$269,900 $108 per sq.ft. Bennington VT Commercial Property »

Available Sq.Ft. 2500   Zoned Mixed Use Prop Type
Thursday Jun 5, 2025
Description: Prime Mixed-Use Building on Main Street-Bennington, Vermont. Located in the heart of downtown Bennington, this versatile mixed-use property offers an excellent opportunity for both investors and owner-occupants. The main level features a spacious, adaptable commercial space ideal for retail, office, or service-based businesses. With its high visibility and foot traffic on Main Street, this is a prime spot to establish or expand your business. Upstairs, you'll find a generously sized 2-3 bedroom, 1 bathroom apartment spanning approximately 1,250 square feet. Whether you choose to live above your business or rent it out for additional income, the upper-level unit offers comfort and flexibility with plenty of natural light and charm. This property is perfect for an entrepreneur looking to live and work in the same location or an investor seeking strong rental potential in a vibrant downtown setting. See MLS Property & Listing Details & 26 images.

$275,000 $164 per sq.ft. Bennington VT Commercial Property »

Available Sq.Ft. 2640   Zoned MU-2 Prop Type
Monday Jan 5, 2026
Description: Versatile mixed-use property with strong potential as a duplex or owner-occupied investment in a highly visible downtown North Street location. Currently configured with a beautifully renovated 1-bedroom, 1-bath apartment on the second floor and a spacious first-floor commercial unit, this property offers multiple paths for income and future use. Zoning supports multi-family, single-family, and a wide range of commercial uses including retail, food and beverage, office, studio, and personal services. The second-floor apartment, renovated by a prior owner approximately 10 years ago, provides comfortable living space ideal for an owner-occupant or steady rental income. The first floor and basement, formerly home to a long-standing florist shop, now offer a bright, open layout with the removal of the walk-in cooler--making the space feel larger and more adaptable than ever. Recent updates include fresh paint, new flooring, LED lighting, and a convenient half bath. For investors or those seeking a full residential conversion, the layout and separate entrances offer a clear opportunity to reconfigure the first floor into a second living unit, establishing a true duplex. The basement adds valuable storage with built-in shelving, while the walk-up attic offers additional storage or future expansion potential. Additional features include separate electric meters, shared boiler and oil tank (both replaced in 2020), vinyl siding and windows, architectural shingle roof, town water and sewer, and high-speed internet. Off-street parking for both units enhances functionality. Situated along one of North Street's most traveled corridors, the property benefits from excellent visibility, signage potential, and proximity to established neighbors like Blue Benn Diner, Wassick's Tire Service, and the Vermont Veterans Home. Whether you're looking for an investment property, live/work setup, or a redevelopment opportunity, this flexible property is ready to meet your vision. See MLS Property & Listing Details & 32 images.

$289,000 $51 per sq.ft. Bennington VT Commercial Property »

Available Sq.Ft. 5712   Zoned Downtown Prop Type
Friday Mar 13, 2026
Description: Mixed-use investment opportunity in the heart of downtown Bennington located along North Street near the Four Corners intersection of Routes 7 and 9. The building consists of six total units including two street-level commercial storefronts with strong visibility and four residential apartments above and to the rear (three two-bedroom units and one one-bedroom unit). The property offers a diverse income stream with both commercial and residential tenants and benefits from its location within Bennington's Downtown (D) zoning district supporting mixed-use development and active commercial frontage. The building extends deep into the lot with rear access and is conveniently located near public parking. Current rents present potential upside through future lease adjustments, operational improvements, or updates over time. Income, expense, and lease information available to qualified buyers. See MLS Property & Listing Details & 24 images.

$300,000 $267 per sq.ft. Bennington VT Commercial Property »

Available Sq.Ft. 0   Zoned Downtown Prop Type
Wednesday Sep 3, 2025
Description: 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. See MLS Property & Listing Details & 4 images.

$399,000 $77 per sq.ft. Bennington VT Commercial Property »

Available Sq.Ft. 0   Zoned Downtown District Prop Type
Friday Oct 3, 2025
Description: 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. See MLS Property & Listing Details & 30 images.

$400,000 $74 per sq.ft. Bennington NH Commercial Property »

Available Sq.Ft. 2608   Zoned Village Dist. / Comm/Ind. Prop Type
Friday Jan 2, 2026
Description: Located at 6 Main Street in the village center of Bennington, New Hampshire, this offering presents a compelling owner-user opportunity to acquire a recently renovated and revitalized commercial building currently home to a highly functioning general store and community market. The property has undergone substantial improvements, positioning it as a modern, turnkey space while retaining its classic New England character. The building supports retail operations alongside an established accessory deli and quick-serve food component with limited seating, allowing for multiple revenue streams without the operational complexity of a full-service restaurant. White Birch General Store operates as a contemporary interpretation of the traditional general store, offering a curated mix of high-quality specialty groceries, fresh and prepared foods, everyday staples, and thoughtfully selected retail items. The concept balances quality and affordability, driving strong repeat patronage and consistent daily traffic. This opportunity is well suited for a buyer seeking to own the real estate while operating their own business, providing long-term stability, control of occupancy costs, and the ability to build equity alongside business ownership in a village-centered location. While well suited for an owner-user, the property may also appeal to other qualified buyers, subject to zoning and use approvals. See MLS Property & Listing Details & 35 images.

$435,000 $144 per sq.ft. Bennington VT Commercial Property »

Available Sq.Ft. 0   Zoned MU - 2 Prop Type
Friday Apr 10, 2026
Description: 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. See MLS Property & Listing Details & 21 images.

$450,000 Bennington VT Commercial Property »

Available Sq.Ft. 1620   Zoned Institution/Professional Prop Type
Friday Apr 17, 2026
Description: 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. See MLS Property & Listing Details & 20 images.

$475,000 $148 per sq.ft. Bennington VT Commercial Property »

Price Change! Reduced by $24,900 down 5% on April 14th 2026
Available Sq.Ft. 3200   Zoned Rural Residentail Prop Type
Monday Mar 2, 2026
Description: 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. See MLS Property & Listing Details & 47 images.

$499,000 $33 per sq.ft. Bennington VT Commercial Property »

Available Sq.Ft. 15179   Zoned commercial Prop Type
Sunday May 3, 2026
Description: 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. See MLS Property & Listing Details & 28 images.

$499,000 $386 per sq.ft. Bennington VT Commercial Property »

Available Sq.Ft. 0   Zoned Downtown Zoning District Prop Type
Monday May 18, 2026
Description: 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. See MLS Property & Listing Details & 5 images.

$575,000 $155 per sq.ft. Village of Bennington in Town of Bennington VT Commercial Property »

Available Sq.Ft. 0   Zoned Planned Commercial Prop Type
Tuesday May 6, 2025
Description: 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. See MLS Property & Listing Details & 22 images.

$590,000 $158 per sq.ft. Bennington VT Commercial Property »

Price Change! Reduced by $35,000 down 6% on April 20th 2026
Available Sq.Ft. 0   Zoned Business; Commercial Prop Type
Friday Apr 18, 2025
Description: 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. See MLS Property & Listing Details & 30 images.

$800,000 Bennington VT Commercial Property »

Available Sq.Ft. 0   Zoned Planned Commercial Prop Type
Friday Mar 27, 2026
Description: 159 Phylis Lane, Bennington is a 1.84-acre commercial property located near the Northside Drive corridor, offering strong regional access and proximity to major highways. The property includes a 24,000± square foot commercial/industrial building with 18-foot ceilings and a footprint of approximately 122' x 200'. The structure features large industrial garage doors on three facades, providing excellent accessibility, efficient loading, and flexible circulation for a variety of uses. Well-suited for warehouse, light industrial, service, or redevelopment opportunities. Positioned to serve the Bennington market area and surrounding communities, with convenient reach to Albany, Boston, and the greater Northeast region. See MLS Property & Listing Details & 39 images.

$819,000 $138 per sq.ft. Bennington NH Commercial Property »

Price Change! Reduced by $80,000 down 10% on May 19th 2026
Available Sq.Ft. 0   Zoned rural /ag/multi use Prop Type
Wednesday Mar 11, 2026
Description: Business owners, investors, and creative owners take notice!! This stylishly built small home with attached 60 x 75 4 bay garage complete with commercial office space offers a realm of possibilities!! Live here/work here, live here and rent the commercial space, or rent both spaces. With under an hour to Concord, Manchester, and Keene, whether you are commuting or reaching your customer base this country location offers a rare opportunity to to enjoy the privacy of a country setting while generating income. Buyer to verify all measurements and preform all due diligence. See MLS Property & Listing Details & 36 images.