Nestled in the sought-after Orchards neighborhood, this beautifully upgraded 3-bedroom, 3-bath raised ranch offers refined living with a bright, open layout and timeless Craftsman details throughout. The fireplaced living room showcases hardwood floors and custom built-ins, seamlessly connecting to the dining area, ideal for both everyday living and entertaining. The refreshed kitchen features quality finishes, generous cabinetry, and thoughtful design. The primary suite is a true retreat, complete with a private bath and an expansive walk-in closet. Two additional bedrooms and a well-appointed laundry room are located on the lower level. Step outside to a new deck overlooking a spacious, flat, fully fenced yard that backs to tranquil woods, providing exceptional privacy. A newer shed adds functional storage, while the two-car garage completes this elegant offering. A meticulously maintained home blending comfort, craftsmanship, and location.
Pending
$419,000
86 Winesap Rd, Pittsfield, MA 01201
3beds
2,299sqft
Est.:
Single Family Residence
Built in 1985
0.34 Acres Lot
$415,000 Zestimate®
$182/sqft
$-- HOA
What's special
Quality finishesNew deckTwo-car garageTimeless craftsman detailsBright open layoutRefreshed kitchenHardwood floors
- 47 days |
- 415 |
- 13 |
Likely to sell faster than
Zillow last checked: 8 hours ago
Listing updated: February 05, 2026 at 04:33am
Listed by:
Elisha Poirier 413-212-3495,
STONE HOUSE PROPERTIES, LLC
Source: BCMLS,MLS#: 248522
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Heating
- Nat Gas, Hot Water
Appliances
- Included: Dishwasher, Dryer, Range, Refrigerator, Washer
Features
- Flooring: Carpet, Laminate, Wood
- Basement: Full
Interior area
- Total structure area: 2,299
- Total interior livable area: 2,299 sqft
Property
Parking
- Total spaces: 2
- Parking features: Garaged & Off-Street
- Attached garage spaces: 2
- Details: Garaged & Off-Street
Lot
- Size: 0.34 Acres
Details
- Parcel number: PITT M:M10 B:0009 L:014
- Zoning description: Residential
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Raised Ranch
- Property subtype: Single Family Residence
Materials
- Roof: Asphalt Shingles
Condition
- Year built: 1985
Utilities & green energy
- Electric: 200 Amp
- Sewer: Public Sewer
- Water: Public
Community & HOA
Location
- Region: Pittsfield
Financial & listing details
- Price per square foot: $182/sqft
- Tax assessed value: $339,900
- Annual tax amount: $6,098
- Date on market: 1/9/2026
Estimated market value
$415,000
$394,000 - $436,000
$3,156/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 2/5/2026 | Pending sale | $419,000$182/sqft |
Source:  BCMLS #248522 Report a problem | ||
| 1/9/2026 | Listed for sale | $419,000+112.2%$182/sqft |
Source: BCMLS #248522 Report a problem | ||
| 5/16/2014 | Sold | $197,500-5.9%$86/sqft |
Source: BCMLS #204965 Report a problem | ||
| 3/3/2014 | Price change | $209,900-4.5%$91/sqft |
Source: SIGNATURE ASSOCIATES #204965 Report a problem | ||
| 1/11/2014 | Listed for sale | $219,900+22.2%$96/sqft |
Source: SIGNATURE ASSOCIATES #204965 Report a problem | ||
| 10/29/2010 | Sold | $180,000-7.6%$78/sqft |
Source:  BCMLS #191777 Report a problem | ||
| 9/10/2010 | Listed for sale | $194,900+36.3%$85/sqft |
Source: RE/MAX INTEGRITY REALTORS, INC. #191777 Report a problem | ||
| 2/16/2001 | Sold | $143,000+14.9%$62/sqft |
Source: BCMLS #151989 Report a problem | ||
| 7/31/1991 | Sold | $124,450$54/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $6,098 +5.2% | $339,900 +8.2% |
| 2024 | $5,797 +7.5% | $314,200 +6.7% |
| 2023 | $5,393 +12.7% | $294,400 +14.2% |
| 2022 | $4,787 +0.4% | $257,900 +4.2% |
| 2021 | $4,766 +4.4% | $247,600 +6.9% |
| 2020 | $4,567 +3.1% | $231,700 +1.6% |
| 2019 | $4,430 +1.8% | $228,100 +4.9% |
| 2018 | $4,350 +9% | $217,400 +6.9% |
| 2017 | $3,991 +7% | $203,300 +2.2% |
| 2016 | $3,731 +3.9% | $198,900 |
| 2015 | $3,592 0% | $198,900 |
| 2014 | $3,592 +8.1% | $198,900 |
| 2013 | $3,322 +3.7% | $198,900 |
| 2012 | $3,204 -9.3% | $198,900 -14.5% |
| 2011 | $3,533 +5.2% | $232,600 -1.6% |
| 2010 | $3,357 +2.1% | $236,400 -1.7% |
| 2009 | $3,289 +4% | $240,600 |
| 2008 | $3,164 +1.5% | $240,600 +10% |
| 2007 | $3,116 -0.6% | $218,700 +9.1% |
| 2006 | $3,136 +2.8% | $200,400 +2.8% |
| 2005 | $3,050 -1.4% | $194,900 +27.6% |
| 2004 | $3,093 +1.1% | $152,800 |
| 2003 | $3,058 +17.7% | $152,800 +19.9% |
| 2001 | $2,598 +23.5% | $127,400 +2.1% |
| 1996 | $2,103 | $124,800 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$2,430/mo
Principal & interest
$2011
Property taxes
$419
Climate risks
Neighborhood: 01201
Nearby schools
GreatSchools rating
- 6/10Williams Elementary SchoolGrades: PK-5Distance: 1 mi
- 2/10Theodore Herberg Middle SchoolGrades: 6-8Distance: 2.3 mi
- 4/10Pittsfield High SchoolGrades: 9-12Distance: 2.4 mi
Schools provided by the listing agent
- Elementary: Williams
- Middle: Theodore Herberg
- High: Pittsfield
Source: BCMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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