21,299

Bennington County, VT Homes

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  • /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
  • /36

    $3,750 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,248 Sq Ft
    • House for Rent

    395 Barnumville Rd, Manchester Center, VT 05255

    Welcome Home! This beautifully FULLY renovated raised ranch offers modern comfort and Vermont charm in a peaceful Manchester location on Barnumville Road. Set in a quiet, scenic setting, the home provides privacy while remaining just minutes from Manchester Center, schools, shopping, and recreation.Inside, the home features a bright open-concept layout connecting the open kitchen, living

    Agent Photo

    Kristin Comeau

    TPW Real Estate

    (802) 523-4296

    395 Barnumville Rd, Manchester Center, VT 05255
  • /41

    $141,000

    Sold Apr 01, 2026

    235 Maple St, Bennington, VT 05201

    • 2 Beds
    • 1.5 Baths
    • 1,060 Sq Ft
    • Built 1915

    Last Sold Summary

    • 5% Below List Price
    • $133/SF
    • 13 Days On Market

    Current Estimated Value $144,607

    Last Listing Agent Lindsey Martin Maple Leaf Real Estate

    235 Maple St, Bennington, VT 05201
    • /44

      Est $243,480

      Not Listed For Sale

      16 Browning Place, Bennington, VT 05201

      • 3 Beds
      • 2 Baths
      • 1,366 Sq Ft
      • Built 1900
      16 Browning Place, Bennington, VT 05201

      Last Sold Summary

      • 45 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
  • /7

    $1,500

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,300 Sq Ft
    • Condo for Rent

    11 Route 67 W Unit 2, North Bennington, VT 05257

    Large main room is a real eye grabber! Tall ceilings and large open space. No pets, no smoking, credit and background check is required. Owners live on premise. Water/sewer, and garbage included in the rent. Heat is oil.

    11 Route 67 W Unit 2, North Bennington, VT 05257
  • /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 $437,791

    Last Listing Agent Angela Bevin Maple Leaf Real Estate

    356 Elm St, Bennington, VT 05201
    • /18

      Not Listed For Sale

      94 Murray Hill Woods Rd Unit 61, Manchester, VT 05255

      • 3 Beds
      • 3.5 Baths
      • 2,139 Sq Ft
      • Built 1980
      94 Murray Hill Woods Rd Unit 61, Manchester, VT 05255

      Last Sold Summary

      • 92 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
  • /19

    $2,750 Per Month

    • 2 Beds
    • 2 Baths
    • 1,910 Sq Ft
    • House for Rent

    477 Myers Rd, Shaftsbury, VT 05262

    Charming circa 1910 two-bedroom unfurnished Vermont Farmhouse in the town of Shaftsbury. Located on a town-maintained road, non-smoking, no pet property, with parking limited to two cars. The included appliances are a washer, dryer, refrigerator, and electric stove. All showings will be scheduled for Wednesday and Thursday afternoons only.

    Agent Photo

    Kristin Comeau

    TPW Real Estate

    (802) 520-0672

    477 Myers Rd, Shaftsbury, VT 05262
  • /56

    $885,000

    Sold Jun 15, 2026

    227 Kestrel Ct Unit 12, Manchester, VT 05254

    • 4 Beds
    • 4 Baths
    • 2,924 Sq Ft
    • Built 1986

    Last Sold Summary

    • 5% Above List Price
    • $303/SF
    • 2 Days On Market

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

    227 Kestrel Ct Unit 12, Manchester, VT 05254
    • /15

      Est $157,888

      Not Listed For Sale

      2793 Rupert Rd, Arlington, VT 05250

      • Built 0
      2793 Rupert Rd, Arlington, VT 05250

      Last Sold Summary

      • 50 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
  • /10

    $1,575

    Total Monthly Price

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

    219 Mountain View Rd, Bennington, VT 05201

    Please read instructions below on how to tour or apply. The green "Request To Apply" button will cause a delay in our ability to respond.3br MANUFACTURED HOME available for JUNE 1st MOVE-IN!Unit: M-219Apply To: Mountain View CommunityRent: $1575/moBeds/Baths: 3 beds 1.5 bathsSize: 924 square feetPets: Cat & Dog friendly, all animals must be approved. Pet

    219 Mountain View Rd, Bennington, VT 05201
  • /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 $115,649

    Last Listing Agent Matt Waddington Hoffman Real Estate

    242 North Rd, East Arlington, VT 05252
    • /54

      Est $978,368

      Not Listed For Sale

      13 Windtree Rd, Bondville, VT 05340

      • 4 Beds
      • 3.5 Baths
      • 2,672 Sq Ft
      • Built 1994
      13 Windtree Rd, Bondville, VT 05340

      Last Sold Summary

      • 120 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
  • /26

    $1,300

    Total Monthly Price

    • 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
  • /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 $921,664

    Last Listing Agent Carrie Mathews Winhall Real Estate

    73 Cranberry Hill Rd, Winhall, VT 05340
    • /29

      Est $356,302

      Not Listed For Sale

      297 Mad Tom Rd, East Dorset, VT 05253

      • 3 Beds
      • 2 Baths
      • 1,362 Sq Ft
      • Built 1920
      297 Mad Tom Rd, East Dorset, VT 05253

      Last Sold Summary

      • 46 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
  • /10

    $1,200

    Total Monthly Price

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

    318 School St Unit 318 School, Bennington, VT 05201

    318 School St Unit 318 School, Bennington, VT 05201
  • /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
    • /37

      Not Listed For Sale

      20 Oak Hill School Rd, Pownal, VT 05261

      • 6 Beds
      • 3 Baths
      • 1,912 Sq Ft
      • Built 1963
      20 Oak Hill School Rd, Pownal, VT 05261

      Last Sold Summary

      • 69 Days On Market

  • /17

    $198,900

    • 2 Beds
    • 1 Bath
    • 1,332 Sq Ft

    348 Center St, Pownal, VT 05261

    Tucked into the rolling countryside of Pownal, this one-of-a-kind property offers something increasingly hard to find: space, story, and the freedom to make it your own. Set on 4.15 private acres, Once home to a beloved local dairy bar a second cabin and additional outbuildings, all awaiting the right buyer's vision and craftsmanship. Whether you're dreaming of a restored country residence, a

    Agent Photo

    Sheryl Morehouse

    Bishop West Real Estate, Inc.

    (802) 500-7957

    348 Center St, Pownal, VT 05261
  • /18

    $1,400

    Total Monthly Price

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

    203 - 205 Union St Unit 2 - Rear Downstairs, Bennington, VT 05201

    203 Union St, Downstairs Back ApartmentIncluded with rent: Heat, Lawncare, Hot Water, Water/SewerFreshly painted first floor unit available at 203 Union St for $1,400 per month.This unit offers a clean, freshly painted living space in a convenient location. The apartment is ready for immediate occupancy. There is a large porch area for extra storage.Rent: $1,400

    203 - 205 Union St Unit 2 - Rear Downstairs, Bennington, 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
    • /41

      Not Listed For Sale

      4690 Route 153, Rupert, VT 05776

      • 2 Beds
      • 2 Baths
      • 2,294 Sq Ft
      • Built 1985
      4690 Route 153, Rupert, VT 05776

      Last Sold Summary

      • 52 Days On Market

  • /3

    $199,000

    Under Contract
    • Land
    • 9,147 Sq Ft
    • $947,619 per Acre

    43 Limerick Ln, Arlington, VT 05250

    Rare Find! Oversized 4 bay garage. Centrally located between Manchester and Arlington on a paved dead-end road. This property can only be used as a garage, storage or a workshop. On 0.21 acres this building has plenty of room for all your toys or tools. Perfect for storing fishing gear, canoes, and kayaks. Direct Battenkill River Access just down the path. Surrounded by residences and in an HOA.

    Agent Photo

    Margretta Fischer

    Wohler Realty Group

    (802) 531-3539

    43 Limerick Ln, Arlington, VT 05250
  • /46

    $5,000 Per Month

    • 3 Beds
    • 3.5 Baths
    • 2,300 Sq Ft
    • House for Rent

    15 Nearing Rd, Winhall, VT 05340

    THE ULTIMATE STRATTON MOUNTAIN RETREAT Experience the perfect Vermont winter getaway in this exceptional home ideally located in the highly desirable Forest Farms neighborhood. 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 flexible

    David Powers 42 North LP

    15 Nearing Rd, Winhall, VT 05340
  • /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
    • /22

      Est $279,640

      Not Listed For Sale

      494 Atwood Dr, Pownal, VT 05261

      • 3 Beds
      • 2 Baths
      • 2,048 Sq Ft
      • Built 2006
      494 Atwood Dr, Pownal, VT 05261

      Last Sold Summary

      • 5 Days On Market

  • /14

    $100,000

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

    0 Magee Rd Unit 73504013, 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) 523-2113

    0 Magee Rd Unit 73504013, Stamford, VT 05352
  • /15

    $1,350 Per Month

    • Studio
    • 1 Bath
    • 370 Sq Ft
    • Putnam Winslow– $1,350 – 1 Bathroom Studio, 370 SQ.FT. – UTILITIES INCLUDED, Available 6/8/26

    339 Main St Unit 307, Bennington, VT 05201

    Welcome to Putnam Block, Winslow Studio #307– 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

    339 Main St Unit 307, Bennington, VT 05201
  • /17

    $159,900

    Sold Jun 05, 2026

    432 South St Unit B2, Bennington, VT 05201

    • 2 Beds
    • 1.5 Baths
    • 852 Sq Ft
    • Built 1989

    Last Sold Summary

    • $188/SF
    • 40 Days On Market

    Current Estimated Value $168,882

    Last Listing Agent Max Squiers KW Vermont - Brenda Jones Real Estate Group

    432 South St Unit B2, Bennington, VT 05201
    • /60

      Est $396,546

      Not Listed For Sale

      145 Main St, Pownal, VT 05261

      • 4 Beds
      • 2.5 Baths
      • 2,032 Sq Ft
      • Built 1742
      145 Main St, Pownal, VT 05261

      Last Sold Summary

      • 11 Days On Market

  • /41

    $939,000

    • 5 Beds
    • 6 Baths
    • 3,031 Sq Ft

    3191 Vermont 30, Dorset, VT 05251

    Dorset Village Investor's choice! Village Commercial... Currently Presenting a 5 unit, 3030 SF residence that can not be reproduced locally. This building has been lifted and a full (includes a small crawl) poured concrete foundation installed... dry as can be... clean as any basement can be hoped for! There are a mix of one bedrooms and studios... The configuration can be easily altered to

    Agent Photo

    Laura Beckwith

    Josiah Allen Real Estate, Inc.

    (802) 416-3525

    3191 Vermont 30, Dorset, VT 05251
  • /22

    $25,000 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,111 Sq Ft
    • Townhouse for Rent

    32 Eagle Nest Rd, Manchester Center, VT 05255

    Enjoy your Vermont ski season 26-27 in this sun-filled, immaculate, centrally-located Manchester townhouse! Eagle Nest is on the "ski" side of town, and also just up the hill from the celebrated Italian market Al Ducci's for après ski convenience. This space has three floors, with two living rooms and plenty of room for everyone. Interiors are modern, immaculate and well-curated. Perched just off

    Jamie Luke TPW Real Estate

    32 Eagle Nest Rd, Manchester Center, VT 05255
  • /36

    $435,000

    Sold Mar 24, 2026

    1061 Granger Hollow Rd, North Bennington, VT 05257

    • 3 Beds
    • 2 Baths
    • 2,108 Sq Ft
    • Built 1990

    Last Sold Summary

    • 13% Below List Price
    • $206/SF
    • 215 Days On Market

    Current Estimated Value $442,090

    Last Listing Agent Brooke Thomson Drew Mahar McCarthy Real Estate

    1061 Granger Hollow Rd, North Bennington, VT 05257
    • /43

      Est $1,521,210

      Not Listed For Sale

      164 Landmark Ln, Manchester Center, VT 05255

      • 4 Beds
      • 3.5 Baths
      • 3,990 Sq Ft
      • Built 1810
      164 Landmark Ln, Manchester Center, VT 05255

      Last Sold Summary

      • 397 Days On Market

Showing Results 81 - 120, Page 3 of 18

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