108 Main Street
Description
- Listed by Rachel Brandli • Fidelity Real Estate Inc.
Sold By Covered Bridge RE
Property Details for 108 Main Street
Recent comparable sales
Median sold price
$335,000
Avg days on market
221
Sale-to-list ratio
84.1%
Windsor, VT
9 comparable properties found
$250,000
Sold 10/02/25
- 7
- Bedrooms
- 4
- Bathrooms
- 3,894
- Square Feet
- 0.38
- Acres
$115,000
Sold 12/10/25
- 5
- Bedrooms
- 4
- Bathrooms
- 4,011
- Square Feet
- 0.34
- Acres
$220,000
Sold 05/27/26
- 5
- Bedrooms
- 4
- Bathrooms
- 4,374
- Square Feet
- 0.29
- Acres
$710,000
Sold 11/09/24
- 5
- Bedrooms
- 4
- Bathrooms
- 4,448
- Square Feet
- 0.49
- Acres
Location
Building Information for 108 Main Street
Payment Calculator
$2,109 per month
30 year fixed, 6.55% Interest
$1,576
$534
$0
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1Property Information for 108 Main Street
- City: Windsor
- County: VT-Windsor
- Directions: Route 5 South right before Old South Church.
- Latitude: 43.478982999999992
- Longitude: -72.387120525131238
- Road Frontage: Yes
- Seasonal: No
- State: VT
- Street Designation: Street
- Zip Code: 05089
- SPAN Number: 768-244-12549
- Tax - Gross Amount: $6,402.00
- Tax Year: 2022
- Taxes TBD: No
- School - High: Windsor High School
- School - District: Windsor
- School - Elementary: Windsor State Street School
- School - Middle/Jr: Windsor High School
- Garage: No
- Driveway: Paved
- Footprint: 4096
- Lot - Sqft: 4792.0
- Lot Features: City Lot, Landscaped, Sloping
- Lot Size Acres: 0.11
- Road Frontage Length: 65.0
- Square Feet Apx Finished Above Grade: 4096.0
- Square Feet Apx Finished AG Source: Other
- Square Feet Apx Finished Below Grade: 0.0
- Square Feet Apx Finished BG Source: Other
- Square Feet Apx Total: 8192.0
- Square Feet Apx Total Finished: 4096.0
- Square Feet Apx Unfinished Above Grade: 4096.0
- Square Feet Apx Unfinished AG Source: Other
- Square Feet Apx Unfinished Below Grade: 0.0
- Square Feet Apx Unfinished BG Source: Other
- Property Class: Multi-Family
- Flood Zone: Unknown
- Foundation: Stone
- PreConstruction: No
- Surveyed: Unknown
- Year Built: 1804
- Electric: Circuit Breaker(s)
- Sewer: Public
- Water Source: Public
- Utilities: Cable - At Site
- Internet: Internet - Cable, Internet - Dial-up
- Color: White
- Construction Materials: Masonry, Brick Exterior, Wood Exterior
- Roads: Paved, Private
- Roof: Shingle
- Appliances: Water Heater – Rented
- Basement: Yes
- Basement Access Type: Walk-up
- Basement Description: Daylight, No Tenant Access, Unfinished
- Total Full Baths: 4
- Heat Fuel: Oil
- Heating: Hot Water
- Cooling: None
- Total Stories: 2.5
- Gross Income: $37,092.00
- Operating Expense Incl: Heat, Maintenance, Snow Removal, Utilities, Water/Sewer
- Operating Expense: $10,914
- Total Units: 4
- Total 1 BR Units: 3
- Total 2 BR Units: 1
- Total 3+ BR Units: 0
- Unit 1 Baths: 1
- Unit 1 Bedrooms: 1
- Unit 1 Lease Term: Annual
- Unit 1 Level Number: 2
- Unit 1 Rental Amt Freq: Monthly
- Unit 1 Status: Leased
- Unit 1 Rooms: 3
- Unit 1 Rental Amount: $980.00
- Unit 1 Tenant Pays: Electric, Hot Water, Internet Service, Trash, TV Service
- Unit 1 Info: Appliances Included, CO Detector, Cooktop - Electric, Electric
- Unit 2 Lease Term: Annual
- Unit 2 Baths: 1
- Unit 2 Rooms: 5
- Unit 2 Status: Leased
- Unit 2 Level Number: 2
- Unit 2 Rental Amt Freq: Monthly
- Unit 2 Bedrooms: 2
- Unit 2 Rental Amount: $1,252.00
- Unit 2 Info: Appliances Included, CO Detector, Cooktop - Electric, Electric
- Unit 2 Tenant Pays: Electric, Hot Water, Internet Service, Trash
- Unit 3 Lease Term: Annual
- Unit 3 Baths: 1
- Unit 3 Rooms: 3
- Unit 3 Level Number: 3
- Unit 3 Rental Amt Freq: Monthly
- Unit 3 Status: Leased
- Unit 3 Bedrooms: 1
- Unit 3 Rental Amount: $980.00
- Unit 3 Info: Appliances Included, CO Detector, Cooktop - Electric, Electric
- Unit 3 Tenant Pays: Electric, Hot Water, Internet Service, Trash
- Unit 4 Lease Term: Annual
- Unit 4 Level Number: 1
- Unit 4 Rental Amt Freq: Monthly
- Unit 4 Rooms: 3
- Unit 4 Baths: 1
- Unit 4 Bedrooms: 1
- Unit 4 Status: Leased
- Unit 4 Rental Amount: $975.00
- Unit 4 Info: Appliances Included, CO Detector, Cooktop - Electric, Electric
- Unit 4 Tenant Pays: Electric, Hot Water, Internet Service, Trash
- Total Leases: 4
Property History for 108 Main Street
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| Apr 30, 2024 | Sold New England Real Estate Network #4955144 | $310,000 | — |
| Apr 30, 2024 | Pending New England Real Estate Network #4955144 | — | |
| Mar 9, 2024 | Active Under Contract New England Real Estate Network #4955144 | — | |
| Jun 1, 2023 | Listed (Active) New England Real Estate Network #4955144 | $340,000 | — |
| Sep 10, 2021 | Listed (Active) New England Real Estate Network #4882076 | $289,000 | — |
| Nov 4, 2019 | Expired New England Real Estate Network #4749008 | — | |
| May 2, 2019 | Listed (Active) New England Real Estate Network #4749008 | $259,000 | — |
| Apr 26, 2019 | Expired New England Real Estate Network #4725496 | — | |
| Oct 25, 2018 | Listed (Active) New England Real Estate Network #4725496 | $259,000 | — |
| Jul 30, 2004 | Sold New England Real Estate Network #152156 | $219,000 | — |
| Jun 15, 2004 | Pending New England Real Estate Network #152156 | — | |
| Jun 4, 2004 | Listed (Active) New England Real Estate Network #152156 | $215,000 | — |
| Date | Event & Source | Price |
|---|---|---|
| 04/30/2024 | Sold New England Real Estate Network #4955144 | $310,000 |
| 04/30/2024 | Pending New England Real Estate Network #4955144 | — |
| 03/09/2024 | Active Under Contract New England Real Estate Network #4955144 | — |
| 06/01/2023 | Listed (Active) New England Real Estate Network #4955144 | $340,000 |
| 09/10/2021 | Listed (Active) New England Real Estate Network #4882076 | $289,000 |
| 11/04/2019 | Expired New England Real Estate Network #4749008 | — |
| 05/02/2019 | Listed (Active) New England Real Estate Network #4749008 | $259,000 |
| 04/26/2019 | Expired New England Real Estate Network #4725496 | — |
| 10/25/2018 | Listed (Active) New England Real Estate Network #4725496 | $259,000 |
| 07/30/2004 | Sold New England Real Estate Network #152156 | $219,000 |
| 06/15/2004 | Pending New England Real Estate Network #152156 | — |
| 06/04/2004 | Listed (Active) New England Real Estate Network #152156 | $215,000 |
For completeness, we often displays two records for one sale: the MLS record and the public record.
Public Records for 108 Main Street
Schools near 108 Main Street
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
$99,000
- 1
- Bedrooms
- 1
- Bathrooms
- 240
- Square Feet
- Unavailable
- Acres
Nearby home values
| Address | Sold price | Beds | Baths | Sqft | Lot (Sqft) |
|---|---|---|---|---|---|
This home: 108 Main Street, Windsor, VT 05089 | $310,000 | 5 | 4 | 4,096 | 4,791 |
– | – | – | 3,588 | 8,712 | |
– | – | – | – | 25,265 | |
– | – | – | 1,215 | – | |
$165,000 | – | – | 6,398 | 34,848 | |
$50,000 | – | – | 5,306 | 13,504 | |
$339,000 | 6 | 6 | 4,500 | 40,075 | |
– | – | – | 1,443 | 7,405 | |
– | – | – | – | 27,878 | |
– | – | – | 8,580 | 10,019 | |
– | 2 | 1.5 | 1,460 | 5,663 | |
$253,000 | 5 | 3 | 4,386 | 261,360 | |
$210,000 | 1 | 2 | 1,056 | 7,840 | |
– | – | – | 9,232 | 31,363 | |
$145,000 | – | – | 2,464 | 3,049 | |
– | 4 | 1.5 | 1,728 | 7,841 |
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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.
Listing Courtesy of Fidelity Real Estate Inc.
Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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 08/24/2026 09:55 PM
