$750,000
6
3Bds
4Ba
3,302sqft
Single family home for sale
Four Seasons Sotheby'S Int'L Realty
$750,000
6
3Bds
4Ba
3,302sqft
Single family home for sale
Four Seasons Sotheby'S Int'L Realty
$389,900
3Bds
1Ba
1,840sqft
Single family home for sale
Bhg Masiello Brattleboro
$289,000
2Bds
1Ba
1,236sqft
Single family home for sale
Bhhs Verani Upper Valley
$549,000
1
3Bds
3Ba
1,258sqft
Single family home for sale
Mary W. Davis Realtor & Assoc., Inc.
$3,200,000
3
4Bds
5Ba
4,058sqft
Single family home for sale
Mary W. Davis Realtor & Assoc., Inc.
$1,199,000
9
3Bds
2Ba
1,248sqft
Single family home for sale
Engel & Volkers Okemo
$545,000
13
3Bds
2Ba
1,788sqft
Single family home for sale
The Clerkin Agency, P.C.
$650,000
4
3Bds
5Ba
3,590sqft
Single family home for sale
Diamond Realty
$1,699,000
6
4Bds
5Ba
3,288sqft
Single family home for sale
Kw Coastal And Lakes & Mountains Realty/Hanover
$635,000
11
3Bds
2Ba
1,771sqft
Single family home for sale
Killington Pico Realty
$1,275,000
4
6Bds
5Ba
4,571sqft
Single family home for sale
Kw Vermont Woodstock
$425,000
6
3Bds
2Ba
1,530sqft
Single family home for sale
Diamond Realty
$700,000
8
2Bds
3Ba
1,556sqft
Single family home for sale
Four Seasons Sotheby'S Int'L Realty
$1,970,000
11
5Bds
6Ba
4,508sqft
Single family home for sale
Four Seasons Sotheby'S Int'L Realty
$595,000
9
--Bds
--Ba
2,288sqft
Multi family home for sale
Wetmore Real Estate
$509,000
8
4Bds
3Ba
2,526sqft
Single family home for sale
Wohler Realty Group
$3,275,000
7
4Bds
5Ba
3,363sqft
Sale Pending
Snyder Donegan Real Estate Group
$1,100,000
16
4Bds
3Ba
2,435sqft
Sale Pending
Williamson Group Sothebys Intl. Realty
$1,195,000
3
4Bds
3Ba
3,089sqft
Single family home for sale
Williamson Group Sothebys Intl. Realty
$379,000
9
3Bds
2Ba
1,635sqft
Single family home for sale
Wetmore Real Estate
$299,000
9
2Bds
1Ba
1,152sqft
Single family home for sale
Regents New England Real Estate
$649,000
3
3Bds
2Ba
1,568sqft
Single family home for sale
Killington Pico Realty
$1,600,000
8
2Bds
2Ba
2,258sqft
Single family home for sale
Williamson Group Sothebys Intl. Realty
$1,050,000
10
3Bds
2Ba
1,860sqft
Single family home for sale
Mary W. Davis Realtor & Assoc., Inc.
$3,500,000
13
4Bds
3Ba
2,571sqft
Single family home for sale
Four Seasons Sotheby'S Int'L Realty
$329,000
4
2Bds
2Ba
652sqft
Single family home for sale
Diamond Realty
$479,999
6
2Bds
1Ba
768sqft
Single family home for sale
Four Seasons Sotheby'S Int'L Realty
$2,500,000
9
6Bds
6Ba
5,433sqft
Mansion for sale
Williamson Group Sothebys Intl. Realty
$1,695,000
2
5Bds
3Ba
1,832sqft
Single family home for sale
Four Seasons Sotheby'S Int'L Realty
$1,500,000
5
4Bds
5Ba
1,962sqft
Single family home for sale
Four Seasons Sotheby'S Int'L Realty
$845,000
3
2Bds
1Ba
600sqft
Single family home for sale
Wade I Treadway Real Estate
$70,000
14
--Bds
--Ba
2,361sqft
Multi family home for sale
Bhg Masiello Brattleboro
$169,000
11
1Bd
1Ba
200sqft
Single family home for sale
Four Seasons Sotheby'S Int'L Realty
$1,695,000
8
2Bds
3Ba
2,944sqft
Single family home for sale
Snyder Donegan Real Estate Group
$645,000
7
4Bds
2Ba
4,144sqft
Single family home for sale
Cummings & Co
$405,000
5
--Bds
--Ba
--sqft
Single family home for sale
Diamond Realty
$295,000
1
4Bds
2Ba
1,128sqft
Single family home for sale
Black House Real Estate
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 Report39
Homes Available
$ 165,000
Median List Price
86 Days
Avg on Market
Do Real Estate on the Go!