17 - 23 Linden Street, Pittsfield

Incredible Multi-Unit Investment Opportunity in Downtown Pittsfield!
Located just steps from the Barrington Stage Company theater in the heart of the cultural district, this dynamic property includes two fully occupied buildings plus a 4-bay garage, making it a true income-generating powerhouse. With a solid 11.2 cap rate, this is a rare opportunity for both the savvy investor and the live-in owner looking to offset housing expenses.
The entire property has been newly renovated and is in excellent condition, offering peace of mind for years to come. Each unit has been thoughtfully updated with modern finishes, efficient systems, and attention to detail, making it a turn-key investment with minimal maintenance needs.
The offering includes four residential units:
• Two 1-bedroom, 1-bath apartments, each stylishly renovated and consistently rented.
• A 2-bedroom, 2-bath unit occupying the entire top floor, offering spacious, light-filled living with updated baths and kitchen.
• A stunning 3-bedroom, 3-bath loft-style home, housed in the building featuring a beautiful and unique mural on its facade. This standout unit features soaring ceilings, exposed brick, an open-concept layout, and access to a private rear patio—perfect for outdoor dining or entertaining.
Each unit has its own charm, and tenants enjoy off-street parking and in-unit laundry, adding to the appeal and value. The property is within walking distance to restaurants, cafes, shops, theaters, and parks—everything that downtown Pittsfield has to offer.
For the owner-occupant, this is an unbeatable setup: live in one of the larger units while tenants help pay your mortgage. For the pure investor, you'll appreciate the updated infrastructure, steady cash flow, and low vacancy history.
And there's more—zoning allows for vertical expansion over the garage, with the potential to build up to 2 additional stories of residential units. This opens the door to substantial long-term upside for developers or investors with vision.
Whether you're looking for a stable, fully renovated income property, a creative live/work setup, or a strategic addition to your portfolio with development potential, this property checks every box.
Don't miss this rare and turnkey opportunity in one of Berkshire County's most exciting urban centers.