This home's estimate is 10.9% higher than the average sale price ($390K) of 6 comparable homes.
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66 Winesap Rd, Pittsfield, MA 01201
About this home
Public Remarks: Welcome to the Orchards! 66 Winesap is a stunning raised ranch. Beautiful hardwood floors, large eat-in kitchen to prepare holiday cookies or homemade/handmade gnocchi's! You can cook and bake until your heart is content. Enjoy the oversized dining room with enough room for family & friends! Sun-room area or den with a slider to the grand deck. When outside the back yard is spectacular. The grass is plush - just asking to be enjoyed barefoot! Get a little grass on your feet, rinse off with the outdoor shower (cold and hot water)! Back inside main floor has 3 bedrooms all with hardwoods and ample closet space. Lower level is room for entertaining with a wood stove and extra rooms to choose your own design, den, play room office etc. Full bath, with washer & dryer with storage space Attached 2 car garage with a shed as well for parking and storage. A Brand New Roof completes this home! Come and check it out today for this Orchard beauty wont last long.
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Last updated August 2026
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Sale history for 66 Winesap Rd
$176/sq ft
$176/sq ft
Tax history for 66 Winesap Rd
*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 Information
- Other Parking: Garaged & Off-Street
- Garage Information
- Garage Spaces: 2
- Has Attached Garage
Interior
- Heating & Cooling
- Has Heating
- Heating: Nat Gas, Wood
- Interior Features
- Appliances: Dishwasher, Disposal, Dryer, Refrigerator, Washer
- Flooring: Carpet, Laminate, Wood
- Room Information
- Rooms Total: 5
- Living Room
- Room Description: Hardwood Floors
- Bathroom Information
- Bathrooms Full: 2
Exterior
- Exterior Features
- Exterior Features: Trash Public, Curbside Recycling, Deck, Fenced-Partially, Landscaped, Outbuilding
- Building Information
- Building Area Total: 2200.0
Financial
- Tax Information
- Tax Annual Amount: 5411.0
- Tax Year: 2021
Location
- School Information
- Elementary School: Williams
- Middle Or Junior School: Theodore Herberg
- High School: Pittsfield
- Location Information
- Directions: From East St. to Winesap. House is located on Right hand side.
- Utility Information
- Other, 200 Amp
- Public Sewer
Public facts
- Beds: 3
- Baths: 2.0
- Sq. Ft.: 2,200
- Stories: 1.0
- Lot Size: 0.34 acres
- Style: Single Family Residential
- Year Built: 1983
- Year Renovated: —
- County: Berkshire County
- APN: 2729002
Other
- Listing Information
- Standard Status: Closed
- Photos Count: 38
- Internet Automated Valuation Display YN: Yes
Around this home
Schools
Public PreK-5 • Assigned • 1.1mi
Public 6-8 • Assigned • 2.3mi
Public 9-12 • Assigned • 2.4mi
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 90° expected this year, 17 days in 30 years
12% 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 8.5 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 01201
Home values near 66 Winesap Rd
| Address | Redfin Estimate |
|---|---|
4 Beds | 2.5 Baths | 1792 Sq. Ft. | $427,637 |
4 Beds | 2 Baths | 2004 Sq. Ft. | $382,766 |
| Address | Redfin Estimate |
|---|---|
3 Beds | 3.5 Baths | 2286 Sq. Ft. | $487,401 |
3 Beds | 1.5 Baths | 1340 Sq. Ft. | $346,098 |
| Address | Redfin Estimate |
|---|---|
3 Beds | 1.5 Baths | 1514 Sq. Ft. | $387,638 |
3 Beds | 2 Baths | 1480 Sq. Ft. | $367,437 |
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