SSL Certificate with Azure Web App behind Private Endpoint

Question

I've created an Azure Web App that sits behind an Application as well as a private endpoint. The idea being that to access the app, you must go through the Application Gateway and cannot access it through the webapp.azurewebsites.net url. The tutorial I followed was here: Securing-Azure-Web-Apps-using-Application-Gateways-and-vNets

The diagram of how it all looks is this:

Everything works as expected. The site cannot be accessed through azurewebsites.net and can only be accessed through the public IP of the Application gateway.

The problem is when trying to add an SSL certificate. If I add an SSL certificate to the WebApp I must verify the domain by adding a CNAME record to point to the azurewebsites.net domain with the IP of the WebApp. If I do that it allows public access back to the WebApp through Azurewebsites.net.

How do I add an SSL for my WebApp without losing the security of a private endpoint?

Answer 1

GarudaLead, we noticed that you mentioned, you used the SSL cert associated with the azurewebsites.net domain for this setup. (to benefit the community posted the answer here). Much appreciate the follow-up.

Additionally,

• IP-Based SSL isn't supported with Private Endpoints. private-endpoint#limitations.
• all https://sitename.azurewebsites.net | sites use the same SSL certificate, which is controlled directly by Azure.

If you have further questions, please let us know.

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Answer 2

After validating domain ownership you should be able to remove the DNS records, or use the web app service networking rules to disable access except via the private endpoint.
To note: purely from a performance standpoint, TLS termination at the Application Gateway is preferred over end-to-end TLS.
Here's some documentation about this scenarios: Overview of TLS termination and end to end TLS with Application Gateway

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