Last Sold Price
3 beds2 baths1,364 sqft$84/sqft
42 Winesap Rd, Pittsfield, MA 01201

Property Details for 42 Winesap Road

Status
MLS #
-
Days on Market
-
Taxes
-
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Single Family
Year Built
1979
Lot Size
0.33 AC / 14,479 SF

Recent comparable sales

Median sold price

$369,900

Avg days on market

65

Sale-to-list ratio

100.9%

Pittsfield, MA

9 comparable properties found

a front view of a house with a yard
1/65
1

$427,000

Sold 03/18/25

3
Bedrooms
1,368
Square Feet
0.31
Acres
a front view of a house with a garden
1/50
2

$369,900

Sold 11/24/25

3
Bedrooms
1,290
Square Feet
0.24
Acres
$365,000 | 184 McIntosh Drive, Pittsfield, MA 01201
1/51
3

$365,000

Sold 08/04/25

3
Bedrooms
1,457
Square Feet
0.26
Acres
$389,900 | 171 Pine Grove Drive, Pittsfield, MA 01201
1/51
4

$389,900

Sold 07/13/26

3
Bedrooms
1,510
Square Feet
0.23
Acres
a front view of a house with a yard and trees
1/2
5

$350,000

Sold 05/30/25

3
Bedrooms
1,202
Square Feet
0.58
Acres
a front view of house with a garden
1/31
6

$300,000

Sold 07/23/26

3
Bedrooms
1,556
Square Feet
0.19
Acres
a front view of a house with a garden and porch
1/50
7

$363,000

Sold 12/30/24

3
Bedrooms
1,580
Square Feet
0.24
Acres
front view of a house with a yard
1/55
8

$399,900

Sold 01/14/25

3
Bedrooms
1,386
Square Feet
0.17
Acres
$415,000 | 97 Morningview Drive, Pittsfield, MA 01201
1/48
9

$415,000

Sold 08/24/26

3
Bedrooms
1,420
Square Feet
0.24
Acres

Location

Add your commute

Building Information for 42 Winesap Road

Stories1Year Built1979Building Size-Lot Size0.33 AC / 14,479 SF

Payment Calculator

$1,060 per month

30 year fixed, 6.55% Interest

Principal and Interest

$585

Property Taxes

$475

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property History for 42 Winesap Road

DateEvent & SourcePriceAppreciation
Aug 30, 1993

Sold (Public Record)

Public Record #86755607

$115,000
DateEvent & SourcePrice
08/30/1993

Sold (Public Record)

Public Record #86755607

$115,000

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

Public Records for 42 Winesap Road

Taxable ValueLand$91,600Additions$226,400Total$318,000
Tax Record2025$5,705 ($475 / month)
Home Facts
Beds3Baths2Total Finished SqFt1,364 SqFtAbove Grade Finished SqFt1,364 SqFtStories1Lot Size14,479 SqFtStyleSingle Family ResidenceYear Built1979ZoningR12CountyBERKSHIREAPNPITT M:M10 B:0009 L:005Fireplace TypeHas Fireplace

Schools near 42 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.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 42 Winesap Road, Pittsfield, MA 01201
$115,000
3
2
1,364
14,479
$268,000
4
1,634
14,510
$279,000
4
1,494
14,445
$127,500
3
1,473
14,222
$151,000
3
2
1,494
14,545
3
1,340
13,939

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

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.