586 properties for sale in Bennington County

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

Located in the beautiful countryside of Manchester, Vermont, 1613 West Road offers a peaceful setting with the kind of charm and character that makes this property truly one of a kind. Surrounded by scenic mountain views, open land, and natural surroundings, the property strikes a perfect balance of privacy and convenience. Just a short drive from the heart of Manchester, you enjoy easy access to local dining, shops, and everyday amenities while still coming home to a quiet, private country setting. The home is spacious, warm, and welcoming. Filled with natural light, with large windows that highlight the surrounding landscape, as well as a wood-burning fireplace in the home. The layout is thoughtfully designed with an easy flow between rooms, creating a comfortable and connected feel throughout. Multiple living areas offer flexibility for relaxing, entertaining, or everyday living. A dedicated dining area sits just off the kitchen, providing a practical and comfortable space for both

Opportunity awaits with this spacious property offering incredible potential for investors, renovators, or buyers looking to create their dream home. Currently configured as a single family residence, this home features 5 bedrooms and 2 bathrooms. At one point it was a 2 unit home and could potentially be again. Inside, you'll find generous living space ready for your vision and updates. A fully enclosed front porch provides additional usable space, while the rear mudroom offers a practical everyday entry. Whether you're looking to restore the home's character, add value through renovations, or explore income-producing possibilities, this property presents a wealth of opportunity. Conveniently located close to downtown, shopping, dining, walking trails, and the hospital, the location adds to the property's appeal. Bring your ideas and imagination, this is a rare chance to transform a property with outstanding potential into something truly special

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

Discover the potential of this charming 3-bedroom, 1-bath cabin situated on 2.17 private acres. Offering a peaceful and secluded setting while still conveniently located close to town, this property provides the best of both worlds. The property also includes a barn, providing additional space for storage, hobbies, or other possibilities. The home is served by an existing well and septic system, and all contents currently in the house and garage will remain with the property. Whether you're looking for a year-round home, a quiet getaway, or a property to make your own, this cabin offers plenty of potential in a private setting

Charming antique Cape full of character and opportunity. This 3-bedroom, 1-bath home offers timeless New England charm with warm, inviting living spaces and a flexible layout ready for your personal touch. A first-floor bedroom and first-floor laundry provide the convenience of single-level living, while additional bedrooms upstairs offer flexibility for guests or office space. Original details and classic architecture create a cozy atmosphere while offering the perfect canvas for updates and modern conveniences. A true standout feature is the enormous detached garage, providing exceptional space for vehicles, storage, hobbies, workshop use, or potential small business needs. Whether you're a contractor, collector, craftsman, or simply need extra room, this oversized garage offers endless possibilities. Outside, enjoy the charm of a picturesque gazebo and a traditional sugarhouse, adding unique character and classic New England appeal to the property. The expansive acreage provides roo

There is something special about a home that has been truly loved, and you can feel it the moment you step inside. Exceptionally clean, beautifully cared for, and thoughtfully maintained, this inviting three-bedroom home is tucked into a peaceful little neighborhood with nearby walking trails and a stream that adds to the sense of calm and community. Inside, the home feels bright, comfortable, and easy to settle into. The spacious kitchen and dining area is meticulously kept and offers plenty of room for everyday meals, conversation, and gathering. The large front-to-back living room gives you even more space to stretch out, relax, or entertain, with sliding doors leading directly to the deck and bringing the outdoors in. A convenient half bath is located on the main level, while upstairs you'll find three bedrooms and a full bath. Soft neutral paint throughout creates a fresh, welcoming feel and makes it easy to picture your own style here. A chair lift between floors is already in pl

Making its first appearance on the market in generations, this beloved circa-1850 New Englander is filled with warmth, character, and endless potential. Situated on 1.5 picturesque acres along Route 30, midway between the charming villages of Dorset and Manchester, the property offers an exceptional setting with easy access to local shops, restaurants, hiking trails, skiing, and all the amenities of Southern Vermont. Offering four bedrooms, three baths, and a welcoming three-season sunroom, the home reflects the craftsmanship and charm of a bygone era while awaiting its next steward to bring fresh vision and thoughtful updates. The level grounds feature mature trees, established landscaping, a quaint shed, a flagpole, and a distinctive outdoor stone wood-fired grill-creating a peaceful backdrop for gatherings and everyday enjoyment. Located in the Village Mixed Use district there are various commercial possibilities that are available to the next owner. Rich in history and lovingly liv

Welcome to the heart of Stamford, Vermont, where small-town charm meets endless opportunity. Set on 3.99 level acres with beautiful mountain views, this former historic general store has been transformed into a spacious 3,096 sq. ft. residence designed for today's flexible lifestyle. The main home offers 3 bedrooms, open living spaces, and room for everyone, while the separate second-floor apartment is perfect for extended family, Airbnb guests, a home business, or rental income. Spend summer days by the 28-foot inground pool, entertain under the picnic pavilion, relax on the deck, and enjoy parking for up to 8 vehicles. Just minutes from the Massachusetts border and downtown North Adams, you'll enjoy the best of Vermont living with easy access to everything you want!

This 4 unit multi family property located in Manchester's Depot district has been owned and managed by the same partnership group for almost 40 years. The property is fully occupied with good tenants and is in excellent condition. There are two apartments on the first floor and two apartments on the second floor. There is ample off street parking behind the building. Each apartment has its own energy efficient propane heater. Backup electric baseboard heat is also available. Each apartment has it's own electric hot water tank which is on the tenant's electric service. Each apartment is separately metered and has a separate service panel. Almost all the windows are energy efficient replacements. The in town location provides tenants with easy access to all the amenities that Manchester has to offer. The listing agent is related to one of the owners of the property

Facing west to capture breathtaking mountain views and unforgettable sunsets from nearly every room, this exceptional modern farmhouse seamlessly blends timeless character with thoughtful updates. Rich hardwood floors, cozy alcoves, and original beams in the living room create a warm and inviting atmosphere throughout. The spacious floor plan features five generously sized bedrooms, each with its own ensuite bath, including a luxurious main-level primary suite. A private office provides the perfect space for working from home, while the gourmet kitchen opens effortlessly to the dining room, making entertaining family and friends a delight. Set on 7 picturesque acres, the property includes an original barn full of potential, solar panels for energy efficiency, and a classic covered front porch where you can relax and take in the spectacular mountain views and vibrant sunsets. With five ensuite bedrooms, generous gathering spaces, and an idyllic country setting, this remarkable property

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

Step into the most amazing Victorian house you will ever see! Built in 1880, you will feel like you've walked back in time. Beautiful architecture and woodwork. The house was built by John Tudor, a Welsh immigrant who had made a fortune as a mill owner in northern Vermont and settled in Stamford. There is a stunning 3 floor Post and Beam Barn built in 2000 with a 2 car garage built-in. Barn also features 4 stalls with room for a 5th, tack room, hayloft, along with some finished sq ft with electric, heat and water. Also included is a 2nd home on the property. It's a 2 bedroom 870 sq ft 1 story Modular. Other amenities include a very large in ground salt water pool with new liner along with a beautiful pool house with outdoor kitchen and bathroom, sauna, green houses, shed and a tiny vineyard with 50 vines! Two duck houses and a small 10 x 8 cow barn. Oh, I almost forgot the chicken coop! 400 amp Whole House Generator. 2 septics and 2 drilled wells. Located on the southern border of Verm

Breathtaking views of Mount Equinox await from the privacy of this three-bedroom, 2.5-bath end unit condominium, ideally located just minutes from town and the ski mountains. The top floor features a bright loft filled with natural light and a convenient half bath. The spacious living room opens to a private deck with stunning mountain views and includes a cozy wood-burning fireplace. The middle level offers three generously sized bedrooms that comfortably accommodate queen and king beds. On the ground floor, you'll find an expansive bonus room and a private office that can easily be converted into an additional sleeping area. Ample storage is found throughout the home, including a large utility room with washer and dryer and a secure storage closet, a dedicated outdoor gear closet, and additional exterior storage. Firewood stays dry and ready under the private carport just steps from your door. Community amenities have recently been redone and include a pool, tennis courts, and basket

Vermont Home with Mountain, Meadow and Garden views Nestled in the Green Mountains of Vermont, this 3 bedroom 3 bath home offers scenic views, open spaces, and the tranquility of Vermont living. Situated on three separately surveyed lots, the beautifully maintained property features Heirloom apple trees, park like forests and lush perennial gardens bursting with color throughout the seasons and ample room to enjoy the outdoors. The property is conveniently located across from Lake Shaftsbury State Park ideal for hiking, swimming, fishing, making it an ideal year-round retreat with 5 Ski Resorts with in an hour drive. Inside, the thoughtfully designed home features an open-concept main floor centered around a cozy fireplace, creating a warm and inviting gathering space. A bright sunroom opens up to the second deck overlooking gardens and heirloom apple trees. Providing the perfect spot for relaxing, reading, or enjoying nature views. The finished basement offers additional living and en

Welcome home to this 3-bedroom, 2-bath raised ranch nestled on 1.72 beautifully landscaped acres in a peaceful neighborhood. The picturesque property is adorned with a variety of mature fruit trees and offers stunning mountain views. A spacious back deck overlooks the above-ground pool, making it the perfect setting for relaxing, entertaining, or taking in the scenery. Inside, you'll find an oversized, updated kitchen featuring soft-close cabinetry and plenty of space for gathering. The breakfast nook overlooks the inviting living room, where a cozy pellet stove creates a warm and welcoming atmosphere. A formal dining room provides additional space for hosting family and friends. The mostly finished basement offers endless possibilities, whether you're looking for a recreation room, home office, workout space, or the ultimate man cave, while still providing ample storage. The heated two-car garage is equipped with an electric vehicle charger, adding modern convenience to this thoughtfu

Nestled in a peaceful five acre setting just minutes from the shopping, dining, and everyday conveniences of both Bennington and Manchester, this beautifully maintained home offers privacy, comfort, and accessibility. Thoughtfully updated, this home offers a timeless, inviting style designed to feel welcoming for years to come. The newly renovated high end kitchen is both beautiful and functional, while two spacious primary en-suites provide exceptional flexibility and privacy. The first floor primary suite wing is a true retreat, featuring a luxurious bathroom with marble tile, frameless glass shower, double vanity and walk in closet. Upstairs, the brand new second primary ensuite offers an impressive private living area, spa like full bath, and generous closet space, perfect for guests, extended family, or a luxurious personal retreat. The inviting living room features a gas fireplace, creating a warm and comfortable space for relaxing and entertaining. The kitchen and dining area fl

Welcome to Three Maple Drive, a beautifully crafted, brand-new single-family home nestled in a quiet and scenic location in Manchester, Vermont. Built in 2023 with impeccable attention to detail, this 3,059 sq ft modern farmhouse seamlessly blends luxury, comfort, and timeless design-all set on a private 3.85-acre lot with gorgeous mountain views. This home features three spacious bedroom suites, each with its own private bath, along with an additional half bath on the main level and a 3/4 bath in the expansive bonus room above the garage-perfect for a guest suite, office, or studio. The heart of the home is an open-concept kitchen, dining, and living area filled with natural light from oversized windows and designed for effortless entertaining and everyday living. High-end tile work, thoughtfully chosen countertops, and custom finishes create a sense of understated elegance throughout the kitchen and bathrooms. Built with quality and longevity in mind, this home is truly turn-key-from

Set on more than 18 picturesque acres along desirable River Road in Manchester Village, this extraordinary, converted farm offers a rare blend of historic character, modern comfort, and endless possibilities. Thoughtfully transformed into a multi-use residential compound, the property features four distinct living, working, and entertaining spaces, each with its own personality and purpose. Throughout the property, authentic antique details have been carefully preserved and integrated into the design. Original barn doors, handcrafted woodwork, exposed beams, and custom trim accents create a warm and inviting atmosphere while seamlessly blending with modern updates and amenities. The former horse barn stalls have been creatively reimagined into a charming office, library, and 3/4 bath, providing an inspiring space for work, study, or quiet retreat. A covered walkway leads to an impressive barn, ideal for large gatherings, celebrations, creative pursuits, or even a prized car collection.

Perched on a hillside in one of the area's most sought-after in-town locations, this special property offers a rare combination of privacy, breathtaking mountain views, and a picturesque pond, all just moments from local shops, restaurants, and amenities. Surrounded by established landscaping and filled with natural light, the home captures the beauty of its setting through expansive windows on both sides, bringing the outdoors in from nearly every room. The comfortable five-bedroom home features a main-level primary suite with a spacious walk-in closet, an inviting eat-in kitchen, a separate dining room, and a welcoming living room anchored by a fireplace. Mini-split systems provide efficient heating and cooling, while abundant storage and an attached garage add everyday convenience. Outdoor living is just as inviting, with decks and patios that take full advantage of the spectacular mountain views. Spend your mornings with coffee overlooking the landscape, entertain friends outdoors,

Discover the potential of this charming 3-bedroom, 1-bath cabin situated on 2.17 private acres. Offering a peaceful and secluded setting while still conveniently located close to town, this property provides the best of both worlds. The property also includes a barn, providing additional space for storage, hobbies, or other possibilities. The home is served by an existing well and septic system, and all contents currently in the house and garage will remain with the property. Whether you're looking for a year-round home, a quiet getaway, or a property to make your own, this cabin offers plenty of potential in a private setting

Charming Main Street Manchester Barn with Mountain Views Conveniently located on Main Street in Manchester, this charming barn offers a wonderful combination of character, comfort, and versatility. The open-concept main level features an eat-in kitchen with distinctive post-and-beam details and a spacious living room with a propane fireplace. The living area opens directly to a large screened-in porch and deck, creating an ideal setting for relaxing, entertaining, and enjoying beautiful mountain views. Set on approximately 2 level acres, the property offers a generous open backyard with plenty of room for outdoor dining, gardening, recreation, and enjoying the Vermont seasons. The lower level provides two bedrooms and two bathrooms, offering comfortable accommodations for family and guests. A separate heated studio/outbuilding with a heat pump adds even more flexibility and could serve as a home office, guest space, art or music studio, or creative workspace. The property was thoughtfu

Historic Jack's Hill House, masterfully designed by Vermont Vernacular Designs. Nestled on approximately 21 private acres along a winding country road and bordered by National Forest, Still Meadows Farm offers a rare blend of timeless New England character, modern comfort, and unparalleled access to Vermont's outdoor lifestyle. Outdoor enthusiasts will appreciate the property's proximity to the Catamount Trail and endless opportunities for hiking, skiing, snowshoeing, mountain biking, and exploring the surrounding forests. Gardeners will fall in love with the established perennial gardens, peaceful woodland paths, and open meadows that create a true Vermont sanctuary. Spectacular mountain views stretch across the landscape, including captivating vistas toward Stratton Mountain and seasonal views of Bromley Mountain. Whether enjoying a quiet morning coffee overlooking the mountains or relaxing beside one of three Rumford fireplaces, you'll experience a sense of stepping back in time whi

Facing west to capture breathtaking mountain views and unforgettable sunsets from nearly every room, this exceptional modern farmhouse seamlessly blends timeless character with thoughtful updates. Rich hardwood floors, cozy alcoves, and original beams in the living room create a warm and inviting atmosphere throughout. The spacious floor plan features five generously sized bedrooms, each with its own ensuite bath, including a luxurious main-level primary suite. A private office provides the perfect space for working from home, while the gourmet kitchen opens effortlessly to the dining room, making entertaining family and friends a delight. Set on 7 picturesque acres, the property includes an original barn full of potential, solar panels for energy efficiency, and a classic covered front porch where you can relax and take in the spectacular mountain views and vibrant sunsets. With five ensuite bedrooms, generous gathering spaces, and an idyllic country setting, this remarkable property

Discover quintessential Vermont living in this charming home, ideally situated on 6.9 serene acres in scenic Shaftsbury, a picturesque town in Southern Vermont. This meticulously maintained residence offers a blend of rustic charm and modern sophistication, providing a tranquil retreat with convenient access to area amenities and attractions. Thoughtful renovations have elevated its interior, particularly in the two full bathrooms, which now showcase exquisite glazed Italian subway tiles, natural river stones, and other elegant natural surfaces, creating spa-like environments. A recently added Danish wood stove promises cozy evenings and efficient heating, adding to the homes inviting ambiance. One of the three bedrooms has been artfully transformed into a versatile library/office. This beautiful space is perfect for quiet contemplation or remote work, and is designed to gracefully accommodate overnight guests, offering both comfort and privacy. Enjoy the expansive Vermont outdoors fro

Nestled in a peaceful five acre setting just minutes from the shopping, dining, and everyday conveniences of both Bennington and Manchester, this beautifully maintained home offers privacy, comfort, and accessibility. Thoughtfully updated, this home offers a timeless, inviting style designed to feel welcoming for years to come. The newly renovated high end kitchen is both beautiful and functional, while two spacious primary en-suites provide exceptional flexibility and privacy. The first floor primary suite wing is a true retreat, featuring a luxurious bathroom with marble tile, frameless glass shower, double vanity and walk in closet. Upstairs, the brand new second primary ensuite offers an impressive private living area, spa like full bath, and generous closet space, perfect for guests, extended family, or a luxurious personal retreat. The inviting living room features a gas fireplace, creating a warm and comfortable space for relaxing and entertaining. The kitchen and dining area fl

Opportunity awaits with this spacious property offering incredible potential for investors, renovators, or buyers looking to create their dream home. Currently configured as a single family residence, this home features 5 bedrooms and 2 bathrooms. At one point it was a 2 unit home and could potentially be again. Inside, you'll find generous living space ready for your vision and updates. A fully enclosed front porch provides additional usable space, while the rear mudroom offers a practical everyday entry. Whether you're looking to restore the home's character, add value through renovations, or explore income-producing possibilities, this property presents a wealth of opportunity. Conveniently located close to downtown, shopping, dining, walking trails, and the hospital, the location adds to the property's appeal. Bring your ideas and imagination, this is a rare chance to transform a property with outstanding potential into something truly special

Some properties announce everything at once. Others reward the buyer w/ discernment to see what is quietly waiting to be realized. Set along the rise of Morse Hill Road, this Dorset home is a rare opportunity: a substantial residence on 10 acres where value extends beyond what exists today into what the land could become. Beyond a beautiful Vermont home, there is potential to shape an estate-scale setting w/ expanded lawns, layered gardens, paths, terraces, recreation areas and a more park-like relationship between house and land. Inside, the home is substantial and highly spacious. Numerous bedrooms, generous living areas, fireplaces, high ceilings, and a large family room designed for life's gathering. The layout suits quiet weekends, holidays, movie nights, guests, remote work, and longer Vermont stays. A enormous mudroom provides the practical transition every four-season home needs, w/ room for boots, coats, ski gear, and outdoor equipment. The full basement adds exceptional stora