Properties Near 113 Main Street Bennington, VT

Set well back from the road, this mid-century modern home emphasizes simple lines, an indoor-outdoor connection, and panoramic views. The main level centers on an open living/dining/kitchen area anchored by a fireplace and oversized windows that overlook the pond and rolling landscape beyond. The primary suite on this level provides private comfort. A second-floor bedroom offers a rare upper-level retreat complete with a private bath - perfect for guests, teenagers, or a dedicated workspace. Though the home’s layout and setting are outstanding, it needs thoughtful updating: kitchens and baths could be refreshed, finishes modernized, and mechanicals upgraded to improve energy efficiency. With cosmetic work and systems improvements, this property will be transformed into a stylish, comfortable showpiece that honors its mid-century heritage. This property delivers the best of both worlds - architectural interest and a peaceful natural setting. The pond and views create an immediate sense of escape, while the four-bedroom layout and three baths make it practical for full-time living or a vacation retreat. For buyers who appreciate mid-century lines and want to add modern amenities, this is an inspired canvas.

WOW CHECK OUT THIS Country Cutie on the edge of town. The home has been updated while keeping the period Charm. Large level nicely landscaped yard enclosed by hedges. The lager living room has a fireplace with insert and lots of built-ins. The walkout basement has a large room that has been used as a bedroom with a stone fireplace and a half bath in the heated workshop area.

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.

Cute as a button! This charming one-owner home is the perfect opportunity for a first-time homebuyer or for those looking to downsize! The main level features a welcoming layout with bright living spaces and plenty of natural light. The eat-in kitchen flows seamlessly into the living area. There are two spacious bedrooms, lots of closet space and a full bathroom. The basement level features a two-car garage and incredible potential for a bonus space with plumbing available for a second bathroom. Enjoy the back deck overlooking the private backyard, all in a quiet, established neighborhood just a few moments from downtown. Why pay rent?!

Discover this beautifully updated home set directly on the Walloomsac River, offering 123 feet of peaceful river frontage. Enjoy fishing right from your own backyard, hosting gatherings by the water, or simply relaxing to the soothing sounds of the flowing river. Ideally located within walking distance of Main Street, the Rec Center (featuring a gym, sauna, indoor pool, and tennis and basketball courts), and the local bus station, this home combines in-town convenience with tranquil riverside living.  Originally designed as a two-family house, it has been thoughtfully converted into a spacious single-family residence. The main level features a kitchen with built-ins and new flooring, a large living room, an additional Family room, an updated full bath, a first-floor bedroom with a double closet, and two mudrooms. New vinyl plank flooring extends throughout the main level. Upstairs, you’ll find a generous primary bedroom with a walk-in closet, two additional bedrooms with one having a private staircase leading outdoors. The upper level showcases warm wood floors throughout and an updated bathroom. The large, clean basement offers two heating systems and two oil tanks—ideal for stocking up when fuel prices drop. Additional highlights include low-maintenance vinyl siding, replacement windows, town water and sewer, and fresh professional paint throughout.  This house is truly move in condition!

Look no further! This charming, turnkey 2-bedroom, 3/4-bath urban farmhouse is ready to welcome you. Situated on a corner lot with mountain and Roaring Branch river views, it perfectly combines the convenience of in-town living with the beauty of Vermont. Enjoy the scenery from the covered front porch, back stone patio, or second-story balcony. Inside, the bright, open floor plan features an updated kitchen with an induction stove, first-floor laundry, gorgeous, tiled 3/4 bath, first-floor a primary bedroom, plus a second-story suite with private balcony access. Additional highlights include newly updated electric service, Hardie board siding, an attached 2-car garage, and mature perennial plantings. Nature trails are just steps away, or take a stroll along nearby sidewalks. Conveniently located close to downtown amenities, just 1 hour from Albany Airport, near ski mountains, and 30 minutes to Williamstown or Manchester. This home is ready for you—come see it and fall in love!

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.

Huge Price Reduction. Enjoy the charm and comfort of this beautifully renovated home, ideally nestled in the heart of Bennington. As you arrive, you'll be greeted by a spacious front porch, perfect for relaxation, entertaining, and enjoying cool breezes. This property has undergone a complete transformation from a two-family to a stunning single-family home. It now offers convenient one-floor living. The first floor boasts a brand-new kitchen with butcher block countertops, first-floor laundry, and new, gleaming hardwood floors throughout. You'll find a large first-floor bedroom and a second bedroom, which would also make a great office space, along with an updated bathroom. The second floor offers two additional bedrooms, including a large master suite with an oversized walk-in closet/sitting room, and an updated bath. The home also features a 3-year-old high-efficiency on demand tankless boiler/water heater, Electrical updated with new panel, new plumbing, an oversized garage/barn attached in the rear, and a side porch for easy access. Situated close to Main Street shops and restaurants, offering exceptional convenience. The property is also serviced by town water and town sewer. It's only a few minutes' stroll to the Elementary and High schools, the Rec Center with a full gym and pool, and the bus station, adding further convenience for commuters. Truly move in condition!

200 feet of Walloomsac River front .There is a second kitchen for a possible in-law or AB&B. RV parking for those visitors who travel listing to the sounds of the stream for the nomadic visitors. New replacement windows were just done. Bring your imagination and see the possibilities.

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.

Many possibilities with this property located on Main Street in Bennington. Zoned village commercial but currently a 3 bedroom 1 and a half bath home. Nice kitchen, dining room, living room, main level primary with half bath, main level laundry and more. Needs some TLC. Won't qualify for first time homebuyer programs.

A fresh perspective on easy living! Welcome to this beautifully maintained 2BR/1.5 BA second-floor condo in Nathanial Court offering the perfect blend of comfort, convenience, and low-maintenance living. Step into a bright and airy open floor plan, where large windows flood the space with natural light. The tidy kitchen boasts ample cabinet space, sleek stainless steel appliances, and a clean aesthetic. Retreat to the spacious primary bedroom, complete with a generous walk-in closet to keep everything organized and clutter-free. Whether you're looking for a full-time residence or a charming second home, this condo fits the bill. Enjoy being just minutes from downtown shops and restaurants, while still within walking distance of peaceful hiking and nature trails. Don’t miss your chance to own a stylish, move-in ready home in an ideal location! Please note, Nathanial Court will not allow any new pets- only existing owners/tenants are allowed their existing pets.

House flippers and rehabbers rejoice: an excellent opportunity to put some sweat equity into this charming WWII-era gem at an accessible price. Last house on the right on a quiet dead-end road in a residential area of Bennington, this property boasts a lovely stream running along the northwest of the parcel, a cozy wood stove within, three bedrooms with more space adjoining, enclosed front porch, an ample front lawn and backyard, and a spacious attached 2-car garage with workshop space too! Bennington is a great location, with many amenities, and close proximity to Manchester outlets and Albany transportation. Opportunities like this are often quickly seized and quickly profited from; be the one to win this chance today!