Properties Near 100 Depot Street Bennington, VT

c. 1913 historic former carriage house offers approximately 5,208 square feet of finished space on 0.63 acre. The property includes three residential apartments and one retail unit, providing multiple income streams and flexible use options. Retaining its early 20th-century character, the building has been adapted for modern functionality. Located in the Downtown District of Bennington, this property offers potential for expansion or further development, subject to local approvals. A distinctive opportunity to own and enhance a part of Bennington’s historic fabric with existing rental income and commercial possibilities.

738 sqft. restaurant building and a 384 sqft indoor dining space on approximately .75 acres at 100 Depot Street, Bennington, VT. Located in the heart of Downtown Bennington and in the Opportunity Zone, this property has great redevelopment potential. Prominent corner lot with Town water and sewer.

Mixed-use investment opportunity in the heart of downtown Bennington located along North Street near the Four Corners intersection of Routes 7 and 9. The building consists of six total units including two street-level commercial storefronts with strong visibility and four residential apartments above and to the rear (three two-bedroom units and one one-bedroom unit). The property offers a diverse income stream with both commercial and residential tenants and benefits from its location within Bennington’s Downtown (D) zoning district supporting mixed-use development and active commercial frontage. The building extends deep into the lot with rear access and is conveniently located near public parking. Current rents present potential upside through future lease adjustments, operational improvements, or updates over time. Income, expense, and lease information available to qualified buyers.

Versatile mixed-use property with strong potential as a duplex or owner-occupied investment in a highly visible downtown North Street location. Currently configured with a beautifully renovated 1-bedroom, 1-bath apartment on the second floor and a spacious first-floor commercial unit, this property offers multiple paths for income and future use. Zoning supports multi-family, single-family, and a wide range of commercial uses including retail, food and beverage, office, studio, and personal services. The second-floor apartment, renovated by a prior owner approximately 10 years ago, provides comfortable living space ideal for an owner-occupant or steady rental income. The first floor and basement, formerly home to a long-standing florist shop, now offer a bright, open layout with the removal of the walk-in cooler—making the space feel larger and more adaptable than ever. Recent updates include fresh paint, new flooring, LED lighting, and a convenient half bath. For investors or those seeking a full residential conversion, the layout and separate entrances offer a clear opportunity to reconfigure the first floor into a second living unit, establishing a true duplex. The basement adds valuable storage with built-in shelving, while the walk-up attic offers additional storage or future expansion potential. Additional features include separate electric meters, shared boiler and oil tank (both replaced in 2020), vinyl siding and windows, architectural shingle roof, town water and sewer, and high-speed internet. Off-street parking for both units enhances functionality. Situated along one of North Street’s most traveled corridors, the property benefits from excellent visibility, signage potential, and proximity to established neighbors like Blue Benn Diner, Wassick’s Tire Service, and the Vermont Veterans Home. Whether you’re looking for an investment property, live/work setup, or a redevelopment opportunity, this flexible property is ready to meet your vision.

Prime Mixed-Use Building on Main Street-Bennington, Vermont. Located in the heart of downtown Bennington, this versatile mixed-use property offers an excellent opportunity for both investors and owner-occupants. The main level features a spacious, adaptable commercial space ideal for retail, office, or service-based businesses. With its high visibility and foot traffic on Main Street, this is a prime spot to establish or expand your business. Upstairs, you’ll find a generously sized 2-3 bedroom, 1 bathroom apartment spanning approximately 1,250 square feet. Whether you choose to live above your business or rent it out for additional income, the upper-level unit offers comfort and flexibility with plenty of natural light and charm. This property is perfect for an entrepreneur looking to live and work in the same location or an investor seeking strong rental potential in a vibrant downtown setting.