Bennington County, VT Homes

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  /16

  $449,000

  $66K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,848 Sq Ft

  14 Vaughn Farm Rd Unit 1, Manchester Center, VT 05255

  Breathtaking views of Mount Equinox await from the privacy of this three-bedroom, 2.5-bath end unit condominium, ideally located just minutes from town and the ski mountains. The top floor features a bright loft filled with natural light and a convenient half bath. The spacious living room opens to a private deck with stunning mountain views and includes a cozy wood-burning fireplace.The

  Northshire Sales Group Real Broker LLC

  14 Vaughn Farm Rd Unit 1, Manchester Center, VT 05255
• 

  

  

  /59

  $3,200,000

  Sold Jun 08, 2026

  220 Camptown Rd, Manchester Center, VT 05255

  • 5 Beds
  • 4.5 Baths
  • 5,905 Sq Ft
  • Built 1988

  Last Sold Summary

  • 8% Below List Price
  • $542/SF
  • 24 Days On Market

  Current Estimated Value $3,284,626

  Last Listing Agent Christiane Carroccio TPW Real Estate

  220 Camptown Rd, Manchester Center, VT 05255
• 

  

  

  /40

  Est $920,079

  Not Listed For Sale

  201 Hemlock Ridge Rd, Manchester Center, VT 05255

  • 4 Beds
  • 4.5 Baths
  • 2,814 Sq Ft
  • Built 1998

  201 Hemlock Ridge Rd, Manchester Center, VT 05255

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Laura Beckwith Josiah Allen Real Estate, Inc.
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  /38

  $549,000

  $36K PRICE DROP Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,786 Sq Ft

  14A Marisa Ln, Dorset, VT 05251

  Welcome to your next chapter in the charming heart of Vermont, where easy living meets thoughtful design in this beautifully crafted one-level duplex townhouse. If you've been dreaming of a home that eliminates stairs from your daily routine while still delivering style and substance, your search ends here.Step inside and discover an open floor plan that feels both spacious and inviting

  Julie Citron RE/MAX Four Seasons

  14A Marisa Ln, Dorset, VT 05251
• 

  

  

  /26

  $290,000

  Sold Mar 26, 2026

  235 Elm St Unit 3, Bennington, VT 05201

  • 6 Beds
  • 3 Baths
  • 2,640 Sq Ft
  • Built 1880

  Last Sold Summary

  • 2% Below List Price
  • $110/SF
  • 8 Days On Market

  Current Estimated Value $306,722

  Last Listing Agent Erica Hale Ridgeline Real Estate

  235 Elm St Unit 3, Bennington, VT 05201
• 

  

  /38

  Est $637,491

  Not Listed For Sale

  72 Two Cow Ln, Manchester Center, VT 05255

  • 3 Beds
  • 2 Baths
  • 1,987 Sq Ft
  • Built 1993

  72 Two Cow Ln, Manchester Center, VT 05255

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Sunny Breen Josiah Allen Real Estate, Inc.
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  /60

  $1,600,000

  • 5 Beds
  • 4.5 Baths
  • 4,243 Sq Ft

  397 Fern Hill, Dorset, VT 05251

  Take a drive up Nichols Hill Road to Fern Hill and head to the very top of the long bending driveway to find a serene, picturesque artist’s retreat 3 minutes from historic Dorset Village. Refreshingly private, quiet and secluded, drenched in natural light. With broad mountain vistas of Mother Myrick and Merck Forest, the top of the property backs gently into a beautiful private forest. The entire

  Laura Beckwith Josiah Allen Real Estate, Inc.

  397 Fern Hill, Dorset, VT 05251
• 

  

  /18

  $286,000

  Sold Jun 12, 2026

  124 Albe Dr, Bennington, VT 05201

  • 2 Beds
  • 1 Bath
  • 1,104 Sq Ft
  • Built 2000

  Last Sold Summary

  • 4% Above List Price
  • $259/SF
  • 3 Days On Market

  Current Estimated Value $278,876

  Last Listing Agent Brooke Thomson Drew Mahar McCarthy Real Estate

  124 Albe Dr, Bennington, VT 05201
• 

  

  /40

  Est $1,647,610

  Not Listed For Sale

  430 Riverbend Dr, Manchester Center, VT 05255

  • 4 Beds
  • 4.5 Baths
  • 4,891 Sq Ft
  • Built 1997

  430 Riverbend Dr, Manchester Center, VT 05255

  Last Sold Summary

  • 278 Days On Market

  Last Listing Agent Laura Beckwith Josiah Allen Real Estate, Inc.
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  /41

  $1,425,000

  $100K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,931 Sq Ft

  932 Mcnamara Rd, Dorset, VT 05251

  It's SUMMER in Dorset and Manchester Vermont and this home screams opportunity ! NEW ROOF and exterior maintenance all updated for new owner!Situated in a most beautiful 5.4 acre setting of mature trees, landscaping and privacy, tucked away at the end of a gently curved, tree-lined drive. Located just over the Manchester Dorset town line, where Three Maple Drive becomes MacNamara, you'll

  Britt Wohler

  932 Mcnamara Rd, Dorset, VT 05251
• 

  

  /4

  $35,000

  Sold Jan 20, 2026

  0 Oberhugel Rd Unit 5059139, Stamford, VT 05352

  • Land
  • 2 Acres
  • $17,500 per Acre

  Last Sold Summary

  • 11% Below List Price
  • 106 Days On Market

  Last Listing Agent Duncan Honig Maple Leaf Real Estate

  0 Oberhugel Rd Unit 5059139, Stamford, VT 05352
• 

  

  /29

  Est $1,230,661

  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

  • 42 Days On Market

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

  

  /32

  $229,900

  $10K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 2,104 Sq Ft

  1955 Vt Route 100, Readsboro, VT 05350

  Open House: Saturday, August 15th from 10 am to 12 pm. Welcome to 1955 Vermont Route 100, a character-filled 1870 farmhouse offering 4 bedrooms, 2 bathrooms, and 2,104 square feet of finished living space on a half-acre country lot in Readsboro. Abutting Vermont National Forest and close to VASA and Vast Trails. Inside, warm wood details and inviting living spaces create a classic Vermont feel.

  Colt Hazell Flex Realty

  1955 Vt Route 100, Readsboro, VT 05350
• 

  

  /60

  $1,300,000

  Sold Dec 10, 2025

  694 Sykes Hollow Rd, Rupert, VT 05776

  • 3 Beds
  • 2.5 Baths
  • 2,259 Sq Ft
  • Built 1789

  Last Sold Summary

  • 2% Above List Price
  • $575/SF
  • 15 Days On Market

  Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

  694 Sykes Hollow Rd, Rupert, VT 05776
• 

  

  /31

  Est $640,269

  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

  • 170 Days On Market

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

  

  /45

  $325,000

  • 2 Beds
  • 1 Bath
  • 976 Sq Ft

  3149 W Hill Dr, Readsboro, VT 05350

  VERMONT! Located close to 1,000's of acres of Green Mountain National Forest! A little piece of Vermont just waiting to be discovered! Tucked into nearly 13 surveyed acres of woods, this charming 1970s ranch offers the peace, privacy & simplicity so many look for. A stone wall outlines the parking area, with stone steps leading up & into the front screened in porch that overlooks the yard &

  Colleen Zajac MONARCH REALTY, INC.

  3149 W Hill Dr, Readsboro, VT 05350
• 

  

  /55

  $800,000

  Sold Nov 17, 2025

  879 River Rd, Manchester, VT 05255

  • 3 Beds
  • 3.5 Baths
  • 2,340 Sq Ft
  • Built 1900

  Last Sold Summary

  • 6% Below List Price
  • $342/SF
  • 34 Days On Market

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

  879 River Rd, Manchester, VT 05255
• 

  

  /40

  Est $717,969

  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

  • 59 Days On Market

  Last Listing Agent Laura Beckwith Josiah Allen Real Estate, Inc.
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  /6

  $145,000

  Under Contract

  • Land
  • 3 Acres
  • $48,333 per Acre

  530 Finbars Forest Rd, Manchester Center, VT 05255

  This building lot borders the Manchester Country Club and, with tree clearing, would offer amazing views of the golf course and the Manchester mountains. The location provides easy access to town and everything the area has to offer. This private wooded lot is just minutes away from local highlights, including golf, skiing, hiking, and shopping. Septic permit and design available.

  Tatsiana Clark Four Seasons Sotheby's Int'l Realty

  530 Finbars Forest Rd, Manchester Center, VT 05255
• 

  

  /15

  $640,000

  Sold Feb 26, 2026

  105 Elm St, Manchester, VT 05255

  • 5 Beds
  • 4 Baths
  • 3,732 Sq Ft
  • Built 1850

  Last Sold Summary

  • $171/SF
  • 2 Days On Market

  Last Listing Agent David Citron RE/MAX Four Seasons

  105 Elm St, Manchester, VT 05255
• 

  

  /26

  Est $743,640

  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

  • 4 Days On Market

  Last Listing Agent Lynn Rawson Berkshire Hathaway HomeServices Stratton Home
• 

  

  /38

  $415,000

  Under Contract

  • 3 Beds
  • 1 Bath
  • 1,716 Sq Ft

  90 Lawrence Ln, Arlington, VT 05250

  First Time on the MarketOriginal Owner!Built and lovingly maintained by its original owners, this charming ranch-style home offers privacy, space, and plenty of possibilities on 8.40 acres surrounded by natural beauty and mature landscape.Tucked away at the end of a small, private road, the property feels wonderfully secluded while remaining conveniently accessible. The main

  Tatsiana Clark Four Seasons Sotheby's Int'l Realty

  90 Lawrence Ln, Arlington, VT 05250
• 

  

  /33

  $685,000

  Sold Apr 16, 2026

  158 Upland Downs Rd, Manchester Center, VT 05255

  • 3 Beds
  • 2 Baths
  • 1,743 Sq Ft
  • Built 1983

  Last Sold Summary

  • 16% Below List Price
  • $393/SF
  • 147 Days On Market

  Current Estimated Value $728,029

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

  158 Upland Downs Rd, Manchester Center, VT 05255
• 

  

  /32

  Est $613,936

  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

  • 18 Days On Market

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

  

  /16

  $395,000

  Pending

  • 4,646 Sq Ft

  307 North St, Bennington, VT 05201

  Exceptional mixed-use opportunity in Bennington’s MU-2 District offering flexibility for investors, owner-occupants, or live/work configurations. Sale includes both 307 North Street and 307.5 North Street, two separate buildings situated on one 0.70-acre parcel with strong visibility and approximately 150 feet of frontage along North Street (VT Route 7). The front building (c. 1840) offers

  Jeffrey Dorman

  307 North St, Bennington, VT 05201
• 

  

  /14

  $20,000

  Sold Oct 30, 2025

  79 Skytop Dr Unit 6, Bennington, VT 05201

  • 1 Bed
  • 1 Bath
  • 561 Sq Ft
  • Built 1950

  Last Sold Summary

  • 27% Below List Price
  • $36/SF
  • 0 Days On Market

  Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  79 Skytop Dr Unit 6, Bennington, VT 05201
• 

  

  /32

  Est $665,515

  Not Listed For Sale

  409 Bromley Brook Rd, Manchester Center, VT 05255

  • 4 Beds
  • 2 Baths
  • 2,700 Sq Ft
  • Built 1986

  409 Bromley Brook Rd, Manchester Center, VT 05255

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Brian Hill Remax Summit
• 

  

  /40

  $579,900

  $15K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 2,050 Sq Ft

  1649 E Manchester Rd, Manchester Center, VT 05255

  5 bedroom, 2 bath Manchester home in a highly functional ski location: about 8 minutes to Bromley and under 25 minutes to both Magic and Stratton, plus roughly 2 minutes to downtown Manchester and 1 minute to Route 7 for straightforward access in all conditions. The setting supports frequent winter use and works equally well for year-round occupancy. The house underwent a full gut renovation in

  Jonathan Minerick

  1649 E Manchester Rd, Manchester Center, VT 05255
• 

  

  /23

  $259,000

  Sold Jun 04, 2026

  214 Hickory Rd, Bennington, VT 05201

  • 3 Beds
  • 1.5 Baths
  • 816 Sq Ft
  • Built 1960

  Last Sold Summary

  • $317/SF
  • 2 Days On Market

  Current Estimated Value $245,884

  Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  214 Hickory Rd, Bennington, VT 05201
• 

  

  /20

  Est $423,231

  Not Listed For Sale

  200 Carlen St, Manchester Center, VT 05255

  • 2 Beds
  • 2 Baths
  • 1,693 Sq Ft
  • Built 1985

  200 Carlen St, Manchester Center, VT 05255

  Last Sold Summary

  • 64 Days On Market

  Last Listing Agent Hayleyanne Van Der Kar Four Seasons Sotheby's Int'l Realty
• 

  

  /9

  $374,900

  • Land
  • 2.31 Acres
  • $162,294 per Acre

  0 Wall St, Winhall, VT 05340

  Offered as a set, this property presents a rare opportunity to own two separately deeded parcels in a location that is only minutes from Stratton Mountain yet worlds away from the bustle of the resort. Totaling 2.31 acres, this land is situated high on River Road where neighboring homes enjoy spectacular views of Stratton. Conceptual rendering showing the potential view is based on the current

  Cheyanne Pugliese

  0 Wall St, Winhall, VT 05340
• 

  

  /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 $957,770

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

  255 Hemlock Ridge Rd, Manchester Center, VT 05255
• 

  

  /35

  Est $852,748

  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

  • 9 Days On Market

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

  

  /28

  $159,000

  $30K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 760 Sq Ft

  1675 Vermont 9, Searsburg, VT 05363

  Welcome to Peaceful Pines, your cottage in the woods near the entrance to the Green Mountain National Forest. The charming two-bedroom cottage/camp was lovingly maintained. Key updates include a completely rebuilt chimney and masonry work, a wood stove ( in addition to baseboard heat) to take the chill out of those fall and winter evenings, T11 siding, a newer roof, and a private back deck with

  Jacki Murano Southern Vermont Realty Group

  1675 Vermont 9, Searsburg, VT 05363
• 

  

  /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 Real Estate

  889 Overlea Rd, Bennington, VT 05201
• 

  

  /25

  Est $546,774

  Not Listed For Sale

  256 Hillcrest Rd, Manchester Center, VT 05255

  • 3 Beds
  • 2 Baths
  • 1,731 Sq Ft
  • Built 1986

  256 Hillcrest Rd, Manchester Center, VT 05255

  Last Sold Summary

  • 77 Days On Market

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

  

  /38

  $795,000

  • 4 Beds
  • 3.5 Baths
  • 4,104 Sq Ft

  25 Benson Fuller Dr, Bondville, VT 05340

  Where Mountains Meet Modern Living: Perched just moments from the energy of Stratton Mountain Resort, this contemporary mountain home reimagines what a Vermont getaway feels like. From the moment you step inside, the design does exactly what a great contemporary home should: it steps back and lets nature take center stage. Massive, soaring windows act as living art pieces, framing sweeping,

  Robin Apps Four Seasons Sotheby's Int'l Realty

  25 Benson Fuller Dr, Bondville, VT 05340
• 

  

  /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
• 

  

  /21

  Est $497,613

  Not Listed For Sale

  172 Carlen St, Manchester Center, VT 05255

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft
  • Built 1984

  172 Carlen St, Manchester Center, VT 05255

  Last Sold Summary

  • 21 Days On Market

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

  

  /25

  $550,000

  • 3 Beds
  • 2 Baths
  • 2,009 Sq Ft

  1625 Barnumville Rd, Manchester Center, VT 05255

  Offered for the first time in almost 40 years, this charming farmhouse is set on a picturesque 1.7 acre parcel of open land in Manchester, Vermont. Ideally located directly across from East of Equinox horse farm, the property offers a country setting just minutes from town.The main level features tall ceilings, a spacious kitchen with an adjoining dining area, and a generous living room

  Tatsiana Clark Four Seasons Sotheby's Int'l Realty

  1625 Barnumville Rd, Manchester Center, VT 05255

Showing Results 561 - 600, Page 15 of 18