This well-loved two-family home bordering the Lawrence Estates neighborhood of Medford has been well cared for by the same family for over 80 years. This home sits on a corner lot just 0.5 miles from vibrant downtown Medford Square, offering a quiet residential setting with fast access to local shops, parks and commuter routes. The house is located on 7500 sq. ft. of level land with a large yard/garden area, a two-car garage and additional parking for up to six cars in the driveway. The first-floor unit opens to a lovely foyer, living room, dining room, 2 bedrooms, 1 bath and an eat-in-kitchen. The second-floor unit consists of a large open living/dining area, 3 bedrooms, 1 bath and an eat-in-kitchen. The home has gleaming hardwood floors throughout, tile baths and front & rear enclosed porches. The large open basement contains all separate utilities for each unit. Blown in insulation, double pained windows and roof were all replaced within the past 15 years, all in good condition with plenty of life left in them. Heat & hot water are run by oil; the house has been piped for gas but is currently only being used for the dryer; this makes converting to a gas system much simpler; each unit has a separate 100 AMP service and there is a 60 AMP service for the common areas. Come turn this diamond in the rough into your forever home.
| Units | 2 |
| Living area | 2,160 sqft |
| Lot size | 7,490 sqft |
| Year built | 1928 |
| Price / sqft | $579 |
| County | Middlesex |
| MLS # | 73565007 |
| Days on market | 0 days |
| Listed on | August 18, 2026 |
| Annual property tax | $8,205 |
| Tax year | 2026 |
| Assessed value | $950,700 |
| Zoning | Res |
| Total actual rent | $0/mo |
| Stories | 2 |
| Total rooms | 11 |
| Lot size | 0.17 acres |
| Garage spaces | 2 |
| Parking spaces | 8 |
| Parking | Paved Drive, Off Street, Paved |
| Basement | Full |
| Foundation | Block |
| Roof | Shingle |
| Construction | Block |
| Flooring | Wood, Tile, Laminate |
| Sewer | Public Sewer |
| Water | Public |
| Utilities | for Electric Range, for Gas Dryer, Washer Hookup |
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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 2,160 sqft of living area, built in 1928.
49 Webster Street, Medford MA 02155 has been listed for 0 days (since August 18, 2026).
At a list price of $1,250,000 across 2 units, that works out to roughly $625,000 per unit.
Annual property taxes are $8,205 (2026), on an assessed value of $950,700.
At $1,250,000 for 2,160 sqft, that's about $579 per square foot.
2 garage spaces and 8 total parking spaces (paved drive, off street, paved).
49 Webster Street, Medford MA 02155 is in Medford, Middlesex County, MA 02155.

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.