Bennington Vermont Real Estate

It's time to retire! Do you want to take over this cornerstone shop, the largest independently-owned art supply store in Vermont? Steeped in history and brimming with character, Jay's Art Shop & Frame Gallery presents a rare opportunity to own a piece of Bennington's rich heritage. Established in 1972, this beloved local institution has been a fixture of the community for over 50 years. Nestled within the walls of the beautifully preserved Drysdale building that dates back to 1865 and boasts approximately 5000 square feet of retail space, plus the same in basement storage. Jay's Art Shop & Frame Gallery offers a delightful combination of historical charm and modern convenience. Ample retail space with flexible layout options: Original wooden floors that showcase the building's history Captivating storefront windows, perfect for showcasing unique art pieces and merchandise. Off-street parking with an adjacent lot for customers As you step inside, you're greeted by an inviting and well-organized interior that houses an impressive collection of art supplies, custom framing services, clothing, greeting cards, and more. The store's 10 distinct departments offer something for everyone, making it a go-to destination for locals and tourists alike. This exceptional business is within walking distance of a myriad of local shops, ensuring a steady stream of foot traffic. Don't miss this opportunity to own a cherished piece of Bennington history. *This is a business listing only*

This historical Italianate two-story property, built in 1865 by the Bennington Manufacturing Company, offers a unique opportunity for both commercial and residential use. Originally constructed as the Bennington Mill's Company Store. The building has been zoned for two purposes. The first floor presents a prime commercial space, perfect for a variety of businesses. Upstairs, you'll find two potential residential units, offering a versatile living arrangement or additional income potential. The slate roof has been fully repaired and renovated, ensuring its durability and longevity. This architectural gem shares many historical similarities with the 1865 Mill Building at the Holden-Leonard Complex, including its manufacturing materials, design details, and exceptional construction quality. With a rich history and versatile functionality, this property offers a truly unique opportunity.

Prime downtown Bennington commercial location in the center of town and surrounded by established businesses and new multi-use development at the Putnam Building directly across the street. Building is in exceptional condition with routine maintenance. First floor is owner occupied office space and the 2nd floor occupied by three business tenants and includes shared conference room, facilities and storage space. Multiple uses are permissible and the building has an inviting entrance and lobby area. Excellent foot and vehicle traffic location. More information provided with signed NDA. All measurements approximate.

Located in the heart of downtown Bennington VT sits this 15,000 plus sq. ft. commercial/office/retail building. Currently configured for offices and a store front on main street type use, it also has a back area of open warehouse that is approx. 4,000 sq. ft. with an overhead door and access for deliveries and parking. This area could be built out into additional retail space or any use within the town zoning OR just remain open warehouse or perhaps indoor parking. The second floor is configured as new office space and is approx. 3,600 sq. ft. The building lends itself to many possible uses and is very versatile at this stage. One lease in place but the majority is available for lease. A solid building in a highly visible location.

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).

Great opportunity to own this highly visible piece of commercial property! Commercial expansion is happening all around this property and traffic patterns consistently pass by.

This is an opportunity to capture a high visibility, premiere commercial location in downtown Bennington. The town is being revitalized with a $50 million project in the historic Hotel Putnam block that will include new office spaces, shops, restaurants and galleries, along with multiple new downtown parks. These three contiguous, oversized lots with mixed-use structures are located nearby on Route 7, the main road connecting southern Vermont to Burlington. This well-trafficked street includes Dunkin’ Donuts and Subway. Properties can continue to be used as apartments and retail, or the next owner can bring their vision and completely reimagine this 0.68 acre parcel. Deep lots offer the possibility for parking and multiple driveway configurations. The Bennington area offers proximity to nature with fly-fishing, mountain lakes, skiing, snow shoeing and wonderful farmers’ markets. The town is home to Southwestern Vermont Medical Center, a Dartmouth-Hitchcock affiliate. This is your chance to invest early in the redevelopment phase in an up-and-coming, large Vermont town.

An amazing opportunity! Built in 1774 this historic property could hold many opportunities. Recently almost ever room has been updated. It has been used as a bed and breakfast for years including by the current owners who utilize AirBnB and VRBO for rental. However this property could easily suit many needs and could very easily be turned back into a prestigious single family home. Currently 8 bedrooms, 6 bathrooms in the main house but also includes a 2 bedroom apartment or "owner's quarters". Updates include newer boiler, some electrical work, hot tub, numerous cosmetics, flooring, new bar area, updated kitchen and so much more. A location that is superb for Bennington walkabilty, travel to ski areas, Manchester, Williamstown, Albany (and from there the entire world). Even NYC and Boston are only 3 hours away. A must see!

Unlock the potential of this fully leased commercial property, situated in the heart of Bennington’s vibrant downtown district. This high-visibility building boasts a prime location on Main Street, offering consistent business exposure. The turnkey property features three well-maintained units, all currently occupied by established tenants, ample on-site parking and proximity to local attractions make this property an attractive spot for retail, office, or service-based businesses.

A PRIME location on Northside Drive is now available! Calling on all investors, entrepreneurs, all business savvy buyers, this is your opportunity. A family run business for fifty plus years is now ready to turn over it's key to the next proprietor. The Knotty Pine Motel has been impeccably maintained with generous upgrades which include gorgeous concrete stamping adorning the pool and walkways, pleasing esthetic exterior and thoughtful decorating within each of the 21 rooms. Each room is tastefully decorated while still maintaining the charm and warmth of the original knotty pine walls. There is a lovely separate owners apartment available in the main house lending many options. This beautifully appointed living space can be occupied by owners, marketed as a rental, or included with the motels offering as an additional motel suite. While currently being a successful business, this property also has the ability to be many other commercially zoned businesses to compliment our continuing growth of Bennington's downtown. Northside Drive is on an upward trajectory with many new investors jumping onboard!This is not an opportunity, or property that you'll want to miss out on!

Mixed use development site on the heart of Downtown Bennington. .88 acre site with Zoning, Preservation and Stormwater approvals for a 60,000 sq ft mixed use building with planned commercial occupancy on the first floor and three stories of residential occupancy above - 60 units total with 12 units of workforce housing.