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.
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.
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!
Step into this well maintained brick and clapboard residence, perfectly nestled in a lovely neighborhood. Just minutes from the hospital and a short, pleasant walk to downtown, this home offers the best of both convenience and community. Bathed in natural light, the interior boasts an inviting and functional layout highlighted by gleaming hardwood floors and timeless character throughout. With four generously sized bedrooms and two full bathrooms, there's ample room for family, guests, or a dedicated work-from-home setup. A standout feature is the large library or den with stunning floor-to-ceiling bookshelves—perfect for quiet reading, study, or creative work. Outside, enjoy a level, landscaped yard ideal for gardening, play, or outdoor gatherings. The paved driveway adds to the ease of living, and the home's charming curb appeal makes a lasting first impression.
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.
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. propane boiler installed 2020, minisplit 2023, refrigerator 2023;roof 2024 suppliers-suburbanpropane;green mountain elec.;exfinity/comcast-internet
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.
Charming renovated cape with mountain views! Perched high on Grandview Street on a spacious and level lot, this beautifully renovated Cape-style home offers comfort, style, and lovely views of Mount Anthony and beyond. Step inside to a bright and welcoming first floor, where an open-concept layout easily accommodates both living and dining areas, enhanced by large windows that fill the space with natural light. The fully updated kitchen is a true delight, featuring elegant porcelain tile flooring, rich cherry cabinetry, gleaming granite countertops, and brand-new stainless steel appliances. A convenient first-floor bedroom and full bath make single-level living an option. Upstairs you’ll find two additional bedrooms and a brand-new half bath, both enjoying panoramic views of Bennington and the surrounding landscape. The clean, dry basement provides ample storage or potential for additional finished space—ideal for a recreation room, home office, or studio. Outside, enjoy warm summer evenings on the rear deck overlooking the backyard—perfect for grilling, entertaining, or simply relaxing. With thoughtful updates throughout, this home offers truly turnkey living. Located within easy walking distance to downtown Bennington’s shops, restaurants, the hospital, library, and nearby walking trails, this is a rare find that blends convenience with quiet charm. Move right in and start living your best Vermont life!
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 this newly renovated Cape nestled in a desirable downtown Bennington neighborhood. This spacious home offers four bedrooms and two full bathrooms, including a first floor primary suite for added comfort and convenience. The brand new galley kitchen features gorgeous cabinetry, tile flooring, and energy efficient appliances perfect for modern living. A dedicated dining room provides a great space for family meals, and there's a flexible bonus room that can serve as a home office or even a fifth bedroom if needed. Outside, enjoy fresh landscaping, two paved parking spaces, and a backyard shed for all your storage needs. Located in a walkable neighborhood with easy access to grocery shops, restaurants, and commuter routes this home is perfect blend of charm, functionality, and location.
Welcome to the charming ranch home nestled in a desirable and quiet neighborhood! This beautifully maintained three bedroom home offers comfort, style, and fantastic features throughout. The recently renovated full bathroom is a true highlight, featuring a stunning fully tiled walk in shower complete with a built in bench. Enjoy the comfort and efficiency of a brand new mini split, and cook with ease in the spacious, updated kitchen perfectly designed with views of the backyard and pool area, making it a natural gathering space. The bright and welcoming living room features newly installed carpet, while additional gleaming hardwood floors add warmth and charm throughout the home. Each bedroom offers excellent closet space with beautiful natural light. This home is ideal for those seeking the ease of single living, with everything you need on the main floor. Or, if you're looking for more space, the partially finished basement offers incredible potential perfect for creating a family room, game room, home office, or entertainment space. Whether you want to enjoy the simplicity of one floor living or take advantage of the extra square footage downstairs, the choice is yours. Situated in a wonderful neighborhood known for its walkability and charm, this home also boasts a beautiful inground pool and a well maintained yard perfect for relaxing, entertaining, and enjoying time with family and friends.
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!
2BR/2BA Mid Century Modern brick ranch is solidly built and cozy! Step into the large living room with hardwood floors and electric fireplace. Eat-in kitchen is bright and nostalgic with corner windows and sink and period appropriate cabinetry. Arched doorways lead throughout the home to the two bedrooms and the full bath with soaking tub. On the lower level, there is a carpeted family room and additional room for office, gym, etc. as well as a 3/4 bath and dedicated laundry space. One-car garage and nice level back yard. Located on the outskirts of town, you are just a stone's throw to stores, restaurants, schools and all things Bennington!
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.
Energy efficient 3 Bed, 2 Bath with character and awesome updates in downtown Bennington. Wrap-around front porch welcomes you inside this classic New England Colonial. Highly sought after "first floor living" with a bedroom, full bath and laundry all on the main level... along with the living room, dining room and kitchen. Second floor has two bedrooms with walk-in closets and full bath with claw foot tub and hand shower. Under foot you'll be walking on new Pergo wood flooring in the front rooms, hexagon vinyl tiles in the kitchen, vinyl plank in laundry and bathrooms, and carpet upstairs. Kitchen has a walk-in pantry for tons of storage, island for prep with butcher block counters, open shelving with a beautiful arabesque backsplash, and Stainless Steel appliances. Three mini splits for central air in the summer and heat in the winter, plus an oil-fired boiler for primary or back-up heat. Seller is keeping the pellet stove, but you can BYO or install a wood stove or just enjoy more space in that room when it's gone. Spray foam insulation throughout basement makes it VERY cheap to heat, plus offers dry storage. No flood history; seller's flood insurance is only $500/yr. Step out to the fully fenced backyard with deck and gardens; enjoy the delightful sound of children playing at nearby elementary schools. Neighborhood grocery store just a few steps away for convenience... or walk a bit farther for Stewart's ice cream or downtown's fabulous restaurants and events.
Step into your woodland paradise! Nestled on 1.1 acres and bordered by a babbling brook and private pond, this lovingly maintained 3-bedroom, 1-bath home offers peace, privacy, and a strong connection to nature. Built by the current owner in 1982, the home has been well cared for over the years. A detached two-car garage with workshop space and a separate shed offer plenty of room for tools, toys, and tinkering. Enjoy a front-row seat to local wildlife from the enclosed sunroom during the warmer months, or stay cozy by the pellet stove on brisk winter days. Recent updates include new flooring, a newer roof, and a newer furnace—giving the next owner the opportunity to simply move in and enjoy, or bring their vision to life with a few cosmetic touches. Located near VAST snowmobile trails, hiking areas, reservoirs, and the Green Mountain National Forest, this property is a dream for outdoor enthusiasts. Come take a deep breath of fresh air—you just might fall in love.
Step into timeless elegance with this charming 1940 American Foursquare home. Many gorgeous features have been preserved from the elegant crystal light fixture to the stunning original woodwork. Each detail speaks to the skilled artisanship of the era. The classic design offers spacious living and a welcoming atmosphere, perfect for both every day life and entertaining. The main floor boasts a spacious family room addition with ample windows and maple flooring, 3/4 bath, and first floor laundry. The formal dining room flows seamlessly into the living room with pellet stove. The interior was completely redone in the last decade with very recent renovations including old wallpaper removal and fresh paint in the living/dining areas and kitchen. The stunning entry way and staircase is everything you want from an antique home. There is even a fully enclosed front porch for enjoying the approaching warm weather. Upstairs you will find three bedrooms with original hardwood floors and a full bath. The basement is dry and has ample storage space. The lot is easy to maintain with a walkable location minutes away from local parks, shops, restaurants, and public transportation. Head a few minutes more up RT 9 and you’ll find all the outdoor recreation and beautiful scenery that Vermont is known for. This lovely home blends classic design with modern conveniences, making it a must-see for those who appreciate quality craftsmanship and historic charm. Don’t miss out on owning this gem!
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.
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