151 houses for sale in North Bennington

Tucked into a private wooded setting on the outskirts of town, this distinctive 3-bedroom, 1.5-bath Adirondack-inspired chalet blends rustic character, flexible living space, and an exceptional connection to the outdoors. Its steep roofline, front balcony, exposed beams, and metal roof give the home memorable architectural presence, while the peaceful surroundings create a true retreat from the everyday. Inside, hardwood floors and dark ceiling beams add warmth and character to the main living and dining area, where a propane stove set against a brick hearth creates a cozy focal point. Brand-new windows throughout bring in abundant natural light, complemented by new French doors that open directly to the deck. The efficient kitchen offers generous cabinetry and slate-finish appliances, all included. An adjacent unfinished mudroom provides an opportunity to create a convenient entry and additional storage. A main-level bedroom and full bath offer the flexibility of one-floor living, com

Peaceful, private, and completely surrounded by nature, this beautifully renovated contemporary home offers the perfect mountain retreat nestled on 14.7 acres on the side of Mt. Anthony with seasonal views and unmatched tranquility. Enjoy direct access to miles of hiking trails, abundant wildlife, and the rare protection of no future development permitted above this elevation, preserving the serenity and natural beauty for years to come. The thoughtfully designed open-concept main level features a bright and inviting living area, ideal for entertaining or relaxing while taking in the surrounding landscape. The primary bedroom and an additional guest bedroom are conveniently located on the main floor, along with a three quarter bath. A versatile loft area provides the perfect space for a home office, study area, or cozy kids' hangout. The finished lower level expands the living space with two additional guest bedrooms, full bath, mechanical room with laundry hookups and ample storage. A

This well-maintained New Englander offers the perfect balance of classic character and comfortable living. Featuring four bedrooms and two updated bathrooms. The home provides spacious, comfortable living throughout. The recently renovated kitchen is both stylish and functional, while the updated bathrooms add contemporary appeal. Large rooms and a thoughtful layout create a welcoming atmosphere for everyday living and entertaining. Outside, you'll find a deep, fully fenced backyard with plenty of room for recreation, gardening, or pets. A beautiful deck provides the perfect setting for outdoor dining, relaxing, and entertaining. Enjoy the convenience of an in-town location within walking distance of downtown restaurants, shops, and local attractions. The property is also just minutes from services and all the amenities Bennington has to offer. Albany airport is 45 minutes driving, ski areas to the north and east, also approximately 45 minutes, NYC and Boston are both a 3 hour drive

Gorgeous, renovated Colonial offering exceptional flexibility, thoughtful design, and timeless charm. This beautifully updated property features a spacious main residence along with a stunning addition that includes a full in-law suite and a private studio above ideal for guests, extended family, a home office, or potential rental income. Solar panels installed above the garage power efficient mini-split systems, and a Tesla Powerwall provides added energy independence and peace of mind. The main house offers four bedrooms, a fabulous chef's kitchen with quality finishes and generous workspace, and warm, inviting living areas filled with abundant natural light. Magnificent views of Mount Anthony and the sweeping five-acre meadow below can be enjoyed from the kitchen, dining room, living room, and screened porch-where wildlife is often part of the daily landscape. A new large enclosed porch further expands the living space, creating the perfect setting to relax or entertain year-round.

Terrific in town location for this 3 bedroom, 2 bathroom home in Bennington. Offering living room, large kitchen, formal dining room and office/study. Covered porch and patio. Privacy bushes and yard. Property is being sold as-is

Secure a smart, low-maintenance income property featuring four well-kept units-two 2-bedroom and two 1-bedroom-on a dead-end road. This is turnkey living for tenants and hassle-free ownership for you. Each unit has dedicated washer/dryer hookups and fully separated utilities (electric, gas or oil, hot water), so tenants manage their own bills and turnover is smooth. With reliable, long-term renters in place, enjoy immediate cash flow and minimal management effort. The private setting offers privacy and minimal traffic, while consistent occupancy make this an ideal buy-and-hold investment. Don't miss this rare opportunity to own a dependable, income-producing asset in an out of the way location

Escape to the rustic charm of this beautiful 5 bedroom, 2.5 bath log cabin nestled on 2 peaceful acres in the highly desirable town of Shaftsbury. From the moment you step inside, you'll fall in love with the warm log features throughout, exposed beam ceilings, and the cozy fireplace that anchors the inviting living room. The charming country kitchen flows into a dedicated dining room, creating the perfect space for gatherings, holidays, and quiet evenings at home. A finished basement with spacious family room offers even more room to spread out, entertain, or relax. Outside, enjoy the privacy and tranquility of country living from your brand new deck while still being conveniently located just 15 minutes from downtown Bennington. Complete with a 2-car garage and surrounded by the beauty of nature, this property is the rustic retreat every log cabin lover dreams about

15,000 plus sq. ft. commercial/office/retail/residential building on Main St in Downtown Bennington VT. On the ground level there are two prime street front retail spaces on Main Street one the long-term home of the Bennington Banner plus a 4,000 plus sq ft flex space in the rear of the building with great access consisting of open warehouse space ideal for light manufacturing (3 Phase Power), R and D, climate controlled storage, or if you are a service provider company (electrical, plumbing and heating, etc.) in need of more space for at grade storage of inventory, vehicles and offices with easy access it is ideal space to run a service business from. Significant renovations have been completed to the interior 2nd floor of the building. This space is roughly 6,000 sq ft and is a blank slate at present but has been prepped for a residential buildout including plumbing for bathrooms, fire alarm and full sprinkler system, electrical service and other new systems in place. Informal plans

Welcome to 89 Merson Street! This charming Cape style home offers 3 bedrooms, 1 full bathroom and a half bathroom, and nearly an acre of land on a quiet in town street. Inside, you'll find beautifully refinished hardwood floors, an updated kitchen, a spacious family room with a fireplace, and a new Weil-McLain boiler installed in February 2026. What truly sets this property apart is its incredible versatility. The bonus space presents endless possibilities for a home based business, professional office, hobby space, expanded living area, or potential in-law accommodations. Whether you're looking for room to grow, work from home, or create a space tailored to your lifestyle, this home offers the flexibility to make it happen. The generous lot and rear garage access provide additional opportunities for future improvements. Buyers may appreciate the potential to enhance accessibility and functionality with a redesigned driveway configuration, such as a circular drive, while maximizing the

This beautifully renovated 2-unit home by JDN Properties offers exceptional flexibility for buyers, allowing for a variety of living arrangements to suit your needs. Whether you choose to enjoy it as a spacious two-story single family residence with a luxurious upstairs primary suite and kitchenette, use it as an owner-occupied property with a rental unit to help offset your mortgage, or maximize rental income with separate 1-bedroom and 2-bedroom units, this property is designed to adapt to your lifestyle. Each unit is equipped with independent Utilities, ensuring privacy and convenience. The estimated monthly rental income ranges from $2,200 to $2,600, based on current market conditions. Located in a tranquil village neighborhood, within walking distance of downtown Bennington's vibrant shops and restaurants, and just two blocks from Southwestern Vermont Medical Center. The iconic Elm Street Market is close by, while Bennington College is only a short four-mile drive away. Recent ren

Situated on a peaceful dead-end street, this home offers tremendous potential for investors, contractors, or buyers looking to create their dream home. The property features 3 bedrooms, with the possibility of a fourth, along with 2 bathrooms, providing a highly desirable layout and ample living space. With some vision, care, and updates, this home can be transformed into a beautiful residence in a convenient location. Just minutes from the high school and only a short distance from downtown Bennington's shops, restaurants, and local amenities. The price is firm, and the sale will require an all-cash transaction

This cute 3-bedroom, 1-bath cape offers comfortable in-town living with a fully fenced yard and recently renovated kitchen and bath. The laundry hookups are on the first floor which adds everyday convenience. Enjoy morning coffee or evening relaxation in the enclosed 3-season porch with outdoor fenced space perfect for pets, play, or gardening. The upstairs bedroom features unique built-ins that add both charm and storage. Conveniently located close to shopping, dining, recreation, and just minutes to the Bennington Recreation Center, this home combines comfort, character, and accessibility in a desirable neighborhood

Recently this home was a 2 unit (up and down). The current owner has doing work to convert it into a large single family home. Currently 4 bedrooms, 2 bathrooms and many possible room configurations. Also could easily be converted back to a 2 Unit. Many possibilities to put your finishing touches on this property with a lot of square footage

Gorgeous, renovated Colonial offering exceptional flexibility, thoughtful design, and timeless charm. This beautifully updated property features a spacious main residence along with a stunning addition that includes a full in-law suite and a private studio above ideal for guests, extended family, a home office, or potential rental income. Solar panels installed above the garage power efficient mini-split systems, and a Tesla Powerwall provides added energy independence and peace of mind. The main house offers four bedrooms, a fabulous chef’s kitchen with quality finishes and generous workspace, and warm, inviting living areas filled with abundant natural light. Magnificent views of Mount Anthony and the sweeping five-acre meadow below can be enjoyed from the kitchen, dining room, living room, and screened porch—where wildlife is often part of the daily landscape. A new large enclosed porch further expands the living space, creating the perfect setting to relax or entertain year-round.

This well maintained 2-unit home exceptional flexibility for buyers, allowing for a variety of living arrangements to suit your needs. Whether you choose to enjoy it as a spacious two-story single family. Use it as an owner-occupied property with a rental unit to help offset your mortgage, or maximize rental income with separate 2-bedroom and 3-bedroom units, this property is designed to adapt to your lifestyle. Each unit is equipped with independent Utilities, ensuring privacy and convenience. Located village neighborhood, a short distance from The Bennington Bike path, the Bennington are trail system and downtown Bennington’s vibrant shops and restaurants, and Southwestern Vermont Medical Center. 15 minutes to Prosepct Ski area 30 minutes to Mt Snow 1 hour to Albany Airport, Boston. Manhatten and Hartford are all within 3 hours

This beautifully renovated 2-unit home by JDN Properties offers exceptional flexibility for buyers, allowing for a variety of living arrangements to suit your needs. Whether you choose to enjoy it as a spacious two-story single family residence with a luxurious upstairs primary suite and kitchenette, use it as an owner-occupied property with a rental unit to help offset your mortgage, or maximize rental income with separate 1-bedroom and 2-bedroom units, this property is designed to adapt to your lifestyle. Each unit is equipped with independent Utilities, ensuring privacy and convenience. The estimated monthly rental income ranges from $2,200 to $2,600, based on current market conditions. Located in a tranquil village neighborhood, within walking distance of downtown Bennington’s vibrant shops and restaurants, and just two blocks from Southwestern Vermont Medical Center. The iconic Elm Street Market is close by, while Bennington College is only a short four-mile drive away. Recent ren

Don’t miss this two-family gem! Each spacious unit features 2 bedrooms, eat-in kitchen, large living room with hardwood floors and tin ceiling throughout, spacious full bathroom, and in-unit laundry hookups. Perfect for comfortable living or strong rental potential. The downstairs unit offers a side porch for sitting and both units get to enjoy a charming covered front porch on a side street. With a level lot just over half-acre, off-street parking, and 1 car garageu002Fbarn with additional storage, plus a prime location near downtown shops and restaurants, this is an ideal opportunity for both investors and owner-occupants!

Enjoy peaceful country living in this 4BR/3BA ranch rambler set on 2 scenic acres with exceptional four-season views. The updated kitchen opens to an expansive living and dining area with beautiful hardwood floors spanning the entire width of the main level. The inviting living room features warm knotty pine, three walls of windows showcasing the views, and a brick hearth with a propane fireplace. The main level includes the spacious primary suite with a stunning en-suite bath featuring a walk-in shower separated by a distinctive glass block wall, along with a second full bath for the additional bedrooms. The lower level offers a cozy den with a second brick hearth, pellet stove, and custom built-in bookcases-creating the perfect place to relax-as well as a guest bedroom, three-quarter bath, and laundry room. 1-car garage, separate workshop area and shed for storing you garden tools! A wonderful opportunity to enjoy rural tranquility, comfort, and timeless charm in a beautiful setting

Well maintained 1800's farm is perfect for homesteading. It features 360 degree views on 10 organically managed acres on the NY/VT border. The main home offers 3BR's, 2 baths, and a large front porch, plus a private in-law apartment with loft bedroom, large barn, raised garden beds and fruit trees. In addition, the property was previously used as a residence with airbnb and hip camp rentals. Fenced in areas are ready for animals. Formally used for alpaca. In-law apartment was used as a rental for travelling nurses

5 acres with stunning views just what you've been looking for! With a little work and the removal of the old trailer, this perfectly sized 5-acre property offers stunning views of hilltops, farmers' cornfields, and breathtaking sunsets, making this single-family residence truly one of a kind. AS-IS personal items are being removed. 5 mins to the VT border, 45 mins to Albany and 40 to Saratoga Best and Final 7/12

Renovated Ranch with Panoramic Views 3 BR | 1 BA | 2-Car Garage | 2.3 Acres 360 County Route 69, White Creek, NY Property Overview Escape to the peace and quiet of Washington County with this beautifully modernized 3-bedroom ranch, perfectly situated on 2.3 sprawling acres. Surrounded by tranquil, picturesque farmland on a quiet country road, this move-in-ready home offers the perfect blend of rural serenity and contemporary comfort. Interior Highlights This home has been refreshed and upgraded, leaving nothing left for you to do but move in and enjoy. Updated Kitchen: The heart of the home features a sleek, fully updated kitchen with new quartz countertops, chefs sink, new appliances, and a layout designed for effortless meal prep and entertaining. Modern Bath: A beautifully renovated full bathroom featuring crisp, new fixtures and a clean, contemporary design. Fresh & Bright: Enjoy mixture of hardwood flooring throughout much of the home, complemented by a flawless, neutral paint pal

Welcome home to this cozy and charming 3-bedroom retreat, perfectly situated to capture beautiful hilltop views. Whether you're a first-time homebuyer looking for the perfect place to start your next chapter or you're ready to simplify and downsize, this home offers comfort, character, and easy living. Step inside to find inviting living spaces filled with warmth and natural light, creating a welcoming atmosphere you'll love coming home to. The peaceful setting and scenic views provide the perfect backdrop for relaxing mornings and quiet evenings

If you've been dreaming of single level living with unforgettable views, this home delivers. With strong bones and thoughtful layout, you'll enjoy three comfortable bedrooms, generous living spaces, and the convenience of laundry on the main floor. The primary bedroom connects directly to the full bath for easy everyday living. Enjoy morning coffee in the kitchen's breakfast area or step out onto the deck to take in the fresh country air. The large living/dining room frames picture perfect mountainous views, even a glimpse of the Bennington Monument. A bonus room-also with views-provides an ideal office or additional living space. The lower-level features two garage spaces. Keeping your vehicles out of the elements, ample workshop or hobby space, and a wood stove for supplemental heat. Move right in and enjoy the priceless scenery every day

At the end of the dirt town-maintained road you will find this 1,824 sq ft three-bedroom one bath farmhouse located on 6.49 +/. Acres. Complete with many farm buildings. 36x95, 60x50, 26x35, 2-car detach garage. This is an amazing property the buildings are in very sound condition they do need some TLC. This is a property for those with a vision with a little hard work it can be a country paradise. 30 minutes to Manchester Vt. 10 minutes to Bennington Vt. 5 minutes to Hoosick Falls, NY 30 minutes to Troy, NY or Williamstown MA and only 45 minutes to Saratoga or Albany, NY

Welcome to 89 Merson Street! This charming Cape style home offers 3 bedrooms, 1 full bathroom and a half bathroom, and nearly an acre of land on a quiet in town street. Inside, you’ll find beautifully refinished hardwood floors, an updated kitchen, a spacious family room with a fireplace, and a new Weil-McLain boiler installed in February 2026. What truly sets this property apart is its incredible versatility. The bonus space presents endless possibilities for a home based business, professional office, hobby space, expanded living area, or potential in-law accommodations. Whether you’re looking for room to grow, work from home, or create a space tailored to your lifestyle, this home offers the flexibility to make it happen. The generous lot and rear garage access provide additional opportunities for future improvements. Buyers may appreciate the potential to enhance accessibility and functionality with a redesigned driveway configuration, such as a circular drive, while maximizing the