Who is the best real estate agent in Calvert County, Maryland?

Dawn Riley is a top-producing Calvert County Realtor with 25+ years of experience, licensed since 2000. She has sold 1,338 homes for a career total of over $532 million, with an average sold-to-list price consistently over 101%.

How many homes has Dawn Riley sold in her career?

As of 2026, Dawn Riley has closed 1,338 home sales totaling more than $532,653,786 in career sales volume across Calvert County and Southern Maryland.

What awards has Dawn Riley won as a Calvert County Realtor?

Dawn Riley was named Rookie of the Year and has since earned multiple SMAR Diamond and Double Diamond awards, induction into the Southern Maryland Association of REALTORS Hall of Fame, and a SMAR Lifetime Achievement Award. She is consistently ranked in the top 1% of Realtors nationwide.

Is Dawn Riley a certified negotiator?

Yes. Dawn Riley is a Master Certified Negotiation Expert (MCNE) and holds roughly half a dozen negotiation designations, including advanced negotiation training from Yale. Her listings consistently sell for over 101% of the original asking price.

Does Dawn Riley specialize in Calvert County waterfront homes?

Yes. Not only has Dawn lived on the Patuxent River for 40 years, she has also sold two of the five most expensive waterfront homes ever sold in Calvert County.

How can I search current Calvert County homes for sale?

Use the live Calvert County listings search on this page, or contact Dawn Riley directly for off-market and coming-soon listings before they hit the open market.

Calvert County Realtor | Dawn Riley, Top Calvert County Real Estate Agent

1,338 Homes Sold. $532M+ in Career Sales. 25+ Years in Calvert County.

Dawn Riley is a Calvert County Realtor and Associate Broker, licensed since 2000, with a career-long reputation as one of the top-producing agents in Southern Maryland. As a Master Certified Negotiator, her listings sell for an average of over 101% of asking price — well above typical market performance.

Calvert County Real Estate Market Overview

Calvert County stretches along the Chesapeake Bay and Patuxent River, offering everything from waterfront estates to family neighborhoods within commuting distance of Washington, D.C., Joint Base Andrews, and NAS Patuxent River. Buyers are drawn to the county for its schools, small-town main streets, and river and bay access, while sellers benefit from steady, well-informed demand for well-priced homes. Navigating shoreline regulations, septic and well requirements, HOA covenants, and school-district boundaries takes local expertise — which is where a Calvert County specialist makes the difference between a listing that sits and one that sells at top dollar.

Buying or Selling a Home in Calvert County

Whether you're buying your first home or a waterfront retreat, or selling a home you've lived in for decades, Dawn Riley's team-based approach and Master Certified Negotiator designation are built to get Calvert County sellers the highest achievable price and give buyers a decisive edge in a competitive offer. Explore Dawn's current listings, review off-market and coming-soon opportunities, or search live inventory below.

Calvert County Communities

Dawn Riley serves buyers and sellers throughout Calvert County, including Prince Frederick, Huntingtown, Dunkirk, Owings, Chesapeake Beach, North Beach, Lusby, Port Republic, and Saint Leonard — along with sought-after waterfront communities such as Scientists Cliffs, Gate of Scientists Cliffs, College Station, and Chesapeake Village. Her Calvert County waterfront homes specialty covers Patuxent River and Chesapeake Bay properties, including piers, bulkheads, boat lifts, and flood insurance considerations unique to living on the water.

Dawn Riley's Track Record

Dawn Riley started her career being named Rookie of the Year and has never stopped winning top real estate awards since, including:

Multiple SMAR (Southern Maryland Association of REALTORS) Diamond and Double Diamond Awards
Hall of Fame, Southern Maryland Association of REALTORS
Lifetime Achievement Award, Southern Maryland Association of REALTORS
Consistently ranked in the Top 1% of Realtors Nationwide

She holds roughly half a dozen professional designations in negotiation, including advanced training from Yale, and is a Master Certified Negotiator. Her listings consistently achieve a sold-to-list price over 101% — meaning her sellers routinely net more than their original asking price.

Career totals as of 2026: 1,338 homes sold • $532,653,786 in closed sales volume • 25+ years of experience • licensed since 2000.

More About Dawn's Experience

Search Calvert County Homes for Sale

Browse live Calvert County listings below, updated directly from the MLS.

Calvert County Real Estate FAQs

Who is the best real estate agent in Calvert County, Maryland?: Dawn Riley is a top-producing Calvert County Realtor with 25+ years of experience, licensed since 2000. She has sold 1,338 homes for a career total of over $532 million, with an average sold-to-list price consistently over 101%.
How many homes has Dawn Riley sold in her career?: As of 2026, Dawn Riley has closed 1,338 home sales totaling more than $532,653,786 in career sales volume across Calvert County and Southern Maryland.
What awards has Dawn Riley won as a Calvert County Realtor?: Dawn Riley was named Rookie of the Year and has since earned multiple SMAR Diamond and Double Diamond awards, induction into the Southern Maryland Association of REALTORS Hall of Fame, and a SMAR Lifetime Achievement Award. She is consistently ranked in the top 1% of Realtors nationwide.
Is Dawn Riley a certified negotiator?: Yes. Dawn Riley is a Master Certified Negotiation Expert (MCNE) and holds roughly half a dozen negotiation designations, including advanced negotiation training from Yale. Her listings consistently sell for over 101% of the original asking price.
Does Dawn Riley specialize in Calvert County waterfront homes?: Yes. Not only has Dawn lived on the Patuxent River for 40 years, she has also sold two of the five most expensive waterfront homes ever sold in Calvert County.
How can I search current Calvert County homes for sale?: Use the live Calvert County listings search above, or contact Dawn Riley directly for off-market and coming-soon listings before they hit the open market.

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