21,299

Bennington County, VT Homes

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  • /6

    $100,000

    Pending
    • Land
    • 26.2 Acres
    • $3,817 per Acre

    0 Magee Rd Unit 202616239, Stamford, VT 05352

    Uncover this hidden and exceptional 26.2-acre property featuring two prime lots, perfect for development or creating your personal retreat. Thispicturesque Vermont landscape is highlighted by small streams and even a tranquil pond, complete with wide trails that ensure easy navigation throughout the propertyfor access, exercise and recreational vehicles. Complete with remarkable stone outcrops

    Agent Photo

    Gary Fuls Jr

    Gary L Fuls DBA Re/MAX Transit

    (802) 884-2362

    0 Magee Rd Unit 202616239, Stamford, VT 05352
  • /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

  • /51

    $755,000

    $25K PRICE DROP
    • 3,423 Sq Ft

    85 Limerick Ln, Arlington, VT 05250

    Vermont lifestyle meets income potential! Set in the scenic Taconic and Green Mountain valley along the Battenkill River and 8 shared acres, this spacious 4-bedroom, 5-bath home, built in 2001, offers peaceful country living with versatile use. Low cost HOA offers mowing, plowing, trash removal and water/ sewer. The property features three living sections with separate entrances, each with at

    Agent Photo

    Margretta Fischer

    Wohler Realty Group

    (802) 500-7734

    85 Limerick Ln, Arlington, VT 05250
  • /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
  • /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
    • /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

  • /60

    $799,000

    $76K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,462 Sq Ft

    636 Dexter Rd, Shaftsbury, VT 05262

    In 1922, poet laureate and Shaftsbury resident Robert Frost was inspired by the bucolic local backroads to write “Stopping by the Woods on a Snowy Evening." The Dexter Road Farmhouse, dating back 225 years, remains a testament to the enduring charm of Vermont and the simpler rhythms of country life. Nestled at the end of a serene, tree-lined town road, this charming 1800 farmhouse captures the

    Agent Photo

    Kristin Comeau

    TPW Real Estate

    (802) 727-7584

    636 Dexter Rd, Shaftsbury, VT 05262
  • /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
  • /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
    • /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

  • /10

    $100,000

    Under Contract
    • Land
    • 26.2 Acres
    • $3,817 per Acre

    0 Magee Rd Unit 5084341, Stamford, VT 05352

    Uncover this hidden and exceptional 26.2-acre property featuring two prime lots, perfect for development or creating your personal retreat. This picturesque Vermont landscape is highlighted by small streams and even a tranquil pond, complete with wide trails that ensure easy navigation throughout the property for access, exercise and recreational vehicles. Complete with remarkable stone outcrops

    Agent Photo

    Gary Fuls Jr

    RE/MAX Transitions

    (802) 317-7969

    0 Magee Rd Unit 5084341, Stamford, VT 05352
  • /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

  • /35

    $570,000

    $75K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,809 Sq Ft

    185 Kelleher Rd Unit 10-00-99, Dorset, VT 05251

    This Pretty White Cape is located on a low traveled dead end road right off Dorset's Morse Hill Road... equidistance to Manchester and Dorset and an easy walk to the newly transitioning Green Ridge Elementary K-5, for the 26-27 school year. Beautifully maintained, this residence offers a lovely open Dining/Kitchen /Living great-room with vault that beholds sunlight all day long. The quartz

    Agent Photo

    Laura Beckwith

    Josiah Allen Real Estate, Inc.

    (802) 216-5666

    185 Kelleher Rd Unit 10-00-99, Dorset, VT 05251
  • /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

  • /55

    $495,000

    $60K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,344 Sq Ft

    935 Old Manchester Rd, Peru, VT 05152

    Cozy Off-Grid Cabin on 10 Private Acres – Peace, Privacy & Ski AccessEscape to your own woodland retreat with this charming 2-bed, 1-bath cabin nestled on 10 serene acres of open meadow and forest. Just 4.5 miles to Bromley Ski & Snowboarding Mountain, this property offers the perfect mix of off-grid living and outdoor adventure.Fully self-sufficient with solar power and propane generator

    Agent Photo

    Margretta Fischer

    Wohler Realty Group

    (802) 481-3493

    935 Old Manchester Rd, Peru, VT 05152
  • /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

  • /38

    $1,200,000

    • 5 Beds
    • 1 Bath
    • 2,228 Sq Ft

    395 King Hill Rd, Readsboro, VT 05350

    Stunning Mountain & Meadow Views, 135 acres of pristine rolling meadows overlook the Harriman Reservoir, sits a meticulously maintained c. 1770 5 bedroom farmhouse. Welcome to King Hill Farm, this idyllic Vermont homestead has been in the King family for multiple generations. No restrictions, enjoy the peace and quiet of a slight breeze, blue skies and bird songs. Remarkable, one of a kind

    Agent Photo

    Margretta Fischer

    Wohler Realty Group

    (802) 348-2742

    395 King Hill Rd, Readsboro, VT 05350
  • /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

  • /51

    $1,650,000

    $225K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 3,368 Sq Ft

    276 Wilcox Hollow Rd, Sandgate, VT 05250

    Luxury Timber Frame Estate on 52+ Acres in Southern Vermont. This exceptional custom post-and-beam retreat is privately set amid rolling hardwood forestland, offering expansive mountain views, remarkable privacy, and a rare sense of peace and connection to nature. Designed for both elegance and efficiency, the home features solar panels with two Tesla Powerwalls for optional off-grid

    Agent Photo

    Margretta Fischer

    Wohler Realty Group

    (802) 521-2796

    276 Wilcox Hollow Rd, Sandgate, VT 05250
  • /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

  • /47

    $1,500,000

    • Land
    • 38.57 Acres
    • $38,890 per Acre

    500 Nims Rd, Dorset, VT 05251

    This Majestic and Private 38 + acre parcel located nearby the Dorset Village, is tucked away on an elevated and prepped site which just happens to be one of the most dreamy and picturesque estate quality lands offered in all of Dorset. Just a mile from the Dorset Green and perched up on a knoll with nothing less than amazing mountain views to the south, east and the north. Absolutely stunning

    Agent Photo

    Laura Beckwith

    Josiah Allen Real Estate, Inc.

    (802) 634-4776

    500 Nims Rd, Dorset, VT 05251
  • /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

  • /41

    $550,000

    • 5 Beds
    • 2 Baths
    • 1,974 Sq Ft

    971 S Stream Rd, Bennington, VT 05201

    Have you been searching for the Vermont farmhouse that truly feels like home? The one with the land, the barns, the mountain views, the wraparound driveway, the screened in porch, and the beautiful front porch where you can sit and enjoy quiet mornings and peaceful evenings? This is that home.Situated on over 17 acres, this property offers not one but two barns, established fenced pastures,

    Agent Photo

    Brooke Thomson Drew

    Mahar McCarthy Real Estate

    (802) 566-5234

    971 S Stream Rd, Bennington, VT 05201
  • /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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