5,268

Bennington, VT Homes

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  • /19

    $89,499 Sold Jan 21, 2026

    64 Ethans Way, Bennington, VT 05201

    • 2 Beds
    • 1 Bath
    • 746 Sq Ft
    • Built 2024

    Last Sold Summary

    • $120/SF
    • 238 Days On Market

    Last Listing Agent Kate Barry EXP Realty

    64 Ethans Way, Bennington, VT 05201
    • /40

      Est $321,865 Not Listed For Sale

      505 Cross Rd, Bennington, VT 05201

      • 3 Beds
      • 2 Baths
      • 1,674 Sq Ft
      • Built 2003
      505 Cross Rd, Bennington, VT 05201

      Last Sold Summary

      • 8% Above List Price
      • $179/SF
      • 2 Days On Market

      Last Sold Price $299,000

      Last Listing Agent Vicki Wilson Maple Leaf Realty

  • /47

    $525,000 Under Contract

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

    706 Jefferson Heights, Bennington, VT 05201

    Mountain views, walkable access to downtown Bennington, and a complete 2023 renovation make this beautifully reimagined home a rare turnkey opportunity in one of the area’s most desirable neighborhoods. Smartly redesigned from the inside out with an emphasis on quality, comfort, and long-term efficiency, resulting in a fully refreshed interior with modern systems and an effortless flow throughout

    Jenifer Prouty Hoffman Hoffman Real Estate

    706 Jefferson Heights, Bennington, VT 05201
  • /41

    $480,000 Sold Dec 22, 2025

    245 Southshire Dr, Bennington, VT 05201

    • 4 Beds
    • 2.5 Baths
    • 2,116 Sq Ft
    • Built 1984

    Last Sold Summary

    • 9% Below List Price
    • $227/SF
    • 145 Days On Market

    Current Estimated Value $485,993

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

    245 Southshire Dr, Bennington, VT 05201
    • /40

      Not Listed For Sale

      260 Tower Rd, Bennington, VT 05201

      • 4 Beds
      • 2.5 Baths
      • 3,976 Sq Ft
      • Built 1981
      260 Tower Rd, Bennington, VT 05201

      Last Sold Summary

      • $135/SF
      • 115 Days On Market

      Last Sold Price $535,000

      Last Listing Agent Allison Pacelli Pacelli Zepka Corporation

  • /31

    $329,000 Open Sat 11AM - 1PM

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

    103 Norton St, Bennington, VT 05201

    Beautifully Renovated 4-Bedroom Home with Modern Upgrades! Welcome to this stunning, move-in ready home that has been fully renovated with care and style. Offering 4 spacious bedrooms, 2 brand-new bathrooms, and 1,728 square feet of thoughtfully designed living space, this home is the perfect blend of comfort and modern living.Step inside to find gleaming hardwood floors that flow throughout

    Timothy Corcoran Mahar McCarthy Real Estate

    103 Norton St, Bennington, VT 05201
  • /40

    $185,000 Sold Jul 25, 2025

    305 Grove St, Bennington, VT 05201

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Built 2016

    Last Sold Summary

    • 3% Above List Price
    • $231/SF
    • 28 Days On Market

    Current Estimated Value $184,767

    Last Listing Agent Justine Curry Maple Leaf Realty

    305 Grove St, Bennington, VT 05201
    • /40

      Est $386,677 Not Listed For Sale

      42 Maple Grove Rd, Bennington, VT 05201

      • 3 Beds
      • 2 Baths
      • 2,163 Sq Ft
      • Built 1960
      42 Maple Grove Rd, Bennington, VT 05201

      Last Sold Summary

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

      Last Sold Price $389,900

      Last Listing Agent Cassie Barbeau Mahar McCarthy Real Estate

  • /36

    $355,000 Under Contract

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

    149 Jewett Dr, Bennington, VT 05201

    Tucked just outside of town with sweeping views in every direction, this 4-bedroom, 2-bath raised ranch offers the space and setting you're looking for. Hardwood floors run throughout the main level, where the sun-filled living room features a cozy wood-burning fireplace—perfect for gathering on chilly evenings. The finished lower level provides flexible space to grow, including the third and

    Faith Rhodes Maple Leaf Realty

    149 Jewett Dr, Bennington, VT 05201
  • /15

    $199,900 Sold Jan 16, 2026

    111 Hicks Ave, Bennington, VT 05201

    • 3 Beds
    • 1 Bath
    • 1,248 Sq Ft
    • Built 1936

    Last Sold Summary

    • $160/SF
    • 13 Days On Market

    Current Estimated Value $198,457

    Last Listing Agent Timothy Corcoran Mahar McCarthy Real Estate

    111 Hicks Ave, Bennington, VT 05201
    • /38

      Est $387,374 Not Listed For Sale

      1063 Middle Pownal Rd, Bennington, VT 05201

      • 2 Beds
      • 2 Baths
      • 1,568 Sq Ft
      • Built 1987
      1063 Middle Pownal Rd, Bennington, VT 05201

      Last Sold Summary

      • 8% Above List Price
      • $230/SF
      • 13 Days On Market

      Last Sold Price $360,000

      Last Listing Agent Angela Bevin Maple Leaf Realty

  • /54

    $389,900 Under Contract

    • 3 Beds
    • 3.5 Baths
    • 2,148 Sq Ft

    328 Chester Knoll Dr, Bennington, VT 05201

    Well-maintained 2005 tri-level home offering comfortable, easy living in a desirable residential neighborhood. Features include efficient radiant floor heat, mini-split system for added comfort and new vinyl plank flooring on the lower and main levels. The kitchen is outfitted with attractive cherry cabinets and offers a functional layout for everyday living. Located within a PUD, the HOA covers

    Vicki Wilson Maple Leaf Realty

    328 Chester Knoll Dr, Bennington, VT 05201
  • /28

    $213,200 Sold May 30, 2025

    1004 Main St, Bennington, VT 05201

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

    Last Sold Summary

    • 2% Above List Price
    • $114/SF
    • 50 Days On Market

    Current Estimated Value $222,684

    Last Listing Agent Erica Hale Ridgeline Real Estate

    1004 Main St, Bennington, VT 05201
    • /40

      Est $168,239 Not Listed For Sale

      276 Finley Dr, Bennington, VT 05201

      • 3 Beds
      • 2.5 Baths
      • 1,866 Sq Ft
      • Built 1987
      276 Finley Dr, Bennington, VT 05201

      Last Sold Summary

      • 65% Below List Price
      • $257/SF
      • 7 Days On Market

      Last Sold Price $480,000

      Last Listing Agent Lilli West Maple Leaf Realty

  • /34

    $349,000

    • 3 Beds
    • 1.5 Baths
    • 1,829 Sq Ft

    89 Merson St, Woodford, VT 05201

    This inviting in-town home has been nearly completely renovated with only a few more touches to be brought by the new owner, blending fresh updates with classic comfort. Inside, you’ll find 3 bedrooms and a full bath, plus a bonus room that could serve as a 4th bedroom with a half-bath. An additional room with its own separate entrance is ideal for a small home business. The convenient attached

    Cassie Barbeau Mahar McCarthy Real Estate

    89 Merson St, Woodford, VT 05201
  • /19

    $141,000 Sold Jun 03, 2025

    432 South St Unit C7, Bennington, VT 05201

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

    Last Sold Summary

    • 4% Below List Price
    • $172/SF
    • 46 Days On Market

    Current Estimated Value $150,850

    Last Listing Agent Abi Gregorio

    432 South St Unit C7, Bennington, VT 05201
    • /35

      Est $241,560 Not Listed For Sale

      1213 Gore Rd, Bennington, VT 05201

      • 3 Beds
      • Built 2024
      1213 Gore Rd, Bennington, VT 05201

      Last Sold Summary

      • 70% Above List Price
      • $62/SF
      • 387 Days On Market

      Last Sold Price $142,500

      Last Listing Agent Lilli West Maple Leaf Realty

  • /58

    $349,900 Under Contract

    • 3 Beds
    • 1.5 Baths
    • 1,344 Sq Ft

    27 Broken Pines Dr, Bennington, VT 05201

    Welcome to your peaceful country retreat just over the Bennington town line in Shaftsbury! This 3BR/2BA ranch offers effortless one-level living on a generous 3.5-acre lot surrounded by nature and abundant wildlife. The heart of the home features a modern eat-in kitchen with granite countertops, custom Kraftmaid cabinets installed in 2022 and durable vinyl plank flooring throughout, creating a

    Vicki Wilson Maple Leaf Realty

    27 Broken Pines Dr, Bennington, VT 05201
  • /19

    $225,000 Sold Aug 29, 2025

    1801 S Stream Rd, Bennington, VT 05201

    • Land
    • 16.68 Acres
    • $13,489 per Acre

    Last Sold Summary

    • 34 Days On Market

    Last Listing Agent Brooke Thomson Drew Mahar McCarthy Real Estate

    1801 S Stream Rd, Bennington, VT 05201
    • /40

      Est $596,526 Not Listed For Sale

      402 Middle Pownal Rd, Bennington, VT 05201

      • 3 Beds
      • 2.5 Baths
      • 2,706 Sq Ft
      • Built 1880
      402 Middle Pownal Rd, Bennington, VT 05201

      Last Sold Summary

      • $220/SF
      • 0 Days On Market

      Last Sold Price $595,000

      Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  • /16

    $96,906 New Construction

    • 2 Beds
    • 2 Baths
    • 777 Sq Ft

    41 Audrey Ln, Bennington, VT 05201

    Welcome to 41 Audrey Lane, Bennington, VT, where modern comfort meets affordability in Catamount Park! This brand-new Redman NWS F25206-58 model manufactured home offers 2 bedrooms, 2 bathrooms, and 777 sq. ft. (13'4"x58) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features

    Kate Barry EXP Realty

    41 Audrey Ln, Bennington, VT 05201
  • /21

    $175,000 Sold Dec 23, 2025

    2591 Chapel Rd, Bennington, VT 05201

    • 2 Beds
    • 1 Bath
    • 880 Sq Ft
    • Built 1972

    Last Sold Summary

    • 5% Below List Price
    • $199/SF
    • 11 Days On Market

    Current Estimated Value $179,121

    Last Listing Agent Susan Bellville Bellville Realty

    2591 Chapel Rd, Bennington, VT 05201
    • /35

      Est $335,040 Not Listed For Sale

      1351 Morgan St, Bennington, VT 05201

      • 3 Beds
      • 2 Baths
      • 1,821 Sq Ft
      • Built 1958
      1351 Morgan St, Bennington, VT 05201

      Last Sold Summary

      • 2% Above List Price
      • $181/SF
      • 11 Days On Market

      Last Sold Price $330,000

      Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

  • /41

    $147,999 Pending

    • 2 Beds
    • 1.5 Baths
    • 1,060 Sq Ft

    235 Maple St, Bennington, VT 05201

    Unlock the potential in this ideally located single-family home just minutes from downtown and local schools — a prime setting for strong rental demand or future resale value. Situated on a large, open lot, the property offers expansion possibilities and outdoor appeal that today’s buyers and tenants are looking for. A two-car garage adds practical value, while first-floor laundry enhances

    Lindsey Martin Maple Leaf Realty

    235 Maple St, Bennington, VT 05201
  • /17

    $140,500 Sold Feb 24, 2026

    432 South St Unit C6, Bennington, VT 05201

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

    Last Sold Summary

    • 9% Below List Price
    • $165/SF
    • 181 Days On Market

    Current Estimated Value $141,796

    Last Listing Agent Angela Bevin Maple Leaf Realty

    432 South St Unit C6, Bennington, VT 05201
    • /40

      Est $625,211 Not Listed For Sale

      88 Southshire Dr, Bennington, VT 05201

      • 3 Beds
      • 3.5 Baths
      • 2,952 Sq Ft
      • Built 1988
      88 Southshire Dr, Bennington, VT 05201

      Last Sold Summary

      • 11% Above List Price
      • $191/SF
      • 6 Days On Market

      Last Sold Price $565,000

      Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  • /58

    $1,495,000

    • 7 Beds
    • 5.5 Baths
    • 6,392 Sq Ft

    16 West Rd, Bennington, VT 05201

    Elegant and stately, this distinguished 1910 home is beautifully set in the heart of Old Bennington, Vermont. Thoughtful renovations began in 2000, carefully preserving the home’s historic character while enhancing comfort and functionality throughout. Offering over 6,000 square feet of gracious living space, the residence features seven bedrooms, six baths, and six fireplaces, with timeless

    Kelley Mccarthy Mahar McCarthy Real Estate

    16 West Rd, Bennington, VT 05201
  • /50

    $640,000 Sold Dec 22, 2025

    55 Monument Ave, Bennington, VT 05201

    • 3 Beds
    • 2.5 Baths
    • 2,675 Sq Ft
    • Built 1787

    Last Sold Summary

    • 2% Below List Price
    • $239/SF
    • 14 Days On Market

    Current Estimated Value $640,587

    Last Listing Agent Vicki Wilson Maple Leaf Realty

    55 Monument Ave, Bennington, VT 05201
    • /40

      Est $593,682 Not Listed For Sale

      377 Southshire Dr, Bennington, VT 05201

      • 4 Beds
      • 3.5 Baths
      • 3,183 Sq Ft
      • Built 1988
      377 Southshire Dr, Bennington, VT 05201

      Last Sold Summary

      • 8% Above List Price
      • $173/SF
      • 14 Days On Market

      Last Sold Price $550,000

      Last Listing Agent Brandy Lesser

  • /31

    $100,000

    • 3 Beds
    • 1 Bath
    • 1,508 Sq Ft

    109 Evergreen Dr, Bennington, VT 05201

    House flippers and rehabbers rejoice: an excellent opportunity to put some sweat equity into this charming WWII-era gem at an accessible price. Last house on the right on a quiet dead-end road in a residential area of Bennington, this property boasts a lovely stream running along the northwest of the parcel, a cozy wood stove within, three bedrooms with more space adjoining, enclosed front porch,

    Zachary Zupan EXP Realty

    109 Evergreen Dr, Bennington, VT 05201
  • /45

    $46,000 Sold Oct 10, 2025

    109 County St, Bennington, VT 05201

    • 4 Beds
    • 1 Bath
    • 1,146 Sq Ft
    • Built 1900

    Last Sold Summary

    • 42% Below List Price
    • $40/SF
    • 10 Days On Market

    Current Estimated Value $103,446

    Last Listing Agent Justine Curry Maple Leaf Realty

    109 County St, Bennington, VT 05201
    • /40

      Est $531,627 Not Listed For Sale

      179 Southshire Dr, Bennington, VT 05201

      • 4 Beds
      • 2.5 Baths
      • 2,336 Sq Ft
      • Built 1984
      179 Southshire Dr, Bennington, VT 05201

      Last Sold Summary

      • 7% Above List Price
      • $214/SF
      • 8 Days On Market

      Last Sold Price $499,000

      Last Listing Agent Dan Mason Perrott Realty

  • /17

    $159,900

    • 2 Beds
    • 1.5 Baths
    • 852 Sq Ft

    432 South St Unit B2, Bennington, VT 05201

    Updated and ready to go. This 2 bedroom upstairs condo is perfect for those who don't want to rent, would like to build equity and would like low maintenance. A corner unit with great light and being upstairs means no neighbors overhead. 2 bedrooms, 2 bathrooms (one 3/4 and one half bath). With rents in the area rising this is a great option for most!

    Max Squiers KW Vermont - Brenda Jones Real Estate Group

    432 South St Unit B2, Bennington, VT 05201
  • /4

    $45,000 Sold Oct 06, 2025

    45 Shady Ln, Bennington, VT 05201

    • 4 Beds
    • 1 Bath
    • 1,142 Sq Ft
    • Built 1948

    Last Sold Summary

    • 25% Below List Price
    • $39/SF
    • 7 Days On Market

    Current Estimated Value $119,911

    Last Listing Agent Erika Floriani Hoffman Real Estate

    45 Shady Ln, Bennington, VT 05201
    • /37

      Est $316,615 Not Listed For Sale

      1065 Burgess Rd, Bennington, VT 05201

      • 3 Beds
      • 1.5 Baths
      • 1,400 Sq Ft
      • Built 1974
      1065 Burgess Rd, Bennington, VT 05201

      Last Sold Summary

      • 6% Above List Price
      • $214/SF
      • 51 Days On Market

      Last Sold Price $300,000

      Last Listing Agent Gabrielle Burdge

  • /21

    $235,000

    • 2 Beds
    • 1 Bath
    • 938 Sq Ft

    55 Eden Way Unit 3, Bennington, VT 05201

    Move right in to this immaculate 2-bedroom condo in the highly desirable Apple Ridge community! Meticulously maintained and thoughtfully cared for, this home offers effortless one-level living with nothing left to do but unpack. Step inside to discover a freshly painted interior complemented by new flooring and carpeting throughout. The bright and inviting kitchen features beautiful cabinetry and

    Angela Bevin Maple Leaf Realty

    55 Eden Way Unit 3, Bennington, VT 05201
  • /43

    $235,000 Sold Dec 08, 2025

    110 S Branch St, Bennington, VT 05201

    • 6 Beds
    • 2 Baths
    • 2,400 Sq Ft
    • Built 1928

    Last Sold Summary

    • 2% Below List Price
    • $98/SF
    • 9 Days On Market

    Current Estimated Value $238,165

    Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

    110 S Branch St, Bennington, VT 05201
    • /31

      Est $413,512 Not Listed For Sale

      543 Gore Rd, Bennington, VT 05201

      • 3 Beds
      • 3 Baths
      • 1,963 Sq Ft
      • Built 1990
      543 Gore Rd, Bennington, VT 05201

      Last Sold Summary

      • 9% Above List Price
      • $193/SF
      • 87 Days On Market

      Last Sold Price $378,000

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

  • /13

    $55,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,254 Sq Ft

    1488 Morgan St, Bennington, VT 05201

    Priced to sell and ready for you to bring your imagination!!! Ranch style home with 2 car detached garage and a level 1.03 acre lot. Needs updating and repairs, but at this price, worth the efforts!!!

    Dick Thackston R.H. Thackston & Company

    1488 Morgan St, Bennington, VT 05201
  • /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

Showing Results 41 - 80, Page 2 of 18

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