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The best place on the web to find love in the Old Line State. Search Maryland for online singles today. Match.com has been the leading online dating site for over 10 years. New singles in Jacksonville,Maryland are joining daily, and many singles are making connections every day. Online Dating 101: Step one, create your free Match.com Jacksonville personal profile with your best photo; step two, watch your Jacksonville dating choices line up; step three, choose the date of your dreams.