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INVESTMENT SNAPSHOT
About this property
Attention investors, builders, and contractors! A truly rare opportunity awaits at 104-106 Shirley Street, Winthrop. Situated on an impressive double lot spanning over 10,000 square feet, this property offers incredible upside and potential. The existing home features some fire damage, allowing buyers the flexibility to perform selective renovations, execute a partial demo, or complete a full renovation to suit their vision. Double lots of this footprint are nearly impossible to find in Winthrop, making it an ideal project for tradespeople, savvy investors and whoever looking to add substantial value. Located just minutes from beaches, shops, dining, transit, and a short commute into Boston and Logan Airport, the site and scale are exceptional. Property is being sold strictly in AS-IS, WHERE-IS condition with all faults. Seller or broker make no representations or warranties, express or implied. Buyer to perform all due diligence regarding condition, zoning, permits to able to build , and scope of work
Property details
| Units | 2 |
| Living area | 2,520 sqft |
| Lot size | 10,436 sqft |
| Year built | 1910 |
| Price / sqft | $298 |
| County | Suffolk |
| MLS # | 73592145 |
Listing status
| Days on market | 0 days |
| Listed on | October 17, 2026 |
Taxes & financials
| Annual property tax | $5,598 |
| Tax year | 2026 |
| Assessed value | $502,500 |
| Zoning | res |
| Total actual rent | $0/mo |
Building & lot
| Stories | 2 |
| Total rooms | 10 |
| Lot size | 0.24 acres |
| Garage spaces | 2 |
| Parking spaces | 6 |
| Basement | Full, Unfinished |
| Foundation | Other |
| Roof | Shingle |
| Construction | Frame |
| Flooring | Hardwood |
Utilities & systems
| Sewer | Public Sewer |
| Water | Public |
Location
More about investing in Winthrop →
Listing courtesy of a MLS PIN member office. 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 104-106 Shirley St, Winthrop MA 02152 have?
It is a 2-unit multi-family property with 2,520 sqft of living area, built in 1910.
How long has 104-106 Shirley St, Winthrop MA 02152 been on the market?
104-106 Shirley St, Winthrop MA 02152 has been listed for 0 days (since October 17, 2026).
What is the price per unit?
At a list price of $749,974 across 2 units, that works out to roughly $374,987 per unit.
What are the property taxes on 104-106 Shirley St, Winthrop MA 02152?
Annual property taxes are $5,598 (2026), on an assessed value of $502,500.
What is the price per square foot?
At $749,974 for 2,520 sqft, that's about $298 per square foot.
Is there parking?
2 garage spaces and 6 total parking spaces.
Where is this property located?
104-106 Shirley St, Winthrop MA 02152 is in Winthrop, Suffolk County, MA 02152.
