581

Rupert, VT Homes

Section Image
    • 4145 153 Route, Rupert, VT 05768
      4145 153 Route, Rupert, VT 05768
      /2

      Not Listed For Sale

      4145 153 Route, Rupert, VT 05768

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

      Last Sold Summary

    • 4563 315 Route, Rupert, VT 05761
      4563 315 Route, Rupert, VT 05761
      /2

      Est $756,832 Not Listed For Sale

      4563 315 Route, Rupert, VT 05761

      • Studio
      • 2 Baths
      • Built 2009
      4563 315 Route, Rupert, VT 05761

      Last Sold Summary

    • 999 Route 30, Pawlet, VT 05761
      999 Route 30, Pawlet, VT 05761
      /2

      Est $1,577,532 Not Listed For Sale

      999 Route 30, Pawlet, VT 05761

      • 5 Beds
      • 7 Baths
      • 5,094 Sq Ft
      • Built 1795
      999 Route 30, Pawlet, VT 05761

      Last Sold Summary

    • 0 Foote Rd Unit 4038810, Rupert, VT 05768
      0 Foote Rd Unit 4038810, Rupert, VT 05768
      /2

      Not Listed For Sale

      0 Foote Rd Unit 4038810, Rupert, VT 05768

      0 Foote Rd Unit 4038810, Rupert, VT 05768

      Last Sold Summary

    • 4690 Vermont 153, Rupert, VT 05776
      4690 Vermont 153, Rupert, VT 05776
      /2

      Not Listed For Sale

      4690 Vermont 153, Rupert, VT 05776

      • 2 Beds
      • 2 Baths
      • Built 1985
      4690 Vermont 153, Rupert, VT 05776

      Last Sold Summary

    • 82 Main St, Rupert, VT 05768
      82 Main St, Rupert, VT 05768
      /2

      Not Listed For Sale

      82 Main St, Rupert, VT 05768

      • 1 Bed
      • 3 Baths
      82 Main St, Rupert, VT 05768

      Last Sold Summary

    • 4 Kent Hollow Rd, Rupert, VT 05776
      4 Kent Hollow Rd, Rupert, VT 05776
      /2

      Not Listed For Sale

      4 Kent Hollow Rd, Rupert, VT 05776

      4 Kent Hollow Rd, Rupert, VT 05776

      Last Sold Summary

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

      Not Listed For Sale

      557 Vermont 153, Rupert, VT 05776

      • 3 Beds
      • 1 Bath
      • 1,144 Sq Ft
      • Built 1890
      557 Vermont 153, Rupert, VT 05776

      Last Sold Summary

    • 55 Rupert Mountain Rd, Rupert, VT 05768
      55 Rupert Mountain Rd, Rupert, VT 05768
      /2

      Not Listed For Sale

      55 Rupert Mountain Rd, Rupert, VT 05768

      • 4 Beds
      • 5 Baths
      • 6,748 Sq Ft
      • Built 1988
      55 Rupert Mountain Rd, Rupert, VT 05768

      Last Sold Summary

    • 6885 State Hwy 153, Rupert, VT 05775
      6885 State Hwy 153, Rupert, VT 05775
      /2

      Not Listed For Sale

      6885 State Hwy 153, Rupert, VT 05775

      • 3 Beds
      • 2 Baths
      • 2,500 Sq Ft
      6885 State Hwy 153, Rupert, VT 05775

      Last Sold Summary

    • 60 Mill Rd, West Rupert, VT 05776
      60 Mill Rd, West Rupert, VT 05776
      /2

      Est $328,688 Not Listed For Sale

      60 Mill Rd, West Rupert, VT 05776

      • 3 Beds
      • 3 Baths
      • 1,560 Sq Ft
      • Built 1900
      60 Mill Rd, West Rupert, VT 05776

      Last Sold Summary

    • 2592 Vt Route 30, Pawlet, VT 05761
      2592 Vt Route 30, Pawlet, VT 05761
      /2

      Not Listed For Sale

      2592 Vt Route 30, Pawlet, VT 05761

      • 4 Beds
      • 3 Baths
      • 3,400 Sq Ft
      2592 Vt Route 30, Pawlet, VT 05761

      Last Sold Summary

    • 5388 Vermont 315, Rupert, VT 05768
      5388 Vermont 315, Rupert, VT 05768
      /2

      Not Listed For Sale

      5388 Vermont 315, Rupert, VT 05768

      • 3 Beds
      • 3.5 Baths
      • 1,397 Sq Ft
      • Built 2016
      5388 Vermont 315, Rupert, VT 05768

      Last Sold Summary

      • $608/SF
      • 1 Day On Market

      Last Sold Price $850,000

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

    • 384 Neilson Rd, Dorset, VT 05251
      384 Neilson Rd, Dorset, VT 05251
      /2

      Not Listed For Sale

      384 Neilson Rd, Dorset, VT 05251

      • 3 Beds
      • 3 Baths
      • 2,970 Sq Ft
      • Built 1970
      384 Neilson Rd, Dorset, VT 05251

      Last Sold Summary

    • 652 Danforth Dr, Dorset, VT 05251
      652 Danforth Dr, Dorset, VT 05251
      /2

      Est $684,795 Not Listed For Sale

      652 Danforth Dr, Dorset, VT 05251

      • 3 Beds
      • 3 Baths
      • 1,728 Sq Ft
      • Built 2006
      652 Danforth Dr, Dorset, VT 05251

      Last Sold Summary

    • 0 Pawlet Mountain Rd Unit 201813060, Great Barrington, VT 05776
      0 Pawlet Mountain Rd Unit 201813060, Great Barrington, VT 05776
      /2

      Not Listed For Sale

      0 Pawlet Mountain Rd Unit 201813060, Great Barrington, VT 05776

      0 Pawlet Mountain Rd Unit 201813060, Great Barrington, VT 05776

      Last Sold Summary

    • 97 Hidden Valley Rd, Rupert, VT 05776
      97 Hidden Valley Rd, Rupert, VT 05776
      /2

      Not Listed For Sale

      97 Hidden Valley Rd, Rupert, VT 05776

      • 4 Beds
      • 2 Baths
      • 1,700 Sq Ft
      • Built 1841
      97 Hidden Valley Rd, Rupert, VT 05776

      Last Sold Summary

    • 60 Vermont Highway 153, West Rupert, VT 05776
      60 Vermont Highway 153, West Rupert, VT 05776
      /2

      Not Listed For Sale

      60 Vermont Highway 153, West Rupert, VT 05776

      • 3 Beds
      • 2 Baths
      • 1,800 Sq Ft
      60 Vermont Highway 153, West Rupert, VT 05776

      Last Sold Summary

    • 1127 Route 153, Rupert, VT 05776
      1127 Route 153, Rupert, VT 05776
      /2

      Not Listed For Sale

      1127 Route 153, Rupert, VT 05776

      • 4 Beds
      • 2 Baths
      • 1,700 Sq Ft
      1127 Route 153, Rupert, VT 05776

      Last Sold Summary

    • 3945 Route 153, Rupert, VT 05776
      3945 Route 153, Rupert, VT 05776
      /2

      Not Listed For Sale

      3945 Route 153, Rupert, VT 05776

      • 3 Beds
      • 2 Baths
      • 1,700 Sq Ft
      3945 Route 153, Rupert, VT 05776

      Last Sold Summary

    • 0 Rt 315 Unit 3056197, Rupert, VT 05768
      0 Rt 315 Unit 3056197, Rupert, VT 05768
      /2

      Not Listed For Sale

      0 Rt 315 Unit 3056197, Rupert, VT 05768

      • Studio
      0 Rt 315 Unit 3056197, Rupert, VT 05768

      Last Sold Summary

    • 0 Ebenville Rd Unit 2786482, Rupert, VT 05768
      0 Ebenville Rd Unit 2786482, Rupert, VT 05768
      /2

      Not Listed For Sale

      0 Ebenville Rd Unit 2786482, Rupert, VT 05768

      0 Ebenville Rd Unit 2786482, Rupert, VT 05768

      Last Sold Summary

    • Pawlet Mountain Rd, Salem, VT 05776
      Pawlet Mountain Rd, Salem, VT 05776
      /2

      Not Listed For Sale

      Pawlet Mountain Rd, Salem, VT 05776

      Pawlet Mountain Rd, Salem, VT 05776

      Last Sold Summary

    • 89 Route 315 Main St, Rupert, VT 05768
      89 Route 315 Main St, Rupert, VT 05768
      /2

      Not Listed For Sale

      89 Route 315 Main St, Rupert, VT 05768

      • 5 Beds
      • 2 Baths
      • 3,618 Sq Ft
      • Built 1850
      89 Route 315 Main St, Rupert, VT 05768

      Last Sold Summary

    • 3945 Vermont 153, Rupert, VT 05776
      3945 Vermont 153, Rupert, VT 05776
      /2

      Not Listed For Sale

      3945 Vermont 153, Rupert, VT 05776

      • 3 Beds
      • 2 Baths
      • 1,700 Sq Ft
      • Built 1780
      3945 Vermont 153, Rupert, VT 05776

      Last Sold Summary

    • 1388 Pawlet Mountain Rd, Dorset, VT 05251
      1388 Pawlet Mountain Rd, Dorset, VT 05251
      /2

      Not Listed For Sale

      1388 Pawlet Mountain Rd, Dorset, VT 05251

      • 1 Bed
      • 1 Bath
      • 1,088 Sq Ft
      • Built 2003
      1388 Pawlet Mountain Rd, Dorset, VT 05251

      Last Sold Summary

    • 1105 Vermont 153, Rupert, VT 05776
      1105 Vermont 153, Rupert, VT 05776
      /2

      Not Listed For Sale

      1105 Vermont 153, Rupert, VT 05776

      • 4 Beds
      • 2 Baths
      • 3,139 Sq Ft
      • Built 1850
      1105 Vermont 153, Rupert, VT 05776

      Last Sold Summary

    • 4907 Vermont 315, Rupert, VT 05768
      4907 Vermont 315, Rupert, VT 05768
      /2

      Not Listed For Sale

      4907 Vermont 315, Rupert, VT 05768

      • 2 Beds
      • 2 Baths
      • 1,507 Sq Ft
      • Built 1965
      4907 Vermont 315, Rupert, VT 05768

      Last Sold Summary

    • 89 Vt 315- Main St, Rupert, VT 05768
      89 Vt 315- Main St, Rupert, VT 05768
      /2

      Not Listed For Sale

      89 Vt 315- Main St, Rupert, VT 05768

      • 5 Beds
      • 2 Baths
      • 2,215 Sq Ft
      • Built 1850
      89 Vt 315- Main St, Rupert, VT 05768

      Last Sold Summary

    • 209 Perkins Rd, Rupert, VT 05775
      209 Perkins Rd, Rupert, VT 05775
      /2

      Not Listed For Sale

      209 Perkins Rd, Rupert, VT 05775

      • 1 Bed
      • 1 Bath
      • 452 Sq Ft
      • Built 1846
      209 Perkins Rd, Rupert, VT 05775

      Last Sold Summary

    • 182 Rogers Rd, Dorset, VT 05251
      182 Rogers Rd, Dorset, VT 05251
      /2

      Est $706,557 Not Listed For Sale

      182 Rogers Rd, Dorset, VT 05251

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 1992
      182 Rogers Rd, Dorset, VT 05251

      Last Sold Summary

    • 2207 Route 125, Ripton, VT 05776
      2207 Route 125, Ripton, VT 05776
      /2

      Not Listed For Sale

      2207 Route 125, Ripton, VT 05776

      • 4 Beds
      • 4 Baths
      • 4,100 Sq Ft
      • Built 1900
      2207 Route 125, Ripton, VT 05776

      Last Sold Summary

    • 000 Mill Rd, Rupert, VT 05776
      000 Mill Rd, Rupert, VT 05776
      /2

      Not Listed For Sale

      000 Mill Rd, Rupert, VT 05776

      000 Mill Rd, Rupert, VT 05776

      Last Sold Summary

    • Lot 435 Vermont 153, Rupert, VT 05768
      Lot 435 Vermont 153, Rupert, VT 05768
      /2

      Not Listed For Sale

      Lot 435 Vermont 153, Rupert, VT 05768

      Lot 435 Vermont 153, Rupert, VT 05768

      Last Sold Summary

    • 0 Rogers Rd, Rupert, VT 05251
      0 Rogers Rd, Rupert, VT 05251
      /2

      Not Listed For Sale

      0 Rogers Rd, Rupert, VT 05251

      0 Rogers Rd, Rupert, VT 05251

      Last Sold Summary

    • 218 Dorset Rd W, Dorset, VT 05251
      218 Dorset Rd W, Dorset, VT 05251
      /2

      Not Listed For Sale

      218 Dorset Rd W, Dorset, VT 05251

      • 4 Beds
      • 4 Baths
      • 2,961 Sq Ft
      • Built 1830
      218 Dorset Rd W, Dorset, VT 05251

      Last Sold Summary

    • 6885 6885 Route 153, Rupert, VT 05768
      6885 6885 Route 153, Rupert, VT 05768
      /2

      Not Listed For Sale

      6885 6885 Route 153, Rupert, VT 05768

      • 3 Beds
      • 2 Baths
      • 2,500 Sq Ft
      • Built 1885
      6885 6885 Route 153, Rupert, VT 05768

      Last Sold Summary

    • 1566 Vermont 315, Rupert, VT 05768
      1566 Vermont 315, Rupert, VT 05768
      /2

      Not Listed For Sale

      1566 Vermont 315, Rupert, VT 05768

      • 3 Beds
      • 2 Baths
      • 2,865 Sq Ft
      • Built 1885
      1566 Vermont 315, Rupert, VT 05768

      Last Sold Summary

    • 257 Watrous Rd, Rupert, VT 05776
      257 Watrous Rd, Rupert, VT 05776
      /2

      Not Listed For Sale

      257 Watrous Rd, Rupert, VT 05776

      • 2 Beds
      • 2 Baths
      • 1,128 Sq Ft
      257 Watrous Rd, Rupert, VT 05776

      Last Sold Summary

    • 98 Hollys Way, Rupert, VT 05776
      98 Hollys Way, Rupert, VT 05776
      /2

      Not Listed For Sale

      98 Hollys Way, Rupert, VT 05776

      • 4 Beds
      • 4 Baths
      • 3,500 Sq Ft
      • Built 1980
      98 Hollys Way, Rupert, VT 05776

      Last Sold Summary

Showing Results 521 - 560, Page 14 of 15

Vermont Bennington County Rupert

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group