Bennington County, VT Homes

• 

  

  

  /15

  $115,000

  • Land
  • 2.9 Acres
  • $39,655 per Acre

  Lot 3 Route 11 30, Winhall, VT 05340

  Spectacular West and Southerly Views over Manchester Valley and boasts a bird's eye view across to the Equinox Mountain!Located on the Manchester side of Winhall, this property is at the end of a private lane offering privacy... engineered and offering VT Waste Water and Potable Water Supply Permit: WW-2-3614, design for 3 BR single family residence. Bordered by the Green Mountain Nat'l

  

  Laura Beckwith

  Josiah Allen Real Estate, Inc.

  (802) 808-6197

  Lot 3 Route 11 30, Winhall, VT 05340
• 

  

  

  /12

  $4,600 per month

  • 3 Beds
  • 1.5 Baths
  • 1,948 Sq Ft
  • House for Rent

  10 Rocky Rd, Winhall, VT 05340

  Location, location location..... This three-bedroom gem is located in one of the most desirable areas in the tri-mountain area. Centrally located between Stratton and Manchester; you will find yourself less than a 15-minute drive to each. Bromley is around the corner. The perfect chalet to come home to after a fun day of skiing. Sit by the roaring fire with a cup of cocoa and

  Peggy O'neill Cummings & Co

  10 Rocky Rd, Winhall, VT 05340
• 

  

  

  /57

  $190,000 Sold Sep 16, 2025

  100 Webb St, Bennington, VT 05201

  • 3 Beds
  • 1 Bath
  • 1,416 Sq Ft
  • Built 1943

  Last Sold Summary

  • 12% Below List Price
  • $134/SF
  • 75 Days On Market

  Current Estimated Value $189,255

  Last Listing Agent Lindsey Martin Maple Leaf Realty

  100 Webb St, Bennington, VT 05201
• 

  

  

  /8

  Not Listed For Sale

  79 Heartwellville View Rd, Readsboro, VT 05350

  79 Heartwellville View Rd, Readsboro, VT 05350

  Last Sold Summary

  • 167 Days On Market

  Last Sold Price $8,000

  Last Listing Agent Jennifer Hovey-Densmore Deerfield Valley Real Estate
• 

  

  

  /43

  $375,000

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

  100 Walsh Rd, Arlington, VT 05250

  Tucked away in the picturesque Vermont Hamlet of Sandgate, home to just 480 residents, this property provides the perfect escape from the bustle of city life. Here, you can enjoy the warmth of a close-knit community, stunning natural surroundings, and easy access to local amenities. Sitting on a generous 1.5-acre lot, the property offers ample space for outdoor recreation and the peaceful

  

  Kristin Comeau

  TPW Real Estate

  (802) 521-2780

  100 Walsh Rd, Arlington, VT 05250
• 

  

  /26

  $1,300 per month

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

  178 S Branch St Unit 178, Bennington, VT 05201

  Second floor two bedroom in quiet neighborhood.- two good sized bedrooms, each with closet- living room- eat in kitchen with new floor- bathroom with shower stall- new windows- newer carpet / newly painted- great quiet neighborhood but still close to downtown- propane heat (tenant pays)- off peak electric hot water (tenant pays)- property owner pays for

  178 S Branch St Unit 178, Bennington, VT 05201
• 

  

  /21

  $375,000 Sold May 05, 2025

  61 Birch Hill Rd Unit 6, Winhall, VT 05340

  • 3 Beds
  • 2 Baths
  • 1,215 Sq Ft
  • Built 1968

  Last Sold Summary

  • $309/SF
  • 42 Days On Market

  Last Listing Agent Christiane Carroccio TPW Real Estate

  61 Birch Hill Rd Unit 6, Winhall, VT 05340
• 

  

  /39

  Est $355,717 Not Listed For Sale

  744 Dunlap Farm Rd, Arlington, VT 05250

  • 3 Beds
  • 2 Baths
  • 1,306 Sq Ft
  • Built 1985

  744 Dunlap Farm Rd, Arlington, VT 05250

  Last Sold Summary

  • 5% Above List Price
  • $260/SF
  • 89 Days On Market

  Last Sold Price $340,000

  Last Listing Agent Monique Geannelis Mahar McCarthy Real Estate
• 

  

  /60

  $2,750,000

  • 4 Beds
  • 7.5 Baths
  • 8,586 Sq Ft

  384 Riverbend Dr, Manchestr Ctr, VT 05255

  Exceptionally furnished, this residence is a "Stand Out" Ramsey Gourd, architect designed, coveted River Road Colonial accommodating 4,450 SF main level (8,585 SF on three floors) drenched in south facing light tying indoor - outdoor living to ideal mountain view perspectives. The East Mountains create the back drop for the elegantly laid out open concept that seamlessly transitions from area to

  

  Laura Beckwith

  Josiah Allen Real Estate, Inc.

  (802) 214-8628

  384 Riverbend Dr, Manchestr Ctr, VT 05255
• 

  

  /20

  $5,800 per month

  • 3 Beds
  • 2 Baths
  • 2,348 Sq Ft
  • House for Rent

  8 Rocky Rd, Winhall, VT 05340

  Located in one of the most sought-after spots in the area. This three-bedroom "mid-century vibed" beauty is just a 10-minute drive to the Stratton Access Road and a 12-minute drive to Manchester. Bromley is literally around the corner and Magic is a quick 15-minute drive.There is a beautiful stream in the backyard that adds additional "802" ambiance to the property. Truly a peaceful setting

  Peggy O'neill Cummings & Co

  8 Rocky Rd, Winhall, VT 05340
• 

  

  /34

  $450,000 Sold Feb 13, 2026

  356 Elm St, Bennington, VT 05201

  • 3 Beds
  • 2.5 Baths
  • 2,273 Sq Ft
  • Built 1934

  Last Sold Summary

  • $198/SF
  • 0 Days On Market

  Current Estimated Value $381,656

  Last Listing Agent Angela Bevin Maple Leaf Realty

  356 Elm St, Bennington, VT 05201
• 

  

  /27

  Est $185,046 Not Listed For Sale

  731 Main St, Bennington, VT 05201

  • 2 Beds
  • 1.5 Baths
  • 1,155 Sq Ft
  • Built 1900

  731 Main St, Bennington, VT 05201

  Last Sold Summary

  • 9% Above List Price
  • $146/SF
  • 7 Days On Market

  Last Sold Price $169,000

  Last Listing Agent Dana Haley Real Broker LLC
• 

  

  /42

  $565,000

  • 3 Beds
  • 2 Baths
  • 1,748 Sq Ft

  211 Rod and Gun Club Rd, Shaftsbury, VT 05262

  Welcome to Rod and Gun Club Rd. Offering 1748 sq ft, with a full useable basement, sitting on 4.43 acres of land, with a 3-bay garage with carport as well as, an attached 2-car garage, a barn with stalls if you want to have some animals. This newly renovated ranch style home with thoughtful design offers 3B,2Bath, with a spacious and flexible layout with a fireplace with a gas insert in the

  

  Wendy Larson

  Hooscik Realty

  (802) 526-6197

  211 Rod and Gun Club Rd, Shaftsbury, VT 05262
• 

  

  /13

  $1,550 per month

  • 3 Beds
  • 1.5 Baths
  • 924 Sq Ft
  • House for Rent

  47 Dudley Plaza, Woodford, VT 05201

  Please don't click the "Request To Apply" button as it will cause a delay in our ability to respond to you. Read below for instructions on how to apply.3br MANUFACTURED HOME for rent!Unit: D-047Apply To: Mountain View CommunityRent: $1550/moBeds/Baths: 3 beds 1.5 bathsSize: 926 square feetPets: Cat & Dog friendly, all animals must be approved. Pet deposit not

  47 Dudley Plaza, Woodford, VT 05201
• 

  

  /20

  $345,000 Sold Jun 06, 2025

  200 Carlen St, Manchester Center, VT 05255

  • 2 Beds
  • 2 Baths
  • 1,693 Sq Ft
  • Built 1985

  Last Sold Summary

  • 8% Below List Price
  • $204/SF
  • 64 Days On Market

  Current Estimated Value $383,606

  Last Listing Agent Hayleyanne Van Der Kar Four Seasons Sotheby's Int'l Realty

  200 Carlen St, Manchester Center, VT 05255
• 

  

  /40

  Not Listed For Sale

  740 Vt Route 9, Woodford, VT 05201

  • 3 Beds
  • 2 Baths
  • 1,648 Sq Ft
  • Built 1993

  740 Vt Route 9, Woodford, VT 05201

  Last Sold Summary

  • $130/SF
  • 139 Days On Market

  Last Sold Price $215,000

  Last Listing Agent Justine Curry Maple Leaf Realty
• 

  

  /17

  $85,000 Under Contract

  • Land
  • 9.74 Acres
  • $8,727 per Acre

  1 & 2 Joy Ln, Arlington, VT 05250

  Two Perked and Permitted Building Lots tucked away in the village of Arlington. Survey and Waste Water Permit available for two lots totaling 9.74 acres. These two Joy Lane lots are ready for your vision and your dreams. Close to town and all amenities, however private. Opportunity awaits to build one house or two. Owners are selling both lots together. The next owner could build on one lot and

  

  Margretta Fischer

  Wohler Realty Group

  (802) 523-2171

  1 & 2 Joy Ln, Arlington, VT 05250
• 

  

  /23

  $28,000 per month

  • 4 Beds
  • 3 Baths
  • 2,406 Sq Ft
  • House for Rent

  35 Strattonwald Rd, Winhall, VT 05340

  $28,000 Winter Rental Rate | Spend the winter in Vermont at this inviting 4-bedroom, 3-bath Strattonwald chalet, available mid-November through mid-April. Nestled among the woods yet just minutes from Stratton Mountain, this home offers a welcoming retreat and the perfect base for the ski season. The main living area features soaring vaulted ceilings and a pellet stove, creating a bright and cozy

  Cheyanne Pugliese

  35 Strattonwald Rd, Winhall, VT 05340
• 

  

  /12

  $100,000 Sold Sep 08, 2025

  242 North Rd, East Arlington, VT 05252

  • 2 Beds
  • 1.5 Baths
  • 1,056 Sq Ft
  • Built 1930

  Last Sold Summary

  • 26% Below List Price
  • $95/SF
  • 32 Days On Market

  Current Estimated Value $146,748

  Last Listing Agent Matt Waddington Hoffman Real Estate

  242 North Rd, East Arlington, VT 05252
• 

  

  /18

  Est $206,830 Not Listed For Sale

  9 Palmer Dr, Pownal, VT 05261

  • 1 Bed
  • 1 Bath
  • 1,012 Sq Ft
  • Built 1850

  9 Palmer Dr, Pownal, VT 05261

  Last Sold Summary

  • 18% Above List Price
  • $173/SF
  • 24 Days On Market

  Last Sold Price $175,000

  Last Listing Agent Melissa Nebelski Real Broker LLC
• 

  

  /40

  $305,000

  • 3 Beds
  • 2.5 Baths
  • 1,378 Sq Ft

  61 E Branch Farms Unit 1, Manchester Center, VT 05255

  East Branch Farms is in the most convenient location! This 3 bedroom and 2 and a half bath condo is ready for its next owners. Wood floors on the main level and new granite countertops in the kitchen. Full basement with both interior and exterior access for workshop space or extra storage. Located at the edge of lovely Manchester VT it is privately screened from the road with views of soaring

  

  Alison Cummings

  Cummings & Co

  (802) 300-4136

  61 E Branch Farms Unit 1, Manchester Center, VT 05255
• 

  

  /8

  $1,250 per month

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

  180 Northbranch St Unit B, Woodford, VT 05201

  180 Northbranch St Unit B, Woodford, VT 05201
• 

  

  /31

  $895,000 Sold Dec 12, 2025

  73 Cranberry Hill Rd, Winhall, VT 05340

  • 4 Beds
  • 4.5 Baths
  • 2,658 Sq Ft
  • Built 1984

  Last Sold Summary

  • 8% Below List Price
  • $337/SF
  • 222 Days On Market

  Current Estimated Value $893,456

  Last Listing Agent Carrie Mathews Winhall Real Estate

  73 Cranberry Hill Rd, Winhall, VT 05340
• 

  

  /79

  Est $460,117 Not Listed For Sale

  460 Sparrow Dr, Stamford, VT 05352

  • 4 Beds
  • 3 Baths
  • 3,721 Sq Ft
  • Built 1988

  460 Sparrow Dr, Stamford, VT 05352

  Last Sold Summary

  • 61% Above List Price
  • $77/SF
  • 67 Days On Market

  Last Sold Price $285,000

  Last Listing Agent Colleen Zajac MONARCH REALTY, INC.
• 

  

  /33

  $700,000

  • 4 Beds
  • 3.5 Baths
  • 1,829 Sq Ft

  146 Ridges Way Unit 1200-1, Peru, VT 05152

  The Top of the World! Follow the road to the very top of Bromley Village where this secluded condo enjoys sweeping views of the surrounding Green Mountains. This three level, well appointed unit has four nice sized bedrooms, three and a half baths and is a short walk to the Plaza trail for mountain access. Long time owners added special features to this Ridges Townhouse, including hand wrought

  

  Christopher Cummings

  Cummings & Co

  (802) 481-3899

  146 Ridges Way Unit 1200-1, Peru, VT 05152
• 

  

  /29

  $30,000 per month

  • 3 Beds
  • 3 Baths
  • 1,650 Sq Ft
  • Townhouse for Rent

  90 Turkey Run Rd, Winhall, VT 05340

  Intervale Rental. Available for the winter 25-26 winter season. Also available for summer or fall monthly rental. Entry mud room for boot storage. Main floor has wood burning fire place, and the deck off the living room is a overlooks the pond. Main floor has primary suite. Two bedrooms plus a sleeping loft on the upper floor. One bedroom has an en suite bathroom, and a hallway full bathroom

  Christiane Carroccio TPW Real Estate

  90 Turkey Run Rd, Winhall, VT 05340
• 

  

  /60

  $530,000 Sold Aug 15, 2025

  2354 Danby Mountain Rd, Dorset, VT 05251

  • 3 Beds
  • 2 Baths
  • 2,031 Sq Ft
  • Built 1968

  Last Sold Summary

  • 17% Below List Price
  • $261/SF
  • 244 Days On Market

  Last Listing Agent Margretta Fischer Wohler Realty Group

  2354 Danby Mountain Rd, Dorset, VT 05251
• 

  

  /12

  Est $367,055 Not Listed For Sale

  454 NW Hill Rd, Pownal, VT 05261

  • 3 Beds
  • 2 Baths
  • 1,901 Sq Ft
  • Built 1880

  454 NW Hill Rd, Pownal, VT 05261

  Last Sold Summary

  • 7% Above List Price
  • $180/SF
  • 10 Days On Market

  Last Sold Price $341,500

  Last Listing Agent Brooke Thomson Drew Mahar McCarthy Real Estate
• 

  

  /28

  $1,700,000

  • 4 Beds
  • 3.5 Baths
  • 2,363 Sq Ft

  43 Middle Ridge Rd Unit 415, Winhall, VT 05155

  Perfect for the large family! Four bedrooms, Three and a Half Baths, plus a Loft! In highly desirable Rising Bear Lodge, Top Floor, Corner location! Easy walking distance to the Slopes, (Shuttle also available), the Commons' Skating Pond, and the Village Shops and Restaurants. Other amenities include a year round heated Pool, outdoor hot tubs, and a cedar sauna---all comfortably accessible by the

  Edwin Kevil Stratton Real Estate

  43 Middle Ridge Rd Unit 415, Winhall, VT 05155
• 

  

  /10

  $1,550 per month

  • 3 Beds
  • 1.5 Baths
  • 924 Sq Ft
  • House for Rent

  36 W Road Park, Woodford, VT 05201

  Please don't click the "Request To Apply" button as it will cause a delay in our ability to respond to you. Read below for instructions on how to apply.3br MANUFACTURED HOME Available for rent!Unit: 36Apply To: West Road CommunityRent: $1550/moBeds/Baths: 3 beds 1.5 bathsSize: 924 square feetPets: Cat & Dog friendly, all animals must be approved. Pet deposit

  36 W Road Park, Woodford, VT 05201
• 

  

  /52

  $1,025,000 Sold Jul 18, 2025

  21 Shepards Ln, Manchester, VT 05255

  • 4 Beds
  • 4 Baths
  • 3,046 Sq Ft
  • Built 1845

  Last Sold Summary

  • 14% Below List Price
  • $337/SF
  • 54 Days On Market

  Last Listing Agent Christiane Carroccio TPW Real Estate

  21 Shepards Ln, Manchester, VT 05255
• 

  

  /35

  Est $254,250 Not Listed For Sale

  312 School St Unit 314, Bennington, VT 05201

  • 4 Beds
  • 2 Baths
  • 2,184 Sq Ft
  • Built 1908

  312 School St Unit 314, Bennington, VT 05201

  Last Sold Summary

  • 7% Above List Price
  • $109/SF
  • 3 Days On Market

  Last Sold Price $237,000

  Last Listing Agent Angela Bevin Maple Leaf Realty
• 

  

  /10

  $20,000

  • Land
  • 1.2 Acres
  • $16,667 per Acre

  0 Oberdorf Rd Unit 24065553, Readsboro, VT 05350

  1.2 Acres of Scenic Land for Sale in Bennington County, VTEscape to the beauty of Bennington County, Vermont, with this stunning 1.2-acre parcel of vacant land. Offering 350 ft of road frontage on Oberdorf Rd, this lot provides easy access and is nestled within the private Alpenwald Village, a peaceful community ideal for your dream home or vacation retreat. Surrounded by nature, this

  Community Lands Community Lands

  0 Oberdorf Rd Unit 24065553, Readsboro, VT 05350
• 

  

  /39

  $1,275 per month

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

  18 Main St Unit C, North Bennington, VT 05257

  Centrally located 3 family house with awesome tenants and awesome neigbors.

  18 Main St Unit C, North Bennington, VT 05257
• 

  

  /36

  $220,000 Sold Aug 20, 2025

  1211 Carpenter Hill Rd, Bennington, VT 05201

  • 4 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1930

  Last Sold Summary

  • 10% Above List Price
  • $157/SF
  • 4 Days On Market

  Last Listing Agent Peter West BISHOP WEST REAL ESTATE

  1211 Carpenter Hill Rd, Bennington, VT 05201
• 

  

  /34

  Est $460,338 Not Listed For Sale

  647 Fox Hill Rd, Bennington, VT 05201

  • 4 Beds
  • 2.5 Baths
  • 1,901 Sq Ft
  • Built 2008

  647 Fox Hill Rd, Bennington, VT 05201

  Last Sold Summary

  • 7% Above List Price
  • $226/SF
  • 133 Days On Market

  Last Sold Price $430,000

  Last Listing Agent Erika Floriani Hoffman Real Estate
• 

  

  /38

  $4,975,000

  • 5 Beds
  • 4 Baths
  • 6,998 Sq Ft

  527 Benson Rd, Manchester Center, VT 05255

  Boorn Brook Farm combines the rich character of history and the comfort of contemporary living with complete privacy. Established in the late 1700s, the estate near Manchester Center offers stunning views of the Mt. Equinox and the Taconic Range. Surrounded by the Green Mountain National Forest, it creates a peaceful haven that balances the old and the new. For over 50 years, Marion Gould

  Story Jenks LandVest, Inc/Woodstock

  527 Benson Rd, Manchester Center, VT 05255
• 

  

  /11

  $1,575 per month

  • 3 Beds
  • 1.5 Baths
  • 980 Sq Ft
  • House for Rent

  218 Abbott St, Bennington, VT 05201

  Please don't click the "Request To Apply" button as it will cause a delay in our ability to respond to you. Read below for instructions on how to apply.3br MANUFACTURED HOME for rent!Unit: A-218Apply To: Mountain View CommunityRent: $1575/moBeds/Baths: 3 beds 1.5 bathsSize: 980 square feetPets: Cat & Dog friendly, all animals must be approved. Pet deposit not

  218 Abbott St, Bennington, VT 05201
• 

  

  /60

  $899,000 Sold Dec 12, 2025

  92 Coventry Ln, Manchester Center, VT 05255

  • 4 Beds
  • 2.5 Baths
  • 3,215 Sq Ft
  • Built 1972

  Last Sold Summary

  • 18% Below List Price
  • $280/SF
  • 101 Days On Market

  Current Estimated Value $995,318

  Last Listing Agent Kristin Comeau TPW Real Estate

  92 Coventry Ln, Manchester Center, VT 05255
• 

  

  /39

  Est $559,507 Not Listed For Sale

  557 Fox Hill Rd, Bennington, VT 05201

  • 4 Beds
  • 3.5 Baths
  • 2,336 Sq Ft
  • Built 2009

  557 Fox Hill Rd, Bennington, VT 05201

  Last Sold Summary

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

  Last Sold Price $510,000

  Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

Showing Results 81 - 120, Page 3 of 18