Whitingham, VT | 221 Pratt Road

Set on 65± acres, this four-bedroom, three-bath home offers the privacy, views, and outdoor lifestyle that so many buyers seek in Southern Vermont. Perched to capture sweeping mountain views and spectacular sunsets, the home welcomes you with a covered front porch where you can relax and take in the ever-changing landscape. Inside, the spacious floor plan is designed for comfortable year-round living, while the outdoor spaces truly set this property apart. A rear deck connects directly to the swimming pool, creating an ideal setting for summer entertaining, family gatherings, or simply enjoying Vermont's warmer months. After a day exploring the property, unwind in the hot tub while taking in the peaceful surroundings. The expansive acreage provides endless opportunities for recreation and exploration. Established trails wind throughout the property, perfect for hiking, ATV riding, snowshoeing, or simply enjoying your own private woodland retreat. An oversized two-car garage provides ample space for vehicles, recreational equipment, and tools, while the charming little barn offers additional storage for ATVs, lawn equipment, and all the toys needed to enjoy Vermont's four seasons. Conveniently located just minutes from the Massachusetts border, this property offers easy access from Greenfield, Northampton, and the greater Boston area. You'll also enjoy being a short drive from Mount Snow for skiing and year-round recreation, as well as the shops, restaurants, and charm of historic downtown Wilmington. Whether you're looking for a primary residence, vacation getaway, or a private Vermont retreat with room to roam, 598 Hubbard Hill Road offers the perfect blend of comfort, recreation, and natural beauty.

This handsome Cape, built by green builder David Powell, is set on 18 private acres of stunning countryside featuring long-range views, open meadows, stone walls, and walkways. South-facing and super-insulated, the home combines classic character, thoughtful design, and comfortable living. A large studio/workshop with radiant heat and abundant storage adds versatility. The formal entry features a coat closet and handsome staircase with an Oriental carpet runner. The living room offers hardwood floors, a large brick fireplace, exposed beams, and crown molding, with an arched entry to the formal dining room, where generous windows frame beautiful views. The spacious eat-in kitchen features cherry cabinetry, soapstone countertops and backsplash, an island, breakfast bar, and dining area with sliders to the rear yard. The first floor also includes a slate-floored mudroom connecting to the laundry room, family room, and oversized heated garage with workshop space. A peaceful private library, also suitable as a first-floor bedroom, has an adjoining three-quarter bath. Added in 2002, the impressive great room features built-in cabinetry and shelving, expansive windows, Italian porcelain flooring, recessed lighting, and a mini-split for air conditioning. Sliders open to a wonderful covered porch and fieldstone patio, ideal for relaxing and entertaining while enjoying the tranquil setting. Upstairs are 3 bedrooms, including a light-filled primary suite with three closets and an ensuite bath, plus two guest bedrooms sharing a full bath. Above the garage, a spacious bonus family room offers skylights and extensive storage, perfect for recreation, hobbies, or a home office. Additional features include a generator, underground utilities, and a Buderus boiler. This exceptional property offers a rare combination of architectural charm, energy-conscious construction, flexible living spaces & spectacular land - a wonderful opportunity to enjoy private country living at its finest!!!

Set amidst 23+ acres of picturesque Vermont countryside, this exceptional country estate offers a rare combination of privacy, expansive living spaces, and endless opportunities for recreation. Perched along a gentle hillside and surrounded by beautifully landscaped grounds, rolling lawns, blueberry bushes, mature trees, trails through the woods and a pond, the property captures the beauty of Vermont in every season. Offering over 3,500 square feet of living space, this spacious Colonial has been thoughtfully updated throughout, including all new plumbing in 2018, a new roof and skylights in 2025 and the addition of a large barn with electricity and water in 2019, providing exceptional space for equipment, storage, hobbies, or recreational pursuits. Designed for both comfortable everyday living and effortless entertaining, the home features a generous eat in kitchen with granite countertops, gas range, and double ovens. The impressive 20’ x 24’ family room is a true gathering space, showcasing soaring wood ceilings, a wet bar, and multiple French doors opening to an expansive 900+ square foot deck. A formal dining room, inviting living room with a beautiful stone fireplace, and additional flexible living space complete the main level. Upstairs, the spacious primary suite offers a private retreat with its own fireplace, balcony, and ensuite bath featuring a jetted soaking tub, double vanities, and recently updated shower. Two additional bedrooms and a full bath provide comfortable accommodations for family and guests. Two heated, walk up attic spaces offer exciting possibilities for future expansion. Outdoor enthusiasts will appreciate direct access to the VAST snowmobile trail system. Whether enjoying peaceful mornings overlooking the landscape, entertaining on the expansive deck, exploring the acreage, or relaxing beside the pond, this extraordinary property offers an idyllic Vermont lifestyle with room to live, gather, and explore.