Bennington, VT Homes

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  /40

  Est $283,583 Not Listed For Sale

  25 Center St, Bennington, VT 05201

  • 3 Beds
  • 1.5 Baths
  • 1,144 Sq Ft
  • Built 1990

  25 Center St, Bennington, VT 05201

  Last Sold Summary

  • 2% Below List Price
  • $253/SF
  • 8 Days On Market

  Last Sold Price $290,000

  Last Listing Agent Lilli West Maple Leaf Realty
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  /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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  /46

  $399,000 Sold Jul 28, 2025

  4 Bank St, Bennington, VT 05201

  • 3 Beds
  • 3 Baths
  • 1,728 Sq Ft
  • Built 1930

  Last Sold Summary

  • 6% Below List Price
  • $231/SF
  • 55 Days On Market

  Current Estimated Value $406,487

  Last Listing Agent Margretta Fischer Wohler Realty Group

  4 Bank St, Bennington, VT 05201
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  /40

  Est $294,909 Not Listed For Sale

  14 Center St, Bennington, VT 05201

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft
  • Built 1977

  14 Center St, Bennington, VT 05201

  Last Sold Summary

  • 18% Above List Price
  • $194/SF
  • 6 Days On Market

  Last Sold Price $250,000

  Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate
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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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  /35

  $329,900 Sold Aug 28, 2025

  170 Brambley Ln, Bennington, VT 05201

  • 4 Beds
  • 2 Baths
  • 1,459 Sq Ft
  • Built 1969

  Last Sold Summary

  • $226/SF
  • 4 Days On Market

  Current Estimated Value $325,904

  Last Listing Agent Matt Waddington Hoffman Real Estate

  170 Brambley Ln, Bennington, VT 05201
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  /40

  Est $313,910 Not Listed For Sale

  38 Center St, Bennington, VT 05201

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 1991

  38 Center St, Bennington, VT 05201

  Last Sold Summary

  • 21% Above List Price
  • $162/SF
  • 8 Days On Market

  Last Sold Price $260,000

  Last Listing Agent Floyd Amidon Maple Leaf Realty
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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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  /42

  $325,000 Sold Jun 03, 2025

  209 Washington Ave, Bennington, VT 05201

  • 4 Beds
  • 4 Baths
  • 3,230 Sq Ft
  • Built 1900

  Last Sold Summary

  • 22% Below List Price
  • $101/SF
  • 52 Days On Market

  Current Estimated Value $333,233

  Last Listing Agent Wendy Larson Hooscik Realty

  209 Washington Ave, Bennington, VT 05201
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  /38

  Est $296,181 Not Listed For Sale

  116 Rutter Rd, Bennington, VT 05201

  • 5 Beds
  • 2 Baths
  • 1,662 Sq Ft
  • Built 1969

  116 Rutter Rd, Bennington, VT 05201

  Last Sold Summary

  • 10% Above List Price
  • $162/SF
  • 4 Days On Market

  Last Sold Price $270,000

  Last Listing Agent Brandy Lesser
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  /40

  $114,900

  • 4 Beds
  • 1 Bath
  • 1,156 Sq Ft

  130 Lincoln St, Bennington, VT 05201

  Convenient location walking distance to downtown Bennington shops and amenities. Spacious eat-in kitchen, formal dining room, and adjoining porch flow perfectly for entertaining. The rustic living room has a beautiful wood ceiling and plenty of windows letting in copious amounts of natural light. The 198' deep backyard is perfect for tossing a ball and enjoying backyard barbeques. Two porches are

  Lisa Friedman Great American Dream Realty

  130 Lincoln St, Bennington, VT 05201
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  /54

  $225,000 Sold Sep 10, 2025

  304 North St Unit 6, Bennington, VT 05201

  • 4 Beds
  • 3 Baths
  • 2,162 Sq Ft
  • Built 1890

  Last Sold Summary

  • 5% Above List Price
  • $104/SF
  • 15 Days On Market

  Current Estimated Value $227,666

  Last Listing Agent Thomas Martins Maple Leaf Realty

  304 North St Unit 6, Bennington, VT 05201
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  /38

  Est $235,381 Not Listed For Sale

  5 Tel Rd, Bennington, VT 05201

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft
  • Built 1969

  5 Tel Rd, Bennington, VT 05201

  Last Sold Summary

  • 7% Above List Price
  • $196/SF
  • 10 Days On Market

  Last Sold Price $220,000

  Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate
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  /25

  $98,999 New Construction

  • 2 Beds
  • 2 Baths
  • 825 Sq Ft

  78 Ethans Way, Bennington, VT 05201

  Welcome to 78 Ethans Way, Bennington, VT 05201, where modern comfort meets affordability in Catamount Park! This brand-new Polomodel manufactured home offers 2 bedrooms, 2 bathrooms, and 825 sq. ft. 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 energy-efficient

  Kate Barry EXP Realty

  78 Ethans Way, Bennington, VT 05201
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  /45

  $750,500 Sold May 20, 2025

  688 Rice Ln, Bennington, VT 05201

  • 3 Beds
  • 2.5 Baths
  • 2,576 Sq Ft
  • Built 2015

  Last Sold Summary

  • 4% Above List Price
  • $291/SF
  • 27 Days On Market

  Last Listing Agent Cassie Barbeau Mahar McCarthy Real Estate

  688 Rice Ln, Bennington, VT 05201
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  /26

  Est $300,208 Not Listed For Sale

  1 Tel Cir, Bennington, VT 05201

  • 3 Beds
  • 2 Baths
  • 1,480 Sq Ft
  • Built 1972

  1 Tel Cir, Bennington, VT 05201

  Last Sold Summary

  • 6% Below List Price
  • $216/SF
  • 14 Days On Market

  Last Sold Price $319,000

  Last Listing Agent Margretta Fischer Wohler Realty Group
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  /5

  $350,000 New Construction

  • 2 Beds
  • 2 Baths
  • 1,190 Sq Ft

  525 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

  525 Jennings Brook Dr, Bennington, VT 05201
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  /31

  $130,000 Sold Jun 12, 2025

  432 South St Unit B4, Bennington, VT 05201

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

  Last Sold Summary

  • 18% Below List Price
  • $153/SF
  • 262 Days On Market

  Current Estimated Value $144,234

  Last Listing Agent Gabrielle Burdge

  432 South St Unit B4, Bennington, VT 05201
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  /40

  Est $248,802 Not Listed For Sale

  316 Beech St, Bennington, VT 05201

  • 4 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • Built 1948

  316 Beech St, Bennington, VT 05201

  Last Sold Summary

  • 4% Below List Price
  • $166/SF
  • 56 Days On Market

  Last Sold Price $260,000

  Last Listing Agent Dan Mason Perrott Realty
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  /40

  $198,000 Pending

  • 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). Unit 1 on the

  Michael Gilman 3GEN Real Estate Inc

  317 Pleasant St, Bennington, VT 05201
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  /39

  $383,000 Sold Jul 30, 2025

  224 Garbrooke Dr, Bennington, VT 05201

  • 4 Beds
  • 2.5 Baths
  • 2,207 Sq Ft
  • Built 2003

  Last Sold Summary

  • 3% Below List Price
  • $174/SF
  • 61 Days On Market

  Current Estimated Value $390,996

  Last Listing Agent Lindsey Martin Maple Leaf Realty

  224 Garbrooke Dr, Bennington, VT 05201
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  /17

  Est $172,833 Not Listed For Sale

  224 Beech St, Bennington, VT 05201

  • 3 Beds
  • 1.5 Baths
  • 1,709 Sq Ft
  • Built 1900

  224 Beech St, Bennington, VT 05201

  Last Sold Summary

  • 57% Above List Price
  • $64/SF
  • 103 Days On Market

  Last Sold Price $110,000

  Last Listing Agent Max Squiers KW Vermont - Brenda Jones Real Estate Group
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  /15

  $169,000

  • 2 Beds
  • 1 Bath
  • 748 Sq Ft

  415 County St, Bennington, VT 05201

  The transformation inside this home is nothing short of spectacular. This move-in-ready, one-floor living bungalow has been thoughtfully designed to maximize every square foot, including a brand-new bathroom and updated finishes. From the moment you step into the entrance that was converted from a front porch into a versatile mudroom or home office—you’ll feel the quality. The layout is a

  Lori Hurley Four Corner Properties LLC

  415 County 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

  Current Estimated Value $615,787

  Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

  126 Fox Hill Rd, Bennington, VT 05201
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  /35

  Est $205,591 Not Listed For Sale

  218 Beech St, Bennington, VT 05201

  • 3 Beds
  • 1 Bath
  • 1,680 Sq Ft
  • Built 1890

  218 Beech St, Bennington, VT 05201

  Last Sold Summary

  • 7% Above List Price
  • $115/SF
  • 48 Days On Market

  Last Sold Price $192,785

  Last Listing Agent Thomas Martins Maple Leaf Realty
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  /58

  $1,950,000

  • 9 Beds
  • 7 Baths
  • 6,956 Sq Ft

  1086 West Rd, Bennington, VT 05201

  Built in 1866, this French Provençal–inspired stone estate is a rare and distinguished offering, blending historic grandeur with pastoral beauty on 94.56 acres just outside historic Bennington, Vermont. Commanding sweeping mountain views, the property delivers exceptional privacy while remaining conveniently close to town amenities. The main residence offers 9 bedrooms and 7 bathrooms,

  Kelley Mccarthy Mahar McCarthy Real Estate

  1086 West 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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  /32

  Est $205,457 Not Listed For Sale

  103 Evergreen Dr, Bennington, VT 05201

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1945

  103 Evergreen Dr, Bennington, VT 05201

  Last Sold Summary

  • 5% Above List Price
  • $162/SF
  • 15 Days On Market

  Last Sold Price $195,000

  Last Listing Agent Gabrielle Burdge Hoffman Real Estate
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  /16

  $395,000 Pending

  • 4,646 Sq Ft

  307 North St, Bennington, VT 05201

  Exceptional mixed-use opportunity in Bennington’s MU-2 District offering flexibility for investors, owner-occupants, or live/work configurations. Sale includes both 307 North Street and 307.5 North Street, two separate buildings situated on one 0.70-acre parcel with strong visibility and approximately 150 feet of frontage along North Street (VT Route 7). The front building (c. 1840) offers

  Jeffrey Dorman

  307 North St, 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 $826,093

  Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

  1 Monument Ave, Bennington, VT 05201
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  /40

  Est $243,414 Not Listed For Sale

  313 Beech St, Bennington, VT 05201

  • 3 Beds
  • 1.5 Baths
  • 1,150 Sq Ft
  • Built 1960

  313 Beech St, Bennington, VT 05201

  Last Sold Summary

  • 6% Above List Price
  • $200/SF
  • 7 Days On Market

  Last Sold Price $230,500

  Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate
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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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  /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

  Current Estimated Value $392,491

  Last Listing Agent Catherine Cairns Maple Leaf Realty

  495 Fairview St, Bennington, VT 05201
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  /40

  Est $169,423 Not Listed For Sale

  239 Beech St, Bennington, VT 05201

  • 3 Beds
  • 1 Bath
  • 989 Sq Ft
  • Built 1890

  239 Beech St, Bennington, VT 05201

  Last Sold Summary

  • 118% Above List Price
  • $79/SF
  • 37 Days On Market

  Last Sold Price $77,700

  Last Listing Agent Dick Thackston R.H. Thackston & Company
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  /25

  $975,000

  • 8,888 Sq Ft

  124 Elm St, Bennington, VT 05201

  An exceptional opportunity to own a prominent historic Victorian property in the heart of Bennington, offered as a residential or multifamily real estate asset only. Built in 1887 by renowned architect William C. Bull, this meticulously restored property offers flexible residential and mixed-use potential within the Village of Bennington, subject to applicable municipal approvals. The main

  Marek Kovac TPW Real Estate

  124 Elm St, Bennington, VT 05201
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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 $249,236

  Last Listing Agent Vicki Wilson Maple Leaf Realty

  322 Burgess Rd, Bennington, VT 05201
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  /17

  Est $371,012 Not Listed For Sale

  10 Margaret Ln, Bennington, VT 05201

  • 4 Beds
  • 3 Baths
  • 2,154 Sq Ft
  • Built 1978

  10 Margaret Ln, Bennington, VT 05201

  Last Sold Summary

  • 30% Above List Price
  • $132/SF
  • 101 Days On Market

  Last Sold Price $285,000

  Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate
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  /2

  $2,190,000

  • Land
  • 1.16 Acres
  • $1,887,931 per Acre

  301 Northside Dr, Bennington, VT 05201

  Prime commercial investment opportunity at 301 Northside Drive, Bennington. This 1.16-acre corner lot offers exceptional visibility on a heavily traveled road, making it well-suited for high-exposure commercial uses. Commercial zoning allows for a range of development or redevelopment options. Strategically located near major highways, providing strong regional access and long-term demand

  Paul Carroccio TPW Real Estate

  301 Northside Dr, 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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  /45

  Est $407,034 Not Listed For Sale

  320 Crescent Blvd, Bennington, VT 05201

  • 3 Beds
  • 1.5 Baths
  • 1,895 Sq Ft
  • Built 1960

  320 Crescent Blvd, Bennington, VT 05201

  Last Sold Summary

  • 6% Above List Price
  • $203/SF
  • 48 Days On Market

  Last Sold Price $385,000

  Last Listing Agent Abi Gregorio

Showing Results 81 - 120, Page 3 of 18