5 insiders reported 35 Form 4 transactions for Winchester Bancorp, Inc./MD/ (WSBK) over the past 18 months (most recent 2026-05-27). Recent activity: Merritt Edward J (Director) Buy 915 shares, Carroll John A (President & CEO) Buy 50 shares, Snow John Ingalls III (Director) Buy 1,525 shares, Snow John Ingalls III (Director) Buy 200 shares, Snow John Ingalls III (Director) Buy 6,110 shares. Source: SEC Form 4.
| Date | Insider | Title | Type | Shares | Value |
|---|---|---|---|---|---|
| 2026-05-27 | Merritt Edward J | Director | Buy | 915 | $11,675 |
| 2026-05-22 | Carroll John A | President & CEO | Buy | 50 | $638 |
| 2026-05-08 | Snow John Ingalls III | Director | Buy | 1,525 | $19,505 |
| 2026-05-08 | Snow John Ingalls III | Director | Buy | 200 | $2,554 |
| 2026-05-06 | Snow John Ingalls III | Director | Buy | 6,110 | $78,636 |
| 2026-05-06 | Snow John Ingalls III | Director | Sell | 600 | $0 |
| 2026-05-06 | Snow John Ingalls III | Director | Buy | 200 | $0 |
| 2026-05-05 | Boodakian Stephen Harry | Director | Buy | 2,500 | $32,325 |
| 2025-06-10 | Hood William Preston | Director | Buy | 1,050 | $9,670 |
| 2025-05-15 | Hood William Preston | Director | Buy | 3,900 | $37,362 |
| 2025-05-15 | Hood William Preston | Director | Buy | 300 | $2,877 |
| 2025-05-15 | Hood William Preston | Director | Buy | 800 | $7,680 |
| 2025-05-09 | Hood William Preston | Director | Buy | 100 | $960 |
| 2025-05-09 | Hood William Preston | Director | Buy | 297 | $2,857 |
| 2025-05-09 | Hood William Preston | Director | Buy | 2,596 | $25,051 |
| 2025-05-09 | Hood William Preston | Director | Buy | 300 | $2,898 |
| 2025-05-09 | Hood William Preston | Director | Buy | 424 | $4,100 |
| 2025-05-09 | Hood William Preston | Director | Buy | 500 | $4,840 |
| 2025-05-09 | Hood William Preston | Director | Buy | 288 | $2,788 |
| 2025-05-09 | Hood William Preston | Director | Buy | 300 | $2,907 |
| 2025-05-09 | Hood William Preston | Director | Buy | 839 | $8,130 |
| 2025-05-09 | Hood William Preston | Director | Buy | 4,356 | $42,253 |
| 2025-05-09 | Hood William Preston | Director | Buy | 2,447 | $23,565 |
| 2025-05-09 | Hood William Preston | Director | Buy | 5,200 | $50,180 |
| 2025-05-09 | Hood William Preston | Director | Buy | 2,353 | $22,706 |
Source: SEC Form 4 filings · as of 2026-05-27