Charming North Bennington Home in a Desirable Neighborhood. 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. 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!
Nestled on a quiet street just moments from the golf course, this beautiful two-story brick home offers timeless charm and modern updates. The inviting front porch and lush perennial gardens set the tone for this well-loved property, which also features a fenced-in yard, a small outbuilding, a brand-new shed, and a peaceful backyard water feature. Inside, you'll find 3 bedrooms and 1.5 baths with gleaming hardwood floors throughout. The updated kitchen includes a large, tiled island and a new induction range with a downdraft-perfect for the home chef. A cozy woodstove adds warmth and character to the living space, making it ideal for Vermont winters. Enjoy morning coffee or summer evenings on the screened-in back porch and let the third-level bonus room-perfect as a playroom, hangout, or creative retreat-spark your imagination. This thoughtfully maintained home offers comfort, charm, and a great location near outdoor recreation and local amenities.
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.
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.
Comfortable, convenient and close to downtown Bennington and all its amenities. Built in 2001, in a quiet neighborhood, the home features 3 bedrooms and 2.5 baths,, which includes a primary suite with its own bath. The first floor offers a spacious eat-in kitchen with washer and dryer efficiently installed in a large closet. The kitchen also has glass doors that open to private deck and a level back yard great for gatherings, play and even chickens. A full basement and garage offers storage space, all surrounded by the natural beauty of Vermont. Updates include a propane boiler installed 2020, minisplit 2023, refrigerator 2023, and roof 2024. Suppliers-suburbanpropane;green mountain elec.;exfinity/comcast-internet.
Sweet Ranch home that's not too big, not too small, just the right size! Set on 0.52 acres, it's a lovely lot surrounded by trees on 2 sides and has a beautiful mountain view. Attached 1-car garage with built-in storage has an automatic garage door and directly enters the galley kitchen. Refrigerator was removed because it stopped working... you can replace it with the same size, use the larger fridge in the basement (will need to eliminate upper cabinet above) or perhaps it could be recessed into the pantry. Dining room with chandelier and picture window, bringing abundant sunlight and cheer into the space. Living Room has a wood-burning fireplace with traditional mantel, and there's a bookcase for display items and books to define the foyer. In the front hall closet there are maple hardwood floors... seller does not know if they exist under all the carpet, but based on the age of the house there is a good chance. Pull down attic in the hallway offers extra storage space. Full bathroom has a vaulted ceiling and skylight, fiberglass tub/shower and linen closet. Primary suite has a private half bathroom, and all 3 bedrooms have ceiling fans and large closets. In the lower level you'll find a spacious family room, office/bedroom, workshop, updated utilities, and laundry. Screened porch and deck overlooking the spacious backyard with gardens and a decorative split rail fence. Only half a mile to Main Street restaurants, shops, and festivals... come fall in love!
Welcome to this beautifully maintained 3-bedroom, 1.25-bath home nestled on a corner lot in Bennington. This inviting property blends classic charm with thoughtful updates, offering comfort and style both inside and out. Step into the spacious kitchen featuring stunning wood cabinetry, granite countertops, and a functional island with a bar sink-perfect for entertaining or everyday living. The cozy living room offers a warm retreat with a fireplace and elegant French doors. Additional highlights include a convenient first-floor laundry area, a covered side porch ideal for relaxing, large deck with mountain views, and a layout designed for easy living. Enjoy year-round comfort with a newer furnace and added insulation throughout the home. Don't miss the opportunity to own this gem in the heart of Bennington!
Welcome to 139 McKinley Street in Bennington! This charming 1920 New Englander blends character and convenience in a great village location. Inside, you'll find a first-floor primary bedroom with laundry and a half bath downstairs, a cozy living room with a beautiful woodstove, and hardwood floors upstairs with easy care laminate throughout the main level. A standout feature is the beautifully finished hallway adorned with elegant wallpaper and thoughtfully chosen lighting that adds warmth and timeless charm to the home. Enjoy the heated, enclosed front porch perfect for morning coffee or evening card games and a separate entry porch that doubles as a mudroom to keep shoes and coats out of the way. Upstairs, a fully renovated full bath features a sleek walk in shower and updated amenities, completed with the past year. Don't miss the cool attic space with plenty of potential ready for you to finish and customize however you like, whether for storage, a creative nook, or a bonus room. With unique touches throughout and classic New England character, this home is a must see you won't want to miss it! Schedule your showing today!
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.
As sweet and tidy as can be, this 3BR/1BA home on a residential street offers one level living just outside of town. Gleaming wood floors in the living room and kitchen; kitchen is efficiently laid out and the dining area opens out to a deck overlooking the landscaped back yard and creates a private retreat for your morning coffee. Full basement has been partially finished with a room perfect for an office or playroom. Pride of ownership shows throughout this little gem!
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 newer high-efficiency combination tankless boiler/water heater, 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!
Located in a charming Bennington neighborhood, this home offers both convenience and comfort, with shopping, schools, the post office, and the hospital just a short distance away. The welcoming three-season front porch is perfect for enjoying your morning coffee or winding down after a long day. Inside, the spacious, eat-in kitchen has brand-new flooring and newer appliances, adding a fresh and modern feel to this central gathering space. The kitchen flows effortlessly into a large dining room or office and living room. Upstairs, you'll find two generously sized bedrooms, including a private primary suite with its own newly renovated bathroom. Both bathrooms have been thoughtfully updated for a more contemporary, stylish look. For year-round comfort, this home now boasts newly installed heat pumps, ensuring efficient heating and cooling no matter the season. Plus, there’s plenty of storage space, with room for your seasonal items in the back of the house, and even a dedicated workshop area to fuel your hobbies. The house is surrounded by beautifully landscaped garden beds that not only add curb appeal but also provide a peaceful, outdoor retreat. And for those who love a walkable lifestyle, you’re just a short stroll from the best of what Bennington has to offer. Showings start 5/17/25.
Beautifully situated in the heart of Bennington, this spacious and sunlit 2,288 sq ft duplex (1,144 sq ft per unit) is the perfect blend of comfort, character, and income potential. Each unit features three generous bedrooms, one full bath, in-unit laundry, and charming hardwood floors in the main living areas. An abundance of windows fills the space with natural light, creating a bright and inviting atmosphere. You'll love the covered front porches, back porches, and good-sized kitchens in both units—ideal for everyday living or entertaining. Each unit is equipped with its own brand-new high-efficiency heat pump hot water heater, offering excellent energy performance. Utilities are separately metered, making this a straightforward option for owner-occupants or investors. The downstairs unit will be delivered vacant at closing, offering immediate flexibility for those looking to move in or set their own rental terms. Off-street parking adds everyday convenience, and the well-designed layout supports comfortable living or long-term income generation. Located just moments from Southwestern Vermont Medical Center, Stark Street Playground, and within walking distance to shopping, dining, and amenities, this property delivers on both lifestyle and location. A rare opportunity in a high-demand neighborhood—don’t miss it!
This charming two-bedroom cabin at Woodford Lake is the ideal retreat for outdoor enthusiasts. Just a short walk from the lake and beachhead, and with the VAST snowmobile trail right outside your door, you’ll enjoy four seasons of adventure, relaxation, and natural beauty. Whether you’re swimming, kayaking, hiking, or snowmobiling, this location puts year-round recreation at your fingertips. Inside, the cozy front room invites you in with a warm pellet stove and a built-in bar, creating a welcoming space to unwind after a day outdoors. The living room, anchored by a beautiful stone fireplace with a wood stove insert, flows seamlessly into an updated kitchen that’s perfect for cooking and entertaining. A versatile adjacent room offers endless possibilities—it can be a workshop, extra storage, home office, or even a quiet personal escape. Outside, a drive-through shed provides ideal storage for snowmobiles, ATVs, or outdoor gear. Imagine evenings spent under the stars, mornings with coffee by the fire, and weekends filled with mountain air and lake views. Situated conveniently between Bennington and Wilmington, this cabin gives you access to local shops, restaurants, and entertainment options, while being less than 30 minutes from Mount Snow for skiing and winter fun. Whether you're seeking a weekend escape or a peaceful year-round home, this inviting cabin has everything you need to enjoy the best of Vermont living.
Enjoy the beautiful gardens and yard of this 3 bedroom, 1 and a half bath home. Offering country kitchen, formal dining room with built-ins, living room and more. Outside the park like grounds and location make this a must see home. Across the road is the town duck pond and it's a short walk to the high school and ball parks.
Welcome to 5 Center Street in the heart of Bennington! This charming single level home offers 3 bedrooms and 1 full bath across a well designed 1,144 sq. ft. floor plan the perfect size for easy living and energy efficiency. Whether you’re looking to downsize, purchase your first home, or simply enjoy the convenience of one floor living, this home is a wonderful fit. Inside, you’ll find a cozy wood pellet stove that provides a second source of heat, complete with a beautiful mantle the perfect spot to showcase family heirlooms or seasonal décor. The semi-finished basement offers plenty of potential to expand your living space, while a brand new electric hybrid hot water heater adds peace of mind and cost savings. Outdoors, enjoy both a front and back yard with space for gardening and landscaping, plus a semi-fenced backyard for added privacy. The one car garage with built in storage keeps everything organized and ready for your needs.
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.
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.
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