Brattleboro Vermont Real Estate

Rare opportunity to own a piece of Brattleboro history. 72 Flat Street is a distinctive commercial/industrial property with a long-standing history as a machine shop, offering substantial workspace and an extensive collection of existing machinery, equipment, tools, and hardware. Ideally suited for an owner-user, machinist, fabricator, contractor, tradesperson, or entrepreneur looking for a unique property with character and functionality. Conveniently located near downtown Brattleboro with easy access to local amenities and transportation. Property is being sold AS-IS, with all equipment, machinery, tools, hardware, and other personal property currently inside the building, unless otherwise excluded. Buyers are encouraged to conduct their own due diligence regarding permitted uses, zoning, building condition, environmental considerations, and future improvements.
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 and was recently permitted for miscellaneous manufacturing. Call to request a showing.
Business owners take notice! This impeccably maintained commercial building is an opportunity that comes along very rarely for those seeking a high visibility location with generous off-street parking approximately 1/4-mile East of Exit 2 off I-91 in Brattleboro, Vermont. Over 900 S.F. of flexible space with town water and sewer leads to many possibilities for a new owner. Radiant heat throughout, natural light, and excellent exposure with ample signage are just a few elements that makes this building shine. Currently a hair salon, but per Brattleboro Zoning Regulations Section 226, Table 2-20, there are many options for permitted and conditional uses available. Come take a look at the potential in this property!
An exceptional investment opportunity on Brattleboro’s Putney Road! Currently receiving both commercial and residential rental income in a highly visible location along an established commercial corridor. The first-floor commercial space is currently leased to Subway and features a fresh, updated appearance, updated HVAC, electrical improvements and a Buderus heating system. Convenient customer parking is located in front of the building, with additional parking in the rear for residential use or overflow. Upstairs, the expansive 2+ bedroom apartment is filled with natural light and offers generous living space, a desirable layout and tremendous potential. The residential unit features its own heating system, separate electric service, and off-street parking. The detached one car garage could use a little TLC but is great for storage. The current owner has completed numerous improvements since purchasing the property, making this a versatile opportunity for an investor looking to add to their portfolio. Properties along Putney Road do not come to market often so don’t miss the opportunity to own a well-positioned mixed-use property in one of Brattleboro’s primary commercial areas. Priced to sell- come take a look.
A rare opportunity in the heart of historic downtown Brattleboro. Offered for the first time in over 50 years, this unique two-unit commercial property combines exceptional visibility, outstanding accessibility, and incredible flexibility for investors and owner-users alike. Each unit offers approximately 2,400 square feet of street-level and partially finished basement commercial space. Ideally positioned along one of Brattleboro's most active and pedestrian-friendly downtown corridors, this exceptional offering provides expansive storefront windows, excellent signage opportunities, and easy customer access provide the exposure businesses need to thrive. One unit is currently leased, providing immediate income, while the second unit is available for owner occupancy or new tenancy. Separate utilities and a new boiler serving the vacant space offer added convenience and value. Located within Brattleboro's use-friendly urban center district, the property is well suited for retail, office, professional, gallery, service, or specialty business uses. Become part of the vibrant downtown community surrounded by local shops, restaurants, arts venues, and year-round community events. Whether you're seeking a strategic investment, a live business opportunity with income already in place, or a prime location for your own enterprise, this property delivers. With a highly visible downtown location, flexible layout, established tenancy, and tremendous long-term potential, this is a standout offering priced to sell. Outstanding value in one of Southern Vermont's most desirable commercial districts. Don't let it get away.
3,600 sq ft wood frame and truss construction originally built as a lumber and building materials storage building. Two large drive-in overhead doors and clear span interior. Plenty of room for custom interior buildout with offices etc. Situated on 1.11 acres of level land partially cleared and paved with a good-sized area on wooded land in the back that could be cleared allowing for exterior parking and outdoor storage expansion or add building sq ft. Ideal for a service provider in need of a building to run a business out of. Electrician, Plumbing and Heating, builder/ carpenter/ woodshop or other in need of a convenient home base. Currently no W & S connected to the building, but it is close by. Access is via a ROW to be developed allowing for dedicated access. Month to Month tenant in place currently. Taxes TBD due to being combined with 16 Town Crier Drive.
SUPERB IN-TOWN OPPORTUNITY!! Originally a single-family residence, this circa 1850 Federal has been used as mixed-use [residential and professional office space] since 1978. Extremely convenient location at the immediate edge of downtown Brattleboro. MOVE-IN READY for your business! Huge visibility – traffic count and signage! More space than your business needs today?? Lease remaining offices to help pay your property taxes, etc.! LOOKING FOR AN IN-TOWN HOME?? Easy conversion back to residential use. ARE YOU AN ENTREPRENEUR?? Perfect layout for conversion of office space to apartments to rent on Airbnb, use as corporate housing, or rent long-term. The potential is huge for THIS building in THIS location! Additional details… 9 marked, paved, parking spaces. Adjacent to the Courthouse and a short walk to the Post Office, Municipal Center, Library, Train Station, and many other businesses. This two-story gem offers 13 rooms with approx. 3,200 SF; including a 2-story, townhouse style apartment with 2BR’s, 1.5 BA’s and three additional rooms, private entrance, a porch, hardwood floors, newer double-glazed windows throughout, and separate utilities. LOCATION AND OPPORTUNITY!!! Brattleboro, Vermont is where you want to be! Private showings on request.
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.
Rare opportunity! This amazing 1 acre property is located on the gold strip of Putney road, with high visibility and tremendous versatility... the site could have many uses, but highest and best is likely exactly what it is...the well known.....much enjoyed and appreciated TOP OF THE HILL GRILL. This long standing business has morphed over the years from the take out stand, to a 1500 square foot, full service kitchen where all the prep and smoking is done....including 2 easily accessible bathrooms.....a newly renovated ice cream shack, a heated deck house, and a 2000 square foot deck with seating for about 75. There is room for potential expansion possible for breakfast or soups etc in the winter. It comes fully equipped, and seller is willing to discuss name and receipt transfer. Easy in and out parking, a view of the river set back and wild life and plenty of sit down space are just great benefits of the location. Check with town zoning for other use options. Just think, land and buildings for sale on Putney Road.
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!

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