Properties Near 332 Cushing Road Pomfret, VT

JUNE HILL STABLES - Open House Saturday, July 19 11:30-1:00 See the evening sky! Perched above the village of Quechee with panoramic views of Quechee Lakes, June Hill Stables is a rare 12.51 acre equestrian estate just east of Woodstock, VT. This 4 bedroom, 3 bathroom homestead was once the personal training facility of an Olympic dressage rider with a 13,600 sq. ft. indoor riding and stable facility with 10 stalls, an outdoor riding arena, heated tack and feed room, and nearly 10 acres of fenced pasture and turnout. An additional 864 sq. ft. barn adds flexibility for storage, vehicles or livestock. The 2,384 sq. ft., 4 bedroom, 3 bathroom New England beauty is sited to capture stunning views from nearly every room. At its heart is a timber-frame great room with vaulted ceilings and a floor-to-ceiling stone fireplace. With 7 rooms in total, the home offers a warm, functional layout ideal for full-time living or a comfortable retreat. A 2-car garage adds convenience and utility. Located just off Route 4, this unique property offers easy access to Quechee, Woodstock, and the Upper Valley, while maintaining the privacy and serenity of true Vermont countryside. A perfect match for equestrians, hobby farmers, or anyone seeking a peaceful lifestyle surrounded by natural beauty. Quintessential Vermont living, with world-class equestrian amenities and some of the finest views in the region. Showings Begin Sunday, June 22.

A rare in-village offering, 7 Slayton Terrace combines walkability, views, and beautifully renovated interiors—just steps from the heart of Woodstock. Sited on an oversized .79-acre lot overlooking Billings Farm, this 4-bedroom home offers the space and flexibility rarely found so close to the village center. The main house features a stunning new kitchen with high-end finishes and beautifully updated bathrooms throughout. Natural light floods the living spaces, which flow easily for everyday living or entertaining. A large, unfinished studio apartment is ready for your design—perfect for an in-law suite, au pair quarters, or as a short- or long-term rental. Above the detached barn, a finished space provides a quiet work-from-home setup or creative studio. With close proximity to the Mt. Peg trail system, this location offers direct access to hiking, mountain biking, and nordic skiing, while the restaurants, shops, and cultural amenities of Woodstock Village are just a short stroll away. A rare opportunity for turn-key living in one of Vermont’s most picturesque towns. Showings begin 7/5 with an open house from 10:30am - 12:30pm.

Open House Sunday, 8/31 10:00 am - 12:00 On 35 acres, This hilltop contemporary captures sweeping long-range views of the Quechee Valley, the Woodstock hills, and the Quechee Ski Hill. With over 4,000 sq. ft. of finely crafted living space, the home showcases quality throughout - custom trim, warm wood and tile floors, radiant heat, and walls of glass designed to frame Vermont’s beauty from nearly every room. The main level is ideal for entertaining, featuring a chef’s kitchen that flows into a dramatic living/dining room with soaring ceilings and a gas fireplace. The private bedroom suite is bright and luxurious with 2 walk-in closets. A comfortable in-law suite, offering flexibility for guests or multi-generational living can be accessed from indoors or out. In total, the home offers four bedrooms, three full baths, and a half bath. The lower level features a spacious media room, perfect for movie nights or game day - plus two bedrooms and a full bath. Outdoors, rolling meadows once grazed by sheep blend into the Quechee woodland alive with moose, deer, and Vermont’s four-season wonderland. A 26 x 36 barn offers versatile storage or workshop space, while the two-car garage and ample parking provide convenience. All within minutes of Quechee Lakes golf courses and restaurants, and close to Woodstock shopping and hiking, with Dartmouth College and DHMC just a short drive & Killington 20 miles West. A rare retreat blending privacy, craftsmanship and panoramic views!

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 property has adapted to changes of the course of its long history of uses including residential shop owner, a 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 become 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 owner, 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 for office or residential use. 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.

Perched at 1,700 feet on 40 private acres, this Vermont retreat captures sweeping views across the Connecticut River Valley to New Hampshire’s Presidential Range. Despite its sense of seclusion, it’s only minutes to Quechee Village, Woodstock, and Dartmouth College in Hanover. Part of a 10-home association, the property includes access to 52 acres of meadows, woodlands, and a spring-fed pond perfect for swimming. Outdoor adventure is always close, with the Appalachian Trail nearby and the Quechee Club offering year-round recreation, dining, and social life through membership. The home was designed to embrace the panorama, with a soaring great room featuring walls of glass, cathedral ceilings, and a three-sided fireplace. Fine craftsmanship is evident in the hand-bent cherry staircase, custom built-ins, gourmet kitchen, and cherry floors. Three fireplaces, each plumbed for gas, add comfort and charm. In addition to two oversized garage bays, a radiant-heated workshop—now a private gym—offers flexible space for wellness, creative pursuits, or conversion to additional living quarters. A rare balance of privacy, convenience, and beauty, this property is both sanctuary and launchpad for everything Vermont has to offer.

16 Church has the most stunning view of the river from any house in the village that we have seen, perched up above a series of river rapids so the sounds of the river during the day or in the evening are incredibly peaceful and relaxing. Plus, 16 Church is privately nestled in, like a secret hideaway, yet steps to the village green (and a level walk to/from). And more unusual for the village, it has a two-car garage with a covered walkway into the mudroom entryway (plus more outside parking). The spacious kitchen/dining area opens to the vaulted-ceiling living room, which has an INCREDIBLE view up-river. A side door leads to the side-deck that has the same view and sound of the river for outdoor dining above the river. There is a propane woodstove in the living room and woodstove in the kitchen/dining. A 1st floor bedroom has an ensuite bath and small stack washer-dryer. Upstairs is a large bedroom looking out through the great room to the river, a smaller bedroom, a bath and lovely loft area above the living room. Downstairs is a large den/rec/office, a bedroom, a bathroom, the main laundry room and mechanical room, all renovated 11 years, post the Irene storm, when the river waters came up into the lower level. There are beautiful gardens in the front and rear of the house. SEE PROPERTY WEBSITE FOR 16 CHURCH ST WOODSTOCK FOR MORE DETAILS, FLOORPLANS HI REZ PHOTOS AND MORE.