558

Homes in ZIP Code 05776

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  • 3264 Route 153, West Rupert, VT 05776
    3264 Route 153, West Rupert, VT 05776
    3264 Route 153, West Rupert, VT 05776
    /50

    $249,500

    • 2 Beds
    • 1 Bath
    • 1,400 Sq Ft

    3264 Route 153, West Rupert, VT 05776

    This neat and tidy single story home has been completely renovated from top to bottom, offering comfort, efficiency, and style. Updates include all new metal roof, vinyl siding, thermopane windows, propane hot-air heating system with heat pump central air conditioning, appliances, kitchen cabinets, counters, and hardwood flooring. Also updated plumbing, fiber optic internet, new electrical with a

    Scott McChesney McChesney RE, Inc.

    3264 Route 153, West Rupert, VT 05776
  • 694 Sykes Hollow Rd, Rupert, VT 05776
    694 Sykes Hollow Rd, Rupert, VT 05776
    694 Sykes Hollow Rd, Rupert, VT 05776
    /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
    • 16 Clark Rd, Rupert, VT 05776
      16 Clark Rd, Rupert, VT 05776
      16 Clark Rd, Rupert, VT 05776
      /22

      Not Listed For Sale

      16 Clark Rd, Rupert, VT 05776

      • 4 Beds
      • 4 Baths
      • 2,708 Sq Ft
      • Built 1989
      16 Clark Rd, Rupert, VT 05776

      Last Sold Summary

      • $240/SF
      • 19 Days On Market

      Last Sold Price $649,000

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

  • 130 Clark Rd, Pawlet, VT 05761
    130 Clark Rd, Pawlet, VT 05761
    130 Clark Rd, Pawlet, VT 05761
    /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
    • 1388 Pawlet Mountain Rd, Pawlet, VT 05761
      1388 Pawlet Mountain Rd, Pawlet, VT 05761
      1388 Pawlet Mountain Rd, Pawlet, VT 05761
      /31

      Est $415,800 Not Listed For Sale

      1388 Pawlet Mountain Rd, Pawlet, VT 05761

      • 1 Bed
      • 1 Bath
      • 1,088 Sq Ft
      • Built 2004
      1388 Pawlet Mountain Rd, Pawlet, VT 05761

      Last Sold Summary

      • 7% Above List Price
      • $358/SF
      • 20 Days On Market

      Last Sold Price $390,000

      Last Listing Agent Suanne Ohl Northland Real Estate

  • 380 Suncrest Rd, Rupert, VT 05776
    380 Suncrest Rd, Rupert, VT 05776
    380 Suncrest Rd, Rupert, VT 05776
    /47

    $455,555 Sold Oct 15, 2025

    380 Suncrest Rd, Rupert, VT 05776

    • 3 Beds
    • 2.5 Baths
    • 3,024 Sq Ft
    • Built 2005

    Last Sold Summary

    • 7% Above List Price
    • $151/SF
    • 9 Days On Market

    Last Listing Agent Dick Thackston R.H. Thackston & Company

    380 Suncrest Rd, Rupert, VT 05776
    • 513 Sykes Hollow Rd, Pawlet, VT 05761
      513 Sykes Hollow Rd, Pawlet, VT 05761
      513 Sykes Hollow Rd, Pawlet, VT 05761
      /30

      Est $374,739 Not Listed For Sale

      513 Sykes Hollow Rd, Pawlet, VT 05761

      • 3 Beds
      • 1 Bath
      • 1,764 Sq Ft
      • Built 1930
      513 Sykes Hollow Rd, Pawlet, VT 05761

      Last Sold Summary

      • 11% Above List Price
      • $192/SF
      • 2 Days On Market

      Last Sold Price $338,500

      Last Listing Agent Donna Murray Varick Associates Ltd

  • 771 Vermont 153, Rupert, VT 05776
    771 Vermont 153, Rupert, VT 05776
    771 Vermont 153, Rupert, VT 05776
    /37

    $289,000 Sold Apr 18, 2025

    771 Vermont 153, Rupert, VT 05776

    • 8 Beds
    • 2.5 Baths
    • 2,142 Sq Ft
    • Built 1850

    Last Sold Summary

    • $135/SF
    • 0 Days On Market

    Last Listing Agent Scott McChesney McChesney RE, Inc.

    771 Vermont 153, Rupert, VT 05776
    • 259 Watrous Rd, Rupert, VT 05776
      259 Watrous Rd, Rupert, VT 05776
      259 Watrous Rd, Rupert, VT 05776
      /38

      Not Listed For Sale

      259 Watrous Rd, Rupert, VT 05776

      • 2 Beds
      • 2 Baths
      • 1,225 Sq Ft
      • Built 1964
      259 Watrous Rd, Rupert, VT 05776

      Last Sold Summary

      • $291/SF
      • 51 Days On Market

      Last Sold Price $356,000

      Last Listing Agent Margretta Fischer Wohler Realty Group

  • 4690 Route 153, Rupert, VT 05776
    4690 Route 153, Rupert, VT 05776
    4690 Route 153, Rupert, VT 05776
    /41

    $426,000 Sold Jun 04, 2025

    4690 Route 153, Rupert, VT 05776

    • 2 Beds
    • 2 Baths
    • 2,294 Sq Ft
    • Built 1985

    Last Sold Summary

    • 7% Above List Price
    • $186/SF
    • 52 Days On Market

    Last Listing Agent Kristin Comeau TPW Real Estate

    4690 Route 153, Rupert, VT 05776
    • 61 East St, West Rupert, VT 05776
      61 East St, West Rupert, VT 05776
      61 East St, West Rupert, VT 05776
      /22

      Est $247,665 Not Listed For Sale

      61 East St, West Rupert, VT 05776

      • 3 Beds
      • 2 Baths
      • 1,728 Sq Ft
      • Built 2005
      61 East St, West Rupert, VT 05776

      Last Sold Summary

      • 24% Above List Price
      • $116/SF
      • 92 Days On Market

      Last Sold Price $200,000

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

  • 1148 Kent Hollow Rd, West Rupert, VT 05776
    1148 Kent Hollow Rd, West Rupert, VT 05776
    1148 Kent Hollow Rd, West Rupert, VT 05776
    /54

    $660,000 Sold Nov 19, 2025

    1148 Kent Hollow Rd, West Rupert, VT 05776

    • 3 Beds
    • 2.5 Baths
    • 2,208 Sq Ft
    • Built 1985

    Last Sold Summary

    • 9% Below List Price
    • $299/SF
    • 40 Days On Market

    Current Estimated Value $663,744

    Last Listing Agent Margretta Fischer Wohler Realty Group

    1148 Kent Hollow Rd, West Rupert, VT 05776
    • 888 Ebenville Rd, Rupert, VT 05776
      888 Ebenville Rd, Rupert, VT 05776
      888 Ebenville Rd, Rupert, VT 05776
      /5

      Est $277,486 Not Listed For Sale

      888 Ebenville Rd, Rupert, VT 05776

      • 2 Beds
      • 1 Bath
      • 1,296 Sq Ft
      • Built 1972
      888 Ebenville Rd, Rupert, VT 05776

      Last Sold Summary

      • 21% Above List Price
      • $177/SF
      • 0 Days On Market

      Last Sold Price $230,000

      Last Listing Agent Scott McChesney McChesney RE, Inc.

  • 100 Holly's Way, Rupert, VT 05768
    100 Holly's Way, Rupert, VT 05768
    100 Holly's Way, Rupert, VT 05768
    /29

    $435,000 Sold Jul 31, 2025

    100 Holly's Way, Rupert, VT 05768

    • 2 Beds
    • 2 Baths
    • 2,250 Sq Ft
    • Built 1991

    Last Sold Summary

    • 21% Below List Price
    • $193/SF
    • 278 Days On Market

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

    100 Holly's Way, Rupert, VT 05768
    • 404 Kent Hollow Rd, Rupert, VT 05776
      404 Kent Hollow Rd, Rupert, VT 05776
      404 Kent Hollow Rd, Rupert, VT 05776
      /33

      Est $558,654 Not Listed For Sale

      404 Kent Hollow Rd, Rupert, VT 05776

      • 5 Beds
      • 2 Baths
      • 2,455 Sq Ft
      • Built 1900
      404 Kent Hollow Rd, Rupert, VT 05776

      Last Sold Summary

      • 1% Above List Price
      • $226/SF
      • 23 Days On Market

      Last Sold Price $554,000

      Last Listing Agent Sara Buckley Josiah Allen Real Estate, Inc.

  • 3606 Kent Hollow Rd, Rupert, VT 05776
    3606 Kent Hollow Rd, Rupert, VT 05776
    3606 Kent Hollow Rd, Rupert, VT 05776
    /59

    $300,000 Sold Oct 20, 2025

    3606 Kent Hollow Rd, Rupert, VT 05776

    • 2 Beds
    • 1 Bath
    • 890 Sq Ft
    • Built 1865

    Last Sold Summary

    • 11% Above List Price
    • $337/SF
    • 10 Days On Market

    Last Listing Agent Scott McChesney McChesney RE, Inc.

    3606 Kent Hollow Rd, Rupert, VT 05776
    • 1081 Route 153, Rupert, VT 05776
      1081 Route 153, Rupert, VT 05776
      1081 Route 153, Rupert, VT 05776
      /40

      Not Listed For Sale

      1081 Route 153, Rupert, VT 05776

      • 5 Beds
      • 2.5 Baths
      • 3,342 Sq Ft
      • Built 1836
      1081 Route 153, Rupert, VT 05776

      Last Sold Summary

      • $139/SF
      • 4 Days On Market

      Last Sold Price $465,465

      Last Listing Agent Scott McChesney McChesney RE, Inc.

  • 3375 Rt 153, Rupert, VT 05761
    3375 Rt 153, Rupert, VT 05761
    3375 Rt 153, Rupert, VT 05761
    /22

    $180,000 Sold Jul 10, 2025

    3375 Rt 153, Rupert, VT 05761

    • 1 Bed
    • 1.5 Baths
    • 672 Sq Ft
    • Built 1975

    Last Sold Summary

    • $268/SF
    • 1 Day On Market

    Current Estimated Value $188,500

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

    3375 Rt 153, Rupert, VT 05761
    • 152 Danforth Dr, Dorset, VT 05251
      152 Danforth Dr, Dorset, VT 05251
      152 Danforth Dr, Dorset, VT 05251
      /6

      Not Listed For Sale

      152 Danforth Dr, Dorset, VT 05251

      152 Danforth Dr, Dorset, VT 05251

      Last Sold Summary

      • 0 Days On Market

      Last Sold Price $575,000

      Last Listing Agent Scott McChesney McChesney RE, Inc.

  • 942 Rt 315 Route, Rupert, VT 05768
    942 Rt 315 Route, Rupert, VT 05768
    942 Rt 315 Route, Rupert, VT 05768
    /25

    $290,000 Sold Feb 10, 2026

    942 Rt 315 Route, Rupert, VT 05768

    • Land
    • 26.5 Acres
    • $10,943 per Acre

    Last Sold Summary

    • 17% Below List Price
    • 61 Days On Market

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

    942 Rt 315 Route, Rupert, VT 05768
    • 592 Antone Mountain View Rd, Rupert, VT 05768
      592 Antone Mountain View Rd, Rupert, VT 05768
      592 Antone Mountain View Rd, Rupert, VT 05768
      /40

      Not Listed For Sale

      592 Antone Mountain View Rd, Rupert, VT 05768

      • 4 Beds
      • 3 Baths
      • 2,300 Sq Ft
      • Built 2010
      592 Antone Mountain View Rd, Rupert, VT 05768

      Last Sold Summary

      • $261/SF
      • 90 Days On Market

      Last Sold Price $600,000

      Last Listing Agent Scott McChesney McChesney RE, Inc.

  • 0 Suncrest Rd Unit 5075271, Rupert, VT 05768
    0 Suncrest Rd Unit 5075271, Rupert, VT 05768
    0 Suncrest Rd Unit 5075271, Rupert, VT 05768
    /27

    $600,000 Sold Mar 27, 2026

    0 Suncrest Rd Unit 5075271, Rupert, VT 05768

    • Land
    • 170 Acres
    • $3,529 per Acre

    Last Sold Summary

    • 4% Below List Price
    • 8 Days On Market

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

    0 Suncrest Rd Unit 5075271, Rupert, VT 05768
    • 598 Sandgate Rd, Arlington, VT 05250
      598 Sandgate Rd, Arlington, VT 05250
      598 Sandgate Rd, Arlington, VT 05250
      /39

      Not Listed For Sale

      598 Sandgate Rd, Arlington, VT 05250

      • 1 Bed
      • 1 Bath
      • 576 Sq Ft
      • Built 1967
      598 Sandgate Rd, Arlington, VT 05250

      Last Sold Summary

      • $495/SF
      • 30 Days On Market

      Last Sold Price $285,000

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

    • 229 Antone Mountain View Rd, Rupert, VT 05776
      229 Antone Mountain View Rd, Rupert, VT 05776
      229 Antone Mountain View Rd, Rupert, VT 05776
      /40

      Est $598,523 Not Listed For Sale

      229 Antone Mountain View Rd, Rupert, VT 05776

      • 3 Beds
      • 3 Baths
      • 2,580 Sq Ft
      • Built 2000
      229 Antone Mountain View Rd, Rupert, VT 05776

      Last Sold Summary

      • 17% Below List Price
      • $281/SF
      • 2 Days On Market

      Last Sold Price $725,000

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

    • 63 Sykes Hollow Rd, Rupert, VT 05776
      63 Sykes Hollow Rd, Rupert, VT 05776
      63 Sykes Hollow Rd, Rupert, VT 05776
      /37

      Not Listed For Sale

      63 Sykes Hollow Rd, Rupert, VT 05776

      • 3 Beds
      • 3.5 Baths
      • 3,060 Sq Ft
      • Built 2017
      63 Sykes Hollow Rd, Rupert, VT 05776

      Last Sold Summary

      • $433/SF
      • 4 Days On Market

      Last Sold Price $1,325,000

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

    • 0 Hebron Rd, Rupert, VT 05776
      0 Hebron Rd, Rupert, VT 05776
      0 Hebron Rd, Rupert, VT 05776
      /11

      Not Listed For Sale

      0 Hebron Rd, Rupert, VT 05776

      • 1 Bed
      • Built 1950
      0 Hebron Rd, Rupert, VT 05776

      Last Sold Summary

      • $140/SF
      • 17 Days On Market

      Last Sold Price $105,000

      Last Listing Agent Scott McChesney McChesney RE, Inc.

    • 915 Vermont 153, Rupert, VT 05776
      915 Vermont 153, Rupert, VT 05776
      /2

      Not Listed For Sale

      915 Vermont 153, Rupert, VT 05776

      • 3 Beds
      • 1 Bath
      • 1,565 Sq Ft
      • Built 1905
      915 Vermont 153, Rupert, VT 05776

      Last Sold Summary

      • $61/SF
      • 105 Days On Market

      Last Sold Price $95,000

      Last Listing Agent Amy Hill EXP Realty

    • 1000 Bear Mountain Camp Rd, Rupert, VT 05776
      1000 Bear Mountain Camp Rd, Rupert, VT 05776
      1000 Bear Mountain Camp Rd, Rupert, VT 05776
      /49

      Not Listed For Sale

      1000 Bear Mountain Camp Rd, Rupert, VT 05776

      1000 Bear Mountain Camp Rd, Rupert, VT 05776

      Last Sold Summary

      • 72 Days On Market

      Last Sold Price $245,000

      Last Listing Agent Curtis Trousdale Preferred Properties

    • 0 Sandgate Rd, Rupert, VT 05776
      0 Sandgate Rd, Rupert, VT 05776
      0 Sandgate Rd, Rupert, VT 05776
      /11

      Not Listed For Sale

      0 Sandgate Rd, Rupert, VT 05776

      0 Sandgate Rd, Rupert, VT 05776

      Last Sold Summary

      • 20 Days On Market

      Last Sold Price $24,500

      Last Listing Agent Scott McChesney McChesney RE, Inc.

    • 5491 Vermont 315, Rupert, VT 05776
      5491 Vermont 315, Rupert, VT 05776
      5491 Vermont 315, Rupert, VT 05776
      /39

      Not Listed For Sale

      5491 Vermont 315, Rupert, VT 05776

      • 3 Beds
      • 2.5 Baths
      • 2,654 Sq Ft
      • Built 1905
      5491 Vermont 315, Rupert, VT 05776

      Last Sold Summary

      • $217/SF
      • 88 Days On Market

      Last Sold Price $575,000

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

    • 3923 Kent Hollow Rd, Rupert, VT 05776
      3923 Kent Hollow Rd, Rupert, VT 05776
      3923 Kent Hollow Rd, Rupert, VT 05776
      /40

      Est $450,266 Not Listed For Sale

      3923 Kent Hollow Rd, Rupert, VT 05776

      • Built 1850
      3923 Kent Hollow Rd, Rupert, VT 05776

      Last Sold Summary

      • 71% Above List Price
      • $96/SF
      • 145 Days On Market

      Last Sold Price $264,000

      Last Listing Agent Hughes Group Team Casella Real Estate

    • 151 Mill Rd, West Rupert, VT 05776
      151 Mill Rd, West Rupert, VT 05776
      151 Mill Rd, West Rupert, VT 05776
      /40

      Est $361,203 Not Listed For Sale

      151 Mill Rd, West Rupert, VT 05776

      • 5 Beds
      • 4 Baths
      • 2,552 Sq Ft
      • Built 1900
      151 Mill Rd, West Rupert, VT 05776

      Last Sold Summary

      • 25% Above List Price
      • $114/SF
      • 98 Days On Market

      Last Sold Price $290,000

      Last Listing Agent Robin Chesnut-Tangerman McChesney RE, Inc.

    • 4075 Kent Hollow Rd, West Rupert, VT 05776
      4075 Kent Hollow Rd, West Rupert, VT 05776
      4075 Kent Hollow Rd, West Rupert, VT 05776
      /40

      Est $537,129 Not Listed For Sale

      4075 Kent Hollow Rd, West Rupert, VT 05776

      • 3 Beds
      • 2 Baths
      • 2,450 Sq Ft
      • Built 1826
      4075 Kent Hollow Rd, West Rupert, VT 05776

      Last Sold Summary

      • 21% Above List Price
      • $182/SF
      • 2 Days On Market

      Last Sold Price $445,000

      Last Listing Agent Scott McChesney McChesney RE, Inc.

    • 155 Rogers Rd, Dorset, VT 05251
      155 Rogers Rd, Dorset, VT 05251
      155 Rogers Rd, Dorset, VT 05251
      /39

      Est $919,287 Not Listed For Sale

      155 Rogers Rd, Dorset, VT 05251

      • 4 Beds
      • 3 Baths
      • 2,710 Sq Ft
      • Built 1989
      155 Rogers Rd, Dorset, VT 05251

      Last Sold Summary

      • 34% Above List Price
      • $253/SF
      • 9 Days On Market

      Last Sold Price $685,000

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

    • 115 Watrous Rd, Rupert, VT 05768
      115 Watrous Rd, Rupert, VT 05768
      115 Watrous Rd, Rupert, VT 05768
      /8

      Not Listed For Sale

      115 Watrous Rd, Rupert, VT 05768

      • 3 Beds
      • 2 Baths
      • 2,300 Sq Ft
      • Built 1980
      115 Watrous Rd, Rupert, VT 05768

      Last Sold Summary

      • $291/SF
      • 0 Days On Market

      Last Sold Price $669,000

      Last Listing Agent Scott McChesney McChesney RE, Inc.

    • 425 Hidden Valley Rd, West Rupert, VT 05776
      425 Hidden Valley Rd, West Rupert, VT 05776
      425 Hidden Valley Rd, West Rupert, VT 05776
      /28

      Est $317,641 Not Listed For Sale

      425 Hidden Valley Rd, West Rupert, VT 05776

      • 2 Beds
      • 1 Bath
      • 740 Sq Ft
      • Built 2013
      425 Hidden Valley Rd, West Rupert, VT 05776

      Last Sold Summary

      • 18% Above List Price
      • $365/SF
      • 14 Days On Market

      Last Sold Price $270,000

      Last Listing Agent Margretta Fischer Wohler Realty Group

    • 3427 Rupert Rd, West Rupert, VT 05776
      3427 Rupert Rd, West Rupert, VT 05776
      3427 Rupert Rd, West Rupert, VT 05776
      /38

      Est $429,381 Not Listed For Sale

      3427 Rupert Rd, West Rupert, VT 05776

      • 4 Beds
      • 2 Baths
      • 1,770 Sq Ft
      • Built 1968
      3427 Rupert Rd, West Rupert, VT 05776

      Last Sold Summary

      • 43% Above List Price
      • $169/SF
      • 9 Days On Market

      Last Sold Price $300,000

      Last Listing Agent Michael Campbell Michael Craig Campbell Realty

    • 4145 Route 153, Rupert, VT 05768
      4145 Route 153, Rupert, VT 05768
      4145 Route 153, Rupert, VT 05768
      /39

      Not Listed For Sale

      4145 Route 153, Rupert, VT 05768

      • 5 Beds
      • 4 Baths
      • 3,700 Sq Ft
      • Built 1850
      4145 Route 153, Rupert, VT 05768

      Last Sold Summary

      • $241/SF
      • 19 Days On Market

      Last Sold Price $890,000

      Last Listing Agent David Shehadi Josiah Allen Real Estate, Inc.

    • 5491 Vt Route 315, Rupert, VT 05776
      5491 Vt Route 315, Rupert, VT 05776
      5491 Vt Route 315, Rupert, VT 05776
      /30

      Not Listed For Sale

      5491 Vt Route 315, Rupert, VT 05776

      • 3 Beds
      • 2.5 Baths
      • 2,654 Sq Ft
      • Built 1905
      5491 Vt Route 315, Rupert, VT 05776

      Last Sold Summary

      • $268/SF
      • 30 Days On Market

      Last Sold Price $712,000

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

    • 455 Pawlet Mountain Rd, Rupert, VT 05768
      455 Pawlet Mountain Rd, Rupert, VT 05768
      455 Pawlet Mountain Rd, Rupert, VT 05768
      /38

      Not Listed For Sale

      455 Pawlet Mountain Rd, Rupert, VT 05768

      • 3 Beds
      • 2.5 Baths
      • 3,955 Sq Ft
      • Built 1988
      455 Pawlet Mountain Rd, Rupert, VT 05768

      Last Sold Summary

      • $173/SF
      • 3 Days On Market

      Last Sold Price $685,000

      Last Listing Agent Kristin Comeau TPW Real Estate

Showing Results 1 - 40, Page 1 of 14

Vermont Bennington County West Rupert 05776

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