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Completely renovated, turnkey single-level home offering mountain views, modern finishes, and a beautiful country setting. All major systems and cosmetic updates were completed within the last year, including a brand-new roof and new windows. The light-filled interior layout features 2 bedrooms, 2 full bathrooms, brand-new wood flooring across all main living areas, plush new bedroom carpeting, and a cozy wood-burning fireplace. Enjoy the modern kitchen and designer bathrooms with high-end contemporary finishes, plus the convenience of an in-unit laundry room built directly into the primary suite's walk-in closet. The home also includes an attached 1-car garage and a huge, clean unfinished basement providing exceptional storage, workshop space, or potential future expansion. Outside, the property is fully set up for relaxation and privacy with a fully fenced backyard, multiple front and rear patios, a detached storage shed, a mature apple tree, and a private, fenced-in hot tub accessible directly via a private door off the primary bath. Conveniently located with quick access to Route 9, local amenities, and outdoor recreation.

2 Beds ⋅ 2 Baths ⋅ 5106263 MLS

Completely renovated, turnkey single-level home offering mountain views, modern finishes, and a beautiful country setting. All major systems and cosmetic updates were completed within the last year, including a brand-new roof and new windows. The light-filled interior layout features 2 bedrooms, 2 full bathrooms, brand-new wood flooring across all main living areas, plush new bedroom carpeting, and a cozy wood-burning fireplace. Enjoy the modern kitchen and designer bathrooms with high-end contemporary finishes, plus the convenience of an in-unit laundry room built directly into the primary suite's walk-in closet. The home also includes an attached 1-car garage and a huge, clean unfinished basement providing exceptional storage, workshop space, or potential future expansion. Outside, the property is fully set up for relaxation and privacy with a fully fenced backyard, multiple front and rear patios, a detached storage shed, a mature apple tree, and a private, fenced-in hot tub accessible directly via a private door off the primary bath. Conveniently located with quick access to Route 9, local amenities, and outdoor recreation.

1141 Burgess Rd, Bennington

$315,000

Charming Bennington home with classic character, hardwood floors, and a bright enclosed sun porch! This inviting property offers a comfortable blend of traditional charm and everyday functionality, with spacious living areas. The generous living room provides plenty of room for comfortable seating and entertaining, while the sun porch offers a wonderful additional space to enjoy the changing seasons, morning coffee, reading, or simply relaxing surrounded by natural light. The home offers a warm, practical layout with attractive wood flooring and ample windows throughout. Outside, the property sits above the street with stone retaining walls, creating a private and inviting setting. The attached garage provides convenient parking and storage, with additional driveway space. Located in Bennington, this home provides easy access to the area's shops, restaurants, services, schools, and outdoor recreation. Whether you're looking for a home with classic Vermont character, 110 Coulter St offers a great opportunity to make a property your own.

3 Beds ⋅ 2 Baths ⋅ 5111698 MLS

Charming Bennington home with classic character, hardwood floors, and a bright enclosed sun porch! This inviting property offers a comfortable blend of traditional charm and everyday functionality, with spacious living areas. The generous living room provides plenty of room for comfortable seating and entertaining, while the sun porch offers a wonderful additional space to enjoy the changing seasons, morning coffee, reading, or simply relaxing surrounded by natural light. The home offers a warm, practical layout with attractive wood flooring and ample windows throughout. Outside, the property sits above the street with stone retaining walls, creating a private and inviting setting. The attached garage provides convenient parking and storage, with additional driveway space. Located in Bennington, this home provides easy access to the area's shops, restaurants, services, schools, and outdoor recreation. Whether you're looking for a home with classic Vermont character, 110 Coulter St offers a great opportunity to make a property your own.

110 Coulter St, Bennington

$299,900

Great ranch style home on 0.83 acre in the Clark's woods neighborhood, just down the hill from the golf course and backing up to the river. Offering 3 bedrooms, 1 and a half bathrooms, large living room, kitchen and dining room. Main level laundry, large basement, and garage. Attached storage and out building. Hurry to see.

3 Beds ⋅ 2 Baths ⋅ 5116525 MLS

Great ranch style home on 0.83 acre in the Clark's woods neighborhood, just down the hill from the golf course and backing up to the river. Offering 3 bedrooms, 1 and a half bathrooms, large living room, kitchen and dining room. Main level laundry, large basement, and garage. Attached storage and out building. Hurry to see.

13 Hunt St, Bennington

$299,000

Move-In Ready 3-Bedroom Raised Ranch with ensuite primary. Fresh paint and new flooring make this three-bedroom, two-bath Raised Ranch, located just outside of town, ready for you to move right in. Keep the fresh finishes or change the paint colors to make the home your own. The eat-in kitchen opens to the living room, creating a spacious, inviting layout that is ideal for entertaining. Sliding glass doors lead to a tiered deck with space ready for an above-ground pool. The lower level offers an office or den, an exercise room, and a workshop currently set up as a hairstyling area. A paved driveway leads to the one-car basement garage. All of this is situated on a 0.44-acre lot.

3 Beds ⋅ 2 Baths ⋅ 5114802 MLS

Move-In Ready 3-Bedroom Raised Ranch with ensuite primary. Fresh paint and new flooring make this three-bedroom, two-bath Raised Ranch, located just outside of town, ready for you to move right in. Keep the fresh finishes or change the paint colors to make the home your own. The eat-in kitchen opens to the living room, creating a spacious, inviting layout that is ideal for entertaining. Sliding glass doors lead to a tiered deck with space ready for an above-ground pool. The lower level offers an office or den, an exercise room, and a workshop currently set up as a hairstyling area. A paved driveway leads to the one-car basement garage. All of this is situated on a 0.44-acre lot.

48 Autumn Acres Rd, Bennington

$299,000

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 place, offering an added accessibility feature for those who may benefit from easier movement throughout the home. Outside, the same pride of ownership continues. The exterior is in great condition, a carport provides convenient covered parking, and the surrounding neighborhood offers a lovely setting for evening walks, quiet mornings, and time spent outdoors. This is not just a clean, well-kept house, it is a home that has been cared for with pride and ready for its next chapter. Some photos have been virtually staged to show you just how easy it would be to transform this into a fresh, modern home.

3 Beds ⋅ 2 Baths ⋅ 5110700 MLS

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 place, offering an added accessibility feature for those who may benefit from easier movement throughout the home. Outside, the same pride of ownership continues. The exterior is in great condition, a carport provides convenient covered parking, and the surrounding neighborhood offers a lovely setting for evening walks, quiet mornings, and time spent outdoors. This is not just a clean, well-kept house, it is a home that has been cared for with pride and ready for its next chapter. Some photos have been virtually staged to show you just how easy it would be to transform this into a fresh, modern home.

314 Chester Knoll Dr, Bennington

$299,000

Welcome to 89 Merson Street! This charming Cape style home offers 3 bedrooms, 1 full bathroom and a half bathroom, and nearly an acre of land on a quiet in town street. Inside, you’ll find beautifully refinished hardwood floors, an updated kitchen, a spacious family room with a fireplace, and a new Weil-McLain boiler installed in February 2026. What truly sets this property apart is its incredible versatility. The bonus space presents endless possibilities for a home based business, professional office, hobby space, expanded living area, or potential in-law accommodations. Whether you’re looking for room to grow, work from home, or create a space tailored to your lifestyle, this home offers the flexibility to make it happen. The generous lot and rear garage access provide additional opportunities for future improvements. Buyers may appreciate the potential to enhance accessibility and functionality with a redesigned driveway configuration, such as a circular drive, while maximizing the usefulness of the garage space and expansive yard. Enjoy the convenience of being just minutes from downtown Bennington’s shops, restaurants, coffee houses, and local attractions, while still enjoying the privacy of a large lot. With easy access to area hiking trails, ski resorts, and major routes to Boston and New York, this property combines location, character, and opportunity in one exceptional package.

3 Beds ⋅ 2 Baths ⋅ 5095251 MLS

Welcome to 89 Merson Street! This charming Cape style home offers 3 bedrooms, 1 full bathroom and a half bathroom, and nearly an acre of land on a quiet in town street. Inside, you’ll find beautifully refinished hardwood floors, an updated kitchen, a spacious family room with a fireplace, and a new Weil-McLain boiler installed in February 2026. What truly sets this property apart is its incredible versatility. The bonus space presents endless possibilities for a home based business, professional office, hobby space, expanded living area, or potential in-law accommodations. Whether you’re looking for room to grow, work from home, or create a space tailored to your lifestyle, this home offers the flexibility to make it happen. The generous lot and rear garage access provide additional opportunities for future improvements. Buyers may appreciate the potential to enhance accessibility and functionality with a redesigned driveway configuration, such as a circular drive, while maximizing the usefulness of the garage space and expansive yard. Enjoy the convenience of being just minutes from downtown Bennington’s shops, restaurants, coffee houses, and local attractions, while still enjoying the privacy of a large lot. With easy access to area hiking trails, ski resorts, and major routes to Boston and New York, this property combines location, character, and opportunity in one exceptional package.

89 Merson St, Bennington

$289,000

Just a short walk to downtown shopping and dining you can move right into this well-maintained and thoughtfully updated 3-bedroom, 2-bath home offering comfortable living spaces, modern conveniences, and plenty of room to spread out both inside and out. The heart of the home is the spacious, updated kitchen featuring a center island, abundant counter top space, and generous cabinetry, and even a pantry! The kitchen flows seamlessly into the dining room and the the living room, creating an open and inviting atmosphere where family and guests can easily gather. Laminate flooring throughout the first floor provides durability and a clean, cohesive look. Convenience is key with a practical mudroom entry and first-floor laundry. The full bathroom on the main level features a relaxing soaking tub with jets, perfect for unwinding after a long day. Upstairs, you'll find three comfortable bedrooms with attractive wood flooring, along with a half bath. The primary bedroom includes a walk-in closet, offering excellent storage and organization. Additional living space awaits in the partially finished basement, which is already prepared for radiant heat, providing exciting possibilities for future expansion. Recent energy-efficient improvements include heat pumps for year-round heating and cooling, as well as added attic insulation to enhance comfort and reduce utility costs. Appliances have all been updated rescently – Microwave, dishwasher, heat pump system, stove, washer, dryer, and refrigerator, and a basement refrigerator and chest freezer. The boiler was also replaced in 2022. Outside, the property offers even more versatility with two outbuildings for storage, along with a charming gazebo that creates the perfect setting for outdoor relaxation, or entertaining. Combining functional updates, flexible living space, and attractive outdoor amenities, this property is ready to welcome its next owners home.

3 Beds ⋅ 2 Baths ⋅ 5095149 MLS

Just a short walk to downtown shopping and dining you can move right into this well-maintained and thoughtfully updated 3-bedroom, 2-bath home offering comfortable living spaces, modern conveniences, and plenty of room to spread out both inside and out. The heart of the home is the spacious, updated kitchen featuring a center island, abundant counter top space, and generous cabinetry, and even a pantry! The kitchen flows seamlessly into the dining room and the the living room, creating an open and inviting atmosphere where family and guests can easily gather. Laminate flooring throughout the first floor provides durability and a clean, cohesive look. Convenience is key with a practical mudroom entry and first-floor laundry. The full bathroom on the main level features a relaxing soaking tub with jets, perfect for unwinding after a long day. Upstairs, you'll find three comfortable bedrooms with attractive wood flooring, along with a half bath. The primary bedroom includes a walk-in closet, offering excellent storage and organization. Additional living space awaits in the partially finished basement, which is already prepared for radiant heat, providing exciting possibilities for future expansion. Recent energy-efficient improvements include heat pumps for year-round heating and cooling, as well as added attic insulation to enhance comfort and reduce utility costs. Appliances have all been updated rescently – Microwave, dishwasher, heat pump system, stove, washer, dryer, and refrigerator, and a basement refrigerator and chest freezer. The boiler was also replaced in 2022. Outside, the property offers even more versatility with two outbuildings for storage, along with a charming gazebo that creates the perfect setting for outdoor relaxation, or entertaining. Combining functional updates, flexible living space, and attractive outdoor amenities, this property is ready to welcome its next owners home.

262 Union St, Bennington

$269,000

Don’t miss this two-family gem! Each spacious unit features 2 bedrooms, eat-in kitchen, large living room with hardwood floors and tin ceiling throughout, spacious full bathroom, and in-unit laundry hookups - perfect for comfortable living or strong rental potential. The downstairs unit offers a side porch for sitting and both units get to enjoy a charming covered front porch on a side street. With a level lot just over half-acre, off-street parking, and 1 car garage/barn with additional storage, plus a prime location near downtown shops and restaurants, this is an ideal opportunity for both investors and owner-occupants!

5081521 MLS

Don’t miss this two-family gem! Each spacious unit features 2 bedrooms, eat-in kitchen, large living room with hardwood floors and tin ceiling throughout, spacious full bathroom, and in-unit laundry hookups - perfect for comfortable living or strong rental potential. The downstairs unit offers a side porch for sitting and both units get to enjoy a charming covered front porch on a side street. With a level lot just over half-acre, off-street parking, and 1 car garage/barn with additional storage, plus a prime location near downtown shops and restaurants, this is an ideal opportunity for both investors and owner-occupants!

124 S Branch St, Bennington

$265,000

BACK ON MARKET! Enjoy low-maintenance living at The Birches of Bennington, ideally located just minutes from Crotched Mountain for skiing, snowboarding, hiking, and year-round outdoor recreation. This spacious 2-bedroom, 2.5-bath condo features a bright and inviting living room with a cozy wood-burning fireplace, perfect for relaxing after a day on the slopes. The open-concept kitchen and dining area offers abundant cabinet and counter space, appliances, a breakfast bar, and sliding doors leading to the back deck for easy indoor-outdoor living. Upstairs, you’ll find two generously sized bedrooms, each with its own ensuite bath. The primary suite includes two oversized double closets and a private balcony with views of the mountain slopes. The unfinished lower level provides excellent potential for a recreation room, home office, gym, or additional living space. Conveniently located just 90 minutes from Boston and about an hour from Manchester and the Seacoast region, this is the perfect opportunity to enjoy four-season living in a sought-after mountain community. Don’t miss your chance to live where you play! SELLER FINANCING AVAILABLE

2 Beds ⋅ 3 Baths ⋅ 5087755 MLS

BACK ON MARKET! Enjoy low-maintenance living at The Birches of Bennington, ideally located just minutes from Crotched Mountain for skiing, snowboarding, hiking, and year-round outdoor recreation. This spacious 2-bedroom, 2.5-bath condo features a bright and inviting living room with a cozy wood-burning fireplace, perfect for relaxing after a day on the slopes. The open-concept kitchen and dining area offers abundant cabinet and counter space, appliances, a breakfast bar, and sliding doors leading to the back deck for easy indoor-outdoor living. Upstairs, you’ll find two generously sized bedrooms, each with its own ensuite bath. The primary suite includes two oversized double closets and a private balcony with views of the mountain slopes. The unfinished lower level provides excellent potential for a recreation room, home office, gym, or additional living space. Conveniently located just 90 minutes from Boston and about an hour from Manchester and the Seacoast region, this is the perfect opportunity to enjoy four-season living in a sought-after mountain community. Don’t miss your chance to live where you play! SELLER FINANCING AVAILABLE

69 Birch Glen Dr Unit 12, Bennington

$259,000

Well-maintained two-family home offering spacious units, each featuring 2 bedrooms, a cozy kitchen, dining room, living room, full bath, and convenient in-unit washer and dryer hookups. Enjoy relaxing on the inviting covered front porch or the private covered back decks for each unit. Situated on a level half-acre lot, this property also includes off-street parking with a driveway and a 2-car garage. Ideally located just minutes from downtown shops, restaurants, and nightlife. A fantastic opportunity for owner-occupants or investors alike!

5081518 MLS

Well-maintained two-family home offering spacious units, each featuring 2 bedrooms, a cozy kitchen, dining room, living room, full bath, and convenient in-unit washer and dryer hookups. Enjoy relaxing on the inviting covered front porch or the private covered back decks for each unit. Situated on a level half-acre lot, this property also includes off-street parking with a driveway and a 2-car garage. Ideally located just minutes from downtown shops, restaurants, and nightlife. A fantastic opportunity for owner-occupants or investors alike!

116-118 S Branch St, Bennington

$249,000

Nestled in the heart of the charming North Bennington community, this lovingly maintained 3 bedroom, 1.5 bath home is ready for its next chapter. Recently refreshed with newly painted interiors, rejuvenated floors, a recently repointed foundation, and repointed chimney, this home blends classic character with thoughtful updates throughout. Enjoy the convenience of first floor laundry, a beautiful front porch perfect for morning coffee or evening cocktails, and a private backyard ideal for entertaining, gardening, or simply relaxing while still enjoying the benefits of in town living. Owned and cherished by the same family for many years, this property has been exceptionally cared for and offers too many updates to count. From the inviting turquoise staircase to the unique character and charm found throughout the home, every corner tells a story. Take a stroll to local coffee shops, dinner spots, and community events, or enjoy hearing music drifting from the nearby Park-McCullough concert series on summer evenings. This home offers the perfect balance of neighborhood living, privacy, and small town charm. A true North Bennington gem full of warmth, character, and uniqueness this is a must see property. Call today for your private showing. This one will not last long!

3 Beds ⋅ 2 Baths ⋅ 5087836 MLS

Nestled in the heart of the charming North Bennington community, this lovingly maintained 3 bedroom, 1.5 bath home is ready for its next chapter. Recently refreshed with newly painted interiors, rejuvenated floors, a recently repointed foundation, and repointed chimney, this home blends classic character with thoughtful updates throughout. Enjoy the convenience of first floor laundry, a beautiful front porch perfect for morning coffee or evening cocktails, and a private backyard ideal for entertaining, gardening, or simply relaxing while still enjoying the benefits of in town living. Owned and cherished by the same family for many years, this property has been exceptionally cared for and offers too many updates to count. From the inviting turquoise staircase to the unique character and charm found throughout the home, every corner tells a story. Take a stroll to local coffee shops, dinner spots, and community events, or enjoy hearing music drifting from the nearby Park-McCullough concert series on summer evenings. This home offers the perfect balance of neighborhood living, privacy, and small town charm. A true North Bennington gem full of warmth, character, and uniqueness this is a must see property. Call today for your private showing. This one will not last long!

8 West St, Bennington

$230,000

Charming downtown family home with modern upgrades and timeless appeal. This beautifully updated 3-bedroom home is perfectly situated on a corner lot in the heart of downtown. Thoughtfully designed for both comfort and convenience, the home features a recently added first-floor primary bedroom and a new mudroom entry. Step inside to find gleaming newly upgraded flooring, a warm and inviting layout, and stylish updates throughout, including new kitchen and bathroom cabinetry. The bright kitchen flows seamlessly into the dining and living areas, creating an ideal space for everyday living and entertaining. Relax on the covered front porch and enjoy your morning coffee while taking in the neighborhood atmosphere. Outside, the large detached garage offers excellent space for vehicles, hobbies, or additional storage, while solar panels help keep energy costs low. Combining the charm of downtown living with thoughtful modern improvements, this move-in ready home is one you won’t want to miss. Schedule your private showing today!

3 Beds ⋅ 1 Baths ⋅ 5068744 MLS

Charming downtown family home with modern upgrades and timeless appeal. This beautifully updated 3-bedroom home is perfectly situated on a corner lot in the heart of downtown. Thoughtfully designed for both comfort and convenience, the home features a recently added first-floor primary bedroom and a new mudroom entry. Step inside to find gleaming newly upgraded flooring, a warm and inviting layout, and stylish updates throughout, including new kitchen and bathroom cabinetry. The bright kitchen flows seamlessly into the dining and living areas, creating an ideal space for everyday living and entertaining. Relax on the covered front porch and enjoy your morning coffee while taking in the neighborhood atmosphere. Outside, the large detached garage offers excellent space for vehicles, hobbies, or additional storage, while solar panels help keep energy costs low. Combining the charm of downtown living with thoughtful modern improvements, this move-in ready home is one you won’t want to miss. Schedule your private showing today!

113 Main St, Bennington

$219,000

The Best of Both Worlds! A Home with Room to Grow and Income Potential! Looking for a property that offers more than just a place to call home? Welcome to 224-226 Branch Street, where comfortable living meets incredible versatility! This single-family home features a spacious backyard, a back deck perfect for relaxing or entertaining, and a storage shed for all your outdoor essentials. The expansive yard offers plenty of room for gardening, recreation, pets, or simply enjoying your own outdoor space. But what truly sets this property apart is the converted barn featuring an apartment that is currently rented! Imagine the possibilities of having a separate rental space to help offset your mortgage, accommodate extended family, or potentially create your own home office, studio, or workshop. Whether you’re looking for a primary residence with additional income potential, a multigenerational living arrangement, or simply a property with extra space to pursue your passions, this unique offering provides flexibility that’s hard to find. Live in the house, enjoy the yard, and let the possibilities of the barn work for you!

5113809 MLS

The Best of Both Worlds! A Home with Room to Grow and Income Potential! Looking for a property that offers more than just a place to call home? Welcome to 224-226 Branch Street, where comfortable living meets incredible versatility! This single-family home features a spacious backyard, a back deck perfect for relaxing or entertaining, and a storage shed for all your outdoor essentials. The expansive yard offers plenty of room for gardening, recreation, pets, or simply enjoying your own outdoor space. But what truly sets this property apart is the converted barn featuring an apartment that is currently rented! Imagine the possibilities of having a separate rental space to help offset your mortgage, accommodate extended family, or potentially create your own home office, studio, or workshop. Whether you’re looking for a primary residence with additional income potential, a multigenerational living arrangement, or simply a property with extra space to pursue your passions, this unique offering provides flexibility that’s hard to find. Live in the house, enjoy the yard, and let the possibilities of the barn work for you!

224-226 Branch St, Bennington

$215,000

Good sized home situated on the corner of Weeks Street and Putnam Street. Walking distance to the hospital, corner market and post office. # bedrooms including a large bedroom on the second floor and a main level bedroom as well. Large living room, kitchen and 1 and a half baths. Vinyl sided, large front porch with a 3 season porch as well. Paved driveway and great location.

3 Beds ⋅ 2 Baths ⋅ 5115662 MLS

Good sized home situated on the corner of Weeks Street and Putnam Street. Walking distance to the hospital, corner market and post office. # bedrooms including a large bedroom on the second floor and a main level bedroom as well. Large living room, kitchen and 1 and a half baths. Vinyl sided, large front porch with a 3 season porch as well. Paved driveway and great location.

200 Weeks St, Bennington

$199,900

2-Unit Multi-Family with Professional-Grade Workshop! Versatile property with high-yield setup, perfect for a contractor, carpenter, or owner-occupant. The standout feature is a professional-grade workshop fully optimized for year-round productivity with radiant heat, bright lighting, and the added convenience of an existing sink and toilet. Whether utilized for a trade, automotive enthusiast, or premium climate-controlled storage rental, this workspace provides an incredible environment for any business or hobby. Located directly above the shop are two freshly painted 1BR/1BA apartments with a remarkable decade-long track record of consistent tenancy. The property currently generates a steady $1,850 in monthly income. The property provides plenty of off-street parking suitable for automobiles or equipment, plus a 12' x 20' shed for additional storage. Unmatched versatility and a turnkey footprint.

5085771 MLS

2-Unit Multi-Family with Professional-Grade Workshop! Versatile property with high-yield setup, perfect for a contractor, carpenter, or owner-occupant. The standout feature is a professional-grade workshop fully optimized for year-round productivity with radiant heat, bright lighting, and the added convenience of an existing sink and toilet. Whether utilized for a trade, automotive enthusiast, or premium climate-controlled storage rental, this workspace provides an incredible environment for any business or hobby. Located directly above the shop are two freshly painted 1BR/1BA apartments with a remarkable decade-long track record of consistent tenancy. The property currently generates a steady $1,850 in monthly income. The property provides plenty of off-street parking suitable for automobiles or equipment, plus a 12' x 20' shed for additional storage. Unmatched versatility and a turnkey footprint.

2 Hamlin Ave, Bennington

$199,000

As the old saying goes... LOCATION, LOCATION, LOCATION! Situated on a large corner lot in the desirable village of North Bennington, this one level home is brimming with potential. There is plenty of space inside and several rooms that can be configured to fit your needs. The great room has a vaulted ceiling and a slider to an enclosed porch that overlooks a private backyard. The kitchen with island has brand new flooring. The spacious primary bedroom has a big closet and connects to a room that could be an office or study with a walk-in closet. A metal roof and vinyl siding are both a plus. The property itself extends right to the banks of Paran Creek with direct access to the water. It's the perfect spot for a picnic table as you listen to the soothing sounds of nature. Set just 0.6 miles from Lake Paran, this location puts swimming, kayaking, fishing, walking trails, and events right at your fingertips. The village itself is part of the appeal. Stroll to local shops, eateries, and community gathering places. Whether you're looking for an incredible investment or a wonderful place to call home, this property is truly a catch.

2 Beds ⋅ 1 Baths ⋅ 5111442 MLS

As the old saying goes... LOCATION, LOCATION, LOCATION! Situated on a large corner lot in the desirable village of North Bennington, this one level home is brimming with potential. There is plenty of space inside and several rooms that can be configured to fit your needs. The great room has a vaulted ceiling and a slider to an enclosed porch that overlooks a private backyard. The kitchen with island has brand new flooring. The spacious primary bedroom has a big closet and connects to a room that could be an office or study with a walk-in closet. A metal roof and vinyl siding are both a plus. The property itself extends right to the banks of Paran Creek with direct access to the water. It's the perfect spot for a picnic table as you listen to the soothing sounds of nature. Set just 0.6 miles from Lake Paran, this location puts swimming, kayaking, fishing, walking trails, and events right at your fingertips. The village itself is part of the appeal. Stroll to local shops, eateries, and community gathering places. Whether you're looking for an incredible investment or a wonderful place to call home, this property is truly a catch.

2 North St, Bennington

$198,000

Secluded serenity meets unmatched convenience on this sprawling 54+/- wooded acres in beautiful and historic Bennington, VT! Nestled among a lush mix of hard and softwoods teeming with wildlife, the property features a charming quarter-acre pond, perfect as a future homestead centerpiece, with your home set back just beyond the pond. Good access via a paved, town-maintained road leading to level Class IV gravel frontage (gravel portion is not plowed or maintained by the town – 400+/- ft). A gate is currently in place, but the town will remove or relocate upon request. Essential utilities are highly accessible: town water runs along the frontage with confirmed adequate pressure for development, while power and high-speed cable internet sit just 250 feet west. State mapping indicates favorable conditions for a wastewater system and a previous purchaser performed soils test indicating a 6-bedroom residential mound system but opted not to purchase; they wanted a home much closer to the road, where the State maps indicate a small wetland. This should be easily avoidable. Experience the best of both worlds - a secluded, off-the-beaten-path atmosphere with immediate access to the Route 7 corridor. You are just minutes from historic downtown Bennington’s shops, dining, and the iconic Bennington Battle Monument. For outdoor lovers, enjoy proximity to the Green Mountain National Forest and premier skiing at Mount Snow and Stratton. Whether dreaming of an expansive recreational haven or a brilliant investment opportunity, this versatile acreage is ready for your vision.

5081020 MLS

Secluded serenity meets unmatched convenience on this sprawling 54+/- wooded acres in beautiful and historic Bennington, VT! Nestled among a lush mix of hard and softwoods teeming with wildlife, the property features a charming quarter-acre pond, perfect as a future homestead centerpiece, with your home set back just beyond the pond. Good access via a paved, town-maintained road leading to level Class IV gravel frontage (gravel portion is not plowed or maintained by the town – 400+/- ft). A gate is currently in place, but the town will remove or relocate upon request. Essential utilities are highly accessible: town water runs along the frontage with confirmed adequate pressure for development, while power and high-speed cable internet sit just 250 feet west. State mapping indicates favorable conditions for a wastewater system and a previous purchaser performed soils test indicating a 6-bedroom residential mound system but opted not to purchase; they wanted a home much closer to the road, where the State maps indicate a small wetland. This should be easily avoidable. Experience the best of both worlds - a secluded, off-the-beaten-path atmosphere with immediate access to the Route 7 corridor. You are just minutes from historic downtown Bennington’s shops, dining, and the iconic Bennington Battle Monument. For outdoor lovers, enjoy proximity to the Green Mountain National Forest and premier skiing at Mount Snow and Stratton. Whether dreaming of an expansive recreational haven or a brilliant investment opportunity, this versatile acreage is ready for your vision.

399 Bard Rd, Bennington

$180,000

Unlock the potential of this spectacular 58.1 +/- acre woodland property in historic Bennington. The groundwork for your future home or getaway is already laid with a State-approved wastewater permit in place for a three-bedroom single-family residence, allowing you the flexibility to design your build. Further simplifying your plans, the property offers the rare advantage of connecting to the municipal water supply at the road. Essential utilities are right at your fingertips, with power readily available along the town-maintained, plowed Chapel Road near utility pole #25, and Xfinity providing high-speed cable internet, TV, and phone services. An existing roughed-in driveway provides a solid starting point for accessing the expansive acreage. Backing directly up to the 926-acre state-owned Bald Mountain recreational area, this woodland is an outdoor enthusiast's dream. The diverse landscape features approximately 30 acres of manageable hardwood timber and 28 acres of softwoods on the higher ground. Beech and red oak provide excellent wildlife habitat, while existing woods roads offer private trails for cross-country skiing, hiking, and ATVing with distant views of the Green Mountain National Forest. The land benefits from reduced taxes by being enrolled in Vermont's Current Use program, with six acres thoughtfully excluded to accommodate your development. Conveniently located just minutes from downtown Bennington, you have quick access to local dining, the Bennington Museum, and the historic Bennington Battle Monument. Seize the rare opportunity to craft your perfect Vermont lifestyle on this expansive woodland canvas!

5087361 MLS

Unlock the potential of this spectacular 58.1 +/- acre woodland property in historic Bennington. The groundwork for your future home or getaway is already laid with a State-approved wastewater permit in place for a three-bedroom single-family residence, allowing you the flexibility to design your build. Further simplifying your plans, the property offers the rare advantage of connecting to the municipal water supply at the road. Essential utilities are right at your fingertips, with power readily available along the town-maintained, plowed Chapel Road near utility pole #25, and Xfinity providing high-speed cable internet, TV, and phone services. An existing roughed-in driveway provides a solid starting point for accessing the expansive acreage. Backing directly up to the 926-acre state-owned Bald Mountain recreational area, this woodland is an outdoor enthusiast's dream. The diverse landscape features approximately 30 acres of manageable hardwood timber and 28 acres of softwoods on the higher ground. Beech and red oak provide excellent wildlife habitat, while existing woods roads offer private trails for cross-country skiing, hiking, and ATVing with distant views of the Green Mountain National Forest. The land benefits from reduced taxes by being enrolled in Vermont's Current Use program, with six acres thoughtfully excluded to accommodate your development. Conveniently located just minutes from downtown Bennington, you have quick access to local dining, the Bennington Museum, and the historic Bennington Battle Monument. Seize the rare opportunity to craft your perfect Vermont lifestyle on this expansive woodland canvas!

1073 Chapel Rd, Bennington

$179,000

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. Showings start 8/18/2026

3 Beds ⋅ 2 Baths ⋅ 5104457 MLS

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. Showings start 8/18/2026

130 Morgan St, Bennington

$170,000

Back on the market- This one is for the buyer that sees potential, not perfection! Opportunity awaits at this unique property with an exceptional setting along the Walloomsac River. A true Vermont farmhouse offering three bedrooms and two bathrooms, situated on a flat, park-like lot with mature landscaping, open green space, and beautiful river frontage. The serene setting creates a peaceful atmosphere rarely found in properties with such versatile potential. A large barn provides abundant storage, workshop space, or the opportunity for a variety of future uses. Inside, the home is ready for renovation and updates, making it an ideal project for investors, entrepreneurs, or buyers looking to bring their own vision to life. The main level features a well designed layout, highlighted by a spacious eat-in kitchen, a full bathroom, and a cozy living room with a pellet stove. The front door leads to a covered porch overlooking the scenic golf course at Mount Anthony Country Club. A separate dining room and a versatile room that can serve as a bedroom, den, or home office complete the first floor. Upstairs, a generous landing provides additional living space as a family room, along with two bedrooms and a shared three-quarter bathroom. With commercial zoning already in place, the property offers flexibility for a wide range of permitted uses beyond residential living (subject to local approvals). Whether you're seeking a live/work opportunity, business location, investment property, or a charming riverside renovation project, this property combines a peaceful natural setting with outstanding potential. Bring your ideas and unlock the possibilities of this rare offering. Conveniently located near the local country club and golf course, with easy access to nearby walking trails, the property offers an appealing blend of recreation, nature, and opportunity.

3 Beds ⋅ 2 Baths ⋅ 5096423 MLS

Back on the market- This one is for the buyer that sees potential, not perfection! Opportunity awaits at this unique property with an exceptional setting along the Walloomsac River. A true Vermont farmhouse offering three bedrooms and two bathrooms, situated on a flat, park-like lot with mature landscaping, open green space, and beautiful river frontage. The serene setting creates a peaceful atmosphere rarely found in properties with such versatile potential. A large barn provides abundant storage, workshop space, or the opportunity for a variety of future uses. Inside, the home is ready for renovation and updates, making it an ideal project for investors, entrepreneurs, or buyers looking to bring their own vision to life. The main level features a well designed layout, highlighted by a spacious eat-in kitchen, a full bathroom, and a cozy living room with a pellet stove. The front door leads to a covered porch overlooking the scenic golf course at Mount Anthony Country Club. A separate dining room and a versatile room that can serve as a bedroom, den, or home office complete the first floor. Upstairs, a generous landing provides additional living space as a family room, along with two bedrooms and a shared three-quarter bathroom. With commercial zoning already in place, the property offers flexibility for a wide range of permitted uses beyond residential living (subject to local approvals). Whether you're seeking a live/work opportunity, business location, investment property, or a charming riverside renovation project, this property combines a peaceful natural setting with outstanding potential. Bring your ideas and unlock the possibilities of this rare offering. Conveniently located near the local country club and golf course, with easy access to nearby walking trails, the property offers an appealing blend of recreation, nature, and opportunity.

105 Hicks Ave, Bennington

$165,000

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!

2 Beds ⋅ 1 Baths ⋅ 5109415 MLS

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!

220 Gage St, Bennington

$165,000

Cute, cozy, and move-in ready! This freshly renovated 2-bedroom, 1-bath home has been updated from the ground up and offers comfortable, low-maintenance living in a convenient Bennington location. Recent improvements include a brand-new kitchen and bathroom, new flooring, fresh paint, new baseboards, new roof, front porch and expanded driveway. The home features electric baseboard heat along with a pellet stove for added warmth and comfort, plus washer and dryer hookups. Public water and sewer add to the convenience. Small and easy to maintain, this charming home is ideal for a first-time buyer, someone looking to downsize, or anyone searching for a turnkey property. Conveniently located close to shopping, dining, recreation, and all the amenities Bennington has to offer. Move right in and enjoy!

2 Beds ⋅ 1 Baths ⋅ 5106352 MLS

Cute, cozy, and move-in ready! This freshly renovated 2-bedroom, 1-bath home has been updated from the ground up and offers comfortable, low-maintenance living in a convenient Bennington location. Recent improvements include a brand-new kitchen and bathroom, new flooring, fresh paint, new baseboards, new roof, front porch and expanded driveway. The home features electric baseboard heat along with a pellet stove for added warmth and comfort, plus washer and dryer hookups. Public water and sewer add to the convenience. Small and easy to maintain, this charming home is ideal for a first-time buyer, someone looking to downsize, or anyone searching for a turnkey property. Conveniently located close to shopping, dining, recreation, and all the amenities Bennington has to offer. Move right in and enjoy!

301 Beech St, Bennington

$162,500

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.

2 Beds ⋅ 2 Baths ⋅ 5102057 MLS

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.

432 South St Unit A11, Bennington

$154,000

Enjoy downtown living in Bennington with this 2BR/2BA ground-floor condominium. Convenient single-level living with in-unit laundry and dedicated parking for added comfort and practicality. Ideally located within walking distance of downtown shops, restaurants, the library, and public transportation, you’ll appreciate having everyday amenities close at hand. Whether you’re looking for a full-time residence, downsizing, or seeking a low-maintenance alternative to traditional homeownership, this condo offers a wonderful opportunity to enjoy the convenience of downtown living without the demands of exterior maintenance.

2 Beds ⋅ 2 Baths ⋅ 5113833 MLS

Enjoy downtown living in Bennington with this 2BR/2BA ground-floor condominium. Convenient single-level living with in-unit laundry and dedicated parking for added comfort and practicality. Ideally located within walking distance of downtown shops, restaurants, the library, and public transportation, you’ll appreciate having everyday amenities close at hand. Whether you’re looking for a full-time residence, downsizing, or seeking a low-maintenance alternative to traditional homeownership, this condo offers a wonderful opportunity to enjoy the convenience of downtown living without the demands of exterior maintenance.

432 South St Unit C3, Bennington

$140,000

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.

5 Beds ⋅ 2 Baths ⋅ 5096965 MLS

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.

127 Dewey St, Bennington

$135,000

This exceptional piece of property offers exciting development potential with blueprints for storage units approved by the town - saving you time and hassle. The cleared site is ready for your vision and offers flexibility for various uses. Whether you're looking to build a single-family residence, multi-unit development (with town approval), or bring the approved storage unit project to life, this land is a rare find. Located in a desirable area with easy access, the property is being transferred in "Current Use" tax status, offering additional savings. Don't miss your chance to unlock the potential of this diamond in the rough - opportunities like this don't come around often!

5085591 MLS

This exceptional piece of property offers exciting development potential with blueprints for storage units approved by the town - saving you time and hassle. The cleared site is ready for your vision and offers flexibility for various uses. Whether you're looking to build a single-family residence, multi-unit development (with town approval), or bring the approved storage unit project to life, this land is a rare find. Located in a desirable area with easy access, the property is being transferred in "Current Use" tax status, offering additional savings. Don't miss your chance to unlock the potential of this diamond in the rough - opportunities like this don't come around often!

M16-L02 Us Highway 202, Bennington

$132,900

Very well kept single-wide mobile home on it's own land. Cozy 2 bedroom, 1 bathroom home with single level living. Living room, kitchen with dining area, main level laundry and more. Has 2 enclosed porches. The smaller one is used as a pantry and the larger one is heated. Outside 2 sheds and the sounds of the nearby babbling brook. Also has RV electric hook up.

2 Beds ⋅ 1 Baths ⋅ 5101539 MLS

Very well kept single-wide mobile home on it's own land. Cozy 2 bedroom, 1 bathroom home with single level living. Living room, kitchen with dining area, main level laundry and more. Has 2 enclosed porches. The smaller one is used as a pantry and the larger one is heated. Outside 2 sheds and the sounds of the nearby babbling brook. Also has RV electric hook up.

60 Tori Ln, Bennington

$95,000

Situated just outside historic Old Bennington and near the Bennington Battle Monument, this property offers the privacy and natural setting of a larger country parcel while remaining convenient to downtown Bennington and area amenities. With approximately 318 feet of road frontage, the wooded property offers plenty of room to create a private homesite surrounded by nature. Much of the preliminary work has already been completed, a survey, permit, and septic design are available, helping make the planning process that much easier. Electric is available at the street. Whether you envision a year-round residence or a Vermont getaway, this is a wonderful opportunity to own nearly 10 acres in an established area close to town. Bring your house plans and explore the possibilities.

5111395 MLS

Situated just outside historic Old Bennington and near the Bennington Battle Monument, this property offers the privacy and natural setting of a larger country parcel while remaining convenient to downtown Bennington and area amenities. With approximately 318 feet of road frontage, the wooded property offers plenty of room to create a private homesite surrounded by nature. Much of the preliminary work has already been completed, a survey, permit, and septic design are available, helping make the planning process that much easier. Electric is available at the street. Whether you envision a year-round residence or a Vermont getaway, this is a wonderful opportunity to own nearly 10 acres in an established area close to town. Bring your house plans and explore the possibilities.

390 Fairview St, Bennington

$80,000

Situated on a peaceful dead-end street, this home offers tremendous potential for investors, contractors, or buyers looking to create their dream home. The property features 3 bedrooms, with the possibility of a fourth, along with 2 bathrooms, providing a highly desirable layout and ample living space. With some vision, care, and updates, this home can be transformed into a beautiful residence in a convenient location. Just minutes from the high school and only a short distance from downtown Bennington's shops, restaurants, and local amenities. The price is firm, and the sale will require an all-cash transaction.

4 Beds ⋅ 2 Baths ⋅ 5096159 MLS

Situated on a peaceful dead-end street, this home offers tremendous potential for investors, contractors, or buyers looking to create their dream home. The property features 3 bedrooms, with the possibility of a fourth, along with 2 bathrooms, providing a highly desirable layout and ample living space. With some vision, care, and updates, this home can be transformed into a beautiful residence in a convenient location. Just minutes from the high school and only a short distance from downtown Bennington's shops, restaurants, and local amenities. The price is firm, and the sale will require an all-cash transaction.

107 Lyons St, Bennington

$75,000

A beautiful opportunity awaits on Mount Anthony Road in Bennington, Vermont-11.2 acres of wooded land nestled along a quiet, scenic dirt road. This property offers the perfect blend of seclusion and convenience, giving you the best of both worlds. Currently wooded, the land can be selectively cleared to reveal potential stunning views of the surrounding Vermont landscape. Imagine building a camp or home for a weekend getaway in this tranquil setting, surrounded by nature while still being close to all the amenities Bennington has to offer. Mount Anthony Road provides easy access to town, yet maintains a peaceful, rural charm. The property’s size gives you plenty of space for privacy and recreation. This land offers a unique opportunity in one of Vermont's most desirable areas. NEW WASTE WATER PERMIT!!!!

5102718 MLS

A beautiful opportunity awaits on Mount Anthony Road in Bennington, Vermont-11.2 acres of wooded land nestled along a quiet, scenic dirt road. This property offers the perfect blend of seclusion and convenience, giving you the best of both worlds. Currently wooded, the land can be selectively cleared to reveal potential stunning views of the surrounding Vermont landscape. Imagine building a camp or home for a weekend getaway in this tranquil setting, surrounded by nature while still being close to all the amenities Bennington has to offer. Mount Anthony Road provides easy access to town, yet maintains a peaceful, rural charm. The property’s size gives you plenty of space for privacy and recreation. This land offers a unique opportunity in one of Vermont's most desirable areas. NEW WASTE WATER PERMIT!!!!

Mount Anthony Rd, Bennington

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