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WOW CHECK OUT THIS Country Cutie on the edge of town. The home has been updated while keeping the period Charm. Large level nicely landscaped yard enclosed by hedges. The lager living room has a fireplace with insert and lots of built-ins. The walkout basement has a large room that has been used as a bedroom with a stone fireplace and a half bath in the heated workshop area. The septic was just serviced.

3 Beds ⋅ 2 Baths ⋅ 5084270 MLS

WOW CHECK OUT THIS Country Cutie on the edge of town. The home has been updated while keeping the period Charm. Large level nicely landscaped yard enclosed by hedges. The lager living room has a fireplace with insert and lots of built-ins. The walkout basement has a large room that has been used as a bedroom with a stone fireplace and a half bath in the heated workshop area. The septic was just serviced.

508 Barney Rd, Bennington

$260,000

Classic cape with a twist! The eat-in kitchen has plenty of cooking area plus an eat-in area in a windowed alcove. The dining room is large enough for sit downs and the living room is the whole length of the house so movie nights are a go! In the entry side of the house you have a wonderful enclosed porch to serve as a mud room and a sweet sitting porch out front. AND!!!!... there is a fenced in pool just waiting for spring to arrive and be the center of at home fun. The yard is large and level and open...for pets or gardening or entertaining. Add to that the basement has some nearly finished area, not included in the square footage. Near all the services, but a sweet neighborhood with new pavement and sidewalks where you can tuck away and enjoy.

3 Beds ⋅ 2 Baths ⋅ 5069924 MLS

Classic cape with a twist! The eat-in kitchen has plenty of cooking area plus an eat-in area in a windowed alcove. The dining room is large enough for sit downs and the living room is the whole length of the house so movie nights are a go! In the entry side of the house you have a wonderful enclosed porch to serve as a mud room and a sweet sitting porch out front. AND!!!!... there is a fenced in pool just waiting for spring to arrive and be the center of at home fun. The yard is large and level and open...for pets or gardening or entertaining. Add to that the basement has some nearly finished area, not included in the square footage. Near all the services, but a sweet neighborhood with new pavement and sidewalks where you can tuck away and enjoy.

940 Gage St, Bennington

$259,000

This well-maintained village home located on a dead end rd is move-in ready and filled with inviting features. Set on a desirable corner lot, the property offers an updated bath, spacious covered front and rear porches, and a cozy pellet stove. The kitchen was just updated as well as painted in side and out. The large front entry provides additional usable space, while the one-car insulated and heated garage with electricity adds convenience and functionality. Enjoy a quiet neighborhood with mountain views, close to hiking trails, the YMCA, and all that downtown Bennington has to offer. Open Hose August 2nd from 11am to 2pm No showing prior to the open house.

2 Beds ⋅ 1 Baths ⋅ 5102096 MLS

This well-maintained village home located on a dead end rd is move-in ready and filled with inviting features. Set on a desirable corner lot, the property offers an updated bath, spacious covered front and rear porches, and a cozy pellet stove. The kitchen was just updated as well as painted in side and out. The large front entry provides additional usable space, while the one-car insulated and heated garage with electricity adds convenience and functionality. Enjoy a quiet neighborhood with mountain views, close to hiking trails, the YMCA, and all that downtown Bennington has to offer. Open Hose August 2nd from 11am to 2pm No showing prior to the open house.

104 John St, Bennington

$259,000

Well maintained and thoughtfully updated, this 4-bedroom, 2-bath home offers the ease of single-level living on a beautiful level one-acre lot in Bennington's desirable west end. Enjoy stunning mountain views from the spacious back deck or sip your morning coffee on the covered front porch. Inside, you'll find an updated kitchen, refreshed bathrooms, a cozy fireplace, central air conditioning, a 2023 roof, an updated heating system, and a spacious primary suite featuring a jetted step-in tub and separate shower. Offering the perfect blend of comfort, convenience, and low-maintenance living, there's also room to add your own personal touches over time. Enjoy a peaceful setting just minutes from downtown Bennington for dining, shopping, cultural attractions, and everyday conveniences, with easy access to multiple ski destinations. Conveniently located approximately one hour from Albany International Airport and about three hours from both New York City and Boston.

4 Beds ⋅ 2 Baths ⋅ 5098985 MLS

Well maintained and thoughtfully updated, this 4-bedroom, 2-bath home offers the ease of single-level living on a beautiful level one-acre lot in Bennington's desirable west end. Enjoy stunning mountain views from the spacious back deck or sip your morning coffee on the covered front porch. Inside, you'll find an updated kitchen, refreshed bathrooms, a cozy fireplace, central air conditioning, a 2023 roof, an updated heating system, and a spacious primary suite featuring a jetted step-in tub and separate shower. Offering the perfect blend of comfort, convenience, and low-maintenance living, there's also room to add your own personal touches over time. Enjoy a peaceful setting just minutes from downtown Bennington for dining, shopping, cultural attractions, and everyday conveniences, with easy access to multiple ski destinations. Conveniently located approximately one hour from Albany International Airport and about three hours from both New York City and Boston.

549 Houran Rd, Bennington

$255,000

The renovations are done, just move in! Nearly everything is NEW at 109 County Street, including the price! In addition, the seller is offering a $5K credit towards the buyer’s closing costs. This extensively renovated 4BR/2BA home with a fully fenced yard gives you the opportunity to enjoy the benefits of a much newer home without the time, expense, and stress of renovating one yourself. Featuring 3 generous bedrooms and a bathroom w/tiled shower on the second level, and a first floor bedroom, bathroom, and laundry on the main level. New roof. New windows. New siding. New insulation. New Deck. New electrical. New plumbing. New walls. New flooring. New Appliances. New lighting. New doors and trim. Fresh paint. And that's just the beginning. The beautifully renovated kitchen features brand-new cabinetry, countertops, and stainless-steel appliances, while the updated bathrooms offer modern fixtures and finishes. This renovation goes far beyond a fresh coat of paint- the seller has invested in the major systems and countless details that make home ownership truly low maintenance. This is the kind of house where you can unpack your boxes, and start living. No renovation projects. No wondering what needs to be replaced next. No spending your weekends working on the house. And now there's even more value: the seller is offering $5K toward the buyer's closing costs with an acceptable offer. That's money you can keep in your pocket for moving expenses, furnishings, or simply enjoy the benefit of a lower cash requirement at closing. Whether you're a first-time buyer, downsizing, looking for an investment, or simply want a beautiful home without a renovation project, this property deserves a look. Located just minutes from downtown Bennington, shopping, restaurants, schools, and everyday conveniences, 109 County Street combines extensive updates with practical location and exceptional value. Why buy a home that needs work when you can buy one where the work is already DONE?

4 Beds ⋅ 2 Baths ⋅ 5096457 MLS

The renovations are done, just move in! Nearly everything is NEW at 109 County Street, including the price! In addition, the seller is offering a $5K credit towards the buyer’s closing costs. This extensively renovated 4BR/2BA home with a fully fenced yard gives you the opportunity to enjoy the benefits of a much newer home without the time, expense, and stress of renovating one yourself. Featuring 3 generous bedrooms and a bathroom w/tiled shower on the second level, and a first floor bedroom, bathroom, and laundry on the main level. New roof. New windows. New siding. New insulation. New Deck. New electrical. New plumbing. New walls. New flooring. New Appliances. New lighting. New doors and trim. Fresh paint. And that's just the beginning. The beautifully renovated kitchen features brand-new cabinetry, countertops, and stainless-steel appliances, while the updated bathrooms offer modern fixtures and finishes. This renovation goes far beyond a fresh coat of paint- the seller has invested in the major systems and countless details that make home ownership truly low maintenance. This is the kind of house where you can unpack your boxes, and start living. No renovation projects. No wondering what needs to be replaced next. No spending your weekends working on the house. And now there's even more value: the seller is offering $5K toward the buyer's closing costs with an acceptable offer. That's money you can keep in your pocket for moving expenses, furnishings, or simply enjoy the benefit of a lower cash requirement at closing. Whether you're a first-time buyer, downsizing, looking for an investment, or simply want a beautiful home without a renovation project, this property deserves a look. Located just minutes from downtown Bennington, shopping, restaurants, schools, and everyday conveniences, 109 County Street combines extensive updates with practical location and exceptional value. Why buy a home that needs work when you can buy one where the work is already DONE?

109 County St, Bennington

$250,000

This classic 1975 ranch offers comfortable single-level living with great potential to make it your own. Featuring three bedrooms, including a primary with its own bath. The home provides a functional layout suited to a variety of lifestyles. A spacious living area and eat-in kitchen create a welcoming foundation for everyday living and entertaining. While the home could benefit from some updating, it presents a fantastic opportunity for buyers to add personal style and value. Whether you're looking to renovate or refresh over time, this property is full of possibilities. This home is ideal for those seeking convenience and the chance to customize a solid, well-built residence to their taste.

3 Beds ⋅ 2 Baths ⋅ 5083155 MLS

This classic 1975 ranch offers comfortable single-level living with great potential to make it your own. Featuring three bedrooms, including a primary with its own bath. The home provides a functional layout suited to a variety of lifestyles. A spacious living area and eat-in kitchen create a welcoming foundation for everyday living and entertaining. While the home could benefit from some updating, it presents a fantastic opportunity for buyers to add personal style and value. Whether you're looking to renovate or refresh over time, this property is full of possibilities. This home is ideal for those seeking convenience and the chance to customize a solid, well-built residence to their taste.

38 Cyr Ct, Bennington

$245,000

Investment opportunities like this are few and far between! Located in a desirable mixed use district, this well maintained four unit one bedroom apartment building offers an excellent opportunity for both seasoned and first time investors. The property features four one bedroom apartments with full bathrooms, each with its own unique character and appeal. Two of the front/lower units have been thoughtfully renovated within the past five years and feature updated appliances, fresh paint throughout, and modern finishes. The two rear units are occupied by long term tenants who are happy to remain, providing immediate rental income and stability. Outside, you’ll find a spacious yard, ample off street parking, and a convenient walkable location close to local amenities. Tenants are responsible for their own electricity and hot water, with each unit having its own dedicated hot water heater. The owner currently pays for heat, water, sewer, trash removal, snow removal, master insurance, and property taxes. Whether you’re a seasoned investor or looking to expand your investment portfolio or purchase your first multifamily property in a location where multifamily opportunities are rarely available, this property is one you won’t want to miss. Schedule your showing today and discover the possibilities this exceptional investment has to offer.

5100263 MLS

Investment opportunities like this are few and far between! Located in a desirable mixed use district, this well maintained four unit one bedroom apartment building offers an excellent opportunity for both seasoned and first time investors. The property features four one bedroom apartments with full bathrooms, each with its own unique character and appeal. Two of the front/lower units have been thoughtfully renovated within the past five years and feature updated appliances, fresh paint throughout, and modern finishes. The two rear units are occupied by long term tenants who are happy to remain, providing immediate rental income and stability. Outside, you’ll find a spacious yard, ample off street parking, and a convenient walkable location close to local amenities. Tenants are responsible for their own electricity and hot water, with each unit having its own dedicated hot water heater. The owner currently pays for heat, water, sewer, trash removal, snow removal, master insurance, and property taxes. Whether you’re a seasoned investor or looking to expand your investment portfolio or purchase your first multifamily property in a location where multifamily opportunities are rarely available, this property is one you won’t want to miss. Schedule your showing today and discover the possibilities this exceptional investment has to offer.

250 North St, Bennington

$235,000

A must see, well-kept 2-unit property offering flexibility for owner-occupants or investors. The main-level unit features 3 bedrooms, a full bath, a spacious eat-in kitchen with new cabinets, and a laundry room with washer and dryer. The upstairs unit offers 1 bedroom, a full bath, eat-in kitchen, and a cozy living room with hardwood floors. Exterior features include a nice, level backyard, 2 covered parking spaces under a large carport, and an additional 2-car garage/barn with workshop space, shed access, and a large open upper level for storage or potential additional use. Ideal for multi-generational living, income producing investment, or easily converted back to a single family residence. Move-in ready!

5081606 MLS

A must see, well-kept 2-unit property offering flexibility for owner-occupants or investors. The main-level unit features 3 bedrooms, a full bath, a spacious eat-in kitchen with new cabinets, and a laundry room with washer and dryer. The upstairs unit offers 1 bedroom, a full bath, eat-in kitchen, and a cozy living room with hardwood floors. Exterior features include a nice, level backyard, 2 covered parking spaces under a large carport, and an additional 2-car garage/barn with workshop space, shed access, and a large open upper level for storage or potential additional use. Ideal for multi-generational living, income producing investment, or easily converted back to a single family residence. Move-in ready!

209 Grove St, Bennington

$230,000

Blending vintage charm with modern updates, this beautifully refreshed 3-bedroom, 2-bath home offers comfortable in-town living close to local amenities. Recent improvements include a newer roof installed just three years ago and new flooring throughout, creating a fresh and inviting atmosphere. Other additions include new kitchen appliances, furnace, and heat pump hybrid water heater, making the home incredibly efficient. The bright, open, kitchen is filled with natural light and features a sliding door leading directly to the private brick patio, perfect for outdoor dining, entertaining, or relaxing. A covered front entrance adds welcoming curb appeal, while the enclosed porch provides excellent potential as a practical mudroom entry. Upstairs, you'll find generous attic space offering abundant storage possibilities. Outside, the backyard is enhanced by a charming newly added shed complete with a screened-in section, creating an ideal retreat for hobbies, gardening, or enjoying warm summer evenings. This move-in-ready home combines character, functionality, and modern convenience.

3 Beds ⋅ 2 Baths ⋅ 5097604 MLS

Blending vintage charm with modern updates, this beautifully refreshed 3-bedroom, 2-bath home offers comfortable in-town living close to local amenities. Recent improvements include a newer roof installed just three years ago and new flooring throughout, creating a fresh and inviting atmosphere. Other additions include new kitchen appliances, furnace, and heat pump hybrid water heater, making the home incredibly efficient. The bright, open, kitchen is filled with natural light and features a sliding door leading directly to the private brick patio, perfect for outdoor dining, entertaining, or relaxing. A covered front entrance adds welcoming curb appeal, while the enclosed porch provides excellent potential as a practical mudroom entry. Upstairs, you'll find generous attic space offering abundant storage possibilities. Outside, the backyard is enhanced by a charming newly added shed complete with a screened-in section, creating an ideal retreat for hobbies, gardening, or enjoying warm summer evenings. This move-in-ready home combines character, functionality, and modern convenience.

104 Short St, Bennington

$220,000

4 unit apartment building with great rental history and income. Front and back porches and balcony. Great location. Great capitalization and income producer.

5088385 MLS

4 unit apartment building with great rental history and income. Front and back porches and balcony. Great location. Great capitalization and income producer.

123 Bradford St, Bennington

$220,000

Discover this lovely three-bedroom, one-bathroom home featuring 1,254 square feet of finished space, all set on a .24-acre lot. Recent upgrades roughly in the last ten years include blown-in insulation, roof, furnace, and updated kitchen and flooring, making this home both comfortable and stylish. Perfect for families or anyone looking for a cozy place. Minutes from Mt. Anthony Country Club, Downtown Bennington.

3 Beds ⋅ 1 Baths ⋅ 5049236 MLS

Discover this lovely three-bedroom, one-bathroom home featuring 1,254 square feet of finished space, all set on a .24-acre lot. Recent upgrades roughly in the last ten years include blown-in insulation, roof, furnace, and updated kitchen and flooring, making this home both comfortable and stylish. Perfect for families or anyone looking for a cozy place. Minutes from Mt. Anthony Country Club, Downtown Bennington.

14 Robinson Ave, Bennington

$216,000

Move right in to this immaculate 2-bedroom condo in the highly desirable Apple Ridge community! Meticulously maintained and thoughtfully cared for, this home offers effortless one-level living with nothing left to do but unpack. Step inside to discover a freshly painted interior complemented by new flooring and carpeting throughout. The bright and inviting kitchen features beautiful cabinetry and modern appliances, with a new refrigerator and dishwasher being installed soon, adding even more value for the next owner. Additional space can be found in the full basement with partial height, perfect for storage, hobbies, or seasonal items. Enjoy your morning coffee or dine al-fresco on your own back patio, a rarity in condo living! Homes in this sought-after community are seldomly available, making this a wonderful opportunity to enjoy comfortable, low-maintenance living. HOA fee includes exterior maintenance, mowing/landscaping, snow removal, and trash service. With these tasks handled by the association, you can save time and avoid the hassle of routine outdoor upkeep while still enjoying a well-maintained property year-round. Ideally located just blocks from the center of town, you can easily walk to local restaurants, shops, and everyday conveniences. Outdoor enthusiasts will also love the nearby Y Woods walking trails, perfect for peaceful strolls and enjoying nature. Come see why you’ll be proud to call 55 Eden Way "Home Sweet Home!"

2 Beds ⋅ 1 Baths ⋅ 5078623 MLS

Move right in to this immaculate 2-bedroom condo in the highly desirable Apple Ridge community! Meticulously maintained and thoughtfully cared for, this home offers effortless one-level living with nothing left to do but unpack. Step inside to discover a freshly painted interior complemented by new flooring and carpeting throughout. The bright and inviting kitchen features beautiful cabinetry and modern appliances, with a new refrigerator and dishwasher being installed soon, adding even more value for the next owner. Additional space can be found in the full basement with partial height, perfect for storage, hobbies, or seasonal items. Enjoy your morning coffee or dine al-fresco on your own back patio, a rarity in condo living! Homes in this sought-after community are seldomly available, making this a wonderful opportunity to enjoy comfortable, low-maintenance living. HOA fee includes exterior maintenance, mowing/landscaping, snow removal, and trash service. With these tasks handled by the association, you can save time and avoid the hassle of routine outdoor upkeep while still enjoying a well-maintained property year-round. Ideally located just blocks from the center of town, you can easily walk to local restaurants, shops, and everyday conveniences. Outdoor enthusiasts will also love the nearby Y Woods walking trails, perfect for peaceful strolls and enjoying nature. Come see why you’ll be proud to call 55 Eden Way "Home Sweet Home!"

55 Eden Way Unit 3B, Bennington

$215,000

This cute 3-bedroom, 1-bath cape offers comfortable in-town living with a fully fenced yard and recently renovated kitchen and bath. The laundry hookups are on the first floor which adds everyday convenience. Enjoy morning coffee or evening relaxation in the enclosed 3-season porch with outdoor fenced space perfect for pets, play, or gardening. The upstairs bedroom features unique built-ins that add both charm and storage. Conveniently located close to shopping, dining, recreation, and just minutes to the Bennington Recreation Center, this home combines comfort, character, and accessibility in a desirable neighborhood.

3 Beds ⋅ 1 Baths ⋅ 5088016 MLS

This cute 3-bedroom, 1-bath cape offers comfortable in-town living with a fully fenced yard and recently renovated kitchen and bath. The laundry hookups are on the first floor which adds everyday convenience. Enjoy morning coffee or evening relaxation in the enclosed 3-season porch with outdoor fenced space perfect for pets, play, or gardening. The upstairs bedroom features unique built-ins that add both charm and storage. Conveniently located close to shopping, dining, recreation, and just minutes to the Bennington Recreation Center, this home combines comfort, character, and accessibility in a desirable neighborhood.

99 Coolidge Ave, Bennington

$214,250

Welcome home to this charming 3-bedroom, 2-bath split-level home nestled on a beautiful 1-acre lot with stunning mountain views. Offering the perfect blend of comfort and privacy, this home features an attached garage, a spacious layout, and a peaceful backyard ideal for relaxing or entertaining. Enjoy your morning coffee or evening sunsets from one of two decks overlooking the private yard and scenic surroundings. Connected to town sewer, this property combines the convenience of municipal services with the feel of country living. Whether you're looking for space to entertain, room to enjoy the outdoors, or simply a quiet place to call home, this property offers it all.

3 Beds ⋅ 2 Baths ⋅ 5097011 MLS

Welcome home to this charming 3-bedroom, 2-bath split-level home nestled on a beautiful 1-acre lot with stunning mountain views. Offering the perfect blend of comfort and privacy, this home features an attached garage, a spacious layout, and a peaceful backyard ideal for relaxing or entertaining. Enjoy your morning coffee or evening sunsets from one of two decks overlooking the private yard and scenic surroundings. Connected to town sewer, this property combines the convenience of municipal services with the feel of country living. Whether you're looking for space to entertain, room to enjoy the outdoors, or simply a quiet place to call home, this property offers it all.

420 Gore Rd, Bennington

$212,000

You can make this home your own! With a little TLC, this charming 3 bedroom, 2 bath, Cape has the potential to become the perfect home. Featuring a large, level yard, a two-car, detached garage, with attached outdoor room, mudroom to the kitchen, wood floors, fireplace (condition unknown) and with this central location, it offers endless possibilities. Whether you are looking to renovate, personalize, or invest, this is a fantastic opportunity to create your vision. Close to downtown, schools, skiing, shopping and a short ride to Albany NY and Williamstown, MA. Next to most everything you will need.

3 Beds ⋅ 2 Baths ⋅ 5101468 MLS

You can make this home your own! With a little TLC, this charming 3 bedroom, 2 bath, Cape has the potential to become the perfect home. Featuring a large, level yard, a two-car, detached garage, with attached outdoor room, mudroom to the kitchen, wood floors, fireplace (condition unknown) and with this central location, it offers endless possibilities. Whether you are looking to renovate, personalize, or invest, this is a fantastic opportunity to create your vision. Close to downtown, schools, skiing, shopping and a short ride to Albany NY and Williamstown, MA. Next to most everything you will need.

903 Gage St, Bennington

$210,000

Prime Mixed-Use Building on Main Street-Bennington, Vermont. Located in the heart of downtown Bennington, this versatile mixed-use property offers an excellent opportunity for both investors and owner-occupants. The main level features a spacious, adaptable commercial space ideal for retail, office, or service-based businesses. With its high visibility and foot traffic on Main Street, this is a prime spot to establish or expand your business. Upstairs, you’ll find a generously sized 2-3 bedroom, 1 bathroom apartment spanning approximately 1,250 square feet. Whether you choose to live above your business or rent it out for additional income, the upper-level unit offers comfort and flexibility with plenty of natural light and charm. This property is perfect for an entrepreneur looking to live and work in the same location or an investor seeking strong rental potential in a vibrant downtown setting.

5044938 MLS

Prime Mixed-Use Building on Main Street-Bennington, Vermont. Located in the heart of downtown Bennington, this versatile mixed-use property offers an excellent opportunity for both investors and owner-occupants. The main level features a spacious, adaptable commercial space ideal for retail, office, or service-based businesses. With its high visibility and foot traffic on Main Street, this is a prime spot to establish or expand your business. Upstairs, you’ll find a generously sized 2-3 bedroom, 1 bathroom apartment spanning approximately 1,250 square feet. Whether you choose to live above your business or rent it out for additional income, the upper-level unit offers comfort and flexibility with plenty of natural light and charm. This property is perfect for an entrepreneur looking to live and work in the same location or an investor seeking strong rental potential in a vibrant downtown setting.

626 Main St, Bennington

$209,900

Terrific in town location for this 3 bedroom, 2 bathroom home in Bennington. Offering living room, large kitchen, formal dining room and office/study. Covered porch and patio. Privacy bushes and yard. Property is being sold "as-is".

3 Beds ⋅ 2 Baths ⋅ 5096450 MLS

Terrific in town location for this 3 bedroom, 2 bathroom home in Bennington. Offering living room, large kitchen, formal dining room and office/study. Covered porch and patio. Privacy bushes and yard. Property is being sold "as-is".

107 Jefferson Ave, Bennington

$199,000

Freshly updated 2-story townhouse in a convenient downtown Bennington location! This 2BR home features brand new stainless steel appliances, new vinyl plank flooring, and a fresh interior paint palette throughout. The open-concept main level offers a bright kitchen, dining, and living area—perfect for everyday living and entertaining—along with a pantry, half bath, and dedicated laundry room for added convenience. Upstairs, you’ll find two bedrooms, including a primary en suite, plus a full guest bath. Enjoy low-maintenance living with a healthy COA, all just steps to restaurants, the library, and public transportation.

2 Beds ⋅ 3 Baths ⋅ 5081071 MLS

Freshly updated 2-story townhouse in a convenient downtown Bennington location! This 2BR home features brand new stainless steel appliances, new vinyl plank flooring, and a fresh interior paint palette throughout. The open-concept main level offers a bright kitchen, dining, and living area—perfect for everyday living and entertaining—along with a pantry, half bath, and dedicated laundry room for added convenience. Upstairs, you’ll find two bedrooms, including a primary en suite, plus a full guest bath. Enjoy low-maintenance living with a healthy COA, all just steps to restaurants, the library, and public transportation.

106 Park St Unit 2, Bennington

$190,230

This well-maintained New Englander offers the perfect balance of classic character and comfortable living. Featuring four bedrooms and two updated bathrooms. The home provides spacious, comfortable living throughout. The recently renovated kitchen is both stylish and functional, while the updated bathrooms add contemporary appeal. Large rooms and a thoughtful layout create a welcoming atmosphere for everyday living and entertaining. Outside, you'll find a deep, fully fenced backyard with plenty of room for recreation, gardening, or pets. A beautiful deck provides the perfect setting for outdoor dining, relaxing, and entertaining. Enjoy the convenience of an in-town location within walking distance of downtown restaurants, shops, and local attractions. The property is also just minutes from services and all the amenities Bennington has to offer. Albany airport is 45 minutes driving, ski areas to the north and east, also approximately 45 minutes, NYC and Boston are both a 3 hour drive.

4 Beds ⋅ 2 Baths ⋅ 5096338 MLS

This well-maintained New Englander offers the perfect balance of classic character and comfortable living. Featuring four bedrooms and two updated bathrooms. The home provides spacious, comfortable living throughout. The recently renovated kitchen is both stylish and functional, while the updated bathrooms add contemporary appeal. Large rooms and a thoughtful layout create a welcoming atmosphere for everyday living and entertaining. Outside, you'll find a deep, fully fenced backyard with plenty of room for recreation, gardening, or pets. A beautiful deck provides the perfect setting for outdoor dining, relaxing, and entertaining. Enjoy the convenience of an in-town location within walking distance of downtown restaurants, shops, and local attractions. The property is also just minutes from services and all the amenities Bennington has to offer. Albany airport is 45 minutes driving, ski areas to the north and east, also approximately 45 minutes, NYC and Boston are both a 3 hour drive.

209 Depot St, Bennington

$190,000

Discover the potential of this charming 3-bedroom, 1-bath cabin situated on 2.17 private acres. Offering a peaceful and secluded setting while still conveniently located close to town, this property provides the best of both worlds. The property also includes a barn, providing additional space for storage, hobbies, or other possibilities. The home is served by an existing well and septic system, and all contents currently in the house and garage will remain with the property. Whether you're looking for a year-round home, a quiet getaway, or a property to make your own, this cabin offers plenty of potential in a private setting.

3 Beds ⋅ 1 Baths ⋅ 5106353 MLS

Discover the potential of this charming 3-bedroom, 1-bath cabin situated on 2.17 private acres. Offering a peaceful and secluded setting while still conveniently located close to town, this property provides the best of both worlds. The property also includes a barn, providing additional space for storage, hobbies, or other possibilities. The home is served by an existing well and septic system, and all contents currently in the house and garage will remain with the property. Whether you're looking for a year-round home, a quiet getaway, or a property to make your own, this cabin offers plenty of potential in a private setting.

12 Hurley Ln, Bennington

$185,000

Fantastic opportunity to acquire your own Condo steps away from Crotched Mountain Ski Area (a Vail/Epic Resort). This cozy 2 story townhome has been Freshly Painted and has New Flooring throughout. It features an Open Concept Living Room/Kitchen with an Enormous Slider to the Very Spacious Private Deck. There is a Full Bath on the Main Level and up the Spiral Staircase is the Bedroom. There are Skylights that let in some Natural Sunlight, a Generously Sized Closet and a Ceiling Fan for those warm summer nights. Minutes to Crotched Mountain Golf Club and access to great Hiking and Biking trails this location is ideal for outdoor enthusiasts in all seasons. Less than an hour from Nashua, Manchester, Concord and Keene, NH the condo is very centrally located. Enjoy Shopping, Restaurants and Antique Shops in the quaint town of Peterborough, NH just minutes away. Whether you are looking for a Permanent Home, Second Home or possible Income Property this condo could be for you! With a Low Monthly HOA fee too! Don't miss out on this Mountainside Condo, schedule your showing today!

1 Beds ⋅ 1 Baths ⋅ 5094341 MLS

Fantastic opportunity to acquire your own Condo steps away from Crotched Mountain Ski Area (a Vail/Epic Resort). This cozy 2 story townhome has been Freshly Painted and has New Flooring throughout. It features an Open Concept Living Room/Kitchen with an Enormous Slider to the Very Spacious Private Deck. There is a Full Bath on the Main Level and up the Spiral Staircase is the Bedroom. There are Skylights that let in some Natural Sunlight, a Generously Sized Closet and a Ceiling Fan for those warm summer nights. Minutes to Crotched Mountain Golf Club and access to great Hiking and Biking trails this location is ideal for outdoor enthusiasts in all seasons. Less than an hour from Nashua, Manchester, Concord and Keene, NH the condo is very centrally located. Enjoy Shopping, Restaurants and Antique Shops in the quaint town of Peterborough, NH just minutes away. Whether you are looking for a Permanent Home, Second Home or possible Income Property this condo could be for you! With a Low Monthly HOA fee too! Don't miss out on this Mountainside Condo, schedule your showing today!

10 Onset Rd Unit 9A, Bennington

$185,000

Centrally located renovated Bennington duplex, with backyard and garage. This duplex can generate an annual net operating income of ~$23k+ at current numbers (~10.5%), producing robust returns from cash flow and not speculation! Owner performed renovations since acquiring, including to heating systems, plumbing, and gut renovation of the upstairs 2br (currently rented for $1,400). Unit 1 on the ground floor is spacious 3br ~1,250 square feet with backyard access, eat in kitchen, desirable layout, and would make a perfect owners' unit if the intention is to owner occupy and cover your mortgage and make extra income (current rent is $1,709 and tenant is on a month-to-month lease). his is a significant opportunity to acquire in-demand housing in Bennington ahead of the historic $54million Bennington Highschool mixed use redevelopment down the street (one of the largest redevelopments in state history), and the start of a falling rate environment that should lead to organic price appreciation independent of the strong cash flow. Listing Broker is a member of the LLC selling the property.

5065393 MLS

Centrally located renovated Bennington duplex, with backyard and garage. This duplex can generate an annual net operating income of ~$23k+ at current numbers (~10.5%), producing robust returns from cash flow and not speculation! Owner performed renovations since acquiring, including to heating systems, plumbing, and gut renovation of the upstairs 2br (currently rented for $1,400). Unit 1 on the ground floor is spacious 3br ~1,250 square feet with backyard access, eat in kitchen, desirable layout, and would make a perfect owners' unit if the intention is to owner occupy and cover your mortgage and make extra income (current rent is $1,709 and tenant is on a month-to-month lease). his is a significant opportunity to acquire in-demand housing in Bennington ahead of the historic $54million Bennington Highschool mixed use redevelopment down the street (one of the largest redevelopments in state history), and the start of a falling rate environment that should lead to organic price appreciation independent of the strong cash flow. Listing Broker is a member of the LLC selling the property.

317 Pleasant St, Bennington

$179,000

Looking for easy, low maintenance living in a location that puts everything within reach? This inviting first floor condo offers comfort, convenience, and affordability all in one package. Featuring two bedrooms, a bright and welcoming living room filled with natural light, a spacious kitchen with generous counter space, ample storage, and the convenience of having your kitchen, bathroom, laundry, bedrooms, and living areas all on one level. Step outside to the additional sitting area, perfect for a reading nook, or cozy retreat, and enjoy the peaceful sounds of the nearby brook just outside. The beautifully maintained grounds add to the appeal, and the condo association takes care of the work for you. Landscaping, snow removal, and trash service are all included, allowing you more time to enjoy life and less time worrying about maintenance. Whether you’re searching for your first home, looking to simplify your lifestyle, seeking a weekend getaway close to skiing and outdoor recreation, or wanting the ease of first-floor living, this condo offers endless possibilities. Enjoy being just minutes from downtown restaurants, coffee shops, the library, shopping, and local amenities while still having a peaceful place to call home. Affordable opportunities like this don’t come along often. Move in, make it your own, and start enjoying all the benefits of convenient condo living. Schedule your showing today!

2 Beds ⋅ 2 Baths ⋅ 5095599 MLS

Looking for easy, low maintenance living in a location that puts everything within reach? This inviting first floor condo offers comfort, convenience, and affordability all in one package. Featuring two bedrooms, a bright and welcoming living room filled with natural light, a spacious kitchen with generous counter space, ample storage, and the convenience of having your kitchen, bathroom, laundry, bedrooms, and living areas all on one level. Step outside to the additional sitting area, perfect for a reading nook, or cozy retreat, and enjoy the peaceful sounds of the nearby brook just outside. The beautifully maintained grounds add to the appeal, and the condo association takes care of the work for you. Landscaping, snow removal, and trash service are all included, allowing you more time to enjoy life and less time worrying about maintenance. Whether you’re searching for your first home, looking to simplify your lifestyle, seeking a weekend getaway close to skiing and outdoor recreation, or wanting the ease of first-floor living, this condo offers endless possibilities. Enjoy being just minutes from downtown restaurants, coffee shops, the library, shopping, and local amenities while still having a peaceful place to call home. Affordable opportunities like this don’t come along often. Move in, make it your own, and start enjoying all the benefits of convenient condo living. Schedule your showing today!

106 Park St Unit 9, Bennington

$170,000

Welcome to easy living at Nathaniel Court! This spacious and light-filled tri-level condo offers the perfect blend of comfort, flexibility, and convenience in the heart of Bennington. Privately situated in a standalone building at the edge of the development, this well-maintained 3BR, 3BA home features generous living spaces, abundant natural light, and dedicated parking. A rare opportunity to own a large condo unit with the space and versatility of a single-family home, paired with the ease of low-maintenance living. The main living level boasts an open-concept kitchen, dining, and living area ideal for entertaining, along with a half bath with laundry, a spacious bedroom with en-suite bath, and an additional bedroom. The third floor serves as a stunning private retreat featuring a second primary en-suite, skylights, and flexible bonus space perfect for a home office, library, exercise area, or cozy reading nook. Just minutes from downtown Bennington’s shops, restaurants, recreation, and cultural attractions, this move-in ready condo offers low-maintenance living without sacrificing space or style. A truly unique offering in a highly convenient location!

3 Beds ⋅ 3 Baths ⋅ 5089968 MLS

Welcome to easy living at Nathaniel Court! This spacious and light-filled tri-level condo offers the perfect blend of comfort, flexibility, and convenience in the heart of Bennington. Privately situated in a standalone building at the edge of the development, this well-maintained 3BR, 3BA home features generous living spaces, abundant natural light, and dedicated parking. A rare opportunity to own a large condo unit with the space and versatility of a single-family home, paired with the ease of low-maintenance living. The main living level boasts an open-concept kitchen, dining, and living area ideal for entertaining, along with a half bath with laundry, a spacious bedroom with en-suite bath, and an additional bedroom. The third floor serves as a stunning private retreat featuring a second primary en-suite, skylights, and flexible bonus space perfect for a home office, library, exercise area, or cozy reading nook. Just minutes from downtown Bennington’s shops, restaurants, recreation, and cultural attractions, this move-in ready condo offers low-maintenance living without sacrificing space or style. A truly unique offering in a highly convenient location!

432 South St Unit D2, Bennington

$168,000

Opportunity awaits in this classic New England-style home conveniently located near downtown Bennington and local amenities. Offering 3 bedrooms, 1 bathroom, spacious living areas, and plenty of natural light throughout, the property features a newer roof, low-maintenance vinyl siding, covered front porch, corner lot location, and off-street parking. Inside, the home offers an eat-in kitchen, hardwood floors, large bathroom with walk-in shower, first-floor laundry, and potential for a first-floor bedroom or single-level living setup. Property is being sold as-is and water is currently turned off due to a prior freeze-related issue. Cash or rehab-style financing is likely best suited for this property. Excellent opportunity for investors, contractors, or buyers looking to build equity.

3 Beds ⋅ 1 Baths ⋅ 5089524 MLS

Opportunity awaits in this classic New England-style home conveniently located near downtown Bennington and local amenities. Offering 3 bedrooms, 1 bathroom, spacious living areas, and plenty of natural light throughout, the property features a newer roof, low-maintenance vinyl siding, covered front porch, corner lot location, and off-street parking. Inside, the home offers an eat-in kitchen, hardwood floors, large bathroom with walk-in shower, first-floor laundry, and potential for a first-floor bedroom or single-level living setup. Property is being sold as-is and water is currently turned off due to a prior freeze-related issue. Cash or rehab-style financing is likely best suited for this property. Excellent opportunity for investors, contractors, or buyers looking to build equity.

256 Union St, Bennington

$165,000

Opportunity is knocking... answer the door! This home in a sought-after neighborhood on an almost half acre lot is the investment you've been looking for. Close to downtown shopping and dining, as well as the award-winning Southwestern Vermont Medical Center. Features include an attached two car garage, wood floors, mini-split in living room, fireplace, wood floors, dining room, primary bedroom with ensuite 3/4 bathroom, deck, and more. All four bedrooms and two bathrooms are on one level. The walk-out basement was once partially finished and could be plenty of extra living space. Come bring this property back to life! Offered well below appraised value.

4 Beds ⋅ 2 Baths ⋅ 5093692 MLS

Opportunity is knocking... answer the door! This home in a sought-after neighborhood on an almost half acre lot is the investment you've been looking for. Close to downtown shopping and dining, as well as the award-winning Southwestern Vermont Medical Center. Features include an attached two car garage, wood floors, mini-split in living room, fireplace, wood floors, dining room, primary bedroom with ensuite 3/4 bathroom, deck, and more. All four bedrooms and two bathrooms are on one level. The walk-out basement was once partially finished and could be plenty of extra living space. Come bring this property back to life! Offered well below appraised value.

142 Pine Cir, Bennington

$162,500

Recently this home was a 2 unit (up and down). The current owner has doing work to convert it into a large single family home. Currently 4 bedrooms, 2 bathrooms and many possible room configurations. Also could easily be converted back to a 2 Unit. Many possibilities to put your finishing touches on this property with a lot of square footage.

4 Beds ⋅ 2 Baths ⋅ 5091674 MLS

Recently this home was a 2 unit (up and down). The current owner has doing work to convert it into a large single family home. Currently 4 bedrooms, 2 bathrooms and many possible room configurations. Also could easily be converted back to a 2 Unit. Many possibilities to put your finishing touches on this property with a lot of square footage.

905 County St, Bennington

$159,900

Updated and ready to go. This 2 bedroom upstairs condo is perfect for those who don't want to rent, would like to build equity and would like low maintenance. A corner unit with great light and being upstairs means no neighbors overhead. 2 bedrooms, 2 bathrooms (one 3/4 and one half bath). With rents in the area rising this is a great option for most!

2 Beds ⋅ 2 Baths ⋅ 5080471 MLS

Updated and ready to go. This 2 bedroom upstairs condo is perfect for those who don't want to rent, would like to build equity and would like low maintenance. A corner unit with great light and being upstairs means no neighbors overhead. 2 bedrooms, 2 bathrooms (one 3/4 and one half bath). With rents in the area rising this is a great option for most!

432 South St Unit B-2, Bennington

$155,000

Studio condo located on Crotched Mountain in Bennington, NH. Open-concept layout with combined living/sleeping area, kitchenette, and full bath. Bright interior with natural light and a convenient, low-maintenance design. Ideal for seasonal use, investment, or personal recreation. Affordable opportunity to own a mountain retreat in a prime recreational area. Per Condo Association Rules the fireplace is nonfunctioning. Owners may convert to gas fireplaces if they choose.

1 Baths ⋅ 5084892 MLS

Studio condo located on Crotched Mountain in Bennington, NH. Open-concept layout with combined living/sleeping area, kitchenette, and full bath. Bright interior with natural light and a convenient, low-maintenance design. Ideal for seasonal use, investment, or personal recreation. Affordable opportunity to own a mountain retreat in a prime recreational area. Per Condo Association Rules the fireplace is nonfunctioning. Owners may convert to gas fireplaces if they choose.

10 Onset Rd Unit 8B, Bennington

$153,000

Why Rent? - When You can OWN your own turnkey Condo steps away from Crotched Mountain Ski Area (a Vail/Epic Resort)! This lower-level Studio Condo has been nicely updated with New Flooring, Tiled Shower and Bath, Granite Counter Tops, a High-end All in One Washer/Dryer and Electric Hot Water Tank. Minutes to Crotched Mountain Golf Club and access to great Hiking and Biking Trails this location is ideal for outdoor enthusiasts in all seasons. Less than an hour from Nashua, Manchester, Concord and Keene, NH the Condo is very centrally located. Enjoy Shopping, Restaurants and Antique Shops in the quaint town of Peterborough, NH just minutes away. Whether you are looking for a Permanent Home, Second Home or possible Income Property this Condo could be for you! With a low Monthly HOA fee too! Don't miss out on this Mountainside Condo, schedule your showing today!

1 Beds ⋅ 1 Baths ⋅ 5094354 MLS

Why Rent? - When You can OWN your own turnkey Condo steps away from Crotched Mountain Ski Area (a Vail/Epic Resort)! This lower-level Studio Condo has been nicely updated with New Flooring, Tiled Shower and Bath, Granite Counter Tops, a High-end All in One Washer/Dryer and Electric Hot Water Tank. Minutes to Crotched Mountain Golf Club and access to great Hiking and Biking Trails this location is ideal for outdoor enthusiasts in all seasons. Less than an hour from Nashua, Manchester, Concord and Keene, NH the Condo is very centrally located. Enjoy Shopping, Restaurants and Antique Shops in the quaint town of Peterborough, NH just minutes away. Whether you are looking for a Permanent Home, Second Home or possible Income Property this Condo could be for you! With a low Monthly HOA fee too! Don't miss out on this Mountainside Condo, schedule your showing today!

10 Onset Rd Unit 9B, Bennington

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