3 insiders reported 30 Form 4 transactions for Winchester Bancorp, Inc./MD/ (WSBK) over the past 18 months (most recent 2026-05-22). Recent activity: 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, Hood William Preston (Director) Buy 1,050 shares, Hood William Preston (Director) Buy 3,900 shares. Source: SEC Form 4.
| Date | Insider | Title | Type | Shares | Value |
|---|---|---|---|---|---|
| 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 |
| 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 | 500 | $4,840 |
| 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 | 100 | $960 |
| 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 | 2,353 | $22,706 |
| 2025-05-09 | Hood William Preston | Director | Buy | 5,200 | $50,180 |
| 2025-05-06 | Carroll John A | President & CEO | Buy | 600 | $5,760 |
| 2025-05-06 | Carroll John A | President & CEO | Buy | 2,222 | $21,620 |
| 2025-05-06 | Carroll John A | President & CEO | Buy | 4,000 | $38,960 |
| 2025-05-06 | Carroll John A | President & CEO | Buy | 1,652 | $16,107 |
| 2025-05-06 | Carroll John A | President & CEO | Buy | 4,466 | $43,544 |
Source: SEC Form 4 filings · as of 2026-05-22