Currently operating as an award winning B&B, this thoughtfully designed, flexibly configured income property is also ideal as a primary residence. Situated at 45 Pleasant Street, just a short stroll from the shops, restaurants and galleries of Woodstock Village, the property overlooks East End Park and the Ottauquechee River Trail, offering an exceptional blend of village convenience as well as natural beauty and outdoor recreation. Inside, historic Vermont charm meets sophisticated contemporary design, with rich finishes, warm hardwood floors, dramatic tilework, custom built-ins and thoughtfully designed lighting throughout. Beautifully appointed baths feature contemporary tile, glass-enclosed showers and upscale finishes reminiscent of a luxury boutique hotel. Guest accommodations offer comfort and privacy, with each principal guest room featuring a king bed, private bath and wet bar equipped with refrigerator, microwave and coffee maker. The expansive 420-square-foot suite includes a separate living room and spa-inspired bath with double vanity, heated floors, heated towel rack and jetted tub. Inviting common areas, a guest lounge, wraparound porch, decks, gardens and fire-pit areas create wonderful spaces for entertaining or relaxation. A dedicated yoga/Pilates studio offers additional flexibility for wellness activities or personal enjoyment. The private upper-level owner's quarters feature two bedrooms, two beautifully appointed baths, a full eat-in kitchen and finished attic space, providing exceptional flexibility for an owner/operator, extended family or full-time residence. Enjoy Woodstock's four-season lifestyle, from skiing and snowshoeing to hiking, golf, cycling and exploring Vermont's scenic countryside. Whether envisioned as a private residence, hospitality venture or investment property, this distinctive offering combines an established rental platform, exceptional location and versatile living spaces. A rare opportunity to make it your own!
5 Central Street sits at the heart of Woodstock Village and at the crossroads of commerce for over 200 years. The Jones Block is the upper level of the circa 1880 brick building, converted into three condominiums with retail businesses on the ground floor. The approximately 3,000-square-foot 2nd-floor space offered for sale includes 11 offices and the upper level of a barn adapted to storage use fronting the Village parking area and Welcome Center. Historically, the upper levels of buildings in the commercial district were used as apartments. Today, several owners in the area have been repurposing their buildings to address a long-term housing shortage.
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 additional storage space with plans for another 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 an ADA accessible restroom. Property boasts pretty patio views of the Ottauquechee River and Taftsville Covered Bridge. *Main Level Photos Have Been Electronically Decluttered*
Excellent opportunity for high visibility retail or office space on Rt 4 coming into town, combined with a separate efficiency/studio apartment (with its own access) upstairs. The 1,335 sf lower level (Unit C) is currently a chiropractor's office space and was previously used as natural food store and barber shop. The 950 sf upstairs two-bedroom apartment (Unit D) has been leased out by the month for approx $2,000 per month, and has two separate bedrooms, a kitchen, sitting area, balcony and full bath. Or you could re-combine the two units into a larger 2,285 sf in-town residence or office space. There are 4 dedicated parking spaces for the two units, plus other parking in the rear that is shared with the other two units (A & B) in this commercial condo assocation. This is a great opporunity to own a highly visible, move-in-ready building right on Route 4.
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 Vermontâ??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 Woodstockâ??s future. Note: Gross income reduced in 2024 due to renovation
A truly unique 6 acre parcel of land conveniently located in the heart of Woodstock! Tremendous development potential! Zoning allows both COMMERCIAL and RESIDENTIAL use! The 6 acres visually divide into 2 components with 2 diverse personalities. The 1st component is an extraordinary private building lot in the heart of Woodstock! Access to this 4 acre component initially leads through a pleasant open area and then curves a short distance up through softwood trees. Opening from those trees is the unexpected surprise! A large sunny meadow is revealed that is bordered by a wide meandering brook! This totally private meadow is within walking distance of the center of Woodstock and yet is quite invisible to passers by! A septic system designer has conducted a "perc test" investigation and believes it can support construction of an in ground septic system. A building lot that simply can not be duplicated within Woodstock! Visually well separated from this 4 acres the 2nd component of the 6 acre parcel is a well known 2 acre level area that for many years hosted the Saturday Woodstock Farmer's Marketplace. A location that presents convenient level walking to access the numerous amenities of Woodstock Village as well as to the endless recreational opportunities of the Billings- Rockefeller National Historical Park! This level parcel of land benefits from COMMERCIAL ZONING! Excellent access, a large level surface, and high visibility! Commercially zoned land is scarce in Woodstock!
This exquisite 8-room Inn which boasts an additional 1-bedroom ownerâ??s quarters, invites you to embrace the quintessential New England bed and breakfast ownerâ??s dream. The Village Inn of Woodstock, VT offers a rare blend of historic charm and modern convenience, all within one of Vermontâ??s most beloved communities. Woodstock is often hailed as â??the prettiest small town in America,â? 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.
Woodstock is located in Vermont. Woodstock, Vermont has a population of 3,011. Woodstock is more family-centric than the surrounding county with 33.72% of the households containing married families with children. The county average for households married with children is 26.01%.
The median household income in Woodstock, Vermont is $104,716. The median household income for the surrounding county is $63,787 compared to the national median of $69,021. The median age of people living in Woodstock is 53.8 years.
The average high temperature in July is 81.4 degrees, with an average low temperature in January of 6.3 degrees. The average rainfall is approximately 46.1 inches per year, with 82.3 inches of snow per year.
