Shepard Ct, Winchester, MA Property Records

Middlesex County and Winchester Town property records for 9 addresses on Shepard Ct, Winchester, MA · Last verified June 2026

Shepard Ct Highlights

Properties 9
Median Sale Price $800,000
Deeds and Mortgages on File 16
Median Price per Sqft $507
Owner Occupied 67%
Median Annual Tax Bill $130
Median Year Built 1992
Median Ownership Tenure 4 years

Properties on Shepard Ct

Owner names and prior sale amounts shown locked below are available instantly with a free trial.

21 Shepard Ct

3 bd · 1 ba · 990 sqft

Last Sale Tax Bill Prior Sale Owner Records
$730,000May 2025 $5,6602025 Amount on Record Sep 2019 1 Name on Record Assessor + 5 DocumentsUpdated Apr 2026

22 Shepard Ct, #24

6 bd · 5 ba · 3,919 sqft · 0.309 acres

Last Sale Tax Bill Prior Sale Owner Records
$2152025 2 Names on Record AssessorUpdated Apr 2026

23 Shepard Ct

3 bd · 1 ba · 990 sqft

Last Sale Tax Bill Prior Sale Owner Records
$502,000Jun 2022 $5,7482025 Amount on Record Aug 2018 2 Names on Record Owner Occupied Assessor + 6 DocumentsUpdated Jun 2026

25 Shepard Ct

4 bd · 3.5 ba · 3,112 sqft

Last Sale Tax Bill Prior Sale Owner Records
$1,200,000Aug 2024 $1192025 Amount on Record Jul 2020 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026
Last Sale Tax Bill Prior Sale Owner Records
$800,000Sep 2016 2 Names on Record AssessorUpdated Jun 2023

27 Shepard Ct

4 bd · 2.5 ba · 3,112 sqft

Last Sale Tax Bill Prior Sale Owner Records
$970,000Jul 2021 $1122025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

28 Shepard Ct

4 bd · 3.5 ba · 2,433 sqft · 0.253 acres

Last Sale Tax Bill Prior Sale Owner Records
$577,150Oct 2009 $1302025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

29 Shepard Ct

3 bd · 2 ba · 1,680 sqft · 0.199 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,450,000Jan 2026 $1012025 Amount on Record Oct 2024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

32 Shepard Ct

5 bd · 1.5 ba · 1,344 sqft · 0.207 acres

Last Sale Tax Bill Prior Sale Owner Records
$972025 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

Property Records in Nearby Streets