This home's estimate is 28.9% lower than the average sale price ($404K) of 6 comparable homes.
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149 Main St, Windsor, VT 05089
About this home
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.
Redfin Estimate
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Market trends in 05089, VT
Last updated September 2026
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Provided by Redfin
Sale history for 149 Main St
$55/sq ft
$78/sq ft
$81/sq ft
$27/sq ft
$32/sq ft

HISTORIC BUILDING IN WINDSOR BUSINESS DISTRICT - NEEDS UPDATING
Tax history for 149 Main St
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Property details
Parking
- Parking & Garage
- Garage Capacity: 2
- On Street, Detached
Interior
- Virtual Tour
- Bathroom Information
- # of Baths (full): 1
- # of Baths (3/4): 1
- # of Baths (1/2): 1
- Basement Information
- Basement: Yes
- Basement Access: Interior
- Concrete Floor, Full, Unfinished, Walkout, Interior Access, Exterior Access, Stairs - Basement
- Other Interior Features
- # of Rooms: 8
- Level B: 3/4 Bath, Level B: Laundry Room
- Flooring: Other, Wood
- Dining Area, Laundry Hook-ups
- Equipment & Appliance Information
- Cooktop - Electric, Refrigerator, Water Heater - Electric, Water Heater - Owned
- Room 1 Information
- Living Room
- Living Room
- Level: 1
- Room 2 Information
- Bedroom
- Level: 1
- Room 3 Information
- 1/2 Bath
- Level: 1
- Room 4 Information
- Office/Study
- Level: 1
- Room 5 Information
- Other
- Level: 1
- Room 6 Information
- Kitchen/Dining
- Kitchen/Dining
- Level: 2
- Room 7 Information
- Bedroom
- Level: 2
- Room 8 Information
- Full Bath
- Level: 2
- Room 9 Information
- Laundry Room
- Level: Basement
- Room 10 Information
- 3/4 Bath
- Level: Basement
Exterior
- Building Information
- Architectural Style: Cape
- Construction Status: Existing
- Construction Materials: Wood Frame
- Approximate Sq. Ft. Total Finished: 2009
- Approximate Sq. Ft. Total: 2009
- Color: Yellow
- Deck, Fence - Partial
- Foundation: Concrete
- Roof: Shingle
- Driveway
- Right-Of-Way (ROW)
- Lot, Zoning, & Easement Information
- Lot: .22+- ac
- Lot Features: Sidewalks
- Survey Information
- Surveyed: Unknown
- Other Property & Lot Information
- Year Built: 1795
- Water View: No
- Water View: N
- Waterfront: No
- Water Body Access: No
Financial
- Tax Information
- Tax Year: 2024
- Tax Year Notes: 2023-2024
- Gross Amount Tax: 4084.6
- SPAN Number: 768-244-12556
- Other Tax Information
- Page Deed: 584
- Financing Information
- Possible Options: Cash, Conventional, Other, Rehab Loan
Utilities
- Heating & Cooling Information
- Heat: Forced Air
- Heat Fuel: Oil
- Sewer Information
- Public
- Electric Information
- Electric Company: Green Mountain Power
- Circuit Breaker(s), Other
- Water Information
- Water Source: Public
- Other Utilities Information
- Internet: High Speed Intrnt -Avail
- Fuel Company: Cota & Cota
- Cable - Available
Location
- School Information
- Elementary School: Windsor State Street School
- Elementary School: Windsor State Street School
- School - High: Windsor High School
- Road Information
- Road Frontage: Yes
- Road Frontage Length: 73
- Public
- Other Location Information
- Directions: From Ascutney, Rte 5 North into Windsor; house is on the R next to the old fire station.
Public facts
- Beds: —
- Baths: —
- Sq. Ft.: —
- Stories: —
- Lot Size: 9,583 square feet
- Style: Single Family Residential
- Year Built: —
- Year Renovated: —
- County: Windsor County
- APN: 76824412556
Other
- Water Body Information
- Flood Zone: Unknown
- Documents & Disclosures
- Documents Available: Deed, Other, Property Disclosure, Tax Map
Around this home
Schools
Public PreK-12 • Assigned • 0.4mi
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
Minimal risk of a flood reaching the building in the next 30 years
Unlikely to be in a wildfire in next 30 years
7 days above 92° expected this year, 18 days in 30 years
5% chance of strong winds in next 30 years
0 unhealthy days expected this year, 0 days in 30 years
Sun exposure
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Nearby similar homes
New listings for sale in 05089
Home values near 149 Main St
| Address | Redfin Estimate |
|---|---|
- Beds | - Baths | 2470 Sq. Ft. | $172,582 |
3 Beds | 1.5 Baths | 1553 Sq. Ft. | $150,024 |
| Address | Redfin Estimate |
|---|---|
3 Beds | 1 Baths | - Sq. Ft. | $219,873 |
5 Beds | 1 Baths | - Sq. Ft. | $213,668 |
| Address | Redfin Estimate |
|---|---|
3 Beds | 1 Baths | 1000 Sq. Ft. | $168,778 |
3 Beds | 1 Baths | - Sq. Ft. | $244,695 |
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