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Have you bought your seasons pass to Crotched Mountain yet?! If you haven't you better! This sweet little property just around the corner from the ski area is going to make someone very happy. Live here or buy as an investment and enjoy steady income renting it out. This property has new flooring, and is freshly painted. It's a clean slate awaiting your finishing touches. Crotched Mountain Golf resort is a few miles down the road. Whole house generator will keep you up and running even in the worst storms! Cozy up next to the pellet stove and watch the snow fall after hitting the trails. Buyers and Buyers agents to do their own diligence. Property is approximately 250 ft onto a class 6 town road that is not town maintained. Be prepared to have a vehicle with decent ground clearance and 4 wheel drive in the winter months. Buyer will be responsible for road maintenance and winter plowing access. Sold as-is. Seller has not lived at the property so first hand information is limited.

3 Beds ⋅ 2 Baths ⋅ 5112061 MLS

Have you bought your seasons pass to Crotched Mountain yet?! If you haven't you better! This sweet little property just around the corner from the ski area is going to make someone very happy. Live here or buy as an investment and enjoy steady income renting it out. This property has new flooring, and is freshly painted. It's a clean slate awaiting your finishing touches. Crotched Mountain Golf resort is a few miles down the road. Whole house generator will keep you up and running even in the worst storms! Cozy up next to the pellet stove and watch the snow fall after hitting the trails. Buyers and Buyers agents to do their own diligence. Property is approximately 250 ft onto a class 6 town road that is not town maintained. Be prepared to have a vehicle with decent ground clearance and 4 wheel drive in the winter months. Buyer will be responsible for road maintenance and winter plowing access. Sold as-is. Seller has not lived at the property so first hand information is limited.

208 Onset Rd, Bennington

$329,000

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

$400,000

Two homes, one property, and plenty of possibilities! Welcome to 479 US Route 202 in Bennington, offering a unique opportunity for investors, owner-occupants, or those looking for flexible multi-generational living. Situated on approximately .75 acres, the property features a 2-bedroom main home and a separate 1-bedroom cottage, each with its own 3/4 bathroom. The main home is currently vacant and ready for its next owner, with recent updates including fresh interior paint that gives the home a clean, refreshed feel. Inside you'll find two bedrooms, a 3/4 bath, eat-in kitchen, and comfortable living spaces. The separate 1-bedroom cottage is currently tenant occupied, providing an existing source of rental income. With two independent living spaces and separate electric meters, this property offers plenty of flexibility. Live in the main home while collecting rent from the cottage, create a multi-generational living arrangement, or take advantage of the property as an investment opportunity. Outside, enjoy approximately .75 acres along with a deck, enclosed porch, outbuilding, and covered parking. Conveniently located along Route 202 with easy access to Bennington, Antrim, and the surrounding Monadnock Region. Whether you're looking for a home that can help offset monthly expenses or an investment property with two separate living spaces, 479 US Route 202 offers a unique opportunity. Come to our Open Houses on 10/3 from 11am to 1pm and 10/4 from Noon to 2pm or schedule your private showing!

3 Beds ⋅ 2 Baths ⋅ 5111662 MLS

Two homes, one property, and plenty of possibilities! Welcome to 479 US Route 202 in Bennington, offering a unique opportunity for investors, owner-occupants, or those looking for flexible multi-generational living. Situated on approximately .75 acres, the property features a 2-bedroom main home and a separate 1-bedroom cottage, each with its own 3/4 bathroom. The main home is currently vacant and ready for its next owner, with recent updates including fresh interior paint that gives the home a clean, refreshed feel. Inside you'll find two bedrooms, a 3/4 bath, eat-in kitchen, and comfortable living spaces. The separate 1-bedroom cottage is currently tenant occupied, providing an existing source of rental income. With two independent living spaces and separate electric meters, this property offers plenty of flexibility. Live in the main home while collecting rent from the cottage, create a multi-generational living arrangement, or take advantage of the property as an investment opportunity. Outside, enjoy approximately .75 acres along with a deck, enclosed porch, outbuilding, and covered parking. Conveniently located along Route 202 with easy access to Bennington, Antrim, and the surrounding Monadnock Region. Whether you're looking for a home that can help offset monthly expenses or an investment property with two separate living spaces, 479 US Route 202 offers a unique opportunity. Come to our Open Houses on 10/3 from 11am to 1pm and 10/4 from Noon to 2pm or schedule your private showing!

479 Us Highway 202, Bennington

$400,000

Two homes, one property, and plenty of possibilities! Welcome to 479 US Route 202 in Bennington, offering a unique opportunity for investors, owner-occupants, or those looking for flexible multi-generational living. Situated on approximately .75 acres, the property features a 2-bedroom main home and a separate 1-bedroom cottage, each with its own 3/4 bathroom. The main home is currently vacant and ready for its next owner, with recent updates including fresh interior paint that gives the home a clean, refreshed feel. Inside you'll find two bedrooms, a 3/4 bath, eat-in kitchen, and comfortable living spaces. The separate 1-bedroom cottage is currently tenant occupied, providing an existing source of rental income. With two independent living spaces and separate electric meters, this property offers plenty of flexibility. Live in the main home while collecting rent from the cottage, create a multi-generational living arrangement, or take advantage of the property as an investment opportunity. Outside, enjoy approximately .75 acres along with a deck, enclosed porch, outbuilding, and covered parking. Conveniently located along Route 202 with easy access to Bennington, Antrim, and the surrounding Monadnock Region. Whether you're looking for a home that can help offset monthly expenses or an investment property with two separate living spaces, 479 US Route 202 offers a unique opportunity. Come to our Open Houses on 10/3 from 11am to 1pm and 10/4 from Noon to 2pm or schedule your private showing!

5111661 MLS

Two homes, one property, and plenty of possibilities! Welcome to 479 US Route 202 in Bennington, offering a unique opportunity for investors, owner-occupants, or those looking for flexible multi-generational living. Situated on approximately .75 acres, the property features a 2-bedroom main home and a separate 1-bedroom cottage, each with its own 3/4 bathroom. The main home is currently vacant and ready for its next owner, with recent updates including fresh interior paint that gives the home a clean, refreshed feel. Inside you'll find two bedrooms, a 3/4 bath, eat-in kitchen, and comfortable living spaces. The separate 1-bedroom cottage is currently tenant occupied, providing an existing source of rental income. With two independent living spaces and separate electric meters, this property offers plenty of flexibility. Live in the main home while collecting rent from the cottage, create a multi-generational living arrangement, or take advantage of the property as an investment opportunity. Outside, enjoy approximately .75 acres along with a deck, enclosed porch, outbuilding, and covered parking. Conveniently located along Route 202 with easy access to Bennington, Antrim, and the surrounding Monadnock Region. Whether you're looking for a home that can help offset monthly expenses or an investment property with two separate living spaces, 479 US Route 202 offers a unique opportunity. Come to our Open Houses on 10/3 from 11am to 1pm and 10/4 from Noon to 2pm or schedule your private showing!

479 Us Highway 202, Bennington

$695,000

Welcome to a home that truly has room for it all! Set in a desirable neighborhood on a beautifully landscaped lot, this impressive property offers an incredible amount of living space inside and out. A paved driveway leads to the attached two-car garage, while the backyard feels like your own private retreat with a gorgeous inground pool, spacious patio and beautiful yard perfect for entertaining or simply enjoying summer at home. Inside, you’ll find generously sized rooms and a layout designed for both everyday living and gathering. The kitchen features granite countertops, plenty of cabinetry and a pantry, while the huge family room is made for entertaining with its own bar area and a cozy pellet stove set into the fireplace. A bright sunroom opens directly to the backyard patio and pool, creating wonderful indoor-outdoor flow. The first-floor primary suite offers the convenience of one-level living, complemented by first-floor laundry, a full bath and a handsome office with built-ins. Upstairs, there are plenty of bedrooms plus additional unfinished space above the garage offering even more possibilities: although with this much space, you may never need it! And there’s still more downstairs. The beautifully finished basement adds an entire additional level of living and recreation space, including a game room, home gym, fireplace and plenty of room to spread out. From the expansive interior to the pool, patio and gorgeous grounds, this is a home designed for living big, entertaining well and enjoying every season.

4 Beds ⋅ 4 Baths ⋅ 5111572 MLS

Welcome to a home that truly has room for it all! Set in a desirable neighborhood on a beautifully landscaped lot, this impressive property offers an incredible amount of living space inside and out. A paved driveway leads to the attached two-car garage, while the backyard feels like your own private retreat with a gorgeous inground pool, spacious patio and beautiful yard perfect for entertaining or simply enjoying summer at home. Inside, you’ll find generously sized rooms and a layout designed for both everyday living and gathering. The kitchen features granite countertops, plenty of cabinetry and a pantry, while the huge family room is made for entertaining with its own bar area and a cozy pellet stove set into the fireplace. A bright sunroom opens directly to the backyard patio and pool, creating wonderful indoor-outdoor flow. The first-floor primary suite offers the convenience of one-level living, complemented by first-floor laundry, a full bath and a handsome office with built-ins. Upstairs, there are plenty of bedrooms plus additional unfinished space above the garage offering even more possibilities: although with this much space, you may never need it! And there’s still more downstairs. The beautifully finished basement adds an entire additional level of living and recreation space, including a game room, home gym, fireplace and plenty of room to spread out. From the expansive interior to the pool, patio and gorgeous grounds, this is a home designed for living big, entertaining well and enjoying every season.

370 Southshire Dr, Bennington

$219,000

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

$249,500

Conveniently located in the heart of Bennington, this charming 3-bedroom, 2-bath Cape offers a wonderful combination of comfort, privacy, and walkability. Set along a newly paved road with sidewalks, you can leave the car at home and head downtown for a meal or enjoy some of Bennington’s favorite local events. Easy highway access is nearby, yet the home feels surprisingly tucked away with its spacious yard and privacy fencing. Inside, 1,271 square feet of finished living space offers a comfortable, open feel, with the living room flowing naturally into the dining and kitchen areas, perfect for everyday living and gathering with friends and family. The well-appointed kitchen features abundant wood cabinetry, a double sink, newer black appliances. Newly refinished hardwood floors add character throughout the main living areas. The generously sized main-floor primary bedroom features an ensuite full bath with wainscoting. while two additional bedrooms are upstairs. A second full bath off the living room includes full-size laundry, adding to the ease of main-floor living. Both baths have been updated with tile floors, pedestal sinks, and fiberglass tub/shower surrounds. Two additional bedrooms upstairs, one features a walk-in closet. Recent improvements include a hybrid heat-pump water heater and 200 AMP electrical panel, meaningful updates to the home’s major systems. Outside, the fully fenced side yard is a true highlight, with plenty of room for gardens, play, pets, entertaining, or simply enjoying your own private outdoor space, complete with apple tree. The large .41 acre lot includes more land between garage and stone wall to meet your expanding needs. The garage/barn accommodates one vehicle with additional storage or hobby space. Ample driveway parking allows for multiple cars. An inviting and affordable opportunity to put down roots, with room to enjoy both home and yard while keeping downtown Bennington close at hand.

3 Beds ⋅ 2 Baths ⋅ 5111369 MLS

Conveniently located in the heart of Bennington, this charming 3-bedroom, 2-bath Cape offers a wonderful combination of comfort, privacy, and walkability. Set along a newly paved road with sidewalks, you can leave the car at home and head downtown for a meal or enjoy some of Bennington’s favorite local events. Easy highway access is nearby, yet the home feels surprisingly tucked away with its spacious yard and privacy fencing. Inside, 1,271 square feet of finished living space offers a comfortable, open feel, with the living room flowing naturally into the dining and kitchen areas, perfect for everyday living and gathering with friends and family. The well-appointed kitchen features abundant wood cabinetry, a double sink, newer black appliances. Newly refinished hardwood floors add character throughout the main living areas. The generously sized main-floor primary bedroom features an ensuite full bath with wainscoting. while two additional bedrooms are upstairs. A second full bath off the living room includes full-size laundry, adding to the ease of main-floor living. Both baths have been updated with tile floors, pedestal sinks, and fiberglass tub/shower surrounds. Two additional bedrooms upstairs, one features a walk-in closet. Recent improvements include a hybrid heat-pump water heater and 200 AMP electrical panel, meaningful updates to the home’s major systems. Outside, the fully fenced side yard is a true highlight, with plenty of room for gardens, play, pets, entertaining, or simply enjoying your own private outdoor space, complete with apple tree. The large .41 acre lot includes more land between garage and stone wall to meet your expanding needs. The garage/barn accommodates one vehicle with additional storage or hobby space. Ample driveway parking allows for multiple cars. An inviting and affordable opportunity to put down roots, with room to enjoy both home and yard while keeping downtown Bennington close at hand.

230 Beech St, Bennington

$449,900

Come home to the warmth and character of this inviting 4-bedroom, 2.5-bathroom log cabin, tucked into a desirable Bennington neighborhood on .46 acres. From the welcoming front porch to the cozy interior, this home offers the charm of log construction with plenty of space for comfortable everyday living. The living room is the heart of the home, featuring a fireplace and sliding doors that open to the back deck which creates the perfect atmosphere for relaxing, entertaining, or simply enjoying a quiet evening at home. The spacious primary bedroom offers a private retreat with its own bathroom and walk-in closet, while three additional bedrooms provide plenty of flexibility for family, guests, a home office, or hobbies. A full unfinished basement offers tons of storage and the opportunity to create additional living space, while the 2-car attached garage adds everyday convenience. With both a front porch and back deck, you'll have inviting spaces to enjoy the outdoors throughout the seasons. Full of character, comfort, and potential, this distinctive log home is ready to welcome you home.

4 Beds ⋅ 3 Baths ⋅ 5111091 MLS

Come home to the warmth and character of this inviting 4-bedroom, 2.5-bathroom log cabin, tucked into a desirable Bennington neighborhood on .46 acres. From the welcoming front porch to the cozy interior, this home offers the charm of log construction with plenty of space for comfortable everyday living. The living room is the heart of the home, featuring a fireplace and sliding doors that open to the back deck which creates the perfect atmosphere for relaxing, entertaining, or simply enjoying a quiet evening at home. The spacious primary bedroom offers a private retreat with its own bathroom and walk-in closet, while three additional bedrooms provide plenty of flexibility for family, guests, a home office, or hobbies. A full unfinished basement offers tons of storage and the opportunity to create additional living space, while the 2-car attached garage adds everyday convenience. With both a front porch and back deck, you'll have inviting spaces to enjoy the outdoors throughout the seasons. Full of character, comfort, and potential, this distinctive log home is ready to welcome you home.

18 Greenview Dr, Bennington

$165,000

Affordable homeownership awaits at 128 Burgess Road in Bennington! This compact 2-bedroom, 1-bath home offers approximately 840 square feet of living space with a practical layout and low utility costs. Several recent exterior improvements include brand-new siding, new rear entry stairs and a new electrical meter board in Spring 2026. The home also features vinyl replacement windows, including one newly installed side window. The main level includes the kitchen, dining area, living room and first-floor laundry. Upstairs are two bedrooms with hardwood flooring and a full bathroom with tile flooring that includes a shower/tub combo with a tile surround. Outside, the manageable 0.08-acre lot includes a fully fenced yard that slopes gently and is easy to mow. Exterior basement access provides additional utility and storage space. The property is accessed via deeded right-of-way driveway and parking, tucked off the street for added privacy. Conveniently located near downtown Bennington, you can walk to parades, festivals, and restaurants. An attainable opportunity for an investor or owner-occupant who wants to add their own finishing touches.

2 Beds ⋅ 1 Baths ⋅ 5111064 MLS

Affordable homeownership awaits at 128 Burgess Road in Bennington! This compact 2-bedroom, 1-bath home offers approximately 840 square feet of living space with a practical layout and low utility costs. Several recent exterior improvements include brand-new siding, new rear entry stairs and a new electrical meter board in Spring 2026. The home also features vinyl replacement windows, including one newly installed side window. The main level includes the kitchen, dining area, living room and first-floor laundry. Upstairs are two bedrooms with hardwood flooring and a full bathroom with tile flooring that includes a shower/tub combo with a tile surround. Outside, the manageable 0.08-acre lot includes a fully fenced yard that slopes gently and is easy to mow. Exterior basement access provides additional utility and storage space. The property is accessed via deeded right-of-way driveway and parking, tucked off the street for added privacy. Conveniently located near downtown Bennington, you can walk to parades, festivals, and restaurants. An attainable opportunity for an investor or owner-occupant who wants to add their own finishing touches.

128 Burgess Rd, Bennington

$315,000

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

$579,000

Escape to your own private Vermont retreat with this beautiful log home, tucked away in a peaceful, secluded setting surrounded by several acres of thoughtfully landscaped grounds, yet minutes from shopping and dining. From the stamped concrete patio and charming fish pond with waterfall to your very own putting green, this property was designed for enjoying life both indoors and out. Step inside to soaring vaulted ceilings and the warmth and character only a true log home can offer. The open-concept kitchen and dining area creates a wonderful gathering space, complete with a cozy breakfast nook and easy flow into the main living area:perfect for entertaining or simply relaxing at home. The first floor offers two bedrooms, a full bath and convenient laundry area, while the loft-style upper level creates a private primary retreat with bedroom and bath overlooking the surrounding mountain scenery. Outside, enjoy the spacious back deck, recently stained and ready for summer evenings, morning coffee or gatherings with friends. The home’s entire exterior was also professionally sanded and stained this summer, giving the log construction a beautifully refreshed finish. An attached two-car garage adds everyday convenience, while the full basement offers even more usable space with a partially finished office and an expansive workshop perfect for hobbies, projects or storage. Private, beautifully maintained and full of character, this is more than a home: it’s a property meant to be enjoyed. With mountain views, gorgeous grounds and inviting spaces inside and out, there is so much to love and appreciate here.

3 Beds ⋅ 2 Baths ⋅ 5110554 MLS

Escape to your own private Vermont retreat with this beautiful log home, tucked away in a peaceful, secluded setting surrounded by several acres of thoughtfully landscaped grounds, yet minutes from shopping and dining. From the stamped concrete patio and charming fish pond with waterfall to your very own putting green, this property was designed for enjoying life both indoors and out. Step inside to soaring vaulted ceilings and the warmth and character only a true log home can offer. The open-concept kitchen and dining area creates a wonderful gathering space, complete with a cozy breakfast nook and easy flow into the main living area:perfect for entertaining or simply relaxing at home. The first floor offers two bedrooms, a full bath and convenient laundry area, while the loft-style upper level creates a private primary retreat with bedroom and bath overlooking the surrounding mountain scenery. Outside, enjoy the spacious back deck, recently stained and ready for summer evenings, morning coffee or gatherings with friends. The home’s entire exterior was also professionally sanded and stained this summer, giving the log construction a beautifully refreshed finish. An attached two-car garage adds everyday convenience, while the full basement offers even more usable space with a partially finished office and an expansive workshop perfect for hobbies, projects or storage. Private, beautifully maintained and full of character, this is more than a home: it’s a property meant to be enjoyed. With mountain views, gorgeous grounds and inviting spaces inside and out, there is so much to love and appreciate here.

856 Matteson Rd, 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

$385,000

Set on 1.84 acres in Bennington, this 3-bedroom ranch pairs a warm, character-filled interior with established gardens, a wooded backdrop, and one of the home's best surprises: an oversized screened porch made for summer living. The bright kitchen has been updated with granite counters, an apron-front sink, white cabinetry and a gas range, and opens to a cozy living/dining area with wide-plank pine floors, an exposed beam, wood stove, and a broad bank of windows overlooking the front yard. Just off the kitchen, the screened porch adds a substantial amount of usable space, complete with its own sink and a dedicated propane line for the grill. All three bedrooms and the full bath are on the main level. Downstairs, 592 square feet of finished space and a 3/4 bath create a flexible second living area well suited to guests, a media room, hobbies, or a home office. The unfinished portion of the basement offers plenty of room for storage, utilities, and workshop space. Outside, years of gardening show in the mature plantings and colorful beds surrounding the home, with open lawn around the house and woods behind. Enjoy a country setting with recreation close by at Crotched Mountain Ski & Ride and Powder Mill Pond, while downtown Peterborough is about 18 minutes away. Fiber optic internet is available. A warm and inviting home with flexible living space, established gardens, and a peaceful country setting.

3 Beds ⋅ 2 Baths ⋅ 5109164 MLS

Set on 1.84 acres in Bennington, this 3-bedroom ranch pairs a warm, character-filled interior with established gardens, a wooded backdrop, and one of the home's best surprises: an oversized screened porch made for summer living. The bright kitchen has been updated with granite counters, an apron-front sink, white cabinetry and a gas range, and opens to a cozy living/dining area with wide-plank pine floors, an exposed beam, wood stove, and a broad bank of windows overlooking the front yard. Just off the kitchen, the screened porch adds a substantial amount of usable space, complete with its own sink and a dedicated propane line for the grill. All three bedrooms and the full bath are on the main level. Downstairs, 592 square feet of finished space and a 3/4 bath create a flexible second living area well suited to guests, a media room, hobbies, or a home office. The unfinished portion of the basement offers plenty of room for storage, utilities, and workshop space. Outside, years of gardening show in the mature plantings and colorful beds surrounding the home, with open lawn around the house and woods behind. Enjoy a country setting with recreation close by at Crotched Mountain Ski & Ride and Powder Mill Pond, while downtown Peterborough is about 18 minutes away. Fiber optic internet is available. A warm and inviting home with flexible living space, established gardens, and a peaceful country setting.

224 S Bennington Rd, Bennington

$240,000

Well maintained and updated 2011 double wide with 3 bedrooms and 2 full bathrooms situated on 1.33 acres in Bennington. Offering new flooring through most of the house and new appliances. Large living room, kitchen and laundry room. Primary bedroom has a private full bath. Nice property and great location.

3 Beds ⋅ 2 Baths ⋅ 5109090 MLS

Well maintained and updated 2011 double wide with 3 bedrooms and 2 full bathrooms situated on 1.33 acres in Bennington. Offering new flooring through most of the house and new appliances. Large living room, kitchen and laundry room. Primary bedroom has a private full bath. Nice property and great location.

2200 Chapel Rd, Bennington

$589,900

Magnificent Views & 7.05 Acres in North Bennington Experience the beauty and tranquility of the Vermont countryside from this inviting three-bedroom, three-and-a-half-bath home, privately situated on 7.05 scenic acres in North Bennington. A circular driveway welcomes you to a picturesque setting of expansive lawns, mature trees, and magnificent long-range mountain views, offering an exceptional combination of privacy, open space, and classic Vermont scenery. Inside, generous, versatile living spaces include a family room, recreation room, dining room, and kitchen, providing plenty of room for everyday living and entertaining. Two fireplaces add warmth and character, while a four-season sunroom directly off the living room offers an inviting place to relax year-round. The magnificent mountain views can be enjoyed from inside the home as well, including a picture-perfect view directly from the kitchen. One of the property's most impressive features is the massive deck overlooking the countryside and distant mountains, perfect for morning coffee, outdoor dining, entertaining, or simply relaxing and enjoying Vermont's spectacular changing seasons. A fenced area provides additional space for outdoor living and activities. A solar array significantly reduces electric costs, adding energy efficiency and substantial savings. The two-car garage features an oversized storage area behind it, providing exceptional space for equipment, recreational gear, lawn and garden supplies, or additional storage. With 7.05 acres, breathtaking views, spacious living areas and a peaceful country setting, this special North Bennington property captures the beauty of Vermont living.

3 Beds ⋅ 4 Baths ⋅ 5108314 MLS

Magnificent Views & 7.05 Acres in North Bennington Experience the beauty and tranquility of the Vermont countryside from this inviting three-bedroom, three-and-a-half-bath home, privately situated on 7.05 scenic acres in North Bennington. A circular driveway welcomes you to a picturesque setting of expansive lawns, mature trees, and magnificent long-range mountain views, offering an exceptional combination of privacy, open space, and classic Vermont scenery. Inside, generous, versatile living spaces include a family room, recreation room, dining room, and kitchen, providing plenty of room for everyday living and entertaining. Two fireplaces add warmth and character, while a four-season sunroom directly off the living room offers an inviting place to relax year-round. The magnificent mountain views can be enjoyed from inside the home as well, including a picture-perfect view directly from the kitchen. One of the property's most impressive features is the massive deck overlooking the countryside and distant mountains, perfect for morning coffee, outdoor dining, entertaining, or simply relaxing and enjoying Vermont's spectacular changing seasons. A fenced area provides additional space for outdoor living and activities. A solar array significantly reduces electric costs, adding energy efficiency and substantial savings. The two-car garage features an oversized storage area behind it, providing exceptional space for equipment, recreational gear, lawn and garden supplies, or additional storage. With 7.05 acres, breathtaking views, spacious living areas and a peaceful country setting, this special North Bennington property captures the beauty of Vermont living.

436 Matteson Rd, Bennington

$325,000

Ready to move right in! Welcome to this inviting Cape style home offering 3 bedrooms, 2 baths and a comfortable layout designed for both everyday living and entertaining. The main level features an open-concept kitchen and dining area that flows directly onto a huge back deck: an ideal spot for summer dinners, gatherings or simply relaxing while overlooking the secluded, wooded backyard. With both a living room and separate family room, there is plenty of space to spread out, while first-floor laundry adds everyday convenience. The partially finished basement offers additional flexible space for a home office, recreation room, gym or hobbies. Outside, enjoy a peaceful Vermont setting with mountain views, nearby trails and a creek just a short walk away that’s a favorite local spot for cooling off on warm summer days. Tucked away in a private setting yet conveniently close to downtown Bennington, this home offers the best of both worlds: room to relax, space to entertain and easy access to everything the area has to offer.

3 Beds ⋅ 2 Baths ⋅ 5106631 MLS

Ready to move right in! Welcome to this inviting Cape style home offering 3 bedrooms, 2 baths and a comfortable layout designed for both everyday living and entertaining. The main level features an open-concept kitchen and dining area that flows directly onto a huge back deck: an ideal spot for summer dinners, gatherings or simply relaxing while overlooking the secluded, wooded backyard. With both a living room and separate family room, there is plenty of space to spread out, while first-floor laundry adds everyday convenience. The partially finished basement offers additional flexible space for a home office, recreation room, gym or hobbies. Outside, enjoy a peaceful Vermont setting with mountain views, nearby trails and a creek just a short walk away that’s a favorite local spot for cooling off on warm summer days. Tucked away in a private setting yet conveniently close to downtown Bennington, this home offers the best of both worlds: room to relax, space to entertain and easy access to everything the area has to offer.

171 Garbrooke Dr, Bennington

$349,900

Side-by-side duplex in a sought-after area in the heart of Bennington, offering the charm of yesteryear with modern conveniences. This well-maintained property presents an excellent investment opportunity, whether you're looking for a rental property generating substantial income or the option to owner-occupy one unit while renting the other to help offset your mortgage. Boasting many tasteful renovations and updates in recent years, both units feature gorgeous refinished hardwood floors and a spacious, functional layout. Each unit offers a living room, dining room, kitchen, and half bath on the first floor. Upstairs, you'll find three bedrooms, an office space, and a full bath. Each unit has its own large, inviting front porch with peeks of mountain views, perfect for relaxing or enjoying time with family and friends. Private back decks overlook the spacious backyard, while a three-car garage provides additional parking and storage. A full basement is divided between the two units, providing separate storage and laundry areas, while a walk-up attic offers even more storage space. Each unit has its own electrical and heating systems, with utilities paid by the tenants. Additional features include forced hot air heating systems with new ductwork, town water and sewer, and a classic slate roof. Ideally located near Southwestern Vermont Medical Center, public transportation, scenic hiking trails, and Bennington's vibrant Main Street, with its shops, restaurants, and year-round community events. A wonderful opportunity to own an income-producing property in a convenient Bennington location while enjoying the character and charm of a classic Vermont home.

5106581 MLS

Side-by-side duplex in a sought-after area in the heart of Bennington, offering the charm of yesteryear with modern conveniences. This well-maintained property presents an excellent investment opportunity, whether you're looking for a rental property generating substantial income or the option to owner-occupy one unit while renting the other to help offset your mortgage. Boasting many tasteful renovations and updates in recent years, both units feature gorgeous refinished hardwood floors and a spacious, functional layout. Each unit offers a living room, dining room, kitchen, and half bath on the first floor. Upstairs, you'll find three bedrooms, an office space, and a full bath. Each unit has its own large, inviting front porch with peeks of mountain views, perfect for relaxing or enjoying time with family and friends. Private back decks overlook the spacious backyard, while a three-car garage provides additional parking and storage. A full basement is divided between the two units, providing separate storage and laundry areas, while a walk-up attic offers even more storage space. Each unit has its own electrical and heating systems, with utilities paid by the tenants. Additional features include forced hot air heating systems with new ductwork, town water and sewer, and a classic slate roof. Ideally located near Southwestern Vermont Medical Center, public transportation, scenic hiking trails, and Bennington's vibrant Main Street, with its shops, restaurants, and year-round community events. A wonderful opportunity to own an income-producing property in a convenient Bennington location while enjoying the character and charm of a classic Vermont home.

219-221 Washington Ave, Bennington

$395,000

Charming 4-bedroom, 1.5 bathroom house on private lane in desirable North Bennington, steps from Bennington College and a short walk to the Village center's restaurants, library, and shops. The home's first floor features an updated eat-in kitchen with granite countertops, dining room, living room with fireplace, half bath, and study with built-in bookcases, as well as a sun room which leads to the covered back porch. Upstairs, there are 4 bedrooms and a full bath. An airy sunroom off the primary bedroom could function as an office or a yoga/exercise room. With beautiful hardwood floors and kitchen and bathroom tile installed in 2018, the house features wildlife and tree-filled views from nearly every window. There is a 1-car attached garage with automatic opener, off-street parking, and a large, picturesque front yard with fruit trees and beds for gardening if desired. Park McCullough's bucolic trails are just a half-mile away. A half-hour drive to Williamstown and Manchester, North Bennington is a quiet, historic area. North Bennington Village School and close to downhill and cross-country skiing, hiking, and snowmobile trails. A quintessential New England village.

4 Beds ⋅ 2 Baths ⋅ 5106470 MLS

Charming 4-bedroom, 1.5 bathroom house on private lane in desirable North Bennington, steps from Bennington College and a short walk to the Village center's restaurants, library, and shops. The home's first floor features an updated eat-in kitchen with granite countertops, dining room, living room with fireplace, half bath, and study with built-in bookcases, as well as a sun room which leads to the covered back porch. Upstairs, there are 4 bedrooms and a full bath. An airy sunroom off the primary bedroom could function as an office or a yoga/exercise room. With beautiful hardwood floors and kitchen and bathroom tile installed in 2018, the house features wildlife and tree-filled views from nearly every window. There is a 1-car attached garage with automatic opener, off-street parking, and a large, picturesque front yard with fruit trees and beds for gardening if desired. Park McCullough's bucolic trails are just a half-mile away. A half-hour drive to Williamstown and Manchester, North Bennington is a quiet, historic area. North Bennington Village School and close to downhill and cross-country skiing, hiking, and snowmobile trails. A quintessential New England village.

2 Bromley Ln, Bennington

$199,900

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.

3 Beds ⋅ 1 Baths ⋅ 5106353 MLS

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.

12 Hurley Ln, Bennington

$179,900

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

$330,000

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

$449,000

UNDER CONSTRUCTION ENERGY STAR HOME WITH UPDATED INSULATION REQUIRING NO FOSSIL FUELS: This charming 3-bedroom Cape offers a comfortable and functional layout with a desirable first-floor primary ensuite bedroom, convenient first-floor laundry, and two additional bedrooms on the second level. The home features stylish vinyl plank flooring and granite countertops, blending modern finishes with everyday practicality. Situated in a quiet residential neighborhood close to town, this property provides easy access to local amenities, golf course, and the popular Crotched Mountain ski area. Conveniently located less than 40 minutes from I-89, I-93, and Concord, this home offers both small-town charm and commuter accessibility.

3 Beds ⋅ 3 Baths ⋅ 5106158 MLS

UNDER CONSTRUCTION ENERGY STAR HOME WITH UPDATED INSULATION REQUIRING NO FOSSIL FUELS: This charming 3-bedroom Cape offers a comfortable and functional layout with a desirable first-floor primary ensuite bedroom, convenient first-floor laundry, and two additional bedrooms on the second level. The home features stylish vinyl plank flooring and granite countertops, blending modern finishes with everyday practicality. Situated in a quiet residential neighborhood close to town, this property provides easy access to local amenities, golf course, and the popular Crotched Mountain ski area. Conveniently located less than 40 minutes from I-89, I-93, and Concord, this home offers both small-town charm and commuter accessibility.

Lot 10-48-1 Old Stagecoach, Bennington

$315,000

There is something special about a home with character, and this charming 3BR property has it in abundance! Set in an established neighborhood within sight of the Mt. Anthony Country Club, this inviting home offers the warmth and craftsmanship of an earlier era combined with the comforts buyers are looking for. From the moment you arrive, the covered front porch welcomes you home. With generous space for rocking chairs or outdoor seating, it's the perfect place to enjoy your morning coffee, unwind after a long day, or simply take in the peaceful surroundings. Step inside and you'll immediately notice the beautiful hardwood floors and natural wood trim that carry throughout the main living spaces. The spacious living room flows seamlessly into the dining room, creating a comfortable layout for both everyday living and entertaining. The kitchen is bright, cheerful, and functional, with white cabinetry, granite countertops, stainless steel appliances, glass-front cabinetry, and excellent natural light. A distinctive painted wood floor adds personality and charm while providing a fun contrast to the traditional finishes throughout the rest of the home. Upstairs, you'll find three bedrooms, each with hardwood flooring and generous windows. In addition to the covered front porch, the property features an enclosed back porch which leads to a beautiful stamped concrete patio, creating a wonderful space for outdoor dining, entertaining, or simply enjoying a summer afternoon. The property also offers a 1 car garage, providing convenient parking and additional storage. The setting is particularly appealing, with the golf course just across the way, while the established neighborhood offers a sense of community and timeless New England charm. If you're looking for a home with genuine character, a wonderful setting, and spaces that feel both gracious and livable, you'll want to see this one soon!

3 Beds ⋅ 1 Baths ⋅ 5105313 MLS

There is something special about a home with character, and this charming 3BR property has it in abundance! Set in an established neighborhood within sight of the Mt. Anthony Country Club, this inviting home offers the warmth and craftsmanship of an earlier era combined with the comforts buyers are looking for. From the moment you arrive, the covered front porch welcomes you home. With generous space for rocking chairs or outdoor seating, it's the perfect place to enjoy your morning coffee, unwind after a long day, or simply take in the peaceful surroundings. Step inside and you'll immediately notice the beautiful hardwood floors and natural wood trim that carry throughout the main living spaces. The spacious living room flows seamlessly into the dining room, creating a comfortable layout for both everyday living and entertaining. The kitchen is bright, cheerful, and functional, with white cabinetry, granite countertops, stainless steel appliances, glass-front cabinetry, and excellent natural light. A distinctive painted wood floor adds personality and charm while providing a fun contrast to the traditional finishes throughout the rest of the home. Upstairs, you'll find three bedrooms, each with hardwood flooring and generous windows. In addition to the covered front porch, the property features an enclosed back porch which leads to a beautiful stamped concrete patio, creating a wonderful space for outdoor dining, entertaining, or simply enjoying a summer afternoon. The property also offers a 1 car garage, providing convenient parking and additional storage. The setting is particularly appealing, with the golf course just across the way, while the established neighborhood offers a sense of community and timeless New England charm. If you're looking for a home with genuine character, a wonderful setting, and spaces that feel both gracious and livable, you'll want to see this one soon!

51 Pageant St, Bennington

$469,900

Check out this inviting 3-bedroom, 2-bath Colonial in a quiet, very private neighborhood. Onset road is a scenic residential loop with no through traffic, serving only the homes along it and providing a peaceful atmosphere beside Crotched Mountain Ski and Ride. Built in 2005, the home features approximately 1,656 square feet of finished living space, along with additional finished basement space for added flexibility. A mudroom/laundry room as you enter addition adds practical everyday convenience. This home offers a comfortable layout with plenty of space to make your own! Outside, enjoy the benefits of a unique 1-acre landscaped lot with a detached 22' x 34' garage with attic space, a 10' x 18' storage shed, and a 12' x 12' deck- providing plenty of room for vehicles, storage, hobbies, and outdoor enjoyment. This property has been thoughtfully maintained over the years. Located in the charming town of Bennington, on the Francestown border, this property offers the opportunity to enjoy a comfortable home with useful outbuildings and plenty of space both inside and out. Being moments from Crotched Mountain Ski area and Crotched Mountain Golf Resort has it's perks! This area is rich with hiking trails, lakes and rivers to enjoy and explore.

3 Beds ⋅ 2 Baths ⋅ 5104531 MLS

Check out this inviting 3-bedroom, 2-bath Colonial in a quiet, very private neighborhood. Onset road is a scenic residential loop with no through traffic, serving only the homes along it and providing a peaceful atmosphere beside Crotched Mountain Ski and Ride. Built in 2005, the home features approximately 1,656 square feet of finished living space, along with additional finished basement space for added flexibility. A mudroom/laundry room as you enter addition adds practical everyday convenience. This home offers a comfortable layout with plenty of space to make your own! Outside, enjoy the benefits of a unique 1-acre landscaped lot with a detached 22' x 34' garage with attic space, a 10' x 18' storage shed, and a 12' x 12' deck- providing plenty of room for vehicles, storage, hobbies, and outdoor enjoyment. This property has been thoughtfully maintained over the years. Located in the charming town of Bennington, on the Francestown border, this property offers the opportunity to enjoy a comfortable home with useful outbuildings and plenty of space both inside and out. Being moments from Crotched Mountain Ski area and Crotched Mountain Golf Resort has it's perks! This area is rich with hiking trails, lakes and rivers to enjoy and explore.

115 Onset Rd, Bennington

$349,000

Tucked into a beautifully maintained neighborhood, 21 Russett Drive is the kind of home that feels welcoming the moment you arrive. Beautiful landscaping, a charming Dutch door, and a thoughtfully cared for yard give this property an almost secret garden feel private, inviting, and full of character. Inside, the versatility of this home truly shines. The main level offers a comfortable living room with striking open wood ceilings that naturally become the focal point of the space, creating a warm setting for relaxing and gathering with family and friends. The kitchen flows easily into the dining area, making everyday meals and entertaining feel effortless. A convenient first floor laundry room adds to the home’s functionality. With three bedrooms and two bathrooms, there is plenty of space for everyone, while the additional den/family room offers endless possibilities. Use it as a family room, playroom, home office, guest space, or even a first floor bedroom the choice is yours. Upstairs, one of the bedrooms could easily be transformed into a dedicated office, reading room, or creative space. Step outside onto the new deck and enjoy a backyard that has been lovingly landscaped and maintained, offering a wonderful extension of the home’s living space. Served by town water and septic, this property has been meticulously cared for and is truly move in ready. Its thoughtful layout, flexible spaces, inviting outdoor areas, and ability to adapt as your needs change make 21 Russett Drive a home you can settle into today and continue to make your own for years to come. A home with character, versatility, and room to grow this is one you’ll want to see.

3 Beds ⋅ 2 Baths ⋅ 5104474 MLS

Tucked into a beautifully maintained neighborhood, 21 Russett Drive is the kind of home that feels welcoming the moment you arrive. Beautiful landscaping, a charming Dutch door, and a thoughtfully cared for yard give this property an almost secret garden feel private, inviting, and full of character. Inside, the versatility of this home truly shines. The main level offers a comfortable living room with striking open wood ceilings that naturally become the focal point of the space, creating a warm setting for relaxing and gathering with family and friends. The kitchen flows easily into the dining area, making everyday meals and entertaining feel effortless. A convenient first floor laundry room adds to the home’s functionality. With three bedrooms and two bathrooms, there is plenty of space for everyone, while the additional den/family room offers endless possibilities. Use it as a family room, playroom, home office, guest space, or even a first floor bedroom the choice is yours. Upstairs, one of the bedrooms could easily be transformed into a dedicated office, reading room, or creative space. Step outside onto the new deck and enjoy a backyard that has been lovingly landscaped and maintained, offering a wonderful extension of the home’s living space. Served by town water and septic, this property has been meticulously cared for and is truly move in ready. Its thoughtful layout, flexible spaces, inviting outdoor areas, and ability to adapt as your needs change make 21 Russett Drive a home you can settle into today and continue to make your own for years to come. A home with character, versatility, and room to grow this is one you’ll want to see.

21 Russett Dr, 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

$355,000

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 functional layout. Three bedrooms, a deck overlooking the backyard, attached garage and paved driveway, there's plenty here to work with. Add your personal touches and make this Spring Hill home your own. Some photos have been virtually staged to show you how easy it would be to add a fresh, clean touch of your own!

3 Beds ⋅ 2 Baths ⋅ 5104363 MLS

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 functional layout. Three bedrooms, a deck overlooking the backyard, attached garage and paved driveway, there's plenty here to work with. Add your personal touches and make this Spring Hill home your own. Some photos have been virtually staged to show you how easy it would be to add a fresh, clean touch of your own!

291 Spring Hill Rd, Bennington

$349,000

Well-maintained four-unit property ideally located in downtown Bennington. This versatile multi-family offering features just the right amount of yard space for outdoor enjoyment, along with ample off-street parking. The property includes two one-bedroom units, one two-bedroom unit, and one spacious four-bedroom unit, providing a flexible mix of rental options. With a strong rental history and varied unit sizes, this property is well-suited for continued use as an investment property or for an owner-occupant seeking the ability to adjust housing needs over time. No showing until the open house on Sunday 8/9 Noon - 2 pm

5102985 MLS

Well-maintained four-unit property ideally located in downtown Bennington. This versatile multi-family offering features just the right amount of yard space for outdoor enjoyment, along with ample off-street parking. The property includes two one-bedroom units, one two-bedroom unit, and one spacious four-bedroom unit, providing a flexible mix of rental options. With a strong rental history and varied unit sizes, this property is well-suited for continued use as an investment property or for an owner-occupant seeking the ability to adjust housing needs over time. No showing until the open house on Sunday 8/9 Noon - 2 pm

710 Main St, Bennington

$475,000

Welcome to this beautifully maintained Cape-style home in the desirable Pine Meadows neighborhood of Bennington. At only 6 years young and meticulously maintained, this move-in ready home offers the perfect combination of modern construction, energy efficiency, and comfortable living space. The thoughtfully designed floor plan features a sought-after first-floor primary suite with a walk-in closet and private full bath, providing the convenience of single-level living. The bright, open-concept kitchen, dining, and living areas create an inviting space for everyday living and entertaining. Just off the kitchen, a stunning 10' x 20' sunroom extends your living space and serves as the perfect spot to enjoy morning coffee, unwind with a book, or host guests. With direct access to the backyard, it creates a seamless connection between indoor and outdoor living. Upstairs, you'll find two additional bedrooms both with walk-in closets and a full bath between them, while the finished lower-level bonus room offers excellent flexibility as a family room, home office, fitness area, or hobby space. Year-round comfort is provided by an efficient Buderus boiler and a five-head mini-split system offering heating and cooling throughout the home. Additional highlights include a two-car attached garage, generator-ready electrical setup, paved driveway, first floor laundry, and a beautifully maintained one-acre lot offering space to relax, garden, and enjoy the outdoors. Conveniently located just minutes from downtown Bennington, Antrim, Peterborough, hiking trails, golf, and the many amenities of the Monadnock Region, this exceptional home offers the ideal balance of peaceful neighborhood living and modern convenience. With quality construction, thoughtful upgrades, and meticulous care throughout, this is a home you'll be proud to own.

3 Beds ⋅ 3 Baths ⋅ 5102749 MLS

Welcome to this beautifully maintained Cape-style home in the desirable Pine Meadows neighborhood of Bennington. At only 6 years young and meticulously maintained, this move-in ready home offers the perfect combination of modern construction, energy efficiency, and comfortable living space. The thoughtfully designed floor plan features a sought-after first-floor primary suite with a walk-in closet and private full bath, providing the convenience of single-level living. The bright, open-concept kitchen, dining, and living areas create an inviting space for everyday living and entertaining. Just off the kitchen, a stunning 10' x 20' sunroom extends your living space and serves as the perfect spot to enjoy morning coffee, unwind with a book, or host guests. With direct access to the backyard, it creates a seamless connection between indoor and outdoor living. Upstairs, you'll find two additional bedrooms both with walk-in closets and a full bath between them, while the finished lower-level bonus room offers excellent flexibility as a family room, home office, fitness area, or hobby space. Year-round comfort is provided by an efficient Buderus boiler and a five-head mini-split system offering heating and cooling throughout the home. Additional highlights include a two-car attached garage, generator-ready electrical setup, paved driveway, first floor laundry, and a beautifully maintained one-acre lot offering space to relax, garden, and enjoy the outdoors. Conveniently located just minutes from downtown Bennington, Antrim, Peterborough, hiking trails, golf, and the many amenities of the Monadnock Region, this exceptional home offers the ideal balance of peaceful neighborhood living and modern convenience. With quality construction, thoughtful upgrades, and meticulous care throughout, this is a home you'll be proud to own.

82 Pine Meadows Cir, Bennington

$739,900

Owner-built and thoughtfully maintained, this spacious home offers room for everyone with three bedrooms, three bathrooms, a three-car direct-entry garage with a walk-up attic, and equestrian amenities including a three-stall stable, fenced pasture, and nearby area trails. Follow the slate walkway to the 16' x 25' storage barn, or enter from the covered porch and enjoy the quiet surroundings. Inside, a bright and welcoming foyer opens to a staircase and balcony hall, a private living room with a rock-faced wood-burning fireplace, and a formal dining room with wainscoting. The kitchen features stainless steel appliances, granite countertops, a pantry closet, desk area, breakfast bar, and a sunny breakfast nook that flows into the family room and out to the 11' 15" x 31' 2" rear deck overlooking an owner’s garden area. Hardwood and tile flooring run throughout the home, and all floors are heated with oil-fired radiant heat. The newly renovated primary bath includes a walk-in shower, double sinks, cabinetry with linen storage, tile flooring, and fresh paint throughout. The basement-level recreation room features new flooring, a built-in entertainment center, and a newly constructed bar area with a sink. The walk-out basement also provides an ideal shop or workspace. A place for everyone, this property is only moments from the center of Bennington, skiing at Crotched Mountain, Crotchet Mountain Golf Club and just 4 miles from NH Route 202.

3 Beds ⋅ 3 Baths ⋅ 5102468 MLS

Owner-built and thoughtfully maintained, this spacious home offers room for everyone with three bedrooms, three bathrooms, a three-car direct-entry garage with a walk-up attic, and equestrian amenities including a three-stall stable, fenced pasture, and nearby area trails. Follow the slate walkway to the 16' x 25' storage barn, or enter from the covered porch and enjoy the quiet surroundings. Inside, a bright and welcoming foyer opens to a staircase and balcony hall, a private living room with a rock-faced wood-burning fireplace, and a formal dining room with wainscoting. The kitchen features stainless steel appliances, granite countertops, a pantry closet, desk area, breakfast bar, and a sunny breakfast nook that flows into the family room and out to the 11' 15" x 31' 2" rear deck overlooking an owner’s garden area. Hardwood and tile flooring run throughout the home, and all floors are heated with oil-fired radiant heat. The newly renovated primary bath includes a walk-in shower, double sinks, cabinetry with linen storage, tile flooring, and fresh paint throughout. The basement-level recreation room features new flooring, a built-in entertainment center, and a newly constructed bar area with a sink. The walk-out basement also provides an ideal shop or workspace. A place for everyone, this property is only moments from the center of Bennington, skiing at Crotched Mountain, Crotchet Mountain Golf Club and just 4 miles from NH Route 202.

97 Onset Rd, Bennington