Bennington, VT Homes

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  /31

  $339,000

  • 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
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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
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  /40

  Est $330,665 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,674 Sq Ft

  505 Cross Rd, Bennington, VT 05201

  505 Cross Rd, Bennington, VT 05201
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  /54

  $389,900

  • 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
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  /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

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

  245 Southshire Dr, Bennington, VT 05201
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  /40

  Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,976 Sq Ft

  260 Tower Rd, Bennington, VT 05201

  260 Tower Rd, Bennington, VT 05201
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  /31

  $339,000

  • 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
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  /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 $200,965

  Last Listing Agent Justine Curry Maple Leaf Realty

  305 Grove St, Bennington, VT 05201
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  /40

  Est $402,222 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,163 Sq Ft

  42 Maple Grove Rd, Bennington, VT 05201

  42 Maple Grove Rd, Bennington, VT 05201
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  /22

  $249,900 Pending

  • 4 Beds
  • 2 Baths
  • 1,702 Sq Ft

  107 Coolidge Ave, Bennington, VT 05201

  Discover this beautifully updated home set directly on the Walloomsac River, offering 123 feet of peaceful river frontage. Enjoy fishing right from your own backyard, hosting gatherings by the water, or simply relaxing to the soothing sounds of the flowing river. Ideally located within walking distance of Main Street, the Rec Center (featuring a gym, sauna, indoor pool, and tennis and basketball

  Matt Waddington Hoffman Real Estate

  107 Coolidge Ave, Bennington, VT 05201
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  /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

  Last Listing Agent Timothy Corcoran Mahar McCarthy Real Estate

  111 Hicks Ave, Bennington, VT 05201
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  /38

  Est $364,366 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,568 Sq Ft

  1063 Middle Pownal Rd, Bennington, VT 05201

  1063 Middle Pownal Rd, Bennington, VT 05201
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  /35

  $575,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,535 Sq Ft

  704 Fox Hill Rd, Bennington, VT 05201

  House hunting in Vermont and can't find what you want? Or it sold before you had time to tour or think it through? This brand new custom built home could be the answer. Desirable neighborhood with paved town roads, close to SVMC hospital, Bennington College, downtown restaurants and events, and one hour from Albany Int'l Airport. Nestled at the base of Mount Anthony, there's direct access to the

  Jenifer Prouty Hoffman Hoffman Real Estate

  704 Fox Hill Rd, Bennington, VT 05201
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  /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 $247,574

  Last Listing Agent Erica Hale Ridgeline Real Estate

  1004 Main St, Bennington, VT 05201
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  /40

  Est $200,604 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,866 Sq Ft

  276 Finley Dr, Bennington, VT 05201

  276 Finley Dr, Bennington, VT 05201
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  /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
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  /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 $165,104

  Last Listing Agent Abi Gregorio

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

  Est $269,164 Not Listed For Sale

  • 3 Beds

  1213 Gore Rd, Bennington, VT 05201

  1213 Gore Rd, Bennington, VT 05201
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  /41

  $147,999

  • 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
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  /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
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  /40

  Est $546,842 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,706 Sq Ft

  402 Middle Pownal Rd, Bennington, VT 05201

  402 Middle Pownal Rd, Bennington, VT 05201
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  /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
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  /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

  Last Listing Agent Susan Bellville Bellville Realty

  2591 Chapel Rd, Bennington, VT 05201
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  /35

  Est $388,433 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,821 Sq Ft

  1351 Morgan St, Bennington, VT 05201

  1351 Morgan St, Bennington, VT 05201
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  /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
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  /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

  Last Listing Agent Vicki Wilson Maple Leaf Realty

  55 Monument Ave, Bennington, VT 05201
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  /40

  Est $611,789 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,952 Sq Ft

  88 Southshire Dr, Bennington, VT 05201

  88 Southshire Dr, Bennington, VT 05201
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  /17

  $130,000 Under Contract

  • 2 Beds
  • 1.5 Baths
  • 852 Sq Ft

  432 South St Unit C6, Bennington, VT 05201

  A fresh perspective on easy living! Welcome to this beautifully maintained 2BR/1.5 BA second-floor condo in Nathanial Court offering the perfect blend of comfort, convenience, and low-maintenance living. Step into a bright and airy open floor plan, where large windows flood the space with natural light. The tidy kitchen boasts ample cabinet space, sleek stainless steel appliances, and a clean

  Angela Bevin Maple Leaf Realty

  432 South St Unit C6, Bennington, VT 05201
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  /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 $105,403

  Last Listing Agent Justine Curry Maple Leaf Realty

  109 County St, Bennington, VT 05201
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  /40

  Est $612,104 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,183 Sq Ft

  377 Southshire Dr, Bennington, VT 05201

  377 Southshire Dr, Bennington, VT 05201
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  /13

  $55,000

  • 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
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  /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 $105,000

  Last Listing Agent Erika Floriani Hoffman Real Estate

  45 Shady Ln, Bennington, VT 05201
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  /40

  Est $553,395 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,336 Sq Ft

  179 Southshire Dr, Bennington, VT 05201

  179 Southshire Dr, Bennington, VT 05201
• 

  

  /15

  $96,906 New Construction

  • 2 Beds
  • 2 Baths
  • 777 Sq Ft

  10 Cassie Ln, Bennington, VT 05201

  Welcome to 10 Cassie 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

  10 Cassie Ln, Bennington, VT 05201
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  /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

  Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  110 S Branch St, Bennington, VT 05201
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  /37

  Est $312,948 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,400 Sq Ft

  1065 Burgess Rd, Bennington, VT 05201

  1065 Burgess Rd, Bennington, VT 05201
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  /50

  $230,000

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft

  113 Main St, Bennington, VT 05201

  Charming downtown family home with modern upgrades.This beautifully updated 3-bedroom home is perfectly situated on a desirable corner lot in the heart of downtown. Thoughtfully designed for both comfort and convenience, with a recent addition of a first-floor primary bedroom and new mudroom back entrance.Step inside to find gleaming hardwood floors and a warm, inviting layout. The dining

  Lindsey Martin Maple Leaf Realty

  113 Main St, Bennington, VT 05201
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  /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
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  /31

  Est $426,961 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,963 Sq Ft

  543 Gore Rd, Bennington, VT 05201

  543 Gore Rd, Bennington, VT 05201
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  /19

  $219,500

  • 3 Beds
  • 1 Bath
  • 1,254 Sq Ft

  14 Robinson Ave, Bennington, VT 05201

  Discover this lovely three-bedroom, one-bathroom home featuring 1,254 square feet of finished space, all set on a .24-acre lot. Recent upgrades roughly in the last ten years include blown-in insulation, roof, furnace, and updated kitchen and flooring, making this home both comfortable and stylish. Perfect for families or anyone looking for a cozy place. Minutes from Mt. Anthony Country Club,

  Timothy Corcoran Mahar McCarthy Real Estate

  14 Robinson Ave, Bennington, VT 05201

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