Grafton Vermont Real Estate

In a market this tight, a turnkey three-bedroom chalet retreat with this level of recent reinvestment, this much wooded privacy, and a brookside parcel near historic Grafton village does not come up often, and almost never fully furnished and ready to step into on day one. Inside, a bright open layout flows under vaulted ceilings, anchored by a fireplace hearth, a flowing kitchen-living-dining space, and a brand-new gas range. Three bedrooms and two baths flex for weekend getaways, extended stays, or a remote-work hideaway already wired with active internet and Wi-Fi for seamless work-from-home days. The systems are done. Propane forced-air heating with phone-controlled remote start, so the property is warm before you arrive. Newly installed double-pane vinyl windows throughout. Re-insulated attic and lower level. Partially poured concrete lower level built around the original piers, purpose-shaped for sleds, skis, kayaks, and seasonal gear. The deck has been refreshed and waits for morning coffee, golden-hour grilling, and starlit nights. Step outside and the setting closes the deal. Roughly a mile and a half from historic Grafton village, the inn, the pub, the general store, the library, and the museums. Grafton Ponds Nordic minutes away. Hundreds of acres of preserved hiking, skiing, and snowmobile trails right out the door, so the snow days, the leaf-peeping weekends, and the long summer evenings on the deck are already lined up. Whether you're looking for a year-round residence, a weekend escape, or a turnkey second home where the seasons are already set, snow days waiting at the Nordic center, leaf-peeping waiting at the village, and quiet summer nights waiting on the deck, this Grafton hill chalet it for you!
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.
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.
Newly renovated home located in the heart of Grafton Village! This home features 4 spacious bedrooms, and 2 full baths. Large primary bedroom suite located on the first floor of the home with working fireplace and private bathroom. Brand new kitchen with all new cabinetry, quartz countertops and stainless steel appliances. Original hardwood floors, moldings and original doors. All brand new custom windows and metal roofing. Make this move in ready home yours!
Nestled in a postcard-perfect 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.
The Woolley House, located at 587 Route 121 East and built around 1818, is a rare and remarkably preserved 2.5 story brick residence in the Federal style. This home, originally constructed for early woolen mill owner John Woolley, features a side-hall layout, blind-arch entryway, and fanlight transom. Original details are beautifully preserved throughout including an original central cooking hearth with an iron crane and 2 concealed baking ovens, wide pine floorboards, classic 12-over-12 windows, and a charming hand-crank doorbell that evokes its historic past. A tasteful modern addition expands the living space with a custom marble kitchen, a formal dining room, and three private office suites with outdoor access ideal for remote work or creative pursuits. Upstairs, the home features four comfortable bedrooms, two updated bathrooms, a lounge and a finished loft with a cozy library retreat. Outside, the home is surrounded by mature perennial gardens and one of Windham County’s most admired curated Hosta collections, offering a peaceful oasis in every season. With its architectural significance, modern functionality, and ample space to live, work, and explore, the Woolley House is a truly timeless property in the heart of historic Grafton. The property is part of the Mechanicsville Historic District in Grafton, Vermont. A well-preserved 19th-century hamlet recognized for its architectural, community planning, and industrial significance. The district includes 10 contributing historic homes, all built before 1860, and this designation places the Woolley House on the National Register of Historic Places.
Get your own Corner of the Sky! Experience an extraordinary 17-acre hilltop retreat offering absolute seclusion, yet situated just a short walk from the heart of historic Grafton Village. Enjoy morning pastries at the general store or a cocktail at the Inn, then retreat to your private sanctuary. The sun-drenched 2-bedroom, 2-bathroom residence has been meticulously renovated for the modern aesthetic. The chef’s kitchen features Brazilian soapstone counters, a Thermador range, and a deep English fireclay sink. A new sun porch and expansive deck offer the perfect vantage point for morning coffee overlooking panoramic southern and western views. Mature perennial gardens and stone walls lead you down to a separate writer’s studio/guest house. The grounds include expansive wildflower meadows, clouds of hydrangeas, ponds, a sculptural pergola, and a picturesque English folly, as well as two additional barns. The entire property has been future-proofed for self-sufficiency and growth, including: Full solar with Power-wall backup, new septic system ready for further expansion, independent irrigation well for the garden and grounds. A separate, ready-to-build site with its own drilled well already in place. Minutes from Grafton Ponds and a short drive to Okemo, Bromley, and Stratton, this is the ultimate four-season Vermont estate.
Located in the heart of Grafton, Vermont, on a spacious one-acre, flat lot a quick stroll from town, this extensively renovated property offers exceptional flexibility and scale. The property is configured to allow division into two condominium-style living spaces plus a separate artist loft or accessory dwelling, each with its own entrance, creating versatile possibilities for expansive residential living, multi-generational housing, a vacation retreat or investment opportunity with three rentable units. The home features six bedrooms, plus a loft, and has been thoughtfully updated with new kitchens, renovated bathrooms, new windows, roofing, wide plank wood flooring, and all new mechanical systems installed in 2022-2023. An extra-large two-car garage provides abundant storage. Located in close proximity to Grafton’s well-known village destinations—including the Grafton Cheese Company, Grafton Inn, Phelps Barn, MKT Market, Grafton Trails & Outdoor Center, and the Nature Museum—the property offers convenient access to local shops, dining, recreation and skiing. With a strong rental history and extensive updates, this turn-key property presents unique opportunities and turn-key living in the heart of historic Grafton.

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