Rare opportunity to own a large 2 family properties in one of Massachusetts's most competitive rental markets. Turnkey two-family investment opportunity in a prime Medford location near Tufts University and the Green Line Extension. Both units feature spacious 4-bedroom layouts with separate living and dining areas, eat-in kitchens, private laundry, and updated appliances, including dishwashers and garbage disposals. Unit 1 offers a private deck and wall-unit air conditioning, while Unit 2 is an approximately 1,900 SF duplex featuring a sunroom and generously sized rooms. Additional highlights include four off-street parking spaces and condominium documents already in place, offering flexibility for future ownership strategies and simplifying a potential condo conversion. Excellent opportunity for investors or developers seeking a well-maintained property with significant long-term potential in a highly desirable Medford location.
| Units | 2 |
| Living area | 3,693 sqft |
| Lot size | 4,079 sqft |
| Year built | 1910 |
| Price / sqft | $399 |
| County | Middlesex |
| MLS # | 73599457 |
| Days on market | 0 days |
| Listed on | November 5, 2026 |
| Annual property tax | $11,206 |
| Tax year | 2026 |
| Assessed value | $1,298,500 |
| Zoning | 1021 |
| Gross income (actual) | $108,000/yr |
| Net operating income (actual) | $108,000/yr |
| Total actual rent | $9,000/mo |
| Stories | 3 |
| Total rooms | 14 |
| Lot size | 0.09 acres |
| Garage spaces | 0 |
| Parking spaces | 2 |
| Parking | Off Street |
| Basement | Unfinished |
| Foundation | Block |
| Sewer | Public Sewer |
| Water | Public |
More about investing in Medford →
Listing courtesy of NextGen Realty, Inc. — Andrew Sebaaly. Listing data © MLS PIN.
Answered from the listing data and public map data.
It is a 2-unit multi-family property with 3,693 sqft of living area, built in 1910.
27 Princeton, Medford MA 02155 has been listed for 0 days (since November 5, 2026).
At a list price of $1,475,000 across 2 units, that works out to roughly $737,500 per unit.
Annual property taxes are $11,206 (2026), on an assessed value of $1,298,500.
At $1,475,000 for 3,693 sqft, that's about $399 per square foot.
2 total parking spaces (off street).
27 Princeton, 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.