North Bennington, VT Homes

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  /36

  $460,000

  • 3 Beds
  • 2 Baths
  • 2,108 Sq Ft

  1061 Granger Hollow Rd, North Bennington, VT 05257

  Dreaming of a peaceful Vermont lifestyle? This three bedroom, 2 bath home sits on 11.5 acres of beautiful land with rolling open mountain views, a stream, mature apple trees, and an inground pool all the ingredients for your perfect retreat.Step inside to this home that has had a complete refresh. The home offers a first floor bedroom and full bath with a step in shower, making it great

  

  Brooke Thomson Drew

  Mahar McCarthy Real Estate

  (802) 481-3292

  1061 Granger Hollow Rd, North Bennington, VT 05257
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  /25

  $1,650 per month

  • 2 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • Condo for Rent

  9 Church St Unit 9 Church St, North Bennington, VT 05257

  Beautifully maintained 2 bedroom unit (half of a duplex) in desirable North Bennington. Heat included with rent.Credit and background checks required. First and security due at lease signing. Sorry no smoking, and no pets.

  9 Church St Unit 9 Church St, North Bennington, VT 05257
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  /30

  $345,750 Sold Oct 21, 2025

  374 Overlea Rd, North Bennington, VT 05257

  • 3 Beds
  • 2 Baths
  • 1,753 Sq Ft
  • Built 1948

  Last Sold Summary

  • 5% Below List Price
  • $197/SF
  • 58 Days On Market

  Current Estimated Value $357,004

  Last Listing Agent Gregory Cutler Four Seasons Sotheby's Int'l Realty

  374 Overlea Rd, North Bennington, VT 05257
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  /37

  Est $350,604 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,418 Sq Ft

  91 Mcguire St, North Bennington, VT 05257

  91 Mcguire St, North Bennington, VT 05257
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  /27

  $300,000

  • 3 Beds
  • 1 Bath
  • 1,392 Sq Ft

  196 Granger Hollow Rd, North Bennington, VT 05257

  This quiet country location has 2 homes located on its 2 acres. The main home is a 3 bedroom ranch featuring a large eat-in kitchen opening into a large living room. 3 bedrooms, including an addition with a large primary with 2 closets inlcuding one whick is a large walk-in closet. A large full bath with washer/dryer hookups completes the living area. The house has a partial concrete basement

  Steve Schoppmeyer BHG Masiello Brattleboro

  196 Granger Hollow Rd, North Bennington, VT 05257
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  /26

  $1,750 per month

  • 3 Beds
  • 1 Bath
  • 1,500 Sq Ft
  • Condo for Rent

  9 Mechanic St Unit B, North Bennington, VT 05257

  9 Mechanic St Unit B, North Bennington, VT 05257
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  /42

  $252,000 Sold Jul 25, 2025

  935 Shaftsbury Hollow Rd, North Bennington, VT 05257

  • 2 Beds
  • 1 Bath
  • 1,221 Sq Ft
  • Built 1965

  Last Sold Summary

  • 15% Below List Price
  • $206/SF
  • 41 Days On Market

  Current Estimated Value $286,161

  Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  935 Shaftsbury Hollow Rd, North Bennington, VT 05257
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  /30

  Est $406,179 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,623 Sq Ft

  94 Lake Dr, North Bennington, VT 05257

  94 Lake Dr, North Bennington, VT 05257
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  /36

  $399,000 Pending

  • 5 Beds
  • 3 Baths
  • 3,118 Sq Ft

  100 McCarthy Acres, North Bennington, VT 05257

  Nearly Lakefront Living in the Heart of North Bennington!Come for the space—stay for the location! This spacious home offers over 2,500 sq. ft. of living space, including 5 bedrooms, 3 full bathrooms, a large home office in the finished basement, and a versatile 250 sq. ft. bonus room attached to one of the upstairs bedrooms. The original garage has been thoughtfully transformed into a 600

  Nicholas Charest Maple Leaf Realty

  100 McCarthy Acres, North Bennington, VT 05257
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  /39

  $1,275 per month

  • 2 Beds
  • 1 Bath
  • 600 Sq Ft
  • Condo for Rent

  18 Main St Unit C, North Bennington, VT 05257

  Centrally located 3 family house with awesome tenants and awesome neigbors.

  18 Main St Unit C, North Bennington, VT 05257
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  /24

  $42,000 Sold Oct 24, 2025

  26 Asa's Way, Bennington, VT 05257

  • Land
  • 0.48 Acre
  • $87,500 per Acre

  Last Sold Summary

  • 2% Below List Price
  • 55 Days On Market

  Last Listing Agent Angela Bevin Maple Leaf Realty

  26 Asa's Way, Bennington, VT 05257
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  /37

  Est $375,352 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft

  181 Dunham Ave, North Bennington, VT 05257

  181 Dunham Ave, North Bennington, VT 05257
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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

  $255,500 Sold Jan 15, 2026

  77 Mcguire St, North Bennington, VT 05257

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft
  • Built 1993

  Last Sold Summary

  • 5% Below List Price
  • $253/SF
  • 15 Days On Market

  Last Listing Agent Angela Bevin Maple Leaf Realty

  77 Mcguire St, North Bennington, VT 05257
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  /39

  Est $229,308 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,413 Sq Ft

  61 Dunham Ave, North Bennington, VT 05257

  61 Dunham Ave, North Bennington, VT 05257
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  /46

  $269,900

  • 3 Beds
  • 1.5 Baths
  • 900 Sq Ft

  2092 N Bennington Rd, North Bennington, VT 05257

  Waterfront Bungalow style house offering 3 bedrooms and 2 bathrooms. This home has 2 bedrooms upstairs and a pocket half bathroom. downstairs has a master bedroom with a newly remodeled ensuite, kitchen with breakfast table area, 4 seasons living space in the back and a front livingroom with new flooring. The previous owner used the 4 seasons room as a formal dining room since it has

  Max Squiers KW Vermont - Brenda Jones Real Estate Group

  2092 N Bennington Rd, North Bennington, VT 05257
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  /16

  $130,000 Sold Nov 25, 2025

  76 Harvest Hills Dr, North Bennington, VT 05257

  • 3 Beds
  • 1 Bath
  • 1,290 Sq Ft
  • Built 1966

  Last Sold Summary

  • 16% Below List Price
  • $101/SF
  • 45 Days On Market

  Last Listing Agent Susan Bellville Bellville Realty

  76 Harvest Hills Dr, North Bennington, VT 05257
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  /40

  Est $507,023 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,236 Sq Ft

  287 Hewitt Dr, North Bennington, VT 05257

  287 Hewitt Dr, North Bennington, VT 05257
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  /25

  $1,425,000

  • 3 Beds
  • 2.5 Baths
  • 2,560 Sq Ft

  1058 Granger Hollow Rd, North Bennington, VT 05257

  A private Vermont sanctuary set on over 40 acres of meadows, rolling hills, stone walls, and mature forest. This sophisticated modern farmhouse offers rare peace, privacy, and natural beauty, and sweeping seasonal views from every room.Designed to blend seamlessly into the land, the light-filled home features expansive Marvin windows and refined custom finishes throughout. The chef’s kitchen

  Andrea Kaplan Four Seasons Sotheby's Int'l Realty

  1058 Granger Hollow Rd, North Bennington, VT 05257
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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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  /45

  Est $401,457 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,573 Sq Ft

  294 Tinkham Rd, North Bennington, VT 05257

  294 Tinkham Rd, North Bennington, VT 05257
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  /32

  $795,000

  • 3 Beds
  • 2.5 Baths
  • 2,696 Sq Ft

  130 Ipan Rd, North Bennington, VT 05257

  Tucked away on a private road, this stunning brick colonial offers over 30 acres of peaceful Vermont countryside-yet is less than 2 miles from the Village of North Bennington and Bennington College. A classic barn and separate studio provide endless possibilities for hobbies, storage, or creative space. The main level features a spacious living room with a fireplace, warm pine floors, and plenty

  Kelley Mccarthy Mahar McCarthy Real Estate

  130 Ipan Rd, North Bennington, VT 05257
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  $275,000 Sold Jan 23, 2026

  211 Grandview St, North Bennington, VT 05257

  • 3 Beds
  • 2 Baths
  • 1,848 Sq Ft
  • Built 1955

  Last Sold Summary

  • 7% Below List Price
  • $149/SF
  • 21 Days On Market

  Last Listing Agent Flex Realty Group Flex Realty

  211 Grandview St, North Bennington, VT 05257
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  /29

  Est $341,224 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 2,400 Sq Ft

  604 Tinkham Rd, North Bennington, VT 05257

  604 Tinkham Rd, North Bennington, VT 05257
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  /2

  $450,000 Sold May 23, 2025

  20 Harvest Hills Dr, North Bennington, VT 05257

  • 4 Beds
  • 2.5 Baths
  • 1,660 Sq Ft
  • Built 1972

  Last Sold Summary

  • $271/SF
  • 0 Days On Market

  Current Estimated Value $516,949

  Last Listing Agent Floyd Amidon Maple Leaf Realty

  20 Harvest Hills Dr, North Bennington, VT 05257
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  /24

  Est $440,350 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,065 Sq Ft

  318 Eleanors Way, North Bennington, VT 05257

  318 Eleanors Way, North Bennington, VT 05257
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  /60

  $420,000 Sold Jun 26, 2025

  123 Bank St, North Bennington, VT 05257

  • 3 Beds
  • 2 Baths
  • 2,753 Sq Ft
  • Built 1952

  Last Sold Summary

  • 6% Below List Price
  • $153/SF
  • 31 Days On Market

  Current Estimated Value $420,095

  Last Listing Agent Margretta Fischer Wohler Realty Group

  123 Bank St, North Bennington, VT 05257
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  /12

  Est $211,114 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 920 Sq Ft

  816 Shaftsbury Hollow Rd, North Bennington, VT 05257

  816 Shaftsbury Hollow Rd, North Bennington, VT 05257
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  /60

  $652,000 Sold Jul 21, 2025

  21 Main St, North Bennington, VT 05257

  • 6 Beds
  • 4.5 Baths
  • 4,708 Sq Ft
  • Built 1857

  Last Sold Summary

  • 7% Below List Price
  • $138/SF
  • 65 Days On Market

  Current Estimated Value $637,636

  Last Listing Agent Thomas Martins Maple Leaf Realty

  21 Main St, North Bennington, VT 05257
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  /32

  Est $356,976 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,104 Sq Ft

  1041 Shaftsbury Hollow Rd, North Bennington, VT 05257

  1041 Shaftsbury Hollow Rd, North Bennington, VT 05257
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  /27

  $274,000 Sold Jan 22, 2026

  26 Sage St, Bennington, VT 05257

  • 9 Beds
  • 3 Baths
  • 3,176 Sq Ft
  • Built 1820

  Last Sold Summary

  • 8% Below List Price
  • $86/SF
  • 55 Days On Market

  Last Listing Agent Lilli West Maple Leaf Realty

  26 Sage St, Bennington, VT 05257
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  /30

  Est $451,802 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,429 Sq Ft

  414 Matteson Rd, North Bennington, VT 05257

  414 Matteson Rd, North Bennington, VT 05257
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  /29

  $367,000 Sold Nov 21, 2025

  26 College Rd, North Bennington, VT 05257

  • 3 Beds
  • 2 Baths
  • 1,937 Sq Ft
  • Built 1945

  Last Sold Summary

  • 7% Below List Price
  • $189/SF
  • 54 Days On Market

  Last Listing Agent Phil Lewis Mahar McCarthy Real Estate

  26 College Rd, North Bennington, VT 05257
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  /32

  Est $341,209 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,680 Sq Ft

  19 Royal St, North Bennington, VT 05257

  19 Royal St, North Bennington, VT 05257
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  /50

  $355,000 Sold Jan 29, 2026

  927 Water St, North Bennington, VT 05257

  • 5 Beds
  • 4 Baths
  • 3,400 Sq Ft
  • Built 1893

  Last Sold Summary

  • 11% Below List Price
  • $104/SF
  • 200 Days On Market

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

  927 Water St, North Bennington, VT 05257
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  /29

  Est $373,108 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,247 Sq Ft

  3 Polygraphic Ln, North Bennington, VT 05257

  3 Polygraphic Ln, North Bennington, VT 05257
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  /53

  $614,000 Sold Sep 15, 2025

  23 Mechanic St, North Bennington, VT 05257

  • 4 Beds
  • 2.5 Baths
  • 2,456 Sq Ft
  • Built 1870

  Last Sold Summary

  • 3% Above List Price
  • $250/SF
  • 40 Days On Market

  Current Estimated Value $638,518

  Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

  23 Mechanic St, North Bennington, VT 05257
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  /38

  Est $342,064 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  683 Water St, North Bennington, VT 05257

  683 Water St, North Bennington, VT 05257
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  /31

  $400,000 Sold Aug 13, 2025

  2374 Shaftsbury Hollow Rd, North Bennington, VT 05257

  • 2 Beds
  • 1 Bath
  • 1,624 Sq Ft
  • Built 1961

  Last Sold Summary

  • 1% Above List Price
  • $246/SF
  • 10 Days On Market

  Current Estimated Value $441,656

  Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

  2374 Shaftsbury Hollow Rd, North Bennington, VT 05257
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  /32

  Est $341,192 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,552 Sq Ft

  159 Matteson Rd, North Bennington, VT 05257

  159 Matteson Rd, North Bennington, VT 05257

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