5,236

Bennington Homes

Section Image
    • 325 Silver St, Bennington, VT 05201
      325 Silver St, Bennington, VT 05201
      325 Silver St, Bennington, VT 05201
      /31

      Est $308,152 Not Listed For Sale

      325 Silver St, Bennington, VT 05201

      • 5 Beds
      • 3 Baths
      • 1,840 Sq Ft
      • Built 1956
      325 Silver St, Bennington, VT 05201

      Last Sold Summary

      • 16% Above List Price
      • $144/SF
      • 10 Days On Market

      Last Sold Price $265,000

      Last Listing Agent Derek Greene Derek Greene

  • 527 Jennings Brook Dr, Bennington, VT 05201
    527 Jennings Brook Dr, Bennington, VT 05201
    527 Jennings Brook Dr, Bennington, VT 05201
    /4

    $350,000 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 Realty

    527 Jennings Brook Dr, Bennington, VT 05201
  • 120 Imperial Ave, Bennington, VT 05201
    120 Imperial Ave, Bennington, VT 05201
    120 Imperial Ave, Bennington, VT 05201
    /47

    $240,000 Sold Sep 24, 2025

    120 Imperial Ave, Bennington, VT 05201

    • 4 Beds
    • 2.5 Baths
    • 2,404 Sq Ft
    • Built 1895

    Last Sold Summary

    • 20% Below List Price
    • $100/SF
    • 114 Days On Market

    Current Estimated Value $271,017

    Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

    120 Imperial Ave, Bennington, VT 05201
    • 432 South St Unit C5, Bennington, VT 05201
      432 South St Unit C5, Bennington, VT 05201
      432 South St Unit C5, Bennington, VT 05201
      /11

      Est $145,757 Not Listed For Sale

      432 South St Unit C5, Bennington, VT 05201

      • 2 Beds
      • 1.5 Baths
      • 948 Sq Ft
      • Built 1989
      432 South St Unit C5, Bennington, VT 05201

      Last Sold Summary

      • 7% Above List Price
      • $144/SF
      • 10 Days On Market

      Last Sold Price $136,500

      Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

  • 80 Crossover Rd, Bennington, VT 05201
    80 Crossover Rd, Bennington, VT 05201
    80 Crossover Rd, Bennington, VT 05201
    /17

    $65,000

    • 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
  • 136 Mccall St, Bennington, VT 05201
    136 Mccall St, Bennington, VT 05201
    136 Mccall St, Bennington, VT 05201
    /47

    $160,000 Sold Jun 18, 2025

    136 Mccall St, Bennington, VT 05201

    • 4 Beds
    • 3 Baths
    • 2,094 Sq Ft
    • Built 1900

    Last Sold Summary

    • 3% Below List Price
    • $76/SF
    • 39 Days On Market

    Current Estimated Value $166,459

    Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

    136 Mccall St, Bennington, VT 05201
    • 432 South St Unit B5, Bennington, VT 05201
      432 South St Unit B5, Bennington, VT 05201
      432 South St Unit B5, Bennington, VT 05201
      /36

      Est $167,271 Not Listed For Sale

      432 South St Unit B5, Bennington, VT 05201

      • 2 Beds
      • 1.5 Baths
      • 948 Sq Ft
      • Built 1989
      432 South St Unit B5, Bennington, VT 05201

      Last Sold Summary

      • 5% Above List Price
      • $169/SF
      • 5 Days On Market

      Last Sold Price $160,000

      Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  • 16 Browning Place, Bennington, VT 05201
    16 Browning Place, Bennington, VT 05201
    16 Browning Place, Bennington, VT 05201
    /44

    $249,000 Sold Jun 20, 2025

    16 Browning Place, Bennington, VT 05201

    • 3 Beds
    • 2 Baths
    • 1,366 Sq Ft
    • Built 1900

    Last Sold Summary

    • $182/SF
    • 45 Days On Market

    Current Estimated Value $248,414

    Last Listing Agent Lilli West Maple Leaf Realty

    16 Browning Place, Bennington, VT 05201
    • 432 South St Unit A2, Bennington, VT 05201
      432 South St Unit A2, Bennington, VT 05201
      432 South St Unit A2, Bennington, VT 05201
      /26

      Est $167,529 Not Listed For Sale

      432 South St Unit A2, Bennington, VT 05201

      • 2 Beds
      • 1.5 Baths
      • 948 Sq Ft
      • Built 1989
      432 South St Unit A2, Bennington, VT 05201

      Last Sold Summary

      • 5% Above List Price
      • $169/SF
      • 142 Days On Market

      Last Sold Price $160,000

      Last Listing Agent Lilli West Maple Leaf Realty

  • 4 Pine Rd, Bennington, VT 05201
    4 Pine Rd, Bennington, VT 05201
    4 Pine Rd, Bennington, VT 05201
    /46

    $280,000 Sold Jun 30, 2025

    4 Pine Rd, Bennington, VT 05201

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

    Last Sold Summary

    • 6% Below List Price
    • $149/SF
    • 73 Days On Market

    Current Estimated Value $290,086

    Last Listing Agent Dan Mason Perrott Realty

    4 Pine Rd, Bennington, VT 05201
    • 406 South St, Bennington, VT 05201
      406 South St, Bennington, VT 05201
      406 South St, Bennington, VT 05201
      /4

      Not Listed For Sale

      406 South St, Bennington, VT 05201

      • 6 Beds
      • 6 Baths
      • 2,690 Sq Ft
      • Built 1900
      406 South St, Bennington, VT 05201

      Last Sold Summary

      • $132/SF
      • 27 Days On Market

      Last Sold Price $355,500

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

  • 77 Monument Ave, Bennington, VT 05201
    77 Monument Ave, Bennington, VT 05201
    77 Monument Ave, Bennington, VT 05201
    /52

    $740,000 Sold Oct 10, 2025

    77 Monument Ave, Bennington, VT 05201

    • 4 Beds
    • 3.5 Baths
    • 4,032 Sq Ft
    • Built 1807

    Last Sold Summary

    • 5% Below List Price
    • $184/SF
    • 16 Days On Market

    Current Estimated Value $748,290

    Last Listing Agent Moira Spivey Four Seasons Sotheby's Int'l Realty

    77 Monument Ave, Bennington, VT 05201
    • 402 South St, Bennington, VT 05201
      402 South St, Bennington, VT 05201
      402 South St, Bennington, VT 05201
      /32

      Est $237,390 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

      • 28% Above List Price
      • $82/SF
      • 721 Days On Market

      Last Sold Price $185,000

      Last Listing Agent Phil Lewis Mahar McCarthy Real Estate

  • 30 Harbour Rd, Bennington, VT 05201
    30 Harbour Rd, Bennington, VT 05201
    30 Harbour Rd, Bennington, VT 05201
    /39

    $275,000 Sold Jul 31, 2025

    30 Harbour Rd, Bennington, VT 05201

    • 3 Beds
    • 1 Bath
    • 1,608 Sq Ft
    • Built 1971

    Last Sold Summary

    • 5% Below List Price
    • $171/SF
    • 69 Days On Market

    Current Estimated Value $275,302

    Last Listing Agent Brooke Thomson Drew Mahar McCarthy Real Estate

    30 Harbour Rd, Bennington, VT 05201
    • 314 South St, Bennington, VT 05201
      314 South St, Bennington, VT 05201
      314 South St, Bennington, VT 05201
      /19

      Est $300,344 Not Listed For Sale

      314 South St, Bennington, VT 05201

      • 6 Beds
      • 2 Baths
      • 2,452 Sq Ft
      • Built 1880
      314 South St, Bennington, VT 05201

      Last Sold Summary

      • 20% Above List Price
      • $102/SF
      • 288 Days On Market

      Last Sold Price $249,500

      Last Listing Agent David White OwnerEntry.com

  • 139 Mckinley St, Bennington, VT 05201
    139 Mckinley St, Bennington, VT 05201
    139 Mckinley St, Bennington, VT 05201
    /39

    $250,000 Sold Oct 14, 2025

    139 Mckinley St, Bennington, VT 05201

    • 3 Beds
    • 1.5 Baths
    • 1,264 Sq Ft
    • Built 1920

    Last Sold Summary

    • 9% Below List Price
    • $198/SF
    • 25 Days On Market

    Current Estimated Value $249,381

    Last Listing Agent Brooke Thomson Drew Mahar McCarthy Real Estate

    139 Mckinley St, Bennington, VT 05201
    • 314 Weeks St, Bennington, VT 05201
      314 Weeks St, Bennington, VT 05201
      314 Weeks St, Bennington, VT 05201
      /38

      Est $152,406 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

      • 28% Above List Price
      • $91/SF
      • 14 Days On Market

      Last Sold Price $119,000

      Last Listing Agent Floyd Amidon Maple Leaf Realty

  • 44 Harbour Rd, Bennington, VT 05201
    44 Harbour Rd, Bennington, VT 05201
    44 Harbour Rd, Bennington, VT 05201
    /58

    $275,000 Sold May 08, 2025

    44 Harbour Rd, Bennington, VT 05201

    • 3 Beds
    • 1 Bath
    • 1,903 Sq Ft
    • Built 1973

    Last Sold Summary

    • $145/SF
    • 49 Days On Market

    Current Estimated Value $292,056

    Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

    44 Harbour Rd, Bennington, VT 05201
    • 103 Francis St, Bennington, VT 05201
      103 Francis St, Bennington, VT 05201
      103 Francis St, Bennington, VT 05201
      /34

      Est $410,950 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

      • 23% Above List Price
      • $157/SF
      • 172 Days On Market

      Last Sold Price $335,000

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

  • 21 Main St, North Bennington, VT 05257
    21 Main St, North Bennington, VT 05257
    21 Main St, North Bennington, VT 05257
    /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 $634,108

    Last Listing Agent Thomas Martins Maple Leaf Realty

    21 Main St, North Bennington, VT 05257
    • 127 Jefferson Ave, Bennington, VT 05201
      127 Jefferson Ave, Bennington, VT 05201
      127 Jefferson Ave, Bennington, VT 05201
      /38

      Est $359,391 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

      • 12% Above List Price
      • $154/SF
      • 10 Days On Market

      Last Sold Price $320,000

      Last Listing Agent Lindsey Martin Maple Leaf Realty

  • 273 Union St, Bennington, VT 05201
    273 Union St, Bennington, VT 05201
    273 Union St, Bennington, VT 05201
    /44

    $40,000 Sold Oct 31, 2025

    273 Union St, Bennington, VT 05201

    • 5 Beds
    • 1 Bath
    • 1,952 Sq Ft
    • Built 1910

    Last Sold Summary

    • 60% Below List Price
    • $20/SF
    • 108 Days On Market

    Current Estimated Value $157,628

    Last Listing Agent Catherine Cairns Maple Leaf Realty

    273 Union St, Bennington, VT 05201
    • 211 Weeks St, Bennington, VT 05201
      211 Weeks St, Bennington, VT 05201
      211 Weeks St, Bennington, VT 05201
      /40

      Est $429,032 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

      • 9% Above List Price
      • $209/SF
      • 6 Days On Market

      Last Sold Price $395,000

      Last Listing Agent Connor Worthington Maple Leaf Realty

  • 26 Sage St, Bennington, VT 05257
    26 Sage St, Bennington, VT 05257
    26 Sage St, Bennington, VT 05257
    /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
    • 118 Putnam St, Bennington, VT 05201
      118 Putnam St, Bennington, VT 05201
      118 Putnam St, Bennington, VT 05201
      /42

      Est $338,429 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

      • 7% Above List Price
      • $181/SF
      • 12 Days On Market

      Last Sold Price $315,000

      Last Listing Agent Angela Bevin Maple Leaf Realty

  • 60 Knoll Crest Ln, Bennington, VT 05201
    60 Knoll Crest Ln, Bennington, VT 05201
    60 Knoll Crest Ln, Bennington, VT 05201
    /33

    $355,000 Sold Sep 19, 2025

    60 Knoll Crest Ln, Bennington, VT 05201

    • 4 Beds
    • 2 Baths
    • 2,072 Sq Ft
    • Built 1948

    Last Sold Summary

    • $171/SF
    • 22 Days On Market

    Current Estimated Value $354,928

    Last Listing Agent Moira Spivey Four Seasons Sotheby's Int'l Realty

    60 Knoll Crest Ln, Bennington, VT 05201
    • 26 Knoll Crest Ln, Bennington, VT 05201
      26 Knoll Crest Ln, Bennington, VT 05201
      26 Knoll Crest Ln, Bennington, VT 05201
      /14

      Est $233,381 Not Listed For Sale

      26 Knoll Crest Ln, Bennington, VT 05201

      • 2 Beds
      • 1 Bath
      • 1,210 Sq Ft
      • Built 1950
      26 Knoll Crest Ln, Bennington, VT 05201

      Last Sold Summary

      • 30% Above List Price
      • $149/SF
      • 6 Days On Market

      Last Sold Price $180,000

      Last Listing Agent Monique Geannelis Mahar McCarthy Real Estate

  • 432 South St Unit A11, Bennington, VT 05201
    432 South St Unit A11, Bennington, VT 05201
    432 South St Unit A11, Bennington, VT 05201
    /18

    $155,000 Sold May 23, 2025

    432 South St Unit A11, Bennington, VT 05201

    • 2 Beds
    • 1.5 Baths
    • 819 Sq Ft
    • Built 1989

    Last Sold Summary

    • 3% Below List Price
    • $189/SF
    • 170 Days On Market

    Current Estimated Value $153,027

    Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

    432 South St Unit A11, Bennington, VT 05201
    • 10 Stonehedge Dr, Bennington, VT 05201
      10 Stonehedge Dr, Bennington, VT 05201
      10 Stonehedge Dr, Bennington, VT 05201
      /27

      Est $464,088 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

      • 9% Above List Price
      • $224/SF
      • 36 Days On Market

      Last Sold Price $425,000

      Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

  • 26 College Rd, North Bennington, VT 05257
    26 College Rd, North Bennington, VT 05257
    26 College Rd, North Bennington, VT 05257
    /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

    Current Estimated Value $371,550

    Last Listing Agent Phil Lewis Mahar McCarthy Real Estate

    26 College Rd, North Bennington, VT 05257
    • 9 Stonehedge Dr, Bennington, VT 05201
      9 Stonehedge Dr, Bennington, VT 05201
      9 Stonehedge Dr, Bennington, VT 05201
      /40

      Est $467,477 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

      • 14% Above List Price
      • $141/SF
      • 49 Days On Market

      Last Sold Price $409,900

      Last Listing Agent Angela Bevin Maple Leaf Realty

  • 341 Dewey St, Bennington, VT 05201
    341 Dewey St, Bennington, VT 05201
    341 Dewey St, 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 $257,071

    Last Listing Agent Justine Curry Maple Leaf Realty

    341 Dewey St, Bennington, VT 05201
    • 220 Dewey St, Bennington, VT 05201
      220 Dewey St, Bennington, VT 05201
      220 Dewey St, Bennington, VT 05201
      /23

      Est $271,149 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

      • 7% Above List Price
      • $311/SF
      • 3 Days On Market

      Last Sold Price $254,000

      Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

  • 174 Morgan St, Bennington, VT 05201
    174 Morgan St, Bennington, VT 05201
    174 Morgan St, 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 $301,917

    Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

    174 Morgan St, Bennington, VT 05201
    • 662 Burgess Rd, Bennington, VT 05201
      662 Burgess Rd, Bennington, VT 05201
      662 Burgess Rd, Bennington, VT 05201
      /39

      Est $337,087 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

      • 2% Below List Price
      • $274/SF
      • 5 Days On Market

      Last Sold Price $345,000

      Last Listing Agent Vicki Wilson Maple Leaf Realty

  • 92 Ethans Way, Bennington, VT 05201
    92 Ethans Way, Bennington, VT 05201
    92 Ethans Way, 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
    • 102 Oakes St, Bennington, VT 05201
      102 Oakes St, Bennington, VT 05201
      102 Oakes St, Bennington, VT 05201
      /23

      Est $187,506 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

      • 1% Above List Price
      • $275/SF
      • 5 Days On Market

      Last Sold Price $185,000

      Last Listing Agent Cassie Barbeau Mahar McCarthy Real Estate

  • 91 Nelson Rd, Bennington, VT 05201
    91 Nelson Rd, Bennington, VT 05201
    91 Nelson Rd, Bennington, VT 05201
    /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 $87,376

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

    91 Nelson Rd, Bennington, VT 05201
    • 97 Burgess Rd, Bennington, VT 05201
      97 Burgess Rd, Bennington, VT 05201
      97 Burgess Rd, Bennington, VT 05201
      /19

      Est $230,750 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

      • 230% Above List Price
      • $50/SF
      • 36 Days On Market

      Last Sold Price $70,000

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

  • 213 Gage St, Bennington, VT 05201
    213 Gage St, Bennington, VT 05201
    213 Gage St, Bennington, VT 05201
    /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 $233,969

    Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

    213 Gage St, Bennington, VT 05201

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