Properties Near 203-205 Northside Drive Bennington, VT

Exceptional Commercial Real Estate. This outstanding investment & business opportunity in the heart of historic Bennington, offers a package of two beautifully and totally updated and restored historic 19th century buildings with plenty of style, character, and multiple options. High visibility due to the 8,000-12,000 daily traffic count. Excellent lease income from the famous 100 Pleasant St. Your Belly's Deli. 125 North St. contains 2,225 SF on two floors plus attic and full basement, all renovated in 2001. Both buildings are fully air-conditioned and heated with gas. Parking is ideal here thanks to the adjacent municipal parking lot plus on street parking, plus another much larger public parking lot across North St. For investors, the income from the existing Deli lease would cover a significant portion of a new acquisition loan and the seller is open to a lease on 125 North St. The parcel cannot be subdivided however the property could be converted to condo ownership and thus the buildings could be sold separately. Bennington is the anchor for the southwest side of Vermont, bordering Massachusetts to the south and NY to the east. Home of Bennington College and the Southwestern Vermont Medical Center, multiple small manufacturing businesses, and a busy commercial center. These two excellent turn-key buildings in a prime location offered for the first time in over 50 years will fit the ideal needs and goals of an enterprising entrepreneur investor.

Here's your chance to own a high visibility valuable piece of commercial property on bustling Northside Drive. This unique opportunity includes four separate buildings on one parcel, offering strong rental income and incredible flexibility for business or investment use. Whether you're an entrepreneur looking to live where you work, start a new from scratch, or expand your business footprint, this property delivers. The property has it all. A residential unit, a commercial storefront, a business store front, and additional outbuilding ready for use or income. With over 15,000 cars passing by daily, the location offers excellent visibility, ample signage options, and is situated right in the heart of the commercial shopping district. This is where the community comes to shop, work, and connect making it an ideal place to plant your business roots Don't miss this rare chance to establish yourself in one of the busiest and most sought after commercial areas in our community. Contact us today to schedule your private showing.

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.