Bennington, VT Homes

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  /45

  Est $454,615 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,895 Sq Ft

  320 Crescent Blvd, Bennington, VT 05201

  320 Crescent Blvd, Bennington, VT 05201
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  /4

  $190,000

  • 5 Beds
  • 2 Baths
  • 1,478 Sq Ft

  32-34 Sage St, Bennington, VT 05257

  Duplex in North Bennington offering 1 way street location. decent yard and 2 - 2 bedroom units. Good investment potential in a walkable and sought location. Town water and sewer. Current tenants keep their units up well.

  Max Squiers KW Vermont - Brenda Jones Real Estate Group

  32-34 Sage St, Bennington, VT 05257
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  /39

  $299,000 Sold Feb 13, 2025

  152 Apple Hill Rd, Bennington, VT 05201

  • 5 Beds
  • 5 Baths
  • 2,824 Sq Ft
  • Built 1977

  Last Sold Summary

  • 15% Below List Price
  • $106/SF
  • 101 Days On Market

  Current Estimated Value $370,602

  Last Listing Agent Catherine Cairns Maple Leaf Realty

  152 Apple Hill Rd, Bennington, VT 05201
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  /37

  Est $347,092 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,714 Sq Ft

  163 Morgan St, Bennington, VT 05201

  163 Morgan St, Bennington, VT 05201
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  /52

  $199,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  130 Morgan St, Bennington, VT 05201

  200 feet of Walloomsac River front .There is a second kitchen for a possible in-law or AB&B. RV parking for those visitors who travel listing to the sounds of the stream for the nomadic visitors. New replacement windows were just done. Bring your imagination and see the possibilities.

  Dan Mason Perrott Realty

  130 Morgan St, Bennington, VT 05201
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  /35

  $220,000 Sold Sep 16, 2025

  115 Jefferson Ave, Bennington, VT 05201

  • 2 Beds
  • 2 Baths
  • 1,554 Sq Ft
  • Built 1930

  Last Sold Summary

  • 18% Below List Price
  • $142/SF
  • 83 Days On Market

  Current Estimated Value $241,799

  Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

  115 Jefferson Ave, Bennington, VT 05201
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  /30

  Est $199,040 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,603 Sq Ft

  101 Coulter St, Bennington, VT 05201

  101 Coulter St, Bennington, VT 05201
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  /33

  $295,000

  • 4 Beds
  • 2 Baths
  • 1,792 Sq Ft

  254 Union St, Bennington, VT 05201

  Welcome to this well-maintained, solid income-producing two-family home located in the heart of town—just steps from shops, dining, and downtown events. Perfect for owner-occupants or savvy investors, this property combines classic charm with modern efficiency and low operating costs.Each two-bedroom unit features spacious, light-filled living areas, eat-in kitchen and comfortable

  Cassie Barbeau Mahar McCarthy Real Estate

  254 Union St, Bennington, VT 05201
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  /60

  $245,000 Sold Sep 22, 2025

  19 Robinson Ave, Bennington, VT 05201

  • 3 Beds
  • 1 Bath
  • 1,320 Sq Ft
  • Built 1954

  Last Sold Summary

  • 11% Below List Price
  • $186/SF
  • 3 Days On Market

  Current Estimated Value $254,671

  Last Listing Agent Floyd Amidon Maple Leaf Realty

  19 Robinson Ave, Bennington, VT 05201
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  /6

  Est $331,704 Not Listed For Sale

  • 3 Beds

  240 Grandview St, Bennington, VT 05201

  240 Grandview St, Bennington, VT 05201
• 

  

  /29

  $415,000

  • 6 Beds
  • 3 Baths
  • 5,208 Sq Ft

  126 Washington Ave, Bennington, VT 05201

  Circa 1913 carriage barn converted into a mixed-use property in the heart of downtown Bennington. This distinctive 5,208± sq. ft. building combines residential and commercial opportunity, featuring three apartments and a ground-floor retail space. Original architectural details evoke the property’s historic character, while modern updates support comfortable living and reliable income potential.

  Vicki Wilson Maple Leaf Realty

  126 Washington Ave, Bennington, VT 05201
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  /37

  $233,000 Sold Aug 04, 2025

  73 Woodford City Rd, Bennington, VT 05201

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft
  • Built 1984

  Last Sold Summary

  • 2% Above List Price
  • $221/SF
  • 73 Days On Market

  Last Listing Agent Abi Gregorio

  73 Woodford City Rd, Bennington, VT 05201
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  /5

  Not Listed For Sale

  • 5 Beds

  236 Grandview St, Bennington, VT 05201

  236 Grandview St, Bennington, VT 05201
• 

  

  /47

  $245,000

  • 2 Beds
  • 2 Baths
  • 911 Sq Ft

  726 Rice Ln, Bennington, VT 05201

  Welcome to this charming Cape-style home, nestled in a peaceful country setting just moments from Bennington College and scenic walking and hiking trails. This inviting property offers the perfect blend of rural tranquility and convenient access to town. Located just 10 minutes from downtown Bennington, you’ll have quick access to local shops, restaurants, cultural attractions, and everyday

  Thomas Martins Maple Leaf Realty

  726 Rice Ln, Bennington, VT 05201
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  /49

  $313,000 Sold Jul 21, 2025

  1385 N Bennington Rd, North Bennington, VT 05257

  • 4 Beds
  • 2 Baths
  • 2,050 Sq Ft
  • Built 1910

  Last Sold Summary

  • 1% Below List Price
  • $153/SF
  • 53 Days On Market

  Current Estimated Value $351,548

  Last Listing Agent Brooke Thomson Drew Mahar McCarthy Real Estate

  1385 N Bennington Rd, North Bennington, VT 05257
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  /24

  Est $287,461 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,102 Sq Ft

  15 Greenview Dr, Bennington, VT 05201

  15 Greenview Dr, Bennington, VT 05201
• 

  

  /26

  $189,900 Under Contract

  • 4 Beds
  • 2 Baths
  • 1,278 Sq Ft

  215 Maple St, Bennington, VT 05201

  Huge Price Reduction. Enjoy the charm and comfort of this beautifully renovated home, ideally nestled in the heart of Bennington. As you arrive, you'll be greeted by a spacious front porch, perfect for relaxation, entertaining, and enjoying cool breezes. This property has undergone a complete transformation from a two-family to a stunning single-family home. It now offers convenient one-floor

  Matt Waddington Hoffman Real Estate

  215 Maple St, Bennington, VT 05201
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  /36

  $265,000 Sold Jun 25, 2025

  82 Oakes St, Bennington, VT 05201

  • 2 Beds
  • 1 Bath
  • 1,512 Sq Ft
  • Built 1991

  Last Sold Summary

  • $175/SF
  • 57 Days On Market

  Current Estimated Value $261,437

  Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

  82 Oakes St, Bennington, VT 05201
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  /15

  Est $257,862 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,136 Sq Ft

  120 Pine Cir, Bennington, VT 05201

  120 Pine Cir, Bennington, VT 05201
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  /39

  $279,900 Under Contract

  • 5 Beds
  • 2 Baths
  • 2,294 Sq Ft

  218 Union St, Bennington, VT 05201

  Charming Downtown Victorian - Income Opportunity Meets Timeless StyleTucked behind the classic facade of this downtown Bennington gem lies an incredible opportunity-for homeowners and investors alike. Located in the heart of downtown on a street known for both professional and residential appeal, this Victorian-style duplex offers versatility, character, and reliable income potential. Each

  Kelley Mccarthy Mahar McCarthy Real Estate

  218 Union St, Bennington, VT 05201
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  /16

  $130,000 Sold Jan 28, 2026

  755 Main St, Bennington, VT 05201

  • 3 Beds
  • 1.5 Baths
  • 1,485 Sq Ft
  • Built 1890

  Last Sold Summary

  • 10% Below List Price
  • $88/SF
  • 141 Days On Market

  Last Listing Agent Max Squiers KW Vermont - Brenda Jones Real Estate Group

  755 Main St, Bennington, VT 05201
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  /38

  Est $372,910 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,592 Sq Ft

  150 Pine Cir, Bennington, VT 05201

  150 Pine Cir, Bennington, VT 05201
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  /8

  $59,000

  • Land
  • 0.29 Acre
  • $203,448 per Acre

  420 Burgess Rd, Bennington, VT 05201

  Level building lot with town sewer and water at the edge of town.Possible owner financing.

  Dan Mason Perrott Realty

  420 Burgess Rd, Bennington, VT 05201
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  /38

  $215,000 Sold Jun 06, 2025

  230 Beech St, Bennington, VT 05201

  • 3 Beds
  • 2 Baths
  • 1,271 Sq Ft
  • Built 1880

  Last Sold Summary

  • 4% Below List Price
  • $169/SF
  • 81 Days On Market

  Current Estimated Value $242,691

  Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  230 Beech St, Bennington, VT 05201
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  /25

  Est $387,075 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,560 Sq Ft

  145 Pine Cir, Bennington, VT 05201

  145 Pine Cir, Bennington, VT 05201
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  /10

  $1,950,000

  • Land
  • 7 Acres
  • $278,571 per Acre

  720 N Branch St, Bennington, VT 05201

  Discover the potential at 720 & 702 North Branch Street—a rare 7-acre offering in a prime Bennington location. With level land, generous frontage, and easy access, this property is perfectly positioned for residential or mixed-use development, with municipal water and sewer available at the street.The sale includes a well-maintained duplex at 702 North Branch, featuring a 3-bedroom unit

  Paul Carroccio TPW Real Estate

  720 N Branch St, Bennington, VT 05201
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  /14

  $278,000 Sold Aug 04, 2025

  400 South St, Bennington, VT 05201

  • 3 Beds
  • 3 Baths
  • 1,461 Sq Ft
  • Built 1825

  Last Sold Summary

  • 7% Above List Price
  • $190/SF
  • 38 Days On Market

  Current Estimated Value $304,745

  Last Listing Agent William Paquin Maple Leaf Realty

  400 South St, Bennington, VT 05201
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  /39

  Est $418,694 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,528 Sq Ft

  153 Pine Cir, Bennington, VT 05201

  153 Pine Cir, Bennington, VT 05201
• 

  

  /15

  $269,000

  • 2 Beds
  • 1 Bath
  • 2,500 Sq Ft

  624 Main St, Bennington, VT 05201

  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

  Kelley Mccarthy Mahar McCarthy Real Estate

  624 Main St, Bennington, VT 05201
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  /38

  $193,800 Sold May 30, 2025

  134 Imperial Ave, Bennington, VT 05201

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft
  • Built 1915

  Last Sold Summary

  • 2% Above List Price
  • $192/SF
  • 31 Days On Market

  Current Estimated Value $196,892

  Last Listing Agent Angela Bevin Maple Leaf Realty

  134 Imperial Ave, Bennington, VT 05201
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  /31

  Est $227,463 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,372 Sq Ft

  104 Barber St, Bennington, VT 05201

  104 Barber St, Bennington, VT 05201
• 

  

  /16

  $96,406 New Construction

  • 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
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  /30

  $310,000 Sold Jul 25, 2025

  198 Weeks St, Bennington, VT 05201

  • 3 Beds
  • 1 Bath
  • 2,032 Sq Ft
  • Built 1930

  Last Sold Summary

  • 11% Below List Price
  • $153/SF
  • 54 Days On Market

  Current Estimated Value $320,914

  Last Listing Agent Margretta Fischer Wohler Realty Group

  198 Weeks St, Bennington, VT 05201
• 

  

  /19

  Est $271,558 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,482 Sq Ft

  314 Prospect St, Bennington, VT 05201

  314 Prospect St, Bennington, VT 05201
• 

  

  /39

  $369,900

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  38 Oak Ridge Ln, Bennington, VT 05201

  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

  Matt Waddington Hoffman Real Estate

  38 Oak Ridge Ln, Bennington, VT 05201
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  /33

  $200,000 Sold Mar 14, 2025

  203 Scott St, Bennington, VT 05201

  • 4 Beds
  • 1.5 Baths
  • 1,788 Sq Ft
  • Built 1890

  Last Sold Summary

  • 9% Below List Price
  • $112/SF
  • 291 Days On Market

  Current Estimated Value $236,696

  Last Listing Agent Cassie Barbeau Mahar McCarthy Real Estate

  203 Scott St, Bennington, VT 05201
• 

  

  /27

  Est $236,214 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,274 Sq Ft

  317 Prospect St, Bennington, VT 05201

  317 Prospect St, Bennington, VT 05201
• 

  

  /22

  $139,000 Pending

  • 4 Beds
  • 1 Bath
  • 1,262 Sq Ft

  101 Morgan St, Bennington, VT 05201

  Motivated seller.!!! Move in asd add your finishing touches to this Antique House located in Downtown on a generous corner. This 2 story, 4 bedroom, 1 bath Bennington home has great character featuring a Dutch front door, enclosed front porch, and beautiful bay window. Property has an eat-in kitchen, dinning room, laundry room with washer and dryer, living room, basement, and den! Enjoy being

  Dan Mason Perrott Realty

  101 Morgan St, Bennington, VT 05201
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  /57

  $275,000 Sold Aug 07, 2025

  115-117 Norton St, Bennington, VT 05201

  • 2 Beds
  • 2 Baths
  • 1,701 Sq Ft
  • Built 1930

  Last Sold Summary

  • $162/SF
  • 0 Days On Market

  Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  115-117 Norton St, Bennington, VT 05201
• 

  

  /5

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,432 Sq Ft

  108 Norton St, Bennington, VT 05201

  108 Norton St, Bennington, VT 05201

Showing Results 121 - 160, Page 4 of 18