Exceptional 2-family in desirable Winthrop. Same owner for 20 years! Fresh updates + meticulous maintenance equal a turnkey opportunity for Investors or Owner-Occupants seeking strong rental income. Great for Multi-Gen living! Both units offer hardwood floors, closets, and spacious Kitchens w/ Pantrys. Windows galore! Gorgeous natural light! Beautifully proportioned rooms, easy floorplans, great storage. Welcoming farmer’s porch, fenced yard, and more! 3 OFF STREET PARKING SPACES. Unit 1 offers 2 BR’s, LR, DR, and huge Kitchen. Upstairs, Unit 2 features 1BR plus a windowed dressing room/WFH office, LR, DR and roomy Kitchen, along with exclusive access to a finished heated attic with 2 sunny bonus rooms ideal for WFH/guests/storage/gym. Unfinished basement offers more flex space for storage/hobbies. LONG TERM TENANT HISTORY. Steps to WINTHROP H.S. Close to parks, beaches, restaurants. Minutes from East Boston, Orient Heights MBTA/Buses, Logan, DT Boston. Rare opportunity! Don't miss!
View in the App
Save this property, schedule tours instantly, and get alerts when the price drops
Log in to view assessor & tax records, ownership history, and recent building permits for this property.
Get the number an algorithm can't give you
A free agent CMA factors in condition, upgrades, and the street — the things comps alone can't see.
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 06/22/2026 | 👁️ Showing Instructions Updated | - | - | - | New showing requirements |
| 06/17/2026 | 🏠 Listed for Sale | $989,000 | - | - | Original listing |
| Year | Taxes | Assessment |
|---|---|---|
| 2026 | $7,732 | $694,100 |
School information not available for this location.
105 Ocean View St., Winthrop MA 02152
Winthrop, MA 02152
Finding comparable properties...
Your message will be sent to Steven Novak.
