Tucked just outside of town with sweeping views in every direction, this 4-bedroom, 2-bath raised ranch offers the space and setting you're looking for. Hardwood floors run throughout the main level, where the sun-filled living room features a cozy wood-burning fireplace—perfect for gathering on chilly evenings. The finished lower level provides flexible space to grow, including the third and fourth bedrooms , a rec room for movie nights or play space, and a bonus room set up as a home gym. Laundry is conveniently located downstairs, keeping daily routines organized and efficient. Step outside to a large, level yard designed for making memories—complete with an above-ground pool for summer fun, a spacious deck for cookouts, and a firepit for evenings under the stars. The two-car garage offers plenty of room for vehicles, bikes, and all the extras that come with an active Vermont lifestyle! Peaceful country feel just minutes from town amenities—this home offers room to spread out, inside and out.
Welcome to your peaceful country retreat just over the Bennington town line in Shaftsbury! This 3BR/2BA ranch offers effortless one-level living on a generous 3.5-acre lot surrounded by nature and abundant wildlife. The heart of the home features a modern eat-in kitchen with granite countertops, custom Kraftmaid cabinets installed in 2022 and durable vinyl plank flooring throughout, creating a stylish yet practical interior. An oversized 2.5-car garage with second-floor storage provides ample space for vehicles, projects and gear and offers room for expansion. Energy costs are significantly reduced thanks to an owned solar array shared with four additional owners, adding exceptional value and sustainability to the property. Enjoy the tranquility of rural Vermont while remaining just minutes from shops, restaurants, and the hospital — the perfect blend of convenience and countryside living. Don’t miss your opportunity to own this move-in ready ranch in a coveted location!
Vermont charm meets move-in ready comfort on Elm Street! This inviting 3-bedroom, 2.5-bath Cape offers warm, welcoming spaces throughout. The cozy yet spacious living room features a fireplace — perfect for snowy Vermont evenings — while the generously sized dining room is ideal for hosting holidays and gatherings. The beautifully updated kitchen showcases granite countertops and rich cherry cabinetry, blending classic style with modern convenience. The primary bedroom includes a walk-in closet, and all bedrooms offer comfortable, spacious layouts. Enjoy your morning coffee on the charming front porch or unwind on the back deck overlooking the lovely yard. A detached two-car garage adds practicality and storage. A truly special home that captures Vermont character with the ease of modern updates — ready for its next chapter.
Are you looking for a beautifully maintained home close to downtown but not right in the middle of it? Welcome to 318 Chester Knoll. Located in a desirable development with scenic walking trails and sidewalks connecting you to downtown and local restaurants, this light filled three bedroom home offers the perfect blend of convenience and peaceful living. Tasteful updates completed within the past year include new kitchen appliances, new blinds throughout, fresh neutral paint, and thoughtfully improved backyard landscaping that opens up the outdoor space beautifully. The heated walkout basement provides excellent additional living flexibility and year-round comfort. Upstairs, the primary suite features a full bathroom with a tub and shower combination, creating a relaxing retreat. The lower level bathroom showcases a stunning step in tile shower with a modern feel. The $150/month HOA fee covers snow plowing, trash removal, and landscaping allowing for low maintenance living in a well maintained neighborhood. Whether you’re looking to retire in Vermont or simply want a move in ready home with amenities at your fingertips, this property checks all the boxes. The current owners have truly loved living here and are relocating for a new job opportunity, making this special home available for its next chapter. Schedule your private showing today this one will not last long.
Tastefully renovated antique home that retained it character 4 bed 2 bath home with gleaming hardwood floor in through out with Vinyl plank in the bathrooms and Laundry room. The downstairs Ensuite is currently being used as an in home office with private entrance. This would make a great room for a in-law space with private bath and the 3 season sunroom could easily be converted into a Livingroom or studio space with plenty of natural light. The detached garage rounds out the move in ready Village Home. A short walk to all downtown amenities, coffee shops, restaurants and shopping The Boiler is 5 years old and the kitchen appliances were also recently replaced. 1 hour to Albany International Airport And Albany Medical, 2 Hours to Dartmouth Medical center 3 hours to Boston, 3.5 hours to Manhattan, 30 minutes to Mt Snow Come see what Bennington has to offer.
A former florist shop for 2 decades, this mixed-use property is now a blank slate ready for your vision. Zoning allows for retail, food/drink/entertainment, gallery or studio, personal or professional services, to multi-family or single-family residential. First floor and basement previously served as retail space, but with the walk-in cooler now removed, the main level feels significantly larger, brighter, and more versatile. Fresh paint, flooring, LED lighting, and a convenient half bath make it easy to imagine anything from a charming shop to a café, office suite, or creative workspace. The basement offers abundant storage with built-in shelving. Second floor features a beautifully renovated 1-bed, 1-bath apartment completed by prior owner about 10 years ago. Use it as an owner’s residence, rental income, or convert for more commercial space. A walk-up attic provides bonus storage or potential expansion. Practical features include separate entrances, separate electric meters, shared boiler and oil tank (both new in 2020), vinyl siding and windows, architectural shingle roof, town water/sewer, and high-speed internet. Parking areas for both units add convenience. Location is unbeatable – North Street is one of Bennington’s most traveled routes, offering excellent visibility and signage. Enjoy gorgeous mountain views and great neighbors like the Blue Benn Diner, Wassick’s Tire, and the Vermont Veterans Home. Bring your ideas — this place is ready for you!
Waterfront Bungalow style house offering 3 bedrooms and 2 bathrooms. This home has 2 bedrooms upstairs and a pocket half bathroom. downstairs has a master bedroom with a newly remodeled ensuite, kitchen with breakfast table area, 4 seasons living space in the back and a front living room with new flooring. The previous owner used the 4 seasons room as a formal dining room since it has panoramic view of the Hoosic River. The front living room has a fireplace option (has a chimney and fireplace structure but just needs updating) and it has enough space to use as a living room and dining room combo. There is plenty of storage in the full-size, walkout basement where the washer and dryer are located. This house also has 2 sheds, 2 car ports and 2 driveways. This house is cozy indoors and offers dreamlike outdoor living with walkout access to the river where you can raft, go inner tubing, boating and fishing. Two spacious decks for outdoor dining, grilling, entertaining, hosting a wedding, bird watching or just relaxing and enjoying the view. In the very large backyard, you can pitch a tent, for camping, or gardening. The possibilities for this house are endless. Great for those who love the outdoors. This house is close to ski resorts, hiking trails, schools, shops, places for dining, parks, gas station (is just down the road), Movie theater and a short drive to the Highway. You’re 10 minutes away from downtown Bennington. Close to Lake Paran, a short 15 minutes ride to Ny and 30minutes ride to Massachusetts. There are not a lot of houses like this one. And in such a prime location. Don’t miss out on this once in a lifetime opportunity!
Welcome to this thoughtfully cared-for 2-bedroom, 1-bath ranch located on desirable East Road in Bennington. Offering easy one-level living and meaningful upgrades, this home delivers both practicality and long-term value. Inside, you’ll find a bright and efficient layout featuring an updated kitchen and refreshed bath, along with a recently updated boiler and new energy-efficient mini-split system providing modern heating and cooling for year-round comfort. These improvements add convenience, efficiency, and peace of mind. The home has been well maintained throughout, making it truly move-in ready. Step outside to a spacious deck featuring low-maintenance Trex flooring, overlooking a large backyard set on nearly a half-acre lot. Designed for durability and easy upkeep, the outdoor space is ideal for entertaining, gardening, pets, or simply enjoying Vermont’s seasons without the maintenance concerns of traditional wood decking. Conveniently located just minutes from local schools, shopping, restaurants, medical facilities, and downtown Bennington amenities, this property combines residential comfort with everyday accessibility. Whether you’re a first-time buyer, downsizing, or seeking a solid investment in a strong location, this East Road ranch stands out as a smart and appealing opportunity.
Welcome to this charming Cape-style home, nestled in a peaceful country setting just moments from Bennington College and scenic walking and hiking trails. This inviting property offers the perfect blend of rural tranquility and convenient access to town. Located just 10 minutes from downtown Bennington, you’ll have quick access to local shops, restaurants, cultural attractions, and everyday conveniences. Set amid natural beauty, the home welcomes cozy living spaces, and a warm, comfortable atmosphere that makes it easy to feel at home. The proximity to Bennington College adds to the area’s vibrant, creative energy and makes this an ideal location for year-round living, a weekend retreat, or an investment opportunity. If you’re looking for a home that offers charm, natural beauty, and a location that balances privacy with convenience, this delightful Cape is a rare find. Come experience the peaceful Vermont lifestyle this special property has to offer. Just an hour to Albany, Saratoga Springs, Lake George, and 30 minutes to Williamstown, MA.
Charming downtown family home with modern upgrades. This beautifully updated 3-bedroom home is perfectly situated on a desirable corner lot in the heart of downtown. Thoughtfully designed for both comfort and convenience, with a recent addition of a first-floor primary bedroom and new mudroom back entrance. Step inside to find gleaming hardwood floors and a warm, inviting layout. The dining area is anchored by a cozy pellet stove, creating the perfect spot for family gatherings. The cozy kitchen flows seamlessly to the dining area and living room. Relax on the covered front porch and enjoy your morning coffee while watching the neighborhood come to life. The property also boasts a large detached garage—perfect for vehicles, hobbies, or extra storage—and solar panels to help keep energy costs low. This home combines the charm of downtown living with smart, modern updates, all on a prime corner lot. Don’t miss your chance to make it yours—schedule your private showing today!
Discover this lovely three-bedroom, one-bathroom home featuring 1,254 square feet of finished space, all set on a .24-acre lot. Recent upgrades roughly in the last ten years include blown-in insulation, roof, furnace, and updated kitchen and flooring, making this home both comfortable and stylish. Perfect for families or anyone looking for a cozy place. Minutes from Mt. Anthony Country Club, Downtown Bennington.
© 2026 Northern New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NNEREN. Subject to errors, omissions, prior sale, change or withdrawal without notice.

