Bennington, VT | 425 Main Street

Positioned in the heart of downtown Bennington, this prominent corner-lot property at 204 South Street offers exceptional visibility and accessibility in one of the area’s most active commercial corridors. Surrounded by local shops, restaurants, and community amenities, the location provides outstanding exposure for a variety of business or redevelopment opportunities. The property features its own dedicated parking lot with space for up to five vehicles, a valuable convenience in the downtown area. Inside, the flexible layout is complemented by two separate entry doors, creating potential for multiple uses, shared occupancy, or an efficient customer flow. The corner setting enhances curb appeal and traffic exposure, while convenient access to major routes makes this an ideal investment in a vibrant downtown location.

15,000 plus sq. ft. commercial/office/retail/residential building on Main St in Downtown Bennington VT. On the ground level there are two prime street front retail spaces on Main Street one the long-term home of the Bennington Banner plus a 4,000 plus sq ft flex space in the rear of the building with great access consisting of open warehouse space ideal for light manufacturing (3 Phase Power), R & D, climate controlled storage, or if you are a service provider company (electrical, plumbing and heating, etc.) in need of more space for at grade storage of inventory, vehicles and offices with easy access it is ideal space to run a service business from. Significant renovations have been completed to the interior 2nd floor of the building. This space is roughly 6,000 sq ft and is a blank slate at present but has many possible income producing uses such as buildout of residential apartments, professional offices or possibly a large in-town owners' residence with skiing, hiking and other year-round outdoor recreational opportunities in the Green Mountain National Forest and Lakes and Rivers within it just a short drive away. This space combined with the flex space and retail storefronts along main street would be an ideal mixed-use income property. If creating value and optimizing income with intelligent development of a fantastic building is intriguing, this is an unbelievable and very unique opportunity. At this price point it would be challenging to find another commercial/residential building of this size and condition with this much potential to be solid income property with tremendous equity gain in a very quick timeframe.

Industrial / Commercial Opportunity – 33 Transport Drive, Bennington, VT Outstanding opportunity to acquire a versatile commercial building situated on 4.5 acres in one of Bennington’s established industrial corridors. This property offers functionality, accessibility, and room for expansion, making it ideal for owner-users, contractors, distribution operations, or light industrial businesses. The building features four heated loading docks, providing efficient year-round shipping and receiving capabilities. Additional storage space supports warehouse or operational needs, while the showroom/storefront area offers a professional customer-facing presence. The layout also includes two private offices and a bathroom, creating a practical balance between administrative and operational space. The site is serviced by a paved driveway with ample room for truck maneuverability, equipment storage, or future development. With 4.5 acres, there is significant potential for expansion, outdoor storage, or additional structures (subject to local approvals). Located on Transport Drive, the property benefits from strong accessibility to regional routes and proximity to other commercial and industrial users. This is a rare opportunity to secure a well-located industrial property with loading capacity, land, and flexibility in Bennington’s commercial market.

Location, Location, Location! Position your medical, dental, or professional practice for success at 320 Dewey Street. Ideally situated across from the hospital entrance, this highly visible single-story brick building offers unmatched convenience, making it an exceptional choice for healthcare providers seeking proximity to medical services and patient accessibility. The well-designed interior features four patient rooms, a bright and welcoming reception area and bathroom, ample storage and break spaces, and a generously sized private office complete with its own bathroom, creating a functional and comfortable environment for both staff and clients. A standout feature of this property is the large on-site parking lot, providing abundant, easy access for patients, employees, and visitors, an essential advantage for any busy practice. Whether you're expanding an established practice or launching a new venture, this prime location and thoughtfully laid-out space present a rare opportunity to establish your presence in a highly desirable, high-visibility setting.

Exceptional opportunity to own a fully equipped hospitality establishment near the heart of Bennington. This versatile property is ideal for an owner operator or investor looking to step into a ready to go space with added residential income potential. The main level features a spacious hospitality area designed for high volume evening traffic, complete with a pool table and ample space to create a welcoming and lively atmosphere. A dedicated food preparation area provides the flexibility to offer more than beverages to patrons, while a walk-in cooler supports beverage and inventory storage. Additional rear storage space offers convenience for operations and organization. Above the bar, a private apartment provides comfortable living quarters perfect for on site management or rental income. The unit benefits from off-street parking, adding convenience and value for residents. This property combines business functionality with residential practicality, making it a rare find in the Bennington market. Whether you're expanding your portfolio or launching a new venture, this location offers strong potential in a well-established community.

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.