21,175

Bennington County, VT Homes

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    • /29

      Est $1,155,451 Not Listed For Sale

      667 Canterbury Rd, Manchester Center, VT 05255

      • 5 Beds
      • 5 Baths
      • 4,016 Sq Ft
      • Built 1990
      667 Canterbury Rd, Manchester Center, VT 05255

      Last Sold Summary

      • 54% Above List Price
      • $187/SF
      • 42 Days On Market

      Last Sold Price $750,000

      Last Listing Agent Andy Reed Four Seasons Sotheby's Int'l Realty

  • /12

    $865,000

    • 12 Beds
    • 8 Baths
    • 5,568 Sq Ft

    1931 Vermont Route 67 E, Shaftsbury, VT 05262

    Rare investment opportunity in one of the area’s most desirable neighborhoods! This unique offering includes two historic buildings set on a spacious 1-acre lot, featuring a total of 8 well-maintained units—comprised of (4) two-bedroom apartments and (4) one-bedroom apartments. Each building offers shared covered front porches, perfect for enjoying the charm of this pleasant street setting. The

    Julie Glover Mahar McCarthy Real Estate

    1931 Vermont Route 67 E, Shaftsbury, VT 05262
  • /39

    $825,000 Sold Jul 11, 2025

    2844 Main St, Manchester, VT 05254

    • 4 Beds
    • 3.5 Baths
    • 3,002 Sq Ft
    • Built 1958

    Last Sold Summary

    • 6% Below List Price
    • $275/SF
    • 63 Days On Market

    Current Estimated Value $824,715

    Last Listing Agent David Halligan Four Seasons Sotheby's Int'l Realty

    2844 Main St, Manchester, VT 05254
    • /31

      Est $619,136 Not Listed For Sale

      350 Carlen St, Manchester Center, VT 05255

      • 3 Beds
      • 2.5 Baths
      • 2,177 Sq Ft
      • Built 1988
      350 Carlen St, Manchester Center, VT 05255

      Last Sold Summary

      • 15% Above List Price
      • $248/SF
      • 170 Days On Market

      Last Sold Price $539,000

      Last Listing Agent Tatsiana Clark Four Seasons Sotheby's Int'l Realty

  • /39

    $349,000

    • 4 Beds
    • 2 Baths
    • 1,814 Sq Ft

    1153 King Hill Rd, Readsboro, VT 05350

    This recently updated 1920s Vermont farmhouse features 4 bedrooms, 2 full bathrooms, and a versatile loft space on just over 8 acres! Large, updated windows showcase mountain views and allow natural light to fill every room, highlighting the home's charming original details alongside modern updates. The first floor has two bedrooms, both full bathrooms, first floor laundry, as well as TWO

    Casey Scott Southern Vermont Realty Group

    1153 King Hill Rd, Readsboro, VT 05350
  • /35

    $662,500 Sold Apr 29, 2025

    139 Franklin Ave, Manchestr Ctr, VT 05255

    • 4 Beds
    • 3 Baths
    • 3,222 Sq Ft
    • Built 1910

    Last Sold Summary

    • 22% Below List Price
    • $206/SF
    • 210 Days On Market

    Last Listing Agent Peter Pierce EXP Realty

    139 Franklin Ave, Manchestr Ctr, VT 05255
    • /40

      Est $698,363 Not Listed For Sale

      190 Meadow Ridge Rd, Manchester Center, VT 05255

      • 3 Beds
      • 2.5 Baths
      • 2,564 Sq Ft
      • Built 1985
      190 Meadow Ridge Rd, Manchester Center, VT 05255

      Last Sold Summary

      • 27% Above List Price
      • $215/SF
      • 59 Days On Market

      Last Sold Price $550,000

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

  • /8

    $35,000

    • Land
    • 1 Acre
    • $35,000 per Acre

    0 Barber Pond Rd, Pownal, VT 05261

    Tucked into the scenic rural landscape of Pownal, Vermont, this approximate one-acre parcel of raw land offers a blend of natural privacy and water frontage on Barber Pond. Ideal for recreational use or future development, subject to local zoning and permitting. Enjoy the charm of the southern Vermont countryside while remaining within easy reach of nearby towns and outdoor amenities. Known for

    Vicki Wilson Maple Leaf Realty

    0 Barber Pond Rd, Pownal, VT 05261
  • /2

    $205,000 Sold Sep 15, 2025

    24 Stratton Rd W, Winhall, VT 05340

    • 2 Beds
    • 1 Bath
    • 665 Sq Ft
    • Built 1970

    Last Sold Summary

    • $308/SF
    • 0 Days On Market

    Current Estimated Value $209,196

    Last Listing Agent Cheyanne Pugliese

    24 Stratton Rd W, Winhall, VT 05340
    • /26

      Est $724,959 Not Listed For Sale

      373 Hillcrest Rd, Manchester Center, VT 05255

      • 3 Beds
      • 2.5 Baths
      • 2,124 Sq Ft
      • Built 1986
      373 Hillcrest Rd, Manchester Center, VT 05255

      Last Sold Summary

      • 9% Below List Price
      • $377/SF
      • 4 Days On Market

      Last Sold Price $800,000

      Last Listing Agent Lynn Rawson Berkshire Hathaway HomeServices Stratton Home

  • /21

    $449,000

    • 4 Beds
    • 2 Baths
    • 1,680 Sq Ft

    367 Shady Pines, Arlington, VT 05250

    Vermont charm blends with modern comfort in this private, updated, 4-bedroom, 2-bathroom chalet with more than 1,600 square feet of living space on 1.2 acres in Sunderland, Vt. Its classic chalet design with soaring windows fill the space with natural light and showcase the surrounding landscape.The first floor includes three bedrooms, a full bathroom, and a versatile bonus space ideal for an

    Kim Meeker Southern Vermont Realty Group

    367 Shady Pines, Arlington, VT 05250
  • /47

    $918,000 Sold Apr 07, 2026

    255 Hemlock Ridge Rd, Manchester Center, VT 05255

    • 3 Beds
    • 3 Baths
    • 4,000 Sq Ft
    • Built 1996

    Last Sold Summary

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

    Current Estimated Value $890,484

    Last Listing Agent Katherine Zilkha Four Seasons Sotheby's Int'l Realty

    255 Hemlock Ridge Rd, Manchester Center, VT 05255
    • /32

      Est $595,321 Not Listed For Sale

      251 Hillcrest Rd, Manchester Center, VT 05255

      • 3 Beds
      • 3.5 Baths
      • 2,084 Sq Ft
      • Built 1986
      251 Hillcrest Rd, Manchester Center, VT 05255

      Last Sold Summary

      • 13% Above List Price
      • $253/SF
      • 18 Days On Market

      Last Sold Price $526,500

      Last Listing Agent Katherine Zilkha Four Seasons Sotheby's Int'l Realty

  • /17

    $595,000

    • 3 Beds
    • 2.5 Baths
    • 1,368 Sq Ft

    21 Jameson Flats Unit Duplex Unit B, Manchester, VT 05255

    THE PROGRAM: Purchase Price Assistance/ Mortgage Payment Reduction:Eligibility Requirements: * Vermont Residency or Residency at time of Purchase * First Time Vermont Homebuyer * Household Income at or Below $178,735* * Qualify for a Bank Mortgage * 10% Down Payment The developer will offer Gifted Equity and Paid Points at closing that will reduce the purchase price of the real estate and

    Britt Wohler

    21 Jameson Flats Unit Duplex Unit B, Manchester, VT 05255
  • /54

    $80,000 Sold Dec 09, 2025

    889 Overlea Rd, Bennington, VT 05201

    • 3 Beds
    • 2 Baths
    • 924 Sq Ft
    • Built 1976

    Last Sold Summary

    • 5% Below List Price
    • $87/SF
    • 4 Days On Market

    Last Listing Agent Catherine Cairns Maple Leaf Realty

    889 Overlea Rd, Bennington, VT 05201
    • /36

      Est $609,038 Not Listed For Sale

      64 Mears Ln, Manchester Center, VT 05255

      • 3 Beds
      • 2 Baths
      • 1,332 Sq Ft
      • Built 1988
      64 Mears Ln, Manchester Center, VT 05255

      Last Sold Summary

      • 16% Above List Price
      • $394/SF
      • 5 Days On Market

      Last Sold Price $525,000

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

  • /39

    $895,000 Under Contract

    • 4 Beds
    • 4 Baths
    • 2,673 Sq Ft

    F2 Cobble Ridge Rd Unit F2, Winhall, VT 05340

    Own your piece of Piper Ridge, a prestigious condo complex, in Stratton, Vermont. This 4-bedroom, 4-bathroom townhome received significant improvements over the past two years, making it move-in ready for maximum relaxation in the mountains. This spacious open floor plan has been upgraded with new hardwood flooring on the first and second floors and kitchen renovations with new countertops and

    Mike England Michael England Real Estate

    F2 Cobble Ridge Rd Unit F2, Winhall, VT 05340
  • /53

    $775,000 Sold Aug 13, 2025

    E12 Rock Ridge Rd, Winhall, VT 05155

    • 3 Beds
    • 3 Baths
    • 1,842 Sq Ft
    • Built 1986

    Last Sold Summary

    • 3% Below List Price
    • $421/SF
    • 7 Days On Market

    Last Listing Agent Cheyanne Pugliese

    E12 Rock Ridge Rd, Winhall, VT 05155
    • /26

      Est $577,064 Not Listed For Sale

      84 Green Mountain Rd, Manchester Center, VT 05255

      • 3 Beds
      • 2.5 Baths
      • 2,182 Sq Ft
      • Built 1992
      84 Green Mountain Rd, Manchester Center, VT 05255

      Last Sold Summary

      • 14% Above List Price
      • $231/SF
      • 15 Days On Market

      Last Sold Price $505,000

      Last Listing Agent David Halligan Four Seasons Sotheby's Int'l Realty

  • /31

    $235,000

    • 2 Beds
    • 1 Bath
    • 784 Sq Ft

    67 Bourn Brook Rd Unit 53, Manchester Center, VT 05255

    Ideally located in the heart of Manchester Vermont, this 2 Bedroom, 1 Bath townhouse is just minutes from Shopping, Dining, Schools, the Town Recreation area which features Walking Paths, Community Pool, Tennis, Pickle Ball, Basketball, and Athletic Fields. On the main level is a very comfortable living area, dining space, and the kitchen, all with hardwood floors. The kitchen has updated

    Robert Sabol Wohler Realty Group

    67 Bourn Brook Rd Unit 53, Manchester Center, VT 05255
  • /49

    $1,865,000 Sold Dec 08, 2025

    380 Partridge Hill Unit 22, Manchester, VT 05254

    • 3 Beds
    • 4.5 Baths
    • 3,874 Sq Ft
    • Built 2008

    Last Sold Summary

    • 1% Below List Price
    • $481/SF
    • 5 Days On Market

    Last Listing Agent Christiane Carroccio TPW Real Estate

    380 Partridge Hill Unit 22, Manchester, VT 05254
    • /23

      Est $538,034 Not Listed For Sale

      70 Hillcrest Rd, Manchester Center, VT 05255

      • 4 Beds
      • 2 Baths
      • 1,664 Sq Ft
      • Built 1978
      70 Hillcrest Rd, Manchester Center, VT 05255

      Last Sold Summary

      • 26% Above List Price
      • $257/SF
      • 4 Days On Market

      Last Sold Price $427,500

      Last Listing Agent Charles Mauro Josiah Allen Real Estate, Inc.

  • /40

    $179,000

    • Land
    • 0.2 Acre
    • $895,000 per Acre

    10 Partridge Hill, Manchester, VT 05255

    One of the last remaining lots in the exceptional Partridge Hill Association. This beautiful lot is situated to capture wonderful views and abbuts common land and a huge undeveloped land parcel on it's boundaries- offering a private outdoor space. The building envelope benefits from the ability to approach the parcel through the adjacent common land. Underground power and cable at the lot.

    Kim Morgan-Wohler Wohler Realty Group

    10 Partridge Hill, Manchester, VT 05255
  • /43

    $180,367 Sold Nov 06, 2025

    634 Wiley Mountain Dr, Readsboro, VT 05350

    • 1 Bed
    • 400 Sq Ft
    • Built 1986

    Last Sold Summary

    • 3% Below List Price
    • $451/SF
    • 40 Days On Market

    Current Estimated Value $178,372

    Last Listing Agent Cyd Scott Cohn & Company

    634 Wiley Mountain Dr, Readsboro, VT 05350
    • /35

      Est $776,576 Not Listed For Sale

      2529 Main St, Manchester Center, VT 05255

      • 4 Beds
      • 2 Baths
      • 2,520 Sq Ft
      • Built 1780
      2529 Main St, Manchester Center, VT 05255

      Last Sold Summary

      • 6% Above List Price
      • $290/SF
      • 9 Days On Market

      Last Sold Price $731,000

      Last Listing Agent David Halligan Four Seasons Sotheby's Int'l Realty

  • /21

    $235,000 Under Contract

    • 4 Beds
    • 2 Baths
    • 1,652 Sq Ft

    209 Grove St Unit 11, Bennington, VT 05201

    A must see, well-kept 2-unit property offering flexibility for owner-occupants or investors. The main-level unit features 3 bedrooms, a full bath, a spacious eat-in kitchen with new cabinets, and a laundry room with washer and dryer. The upstairs unit offers 1 bedroom, a full bath, eat-in kitchen, and a cozy living room with hardwood floors. Exterior features include a nice, level backyard, 2

    Julie Glover Mahar McCarthy Real Estate

    209 Grove St Unit 11, Bennington, VT 05201
  • /60

    $285,000 Sold Feb 18, 2026

    150 Fillmore St, Bennington, VT 05201

    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft
    • Built 2000

    Last Sold Summary

    • 4% Above List Price
    • $203/SF
    • 54 Days On Market

    Last Listing Agent Justine Curry Maple Leaf Realty

    150 Fillmore St, Bennington, VT 05201
    • /41

      Est $586,612 Not Listed For Sale

      1565 E Manchester Rd, Manchester Center, VT 05255

      • 3 Beds
      • 2 Baths
      • 2,088 Sq Ft
      • Built 1967
      1565 E Manchester Rd, Manchester Center, VT 05255

      Last Sold Summary

      • 9% Above List Price
      • $259/SF
      • 5 Days On Market

      Last Sold Price $540,000

      Last Listing Agent Jessica Citera Cummings & Co

  • /34

    $450,000

    • 3 Beds
    • 2.5 Baths
    • 2,343 Sq Ft

    760 W Mountain Rd, Shaftsbury, VT 05262

    Tucked away in a private setting in Shaftsbury, this inviting home sits on 2.12 acres, offering both tranquility and convenience-just a short drive to both Manchester and Bennington. With 2,350 square feet of living space, the home features 3 bedrooms and 2.5 baths, thoughtfully designed for comfort and functionality. Many upgrades were completed in 2006, enhancing both efficiency and livability.

    Kelley Mccarthy Mahar McCarthy Real Estate

    760 W Mountain Rd, Shaftsbury, VT 05262
  • /30

    $80,000 Sold Aug 13, 2025

    00 Vermont 346, Pownal, VT 05260

    • Land
    • 9.8 Acres
    • $8,163 per Acre

    Last Sold Summary

    • 16% Below List Price
    • 69 Days On Market

    Last Listing Agent Betsy Adamovich Real Broker LLC

    00 Vermont 346, Pownal, VT 05260
    • /11

      Est $603,606 Not Listed For Sale

      470 Johnnycake St, Manchester Center, VT 05255

      • 3 Beds
      • 2 Baths
      • 1,576 Sq Ft
      • Built 1950
      470 Johnnycake St, Manchester Center, VT 05255

      Last Sold Summary

      • 8% Above List Price
      • $354/SF
      • 41 Days On Market

      Last Sold Price $557,500

      Last Listing Agent Katherine Zilkha Four Seasons Sotheby's Int'l Realty

  • /51

    $399,000

    • 3 Beds
    • 2 Baths
    • 1,816 Sq Ft

    281 Old County Ln, Readsboro, VT 05350

    Nestled on more than two acres of beautifully maintained countryside and mature forest, this renovated 1892 farmhouse blends New England charm with peaceful seclusion and easy access to local attractions. Just 15 minutes from Mass MoCA, 25 minutes from Mount Snow, and close to hiking and ATV trails, it’s perfect for outdoor enthusiasts. Inside, you’ll find a warm and thoughtfully updated home

    Melissa Nebelski Real Broker LLC

    281 Old County Ln, Readsboro, VT 05350
  • /2

    $400,000 Sold Mar 09, 2026

    97 N Branch Rd, Winhall, VT 05155

    • Land
    • 1.18 Acres
    • $338,983 per Acre

    Last Sold Summary

    • 11% Below List Price
    • 29 Days On Market

    Last Listing Agent John Sikes Stratton Real Estate

    97 N Branch Rd, Winhall, VT 05155
    • /40

      Not Listed For Sale

      658 Finbars Forest Rd, Manchester Center, VT 05255

      • 5 Beds
      • 4 Baths
      • 2,602 Sq Ft
      • Built 1989
      658 Finbars Forest Rd, Manchester Center, VT 05255

      Last Sold Summary

      • $250/SF
      • 5 Days On Market

      Last Sold Price $650,000

      Last Listing Agent Lindsey Pinder Josiah Allen Real Estate, Inc.

  • /16

    $205,000

    • 1 Bed
    • 1 Bath
    • 784 Sq Ft

    40 Bourn Brook Rd Unit 50, Manchester, VT 05255

    Modern In-Town Living and Fully Renovated Bourn Brook Condo. Experience the best of Manchester Center in this meticulously renovated end-unit at Bourn Brook. Whether you are looking for an affordable primary residence or a sleek "lock-and-leave" weekend getaway, this condo delivers modern style in a prime, walkable location.Interior HighlightsNo detail was spared in this top-to-bottom

    Robin Apps Four Seasons Sotheby's Int'l Realty

    40 Bourn Brook Rd Unit 50, Manchester, VT 05255
  • /56

    $405,000 Sold Dec 17, 2025

    130 Clark Rd, Pawlet, VT 05761

    • 4 Beds
    • 2 Baths
    • 2,120 Sq Ft
    • Built 1790

    Last Sold Summary

    • 3% Above List Price
    • $191/SF
    • 8 Days On Market

    Current Estimated Value $391,989

    Last Listing Agent Scott McChesney McChesney RE, Inc.

    130 Clark Rd, Pawlet, VT 05761
    • /32

      Est $956,781 Not Listed For Sale

      1145 Powderhorn Rd, Manchester Center, VT 05255

      • 4 Beds
      • 3.5 Baths
      • 3,728 Sq Ft
      • Built 1983
      1145 Powderhorn Rd, Manchester Center, VT 05255

      Last Sold Summary

      • 19% Above List Price
      • $216/SF
      • 109 Days On Market

      Last Sold Price $806,250

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

  • /17

    $160,000

    • Land
    • 2.9 Acres
    • $55,172 per Acre

    Lot 21 Sunderland Hill Rd, West Arlingtn, VT 05250

    This scenic undeveloped lot in Sunderland, Vermont, offers an exceptional opportunity to build in a peaceful yet convenient location. Set along a picturesque bike route, the property features level terrain that makes it ideal for easy construction and design flexibility. The land is already cleared, opening up the possibility for lovely mountain views and allowing you to envision your home

    Andy Reed Four Seasons Sotheby's Int'l Realty

    Lot 21 Sunderland Hill Rd, West Arlingtn, VT 05250
  • /44

    $340,000 Sold Jan 23, 2026

    989 Carpenter Hill Rd, Bennington, VT 05201

    • 3 Beds
    • 1 Bath
    • 1,660 Sq Ft
    • Built 1986

    Last Sold Summary

    • 7% Below List Price
    • $205/SF
    • 85 Days On Market

    Current Estimated Value $326,902

    Last Listing Agent Angela Bevin Maple Leaf Realty

    989 Carpenter Hill Rd, Bennington, VT 05201
    • /31

      Est $517,069 Not Listed For Sale

      109 Hillcrest Rd, Manchester Center, VT 05255

      • 2 Beds
      • 1 Bath
      • 960 Sq Ft
      • Built 1969
      109 Hillcrest Rd, Manchester Center, VT 05255

      Last Sold Summary

      • 8% Above List Price
      • $500/SF
      • 10 Days On Market

      Last Sold Price $480,000

      Last Listing Agent David Halligan Four Seasons Sotheby's Int'l Realty

Showing Results 561 - 600, Page 15 of 18

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