Bennington, VT Homes

• 

  

  

  /34

  Est $406,099

  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
• 

  

  

  /29

  $149,900

  Under Contract

  • 3 Beds
  • 1 Bath
  • 1,232 Sq Ft

  256 Union St, Bennington, VT 05201

  Opportunity awaits in this classic New England-style home conveniently located near downtown Bennington and local amenities. Offering 3 bedrooms, 1 bathroom, spacious living areas, and plenty of natural light throughout, the property features a newer roof, low-maintenance vinyl siding, covered front porch, corner lot location, and off-street parking. Inside, the home offers an eat-in kitchen,

  Jeffrey Dorman

  256 Union St, Bennington, VT 05201
• 

  

  

  /33

  $353,000

  Sold May 01, 2026

  308 Elm St, Bennington, VT 05201

  • 3 Beds
  • 2.5 Baths
  • 2,218 Sq Ft
  • Built 1923

  Last Sold Summary

  • 1% Above List Price
  • $159/SF
  • 12 Days On Market

  Current Estimated Value $339,500

  Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

  308 Elm St, Bennington, VT 05201
• 

  

  

  /38

  Est $343,501

  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
• 

  

  

  /26

  $359,900

  $10K PRICE DROP

  • 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
• 

  

  /58

  $258,000

  Sold Mar 25, 2026

  341 Dewey St, Bennington, VT 05201

  • 3 Beds
  • 2 Baths
  • 1,432 Sq Ft
  • Built 1900

  Last Sold Summary

  • 1% Below List Price
  • $180/SF
  • 6 Days On Market

  Current Estimated Value $257,068

  Last Listing Agent Justine Curry Maple Leaf Real Estate

  341 Dewey St, Bennington, VT 05201
• 

  

  /40

  Est $416,471

  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
• 

  

  /53

  $219,000

  $6K PRICE DROP

  • 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
• 

  

  /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 $517,542

  Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  706 Jefferson Heights, Bennington, VT 05201
• 

  

  /42

  Est $327,957

  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
• 

  

  /23

  $235,000

  • 5 Beds
  • 2 Baths
  • 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
• 

  

  /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 $218,187

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

  14 Pace Rd, Bennington, VT 05201
• 

  

  /27

  Est $460,106

  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
• 

  

  /36

  $220,000

  • Land
  • 54 Acres
  • $4,074 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

  399 Bard Rd, 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 $300,050

  Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  174 Morgan St, Bennington, VT 05201
• 

  

  /40

  Est $472,379

  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
• 

  

  /53

  $200,000

  • Land
  • 58.1 Acres
  • $3,442 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
• 

  

  /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 $298,013

  Last Listing Agent Timothy Corcoran Mahar McCarthy Real Estate

  103 Norton St, Bennington, VT 05201
• 

  

  /23

  Est $272,171

  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
• 

  

  /4

  $350,000

  New Construction Pending

  • 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. The open-concept layout is highlighted by a spacious kitchen and a cathedral ceiling that brings in abundant natural light and an airy

  Lilli West Maple Leaf Real Estate

  527 Jennings Brook Dr, 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
• 

  

  /39

  Est $337,514

  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
• 

  

  /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
• 

  

  /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 $185,565

  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
• 

  

  /22

  $82,100

  Sold Aug 07, 2025

  91 Nelson Rd, Bennington, VT 05201

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

  Last Sold Summary

  • 9% Below List Price
  • $99/SF
  • 2 Days On Market

  Current Estimated Value $87,403

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

  91 Nelson Rd, Bennington, VT 05201
• 

  

  /19

  Est $232,692

  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
• 

  

  /37

  $235,000

  Sold Aug 06, 2025

  213 Gage St, Bennington, VT 05201

  • 3 Beds
  • 2 Baths
  • 1,510 Sq Ft
  • Built 1850

  Last Sold Summary

  • $156/SF
  • 55 Days On Market

  Current Estimated Value $236,277

  Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  213 Gage St, Bennington, VT 05201
• 

  

  /38

  Est $338,509

  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
• 

  

  /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
• 

  

  /36

  Est $250,739

  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
• 

  

  /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 $232,199

  Last Listing Agent Julie Glover Mahar McCarthy Real Estate

  209 Grove St Unit 11, Bennington, VT 05201
• 

  

  /3

  Est $191,654

  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
• 

  

  /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 $351,670

  Last Listing Agent Dan Mason Perrott Realty

  14 Crescent Ln, Bennington, VT 05201
• 

  

  /28

  Est $220,250

  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
• 

  

  /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 $300,584

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

  120 Albe Dr, Bennington, VT 05201
• 

  

  /18

  Est $196,323

  Not Listed For Sale

  4 Gage Place, Bennington, VT 05201

  • 3 Beds
  • 1 Bath
  • 948 Sq Ft
  • Built 1925

  4 Gage Place, Bennington, VT 05201

  Last Sold Summary

  • 105 Days On Market
• 

  

  /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

  Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

  23 Robinson Ave, Bennington, VT 05201
• 

  

  /37

  Est $265,266

  Not Listed For Sale

  125 Beech St, Bennington, VT 05201

  • 4 Beds
  • 2 Baths
  • 1,380 Sq Ft
  • Built 1931

  125 Beech St, Bennington, VT 05201

  Last Sold Summary

  • 8 Days On Market
• 

  

  /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 $155,600

  Last Listing Agent Nick Sicard EXP Realty

  136 Mckinley St, Bennington, VT 05201

Showing Results 241 - 280, Page 7 of 18