About The Jessica Dailey Team



Jessica Dailey, Team Leader, Realtor


Jessica Dailey is the founder and Team Leader of The Jessica Dailey Team of Cummings & Co. Realtors. Since becoming a Realtor in 2005, Jessica has consistently been a Multi-Million Dollar Top Producing Agent with over $150 Million in total sales.


Jessica strives to provide the best representation for all of her seller and buyer 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. Jessica oversees the activities and results of all members of The Jessica Dailey Team to ensure these high standards.


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 restaurant On the Hill Cafe.


Eugenia Ripari, Realtor


Eugenia Ripari started working with Jessica Dailey in 2013. After learning more about the real estate industry she decided to get her license the same year.


As a member of the Jessica Dailey Team she has been a part of over $20 million in sales. With a Masters in Interior Design and experience with sustainable renovations her transition into real estate has been seamless. Knowledge in architecture and construction has helped in assisting her clients find what they are looking for in a new home.  Whether it is a new renovation or a home that will need weekend DIY projects, her past experience can help make informed decisions. Growing up in a bilingual household has also given her strong communication skills, aside from being fluent in Spanish. Eugenia truly enjoys her work and wants to help her clients find what they are looking for. From marketing properties to understanding each home she can assist as both a buyer's agent or a listing agent and looks forward to meeting you!