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About this property
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.
Property details
| Units | 2 |
| Living area | 2,560 sqft |
| Lot size | 5,671 sqft |
| Year built | 1850 |
| Price / sqft | $312 |
| County | Suffolk |
| MLS # | 73523937 |
Listing status
| Days on market | 12 days |
| Listed on | May 26, 2026 |
Taxes & financials
| Annual property tax | $7,028 |
| Tax year | 2026 |
| Assessed value | $630,900 |
| Zoning | R |
| Gross income (actual) | $57,600/yr |
| Net operating income (actual) | $57,600/yr |
| Total actual rent | $4,800/mo |
Building & lot
| Stories | 2 |
| Total rooms | 12 |
| Lot size | 0.13 acres |
| Garage spaces | 0 |
| Parking spaces | 8 |
| Parking | Paved Drive, Off Street, Driveway, Paved |
| Basement | Unfinished |
| Foundation | Block, Stone |
| Roof | Shingle |
| Construction | Frame |
| Flooring | Tile, Vinyl, Laminate, Hardwood |
Utilities & systems
| Heating | Hot Water, Natural Gas, Baseboard, Electric |
| Sewer | Public Sewer |
| Water | Public |
| Utilities | for Gas Range, for Gas Oven, for Gas Dryer, Washer Hookup |
| Appliances | Range, Refrigerator, Range Hood, Dishwasher |
Location
Listing courtesy of United Brokers — Matt Tasgin. Listing data © MLS PIN.
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Questions & answers
Auto-generated from the listing data — richer AI answers coming with the live site.
How many units does 50 Main St, Winthrop MA 02152 have?
It is a 2-unit multi-family property with 2,560 sqft of living area, built in 1850.
How long has 50 Main St, Winthrop MA 02152 been on the market?
50 Main St, Winthrop MA 02152 has been listed for 12 days (since May 26, 2026).
What are the property taxes on 50 Main St, Winthrop MA 02152?
Annual property taxes are $7,028 (2026), on an assessed value of $630,900.
What is the price per square foot?
At $799,986 for 2,560 sqft, that's about $312 per square foot.
Is there parking?
8 total parking spaces (paved drive, off street, driveway, paved).
Where is this property located?
50 Main St, Winthrop MA 02152 is in Winthrop, Suffolk County, MA 02152.
