Properties Near 100 Depot Street Bennington, VT

OPEN HOUSE 8/30 from 10am-12pm. Spectacular and unexpected! Originally built in 1920 on the corner of Main & Benmont, moved here in 1987. Stunning details that you don't see in modern buildings today: tin ceilings, oversized windows and thick doors, natural woodwork, and dramatic arches framing the center hall. It's truly breathtaking in person... photos don't do it justice. You'll expect an old stone foundation with dirt floor, but since it was moved downtown in the 80s this beauty was set on a new poured concrete foundation, delivering the best of both worlds: character + good bones. Currently leased to an insurance company, the space offers a turn-key opportunity for a new or existing business to step inside and get right to work. Zoning allows for retail, personal or professional services, lodging, food/drink/entertainment, educational, and place of worship. All furnishings are included. Layout provides three private offices, break/file room, four open concept workspaces and a half bath. Or reimagine as mixed use such as a retail store or studio on the main level with individual offices (co-working) or gorgeous apartment upstairs (to rent or live in yourself). Located directly across from the splashpad and Thompson Stage, enjoy the sounds of laughter and music, or take a short walk to the multitude of awesome eateries downtown. Parking on street or in nearby municipal parking lot. This is an incredible value and opportunity!

This beautifully maintained 1920s building is located in the heart of downtown Bennington. Lovingly cared for and meticulously maintained, 211 School Street is ready for the next entrepreneur, medical professional, or visionary to make it their own. For decades, the main level operated as a successful orthodontic office and its layout still lends itself perfectly to a range of professional or commercial uses. The first floor features a welcoming reception and waiting area, several patient rooms, functional workspaces, a private office, and a convenient 1/2 bath. The thoughtful design makes it ideal for health and wellness practices, boutique businesses, or creative studios. Upstairs, a bright and inviting 2BR/1BA apartment offers additional value and flexibility. Complete with a full kitchen and laundry hookups, the apartment has its own separate entrance making it perfect for owner-occupancy, short-term rental, or steady long-term income. Just a block away from shops, cafés, and restaurants, this property enjoys all the benefits of downtown convenience while being tucked away on a quieter street, ideal for clients seeking discretion or professionals who value a peaceful setting. The building is impeccable with a dry basement and generous parking for clients or tenants. With multiple permitted uses, this is a rare opportunity to live upstairs while running your business below, or to invest in a versatile, income-producing property in Bennington's thriving downtown!

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.

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.