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Maryland Poker Laws - Legal Gambling & Casinos in Maryland As most poker players from the state know, getting online to play poker can be a challenge in Maryland. That’s not to say it’s impossible for Marylanders to play online poker, but there is definitely information you’ll want to review before playing real-money poker online. Legit Poker Websites for Maryland - Laws and Sites Operating an online poker business in Maryland is not specifically permitted under law, and therefore deemed illegal, but it’s not specifically illegal for Maryland residents to play at regulated offshore sites. To be legal within the state, it requires the state to pass laws legalizing and regulating intrastate online poker. Maryland Online Poker Sites For Real Money Next you will find information on online poker games, which are currently considered illegal. After that a look at the Statute books can be found – before I summarize and look at the possible next steps for Maryland. Live Poker Games In Maryland. It took a long time for Maryland to get their first casino poker room.