Unable to connect Windows Server 2012 R2 Remote Desktop Gateway From Windows RDP 8/8.1

To solve this issue, you can try Method 1 or Method 2. I tried Method 2 and the RDP connection can be established through RD Gateway from Windows 8 RDP successfully now.

Method 1

Adjust the LmCompatibility registry value not to force NTLMv1 by setting it to a value of 3 or larger. For more information about the LmCompatibility registry value, see the following Microsoft Technet topic:

LmCompatibilityLevel

Method 2

Set the EnforceChannelBinding registry value to 0 (zero) to ignore missing channel bindings on the Gateway server. To do this, locate the following registry subkey, and use the given specifications:

HKLM\Software\Microsoft\Windows NT\CurrentVersion\TerminalServerGateway\Config\Core

Type: REG_DWORD Name: EnforceChannelBinding Value: 0 (Decimal) Note By default, the EnforceChannelBinding value does not exist on the Gateway server. You must create this value.

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