Make this place your home.

Courtney Chipouras, REALTOR® on Maryland’s Eastern Shore

Big rivers, small towns, connected communities, an unspoiled Chesapeake landscape.

I’m Courtney Chipouras. As a real estate agent, I’m passionate about helping my clients find their perfect Eastern Shore home. I specialize in water-oriented and waterfront properties on Maryland's Eastern Shore. Whether you’ve dreamed of your own waterfront sanctuary, a town home within walking distance of the farmer’s market, or acreage to build the private retreat you’ve always imagined, I can’t wait to help you start ‘living pleasantly’ in Kent, Queen Anne’s, and Talbot Counties.

“If you are in the market for real estate on the Eastern Shore, I highly recommend that you contact Courtney Chipouras. She is a well-connected and respected realtor in the Kent & Queen Anne’s county areas. Courtney went above and beyond during the entire process and made sure that we found a property that fit our needs. Local knowledge plays a key factor in finding the best properties for the best price.”

— client, Rock Hall, Maryland

Looking for something specific? My listings change frequently, so check back often to explore the latest residential, commercial and property listings.

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Six Essential Questions for Buying a Home

Buying a home in the Chesapeake is not just a transaction— whether you're drawn to the historic waterfront towns or the tranquil rural landscapes, it's crucial keep your priorities in mind as you navigate the real estate process with care and attention to detail.