Bennington County, VT Homes

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  /28

  $629,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,958 Sq Ft

  550 Finbars Forest Rd, Manchester Center, VT 05255

  Priced to sell!!! This modern farmhouse brings easy winter living to the Green Mountains. Set on two private, wooded acres, it’s less than 8 miles to Bromley and under 30 minutes to Stratton, making it a great home base for skiers and riders. You’re also just minutes from downtown Manchester and within the Burr & Burton Academy school district. With modern systems and thoughtful upgrades, the

  Andie Fusco Four Seasons Sotheby's Int'l Realty

  550 Finbars Forest Rd, Manchester Center, VT 05255
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  /26

  $1,300 per month

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Condo for Rent

  172 S Branch St Unit 172, Bennington, VT 05201

  First floor two bedroom- walk to town- living room, dining room, kitchen, full bathroom with shower stall, comes with newer electric stove and fridge, washer/dryer hookups- heat is forced hot air (fuel oil)- rent DOES NOT INCLUDE utilities- I pay for lawncare, plowing and garbage- I take first month's rent, last month's rent and one month's rent as a security deposit (3x

  172 S Branch St Unit 172, Bennington, VT 05201
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  /57

  $1,575,000 Sold Oct 21, 2025

  671 West Rd, Manchester Center, VT 05255

  • 5 Beds
  • 3.5 Baths
  • 4,785 Sq Ft
  • Built 1790

  Last Sold Summary

  • $329/SF
  • 8 Days On Market

  Last Listing Agent Katherine Zilkha Four Seasons Sotheby's Int'l Realty

  671 West Rd, Manchester Center, VT 05255
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  /38

  Est $650,672 Not Listed For Sale

  3347 West Rd, Bennington, VT 05201

  • 5 Beds
  • 3 Baths
  • 3,266 Sq Ft
  • Built 1969

  3347 West Rd, Bennington, VT 05201

  Last Sold Summary

  • 7% Above List Price
  • $187/SF
  • 20 Days On Market

  Last Sold Price $610,000

  Last Listing Agent Margretta Fischer Wohler Realty Group
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  /41

  $520,000

  • 4 Beds
  • 2.5 Baths
  • 2,120 Sq Ft

  87 Grinka Farm Dr, Readsboro, VT 05350

  Set above the heart of Readsboro Village, this inviting four+ bedroom, two-and-a-half-bath home combines classic Vermont character with a versatile and welcoming layout. The first floor offers a formal living room centered around a striking fieldstone fireplace with a cast-iron woodstove, a separate den/media room for relaxation or movie night, a first-floor bedroom, a tasteful full bath, an

  Casey Scott Southern Vermont Realty Group

  87 Grinka Farm Dr, Readsboro, VT 05350
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  /44

  $1,350 per month

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Condo for Rent

  254 Union St Unit B, Bennington, VT 05201

  Second Floor Renovated Two Bedroom Apartment- second floor 2 bedroom, each bedroom has a closet- renovated, new windows and entry door- washer/dryer hookups in kitchen- new stove, new fridge- egress windows and carbon monoxide detectors- includes heat, garbage, plowing and lawncare- tenant pays hot water (electric) and electric - all new!- walk to all amenities,

  254 Union St Unit B, Bennington, VT 05201
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  /2

  $610,000 Sold Sep 19, 2025

  139 Little John Dr, Manchester Center, VT 05255

  • 4 Beds
  • 2 Baths
  • 2,142 Sq Ft
  • Built 1965

  Last Sold Summary

  • 2% Below List Price
  • $285/SF
  • 0 Days On Market

  Current Estimated Value $619,221

  Last Listing Agent David Shehadi Josiah Allen Real Estate, Inc.

  139 Little John Dr, Manchester Center, VT 05255
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  /38

  Not Listed For Sale

  639 Shippee Rd, Readsboro, VT 05350

  • 2 Beds
  • 1.5 Baths
  • 1,008 Sq Ft
  • Built 2008

  639 Shippee Rd, Readsboro, VT 05350

  Last Sold Summary

  • $412/SF
  • 10 Days On Market

  Last Sold Price $415,000

  Last Listing Agent Monique White Deerfield Valley Real Estate
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  /25

  $775,000 Under Contract

  • 3 Beds
  • 3.5 Baths
  • 2,484 Sq Ft

  263 Kestrel Ct Unit F-17, Manchester, VT 05255

  Villager Unit at Equinox on the Battenkill adjacent to the 16th hole of the Equinox Golf Course! This stunning property offers a harmonious blend of luxury and comfort in a picturesque setting. Spacious living, dining, and kitchen areas with granite countertops, stainless steel appliances, and a convenient walk-in pantry. Enjoy the wood-burning fireplace, perfect for cozy evenings. Hardwood

  Carol O`Connor Four Seasons Sotheby's Int'l Realty

  263 Kestrel Ct Unit F-17, Manchester, VT 05255
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  /18

  $1,500 per month

  • 2 Beds
  • 1.5 Baths
  • 852 Sq Ft
  • Condo for Rent

  432 South St Unit B4, Bennington, VT 05201

  Discover a delightful living experience at 432 South St. Unit B4, a welcoming 2-bedroom, 1.5-bathroom condo nestled in the highly sought-after Nathaniel Court neighborhood of Bennington, VT. Enjoy a range of amenities, including laundry hookups, a dedicated parking space, lawn care, plowing, and garbage taken care of by the association. Please note that pet will not be considered and smoking

  432 South St Unit B4, Bennington, VT 05201
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  /18

  $633,000 Sold Mar 13, 2025

  0 Chunks Brook Rd, West Arlingtn, VT 05250

  • Land
  • 298 Acres
  • $2,124 per Acre

  Last Sold Summary

  • 1% Below List Price
  • 58 Days On Market

  Last Listing Agent Zach Jaminet Fountains Land Inc.

  0 Chunks Brook Rd, West Arlingtn, VT 05250
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  /19

  Est $155,549 Not Listed For Sale

  1 Division Place, Bennington, VT 05201

  • 3 Beds
  • 1 Bath
  • 975 Sq Ft
  • Built 1895

  1 Division Place, Bennington, VT 05201

  Last Sold Summary

  • 24% Above List Price
  • $128/SF
  • 44 Days On Market

  Last Sold Price $125,000

  Last Listing Agent Vicki Wilson Maple Leaf Realty
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  /42

  $615,000

  • 3 Beds
  • 3.5 Baths
  • 2,360 Sq Ft

  269 Old Depot Rd, Arlington, VT 05250

  Turn-key living awaits at this beautifully maintained 3-bedroom home set on a level, landscaped lot in Arlington. The main level features an inviting open layout with warm wood floors and a well-appointed chef’s kitchen, perfect for both everyday living and entertaining. Upstairs, the thoughtfully designed layout offers three spacious bedroom suites, each filled with natural light and featuring

  Christiane Carroccio TPW Real Estate

  269 Old Depot Rd, Arlington, VT 05250
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  /7

  $1,400 per month

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft
  • Condo for Rent

  40 Rootville Rd Unit 40A, Manchester Center, VT 05255

  $1,400 / 1br - 900ft2 - Manchester Vermont one bedroom (Manchester)Manchester VT One bedroom apartment , approximately 900 square feet , all on one floor , highly efficient with air conditioning. A one car garage and driveway parking for two cars. One bedroom apartment. Available February 1st. $1,400 a month - utilities not included. Manchester one and a half miles to the center of

  40 Rootville Rd Unit 40A, Manchester Center, VT 05255
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  /41

  $410,000 Sold Oct 17, 2025

  882 East Rd, Bennington, VT 05201

  • 3 Beds
  • 2.5 Baths
  • 1,792 Sq Ft
  • Built 2002

  Last Sold Summary

  • 3% Above List Price
  • $229/SF
  • 14 Days On Market

  Current Estimated Value $401,937

  Last Listing Agent Brooke Thomson Drew Mahar McCarthy Real Estate

  882 East Rd, Bennington, VT 05201
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  /27

  Est $321,792 Not Listed For Sale

  239 Breezy Acres Dr, Vernon, VT 05354

  • 3 Beds
  • 1.5 Baths
  • 1,941 Sq Ft
  • Built 1992

  239 Breezy Acres Dr, Vernon, VT 05354

  Last Sold Summary

  • 8% Below List Price
  • $181/SF
  • 9 Days On Market

  Last Sold Price $351,000

  Last Listing Agent A.J. Bellville Bellville Realty
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  /39

  $735,000 Under Contract

  • 4 Beds
  • 3 Baths
  • 2,091 Sq Ft

  5 Wall St, Bondville, VT 05340

  While temperatures outside may be freezing, step inside and take in the incredible views of Stratton while basking in sunlight from the living room of this Vermont home. Located just one mile from the base of the Stratton Access Road and only 20 minutes from Manchester, the setting offers exceptional convenience while remaining peacefully tucked away in the private woods of Winhall. The main

  Cheyanne Pugliese

  5 Wall St, Bondville, VT 05340
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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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  /26

  Est $377,148 Not Listed For Sale

  183 Cross Rd, Manchester Center, VT 05255

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft
  • Built 1980

  183 Cross Rd, Manchester Center, VT 05255

  Last Sold Summary

  • 6% Above List Price
  • $410/SF
  • 98 Days On Market

  Last Sold Price $354,500

  Last Listing Agent Mike England Michael England Real Estate
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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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  /15

  $380,000 Sold Oct 15, 2025

  0 Tower Rd Unit 28, Dorset, VT 05251

  • Land
  • 16 Acres
  • $23,750 per Acre

  Last Sold Summary

  • 1% Below List Price
  • 0 Days On Market

  Last Listing Agent Laura Beckwith Josiah Allen Real Estate, Inc.

  0 Tower Rd Unit 28, Dorset, VT 05251
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  /21

  Est $158,378 Not Listed For Sale

  106 Park St Unit 16, Bennington, VT 05201

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 1993

  106 Park St Unit 16, Bennington, VT 05201

  Last Sold Summary

  • 2% Above List Price
  • $147/SF
  • 76 Days On Market

  Last Sold Price $155,000

  Last Listing Agent Peggy Winchester ACORN REAL ESTATE GROUP LLC
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  /22

  $775,000

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  201 Owls Head Hill Ln, Dorset, VT 05251

  Welcome to this beautiful Colonial set in the heart of Dorset, offering the perfect blend of privacy and convenience just minutes from town. Nestled on 2.2 acres, this light-filled home is designed for both everyday comfort and effortless entertaining. The first floor features an open-concept kitchen, dining, and living area—ideal for gatherings—enhanced by oversized windows that flood the space

  Annette Gallo Real Broker LLC

  201 Owls Head Hill Ln, Dorset, VT 05251
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  /35

  $165,000 Sold Aug 18, 2025

  250 Magee Rd, Stamford, VT 05352

  • 4 Beds
  • 1 Bath
  • 952 Sq Ft
  • Built 2010

  Last Sold Summary

  • 2% Below List Price
  • $173/SF
  • 179 Days On Market

  Current Estimated Value $165,379

  Last Listing Agent Susan Colvin MONARCH REALTY, INC.

  250 Magee Rd, Stamford, VT 05352
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  /37

  Est $340,668 Not Listed For Sale

  91 Mcguire St, North Bennington, VT 05257

  • 3 Beds
  • 2 Baths
  • 1,418 Sq Ft
  • Built 1978

  91 Mcguire St, North Bennington, VT 05257

  Last Sold Summary

  • 10% Above List Price
  • $218/SF
  • 5 Days On Market

  Last Sold Price $309,000

  Last Listing Agent Justine Curry Maple Leaf Realty
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  /27

  $1,200,000

  • 2 Beds
  • 1 Bath
  • 1,056 Sq Ft

  233 Squires Rd, Manchester Center, VT 05255

  Discover a rare opportunity to live and work amidst the serene beauty of Manchester, Vermont. This fully renovated 2-bedroom, 1-bath contemporary ranch, with leased solar array, is nestled on nearly 19 acres, offering a harmonious blend of modern comfort and entrepreneurial potential. The open-concept design features a spacious kitchen and living area, complemented by energy-efficient mini-split

  Mark Triller Real Broker LLC

  233 Squires Rd, Manchester Center, VT 05255
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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

  Current Estimated Value $491,381

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

  245 Southshire Dr, Bennington, VT 05201
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  /30

  Est $395,304 Not Listed For Sale

  94 Lake Dr, North Bennington, VT 05257

  • 3 Beds
  • 1.5 Baths
  • 2,623 Sq Ft
  • Built 1979

  94 Lake Dr, North Bennington, VT 05257

  Last Sold Summary

  • 13% Above List Price
  • $133/SF
  • 24 Days On Market

  Last Sold Price $350,000

  Last Listing Agent Brenda Jones KW Vermont - Brenda Jones Real Estate Group
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  /20

  $649,000

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

  27 Owls Head Hill Ln, Dorset, VT 05251

  Charming Raised Ranch on 2 Acres – Dorset, VTWelcome to your new home in the heart of Dorset! Nestled on a beautifully landscaped 2-acre corner lot, this inviting raised ranch offers privacy, comfort, and versatile living space.3 Bedrooms | 2 Full Baths | 2-Car Attached GarageStep inside to find a bright living room that flows seamlessly into the eat-in kitchen, perfect for everyday

  Andrea Kaplan Four Seasons Sotheby's Int'l Realty

  27 Owls Head Hill Ln, Dorset, VT 05251
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  /55

  $2,327,000 Sold Apr 02, 2025

  3496 Main St, Manchester, VT 05255

  • 6 Beds
  • 4.5 Baths
  • 6,145 Sq Ft
  • Built 1900

  Last Sold Summary

  • $379/SF
  • 2 Days On Market

  Last Listing Agent Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  3496 Main St, Manchester, VT 05255
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  /38

  Est $430,567 Not Listed For Sale

  27 Horton Hill Rd, Shaftsbury, VT 05262

  • 3 Beds
  • 2 Baths
  • 2,082 Sq Ft
  • Built 1948

  27 Horton Hill Rd, Shaftsbury, VT 05262

  Last Sold Summary

  • 13% Above List Price
  • $183/SF
  • 3 Days On Market

  Last Sold Price $380,000

  Last Listing Agent Vicki Wilson Maple Leaf Realty
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  /52

  $699,000

  • 3 Beds
  • 4 Baths
  • 2,274 Sq Ft

  490 Barnumville Rd, Manchester Center, VT 05255

  490 Barnumville Road is a beautifully sited Manchester, Vermont home offering comfort, convenience, and classic Vermont charm on 1.78 flat, usable acres. Surrounded by peaceful views and just minutes from downtown Manchester, this property combines tranquil living with unbeatable access to everything the area has to offer — from ski and snowboard mountains to hiking trails, shopping, groceries,

  David Shehadi Josiah Allen Real Estate, Inc.

  490 Barnumville Rd, Manchester Center, VT 05255
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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 $182,022

  Last Listing Agent Justine Curry Maple Leaf Realty

  305 Grove St, Bennington, VT 05201
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  /37

  Est $379,157 Not Listed For Sale

  181 Dunham Ave, North Bennington, VT 05257

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Built 1955

  181 Dunham Ave, North Bennington, VT 05257

  Last Sold Summary

  • $339/SF
  • 12 Days On Market

  Last Sold Price $380,000

  Last Listing Agent Abi Gregorio
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  /47

  $625,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,416 Sq Ft

  682 Fox Hill Rd, Bennington, VT 05201

  Soak up the mountain view from a brand new custom built home. Desirable neighborhood with paved town maintained roads. Just outside of Old Bennington and close to SVMC hospital, downtown restaurants and theaters. An easy commute to Bennington College, 22 minute drive to Williamstown, MA or an hour to Albany Int'l Airport. Nestled at the base of Mount Anthony, hikers will appreciate direct access

  Jenifer Prouty Hoffman Hoffman Real Estate

  682 Fox Hill Rd, 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

  Current Estimated Value $195,724

  Last Listing Agent Timothy Corcoran Mahar McCarthy Real Estate

  111 Hicks Ave, Bennington, VT 05201
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  /39

  Est $227,598 Not Listed For Sale

  61 Dunham Ave, North Bennington, VT 05257

  • 3 Beds
  • 1 Bath
  • 1,413 Sq Ft
  • Built 1920

  61 Dunham Ave, North Bennington, VT 05257

  Last Sold Summary

  • 52% Above List Price
  • $106/SF
  • 29 Days On Market

  Last Sold Price $150,000

  Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate
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  /30

  $1,495,000 Pending

  • 5 Beds
  • 5 Baths
  • 4,000 Sq Ft

  147 High Meadow Rd, Winhall, VT 05340

  Nestled in the heart of Vermont's Stratton Mountain Resort, this beautifully crafted 5 bedroom, 5 bath single-family home offers the perfect blend of rustic charm and modern comfort. Surrounded by towering pines and mountain views, the property offers 2 private acres and easy access to Stratton's World Class skiing and its championship 27 holes of golf. The open concept main living area features

  Timothy Mich Doddridge Stratton Real Estate

  147 High Meadow Rd, Winhall, VT 05340
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  /48

  $650,000 Sold May 06, 2025

  1516 W Mountain Rd, Shaftsbury, VT 05262

  • 3 Beds
  • 2.5 Baths
  • 1,738 Sq Ft
  • Built 1979

  Last Sold Summary

  • 7% Below List Price
  • $374/SF
  • 192 Days On Market

  Current Estimated Value $654,732

  Last Listing Agent Margretta Fischer Wohler Realty Group

  1516 W Mountain Rd, Shaftsbury, VT 05262
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  /40

  Est $486,300 Not Listed For Sale

  287 Hewitt Dr, North Bennington, VT 05257

  • 3 Beds
  • 2 Baths
  • 2,236 Sq Ft
  • Built 1974

  287 Hewitt Dr, North Bennington, VT 05257

  Last Sold Summary

  • 9% Above List Price
  • $199/SF
  • 68 Days On Market

  Last Sold Price $445,000

  Last Listing Agent Angela Bevin Maple Leaf Realty

Showing Results 121 - 160, Page 4 of 18