$535,000
$100K PRICE DROP
Under Contract
- 4 Beds
- 2 Baths
- 2,212 Sq Ft
298 Jenneville Rd, Windsor, VT 05089
John Bassette
Bassette Real Estate Group
(802) 802-3094
1,746
Windsor, VT Homes
-
298 Jenneville Rd, Windsor, VT 05089
-
Starting at $1,800 Per Month
- 2 Beds
77 Union St, Windsor, VT 05089
77 Union St, Windsor, VT 0508977 Union St
(802) 230-1324
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$255,000
Sold Jul 01, 202559 Weston Heights, Windsor, VT 05089
- 4 Beds
- 1 Bath
- 1,008 Sq Ft
- Built 1942
Last Sold Summary
- $253/SF
- 90 Days On Market
Current Estimated Value $258,818
Last Listing Agent Don Chabot Town and Country Realty
59 Weston Heights, Windsor, VT 05089 -
Est $292,705
Not Listed For Sale43 River St, Windsor, VT 05089
- 4 Beds
- 1.5 Baths
- 2,116 Sq Ft
- Built 1850
Last Sold Summary
- 34 Days On Market
-
$535,000
- 6 Beds
- 4 Baths
- 4,933 Sq Ft
2 Pine St, Windsor, VT 05089
2 Pine St, Windsor, VT 05089Susan Bellville Bellville Realty
-
Starting at $2,100 Per Month
- 2 Beds
18 State St, Windsor, VT 05089
18 State St, Windsor, VT 05089elcome to this generously sized two bedroom apartment, perfect for those seeking comfort and convenience. Located on State Street, this unit offers a great in-town location, just a short walk to restaurants, schools, and shopping.The main level features a large kitchen with brand new fixtures including a breakfast bar and complemented by a separate dining room, ideal for family meals or
(802) 230-1291
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$315,000
Sold Nov 21, 20251 Dorrance St, Windsor, VT 05089
- 2 Beds
- 1.5 Baths
- 1,649 Sq Ft
- Built 1945
Last Sold Summary
- 4% Below List Price
- $191/SF
- 7 Days On Market
Current Estimated Value $304,130
Last Listing Agent Evan Russell Real Broker LLC
1 Dorrance St, Windsor, VT 05089 -
Est $298,706
Not Listed For Sale4 Old Mill Pond Rd, Windsor, VT 05089
- 3 Beds
- 4 Baths
- 2,052 Sq Ft
- Built 1989
Last Sold Summary
- 294 Days On Market
-
$96,232
New Construction- 2 Beds
- 2 Baths
- 777 Sq Ft
517 Back Mountain Rd, Windsor, VT 05089
517 Back Mountain Rd, Windsor, VT 05089Kate Barry EXP Realty
-
Starting at $1,950 Per Month
- 3 Beds
8 Union St, Windsor, VT 05089
8 Union St, Windsor, VT 050898 Union St.
(802) 230-0507
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$60,000
Sold Dec 18, 20255 Clough Ave, West Windsor, VT 05089
- 3 Beds
- 1 Bath
- 1,392 Sq Ft
- Built 1920
Last Sold Summary
- 25% Below List Price
- $43/SF
- 13 Days On Market
Current Estimated Value $166,667
Last Listing Agent Derek Greene Derek Greene
5 Clough Ave, West Windsor, VT 05089 -
Not Listed For Sale
51 River St, Windsor, VT 05089
- 4 Beds
- 4 Baths
- 2,509 Sq Ft
- Built 1875
Last Sold Summary
- 20 Days On Market
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$229,000
- 2 Beds
- 1 Bath
- 1,008 Sq Ft
15 National St, Windsor, VT 05089
15 National St, Windsor, VT 05089Chelsea Bevis KW Vermont Woodstock
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$1,500
Total Monthly Price
- 1 Bed
- 1 Bath
- 750 Sq Ft
- Condo for Rent
14 James Foster Rd Unit A, West Windsor, VT 05089
14 James Foster Rd Unit A, West Windsor, VT 05089Newly renovated, 1-Bedroom, 1-Bath Apartment located on a secluded cul-de-sac near Hartland Four Corners, very convenient to Rte 91. Sunny entry room features large slider doors that lead out into garden area with views of Mt. Ascutney. Spacious Living Room, Galley Kitchen with Stainless-Steel refrigerator and electric stove, Large Bathroom with new vanity and extra-large Storage/Pantry. Brand
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$335,000
Sold Jun 02, 202577 Taylor Dr, Windsor, VT 05089
- 8 Beds
- 4 Baths
- 5,088 Sq Ft
- Built 1860
Last Sold Summary
- 7% Below List Price
- $66/SF
- 126 Days On Market
Current Estimated Value $359,066
Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley
77 Taylor Dr, Windsor, VT 05089 -
Est $211,500
Not Listed For Sale17 Fairview Terrace, Windsor, VT 05089
- 2 Beds
- 1 Bath
- 768 Sq Ft
- Built 1950
Last Sold Summary
- 5 Days On Market
-
$875,000
- 2 Beds
- 2 Baths
- 1,820 Sq Ft
860 Yale Heights Rd, Windsor, VT 05089
860 Yale Heights Rd, Windsor, VT 05089Danny Kogut Williamson Group Sothebys Intl. Realty
-
$1,325 Per Month
- 1 Bed
- 1 Bath
- 15-17 State Street
17 State St Unit B, Windsor, VT 05089
17 State St Unit B, Windsor, VT 05089 -
$40,000
Sold Oct 06, 2025138 Ascutney St, Windsor, VT 05089
- 2 Beds
- 1 Bath
- 434 Sq Ft
- Built 1952
Last Sold Summary
- 4% Above List Price
- $92/SF
- 6 Days On Market
Last Listing Agent DJ Chabot Town and Country Realty
138 Ascutney St, Windsor, VT 05089 -
Est $312,277
Not Listed For Sale87 Kennedy Dr, Windsor, VT 05089
- 3 Beds
- 1.5 Baths
- 955 Sq Ft
- Built 1942
Last Sold Summary
- 2 Days On Market
-
$560,000
Pending- 3 Beds
- 3 Baths
- 2,368 Sq Ft
93 Belaski Rd, Windsor, VT 05089
93 Belaski Rd, Windsor, VT 05089Katie Ladue Gilbert BHHS Verani Upper Valley
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$1,950 Per Month
- 3 Beds
- 1 Bath
- Charming Home Near Downtown Windsor
35 River St, Windsor, VT 05089
35 River St, Windsor, VT 05089Welcome to 35 River Street, a charming home located in the heart of Windsor. This spacious property offers a flexible layout with multiple living areas, abundant natural light, and classic character throughout.The home features hardwood flooring, generous room sizes. Enjoy the comfort of a covered porch and a location close to downtown shops, restaurants, and local
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$240,000
Sold Jul 21, 2025338 Us Route 5 S, Windsor, VT 05089
- 6 Beds
- 2 Baths
- 2,504 Sq Ft
- Built 1840
Last Sold Summary
- $96/SF
- 7 Days On Market
Current Estimated Value $255,927
Last Listing Agent Kevin Holmes Blue Slate Realty
338 Us Route 5 S, Windsor, VT 05089 -
Est $246,034
Not Listed For Sale93 Weston Heights, Windsor, VT 05089
- 3 Beds
- 1 Bath
- 1,064 Sq Ft
- Built 1942
Last Sold Summary
- 11 Days On Market
-
$87,826
New Construction- 1 Bed
- 1 Bath
- 643 Sq Ft
23 Cubb Ct, Windsor, VT 05089
23 Cubb Ct, Windsor, VT 05089Kate Barry EXP Realty
-
$2,950 Per Month
- 3 Beds
- 1 Bath
- Beautiful Furnished Home with Cozy Rustic Finishes
69 Belknap Ln, Windsor, VT 05089
69 Belknap Ln, Windsor, VT 05089Welcome to this warm and inviting fully furnished 3-bedroom, 1-bath home that blends rustic charm with modern comfort. The spacious open-concept kitchen and dining area features beautiful wood accents, generous cabinet storage, and a functional layout ideal for both everyday living and entertaining. The living room offers a bright and comfortable space filled with natural light—perfect for
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$94,900
Sold Dec 04, 202516 Day St, Windsor, VT 05089
- 2 Beds
- 1 Bath
- 660 Sq Ft
- Built 1930
Last Sold Summary
- $144/SF
- 4 Days On Market
Current Estimated Value $150,722
Last Listing Agent Robert Balewicz Evergreen Realty of Vermont
16 Day St, Windsor, VT 05089 -
Est $261,123
Not Listed For Sale1092 Weeden Hill Rd, Windsor, VT 05089
- 3 Beds
- 1.5 Baths
- 1,452 Sq Ft
- Built 1863
Last Sold Summary
- 35 Days On Market
-
$139,000
Under Contract- 1 Bed
- 1 Bath
- 768 Sq Ft
38 Jarvis St, Windsor, VT 05089
38 Jarvis St, Windsor, VT 05089Chelsea Bevis KW Vermont Woodstock
-
$1,650 Per Month
- 2 Beds
- 1 Bath
- Condo for Rent
75 Union St Unit 3, Windsor, VT 05089
75 Union St Unit 3, Windsor, VT 05089 -
$350,000
Sold May 30, 202530 Union St, Windsor, VT 05089
- 4 Beds
- 4.5 Baths
- 3,990 Sq Ft
- Built 1900
Last Sold Summary
- 19% Below List Price
- $88/SF
- 232 Days On Market
Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley
30 Union St, Windsor, VT 05089 -
Est $263,774
Not Listed For Sale153 State St, Windsor, VT 05089
- 4 Beds
- 1.5 Baths
- 1,600 Sq Ft
- Built 1830
Last Sold Summary
- 10 Days On Market
-
$229,000
- 2 Beds
- 1 Bath
- 1,008 Sq Ft
29 National St, Windsor, VT 05089
29 National St, Windsor, VT 05089Chelsea Bevis KW Vermont Woodstock
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$1,150 Per Month
- 1 Bed
- 1 Bath
- Condo for Rent
18 Central St Unit 3, Windsor, VT 05089
18 Central St Unit 3, Windsor, VT 05089 -
$400,000
Sold Dec 19, 202596 Dairy Ln, Windsor, VT 05089
- 4 Beds
- 2.5 Baths
- 2,272 Sq Ft
- Built 1992
Last Sold Summary
- 13% Below List Price
- $176/SF
- 85 Days On Market
Current Estimated Value $403,135
Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley
96 Dairy Ln, Windsor, VT 05089 -
Est $347,211
Not Listed For Sale18 Pine St, Windsor, VT 05089
- 3 Beds
- 1.5 Baths
- 1,721 Sq Ft
- Built 1868
Last Sold Summary
- 4 Days On Market
-
$329,000
$10K PRICE DROP Under Contract- 4 Beds
- 2 Baths
- 2,142 Sq Ft
74 Union St, Windsor, VT 05089
74 Union St, Windsor, VT 05089Chelsea Bevis KW Vermont Woodstock
-
$1,675 Per Month
- 1 Bed
- 1 Bath
- Condo for Rent
68 Ascutney St Unit 3, Windsor, VT 05089
68 Ascutney St Unit 3, Windsor, VT 05089 -
$219,000
Sold Sep 02, 202566 Union St, Windsor, VT 05089
- 3 Beds
- 2 Baths
- 1,743 Sq Ft
- Built 1856
Last Sold Summary
- 14% Below List Price
- $126/SF
- 56 Days On Market
Current Estimated Value $227,512
Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley
66 Union St, Windsor, VT 05089 -
Est $396,014
Not Listed For Sale1670 Marton Rd, Windsor, VT 05089
- 3 Beds
- 2 Baths
- 1,408 Sq Ft
- Built 1957
Last Sold Summary
- 7 Days On Market
Showing Results 1 - 40, Page 1 of 18
Home Trends in Windsor, VT
On average, homes in Windsor, VT sell after 83 days on the market compared to the national average of 58 days. The median sale price for homes in Windsor, VT over the last 12 months is $273,000, down 10% from the median home sale price over the previous 12 months.
Housing Trends
Median Sale Price
$273,000
Median Single Family Sale Price
$256,500
Median Townhouse Sale Price
$399,500
Average Price Per Sq Ft
$195
Number of Homes for Sale
6
Last 12 months Home Sales
36
Months of Supply
2.00
Median List Price
$282,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-10%
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