19-21 Windsor Road has been family owned for 47 years and now says time to sell. The 1st floor tenant has lived there for 28 years. The 1st floor has 5 rooms. Livingroom , dining room, 2 bedrooms and full bath. The 2nd floor has 7 rooms including living room, dining room, 2 bedrooms, pantry and sunroom. Beautiful natural woodwork and wood floors throughout both units. The windows are thermal insulated including the basement and attic. Separate utilities. 2 new hot water heaters. 100 amp electric panels. One newer oil tank. Dtached 2 car garage with electricity. Attic is insulated with fiberglass. The location speaks for itself. Schools, stores, the beach and highway access are all there. The bus stop is at the end of the street. Maina Bay, the Kennedy Senior Center, parks, walking trails offer great free time opportunities.
| Units | 2 |
| Living area | 2,246 sqft |
| Lot size | 5,257 sqft |
| Year built | 1929 |
| Price / sqft | $431 |
| County | Norfolk |
| MLS # | 73579664 |
| Days on market | 0 days |
| Listed on | September 18, 2026 |
| Annual property tax | $10,897 |
| Tax year | 2026 |
| Assessed value | $925,000 |
| Zoning | RESB |
| Gross income (actual) | $18,000/yr |
| Net operating income (actual) | $18,000/yr |
| Total actual rent | $1,500/mo |
| Stories | 2 |
| Total rooms | 12 |
| Lot size | 0.12 acres |
| Garage spaces | 2 |
| Parking spaces | 4 |
| Parking | Paved Drive, Off Street, Paved |
| Foundation | Granite |
| Roof | Shingle |
| Construction | Frame |
| Flooring | Wood, Vinyl |
| Heating | Heat Pump, Oil, Steam |
| Sewer | Public Sewer |
| Water | Public, Individual Meter |
| Utilities | for Gas Range, for Gas Dryer, Washer Hookup |
| Appliances | Range, Dishwasher, Disposal, Microwave, Refrigerator |
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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 2,246 sqft of living area, built in 1929.
19-21 Windsor Rd, Quincy MA 02171 has been listed for 0 days (since September 18, 2026).
At a list price of $969,000 across 2 units, that works out to roughly $484,500 per unit.
Annual property taxes are $10,897 (2026), on an assessed value of $925,000.
At $969,000 for 2,246 sqft, that's about $431 per square foot.
2 garage spaces and 4 total parking spaces (paved drive, off street, paved).
19-21 Windsor Rd, Quincy MA 02171 is in Quincy, Norfolk County, MA 02171.

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.