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Move right in and enjoy peace of mind with this worry-free new Colonial, complete with a new septic system and modern features throughout including central air! The first floor offers a spacious and functional layout, ideal for everyday living and entertaining. The large kitchen features a center island perfect for the home chef, with plenty of prep and storage space. The adjourning dining room area opens to a wrap-around deck through sliding doors-perfect for grilling or enjoying the outdoors. You will also find a generous living room, convenient half bath and a first-floor laundry room. Upstairs the primary suite provides a private retreat with a walk-in shower and ample closet space. Two additional bedrooms and another full bath complete the second level. Outside you will love the level, fully fenced in yard-beautifully landscaped and ready for kids, pets or gatherings. A detached heated garage offers excellent workspace potential for hobbies or projects, and there is even a dedicated garden area for those with a green thumb. This home is the total package-new, low maintenance and move in ready! Schedule your private showing today!

3 Beds ⋅ 3 Baths ⋅ 5063020 MLS

Move right in and enjoy peace of mind with this worry-free new Colonial, complete with a new septic system and modern features throughout including central air! The first floor offers a spacious and functional layout, ideal for everyday living and entertaining. The large kitchen features a center island perfect for the home chef, with plenty of prep and storage space. The adjourning dining room area opens to a wrap-around deck through sliding doors-perfect for grilling or enjoying the outdoors. You will also find a generous living room, convenient half bath and a first-floor laundry room. Upstairs the primary suite provides a private retreat with a walk-in shower and ample closet space. Two additional bedrooms and another full bath complete the second level. Outside you will love the level, fully fenced in yard-beautifully landscaped and ready for kids, pets or gatherings. A detached heated garage offers excellent workspace potential for hobbies or projects, and there is even a dedicated garden area for those with a green thumb. This home is the total package-new, low maintenance and move in ready! Schedule your private showing today!

15 Dodge Hill Rd, Bennington

$420,000

Investors take note. This 7 unit building features three one bedroom units and four studio units. Tenants pay their own electric and internet. The boiler servicing the building is an efficient pellet boiler. The hot water is also pre-heated with solar to help keep costs low. Five of the units have been updated in the past several years. At current rents and assumed 100% occupancy the building generates $78,600. 2024 expenses were $20,646 which included landscaping, heating (pellets), insurance, internet access, electric for the basement, garbage, property taxes. The building is set up to be very low maintenance!

5055558 MLS

Investors take note. This 7 unit building features three one bedroom units and four studio units. Tenants pay their own electric and internet. The boiler servicing the building is an efficient pellet boiler. The hot water is also pre-heated with solar to help keep costs low. Five of the units have been updated in the past several years. At current rents and assumed 100% occupancy the building generates $78,600. 2024 expenses were $20,646 which included landscaping, heating (pellets), insurance, internet access, electric for the basement, garbage, property taxes. The building is set up to be very low maintenance!

106 School St, Bennington

$408,000

A must-see! Nestled in a quiet neighborhood just minutes from downtown dining and shopping, this beautifully maintained home offers comfort, flexibility, and thoughtful upgrades throughout. Completely renovated approximately 10 years ago, the home features a well-designed gourmet kitchen with granite countertops, a copper sink, soft-close cabinetry, and a custom built-in wine rack. French doors lead to a charming screened porch, perfect for relaxing or entertaining. The upper level offers three bedrooms, including a spacious primary suite with a private ensuite bath, as well as an additional full bathroom. A separate first-floor bedroom w/living space is currently being used as an in-law suite with its own private feel, offering excellent potential for guest accommodations, multigenerational living, or possible Airbnb/rental income. Sliding doors open to a stone patio and a semi-wooded backyard offering privacy and seclusion. Additional highlights include a large attached two-car garage, a semi-finished basement with ample storage space, a newer roof and gutters, paved driveway with drainage system, newer garage door, and updated furnace. The major improvements have already been taken care of — simply move in and enjoy. Schedule your showing today!

4 Beds ⋅ 3 Baths ⋅ 5087824 MLS

A must-see! Nestled in a quiet neighborhood just minutes from downtown dining and shopping, this beautifully maintained home offers comfort, flexibility, and thoughtful upgrades throughout. Completely renovated approximately 10 years ago, the home features a well-designed gourmet kitchen with granite countertops, a copper sink, soft-close cabinetry, and a custom built-in wine rack. French doors lead to a charming screened porch, perfect for relaxing or entertaining. The upper level offers three bedrooms, including a spacious primary suite with a private ensuite bath, as well as an additional full bathroom. A separate first-floor bedroom w/living space is currently being used as an in-law suite with its own private feel, offering excellent potential for guest accommodations, multigenerational living, or possible Airbnb/rental income. Sliding doors open to a stone patio and a semi-wooded backyard offering privacy and seclusion. Additional highlights include a large attached two-car garage, a semi-finished basement with ample storage space, a newer roof and gutters, paved driveway with drainage system, newer garage door, and updated furnace. The major improvements have already been taken care of — simply move in and enjoy. Schedule your showing today!

131 Pine Cir, Bennington

$405,000

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

$405,000

Exceptional mixed-use opportunity in Bennington’s MU-2 District. Sale includes 307 & 307.5 North Street on one 0.70-acre parcel with approximately 150 feet of frontage along North Street (VT Route 7). The front building (approx. 3,446 SF, c. 1840) is currently configured for professional office use with reception, private offices, meeting rooms, kitchen space, and updated mechanical systems. The detached rear structure (approx. 1,200 SF) is a 3BR residence providing supplemental income or on-site occupancy potential. Flexible zoning supports residential, commercial, or mixed-use configurations (subject to approvals).

5077756 MLS

Exceptional mixed-use opportunity in Bennington’s MU-2 District. Sale includes 307 & 307.5 North Street on one 0.70-acre parcel with approximately 150 feet of frontage along North Street (VT Route 7). The front building (approx. 3,446 SF, c. 1840) is currently configured for professional office use with reception, private offices, meeting rooms, kitchen space, and updated mechanical systems. The detached rear structure (approx. 1,200 SF) is a 3BR residence providing supplemental income or on-site occupancy potential. Flexible zoning supports residential, commercial, or mixed-use configurations (subject to approvals).

307 North St, Bennington

$405,000

The House that Love Built-Multigenerational Comfort &Thoughtful Design Tucked away in a peaceful neighborhood, set back from a well maintained town road. This beautifully maintained home is perfect for wildlife watching and enjoying serene solitude. Designed with multigenerational or accessible living in mind, the home features a private in-law suite with it's own ramp entry, wide doorways, and a custom roll in shower. Just outside the suite, enjoy a private deck offering easy access and a peaceful place to relax. The main level includes custom woodwork, hardwood floors, passive solar windows, and fresh paint throughout. The cozy kitchen has a window over the porcelain sink, a pantry and newer appliances. Upstairs features new vinyl flooring, a sunlit primary bedroom, a second spacious bedroom, and a full bath. Bonus features include a 3-year old roof with leaf guard gutters, A Webb Pro Boiler (recently serviced) and a 15kw backup generator. The laundry offers front-load washer/dryer, a sink and access to a 448 sq ft attic roughed in for future living space (with plumbing, heating and structural framing in place). Peaceful setting, thoughtful design-this truly is The House That Love Built.

4 Beds ⋅ 3 Baths ⋅ 5065182 MLS

The House that Love Built-Multigenerational Comfort &Thoughtful Design Tucked away in a peaceful neighborhood, set back from a well maintained town road. This beautifully maintained home is perfect for wildlife watching and enjoying serene solitude. Designed with multigenerational or accessible living in mind, the home features a private in-law suite with it's own ramp entry, wide doorways, and a custom roll in shower. Just outside the suite, enjoy a private deck offering easy access and a peaceful place to relax. The main level includes custom woodwork, hardwood floors, passive solar windows, and fresh paint throughout. The cozy kitchen has a window over the porcelain sink, a pantry and newer appliances. Upstairs features new vinyl flooring, a sunlit primary bedroom, a second spacious bedroom, and a full bath. Bonus features include a 3-year old roof with leaf guard gutters, A Webb Pro Boiler (recently serviced) and a 15kw backup generator. The laundry offers front-load washer/dryer, a sink and access to a 448 sq ft attic roughed in for future living space (with plumbing, heating and structural framing in place). Peaceful setting, thoughtful design-this truly is The House That Love Built.

848 Coleville Rd, Bennington

$400,000

HISTORIC CHARM MEETS MODERN COMFORT AND A SETTING THAT SHINES IN EVERY SEASON! Perfectly positioned to capture morning and afternoon sunlight and maximize sweeping sight lines across the land, this thoughtfully updated historic home blends character with practical improvements for modern living. Inside, neutral tones and wood-look vinyl flooring create a welcoming backdrop while the open-concept layout encourages connection from room to room. The bright white kitchen draws guests in to linger around the bar counter with appetizers and refreshments while conversation flows. Clever built-in banquette seating defines the eat-in kitchen inviting everything from lively card games and homework sessions to holiday brunches and memorable dinners with friends. On football Sundays or movie nights, the cook will appreciate clear sight lines into the family room where everyone can be part of the action. Enjoy changing seasonal views of a flowering cherry tree and expansive yard that provides a beautiful backdrop for outdoor play, gardening or evenings under the stars. A rustic outbuilding with chicken coop offers the perfect start for homesteading dreams and the simple pleasure of gathering fresh eggs each morning. Back inside, a versatile collection of rooms adapts to evolving needs. A multipurpose room with built-in organization and laundry keeps things tidy, while just beyond knotty pine offers wonderful flexibility as primary bedroom, or even a bunk area for ski weekends or bonus guest suite complete with ensuite bath. After a day spent skiing or golfing at nearby Crotched or biking the rail trail recreation corridor, the second-floor bedroom with cathedral ceiling and calming coastal-inspired tones is a welcome escape. A second light-filled bedroom delights guests while an oversized landing can serve as an office, reading nook or study zone. FROM SKI WEEKENDS TO SUMMER GARDENS, THIS IS A HOME TO LOVE FOR YEARS TO COME!

3 Beds ⋅ 2 Baths ⋅ 5089639 MLS

HISTORIC CHARM MEETS MODERN COMFORT AND A SETTING THAT SHINES IN EVERY SEASON! Perfectly positioned to capture morning and afternoon sunlight and maximize sweeping sight lines across the land, this thoughtfully updated historic home blends character with practical improvements for modern living. Inside, neutral tones and wood-look vinyl flooring create a welcoming backdrop while the open-concept layout encourages connection from room to room. The bright white kitchen draws guests in to linger around the bar counter with appetizers and refreshments while conversation flows. Clever built-in banquette seating defines the eat-in kitchen inviting everything from lively card games and homework sessions to holiday brunches and memorable dinners with friends. On football Sundays or movie nights, the cook will appreciate clear sight lines into the family room where everyone can be part of the action. Enjoy changing seasonal views of a flowering cherry tree and expansive yard that provides a beautiful backdrop for outdoor play, gardening or evenings under the stars. A rustic outbuilding with chicken coop offers the perfect start for homesteading dreams and the simple pleasure of gathering fresh eggs each morning. Back inside, a versatile collection of rooms adapts to evolving needs. A multipurpose room with built-in organization and laundry keeps things tidy, while just beyond knotty pine offers wonderful flexibility as primary bedroom, or even a bunk area for ski weekends or bonus guest suite complete with ensuite bath. After a day spent skiing or golfing at nearby Crotched or biking the rail trail recreation corridor, the second-floor bedroom with cathedral ceiling and calming coastal-inspired tones is a welcome escape. A second light-filled bedroom delights guests while an oversized landing can serve as an office, reading nook or study zone. FROM SKI WEEKENDS TO SUMMER GARDENS, THIS IS A HOME TO LOVE FOR YEARS TO COME!

15 Eaton Ave, Bennington

$399,900

This c. 1936 4BR/2BA home has been beautifully updated to blend timeless architectural character with modern comfort and convenience. Meticulously maintained throughout, it features gleaming hardwood floors, vintage details and thoughtful updates designed for today’s lifestyle. The stunning granite kitchen offers rich cherry cabinetry and stainless steel appliances, all new in 2024, creating a warm and functional space for cooking and gathering. The expansive primary suite is a true retreat, complete with an oversized walk-in shower, double vanity with granite countertop, and abundant space to unwind. Three additional guest bedrooms and a full guest bath provide flexibility for family, guests, or home office needs. The finished attic is perfect for a playroom or creative space and the home offers abundant storage throughout. Step outside to enjoy the brand-new expansive deck overlooking the yard, along with a shed and additional outbuilding for hobbies, gardening, or extra storage. Located in the Clarks Woods neighborhood, this charming home is convenient to the country club, hospital, and other local amenities while offering the comfort of a lovely residential setting. 0.33 acre.

4 Beds ⋅ 2 Baths ⋅ 5088223 MLS

This c. 1936 4BR/2BA home has been beautifully updated to blend timeless architectural character with modern comfort and convenience. Meticulously maintained throughout, it features gleaming hardwood floors, vintage details and thoughtful updates designed for today’s lifestyle. The stunning granite kitchen offers rich cherry cabinetry and stainless steel appliances, all new in 2024, creating a warm and functional space for cooking and gathering. The expansive primary suite is a true retreat, complete with an oversized walk-in shower, double vanity with granite countertop, and abundant space to unwind. Three additional guest bedrooms and a full guest bath provide flexibility for family, guests, or home office needs. The finished attic is perfect for a playroom or creative space and the home offers abundant storage throughout. Step outside to enjoy the brand-new expansive deck overlooking the yard, along with a shed and additional outbuilding for hobbies, gardening, or extra storage. Located in the Clarks Woods neighborhood, this charming home is convenient to the country club, hospital, and other local amenities while offering the comfort of a lovely residential setting. 0.33 acre.

23 Pageant St, Bennington

$398,000

Charming vintage 1920s Arts & Crafts-style cottage in a prime village location. This inviting home offers seven main rooms, including three bedrooms and two baths, blending timeless character with modern comfort. The updated kitchen features abundant storage and flows nicely into the living spaces, highlighted by beautiful wood floors and a cozy fireplace. Central air ensures year-round comfort. Enjoy outdoor living with a large, inviting front porch perfect for relaxing, as well as a private back deck ideal for entertaining or a quiet retreat. A two-car detached garage adds convenience and additional storage. Classic architectural details and thoughtful updates make this a truly special property in a highly desirable setting.

3 Beds ⋅ 2 Baths ⋅ 5084174 MLS

Charming vintage 1920s Arts & Crafts-style cottage in a prime village location. This inviting home offers seven main rooms, including three bedrooms and two baths, blending timeless character with modern comfort. The updated kitchen features abundant storage and flows nicely into the living spaces, highlighted by beautiful wood floors and a cozy fireplace. Central air ensures year-round comfort. Enjoy outdoor living with a large, inviting front porch perfect for relaxing, as well as a private back deck ideal for entertaining or a quiet retreat. A two-car detached garage adds convenience and additional storage. Classic architectural details and thoughtful updates make this a truly special property in a highly desirable setting.

231 Washington Ave, Bennington

$389,000

Welcome home to this 3-bedroom, 2-bath raised ranch nestled on 1.72 beautifully landscaped acres in a peaceful neighborhood. The picturesque property is adorned with a variety of mature fruit trees and offers stunning mountain views. A spacious back deck overlooks the above-ground pool, making it the perfect setting for relaxing, entertaining, or taking in the scenery. Inside, you'll find an oversized, updated kitchen featuring soft-close cabinetry and plenty of space for gathering. The breakfast nook overlooks the inviting living room, where a cozy pellet stove creates a warm and welcoming atmosphere. A formal dining room provides additional space for hosting family and friends. The mostly finished basement offers endless possibilities, whether you're looking for a recreation room, home office, workout space, or the ultimate man cave, while still providing ample storage. The heated two-car garage is equipped with an electric vehicle charger, adding modern convenience to this thoughtfully cared-for home. Combining comfortable living spaces, beautiful outdoor amenities, and a sought-after location, this home is ready for its next chapter!

3 Beds ⋅ 2 Baths ⋅ 5103003 MLS

Welcome home to this 3-bedroom, 2-bath raised ranch nestled on 1.72 beautifully landscaped acres in a peaceful neighborhood. The picturesque property is adorned with a variety of mature fruit trees and offers stunning mountain views. A spacious back deck overlooks the above-ground pool, making it the perfect setting for relaxing, entertaining, or taking in the scenery. Inside, you'll find an oversized, updated kitchen featuring soft-close cabinetry and plenty of space for gathering. The breakfast nook overlooks the inviting living room, where a cozy pellet stove creates a warm and welcoming atmosphere. A formal dining room provides additional space for hosting family and friends. The mostly finished basement offers endless possibilities, whether you're looking for a recreation room, home office, workout space, or the ultimate man cave, while still providing ample storage. The heated two-car garage is equipped with an electric vehicle charger, adding modern convenience to this thoughtfully cared-for home. Combining comfortable living spaces, beautiful outdoor amenities, and a sought-after location, this home is ready for its next chapter!

185 Jewett Dr, Bennington

$388,800

Brand New Construction in Bennington! Looking for the perfect blend of modern comfort, energy efficiency, and outdoor adventure? This stunning new construction home has it all! Featuring 4 spacious bedrooms, 2 full baths, and thoughtfully designed living spaces, this home was built with today’s lifestyle in mind. Enjoy lower utility costs and year-round comfort thanks to its energy-efficient construction. Step outside onto the expansive back deck, the perfect place to host summer barbecues, sip your morning coffee, or unwind while taking in the peaceful surroundings. Love the outdoors? You’ll appreciate the nearby walking trails that connect you to the beautiful grounds of the Bennington Museum and beyond. Plus, you’re just minutes from the hospital, shopping, dining, and everything Bennington has to offer. Brand New Construction 4 Bedrooms | 2 Bathrooms Energy Efficient Design Huge Rear Deck Walking Trails Nearby Convenient Location Close to Shopping & Healthcare This is more than a house—it’s a lifestyle. Agent is seller.

4 Beds ⋅ 2 Baths ⋅ 5092590 MLS

Brand New Construction in Bennington! Looking for the perfect blend of modern comfort, energy efficiency, and outdoor adventure? This stunning new construction home has it all! Featuring 4 spacious bedrooms, 2 full baths, and thoughtfully designed living spaces, this home was built with today’s lifestyle in mind. Enjoy lower utility costs and year-round comfort thanks to its energy-efficient construction. Step outside onto the expansive back deck, the perfect place to host summer barbecues, sip your morning coffee, or unwind while taking in the peaceful surroundings. Love the outdoors? You’ll appreciate the nearby walking trails that connect you to the beautiful grounds of the Bennington Museum and beyond. Plus, you’re just minutes from the hospital, shopping, dining, and everything Bennington has to offer. Brand New Construction 4 Bedrooms | 2 Bathrooms Energy Efficient Design Huge Rear Deck Walking Trails Nearby Convenient Location Close to Shopping & Healthcare This is more than a house—it’s a lifestyle. Agent is seller.

317 Chester Knoll Dr, Bennington

$386,000

Well-maintained 2005 tri-level home offering comfortable, easy living in a desirable residential neighborhood. Features include efficient radiant floor heat, mini-split system for added comfort and new vinyl plank flooring on the lower and main levels. The kitchen is outfitted with attractive cherry cabinets and offers a functional layout for everyday living. Located within a PUD, the HOA covers landscaping, snow plowing, and trash removal—ideal for low-maintenance living. Conveniently situated close to downtown Bennington, the Bennington Museum, shopping, dining, and local amenities.

3 Beds ⋅ 4 Baths ⋅ 5075963 MLS

Well-maintained 2005 tri-level home offering comfortable, easy living in a desirable residential neighborhood. Features include efficient radiant floor heat, mini-split system for added comfort and new vinyl plank flooring on the lower and main levels. The kitchen is outfitted with attractive cherry cabinets and offers a functional layout for everyday living. Located within a PUD, the HOA covers landscaping, snow plowing, and trash removal—ideal for low-maintenance living. Conveniently situated close to downtown Bennington, the Bennington Museum, shopping, dining, and local amenities.

328 Chester Knoll Dr, Bennington

$384,900

Some houses have character. This one has personality. Set in the heart of Bennington, this classic New England farmhouse has the kind of details that stop you mid-tour: wide pine floors, wainscoting, rich wood accents, stained glass windows, and built-ins tucked into all the right places. It's the sort of home that feels lived-in and loved, without feeling dated. The main house offers two bedrooms and two baths upstairs, plus a flexible bonus room just off the primary bedroom, ideal as a nursery, home office, or reading nook depending on what life looks like for you. Downstairs, a fully separate one-bedroom apartment with its own private entrance adds serious versatility. Multi-generational living, rental income, a guest suite, a home studio: the options are there. Outside, a fully fenced yard gives you room to garden, let the dog run, or just breathe. The attached two-car garage handles the practical side of things, and the detached 20x40 barn (two full floors of it) handles everything else. Tools, equipment, hobbies, overflow storage: it's all accounted for. This is the kind of property that doesn't come around often in a town this charming. Come see it for yourself.

5097060 MLS

Some houses have character. This one has personality. Set in the heart of Bennington, this classic New England farmhouse has the kind of details that stop you mid-tour: wide pine floors, wainscoting, rich wood accents, stained glass windows, and built-ins tucked into all the right places. It's the sort of home that feels lived-in and loved, without feeling dated. The main house offers two bedrooms and two baths upstairs, plus a flexible bonus room just off the primary bedroom, ideal as a nursery, home office, or reading nook depending on what life looks like for you. Downstairs, a fully separate one-bedroom apartment with its own private entrance adds serious versatility. Multi-generational living, rental income, a guest suite, a home studio: the options are there. Outside, a fully fenced yard gives you room to garden, let the dog run, or just breathe. The attached two-car garage handles the practical side of things, and the detached 20x40 barn (two full floors of it) handles everything else. Tools, equipment, hobbies, overflow storage: it's all accounted for. This is the kind of property that doesn't come around often in a town this charming. Come see it for yourself.

185 Us Highway 202, Bennington

$372,000

Nestled on a quiet residential street, this beautifully maintained home effortlessly blends timeless charm with modern convenience, creating a space that is as inviting as it is impressive. From the moment you arrive, you’ll appreciate the character and warmth that set this property apart. At the heart of the home is a thoughtfully designed kitchen featuring modern appliances, rich cherry cabinetry, and granite countertops. With abundant storage and a dedicated pantry, the space is both functional and perfect for entertaining. Graceful arched doorways lead into the dining and living areas, where gleaming hardwood floors and an abundance of natural light create a bright, welcoming atmosphere. A cozy pellet stove adds warmth and comfort during cold Vermont winters. Upstairs, you’ll find three bedrooms, including a versatile smaller room ideal for a home office, nursery, or guest space, along with a spacious full bathroom. The basement has been sealed and painted and is perfect for storage or added recreation space. Outside you'll enjoy a manageable, level yard accented by established flowerbeds and lovely views of Mount Anthony. A beautiful, maintenance-free deck offers an ideal space for relaxing or entertaining in a peaceful setting. A standout feature of the property is the expansive four-car garage, offering exceptional space for vehicles, hobbies, or a workshop, along with a generous overhead storage area to keep everything organized. The home is also thoughtfully equipped to support modern living with wiring in place for an electric vehicle charging station as well as generator readiness for added peace of mind. An ideal location close to downtown shops and restaurants, yet just a few blocks from the Y Woods walking trails. You truly can have it all!

3 Beds ⋅ 2 Baths ⋅ 5080054 MLS

Nestled on a quiet residential street, this beautifully maintained home effortlessly blends timeless charm with modern convenience, creating a space that is as inviting as it is impressive. From the moment you arrive, you’ll appreciate the character and warmth that set this property apart. At the heart of the home is a thoughtfully designed kitchen featuring modern appliances, rich cherry cabinetry, and granite countertops. With abundant storage and a dedicated pantry, the space is both functional and perfect for entertaining. Graceful arched doorways lead into the dining and living areas, where gleaming hardwood floors and an abundance of natural light create a bright, welcoming atmosphere. A cozy pellet stove adds warmth and comfort during cold Vermont winters. Upstairs, you’ll find three bedrooms, including a versatile smaller room ideal for a home office, nursery, or guest space, along with a spacious full bathroom. The basement has been sealed and painted and is perfect for storage or added recreation space. Outside you'll enjoy a manageable, level yard accented by established flowerbeds and lovely views of Mount Anthony. A beautiful, maintenance-free deck offers an ideal space for relaxing or entertaining in a peaceful setting. A standout feature of the property is the expansive four-car garage, offering exceptional space for vehicles, hobbies, or a workshop, along with a generous overhead storage area to keep everything organized. The home is also thoughtfully equipped to support modern living with wiring in place for an electric vehicle charging station as well as generator readiness for added peace of mind. An ideal location close to downtown shops and restaurants, yet just a few blocks from the Y Woods walking trails. You truly can have it all!

303 Prospect St, Bennington

$367,000

Here's the house you have been waiting for! An attractive 3-bedroom, 2-bath, brick-veneer cape, situated on a pretty corner lot, just a skip away from downtown North Bennington, with all its amenities, and next door to Bennington College. There's room for the family, with a flexible layout that offers lots of possibilities, including first-floor living, with a full bathroom on the first floor. The generous windows offer abundant light, and there are wood floors through all the main rooms. The screened-in porch is ideal for the summer evenings. Or enjoy a warming fire on the cold winter evenings. There's plenty of storage space for all those treasures, with a large basement, multiple closets and more space under the eaves.

3 Beds ⋅ 2 Baths ⋅ 5060127 MLS

Here's the house you have been waiting for! An attractive 3-bedroom, 2-bath, brick-veneer cape, situated on a pretty corner lot, just a skip away from downtown North Bennington, with all its amenities, and next door to Bennington College. There's room for the family, with a flexible layout that offers lots of possibilities, including first-floor living, with a full bathroom on the first floor. The generous windows offer abundant light, and there are wood floors through all the main rooms. The screened-in porch is ideal for the summer evenings. Or enjoy a warming fire on the cold winter evenings. There's plenty of storage space for all those treasures, with a large basement, multiple closets and more space under the eaves.

26 College Rd, Bennington

$365,000

Located in the heart of the charming North Bennington Village, this beautifully renovated home offers the perfect blend of classic character and modern convenience. Completely renovated interior in 2022, including a new roof, this move-in-ready home features three bedrooms and two beautifully updated bathrooms, with the added convenience of a first-floor bedroom and main-level laundry. The spacious kitchen is designed for both everyday living and entertaining, featuring a gas range, pantry, and ample cabinetry. The flexible living and dining area is highlighted by a cozy fireplace, while gleaming hardwood floors run throughout the home. An enclosed front porch serves as the perfect mudroom or welcoming entry, and the bright living room is filled with natural light. Upstairs, you'll find two additional bedrooms and a beautifully tiled bathroom with a walk-in shower. The home's extensive 2022 renovation included a new roof, furnace, electrical, plumbing, and insulation, along with updated finishes throughout, providing the comfort and peace of mind of a nearly new home. Outside, enjoy a partially fenced yard, ideal for gardening, pets, or outdoor gatherings, along with a detached one-car garage. Located within walking distance of North Bennington Village's shops, restaurants, parks, and local amenities, this thoughtfully renovated home is truly move-in ready.

3 Beds ⋅ 2 Baths ⋅ 5101687 MLS

Located in the heart of the charming North Bennington Village, this beautifully renovated home offers the perfect blend of classic character and modern convenience. Completely renovated interior in 2022, including a new roof, this move-in-ready home features three bedrooms and two beautifully updated bathrooms, with the added convenience of a first-floor bedroom and main-level laundry. The spacious kitchen is designed for both everyday living and entertaining, featuring a gas range, pantry, and ample cabinetry. The flexible living and dining area is highlighted by a cozy fireplace, while gleaming hardwood floors run throughout the home. An enclosed front porch serves as the perfect mudroom or welcoming entry, and the bright living room is filled with natural light. Upstairs, you'll find two additional bedrooms and a beautifully tiled bathroom with a walk-in shower. The home's extensive 2022 renovation included a new roof, furnace, electrical, plumbing, and insulation, along with updated finishes throughout, providing the comfort and peace of mind of a nearly new home. Outside, enjoy a partially fenced yard, ideal for gardening, pets, or outdoor gatherings, along with a detached one-car garage. Located within walking distance of North Bennington Village's shops, restaurants, parks, and local amenities, this thoughtfully renovated home is truly move-in ready.

12 Hall St, Bennington

$360,000

Welcome to 169 US Route 202 — Where Modern Living Meets New Hampshire Adventure. Bright, clean, and move-in ready, this stylish 2-bedroom, 1-bath home in the heart of Bennington offers the perfect blend of modern design and outdoor lifestyle. From the moment you step inside, you'll notice the sun-drenched interiors and sleek finishes that give this home a fresh, contemporary feel. The kitchen shines with stainless steel appliances, with the layout flowing effortlessly into a versatile flex room — currently used as a living area — giving you the freedom to make the space truly your own. Step right outside of the current living room and the fun continues. Situated on a generous .75-acre lot, the concrete patio is perfect for entertaining, and the yard comes complete with a trampoline and swing set — ready for everything summer has to offer. With Sawyer Park just a short walk away, as well as Powder Mill Pond trails and access to Powder Mill Pond minutes away, nature is practically at your doorstep. Crotched Mountain Ski Resort and the Crotched Mountain Golf Club are just minutes away, giving you four seasons of adventure right outside your door. Rounding it out: forced hot air heat, an unfinished basement offering excellent storage or future potential, and 1,124 sq ft of thoughtfully designed finished living space. Schedule your showing today! OPEN HOUSE SATURDAY 4/25 10:00am-12:00pm!!

2 Beds ⋅ 1 Baths ⋅ 5084696 MLS

Welcome to 169 US Route 202 — Where Modern Living Meets New Hampshire Adventure. Bright, clean, and move-in ready, this stylish 2-bedroom, 1-bath home in the heart of Bennington offers the perfect blend of modern design and outdoor lifestyle. From the moment you step inside, you'll notice the sun-drenched interiors and sleek finishes that give this home a fresh, contemporary feel. The kitchen shines with stainless steel appliances, with the layout flowing effortlessly into a versatile flex room — currently used as a living area — giving you the freedom to make the space truly your own. Step right outside of the current living room and the fun continues. Situated on a generous .75-acre lot, the concrete patio is perfect for entertaining, and the yard comes complete with a trampoline and swing set — ready for everything summer has to offer. With Sawyer Park just a short walk away, as well as Powder Mill Pond trails and access to Powder Mill Pond minutes away, nature is practically at your doorstep. Crotched Mountain Ski Resort and the Crotched Mountain Golf Club are just minutes away, giving you four seasons of adventure right outside your door. Rounding it out: forced hot air heat, an unfinished basement offering excellent storage or future potential, and 1,124 sq ft of thoughtfully designed finished living space. Schedule your showing today! OPEN HOUSE SATURDAY 4/25 10:00am-12:00pm!!

169 Us Route 202, Bennington

$355,000

This inviting ranch has been thoughtfully cared for and filled with warmth throughout. What truly sets it apart is the location, offering wide, beautiful views you can enjoy everyday. The level lot provides plenty of space for gardening, outdoor gatherings, or simply relaxing on the back deck with a morning cup of coffee, or an evening star gazing. With generous road frontage, the possibilities for outdoor living are wide open. Inside, the home features three bedrooms and two bathrooms. The spacious primary bedroom includes its own half bath and a versatile sunroom with a sitting area, or a space of your own design. The two additional bedrooms face west, bringing in soft afternoon light. The kitchen and dining area have a great flow for families, or entertaining. The living room offers a comfortable gathering space with a working fireplace for cooler nights.You will love the large laundry room on the first floor for convenience. In the cellar, you'll find a new heating system that was installed in 2025. The house is equipped with a generator. *Bonus*- the basement is framed and ready to go for extra living space.This is a special property with a lot to offer. I'd love to show it to you!

3 Beds ⋅ 2 Baths ⋅ 5081523 MLS

This inviting ranch has been thoughtfully cared for and filled with warmth throughout. What truly sets it apart is the location, offering wide, beautiful views you can enjoy everyday. The level lot provides plenty of space for gardening, outdoor gatherings, or simply relaxing on the back deck with a morning cup of coffee, or an evening star gazing. With generous road frontage, the possibilities for outdoor living are wide open. Inside, the home features three bedrooms and two bathrooms. The spacious primary bedroom includes its own half bath and a versatile sunroom with a sitting area, or a space of your own design. The two additional bedrooms face west, bringing in soft afternoon light. The kitchen and dining area have a great flow for families, or entertaining. The living room offers a comfortable gathering space with a working fireplace for cooler nights.You will love the large laundry room on the first floor for convenience. In the cellar, you'll find a new heating system that was installed in 2025. The house is equipped with a generator. *Bonus*- the basement is framed and ready to go for extra living space.This is a special property with a lot to offer. I'd love to show it to you!

695 Dermody Rd, Bennington

$355,000

Charming Historic Home with Garden, Barn & Flexible Living Spaces This beautiful 100+ year-old home offers over 3,400 sq. ft. of warmth, character, and room to grow. Flooded with natural light, this home on 2+ acres has three sunny upstairs bedrooms and three baths. In addition to a large living room and full dining room, the main floor has a laundry/mudroom and front and rear parlors that can serve as additional bedrooms, guest rooms, or cozy living spaces. The second floor features its own 2-bedroom, 1-bath apartment—perfect for multi-generational living, hosting guests, or generating extra income. Mature trees, wrap-around porches, a sunny lawn, and an ample garden offer space for planting, play, and relaxation, while a sturdy two-story barn provides endless possibilities—storage, workshop, studio, or hobby space. There is also separately entranced area at the back of the house that can provide office space. The house has many original details, including pocket doors, hardware, and woodwork, as well as double-pane windows throughout. This exceptional property, located in the North Bennington school district, offers a rare combination of history, space, and flexibility. Come and experience the warmth and potential of this one-of-a-kind home.

5 Beds ⋅ 4 Baths ⋅ 5042655 MLS

Charming Historic Home with Garden, Barn & Flexible Living Spaces This beautiful 100+ year-old home offers over 3,400 sq. ft. of warmth, character, and room to grow. Flooded with natural light, this home on 2+ acres has three sunny upstairs bedrooms and three baths. In addition to a large living room and full dining room, the main floor has a laundry/mudroom and front and rear parlors that can serve as additional bedrooms, guest rooms, or cozy living spaces. The second floor features its own 2-bedroom, 1-bath apartment—perfect for multi-generational living, hosting guests, or generating extra income. Mature trees, wrap-around porches, a sunny lawn, and an ample garden offer space for planting, play, and relaxation, while a sturdy two-story barn provides endless possibilities—storage, workshop, studio, or hobby space. There is also separately entranced area at the back of the house that can provide office space. The house has many original details, including pocket doors, hardware, and woodwork, as well as double-pane windows throughout. This exceptional property, located in the North Bennington school district, offers a rare combination of history, space, and flexibility. Come and experience the warmth and potential of this one-of-a-kind home.

927 Water St, Bennington

$354,000

Convenient one-level living meets modern style and design in this beautifully crafted ranch home, situated on a spacious 1.4-acre lot within a newer, private four-home subdivision. Relax on the impressive 52-foot farmer’s porch, perfect for enjoying cool summer breezes, stunning sunsets, entertaining guests, or simply taking in the expansive yard and thoughtfully designed plantings. Inside the open floor plan showcases a stylish kitchen with stainless steel Whirlpool appliances, a walk-in pantry, farmhouse sink, and center island w/ seating, seamlessly flowing into the living room highlighted by a tray ceiling and custom built-in entertainment center. The oversized primary suite offers a private retreat with a spa-like bath, including his-and-her vanity, a glass-enclosed palisade shower, built-ins, window seat, and a generous walk-in closet. The opposite end of the home includes two additional bedrooms, a full bath, and a spacious laundry room with abundant storage. The slider leads out to the covered back deck and overlooks the private, fenced-in backyard. Additionally, the home offers low maintenance flooring, recessed lighting throughout, forced hot air heat via propane, 100 amp electrical, town water, private septic, and Vermont Weatherization including upgraded insulation. Expansion potential for a future garage adds even more value. Constructed in 2023, it is truly move-in ready and offers a wonderful opportunity to create lasting memories. This property is in close proximity to historic downtown Bennington and is just 30 minutes from Manchester VT and Williamstown MA. Additionally, it is within approximately 45 minutes of several ski resorts in Vermont (Mount Snow, Stratton Mountain, and Bromley Mountain) and Massachusetts (Jiminy Peak).

3 Beds ⋅ 2 Baths ⋅ 5073481 MLS

Convenient one-level living meets modern style and design in this beautifully crafted ranch home, situated on a spacious 1.4-acre lot within a newer, private four-home subdivision. Relax on the impressive 52-foot farmer’s porch, perfect for enjoying cool summer breezes, stunning sunsets, entertaining guests, or simply taking in the expansive yard and thoughtfully designed plantings. Inside the open floor plan showcases a stylish kitchen with stainless steel Whirlpool appliances, a walk-in pantry, farmhouse sink, and center island w/ seating, seamlessly flowing into the living room highlighted by a tray ceiling and custom built-in entertainment center. The oversized primary suite offers a private retreat with a spa-like bath, including his-and-her vanity, a glass-enclosed palisade shower, built-ins, window seat, and a generous walk-in closet. The opposite end of the home includes two additional bedrooms, a full bath, and a spacious laundry room with abundant storage. The slider leads out to the covered back deck and overlooks the private, fenced-in backyard. Additionally, the home offers low maintenance flooring, recessed lighting throughout, forced hot air heat via propane, 100 amp electrical, town water, private septic, and Vermont Weatherization including upgraded insulation. Expansion potential for a future garage adds even more value. Constructed in 2023, it is truly move-in ready and offers a wonderful opportunity to create lasting memories. This property is in close proximity to historic downtown Bennington and is just 30 minutes from Manchester VT and Williamstown MA. Additionally, it is within approximately 45 minutes of several ski resorts in Vermont (Mount Snow, Stratton Mountain, and Bromley Mountain) and Massachusetts (Jiminy Peak).

38 Oak Ridge Ln, Bennington

$353,000

Vermont charm meets move-in ready comfort on Elm Street! This inviting 3-bedroom, 2.5-bath Cape offers warm, welcoming spaces throughout. The cozy yet spacious living room features a fireplace — perfect for snowy Vermont evenings — while the generously sized dining room is ideal for hosting holidays and gatherings. The beautifully updated kitchen showcases granite countertops and rich cherry cabinetry, blending classic style with modern convenience. The primary bedroom includes a walk-in closet, and all bedrooms offer comfortable, spacious layouts. Enjoy your morning coffee on the charming front porch or unwind on the back deck overlooking the lovely yard. A detached two-car garage adds practicality and storage. A truly special home that captures Vermont character with the ease of modern updates — ready for its next chapter.

3 Beds ⋅ 3 Baths ⋅ 5076747 MLS

Vermont charm meets move-in ready comfort on Elm Street! This inviting 3-bedroom, 2.5-bath Cape offers warm, welcoming spaces throughout. The cozy yet spacious living room features a fireplace — perfect for snowy Vermont evenings — while the generously sized dining room is ideal for hosting holidays and gatherings. The beautifully updated kitchen showcases granite countertops and rich cherry cabinetry, blending classic style with modern convenience. The primary bedroom includes a walk-in closet, and all bedrooms offer comfortable, spacious layouts. Enjoy your morning coffee on the charming front porch or unwind on the back deck overlooking the lovely yard. A detached two-car garage adds practicality and storage. A truly special home that captures Vermont character with the ease of modern updates — ready for its next chapter.

308 Elm St, Bennington

$352,500

Welcome to this beautifully updated four-bedroom home, ideally located in a sought-after North Bennington neighborhood. Situated on over half an acre, this property offers the perfect balance of privacy and convenience, just steps from scenic hiking trails and close to Bennington College. Step inside to discover a freshly renovated kitchen and bathroom, complemented by new flooring throughout the home. Brand new first floor half bath and mudroom entrance recently added. The dining room features a sliding glass door that opens to a spacious back deck, perfect for outdoor dining and relaxing. A covered front porch adds classic New England charm and a welcoming touch. With a large attached garage offering plenty of storage and workspace, this home is as practical as it is inviting. Whether you're enjoying the peaceful surroundings or entertaining guests, this home provides comfort, style, and a true sense of place in a friendly, walkable neighborhood. Don’t miss this North Bennington gem, schedule your showing today!

4 Beds ⋅ 2 Baths ⋅ 5048567 MLS

Welcome to this beautifully updated four-bedroom home, ideally located in a sought-after North Bennington neighborhood. Situated on over half an acre, this property offers the perfect balance of privacy and convenience, just steps from scenic hiking trails and close to Bennington College. Step inside to discover a freshly renovated kitchen and bathroom, complemented by new flooring throughout the home. Brand new first floor half bath and mudroom entrance recently added. The dining room features a sliding glass door that opens to a spacious back deck, perfect for outdoor dining and relaxing. A covered front porch adds classic New England charm and a welcoming touch. With a large attached garage offering plenty of storage and workspace, this home is as practical as it is inviting. Whether you're enjoying the peaceful surroundings or entertaining guests, this home provides comfort, style, and a true sense of place in a friendly, walkable neighborhood. Don’t miss this North Bennington gem, schedule your showing today!

19 Royal St, Bennington

$351,000

Set well back from the road, this mid-century modern home emphasizes simple lines, an indoor-outdoor connection, and panoramic views. The main level centers on an open living/dining/kitchen area anchored by a fireplace and oversized windows that overlook the pond and rolling landscape beyond. The primary suite on this level provides private comfort. A second-floor bedroom offers a rare upper-level retreat complete with a private bath - perfect for guests, teenagers, or a dedicated workspace. Though the home’s layout and setting are outstanding, it needs thoughtful updating: kitchens and baths could be refreshed, finishes modernized, and mechanicals upgraded to improve energy efficiency. With cosmetic work and systems improvements, this property will be transformed into a stylish, comfortable showpiece that honors its mid-century heritage. This property delivers the best of both worlds - architectural interest and a peaceful natural setting. The pond and views create an immediate sense of escape, while the four-bedroom layout and three baths make it practical for full-time living or a vacation retreat. For buyers who appreciate mid-century lines and want to add modern amenities, this is an inspired canvas.

4 Beds ⋅ 3 Baths ⋅ 5062264 MLS

Set well back from the road, this mid-century modern home emphasizes simple lines, an indoor-outdoor connection, and panoramic views. The main level centers on an open living/dining/kitchen area anchored by a fireplace and oversized windows that overlook the pond and rolling landscape beyond. The primary suite on this level provides private comfort. A second-floor bedroom offers a rare upper-level retreat complete with a private bath - perfect for guests, teenagers, or a dedicated workspace. Though the home’s layout and setting are outstanding, it needs thoughtful updating: kitchens and baths could be refreshed, finishes modernized, and mechanicals upgraded to improve energy efficiency. With cosmetic work and systems improvements, this property will be transformed into a stylish, comfortable showpiece that honors its mid-century heritage. This property delivers the best of both worlds - architectural interest and a peaceful natural setting. The pond and views create an immediate sense of escape, while the four-bedroom layout and three baths make it practical for full-time living or a vacation retreat. For buyers who appreciate mid-century lines and want to add modern amenities, this is an inspired canvas.

165 Pippin Knl, Bennington

$350,000

Brand new 2026 construction offering the ease of single: level living with thoughtful, ADA-compliant design throughout. This energy efficient home features 2 bedrooms and 2 full bathrooms, including a well-designed primary suite, plus convenient in-unit laundry. The open concept layout is highlighted by a spacious kitchen and a cathedral ceiling that brings in abundant natural light and an airy feel. Enjoy year-round comfort with radiant heat throughout and efficient mini-split heat pumps. Step outside to a private back deck: perfect for relaxing or entertaining. A one car attached garage adds convenience and additional storage. Located in a well maintained and welcoming HOA, this property offers excellent walkability to nearby amenities, making it ideal for a variety of lifestyles. Listing agent is owner.

2 Beds ⋅ 2 Baths ⋅ 5090266 MLS

Brand new 2026 construction offering the ease of single: level living with thoughtful, ADA-compliant design throughout. This energy efficient home features 2 bedrooms and 2 full bathrooms, including a well-designed primary suite, plus convenient in-unit laundry. The open concept layout is highlighted by a spacious kitchen and a cathedral ceiling that brings in abundant natural light and an airy feel. Enjoy year-round comfort with radiant heat throughout and efficient mini-split heat pumps. Step outside to a private back deck: perfect for relaxing or entertaining. A one car attached garage adds convenience and additional storage. Located in a well maintained and welcoming HOA, this property offers excellent walkability to nearby amenities, making it ideal for a variety of lifestyles. Listing agent is owner.

524 Jennings Brook Dr, Bennington

$350,000

Brand new 2026 construction offering the ease of single-level living with thoughtful, ADA-compliant design throughout. This energy-efficient home features 2 bedrooms and 2 full bathrooms, including a well-designed primary suite, plus convenient in-unit laundry. The open-concept layout is highlighted by a spacious kitchen and a cathedral ceiling that brings in abundant natural light and an airy feel. Enjoy year-round comfort with radiant heat throughout and efficient mini-split heat pumps. Step outside to a private back deck: perfect for relaxing or entertaining. A one-car attached garage adds convenience and additional storage. Located in a well-maintained and welcoming HOA, this property offers excellent walkability to nearby amenities, making it ideal for a variety of lifestyles. Listing agent is owner.

2 Beds ⋅ 2 Baths ⋅ 5084448 MLS

Brand new 2026 construction offering the ease of single-level living with thoughtful, ADA-compliant design throughout. This energy-efficient home features 2 bedrooms and 2 full bathrooms, including a well-designed primary suite, plus convenient in-unit laundry. The open-concept layout is highlighted by a spacious kitchen and a cathedral ceiling that brings in abundant natural light and an airy feel. Enjoy year-round comfort with radiant heat throughout and efficient mini-split heat pumps. Step outside to a private back deck: perfect for relaxing or entertaining. A one-car attached garage adds convenience and additional storage. Located in a well-maintained and welcoming HOA, this property offers excellent walkability to nearby amenities, making it ideal for a variety of lifestyles. Listing agent is owner.

526 Jennings Brook Dr, Bennington

$350,000

Welcome to this charming mid-century home set on 1.27 acres, offering 4 bedrooms and 3 bathrooms. This property blends character, functionality, and unique design throughout. At the heart of the home, a beautiful open concept kitchen and living area creates the perfect space for gathering and entertaining. A stunning fireplace anchors the room, offering warmth and ambiance whether you’re hosting guests, enjoying family dinners, or settling in for a cozy evening. Natural light pours through the home, highlighting the striking cathedral ceilings and gorgeous parquet hardwood floors. The inviting entryway features classic slate flooring, setting the tone for the thoughtful details found throughout. The lower level offers a truly unique bonus space with a spacious family/game room featuring a show stopping two sided fireplace, along with a convenient half bath and laundry area ideal for flexible living and entertaining. Step outside and enjoy the peaceful setting, where birdsong and nature surround you perfect for those who appreciate wildlife and the simple joy of feeding birds right from your own yard. This home offers the best of both worlds privacy and convenience. Set in a quiet location, yet just minutes to shopping, schools, and local hospitals, it’s perfectly positioned for today’s lifestyle. Whether you’re looking to be close to town or tucked into a private neighborhood, this is the home you’ve been waiting for. Additional features include town water, private septic, and a spacious two-car garage with extra workspace. With its unique mid-century charm, desirable amenities, and prime location, this home is priced to sell. Don’t miss your opportunity schedule your showing today before it’s gone!

4 Beds ⋅ 3 Baths ⋅ 5080194 MLS

Welcome to this charming mid-century home set on 1.27 acres, offering 4 bedrooms and 3 bathrooms. This property blends character, functionality, and unique design throughout. At the heart of the home, a beautiful open concept kitchen and living area creates the perfect space for gathering and entertaining. A stunning fireplace anchors the room, offering warmth and ambiance whether you’re hosting guests, enjoying family dinners, or settling in for a cozy evening. Natural light pours through the home, highlighting the striking cathedral ceilings and gorgeous parquet hardwood floors. The inviting entryway features classic slate flooring, setting the tone for the thoughtful details found throughout. The lower level offers a truly unique bonus space with a spacious family/game room featuring a show stopping two sided fireplace, along with a convenient half bath and laundry area ideal for flexible living and entertaining. Step outside and enjoy the peaceful setting, where birdsong and nature surround you perfect for those who appreciate wildlife and the simple joy of feeding birds right from your own yard. This home offers the best of both worlds privacy and convenience. Set in a quiet location, yet just minutes to shopping, schools, and local hospitals, it’s perfectly positioned for today’s lifestyle. Whether you’re looking to be close to town or tucked into a private neighborhood, this is the home you’ve been waiting for. Additional features include town water, private septic, and a spacious two-car garage with extra workspace. With its unique mid-century charm, desirable amenities, and prime location, this home is priced to sell. Don’t miss your opportunity schedule your showing today before it’s gone!

93 Russett Dr, Bennington

$350,000

Brand new construction, all energy efficient, buyer customized finishes. Listing agent owned.

2 Beds ⋅ 2 Baths ⋅ 5079976 MLS

Brand new construction, all energy efficient, buyer customized finishes. Listing agent owned.

522 Jennings Brook Dr, Bennington

$350,000

Tucked just outside of town with sweeping views in every direction, this 4-bedroom, 2-bath raised ranch offers the space and setting you're looking for. Hardwood floors run throughout the main level, where the sun-filled living room features a cozy wood-burning fireplace—perfect for gathering on chilly evenings. The finished lower level provides flexible space to grow, including the third and fourth bedrooms , a rec room for movie nights or play space, and a bonus room set up as a home gym. Laundry is conveniently located downstairs, keeping daily routines organized and efficient. Step outside to a large, level yard designed for making memories—complete with an above-ground pool for summer fun, a spacious deck for cookouts, and a firepit for evenings under the stars. The two-car garage offers plenty of room for vehicles, bikes, and all the extras that come with an active Vermont lifestyle! Peaceful country feel just minutes from town amenities—this home offers room to spread out, inside and out.

4 Beds ⋅ 2 Baths ⋅ 5077814 MLS

Tucked just outside of town with sweeping views in every direction, this 4-bedroom, 2-bath raised ranch offers the space and setting you're looking for. Hardwood floors run throughout the main level, where the sun-filled living room features a cozy wood-burning fireplace—perfect for gathering on chilly evenings. The finished lower level provides flexible space to grow, including the third and fourth bedrooms , a rec room for movie nights or play space, and a bonus room set up as a home gym. Laundry is conveniently located downstairs, keeping daily routines organized and efficient. Step outside to a large, level yard designed for making memories—complete with an above-ground pool for summer fun, a spacious deck for cookouts, and a firepit for evenings under the stars. The two-car garage offers plenty of room for vehicles, bikes, and all the extras that come with an active Vermont lifestyle! Peaceful country feel just minutes from town amenities—this home offers room to spread out, inside and out.

149 Jewett Dr, Bennington

$340,000

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

$334,900

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

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