Shaftsbury, VT

Shaftsbury, VT Real Estate & Homes for Sale

27Results

Shaftsbury, Vermont offers a range of real estate options, including countryside homes, rural parcels, and properties with views of the surrounding Green Mountains. The town provides convenient access to everyday amenities in nearby Bennington while maintaining a quiet, scenic setting. Buyers are drawn to Shaftsbury for its open landscapes, local recreation areas, and well-connected roadways. Explore the current listings below to see what the market offers today. Contact CENTURY 21 Highview Realty for experienced local support, or create an account to save searches and receive listing updates.

Newest
New Listing
1377 Old Depot Road Shaftsbury VT 05262

$2,950/month

Shaftsbury, VT

1377 Old Depot Road

  • 3 Beds
  • 2 Baths
  • 11 Days on Market
MLS#: 5095192
New Listing

$125,000

Shaftsbury, VT

East Road

  • Land
  • 5.77 Acres
  • 17 Days on Market
MLS#: 5094032
New Listing

$395,000

Shaftsbury, VT

1111 Old Depot Road

  • 4 Beds
  • 2 Baths
  • 4 Acres
  • 1,593 SqFt
  • 19 Days on Market
MLS#: 5093706

$1,495,000

Shaftsbury, VT

1268 Myers Road

  • 4 Beds
  • 4 Baths
  • 30.54 Acres
  • 4,023 SqFt
  • 40 Days on Market
MLS#: 5089684

$397,000

Shaftsbury, VT

1260 Cider Mill Road

  • 2 Beds
  • 2 Baths
  • 1.5 Acre
  • 1,729 SqFt
  • 73 Days on Market
MLS#: 5084055

$799,000

Shaftsbury, VT

636 Dexter Road

  • 4 Beds
  • 3 Baths
  • 40 Acres
  • 2,462 SqFt
  • 79 Days on Market
MLS#: 5083102

$825,000

Shaftsbury, VT

1931 Vermont Route 67e

  • 8 Baths
  • 1 Acre
  • 5,568 SqFt
  • 88 Days on Market
MLS#: 5081667

$825,000

Shaftsbury, VT

1931 Vermont Route 67 E

  • 1867 Year Built
  • 1 Acre
  • 5,568 SqFt
  • 88 Days on Market
MLS#: 5081637

$450,000

Shaftsbury, VT

760 West Mountain Road

  • 3 Beds
  • 3 Baths
  • 2.12 Acres
  • 2,343 SqFt
  • 100 Days on Market
MLS#: 5080056

$539,000

Shaftsbury, VT

262 Dwyers Camp Road

  • 3 Beds
  • 2 Baths
  • 10.09 Acres
  • 2,065 SqFt
  • 101 Days on Market
MLS#: 5079887

$1,795,000

Shaftsbury, VT

2167 Myers Road

  • 3 Beds
  • 3 Baths
  • 39.71 Acres
  • 5,228 SqFt
  • 112 Days on Market
MLS#: 5078597

$1,450,000

Shaftsbury, VT

557 Bennett Hill Road

  • 6 Beds
  • 6 Baths
  • 17.83 Acres
  • 4,864 SqFt
  • 121 Days on Market
MLS#: 5077720
Broker Reciprocity 

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. Data last updated June 28, 2026 4:23 PM EDT