Properties Near 423-425 Main Street Bennington, VT

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. Adjacent lot to the North is also available (MLS: 4968625).

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.

Located in the heart of downtown Bennington VT sits this 15,000 plus sq. ft. commercial/office/retail building. This versatile building is able to conform to many uses and configurations. Currently there are two anchor tenants on the main level street front retail spaces and a large open warehouse in the back with its own access from a back (Union Street) that is approx. 4,000 sq. ft. with overhead door and other access for deliveries/ parking. This space has 3-phase power, tall ceilings and a ton of potential including indoor parking if the second floor was to be built out into residential units. Significant renovations have been completed to the interior and exterior of the building. The fire suppression system and alarm has been completely redone, the electrical system is new to the second floor, heating system upgrades, on demand HW system upgrades, electrical upgrades, membrane roofing and much more. The second floor could add a tremendous residential income component to the property and could result in a very attractive CAP rate. It is prepped with HVAC ducts, wiring, plumbing and is sprinkled. This space could also be utilized as professional office space. A beautiful building in great condition in a fantastic location with highest and best use options that are adaptable to the new owner's visions.

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.