re: When are the English gonna go through their Age of Enlightenment?

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It wasn’t a win. Neither side won. Neither side achieved what they wanted with the war. Both sides were unhappy with the negotiations and in the peace treaty agreed to just go back to the pre-war conditions.

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Per Canadian border issues...yeah. Have to take in the fact that the British burned through DC. But taking the Battle of New Orleans into account, it was a helluva win for the US. The treaty was certainly not in effect for either nation (not approved by the Senate or Parliament) and Pakenham was specifically ordered to ignore any word of a treaty.
N.O. was fast becoming one of the most important commercial hubs of the Western world and the Brits controlled Canada and could have easily worked a deal or bullied possession of Minnesota in 1815 or not long after.
If they won that battle, the US could not have easily expanded into Indian territory, much less west of the Mississippi (The Creeks and other tribes were closely allied with the British and received military aid).

There is good reason that Americans celebrated January 8 on par with July 4 throughout the 19th century. That battle sucked the last wind out of British intrigue for more North American territory. Granted, the Napoleonic Wars were the main cause of British pullback, but a victory at N.O. along with control over a major commercial port in the Gulf of Mexico could have changed everything. The US never could have leveraged annexation of the Floridas under those circumstances either.

The treaty, once finalized, also forced the British to acknowledge the legitimacy of the Louisiana Purchase, which they previously had not done, so.... I'd say it was a solid "W" for the U.S. at the end of the day.