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$399,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 2,170 Sq. Ft.
  • 0.4 Acres
  • Updated 1 day ago
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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.

Full Property Details for 118 Winesap Rd

General

  • Price: $399,900
  • Taxes: $7,842 (2025)
  • Status: Active
  • Type: Single Family
  • Source: 1109
  • MLS ID: 249774
  • Updated: 6/4/2026
  • Added to Site: 4 day(s) ago

Interior

  • Number of Rooms: 8
  • Appliances: Dishwasher, Range, Refrigerator
  • Flooring: Carpet, Linoleum, Wood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 4

Parking

  • Attached garage: Yes
  • Parking Features: Garaged & Off-Street
  • Other Parking Type: Garaged & Off-Street
  • Garage Description: Attached

Location

  • Area: Middle Registry

Heating & Cooling

  • Heating Type: Nat Gas, Hot Water

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Colonial
  • Roof: Asphalt Shingles
  • Square Feet: 2,170
  • Year Built: 1986
  • Year Built Source: Assessor

Lot Features

  • Lot Size (Acres): 0.4
  • Lot Size (Sq. Ft.): 17,424
  • Lot Dimensions: 17424
  • Zoning: Residential

Financial Considerations

  • Tax Amount: $7,842
  • Tax Year: 2025

Listed by 413 Real Estate, Robin Moore

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Listing agent

— 118 Winesap Rd —

  • Robin Moore

    413 Real Estate

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 118 Winesap Rd

School District:Pittsfield School District, Pittsfield, MA
NameGradesDistance
Williams Elementary School, Pittsfield, MA
50 Bushey Road, Pittsfield, MA 01201
K-50.9 mi
Theodore Herberg Middle School
501 Pomeroy Avenue, Pittsfield, MA 01201
6-82.2 mi
Pittsfield High School, Pittsfield, MA
300 East Street, Pittsfield, MA 01201
9-122.4 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 118 Winesap Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/02/2026
Listed
$399,900
119.73%
MLS
8/04/1995
Sold
$182,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 118 Winesap Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$7,842
6%
$437,100
9%
2024
$7,398
8%
$401,000
7%
2023
$6,839
13%
$373,300
14%
2022
$6,064
-1%
$326,700
3%
2021
$6,135
4%
$318,700
6%
2020
$5,923
7%
$300,500
5%
2019
$5,535
2%
$285,000
5%
2018
$5,447
8%
$272,200
6%
2017
$5,023
2%
$255,900
-2%
2016
$4,915
4%
$262,000
—
2015
$4,732
5%
$262,000
—
2014
$4,502
—
$262,500
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 118 Winesap Rd

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by 413 Real Estate, Robin Moore

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118 Winesap Rd, Pittsfield, MA 01201 (MLS# 249774) is a Single Family property with 4 bedrooms and 3 full bathrooms. 118 Winesap Rd is currently listed for $399,900 and was received on June 02, 2026. Want to learn more about 118 Winesap Rd? Do you have questions about finding other Single Family real estate for sale in Pittsfield? You can browse all Pittsfield real estate or contact a Coldwell Banker agent to request more information.

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