Last Sold Price
3 beds2.5 baths2,106 sqft$94/sqft
96 Winesap Rd, Pittsfield, MA 01201

Property Details for 96 Winesap Road

Status
MLS #
-
Days on Market
-
Taxes
-
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Single Family
Year Built
1985
Lot Size
0.34 AC / 14,845 SF

Recent comparable sales

Median sold price

$415,000

Avg days on market

86

Sale-to-list ratio

93.7%

[Pittsfield, MA]

9 comparable properties found

$415,000 | 86 Winesap Road, Pittsfield, MA 01201
1/18
1

$415,000

Sold 03/10/26

3
Bedrooms
2,299
Square Feet
0.34
Acres
a front view of a house with a yard and garage
1/51
2

$520,000

Sold 04/27/26

3
Bedrooms
2,248
Square Feet
0.33
Acres
$425,000 | 6 Greenings Avenue, Pittsfield, MA 01201
1/41
3

$425,000

Sold 09/12/25

3
Bedrooms
1,748
Square Feet
0.27
Acres
a view of a house with a yard
1/39
4

$460,000

Sold 12/12/25

3
Bedrooms
2,084
Square Feet
0.21
Acres
$169,000 | 155 Montgomery Ave Extension, Pittsfield, MA 01201
1/24
5

$169,000

Sold 05/27/25

3
Bedrooms
2,084
Square Feet
0.15
Acres
$394,900 | 144 Kittredge Road, Pittsfield, MA 01201
1/51
6

$394,900

Sold 01/23/26

3
Bedrooms
2,093
Square Feet
0.44
Acres
a front view of a house with a garden and yard
1/41
7

$549,000

Sold 05/30/25

3
Bedrooms
2,328
Square Feet
0.53
Acres
a view of a backyard with plants and large trees
1/43
8

$375,000

Sold 10/17/25

3
Bedrooms
1,760
Square Feet
0.21
Acres
$370,000 | 70 Saratoga Drive, Pittsfield, MA 01201
1/40
9

$370,000

Sold 08/11/25

3
Bedrooms
1,747
Square Feet
0.62
Acres

Location

Add your commute

Building Information for 96 Winesap Road

Stories1Year Built1985Building Size-Lot Size0.34 AC / 14,845 SF

Payment Calculator

$1,608 per month

30 year fixed, 6.55% Interest

Principal and Interest

$1,004

Property Taxes

$604

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property History for 96 Winesap Road

DateEvent & SourcePriceAppreciation
Aug 9, 2001

Sold (Public Record)

Public Record #86779691

$197,500
DateEvent & SourcePrice
08/09/2001

Sold (Public Record)

Public Record #86779691

$197,500

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

Public Records for 96 Winesap Road

Taxable ValueLand$91,700Additions$312,200Total$403,900
Tax Record2025$7,246 ($604 / month)
Home Facts
Beds3Baths2.5Total Finished SqFt2,106 SqFtAbove Grade Finished SqFt2,106 SqFtStories1Lot Size14,845 SqFtStyleSingle Family ResidenceYear Built1985Year Renovated1985ZoningR12CountyBERKSHIREAPNPITT M:M10 B:0009 L:016

Schools near 96 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

New listings in 01201

$224,900 | 310-314 Wahconah Street, Pittsfield, MA 01201
1/51
New

$224,900

6
Bedrooms
3,530
Square Feet
0.20
Acres
$219,900 | 139 2nd Street, Pittsfield, MA 01201
1/23

$219,900

2
Bedrooms
866
Square Feet
0.07
Acres
$179,900 | 14 Summit Avenue, Pittsfield, MA 01201
1/27

$179,900

4
Bedrooms
1,664
Square Feet
0.18
Acres
$179,900 | 120 Danforth Avenue, Pittsfield, MA 01201
1/25

$179,900

2
Bedrooms
1,008
Square Feet
0.04
Acres
$295,000 | 141 Dewey Avenue, Pittsfield, MA 01201
1/27

$295,000

4
Bedrooms
2,386
Square Feet
0.21
Acres
$310,000 | 25 Root Place, Unit 2527, Pittsfield, MA 01201
1/20

$310,000

6
Bedrooms
2,946
Square Feet
0.13
Acres
$439,000 | 96 East Housatonic Street, Pittsfield, MA 01201
1/40

$439,000

3
Bedrooms
1,816
Square Feet
0.18
Acres
$3,900,000 | 140 Hancock Road, Pittsfield, MA 01201
1/66

$3,900,000

8
Bedrooms
7,494
Square Feet
1.1
Acres
$490,000 | 444 Pomeroy Avenue, Pittsfield, MA 01201
1/39

$490,000

3
Bedrooms
2,119
Square Feet
0.28
Acres

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 96 Winesap Road, Pittsfield, MA 01201
$197,500
3
2.5
2,106
14,845
$293,500
4
2,168
14,810
$423,000
4
2,068
14,810
$217,900
4
2,144
14,810
$266,000
3
2,004
15,307
3
2,128
12,563

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.