Dawn Riley is a Calvert County Realtor and Associate Broker with Deep Roots Real Estate, licensed since 2000. She is the leader of The Riley Team and a Master Certified Negotiator specializing in waterfront and residential real estate throughout Southern Maryland.

What are Dawn Riley's career real estate statistics?

As of 2026, Dawn Riley has sold 1,338 homes for a career total of over $532 million, with an average sold-to-list price consistently over 101% and 25+ years of experience. She consistently ranks in the top 1% of Realtors nationwide.

Is Dawn Riley a Master Certified Negotiator?

Yes. Dawn Riley is a Master Certified Negotiator (MCNE) with negotiation training from Yale, Northwestern, UVA, Columbia, and UC Davis.

What areas does Dawn Riley serve?

Dawn Riley serves Calvert County, Anne Arundel County, Charles County, and St. Mary's County, with a primary focus on Prince Frederick, Huntingtown, Dunkirk, Owings, Chesapeake Beach, North Beach, Lusby, Port Republic, and Saint Leonard.

Who is the best real estate agent in Calvert County?

Dawn Riley is a top-producing Calvert County real estate agent, ranked in the top 1% of Realtors nationwide. She has sold 1,338 homes for a career total of over $532 million, with an average sold-to-list price consistently over 101%.

What makes Dawn Riley different from other real estate agents?

Dawn Riley is a Master Certified Negotiator ranked in the top 1% of Realtors nationwide, backed by a full team rather than working solo. Her sold-to-list price consistently exceeds 101%, and she personally built and coded her own website and marketing technology.

How do I contact Dawn Riley?

You can call or text Dawn Riley directly at 410-414-2438, schedule an appointment through the booking calendar on this site, or use the contact form on the Contact page.

Dawn Riley Top Realtor in Calvert County

Text Dawn : 410-414-2438

Call Dawn : 410-414-2438

Deep Roots Real Estate : 443-967-6687

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Calvert County's Top-Producing Realtor — 1,338 Homes Sold, $532M+ in Career Sales

Top 1% of Realtors Nationwide. Master Certified Negotiator. 101%+ Average Sold-to-List Price.

It is easy to find an agent who will complete the standard level of service. Dawn is anything but standard.

Dawn Riley is a Realtor and Associate Broker with Deep Roots Real Estate, and the fearless leader of The Riley Team. As a Master Certified Negotiator with training from Yale, Northwestern, UVA, Columbia, and UC Davis, she has closed 1,338 home sales for a career total of over $532 million — with listings that consistently sell for over 101% of asking price. Licensed since 2000 and serving Calvert County and Southern Maryland, she leverages supreme market experience with her unique technological and negotiating knowledge to sell her clients' properties quickly and at top dollar.

What can a Realtor who is a
Master Certified Negotiator do for you...

I am excited to announce that my average sold-to-list price stats have been over 101%, across a career total of 1,338 homes sold and $532,653,786 in sales volume. As its name implies, the sold-to-list ratio (aka the sold-to-listing, sold-to-list, or list-to-sale ratio) measures the difference between the final sold price and the original asking price of a property.

I am proud of this achievement, and I am grateful to my clients for their trust. There are a number of factors that contributed to this success. I am very skilled at marketing and negotiating, and I have a deep understanding of the local market. I am committed to helping my clients get the most for their homes. If you are thinking of selling your home, I would be honored to help you. Contact me today to learn more about how I can help you achieve your real estate goals.

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Exclusive Properties and
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Dawn Riley's Featured Listings

Dawn Riley's Credentials & Track Record

Master Certified Negotiator, Licensed Maryland, Virginia, and DC

Dawn Riley was 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, a RE/MAX Diamond Award, a RE/MAX Chairman's Award, and Lifetime Achievement Awards from both the Southern Maryland Association of REALTORS and RE/MAX International. Dawn consistently ranks in the top 1% of Realtors nationwide.

Going beyond traditional top Realtor licensing, Dawn has obtained the required amount of experience, education, and testing to acquire the esteemed Associate Broker license. She served on the Southern Maryland Realtors Board of Directors from 2016-2018 and frequently led seminars and mentorships for new agents.

Dawn stands out from many Maryland Realtors because of her vast knowledge of internet marketing and social media optimization. Her reputation among Maryland Realtors and local Calvert County Real Estate has attracted a following of over 150k on her social media pages. This in conjunction with other outlets, creates an audience for her clients unlike any other local option to get their properties marketed quickly and effectively.

Dawn has grown The Riley Team to be one of the most prestigious top Real Estate Teams in the area by hand-selecting each of her agents with thought and intention. As the team's sole Listing Agent, she employs a unique strategy of lead-recapturing with her Buyers Agents to ensure that every transaction is handled as effectively and efficiently as possible.

Dawn is a lifetime resident of Maryland. With her husband, Roger, she has 4 children and 7 grandchildren, and when she has free time, she enjoys gardening and spending time on the Patuxent River.

Dawn Riley is not an ordinary realtor

REAL ESTATE INNOVATOR: Dawn Riley and the Riley Team make extensive use of software, hardware, and services technology. Dawn is the first one to tell you that she always needs to have the latest and greatest technology on the market. Do you like this website? She built and coded it herself. Everything from proprietary software, massive internet exposure, video production, 3D virtual walk-throughs, virtual brochures, individual listing websites, YouTube, traffic-generating techniques, social media capturing, picture geotagging, QR codes, lightboxes, and real estate apps — the list goes on. And if you don't know what some of these technologies are, don't worry. Dawn does.

The Riley Team uses the latest advances in the industry to yield the highest return to our clients. Our main Real Estate office is in Calvert County, with team members across Deep Roots Real Estate offices throughout Maryland.

What Dawn's Clients Are Saying

Riley Team's Pre-Listing Timeline

Schedule an In-Person or Virtual Appointment
Meet with Dawn Riley
Discuss top real estate and best Realtor strategy for selling
Formal listing presentation
Executed sales agreement Property evaluation | appraisal
Design team walkthrough
Market analysis completed
Sales price established
Professional Photography on all Listings
Walk-Thru Video
Drone Work completed
Coming Soon Active in MLS

Marketing Coming-Soon campaign started
Professional photography taken
Signs installed
Description written by on-staff Journalist
Submitted to Multiple Listing Service
Riley Team's Lead Funnel Activated
Property website launched
Professionally printed brochure delivered
Direct mail campaign launched
Print campaigns launched
Social Media campaign launched
e-Mail campaigns started
Office preview | broker preview
Mega open house
Under Contract

Offer(s) received
Offer(s) negotiated by 1 of Maryland's 40
Master Certified Negotiation Experts
Offer accepted
Back-up offer(s) accepted
Inspections and disclosures completed
Appraisal completed
Contingencies removed
Title Work Ordered
Coordinate with Settlement Company
Property closes
Refer friends to The Riley Team

Team Designations
and still learning

Associate Broker
GRI - Graduate REALTOR® Institute
MCNE - Master Certified Negotiating Expert
GREEN - Team Designation
SRS - Sellers Representative Specialist
PSA - Pricing Strategy Advisor
e-PRO
Accredited Buyers Representative
Accredited Sellers Representative
Military Relocation Professional
Accredited Staging Professional
Graphic Designer
Staff writer is an Award-Winning Journalist
Bilingual in Spanish

WHAT DO THE LETTERS Behind OUR NAMES STAND FOR

Riley Team Awards

REAL ESTATE SPREADSHEETS

MOVE TO CALVERT COUNTY

The Riley Team has offices in Annapolis, Anne Arundel County, Prince Frederick, Calvert County, La Plata, Charles County, Lexington Park, St Marys County.

Calvert County, Maryland Real Estate Overview

Calvert County stretches along the Chesapeake Bay and Patuxent River, with picturesque waterfronts, charming small towns, and top-rated schools — one of the most sought-after areas to live in Maryland. A local Realtor with a deep understanding of the market makes the difference in finding the right home for your needs and budget, whether you're a first-time buyer or a seasoned investor. See Dawn Riley's full Calvert County market overview, communities, and credentials for details on buying or selling in the area.

Frequently Asked Questions