149 Main Street

Closed 6/26/24

Sold

Last Sold Price

$110,000

2 beds3 baths2,009 sqft

149 Main St, Windsor, VT 05089

Single FamilyProperty Type

0.22 acresLot Size

1795Year Built

$55/sq ftPrice per sq ft

2 carsParking Spaces

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.

Sold By KW Vermont Woodstock

Listed by: Amy Messina • Town and Country Realty

Listing closed: 06/26/2024 12:00 AM • Source: New England Real Estate Network, MLS#: 4986683

Recent comparable sales

Median sold price

$215,000

Avg days on market

Sale-to-list ratio

95.3%

1/19

$229,000

Sold 06/25/25

2
Bedrooms: 2
Bathrooms: 1,665
Square Feet: 0.45
Acres

3 Fitch Court, Windsor, VT 05089

1/42

$315,000

Sold 11/21/25

2
Bedrooms: 2
Bathrooms: 1,649
Square Feet: 0.18
Acres

1 Dorrance Street, Windsor, VT 05089

1/21

$161,710

Sold 11/15/24

2
Bedrooms: 2
Bathrooms: 1,439
Square Feet: 0.21
Acres

146 Ascutney Street, Windsor, VT 05089

1/27

$94,900

Sold 12/04/25

2
Bedrooms: 1
Bathrooms: 660
Square Feet: 0.18
Acres

16 Day Street, Windsor, VT 05089

1/42

$565,000

Sold 08/17/26

3
Bedrooms: 3
Bathrooms: 2,368
Square Feet: 1.72
Acres

93 Belaski Road, Windsor, VT 05089

$2,500

Sold 05/16/25

2
Bedrooms: 2
Bathrooms: 2,037
Square Feet: 97.57
Acres

150 Tracy Farm Road, Windsor, VT 05089

1/19

$219,000

Sold 09/02/25

3
Bedrooms: 2
Bathrooms: 1,743
Square Feet: 0.08
Acres

66 Union Street, Windsor, VT 05089

1/37

$215,000

Sold 10/06/25

3
Bedrooms: 2
Bathrooms: 1,900
Square Feet: 0.21
Acres

31 Maple Street, Windsor, VT 05089

1/17

$96,232

Sold 09/11/26

2
Bedrooms: 2
Bathrooms: 777
Square Feet: Unavailable
Acres

11 Cubb Court, Windsor, VT 05089

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$909 per month

30 year fixed, 6.71% Interest

Principal and Interest

$568

Property Taxes

$340

HOA Dues

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Property Information for 149 Main Street

Property Details

Taxes: $4,085 / year
MLS Type: Residential / Single Family
County: Windsor County
Parking: On Street, Detached
Water View: No
Waterfront Property: No
Zoning: Res/Com

Building Information

Stories: 2
Year Built: 1795
Lot Size: 0.22 AC / 9,583 SF

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 Panorama Virtual Tour: https://tour.neren.com/149-Main-Street-Windsor-VT-05089/unbranded

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

Date	Event & Source	Price	Appreciation
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		—
Mar 29, 2024	Price Change New England Real Estate Network #4986683	$157,000	—
Mar 3, 2024	Listed (Active) New England Real Estate Network #4986683	$162,500	—
Jul 31, 2003	Sold New England Real Estate Network #863899	$55,000	—
Jul 8, 2003	Pending New England Real Estate Network #863899		—
Aug 30, 2002	Listed (Active) New England Real Estate Network #863899	$65,000	—

Date	Event & Source	Price
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	—
03/29/2024	Price Change New England Real Estate Network #4986683	$157,000
03/03/2024	Listed (Active) New England Real Estate Network #4986683	$162,500
07/31/2003	Sold New England Real Estate Network #863899	$55,000
07/08/2003	Pending New England Real Estate Network #863899	—
08/30/2002	Listed (Active) New England Real Estate Network #863899	$65,000

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 Record2025$1,904 ($159 / month)

Home Facts

Beds1Baths2Total Finished SqFt919 SqFtAbove Grade Finished SqFt919 SqFtStories2Lot Size9,583 SqFtStyleSingle Family ResidenceYear Built1795Year Renovated1795ZoningCBCountyWINDSORAPN(244) 560149000

Schools near 149 Main Street

This home is within Mount Ascutney School District #86.


Rating	School	Type	Grades	Distance
4/10	Windsor School	Public - Serves this home	PK to 12	0.4 mi


Rating	School	Distance
4/10	Windsor School PublicPK to 12 Serves this home	0.4 mi

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

Address	Sold price	Beds	Baths	Sqft	Lot (Sqft)
This home: 149 Main Street, Windsor, VT 05089	$110,000	2	3	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
157 Main Street, Windsor, VT 05089	$85,500	3	1	–	261,360
150 Main Street, Windsor, VT 05089	–	–	4.5	5,760	14,810
157 Marcy Court, Windsor, VT 05089	$89,000	3	1	1,000	2,613
145 Etta Frasier Drive, Windsor, VT 05089	–	–	4	3,165	10,019
0 Marcy Court, Windsor, VT 05089	$84,000	3	–	–	0
159 Marcy Court, Windsor, VT 05089	$196,400	3	1	1,331	6,534
161 Main Street, Windsor, VT 05089	$85,000	–	–	4,010	15,246
4 Wright Court, Windsor, VT 05089	–	2	1	1,040	10,019
146 Main Street, Windsor, VT 05089	–	–	–	–	121,429
141 Etta Frasier Drive, Unit 143, Windsor, VT 05089	$165,000	–	–	4,044	11,326
165 Main Street, Unit 167, Windsor, VT 05089	–	–	–	6,160	20,473
156 Main Street, Windsor, VT 05089	–	–	–	5,976	18,295
36 Central Street, Windsor, VT 05089	$125,000	–	3	2,644	14,375

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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 Town and Country Realty

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 09/20/2026 01:04 PM

Windsor, VT

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