21,172

Bennington County, VT Homes

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  • /44

    $815,000

    • 4 Beds
    • 4.5 Baths
    • 2,980 Sq Ft

    74 Pond View Rd, Winhall, VT 05340

    This spacious and well-maintained 4-bedroom, 4.5-bathroom condo in Stratton’s desirable Intervale community offers nearly 3,000 square feet of comfortable mountain living, just minutes from the Base Lodge with winter shuttle service. Nestled among the trees for added privacy, the home features an open-concept main level with cathedral ceilings, abundant natural light, a wood-burning fireplace,

    Christine Chovan

    74 Pond View Rd, Winhall, VT 05340
  • /51

    $434,000 Sold Feb 27, 2026

    12 Stratton West Rd Unit 12, Winhall, VT 05340

    • 5 Beds
    • 2 Baths
    • 1,888 Sq Ft
    • Built 1968

    Last Sold Summary

    • 1% Below List Price
    • $230/SF
    • 6 Days On Market

    Last Listing Agent Robert Sabol Wohler Realty Group

    12 Stratton West Rd Unit 12, Winhall, VT 05340
    • /18

      Est $217,647 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

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

      Last Sold Price $175,000

      Last Listing Agent Melissa Nebelski Real Broker LLC

  • /34

    $699,000

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

    2744 Danby Mountain Rd, Dorset, VT 05251

    Welcome to your mountain contemporary escape in beautiful, historic Dorset, Vermont. This property offers exceptional value in today’s market. Sellers have relocated out of state, creating a unique opportunity for a new owner. They are motivated to sell and all reasonable offers will be considered. The new wrap around Trex deck offers stunning views of lush gardens and mountain scenery, with easy

    Andie Fusco Four Seasons Sotheby's Int'l Realty

    2744 Danby Mountain Rd, Dorset, VT 05251
  • /28

    $213,200 Sold May 30, 2025

    1004 Main St, Bennington, VT 05201

    • 5 Beds
    • 3 Baths
    • 1,872 Sq Ft
    • Built 1920

    Last Sold Summary

    • 2% Above List Price
    • $114/SF
    • 50 Days On Market

    Current Estimated Value $223,778

    Last Listing Agent Erica Hale Ridgeline Real Estate

    1004 Main St, Bennington, VT 05201
    • /79

      Est $440,578 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

      • 55% Above List Price
      • $77/SF
      • 67 Days On Market

      Last Sold Price $285,000

      Last Listing Agent Colleen Zajac MONARCH REALTY, INC.

  • /20

    $649,000

    • 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
  • /24

    $1,025,000 Sold Oct 10, 2025

    10 Middle Ridge Rd, Winhall, VT 05155

    • 4 Beds
    • 3.5 Baths
    • 2,160 Sq Ft
    • Built 1988

    Last Sold Summary

    • 6% Above List Price
    • $475/SF
    • 5 Days On Market

    Last Listing Agent Christiane Carroccio TPW Real Estate

    10 Middle Ridge Rd, Winhall, VT 05155
    • /12

      Est $350,056 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

      • 3% Above List Price
      • $180/SF
      • 10 Days On Market

      Last Sold Price $341,500

      Last Listing Agent Brooke Thomson Drew Mahar McCarthy Real Estate

  • /52

    $675,000

    • 3 Beds
    • 4 Baths
    • 2,274 Sq Ft

    490 Barnumville Rd, Manchester Center, VT 05255

    490 Barnumville Road is a beautifully sited Manchester, Vermont home offering comfort, convenience, and classic Vermont charm on 1.78 flat, usable acres. Surrounded by peaceful views and just minutes from downtown Manchester, this property combines tranquil living with unbeatable access to everything the area has to offer — from ski and snowboard mountains to hiking trails, shopping, groceries,

    David Shehadi Josiah Allen Real Estate, Inc.

    490 Barnumville Rd, Manchester Center, VT 05255
  • /19

    $141,000 Sold Jun 03, 2025

    432 South St Unit C7, Bennington, VT 05201

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

    Last Sold Summary

    • 4% Below List Price
    • $172/SF
    • 46 Days On Market

    Current Estimated Value $148,680

    Last Listing Agent Abi Gregorio

    432 South St Unit C7, Bennington, VT 05201
    • /35

      Est $251,706 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

      • 6% Above List Price
      • $109/SF
      • 3 Days On Market

      Last Sold Price $237,000

      Last Listing Agent Angela Bevin Maple Leaf Realty

  • /35

    $849,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 2,882 Sq Ft

    2930 Richville Rd, Manchester, VT 05255

    “Whimsey Meadow” located in the heart of Manchester Vermont on 3.3 private acres, is a 1920 renovated home with a detached garage/studio. The property offers complete privacy and has a large open meadow, full of wildflowers, and stunning “surround" views of Mt. Equinox and the Green Mountains. A magical listing in a magical location...just 3 minutes to the Village, The Equinox Resort and Burr and

    Sara Buckley Josiah Allen Real Estate, Inc.

    2930 Richville Rd, Manchester, VT 05255
  • /16

    $54,900 Sold Oct 24, 2025

    255 Vermont 8, Searsburg, VT 05363

    • Land
    • 0.83 Acre
    • $66,145 per Acre

    Last Sold Summary

    • 6 Days On Market

    Last Listing Agent Jacki Murano Southern Vermont Realty Group

    255 Vermont 8, Searsburg, VT 05363
    • /34

      Est $469,558 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

      • 9% Above List Price
      • $226/SF
      • 133 Days On Market

      Last Sold Price $430,000

      Last Listing Agent Erika Floriani Hoffman Real Estate

  • /55

    $975,000

    • 4 Beds
    • 4 Baths
    • 4,184 Sq Ft

    520 Moose Hollow Rd, Winhall, VT 05340

    This custom-built contemporary home was designed with large gatherings of family and friends in mind, offering a spacious layout and plenty of room to relax and entertain. You can’t beat the location - just minutes to Manchester, Bromley, and Stratton, and nestled in the heart of year-round recreation. The private setting has views of Bromley’s trails and is bordered by the National Forest. This

    Karin Hardy Berkshire Hathaway HomeServices Stratton Home

    520 Moose Hollow Rd, Winhall, VT 05340
  • /23

    $125,000 Sold Oct 07, 2025

    5089 Vt Route 7a, Arlington, VT 05250

    • 3 Beds
    • 3 Baths
    • 2,206 Sq Ft
    • Built 1976

    Last Sold Summary

    • 14% Above List Price
    • $57/SF
    • 6 Days On Market

    Current Estimated Value $225,977

    Last Listing Agent Susan Bellville Bellville Realty

    5089 Vt Route 7a, Arlington, VT 05250
    • /39

      Est $573,613 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

      • 12% Above List Price
      • $218/SF
      • 17 Days On Market

      Last Sold Price $510,000

      Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

  • /42

    $650,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,886 Sq Ft

    384 Alden Rd, Arlington, VT 05250

    Are you looking for the perfect home that captures the timeless look and feel of old Vermont—without the wear and tear? This beautifully built retreat offers classic rustic charm with modern construction and comforts throughout.Set against scenic views, this inviting home features cathedral ceilings in the main living area, creating an open and airy atmosphere filled with natural light. The

    Tatsiana Clark Four Seasons Sotheby's Int'l Realty

    384 Alden Rd, Arlington, VT 05250
  • /55

    $1,800,000 Sold Mar 20, 2026

    139 Prospect St, Manchester, VT 05254

    • 3 Beds
    • 2.5 Baths
    • 3,450 Sq Ft
    • Built 1934

    Last Sold Summary

    • 3% Below List Price
    • $522/SF
    • 123 Days On Market

    Current Estimated Value $1,779,215

    Last Listing Agent Cheyanne Pugliese

    139 Prospect St, Manchester, VT 05254
    • /38

      Est $671,901 Not Listed For Sale

      3347 West Rd, Bennington, VT 05201

      • 5 Beds
      • 3 Baths
      • 3,266 Sq Ft
      • Built 1969
      3347 West Rd, Bennington, VT 05201

      Last Sold Summary

      • 10% Above List Price
      • $187/SF
      • 20 Days On Market

      Last Sold Price $610,000

      Last Listing Agent Margretta Fischer Wohler Realty Group

  • /45

    $565,000 Under Contract

    • 3 Beds
    • 1.5 Baths
    • 1,594 Sq Ft

    191 Pleasant Street Extension, East Dorset, VT 05253

    "COME TAKE A PEEK, IT'S JUST ACROSS THE CREEK.....Enjoy an inviting front porch to unwind and breathe in the serene surroundings! Unwind and take in the lovely mountain views, all set on the scenic Tom River in East Dorset! Charming saltbox style (1982 circa), the design is open living spaces with abundant light through out... As an added bonus this property boasts an over sized two car garage

    Sunny Breen Josiah Allen Real Estate, Inc.

    191 Pleasant Street Extension, East Dorset, VT 05253
  • /40

    $595,000 Sold Nov 10, 2025

    4A Ridge, Winhall, VT 05340

    • 3 Beds
    • 3 Baths
    • 1,886 Sq Ft
    • Built 1985

    Last Sold Summary

    • 3% Below List Price
    • $315/SF
    • 31 Days On Market

    Last Listing Agent Christiane Carroccio TPW Real Estate

    4A Ridge, Winhall, VT 05340
    • /38

      Not Listed For Sale

      639 Shippee Rd, Readsboro, VT 05350

      • 2 Beds
      • 1.5 Baths
      • 1,008 Sq Ft
      • Built 2008
      639 Shippee Rd, Readsboro, VT 05350

      Last Sold Summary

      • $412/SF
      • 10 Days On Market

      Last Sold Price $415,000

      Last Listing Agent Monique White Deerfield Valley Real Estate

  • /47

    $625,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,416 Sq Ft

    682 Fox Hill Rd, Bennington, VT 05201

    Soak up the mountain view from a brand new custom built home. Desirable neighborhood with paved town maintained roads. Just outside of Old Bennington and close to SVMC hospital, downtown restaurants and theaters. An easy commute to Bennington College, 22 minute drive to Williamstown, MA or an hour to Albany Int'l Airport. Nestled at the base of Mount Anthony, hikers will appreciate direct access

    Jenifer Prouty Hoffman Hoffman Real Estate

    682 Fox Hill Rd, Bennington, VT 05201
  • /19

    $225,000 Sold Aug 29, 2025

    1801 S Stream Rd, Bennington, VT 05201

    • Land
    • 16.68 Acres
    • $13,489 per Acre

    Last Sold Summary

    • 34 Days On Market

    Last Listing Agent Brooke Thomson Drew Mahar McCarthy Real Estate

    1801 S Stream Rd, Bennington, VT 05201
    • /19

      Est $389,677 Not Listed For Sale

      1 Division Place, Bennington, VT 05201

      • 3 Beds
      • 1 Bath
      • 975 Sq Ft
      • Built 1895
      1 Division Place, Bennington, VT 05201

      Last Sold Summary

      • 212% Above List Price
      • $128/SF
      • 44 Days On Market

      Last Sold Price $125,000

      Last Listing Agent Vicki Wilson Maple Leaf Realty

  • /45

    $650,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 2,575 Sq Ft

    146 Clover Ln, Manchester Center, VT 05255

    Come take a look at this charming Cape-style home set on nearly 4 acres, offering river frontage and beautiful mountain views. Bring your fishing pole or a canoe and head down to the river or relax and enjoy the sunshine on your own private beach as the water flows by.Inside, the home features an open-concept living and dining area, along with a first-floor primary suite for added

    Tatsiana Clark Four Seasons Sotheby's Int'l Realty

    146 Clover Ln, Manchester Center, VT 05255
  • /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
    • /27

      Est $360,610 Not Listed For Sale

      239 Breezy Acres Dr, Vernon, VT 05354

      • 3 Beds
      • 1.5 Baths
      • 1,941 Sq Ft
      • Built 1992
      239 Breezy Acres Dr, Vernon, VT 05354

      Last Sold Summary

      • 3% Above List Price
      • $181/SF
      • 9 Days On Market

      Last Sold Price $351,000

      Last Listing Agent A.J. Bellville Bellville Realty

  • /20

    $524,900

    • 4 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    1180 North Rd, East Arlington, VT 05252

    Have your own slice of quintessential Vermont with this 3 acre property at the base of the Green Mountains. A lush, wooded, private property, you will love this 4 bed, 2.5 bath Sunderland home. The 1st floor is an open floor plan with plenty of natural light with a bonus recreational room/office and half bath. The kitchen has granite counters with an updated faucet and oven hood with a butcher

    Jason Saphire www.HomeZu.com

    1180 North Rd, East Arlington, VT 05252
  • /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 $179,121

    Last Listing Agent Susan Bellville Bellville Realty

    2591 Chapel Rd, Bennington, VT 05201
    • /26

      Est $373,178 Not Listed For Sale

      183 Cross Rd, Manchester Center, VT 05255

      • 2 Beds
      • 1 Bath
      • 864 Sq Ft
      • Built 1980
      183 Cross Rd, Manchester Center, VT 05255

      Last Sold Summary

      • 5% Above List Price
      • $410/SF
      • 98 Days On Market

      Last Sold Price $354,500

      Last Listing Agent Mike England Michael England Real Estate

  • /44

    $585,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    475 Sunrise Ln, Arlington, VT 05250

    Discover your private retreat on Beautiful Sunrise Lane! Welcome to "Pine Hollow". This comfortable and inviting home sits on over 6 acres of serene, peaceful landscape, for those seeking a quiet environment and space! Idyllic setting surrounded by pines with complete solitude at the end of a private rd. Enjoy the comfort of generous rooms filled with natural light, ideal for family living and

    Sunny Breen Josiah Allen Real Estate, Inc.

    475 Sunrise Ln, Arlington, VT 05250
  • /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 $739,119

    Last Listing Agent Jamie Wylie Stratton Real Estate

    3221 Hapgood Pond Rd, Peru, VT 05152
    • /21

      Est $170,004 Not Listed For Sale

      106 Park St Unit 16, Bennington, VT 05201

      • 2 Beds
      • 2 Baths
      • 1,056 Sq Ft
      • Built 1993
      106 Park St Unit 16, Bennington, VT 05201

      Last Sold Summary

      • 10% Above List Price
      • $147/SF
      • 76 Days On Market

      Last Sold Price $155,000

      Last Listing Agent Peggy Winchester ACORN REAL ESTATE GROUP LLC

  • /53

    $649,000

    • 3 Beds
    • 2.5 Baths
    • 2,715 Sq Ft

    58 Mount Anthony Rd, Bennington, VT 05201

    Welcome to one of the most coveted locations in Bennington, Vermont known to locals as the West End. Steeped in history, this remarkable property was built c.1928 with ties to the Colgate Estate located on Mount Anthony. A stones throw away is the original Fillmore Farm, primarily known for its sheep. In 1929, the farm began production of milk and then built its large dairy plant in 1939. It can

    Monique Geannelis Mahar McCarthy Real Estate

    58 Mount Anthony Rd, Bennington, VT 05201
  • /11

    $163,000 Sold Jul 18, 2025

    237 Church St, Pownal, VT 05261

    • 2 Beds
    • 1 Bath
    • 780 Sq Ft
    • Built 1937

    Last Sold Summary

    • 2% Above List Price
    • $209/SF
    • 70 Days On Market

    Current Estimated Value $162,860

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

    237 Church St, Pownal, VT 05261
    • /37

      Est $337,986 Not Listed For Sale

      91 Mcguire St, North Bennington, VT 05257

      • 3 Beds
      • 2 Baths
      • 1,418 Sq Ft
      • Built 1978
      91 Mcguire St, North Bennington, VT 05257

      Last Sold Summary

      • 9% Above List Price
      • $218/SF
      • 5 Days On Market

      Last Sold Price $309,000

      Last Listing Agent Justine Curry Maple Leaf Realty

  • /35

    $695,000 Under Contract

    • 4 Beds
    • 2 Baths
    • 2,715 Sq Ft

    9 Old Route 30, Winhall, VT 05340

    Classic Vermont farmhouse set on over 18 private acres with Bromley Mountain views, offering timeless character, privacy, and mountain views. This four-bedroom, two-bath home features a striking stone fireplace anchoring the main living space, along with a dedicated library and office—ideal for reading, work, or creative pursuits. Outdoor living shines with a spacious patio and stone firepit,

    Carrie Mathews Winhall Real Estate

    9 Old Route 30, Winhall, VT 05340

Showing Results 161 - 200, Page 5 of 18

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