Active
15 Days on market
217 Pleasant Street Winthrop — Photo 1 of 39

217 Pleasant Street Winthrop — Photo 1 of 39

$998,900

217 Pleasant Street, Winthrop, MA 02152

Winthrop, MA 02152

Beds

6

Baths

2.5

SqFt

3,263

Style

Single Family

Built

1896

A fantastic value for this home. It’s an opportunity to make it your own. Spacious and beautifully updated, 6-bedroom, 2.5-bath home with the perfect blend of classic character & modern efficiency, all located in the wonderful seaside community of Winthrop by the Sea. Featuring gleaming hardwood floors throughout, newer windows 2 fireplaces giving warmth & charm to the living spaces. Extensive updates include all new mechanical systems including elec. wiring, FWA furnace, cent A/C, on-demand HW, mini-split heat pump/AC units, plumbing lighting, all providing peace of mind for years to come. Generous space, new paint & plaster finishes, & a beautifully finished basement for extra-living space, or entertainment. Kitchen has S.S. appliances and convenient 1st fl stacked washer & dryer. Outside large welcoming porch, groomed backyard, newer asphalt driveway, & an updated 2-car garage w/new overhead doors. Energy conscious buyers can assume the term note solar panels.

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$306/sqft
Local Avg (Winthrop)$430/sqft
29% BelowMarket Average

* Analysis is based on 23 actively listed and recently sold comparable properties strictly within Winthrop, MA.

Property Details

Financials

Original Price$998,900
Annual Taxes$9,003

Parking

Garage2
Off-Street7

Interior Specifications

Total Rooms10
Fireplaces2
FlooringWood, Engineered Hardwood
BasementPartially Finished, Concrete

Climate & Utilities

HeatingCentral, Forced Air, Heat Pump, Electric, Active Solar
CoolingCentral Air, Heat Pump
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationStone
ZoningRes. A

Property & Lot

Acres0.14
SqFt Lot6,210
Lot Features--

Amenities & Appliances

Gas Water Heater • Tankless Water Heater • Range • Dishwasher • Disposal • Microwave • Refrigerator • Washer • Dryer • Plumbed For Ice Maker

Neighborhood

Public Transportation • Park • Golf

Geography

Property History

Listed
$998,900

Aug 25, 2026

MLS® 73567723

Expired
$999,000

Aug 24, 2026

MLS® 73540636

Listed
$999,000

Jun 24, 2026

MLS® 73540636

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

2,527 housing units permitted in the last 12 months (+37% vs the prior 12 months) — 2,269 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jun '26)

ADU Potential

Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 3,263 sq ft principal dwelling). Lot size: 6,210 sq ft.

Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.

Listing Provided By

Listing Agent: Louis Bonavita

Listing Office: Benton Real Estate Company

MLS® Number: 73567723

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