
190 Pleasant St Winthrop — Photo 1 of 21
$949,000
190 Pleasant St, Winthrop, MA 02152
Winthrop, MA 02152
Beds
7
Baths
3
SqFt
4,251
Style
Multi Family
Built
1890
Welcome to 190 Pleasant Street, a spacious two-family home offering approximately 4,251 square feet of living space across three levels. Featuring 13 total rooms,seven bedrooms, two full bathrooms and two half bathrooms, this property presents an excellent opportunity for an owner-occupant, investor or multigenerational household. Each unit offers generous living space, while the home’s flexible layout provides plenty of potential to customize and add value. Conveniently located near Winthrop’s beaches, local shops, restaurants, public transportation and Boston. Bring your vision and discover everything this well-located two-family property has to offer!
Key facts
It was listed on September 8, 2026. The annual property taxes are $10,175 (2026 tax year). It sits on a 0.21-acre (9,197 sq ft) lot.
Market Value Analysis
* Analysis is based on 22 actively listed and recently sold comparable properties strictly within Winthrop, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Geography
Questions about this home
When was 190 Pleasant St, Winthrop listed?
190 Pleasant St, Winthrop was listed on September 8, 2026.
Has the price of 190 Pleasant St, Winthrop changed?
The price hasn't changed since it was listed at $949,000.
What are the property taxes for 190 Pleasant St, Winthrop?
The annual property taxes for 190 Pleasant St, Winthrop are $10,175 (2026 tax year).
How big is the lot at 190 Pleasant St, Winthrop?
190 Pleasant St, Winthrop sits on a 0.21-acre (9,197 sq ft) lot.
What is the status of 190 Pleasant St, Winthrop?
190 Pleasant St, Winthrop is actively listed for sale.
Population
18,759
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
Median Household Income
$116K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
Renter-Occupied Homes
43.1%
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: Michael Macdonald
Listing Office: Gibson Sotheby's International Realty
MLS® Number: 73573129









