- Agent Pronto
- Maryland
- Leonardtown
Find the perfect real estate agent in Leonardtown, MD
We analyze top real estate agents in Leonardtown and across the country to find you the most proven local agents, for free.
Compare the top real estate agents in Leonardtown
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for June 2025. *
* Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.
The easiest way to find the best real estate agent.
Sell your home fast and for top dollar or find your dream home at the best possible price. Use our free service to find top agents you can trust.
- Tell us what you need.
- Answer a few quick questions about your real estate needs so we can begin our search.
- Match with the perfect agent.
- Our personalized matching system will connect you with a top-rated real estate agent with the local expertise and experience you need.
- Meet your agent.
- Review the details of your top agent recommendations and speak with them to learn exactly how they can make your real estate journey a success.
- Buy and sell with confidence.
- While real estate decisions are among the most important financial and personal decisions we make, you can rest easy knowing that you have a proven real estate professional on your side.
Home buyers and sellers love Agent Pronto.
Here’s what some of the 400,000+ home buyers and sellers have had to say about our service.
“Agent Bode far exceeded my expectations as an agent. He represented me better than I could have ever imagined and my house sold without any hiccups. As far as I am concerned, he is the best agent in the DC area. Thank you so much for sending him to me.”
“Very helpful and checked on me throughout the entire process! They found me a great agent to sell my home- Danielle Bowie- she was absolutely amazing!”
“Working with Gary was a great experience. He was was very helpful, knowledgeable, and patient.”
“Quick response with well reviewed agents.”
“My overall experience was well achieved and your Agent, Don Roberts, made my transition very smooth. Great Don went above and beyond to make sure all my questions were answered. He was always available to help me in any matter concerning my house. What a great person Don was, showing nothing but compassion and was very organized. I will rate Don Roberts as a five-star Realtor. Job well done. ”
“Mac McCord is the best real estate agent on this side of the pond! ”
“The agent with whom I was matched was perfect. Terrific help, thank you!”
“I needed to sell my house. I was in a rush since I no longer lived in the house and would have to do the sale from out of town. Agent Pronto put me in touch with Ed Hayward. Ed was great! I have no complaints. He was professional, upfront with information, and followed through all the way to settlement. Our sale was not an easy one, but Ed made it happen and always had our best interest at the forefront of all decisions. Two characteristics which stick about Ed are his honesty and his strong communication skills. I highly recommend Agent Pronto and Ed Hayward. ”
“Sherri was a joy to work with. Would definitely recommend her to others.”
“Yes indeed it was a pleasure working with Ms. Merritt Maccherola because she took amazing pictures of the property, advertised them on the real estate market, and the house was sold in 24 hours. I will never forget the Agent Pronto name. In fact, previously I met with four potential sale agents but Merritt won the competition so I picked her because I did consider that she is the right person for the job....Merritt and her company did outstanding work. ”
Leonardtown real estate Market Report.
Information and statistics on the latest trends in the Leonardtown real estate market, updated for June 2025. *
The typical home value in Leonardtown is projected to be $767,250 for the month of May. April’s finalized data reported the typical value of a home in the city to be $672,500—up 15.41% over the previous 12 months. For comparison, county-level data pegged home values at $410,000 in St. Mary's County for the most recent reporting period. That number is expected to float around $405,000 in May.
Leonardtown had 14 new listings and 6 listings that went under contract in April, increasing the area’s total available inventory to 21—up 50.0% from the previous month. Inventory is projected to have further increased in May.
Of those 21 active listings, 38.1% reduced their price in the month of April. The median listing price for homes in Leonardtown fell 4.3% from March to April, bringing the current median listing price to $612,450. Based on projected data for May, listing prices may continue to fall.
The number of days that homes have been on the market prior to going under contract fell year-over-year. In April 2025, the median time for a listed property to go pending was 35 days, compared to 52 days in April 2024. In recent months the median number of days from listed to pending appears to be decreasing. That trend is predicted to have carried through to this May.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Learn more about what Leonardtown has to offer.
Leonardtown offers residents a charming blend of historic charm, vibrant community events, and scenic waterfront views that create a welcoming and enriching environment.
Leonardtown invites residents and newcomers alike to experience a community where rich history and modern living intertwine. Located along the scenic banks of Breton Bay, this close-knit town is not only the county seat of St. Mary's County, but also a lively hub for culture, education, and relaxation. Leonardtown’s historic downtown, dotted with restored brick storefronts, hosts vibrant events at the Leonardtown Wharf Park and features public art, quaint cafés, and the renowned Port of Leonardtown Winery. The area's thriving restaurant scene delights visitors and residents alike, offering everything from farm-fresh seafood to gourmet bakeries.
For families, educational opportunities abound. The highly regarded Leonardtown High School consistently earns top marks and participates actively in the St. Mary’s County Public Schools, ensuring a strong academic foundation. Numerous parks, including Myrtle Point Park, offer green spaces for outdoor adventures, while MedStar St. Mary’s Hospital provides quality medical care in a reassuring local setting.
Just minutes from neighboring California and within easy reach of Lusby, Leonardtown offers a peaceful pace of life without sacrificing urban conveniences. Residents enjoy annual celebrations like First Fridays, fostering connections and community spirit. Whether you’re drawn to the area's waterfront beauty, educational excellence, or its rich cultural heritage, Leonardtown stands out as a welcoming destination for your next home. If you’re considering a move or planning to sell, Agent Pronto can help you find a trusted real estate agent to guide you every step of the way.
Within a few minutes, I was paired up with an awesome agent who really knew the local area and helped me find a great condo in a super tight market. It was daunting to think about how to find the right agent. Agent Pronto got me the right agent, pronto!
Take the guesswork out of finding an agent.
With over 2 million real estate agents across the U.S., it’s not easy deciding who to trust when buying or selling a home.
We’ve analyzed performance metrics, close rates, specialties, and client reviews of the top real estate agents in Leonardtown to qualify the best agents for your specific needs.
We know that choosing the right real estate agent can be a stressful task. With Agent Pronto, it doesn’t have to be.
Data analysis with a human touch.
Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Leonardtown. But we don’t stop there.
Our Agent Specialists will take into account any special requests you have when searching for your real estate agent recommendation.
Need a great agent who speaks fluent Spanish and is a luxury condo expert in your neighborhood? No problem!
Resources for buyers and sellers.
Tips and market insights to make your Leonardtown real estate journey a success.
Frequently Asked Questions
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There are more than 2 million real estate agents across the U.S., and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise. Working with a proven agent will help you sell your home faster and for more money, and help you find your dream home at the best possible price.
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Choosing a real estate agent to help you buy or sell property is one of the most important decisions you’ll make in your lifetime. You want to make sure your agent is an expert in your area, has a proven record helping people buy and sell similar homes to yours, and is well regarded by their previous clients. Let us know a few details about the property you are selling or the kind of home you want to buy, and Agent Pronto will match you with trusted real estate agents that have the experience you need. And before you interview an agent, check out our top five questions to ask a buyer’s agent and listing agent.
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We consider performance metrics, close rates, specialties, and client reviews to qualify the best full-time agents. We then take the information you provide about the home you are selling or the kind of home you want to buy, and analyze the top local agents with the right experience for your specific needs. For more than a decade, we've helped hundreds of thousands of home buyers and sellers find the right agent. Get started now and find the perfect real estate agent.
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No. Agent Pronto is a free service for home buyers and sellers and you are under no obligation to work with our recommended agents.
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