Properties Near 319 Chester Knoll Drive Bennington, VT

A must-see! Nestled in a quiet neighborhood just minutes from downtown dining and shopping, this beautifully maintained home offers comfort, flexibility, and thoughtful upgrades throughout. Completely renovated approximately 10 years ago, the home features a well-designed gourmet kitchen with granite countertops, a copper sink, soft-close cabinetry, and a custom built-in wine rack. French doors lead to a charming screened porch, perfect for relaxing or entertaining. The upper level offers three bedrooms, including a spacious primary suite with a private ensuite bath, as well as an additional full bathroom. A separate first-floor bedroom w/living space is currently being used as an in-law suite with its own private feel, offering excellent potential for guest accommodations, multigenerational living, or possible Airbnb/rental income. Sliding doors open to a stone patio and a semi-wooded backyard offering privacy and seclusion. Additional highlights include a large attached two-car garage, a semi-finished basement with ample storage space, a newer roof and gutters, paved driveway with drainage system, newer garage door, and updated furnace. The major improvements have already been taken care of — simply move in and enjoy. Schedule your showing today!

This c. 1936 4BR/2BA home has been beautifully updated to blend timeless architectural character with modern comfort and convenience. Meticulously maintained throughout, it features gleaming hardwood floors, vintage details and thoughtful updates designed for today’s lifestyle. The stunning granite kitchen offers rich cherry cabinetry and stainless steel appliances, all new in 2024, creating a warm and functional space for cooking and gathering. The expansive primary suite is a true retreat, complete with an oversized walk-in shower, double vanity with granite countertop, and abundant space to unwind. Three additional guest bedrooms and a full guest bath provide flexibility for family, guests, or home office needs. The finished attic is perfect for a playroom or creative space and the home offers abundant storage throughout. Step outside to enjoy the brand-new expansive deck overlooking the yard, along with a shed and additional outbuilding for hobbies, gardening, or extra storage. Located in the Clarks Woods neighborhood, this charming home is convenient to the country club, hospital, and other local amenities while offering the comfort of a lovely residential setting. 0.33 acre.

Charming vintage 1920s Arts & Crafts-style cottage in a prime village location. This inviting home offers seven main rooms, including three bedrooms and two baths, blending timeless character with modern comfort. The updated kitchen features abundant storage and flows nicely into the living spaces, highlighted by beautiful wood floors and a cozy fireplace. Central air ensures year-round comfort. Enjoy outdoor living with a large, inviting front porch perfect for relaxing, as well as a private back deck ideal for entertaining or a quiet retreat. A two-car detached garage adds convenience and additional storage. Classic architectural details and thoughtful updates make this a truly special property in a highly desirable setting.

Build Your Dream Home—Without Starting From Scratch Now is your chance to own a brand-new home and still make it your own. This beautifully designed new construction home is currently underway and offers buyers the exciting opportunity to select their own finishing touches and create a space that reflects their style and vision. Featuring 4 bedrooms and 2 full bathrooms, this thoughtfully designed floor plan offers the flexibility and convenience of one-level living—with a bedroom, full bath, laundry, kitchen, dining area, and living room all located on the main level. Love the idea of extra space? The walkout basement provides incredible future potential and may be finished for an additional price—perfect for expanding living space, creating a family room, home office, gym, or guest suite. Enjoy all the benefits of energy-efficient new construction in a location close to walking trails, shopping, healthcare, and everything Bennington has to offer. ?? New Construction ?? 4 Bedrooms | 2 Full Baths ?? Main-Level Living Option ?? First-Floor Laundry ?? Walkout Basement with Expansion Potential ?? Customize Your Finishes ?? Energy Efficient Design Don’t wait until it’s finished—this is your opportunity to personalize your future home and make it uniquely yours. Reach out today for details and available selections! Listing Agent is owner.

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. Brand new first floor half bath and mudroom entrance recently added. 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!

Convenient one-level living meets modern style and design in this beautifully crafted ranch home, situated on a spacious 1.4-acre lot within a newer, private four-home subdivision. Relax on the impressive 52-foot farmer’s porch—perfect for enjoying cool summer breezes, stunning sunsets, entertaining guests, or simply taking in the expansive yard and thoughtfully designed plantings. Inside the open floor plan showcases a stylish kitchen with stainless steel Whirlpool appliances, a walk-in pantry, farmhouse sink, and center island w/ seating, seamlessly flowing into the living room highlighted by a tray ceiling and custom built-in entertainment center. The oversized primary suite offers a private retreat with a spa-like bath, including his-and-her vanity, a glass-enclosed palisade shower, built-ins, window seat, and a generous walk-in closet. The opposite end of the home includes two additional bedrooms, a full bath, and a spacious laundry room with abundant storage. The slider leads out to the covered back deck and overlooks the private, fenced-in backyard. Additionally, the home offers low maintenance flooring, recessed lighting throughout, forced hot air heat via propane, 100 amp electrical, town water, private septic, and Vermont Weatherization including upgraded insulation. Expansion potential for a future garage adds even more value. Constructed in 2023, it is truly move-in ready and offers a wonderful opportunity to create lasting memories. This property is in close proximity to historic downtown Bennington and is just 30 minutes from Manchester VT and Williamstown MA. Additionally, it is within approximately 45 minutes of several ski resorts in Vermont (Mount Snow, Stratton Mountain, and Bromley Mountain) and Massachusetts (Jiminy Peak).

Welcome to this charming mid-century home set on 1.27 acres, offering 4 bedrooms and 3 bathrooms. This property blends character, functionality, and unique design throughout. At the heart of the home, a beautiful open concept kitchen and living area creates the perfect space for gathering and entertaining. A stunning fireplace anchors the room, offering warmth and ambiance whether you’re hosting guests, enjoying family dinners, or settling in for a cozy evening. Natural light pours through the home, highlighting the striking cathedral ceilings and gorgeous parquet hardwood floors. The inviting entryway features classic slate flooring, setting the tone for the thoughtful details found throughout. The lower level offers a truly unique bonus space with a spacious family/game room featuring a show stopping two sided fireplace, along with a convenient half bath and laundry area ideal for flexible living and entertaining. Step outside and enjoy the peaceful setting, where birdsong and nature surround you perfect for those who appreciate wildlife and the simple joy of feeding birds right from your own yard. This home offers the best of both worlds privacy and convenience. Set in a quiet location, yet just minutes to shopping, schools, and local hospitals, it’s perfectly positioned for today’s lifestyle. Whether you’re looking to be close to town or tucked into a private neighborhood, this is the home you’ve been waiting for. Additional features include town water, private septic, and a spacious two-car garage with extra workspace. With its unique mid-century charm, desirable amenities, and prime location, this home is priced to sell. Don’t miss your opportunity schedule your showing today before it’s gone!

Brand new 2026 construction offering the ease of single-level living with thoughtful, ADA-compliant design throughout. This energy-efficient home features 2 bedrooms and 2 full bathrooms, including a well-designed primary suite, plus convenient in-unit laundry. The open-concept layout is highlighted by a spacious kitchen and a cathedral ceiling that brings in abundant natural light and an airy feel. Enjoy year-round comfort with radiant heat throughout and efficient mini-split heat pumps. Step outside to a private back deck—perfect for relaxing or entertaining. A one-car attached garage adds convenience and additional storage. Located in a well-maintained and welcoming HOA, this property offers excellent walkability to nearby amenities, making it ideal for a variety of lifestyles. Listing agent is owner.

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.

This well-maintained ranch-style home offers the convenience of one-level living with 3 bedrooms plus a spacious primary suite. Set on a large lot, the property features two decks, providing plenty of outdoor space for entertaining, relaxing, or enjoying the backyard. An easy walk to the local golf course adds to the appeal of this desirable location. The updated kitchen boasts beautiful granite countertops and a convenient pass-through to the oversized dining room, creating an open and inviting atmosphere for gatherings. A bright and welcoming living room is filled with natural light and showcases hardwood floors throughout most of the home. Both bathrooms have been tastefully updated, complementing the home's move-in-ready condition. Recent upgrades include central air conditioning, a newer forced-air furnace, and an energy-efficient hybrid hot water heater, offering year-round comfort and efficiency. The home is also equipped with 200-amp electrical service and is wired for a generator, providing added convenience and peace of mind. With its functional floor plan, modern mechanical updates, and desirable single-level layout, this property is ready for its next owner to move in and enjoy. The large yard, two decks, updated interior, and proximity to the golf course make it an ideal place to relax, entertain, and embrace an active lifestyle. This is easy living at its best.

Bright 3 bedroom, 1 and a half bath home in Bennington. Close to the hospital and offering kitchen, formal dining room, living room, and 2 main level bedrooms. Upstairs a loft office area and another bedroom. The basement is partially finished with laundry, family room and half bath. Outside there is a great deck with a separate, heated sun room and 2 car detached garage. A must see home in a must see location.

Whether you’re seeking a full-time downtown lifestyle, a lock-and-leave home base for travel, or you’re ready to make the leap from renting to owning, this is the kind of property that checks every box—location, character, and simplicity. Offered publicly for the first time, Unit 302 is filled with natural light from tall windows that frame the energy of downtown Bennington. Soaring ceilings, original hardwood floors, and preserved trim details speak to the building’s mid-1800s origins, while a thoughtful 2009 renovation brings everything forward with comfort and ease. The kitchen is both handsome and functional, with granite countertops, quality cabinetry, and stainless appliances opening to a bright, connected living and dining space—perfect for slow mornings, easy evenings, and gathering with friends. The bedroom suite feels like a retreat, complete with a private bath, walk-in closet, and separate laundry closet with stacked washer and dryer for everyday convenience. There is a second walk-in closet off the foyer providing exceptional storage—an uncommon find in condo living. Whether you take the elevator or the stairs, access is simple, with nearby public parking in a well-lit lot. Outside your door, downtown unfolds—coffee shops, restaurants, live music, theater, parks, and year-round events are all just steps away. Positioned as a corner unit, this home captures beautiful natural light and mountain sunrises, along with a front-row view of downtown’s daily rhythm. Condos with this level of light, character, and storage rarely come to market in downtown Bennington. Enjoy easy access to the region and beyond—just about an hour's drive to Albany International Airport and Saratoga Springs, and roughly three hours to both New York City and Boston.

Charming Ranch in a Desirable Neighborhood! Are you looking for a 3 bedroom, 2 bath ranch with room to grow in a great neighborhood? This beautifully maintained home offers the perfect blend of comfort, style, and flexibility. Enjoy a fully renovated kitchen featuring soft close drawers and a dedicated coffee bar perfect for starting your day. Stay comfortable year round with central air, and unwind after a long day in the jetted bathtub. The lower level offers excellent versatility, including a second bathroom with laundry and additional living space. A downstairs bedroom provides the perfect option for a home office, guest space, or potential in law setup. Step outside to a spacious, fully fenced backyard ideal for pets, play, or relaxing in your own private outdoor space. Whether you’re looking for easy single family living or a home with room to expand, this property adapts to your needs. Conveniently located close to shopping, dining, and the hospital, this home offers both comfort and accessibility. However you envision it, this is a place you can truly make your own. Don’t miss your opportunity this one won’t last long! Call today to schedule your private showing.

Discover the charm and potential of this one-of-a-kind mid-century home, offered for sale for the first time. Set on 3.20 private acres with mature, lush landscaping, this spacious property offers a peaceful and serene setting while remaining conveniently close to shopping, schools, restaurants, and the hospital. Originally built in 1964, the home has grown through multiple additions over the years, creating a distinctive layout filled with character and generous living space. Offering 3 bedrooms, 2 full bathrooms, multiple porches, and two sunrooms, this home provides endless possibilities for comfortable living, entertaining, or creating your own private retreat. Additional features include a Buderus furnace and a generator with its own dedicated propane tank, offering comfort and peace of mind year-round. Ready for its next chapter, the property will benefit from some TLC to restore its warmth and beauty. Whether you're looking for a full-time residence or a weekend escape, this special home presents a wonderful opportunity to make it your own. Ideally located just 3 hours from NYC and Boston, and only 45 minutes from Albany International Airport, this rare offering combines privacy, convenience, and timeless appeal. Come explore the possibilities and bring new life to a home ready to be loved again.