Bennington, VT Homes

• 

  

  

  /40

  Est $400,190

  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
• 

  

  

  /26

  $359,900

  $10K PRICE DROP Pending

  • 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
• 

  

  

  /47

  $525,000

  Sold Apr 09, 2026

  706 Jefferson Heights, Bennington, VT 05201

  • 5 Beds
  • 4 Baths
  • 2,244 Sq Ft
  • Built 1956

  Last Sold Summary

  • $234/SF
  • 4 Days On Market

  Current Estimated Value $535,623

  Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  706 Jefferson Heights, Bennington, VT 05201
• 

  

  

  /42

  Est $334,209

  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
• 

  

  

  /14

  $135,000

  $5K PRICE DROP

  • 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. No pets allowed.

  Max Squiers KW Vermont - Brenda Jones Real Estate Group

  432 South St Unit C10, Bennington, VT 05201
• 

  

  /30

  $171,000

  Sold Oct 17, 2025

  14 Pace Rd, Bennington, VT 05201

  • 3 Beds
  • 1 Bath
  • 1,724 Sq Ft
  • Built 1979

  Last Sold Summary

  • 2% Below List Price
  • $99/SF
  • 177 Days On Market

  Current Estimated Value $223,214

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

  14 Pace Rd, Bennington, VT 05201
• 

  

  /46

  Est $303,258

  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
• 

  

  /21

  $142,900

  • 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
• 

  

  /47

  $304,500

  Sold Oct 24, 2025

  174 Morgan St, Bennington, VT 05201

  • 3 Beds
  • 1.5 Baths
  • 1,687 Sq Ft
  • Built 1960

  Last Sold Summary

  • 3% Above List Price
  • $180/SF
  • 10 Days On Market

  Current Estimated Value $309,863

  Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  174 Morgan St, Bennington, VT 05201
• 

  

  /27

  Est $488,710

  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
• 

  

  /53

  $219,000

  $6K PRICE DROP Under Contract

  • 3 Beds
  • 1 Bath
  • 1,047 Sq Ft

  99 Coolidge Ave, Bennington, VT 05201

  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

  Catherine Cairns Maple Leaf Real Estate

  99 Coolidge Ave, Bennington, VT 05201
• 

  

  /31

  $329,000

  Sold Jun 05, 2026

  103 Norton St, Bennington, VT 05201

  • 4 Beds
  • 2 Baths
  • 1,728 Sq Ft
  • Built 1930

  Last Sold Summary

  • 3% Below List Price
  • $190/SF
  • 191 Days On Market

  Current Estimated Value $325,736

  Last Listing Agent Timothy Corcoran Mahar McCarthy Real Estate

  103 Norton St, Bennington, VT 05201
• 

  

  /40

  Est $497,182

  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
• 

  

  /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
• 

  

  /44

  $199,000

  Sold Jun 16, 2026

  106 Park St Unit 2, Bennington, VT 05201

  • 2 Beds
  • 2.5 Baths
  • 1,156 Sq Ft
  • Built 1993

  Last Sold Summary

  • $172/SF
  • 43 Days On Market

  Last Listing Agent Vicki Wilson Maple Leaf Real Estate

  106 Park St Unit 2, Bennington, VT 05201
• 

  

  /30

  Est $345,295

  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
• 

  

  /36

  $198,000

  $22K PRICE DROP Pending

  • Land
  • 54 Acres
  • $3,667 per Acre

  399 Bard Rd, Bennington, VT 05201

  Secluded serenity meets unmatched convenience on this sprawling 54+/- wooded acres in beautiful and historic Bennington, VT! Nestled among a lush mix of hard and softwoods teeming with wildlife, the property features a charming quarter-acre pond, perfect as a future homestead centerpiece, with your home set back just beyond the pond. Good access via a paved, town-maintained road leading to level

  Curtis Trousdale Preferred Properties

  399 Bard Rd, Bennington, VT 05201
• 

  

  /23

  $89,499

  Sold Sep 11, 2025

  92 Ethans Way, Bennington, VT 05201

  • 2 Beds
  • 2 Baths
  • 746 Sq Ft
  • Built 2024

  Last Sold Summary

  • $120/SF
  • 90 Days On Market

  Last Listing Agent Kate Barry EXP Realty

  92 Ethans Way, Bennington, VT 05201
• 

  

  /23

  Est $286,140

  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
• 

  

  /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
• 

  

  /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
• 

  

  /39

  Est $330,958

  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
• 

  

  /4

  $379,000

  New Construction $29K 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
• 

  

  /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 $236,101

  Last Listing Agent Julie Glover Mahar McCarthy Real Estate

  209 Grove St Unit 11, Bennington, VT 05201
• 

  

  /23

  Est $209,131

  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

  $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
• 

  

  /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 $361,057

  Last Listing Agent Dan Mason Perrott Realty

  14 Crescent Ln, Bennington, VT 05201
• 

  

  /19

  Est $180,727

  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
• 

  

  /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 $311,501

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

  120 Albe Dr, Bennington, VT 05201
• 

  

  /38

  Est $358,661

  Not Listed For Sale

  8 Center St, Bennington, VT 05201

  • 4 Beds
  • 2.5 Baths
  • 1,784 Sq Ft
  • Built 1977

  8 Center St, Bennington, VT 05201

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate
• 

  

  /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 $339,312

  Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

  23 Robinson Ave, Bennington, VT 05201
• 

  

  /60

  Est $256,314

  Not Listed For Sale

  322 Burgess Rd, Bennington, VT 05201

  • 2 Beds
  • 2 Baths
  • 2,004 Sq Ft
  • Built 1958

  322 Burgess Rd, Bennington, VT 05201

  Last Sold Summary

  • 62 Days On Market

  Last Listing Agent Vicki Wilson Maple Leaf Real Estate
• 

  

  /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 $159,351

  Last Listing Agent Nick Sicard EXP Realty

  136 Mckinley St, Bennington, VT 05201
• 

  

  /22

  Est $201,322

  Not Listed For Sale

  38 Arthurs Dr, Bennington, VT 05201

  • 3 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1949

  38 Arthurs Dr, Bennington, VT 05201

  Last Sold Summary

  • 29 Days On Market

  Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate
• 

  

  /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
• 

  

  /36

  Est $271,625

  Not Listed For Sale

  508 Burgess Rd, Bennington, VT 05201

  • 4 Beds
  • 1.5 Baths
  • 1,684 Sq Ft
  • Built 1890

  508 Burgess Rd, Bennington, VT 05201

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Lindsey Martin 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 $236,776

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

  414 Park St, Bennington, VT 05201
• 

  

  /3

  Est $206,114

  Not Listed For Sale

  1032 Main St, Bennington, VT 05201

  • Studio
  • 2,334 Sq Ft
  • Built 1930

  1032 Main St, Bennington, VT 05201

  Last Sold Summary

  • 72 Days On Market

  Last Listing Agent Paul Carroccio TPW Real Estate
• 

  

  /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 $252,723

  Last Listing Agent Catherine Cairns Maple Leaf Real Estate

  38 Cyr Ct, Bennington, VT 05201
• 

  

  /28

  Est $235,887

  Not Listed For Sale

  1004 Main St, Bennington, VT 05201

  • 5 Beds
  • 3 Baths
  • 1,872 Sq Ft
  • Built 1920

  1004 Main St, Bennington, VT 05201

  Last Sold Summary

  • 50 Days On Market

  Last Listing Agent Erica Hale Ridgeline Real Estate

Showing Results 241 - 280, Page 7 of 18