21,299

Bennington County, VT Homes

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  • /60

    $1,600,000

    • 5 Beds
    • 4.5 Baths
    • 4,243 Sq Ft

    397 Fern Hill, Dorset, VT 05251

    Take a drive up Nichols Hill Road to Fern Hill and head to the very top of the long bending driveway to find a serene, picturesque artist’s retreat 3 minutes from historic Dorset Village. Refreshingly private, quiet and secluded, drenched in natural light. With broad mountain vistas of Mother Myrick and Merck Forest, the top of the property backs gently into a beautiful private forest. The entire

    Agent Photo

    Laura Beckwith

    Josiah Allen Real Estate, Inc.

    (802) 347-9044

    397 Fern Hill, Dorset, VT 05251
  • /10

    $1,850 Per Month

    • 3 Beds
    • 3 Baths
    • 1,608 Sq Ft
    • Manchester VT 3bedr 3bath Condo Well Taken care of

    181 Riverside Townhouses Rd Unit 181, Manchester, VT 05255

    Welcome to this well maintained, turnkey townhouse located right in town! This 3BR cape-style home offers tranquility, Green Mountain views, and the peaceful babble of the Battenkill down the hill, easily accessible from the walk-out lower level. Entertain friends in the open-concept kitchen/living room, with a fire in the fireplace, plenty of natural light, and a back deck with room for evening

    181 Riverside Townhouses Rd Unit 181, Manchester, VT 05255
  • /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 $866,899

    Last Listing Agent Kristin Comeau TPW Real Estate

    92 Coventry Ln, Manchester Center, VT 05255
    • /32

      Est $1,540,194

      Not Listed For Sale

      40 Nims, Dorset, VT 05251

      • 3 Beds
      • 3.5 Baths
      • 3,507 Sq Ft
      • Built 2006
      40 Nims, Dorset, VT 05251

      Last Sold Summary

      • 8 Days On Market

  • /56

    $1,200,000

    $1M PRICE DROP
    • 6 Beds
    • 3 Baths
    • 3,340 Sq Ft

    215 & 221 Vt Route 30, Dorset, VT 05251

    Two homes, multiple barns and outbuildings on 60 +/- incredible acres in Dorset, VT. Nestled in the Green Mountains, 215 Route 30 the 1780s farmhouse featuring 3 bedrooms, 2 baths with 1645 finished sqft. The second building, nestled away from the road is 221 Route 30 built in 1940 with 3 bedrooms and 2 baths. 1800 sqft. The property offers pastoral venues, mature forest, and scenic mountain

    Agent Photo

    Margretta Fischer

    Wohler Realty Group

    (802) 944-4482

    215 & 221 Vt Route 30, Dorset, VT 05251
  • /10

    $2,700 Per Month

    • 4 Beds
    • 2 Baths
    • 1,728 Sq Ft
    • House for Rent

    127 Mountain Ridge Rd, Peru, VT 05152

    If you're looking for a year-round rental in the Peru/Londonderry area, this contemporary mountain home has so much to offer. The inviting open-concept layout features a kitchen, living and dining space that extends out to a charming sun porch and back deck. Nestled close to Flood Brook, Bromley, and all that Londonderry and Peru have to offer, the location is convenient. And across the street

    Jamie Luke TPW Real Estate

    127 Mountain Ridge Rd, Peru, VT 05152
  • /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
    • /40

      Est $892,054

      Not Listed For Sale

      67 Coventry Ln, Manchester Center, VT 05255

      • 3 Beds
      • 3 Baths
      • 2,774 Sq Ft
      • Built 1965
      67 Coventry Ln, Manchester Center, VT 05255

      Last Sold Summary

      • 10 Days On Market

  • /34

    $150,000

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,078 Sq Ft

    2819 Vt Route 313 W, Arlington, VT 05250

    Affordable 3-bedroom, 1.5 bath home in the desirable Battenkill River Valley offering beautiful mountain and river views and easy access to outdoor recreation. Set on approximately half an acre, this property provides the perfect balance of privacy and convenience—just minutes to town, shopping, and dining.Key features include a newer roof and furnace, adding value and peace of mind. The home

    Agent Photo

    Margretta Fischer

    Wohler Realty Group

    (802) 712-0572

    2819 Vt Route 313 W, Arlington, VT 05250
  • /8

    $1,100 Per Month

    • 1 Bed
    • 1 Bath
    • 642 Sq Ft
    • 12-16 Sage St.

    12-16-16 Sage St Unit 1, Bennington, VT 05257

    12-16-16 Sage St Unit 1, Bennington, VT 05257
  • /41

    $248,000

    Sold Mar 06, 2026

    1160 Bergrucken Ln, Readsboro, VT 05350

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft
    • Built 1978

    Last Sold Summary

    • 4% Below List Price
    • $304/SF
    • 11 Days On Market

    Current Estimated Value $243,686

    Last Listing Agent Morriah Adams BHG Masiello Brattleboro

    1160 Bergrucken Ln, Readsboro, VT 05350
    • /34

      Est $483,626

      Not Listed For Sale

      32 County Rd, Stamford, VT 05352

      • 2 Beds
      • 2 Baths
      • 1,586 Sq Ft
      • Built 1989
      32 County Rd, Stamford, VT 05352

      Last Sold Summary

      • 0 Days On Market

  • /29

    $255,000

    Under Contract
    • 2 Beds
    • 1 Bath
    • 1,458 Sq Ft

    2650 Rupert Rd, Arlington, VT 05250

    Mountain View Oasis – 17 Acres of Open & Wooded SerenityEscape to your own private retreat with this two-bedroom, one-bath home nestled on 17 acres of beautiful open and wooded forest land. Built in 1999, this solidly constructed home features a poured concrete foundation, underground power, conventional septic system, and durable metal roof — giving you peace of mind with all the major

    Agent Photo

    Margretta Fischer

    Wohler Realty Group

    (802) 523-2867

    2650 Rupert Rd, Arlington, VT 05250
  • /23

    $32,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,540 Sq Ft
    • House for Rent

    65 Cranberry Hill Rd, Bondville, VT 05340

    Never before offered: This Strattonwald contemporary ski house is a well cared-for home base for all who love the mountain lifestyle, in a private woodland setting just 9 minutes to Stratton's Main Base. The expansive living room is the ultimate gathering spot from morning to night, with soaring cathedral ceilings, a super-cozy wood stove, and extraordinary windows looking out at the private

    Jamie Luke TPW Real Estate

    65 Cranberry Hill Rd, Bondville, VT 05340
  • /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 $633,181

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

    139 Little John Dr, Manchester Center, VT 05255
    • /22

      Not Listed For Sale

      16 Clark Rd, Rupert, VT 05776

      • 4 Beds
      • 4 Baths
      • 2,708 Sq Ft
      • Built 1989
      16 Clark Rd, Rupert, VT 05776

      Last Sold Summary

      • 19 Days On Market

  • /58

    $550,000

    • 2 Beds
    • 1.5 Baths
    • 1,504 Sq Ft

    136 Fox Run Rd, Arlington, VT 05250

    Perched above the Battenkill River Valley and surrounded by mountain views this two story Vermont Gem is waiting for you. The perfect size two bedrooms, two bath home offers maple hardwood flooring, oversized windows and soaring mountain views. Lovely perennial gardens, flowering apple trees and large meadows grace the 3.90 acre property. This thoughtfully constructed home was built in 2000 with

    Agent Photo

    Margretta Fischer

    Wohler Realty Group

    (802) 659-2408

    136 Fox Run Rd, Arlington, VT 05250
  • /18

    $1,350 Per Month

    • Studio
    • 1 Bath
    • 300 Sq Ft
    • Putnam Winslow– $1,350 – 1 Bathroom Studio, 300 SQ.FT. – UTILITIES INCLUDED, Available 7/15/26

    341 Main St Unit 309, Bennington, VT 05201

    – Fully renovated studio apartment available for rent in downtown Bennington– Large windows, wood floors, high ceilings– Utilities Included (electric, heat, water and AC)– Off street parking– Free, on-site laundryThis is an income qualifying affordable unit. Annual household income for single occupancy may not exceed $91,440. Income limits increase with additional

    341 Main St Unit 309, Bennington, VT 05201
  • /39

    $289,000

    Sold Apr 14, 2026

    51 Russell St Unit D, Arlington, VT 05250

    • 2 Beds
    • 1.5 Baths
    • 1,417 Sq Ft
    • Built 1987

    Last Sold Summary

    • 3% Below List Price
    • $204/SF
    • 148 Days On Market

    Current Estimated Value $291,692

    Last Listing Agent Robert Sabol Wohler Realty Group

    51 Russell St Unit D, Arlington, VT 05250
    • /36

      Est $859,423

      Not Listed For Sale

      469 Laclair Rd, Shaftsbury, VT 05262

      • 3 Beds
      • 3.5 Baths
      • 3,104 Sq Ft
      • Built 2011
      469 Laclair Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 3 Days On Market

  • /43

    $1,200,000

    $1M PRICE DROP
    • Land
    • 60 Acres
    • $20,000 per Acre

    215 Vermont 30, Dorset, VT 05251

    Opportunities are Knocking! Welcome to an extraordinary 50+ acre estate parcel in Dorset, perfectly positioned along Route 30. This remarkable property offers the ultimate trifecta—location, natural beauty, and limitless potential. Bordering a gentle brook and featuring a mix of rolling meadows and scenic mountain logging trails, this raw, untouched farmland is a rare find in one of Vermont’s

    Agent Photo

    Margretta Fischer

    Wohler Realty Group

    (802) 300-4271

    215 Vermont 30, Dorset, VT 05251
  • /23

    $34,000 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
  • /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 $402,658

    Last Listing Agent Brooke Thomson Drew Mahar McCarthy Real Estate

    882 East Rd, Bennington, VT 05201
    • /40

      Est $237,667

      Not Listed For Sale

      112 County Rd, Stamford, VT 05352

      • 2 Beds
      • 1 Bath
      • 960 Sq Ft
      • Built 1972
      112 County Rd, Stamford, VT 05352

      Last Sold Summary

      • 5 Days On Market

  • /30

    $225,000

    Under Contract
    • 2 Beds
    • 1 Bath
    • 784 Sq Ft

    92 Bourn Brook Rd Unit 67, Manchester Center, VT 05255

    2 bedroom, 1 bath townhouse offering a bright open concept layout across two levels. The main level features comfortable living and dining spaces, in-unit laundry, and hardwood flooring. Upstairs you’ll find two nicely sized bedrooms and a full bath. Ideally located in the heart of Manchester Center, just minutes from shopping, dining, schools, and everyday amenities, with easy access to multiple

    Agent Photo

    Laura Beckwith

    Josiah Allen Real Estate, Inc.

    (802) 357-7389

    92 Bourn Brook Rd Unit 67, Manchester Center, VT 05255
  • /17

    $1,999 Per Month

    • 1 Bed
    • 1 Bath
    • 690 Sq Ft
    • Putnam Hotel – $1,999 – 1 Bedroom/1 Bathroom, 690 SQ.FT. – UTILITIES INCLUDED, Available Immediately

    359 Main St Unit 305, Bennington, VT 05201

    Welcome to Putnam Block, Hotel #305– Beautifully renovated 1 bedroom/1 bathroom apartment available for rent in downtown Bennington– Large windows, wood floors, high ceilings– Granite countertops– Stainless steel appliances– Washer and dryer in unit– Utilities INCLUDED (electric, heat, water and AC)– Elevator– Off street parkingThis is an income

    359 Main St Unit 305, Bennington, VT 05201
  • /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
    • /31

      Not Listed For Sale

      6 Black Birch Rd, Winhall, VT 05340

      • 3 Beds
      • 2 Baths
      • 1,215 Sq Ft
      • Built 1968
      6 Black Birch Rd, Winhall, VT 05340

      Last Sold Summary

      • 8 Days On Market

  • /56

    $925,000

    • 3 Beds
    • 4.5 Baths
    • 3,718 Sq Ft

    171 Mending Walls Rd, Manchester Center, VT 05255

    Looking for "NEW"? This residence is as close to new construction as it gets, having been thoughtfully gutted to the studs and tastefully renovated across all three levels. The stunning new quartz island kitchen features all new stainless appliances, new soft gray cabinetry, and an open-concept design flowing seamlessly into the dining room, living room and main-level office. A dramatic two-story

    Agent Photo

    Laura Beckwith

    Josiah Allen Real Estate, Inc.

    (802) 736-7720

    171 Mending Walls Rd, Manchester Center, VT 05255
  • /35

    $7,250 Per Month

    • 4 Beds
    • 3 Baths
    • 2,000 Sq Ft
    • House for Rent

    45 Benson Fuller Dr, Bondville, VT 05340

    THE ULTIMATE STRATTON MOUNTAIN RETREAT Experience the perfect Vermont winter getaway in this exceptional home ideally located directly off the prestigious Stratton Mountain access road. Boasting a premier location with effortless mountain access, this property is designed for those who want to maximize their time on the slopes and enjoy a seamless mountain lifestyle. Available for multiple

    David Powers 42 North LP

    45 Benson Fuller Dr, Bondville, VT 05340
  • /22

    $675,000

    Sold May 01, 2026

    201 Owls Head Hill Ln, Dorset, VT 05251

    • 3 Beds
    • 2.5 Baths
    • 2,400 Sq Ft
    • Built 2005

    Last Sold Summary

    • 13% Below List Price
    • $281/SF
    • 34 Days On Market

    Current Estimated Value $412,061

    Last Listing Agent Annette Gallo Real Broker LLC

    201 Owls Head Hill Ln, Dorset, VT 05251
    • /40

      Est $488,636

      Not Listed For Sale

      68 Willows Way Unit 4, Peru, VT 05152

      • 3 Beds
      • 3.5 Baths
      • 1,010 Sq Ft
      • Built 1984
      68 Willows Way Unit 4, Peru, VT 05152

      Last Sold Summary

      • 116 Days On Market

  • /36

    $350,000

    $30K PRICE DROP Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,530 Sq Ft

    93 Russett Dr, Bennington, VT 05201

    Welcome to this charming mid-century home set on 1.27 acres, offering 4 bedrooms and 3 bathrooms. This property blends character, functionality, and unique design throughout.At the heart of the home, a beautiful open concept kitchen and living area creates the perfect space for gathering and entertaining. A stunning fireplace anchors the room, offering warmth and ambiance whether you’re

    Agent Photo

    Brooke Thomson Drew

    Mahar McCarthy Real Estate

    (802) 416-3661

    93 Russett Dr, Bennington, VT 05201
  • /19

    $3,500 Per Month

    • 4 Beds
    • 1.5 Baths
    • 1,404 Sq Ft
    • House for Rent

    937 Route 30, Dorset, VT 05251

    Welcome home! This beautiful and well maintained 4 bedroom, 1.5-bath home is in the charming town of Dorset. The kitchen includes a newly installed refrigerator and stove with an upgraded cooking experience. The overall space offers 1,404 sq feet of single-story living. Freshly pained and move it ready! Front and large back deck are freshly stained. This very well thought out and comfortable

    Martina Dvorak-Grattan Wohler Realty Group

    937 Route 30, Dorset, VT 05251
  • /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
    • /40

      Est $319,711

      Not Listed For Sale

      214 Pleasant St, Arlington, VT 05250

      • 4 Beds
      • 2 Baths
      • 1,890 Sq Ft
      • Built 1890
      214 Pleasant St, Arlington, VT 05250

      Last Sold Summary

      • 17 Days On Market

  • /15

    $115,000

    $30K PRICE DROP
    • 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

    Agent Photo

    Laura Beckwith

    Josiah Allen Real Estate, Inc.

    (802) 808-6197

    Lot 3 Route 11 30, Winhall, VT 05340
  • /15

    $3,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft
    • Apartment for Rent

    48 Della St, Manchester, VT 05255

    Highland Farm is Manchester's newest residential living option. New construction on Highland Avenue. Elevator served two bedroom, two bathroom apartment. Large kitchen open to living/dining area. Laundry room in the unit. Individually metered utilities. Underground heated parking garage with assigned parking. Contact the owner/Realtor for additional information.

    Christiane Carroccio TPW Real Estate

    48 Della St, Manchester, VT 05255
  • /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 $158,581

    Last Listing Agent Susan Colvin MONARCH REALTY, INC.

    250 Magee Rd, Stamford, VT 05352
    • /9

      Not Listed For Sale

      78 Heartwellville View Rd, Readsboro, VT 05350

      78 Heartwellville View Rd, Readsboro, VT 05350

      Last Sold Summary

      • 167 Days On Market

Showing Results 121 - 160, Page 4 of 18

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