$1,749,000
5Bds
5Ba
4,077sqft
Single family home for sale
Snyder Donegan Real Estate Group
$1,749,000
5Bds
5Ba
4,077sqft
Single family home for sale
Snyder Donegan Real Estate Group
$2,295,000
6
5Bds
5Ba
4,800sqft
Single family home for sale
Four Seasons Sotheby'S Int'L Realty
$1,490,950
8
5Bds
4Ba
1,679sqft
Single family home for sale
Higgerson & Company
$2,600,000
1
5Bds
5Ba
3,697sqft
Single family home for sale
Snyder Donegan Real Estate Group
$1,990,000
3
5Bds
4Ba
4,448sqft
Single family home for sale
Dark Horse Realty
$1,300,000
2
5Bds
4Ba
1,948sqft
Single family home for sale
Mary W. Davis Realtor & Assoc., Inc.
$2,175,000
6
5Bds
4Ba
3,502sqft
Single family home for sale
Williamson Group Sothebys Intl. Realty
$2,150,000
8
5Bds
9Ba
7,322sqft
Mansion for sale
Higgerson & Company
$1,395,000
8
5Bds
6Ba
2,768sqft
Single family home for sale
Snyder Donegan Real Estate Group
$1,250,000
11
5Bds
4Ba
2,082sqft
Single family home for sale
Four Seasons Sotheby'S Int'L Realty
$3,500,000
5
5Bds
5Ba
4,890sqft
Single family home for sale
Snyder Donegan Real Estate Group
$319,000
11
5Bds
4Ba
2,200sqft
Single family home for sale
Killington Pico Realty
$1,349,000
11
5Bds
5Ba
5,400sqft
Mansion for sale
Four Seasons Sotheby'S Int'L Realty
$3,100,000
15
5Bds
5Ba
5,194sqft
Mansion for sale
William Raveis Real Estate Vermont Properties
$2,499,000
10
5Bds
6Ba
4,462sqft
Single family home for sale
Kw Vermont Woodstock
$3,895,000
5
5Bds
6Ba
5,613sqft
Mansion for sale
Snyder Donegan Real Estate Group
$1,200,000
14
5Bds
6Ba
3,170sqft
Single family home for sale
William Raveis Real Estate Vermont Properties
$2,650,000
14
5Bds
4Ba
4,843sqft
Single family home for sale
Snyder Donegan Real Estate Group
$1,970,000
11
5Bds
6Ba
4,508sqft
Single family home for sale
Four Seasons Sotheby'S Int'L Realty
$2,300,000
9
5Bds
6Ba
3,489sqft
Single family home for sale
Williamson Group Sothebys Intl. Realty
$879,900
10
5Bds
3Ba
2,800sqft
Single family home for sale
William Raveis Real Estate Vermont Properties
$599,500
13
5Bds
3Ba
2,830sqft
Single family home for sale
Williamson Group Sothebys Intl. Realty
$600,000
8
5Bds
5Ba
3,507sqft
Single family home for sale
Kw Vermont
$789,000
5
5Bds
3Ba
3,668sqft
Single family home for sale
Barrett And Valley Associates Inc.
$4,999,000
4
5Bds
5Ba
6,040sqft
Mansion for sale
William Raveis Real Estate Vermont Properties
$1,385,000
4
5Bds
4Ba
3,862sqft
Sale Pending
Landvest, Inc/Woodstock
$700,000
6
5Bds
4Ba
3,641sqft
Single family home for sale
William Raveis Real Estate Vermont Properties
$2,650,000
4
5Bds
6Ba
3,862sqft
Single family home for sale
Mary W. Davis Realtor & Assoc., Inc.
$995,000
5
5Bds
4Ba
1,948sqft
Single family home for sale
Mary W. Davis Realtor & Assoc., Inc.
$4,850,000
4
5Bds
6Ba
6,313sqft
Mansion for sale
Four Seasons Sotheby'S Int'L Realty
$1,400,000
5
5Bds
5Ba
2,190sqft
Single family home for sale
Mary W. Davis Realtor & Assoc., Inc.
$3,250,000
6
5Bds
7Ba
3,546sqft
Single family home for sale
William Raveis Real Estate Vermont Properties
$8,750,000
4
5Bds
5Ba
5,793sqft
Mansion for sale
Williamson Group Sothebys Intl. Realty
$1,290,000
7
5Bds
3Ba
1,766sqft
Single family home for sale
Ski Country Real Estate
$3,250,000
6
5Bds
5Ba
3,212sqft
Single family home for sale
Dark Horse Realty
$2,950,000
8
5Bds
6Ba
2,074sqft
Condo for sale
Mary W. Davis Realtor & Assoc., Inc.
$729,000
8
5Bds
3Ba
2,018sqft
Single family home for sale
Mary W. Davis Realtor & Assoc., Inc.
$1,150,000
10
5Bds
3Ba
2,224sqft
Single family home for sale
William Raveis Real Estate Vermont Properties
$6,673,000
2
5Bds
4Ba
4,165sqft
Sale Pending
Landvest, Inc/Woodstock
$1,695,000
2
5Bds
3Ba
1,832sqft
Single family home for sale
Four Seasons Sotheby'S Int'L Realty
$1,395,000
3
5Bds
4Ba
3,648sqft
Single family home for sale
Williamson Group Sothebys Intl. Realty
$12,950,000
3
5Bds
10Ba
8,827sqft
Mansion for sale
Williamson Group Sothebys Intl. Realty
Don't miss out on new listings — and get instant email alerts!
Do Real Estate on the Go!
Find your dream home, receive real-time updates, and many more!
Windsor is a balanced market, giving buyers and sellers room to negotiate. With None months of supply and homes averaging 86 days on the market, you can make decisions without the pressure of a highly competitive market.
Balanced Market
86
0
In Jan 2026 · YoY
Current rate · YoY
30-Year Fixed
30-yr fixed rate 6.23% · Data as of Jan 2026 · Source: Houzeo Research.
View Full Windsor Market Report48
Homes Available
$ 165,000
Median List Price
86 Days
Avg on Market
Do Real Estate on the Go!