Brattleboro Vermont Real Estate

Tired of working for someone else? Want to make your own way? Want to be a contributing member of a thriving community? This is IT! Covid has been rough on us all, now the world is opening back up, it is a perfect time to make your way! Perfect location for dinner time pick up..... or breakfast on the run to the office. We are all tired of our own cooking...great deli sandwiches and soups, daily meal specials....SPECIALTY BEVERAGES....whatever you have to add variety and ease to our day...good hard work is bound to pay off in this sweet, renovated, equipped and ready to go short order (and more) set up. Dare to dream your own dream. Dare to say "look at me!" Make the best food ever and watch them come! Masks for showing please as a courtesy to others. The name will not transfer with the property.

It's rare to find a garage of this size with a 20 foot ceiling and a 12 foot roll away door, on-site parking and so close to downtown Brattleboro - a stone's throw from the Hinsdale bridge. The building boasts a total of 5,000sf and comes equipped with 3 phase power on .41 acres. The ground floor level offer 3,740sf of open space plus 1,100sf of offices on 2.5 floors with a separate entrance. Plan on power washing, fresh paint and new office flooring. Once you're done, you'll have a great location for your business, workshop, garage, or studio. The property is grandfathered as a truck garage so only similar uses are possible. Call to request a showing.

Located just minutes from I-91 and downtown Brattleboro, the former WKVT radio station offers a unique opportunity to own a well maintained commercial property. Tucked into a quiet neighborhood with close proximity to the activity of Western Avenue, this 3,240 SF building strikes an ideal balance between accessibility and privacy, making it well-suited for a variety of professional, creative, or service-based uses. The two-level layout provides flexibility and functionality. The upper level features five private offices, multiple storage areas and closets, two bathrooms, a welcoming entry/reception area, and a kitchenette making it well suited for a range of uses including administrative operations or client-facing businesses. The lower level, previously home to radio station operations, includes five additional offices along with a bathroom, utility room, and storage space, offering potential for collaborative workspace, production, or specialized use. Constructed in 2003, the building benefits from modern systems including central A/C, public water and sewer, high-speed internet availability, and a standby generator system to support continuous operations. On-site parking adds convenience for both staff and visitors. Set on a 4.3-acre parcel with frontage on Whetstone Brook, the property offers a natural, attractive setting rarely found with commercial properties. The building is positioned above the brook, providing a sense of separation and privacy while remaining close to major routes and downtown amenities. A strong option for businesses seeking a move-in-ready location with room to grow in Southern Vermont.

Exceptional investment opportunity! This well maintained six-unit property is in outstanding condition and has seen numerous recent improvements, making it an attractive addition to any investment portfolio. Exterior updates include fresh paint completed last year, newer windows (approximately three years old), a newer rubber membrane roof, buried power, updated electrical, a newer hot water heater, spray foam insulation, and new cellulose insulation in the attic. The building offers six rental units, including three efficiency apartments, (2) two-bedroom units, and (1) one-bedroom unit (please note the bedroom does not have a window). Three units are currently occupied by long-term tenants. The two-bedroom and one-bedroom units each have separate electric service, while the three efficiency units are on the owner's electric meter. Heat and hot water are included for all tenants. The property also offers plenty of off-street parking with a convenient location close to shopping, the hospital, public transportation, Interstate 91, and other local amenities. A turnkey investment with many major capital improvements already completed.

196 Main Street is located in downtown Brattleboro and occupies a 0.34-acre lot. The current Masonic Lodge has a substantial interior footprint and frontage on Main Street, extending in depth behind the structure. This lot offers potential for off-street parking, landscaped areas, or future development, depending on intended use. Situated within a quarter-mile of various shops, restaurants, municipal buildings, and public transportation, the site provides convenient access to numerous amenities in Brattleboro's active and historic downtown district. This Lodge chapter is currently exempt from property taxes. Tax displayed is based on current tax rate and assessment.

Tremendous Investment/Business Opportunity. Three businesses in one property: Deli/Restaurant with all pertinent equipment included (stoves, ovens, mixers, fryers, etc.); Self -Storage with 61 units inside the 423 building; and Multi-Family Residential 3 units currently occupied with stable tenancy. Property is situated on the North side of VT Route 9 which is a major East/West thoroughfare. Excellent exposure. Deli/Restaurant building constructed in 2016 and in superb condition. Lot has 3.3 level grassy acres with potential for other enterprises.

Seize a prime, mixed-use commercial investment opportunity situated in the vibrant core of downtown Brattleboro. This centrally located property features 12 total units: 7 residential apartments (currently fully leased) and 5 ground-floor commercial spaces (3 spaces currently leased). With two storefronts directly on Elliot Street and three opening onto the bustling Harmony Lot, the foot traffic and visibility are unbeatable. Enjoy a diverse, established income stream, a strong rental history, and prime walkability to all downtown shops, parking, and transit. Connected to town water/sewer. Showings by appointment only—reach out today to schedule!

The Marina at the Retreat Meadows presents a unique opportunity to acquire a portfolio of waterfront properties with remarkable potential for growth. The two properties with their three buildings include a highly successful 320-seat restaurant in operation for over 30 years as a NNN tenant, a 40-slip small boat marina popular with both paddlers and power boaters, a renovated former milk plant and adjacent renovated farmhouse that together house State of Vermont offices plus four recently renovated spacious apartments. With 2.8 acres and 400 feet of waterfront at the confluence of the Connecticut and West Rivers, the campus is the only commercial waterfront property in Brattleboro with adequate onsite parking. The site enjoys high visibility, with more than 13,000 vehicles passing daily. The location at the terminus of the 36-mile West River Rail Trail, popular with walking, biking and birding enthusiasts, is a magnet for residents and vacationers alike. Imagine the many fitness and recreational possibilities within close proximity of Brattleboro’s vibrant downtown, renowned for its arts, dining, and music scenes! This offering is available at $4,000,000, or alternatively three properties, including the iconic 25,000sf Rollerdrome building are offered at $5,5000,000 (MLS #5067513). Additional properties are available as well. Buyers please inquire.

The Marina at the Retreat Meadows presents a unique opportunity to acquire a portfolio of waterfront properties with remarkable potential for growth. The three properties with their four buildings include a highly successful 320-seat restaurant as a NNN tenant in operation for over 30 years including a 40-slip small boat marina popular with both paddlers and motor boaters; a renovated former milk plant and adjacent farmhouse that house State of Vermont offices plus four recently renovated apartments; and the 1950s Rollerdrome building with a mix of retail and commercial tenants. With 3.7 acres and over 750 feet of waterfront at the confluence of the Connecticut and West Rivers, the campus is the only commercial waterfront property in Brattleboro with adequate onsite parking. The site enjoys high visibility, with more than 13,000 vehicles passing daily. The location at the terminus of the 36-mile West River Rail Trail, popular with walking, biking and birding enthusiasts, is a magnet for residents and vacationers alike. Imagine the many fitness and recreational possibilities within close proximity of Brattleboro’s vibrant downtown, renowned for its arts, dining, and music scenes! All three parcels are available for $5,500,000 at a 8 cap, or the core campus, excluding the Rollerdrome, is offered at $4,000,000 (MLS #5067936). Buyers wishing to acquire additional property should inquire.