We analyze thousands of real estate agents in Annapolis and nationwide to find you proven local professionals, for free.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for August 2026.*
* 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.
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Information and statistics on the latest trends in the Annapolis real estate market. *
Apr 1, 2026 - Jun 30, 2026
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month supply and activity totals for the selected period.
Rolling three-month supply and activity totals for the selected period.
Rolling three-month supply and activity totals for the selected period.
Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Apr 2026 - Jun 2026).
Inventory in Annapolis has expanded in this rolling three-month view, with active listings up about 7% year over year to 334. New listings have inched higher from last year as well, while months of supply has climbed to 2.9, roughly 54% above a year ago. Even with more choices, contract flow has softened a bit, with pending sales down about 14% year over year and closed sales slightly below last June.
Pricing is adjusting to these conditions. The typical home value is down nearly 12% compared with a year ago, even though the median list price is slightly higher than last year. Sellers are still getting very close to what they ask, with an average sale-to-list ratio around 100% and roughly one-third of homes selling above list.
Time on market shows a clear shift from the rapid pace of the prior year. Homes now spend a median of 36 days on the market in this rolling three-month period, versus just 19 days a year ago, and only about 53% go under contract within two weeks. These trends point to a market where pricing and preparation matter more, but where well-positioned homes still move and buyers have more room to compare options. Whether you are buying or selling, Agent Pronto can connect you with an Annapolis agent who understands these dynamics and can guide your next move.
Annapolis offers residents a vibrant waterfront lifestyle with historic charm, a thriving arts and dining scene, strong schools, and easy access to parks and regional opportunities.
Annapolis offers a mix of historic waterfront character and small-city accessibility that feels distinct from larger neighbors like Baltimore and Washington. Brick streets, 18th century architecture, and the working harbor around City Dock create a setting where boating culture, local government, and everyday life intersect in a compact, walkable core.
Residents value the energy that comes from the United States Naval Academy and the regular calendar of festivals, yet day to day life often revolves around neighborhood routines. Quiet streets in communities like Hillsmere Shores and Eastport sit only minutes from downtown restaurants and the waterfront. Families appreciate access to the Annapolis High School cluster and local resources such as the Annapolis Library.
Outdoor time is part of the local identity, with sailing on the Severn River, trails at Quiet Waters Park, and easy reach to wider Anne Arundel County recreation. Longtime residents and newcomers alike pay close attention to parking, flood zones, and historic district guidelines, which can affect both daily living and resale value.
In a market where waterfront access, school zones, and historic protections can shift pricing quickly, timing and preparation matter. Agent Pronto connects buyers and sellers with experienced Annapolis agents who understand these nuances and can help you move forward with confidence.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“I did a big move from a different state, totally different process pace and Kerry guide me, supported me and held my hand to make it seamless; without her help I don’t know how I would navigate until happily receive my property keys. Working with Kerry is not like any realtor is like a friend that sees what you can’t due the overwhelming process. I highly recommend her”
“Awesome service”
“Working with Boris in DC was an outstanding experience from start to finish. He was knowledgeable, responsive, and truly understood the DC market. Throughout the entire process, he made us feel informed and supported, always going above and beyond to answer questions and advocate for our interests. His professionalism, honesty, and attention to detail made what could have been a stressful experience feel smooth and manageable. I would highly recommend Boris to anyone looking to buy or sell a home in the DC area.”
“After speaking with Tyrone, it's clear he possesses the experience, expertise, local market knowledge and professionalism I was looking for in a realtor. Throughout the entire home buying process he patiently listened to me and quickly understood what my needs were in terms of amenities, community, location, proximity to work, and convenient access to shopping, dining entertainment, etc. And when it came to preparing and presenting our offer, it was collaborative because he valued my input! He had the foresight to establish rapport and an open line of communication with the listing agent early on in the negotiation phase, which helped tremendously! Aside from being a top tier real estate professional, Tyrone is good people...he's an honest guy and his integrity is beyond reproach!!! I recommend him highly, without reservation.”
“I loved John and Susan like they were my own family! Absolutely loved working with them! Communication was great and just the experience from start to finish was amazing! I would highly recommend John to anybody who needs a realtor! Words can't express nor describe what a wonderful experience I had working with John and Susan! They deserve the highest level of appreciation! Thank you for aligning me with them through my sale! The world needs more people like John and his sister Susan in the realtor community! Hugs to them!”
“This is our second time working with Tanya Cunningham and she continues to be incredible in all aspects of real estate transactions. She went above & beyond several times throughout our sale process to make it as easy on us as possible. I want to be like Tanya when I grow up. Would highly recommend to anyone in need.”
“Matt Arnold is a superior agent. He helped me sell my home and buy my new home. Matt made the process happen quickly and seamlessly. I would highly recommend Matt to everyone.”
“Pitina was fast and effective.”
“Fantastic agent was referred, super knowledgeable. I couldn't be more pleased. Easy to use service. Thanks again!”
“Working with Gary was a great experience. He was was very helpful, knowledgeable, and patient.”
“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.”
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 covering the housing market in and around Annapolis. 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.
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.
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.
No. Agent Pronto is a free service for home buyers and sellers and you are under no obligation to work with our recommended agents. Find your Annapolis Realtor® or real estate agent today.
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