For sale

Price cut: $14.9K (8/16)

$385,000

118 Winesap Rd, Pittsfield, MA 01201

4beds

2,170sqft

$2,780/mo

Get pre-qualified

Single Family Residence

Built in 1986

0.4 Acres Lot

$375,600 Zestimate^®

$177/sqft

$-- HOA

What's special

Newer roofGenerous room sizes throughoutNewer carpetingConvenient first-floor laundry

Opportunity awaits in this spacious 4-bedroom, 3-bath Colonial located in the highly sought-after Orchard neighborhood. Offering generous room sizes throughout, this home features a welcoming family room with a fireplace and skylights that fill the space with natural light. The convenient first-floor laundry enhances everyday living. The partially finished basement provides additional flexible space for recreation, a home office, or storage. Recent updates include newer carpeting and a newer roof, offering a solid foundation for future improvements. Outside, enjoy a fenced backyard with a deck. While the home could benefit from some TLC and cosmetic updates, it presents an excellent opportunity to build equity and customize to your taste in a prime location.

98 days
1,255
56

Likely to sell faster than

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 4
Bathrooms: 3
Full bathrooms: 3

Heating

Nat Gas, Hot Water

Appliances

Included: Dishwasher, Range, Refrigerator

Features

Flooring: Carpet, Linoleum, Wood
Basement: Full,Partially Finished

Interior area

Total structure area: 2,170
Total interior livable area: 2,170 sqft

Property

Parking

Parking features: Garaged & Off-Street
Has attached garage: Yes
Details: Garaged & Off-Street

Lot

Size: 0.4 Acres

Details

Parcel number: PITTMM10B0009L022
Zoning description: Residential

Construction

Type & style

Home type: SingleFamily
Architectural style: Colonial
Property subtype: Single Family Residence

Materials

Roof: Asphalt Shingles

Condition

Year built: 1986

Utilities & green energy

Electric: 100 Amp Service
Sewer: Public Sewer
Water: Public

Community & HOA

Location

Region: Pittsfield

Financial & listing details

Price per square foot: $177/sqft
Tax assessed value: $437,100
Annual tax amount: $7,842
Date on market: 6/5/2026

Estimated market value

$375,600

$357,000 - $394,000

$3,534/mo

Price history

Date	Event	Price
8/16/2026	Price change	$385,000-3.7%$177/sqft
Source: BCMLS #249774 Report a problem
6/5/2026	Listed for sale	$399,900+119.7%$184/sqft
Source: BCMLS #249774 Report a problem
8/4/1995	Sold	$182,000-9%$84/sqft
Source: Public Record Report a problem
11/16/1989	Sold	$200,000+1.3%$92/sqft
Source: Public Record Report a problem
3/22/1988	Sold	$197,500$91/sqft
Source: Public Record Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$7,842 +6%	$437,100 +9%
2024	$7,398 +8.2%	$401,000 +7.4%
2023	$6,839 +12.8%	$373,300 +14.3%
2022	$6,064 -1.2%	$326,700 +2.5%
2021	$6,135 +3.6%	$318,700 +6.1%
2020	$5,923 +7%	$300,500 +5.4%
2019	$5,535 +1.6%	$285,000 +4.7%
2018	$5,447 +8.4%	$272,200 +6.4%
2017	$5,023 +2.2%	$255,900 -2.3%
2016	$4,915 +3.9%	$262,000
2015	$4,732 -12.6%	$262,000 -0.2%
2014	$5,412 +23.4%	$262,500
2013	$4,384 +3.7%	$262,500
2012	$4,229 +0.8%	$262,500 -4.9%
2011	$4,194 +4.3%	$276,100 -2.5%
2010	$4,023 +2.2%	$283,300 -1.7%
2009	$3,938 +3.9%	$288,100
2008	$3,789 +3.7%	$288,100 +12.3%
2007	$3,655 -1%	$256,500 +8.7%
2006	$3,692 +2.8%	$235,900 +2.8%
2005	$3,592 -1.2%	$229,500 +27.7%
2004	$3,637 +1.1%	$179,700
2003	$3,596 +10.6%	$179,700 +12.7%
2001	$3,250 +23.8%	$159,400 +2.3%
1996	$2,625	$155,800