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List my home in maryland
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 Top Realtor, Best Realtor in Calvert County, Maryland Realtor, real estate agent in calvert county

Top 1% of Realtors Nationwide.
Master Certified Negotiator.
101%+ 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 more negotiations training from Yale, Northwestern, UVA, Columbia, and UC Davis, Dawn Riley has closed over 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. Comparing agents? Here is how to evaluate the best Realtor in Calvert County on evidence instead of a sales pitch.

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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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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, induction into the SMAR Hall of Fame, and a SMAR Lifetime Achievement Award. 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

Start With the Right Guide

I wrote these myself. No fluff, no filler — just what I tell people at their kitchen table.

  1. Selling The Complete Guide

    Everything I know about getting a Calvert County home sold for the most money. Pricing, preparation, marketing, multiple offers and the Maryland contract, start to finish.

    Read the Selling Guide

  2. Buying a Home in Southern Maryland

    How I work with buyers, and what I check before you commit to anything. Waterfront, land, new construction or a resale in town — the homework happens before the offer.

    Start Here if You’re Buying

  3. How I Negotiate for You

    Price is one part of an offer. Sometimes it is the smallest part. I am 1 of roughly 40 Master Certified Negotiation Experts in Maryland — here is how I read the other side, what I trade, and why I stay quiet.

    See How I Negotiate
Top Realtor in Calvert County

Dawn Riley's Featured Listings

best real estate Team in Calvert County
tech savvy realtor

Team Designations
and still learning

  • Associate Broker
  • GRI - Graduate REALTOR® Institute
  • MCNE - Master Certified Negotiation 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
Buy a home in Maryland

WHAT DO THE LETTERS Behind OUR NAMES STAND FOR

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virtual real estate

Riley Team  Awards

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Real estate spreadsheet

REAL ESTATE    SPREADSHEETS

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Move to Calvert County Guide

MOVE TO CALVERT COUNTY

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

National Association of REALTORS GREEN designation logo

NAR GREEN Designation, held continuously since 2008

The GREEN designation is awarded by the National Association of REALTORS® to agents who complete coursework in resource efficiency, high-performance building features, and how those features are valued and documented in a real estate transaction. Dawn earned it in 2008 and has renewed it every year since.

What happens to solar panels when a Southern Maryland home is sold

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

Who is Dawn Riley?
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 Negotiation Expert (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%. There is no official ranking, so read how to evaluate the best Realtor in Calvert County and compare every agent on the same evidence.

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 above, or use the contact form.