Properties Near 596 Four Chimneys Road Grafton, VT

This circa 1860 Greek Revival home is one of Grafton Village’s gems, blending historic character with recent, thoughtful renovations. A sweeping backyard framed by rugged stone walls adds to the property’s appeal, while established perennials and a welcoming side porch create an inviting entrance. The delightful country kitchen flows into the formal dining room and living room, where a propane fireplace adds warmth and charm. Wood floors run through most rooms, complemented by high ceilings and a welcoming front entry, leads to side-hall and elegant stairway. Convenient Direct entry from the attached garage/barn, or driveway to mudroom with laundry. On the second floor, 3 bedrooms, a full bath, and a cozy office accessible from the back stairway, along with storage space above the garage. Upgrades include, solar panels, Tesla Powerwall, boiler, and more. The location offers exceptional access to outdoor activities and village conveniences. Grafton Village Park, just behind the house, features hiking and snowshoe trails. Nearby Grafton Ponds offers additional hiking, cross-country skiing, and snow tubing. A snowmobile trail connecting to the inn also links to the wider VAST trail network. Dining at the inn, Takeout and groceries at MKT, Nearby skiing at Stratton, Okemo, and Magic Mountain, Healthcare close by at Grace Cottage Hospital, Community events including Fourth of July fireworks with the VSO and the VSO holiday concert in December.

This home IS quintessential Grafton Vermont! Built c. 1850 this stately 4 over 4 colonial served as the Parsonage for the Grafton Church as it is still referred to this day. Privately owned for nearly 30 years this handsome home is ready for new stewardship. Spacious and sturdy, this vintage gem offers plenty of space and has been updated for today’s lifestyle. The first floor offers open concept living space including a renovated kitchen, the heart of the home, with soapstone countertops and custom sink that is within speaking reach of the dining area and comfortable living room space with a wood burning fireplace. A second living room or ‘den’ and a laundry room with half bath completes the comfort and convenience. Upstairs, four generous bedrooms and two full baths create ample space for family and guests. The walk-up attic is easily accessible and offers great storage space. The basement is simple as older homes often are but offers ready access to utilities as needed. A sweet quarter acre with a private grassy area behind the house offers space to unwind or walk to the neighboring ballfield. The driveway is shared but the well and septic were updated to be individual to this home. The detached 2-car garage offers space to get out of New England winters or to store that antique car or two while the screened porch gives protected space for morning coffee or a glass of wine from nearby MKT. Find gourmet meals and live music two doors down at the infamous Grafton Inn. Well set to enjoy all that southern Vermont offers in its rolling hills, open fields, and meandering rivers—this home puts you close to its best from skiing to farmers markets, antique shops, and festivals. The Parsonage embodies the best of what Grafton offers - historic and classic blended with comfortable lifestyle.

Nestled in a postcard-perfect riverfront setting in the picturesque village of Grafton, this exceptional 2002 contemporary home offers the rare blend of privacy, natural beauty, and convenience. Set on over two park-like acres with frontage along the peaceful Saxtons River, the property delivers a true Vermont dream lifestyle. Inside, you’ll find a spacious eat-in kitchen with abundant counter space and cabinetry—perfect for gatherings and everyday living. Flexible living areas include multiple options for relaxing and entertaining, plus a second-floor space ideal for TV viewing or a home office. A finished bonus room above the attached two-car garage provides excellent guest overflow or creative studio space. The partially finished basement features a comfortable family room for additional versatility. The home offers three bedrooms, including a convenient first-floor en-suite primary. Step out onto the back deck and take in breathtaking views of the river as it gently flows below. A private walking trail winds along the riverbank to the far end of the property, enhancing the serene, retreat-like feel. Additional highlights include a charming carriage house with many potential uses and the peace of mind of a whole-house generator. Home is also being offered mostly furnished and ready for its new owners. Located just a short distance to town amenities, this remarkable property captures the very best of Vermont living.

Historic Charmer, this c. 1830 farmhouse has been loved and stewarded by its current owners for half a century. It is time to pass this amazing vintage home on to another lucky family. The house has original features including 2 fireplaces, curved plaster walls and beautiful honey colored wide pine floors. The first floor offers an eat-in- kitchen, formal dining room, spacious sunny living room with adjacent family room also a bedroom and combination bathroom laundry. The second floor has 3 additions bedrooms with two bathrooms and a large bunkroom with 5 built in bunkbeds. Take your pick, enjoy privacy outback in the large screen porch or listening to the babbling Saxtons River on the covered front porch. This property has 45 acres with groomed lawn surrounding the house and a large stand of natural forest along the hillside. The property also offers a classic post and beam barn for vehicles, recreation equipment or endless possibilities. Walking distance to, the Phelps Barn Pub, The Grafton Inn, the Market or the village library. Minutes to Summer and Winter activities at the Grafton Trails, Okemo or Stratton . Come be a part of the Vermont experience.

Tucked away near the end of a quiet dead-end country road, this charming vintage rambler offers privacy, natural beauty, and the timeless appeal of rural Vermont living. Set on more than 17 acres of open meadows, woodlands, wildflower fields, aged apple trees and two crystal-clear ponds, the property invites you to reconnect with nature in every season. Summer days are made for exploring the woods, catching fireflies, and wading in the pond, while winter brings opportunities for sledding on your own hillsides or returning home from nearby cross-country ski trails to gather around the woodstove, the heart of the living room. Or travel just a little further for the downhill thrill seeker. Offering comfort and flexibility, this home features three private bedroom suites, each with its own bath—ideal for hosting family and friends. One is located on the first floor, the second-floor center suite enjoys the added bonus of a private den or office space. A practical mudroom with laundry connects the attached two-car garage to the living space, and access to the third suite. A welcoming country kitchen blends beauty and function with soapstone countertops and sink, stainless steel appliances, and views across the back meadow. An eat-in dining area and island seating make it easy to gather while meals are prepared. Additional features include beautiful wood floors, exposed antique beams, replacement windows, a newer roof, fresh exterior paint and a replacement septic design ready should it ever be needed. A true Vermont storybook setting, offering exceptional privacy and natural connection yet located only 8 minutes from the center of historic Grafton Village.

One of only two stone houses in the charming town of Grafton, this stately home is a truly special opportunity. Perched on a hill across from the renowned Grafton Cheese Company, the property offers easy access to village amenities and year-round recreation at Grafton Ponds Outdoor Center. Inside, you'll find a spacious and inviting layout: Large front living room with exposed beams, a beautiful stone hearth, and a wood-burning fireplace—the perfect winter centerpiece. Bright eat-in kitchen with ample space for a breakfast table—move-in ready or a canvas for your personal updates. A cozy, four-season sunroom offers additional living space and opens to a charming patio—ideal for morning coffee or evening relaxation. Practical main-level features include a half bath, pantry with laundry, and a versatile dining area with room to entertain. Upstairs, the character continues: Three generously sized bedrooms, office space, and two full bathrooms. Deep windowsills, exposed brick features, and abundant natural light throughout. Additional highlights include wood and tile floors, replacement windows, and a fantastic floor plan. A large, plateau-style backyard with a sweet trail leading to a spacious open field—ideal for gardening, recreation, or simply enjoying nature. A one-car garage is tucked under the sunroom for added convenience. This rare stone gem blends timeless charm with modern comfort—don’t miss your chance to own a piece of Grafton history.

Enjoy the best of Vermont living in this thoughtfully renovated home on a paved country road in Windham. Renovated down to the studs, this property offers upgrades inside and out—new standing seam roof, new siding, new windows, full-house generator, new central air and heating systems, plus new electrical and plumbing systems upgraded to 200 amps. The home is insulated with rockwool and foam board, and the foundation is sealed with full drainage installed around the perimeter. Step inside to a light-filled interior with new flooring, walls, and fixtures throughout. The spacious kitchen features Big Chill appliances and opens to a lovely front porch overlooking the old stone walls that border the property. A fenced-in yard makes this ideal for pets, and the water filtration system with UV light ensures clean living. You’ll also find a new washer and dryer, a new septic system, and thoughtful design throughout. Close to skiing at Magic (10 min), Bromley and Stratton (20–25 min), and just 15 minutes to downtown Londonderry. Hike, bike, or snowmobile with access to VAST trails and Timber Ridge nearby. Come see what makes this rare offering a great opportunity!

Looking for a turn key Vermont retreat to call your own? This beautiful home built in 2009 and complete with a newer barn, chicken coop, treehouse, and storage shed could be what you have been dreaming of. Conveniently located just a short drive to 91, not far to the Vast trail access for snowmobiling, and near to many Vermont mountains for skiing or snowboarding. The warm and welcoming home features two bedrooms, a multipurpose loft space, a spacious bathroom with a lovely soaking tub, a gorgeous kitchen, spacious living room upstairs! From there you can walk outside onto the covered section of porch or the deck overlooking the spacious lot complete with corrals for animals. Back inside you can walk down the steps to the walk out basement with the utility room, a space currently used as a gym, a cozy living room with lots of space, and a another bathroom. Walk outside and admire the beautiful stone walls and steps, flower beds, and peaceful setting. The barn has so much potential and depending on what you need it could be used for animals, storage, garage or something else you dream up. The extra storage shed affords more storage space. The treehouse overlooks the house from the back yard, just waiting to be used. Set up your appointment to view this home today! Please do not pull in driveway without appointment.