Properties Near 258 Harvest Hills Drive Shaftsbury, VT

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Dreaming of a peaceful Vermont lifestyle? This three bedroom, 2 bath home sits on 11.5 acres of beautiful land with rolling open mountain views, a stream, mature apple trees, and an inground pool all the ingredients for your perfect retreat. Step inside to this home that has had a complete refresh. The home offers a first floor bedroom and full bath with a step in shower, making it great flexible living. And who doesn't want to spend a cozy winter in front on the pellet stove, enjoying that warm, inviting heat? A semi finished basement offers bonus living or storage space, and the oversized, heated two car garage gives you plenty of room for vehicles, tools, recreational gear, or a workshop whatever your lifestyle needs. This home works beautifully as a year round residence, or a vacation getaway, or even an investment property. It blends open living spaces, natural beauty, and the Green Mountain lifestyle you've always dreamed of in a fantastic location with just fifteen minutes to downtown Bennington, about forty minutes to the Massachusetts border, forty five minutes from Albany, and less than four hours to NYC. Call today to schedule a visit and see the charm of 1061 Granger Hollow Road for yourself!
New Price! Fabulous Four Bedroom Farmhouse. Updated kitchen with new stainless steel appliances. Take in the mountain view through your newer windows over the new stainless steel sink and subway tile backsplash. Natural light graces this spacious home. The first-floor primary bedroom has a private walk-out deck overlooking the large level backyard. The generous living room opens up to a dining area just off the eat-in kitchen. The first floor laundry room, full bathroom, and a second bedroom round out the first floor. The second level features two additional bedrooms, a second bath and an office/ bonus space. Easy first-floor living and comfortable family flow. The full poured concrete basement with a new Buderus Boiler, 200 amp electrical service, and a spacious workshop. Enjoy newer windows, fresh paint, a metal roof, two generous decks and large storage shed all on a lovely corner lot. This home is located in Shaftsbury, bordering the Village of North Bennington so school choice may be an option. Don't miss out on this spacious home with mountain views, close to beautiful walking trails and all amenities. Such as restaurants, deli, library, Lake Paran's swimming and fishing, the Park -McCullough Historic Governor's Mansion with Farmer's Markets and so much more. Some photos have been digitally staged.Come discover the charming Village of North Bennington! Call today.
Spacious split level on 1.16 acres with spectacular views. Surrounded by Grateful Morning Farm, the simple beauty and peaceful landscape is breathtaking. Enjoy your coffee while watching sunrises from the rear stone patio or breakfast nook, both overlooking the big backyard with mountain backdrop. In summertime, the mini split and ceiling fans will keep you cool, and in Vermont's magical winter months, you'll stay warm by the fire (one gas stove, two pellet stoves). Bonus room with separate entrance is ideal for home-based business, working from home, home school or child care, and craft or fitness enthusiasts. Main level also has a large living room with wide pine floors, dining room and kitchen with soapstone counters & sink and new stainless steel appliances. Upstairs are 3 bedrooms and 1 full bath with tub/shower. Walk-out lower level has a fabulous family room; prior occupants used it as a primary suite... there is a walk-in closet and 3/4 bath so use the space however it suits you. Basement has laundry room, storage, and utilities. Brand new roof (2025) and vinyl siding (2023) plus Trex deck and PVC railings are low maintenance. Attached 1-car garage is oversized with workshop and storage attic above. Short 10 minute drive to major grocery stores, downtown restaurants, and theaters. Fall in love with nearby Shaftsbury State Park, the new skate park, our beloved trail system, and all the community and connection that southern Vermont has to offer.
Welcome to this beautifully maintained ranch-style home offering 2000+ finished SF of living space. Located on one of North Bennington’s most desired streets, close to the village school, market and restaurants, and the Mile Around Woods trail. Nestled on a quiet cul-de-sac, this home offers a perfect combination of space, lovely mountain views and a welcoming neighborhood including a large pond open to all. Step inside to find a spacious living room featuring a traditional brick fireplace and an open-concept layout, perfect for entertaining. The charming kitchen includes a breakfast bar, pantry, stainless steel appliances, and lots of natural light. Three comfortable bedrooms and two full baths, including a primary with ensuite. The large finished basement provides flexible space for a family room or home office, with a cozy wood stove adding warmth and functionality. Utility room with laundry and sink offers plenty of storage and counter space. Direct access to an attached/under oversized, two-car garage for ease of entry. There is also a circular driveway allowing first floor access and an RV parking pad. New roof and seamless gutters (2018) and a new septic system (2020). Enjoy outdoor living on the Trex deck, which overlooks a vast backyard—ideal for gatherings, gardening, or simply relaxing in the peaceful surroundings. This home combines comfort and convenience with its many updates, making it a true gem. Move right in and enjoy Vermont living at its best!
Charming Historic Home with Garden, Barn & Flexible Living Spaces This beautiful 100+ year-old home offers over 3,400 sq. ft. of warmth, character, and room to grow. Flooded with natural light, this home on 2+ acres has three sunny upstairs bedrooms and three baths. In addition to a large living room and full dining room, the main floor has a laundry/mudroom and front and rear parlors that can serve as additional bedrooms, guest rooms, or cozy living spaces. The second floor features its own 2-bedroom, 1-bath apartment—perfect for multi-generational living, hosting guests, or generating extra income. Mature trees, wrap-around porches, a sunny lawn, and an ample garden offer space for planting, play, and relaxation, while a sturdy two-story barn provides endless possibilities—storage, workshop, studio, or hobby space. There is also separately entranced area at the back of the house that can provide office space. The house has many original details, including pocket doors, hardware, and woodwork, as well as double-pane windows throughout. This exceptional property, located in the North Bennington school district, offers a rare combination of history, space, and flexibility. Come and experience the warmth and potential of this one-of-a-kind home.
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.
Charming North Bennington Home in a Desirable Neighborhood. Welcome to this beautifully updated four-bedroom home, ideally located in a sought-after North Bennington neighborhood. Situated on over half an acre, this property offers the perfect balance of privacy and convenience—just steps from scenic hiking trails and close to Bennington College. Step inside to discover a freshly renovated kitchen and bathroom, complemented by new flooring throughout the home. The dining room features a sliding glass door that opens to a spacious back deck, perfect for outdoor dining and relaxing. A covered front porch adds classic New England charm and a welcoming touch. With a large attached garage offering plenty of storage and workspace, this home is as practical as it is inviting. Whether you're enjoying the peaceful surroundings or entertaining guests, this home provides comfort, style, and a true sense of place in a friendly, walkable neighborhood. Don’t miss this North Bennington gem—schedule your showing today!
Welcome home to this charming single level ranch in a peaceful, friendly neighborhood where neighbors still wave hello and lend a cup of sugar. This home offers easy single-level living with three bedrooms, one full bath, and first floor laundry. Step inside to discover beautiful hardwood floors throughout most of the home, currently covered with carpeting that can easily be removed no nails or tack strips to worry about. The layout provides a warm, inviting flow from room to room, perfect for everyday living or entertaining. You'll love cozying up by the working wood stove on a chilly Vermont evenings, and the best part the wood for this winter is already stacked and ready to go! Enjoy mountain views from the property, giving you a daily reminder of Vermont’s natural beauty. Relax on the enclosed porch or the covered front porch, both ideal spots to unwind and take in the scenery. Outside, the fully fenced-in yard, detached two-car garage, and additional shed offer space for storage, projects, or play. Nestled in a desirable, well-kept neighborhood, this home combines comfort, convenience, and that true Vermont charm everyone is looking for.
Welcome to this beautifully updated cape home located just outside of downtown Bennington. Enjoy the perfect balance of peaceful country surroundings and convenient access to local shops, schools, and amenities. Step inside to find fresh, modern flooring and paint throughout and a brand-new kitchen featuring stylish cabinetry, updated stainless steel appliances, and plenty of counter space. The main level offers comfortable living areas with great natural light featuring two bedrooms and a full bath, while upstairs you’ll discover a spacious bonus area — ideal as a large bedroom, home office, creative studio, or even the potential for two additional bedrooms. Outside, the property includes two versatile outbuildings, perfect for storage, hobbies, or workshop use. With its generous yard and location on the outskirts of town, you’ll appreciate both privacy and proximity to all that Bennington has to offer. This move-in ready home combines comfort, flexibility, and value — a wonderful opportunity to make your next home in Southern Vermont.

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