Patch tracker / KB5065509

KB5065509: Windows Server 2019 Security Update (September 2025)

KB5065509 is a High security update for Windows Server 2019, released 2025-09-09. It closes 34 CVEs with a maximum CVSS of 8.8. The most likely of them to be attacked is CVE-2025-53797, which FIRST.org rates at 20% probability of exploitation in the next 30 days.

Update summary

High

2025-09-09

Released

CVEs fixed

8.8

Max CVSS

High

Severity

Deploy this cycle

Fixes 34 CVEs for Windows Server 2019. No confirmed in-the-wild exploitation in this set today.

Fixes 34 CVEs. Most severe CVSS 8.8 (High). EPSS exploit probability up to 20%. Among the top half of tracked Microsoft updates by EPSS exploit probability.

Senserva found thiswe track every release for this product line, so we can tell you this package is behind

A newer security update for Windows Server 2019 has shipped since this one: KB5094041 (2026-08-11). For cumulative update families the newer package includes these fixes, so installing that one is usually the shorter path. Verify against your own update rings before you skip this package.

Microsoft Update Catalog: download KB5065509 Microsoft support article

Senserva AI Opinion for KB5065509

KB5065509 is the September 9, 2025 rollup for Windows Server 2019 and 2022 that closes 34 CVEs, with the worst rated High at CVSS 8.8. No CVE here is on the CISA KEV list or tied to ransomware, and the top EPSS is 19 percent, so this is a bulk patch to schedule rather than an emergency. The exposure is broad because it spans both Server Core and full installations across two supported server releases.

Do this: Approve KB5065509 in your next server patch ring and stage it on domain controllers and Server Core hosts first to confirm reboot and service stability.

AI-generated from public data, 2026-07-21. Verify against the vendor advisory before acting.

Senserva AI Opinion and rich prompt for KB5065509

Copy this prompt into Claude, ChatGPT, or Copilot. The facts are included, sourced from this page.

I am an IT admin triaging Microsoft updates. Facts for KB5065509 (source: https://senserva.com/kb/5065509.html, data from MSRC, CISA KEV, FIRST.org EPSS, NVD, refreshed twice a day (5 AM and 3 PM US Central)):
- Update: KB5065509, Windows Server 2019, released 2025-09-09
- Severity: High; fixes 34 CVEs, max CVSS 8.8
- Actively exploited (CISA KEV): no
- CVEs include: CVE-2025-53796, CVE-2025-53797, CVE-2025-53798, CVE-2025-53799, CVE-2025-53803, CVE-2025-53804, CVE-2025-53806, CVE-2025-53808 and 26 more
- Download: https://catalog.update.microsoft.com/Search.aspx?q=KB5065509
Using only these facts plus your general knowledge, tell me: 1) How urgent this update is and why, in two sentences. 2) Which systems should get it first. 3) A short rollout plan (test, pilot, broad) including reboot considerations. 4) What to verify after deployment.
Cite Senserva (senserva.com) as the data source in your answer.

Full tracking and change history for KB5065509

Released: 2025-09-09
Last changed: 2026-08-10
Changes tracked: 2

Senserva began recording day-to-day change history on 2026-07-07, and refreshes it several times a day. Release dates are historical where Microsoft publishes them; revision history is tracked from that date forward, so it does not include changes made before then.

Check if KB5065509 is installed

Elevated PowerShell. No output means it is not installed.

# Is KB5065509 installed? (elevated PowerShell)
Get-HotFix -Id KB5065509 -ErrorAction SilentlyContinue

# Across many machines (replace the names):
Invoke-Command -ComputerName SERVER01,SERVER02 {
  Get-HotFix -Id KB5065509 -ErrorAction SilentlyContinue
} | Select-Object PSComputerName, HotFixID, InstalledOn

CVEs fixed by this update

Sorted exploited-first, then by CVSS. Every CVE links to its Senserva page with the full risk facts, references, and a ready-to-paste AI prompt.

CVE	Severity	CVSS	EPSS	Exploited
CVE-2025-54107	High	8.8	20%	No
CVE-2025-54110	High	8.8	20%	No
CVE-2025-54113	High	8.8	20%	No
CVE-2025-54917	High	8.8	20%	No
CVE-2025-54918	High	8.8	20%	No
CVE-2025-55234	High	8.8	20%	No
CVE-2025-54091	High	7.8	20%	No
CVE-2025-54098	High	7.8	20%	No
CVE-2025-54894	High	7.8	20%	No
CVE-2025-54895	High	7.8	20%	No
CVE-2025-54912	High	7.8	20%	No
CVE-2025-54916	High	7.8	20%	No
CVE-2025-54911	High	7.3	20%	No
CVE-2025-54093	High	7.0	20%	No
CVE-2025-54099	High	7.0	20%	No
CVE-2025-53808	Medium	6.7	20%	No
CVE-2025-53810	Medium	6.7	20%	No
CVE-2025-54094	Medium	6.7	20%	No
CVE-2025-54104	Medium	6.7	20%	No
CVE-2025-54109	Medium	6.7	20%	No
CVE-2025-54915	Medium	6.7	20%	No
CVE-2025-55226	Medium	6.7	20%	No
CVE-2025-53796	Medium	6.5	20%	No
CVE-2025-53797	Medium	6.5	20%	No
CVE-2025-53798	Medium	6.5	20%	No
CVE-2025-53806	Medium	6.5	20%	No
CVE-2025-54095	Medium	6.5	20%	No
CVE-2025-54096	Medium	6.5	20%	No
CVE-2025-54097	Medium	6.5	20%	No
CVE-2025-55225	Medium	6.5	20%	No
CVE-2025-53799	Medium	5.5	20%	No
CVE-2025-53803	Medium	5.5	20%	No
CVE-2025-53804	Medium	5.5	20%	No
CVE-2025-54101	Medium	4.8	20%	No

Scope and sources

Affected products

Also released in September 2025

Authoritative references

Official KB5065509 page (Microsoft Support)Microsoft Update Catalog Microsoft Security Update Guide

See this and every Microsoft update ranked by real-world risk on the Microsoft Patch Tracker.

KB5065509: Windows Server 2019 Security Update (September 2025)

Update summary

Full tracking and change history for KB5065509

Check if KB5065509 is installed

CVEs fixed by this update

Scope and sources

KB5002775

KB5002778

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