Pending Listings in Chester, VT

Pending Listing in Chester, VT:

Tucked away in the beautiful Vermont countryside, this inviting two-bedroom, one-and-a-half-bath ranch sits on 22.65 acres in the charming town of Grafton. Surrounded by a combination of open lawn and wooded acreage, the property offers a wonderful sense of privacy and plenty of room to enjoy the outdoors. Inside, the home features a spacious living room, a kitchen with adjoining dining area, and a practical single-level layout. The primary bedroom features its own convenient half bath, while a separate utility room with first-floor laundry adds everyday convenience. The sunroom provides a lovely space to sit and take in the peaceful surroundings. The basement offers plenty of additional st

Pending Listing in Chester, VT:

Kick off your ski boots and cozy up by the oversized stone fireplace; 6 Town Farm Road is the kind of place that invites you to stay awhile. Currently enjoyed as a beloved vacation home and Airbnb, this quintessential Vermont property is ready for whatever comes next. This property feels private while the best of Vermont is still within easy reach. Crown Point Country Club is two minutes away, Springfield's Nature Area is less than ten minutes from home, and Okemo Mountain Resort is an easy 18 mile drive. Golf in the morning, spend the afternoon on the trails, or chase fresh snow at Okemo, then come home to a space that feels just as good as the adventure outside. Step inside through a smal

Pending Listing in Chester, VT:

Set on 3.4 private acres, this 3-bedroom, 3-bathroom Lindal Cedar home offers the rare combination of quiet mountain views and a location just a short walk from the heart of Weston Village. Inside, the living room is anchored by a cathedral ceiling and large windows that overlook Andover Ridge, bringing in ample natural light. The layout also includes a partially finished walk-out lower level, providing extra living area that can easily be tailored into a game room, home office, or completed as a separate suite. Outside, you can take in the scenery from the expansive deck. Recent improvements include a brand-new roof and skylights. This property is rounded out by a classic post and beam bar

Pending Listing in Chester, VT:

Welcome to this well-cared-for 3-bedroom 1975 saltbox-style home, privately situated at the end of the road on 15 acres of level, mostly cleared land. Surrounded by open fields and perennial gardens, the property offers a peaceful setting with plenty of room to enjoy the outdoors and make it your own. The home features a two-car attached garage connected by a lovely sunroom, creating a bright and inviting transition between the house and garage. For those seeking additional space, the property offers a four-bay open structure ideal for equipment storage, workshop space, or additional vehicles. Two full horse stalls with direct access to a paddock provide an excellent opportunity for equestr

Pending Listing in Chester, VT:

Coming Soon! Showings begin at the Open House on Sunday, September 20, 2026, from 11:00 AM–1:00 PM. Sweet home in a prime Grafton Village location! Quaintly tucked just one block off Main Street, this property offers easy access to all that the village has to offer. Set on a level quarter-acre lot bordering the Grafton garden, the setting is both beautiful and easy to maintain. A detached one-car garage provides convenient parking and additional storage. Inside, the nicely sized living room features a large picture window overlooking the neighborhood, framed by mature trees. A bright dining room leads to the simple kitchen at the back of the home. The first floor also includes a bedro

Pending Listing in Chester, VT:

Tucked into the Vermont hills on 15 private acres, this inviting property offers the space and setting to bring your homesteading vision to life. The cozy floor plan features an open kitchen and dining area warmed by a woodstove, along with a sunny living room offering direct access to the covered porch. A full bathroom completes the main level. Upstairs, you’ll find two spacious bedrooms, while the walkout basement offers excellent potential for additional usable space. Outside, a newly installed greenhouse and shed provide a wonderful start for gardening, equipment storage, or small-scale agricultural pursuits. A spring-fed pond adds beauty and character to the landscape, and trails