Properties Near 1607 Massey Road Springfield, VT

Once a tavern for travelers and a stagecoach stop in the early 1800s, 1607 Massey Road stands as a testament to Vermont’s enduring spirit. This distinguished 1810 Federal style home rests gracefully on over 48 acres of rolling meadow, woodland, and quiet pasture, offering a rare blend of seclusion, scale, and story. With more than 4,100 square feet of living space, the home welcomes you with generous rooms, wide fireplaces in the living room and bedrooms, and a sense of history in every beam and board. A classic kitchen with a center island opens to a breakfast nook bathed in morning light. Upstairs, a vast attic space invites conversion into a workshop, studio, or retreat beneath the eaves. Outside, a wide entertaining deck overlooks a tranquil pond and dock, where summer reflections stretch long into the evening. Beyond the main home, an old sugar house and barn wait patiently for revival and a return to their maple-making roots or transformation into event or creative spaces. A cabin at the summit offers income potential as a short-term rental or a quiet guest escape. From the hilltop, the views roll endlessly across the Vermont valleys below, a scene unchanged for generations. Private. Peaceful. Poised between past and possibility, this is a property that doesn’t just hold land and history, but the promise of legacy.

*****OPEN HOUSE November 1st from 11am-1pm***** Experience timeless elegance and rural charm at this meticulously crafted country estate, featuring a historical reproduction Shaker-style home designed by renowned architect McKee Wing Roth and built in 1991. Set on 15 deeded acres of rolling pastures, this unique estate blends traditional design with modern sustainability. The main residence offers authentic Shaker architectural details and quality craftsmanship and detail throughout. A matching Shaker-style barn includes 2 horse stalls, and ample storage for your needs, while a carriage style garage accommodates 3 vehicles with ease. Outdoors, enjoy over 40 fruit trees, extensive dry-laid stone walls, and wooden horse fences framing the scenic grounds. Expansive open fields and thoughtfully landscaped areas provide both beauty and functionality. Eco-conscious additions include owned solar panels and battery storage that reduce your environmental footprint without sacrificing comfort. A rare offering for those seeking classic design, open space, and modern amenities—all in a pristine, peaceful and private setting.

Beautifully maintained 2005 Contemporary Cape nestled on 6.7 private acres with sweeping long-range Vermont views. Owned and cherished by just one family, this move-in-ready home offers the best of country living with modern updates. The completely renovated kitchen boasts a Wolf range, Sub-Zero refrigerator, Bosch dishwasher, and quartz countertops, seamlessly flowing into the dining area—perfect for entertaining. The cozy living room features a wood-burning fireplace insert and opens via sliding doors to a multi-level deck with panoramic views. Enjoy peaceful mornings on the wraparound covered porch surrounded by nature. With 4 spacious bedrooms, including a serene primary ensuite, there's room for everyone. The finished walkout basement includes a large exercise room, office with wood stove, full bath, and guest bedroom. Recent upgrades include Brazilian rosewood flooring upstairs and a whole-house Kohler generator. The extended one-car garage includes a full workshop space. Paved driveway for easy maintenance. Outside, explore walking trails, tap 14 mature maple trees, or harvest blueberries and strawberries from your own garden. Only minutes from Chester’s charming town green—this is Vermont living at its finest. OPEN HOUSE SATURDAY OCT 11TH 11:00AM TO 2:00PM