Winchester Bancorp grants Snow 7,500 stock options

The restricted stock and options vest at 20% per year beginning November 4, 2027; the options expire November 4, 2036.

Available on EDGAR 11/06/2026 - 12:59 PM EST Accepted by SEC EDGAR 11/06/2026 - 12:58 PM EST Learn about SEC filing dates

Rhea-AI Filing Summary

Winchester Bancorp, Inc. director John Ingalls Snow III received an award of 3,000 shares of restricted stock on November 4, 2026, and an award of 7,500 stock options on November 6, 2026. His reported direct common-stock holdings after the restricted-stock award were 22,735 shares; his reported option position following the award was 7,500 options.

Insider Trade Summary

Grant/Award: 10,500 shares

Grant/Award 2 txns

Insider Snow John Ingalls III

Role Director

Type	Security	Shares	Price	Value
Grant/Award	Stock Options F2	7,500	$13.64	$102K
Holding	Common Stock	--	--	--
Holding	Common Stock	--	--	--
Grant/Award	Common Stock F1	3,000	$13.64	$41K

Holdings After Transaction: Stock Options — 7,500 contracts (Direct); Common Stock — 22,735 shares (Direct); Common Stock — 2,500 shares (Indirect, By Company); Common Stock — 200 shares (Indirect, By Child)

Holdings Before and After: Stock Options, 0 to 7,500 contracts (Direct); Common Stock, 19,735 to 22,735 shares (Direct)

Footnotes (2)

1. F1. Shares of restricted stock vest at a rate of 20% per year commencing November 4, 2027.
2. F2. Stock option vest at a rate of 20% per year commencing on November 4, 2027.

Key Figures

Restricted stock award: 3,000 shares Stock option award: 7,500 options Exercise price: $13.64 per share +5 more

8 metrics

Restricted stock award 3,000 shares Awarded November 4, 2026

Stock option award 7,500 options Awarded November 6, 2026

Exercise price $13.64 per share Stock options

Direct common-stock holdings 22,735 shares Following the restricted-stock award on November 4, 2026

Annual vesting rate 20% per year Beginning November 4, 2027, for the restricted stock and stock options

Indirect shares held “By Company” 2,500 shares Common stock

Indirect shares held “By Child” 200 shares Common stock

Option expiration date November 4, 2036 Stock options

Key Terms

restricted stock, stock option, exercise price

3 terms

restricted stock financial

"Shares of restricted stock vest at a rate of 20% per year"

Shares granted to an individual that carry limits on transfer or sale until certain conditions are met, such as staying with the company for a set time or hitting performance targets. Think of them as a locked gift that gradually opens; for investors they matter because they affect how many shares may enter the market later, signal management incentives and potential dilution, and reveal confidence in future company performance.

stock option financial

"Stock option vest at a rate of 20% per year"

A stock option is a contract that gives you the right to buy or sell a company's stock at a specific price within a certain time frame. People use them to potentially make money if the stock's price moves favorably or to protect against losses. It's like holding a coupon that can be used to buy or sell stock at a set price later on.

exercise price financial

"The options have a $13.64 exercise price"

The exercise price is the fixed amount at which you can buy or sell an asset, like a stock, when using an options contract. It matters because it helps determine whether exercising the option will be profitable or not, depending on the current market price. Think of it as the set price you agree on today to buy or sell later.

FAQ

AI-generated questions and answers. How Rhea-AI works. Not financial advice.

What did WSBK director John Ingalls Snow III receive?

John Ingalls Snow III received 3,000 shares of restricted stock on November 4, 2026, and an award of 7,500 stock options on November 6, 2026. His reported direct common-stock holdings after the restricted-stock award were 22,735 shares.

What are the vesting and exercise terms of John Ingalls Snow III's WSBK awards?

The restricted stock and stock options vest at 20% per year beginning November 4, 2027. The options have a $13.64 exercise price and expire November 4, 2036.

What indirect WSBK shares are reported for John Ingalls Snow III?

John Ingalls Snow III's reported indirect common-stock positions include 2,500 shares listed as held “By Company” and 200 shares listed as held “By Child.”

AI-generated analysis. How Rhea-AI works. Not financial advice.

Form 4 Insider Transactions: What Each Field Means →

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SEC Form 4

FORM 4

UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940

OMB APPROVAL

OMB Number:			3235-0287
Estimated average burden
hours per response:			0.5

Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.

1. Name and Address of Reporting Person^*

Snow John Ingalls III

(Last) (First) (Middle)

661 MAIN STREET

(Street)

WINCHESTER MASSACHUSETTS 01890

(City) (State) (Zip)

UNITED STATES

(Country)

2. Issuer Name and Ticker or Trading Symbol
Winchester Bancorp, Inc./MD/ [ WSBK ]

5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)

X	Director		10% Owner
	Officer (give title below)		Other (specify below)

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
11/06/2026

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

4. If Amendment, Date of Original Filed (Month/Day/Year)

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	3. Transaction Code (Instr. 8)		4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5)			5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4)	6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
			Code	V	Amount	(A) or (D)	Price
Common Stock	11/04/2026		A		3,000(1)	A	$13.64	22,735	D
Common Stock								2,500	I	By Company
Common Stock								200	I	By Child

Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned (e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3)	2. Conversion or Exercise Price of Derivative Security	3. Transaction Date (Month/Day/Year)	3A. Deemed Execution Date, if any (Month/Day/Year)	4. Transaction Code (Instr. 8)		5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5)		6. Date Exercisable and Expiration Date (Month/Day/Year)		7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4)		8. Price of Derivative Security (Instr. 5)	9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4)	10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)
				Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares
Stock Options	$13.64	11/06/2026		A		7,500(2)		11/04/2027	11/04/2036	Common Stock	7,500(2)	$13.64	7,500(2)	D

Explanation of Responses:

1. Shares of restricted stock vest at a rate of 20% per year commencing November 4, 2027.

2. Stock option vest at a rate of 20% per year commencing on November 4, 2027.

	/s/ Elda Heller, pursuant to power of attorney	11/06/2026
	** Signature of Reporting Person	Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.
* Form 4: SEC 1474 (03-26)