The street name—Harbor View Avenue—says it all! A home any sea captain would be proud to call home! Rare opportunity to own a distinctive multi-family property perched at one of Winthrop’s highest elevations, with sweeping panoramic views of the ocean and Boston Harbor and Skyline. Enjoy spectacular sunrises, sunsets, passing boats, and refreshing ocean breezes from this exceptional coastal setting. Classic Hardie Board siding adds timeless New England character, while public stairs just steps away provide convenient access to Yirrell Beach and its shoreline walks. The flexible multi-family layout offers excellent options for an owner-occupant, multi-generational living, or investment income. The current configuration also provides the potential to convert the property into a spacious four-bedroom single-family home. The owner is currently awaiting Massport approval for replacement windows and doors. Elevated location, exceptional ocean and harbor views, beach access, classic coastal character, and versatile living possibilities make this a truly special Winthrop property.
| Units | 2 |
| Living area | 2,852 sqft |
| Lot size | 6,760 sqft |
| Year built | 1910 |
| Price / sqft | $526 |
| County | Suffolk |
| MLS # | 73582288 |
| Days on market | 0 days |
| Listed on | September 24, 2026 |
| Annual property tax | $9,905 |
| Tax year | 2026 |
| Assessed value | $889,100 |
| Zoning | Dist A |
| Net operating income (actual) | $0/yr |
| Total actual rent | $0/mo |
| Stories | 3 |
| Total rooms | 10 |
| Lot size | 0.16 acres |
| Garage spaces | 0 |
| Parking spaces | 2 |
| Parking | Paved Drive, Off Street |
| Basement | Partial, Walk-Out Access, Concrete, Unfinished |
| Foundation | Stone, Brick/Mortar |
| Roof | Shingle |
| Construction | Frame, Cement Board |
| Flooring | Wood, Tile, Laminate, Hardwood |
| Sewer | Public Sewer |
| Water | Public |
| Utilities | for Gas Range, for Gas Oven |
| Appliances | Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer |
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Listing courtesy of a MLS PIN member office. Listing data © MLS PIN.
Auto-generated from the listing data — richer AI answers coming with the live site.
It is a 2-unit multi-family property with 2,852 sqft of living area, built in 1910.
63 Harbor View Ave, Winthrop MA 02152 has been listed for 0 days (since September 24, 2026).
At a list price of $1,500,000 across 2 units, that works out to roughly $750,000 per unit.
Annual property taxes are $9,905 (2026), on an assessed value of $889,100.
At $1,500,000 for 2,852 sqft, that's about $526 per square foot.
2 total parking spaces (paved drive, off street).
63 Harbor View Ave, Winthrop MA 02152 is in Winthrop, Suffolk County, MA 02152.

Justin Rollo is a Broker Associate with Signal Real Estate (MA Lic. #9534264) and a lifelong Massachusetts resident. Over 14 years and hundreds of transactions, he has worked investment properties — multi-families and house-hacking — across Greater Boston full-time. Away from real estate, Justin is a proud dad, youth coach and local school-committee member — and a former professional poker player who still loves golf and following local sports.