$195,000 $176 per sq.ft. Brattleboro VT Commercial Property »

Available Sq.Ft. 1110   Zoned RD Prop Type
Listed on Friday Dec 17, 2021
Description: 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. See Listing Details & 18 images.

Under Contract Brattleboro VT Commercial Property for sale $300,000 $61 per sq.ft.

$300,000 $61 per sq.ft. Brattleboro VT Commercial Property »

Available Sq.Ft. 0   Zoned RN Prop Type
Listed on Friday Mar 27, 2026
Description: 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. See Listing Details & 24 images.

Under Contract Brattleboro VT Commercial Property for sale $349,900 $108 per sq.ft.

$349,900 $108 per sq.ft. Brattleboro VT Commercial Property »

Available Sq.Ft. 0   Zoned commercial Prop Type
Listed on Tuesday Apr 21, 2026
Description: 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. See Listing Details & 26 images.

New Listing! Brattleboro VT Commercial Property for sale $489,000 $153 per sq.ft.

$489,000 $153 per sq.ft. Brattleboro VT Commercial Property »

Available Sq.Ft. 0   Zoned Mixed Use Neighborhood Prop Type
Listed on Tuesday Jul 28, 2026
Description: 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. See Listing Details & 26 images.

$495,000 $102 per sq.ft. Brattleboro VT Commercial Property »

Available Sq.Ft. 0   Zoned residential Prop Type
Listed on Friday Jul 10, 2026
Description: 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. See Listing Details & 44 images.

$525,000 $25 per sq.ft. Brattleboro VT Commercial Property »

Available Sq.Ft. 20624   Zoned UC Prop Type
Listed on Friday May 29, 2026
Description: 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. See Listing Details & 7 images.

$695,000 $64 per sq.ft. Brattleboro VT Commercial Property »

Available Sq.Ft. 0   Zoned RB - Rural Business Prop Type
Listed on Thursday Apr 30, 2026
Description: 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. See Listing Details & 27 images.

$995,000 $154 per sq.ft. Brattleboro VT Commercial Property »

Available Sq.Ft. 0   Zoned Brattleboro Prop Type
Listed on Wednesday Jul 1, 2026
Description: 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! See Listing Details & 5 images.

Under Contract Brattleboro VT Commercial Property for sale $4,000,000 $187 per sq.ft.

$4,000,000 $187 per sq.ft. Brattleboro VT Commercial Property »

400 Ft. of Waterfront on River West River
Available Sq.Ft. 0   Zoned NC Prop Type
Listed on Thursday Oct 30, 2025
Description: 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. See Listing Details & 44 images.

Under Contract Brattleboro VT Commercial Property for sale $5,500,000

$5,500,000 Brattleboro VT Commercial Property »

750 Ft. of Waterfront on River West River
Available Sq.Ft. 0   Zoned NC Prop Type
Listed on Tuesday Oct 28, 2025
Description: 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. See Listing Details & 48 images.

$625,000 $63 per sq.ft. Bridgewater VT Commercial Property »

Available Sq.Ft. 9976   Zoned Town of Bridgewater Prop Type
Listed on Friday Nov 8, 2024
Description: Highly visible commercial building now ready for a next entrepreneur to enjoy success! Among attributes of this well known commercial property: 1) On the west side of the building are 20 individual indoor self storage units, with radiant floor heating, that are income producing. There is obvious potential within the building to expand the number of storage units! 2) There are 4 large commercial size heated garage bays, with individual overhead doors. 3) The middle section of the building has 2 bays that combine for an interior space measuring 41' wide by 34' deep, with 11' ceilings. 4) The east end of the building has 2 bays that combine for an interior space measuring 46' deep and 42' wide, with 16' high ceilings. There is also a storage/office space loft in this section. 5) There is a detached free standing storage building that measures 30' by 14' with potential for use as retail space. 6) An unfinished second floor space above the storage units has yet further potential! 7) There is easy level access to the property, with onsite parking. 8) Property has a permit to install a holding tank for septic needs. The Town of Bridgewater does not restrict commercial use of property! The potential for income from multiple tenants, within the diverse spaces of this unique property is real! Currently, within the nearby communities of Woodstock and Killington there is a strong demand for commercial rental space. Highly visible near the junction of Rtes 4 and 100A. Opportunity awaits!! See Listing Details & 30 images.

$749,000 $101 per sq.ft. Bridgewater VT Commercial Property »


Price Change! Reduced by $341,000 down 46% on June 12th 2026
Available Sq.Ft. 7428   Zoned Town of Bridgewater Prop Type
Listed on Wednesday Feb 21, 2024
Description: A "turn-key" commercial opportunity in a highly visible location! Being well situated between the world class skiing of Killington and the numerous amenities of historic Woodstock Village entrepreneurial dreams for this diverse property can easily take flight! Within this classic New England style structure are a professionally appointed and immaculate commercial kitchen, spacious dining rooms, an inviting lounge/bar area, 5 guest rooms with private baths and a well separated living quarters for an owner's residence or for rental as an apartment. An Ideal floor plan for a chef owner! This rare opportunity to provide housing accommodations for valued staff is seldom found! Outside dining/lounging areas add further appeal in the warmer months! Perhaps multiple commercial ventures could exist under one roof! The current owners have professional experience in maintaining and renovating commercial property and their pride of ownership is obvious. Their comprehensive renovations are truly an advantage for the next owner! Creating an appealing destination for Vermont visitors through the appeal of both its' classic expanded farmhouse exterior and an interior with exposed beams and stone faced fireplace is an obvious path to success. All of the components exist for creating a favorite dining/watering hole destination for locals as well! The possibilities are unlimited! See Listing Details & 40 images.

$1,200,000 $219 per sq.ft. Bridgewater VT Commercial Property »

Available Sq.Ft. 4037   Zoned Commercial/Residential Prop Type
Listed on Tuesday Dec 9, 2025
Description: PRIME KILLINGTON LOCATION - The iconic BACK BEHIND SALOON and BBQ SMOKEHOUSE! The Back Behind is primed and ready for the next successful chapter in its storied history. Originally opened as a country store in 1974, the building was transformed in 1981 into an imaginative restaurant famous for its unforgettable setting. The main dining area seats 109, and is centered around a colossal 35-ton, circa 1900 railroad snowplow car. A cheerful red antique caboose serves as an additional, charming dining space. The property is turnkey with great new updated commercial kitchen including Vulcan stove, fully appointed bar with 12 draft lines, and a state of the art Southern Pride Smoker just off the kitchen. The former owners ran this successful restaurant for more than 20 years, establishing a solid reputation for great food at a fair price. Those owners have retired and moved on, creating an amazing opportunity for the next investor to step up. The sale includes the business, interior furnishings, all equipment and all the real estate. This incredible spot is just minutes from the Killington Skyship, 15 minutes to Woodstock and 20 minutes to Okemo. Make this iconic restaurant your own and carry on the tradition of this beloved local landmark! FOR SALE OR LEASE! See Listing Details & 54 images.

$1,300,000 $35 per sq.ft. Bridgewater VT Commercial Property »

Available Sq.Ft. 0   Zoned None Prop Type
Listed on Friday Jul 17, 2026
Description: A truly unique opportunity to own all three floors of the historic Bridgewater Mill, ideally located on Route 4 between Killington and Woodstock. This listing consists of 5 commercial condo units representing over 36,000 square feet with stunning mountain and river views, soaring ceilings, exposed timber beams, and abundant natural light. These 5 condo units have been further divided into smaller separately leased units. The first and second floors of the. Mill are almost completely occupied, including a large restaurant tenant, post office, retail shops, a comedy club, hair salon and several artist and artisan studios. The third floor of the building is currently unoccupied and ready to be repositioned as residential space or leased out to additional commercial tenants. The eastern end of the third floor offers a dramatic open area, perfect for transforming into a restaurant, event space, or gallery, while several smaller offices provide flexible options for studios, workshops, or professional use. Be part of the ongoing revitalization of this iconic Vermont landmark and join a vibrant community of businesses and artisans! See Listing Details & 34 images.

$4,200,000 $475 per sq.ft. Bridgewater VT Commercial Property »

Available Sq.Ft. 0   Zoned Commercial Prop Type
Listed on Tuesday Aug 12, 2025
Description: Own a Piece of Killington History - Sunrise Base Lodge & Mountain! A rare and iconic opportunity awaits in the heart of Killington, Vermont. The legendary Sunrise Base Lodge and Mountain, currently operating as the home of Snowmobile Vermont and ATV Tours, is now available for the visionary buyer. This historic and storied property is more than just real estate--it's a gateway to endless potential. Spanning across a private mountain landscape with a well-established trail network, this unique offering delivers an unmatched blend of natural beauty, commercial viability, and development potential. With panoramic views, direct/indirect access to major trail systems including VAST, and the infrastructure already in place from a successful year-round recreational business, the property is perfectly suited for continued operation or a bold new venture. Whether you dream of expanding the existing business, developing a boutique mountain resort, creating a luxury eco-lodge, or preserving the land as your own secluded retreat, this property provides the perfect foundation. The lodge itself, nestled into the landscape, offers a functional base of operations and could easily be reimagined into a hospitality, residential, or event-focused facility. Opportunities like this are incredibly rare in Killington--Vermont's premier four-season resort town. With the demand for outdoor adventure, private sanctuaries, and investment properties at an all-time high. See Listing Details & 39 images.

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