Active
106 Days on market
50 Main St Winthrop — Photo 1 of 41

50 Main St Winthrop — Photo 1 of 41

Recent Drop: $30,000

$829,986
$799,986

$799,986

50 Main St, Winthrop, MA 02152

Winthrop, MA 02152

Beds

6

Baths

2

SqFt

2,560

Style

Multi Family

Built

1850

Excellent opportunity to own a well-maintained 2-family property in the highly desirable seaside community of Winthrop! Perfect for investors, owner-occupants or multi-generational living, this spacious property offers two large units featuring 3 bedrooms,1 full bathroom, hardwood floors, generous living areas and a bonus office room! Separate utilities and washer/dryer hookups add convenience and value for both owners and tenants. The property also offers plenty off-street parking, a paved driveway, and a private outdoor area. Conveniently located near restaurants, shopping, public transportation, beaches, Logan Airport, and major highways, making commuting into Boston quick and easy. Strong rental demand in the area creates excellent income potential and long-term upside. Whether you are looking to expand your investment portfolio, generate steady rental income or occupy one unit while collecting rent from the other, this property checks all the boxes!

Immersive Experience

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$312/sqft
Local Avg (Winthrop)$423/sqft
26% BelowMarket Average

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

Property Details

Financials

Original Price$829,986
Annual Taxes$7,028

Parking

Garage0
Off-Street8

Interior Specifications

Total Rooms12
FireplacesNone
FlooringTile, Vinyl, Laminate, Hardwood
BasementUnfinished

Climate & Utilities

HeatingHot Water, Natural Gas, Baseboard, Electric
Cooling--
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationBlock, Stone
ZoningR

Property & Lot

Acres0.13
SqFt Lot5,671
Lot Features--

Amenities & Appliances

Range • Refrigerator • Range Hood • Dishwasher

Neighborhood

Public Transportation • Shopping • Park • Walk/Jog Trails • Medical Facility • Laundromat

Geography

Property History

Price Drop
$799,986

Was $829,986

Jun 4, 2026

MLS® 73523937

Listed
$829,986

May 26, 2026

MLS® 73523937

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)

Listing Provided By

Listing Agent: Ahmet Tasgin

Listing Office: United Brokers

MLS® Number: 73523937

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