Methods and apparatus to configure broadband-enabled entertainment systems are disclosed. An example method comprises presenting a first user interface to enable a user to configure a communication service between a residential gateway and a service provider, detecting a set-top box communicatively coupled to the residential gateway, directing the set-top box to present a second user interface, the second user interface to accept a security key to enable communication between the residential gateway and the set-top box, and presenting a third user interface to provide the security key to the user and to instruct the user to utilize the second user interface to provide the security key to the set-top box.