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!
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| Year | Land | Building | Total | Change |
|---|---|---|---|---|
| FY2025 | $333,200 | $299,700 | $633,800 | — |
| Date | Price | Book/Page |
|---|---|---|
| Nov 13, 2008 | $1 | 44234/0229 |
No building permits on record since 2023.
Discrepancies found between MLS and assessor records.
| Field | Assessor | MLS | Match |
|---|---|---|---|
| Sqft | 4,088 | 1,924 | ✗ |
| Year built | 1,886 | 1,886 | ✓ |
105 Ocean View St., Winthrop MA 02152
Winthrop, MA 02152
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 06/17/2026 | 🏠 Listed for Sale | $989,000 | - | - | Original listing |
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