
50 Main St Winthrop — Photo 1 of 41
Recent Drop: $30,000
$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
* Analysis is based on 23 actively listed and recently sold comparable properties strictly within Winthrop, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Range • Refrigerator • Range Hood • Dishwasher
Neighborhood
Public Transportation • Shopping • Park • Walk/Jog Trails • Medical Facility • Laundromat
Geography
Property History
$799,986
Was $829,986
Jun 4, 2026
MLS® 73523937
$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 Agent: Ahmet Tasgin
Listing Office: United Brokers
MLS® Number: 73523937
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