Properties Near 425 Main Street 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. 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 two buildings could be converted to condos and thus one or both 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.

Located in the heart of the bustling downtown district on Main Street, this versatile, solid built concrete commercial building offers a rare and exciting investment or owner-occupier opportunity. This property is designed for maximum adaptability, featuring a blend of professional and industrial spaces to suit a wide range of business needs. Key Features Include: Professional Space: Dedicated office space and a well-appointed conference room for meetings and collaborative work. Recently renovated with new flooring and breakroom space. Industrial Capacity: A large, easily accessible warehouse space, ideal for storage, production, or logistics. Development Potential: The property holds significant potential for conversion into premium living space, a multi-family residential income component, or a dynamic shared office area on the upper level, offering the highest and best use options adaptable to the new owner's visions. Solid Construction: Built with durable, solid built concrete for lasting quality and peace of mind. Renovation Ready: Layout design is complete for a new kitchen and four modern baths, allowing the new owner to move quickly through the remaining build-out phase. A fantastic location with flexible configurations, this unique commercial asset is ready for its next chapter.

Step into Bennington’s past with the Norton-Fenton House, a distinguished Greek Revival building located at 206–208 Pleasant Street in the heart of the Downtown Historic District. Built in 1838, this stately structure was originally constructed as a double home for Judge Luman Norton and his daughter and son-in-law. The Norton family was deeply involved in Bennington’s celebrated pottery industry, and their legacy is woven into the fabric of the town’s history. Over the years, this building has served many purposes, most recently as the longtime home of Heritage Family Credit Union. Today, it offers over 6,200 square feet of flexible space, ideal for continued commercial use, adaptive reuse, or mixed-use redevelopment. Its tall windows, symmetrical façade, and classic proportions exemplify the elegance of Greek Revival architecture, while its solid construction and historic charm make it a standout in the downtown landscape. Perfectly situated just steps from Main Street, the property is surrounded by restaurants, shops, galleries, and civic amenities. It benefits from high visibility, steady foot traffic, and easy access to public parking. As a contributing structure in Bennington’s Downtown Historic District, the Norton-Fenton House may also be eligible for historic preservation tax credits and incentives.

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.