Properties Near 46 Duffy Drive Bennington, VT

Two homes on 4.67 acres in Shaftsbury, VT! This village home offers a rare opportunity indeed by including a separate 2 bedroom ranch home as well. The main home is a charming New England farmhouse with 3 bedrooms and 2 bathrooms, living room, formal dining room, kitchen, main level laundry and so much more. The accessory dwelling unit offers 2 bedrooms, 1 bathroom, eat-in kitchen and living room. The large yard has great garden space, fruit trees and privacy. The 3 car barn has a lot of storage space and the shed has shop space as well. A truly rare find.

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 floods 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.

Across from the 5th Fairway of the Mount Anthony Country Club you’ll find this charming, meticulously maintained 3 bedroom 2 bath home. The spacious open layout, custom kitchen, and expansive deck are warm and inviting. Relax on your front porch and enjoy the scenic mountain vistas of Mount Anthony and the Bennington Monument. Fabulous, convenient location! The home began as a bungalow, the current owner had a vision to add a second level, expanding the home to three bedrooms and a second bath. Hardwood floors, natural light and high ceilings throughout this 1930’s charmer.The first floor den and half bath offer so many options. The large lower basement level is easily accessible, providing storage, a workshop space and a cold storage closet. The triangular-shaped lot features a private fenced-in courtyard with lovely gardens and landscaping. Town water and sewer and don’t miss the two-car detached garage. Don’t let this one get away. Call today!

This spacious 5-bedroom, 4-bath Colonial in Bennington's sought-after Maplewood neighborhood offers over 3,600 sq ft of flexible living space, including a finished walk-out in-law suite with full kitchen and private entry. Thoughtfully updated with granite counters, stainless steel appliances, and a smart home system including ADT security, glass break sensors, and a smart thermostat. The vaulted primary suite is a true retreat, featuring skylights, radiant floor heat, and three walk-in closets. Enjoy morning coffee or evening dinners on the expansive Trex deck with breathtaking mountain and Monument views. With a bonus room over the garage, two full kitchens, and a tree-lined backyard with an invisible pet fence, this home is perfect for multi-generational living, remote work, or hosting guests. Located on a quiet cul-de-sac near Willow Park and Mt. Anthony Middle School, and just minutes to downtown shops, dining, and the Bennington Museum. Whether you're entertaining, relaxing, or accommodating loved ones, this home blends comfort, privacy, and style effortlessly.

Stately North Bennington Colonial with In-Law Suite & Barn on 2.6 Acres. Step into timeless elegance in this beautifully crafted colonial-style home located in the heart of charming North Bennington. Offering 5 spacious bedrooms and 4 bathrooms, this home features a flexible floor plan that includes a private in-law suite, formal living and dining rooms, a welcoming foyer, and both front and rear parlors—ideal as a den, family room, or library. Rich in character, the home showcases gleaming hardwood floors, intricate pocket doors, custom built-ins, and exquisite architectural details throughout. The kitchen is perfectly positioned for gatherings and everyday living, while a large mudroom with laundry adds modern-day convenience. Two versatile bonus rooms provide options for office space, a hobby area, or additional guest accommodations. Outside, the 2.6-acre lot offers mature trees, a gracious sitting porch, and a classic New England barn—ideal for storage, a workshop, or future creative use. This is a rare opportunity to own a distinguished property with space, style, and substance. Schedule your private showing today—this is truly a must-see home!

Charming Southern Vermont Retreat with Modern Comforts! Welcome to this beautifully maintained 4-bedroom, 3-bathroom home nestled in one of Southern Vermont’s desirable neighborhoods. Located near the end of a quiet dead-end drive, this semi-secluded property offers peace, privacy, and a warm sense of community. Step onto the inviting covered front porch, perfect for relaxing with your morning coffee, or enjoy the outdoors on the spacious back deck. Inside, the home boasts a light-filled open kitchen and dining area—ideal for entertaining family and friends. The standout first-floor primary suite features a generous walk-in closet and a luxurious private bathroom complete with a spa tub and separate full shower. Convenient first-floor laundry adds ease to everyday living. Upstairs, you’ll find three additional bedrooms and a full bath with dual vanities, perfect for accommodating family or guests. A cozy three-season room with a propane fireplace offers a comfortable spot to unwind year-round. Additional features include an attached garage, a new roof, and a layout that balances open-concept living with functional privacy. This home offers the perfect blend of country charm and modern convenience—ready for you to move in and enjoy all that Vermont living has to offer.

Step into this beautiful 1930s classic home, filled with character and endless possibilities. This home offers three bedrooms, one bathroom, and a layout that seamlessly combines classic details with comfortable living spaces. The heart of the home is the large dining area, perfect for hosting gatherings or enjoying quiet family meals. Adjacent, you will find a spacious living room with a fireplace and abundant natural light. In addition, a sun-filled family room includes built-in bookshelves and cabinets. The kitchen features a convenient walk-in pantry, adding both practicality and storage to its charm. The primary bedroom is a standout feature, offering ample space and an alcove perfect for a home office, nursery, or private retreat. Beautiful hardwood floors run throughout, adding warmth and character. Located in a desirable Bennington neighborhood in close proximity to the downtown, this home is ideal for anyone seeking a convenient and vibrant location. Bring your vision and make this timeless home your own!

Opportunity awaits with this well-built and meticulously maintained 3-bedroom, 2-bath home nestled on a rare and highly desirable 1.84-acre flat lot in the peaceful countryside—just a short drive to town amenities, shops, and schools, this property features town water, a new roof, nearly new boiler and an attached two-car garage. Set back from the road, this property offers space, privacy, and incredible potential for those looking to update or expand. Inside, the freshly painted main level of the home features a functional floor plan with living and dining rooms, three generous bedrooms, and a functional kitchen. The full bath on this main level connects to the primary bedroom. There is a partially finished walkout basement that could be used for a separate suite, home-based business (buyer to verify) or rec room. While the interior reflects a more vintage style, it’s well-maintained, and ready for your personal touch or full renovation. Outside, enjoy the wide-open space ideal for gardening and outdoor entertaining. The roof is just a year young, and the vinyl and brick exterior make for low maintenance. Whether you're a first-time buyer, investor, or someone looking for land to create your dream homestead, this property offers endless possibilities in a prime location. Don't miss your chance to own a country retreat with room to grow—schedule your showing today!

This beautifully detailed 1880 Victorian in Bennington's residential commercial district offers flexibility and income potential all in one. Currently operating as a successful, fully furnished Airbnb, this 5-bedroom, 2-bath property is ready for its next owner. Whether you're an investor looking for cash flow or a buyer seeking a spacious and charming single family home. The main level features a newly renovated kitchen and bathroom, adding modern comfort to this historic property. With five bedrooms throughout, there's more than enough space to accommodate guests or create your ideal home layout. Keep it as a turnkey short-term rental, or easily convert it into a large single family residence with plenty of room to spread out. The property sits on a lovely lot with a private yard, perfect for outdoor entertaining, plus a one car garage that could be brought back to full use with some TLC. Located near Bennington's local events, shops, and attractions, this home is a smart opportunity whether you're investing, relocating, or dreaming of a versatile live/work space. Opportunities like this don't come along often. Call today to schedule a private showing and explore the potential.

Step into timeless charm with this beautifully maintained 1910 antique home offering 4 bedrooms and 2 full baths on a nearly a full acre. Enjoy the perfect blend of historic character and modern updates, including a great working kitchen that any chef would enjoy, plenty of counter space, efficient layout, and everything within easy reach, perfect for creating homemade meals. The original hardwood floors, and a welcoming mudroom that keeps the clutter at bay. The first floor bedroom has direct access to the a full bath ideal for guests or single level living. Upstairs, you'll find a bright office space and convenient laundry right outside the bedrooms. The home is filled with natural light and features multiple inviting spaces, including a cozy living room with a pellet stove and an additional family room for relaxed gatherings. Outdoor living is just as impressive with an above ground pool, fenced yard for your pets, and a custom built dog house. A charming enclosed porch adds year round entertaining space, and shed offers great storage. Located near shopping, scenic covered bridges, and all the best of Vermont living! OPEN HOUSE SUNDAY JUNE 1, 2025 12-2PM

Nestled in the charming village of Bennington, Vermont, this stately 4-bedroom, 2.5-bath home blends timeless elegance with thoughtful updates. Built in 1895 and set on 0.41 acres, the property offers a rare combination of historic character and modern livability. A large Trex front deck with handicap accessible ramp to the front and kitchen doors welcomes you to the home, where you'll find hardwood floors throughout and an inviting living room centered around a classic fireplace. The living space is bathed in natural light, thanks to five sets of French doors that create a beautiful flow between rooms and invite the outdoors in. The sunroom, located at the back of the home, offers a peaceful retreat year-round, while additional French doors open onto a screened porch-perfect for summer evenings and quiet mornings. Other highlights include a detached garage, automatic starting generator. and a manageable yet private lot just steps from the village center. With its graceful details and prime location, this home is a true Bennington treasure.

A completely renovated gem in a fantastic location awaits its new owner. This beautifully restored cape-style home in Bennington's desirable Chester Knoll community offers a stunning and worry-free living experience. Adhering to the newest Vermont energy codes, this energy-efficient home boasts an Energy Star propane heating system for optimal comfort and savings. Chester Knoll provides an established, welcoming neighborhood where you can embrace a truly low-maintenance lifestyle. A low HOA fee covers essential services including plowing, landscaping, and trash removal. Residents also benefit from convenient access to a network of picturesque trails winding throughout the property, perfect for leisurely strolls or invigorating outdoor activity. Enjoy the serene ambiance from the enclosed porch, where the gentle flow of a nearby tributary provides a soothing soundtrack. Tucked away from bustling roads yet remarkably close to downtown Bennington and the hospital, this treasured spot offers the ideal blend of tranquility and accessibility.