You are viewing Woodstock VT Commercial Listing between $1000000 and $99999999 dollars.
$2,599,000 $434 per sq.ft. Village of Woodstock in Town of Woodstock VT Commercial Property »
Available Sq.Ft. 0 Zoned Non-Residential Prop TypeListed on Tuesday Aug 12, 2025
Description: This exquisite 8-room Inn which boasts an additional 1-bedroom owner's quarters, invites you to embrace the quintessential New England bed and breakfast owner's dream. The Village Inn of Woodstock, VT offers a rare blend of historic charm and modern convenience, all within one of Vermont's most beloved communities. Woodstock is often hailed as "the prettiest small town in America," and for good reason. The village is a vibrant resort town with maple-lined streets, stately homes, artisanal boutiques, and a warm and welcoming spirit. The town and assorted local organizations offer cultural and family fun activities throughout the year. Guests from all over the world return to the Village Inn year after year to enjoy its charming rooms, cozy tavern and amazing restaurant. This Inn is a well-oiled machine with very impressive revenue growth. Call for more information and a chance to tour this property. See Listing Details & 55 images.
$2,200,000 $797 per sq.ft. Village of Woodstock in Town of Woodstock VT Commercial Property »
Available Sq.Ft. 0 Zoned Commercial Prop TypeListed on Monday Jul 13, 2026
Description: THE FIREHOUSE- This landmark building enjoys an exceptional central location in the heart of Woodstock Village. Stunningly vaulted above the Kedron Brook, it occupies one of the Village's most prominent and picturesque settings. With Mont Vert Cafe on one side and the Village Post Office on the other, the property benefits from a constant and reliable flow of foot traffic. The entire building has been beautifully renovated and thoughtfully updated. The second floor features a premium, stylish two-bedroom loft apartment with a spacious, open layout. One side of the apartment is dedicated to a generous living room, while the other offers a well-appointed kitchen and comfortable family area. Each bedroom has its own en suite bath, complemented by a convenient half bath for guests. A private deck overlooks Kedron Brook, providing a peaceful outdoor retreat. The main retail level offers two generously sized spaces that can accommodate a variety of commercial uses, including retail or office. The brook side space has previously been home to both a clothing retailer and a delicatessen. A substantial lower deck overlooks the brook to the north and south, while the brick courtyard at the front of the building offers the potential for outdoor seating. Recent mechanical upgrades include heat pump mini-splits on both floors for efficient heating and cooling, as well as a newer boiler. Some furnished and twilight images have been virtually created. See Listing Details & 52 images. Includes a Virtual Tour
$1,695,000 $339 per sq.ft. Village of Taftsville in Town of Woodstock VT Commercial Property »
Waterfront on River Ottauquechee RiverAvailable Sq.Ft. 5000 Zoned Hamlet Commercial Prop Type
Listed on Friday Jun 26, 2026
Description: INVESTMENT & RESIDENTIAL OPPORTUNITY - Rare historic building - The former Taftsville Country Store - available for owner occupancy with multiple additional income units in the village of Taftsville. Just five minutes to the quintessential downtown New England Village of Woodstock! Property includes Storefront with bath (approved for restaurant, café, or retail store), Post Office (with current lease but flexible on renewal), Apartment 1Brm (with former AIRBNB rental history), and a large Owner's unit - 3 bedroom, 2.5 bath There is also decent additional storage space with plans for an additional studio unit. Perfect opportunity for an investor to offset living expenses with this multi-unit property, or just have a super fancy home office downstairs. Potential diversified income streams with hospitality, residential rental, and retail/food service all in one property. Current owners have redesigned and graded the parking lot to include 21 parking spaces and four (4) 19Kw Electric Vehicle Charging stations, ADA access to building, and ADA accessible restrooms. Property boasts pretty patio views of the Ottauquechee River and Taftsville Covered Bridge. See Listing Details & 60 images.
$1,395,000 $211 per sq.ft. Village of Woodstock in Town of Woodstock VT Commercial Property »
Available Sq.Ft. 4864 Zoned Central Commercial Prop TypeListed on Friday May 1, 2026
Description: 15 Central Street is one of the finest commercial locations in Woodstock with two of the most creative and successful businesses as the anchor tenants. The historic building has adapted to changes over the course of its long history of uses including residential, barber shop, a dance & pool hall, law office, architectural services and a variety of mercantile endeavors. Notably, the building was the headquarters of Lt Colonel Peter T. Washburn, who led the 1st Vermont Regiment troops in their crucial role at Gettysburg. He returned to the roles of Adjutant and Inspector General to organize and direct Vermont's military efforts through the rest of the Civil War from his offices at 15 Central Street. The current owners, recognizing it was time to adapt the building to the 21st Century, developed plans to upgrade and modernize the second and third floors for mixed use including an incredible residential unit with exposed brick walls and timber framing. The story high historic windows have been restored, and the second level has been reframed with new sheetrock. The third level partition walls have been removed to create a dramatic open area with views over the village to the north and south leaving the finishes and uses of the two levels up to your imagination. This is a once-in-a-lifetime opportunity to acquire a property with a remarkable history and become part of creating Woodstock's future. Note: Gross income reduced in 2024 due to renovation See Listing Details & 44 images.
