About Jessica Dailey



Jessica Dailey, Realtor


Since becoming a Realtor in 2005, Jessica Dailey is a Multi-Million Top Producing Agent having closed in excess of $250 Million in sales since 2005.


Jessica strives to provide the best representation for all of her buyer and seller clients. She is accessible and responsive to her client's needs full-time, seven days a week. She is professional, knowledgeable, articulate, and affable. Jessica appreciates her clients and continuously earns their trust through her driven, diligent work on their behalf, as well as her careful handling of their transactions. Jessica's rigorous mission is simply that all clients deserve above and beyond service that exceeds expectations. She achieves success through clear communication, organization, detailed follow-through, and advocating for her clients throughout the transaction.


Jessica's relationship with her clients goes far beyond that of settlement. She works directly with home sellers through the entire process of marketing and selling their properties. She hosts an in-person meeting to discuss their specific needs, provides professional photography for every home she lists, customizes marketing, and possesses an innate ability to handle all details up and through closing to create a seamless experience. 


Originally from Washington's Capitol Hill neighborhood, Jessica grew up in Baltimore's Charles Village neighborhood. She has a BFA from Tufts University and School of the Museum of Fine Arts in Boston. While living in Boston for thirteen years, she owned multiple investment properties before moving back to Baltimore in 2004. Jessica and her husband, accomplished chef George Dailey, live in Bolton Hill with their son, a student at Friends School of Baltimore, along with their two dogs Winnie and Poe. Jessica and George own the well-known Bolton Hill signature restaurants On the Hill Cafe and CookHouse.