37 Houses For Sale in Woodstock, VT

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$2,740,000Est. Payment
5 Beds | 7 Baths | 9,320 Sqft

3114 Church Hill Road, Woodstock, VT 05091

House For Sale

Between the storied Village of Woodstock, Vermont and the country cosmopolitan hamlet of equestrian-oriented South Woodstock a remarkable retreat can be found. The spectacular post and beam residence and barn/guest house are the result of a collaboration between two partners uniquely qualified and united in the passion to create something extraordinary. The architect designed main house is sited to take maximum advantage of the home's south elevation and provides a view of the barn, fenced pasture and paddock area. Employing old world craftsmanship, C.G. Nichols Builders brought over 35 years of custom residential construction experience to create a dramatic statement in wood, glass and stone. The connected open flow of the first floor plan is centered around the kitchen and its remarkable four season solar surround. The home features the finest quality materials and highest quality and most current construction standards. With approximately 6800 square feet, the 9-room main house offers four bedrooms, four and a half baths, open-concept kitchen, living and dining area, mudroom, entry and expansive first floor master bedroom suite and the main house is surrounded by bluestone terraces, dry laid stone walls, lush lawns and gardens. The detached barn and guest house provide everything one needs for the equestrian lifestyle and the nearby Green Mountain Horse Association is a short 2.5 mile hack away.

$10,500,000Est. Payment
9 Beds | 7 Baths | 9,515 Sqft

1959 Cox District Road, Woodstock, VT 05091

House For Sale

Woodstock Farm is a modern architectural masterpiece and landmark work by award winning and internationally recognized architect Rick Joy. Based on a conceptual framework that draws from the simplest archetypical forms, this dramatic stone and shingle house and counterposed barn is set on over 200 acres of Vermont countryside minutes from the picturesque village of Woodstock and in close proximity to ivy league Dartmouth College in Hanover, New Hampshire. Melding effortlessly into the Green Mountains, the property is sensationally experiential in nature and the design is executed with the sharpest attention to craft and detail. Drawing directly from the architectural vernacular of the rural northeast, the tension between the historical and contemporary is conveyed, to paraphrase the architect, through the massive character of the walls, through the qualities of the light and dark, through spatial movement and through atmosphere. The four-bedroom main residence offers a 152-foot elongated gable house with massive end walls of quarried Lake Champlain bedrock and cedar cladding on the roof and side walls. Extraordinary, unique and exceptional in every way, Woodstock Farm presents the opportunity for a new owner to acquire an important piece of the history of modern architecture, an incomparable lifestyle and a work of art.

$1,399,900Est. Payment
4 Beds | 4 Baths | 6,671 Sqft

22 Prospect Street, Woodstock, VT 05091

House For Sale

This is a rare opportunity to own over four acres within the town of Woodstock. This immaculately updated expanded Cape puts you walking distance to schools, shops, restaurants, golf, and hiking. At home, sit back and relax while you enjoy quintessential Vermont views of Mount Tom and your own landscaped pond from the wrap-around deck or star-gaze from the perfectly situated spa. The cooks kitchen has granite countertops, stainless steel appliances, a breakfast nook, and a sitting area with a mount for a television and a propane stove. The dining room has beautiful built-ins and pastoral views. The living room has vaulted ceilings and a wood-burning fireplace. The first-floor master bedroom suite has mountain views, a large dressing room, an office, and a spa-quality bathroom with amenities including a bubbler-tub and multi-nozzled shower. Upstairs there is an ensuite bedroom and two family rooms, one is a TV room and the other is a game room. On the walk-out basement level, there are two ensuite bedrooms, a full kitchen, pantry, and two offices, and a sauna. The lovely landscaped grounds are surrounded by woodlands affording privacy not often found in town. Call Jennifer Falvey of Snyder Donegan Real Estate to book an appt.

$559,000Est. Payment
2 Beds | 3 Baths | 4,233 Sqft

4903 South Road, Woodstock, VT 05071

House For Sale

Open floor plan village home with a Scandinavian aesthetic! Ideal for family retreats, as a full-time home with guest or in-law apartment, or as an opportunity to enjoy the Vermont dream with the benefit of rental income, this multi-unit home is within easy walking distance of the Kedron Valley Inn and Ransom Tavern, the Kedron Pond and South Woodstock Country Store. Located in the venerable hamlet of South Woodstock, this unique opportunity is minutes from GMHA and six miles from the Woodstock Green. With two light-filled family units, this is the perfect spot to explore the Green Mountain summer or ski to your heart's content at nearby Suicide Six, Killington or Okemo. Apartments can be separate or interactive, and elevator access is available for the first two living levels. Enjoy year-round views of the Kedron Brook from two decks, hop on nearby snowmobile trails, or take a carriage ridge through South Woodstock. This flexible and unique home is not to be missed.

$475,000Est. Payment
3 Beds | 3 Baths | 1,856 Sqft

321 Deerbrook Way, Woodstock, VT 05091

House For Sale

Deerbrook is a terrific location on the western side of Woodstock making skiing at Killington close by and shopping in Woodstock Village very convenient! Have your morning coffee while watching the sunrise over the Valley and admiring the peaceful views over the Ottauquechee River. Built in 1987 with an open floor plan. The kitchen is centrally located with a cozy den to the left complete with wood burning fireplace and a spacious living room to the right. Off the back of the house is a large deck. Upstairs are three bedrooms and two full baths. A wonderful family home.

$1,175,000Est. Payment
4 Beds | 4 Baths | 3,188 Sqft

39 River Street, Woodstock, VT 05091

House For Sale

This stately 1903 Colonial Revival home was commissioned by Edward and Marianne Faulkner to house their farm and mill manager and his family. Massively built with timber framing, lathe and plaster on the stone foundation of an 1805 residence it replaced. The winter light flows through the south facing home overlooking the Ottauquechee River. A 1990 addition included a main level family room and master suite on the second floor with view north and westerly of Mt. Tom. Spacious fenced back and side yards are landscaped with flowering shrubs and perennial gardens with an outdoor entertainment area featuring charcoal barbeque and Italian wood fired oven. All mechanical systems, plumbing and wiring have been replaced and upgraded, including the installation of two Tesla Power Walls to provide electrical service during extreme weather events. A short walk over the Covered Middle Bridge to all Village amenities and around the corner from Faulkner Park.

$319,900Est. Payment
3 Beds | 2 Baths | 1,140 Sqft

460 Mecawee Road, Woodstock, VT 05091

House For Sale

Fully updated, beautifully maintained 3BR, 1.5BA chalet style contemporary with finished bonus room on a private and quiet 5+ acre parcel convenient to grocery, dining and other amenities. Open concept floor plan bathed in natural light, with skylights and sliders leading to a large deck. Energy efficient with 3 heating zones, on-demand hot water, and two wood stoves. Exterior features include stone walls, year-round brook, tool shed, a great sledding hill and long views. Convenient to VAST trails (1/2 mile), skiing (15-30 min, Killington, Suicide Six), hiking (15 min Mount Tom & Billings) and summer fun on Echo Lake (25 min).

$575,000Est. Payment
4 Beds | 3 Baths | 3,091 Sqft

170 Barberry Hill Road, Woodstock, VT 05091

House For Sale

Stately Gambrel home well suited to family living and entertaining. More than 3000 square feet of very well conceived and maintained living space with 13 rooms including 4 bedrooms. Delightful hardwood flooring, clean lines and crisp look and feel add to the high function aspects of this Woodstock gem. One of the most sought after family neighborhoods in walking distance to the Middle/High School and Union (Ice) Arena. You can be in the historic village of Woodstock in less than 5 minutes. This is a beautiful home with stunning grounds in a fantastic, private location.

$3,485,000Est. Payment
3 Beds | 3 Baths | 2,799 Sqft

217 Echo Ledge Road, Woodstock, VT 05091

House For Sale

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 Farmers 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.

$775,000Est. Payment
4 Beds | 4 Baths | 3,349 Sqft

492 Westerdale Road, Woodstock, VT 05091

House For Sale

This exciting property offers 4 bedrooms, 3.5 baths, and is a scant 3 miles to Woodstock village and minutes to skiing. There is a two-stall horse barn with fenced pasture on this 5.2 acre level lot with power, water, and insulated tack room abutting riding/walking trails. This home features easy transitions between indoor and outdoor spaces and is perfect for entertaining: a screened lounge, country porch, patios and decks surround an in-ground pool. Professional landscaping has maintained the mature perennial beds. The spacious master bedroom takes full advantage of the beautiful pastoral view and has a Jacuzzi tub and walk-in closet. The generous, yet cozy, family room has a fireplace, pine floors and natural light from the many windows. The efficient kitchen has dual ovens & stone counter tops. Plenty of storage throughout, plus mudroom with laundry. Work from home? The detached two car garage has a heated office with separate entrance, plus a workshop. Built in 1981 with addition/renovations 1996. Broker owned.

$499,000Est. Payment
5 Beds | 2 Baths | 2,344 Sqft

12 Maple Street, Woodstock, VT 05091

House For Sale

Woodstock Village! A bright, spacious and well-maintained 1900s colonial home with 5 bedrooms, 2 full baths. Located on a dead end, quiet neighborhood with an easy walk to the center of the Village for all our amenities, a quick jump onto Mt. Peg for a short hike, access to Vail Field for sun and sports. The spacious kitchen has granite counter tops and maple cabinets with an island open floor plan to a sunlit filled sitting area and informal dining. The floors consist of a mixture of tile, hardwood and carpet. Large dining that opens into the living room in the front of the house. Second floor has 5 bedrooms or one could be converted to an office. Enjoy the covered porch overlooking a wonderful row of stunning Annabelle Hydrangeas bushes. Plenty of space for a vegetable garden, perennials and mature landscaping around the house. This home is located in the heart of Woodstock Village super location.

$399,000Est. Payment
2 Beds | 1 Bath | 1,100 Sqft

1122 Peterkin Hill Road Lot #1, Woodstock, VT 05091

House For Sale

The location doesn't get much better than this! One of Woodstock's premier roads, this cottage is tucked behind a handsome old stone wall and surrounded by a small meadow filled with sun and fern groves. Very private and quiet. Lots of sugar maples available to tap for those sugaring enthusiasts. Need more living space, add on. A large garage with both an upper and lower storage area and workshop. The cottage is an open concept for easy entertaining....with slider doors out a back deck for the afternoon sun or late night barbecue with friends. There is a small bedroom/office on the first floor just off the living room. Upstairs is a large bedroom/loft with skylights providing lots of ample light into the space. Easy access to both historic Woodstock or the hamlet of South Woodstock. Skiing, snowmobiling, fishing and golf must minutes away. This cottage is the perfect high-away retreat.

$447,500Est. Payment
4 Beds | 3 Baths | 1,600 Sqft

2 High Street, Woodstock, VT 05091

House For Sale

Super location in the heart of historic Woodstock Village. This 4BRDM/3BA residence has lots of antique characteristics throughout the home. Hardwood floors, high ceilings and many upgrades. There is a one bay attached garage. Small lot for low maintenance accented by a handsome stone step entry to a cozy front porch for those wanting to enjoy the "leisure walking" of pedestrians. Walk to all shopping, restaurants and amenities this lovely town has to offer. Hiking trails out the back door onto Mt. Peg or short walk to Mt. Tom and Billings National Forest.

$675,000Est. Payment
3 Beds | 3 Baths | 3,368 Sqft

614 Deer Brook Way, Woodstock, VT 05091

House For Sale

Exceptionally maintained contemporary home with an abundance of natural light and views to the south. Nestled in an open field off a private, quiet road. Lovely perennial gardens accented with large stone steps to lower level. This immaculate home has an open floor plan with handsome kitchen with high-end appliances, granite counters and island with second sink, it is adjacent to the dining room with entry to living room with large picture windows and accented with stone faced wood burning fireplace. First floor also contains a year-round sunroom with vaulted ceilings and lots of windows - The entire home feels like nature is at your doorstep, with beautiful large windows amplifying nature outdoors. Second floor consists of a large master bedroom suite, generous walk-in closet, vast bathroom with soaking tub for relaxation. The second room to be used as an office or tv room. Lower level was created with privacy in mind- 2 bedrooms with full bathroom, laundry and storage. Both rooms have large windows to take in the wonderful views of open meadow. This property has a 3 story elevator for easy access to entire house, security system and 2 storage closets on exterior. Super location for those looking for skiing at Okemo, Killington/Pico and Suicide Six Ski areas, championship golf, fly-fishing on the Black River, shopping and restaurants 10 minutes away in the heart of historic Woodstock.

$397,000Est. Payment
2 Beds | 1 Bath | 867 Sqft

530 Bryant Road, Woodstock, VT 05091

House For Sale

This very appealing 'Geo-barn' open floor plan home is sited privately on a level and rolling 12 acre parcel mid-way between the South Woodstock and Woodstock Village centers. Nearby Green Mt. Association horse trails make the location ideal for equestrian's. The home is energy efficient with expansive windows that bring the outside 'in' aesthetically without compromising comfort. The sweeping westerly views can be enjoyed from a wide covered porch and the meadow setting surrounding the dwelling. A 'right sized' small, but not too tiny house.

$1,050,000Est. Payment
4 Beds | 4 Baths | 2,580 Sqft

14 Mountain Avenue, Woodstock, VT 05091

House For Sale

This gracious early 20th Century Gambrel home is located on the very desirable Mountain Avenue in Woodstock Village within walking distance of restaurants, shops and Faulkner Park providing access to Mt. Tom trails. Set back 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 centerpiece of the spacious living room. The bedroom level is serviced by two staircases, 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.

$2,700,000Est. Payment
6 Beds | 6 Baths | 6,545 Sqft

2574 Garvin Hill Road, Woodstock, VT 05091

House For Sale

"GARVIN HILL GETAWAY"- Newer custom built residence (that easily sleeps 15+) on 50 acres of farm pasture fields and woods with a fabulous long-range mountain view - just minutes from Woodstock village. Designed for family gatherings and entertaining friends, the residence also lives beautifully on one level. Wonderful open floor plan with high ceilings and large-proportioned rooms. The 1,200 sf great room / gathering area combines kitchen, dining and living room areas with stone fireplace that opens to an expansive wrap-around deck with its own indoor-outdoor entertaining space - with indoor and outdoor spaces all sharing the long-range mountain view over the pasture fields. A spacious first level master bedroom suite provides for 1-level living. Excellent mechanicals. Subject to current use conservation program. An oversized 3-car garage - for all your motorized toys bikes, skis, kayaks and other outdoor gear - walks into a mud-laundry room and into the house. Minimal gardens and landscaping make for a low-maintenance, super-fun gathering house on 50 acres with big views, just minutes and easy access on public roads from Woodstock village. For more information or to schedule a showing, please contact JOHN SNYDER and Snyder Donegan Real Estate Group in Woodstock VT.

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