494

Rupert, VT Homes

Section Image
    • th28 Ebenville Rd, Rupert, VT 05768
      th28 Ebenville Rd, Rupert, VT 05768
      th28 Ebenville Rd, Rupert, VT 05768
      /29

      Not Listed For Sale

      • 1 Bed

      th28 Ebenville Rd, Rupert, VT 05768

      th28 Ebenville Rd, Rupert, VT 05768
    • 4330 Kent Hollow Rd, West Rupert, VT 05776
      4330 Kent Hollow Rd, West Rupert, VT 05776
      4330 Kent Hollow Rd, West Rupert, VT 05776
      /36

      Est $128,942 Not Listed For Sale

      • 2 Beds
      • 950 Sq Ft

      4330 Kent Hollow Rd, West Rupert, VT 05776

      4330 Kent Hollow Rd, West Rupert, VT 05776
    • 422 Ebenville Rd, Rupert, VT 05776
      422 Ebenville Rd, Rupert, VT 05776
      422 Ebenville Rd, Rupert, VT 05776
      /19

      Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,450 Sq Ft

      422 Ebenville Rd, Rupert, VT 05776

      422 Ebenville Rd, Rupert, VT 05776
    • 234 Dorset Rd W, Dorset, VT 05251
      234 Dorset Rd W, Dorset, VT 05251
      234 Dorset Rd W, Dorset, VT 05251
      /14

      Not Listed For Sale

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

      234 Dorset Rd W, Dorset, VT 05251

      234 Dorset Rd W, Dorset, VT 05251
    • 237 Route 30, Pawlet, VT 05761
      237 Route 30, Pawlet, VT 05761
      237 Route 30, Pawlet, VT 05761
      /3

      Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,776 Sq Ft

      237 Route 30, Pawlet, VT 05761

      237 Route 30, Pawlet, VT 05761
    • 298.5 Vt Rt 153, Rupert, VT 05768
      298.5 Vt Rt 153, Rupert, VT 05768
      298.5 Vt Rt 153, Rupert, VT 05768
      /36

      Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 1,096 Sq Ft

      298.5 Vt Rt 153, Rupert, VT 05768

      298.5 Vt Rt 153, Rupert, VT 05768
    • 1683 Kent Hollow Rd, West Rupert, VT 05776
      1683 Kent Hollow Rd, West Rupert, VT 05776
      1683 Kent Hollow Rd, West Rupert, VT 05776
      /40

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,512 Sq Ft

      1683 Kent Hollow Rd, West Rupert, VT 05776

      1683 Kent Hollow Rd, West Rupert, VT 05776
    • 6885 Route 153, Rupert, VT 05768
      6885 Route 153, Rupert, VT 05768
      6885 Route 153, Rupert, VT 05768
      /39

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,500 Sq Ft

      6885 Route 153, Rupert, VT 05768

      6885 Route 153, Rupert, VT 05768
    • 1105 State Hwy 153 West Rupert, Rupert, VT 05776
      1105 State Hwy 153 West Rupert, Rupert, VT 05776
      1105 State Hwy 153 West Rupert, Rupert, VT 05776
      /17

      Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 3,139 Sq Ft

      1105 State Hwy 153 West Rupert, Rupert, VT 05776

      1105 State Hwy 153 West Rupert, Rupert, VT 05776
    • 3762 Vermont 153, Rupert, VT 05776
      3762 Vermont 153, Rupert, VT 05776
      3762 Vermont 153, Rupert, VT 05776
      /36

      Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,000 Sq Ft

      3762 Vermont 153, Rupert, VT 05776

      3762 Vermont 153, Rupert, VT 05776
    • 96 Lewis Rd, Rupert, VT 05768
      96 Lewis Rd, Rupert, VT 05768
      96 Lewis Rd, Rupert, VT 05768
      /36

      Not Listed For Sale

      • 6 Beds
      • 5 Baths
      • 5,767 Sq Ft

      96 Lewis Rd, Rupert, VT 05768

      96 Lewis Rd, Rupert, VT 05768
    • 253 Perkins Rd, West Pawlet, VT 05775
      253 Perkins Rd, West Pawlet, VT 05775
      253 Perkins Rd, West Pawlet, VT 05775
      /22

      Est $276,301 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,768 Sq Ft

      253 Perkins Rd, West Pawlet, VT 05775

      253 Perkins Rd, West Pawlet, VT 05775
    • 65 Sykes Hollow Rd, Dorset, VT 05251
      65 Sykes Hollow Rd, Dorset, VT 05251
      65 Sykes Hollow Rd, Dorset, VT 05251
      /19

      Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 4,325 Sq Ft

      65 Sykes Hollow Rd, Dorset, VT 05251

      65 Sykes Hollow Rd, Dorset, VT 05251
    • 864 Rogers Rd, Dorset, VT 05251
      864 Rogers Rd, Dorset, VT 05251
      864 Rogers Rd, Dorset, VT 05251
      /29

      Not Listed For Sale

      • 4 Beds
      • 5.5 Baths
      • 6,837 Sq Ft

      864 Rogers Rd, Dorset, VT 05251

      864 Rogers Rd, Dorset, VT 05251
    • 4451 Route 315, Rupert, VT 05768
      4451 Route 315, Rupert, VT 05768
      4451 Route 315, Rupert, VT 05768
      /15

      Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,346 Sq Ft

      4451 Route 315, Rupert, VT 05768

      4451 Route 315, Rupert, VT 05768
    • 15 Derby Hill Rd, Dorset, VT 05251
      15 Derby Hill Rd, Dorset, VT 05251
      15 Derby Hill Rd, Dorset, VT 05251
      /27

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,580 Sq Ft

      15 Derby Hill Rd, Dorset, VT 05251

      15 Derby Hill Rd, Dorset, VT 05251
    • 925 Sandgate Rd, Rupert, VT 05776
      925 Sandgate Rd, Rupert, VT 05776
      925 Sandgate Rd, Rupert, VT 05776
      /25

      Est $547,535 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,600 Sq Ft

      925 Sandgate Rd, Rupert, VT 05776

      925 Sandgate Rd, Rupert, VT 05776
    • 321 Rogers Rd, Dorset, VT 05251
      321 Rogers Rd, Dorset, VT 05251
      321 Rogers Rd, Dorset, VT 05251
      /31

      Est $950,848 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,739 Sq Ft

      321 Rogers Rd, Dorset, VT 05251

      321 Rogers Rd, Dorset, VT 05251
    • 195 Derby Hill Rd, Dorset, VT 05251
      195 Derby Hill Rd, Dorset, VT 05251
      195 Derby Hill Rd, Dorset, VT 05251
      /33

      Not Listed For Sale

      • 7 Beds
      • 8.5 Baths
      • 5,541 Sq Ft

      195 Derby Hill Rd, Dorset, VT 05251

      195 Derby Hill Rd, Dorset, VT 05251
    • 251 Youlin Rd, Rupert, VT 05776
      251 Youlin Rd, Rupert, VT 05776
      251 Youlin Rd, Rupert, VT 05776
      /40

      Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 3,033 Sq Ft

      251 Youlin Rd, Rupert, VT 05776

      251 Youlin Rd, Rupert, VT 05776
    • 2929 Vermont 153, Rupert, VT 05776
      2929 Vermont 153, Rupert, VT 05776
      2929 Vermont 153, Rupert, VT 05776
      /40

      Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 4,000 Sq Ft

      2929 Vermont 153, Rupert, VT 05776

      2929 Vermont 153, Rupert, VT 05776
    • 4330 Kent Rd, Rupert, VT 05768
      4330 Kent Rd, Rupert, VT 05768
      4330 Kent Rd, Rupert, VT 05768
      /25

      Not Listed For Sale

      • 2 Beds
      • 950 Sq Ft

      4330 Kent Rd, Rupert, VT 05768

      4330 Kent Rd, Rupert, VT 05768
    • 14 Sykes Rd, Rupert, VT 05768
      14 Sykes Rd, Rupert, VT 05768
      14 Sykes Rd, Rupert, VT 05768
      /18

      Not Listed For Sale

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

      14 Sykes Rd, Rupert, VT 05768

      14 Sykes Rd, Rupert, VT 05768
    • 6885 Vermont State Route 153, Rupert, VT 05768
      6885 Vermont State Route 153, Rupert, VT 05768
      6885 Vermont State Route 153, Rupert, VT 05768
      /25

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,500 Sq Ft

      6885 Vermont State Route 153, Rupert, VT 05768

      6885 Vermont State Route 153, Rupert, VT 05768
    • 1572 Pawling St, Rupert, VT 05768
      1572 Pawling St, Rupert, VT 05768
      1572 Pawling St, Rupert, VT 05768
      /15

      Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,764 Sq Ft

      1572 Pawling St, Rupert, VT 05768

      1572 Pawling St, Rupert, VT 05768
    • 63 Main St, Rupert, VT 05768
      63 Main St, Rupert, VT 05768
      63 Main St, Rupert, VT 05768
      /13

      Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,400 Sq Ft

      63 Main St, Rupert, VT 05768

      63 Main St, Rupert, VT 05768
    • 57 Vermont State Route 153, Rupert, VT 05768
      57 Vermont State Route 153, Rupert, VT 05768
      57 Vermont State Route 153, Rupert, VT 05768
      /25

      Not Listed For Sale

      • 1 Bed
      • 1.5 Baths
      • 1,100 Sq Ft

      57 Vermont State Route 153, Rupert, VT 05768

      57 Vermont State Route 153, Rupert, VT 05768
    • 225 Route 30, Danby, VT 05773
      225 Route 30, Danby, VT 05773
      225 Route 30, Danby, VT 05773
      /18

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,200 Sq Ft

      225 Route 30, Danby, VT 05773

      225 Route 30, Danby, VT 05773
    • 484 Herrick Rd, Rupert, VT 05768
      484 Herrick Rd, Rupert, VT 05768
      484 Herrick Rd, Rupert, VT 05768
      /31

      Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 3,800 Sq Ft

      484 Herrick Rd, Rupert, VT 05768

      484 Herrick Rd, Rupert, VT 05768
    • 422 Ebenville Road St, Rupert, VT 05768
      422 Ebenville Road St, Rupert, VT 05768
      422 Ebenville Road St, Rupert, VT 05768
      /19

      Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,500 Sq Ft

      422 Ebenville Road St, Rupert, VT 05768

      422 Ebenville Road St, Rupert, VT 05768
    • 60 Vermont State Route 153, Rupert, VT 05768
      60 Vermont State Route 153, Rupert, VT 05768
      60 Vermont State Route 153, Rupert, VT 05768
      /17

      Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,800 Sq Ft

      60 Vermont State Route 153, Rupert, VT 05768

      60 Vermont State Route 153, Rupert, VT 05768
    • 4690 Vermont State Route 153, Rupert, VT 05768
      4690 Vermont State Route 153, Rupert, VT 05768
      4690 Vermont State Route 153, Rupert, VT 05768
      /17

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,830 Sq Ft

      4690 Vermont State Route 153, Rupert, VT 05768

      4690 Vermont State Route 153, Rupert, VT 05768
    • 2500 Pawlet Mountain Rd, Rupert, VT 05776
      2500 Pawlet Mountain Rd, Rupert, VT 05776
      2500 Pawlet Mountain Rd, Rupert, VT 05776
      /25

      Not Listed For Sale

      • 6 Beds
      • 4 Baths
      • 3,248 Sq Ft

      2500 Pawlet Mountain Rd, Rupert, VT 05776

      2500 Pawlet Mountain Rd, Rupert, VT 05776
    • 314 Edwards Dr, Rupert, VT 05775
      314 Edwards Dr, Rupert, VT 05775
      314 Edwards Dr, Rupert, VT 05775
      /95

      Not Listed For Sale

      • 2 Beds
      • 3 Baths
      • 1,930 Sq Ft

      314 Edwards Dr, Rupert, VT 05775

      314 Edwards Dr, Rupert, VT 05775
    • 30 Youlin Road St, Great Barrington, VT 05768
      30 Youlin Road St, Great Barrington, VT 05768
      30 Youlin Road St, Great Barrington, VT 05768
      /30

      Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 780 Sq Ft

      30 Youlin Road St, Great Barrington, VT 05768

      30 Youlin Road St, Great Barrington, VT 05768
    • 2890 Vt Route 153, Rupert, VT 05768
      2890 Vt Route 153, Rupert, VT 05768
      2890 Vt Route 153, Rupert, VT 05768
      /13

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,990 Sq Ft

      2890 Vt Route 153, Rupert, VT 05768

      2890 Vt Route 153, Rupert, VT 05768
    • 4563 Route 315, Rupert, VT 05761
      4563 Route 315, Rupert, VT 05761
      /2

      Est $474,781 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,952 Sq Ft

      4563 Route 315, Rupert, VT 05761

      4563 Route 315, Rupert, VT 05761
    • 1035 Sandgate Road St, Great Barrington, VT
      1035 Sandgate Road St, Great Barrington, VT
      1035 Sandgate Road St, Great Barrington, VT
      /39

      Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,716 Sq Ft

      1035 Sandgate Road St, Great Barrington, VT

      1035 Sandgate Road St, Great Barrington, VT
    • 384 Barrows St, Rupert, VT
      384 Barrows St, Rupert, VT
      384 Barrows St, Rupert, VT
      /25

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,770 Sq Ft

      384 Barrows St, Rupert, VT

      384 Barrows St, Rupert, VT
    • 251 Youlin Road St, Great Barrington, VT
      251 Youlin Road St, Great Barrington, VT
      251 Youlin Road St, Great Barrington, VT
      /47

      Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 3,033 Sq Ft

      251 Youlin Road St, Great Barrington, VT

      251 Youlin Road St, Great Barrington, VT

Showing Results 81 - 120, Page 3 of 13

Vermont 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 2025 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 © 2025 CoStar Group