586 properties for sale in Bennington County

Tucked into Bennington's established Spring Hill neighborhood, this inviting 3 bedroom, 2 bath home offers nearly 2,000 square feet of comfortable living space with a setting that makes it easy to enjoy the outdoors. From the backyard, follow the grass walking trail to the community owned pond, a wonderful extension of your outdoor space and a beautiful spot to enjoy the changing Vermont Seasons. Inside, the living room opens naturally to the kitchen and dining area, creating a connected space for everyday living and entertaining. A separate family room provides plenty of room to spread out and features a woodstove hookup, ready to add warmth and ambiance on chilly evenings. The four season sunroom is a standout, offering a cozy year round spot for morning coffee, reading, relaxing or simply enjoying the backyard views. The home is ready for some cosmetic updating, offering the perfect opportunity to bring your own style and vision while building on an already comfortable and functiona

Welcome to the Fox Hill Community and a beautiful modern home tucked away on a private road in Shaftsbury, Vermont offering the perfect blend of privacy, comfort, and stunning Vermont scenery. The home offers 3 bedrooms and 3 bathrooms along with gorgeous mountain views. There is a cozy fireplace in the living room with ample space provided for a family, friends and entertaining. The landscaping is built around the property to accent the outdoors as a beautiful, serene retreat. Whether you're entertaining outdoors, unwinding by the fire, or taking in the breathtaking views, this home offers a lifestyle that's hard to match. Contact me today to schedule your private showing and experience this exceptional property for yourself!

Escape to the heart of Southern Vermont in this recently renovated chalet-style mountain home, where timeless charm meets four-season recreation. Being sold fully furnished. Ideally located under 25 minutes from four premier ski resorts - Bromley, Stratton, Magic, and Okemo - this inviting retreat offers the perfect balance of adventure and relaxation. Set against a backdrop of breathtaking mountain views and abutting protected lands, the home offers a peaceful setting that invites you to slow down and enjoy the beauty of every season. The one-car garage offers plenty of storage. Whether you're sipping your morning coffee on the deck as the sun rises over the mountains or gathering with friends after a day on the slopes, this fully furnished property embodies the classic Vermont lifestyle. Inside, the home features three comfortable bedrooms - each with its own well-appointed ensuite bath with radiant flooring heat - and a spacious family room designed for entertaining, game nights, an

Set on over half an acre in the heart of East Dorset Village, this newly renovated three-bedroom, two-bath bungalow blends modern upgrades with cozy charm and even includes a peaceful brook running through the property. Recent upgrades include completely new kitchen and bathrooms and fresh interior paint throughout. The open-concept layout creates a bright, connected space that's perfect for both everyday living and entertaining. Hardwood floors add character and charm. The main level also features an inviting mudroom/laundry room, bedroom, and full bath. A bonus office/sunroom offers the flexibility to work from home or to create a quiet retreat. The primary suite, complete with walk-in closet and ensuite bathroom, is located on the second floor, along with a third bedroom. The oversized detached two-car garage has new overhead doors and electric openers, a solid concrete floor, and plenty of extra space for storage, gear, or hobbies. Exterior improvements include updated roofing and

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

Dorset Village Investor's choice! Village Commercial. Currently Presenting a 5 unit, 3030 SF residence that can not be reproduced locally. This building has been lifted and a full (includes a small crawl) poured concrete foundation installed. dry as can be. clean as any basement can be hoped for! There are a mix of one bedrooms and studios. The configuration can be easily altered to provide combinations in living arrangements such as making a one bedroom into two bedrooms if it makes sense to a buyer. OR the main level studio (however, not limited) can become a commercial office or other configurations for a business. The seller, in residence, occupies a full one bedroom unit with fireplace, full eat-in kitchen and bath, only the seller uses the basement with laundry facilities. 4 units enjoy private entrances. there is one bath/unit. 7 parking spaces. the rates of the leases are thought to be very reasonable! Details are abundant. Location Excellent. Whether this is to be considered a

Tucked away at the end of a long, winding driveway, this remarkable Dorset Village estate sits on one of the area's largest parcels-over six private acres. A rare blend of privacy, history, and elegance, the home features four stunning stone fireplaces, exposed antique beams, reclaimed wood details, and abundant natural light throughout its flowing layout. Designed for gathering and making memories, it offers unique touches like theater-inspired stair railings and a vaulted-ceiling game room. Outdoor living is unmatched with a spacious wraparound deck, screened porch, wood-fired brick pizza oven, and a tucked-away sauna. The charming barn includes two horse stalls, a tack room, and room for more animals, plus a fenced paddock and serene pond. An oversized three-car garage adds functionality to this character-filled property. Just a short walk to town and trails, yet feeling worlds away-this is a one-of-a-kind Vermont estate

This beautifully maintained Dorset home with views is ready for its new owners. The main level features a generously sized eat-in kitchen with granite countertops that opens into the dining room. This floor also includes a large living room, a bedroom, and French doors that lead to a spacious deck overlooking a private yard. The ground floor offers a primary bedroom, a bathroom, and a laundry area. Access to the property is convenient, with entries available via the driveway to the main floor or through the lower-level garage. Outside, you can enjoy a beautiful wooden gazebo during the warmer months. The property is ideally located just minutes from the center of Dorset Village and ten minutes from Manchester Center. It is perfectly situated for various activities, including biking, skiing, hiking, gardening, or simply relaxing. The sellers offer $5000 credit to the buyers closing cost with a full price offer. Please note that all measurements are approximate

Fabulous two bedroom two bath condominium converted in 2017 in the heart of Manchester Center. Many fine features: Marvin windows, hardwood flooring, central air conditioning, forced hot air heat, private second floor sundeck, mountain views. This one level second floor unit is accessed by private elevator and offers pretty mountain views through the oversized 9 foot windows. The living room has a cathedral ceiling, oak floors, and built-in cabinetry for TV/entertainment system, it is light and very bright. The kitchen is professionally designed and is first class with wolf appliances, bosch dishwasher, and liebherr refrigerator, there are granite counter tops and slow close drawers perfect for your culinary efforts. The primary suite has access to the sundeck with pergula, large walk-in closet, and spacious bathroom with glass wall shower, white tile flooring, and single vanity. The guest bedroom has a beautiful 8 foot divided glass entry door, two windows and standard closet size wit

A rare opportunity awaits at this exceptional Dorset Hollow estate, privately situated at the end of exclusive Marcia Lane. Perched high on Dorset Mountain across 16.74 acres, the property captures breathtaking long-range views of Owls Head, Equinox Mountain, and beyond. Built in 2005 by renowned craftspeople, this 7,451-square-foot, five-bedroom, seven-bath estate has undergone a multimillion-dollar renovation, creating an updated, turnkey retreat. Improvements include a new kitchen addition with locally sourced Danby marble and high-end cabinetry, a remodeled primary suite, and comprehensive renovations to the interior, exterior, and grounds. The home offers seamless indoor-outdoor living, flowing onto a wraparound porch and stone patio with an outdoor kitchen. Stone walkways lead to a large lap pool with a diving rock, a ball field, manicured gardens, wildflower meadows, an apple orchard, and an English garden with a fountain and marble bench. Year-round amenities include three wood

Perched above the Battenkill River Valley and surrounded by mountain views this two story Vermont Gem is waiting for you. The perfect size two bedrooms, two bath home offers maple hardwood flooring, oversized windows and soaring mountain views. Lovely perennial gardens, flowering apple trees and large meadows grace the 3.90 acre property. This thoughtfully constructed home was built in 2000 with meticulous details, including; crown molding, built-in bookshelves, solid wood pocket doors and large closets are just a snipit of the construction. The soapstone wood stove and attached garage offer convenience and practical living. Don't miss the large, heated, unfinished basement with high ceilings an additional 700 sqft. The front porch and back patio offer a nice mix of outside living. The second meadow parcel would make a fabulous garden or horse pasture. Fishing, Swimming and floating on the Battenkill River, The picturesque West Arlington Covered Bridge and Wayside Country Store are jus

Enjoy easy first-floor, one-level living in this two-bedroom, one-and-a-half-bath condominium in Bennington's Nathaniel Court community. The comfortable layout features an open living and dining area, a functional brand-new stainless steel kitchen appliances, laminate flooring, and plenty of natural light throughout. Both bedrooms offer inviting spaces, while the in-unit washer and dryer add everyday convenience. Association services include landscaping, snow removal, and trash removal, providing a low-maintenance lifestyle. Sidewalks and a location close to downtown Bennington make it easy to access local shops, restaurants, cultural attractions, and other area amenities. Whether you are purchasing your first home, downsizing, or looking for a convenient Vermont getaway, this well-located condo is ready to welcome its next owner

Much larger than it looks and completely redone in 2022, with the only evidence remaining of the 1934 construction being a crawlspace through a hatch in the rear of the basement. Offering 3 bedrooms and 2 bathrooms this home is very much like new. All the systems are modern. Living room/dining room/kitchen, mud room with laundry and bedroom on the main level. Upstairs is the primary bedroom with private bathroom and an additional bedroom. Outside you'll find a large front yard that has been partially fenced, a large covered, wrapping deck for entertaining and outdoor dining and a dog fenced area. Great location across the road from a calm river. This home is larger than it appears from the road. A must see home in move in ready condition that could possibly sold furnished

Investment opportunities like this are few and far between! Located in a desirable mixed use district, this well maintained four unit one bedroom apartment building offers an excellent opportunity for both seasoned and first time investors. The property features four one bedroom apartments with full bathrooms, each with its own unique character and appeal. Two of the front/lower units have been thoughtfully renovated within the past five years and feature updated appliances, fresh paint throughout, and modern finishes. The two rear units are occupied by long term tenants who are happy to remain, providing immediate rental income and stability. Outside, you'll find a spacious yard, ample off street parking, and a convenient walkable location close to local amenities. Tenants are responsible for their own electricity and hot water, with each unit having its own dedicated hot water heater. The owner currently pays for heat, water, sewer, trash removal, snow removal, master insurance, and

Tired of renting' Discover the charm, convenience, and value of this adorable two-bedroom bungalow - an ideal opportunity for first-time buyers, downsizers, investors, or anyone looking for a cozy second home in town. Tucked away from the hustle and bustle, this historic home is just a short walk from downtown shopping, restaurants, transportation, and everyday conveniences. Inside, you'll find a move-in-ready space with a welcoming dining area just off the kitchen, a spacious primary bedroom, and warm natural light. Step outside and enjoy the covered wraparound porch - always a Vermont favorite. Off-street parking adds an extra layer of convenience. If you're looking to simplify, this charming little jewel is ready to welcome you home!

Spring Meadow is textured with history and offers 10 acres of idyllic landscaping featuring the Ethan Allen Spring, a refreshing brook, perennial and vegetable gardens, wild flower meadow, orchard trees, trails throughout 10 acres, and a house that was moved to the site in the 1920's and lovingly added onto creating 2457 SF of one floor living with a separate guest cottage that is privately set back off of the Dorset West Road! The property has not been on the open real estate market in generations. Spring Meadow is pure complimentary indoor-outdoor living at its best. Character and architectural detail at every turn brings tremendous warmth and interest to the numerous living areas offering quiet nooks or open gathering spaces. The main house offers two comfortable bedrooms with potential overflow loft area which is now the office. The guest cottage is a one bedroom retreat with 2/3 bath and wet bar-sitting area. The residence's vaulted living room, kitchen and sunroom are to the back

Beautiful Dorset Contemporary Offering Privacy, Comfort, and Easy Living. If you've been looking for a private Vermont retreat with room to relax, entertain, and enjoy the beauty of every season, this exceptional custom home may be the perfect fit. Built in 1996 by respected Dorset builder Keith Dodson, this thoughtfully designed 5,731 sq. ft. contemporary sits on 12.15 peaceful acres with a pond and detached four-car garage. Inside, the home offers a welcoming and comfortable layout with 9 rooms, hardwood floors, radiant heat, central air with four zones, and a partial-house generator for added peace of mind. The kitchen features cherry cabinets, Corian countertops, a large island, cathedral ceiling, and easy access to the screened porch, an ideal spot for morning coffee or quiet summer evenings. The dramatic great room creates a wonderful gathering space, with its soaring two-story cathedral ceiling, skylights, exposed beams, built-ins, window seats, and balcony overlook. Throughout

'MOONLIGHT REFLECTIONS ON AN UPPER HOLLOW SANCTUARY'. This stunning rare estate sits on 66 secluded acres of unspoiled beauty, offering breathtaking sweeping views of two luminous ponds, where moonlight reflections shimmer across the water each evening, creating a truly magical feeling. Inside you will find a contemporary open layout anchored by a dramatic stone fireplace, perfect for cozy evenings. The main residence captures the landscape from every angle blending modern architecture seamlessly with nature. This is much more than a home, it is truly a legacy property. Prestigious, Private and Profoundly Peaceful and must be seen to be fully appreciated! Beauty, solitude, quiet luxury! Subdivision potential

Nearly Lakefront Living in the Heart of North Bennington! Come for the space, stay for the location! This spacious home offers over 2,500 sq. ft. of living space, including 5 bedrooms, 3 full bathrooms, a large home office in the finished basement, and a versatile 250 sq. ft. bonus room attached to one of the upstairs bedrooms. The original garage has been thoughtfully transformed into a 600 sq. ft. primary suite, featuring energy-efficient mini-split heating and cooling, with a large main bedroom and an adjoining space ideal for a walk-in closet or private retreat. A new steel two-car garage was added, ensuring your vehicles stay protected year-round. The property's outdoor space is just as impressive with beautifully maintained perennial gardens (featuring lilacs, peonies, lilies, and phlox), fruit trees (peach and plum), and graceful white birches. A small backyard storage shed with electricity adds extra convenience. Located just steps from picturesque Lake Paran and nestled in the

Offered for the first time in almost 40 years, this charming farmhouse is set on a picturesque 1.7 acre parcel of open land in Manchester, Vermont. Ideally located directly across from East of Equinox horse farm, the property offers a country setting just minutes from town. The main level features tall ceilings, a spacious kitchen with an adjoining dining area, and a generous living room centered around a cozy wood-burning fireplace-perfect for gathering with family and friends. Upstairs, you'll find three additional bedrooms, providing comfortable accommodations for family or guests. Outside, enjoy the large deck overlooking the open yard, ideal for entertaining or relaxing while taking in the surrounding scenery. A two car garage offers ample storage and convenience. Sold furnished, this property presents a wonderful opportunity to enjoy Vermont living from day one. All measurements are approximate. OPEN HOUSE 09/07/2026 from 1-3p.m

Seller is offering a credit to buyers of $5000 towards closing costs at closing. - Battenkill River Frontage - Enjoy direct access to the Battenkill River, 8 shared acres, and a prime location just minutes from Manchester's shopping, dining, skiing, biking, and hiking. - Spacious and Flexible - Light-filled 4-bedroom, 5-bath home with quality finishes, a private apartment, multiple porches, a river-view deck, and space for guests, extended family, or rental income. - Low-Maintenance Living - Small community with HOA fees under $250/month covering road maintenance, mowing, snow plowing, water, sewer, and trash removal

This beautifully maintained Dorset home with views is ready for its new owners. The main level features a generously sized eat-in kitchen with granite countertops that opens into the dining room. This floor also includes a large living room, a bedroom, and French doors that lead to a spacious deck overlooking a private yard. The ground floor offers a primary bedroom, a bathroom, and a laundry area. Access to the property is convenient, with entries available via the driveway to the main floor or through the lower-level garage. Outside, you can enjoy a beautiful wooden gazebo during the warmer months. The property is ideally located just minutes from the center of Dorset Village and ten minutes from Manchester Center. It is perfectly situated for various activities, including biking, skiing, hiking, gardening, or simply relaxing. The sellers offer $5000 credit to the buyers closing cost with a full price offer. Please note that all measurements are approximate

Set on 5 acres in the scenic hills of Readsboro, this spacious 4-bedroom, 2.5-bath farmhouse offers privacy, mountain views, and plenty of room to enjoy Vermont's natural beauty. The 2,120-square-foot interior features warm wood flooring, abundant natural light, and a welcoming layout designed for everyday living and entertaining. The kitchen offers generous cabinetry, ample workspace, and an island that opens to the dining area, while the comfortable living room is anchored by a stone-surround wood stove. Four bedrooms provide flexibility for family, guests, or home office space. A walk-up attic and unfinished walkout basement offer excellent storage and future possibilities. Outside, relax on the deck, enjoy the expansive lawn, or explore the surrounding acreage. Additional highlights include public water and sewer, fiber-optic internet availability, a gravel driveway, and a peaceful country setting on a dead-end road. Located in southern Vermont, Readsboro offers a quiet, close-knit

Commanding panoramic mountain views define this exceptional Dorset Overlook residence, where every room is designed to capture the beauty of Southern Vermont's ever-changing landscape. Bathed in natural light, the home's open floor plan creates an effortless flow between living, dining, and entertaining spaces, making everyday living as enjoyable as hosting family and friends. The thoughtfully designed layout offers comfortable living spaces, complemented by expansive windows that frame the spectacular vistas from nearly every angle. Step outside to a stunning marble patio, the perfect setting for al fresco dining, or unwind on the screened porch while taking in the mountain air and unforgettable sunsets. Ideally situated on the sought-after Dorset Overlook Road, this home offers a peaceful setting just minutes from the villages of Dorset and Manchester, renowned for their dining, shopping, recreation, and year-round cultural attractions. For those seeking additional living space, the

Escape to the heart of Southern Vermont in this recently renovated chalet-style mountain home, where timeless charm meets four-season recreation. Being sold fully furnished. Ideally located under 25 minutes from four premier ski resorts - Bromley, Stratton, Magic, and Okemo - this inviting retreat offers the perfect balance of adventure and relaxation. Set against a backdrop of breathtaking mountain views and abutting protected lands, the home offers a peaceful setting that invites you to slow down and enjoy the beauty of every season. The one-car garage offers plenty of storage. Whether you're sipping your morning coffee on the deck as the sun rises over the mountains or gathering with friends after a day on the slopes, this fully furnished property embodies the classic Vermont lifestyle. Inside, the home features three comfortable bedrooms - each with its own well-appointed ensuite bath with radiant flooring heat - and a spacious family room designed for entertaining, game nights, an

Perfectly blending Vermont charm with exceptional versatility, this beautifully maintained raised ranch is set on 3.2 picturesque acres with sweeping mountain views, offering a rare opportunity to live, work, and create in one remarkable setting. The thoughtfully designed residence includes a in-law apartment, providing flexibility for extended family, guests, or supplemental income. A truly extraordinary feature of the property is the expansive detached workshop and garage complex with nine oversized bays, offering limitless possibilities for the automobile enthusiast, collector, craftsman, entrepreneur, or home-based business seeking outstanding workspace with effortless access. The level grounds provide abundant room for recreation, gardens, or future expansion, all while enjoying a peaceful country setting just minutes from Manchester's shops, dining, schools, and everyday conveniences. World-class skiing, hiking, biking, golf, and the Green Mountain National Forest are all within

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,

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 easy Vermont living in this beautifully maintained ranch-style home offering more than 2,000 finished square feet in one of North Bennington's most desirable neighborhoods. Set on a quiet cul-de-sac with lovely mountain views, Harvest Hills offers a wonderful sense of community, including a large neighborhood pond for residents to enjoy. The location is equally appealing; close to the village school, market, restaurants, and the popular Mile Around Woods trail. Inside, a spacious living room with a traditional brick fireplace flows into the bright, open dining and kitchen areas, creating an inviting layout for everyday living and entertaining. The charming kitchen features a breakfast bar, pantry, stainless steel appliances, and abundant natural light. Three comfortable bedrooms and two full baths include a primary bedroom with its own en suite bath. The finished lower level adds valuable flexibility with a generous family room, recreation space, or home office, complemented

Beautiful Log Home on 4.23 Private Acres in Peru Tucked away at the end of a quiet dead-end road, this beautiful log home offers privacy, space, and an ideal Vermont setting on 4.23 acres. Expansive views become even more impressive as the seasons change, and the home's open floor plan is perfectly designed for entertaining family and friends. The main living level features a stunning floor-to-ceiling stone fireplace that serves as the focal point of the great room and is also visible from the kitchen and dining area. Abundant windows and glass doors fill the home with natural light while bringing the surrounding landscape indoors. The spacious primary en-suite is privately positioned and features direct access to the enormous wraparound porch, creating a wonderful retreat for enjoying the peaceful surroundings. A charming gazebo with a hot tub provides another inviting space to relax and take in the setting. Two additional guest bedrooms are located on the opposite side of the home an