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Located in the desirable Chester Knoll development, this beautifully maintained 3-bedroom, 2-bath home offers three levels of light-filled living space, thoughtful updates, and exceptional versatility. From the moment you step inside, you'll appreciate the generous floor plan, abundant natural light, and inviting atmosphere that makes this home feel both spacious and cozy. Cork flooring adds warmth and character to the main level, while comfortable carpeting creates a welcoming retreat in the bedrooms. A charming deck off the dining room and a welcoming front balcony provide inviting spaces to enjoy the outdoors. French doors offer an additional connection to the outside, adding to the home's light and airy feel. Energy-efficient mini-splits provide both heating and cooling, offering year-round comfort without the worry of fluctuating oil prices. One of the home's most unique features is the thoughtfully redesigned primary bedroom, complete with a modern kitchenette that creates a suite-like experience. Ideal for extended family, guests, or simply enjoying the luxury of your own private retreat! The finished lower level features a freshly carpeted recreation room, providing flexible space for entertaining, hobbies, a home office, or relaxing. A one-car garage adds everyday convenience. Adding to the appeal is a remarkably affordable HOA that covers trash removal, lawn care, and road maintenance, allowing you to spend less time on upkeep and more time enjoying your home. Exceptionally cared for and move-in ready, this home offers a wonderful combination of comfort, efficiency, and flexibility in a sought-after neighborhood. An easy walk to downtown, yet close to walking and biking trails too. You really can have it all!

3 Beds ⋅ 2 Baths ⋅ 5116415 MLS

Located in the desirable Chester Knoll development, this beautifully maintained 3-bedroom, 2-bath home offers three levels of light-filled living space, thoughtful updates, and exceptional versatility. From the moment you step inside, you'll appreciate the generous floor plan, abundant natural light, and inviting atmosphere that makes this home feel both spacious and cozy. Cork flooring adds warmth and character to the main level, while comfortable carpeting creates a welcoming retreat in the bedrooms. A charming deck off the dining room and a welcoming front balcony provide inviting spaces to enjoy the outdoors. French doors offer an additional connection to the outside, adding to the home's light and airy feel. Energy-efficient mini-splits provide both heating and cooling, offering year-round comfort without the worry of fluctuating oil prices. One of the home's most unique features is the thoughtfully redesigned primary bedroom, complete with a modern kitchenette that creates a suite-like experience. Ideal for extended family, guests, or simply enjoying the luxury of your own private retreat! The finished lower level features a freshly carpeted recreation room, providing flexible space for entertaining, hobbies, a home office, or relaxing. A one-car garage adds everyday convenience. Adding to the appeal is a remarkably affordable HOA that covers trash removal, lawn care, and road maintenance, allowing you to spend less time on upkeep and more time enjoying your home. Exceptionally cared for and move-in ready, this home offers a wonderful combination of comfort, efficiency, and flexibility in a sought-after neighborhood. An easy walk to downtown, yet close to walking and biking trails too. You really can have it all!

309 Chester Knoll Dr, Bennington

$345,000

Superb location, inviting living spaces, and a private backyard make this raised ranch a wonderful place to call home! Offering three bedrooms, two full bathrooms, and a versatile office complete with a Murphy bed, this home provides flexibility for guests, working from home, or additional living space. The open concept kitchen, dining room, and living room create a bright, welcoming atmosphere that's perfect for everyday living and entertaining. New flooring throughout most of the home adds a fresh, updated feel. Step outside onto the spacious deck, ideal for grilling, outdoor dining, or simply relaxing while overlooking the private backyard. With a functional layout, flexible living spaces, and a fantastic location, this home has so much to offer!

3 Beds ⋅ 2 Baths ⋅ 5115368 MLS

Superb location, inviting living spaces, and a private backyard make this raised ranch a wonderful place to call home! Offering three bedrooms, two full bathrooms, and a versatile office complete with a Murphy bed, this home provides flexibility for guests, working from home, or additional living space. The open concept kitchen, dining room, and living room create a bright, welcoming atmosphere that's perfect for everyday living and entertaining. New flooring throughout most of the home adds a fresh, updated feel. Step outside onto the spacious deck, ideal for grilling, outdoor dining, or simply relaxing while overlooking the private backyard. With a functional layout, flexible living spaces, and a fantastic location, this home has so much to offer!

882 Matteson Rd, Bennington

$499,000

New construction with views overlooking Powder Mill Pond! Currently under construction with estimated completion February 2027, this thoughtfully designed home is part of a duplex situated on its own lot. Offering 3 bedrooms, 2.5 baths, a first-floor primary suite, and an attached one car garage, the layout combines comfortable everyday living with energy efficient construction. A welcoming front portico leads into an open concept kitchen and dining area, flowing into a spacious living room with access to the rear patio. The first floor primary suite features a private bath and walk in closet, while a separate powder room with laundry adds convenience. Upstairs, two additional bedrooms, a study, and a full hallway bath provide flexible space for family, guests, or working from home. Quality construction includes a sound reducing, fire rated separation wall between residences. Energy efficient Hyper Heat systems provide heating and air conditioning for year round comfort. The direct entry garage and additional off street parking complete the practical design. Enjoy pond views and a Bennington setting with access to the shopping, dining, and cultural offerings of nearby Peterborough. An opportunity to own a new home with a versatile floor plan in the Monadnock Region. Photos show previously completed units with the same floor plan and similar finishes

3 Beds ⋅ 3 Baths ⋅ 5114993 MLS

New construction with views overlooking Powder Mill Pond! Currently under construction with estimated completion February 2027, this thoughtfully designed home is part of a duplex situated on its own lot. Offering 3 bedrooms, 2.5 baths, a first-floor primary suite, and an attached one car garage, the layout combines comfortable everyday living with energy efficient construction. A welcoming front portico leads into an open concept kitchen and dining area, flowing into a spacious living room with access to the rear patio. The first floor primary suite features a private bath and walk in closet, while a separate powder room with laundry adds convenience. Upstairs, two additional bedrooms, a study, and a full hallway bath provide flexible space for family, guests, or working from home. Quality construction includes a sound reducing, fire rated separation wall between residences. Energy efficient Hyper Heat systems provide heating and air conditioning for year round comfort. The direct entry garage and additional off street parking complete the practical design. Enjoy pond views and a Bennington setting with access to the shopping, dining, and cultural offerings of nearby Peterborough. An opportunity to own a new home with a versatile floor plan in the Monadnock Region. Photos show previously completed units with the same floor plan and similar finishes

00 Knightland Cir, 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

$389,000

Brand New Construction in Desirable Chester Knoll! Welcome home to this beautifully crafted, energy-efficient Cape offering the perfect blend of classic New England charm, modern comfort, and thoughtful design. Built with quality and efficiency in mind, this inviting home offers a wonderful floor plan designed for both everyday living and entertaining. Step inside to discover bright, welcoming living spaces and the convenience of a first-floor bedroom and full bathroom, providing flexibility for guests, a home office, or one-level living. Beautiful Deck off the dining and kitchen area. Upstairs, you’ll find three additional bedrooms and full bathroom, including a spacious primary room. Thoughtful layout and quality built, while energy-efficient construction helps provide year-round comfort and manageable utility costs. The full basement offers excellent storage and additional possibilities for future use with walk out. Located in the desirable Chester Knoll neighborhood, this beautiful BRAND new home offers the opportunity to enjoy the comfort, convenience, and peace of mind that come with new construction. Move right in and start making memories in a home that’s ready for its very first owners! Listing agent is the Seller.

4 Beds ⋅ 2 Baths ⋅ 5113804 MLS

Brand New Construction in Desirable Chester Knoll! Welcome home to this beautifully crafted, energy-efficient Cape offering the perfect blend of classic New England charm, modern comfort, and thoughtful design. Built with quality and efficiency in mind, this inviting home offers a wonderful floor plan designed for both everyday living and entertaining. Step inside to discover bright, welcoming living spaces and the convenience of a first-floor bedroom and full bathroom, providing flexibility for guests, a home office, or one-level living. Beautiful Deck off the dining and kitchen area. Upstairs, you’ll find three additional bedrooms and full bathroom, including a spacious primary room. Thoughtful layout and quality built, while energy-efficient construction helps provide year-round comfort and manageable utility costs. The full basement offers excellent storage and additional possibilities for future use with walk out. Located in the desirable Chester Knoll neighborhood, this beautiful BRAND new home offers the opportunity to enjoy the comfort, convenience, and peace of mind that come with new construction. Move right in and start making memories in a home that’s ready for its very first owners! Listing agent is the Seller.

319 Chester Knoll Dr, Bennington

$285,000

Welcome to this spacious three bedroom, two bathroom ranch in a highly desirable neighborhood, offering approximately 3,000 square feet of finished living space and plenty of room to grow. Conveniently located near local shopping and amenities, this home offers the space, location, and flexibility you’ve been looking for. Since purchasing the home, the owners have completed numerous improvements, including installing laminate flooring throughout the upstairs living areas, addressing foundation work, and making necessary plumbing improvements in the bathrooms. These updates, along with a newer boiler and a roof less than six years old, provide a solid foundation for the next owner. The home offers comfortable one-level living with a walkout lower level that provides tremendous flexibility for additional living space, a recreation area, home office, or potential in-law accommodations. With three bedrooms and two full baths, there is plenty of room for a growing family or extended family. Heating options are another great feature, with oil heat, a pellet stove, and a wood-burning fireplace offering three ways to keep the home comfortable. Outside, you’ll find an above-ground pool, a paved driveway, and a spacious two-car garage. If you’ve been looking for a large ranch in a desirable neighborhood with room for family, entertaining, hobbies, or even extended family living, this could be the one you’ve been waiting for. Schedule your showing today!

3 Beds ⋅ 2 Baths ⋅ 5113739 MLS

Welcome to this spacious three bedroom, two bathroom ranch in a highly desirable neighborhood, offering approximately 3,000 square feet of finished living space and plenty of room to grow. Conveniently located near local shopping and amenities, this home offers the space, location, and flexibility you’ve been looking for. Since purchasing the home, the owners have completed numerous improvements, including installing laminate flooring throughout the upstairs living areas, addressing foundation work, and making necessary plumbing improvements in the bathrooms. These updates, along with a newer boiler and a roof less than six years old, provide a solid foundation for the next owner. The home offers comfortable one-level living with a walkout lower level that provides tremendous flexibility for additional living space, a recreation area, home office, or potential in-law accommodations. With three bedrooms and two full baths, there is plenty of room for a growing family or extended family. Heating options are another great feature, with oil heat, a pellet stove, and a wood-burning fireplace offering three ways to keep the home comfortable. Outside, you’ll find an above-ground pool, a paved driveway, and a spacious two-car garage. If you’ve been looking for a large ranch in a desirable neighborhood with room for family, entertaining, hobbies, or even extended family living, this could be the one you’ve been waiting for. Schedule your showing today!

38 Center St, Bennington

$480,000

Love character, craftsmanship and room to gather? Welcome home. At first sight you will notice the artistry of the hand selected stone used to create the garage exterior design surrounding the oversized, insulated doors. The garage itself is oversized with insulated and sheetrock walls. As guests arrive they are welcomed by lush ivy gracefully framing the entryway, setting an inviting and charming tone The charm continues inside with Vermont maple flooring throughout the first floor with exposed beams that add to the ambiance. The newly updated kitchen features granite countertops. custom cabinetry, stainless steel appliances and a spacious center island. Expansive windows in the dining area frame the Vermont Mountain Views. A light-filled living room has vaulted ceilings and a cozy fireplace with an efficient insert. The alcove lit hallway leads to the first floor bedroom suite with a full bath that features a soaking tub and a lovely stain glassed window. A conveniently located laundry room and half bath add everyday convenience. A finely handcrafted staircase accented by wrought iron hand rails leads to the upper-level where rich Canadian cherry flooring continues throughout with 3 bedrooms including one with a private bath, another full bath and linen closet add to convenience. The finished lower level adds another layer of versatility with a generous bonus family room that provides valuable additional space, complemented by spray foam insulation for enhanced energy efficiency. The attic has enough height to comfortably stand and move around throughout the space with potential for a home office or additional storage.Step outside and discover your own private sanctuary with beautifully established grounds and two full sized decks. At the heart of it all your very own salt water spa provides the perfect place to unwind, relax and enjoy. All nestled in a sought-after neighborhood just moments from town makes this home a rare blend of character and convenience.

4 Beds ⋅ 3 Baths ⋅ 5113685 MLS

Love character, craftsmanship and room to gather? Welcome home. At first sight you will notice the artistry of the hand selected stone used to create the garage exterior design surrounding the oversized, insulated doors. The garage itself is oversized with insulated and sheetrock walls. As guests arrive they are welcomed by lush ivy gracefully framing the entryway, setting an inviting and charming tone The charm continues inside with Vermont maple flooring throughout the first floor with exposed beams that add to the ambiance. The newly updated kitchen features granite countertops. custom cabinetry, stainless steel appliances and a spacious center island. Expansive windows in the dining area frame the Vermont Mountain Views. A light-filled living room has vaulted ceilings and a cozy fireplace with an efficient insert. The alcove lit hallway leads to the first floor bedroom suite with a full bath that features a soaking tub and a lovely stain glassed window. A conveniently located laundry room and half bath add everyday convenience. A finely handcrafted staircase accented by wrought iron hand rails leads to the upper-level where rich Canadian cherry flooring continues throughout with 3 bedrooms including one with a private bath, another full bath and linen closet add to convenience. The finished lower level adds another layer of versatility with a generous bonus family room that provides valuable additional space, complemented by spray foam insulation for enhanced energy efficiency. The attic has enough height to comfortably stand and move around throughout the space with potential for a home office or additional storage.Step outside and discover your own private sanctuary with beautifully established grounds and two full sized decks. At the heart of it all your very own salt water spa provides the perfect place to unwind, relax and enjoy. All nestled in a sought-after neighborhood just moments from town makes this home a rare blend of character and convenience.

55 Mcintosh Ln, Bennington

$425,000

Beautifully renovated inside and out, this 3-bedroom, 2-bath Ranch offers 1,788 square feet of comfortable single-level living in a highly coveted Bennington location. Tucked into an established neighborhood on the outskirts of town, the property feels private and peaceful while remaining just minutes from major shopping, services, and everyday conveniences. Thoughtfully remodeled with a gorgeous new kitchen featuring KraftMaid cabinetry, stainless steel appliances, generous counter space, and a contrasting center island. New vinyl plank flooring, additional overhead lighting, and larger windows create a bright, fresh feel throughout. The spacious living room is anchored by a dramatic feature-wall fireplace with a new mantel and woodstove insert, creating a warm focal point for the home. In addition to three bedrooms and two full baths, the main level includes a dedicated office and separate laundry room, making the floor plan especially practical for today’s lifestyle. The primary bedroom is generously sized and includes a private bath and walk-in closet. Outside, mature trees and lush perennial gardens surround the home, while the rear patio and side deck offer quiet places to relax and enjoy the wooded setting. An attached two-car garage with a new automatic opener adds everyday convenience, and the full basement has been professionally improved by Northern Basement Systems to provide a clean, dry space with excellent storage potential. Other improvements include a newer Buderus boiler, a 200-amp electrical panel, heat pump mini splits for energy-efficient heating and cooling, and leased solar panels. A beautifully reimagined home, a highly functional one-level layout, and a location that offers both neighborhood living and quick access to town make 78 Astrachan Drive a true standout.

3 Beds ⋅ 2 Baths ⋅ 5113018 MLS

Beautifully renovated inside and out, this 3-bedroom, 2-bath Ranch offers 1,788 square feet of comfortable single-level living in a highly coveted Bennington location. Tucked into an established neighborhood on the outskirts of town, the property feels private and peaceful while remaining just minutes from major shopping, services, and everyday conveniences. Thoughtfully remodeled with a gorgeous new kitchen featuring KraftMaid cabinetry, stainless steel appliances, generous counter space, and a contrasting center island. New vinyl plank flooring, additional overhead lighting, and larger windows create a bright, fresh feel throughout. The spacious living room is anchored by a dramatic feature-wall fireplace with a new mantel and woodstove insert, creating a warm focal point for the home. In addition to three bedrooms and two full baths, the main level includes a dedicated office and separate laundry room, making the floor plan especially practical for today’s lifestyle. The primary bedroom is generously sized and includes a private bath and walk-in closet. Outside, mature trees and lush perennial gardens surround the home, while the rear patio and side deck offer quiet places to relax and enjoy the wooded setting. An attached two-car garage with a new automatic opener adds everyday convenience, and the full basement has been professionally improved by Northern Basement Systems to provide a clean, dry space with excellent storage potential. Other improvements include a newer Buderus boiler, a 200-amp electrical panel, heat pump mini splits for energy-efficient heating and cooling, and leased solar panels. A beautifully reimagined home, a highly functional one-level layout, and a location that offers both neighborhood living and quick access to town make 78 Astrachan Drive a true standout.

78 Astrachan Dr, Bennington

$975,000

Stunning Monument Avenue home offering unparalleled craftsmanship, exceptional style, and beautiful mountain and meadow views. This remarkable ranch-inspired design is equally impressive inside and out, with thoughtfully designed spaces and exceptional millwork throughout. The cook’s kitchen features soapstone countertops, stainless steel appliances, and abundant natural light from large windows. An expansive dining room opens to a vaulted, beamed great room, creating an inviting space for entertaining. A light-filled sunroom with a gas fireplace provides a warm and inviting place to relax, while the gorgeous primary suite offers a peaceful retreat. Three additional bedrooms, a den/office, and ample storage provide plenty of space for family and guests. One of the home’s standout features is the large screened-in porch, complete with a wood-burning fireplace, offering an exceptional setting for outdoor dining, entertaining, or simply enjoying the spectacular surroundings. With stunning views, beautiful craftsmanship, and exceptional indoor and outdoor living spaces, this is truly a must-see Monument Avenue home.

4 Beds ⋅ 3 Baths ⋅ 5111680 MLS

Stunning Monument Avenue home offering unparalleled craftsmanship, exceptional style, and beautiful mountain and meadow views. This remarkable ranch-inspired design is equally impressive inside and out, with thoughtfully designed spaces and exceptional millwork throughout. The cook’s kitchen features soapstone countertops, stainless steel appliances, and abundant natural light from large windows. An expansive dining room opens to a vaulted, beamed great room, creating an inviting space for entertaining. A light-filled sunroom with a gas fireplace provides a warm and inviting place to relax, while the gorgeous primary suite offers a peaceful retreat. Three additional bedrooms, a den/office, and ample storage provide plenty of space for family and guests. One of the home’s standout features is the large screened-in porch, complete with a wood-burning fireplace, offering an exceptional setting for outdoor dining, entertaining, or simply enjoying the spectacular surroundings. With stunning views, beautiful craftsmanship, and exceptional indoor and outdoor living spaces, this is truly a must-see Monument Avenue home.

2100 Monument Ave, Bennington

$385,000

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 and a brand new heating system in October of 2026. 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 and a brand new heating system in October of 2026. 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

$385,000

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

$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

$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

$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

$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

$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

$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

$250,000

Back on the market and ready for its next buyer! Set on a 0.25-acre corner lot, this classic 4-bedroom home offers the space, character, and friendly atmosphere that make Elm Street so appealing. Sidewalks invite evening strolls and dog walks, neighbors gather on their porches, and it's a favorite destination for trick-or-treaters each Halloween. Next to the Elm Street Market, one block from Southwestern Vermont Medical Center, and close to downtown restaurants, theater, and parks, the location is exceptionally convenient while still feeling like a true residential neighborhood. Inside, generous rooms, abundant natural light, hardwood floors, wide moldings, and original architectural details create warmth and personality. The spacious living room offers flexibility for gathering, relaxing, or multiple seating areas, while the adjoining dining room is ready for everyday meals and entertaining. The bright kitchen features abundant wood cabinetry, generous counter space, a farmhouse-style sink, gas range, and direct access to the rear deck. Upstairs are four bedrooms and a full bath, offering flexibility for household needs, guests, a home office, or creative space. The primary bedroom includes two closets, and each bedroom has a ceiling fan and overhead light. The full basement houses laundry and utilities, offers useful storage, and includes an additional toilet. There's a hot air furnace, Rinnai water heater, 100-amp panel, and town water/sewer. Outside, the rear deck overlooks the lawn, established garden beds, and a partially fenced area. A detached one-car garage adds parking, storage, or workshop potential. Comfortable and full of possibility, the home is ready for its next chapter. Exterior painting and porch restoration await the next owner, creating an opportunity to refresh the property, make it their own, and build equity over time. With gracious proportions, original charm, outdoor space, and an exceptional location, 301 Elm St deserves a fresh look.

4 Beds ⋅ 2 Baths ⋅ 5101031 MLS

Back on the market and ready for its next buyer! Set on a 0.25-acre corner lot, this classic 4-bedroom home offers the space, character, and friendly atmosphere that make Elm Street so appealing. Sidewalks invite evening strolls and dog walks, neighbors gather on their porches, and it's a favorite destination for trick-or-treaters each Halloween. Next to the Elm Street Market, one block from Southwestern Vermont Medical Center, and close to downtown restaurants, theater, and parks, the location is exceptionally convenient while still feeling like a true residential neighborhood. Inside, generous rooms, abundant natural light, hardwood floors, wide moldings, and original architectural details create warmth and personality. The spacious living room offers flexibility for gathering, relaxing, or multiple seating areas, while the adjoining dining room is ready for everyday meals and entertaining. The bright kitchen features abundant wood cabinetry, generous counter space, a farmhouse-style sink, gas range, and direct access to the rear deck. Upstairs are four bedrooms and a full bath, offering flexibility for household needs, guests, a home office, or creative space. The primary bedroom includes two closets, and each bedroom has a ceiling fan and overhead light. The full basement houses laundry and utilities, offers useful storage, and includes an additional toilet. There's a hot air furnace, Rinnai water heater, 100-amp panel, and town water/sewer. Outside, the rear deck overlooks the lawn, established garden beds, and a partially fenced area. A detached one-car garage adds parking, storage, or workshop potential. Comfortable and full of possibility, the home is ready for its next chapter. Exterior painting and porch restoration await the next owner, creating an opportunity to refresh the property, make it their own, and build equity over time. With gracious proportions, original charm, outdoor space, and an exceptional location, 301 Elm St deserves a fresh look.

301 Elm St, Bennington

$190,000

Invest in the potential with this unique split-level ranch and guest house. This property presents an exceptional opportunity for anyone looking to roll up their sleeves and bring a property back to life. Set on expansive acreage surrounded by peaceful woodlands, the property offers a tranquil rural setting while remaining just a short drive from town amenities. The main residence features three bedrooms and one bathroom, with a practical layout flowing from the kitchen into the dining area and living room. A rear deck overlooks the wooded landscape, providing a peaceful spot to enjoy the surrounding natural setting. The detached guest house offers two bedrooms, one bathroom, and a kitchen area, creating potential for a separate living space, guest quarters, multi-generational living, or rental income. The property offers flexibility and plenty of possibilities for those willing to put in the work. With its acreage, privacy, two separate living structures, and versatile layout, this property offers tremendous potential for the right buyer. Bring your vision, tools, and imagination and transform this property into something truly special.

5 Beds ⋅ 2 Baths ⋅ 5098066 MLS

Invest in the potential with this unique split-level ranch and guest house. This property presents an exceptional opportunity for anyone looking to roll up their sleeves and bring a property back to life. Set on expansive acreage surrounded by peaceful woodlands, the property offers a tranquil rural setting while remaining just a short drive from town amenities. The main residence features three bedrooms and one bathroom, with a practical layout flowing from the kitchen into the dining area and living room. A rear deck overlooks the wooded landscape, providing a peaceful spot to enjoy the surrounding natural setting. The detached guest house offers two bedrooms, one bathroom, and a kitchen area, creating potential for a separate living space, guest quarters, multi-generational living, or rental income. The property offers flexibility and plenty of possibilities for those willing to put in the work. With its acreage, privacy, two separate living structures, and versatile layout, this property offers tremendous potential for the right buyer. Bring your vision, tools, and imagination and transform this property into something truly special.

118 Foster Dr, Bennington

$460,000

If you are seeking privacy and serenity, look no further. Your private drive will lead you to your home on the hill with no neighbors in sight. You will enjoy this peaceful spot, yet you are just 5 miles to downtown Bennington. 52+ acres that include open land perfect for kids, animals, gardens, sledding, or all of the above. The blueberry bushes are big producers. This home was built by the owners in the '80s. The 3300+ square feet of living area on the upper level and another 3300+ on the lower level ready to be finished. As you can see, the lower level has plenty of windows and will be very flexible space to use. The two-car garage is attached to the house. From there, into the mudroom. The kitchen is very generous...There's room for your breakfast table, a couple of easy chairs and a love seat, and the woodstove will make this a cozy country kitchen to be. This is a 'cooks dream'. The commercial range will make your friends jealous, as will the pantry and stained glass on the upper cabinets. Off the kitchen is a large sunroom which leads out to the deck. Large dining room perfect for entertaining and a very comfortable formal living room. There are two guest rooms that share a tile bath. The primary suite has its own tile bath and a room that could be a nursery or an office. The lower level is ready to finish into living space if you need it. A few spots will need a bit of TLC, but the end result will be fantastic. Several updates have been done. For the handyman or animal lover, there is a 23x46 foot barn with room for several vehicles or machinery. There are two garage doors, and it even has a pit for working under your vehicles. The open land is gorgeous. Stonewalls and woodland await. If you enjoy sunny locations, this is a perfect spot. There is enough land to enroll the property into Vermont's Current Use program. This may be the spot you have been waiting for! Owner relocating. Offer encouraged.

4 Beds ⋅ 3 Baths ⋅ 5095717 MLS

If you are seeking privacy and serenity, look no further. Your private drive will lead you to your home on the hill with no neighbors in sight. You will enjoy this peaceful spot, yet you are just 5 miles to downtown Bennington. 52+ acres that include open land perfect for kids, animals, gardens, sledding, or all of the above. The blueberry bushes are big producers. This home was built by the owners in the '80s. The 3300+ square feet of living area on the upper level and another 3300+ on the lower level ready to be finished. As you can see, the lower level has plenty of windows and will be very flexible space to use. The two-car garage is attached to the house. From there, into the mudroom. The kitchen is very generous...There's room for your breakfast table, a couple of easy chairs and a love seat, and the woodstove will make this a cozy country kitchen to be. This is a 'cooks dream'. The commercial range will make your friends jealous, as will the pantry and stained glass on the upper cabinets. Off the kitchen is a large sunroom which leads out to the deck. Large dining room perfect for entertaining and a very comfortable formal living room. There are two guest rooms that share a tile bath. The primary suite has its own tile bath and a room that could be a nursery or an office. The lower level is ready to finish into living space if you need it. A few spots will need a bit of TLC, but the end result will be fantastic. Several updates have been done. For the handyman or animal lover, there is a 23x46 foot barn with room for several vehicles or machinery. There are two garage doors, and it even has a pit for working under your vehicles. The open land is gorgeous. Stonewalls and woodland await. If you enjoy sunny locations, this is a perfect spot. There is enough land to enroll the property into Vermont's Current Use program. This may be the spot you have been waiting for! Owner relocating. Offer encouraged.

498 Town Line Rd, Bennington

$675,000

Peaceful, private, and completely surrounded by nature, this beautifully renovated contemporary home offers the perfect mountain retreat nestled on 14.7 acres on the side of Mt. Anthony with seasonal views and unmatched tranquility. Enjoy direct access to miles of hiking trails, abundant wildlife, and the rare protection of no future development permitted above this elevation, preserving the serenity and natural beauty for years to come. The thoughtfully designed open-concept main level features a bright and inviting living area, ideal for entertaining or relaxing while taking in the surrounding landscape. The primary bedroom and an additional guest bedroom are conveniently located on the main floor, along with a three quarter bath. A versatile loft area provides the perfect space for a home office, study area, or cozy kids’ hangout. The finished lower level expands the living space with two additional guest bedrooms, full bath, mechanical room with laundry hookups and ample storage. A one-car garage adds convenience and functionality. Step outside to the expansive deck designed for exceptional three-season living, where you can unwind, entertain, and enjoy amazing views in complete privacy. Fully renovated and move-in ready, including a new roof installed in 2024 as well as new furnace, new skylights, new flooring on the lower level and more, this special property combines modern comfort with the peace and beauty of a protected natural setting.

4 Beds ⋅ 2 Baths ⋅ 5089246 MLS

Peaceful, private, and completely surrounded by nature, this beautifully renovated contemporary home offers the perfect mountain retreat nestled on 14.7 acres on the side of Mt. Anthony with seasonal views and unmatched tranquility. Enjoy direct access to miles of hiking trails, abundant wildlife, and the rare protection of no future development permitted above this elevation, preserving the serenity and natural beauty for years to come. The thoughtfully designed open-concept main level features a bright and inviting living area, ideal for entertaining or relaxing while taking in the surrounding landscape. The primary bedroom and an additional guest bedroom are conveniently located on the main floor, along with a three quarter bath. A versatile loft area provides the perfect space for a home office, study area, or cozy kids’ hangout. The finished lower level expands the living space with two additional guest bedrooms, full bath, mechanical room with laundry hookups and ample storage. A one-car garage adds convenience and functionality. Step outside to the expansive deck designed for exceptional three-season living, where you can unwind, entertain, and enjoy amazing views in complete privacy. Fully renovated and move-in ready, including a new roof installed in 2024 as well as new furnace, new skylights, new flooring on the lower level and more, this special property combines modern comfort with the peace and beauty of a protected natural setting.

515 Quarry Rd, Bennington

$179,000

Downtown Bennington duplex offering an excellent opportunity for first-time homebuyers, owner-occupants, or investors. The first-floor unit has been completely renovated with a new kitchen, updated bathroom, and new flooring throughout. Recent improvements include a repointed foundation, fully completed siding, a new roof, and a gravel driveway. Live in one unit and help offset your mortgage with rental income from the other, or continue using the property as an investment. Appears well suited for FHA, VA, USDA, and conventional financing. Conveniently located near shopping, dining, schools, medical facilities, and other everyday amenities in downtown Bennington. Bennington continues to benefit from ongoing investment and redevelopment throughout the downtown area, adding to the appeal of this location.

5085882 MLS

Downtown Bennington duplex offering an excellent opportunity for first-time homebuyers, owner-occupants, or investors. The first-floor unit has been completely renovated with a new kitchen, updated bathroom, and new flooring throughout. Recent improvements include a repointed foundation, fully completed siding, a new roof, and a gravel driveway. Live in one unit and help offset your mortgage with rental income from the other, or continue using the property as an investment. Appears well suited for FHA, VA, USDA, and conventional financing. Conveniently located near shopping, dining, schools, medical facilities, and other everyday amenities in downtown Bennington. Bennington continues to benefit from ongoing investment and redevelopment throughout the downtown area, adding to the appeal of this location.

340 Pleasant St, Bennington

$255,000

This charming village home offers the perfect blend of tranquility and convenience. Situated on a spacious double lot, you'll enjoy plenty of room for outdoor activities and relaxation, all while listening to the soothing sounds of a nearby babbling brook. The home is well maintained and located at the edge of town, providing easy access to amenities yet offering a peaceful back deck. Featuring replacement windows for energy efficiency, a paved driveway, and ample yard space, this property is ideal for anyone seeking extra room to play and entertain. Sidewalks and streetlights make evening strolls safe and pleasant, and the proximity to downtown ensures you're close to shopping, dining, and public transportation. For outdoor enthusiasts, the location is unbeatable: just 10 minutes from Prospect Ski Area, 30 minutes to Mt. Snow, 45 minutes to Albany Airport, 3 hours to New York City or Boston, and 2 hours to Hartford. This home is ready for your finishing touches to make it truly your own.

3 Beds ⋅ 1 Baths ⋅ 5083898 MLS

This charming village home offers the perfect blend of tranquility and convenience. Situated on a spacious double lot, you'll enjoy plenty of room for outdoor activities and relaxation, all while listening to the soothing sounds of a nearby babbling brook. The home is well maintained and located at the edge of town, providing easy access to amenities yet offering a peaceful back deck. Featuring replacement windows for energy efficiency, a paved driveway, and ample yard space, this property is ideal for anyone seeking extra room to play and entertain. Sidewalks and streetlights make evening strolls safe and pleasant, and the proximity to downtown ensures you're close to shopping, dining, and public transportation. For outdoor enthusiasts, the location is unbeatable: just 10 minutes from Prospect Ski Area, 30 minutes to Mt. Snow, 45 minutes to Albany Airport, 3 hours to New York City or Boston, and 2 hours to Hartford. This home is ready for your finishing touches to make it truly your own.

951 Gage St, Bennington

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