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New construction with views overlooking Powder Mill Pond! Currently under construction with estimated completion at the end of January 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 ⋅ 5114986 MLS

New construction with views overlooking Powder Mill Pond! Currently under construction with estimated completion at the end of January 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 Ross Rd, 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

$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

$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

$4,750,000

Located in the heart of the Monadnock Region, reknown for its cultural offerings, close knit communities, protected landscapes and recreational amenities including Crotched Mountain Ski area in town and nearby Crotched Mountain Golf Club. An impressive farm since the early 1800's, Pierce Hill Farm was transformed to a gentleman's estate in 1909. . Its over 306 acres feature extensive hayfields managed by a local farmer, cut stone walls built by Irish masons, gravel carriage roads, walking paths, a private pond, and mountain views. The three story main house has been conscientiously maintained and enjoys lovely grounds with gardens, broad lawn, in-ground pool with patio, tennis court and beautiful views. The first floor boasts large, gracious rooms for entertaining or family gathering. The second floor had a primary suite, two guest bedrooms and four small bedrooms in the kitchen wing. On the third floor are four large bedrooms and two more baths. Also dating from 1909 are the two bedroom, two bath guest house, the five bedroom, two bath farm manager's residence, and the former milk house, now a two bedroom one bath residence. An additional two bedroom 1 bath residence was built in 1961. All the houses enjoy a screened porch with a lovely, private outlook. Farm buildings incude the old dairy barn with slate roof, full hayloft, 2 bay vehicle storage, 4 animal pens and water hydrant. Its attached ell has a tractor bay, box stalls,hayloft, and more animal pens below. The horse barn was built as a showplace with a vaulted two story entry. Clerestory windows light the hayloft below the slate roof. The main aisle is floored with wood bricks and the stall walls have been removed, creating a light open space. The main floor also has a heated workshop, old plumbing, and storage rooms. A full, walkout lower level is used for storage. Additional outbuidings include a garden house, sap house, equipment barn, and old ice house now used for storage.

11 Beds ⋅ 7 Baths ⋅ 5106118 MLS

Located in the heart of the Monadnock Region, reknown for its cultural offerings, close knit communities, protected landscapes and recreational amenities including Crotched Mountain Ski area in town and nearby Crotched Mountain Golf Club. An impressive farm since the early 1800's, Pierce Hill Farm was transformed to a gentleman's estate in 1909. . Its over 306 acres feature extensive hayfields managed by a local farmer, cut stone walls built by Irish masons, gravel carriage roads, walking paths, a private pond, and mountain views. The three story main house has been conscientiously maintained and enjoys lovely grounds with gardens, broad lawn, in-ground pool with patio, tennis court and beautiful views. The first floor boasts large, gracious rooms for entertaining or family gathering. The second floor had a primary suite, two guest bedrooms and four small bedrooms in the kitchen wing. On the third floor are four large bedrooms and two more baths. Also dating from 1909 are the two bedroom, two bath guest house, the five bedroom, two bath farm manager's residence, and the former milk house, now a two bedroom one bath residence. An additional two bedroom 1 bath residence was built in 1961. All the houses enjoy a screened porch with a lovely, private outlook. Farm buildings incude the old dairy barn with slate roof, full hayloft, 2 bay vehicle storage, 4 animal pens and water hydrant. Its attached ell has a tractor bay, box stalls,hayloft, and more animal pens below. The horse barn was built as a showplace with a vaulted two story entry. Clerestory windows light the hayloft below the slate roof. The main aisle is floored with wood bricks and the stall walls have been removed, creating a light open space. The main floor also has a heated workshop, old plumbing, and storage rooms. A full, walkout lower level is used for storage. Additional outbuidings include a garden house, sap house, equipment barn, and old ice house now used for storage.

92,94,96,98,100 Pierce Hill, Bennington

$1,695,000

Set on 5.63 beautiful acres in one of Bennington's most desirable locations, this exceptional 1880 historic home has been thoughtfully renovated inside and out, blending timeless character with sophisticated modern amenities. The property includes approximately 3,200 square feet in the main residence, an attached two-car garage with a second kitchen, and a separate 1,000-square-foot one-bedroom guest cottage. The stunning chef's kitchen is truly the centerpiece of the home, featuring high-end appliances, a dramatic quartz waterfall countertop, and a generous 10-foot island designed for both everyday living and entertaining. Just off the kitchen is a gorgeous screened-in porch, creating a wonderful extension of the living space and the perfect place to enjoy the tranquil setting. Throughout the main level, beautiful white oak floors add warmth and elegance. The home retains the charm and character expected of a historic property while offering the comfort and efficiency of today's modern systems. The thoughtful renovation continues throughout the home, with details such as automated shades in the primary bedroom and library and a convenient second-floor laundry closet. A fireplace adds warmth and character, while expansive views bring the beauty of the surrounding landscape indoors. The separate one-bedroom guest cottage provides even more versatility for guests, extended family, a private office, or potential rental use. Outside, the property is equally impressive, with gorgeous front and side patios designed for outdoor dining and entertaining, a screened-in porch, beautiful grounds, and a storage shed. A rare combination of historic architecture, exceptional renovation, modern technology, expansive acreage, and flexible living spaces, this property offers a level of quality and versatility rarely found in the Bennington market.

3 Beds ⋅ 3 Baths ⋅ 5105174 MLS

Set on 5.63 beautiful acres in one of Bennington's most desirable locations, this exceptional 1880 historic home has been thoughtfully renovated inside and out, blending timeless character with sophisticated modern amenities. The property includes approximately 3,200 square feet in the main residence, an attached two-car garage with a second kitchen, and a separate 1,000-square-foot one-bedroom guest cottage. The stunning chef's kitchen is truly the centerpiece of the home, featuring high-end appliances, a dramatic quartz waterfall countertop, and a generous 10-foot island designed for both everyday living and entertaining. Just off the kitchen is a gorgeous screened-in porch, creating a wonderful extension of the living space and the perfect place to enjoy the tranquil setting. Throughout the main level, beautiful white oak floors add warmth and elegance. The home retains the charm and character expected of a historic property while offering the comfort and efficiency of today's modern systems. The thoughtful renovation continues throughout the home, with details such as automated shades in the primary bedroom and library and a convenient second-floor laundry closet. A fireplace adds warmth and character, while expansive views bring the beauty of the surrounding landscape indoors. The separate one-bedroom guest cottage provides even more versatility for guests, extended family, a private office, or potential rental use. Outside, the property is equally impressive, with gorgeous front and side patios designed for outdoor dining and entertaining, a screened-in porch, beautiful grounds, and a storage shed. A rare combination of historic architecture, exceptional renovation, modern technology, expansive acreage, and flexible living spaces, this property offers a level of quality and versatility rarely found in the Bennington market.

1944 Monument Ave, Bennington

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