Perched on one of Orient Heights' most desirable streets, this exceptional two-family residence on Gladstone Street offers breathtaking views of the Boston skyline and harbor. Whether you're an owner-occupant seeking rental income or an investor looking for a prime East Boston asset, this property delivers outstanding value and endless potential.Each unit features spacious living areas filled with natural light, generous bedrooms, hardwood floors, and flexible floor plans ideal for today's lifestyle. Expansive decks provide the perfect setting to enjoy spectacular sunrises, evening city lights, and unforgettable skyline views.Additional highlights include separate utilities, ample storage, off-street parking and a prime location just minutes from the MBTA Blue Line, Logan Airport, Constitution Beach, local restaurants, parks, and downtown Boston.Rarely does a two-family home combine location, views, versatility, and long-term investment potential this
| Units | 2 |
| Living area | 2,390 sqft |
| Lot size | 7,220 sqft |
| Year built | 1920 |
| Price / sqft | $460 |
| County | Suffolk |
| MLS # | 73547631 |
| Days on market | 18 days |
| Listed on | July 9, 2026 |
| Annual property tax | $10,890 |
| Tax year | 2025 |
| Assessed value | $1,006,200 |
| Zoning | R2 |
| Gross income (actual) | $24,000/yr |
| Net operating income (actual) | $24,000/yr |
| Total actual rent | $2,000/mo |
| Stories | 2 |
| Total rooms | 11 |
| Lot size | 0.17 acres |
| Garage spaces | 0 |
| Parking spaces | 3 |
| Parking | Paved Drive, Off Street, Paved |
| Basement | Full |
| Foundation | Concrete Perimeter |
| Roof | Shingle |
| Construction | Brick |
| Flooring | Wood, Hardwood |
| Heating | Natural Gas, Steam |
| Cooling | None |
| Sewer | Public Sewer |
| Water | Public |
| Utilities | for Gas Range, for Gas Oven, for Gas Dryer |
| Appliances | Range, 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 2,390 sqft of living area, built in 1920.
207 Gladstone St, Boston MA 02128 has been listed for 18 days (since July 9, 2026).
At a list price of $1,100,000 across 2 units, that works out to roughly $550,000 per unit.
Annual property taxes are $10,890 (2025), on an assessed value of $1,006,200.
At $1,100,000 for 2,390 sqft, that's about $460 per square foot.
3 total parking spaces (paved drive, off street, paved).
207 Gladstone St, Boston MA 02128 is in Boston, Suffolk County, MA 02128.

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.