Bennington County, VT Homes

• 

  

  

  /12

  $410,000

  Sold Apr 01, 2026

  2511 Vermont 30, Dorset, VT 05251

  • 3 Beds
  • 1 Bath
  • 2,040 Sq Ft
  • Built 1962

  Last Sold Summary

  • $201/SF
  • 3 Days On Market

  Last Listing Agent Andy Reed Four Seasons Sotheby's Int'l Realty

  2511 Vermont 30, Dorset, VT 05251
• 

  

  

  /25

  Est $457,049

  Not Listed For Sale

  125 Chiselville Rd, Arlington, VT 05250

  • 4 Beds
  • 4 Baths
  • 1,593 Sq Ft
  • Built 1880

  125 Chiselville Rd, Arlington, VT 05250

  Last Sold Summary

  • 31 Days On Market

  Last Listing Agent Gregory Cutler Four Seasons Sotheby's Int'l Realty
• 

  

  

  /7

  $299,000

  $30K PRICE DROP

  • Land
  • 9.3 Acres
  • $32,151 per Acre

  1347 Morse Hill Rd, Dorset, VT 05251

  Discover the perfect blend of privacy and convenience with this 9.3 acre parcel situated in one of Southern Vermont's most desirable locations. Enjoy sweeping mountain views and peaceful surroundings just minutes from the charming and historic towns of Dorset and Manchester, known for boutique shopping, fine dining, and year-round cultural attractions. It's a short drive to skiing at Bromley,

  Deborah Hanst

  1347 Morse Hill Rd, Dorset, VT 05251
• 

  

  

  /38

  $1,700,000

  Sold Jun 09, 2026

  2589 W Sandgate Rd, Arlington, VT 05250

  • 5 Beds
  • 3 Baths
  • 6,323 Sq Ft
  • Built 1989

  Last Sold Summary

  • 15% Below List Price
  • $269/SF
  • 261 Days On Market

  Current Estimated Value $1,451,362

  Last Listing Agent Dia Jenks LandVest, Inc/Woodstock

  2589 W Sandgate Rd, Arlington, VT 05250
• 

  

  

  /34

  Est $512,762

  Not Listed For Sale

  3600 North Rd, Arlington, VT 05250

  • 3 Beds
  • 2.5 Baths
  • 1,891 Sq Ft
  • Built 2004

  3600 North Rd, Arlington, VT 05250

  Last Sold Summary

  • 40 Days On Market

  Last Listing Agent Matt Waddington Hoffman Real Estate
• 

  

  /40

  $1,100,000

  • 5 Beds
  • 4.5 Baths
  • 4,453 Sq Ft

  6 Old Ridge Rd, Winhall, VT 05340

  Tucked into Stratton Mountain Resort’s sought after High Meadow neighborhood, 6 Old Ridge Road offers the rare combination of substantial square footage, significant recent exterior improvements, and the opportunity to personalize the interior aesthetic to your own taste. Encompassing over 4,600 sq. ft. across three finished levels, this expansive mountain home is designed for gathering,

  Trent Stephens Wohler Realty Group

  6 Old Ridge Rd, Winhall, VT 05340
• 

  

  /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 $190,160

  Last Listing Agent Susan Bellville Bellville Realty

  2591 Chapel Rd, Bennington, VT 05201
• 

  

  /32

  Est $486,232

  Not Listed For Sale

  2128 North Rd, Arlington, VT 05250

  • 3 Beds
  • 2 Baths
  • 1,552 Sq Ft
  • Built 1987

  2128 North Rd, Arlington, VT 05250

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Lisa Sullivan Four Seasons Sotheby's Int'l Realty
• 

  

  /7

  $29,000

  • Land
  • 1.2 Acres
  • $24,167 per Acre

  00 Oberdorf Rd, Stamford, VT 05350

  This 1.2 acre rectangular lot is located in Alpenwald Village! The village roads are community-maintained, have electricity service through Green Mountain Power Company and is loaded with recreational perks! 1.4 miles to hiking/ biking trails on the Dutch Hill Backcountry Area of the Green Mountain National Forest. 1.9 miles to an ATV & snowmobile trailhead in Heartwellville. Situated in the town

  Casey Scott Southern Vermont Realty Group

  00 Oberdorf Rd, Stamford, VT 05350
• 

  

  /55

  $762,000

  Sold Nov 03, 2025

  3221 Hapgood Pond Rd, Peru, VT 05152

  • 4 Beds
  • 4 Baths
  • 2,868 Sq Ft
  • Built 1950

  Last Sold Summary

  • 17% Above List Price
  • $266/SF
  • 6 Days On Market

  Current Estimated Value $760,091

  Last Listing Agent Jamie Wylie Stratton Real Estate

  3221 Hapgood Pond Rd, Peru, VT 05152
• 

  

  /38

  Est $303,218

  Not Listed For Sale

  1469 Sunderland Hill Rd, Arlington, VT 05250

  • 3 Beds
  • 1.5 Baths
  • 1,268 Sq Ft
  • Built 1958

  1469 Sunderland Hill Rd, Arlington, VT 05250

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate
• 

  

  /46

  $1,275,000

  • 4 Beds
  • 2.5 Baths
  • 4,084 Sq Ft

  1677 Barnumville Rd, Manchester Center, VT 05255

  Imagine a time where taverns were the heart of the community, where laughter echoed off thick brick walls and stories were told by firelight. Now see yourself enjoying the ease of Single Floor Living that includes an enormous primary ensuite, with laundry! Start your day in the completely updated kitchen and move effortlessly into the dining area and living room with an easy to light cozy propane

  Gregory Cutler Four Seasons Sotheby's Int'l Realty

  1677 Barnumville Rd, Manchester Center, VT 05255
• 

  

  /34

  $275,000

  Sold May 22, 2026

  1808 East Rd, Bennington, VT 05201

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft
  • Built 1977

  Last Sold Summary

  • 6% Above List Price
  • $260/SF
  • 7 Days On Market

  Current Estimated Value $273,983

  Last Listing Agent Abi Gregorio

  1808 East Rd, Bennington, VT 05201
• 

  

  /26

  Est $395,038

  Not Listed For Sale

  131 Mckee Rd, Arlington, VT 05250

  • 3 Beds
  • 3 Baths
  • 1,732 Sq Ft
  • Built 1985

  131 Mckee Rd, Arlington, VT 05250

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Tatsiana Clark Four Seasons Sotheby's Int'l Realty
• 

  

  /33

  $749,000

  Under Contract

  • 4 Beds
  • 2 Baths
  • 2,128 Sq Ft

  2 Corner Rock Rd, Winhall, VT 05340

  Stratton Mountain Renovated! 4 bedroom 2 bath is located just mins to the mountain . This home has access to all that Stratton has to offer. The Ski shuttle comes right outside your door for easy access to the mountain and your home. Freshly painted inside and out, with a partial renovation just completed. This home just installed all new windows with egress and new doors and sliders. The new

  Jessica Marullo TPW Real Estate

  2 Corner Rock Rd, Winhall, VT 05340
• 

  

  /54

  $1,700,000

  Sold Jul 31, 2026

  5491 Vt Route 315, Rupert, VT 05776

  • 5 Beds
  • 4.5 Baths
  • 3,218 Sq Ft
  • Built 1905

  Last Sold Summary

  • 19% Below List Price
  • $528/SF
  • 339 Days On Market

  Last Listing Agent Annette Gallo Real Broker LLC

  5491 Vt Route 315, Rupert, VT 05776
• 

  

  /40

  Est $516,244

  Not Listed For Sale

  466 Laver Rd, Arlington, VT 05250

  • 5 Beds
  • 2.5 Baths
  • 2,560 Sq Ft
  • Built 2006

  466 Laver Rd, Arlington, VT 05250

  Last Sold Summary

  • 369 Days On Market

  Last Listing Agent Lilli West Maple Leaf Real Estate
• 

  

  /12

  $49,000

  • Land
  • 9,147 Sq Ft
  • $233,333 per Acre

  2 Belvedere St, Bennington, VT 05201

  Here is the blank slate for your Vermont home, offering beautiful views of the Green Mountains and a location that is just steps from a 160-acre wildlife preserve with numerous hiking trails, wetland viewing platforms, and abundant wildlife. This cute corner lot is mostly level, cleared, and ready to build, with town water and sewer available at the street. Bring your imagination and come and

  Dan Mason Perrott Realty

  2 Belvedere 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 $147,521

  Last Listing Agent Angela Bevin Maple Leaf Real Estate

  432 South St Unit C6, Bennington, VT 05201
• 

  

  /24

  Est $324,751

  Not Listed For Sale

  408 Dunlap Farm Rd, Arlington, VT 05250

  • 2 Beds
  • 1 Bath
  • 988 Sq Ft
  • Built 1984

  408 Dunlap Farm Rd, Arlington, VT 05250

  Last Sold Summary

  • 88 Days On Market

  Last Listing Agent Andrea Kaplan Four Seasons Sotheby's Int'l Realty
• 

  

  /41

  $899,000

  $301K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,252 Sq Ft

  E1 Rock Ridge Rd, Winhall, VT 05155

  Ideally situated near the renowned Stratton Mountain Resort and offering convenient shuttle service to the slopes, this spacious four-bedroom, three-bath ski condo is thoughtfully designed for year-round enjoyment. A true retreat for outdoor enthusiasts, the home provides effortless access to world-class skiing in the winter and outstanding hiking and mountain biking throughout the warmer months.

  Christine Chovan

  E1 Rock Ridge Rd, Winhall, VT 05155
• 

  

  /34

  $684,000

  Sold Jun 22, 2026

  2744 Danby Mountain Rd, Dorset, VT 05251

  • 3 Beds
  • 2.5 Baths
  • 4,683 Sq Ft
  • Built 1985

  Last Sold Summary

  • 2% Below List Price
  • $146/SF
  • 1 Day On Market

  Last Listing Agent Andie Fusco Four Seasons Sotheby's Int'l Realty

  2744 Danby Mountain Rd, Dorset, VT 05251
• 

  

  /50

  Est $1,179,053

  Not Listed For Sale

  342 Lesure Rd, Stamford, VT 05352

  • 5 Beds
  • 4.5 Baths
  • 6,000 Sq Ft
  • Built 2007

  342 Lesure Rd, Stamford, VT 05352

  Last Sold Summary

  • 53 Days On Market

  Last Listing Agent Maureen Dietze ALTON & WESTALL REAL ESTATE AGENCY, LLC
• 

  

  /15

  $65,000

  • Land
  • 17.3 Acres
  • $3,757 per Acre

  18 Hidden Valley Rd, Shaftsbury, VT 05262

  Ready to build 2.5 acre building lot with an aditional 14 acres of riding trails with wastewater permit for a 4 bedroom single family residence. Great potential for a pond site and the trails on the lot make it a great opportunity for a horse paddock.

  Dan Mason Perrott Realty

  18 Hidden Valley Rd, Shaftsbury, VT 05262
• 

  

  /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 $658,252

  Last Listing Agent Vicki Wilson Maple Leaf Real Estate

  55 Monument Ave, Bennington, VT 05201
• 

  

  /33

  Est $202,598

  Not Listed For Sale

  133 Tatro Rd, Stamford, VT 05352

  • 2 Beds
  • 1 Bath
  • 972 Sq Ft
  • Built 1995

  133 Tatro Rd, Stamford, VT 05352

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Monique White Deerfield Valley Real Estate
• 

  

  /55

  $1,475,000

  • 5 Beds
  • 4 Baths
  • 4,491 Sq Ft

  866 E Manchester Rd, Manchester Center, VT 05255

  If you are looking for a property with both mountain and water views, this exceptional five-bedroom Manchester home is a must-see. Set on a remarkable lot featuring breathtaking vistas and approximately 400 feet of frontage along Bromley Brook, this home offers a rare combination of privacy, natural beauty, and convenience. Located just minutes from the center of Manchester and near the area’s

  Tatsiana Clark Four Seasons Sotheby's Int'l Realty

  866 E Manchester Rd, Manchester Center, VT 05255
• 

  

  /40

  $527,700

  Sold Jun 30, 2026

  1138 Barber Pond Rd, Pownal, VT 05261

  • 3 Beds
  • 2 Baths
  • 2,732 Sq Ft
  • Built 1993

  Last Sold Summary

  • 1% Above List Price
  • $193/SF
  • 5 Days On Market

  Current Estimated Value $515,870

  Last Listing Agent Lilli West Maple Leaf Real Estate

  1138 Barber Pond Rd, Pownal, VT 05261
• 

  

  /33

  Est $278,071

  Not Listed For Sale

  864 East Rd, Stamford, VT 05352

  • 2 Beds
  • 1 Bath
  • 1,250 Sq Ft
  • Built 1985

  864 East Rd, Stamford, VT 05352

  Last Sold Summary

  • 59 Days On Market

  Last Listing Agent Colleen Zajac MONARCH REALTY, INC.
• 

  

  /10

  $150,000

  • Land
  • 4 Acres
  • $37,500 per Acre

  0 Rocky Ln Unit 5082777, Dorset, VT 05253

  'THE GROUND BENEATH AN APRIL SNOWSTORM IS NOT DORMANT... IT IS AWAKENING!".... Come discover the perfect opportunity to craft the home of your dreams!! With Spring ready to bloom, this very special lot is vibrant and quite ready for your vision!Fully permitted for a five bedroom residence, this property combines privacy, natural beauty and convenience!Imagine waking up to serene views,

  Sunny Breen Josiah Allen Real Estate, Inc.

  0 Rocky Ln Unit 5082777, Dorset, VT 05253
• 

  

  /6

  $262,500

  Sold Sep 30, 2025

  X Mount Aeolus Rd, Manchester, VT 05255

  • Land
  • 8.32 Acres
  • $31,550 per Acre

  Last Sold Summary

  • 33% Below List Price
  • 88 Days On Market

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

  X Mount Aeolus Rd, Manchester, VT 05255
• 

  

  /43

  Est $475,050

  Not Listed For Sale

  394 East Rd, Stamford, VT 05352

  • 3 Beds
  • 3 Baths
  • 1,826 Sq Ft
  • Built 1988

  394 East Rd, Stamford, VT 05352

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Pam Tworig BISHOP WEST REAL ESTATE
• 

  

  /6

  $69,900

  Pending

  • 2 Beds
  • 1 Bath
  • 1,352 Sq Ft

  32 French Hill Rd, Pownal, VT 05261

  Subject property currently has two buildings on the property. One is a ranch style home the other is a shed. Property has just under an acre of land with power, and town sewer at the street. Do not entry property without your buyer's agent with you. This property is part of a First Look program. It allows owner occupant buyers to have their offers negotiated on day 8 of being listed. Owner

  April Shepard Twin State Realty LLC

  32 French Hill Rd, Pownal, VT 05261
• 

  

  /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 $129,535

  Last Listing Agent Erika Floriani Hoffman Real Estate

  45 Shady Ln, Bennington, VT 05201
• 

  

  /27

  Est $277,756

  Not Listed For Sale

  3623 Main Rd, Stamford, VT 05352

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Built 1972

  3623 Main Rd, Stamford, VT 05352

  Last Sold Summary

  • 173 Days On Market

  Last Listing Agent Michael Nuvallie NUVALLIE REALTY
• 

  

  /20

  $599,000

  $96K PRICE DROP

  • 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
• 

  

  /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 $239,907

  Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  110 S Branch St, Bennington, VT 05201
• 

  

  /32

  Est $349,125

  Not Listed For Sale

  1575 Main Rd, Stamford, VT 05352

  • 4 Beds
  • 2 Baths
  • 2,003 Sq Ft

  1575 Main Rd, Stamford, VT 05352

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Erin Vincent BISHOP WEST REAL ESTATE
• 

  

  /44

  $189,900

  • 3 Beds
  • 1 Bath
  • 1,206 Sq Ft

  232 Depot St, Bennington, VT 05201

  Charming in-town 3-bedroom, 1-bath home situated on a low-maintenance 0.09-acre lot. Enjoy a private, fully fenced backyard with views of Mt Anthony, which is perfect for relaxing, entertaining, or pets. Shared driveway with off-street parking. Conveniently located within walking distance to shopping, restaurants, parks, and local amenities. This home offers the perfect blend of comfort and

  Floyd Amidon Maple Leaf Real Estate

  232 Depot St, Bennington, VT 05201
• 

  

  /24

  $42,000

  Sold Oct 24, 2025

  26 Asa's Way, Bennington, VT 05257

  • Land
  • 20,908 Sq Ft
  • $87,500 per Acre

  Last Sold Summary

  • 2% Below List Price
  • 55 Days On Market

  Last Listing Agent Angela Bevin Maple Leaf Real Estate

  26 Asa's Way, Bennington, VT 05257

Showing Results 241 - 280, Page 7 of 18