Off Market
3 beds1.5 baths2,054 sqft
39 Main St, Windsor, VT 05089

Recent comparable sales

Median sold price

$262,000

Avg days on market

29

Sale-to-list ratio

93.7%

Windsor, VT

9 comparable properties found

$215,000 | 31 Maple Street, Windsor, VT 05089
1/37
1

$215,000

Sold 10/06/25

3
Bedrooms
1,900
Square Feet
0.21
Acres
$395,900 | 58 Morningside Drive, Windsor, VT 05089
1/29
2

$395,900

Sold 11/13/25

3
Bedrooms
1,680
Square Feet
0.96
Acres
$219,000 | 66 Union Street, Windsor, VT 05089
1/19
3

$219,000

Sold 09/02/25

3
Bedrooms
1,743
Square Feet
0.08
Acres
$350,000 | 39 Huntington Drive, Windsor, VT 05089
1/40
4

$350,000

Sold 10/21/24

3
Bedrooms
2,160
Square Feet
0.37
Acres
5

$264,070

Sold 10/02/25

3
Bedrooms
2
Bathrooms
1,796
Square Feet
0.22
Acres
6

$200,000

Sold 04/28/25

3
Bedrooms
2
Bathrooms
2,332
Square Feet
0.16
Acres
$226,000 | 4 Bavier Avenue, Windsor, VT 05089
1/2
7

$226,000

Sold 08/07/26

3
Bedrooms
2,088
Square Feet
0.11
Acres
$292,500 | 32 Clough Avenue, Windsor, VT 05089
1/23
8

$292,500

Sold 08/28/25

3
Bedrooms
1,606
Square Feet
0.4
Acres
$262,000 | 242 Huntington Drive, Windsor, VT 05089
1/20
9

$262,000

Sold 12/18/24

3
Bedrooms
1,710
Square Feet
0.28
Acres

Location

Add your commute

Property Information for 39 Main Street

Property Details
  • MLS Type: Sale / Residential / Building / 1 / 1
  • Year Built: 1855
  • Lot Size: 0.17 AC / 7,405 SF
Building Information
  • Stories: 2
  • Year Built: 1855
  • Lot Size: 0.17 AC / 7,405 SF

Public Records for 39 Main Street

Taxable ValueLand$38,430Additions$242,740Total$281,170
Tax Record2025$3,385 ($282 / month)
Home Facts
Beds3Baths1.5Total Finished SqFt2,054 SqFtAbove Grade Finished SqFt2,054 SqFtStories2Lot Size7,405 SqFtStyleSingle Family ResidenceYear Built1855Year Renovated1855ZoningMDCountyWINDSORAPN(244) 560039000

Schools near 39 Main Street

This home is within Mount Ascutney School District #86.
Rating
School
Type
Grades
Distance
Public - PK to 12
Rating
School
Distance
Windsor School
PublicPK to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

New listings in 05089

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1/11

$87,826

1
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Square Feet
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Acres
$96,232 | 108 Cubb Court, Windsor, VT 05089
1/15

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2
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Square Feet
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Acres
$99,000 | 505 Back Mountain Road, Unit 14, Windsor, VT 05089
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Square Feet
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Acres
$189,000 | 29 National Street, Windsor, VT 05089
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$189,000

2
Bedrooms
1,008
Square Feet
0.08
Acres
$1,325,000 | 325 Cemetery Road, West Windsor, VT 05089
1/46
Virtual Tour

$1,325,000

4
Bedrooms
2,554
Square Feet
26.72
Acres
$490,000 | 2 Pine Street, Windsor, VT 05089
1/36

$490,000

6
Bedrooms
4,933
Square Feet
0.48
Acres
$1,399,000 | 145 The Plateau, Windsor, VT 05089
1/50
Virtual Tour

$1,399,000

4
Bedrooms
4,000
Square Feet
4.96
Acres
$299,000 | 466 Estey Lane, Windsor, VT 05089
1/60

$299,000

2
Bedrooms
1,152
Square Feet
6.8
Acres
$1,625,000 | 55 County Road, Hartland, VT 05089
1/55

$1,625,000

3
Bedrooms
4,922
Square Feet
32.9
Acres

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 39 Main Street, Windsor, VT 05089
–
3
1.5
2,054
7,405
$154,000
4
2,789
13,068
–
–
2.5
2,070
10,454
$205,000
3
2,586
11,325
$116,500
4
–
7,405
$360,000
4
2
3,060
20,473

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Based on information from one of the following Multiple Listing Services: New England Real Estate Network, Maine Listings. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by New England Real Estate Network, Maine Listings is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. Data last updated: 09/27/2026 10:33 PM