118 Winesap Rd

2,170 Sq. Ft.
$184 / Sq. Ft.
2,170
Sq. Ft.
$184
per Sq. Ft.

Description

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,...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.
  1. Listed by Robin Moore • 413 REAL ESTATE

Property Details for 118 Winesap Road

Architectural Style
Colonial
Parking Spaces Type
Garaged & Off-Street
Zoning Description
Residential
LISTING UPDATED: 06/04/2026 11:02 PM

Property Details for 118 Winesap Road

StatusActive
MLS #249774
Days on Market2
Taxes$7,842 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1986
Lot Size0.40 AC / 17,424 SF
CountyBerkshire County

Location

Listing Courtesy of 413 REAL ESTATE, Robin Moore
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Building Information for 118 Winesap Road

Stories-Year Built1986Building Size-Lot Size0.40 AC / 17,424 SF

Payment Calculator

$2,646 per month

30 year fixed, 6.36% Interest

Principal and Interest

$1,993

Property Taxes

$654

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 118 Winesap Road

Summary
Location and General Information
  • Directions: East St to Winesap Rd
  • MLS Area Major: Middle Registry
  • Latitude: 42.45
  • Longitude: -73.20
  • MLS Area Minor: Middle Registry
Taxes and HOA
  • Association Fee: $.00
  • Tax Amount: $7,842.00
  • Tax Assessed Value: 437100
  • Assess Amount: $437,100.00
  • Assessed Year: 2025.0
  • Tax Year: 2025
School Information
  • Middle Or Junior School: Herberg (5&6) Reid (7&8)
  • High School: Pittsfield
  • Elementary School: Williams
  • Elementry School: Williams
  • Middle School: Herberg (5&6) Reid (7&8)
Parking
  • Other Parking: Garaged & Off-Street
  • Attached Garage: Yes
  • Garage Attached: Yes
Virtual Tour
  • Virtual Tours Count: 0
Property
Lot Information
  • Lot Size Area: 0.4
  • Lot Size Units: Acres
  • Lot Size Acres: 0.4
  • Lot Size Dimensions: 17424
  • Lot Size Square Feet: 17424.0
  • Square Feet Source: Assessor
  • Living Area: 2170.0
  • Building Area Total: 2170.0
  • Property Type: Residential
  • Restrict Covenants Unknown: Yes
Property and Assessments
  • Floor Plans Count: 0
  • Total Bathrooms Source: MLS
  • Photos Count: 40
  • Videos Count: 0
  • Documents Count: 1
  • Property Type: Residential
  • Easement Unknown: Yes
  • Survey Unknown: Yes
  • Year Built: 1986
  • Year Built Source: Assessor
  • Flood Hazard Area Unknown: Yes
  • Title V Not Applicable: Yes
Utilities
  • Sewer: Public
  • Water Yes: Yes
  • Water Access Public: Yes
  • Sewer Public: Yes
Interior and Exterior Features
Exterior Features
  • Exterior Siding Vinyl: Yes
  • Electric Type 100 Amp: Yes
  • Right of Way Unknown: Yes
  • Post Beam Wood Frame: Yes
  • Style Colonial: Yes
Interior Features
  • Baths Total: 3.00
  • Baths Full: 3
  • Total Bathrooms: 3
  • Bathrooms Total Decimal: 3.00
  • Bathrooms Total Notational: 3.00
  • Total Rooms: 8.00
  • Heating: Nat Gas, Hot Water
  • Kitchen Appliances: Dishwasher, Range, Refrigerator
  • Heating: Yes
  • Underground Oil Tank No: Yes
  • Building Information Exterior Color: White
  • Basement FinishedPartially: Yes
  • Basement Full: Yes
  • Fuel Nat Gas: Yes
  • Hot Water Nat Gas: Yes
  • Appliances Included Dishwasher: Yes
  • Appliances Included Refrigerator: Yes
  • Floor Carpet: Yes
  • Floor Linoleum: Yes
  • Floor Wood: Yes
  • Heat/Cool/Vent Hot Water: Yes
  • Lead Paint NA built after 1978: Yes
Room Information
Room Details
  • Rooms Total: 8
Rental
Rental Information
  • Certified Occupancy No: Yes

Property History for 118 Winesap Road

DateEvent & SourcePriceAppreciation
Jun 2, 2026

Listed (Active)

Berkshire County Board of REALTORS #249774

$399,900—
Aug 4, 1995

Sold (Public Record)

Public Record #86753991

$182,000—
DateEvent & SourcePrice
06/02/2026

Listed (Active)

Berkshire County Board of REALTORS #249774

$399,900
08/04/1995

Sold (Public Record)

Public Record #86753991

$182,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 118 Winesap Road

Taxable ValueLand$92,700Additions$344,400Total$437,100
Tax Record2025$7,842 ($654 / month)
Home Facts
Beds4Baths2.5Total Finished SqFt2,170 SqFtAbove Grade Finished SqFt2,170 SqFtStories2Lot Size17,594 SqFtStyleSingle Family ResidenceYear Built1986ZoningR12CountyBERKSHIREAPNPITT M:M10 B:0009 L:022Fireplace TypeHas Fireplace

Schools near 118 Winesap Road

This home is within Pittsfield School District.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Public - K to 12
Rating
School
Distance
Williams Elementary School
PublicPK to 5

Theodore Herberg Middle School
Public6 to 8

Pittsfield High School
Public9 to 12

Pittsfield Public Virtual Academy
PublicK to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

118 Winesap Road is a single family home for sale in Pittsfield, MA 01201. This property was listed for sale on June 2, 2026 by 413 REAL ESTATE, it's currently listed at $399,900. It has been on the market for a total of 2 days and was last sold on August 4, 1995. This listing's school district is Pittsfield School District. Nearby schools include Williams Elementary School, Theodore Herberg Middle School and Pittsfield High School. 118 Winesap Road is a 4-bed, 3-bath, 2,170 sqft single family home built in 1986.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of 413 REAL ESTATE, Robin Moore

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.