Fantastic two-family home tucked at the end of a cul-de-sac in Winter Hill, steps to the Gilman Square Green Line T Station and close to Somerville High School, the Public Library, Community Bike Path, and Union Square. Owner-occupied for 30 years by an artist and carpenter, the property blends original character with thoughtful updates. The upper unit at 28 Gilman Terrace spans the second and third floors and features a renovated kitchen with stainless steel appliances, marble countertops, solid-wood cabinetry, peninsula seating for four, and adjacent laundry. The main level also offers a formal dining room, a spacious living room with a wood-burning fireplace featuring a hand-carved original mantel and a soapstone hearth, a renovated full bathroom, and one bedroom. The third floor includes three additional bedrooms and a full bathroom with a clawfoot tub.The first-floor rental at 26 Gilman Terrace offers a living room, dining room, one bedroom, a full tiled bathroom, and a renovated eat-in kitchen with stainless steel appliances, oak cabinetry, granite countertops, recessed lighting, and parquet flooring.Both units have central air conditioning and access to a full unfinished basement with laundry, built-in shelving, and ample storage. Exterior features include Hardie Plank siding, Azek trim, an architectural-shingle roof, and new front porches. A detached one-car garage currently used for storage/workshop space qualifies for ADU conversion, with driveway parking in front. A charming side yard features a slate patio and a garden area. A rare opportunity to own a character-filled two-family property in a highly accessible Winter Hill location. Solar system for Unit 2 only.
| Units | 2 |
| Living area | 2,696 sqft |
| Lot size | 0 sqft |
| Year built | 1900 |
| Price / sqft | $482 |
| County | Middlesex |
| MLS # | 73585010 |
| Days on market | 0 days |
| Listed on | September 30, 2026 |
| Annual property tax | $5,143 |
| Tax year | 2026 |
| Assessed value | $885,300 |
| Zoning | NR |
| Gross income (actual) | $21,600/yr |
| Net operating income (actual) | $21,600/yr |
| Total actual rent | $1,800/mo |
| Stories | 3 |
| Total rooms | 12 |
| Lot size | 0 acres |
| Garage spaces | 1 |
| Parking spaces | 3 |
| Parking | Off Street, Tandem, Paved |
| Basement | Full, Concrete, Unfinished |
| Foundation | Stone, Brick/Mortar |
| Roof | Shingle |
| Construction | Frame |
| Flooring | Wood, Tile |
| Heating | Central, Forced Air, Heat Pump, Electric |
| Cooling | Central Air, Heat Pump |
| Sewer | Public Sewer |
| Water | Public |
| Utilities | for Gas Range, for Electric Oven, for Gas Dryer, for Electric Dryer |
| Appliances | Range, Dishwasher, Disposal, Refrigerator, Washer, Dryer, Range Hood |
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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 2,696 sqft of living area, built in 1900.
26-28 Gilman Terrace, Somerville MA 02145 has been listed for 0 days (since September 30, 2026).
At a list price of $1,300,000 across 2 units, that works out to roughly $650,000 per unit.
Annual property taxes are $5,143 (2026), on an assessed value of $885,300.
At $1,300,000 for 2,696 sqft, that's about $482 per square foot.
1 garage space and 3 total parking spaces (off street, tandem, paved).
26-28 Gilman Terrace, Somerville MA 02145 is in Somerville, Middlesex County, MA 02145.

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.