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 November 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.
Sell faster. Buy smarter. Get matched with proven agents who know your market—all for free.
Information and statistics on the latest trends in the Annapolis real estate market. *
Jul 1, 2026 - Sep 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 (Jul 2026 - Sep 2026).
Inventory and sales flow in Annapolis have shifted notably in this rolling three-month view through September 2026. Active listings are up about 9 percent from a year ago, while homes sold have fallen roughly 13 percent year over year. Pending sales are also down compared with last year, pointing to slower contract activity even as more properties are available.
Pricing is still pushing higher despite the cooler pace. The typical home value has climbed about 7 percent year over year, and the median list price is up by a similar margin compared with the same period in 2025. At the same time, the share of homes selling above list has dropped from more than 42 percent two years ago to about 22 percent now, and the average sale-to-list ratio is just under 99 percent.
Conditions have clearly shifted toward a more balanced environment. Months of supply has risen sharply from around 2.1 a year ago to 3.6, and homes now sit on the market a median of 41 days versus 24 days in late 2024. This mix of higher prices but slower movement means strategies for timing, pricing, and negotiations matter more for both sides. Buyers and sellers in Annapolis can benefit from Agent Pronto’s help connecting with an experienced local agent who understands these evolving trends.
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.
“Cameron was absolutely amazing. He helped me in my family find the perfect house. It was a long-term endeavor due to personal circumstances on my end. But he was patient and driven to help me in my family find a house. I cannot recommend Cameron enough. Professional honest and down to earth. Best realtor I've ever dealt with.”
“Boris, Thank you for helping me sell my first house and the place I called home for 15 years! Although this was a bitter sweet moment your professionalism, expert knowledge of the housing market, constant communication and guidance made this experience an easy and smooth transaction on our end. I’ll be sure to stay in contact and share your information with anyone looking for a realtor.”
“I highly recommend Mark! As a first-time homebuyer, I couldn’t have asked for a better realtor. He was attentive, patient, and available every step of the way, whether during the day, late at night, or even on weekends. What I appreciated most was that Mark took the time to educate me throughout the entire process, answering my questions and helping me gain confidence in every decision. His years of experience, knowledge, and insight truly made a difference. Mark genuinely cares about his clients and goes above and beyond to make the home-buying experience as smooth as possible. I’m extremely grateful for his guidance and would absolutely recommend him to anyone looking to purchase a home!”
“Diane is a wonderful agent. She is very professional, courteous and knowledgeable agent. Recommend her as a excellent agent that goes above and beyond to get the job done.”
“We couldn’t have asked for a better team than The Legal Team of Long & Foster. Stephanie Maric and Robin Covington guided us through every step of selling our home with professionalism, warmth, and real expertise. Their staging advice was a game-changer. They knew exactly how to make our home feel inviting, and buyers responded. We went under contract just five days after listing, and the contract was ratified within five days. That kind of result doesn’t happen by accident; it comes from a team that knows the market and knows how to present a home. Selling a house can be stressful, but Stephanie and Robin made it feel easy. If you’re thinking of selling, I can’t recommend The Legal Team highly enough. Thank you both!”
“Outstanding Jerrod is Very knowledgeable about the property and informative. He was on time for each appointment available for any questions I had and give responses right away. Wonderful experience working with him. Jerrod . I will recommend his services to anyone I know that is in the market to purchase a new home.”
“Ada Chan was a great realtor to work with! She made the home-buying process easy to understand from the very beginning and was transparent about all expenses, which made me feel confident and prepared throughout the process. She was also very responsive and always willing to answer my questions. I really appreciated her guidance and support while buying my new home. I would definitely recommend Ada to anyone looking for a knowledgeable, trustworthy, and supportive realtor!”
“I cannot say enough good things about Angela. She has been wonderful through our entire purchasing and selling experience. She is knowledgable, very responsive and has provided us great guidance through the process of selling a home while purchasing at the same time, and has represented us for both transactions. I would definitely wirk with her again.”
“"We can't recommend Pitina and her team at Sotheby's highly enough. We first had the pleasure of working with Pitina about ten years ago, and she left such a lasting impression that when it came time to sell our home, there was no question who we'd turn to. From listing to closing, she handled every detail with professionalism, warmth, and care. Our condo sold quickly, and the closing went beautifully smooth. And we have to give equal credit to her executive assistant, Christina, who was absolutely aces, coordinating everything seamlessly and keeping the entire process on track from start to finish. Together, Pitina and Christina make an exceptional team. If you're buying or selling, you'll be in the best possible hands. Highly recommend!"”
“Working with Realtors over the past 50 years, my husband being a real estate attorney and I being a realtor for many of those years, we can assure you that rarely have we ever worked with a more diligent, cooperative and special professional than Pablo, We listed a very difficult property for a deceased family member. We live out of state. Nothing dealing with this property was easy, yet Pablo found for us multiple buyers, worked on our behalf to maximize the offers presented and worked tirelessly to accomplish a closing in approximately 3 weeks. If you need a reliable, honest, hard working professional, with his client's best interest at the forefront every step of the way, there is no one that we could recommend more highly than Pablo Espejo-Saavedra.”
“We couldn’t have asked for a better realtor to help us sell our Maryland home! Kimberly helped us find our home, so when a job relocation meant it was time to sell, we wouldn’t have trusted anyone else. She is incredibly knowledgeable about the NCR market and did an excellent job pricing our home appropriately, while also giving us realistic expectations based on comparable sales. Our home sold quickly, and Kimberly was amazing throughout the entire process—professional, responsive, and always there when we needed her. We’re so thankful to have had her by our side once again. Highly recommend Kimberly for your home purchase or sale!”
“Karen was Great in every way, i am not to good with words i just would like to say, If i would buy another house i would go with Karen again 100%. Karen is professional, a great listener, We bought the house we wanted at the price we wanted .Thank you Karen again for all that you did for us.”
“Vinny and his team were outstanding helping me sell my house and buy my new house in 2023. Thank you for a smooth transaction from selling to purchasing to moving. Highly recommend Vinny and his team.”
“Great at what he does!!”
“I recently purchased a home. My realtor was Erin. She was the best. I had not dealt in real estate in a while. I was a bit nervous. Erin guided me through the process with great patience and professionalism. Her knowledge of the industry is top notch. She interacted with the seller agent, contractors, inspectors, closing agents, loan officers, et al. I was so fortunate to have her. She is GREAT!!!”
“Working with Jamie has been such an amazing experience! She is super attentive to what we wanted in a home and was wonderful at communication with her timely responses to our questions throughout the process! We found our very first home with her and are so excited to move in! My husband and I would most assuredly recommend her to anyone who wants the best in this field!”
“We have had the pleasure of working with Jim and Winning Edge Real Estate not once, but twice over the past 20 years. He helped us sell and purchase our home 20 years ago, and when it was time to do it again recently, there was no question that we wanted Jim to be our agent. Jim is incredibly knowledgeable, professional, and dedicated. He was always available whenever we needed him and guided us through every aspect of the process with patience, experience, and genuine care. His strategy for selling our home was extremely effective, and thanks to his expertise, we were able to sell our house in a remarkably short period of time. What impressed us most, however, was that Jim's commitment did not end when the house was sold. He personally spent his valuable time helping us sort through and get rid of unwanted items, going far beyond what anyone could reasonably expect from a real estate agent. That kindness and generosity truly meant a lot to us. Jim is not only an outstanding real estate professional, but also a wonderful person who genuinely cares about his clients. We are extremely grateful for everything he did for us and would wholeheartedly recommend Jim and his Winning Edge agency to anyone looking to buy or sell a house. We feel very fortunate to have had Jim by our side once again!”
“Kerry was extremely patient and very helpful in following through with questions. She always sent new listings that might be of interest as they came on the market. Even after the sale when we had concerns she addressed all of our questions.”
“I love how fast she works. I was in a house in less than a month. Her communication skills is top tier. Very personable, timely, efficient and is very knowledgeable about her craft. Highly recommend 10/10”
“Kevin was an exceptional realtor. He was able to find me a great offer that got to close in just a few weeks. He listened to what I wanted and delivered above expectations. Would highly recommend this realtor to anyone looking to buy or sell their property!”
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.
We’ll match you with top-rated real estate agents in just about any city—wherever your next move takes you.