Bennington, VT Homes

• 

  

  

  /35

  $252,600 Sold Feb 10, 2025

  • 1,756 Sq Ft
  • $144/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1890

  222 Bradford St, Bennington, VT 05201

  Welcome home and let your home work for you! This in-town, cozy New Englander is currently set up as a single family home with 4-5 bedrooms but could be easily converted back to a 2, 2 bedroom, multi-family as an income generating property or owner occupied residence with a rental to help with your mortgage! The property boasts a 4 car garage, which is partially rented out and also generates

  Abi Gregorio

  222 Bradford St, Bennington, VT 05201
• 

  

  

  /5

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,532 Sq Ft

  108 Norton St, Bennington, VT 05201

  108 Norton St, Bennington, VT 05201
• 

  

  

  /3

  $96,906 New Construction

  • 2 Beds
  • 2 Baths
  • 777 Sq Ft

  24 Cassie Ln, Bennington, VT 05201

  Welcome to 24 Cassie Lane, Bennington, VT, where modern comfort meets affordability in Catamount Park! This brand-new Redman NWS F25206-58 model manufactured home offers 2 bedrooms, 2 bathrooms, and 777 sq. ft. (13'4"x58) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features

  Kate Barry EXP Realty

  24 Cassie Ln, Bennington, VT 05201
• 

  

  

  /40

  $409,900 Sold Feb 04, 2025

  • 2,905 Sq Ft
  • $141/SF
  • 49 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1978

  9 Stonehedge Dr, Bennington, VT 05201

  Experience the tranquility of a quiet residential street, yet just a short stroll to downtown shops and restaurants. Available for the first time on the market, this elegant English Tudor is a standout amongst the coveted Stonehedge neighborhood. Boasting a 40 foot chimney and extraordinary architecture, this spacious home has all you could ever want and more! Featuring a newly renovated kitchen,

  Angela Bevin Maple Leaf Realty

  9 Stonehedge Dr, Bennington, VT 05201
• 

  

  

  /28

  Est $181,006 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 5,663 Sq Ft

  234 Grandview St, Bennington, VT 05201

  234 Grandview St, Bennington, VT 05201
• 

  

  /53

  $410,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,309 Sq Ft

  495 Fairview St, Bennington, VT 05201

  This charming cape style home is close to town yet enjoys a sense of rural privacy. There is an open floor plan for entertaining on the first floor as well as two bedrooms and a bath. The wood stove keeps you cozy on those cold winter evenings. The second floor is a primary suite with large bath including a claw foot soaking tub and walk-in closet. Access to the full basement via the

  Catherine Cairns Maple Leaf Realty

  495 Fairview St, Bennington, VT 05201
• 

  

  /32

  $195,000 Sold Jan 31, 2025

  • 1,401 Sq Ft
  • $139/SF
  • 15 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1945

  103 Evergreen Dr, Bennington, VT 05201

  Charming 3-bedroom, 1.5-bathroom home set on a generous .34-acre lot on a quiet street! Recently updated kitchen and bathroom. A spacious mudroom welcomes you as you enter. All three bedrooms are located on the second floor, while the first floor includes the living room, dining room, kitchen, a 3/4 bathroom, and a laundry room. The basement features a dedicated office space along with a

  Gabrielle Burdge Hoffman Real Estate

  103 Evergreen Dr, Bennington, VT 05201
• 

  

  /30

  Est $225,485 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,114 Sq Ft

  110 Booth Terrace, Bennington, VT 05201

  110 Booth Terrace, Bennington, VT 05201
• 

  

  /37

  $235,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,510 Sq Ft

  213 Gage St, Bennington, VT 05201

  Energy efficient 3 Bed, 2 Bath with character and awesome updates in downtown Bennington. Wrap-around front porch welcomes you inside this classic New England Colonial. Highly sought after "first floor living" with a bedroom, full bath and laundry all on the main level... along with the living room, dining room and kitchen. Second floor has two bedrooms with walk-in closets and full bath with

  Jenifer Prouty Hoffman Hoffman Real Estate

  213 Gage St, Bennington, VT 05201
• 

  

  /29

  $232,500 Sold Jan 29, 2025

  • 2,432 Sq Ft
  • $96/SF
  • 15 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1900

  649 N Branch St, Bennington, VT 05201

  Discover the perfect blend of comfort, versatility, and potential in this 3-bedroom, 2-bath home, featuring an in-law suite that can easily convert into a one-bedroom rental for added income. Set on 1.21 acres with a pond. A spacious family room and primary bedroom addition bring extra comfort and space, perfect for both relaxation and entertaining. Car enthusiasts or DIY lovers will find their

  Kelley Mccarthy Mahar McCarthy Real Estate

  649 N Branch St, Bennington, VT 05201
• 

  

  /30

  Est $310,352 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,056 Sq Ft

  233 Grandview St, Bennington, VT 05201

  233 Grandview St, Bennington, VT 05201
• 

  

  /47

  $375,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 2,592 Sq Ft

  46 Duffy Dr, Bennington, VT 05201

  A rare opportunity to own a spacious and versatile Colonial in one of Bennington’s most desirable neighborhoods. With five bedrooms, four bathrooms, and over 3,600 square feet of finished living space, this home offers incredible flexibility for multigenerational living, remote work, or extended guest stays. The fully finished walk-out lower level features its own kitchen, living area, bedroom,

  Nick Sicard EXP Realty

  46 Duffy Dr, Bennington, VT 05201
• 

  

  /26

  $160,000 Sold Jan 21, 2025

  • 948 Sq Ft
  • $169/SF
  • 142 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1989

  432 South St Unit A2, Bennington, VT 05201

  Enjoy low maintenance living and walkability to all that downtown offers. This lovely condo that has been freshly updated within the last couple of years. There is a new carpet in the living room and mostly new appliances, including the washer and dryer in upstairs bathroom. Fresh paint throughout and custom shelving in one of the bedrooms. Efficient and comfortable condo unit ready to move right

  Lilli West Maple Leaf Realty

  432 South St Unit A2, Bennington, VT 05201
• 

  

  /33

  Est $153,168 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,240 Sq Ft

  105 Booth Terrace, Bennington, VT 05201

  105 Booth Terrace, Bennington, VT 05201
• 

  

  /34

  $110,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,366 Sq Ft

  40 Washing Brook Rd, Bennington, VT 05201

  This property offers a secluded retreat with stunning mountain views and the South Stream flowing through it. Bordered by wetlands and woods, it provides a sense of being truly "away from it all."While the house requires significant work, making it an ideal candidate for a cash or rehab loan, it presents a fantastic opportunity for transformation. The living room features a beautiful

  Lilli West Maple Leaf Realty

  40 Washing Brook Rd, Bennington, VT 05201
• 

  

  /50

  $530,000 Sold Jan 16, 2025

  • 3,782 Sq Ft
  • $140/SF
  • 86 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1829

  3 Seminary Ln, Bennington, VT 05201

  Coveted Three Seminary Lane | Old Bennington Originally established in 1829 as Mount Anthony Seminary, this remarkable property first served as a boys' boarding school. In 1897, it transitioned to become the clubhouse of the Mount Anthony Country Club, a role it maintained well into the early 20th century. Now situated on 2.5 acres, this charming Colonial-style home exudes character and grace,

  Moira Spivey Four Seasons Sotheby's Int'l Realty

  3 Seminary Ln, Bennington, VT 05201
• 

  

  /40

  Est $283,343 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,568 Sq Ft

  100 Booth Terrace, Bennington, VT 05201

  100 Booth Terrace, Bennington, VT 05201
• 

  

  /37

  $675,000 Pending

  • 9 Beds
  • 8.5 Baths
  • 4,995 Sq Ft

  722 Main St, Bennington, VT 05201

  Imagine owning the oldest home in downtown Bennington full of history and amazing detail. Built by Joseph Safford after opening Bennington's first Grist Mill, then fully renovated during the Italianate Victorian area for much of it's current design. This historic Inn along the Walloomsac River is now being used as an Air BnB rental as well as a separate leased 2 bedroom apartment. The Fully

  Lilli West Maple Leaf Realty

  722 Main St, Bennington, VT 05201
• 

  

  /9

  $220,000 Sold Jan 10, 2025

  • 2,894 Sq Ft
  • $76/SF
  • 135 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1800

  545 Niles Rd, Bennington, VT 05201

  Located within the picturesque landscape of Southern Vermont, this extraordinary heirloom property offers a once-in-a-generation opportunity for a discerning new owner. Surrounded by a tapestry of verdant farmland, this majestic residence rests upon nearly two acres of land, providing the perfect canvas for crafting your own masterpiece in one of the region's most idyllic settings. After years of

  William Paquin Maple Leaf Realty

  545 Niles Rd, Bennington, VT 05201
• 

  

  /23

  Est $253,025 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,574 Sq Ft

  101 Barber St, Bennington, VT 05201

  101 Barber St, Bennington, VT 05201
• 

  

  /26

  $199,900 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,632 Sq Ft

  305 Weeks St, Bennington, VT 05201

  Located in a sought-after area, this Tri-level townhouse style condo is situated close to Main Street shops, bars, and restaurants, as well as the hospital, rec center, neighborhood markets, and the bus station. The first floor boasts an open floor plan with a unique kitchen that retains its original charm. Highlights include a center brick chimney, island w/ breakfast bar, quartz and butcher

  Matt Waddington Hoffman Real Estate

  305 Weeks St, Bennington, VT 05201
• 

  

  /29

  $189,000 Sold Dec 23, 2024

  • 1,292 Sq Ft
  • $146/SF
  • 98 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1890

  311 Gage St, Bennington, VT 05201

  Charming antique-style home close to downtown. Original architectural designs are highlighted by the new exterior paint. The first floor features a kitchen, living room, a large full bathroom which have all been freshly painted, and a dining room. Wood floors adorn the living and dining rooms, complemented by a artfully detailed staircase leading to wood floors throughout the second floor, where

  Thomas Martins Maple Leaf Realty

  311 Gage St, Bennington, VT 05201
• 

  

  /32

  Est $309,273 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,466 Sq Ft

  214 Silver St, Bennington, VT 05201

  214 Silver St, Bennington, VT 05201
• 

  

  /56

  $385,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,702 Sq Ft

  321 Chester Knoll Dr, Bennington, VT 05201

  Low maintenance lifestyle awaits~This new construction three bedroom two bath cape style home is energy efficient and up to the newest Vermont energy codes. On demand hot water and energy efficient heat system. Not only do you get brand new construction, but you have an option for one level living with living room, kitchen, dining, laundry, bedroom, and full bath all on one level. Upstairs has

  Lilli West Maple Leaf Realty

  321 Chester Knoll Dr, Bennington, VT 05201
• 

  

  /4

  $355,500 Sold Dec 19, 2024

  • 2,690 Sq Ft
  • $132/SF
  • 27 Days On Market

  • 6 Beds
  • 6 Baths
  • Built 1900

  406 South St, Bennington, VT 05201

  Terrific investment opportunity! 6 units, 4 in main house, 2 units above the detached garage. Good rental history. Downtown location.

  Max Squiers KW Vermont - Brenda Jones Real Estate Group

  406 South St, Bennington, VT 05201
• 

  

  /31

  Est $282,749 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 1,840 Sq Ft

  325 Silver St, Bennington, VT 05201

  325 Silver St, Bennington, VT 05201
• 

  

  /60

  $325,000 Pending

  • 4 Beds
  • 4 Baths
  • 1,969 Sq Ft

  818 Main St, Bennington, VT 05201

  Looking for a stable investment for your hard-earned money? Enjoy the cash flow in this 3-unit rental property. Currently two units are leased with medium term tenants (both leaving this summer) so you can choose your own tenants or move in yourself to either the upstairs or downstairs apartment. Third unit known as "The Octopus Garden" is an Airbnb guest favorite (and Seller is a Superhost

  Jenifer Prouty Hoffman Hoffman Real Estate

  818 Main St, Bennington, VT 05201
• 

  

  /37

  $150,000 Sold Dec 19, 2024

  • 1,444 Sq Ft
  • $104/SF
  • 88 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1900

  807 Main St, Bennington, VT 05201

  This home offers the convenience of being within walking distance to shopping, restaurants, breweries and downtown. However, the fenced in back yard deck off the kitchen provides plenty of privacy for entertaining and quiet enjoyment. There are 3 bedrooms with two of them having bonus rooms that could be turned into 2 additional bedrooms, offices, or large closets. Spacious kitchen with open

  Floyd Amidon Maple Leaf Realty

  807 Main St, Bennington, VT 05201
• 

  

  /13

  Est $148,841 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 819 Sq Ft

  432 South St Unit C11, Bennington, VT 05201

  432 South St Unit C11, Bennington, VT 05201
• 

  

  /21

  $79,000 Pending

  • Land
  • 7 Acres
  • $11,286 per Acre

  0 Sunset Dr, Bennington, VT 05201

  One of the best building lots available in Bennington country now available for sale. Close to Bennington, but country setting and bordering hundreds of acres of conserved land this is a wildlife enthusiasts dream location. While there for photos a large bear came to visit! Beautiful deer are often seen roaming as well as turkeys and other birds. The back side of the lot borders the open wetlands

  Lilli West Maple Leaf Realty

  0 Sunset Dr, Bennington, VT 05201
• 

  

  /38

  $360,000 Sold Dec 17, 2024

  • 2,296 Sq Ft
  • $157/SF
  • 13 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  1063 Middle Pownal Rd, Bennington, VT 05201

  Nestled on over 2 acres of lush, private land, this beautifully updated 2+ BR/2BA split level ranch offers the perfect blend of peaceful country living and modern convenience. You'll enjoy the tranquility of nature right outside your door while being just a short drive from downtown Bennington. Step inside to discover an open, inviting floor plan with spacious rooms and large windows which flood

  Angela Bevin Maple Leaf Realty

  1063 Middle Pownal Rd, Bennington, VT 05201
• 

  

  /11

  Est $165,437 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 948 Sq Ft

  432 South St Unit C5, Bennington, VT 05201

  432 South St Unit C5, Bennington, VT 05201
• 

  

  /35

  $329,900 Under Contract

  • 4 Beds
  • 2 Baths
  • 1,459 Sq Ft

  170 Brambley Ln, Bennington, VT 05201

  Charming Cape-style home featuring 4 bedrooms and 2 bathrooms, situated on a quiet, private dead-end road. Enjoy the warm days relaxing on the beautiful front porch overlooking the expansive .96-acre lot or cool off in the above ground pool w/ surrounding deck during the hot summer days. The first floor offers a convenient easy-flowing floor plan with 2 bedrooms, a full bathroom, a spacious

  Matt Waddington Hoffman Real Estate

  170 Brambley Ln, Bennington, VT 05201
• 

  

  /29

  $135,000 Sold Dec 16, 2024

  • 623 Sq Ft
  • $217/SF
  • 9 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1910

  104 Hicks Ave, Bennington, VT 05201

  Don’t miss out on this charming bungalow, a perfect gem for those looking to downsize or for first-time homebuyers embarking on their homeownership journey! Step into a cozy haven featuring a convenient side-entry mudroom that welcomes you home. The spacious kitchen, complete with a farmstead porcelain sink, is ideal for your culinary creations. Enjoy the peace of mind of a full, dry basement

  Thomas Martins Maple Leaf Realty

  104 Hicks Ave, Bennington, VT 05201
• 

  

  /36

  Est $181,502 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 948 Sq Ft

  432 South St Unit B5, Bennington, VT 05201

  432 South St Unit B5, Bennington, VT 05201
• 

  

  /6

  $96,406 Under Contract

  • 2 Beds
  • 2 Baths
  • 777 Sq Ft

  32 Cassie Ln, Bennington, VT 05201

  Welcome to 32 Cassie Lane, Bennington, VT, where modern comfort meets affordability in Catamount Park! This brand-new Redman NWS F25206-58 model manufactured home offers 2 bedrooms, 2 bathrooms, and 777 sq. ft. (13'4"x58) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features

  Kate Barry EXP Realty

  32 Cassie Ln, Bennington, VT 05201
• 

  

  /45

  $385,000 Sold Dec 13, 2024

  • 2,391 Sq Ft
  • $161/SF
  • 48 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1960

  320 Crescent Blvd, Bennington, VT 05201

  This 3 BR, 2BA ranch style home offers comfortable and elegant single level living in a serene setting close to all downtown Bennington amenities while being tucked into a quiet, desirable neighborhood with the Y Woods nature trails just beyond the doorstep! The main floor is host to a formal living room with wood burning fireplace, a formal dining room, a tastefully updated eat in kitchen that

  Abi Gregorio

  320 Crescent Blvd, Bennington, VT 05201
• 

  

  /19

  Est $151,639 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 852 Sq Ft

  432 South St Unit A12, Bennington, VT 05201

  432 South St Unit A12, Bennington, VT 05201
• 

  

  /22

  $89,900 Under Contract

  • 3 Beds
  • 1 Bath
  • 832 Sq Ft

  91 Nelson Rd, Bennington, VT 05201

  Offering space to grow this 3 bedroom, a bath home has many good features. 2 main level bedrooms with a third on the second floor. There are 2 unfinished rooms on the second floor. Town water but has a septic system. Could be something great with some work.

  Brenda Jones KW Vermont - Brenda Jones Real Estate Group

  91 Nelson Rd, Bennington, VT 05201
• 

  

  /42

  $315,000 Sold Dec 12, 2024

  • 1,736 Sq Ft
  • $181/SF
  • 12 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1893

  118 Putnam St, Bennington, VT 05201

  Situated in a prime location, this 3BR/2BA New Englander offers the perfect combination of character, convenience, and comfort. Built in 1893, this home exudes the classic charm you’d expect while offering thoughtful updates that ensure a comfortable and functional living experience. Newer windows, roof, furnace and oil tank also ensure worry free living! On the main level you’ll find two

  Angela Bevin Maple Leaf Realty

  118 Putnam St, Bennington, VT 05201

Showing Results 161 - 200, Page 5 of 18