Woodstock Vermont Real Estate

3.24 acres of river front land in Woodstock! Structures in need of rehab or just take them down and start all over. Great location close to all amenities, shopping, skiing, river activities, Come take a look and bring your imagination!!

Former office space/yoga studio has been converted into an apartment in highly desirable location. Airy, tranquil, and quiet; this two-bedroom condo is situated on the top floor of Gallery Place, the home of the famous Worthy Kitchen. Bask in sweeping views of the surrounding Vermont landscape through the enormous Palladian window. Large main living area with soaring vaulted ceiling and storage loft. New kitchen with granite counters, and new bath with walk-in shower. Have lots of gear? The spacious entry (separated from the main living area) can amply accommodate bikes, skis, and more. Walking distance to all the shops, restaurants, entertainment, and recreation that the beautiful, historic village of Woodstock offers, including the new East End Park and River Trails! Condo fees cover heat, hot water, insurance, lawn mowing, trash removal and snow plowing--that is correct--care free living in Vermont! Apartment could easily serve either as a weekend get-away or full-time home.

Farmhouse-style home being sold with the opportunity of designing the finishing touches as a like-new home. This home has a great vision and a foundation of work already completed. This home features cherry cabinets, fir shaker style doors, new windows and new exterior doors, new finished slab floor with radiant heat with an insulated base and hard pine flooring. The structure is completely foam insulated, new on-demand Viessmann boiler, modern structural laminated beams in place and framed with fir beams to be exposed. The yard is open with established blueberry bushes, an asparagus bed with plenty of room for recreation and a garden. Located in Taftsville, with the lot abutting both Butternut Lane and East Woodstock Road. Easy walking access to the Taftsville covered bridge and the walking /biking of River Road. Five a minute drive to Woodstock Green and 20 minutes to most points in the Upper Valley.

An affordable Woodstock home! Among numerous desirable attributes are connection to municipal sewer system, Woodstock Aqueduct water, easily accessed location on a well maintained paved town road, and private rear balcony with the mesmerizing sounds of a cascading brook flowing through the rear of the property! With all living spaces on 1 level, a practical floor plan presents a residence of manageable size for 1 person. With 3 bedrooms and a pleasant yard area, multiple residents could be equally be comfortable. The interior features rooms with proportions that nicely compliment each other. A centrally located 16x13 living room has exterior access from either front or rear of the home. Adjacent to the living room is a 9x8 dining area with large window. The dining area opens to a practical 9.5 x 9 kitchen with good cabinet space and breakfast counter. From the opposite side of the living room a hallway leads to other family rooms. Walking down the hallway the 1st room on right is a laundry/mud room with door leading to stairway that accesses a full basement. Further down the hall, on right side, is a full bathroom. At the end of the hall are 3 bedrooms. The corner bedroom facing the rear of the property has windows on 2 sides that when opened allow sounds of a cascading brook to permeate the room! The full basement provides the current owner with space for a garage, large workshop, sports equipment storage and even a den! A nice home in truly a surprisingly pleasant location!

An affordable Woodstock home in a desirable location! This 2 bedroom house could be a great vacation getaway, with the nationally recognized equestrian activities in South Woodstock just a short distance away, or all of the well known amenities of historic Woodstock Village equally within a short drive. The private site and the diverse land also make the comfortable home equally well suited and appealing as a full time residence! The industrious owners have lovingly transformed both the home and the 6+ acres of land into their Vermont style homestead. A picturesque stream cascades through the property inviting endless water oriented recreation. Mature woods invite exploration! When entering the ground level of the home from the driveway there is a 21x18 family room with a pellet stove well placed for heating. A 3/4 bath and useful storage closets complete the ground level. The first floor is accessed off a large deck and opens into the kitchen. Off the kitchen is a dining area and a living room with a vaulted ceiling and great natural light. A gas fired cast iron stove provides both heat and ambience. Accessed off the living room a large elevated deck provides space for casual seating and fresh air dining. Completing the first floor are the primary bedroom and a 3/4 bath. A stairway from the living room leads to an upper level and the second bedroom presenting a private and cozy space! A Woodstock home of manageable size, with diverse land, in a desirable location, awaits!

Looking for a private retreat a half mile from the Woodstock High School and minutes from the center of Woodstock Village? Look no more. Offered is a one level energy efficient home with three bedrooms, sited on 1.45 acres with Southern Exposure and a brook on the perimeter. The bright, light filled home has all new windows (picture window in the Living Room is triple paned), wood floors and a full basement. Take in the views of the yard and gardens from the side deck. The back deck is wired for a hot tub and is also generously sized. Inside, is a laundry/mudroom, kitchen, dining, large living room and three bedrooms. The home is very easy to maintain. The level lot has plenty of space for gardening. Keep your gardening tools organized in the spacious garden shed. A wonderful property to call your own.

Excellent opportunity for single, two family, or hybrid home/business located directly across from the beautiful, new East End Park. Let your imagination soar. This "blank canvas" is ready to put your ideas to action. The property is currently being used as a one bedroom, single family on first level, consisting of spacious living room, full kitchen, one bedroom with sliders, two bathrooms (one with with laundry). Plenty of parking! Building will require some TLC. Sold "as is".

Freshly cleaned and ready to show!! Well maintained West Woodstock Village home with a spacious dining room featuring hardwood floors and built ins, large living room with nice light, eat-in kitchen with adjacent pantry and large mudroom. Three bedrooms up with an additional rear staircase. This property also features a addition connected to the house featuring a separate entrance, two large office/work spaces, finished basement, large barn and a great level yard for gardens or play. Near the Woodstock Farmers Market, the Middle and High School plus the Union Arena.

A surprisingly spacious Woodstock home, in a highly desirable location! The quiet sunlit yard benefits from wonderful privacy, with useful open space for gardens or recreation. With the Woodstock Middle School/High School and shopping at the beloved Farmer's Market just a short drive away, homes in this area of Woodstock are highly sought after! On the main level of this comfortable home are 3 bedrooms, a large living room with an attractive soap stone wood burning stove, a bright dining area, a kitchen, a laundry room and a full bath. The finished lower level of the home presents endless opportunities! Obvious possibilities are office work spaces, workshop/hobby areas, media rooms or just plain recreation fun! A 3/4 bath is conveniently centered among these 5 lower level rooms. The property benefits from high speed internet. A well sited detached 2 car garage, with cement floor, presents extra storage room for bikes, kayaks or garden tools. A home well suited for convenient year round living, in an often sought area of Woodstock! A location equally well suited for use a private vacation home retreat!

Overlooking Woodstock village and the Pomfret hills beyond, 25 Slayton Terrace sits on a quiet neighborhood street, just a quick stroll from downtown shops and restaurants, the Mt. Peg trailhead, and the Marsh Billings Rockefeller National Park. With three sunny bedrooms, ample living spaces, wood floors, a gracious covered porch, charming period details, and an open lawn, this 1920’s cape lives beautifully in every season and is comfortable for gatherings, convivial or cozy. A new standing seam roof, Tesla battery backup, recently renovated upstairs bath, and a spray-foam insulated basement make this home ideal as a worry-free primary residence, or as an easy-keeping vacation property. For the buyer who values a tranquil village location and a well-maintained home, this lovely cape is not to be missed. NOTE: Tesla battery backup is leased and available to the purchaser for a nominal monthly fee through the GMP Tesla pilot program. Battery will be removed by GMP should the purchaser elect to discontinue the lease.

The serenity of Vermont living combined with the convenience of a 5 minute drive to the Village of Woodstock awaits with this wonderful property. The beautifully renovated 3 bedroom, 2 bath ranch style home is situated on over 3 lovely acres and is light filled throughout both levels. The owners have made many upgrades including newer kitchen, bathrooms, extensive basement changes including the addition of larger windows, expanded mudroom, electrical and plumbing to name a few. The main level offers 2 bedrooms, a full bathroom, an open concept living/dining/kitchen space and oversized mudroom. The basement provides an additional bedroom, 3/4 bath (partially finished and ready for a buyer's final touches), recreation room, multiple office areas, exercise room and laundry. There is newer blown-in insulation, newer doors and windows and a Buderus boiler for increased home efficiency. Enjoy sunsets from the spacious back deck overlooking the pond, walks or hiking from the front door or ski for the day at Suicide Six ski resort which is just minutes away. Woodstock, Vermont has been rated one of the best small towns in America and this property is a wonderful way to enjoy all that Woodstock and the surrounding areas have to offer. Just over 30 minutes to Killington and an easy 2 hour drive to Boston makes this property ideal as a vacation home as well. Schedule a tour today!

Fantastic location in the heart of Woodstock village! Nestled on Golf Pond with lovely landscaping and private deck facing South. Very quiet setting with walking distance to both the village, golf course and trails to Mt Peg. Warm toned hardwood floors throughout this residence, propane fireplace in the LR for those looking to curl up with a book, plenty of sunlit filled rooms with open floor concept for easy entertaining with friends and family. Half bath/laundry on first floor along with a mudroom. Second floor presents 3 bedrooms and 2 full baths... Lovely setting with pond- Walk to town to all restaurants, minutes from skiing, golf and fly-fising. Come take a look- very good rental property for a buyer looking to offset expenses.

Charming and wonderfully sited three-bedroom ranch style home on 21 beautiful acres of rolling fields and forest on a quiet dead-end road, convenient to Woodstock. Enjoy sunny afternoons and take in the delightful views from the large west facing deck in the shade of magnificent old maples, surrounded by perennial flowers, stone walls, and apple trees. New “Energy Star” fridge and dishwasher; new systems include high efficiency, heat pump fired water heater, well pump, Tesla Powerwall (assumable lease with GMP), and upgraded oil-fired baseboard heat. Propane stove in the living room. Sunny master bedroom has two large closets. Walk-out basement has ample space for storage, and could easily be finished for additional living space. Oak hardwood and laminate flooring. Attractive garden shed for equipment and storage. This home is on the market for the very first time and has been lovingly cared for by the same family since its construction.

Large, stately, rambling West Woodstock home with attached studio apartment has easy vehicular access and ample parking. Enjoy morning coffee in the private, fenced side yard before heading to the spacious workshop-garage to tinker. Unusual home has multiple spaces for any activity or hobby. Main portion of the house contains two kitchens (one is recently remodeled with high-end cabinetry and appliances), two living rooms, a library, a hot tub room, 5-6 large bedrooms, and three baths. The studio apartment includes an additional ¾ bath, kitchenette, balcony, and its own laundry. Ideally suited to become a three+ family ski house, with many common and private spaces for all. Could also be converted into three fully separate apartments, or possibly a B&B. The home is filled with antique touches: lavish trim and woodwork, a fabulous staircase, and plentiful built-in cabinets, drawers, and shelves. The studio is tenant occupied, so 48-hour notice is legally required to see it. Main portion of the house is available to view with less notice.

This gorgeous, historic Greek Revival Farmhouse located in the heart of the charming Taftsville community has been lovingly stewarded for over two centuries, while honoring and preserving the beautiful, period detail. The sun filled, spacious rooms flow perfectly for daily living and entertaining. The private, en suite bedrooms are ideal for accommodating a house full. The charming country kitchen is of generous proportion, and commercially suited to cook for the masses. Step out to a lovely, secluded terrace garden, and lawn. The antique barn is perfect for storage and workshop. Neighborhood access to a wonderful trail system. Stroll down to the covered bridge and walk or bike along the banks of the Ottauquechee River. This impeccable property is turn key! The property is currently being operated as The Apple Butter Inn (and available as a going concern, fully suited at $740,000). The property can be easily transitioned back to a grand single family home, or single family with a rental unit, guest, or in law accommodation. Limited availability for showings.

Price reduced $100,000! Motivated seller! Great location just minutes from Woodstock village on the quiet Gully road, located just a few miles from Woodstock's shops, restaurants, schools. Sited on 5.1 acres is this 4-bedroom, 2 1/2-bath home. The main living level features a foyer with 2 1/2 story vaulted ceiling and windows, an open concept kitchen/dining/living space and a 1/2 bath with an adjacent den room. The large wraparound deck just off the kitchen/great room is perfect for outdoor dining and gatherings. Upstairs is the primary bedroom with a walk-in closet, a full bath with separate tub and shower, and a small deck that leads to the wraparound deck below. 3 additional bedrooms, a full bath, and large laundry space complete the level. Beneath the house is an attached garage and workshop/storage area. Newer, high-efficiency propane heating furnace. The property also features two large outbuildings– one three-bay open garage/shed and a separate heated one-bay enclosed barn– for ample storage of vehicles, equipment, and toys. Super-fun treehouse sleeps 3+ in summer has power, sink and bar fridge - right off the back lawn. The property has a wonderful outdoor firepit area with level lawn, two brooks and walking trails/woods.

Lilac Cottage is a most charming Gothic Revival home in South Woodstock Village. Lovingly restored with a new addition that can be used as an in law apt. or used completely by one family. A new 2 car garage with ample overhead storage is a very recent addition . The lawn is beautifully landscaped with stone walls and a lovely back deck . Walk to the Kedron Valley Inn for dinner on the front porch , or gather at the country store for coffee and visits with neighbors. The Kedron Brook is across the road and Green Mountain Horse Association is a short walk away. There are endless miles of country roads and trails for hiking, biking , horseback riding and cross country skiing. This is the best of a country village lifestyle .

NEW ROOF IN 2021!! Well maintained 5 bedroom, 4.5 bath, 4,824 sqft contemporary Saltbox situated on 5.1 acres just four minutes to Woodstock village. This includes a large and gracious lower level In-Law/Guest suite with a substantial kitchen and a generous bedroom that could double as a home office, rental, or private guest quarters. There is a lovely 2002 expansion and Living/Great Room with floor to ceiling windows with plenty of light and a substantial center fireplace for easy evening conversation. Additionally, the large modern kitchen has cherry cabinetry, lots of counter space, and a practical kitchen office area. The Family/TV room has an attractive Woodstock soapstone stove that comfortably heats the home, and round out the first floor with a practical mudroom, an extra den, a formal dining room, & custom wide-board milled cherry flooring throughout. Privately located, the first-floor master bedroom en-suite boasts a Jacuzzi tub, large walk-in closet, and high ceilings with lots of windows that make the room sunny & bright. The second floor offers a second Master Bedroom en-suite and two additional large bedrooms with a common hallway full bath. Outside: Large wrap around deck, 2 car attached garage, sunny grounds, perennial gardens framing brick walkways, and adjacent to Mt Tom’s hiking trails & close to Suicide Six ski area. There is local view potential if you cut a few trees and it's just 2 miles to town! Be sure to view the 360 Matterport Virtual Tour!!

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!

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!

Just a short stroll from village center, located on a quiet dead end road, this tranquil oasis is sure to check all your boxes. The home features spacious, bright rooms with a seamless flow for daily living and entertaining. The open concept kitchen is well appointed with a center island, ample work space, and a generous pantry (complete with laundry), connecting to a dining room which can accommodate a crowd. Enjoy far southerly views from the spacious living room with step out balcony overlooking the gardens and grounds, and an open hearth ready for your woodstove. The main level is further completed by an en-suite guest bedroom, 2nd bedroom, and bath . The second level is comprised of a library/study with custom cherry built-ins, a Grand Master Suite, two additional bedrooms, a full bath and laundry. The lower level features a family room with fireplace, a spa room with bathroom, a mud room entry with herringbone brick floors. Entertain on the private outside deck surrounded by gardens and mature plantings. The home is sited on 12 magical acres of wooded and open land with shady trails lacing through, connecting open and fenced pasture and paddocks, and a secluded swimming pond. Equestrians will fall in love with the beautifully conceived barn (complete with heated tack room, bathroom, 5 stalls, wash stall, hydrant and storage), Indoor Riding Arena, outdoor dressage arena, and access to the National Park trail system. Showings to begin 7/24/2021

This circa 1825 story and a half Cape is sited on one of the most lovely and largest parcels of land in Woodstock Village landscaped with shrubs and perennials providing a succession of colorful flowers throughout the summer. The floor plan provides a gracious combination of gathering rooms with privacy afforded for quiet pursuits. A short stroll from the Village Green and Faulkner Park this superbly located home offers views of Mt. Tom and abuts the Marsh-Billings-Rockefeller National Park. A historic gem.

“AQUENE” - This fabulous and newly renovated modern residence (and very hip guest house) were designed by renowned architect, Michael Weinberger, and are privately situated on 54.83 surveyed and conserved acres - including a pond and lovely pastoral views to distant hills. AQUENE (which means "Peace") is in a superb location in desirable South Woodstock, just a short walk to the South Woodstock Country Store and Kedron Valley Inn Bar/Restaurant, 2 mins to the Green Mountain Horse Association (GMHA) event grounds, 5 mins to the Woodstock Country Club, the Racquet and Fitness Center and 10 mins to the Woodstock Village green. The 6,048 sf main residence and 1,584 sf guest house were substantially renovated by the present owners in 2018/2019 by well-respected builder, Ambrose Construction (and JEM Woodworking for cabinetry) in such a manner as to maintain the architectural integrity of the period while creating a contemporary and infinitely more livable set of spaces for today’s modern lifestyle. The guest house - with its own garage - is nearby but completely private from the main residence, with its own driveway access on the way to the main residence. See property video. AQUENE’s open meadows and lawns, extensive landscaping, wonderful 4-season heated attached screen porch, hot tub, and rock garden with summer waterfall and Koi pond - make for quiet four-season enjoyment in the very best of what Vermont has to offer, in a premier location.

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.

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.

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.