149 Main Street

Closed 6/26/24
Closed 6/26/24
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Last Sold Price
$110,000
2 beds2,009 sqft$55/sqft
149 Main St, Windsor, VT 05089

Description

Behind the gated picket fence, is a 1795 dwelling waiting to be restored to its former beauty. Beautiful wooden beams and wood floors. Upon entering the dwelling, there is a good sized living room on the left, and bedroom to the right. There are rooms in the back of the first floor [including a ½ bath] which potentially could be converted a den or into a large kitchen with a dining area which would overlook the back deck, lawn and plantings. The second floor includes a kitchen, one bedroom, and a...Behind the gated picket fence, is a 1795 dwelling waiting to be restored to its former beauty. Beautiful wooden beams and wood floors. Upon entering the dwelling, there is a good sized living room on the left, and bedroom to the right. There are rooms in the back of the first floor [including a ½ bath] which potentially could be converted a den or into a large kitchen with a dining area which would overlook the back deck, lawn and plantings. The second floor includes a kitchen, one bedroom, and a full bath with a tub. The lower level includes closet/storage space, two large rooms which could be completely finished for a family room, a playroom, or for additional storage. Walking out of the lower level, takes you onto a good-sized deck for relaxing, and outdoor dining. At the far back of the lawn, which also has plantings, is the garage which has room for a small workshop. The property is walking distance to restaurants, shops and banks and a short distance to a shopping center. License To Sell in place. If you are thinking of home ownership, appreciate older homes, with character and charm, consider this opportunity.
LISTING CLOSED: 06/26/2024 12:00 AM

  1. Listed by Amy Messina • Town and Country Realty

Sold By KW Vermont Woodstock

Property Details for 149 Main Street

Status
Closed
MLS #
4986683
Days on Market
82
Taxes
$4,085 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
Single Family
MLS Type
Residential / Single Family
Year Built
1795
Lot Size
0.22 AC / 9,583 SF
County
Windsor County
Parking
On Street, Detached
Water View
No
Waterfront Property
No
Zoning
Res/Com

Recent comparable sales

Median sold price

$219,000

Avg days on market

24

Sale-to-list ratio

94.1%

Windsor, VT

9 comparable properties found

$229,000 | 3 Fitch Court, Windsor, VT 05089
1/19
1

$229,000

Sold 06/25/25

2
Bedrooms
1,665
Square Feet
0.45
Acres

3 Fitch Court, Windsor, VT 05089

$315,000 | 1 Dorrance Street, Windsor, VT 05089
1/42
2

$315,000

Sold 11/21/25

2
Bedrooms
1,649
Square Feet
0.18
Acres

1 Dorrance Street, Windsor, VT 05089

$161,710 | 146 Ascutney Street, Windsor, VT 05089
1/21
3

$161,710

Sold 11/15/24

2
Bedrooms
1,439
Square Feet
0.21
Acres

146 Ascutney Street, Windsor, VT 05089

$94,900 | 16 Day Street, Windsor, VT 05089
1/27
4

$94,900

Sold 12/04/25

2
Bedrooms
660
Square Feet
0.18
Acres

16 Day Street, Windsor, VT 05089

$565,000 | 93 Belaski Road, Windsor, VT 05089
1/42
5

$565,000

Sold 08/17/26

3
Bedrooms
2,368
Square Feet
1.72
Acres

93 Belaski Road, Windsor, VT 05089

6

$2,500

Sold 05/16/25

2
Bedrooms
2
Bathrooms
2,037
Square Feet
97.57
Acres

150 Tracy Farm Road, Windsor, VT 05089

$219,000 | 66 Union Street, Windsor, VT 05089
1/19
7

$219,000

Sold 09/02/25

3
Bedrooms
1,743
Square Feet
0.08
Acres

66 Union Street, Windsor, VT 05089

$405,000 | 37 Morningside Drive, Windsor, VT 05089
1/35
8

$405,000

Sold 08/29/24

3
Bedrooms
1,638
Square Feet
1.15
Acres

37 Morningside Drive, Windsor, VT 05089

$215,000 | 31 Maple Street, Windsor, VT 05089
1/37
9

$215,000

Sold 10/06/25

3
Bedrooms
1,900
Square Feet
0.21
Acres

31 Maple Street, Windsor, VT 05089

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Location

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Building Information for 149 Main Street

Stories2Year Built1795Building Size-Lot Size0.22 AC / 9,583 SF

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$900 per month

30 year fixed, 6.55% Interest

Principal and Interest

$559

Property Taxes

$340

HOA Dues

$0

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Property Information for 149 Main Street

Summary
Location and General Information
  • City: Windsor
  • County: VT-Windsor
  • Directions: From Ascutney, Rte 5 North into Windsor; house is on the R next to the old fire station.
  • Latitude: 43.477425000000999
  • Longitude: -72.387336000000005
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Street
  • Zip Code: 05089
Taxes and HOA Information
  • SPAN Number: 768-244-12556
  • Tax - Gross Amount: $4,084.60
  • Tax Year: 2024
  • Tax Year Notes: 2023-2024
  • Taxes TBD: No
School Information
  • School - High: Windsor High School
  • School - Elementary: Windsor State Street School
Parking
  • Garage: Yes
  • Garage Capacity: 2.00
  • Driveway: Right-Of-Way (ROW)
Virtual Tour
Property
Lot Information
  • Lot: .22+- ac
  • Lot - Sqft: 9583.0
  • Lot Features: Sidewalks
  • Lot Size Acres: 0.22
  • Road Frontage Length: 73.0
  • Square Feet Apx Finished Above Grade: 1165.0
  • Square Feet Apx Finished AG Source: Appraiser
  • Square Feet Apx Finished Below Grade: 844.0
  • Square Feet Apx Finished BG Source: Public Records
  • Square Feet Apx Total: 2009.0
  • Square Feet Apx Total Finished: 2009.0
  • Square Feet Apx Unfinished Above Grade: 0.0
  • Square Feet Apx Unfinished AG Source: Public Records
  • Square Feet Apx Unfinished Below Grade: 0.0
  • Square Feet Apx Unfinished BG Source: Public Records
  • Water Body Access: No
Property and Assessments
  • Current Use: No
  • Property Class: Residential
  • Property Type: Single Family
  • Flood Zone: Unknown
  • Foundation: Concrete
  • PreConstruction: No
  • Resort: No
  • Surveyed: Unknown
  • Year Built: 1795
Utilities
  • Electric Company: Green Mountain Power
  • Fuel Company: Cota & Cota
  • Electric: Circuit Breaker(s), Other
  • Sewer: Public
  • Water Source: Public
  • Utilities: Cable - Available
  • Internet: High Speed Intrnt -Avail
Interior and Exterior Features
Exterior Features
  • Color: Yellow
  • Construction Materials: Wood Frame
  • Features - Exterior: Deck, Fence - Partial
  • Roads: Public
  • Roof: Shingle
Interior Features
  • Appliances: Cooktop - Electric, Refrigerator, Water Heater - Electric, Water Heater - Owned
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Concrete Floor, Full, Unfinished, Walkout, Interior Access, Exterior Access, Stairs - Basement
  • Baths - Total: 3
  • Baths - Full: 1
  • Half Baths: 1
  • One Quarter Baths: 0
  • Three Quarter Bath: 1
  • Rooms - Total: 8
  • Rooms: Level 1: Level 1: Bedroom, Level 1: Bath - 1/2, Level 1: Living Room, Level 1: Office/Study, Level 1: Other
  • Rooms: Level 2: Level 2: Bedroom, Level 2: Bath - Full, Level 2: Kitchen/Dining
  • Rooms: Level B: Level B: Bath - 3/4, Level B: Laundry Room
  • Bedrooms - Total: 2
  • Features - Interior: Dining Area, Laundry Hook-ups
  • Flooring: Other, Wood
  • Heat Fuel: Oil
  • Heating: Forced Air
  • Cooling: None
  • Total Stories: 2
Room Information
Room 1
  • Room Level: 1
  • Room Type: Living Room
Room 2
  • Room Level: 1
  • Room Type: Bedroom
Room 3
  • Room Level: 1
  • Room Type: Bath - 1/2
Room 4
  • Room Level: 1
  • Room Type: Office/Study
Room 5
  • Room Level: 1
  • Room Type: Other
Room 6
  • Room Level: 2
  • Room Type: Kitchen/Dining
Room 7
  • Room Level: 2
  • Room Type: Bedroom
Room 8
  • Room Level: 2
  • Room Type: Bath - Full
Room 9
  • Room Level: Basement
  • Room Type: Laundry Room
Room 10
  • Room Level: Basement
  • Room Type: Bath - 3/4

Property History for 149 Main Street

DateEvent & SourcePriceAppreciation
Jun 26, 2024

Sold (Public Record)

Public Record #1536408402

$110,000—
Jun 26, 2024

Sold

New England Real Estate Network #4986683

$110,000—
May 24, 2024

Active Under Contract

New England Real Estate Network #4986683

—
DateEvent & SourcePrice
06/26/2024

Sold (Public Record)

Public Record #1536408402

$110,000
06/26/2024

Sold

New England Real Estate Network #4986683

$110,000
05/24/2024

Active Under Contract

New England Real Estate Network #4986683

—

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 149 Main Street

Taxable ValueLand$43,830Additions$114,350Total$158,180
Tax Record2019$3,841 ($320 / month)
Home Facts
Beds1Total Finished SqFt919 SqFtAbove Grade Finished SqFt919 SqFtStories2Lot Size9,583 SqFtStyleSingle Family ResidenceYear Built1795ZoningCBCountyWINDSORAPN(244) 560149000

Schools near 149 Main Street

This home is within Mount Ascutney School District #86.
Rating
School
Type
Grades
Distance
Windsor School
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.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 149 Main Street, Windsor, VT 05089
$110,000
2
2,009
9,583
151 Main Street, Windsor, VT 05089
–
3
2
1,632
10,019
147 Main Street, Windsor, VT 05089
$550,000
–
–
14,400
16,988
153 Main Street, Windsor, VT 05089
$67,166
–
3
3,170
6,098
157 Main Street, Windsor, VT 05089
$85,500
3
–
261,360
150 Main Street, Windsor, VT 05089
–
–
5
5,760
14,810

Explore Nearby Homes

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.

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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 08/19/2026 04:52 PM