Southern Vermont Homes for Sale

3,437Results

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VT Houses for SaleBelow are current real estate listings for homes in Southern Vermont.

Houses for Sale in Vermont

If you're interested in a property or have any questions, contact Winhall Real Estate.

Search by Town: Jamaica | Landgrove | Londonderry | Peru | Stratton | Weston | Winhall

Newest
New Listing
252 Tudor Road Sandgate VT 05250

$250,000

Sandgate, VT

252 Tudor Road

  • 2 Beds
  • 1 Bath
  • 3.52 Acres
  • 1,504 SqFt
  • 1 Day on Market
MLS#: 5099408
Open House

$239,000

Londonderry, VT

765 Thompsonburg Road

NEXT OPEN HOUSE:

Sun 7/12 10:00 AM to 12:00 PM

  • 2 Beds
  • 1 Bath
  • 0.5 Acres
  • 1,356 SqFt
  • 2 Days on Market
MLS#: 5099163
New Listing

$480,000

Jamaica, VT

3327 Route 30

  • 5 Beds
  • 2 Baths
  • 1.25 Acre
  • 2,194 SqFt
  • 11 Days on Market
MLS#: 5097573
New Listing

$1,500,000

Jamaica, VT

251 Pratt Bridge Road

  • 7 Beds
  • 8 Baths
  • 16.05 Acres
  • 8,364 SqFt
  • 11 Days on Market
MLS#: 5097566
New Listing

$775,000

Winhall, VT

12 Stratton Ridge Road

  • 4 Beds
  • 4 Baths
  • 2.39 Acres
  • 3,520 SqFt
  • 15 Days on Market
MLS#: 5097091
Open House

$549,000

Dover, VT

14 Mill Road

NEXT OPEN HOUSE:

Sun 7/19 10:00 AM to 1:00 PM

  • 4 Beds
  • 2 Baths
  • 0.24 Acres
  • 2,100 SqFt
  • 19 Days on Market
MLS#: 5096233
New Listing

$549,000

Londonderry, VT

202 Twin Brook Circle

  • 4 Beds
  • 3 Baths
  • 1.54 Acre
  • 1,936 SqFt
  • 19 Days on Market
MLS#: 5096153
New Listing

$4,500,000

Stratton, VT

24 Sawmill Road

  • 5 Beds
  • 6 Baths
  • 1.6 Acre
  • 5,700 SqFt
  • 24 Days on Market
MLS#: 5095419
New Listing

$1,475,000

Jamaica, VT

691 Black Bear Road

  • 2 Beds
  • 2 Baths
  • 199.73 Acres
  • 1,601 SqFt
  • 24 Days on Market
MLS#: 5095401
New Listing

$625,000

Winhall, VT

1 Beaver Street

  • 3 Beds
  • 2 Baths
  • 1.05 Acre
  • 2,288 SqFt
  • 30 Days on Market
MLS#: 5094344
Active Under Contract

$495,000

Winhall, VT

140 Route 30

  • 4 Beds
  • 2 Baths
  • 0.4 Acres
  • 1,824 SqFt
  • 45 Days on Market
MLS#: 5091404

$1,295,000

Jamaica, VT

4427 West Hill Road South

  • 5 Beds
  • 4 Baths
  • 11.12 Acres
  • 3,040 SqFt
  • 50 Days on Market
MLS#: 5090616
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 July 12, 2026 10:38 AM EDT