Bennington, VT Homes

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  /14

  $135,000

  $5K PRICE DROP Pending

  • 2 Beds
  • 1.5 Baths
  • 948 Sq Ft

  432 South St Unit C10, Bennington, VT 05201

  Townhouse style condo on the north side of Nathaniel court. Living room, kitchen, and half bath downstairs. Upstairs is the full bath with laundry and 2 bedrooms. All units have new roof within the last 5 years. No pets allowed. No smoking. Dues are $760 a quarter.

  Max Squiers KW Vermont - Brenda Jones Real Estate Group

  432 South St Unit C10, Bennington, VT 05201
• 

  

  

  /5

  $700,000

  Sold Mar 11, 2026

  202-204 Beech St, Bennington, VT 05201

  • 10 Beds
  • 8 Baths
  • 8,300 Sq Ft
  • Built 1982

  Last Sold Summary

  • 22% Above List Price
  • $84/SF
  • 15 Days On Market

  Last Listing Agent Lori Hurley Four Corner Properties LLC

  202-204 Beech St, Bennington, VT 05201
• 

  

  

  /32

  Est $243,165

  Not Listed For Sale

  402 South St, Bennington, VT 05201

  • 3 Beds
  • 2 Baths
  • 2,262 Sq Ft
  • Built 1940

  402 South St, Bennington, VT 05201

  Last Sold Summary

  • 721 Days On Market

  Last Listing Agent Phil Lewis Mahar McCarthy Real Estate
• 

  

  

  /21

  $132,900

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 784 Sq Ft

  60 Tori Ln, Bennington, VT 05201

  Very well kept single-wide mobile home on it's own land. Cozy 2 bedroom, 1 bathroom home with single level living. Living room, kitchen with dining area, main level laundry and more. Has 2 enclosed porches. The smaller one is used as a pantry and the larger one is heated. Outside 2 sheds and the sounds of the nearby babbling brook. Also has RV electric hook up.

  Max Squiers KW Vermont - Brenda Jones Real Estate Group

  60 Tori Ln, Bennington, VT 05201
• 

  

  

  /55

  $165,000

  Sold Sep 14, 2026

  142 Pine Cir, Bennington, VT 05201

  • 4 Beds
  • 2 Baths
  • 1,518 Sq Ft
  • Built 1970

  Last Sold Summary

  • 27% Below List Price
  • $109/SF
  • 47 Days On Market

  Current Estimated Value $217,885

  Last Listing Agent Justine Curry Maple Leaf Real Estate

  142 Pine Cir, Bennington, VT 05201
• 

  

  /14

  Est $301,408

  Not Listed For Sale

  400 South St, Bennington, VT 05201

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

  400 South St, Bennington, VT 05201

  Last Sold Summary

  • 38 Days On Market

  Last Listing Agent William Paquin Maple Leaf Real Estate
• 

  

  /23

  $219,000

  $16K PRICE DROP

  • 1,860 Sq Ft

  205 County St, Bennington, VT 05201

  This well maintained 2-unit home exceptional flexibility for buyers, allowing for a variety of living arrangements to suit your needs. Whether you choose to enjoy it as a spacious two-story single family. use it as an owner-occupied property with a rental unit to help offset your mortgage, or maximize rental income with separate 2-bedroom and 3-bedroom units, this property is designed to adapt to

  Dan Mason Perrott Realty

  205 County St, Bennington, VT 05201
• 

  

  /21

  $235,000

  Sold May 27, 2026

  209 Grove St Unit 11, Bennington, VT 05201

  • 4 Beds
  • 2 Baths
  • 1,652 Sq Ft
  • Built 1900

  Last Sold Summary

  • $142/SF
  • 9 Days On Market

  Current Estimated Value $241,520

  Last Listing Agent Julie Glover Mahar McCarthy Real Estate

  209 Grove St Unit 11, Bennington, VT 05201
• 

  

  /38

  Est $182,348

  Not Listed For Sale

  314 Weeks St, Bennington, VT 05201

  • 3 Beds
  • 1.5 Baths
  • 1,301 Sq Ft
  • Built 1920

  314 Weeks St, Bennington, VT 05201

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Floyd Amidon Maple Leaf Real Estate
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  /48

  $329,000

  • 3 Beds
  • 1.5 Baths
  • 1,563 Sq Ft

  110 Coulter St, Bennington, VT 05201

  Charming Bennington home with classic character, hardwood floors, and a bright enclosed sun porch! This inviting property offers a comfortable blend of traditional charm and everyday functionality, with spacious living areas.The generous living room provides plenty of room for comfortable seating and entertaining, while the sun porch offers a wonderful additional space to enjoy the changing

  William Paquin Maple Leaf Real Estate

  110 Coulter St, Bennington, VT 05201
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  /53

  $345,000

  Sold Oct 16, 2025

  14 Crescent Ln, Bennington, VT 05201

  • 2 Beds
  • 1 Bath
  • 1,708 Sq Ft
  • Built 1963

  Last Sold Summary

  • 15% Above List Price
  • $202/SF
  • 8 Days On Market

  Current Estimated Value $373,724

  Last Listing Agent Dan Mason Perrott Realty

  14 Crescent Ln, Bennington, VT 05201
• 

  

  /34

  Est $437,138

  Not Listed For Sale

  103 Francis St, Bennington, VT 05201

  • 4 Beds
  • 2.5 Baths
  • 2,138 Sq Ft
  • Built 1968

  103 Francis St, Bennington, VT 05201

  Last Sold Summary

  • 172 Days On Market

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

  

  /60

  $180,000

  $20K PRICE DROP

  • Land
  • 58.1 Acres
  • $3,098 per Acre

  1073 Chapel Rd, Bennington, VT 05201

  Unlock the potential of this spectacular 58.1 +/- acre woodland property in historic Bennington. The groundwork for your future home or getaway is already laid with a State-approved wastewater permit in place for a three-bedroom single-family residence, allowing you the flexibility to design your build. Further simplifying your plans, the property offers the rare advantage of connecting to the

  Curtis Trousdale Preferred Properties

  1073 Chapel Rd, Bennington, VT 05201
• 

  

  /25

  $285,000

  Sold Oct 24, 2025

  120 Albe Dr, Bennington, VT 05201

  • 3 Beds
  • 2.5 Baths
  • 1,888 Sq Ft
  • Built 2001

  Last Sold Summary

  • 7% Below List Price
  • $151/SF
  • 47 Days On Market

  Current Estimated Value $325,741

  Last Listing Agent Ann Greenwood ALTON & WESTALL REAL ESTATE AGENCY, LLC

  120 Albe Dr, Bennington, VT 05201
• 

  

  /38

  Est $368,657

  Not Listed For Sale

  127 Jefferson Ave, Bennington, VT 05201

  • 3 Beds
  • 2.5 Baths
  • 2,080 Sq Ft
  • Built 1925

  127 Jefferson Ave, Bennington, VT 05201

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Lindsey Martin Maple Leaf Real Estate
• 

  

  /25

  $375,000

  New Construction $25K PRICE INCREASE

  • 2 Beds
  • 2 Baths
  • 1,190 Sq Ft

  527 Jennings Brook Dr, Bennington, VT 05201

  Brand new 2026 construction offering the ease of single-level living with thoughtful, ADA-compliant design throughout. This energy-efficient home features 2 bedrooms and 2 full bathrooms, including a well-designed primary suite, plus convenient in-unit laundry. Custom Kitchen with granite countertops, custom tile shower unit. The open-concept layout is highlighted by a spacious kitchen and a

  Lilli West Maple Leaf Real Estate

  527 Jennings Brook Dr, Bennington, VT 05201
• 

  

  /41

  $335,000

  Sold Sep 29, 2025

  23 Robinson Ave, Bennington, VT 05201

  • 3 Beds
  • 1.5 Baths
  • 1,682 Sq Ft
  • Built 1928

  Last Sold Summary

  • $199/SF
  • 35 Days On Market

  Current Estimated Value $350,474

  Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

  23 Robinson Ave, Bennington, VT 05201
• 

  

  /40

  Est $432,004

  Not Listed For Sale

  211 Weeks St, Bennington, VT 05201

  • 4 Beds
  • 2.5 Baths
  • 1,890 Sq Ft
  • Built 1925

  211 Weeks St, Bennington, VT 05201

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Connor Worthington Maple Leaf Real Estate
• 

  

  /17

  $65,000

  Under Contract

  • Land
  • 5.6 Acres
  • $11,607 per Acre

  80 Crossover Rd, Bennington, VT 05201

  This 5.6-acre lot is ideally situated at the edge of town, offering a peaceful retreat surrounded by nature. Furnace Brook winds through the backside of the property, providing a soothing sound that lulls you to sleep each night. Observe the abundant wildlife as they visit the stream with the Mountain view as the backdrop, this location is perfect for building your Vermont dream home.

  Dan Mason Perrott Realty

  80 Crossover Rd, Bennington, VT 05201
• 

  

  /29

  $154,500

  Sold Jan 13, 2026

  136 Mckinley St, Bennington, VT 05201

  • 3 Beds
  • 1 Bath
  • 854 Sq Ft
  • Built 1947

  Last Sold Summary

  • 9% Below List Price
  • $181/SF
  • 13 Days On Market

  Current Estimated Value $168,031

  Last Listing Agent Nick Sicard EXP Realty

  136 Mckinley St, Bennington, VT 05201
• 

  

  /42

  Est $334,673

  Not Listed For Sale

  118 Putnam St, Bennington, VT 05201

  • 3 Beds
  • 2 Baths
  • 1,736 Sq Ft
  • Built 1893

  118 Putnam St, Bennington, VT 05201

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Angela Bevin Maple Leaf Real Estate
• 

  

  /18

  $214,250

  Sold Aug 13, 2026

  420 Gore Rd, Bennington, VT 05201

  • 3 Beds
  • 2 Baths
  • 1,372 Sq Ft
  • Built 1985

  Last Sold Summary

  • 3% Below List Price
  • $156/SF
  • 10 Days On Market

  Current Estimated Value $219,739

  Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

  420 Gore Rd, Bennington, VT 05201
• 

  

  /46

  Est $311,217

  Not Listed For Sale

  4 Pine Rd, Bennington, VT 05201

  • 4 Beds
  • 1 Bath
  • 1,875 Sq Ft
  • Built 1950

  4 Pine Rd, Bennington, VT 05201

  Last Sold Summary

  • 73 Days On Market

  Last Listing Agent Dan Mason Perrott Realty
• 

  

  /17

  $265,000

  Sold Mar 26, 2026

  239 - 241 Elm St, Bennington, VT 05201

  • 6 Beds
  • 3 Baths
  • 2,900 Sq Ft
  • Built 1920

  Last Sold Summary

  • 2% Below List Price
  • $91/SF
  • 8 Days On Market

  Last Listing Agent Erica Hale Ridgeline Real Estate

  239 - 241 Elm St, Bennington, VT 05201
• 

  

  /27

  Est $487,581

  Not Listed For Sale

  10 Stonehedge Dr, Bennington, VT 05201

  • 3 Beds
  • 2.5 Baths
  • 1,900 Sq Ft
  • Built 1978

  10 Stonehedge Dr, Bennington, VT 05201

  Last Sold Summary

  • 36 Days On Market

  Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate
• 

  

  /42

  $277,700

  Sold Aug 17, 2026

  32 Albe Dr, Bennington, VT 05201

  • 2 Beds
  • 1 Bath
  • 2,142 Sq Ft
  • Built 2003

  Last Sold Summary

  • $130/SF
  • 61 Days On Market

  Current Estimated Value $276,497

  Last Listing Agent Beatrice O'Connell Maple Leaf Real Estate

  32 Albe Dr, Bennington, VT 05201
• 

  

  /40

  Est $492,400

  Not Listed For Sale

  9 Stonehedge Dr, Bennington, VT 05201

  • 4 Beds
  • 2.5 Baths
  • 2,905 Sq Ft
  • Built 1978

  9 Stonehedge Dr, Bennington, VT 05201

  Last Sold Summary

  • 49 Days On Market

  Last Listing Agent Angela Bevin Maple Leaf Real Estate
• 

  

  /42

  $229,900

  Sold Oct 20, 2025

  414 Park St, Bennington, VT 05201

  • 3 Beds
  • 1.5 Baths
  • 1,274 Sq Ft
  • Built 1860

  Last Sold Summary

  • $180/SF
  • 2 Days On Market

  Current Estimated Value $246,605

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

  414 Park St, Bennington, VT 05201
• 

  

  /30

  Est $354,659

  Not Listed For Sale

  198 Weeks St, Bennington, VT 05201

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

  198 Weeks St, Bennington, VT 05201

  Last Sold Summary

  • 54 Days On Market

  Last Listing Agent Margretta Fischer Wohler Realty Group
• 

  

  /55

  $250,000

  Sold May 29, 2026

  38 Cyr Ct, Bennington, VT 05201

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft
  • Built 1975

  Last Sold Summary

  • 4% Above List Price
  • $195/SF
  • 7 Days On Market

  Current Estimated Value $263,160

  Last Listing Agent Catherine Cairns Maple Leaf Real Estate

  38 Cyr Ct, Bennington, VT 05201
• 

  

  /23

  Est $279,044

  Not Listed For Sale

  220 Dewey St, Bennington, VT 05201

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft
  • Built 1956

  220 Dewey St, Bennington, VT 05201

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate
• 

  

  /33

  $230,000

  Sold Sep 30, 2025

  5 Center St, Bennington, VT 05201

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft
  • Built 1979

  Last Sold Summary

  • $201/SF
  • 9 Days On Market

  Current Estimated Value $241,973

  Last Listing Agent Brooke Thomson Drew Mahar McCarthy Real Estate

  5 Center St, Bennington, VT 05201
• 

  

  /39

  Est $349,554

  Not Listed For Sale

  662 Burgess Rd, Bennington, VT 05201

  • 2 Beds
  • 1.5 Baths
  • 1,260 Sq Ft
  • Built 1953

  662 Burgess Rd, Bennington, VT 05201

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Vicki Wilson Maple Leaf Real Estate
• 

  

  /25

  $294,000

  Sold Jun 01, 2026

  136 North St, Bennington, VT 05201

  • 7 Beds
  • 6 Baths
  • 5,712 Sq Ft
  • Built 1910

  Last Sold Summary

  • 2% Above List Price
  • $51/SF
  • 27 Days On Market

  Current Estimated Value $294,970

  Last Listing Agent Jeffrey Dorman

  136 North St, Bennington, VT 05201
• 

  

  /22

  Est $93,014

  Not Listed For Sale

  91 Nelson Rd, Bennington, VT 05201

  • 3 Beds
  • 1 Bath
  • 832 Sq Ft
  • Built 1963

  91 Nelson Rd, Bennington, VT 05201

  Last Sold Summary

  • 2 Days On Market

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

  

  /36

  $350,000

  Sold Jul 10, 2026

  93 Russett Dr, Bennington, VT 05201

  • 4 Beds
  • 2.5 Baths
  • 2,530 Sq Ft
  • Built 1974

  Last Sold Summary

  • 8% Below List Price
  • $138/SF
  • 78 Days On Market

  Current Estimated Value $349,826

  Last Listing Agent Brooke Thomson Drew Mahar McCarthy Real Estate

  93 Russett Dr, Bennington, VT 05201
• 

  

  /23

  Est $203,433

  Not Listed For Sale

  102 Oakes St, Bennington, VT 05201

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft
  • Built 1930

  102 Oakes St, Bennington, VT 05201

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Cassie Barbeau Mahar McCarthy Real Estate
• 

  

  /17

  $78,500

  Sold Apr 01, 2026

  108 Baker Dr, Bennington, VT 01237

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft
  • Built 2000

  Last Sold Summary

  • 5% Below List Price
  • $80/SF
  • 116 Days On Market

  Last Listing Agent Colleen Zajac MONARCH REALTY, INC.

  108 Baker Dr, Bennington, VT 01237
• 

  

  /19

  Est $200,386

  Not Listed For Sale

  97 Burgess Rd, Bennington, VT 05201

  • 2 Beds
  • 2 Baths
  • 1,404 Sq Ft
  • Built 1950

  97 Burgess Rd, Bennington, VT 05201

  Last Sold Summary

  • 36 Days On Market

  Last Listing Agent Dick Thackston R.H. Thackston & Company
• 

  

  /49

  $320,000

  Sold Nov 14, 2025

  93 Pace Rd, Bennington, VT 05201

  • 3 Beds
  • 1.5 Baths
  • 1,664 Sq Ft
  • Built 1973

  Last Sold Summary

  • 2% Below List Price
  • $192/SF
  • 131 Days On Market

  Current Estimated Value $343,776

  Last Listing Agent Harvey Roettinger RE/MAX North Professionals

  93 Pace Rd, Bennington, VT 05201

Showing Results 241 - 280, Page 7 of 18