This home's estimate is 68.6% higher than the average sale price ($386K) of 6 comparable homes.
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366 Old Windsor, Dalton, MA 01226
About this home
Public Remarks: THIS HOME WAS ORIGINALLY BUILT IN 1828 AS A STOP FOR THE STAGE COACH THAT RAN FROM ALBANY TO THE BERKSHIRES. THIS HOME IS SITUATED ON OVER 15+ ACRES IN THE BEAUTIFUL TOWN OF DALTON WITH 9 ROOMS, 4 BEDROOMS, 2 BATHS (WITH SOME OF THE ORIGINAL BEAMS EXPOSED), ALSO INCLUDED IS A HEATED 26 X 30 DETACHED GARAGE AND A 30 X 60 BARN WITH CLEARED PASTURE.
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Market trends in 01226, MA
Last updated October 2026
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Sale history for 366 Old Windsor
$139/sq ft
$143/sq ft
Tax history for 366 Old Windsor
*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
- Garage Information
- Garage Spaces: 2
Interior
- Heating & Cooling
- Has Heating
- Heating: Oil
- Interior Features
- Interior Features: Fireplace (s)
- Appliances: Dishwasher, Dryer, Refrigerator, Washer
- Flooring: Carpet, Wood
- Room Information
- Rooms Total: 9
- Living Room
- Room Area: 229.50
- Room Length: 15.30
- Room Width: 15.00
- Bathroom Information
- Bathrooms Full: 2
- Bathrooms Half: 0
- Bathrooms Three Quarter: 0
Exterior
- Exterior Features
- Exterior Features: Privacy, Deck, Bus-School, Outbuilding
- Building Information
- Building Area Total: 2620.0
- Roof: Fiberglass
Financial
- Tax Information
- Tax Annual Amount: 3346.0
- Tax Assessed Value: 189700
- Tax Year: 2005
Location
- Location Information
- Directions: MAIN STREET TO WINDSOR ROAD (GO PAST WAHCONAH HIGH SCHOOL)HOUSE ON RIGHT
- Utility Information
- 100 Amp Service
- Public Sewer
Public facts
- Beds: 3
- Baths: 2.0
- Sq. Ft.: 2,905
- Stories: 2.0
- Lot Size: 2.23 acres
- Style: Single Family Residential
- Year Built: 1950
- Year Renovated: 2016
- County: Berkshire County
- APN: 4259851
Other
- Listing Information
- Standard Status: Closed
- Photos Count: 6
- Internet Automated Valuation Display YN: Yes
Around this home
Schools
- K - 12
- Preschool & daycare
Public K-5 • Assigned • 2.3mi
Public 6-8 • Assigned • 0.6mi
Public 9-12 • 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 89° expected this year, 16 days in 30 years
9% chance of strong winds in next 30 years
1 unhealthy days expected this year, 1 days in 30 years
Sun exposure
In this area, properties receive around 8.4 hours in June and 3.8 hours in December, placing it below the U.S. average for solar exposure.
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Nearby similar homes
New listings for sale in 01226
Home values near 366 Old Windsor
| Address | Redfin Estimate |
|---|---|
4 Beds | 2 Baths | 2402 Sq. Ft. | $506,809 |
4 Beds | 2.5 Baths | 2580 Sq. Ft. | $445,286 |
4 Beds | 2.5 Baths | 2379 Sq. Ft. | $425,137 |
4 Beds | 3.5 Baths | 3191 Sq. Ft. | $699,371 |
- Beds | 2.5 Baths | 1801 Sq. Ft. | $552,220 |
5 Beds | 2.5 Baths | 2079 Sq. Ft. | $440,255 |
3 Beds | 2 Baths | 1824 Sq. Ft. | $465,219 |
| Address | Redfin Estimate |
|---|---|
4 Beds | 2.5 Baths | 2164 Sq. Ft. | $472,043 |
2 Beds | 1 Baths | 1008 Sq. Ft. | $180,294 |
3 Beds | 2 Baths | 3191 Sq. Ft. | $500,962 |
4 Beds | 2 Baths | 1930 Sq. Ft. | $419,394 |
4 Beds | 1 Baths | 1826 Sq. Ft. | $283,246 |
2 Beds | 1.5 Baths | 1327 Sq. Ft. | $285,642 |
4 Beds | 2.5 Baths | 2326 Sq. Ft. | $488,120 |
| Address | Redfin Estimate |
|---|---|
3 Beds | 1.5 Baths | 2701 Sq. Ft. | $398,328 |
- Beds | 1 Baths | 461 Sq. Ft. | $253,746 |
1 Beds | 1.5 Baths | 1432 Sq. Ft. | $304,213 |
4 Beds | 1 Baths | 1498 Sq. Ft. | $264,836 |
3 Beds | 1.5 Baths | 1520 Sq. Ft. | $317,354 |
3 Beds | 1 Baths | 1702 Sq. Ft. | $509,385 |
3 Beds | 1.5 Baths | 1638 Sq. Ft. | $364,660 |
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