21,175

Bennington County, VT Homes

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    • /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
  • /17

    $140,500 Sold Feb 24, 2026

    432 South St Unit C6, Bennington, VT 05201

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

    Last Sold Summary

    • 9% Below List Price
    • $165/SF
    • 181 Days On Market

    Current Estimated Value $144,944

    Last Listing Agent Angela Bevin Maple Leaf Realty

    432 South St Unit C6, Bennington, VT 05201
    • /30

      Est $395,825 Not Listed For Sale

      94 Lake Dr, North Bennington, VT 05257

      • 3 Beds
      • 1.5 Baths
      • 2,623 Sq Ft
      • Built 1979
      94 Lake Dr, North Bennington, VT 05257

      Last Sold Summary

      • 13% Above List Price
      • $133/SF
      • 24 Days On Market

      Last Sold Price $350,000

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

  • /37

    $525,000

    • 3 Beds
    • 3 Baths
    • 3,182 Sq Ft

    4 Stonehedge Dr, Bennington, VT 05201

    Beautiful 3-bedroom, 3-bath home offering stunning views from a spacious two-tier deck-perfect for relaxing or entertaining. Designed for comfortable main-level living, the home features a generous primary suite and an open, light-filled living room with a dramatic wall of windows that captures the surrounding scenery. Warm and inviting, the home includes two gas fireplaces, gleaming wood floors,

    Kelley Mccarthy Mahar McCarthy Real Estate

    4 Stonehedge Dr, Bennington, VT 05201
  • /50

    $640,000 Sold Dec 22, 2025

    55 Monument Ave, Bennington, VT 05201

    • 3 Beds
    • 2.5 Baths
    • 2,675 Sq Ft
    • Built 1787

    Last Sold Summary

    • 2% Below List Price
    • $239/SF
    • 14 Days On Market

    Current Estimated Value $640,587

    Last Listing Agent Vicki Wilson Maple Leaf Realty

    55 Monument Ave, Bennington, VT 05201
    • /38

      Est $423,630 Not Listed For Sale

      27 Horton Hill Rd, Shaftsbury, VT 05262

      • 3 Beds
      • 2 Baths
      • 2,082 Sq Ft
      • Built 1948
      27 Horton Hill Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 11% Above List Price
      • $183/SF
      • 3 Days On Market

      Last Sold Price $380,000

      Last Listing Agent Vicki Wilson Maple Leaf Realty

  • /13

    $649,900

    • 3 Beds
    • 2 Baths
    • 2,250 Sq Ft

    23 Stonewall Ln, Dorset, VT 05251

    Charming Colonial home set on 1.79 acres in the Vintage Village of Dorset. The home offers two bedrooms and one and three-quarters baths, a large living room, a fireplace, and centrally located kitchen. Property is surrounded on three sides with a beautiful stonewall. A renovated shed adds convenience to storage or ADU. Easy access to downtown Manchester and surrounding ski areas and hiking

    Diana Lynn Harvey Alison McCullough Real Estate

    23 Stonewall Ln, Dorset, VT 05251
  • /6

    $262,500 Sold Sep 30, 2025

    X Mount Aeolus Rd, Manchester, VT 05255

    • Land
    • 8.32 Acres
    • $31,550 per Acre

    Last Sold Summary

    • 33% Below List Price
    • 88 Days On Market

    Last Listing Agent Carol O`Connor Four Seasons Sotheby's Int'l Realty

    X Mount Aeolus Rd, Manchester, VT 05255
    • /37

      Est $372,572 Not Listed For Sale

      181 Dunham Ave, North Bennington, VT 05257

      • 3 Beds
      • 2 Baths
      • 1,120 Sq Ft
      • Built 1955
      181 Dunham Ave, North Bennington, VT 05257

      Last Sold Summary

      • 2% Below List Price
      • $339/SF
      • 12 Days On Market

      Last Sold Price $380,000

      Last Listing Agent Abi Gregorio

  • /13

    $475,000

    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft

    10 Byington Unit F1, Winhall, VT 05340

    The first showings will be at the open house 3/8/26 from 2-4 pm.Welcome to your Vermont mountain retreat in the sought-after Winhall Acres community. This charming 3-bedroom plus loft, 2-bath condominium chalet offers the perfect blend of comfort, convenience, and year-round adventure.The home features a smart and inviting layout designed for both relaxing and entertaining. Three

    Carrie Mathews Winhall Real Estate

    10 Byington Unit F1, Winhall, VT 05340
  • /45

    $46,000 Sold Oct 10, 2025

    109 County St, Bennington, VT 05201

    • 4 Beds
    • 1 Bath
    • 1,146 Sq Ft
    • Built 1900

    Last Sold Summary

    • 42% Below List Price
    • $40/SF
    • 10 Days On Market

    Current Estimated Value $112,200

    Last Listing Agent Justine Curry Maple Leaf Realty

    109 County St, Bennington, VT 05201
    • /40

      Est $472,907 Not Listed For Sale

      287 Hewitt Dr, North Bennington, VT 05257

      • 3 Beds
      • 2 Baths
      • 2,236 Sq Ft
      • Built 1974
      287 Hewitt Dr, North Bennington, VT 05257

      Last Sold Summary

      • 6% Above List Price
      • $199/SF
      • 68 Days On Market

      Last Sold Price $445,000

      Last Listing Agent Angela Bevin Maple Leaf Realty

  • /50

    $750,000

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    57 Pearl Buck Dr Unit 33, Bondville, VT 05340

    WAKE UP TO UNPRECEDENTED MOUNTAIN VIEWS once called Terra Bella with ownership over four decades and now this can be the Winhall/Stratton residence you have been searching for. From the moment you drive in you are captivated with incredible scenery off prestigious Pearl Buck Drive. Offered on 3.5 acres.The main level boasts newly refinished oak floors, two bedrooms, a den or living area with

    Terry Hill Berkshire Hathaway HomeServices Stratton Home

    57 Pearl Buck Dr Unit 33, Bondville, VT 05340
  • /33

    $500,000 Sold Jun 16, 2025

    3160 Vermont Route 7a, Arlington, VT 05250

    • 4 Beds
    • 1.5 Baths
    • 2,360 Sq Ft
    • Built 1952

    Last Sold Summary

    • 5% Below List Price
    • $212/SF
    • 168 Days On Market

    Current Estimated Value $464,623

    Last Listing Agent Lynn Rawson Berkshire Hathaway HomeServices Stratton Home

    3160 Vermont Route 7a, Arlington, VT 05250
    • /29

      Est $502,945 Not Listed For Sale

      9378 Vt Route 9, Bennington, VT 05201

      • 4 Beds
      • 3 Baths
      • 1,752 Sq Ft
      • Built 1985
      9378 Vt Route 9, Bennington, VT 05201

      Last Sold Summary

      • 10% Above List Price
      • $261/SF
      • 6 Days On Market

      Last Sold Price $458,000

      Last Listing Agent Lisa Mirando Deerfield Valley Real Estate

  • /40

    $695,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 2,868 Sq Ft

    134 Monument Ave, Bennington, VT 05201

    Sprawling Cape on the Edge of Historic Old Bennington. Welcome to this beautiful and spacious Cape-style home offering warmth, character, and comfort in a highly desirable location. The inviting main level features a large kitchen, a sun-filled living room with a fireplace, and an expansive family room with a dining area-deal for entertaining or relaxing. A private office and a serene primary

    Kelley Mccarthy Mahar McCarthy Real Estate

    134 Monument Ave, Bennington, VT 05201
  • /4

    $45,000 Sold Oct 06, 2025

    45 Shady Ln, Bennington, VT 05201

    • 4 Beds
    • 1 Bath
    • 1,142 Sq Ft
    • Built 1948

    Last Sold Summary

    • 25% Below List Price
    • $39/SF
    • 7 Days On Market

    Current Estimated Value $124,346

    Last Listing Agent Erika Floriani Hoffman Real Estate

    45 Shady Ln, Bennington, VT 05201
    • /16

      Est $260,178 Not Listed For Sale

      214 Hickory Rd, Bennington, VT 05201

      • 3 Beds
      • 1.5 Baths
      • 1,005 Sq Ft
      • Built 1960
      214 Hickory Rd, Bennington, VT 05201

      Last Sold Summary

      • 4% Above List Price
      • $249/SF
      • 14 Days On Market

      Last Sold Price $250,000

      Last Listing Agent Lori Hurley Four Corner Properties LLC

  • /43

    $540,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 3,196 Sq Ft

    1858 King Hill Rd, Readsboro, VT 05350

    Come see this pristine, newly renovated 3 bedroom, 2 bath home set on 7.58 private acres. The current owner has thoughtfully enhanced the property with numerous upgrades, including fresh exterior paint, an oversized wraparound deck, a poured concrete garage floor, new high efficiency water heater, and wood stove inserts in both the main level and lower level fireplaces. Mini splits provide

    Prema Fitzpatrick Real Broker LLC

    1858 King Hill Rd, Readsboro, VT 05350
  • /43

    $235,000 Sold Dec 08, 2025

    110 S Branch St, Bennington, VT 05201

    • 6 Beds
    • 2 Baths
    • 2,400 Sq Ft
    • Built 1928

    Last Sold Summary

    • 2% Below List Price
    • $98/SF
    • 9 Days On Market

    Current Estimated Value $236,114

    Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

    110 S Branch St, Bennington, VT 05201
    • /47

      Est $415,624 Not Listed For Sale

      201 Erbs Way, Bennington, VT 05201

      • 3 Beds
      • 3.5 Baths
      • 2,686 Sq Ft
      • Built 1974
      201 Erbs Way, Bennington, VT 05201

      Last Sold Summary

      • 7% Above List Price
      • $145/SF
      • 7 Days On Market

      Last Sold Price $389,000

      Last Listing Agent Vicki Wilson Maple Leaf Realty

  • /17

    $65,000

    • Land
    • 2.38 Acres
    • $27,311 per Acre

    0 Sunset Hill Rd Unit B, Pownal, VT 05261

    Motivated sellers welcome you to this gorgeous 2.38+/- acre lot in Pownal, Vermont! Located on a dead end, private road, this lot is nestled on the right hand side when pulling into Sunset Hill Road. Recently flagged for easy access. Mostly level with some vegetation in a quiet neighborhood. Are you dreaming of building your own home or investing in VT real estate? You won’t want to miss this

    Terri Edgerley Edge Realty Vermont

    0 Sunset Hill Rd Unit B, Pownal, VT 05261
  • /42

    $252,000 Sold Jul 25, 2025

    935 Shaftsbury Hollow Rd, North Bennington, VT 05257

    • 2 Beds
    • 1 Bath
    • 1,221 Sq Ft
    • Built 1965

    Last Sold Summary

    • 15% Below List Price
    • $206/SF
    • 41 Days On Market

    Current Estimated Value $246,590

    Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

    935 Shaftsbury Hollow Rd, North Bennington, VT 05257
    • /25

      Est $752,750 Not Listed For Sale

      110 Upper Taylor Hill Rd, Jamaica, VT 05343

      • 5 Beds
      • 3 Baths
      • 1,600 Sq Ft
      • Built 1968
      110 Upper Taylor Hill Rd, Jamaica, VT 05343

      Last Sold Summary

      • 6% Above List Price
      • $445/SF
      • 15 Days On Market

      Last Sold Price $711,500

      Last Listing Agent Helen Nault

  • /16

    $96,906 New Construction

    • 2 Beds
    • 2 Baths
    • 777 Sq Ft

    41 Audrey Ln, Bennington, VT 05201

    Welcome to 41 Audrey Lane, Bennington, VT, where modern comfort meets affordability in Catamount Park! This brand-new Redman NWS F25206-58 model manufactured home offers 2 bedrooms, 2 bathrooms, and 777 sq. ft. (13'4"x58) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features

    Kate Barry EXP Realty

    41 Audrey Ln, Bennington, VT 05201
  • /24

    $42,000 Sold Oct 24, 2025

    26 Asa's Way, Bennington, VT 05257

    • Land
    • 0.48 Acre
    • $87,500 per Acre

    Last Sold Summary

    • 2% Below List Price
    • 55 Days On Market

    Last Listing Agent Angela Bevin Maple Leaf Realty

    26 Asa's Way, Bennington, VT 05257
    • /35

      Not Listed For Sale

      15 Stratton View Rd, Bondville, VT 05340

      • 4 Beds
      • 2 Baths
      • 1,680 Sq Ft
      • Built 1964
      15 Stratton View Rd, Bondville, VT 05340

      Last Sold Summary

      • 5% Below List Price
      • $250/SF
      • 1 Day On Market

      Last Sold Price $420,000

      Last Listing Agent Rachel Febbie EXP Realty

  • /23

    $120,000

    • 2 Beds
    • 1 Bath
    • 880 Sq Ft

    818 Old Depot Rd, Shaftsbury, VT 05262

    Discover quintessential Vermont along this idyllic country road embodying peace and serenity. The property features mature trees and a peaceful, quiet location. Close to Lake Shaftsbury State Park and Lake Paran as well as many hiking trails and ski areas. This would make a perfect weekend getaway, vacation rental, or full-time home. New vinyl siding, a recent metal roof, and newer furnace. Enjoy

    Lisa Friedman Great American Dream Realty

    818 Old Depot Rd, Shaftsbury, VT 05262
  • /46

    $399,000 Sold Jul 28, 2025

    4 Bank St, Bennington, VT 05201

    • 3 Beds
    • 3 Baths
    • 1,728 Sq Ft
    • Built 1930

    Last Sold Summary

    • 6% Below List Price
    • $231/SF
    • 55 Days On Market

    Current Estimated Value $398,636

    Last Listing Agent Margretta Fischer Wohler Realty Group

    4 Bank St, Bennington, VT 05201
    • /11

      Est $559,870 Not Listed For Sale

      1238 North Rd, East Arlington, VT 05252

      • 3 Beds
      • 2.5 Baths
      • 2,640 Sq Ft
      • Built 2003
      1238 North Rd, East Arlington, VT 05252

      Last Sold Summary

      • 19% Below List Price
      • $261/SF
      • 4 Days On Market

      Last Sold Price $690,000

      Last Listing Agent Andrea Kaplan Four Seasons Sotheby's Int'l Realty

  • /31

    $100,000

    • 3 Beds
    • 1 Bath
    • 1,508 Sq Ft

    109 Evergreen Dr, Bennington, VT 05201

    House flippers and rehabbers rejoice: an excellent opportunity to put some sweat equity into this charming WWII-era gem at an accessible price. Last house on the right on a quiet dead-end road in a residential area of Bennington, this property boasts a lovely stream running along the northwest of the parcel, a cozy wood stove within, three bedrooms with more space adjoining, enclosed front porch,

    Zachary Zupan EXP Realty

    109 Evergreen Dr, Bennington, VT 05201
  • /43

    $1,500,000 Sold Jun 02, 2025

    164 Landmark Ln, Manchester Center, VT 05255

    • 4 Beds
    • 3.5 Baths
    • 3,990 Sq Ft
    • Built 1810

    Last Sold Summary

    • 23% Below List Price
    • $376/SF
    • 397 Days On Market

    Current Estimated Value $1,513,853

    Last Listing Agent Donna Murray Varick Associates Ltd

    164 Landmark Ln, Manchester Center, VT 05255
    • /14

      Est $404,246 Not Listed For Sale

      535 Dunlap Farm Rd, Arlington, VT 05250

      • 2 Beds
      • 2 Baths
      • 1,392 Sq Ft
      • Built 1986
      535 Dunlap Farm Rd, Arlington, VT 05250

      Last Sold Summary

      • 7% Above List Price
      • $272/SF
      • 55 Days On Market

      Last Sold Price $379,000

      Last Listing Agent Sean Dillon Real Broker LLC

  • /17

    $159,900

    • 2 Beds
    • 1.5 Baths
    • 852 Sq Ft

    432 South St Unit B2, Bennington, VT 05201

    Updated and ready to go. This 2 bedroom upstairs condo is perfect for those who don't want to rent, would like to build equity and would like low maintenance. A corner unit with great light and being upstairs means no neighbors overhead. 2 bedrooms, 2 bathrooms (one 3/4 and one half bath). With rents in the area rising this is a great option for most!

    Max Squiers KW Vermont - Brenda Jones Real Estate Group

    432 South St Unit B2, Bennington, VT 05201
  • /4

    $225,000 Sold Dec 19, 2025

    00 Margeaux Ln, Stratton, VT 05155

    • Land
    • 1.99 Acres
    • $113,065 per Acre

    Last Sold Summary

    • 189 Days On Market

    Last Listing Agent Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    00 Margeaux Ln, Stratton, VT 05155
    • /40

      Est $112,482 Not Listed For Sale

      51 Chiselville Rd, Arlington, VT 05250

      • 2 Beds
      • 2 Baths
      • 540 Sq Ft
      • Built 1820
      51 Chiselville Rd, Arlington, VT 05250

      Last Sold Summary

      • 25% Above List Price
      • $167/SF
      • 6 Days On Market

      Last Sold Price $90,000

      Last Listing Agent Nicholas Charest Maple Leaf Realty

  • /59

    $2,800,000

    • 3 Beds
    • 3.5 Baths
    • 3,938 Sq Ft

    23 Valley View Rd, Winhall, VT 05340

    Set at the end of a long, private driveway, this remarkable property unveils dramatic panoramic vistas that stretch nearly 40 miles. Offering a rare sense of seclusion & grandeur, the home is an ideal retreat where nature, privacy, and beauty converge.Designed w/a modern aesthetic,an expansive open-concept layout, the main floor features a stunning stone fireplace , enhanced by soaring ceilings

    Kim Morgan-Wohler Wohler Realty Group

    23 Valley View Rd, Winhall, VT 05340
  • /33

    $875,000 Sold May 30, 2025

    401 South Hill, Manchester, VT 05255

    • 3 Beds
    • 2.5 Baths
    • 4,046 Sq Ft
    • Built 2005

    Last Sold Summary

    • 3% Above List Price
    • $216/SF
    • 15 Days On Market

    Last Listing Agent Andrea Kaplan Four Seasons Sotheby's Int'l Realty

    401 South Hill, Manchester, VT 05255
    • /18

      Est $499,860 Not Listed For Sale

      55 Wildflower Ln, Arlington, VT 05250

      • 3 Beds
      • 2.5 Baths
      • 2,514 Sq Ft
      • Built 1997
      55 Wildflower Ln, Arlington, VT 05250

      Last Sold Summary

      • 9% Below List Price
      • $219/SF
      • 46 Days On Market

      Last Sold Price $550,000

      Last Listing Agent Sean Dillon Real Broker LLC

Showing Results 201 - 240, Page 6 of 18

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