Winhall, VT
Stratton, VT
Manchester, VT
Dorset, VT

Luxury Homes in Winhall, Stratton, Manchester, Dorset

74Results

This page features luxury homes for sale in Winhall, Stratton, Manchester, and Dorset, Vermont. Explore the unique characteristics of each location and discover the outdoor access and community context that define these areas. Browse the listings below to find your next home.

Newest
New Listing
326 West Road Manchester VT 05254

$1,350,000

Manchester, VT

326 West Road

  • 3 Beds
  • 4 Baths
  • 1 Acre
  • 2,170 SqFt
  • 12 Days on Market
MLS#: 5113127
New Listing

$3,900,000

Stratton, VT

16 Sawmill Road

  • 5 Beds
  • 4 Baths
  • 1.16 Acre
  • 5,080 SqFt
  • 8 Days on Market
MLS#: 5113882
Open House

$2,250,000

Dorset, VT

122 Blue Heron Lane

NEXT OPEN HOUSE:

Wed 10/21 12:00 PM to 2:00 PM

  • 4 Beds
  • 4 Baths
  • 3.02 Acres
  • 4,831 SqFt
  • 8 Days on Market
MLS#: 5113863
Active Under Contract

$1,235,000

Winhall, VT

33 Old Ridge Road

  • 4 Beds
  • 5 Baths
  • 1.1 Acre
  • 3,060 SqFt
  • 9 Days on Market
MLS#: 5113794
New Listing

$2,700,000

Stratton, VT

58 Red Hawk Rise

  • 5 Beds
  • 6 Baths
  • 5.12 Acres
  • 5,390 SqFt
  • 10 Days on Market
MLS#: 5113717
New Listing

$1,200,000

Manchester, VT

310 Longview Drive

  • 5 Beds
  • 4 Baths
  • 2.9 Acres
  • 4,450 SqFt
  • 10 Days on Market
MLS#: 5113615
New Listing

$1,200,000

Manchester, VT

2313 Barnumville Road

  • 5 Beds
  • 5 Baths
  • 3.04 Acres
  • 5,092 SqFt
  • 11 Days on Market
MLS#: 5113440
New Listing

$1,150,000

Stratton, VT

92 Oakmont Lane

  • 2 Beds
  • 2 Baths
  • 12.5 Acres
  • 1,920 SqFt
  • 16 Days on Market
MLS#: 5112718
New Listing

$2,950,000

Winhall, VT

60 West Ridge Road

  • 4 Beds
  • 4 Baths
  • 1.37 Acre
  • 3,621 SqFt
  • 18 Days on Market
MLS#: 5112394
New Listing

$6,250,000

Dorset, VT

300 Nims Road

  • 6 Beds
  • 9 Baths
  • 28.61 Acres
  • 10,739 SqFt
  • 20 Days on Market
MLS#: 5112024
New Listing

$2,250,000

Winhall, VT

165 High Meadow Road

  • 4 Beds
  • 5 Baths
  • 1.08 Acre
  • 3,034 SqFt
  • 21 Days on Market
MLS#: 5111781
New Listing

$1,500,000

Winhall, VT

180 High Meadow Road

  • 5 Beds
  • 4 Baths
  • 1 Acre
  • 4,173 SqFt
  • 21 Days on Market
MLS#: 5111779

Luxury Homes for Sale

Winhall, located in the Green Mountains of Vermont, offers a picturesque setting with its lush landscapes and proximity to Stratton Mountain Resort. The area is known for its stunning natural beauty, with nearby lakes and trails providing ample opportunities for outdoor activities. Residents enjoy easy access to the vibrant town of Manchester, which features a variety of shops, restaurants, and cultural attractions, all while being surrounded by the tranquility of Vermont's scenic countryside.

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 October 19, 2026 2:40 PM EDT