Shaftsbury, VT | 81 Holliday Drive

Some homes simply have a way of making you slow down. Built in 1863, the original Twitchell Farmhouse is one of them. Rich in history and craftsmanship, this beautifully maintained four-bedroom, 2.5-bath home offers the warmth and authenticity that only a true Vermont farmhouse can provide. Original hardwood floors, handcrafted woodwork by a master carpenter, and thoughtful updates create a home that feels both timeless and comfortable. The country kitchen has been tastefully renovated while respecting the home's heritage, and the spacious primary bath features a generous double vanity with classic farmhouse styling. Whether it's curling up beside the fireplace on a snowy evening, enjoying a quiet morning in the bright enclosed sunroom, or unwinding on the private back yard surrounded by gardens, every space invites you to linger just a little longer. Outside, the property's agricultural roots remain proudly intact. The impressive tri-level hand-hewn and pegged barn, with silo, offers exceptional space for hobbies, storage, or a workshop, with the original cow stanchions still in place as a reminder of its working past. The attached two-car garage, once the home's summer kitchen, adds yet another layer of character and history. Perennial gardens, heirloom lilacs, and berry bushes create colorful seasonal displays, while protected land bordering the northern boundary helps preserve the peaceful setting for years to come. Offered fully furnished and move-in ready, this remarkable farmhouse is ready to be enjoyed from the moment you arrive. Equally appealing as a cherished full-time home, a Vermont escape, or an income-producing vacation rental, it offers a rare combination of history, craftsmanship, and enduring New England character that is increasingly difficult to find.

Charming 4-bedroom, 1.5 bathroom house on private lane in desirable North Bennington, steps from Bennington College and a short walk to the Village center's restaurants, library, and shops. The home's first floor features an updated eat-in kitchen with granite countertops, dining room, living room with fireplace, half bath, and study with built-in bookcases, as well as a sun room which leads to the covered back porch. Upstairs, there are 4 bedrooms and a full bath. An airy sunroom off the primary bedroom could function as an office or a yoga/exercise room. With beautiful hardwood floors and kitchen and bathroom tile installed in 2018, the house features wildlife and tree-filled views from nearly every window. There is a 1-car attached garage with automatic opener, off-street parking, and a large, picturesque front yard with fruit trees and beds for gardening if desired. Park McCullough's bucolic trails are just a half-mile away. A half-hour drive to Williamstown and Manchester, North Bennington is a quiet, historic area. North Bennington Village School and close to downhill and cross-country skiing, hiking, and snowmobile trails. A quintessential New England village.

Tucked into Bennington's established Spring Hill neighborhood, this inviting 3 bedroom, 2 bath home offers nearly 2,000 square feet of comfortable living space with a setting that makes it easy to enjoy the outdoors. From the backyard, follow the grass walking trail to the community owned pond, a wonderful extension of your outdoor space and a beautiful spot to enjoy the changing Vermont Seasons. Inside, the living room opens naturally to the kitchen and dining area, creating a connected space for everyday living and entertaining. A separate family room provides plenty of room to spread out and features a woodstove hookup, ready to add warmth and ambiance on chilly evenings. The four season sunroom is a standout, offering a cozy year round spot for morning coffee, reading, relaxing or simply enjoying the backyard views. The home is ready for some cosmetic updating, offering the perfect opportunity to bring your own style and vision while building on an already comfortable and functional layout. Three bedrooms, a deck overlooking the backyard, attached garage and paved driveway, there's plenty here to work with. Add your personal touches and make this Spring Hill home your own.

Tucked into a beautifully maintained neighborhood, 21 Russett Drive is the kind of home that feels welcoming the moment you arrive. Beautiful landscaping, a charming Dutch door, and a thoughtfully cared for yard give this property an almost secret garden feel private, inviting, and full of character. Inside, the versatility of this home truly shines. The main level offers a comfortable living room with striking open wood ceilings that naturally become the focal point of the space, creating a warm setting for relaxing and gathering with family and friends. The kitchen flows easily into the dining area, making everyday meals and entertaining feel effortless. A convenient first floor laundry room adds to the home’s functionality. With three bedrooms and two bathrooms, there is plenty of space for everyone, while the additional den/family room offers endless possibilities. Use it as a family room, playroom, home office, guest space, or even a first floor bedroom the choice is yours. Upstairs, one of the bedrooms could easily be transformed into a dedicated office, reading room, or creative space. Step outside onto the new deck and enjoy a backyard that has been lovingly landscaped and maintained, offering a wonderful extension of the home’s living space. Served by town water and septic, this property has been meticulously cared for and is truly move in ready. Its thoughtful layout, flexible spaces, inviting outdoor areas, and ability to adapt as your needs change make 21 Russett Drive a home you can settle into today and continue to make your own for years to come. A home with character, versatility, and room to grow this is one you’ll want to see.

Set on 2.5 beautiful acres, this inviting Cape-style home offers a wonderful combination of comfortable living space, character, and versatile outbuildings. The primary suite is conveniently located on the main level, with two additional bedrooms and a full bath upstairs. An attached two-car garage provides convenient parking and additional storage. The spacious living room features wide pine floors, built-in cabinetry, a fireplace, and a slider leading to the deck. The dining room continues the charm with wide pine flooring, a large window, and a built-in corner cabinet. Outside, the property offers a large barn with two stalls and an expansive workshop, along with two additional sheds for plenty of storage. There is also the possibility of restoring the property's former pond, adding another attractive feature to the landscape. The kitchen is ready for renovation, offering an opportunity to create a space tailored to your own style and needs. With 2.5 acres, a barn, workshop, attached two-car garage, and plenty of potential, this property is ready for its next chapter.

Set on a quiet dead-end street in the heart of Shaftsbury Village, this 1948 Cape offers classic character, a flexible floor plan, two detached garages, and an exceptionally large 1.65-acre double lot. Inside, gorgeous hardwood floors run through much of the home and warm wood-paneled spaces add to its vintage Vermont appeal. The first floor offers a bright kitchen with new appliances and lighting, dining room, spacious living room, dedicated office, bedroom with built-in shelving and laundry hookups, and a half bath. Upstairs are two generously sized bedrooms, a full bath, and additional closet space. Original details remain, including solid wood doors with glass knobs, while newer vinyl replacement windows and vinyl siding add practical updates. Outside is where this property really sets itself apart. The expansive double lot provides an unusual amount of land for a village setting, with potential for future subdivision subject to municipal/state approvals. Two separate garages offer tremendous versatility for vehicles, storage, hobbies, or workshop space. The garage finished to match the house can accommodate approximately 2-3 vehicles in tandem and features power, insulation, an automatic opener, and pull-down stairs to overhead storage. The larger brown garage provides another vehicle bay plus heat, electricity, a utility half bath with urinal, and an expansive second-floor workshop. An elevator/lift also connects the garage levels; functionality has not been verified. All of this is tucked into an established neighborhood where you can enjoy the convenience of village living without sacrificing elbow room. Walk to the elementary school, playgrounds, Town Offices and Post Office, or head out for a stroll along the sidewalk loop around Cleveland Avenue. With 1.65 acres, three bedrooms, two garages, abundant workshop and storage space, and a peaceful location, 81 Holliday Drive offers a combination that is increasingly hard to find in Southern Vermont.

Nearly Lakefront Living in the Heart of North Bennington! Come for the space, stay for the location! This spacious home offers over 2,500 sq. ft. of living space, including 5 bedrooms, 3 full bathrooms, a large home office in the finished basement, and a versatile 250 sq. ft. bonus room attached to one of the upstairs bedrooms. The original garage has been thoughtfully transformed into a 600 sq. ft. primary suite, featuring energy-efficient mini-split heating and cooling, with a large main bedroom and an adjoining space ideal for a walk-in closet or private retreat. A new steel two-car garage was added, ensuring your vehicles stay protected year-round. The property’s outdoor space is just as impressive with beautifully maintained perennial gardens (featuring lilacs, peonies, lilies, and phlox), fruit trees (peach and plum), and graceful white birches. A small backyard storage shed with electricity adds extra convenience. Located just steps from picturesque Lake Paran and nestled in the charming Village of North Bennington, this home offers the perfect balance of peaceful village life and easy access to nearby commercial areas. Plus, inclusion in the North Bennington Graded School District allows PreK through 6th grade students to attend an approved independent or private school tuition-free. Don’t miss the opportunity to enjoy this rare combination of space, location, and community!

Much larger than it looks and completely redone in 2022, with the only evidence remaining of the 1934 construction being a crawlspace through a hatch in the rear of the basement. Offering 3 bedrooms and 2 bathrooms this home is very much "like new". All the systems are modern. Living room/dining room/kitchen, mud room with laundry and bedroom on the main level. Upstairs is the primary bedroom with private bathroom and an additional bedroom. Outside you'll find a large front yard that has been partially fenced, a large covered, wrapping deck for entertaining and outdoor dining and a dog fenced area. Great location across the road from a calm river. This home is larger than it appears from the road. A must see home in move in ready condition that could possibly sold furnished.

Nature lovers, rejoice! Situated on 23 private acres with a beautiful mountain view, this property offers exceptional privacy and seclusion surrounded by the natural beauty of Vermont. With abundant space to explore, relax, and enjoy the outdoors, it’s an ideal setting for those seeking a peaceful country retreat. The main level features a spacious open floor plan with a large kitchen and breakfast bar that flows into the dining and living areas. A generously sized first-floor primary suite includes a Jacuzzi tub and private access to the deck. First-floor laundry adds to the convenience. Upstairs, you'll find two large bedrooms and a full bath, providing plenty of additional living space. Other notable features include Andersen windows, 200-amp electrical service, a durable metal roof, and a full walkout basement featuring a workshop and excellent potential for additional storage or usable space. Priced $165,000 below the current assessed value to reflect the work and improvements needed, this property presents a rare chance to get into a sought-after neighborhood at a significantly lower price point. With plenty of upside, it offers an excellent opportunity for an investor or owner-occupant looking to build sweat equity while transforming the property into their own private Vermont retreat. Property is being sold “AS IS” and will only qualify for conventional financing, a renovation/rehab loan, or cash.

Well maintained and updated 2011 double wide with 3 bedrooms and 2 full bathrooms situated on 1.33 acres in Bennington. Offering new flooring through most of the house and new appliances. Large living room, kitchen and laundry room. Primary bedroom has a private full bath. Nice property and great location.