Bennington, VT Homes

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  /40

  Est $272,287 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,144 Sq Ft

  25 Center St, Bennington, VT 05201

  25 Center St, Bennington, VT 05201
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  /40

  $215,000

  • 5 Beds
  • 2 Baths
  • 2,201 Sq Ft

  317 Pleasant St, Bennington, VT 05201

  Centrally located renovated Bennington duplex, with backyard and garage. This duplex can generate an annual net operating income of ~$23k+ at current numbers (~10.5%), producing robust returns from cash flow and not speculation! Owner performed renovations since acquiring, including to heating systems, plumbing, and gut renovation of the upstairs 2br (currently rented for $1,400).

  Michael Gilman 3GEN Real Estate Inc

  317 Pleasant St, Bennington, VT 05201
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  /42

  $600,000 Sold Nov 12, 2025

  126 Fox Hill Rd, Bennington, VT 05201

  • 5 Beds
  • 1.5 Baths
  • 2,450 Sq Ft
  • Built 1850

  Last Sold Summary

  • 25% Below List Price
  • $245/SF
  • 148 Days On Market

  Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

  126 Fox Hill Rd, Bennington, VT 05201
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  /40

  Est $283,073 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft

  14 Center St, Bennington, VT 05201

  14 Center St, Bennington, VT 05201
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  /44

  $365,000 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,660 Sq Ft

  989 Carpenter Hill Rd, Bennington, VT 05201

  Country charm meets modern comfort... Welcome to your perfect slice of paradise! This lovingly updated ranch home is nestled on a peaceful country road and sits on a generous 2.6 acre lot, offering the ideal blend of privacy, space, and style. Step inside to discover a bright, refreshed interior featuring new vinyl plank flooring, freshly painted walls in a neutral palate, and updated lighting

  Angela Bevin Maple Leaf Realty

  989 Carpenter Hill Rd, Bennington, VT 05201
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  /20

  $89,499 Sold Sep 24, 2025

  72 Ethans Way, Bennington, VT 05201

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

  Last Sold Summary

  • 10% Below List Price
  • $108/SF
  • 120 Days On Market

  Last Listing Agent Kate Barry EXP Realty

  72 Ethans Way, Bennington, VT 05201
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  /40

  Est $306,169 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  38 Center St, Bennington, VT 05201

  38 Center St, Bennington, VT 05201
• 

  

  /21

  $120,000

  • Land
  • 20 Acres
  • $6,000 per Acre

  1319 Vail Rd, Bennington, VT 05201

  Discover an exceptional opportunity to build your dream home on this prime 20-acre parcel located in the desirable west end of Bennington. This expansive property offers a perfect blend of privacy and convenience, ready for immediate development.Key features of this remarkable land include an established driveway providing easy access to your future homesite, and a completed perk test

  Lilli West Maple Leaf Realty

  1319 Vail Rd, Bennington, VT 05201
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  /46

  $800,000 Sold May 21, 2025

  1 Monument Ave, Bennington, VT 05201

  • 4 Beds
  • 2 Baths
  • 3,560 Sq Ft
  • Built 1790

  Last Sold Summary

  • 1% Above List Price
  • $225/SF
  • 34 Days On Market

  Current Estimated Value $902,129

  Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

  1 Monument Ave, Bennington, VT 05201
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  /38

  Est $293,312 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 1,662 Sq Ft

  116 Rutter Rd, Bennington, VT 05201

  116 Rutter Rd, Bennington, VT 05201
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  /17

  $82,900

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft

  108 Baker Dr, Bennington, VT 01237

  Built in 2000 this charming home is located in Catamount Mobile Home Park, a community with no age restrictions in beautiful Bennington, Vermont. Situated on a large corner lot with front and back decks offering mountain views. Open, light-filled floor plan with bright kitchen, living room, primary suite, second bedroom, full bath, and laundry. Features include a newer shed (1 year old) and

  Colleen Zajac Monarch Realty

  108 Baker Dr, Bennington, VT 01237
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  /53

  $400,000 Sold Sep 22, 2025

  495 Fairview St, Bennington, VT 05201

  • 3 Beds
  • 2 Baths
  • 1,309 Sq Ft
  • Built 2006

  Last Sold Summary

  • 2% Below List Price
  • $306/SF
  • 12 Days On Market

  Last Listing Agent Catherine Cairns Maple Leaf Realty

  495 Fairview St, Bennington, VT 05201
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  /38

  Est $241,560 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft

  5 Tel Rd, Bennington, VT 05201

  5 Tel Rd, Bennington, VT 05201
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  /27

  $279,000 Under Contract

  • 9 Beds
  • 3 Baths
  • 3,176 Sq Ft

  26 Sage St, Bennington, VT 05257

  A wonderful investment opportunity in the desirable village of North Bennington! This income-producing property with three units has been well kept and updated over the years - most recently with a brand new roof. Two of the three-bedroom units have been freshly renovated and all are currently occupied with a strong rental history. Two of the units have two stories, giving it a townhouse feel,

  Lilli West Maple Leaf Realty

  26 Sage St, Bennington, VT 05257
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  /60

  $230,500 Sold Jul 18, 2025

  322 Burgess Rd, Bennington, VT 05201

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

  Last Sold Summary

  • 4% Below List Price
  • $115/SF
  • 62 Days On Market

  Current Estimated Value $235,654

  Last Listing Agent Vicki Wilson Maple Leaf Realty

  322 Burgess Rd, Bennington, VT 05201
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  /26

  Est $299,824 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,480 Sq Ft

  1 Tel Cir, Bennington, VT 05201

  1 Tel Cir, Bennington, VT 05201
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  /48

  $209,000

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  116 Morgan St, Bennington, VT 05201

  Affordable housing on your holiday wish list? Look no further! This charming property, originally a single-family home, was thoughtfully converted into a duplex many years ago and offers flexible living options to suit a variety of needs. The first-floor unit features two bedrooms, a full bath with classic wainscoting and a pedestal sink, kitchen with a breakfast bar, dining room with hardwood

  Jenifer Prouty Hoffman Hoffman Real Estate

  116 Morgan St, Bennington, VT 05201
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  /21

  $73,500 Sold Aug 04, 2025

  0 Sunset Dr Unit 5005504, Bennington, VT 05201

  • Land
  • 7 Acres
  • $10,500 per Acre

  Last Sold Summary

  • 26% Below List Price
  • 297 Days On Market

  Last Listing Agent Lilli West Maple Leaf Realty

  0 Sunset Dr Unit 5005504, Bennington, VT 05201
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  /40

  Est $236,676 Not Listed For Sale

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

  316 Beech St, Bennington, VT 05201

  316 Beech St, Bennington, VT 05201
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  /31

  $339,000 Under Contract

  • 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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  /50

  $530,000 Sold Jan 16, 2025

  3 Seminary Ln, Bennington, VT 05201

  • 5 Beds
  • 3.5 Baths
  • 3,782 Sq Ft
  • Built 1829

  Last Sold Summary

  • 13% Below List Price
  • $140/SF
  • 86 Days On Market

  Current Estimated Value $626,375

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

  3 Seminary Ln, Bennington, VT 05201
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  /17

  Est $177,597 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,709 Sq Ft

  224 Beech St, Bennington, VT 05201

  224 Beech St, Bennington, VT 05201
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  /7

  $175,000

  • Land
  • 15.49 Acres
  • $11,298 per Acre

  00 Silk Rd, Bennington, VT 05201

  Fifteen and a half level, mowed acres, suitable for a home build, agriculture, or a small subdivision.Passing over the iconic Silk Road Covered Bridge crossing the Walloomsac River, on the right you'll find this flat, cleared parcel ready for farming or development. With over 500 feet of road frontage, plenty of acreage, and the beautiful river across the street, the possibilities here

  David White OwnerEntry.com

  00 Silk Rd, Bennington, VT 05201
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  /24

  $190,000 Sold May 07, 2025

  105 County St, Bennington, VT 05201

  • 5 Beds
  • 3 Baths
  • 2,270 Sq Ft
  • Built 1910

  Last Sold Summary

  • $84/SF
  • 6 Days On Market

  Current Estimated Value $214,748

  Last Listing Agent Erica Hale Ridgeline Real Estate

  105 County St, Bennington, VT 05201
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  /35

  Est $213,319 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,680 Sq Ft

  218 Beech St, Bennington, VT 05201

  218 Beech St, Bennington, VT 05201
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  /29

  $170,000 Under Contract

  • 3 Beds
  • 1 Bath
  • 854 Sq Ft

  136 Mckinley St, Bennington, VT 05201

  Bennington VT home for sale where daily life starts on the screened front porch and wraps on the rear deck. This Cape style single family home offers 3 bedrooms, 1 bath, and 854 sq ft on one level, set on a 0.15 acre lot in town Bennington close to schools, shops, and services. Fresh white paint brightens a cozy living room with a large front window. Original hardwood floors add character and are

  Nick Sicard EXP Realty

  136 Mckinley St, Bennington, VT 05201
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  /37

  $256,250 Sold Sep 03, 2025

  1236 Morgan St, Bennington, VT 05201

  • 2 Beds
  • 1.5 Baths
  • 1,259 Sq Ft
  • Built 1940

  Last Sold Summary

  • 2% Above List Price
  • $204/SF
  • 7 Days On Market

  Current Estimated Value $267,896

  Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  1236 Morgan St, Bennington, VT 05201
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  /40

  Est $243,139 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,150 Sq Ft

  313 Beech St, Bennington, VT 05201

  313 Beech St, Bennington, VT 05201
• 

  

  /25

  $1,250,000

  • 8,888 Sq Ft

  124 Elm St, Bennington, VT 05201

  An exceptional opportunity to own a prominent historic Victorian property currently configured for income production in the heart of Bennington. Built in 1887 by renowned architect William C. Bull, this meticulously restored property offers flexible use and strong upside potential as a multifamily or mixed-use investment. The main building features multiple well-appointed residential-style

  Marek Kovac TPW Real Estate

  124 Elm St, Bennington, VT 05201
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  /39

  $299,000 Sold Feb 13, 2025

  152 Apple Hill Rd, Bennington, VT 05201

  • 5 Beds
  • 5 Baths
  • 2,824 Sq Ft
  • Built 1977

  Last Sold Summary

  • 15% Below List Price
  • $106/SF
  • 101 Days On Market

  Current Estimated Value $362,809

  Last Listing Agent Catherine Cairns Maple Leaf Realty

  152 Apple Hill Rd, Bennington, VT 05201
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  /40

  Est $155,660 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 989 Sq Ft

  239 Beech St, Bennington, VT 05201

  239 Beech St, Bennington, VT 05201
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  /14

  $96,906 Under Contract

  • 2 Beds
  • 2 Baths
  • 777 Sq Ft

  24 Cassie Ln, Bennington, VT 05201

  Welcome to 24 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

  24 Cassie Ln, Bennington, VT 05201
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  /35

  $220,000 Sold Sep 16, 2025

  115 Jefferson Ave, Bennington, VT 05201

  • 2 Beds
  • 2 Baths
  • 1,554 Sq Ft
  • Built 1930

  Last Sold Summary

  • 18% Below List Price
  • $142/SF
  • 83 Days On Market

  Current Estimated Value $241,799

  Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

  115 Jefferson Ave, Bennington, VT 05201
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  /17

  Est $362,938 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,154 Sq Ft

  10 Margaret Ln, Bennington, VT 05201

  10 Margaret Ln, Bennington, VT 05201
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  /4

  $190,000

  • 5 Beds
  • 2 Baths
  • 1,478 Sq Ft

  32-34 Sage St, Bennington, VT 05257

  Duplex in North Bennington offering 1 way street location. decent yard and 2 - 2 bedroom units. Good investment potential in a walkable and sought location. Town water and sewer. Current tenants keep their units up well.

  Max Squiers KW Vermont - Brenda Jones Real Estate Group

  32-34 Sage St, Bennington, VT 05257
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  /60

  $245,000 Sold Sep 22, 2025

  19 Robinson Ave, Bennington, VT 05201

  • 3 Beds
  • 1 Bath
  • 1,320 Sq Ft
  • Built 1954

  Last Sold Summary

  • 11% Below List Price
  • $186/SF
  • 3 Days On Market

  Last Listing Agent Floyd Amidon Maple Leaf Realty

  19 Robinson Ave, Bennington, VT 05201
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  /45

  Est $449,437 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,895 Sq Ft

  320 Crescent Blvd, Bennington, VT 05201

  320 Crescent Blvd, Bennington, VT 05201
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  /52

  $199,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  130 Morgan St, Bennington, VT 05201

  200 feet of Walloomsac River front .There is a second kitchen for a possible in-law or AB&B. RV parking for those visitors who travel listing to the sounds of the stream for the nomadic visitors. New replacement windows were just done. Bring your imagination and see the possibilities.

  Dan Mason Perrott Realty

  130 Morgan St, Bennington, VT 05201
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  /37

  $233,000 Sold Aug 04, 2025

  73 Woodford City Rd, Bennington, VT 05201

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft
  • Built 1984

  Last Sold Summary

  • 2% Above List Price
  • $221/SF
  • 73 Days On Market

  Last Listing Agent Abi Gregorio

  73 Woodford City Rd, Bennington, VT 05201
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  /37

  Est $338,765 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,714 Sq Ft

  163 Morgan St, Bennington, VT 05201

  163 Morgan St, Bennington, VT 05201

Showing Results 81 - 120, Page 3 of 18