Woodstock Vermont Real Estate

An affordable Woodstock home! Truly a very sweet little house! Among desirable attributes are connection to the municipal sewer system, Woodstock Aqueduct water, an easily accessed location on a well maintained paved road, and a private rear balcony with views of a brook flowing through a pleasant rear yard! A practical floor plan including a ground floor bedroom can present a residence of a manageable size for a single person. With 3 well separated bedrooms and a pleasant yard area, multiple residents could be equally comfortable! The interior features rooms with proportions that nicely compliment each other. On the ground floor, a 14.5x11 living room displays beautiful exposed beams and wood flooring. Adjacent to the living room is a bright 19.5x11 kitchen/dining area, with access to the rear balcony. Good cabinet space, newer appliances, a large double sink and a window with a pleasant view all compliment the bright kitchen. The interior of the ground floor is completed with a 11x8'9" bedroom and a full bathroom with a claw foot tub. Adjacent to the side of the home is a large 19x10 mudroom with plenty of storage for sports equipment! Off the living room attractive stairs lead up to the 2nd floor which embodies 2 nicely separated bedrooms, a landing area large enough to house a desk and a full bath. The 2nd floor feels surprisingly spacious! The Woodstock Middle School/High School and shopping at the beloved Woodstock Farmer's Market are both nearby! Well worth your visit!

Nestled on a knoll surrounded by apple trees, moss covered stonewalls and open meadows... Located on Prosper Road, one of the premier locations in historic Woodstock. Mtn Tom, the National Forest is just across the street with an incredible trail system for hiking and cross country skiing with friends/family. Just minutes to downtown Woodstock for all amenities, shopping and restaurants. Suicide Six, Okemo and Killington close by. Championship golf, fly-fishing and bike trails. This property consists of 4 bedrooms and 2 baths. Handsome hardwood floors, immense amount of sunlight with large oversized windows facing south. This home has an open floor plan with a large sunroom, beautiful stone wood-burning fireplace accent in the living room and first floor bedroom or den. Second floor consists of 3 more gracious size bedrooms with another full bathroom. Perennial gardens are hidden and overgrown but can easily be brought back to life. There are a total of 4 garage spaces: one attached and the other 3 in a separate building. Lots of storage in the basement or create a workshop. First time this property has been introduced to the real estate market. Superior location- come take a look!

Turn-key home within easy walking distance of Woodstock village! This three-bedroom cape sits on a spacious one-acre lot on one of Woodstock's most bucolic neighborhood lanes - all within easy walking distance of the village amenities. With the charm of a traditional cape and the conveniences of beautiful modern construction, this home offers solid maple flooring, a keeping kitchen with a pristine wood-burning fireplace, a first-floor primary bedroom, spacious and sunny rooms, and additional space above the garage that would make a terrific guest suite or bonus room. The massive, dry basement provides amply for storage, a workshop, and exercise space and is plumbed for an additional bathroom. There is truly no better opportunity in Woodstock for move-in-ready and worry-free homeownership. SHOWINGS BEGIN 11/28 AT 1PM.

A charming cape style home in a location convenient to access the amenities enjoyed by living in Woodstock! Constructed for use as his own residence a local builder known for high standards and attention to detail created an interior that will please! Truly unexpected quality in a manageably sized 1540 sq. ft. home! Nicely separated from this residence a detached classic New England style building houses a 7 room office complex and 2 privately entered 1 bedroom apartments! Income with excellent tenants in place! Situated at the rear of the .8 acre parcel the cape residence is in an elevated sunlit location. Entering the residence from a large deck leads into an open floor plan which encompasses living room, dining area and attractively appointed kitchen. Located off the kitchen a cozy den offers privacy and the ambience of a wood burning fireplace. A full bath completes the 1st floor. The entire 2nd floor is dedicated to a primary bedroom suite with full bath and walk in closet. On the lower level is a large 2nd bedroom, laundry room and entrance to a 1 car garage. In the front of the parcel the highly visible income property features a 7 room office complex that would satisfy any professional! Components include a private conference room with fireplace, reception/work station room, private executive office, 2 additional offices, break room, filing room and several 1/2 baths! Separately entered the 2 apartments are well finished. A residence with the bonus of income property!

This gracious early 20th Century Gambrel home is located on very desirable Mountain Avenue in Woodstock Village within walking distance of restaurants, shops and Faulkner Park providing access to the Mt. Tom trails. Setback on a lovely landscaped parcel with a traditional front porch offering views of the protected lands of the Marsh-Billings-Rockefeller National Park. The floor plan is informal and reflects modern lifestyles with an open kitchen, dining and family room for comfortable gatherings. A wood-burning fireplace is the center piece of the spacious living room. The bedroom level is service by two stairways; one formal and the other off the kitchen, which is a traditional layout in many early Vermont homes. Offered fully furnished and equipped at $1,100,000.

One of a kind! Woodstock Village! A professional designer's well conceived compound. The stylish main residence is complimented with both a delightful detached 2 bedroom guest house and a large 36x24 studio/workshop. The length of the tranquil landscaped rear grounds, lush with spectacular gardens and leading to accessible Ottauquechee River frontage, is an unexpected surprise! In the main residence, the principal rooms feature generous dimensions and careful attention to detail. On the main level, a spacious kitchen, with full size informal dining area, opens in 3 directions, to either a fire-placed living room, a dramatic formal dining room or a large 16'x10.5' screened porch. On the second floor are 2 guest bedrooms, full bath, and a primary bedroom, with ensuite bath. On the 3rd level, a large unfinished attic presents endless potential! The detached guest house is perfect! On the ground level is a living room, with vaulted ceiling, a kitchen with a panty, a mud room and a bedroom with 3/4 bath. A second floor loft bedroom is 21' long! Separately, the free standing 36'x24' studio/workshop has potential only limited by your imagination! Truly an ideal property for combining residential use with a home occupation! The front view of the property has the expected classic New England appeal that typifies the residences of Woodstock Village. While the long private rear lawn, with professionally designed gardens, and accessible river frontage is an unexpected surprise!

Fifty pristine, peaceful, and private acres at the end of a town-maintained road. Magnificent westerly views of the Green Mountains including Killington. This 1989 custom home with three bedrooms and multiple gathering places can accommodate all the family and friends. Conveniently located to all of Woodstock’s famous amenities – less than 10 minutes to The Woodstock Inn & Resort’s Athletic Center, 18 hole championship golf course, x- c skiing – hiking – biking trail system, fantastic dining, shopping, galleries and more! Or explore your own land which features numerous hiking trails, stone walls, and a stream. Parcels of this size & quality are scarce; this one’s location also has a perfect balance of privacy & convenience. The home boasts bright and sunny open concept kitchen/living area; first floor bedroom with private bath, and plenty of spaces for work or leisure. Second floor has two additional bedrooms, bath, and office/ sitting area. In addition to the turn-key home, there is a fully framed and weather-tight wing awaiting finishing touches, as well as a completed oversized 34 x 15 high bay garage; perfect for XXL toys like a boat or camper. There is also an additional 800 sf of covered storage space; simply add garage doors to fully enclose. Truly a one-of-a-kind property in the best part of Vermont!

Situated on a quiet road in a sought after Village neighborhood, this 5* VT Efficiency home is walking distance to downtown Woodstock. It has 4 ensuite bedrooms, 3 on the 2nd floor and the Primary suite on the 1st floor complete with a steam shower, spa and gas fire place. There is a 5th bedroom and 3/4 bath on the lower level which also plays host to a large open and newly renovated family and game room. An oversized mudroom takes you upstairs and also has access to the two car garage. The 1st floor boasts an open kitchen, dining and living room with stone fire place, cathedral ceiling and beautiful wood floors throughout. Down the hall are a TV room/den with gas fireplace and a 3/4 bath. Off the kitchen, French doors lead to a screened in porch which opens onto a multi level deck perfect for a morning cup of coffee, grilling up dinner, or a glass of wine on a warm summer night. Across the way are the Rec Center playing fields and playground and down the road is the Woodstock Country Club. This turnkey home is ideal as a primary or second home getaway. Don't miss out on this rare in-town property. Showings begin on 11/26/21.

Location, style, amenities: Just west of Woodstock Village, a hip renovation of a classic white clapboard farmhouse and big red barn, on 37.8 acres threaded with lovely trails, meadows, pond, gardens and thoughtful set up for horses. Completely renovated in 2004 and 2007, the 1850 farmhouse has a contemporary style by award-winning AIA architect Michael Ertel and the texture and attention to detail of master builder Hank Savelberg. Sensitive to the integrity of the original farmhouse, integrating all modern amenities, there is an open floor plan with walls of windows that bathe the spaces in natural light. The master suite and 2 additional bedrooms are on the second floor, as well as additional expansion space. The 3-level bank barn has a wide center aisle, 3 box stalls and heat throughout on the first level; hayloft and office with high-speed internet on the second level; and storage on the third level. The farm, once part of thousands of acres owned by the Robinson family, was eventually split up and passed down through each generation. This house was owned by Jumbo Robinson who could lift and carry 2 heavy dairy cans down the hill to be picked up by the milk truck every day--the cans are still in the little corn crib with the original cider press. The edible landscape of today includes apples, plums and pear trees. Daily pleasures range from a plum fresh picked eaten at the outdoor table overlooking the perennial garden Virtual tour of the home and the barn available.

John Curtis, a veteran of the American Revolution, received a land grant to establish a homestead in the new State of Vermont circa 1780. The fields & pastures carved out of a wilderness sustained his family for 5 generations. Stonewalls & tumbled dams remain as evidence of the industry & effort of early pioneers. The Hollow Farm consists of the striking 6 bedroom/4 bath Homestead House & the 3 Bedroom/2 bath Brook House sited in the middle of the 91-acre property. The new Homestead created in 1988 around the stone fireplace & native timber framed original home. The southwesterly exposure illuminates the spacious gathering rooms & private spaces through the enormous round windows. The interior layout reflects casual country lifestyle with an open floor plan spiraling around the central kitchen complex, which opens out on to a wide, elevated terrace, decks & balcony's on each level. Common rooms & quiet corners are visually connected & access by open stairways. The architectural form expresses the Vermont farmhouse on a grand scale with a cupola & splendid views of the surrounding fields & mountains. The property adjoins Coolidge State Forest at a place where a magical waterfall & sweet swimming hole are formed over exposed bedrock. The maintained road ends a mile or so beyond the old farmstead & continues on with miles of trails leading to South Woodstock, Plymouth & Reading townships. Nearby are Woodstock Village, the ski resorts of Killington & Okemo & public waters.

Room for all, close to town, very private: Stone Bridge is a capacious and thoughtfully-built 2002 5824sf Craftsman Style home set at the end of a private driveway on 10.15+/- acres. Stone Bridge Way is off of Densmore Hill Road, well-located between Woodstock and South Woodstock Villages in the heart of horse and gravel cycling country. Lovely views to Killington: the western exposure makes for dramatic sunsets from the wide stone patio. Comfortable in all seasons, the spaces flow from open kitchen to living and dining areas warmed by a fireplace (with a conveniently located bar off the living area). Main level primary suite, second-floor primary, plus two bedrooms with shared bath and guest suite. The lower level offers a sports pub, gym and indoor spa. Plenty of space for toys alongside the garage. The site is elevated and largely open around the houses, with woodlands on the other side of the private drive. Site quality, location, and amenities make for a great offering. This listing is also offered with a guest house. See MLS# for more details.

Location, style, amenities: Just west of Woodstock Village, a hip renovation of a classic white clapboard farmhouse and big red barn, on 91 acres threaded with lovely trails, meadows, pond, gardens and thoughtful set up for horses. Completely renovated in 2004 and 2007, the 1850 farmhouse has a contemporary style by award winning AIA architect Michael Ertel and the texture and attention to detail of master builder Hank Savelberg. Sensitive to the integrity of the original farmhouse, integrating all modern amenities, there is an open floor plan with walls of windows that bathe the spaces in natural light. The master suite and 2 additional bedrooms are on the second floor, as well as additional expansion space. The 3-stall barn has a wide center aisle and heat throughout, except hay area and loft. The barn includes an office with high-speed internet. The farm, once part of thousands of acres owned by the Robinson family, was eventually split up and passed down through each generation. This house was owned by Jumbo Robinson who could lift and carry 2 heavy dairy cans down the hill to be picked up by the milk truck every day--the cans are still in the little corn crib with the original cider press. The edible landscape of today includes apples, plums and pear trees. Five minutes to Woodstock Farmer’s Market, near skiing, golf and other recreational activities. 2.5 hours to Boston and 4.5 hours to New York. Virtual tour of the home and the barn available.

Room for all, close to town, very private: Stone Bridge is a capacious and thoughtfully-built 2002 5824sf Craftsman Style home set at the end of a private way, with a guest house on a separate lot. The two parcels total 22.65+/- acres. Stone Bridge Way is off of Densmore Hill Road, well-located between Woodstock and South Woodstock Villages in the heart of horse and gravel cycling country. Lovely views to Killington: the western exposure makes for dramatic sunsets from the wide stone patio. Comfortable in all seasons, the spaces flow from open kitchen to living and dining areas warmed by a fireplace (with a conveniently located bar off the living area). Main level primary suite, second-floor primary, plus two bedrooms with shared bath and guest suite. The lower level offers a sports pub, gym and indoor spa. Plenty of space for toys alongside the garage. The guesthouse is privately sited away from the main house, with two bedrooms, two baths, fireplaced living room, dining room, kitchen and study. The site is elevated and largely open around the houses, with woodlands on the other side of the private drive. Site quality, location, and amenities make for a great compound offering.

4 Bond Street stands in a prominent but discrete location in the center of the village of Woodstock, VT. Distinguished on many levels, the property represents an incredible opportunity for the next owner to take stewardship of what is undeniably a unique historical American architectural treasure. The multi-generational home of the Billings family, 4 Bond Street has been home to both a Governor and a Chief Justice of the Green Mountain State. The legacy of the family is significant in the historic preservation and land conservation of the area. The first period brick Federal has been modified and expanded over the last two centuries but still retains much of its original historic character through the preservation of its defining architectural materials, design, adornments, and room proportions. Quarter sawn, clear white oak floors, waxed to show their extraordinary beauty and durability over the last 200 years grace the interior. Preserved period mouldings, chair rails, built-in cabinetry and bookshelves can be found throughout. Set on over one and a quarter acre with frontage on the Kedron Brook, the property is unique for its setting and size. A detached three car barn/garage sits at a pleasant distance from the main house. 4 Bond Street is a once in a lifetime opportunity to take stewardship of a rare historical asset as well as an opportunity to make an extraordinary home in the heart of one of America’s most beautiful villages.