?
66 Pleasant Street, Boston was listed on September 27, 2026.
Has the price of 66 Pleasant Street, Boston changed?
The price hasn't changed since it was listed at $1,100,000.
What are the property taxes for 66 Pleasant Street, Boston?
The annual property taxes for 66 Pleasant Street, Boston are $12,264 (2026 tax year).
How big is the lot at 66 Pleasant Street, Boston?
66 Pleasant Street, Boston sits on a 0.1-acre (4,356 sq ft) lot.
What is the status of 66 Pleasant Street, Boston?
66 Pleasant Street, Boston is actively listed for sale.
Population
33,662
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
Median Household Income
$83K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
Renter-Occupied Homes
65.1%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
New Construction Permits — Suffolk County
2,337 housing units permitted in the last 12 months (+13% vs the prior 12 months) — 2,062 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jul '26)
Listing Agent: Danielle Canty
Listing Office: Keller Williams Realty Boston South West
MLS® Number: 73583097
