We analyze thousands of real estate agents in Shady Side 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 October 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 Shady Side 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 in Shady Side has expanded in the latest rolling three-month view, with about 75 active listings and months of supply more than doubling compared with a year ago. Even with that increase, the market gauge still characterizes conditions as a seller’s market. Contract activity has cooled, as homes sold are down sharply year over year while pending sales have also slipped.
Pricing has been moving upward despite the softer sales counts. Typical home values are running higher than a year ago, and the median list price has risen at a faster pace, showing double-digit year-over-year growth as sellers test what buyers will pay.
Days on market have eased slightly compared with last year, with the median listing taking around a month and a half to go under contract, which reflects a more measured pace than in some past periods. Roughly one-third of recent sales closed above the asking price and the average sale-to-list ratio is just under 100 percent, indicating that well-positioned homes still command strong offers even as supply builds. With fewer closings, more inventory, and rising prices, conditions can be nuanced and very street-specific. Agent Pronto can connect both buyers and sellers with an experienced local agent who understands these trends and can guide their next move.
Shady Side offers residents a welcoming, close-knit community with scenic waterfronts, ample green spaces, locally owned shops and dining, strong schools, and convenient access to regional amenities, all in a peaceful, family-friendly setting.
Shady Side immediately feels different from nearby Annapolis or Edgewater because daily life is centered on the water and long-time neighborhood ties. Tucked along the western shore of the Chesapeake Bay, it offers a quieter pace, where marinas, crabbing, and small community events shape the local rhythm.
Location still matters here. Many residents commute to Annapolis or Prince George’s County, yet come home to tree-lined streets, modest cottages, and renovated waterfront homes that reflect a wide range of budgets. Access to the bay is a major draw, with spots like Shady Side Park and the Captain Avery Museum highlighting the area’s maritime heritage and offering family-friendly festivals and educational programs.
Daily conveniences are close at hand, with local eateries, marinas, and community hubs, while larger shopping and dining options await in nearby Edgewater. Families appreciate the connection to the Anne Arundel County Public Schools system and local resources such as the Deale Area Library.
Because Shady Side has a finite supply of waterfront and water-access property, timing and preparation are crucial. Whether you are planning a first purchase, moving up to a bayfront home, or listing a long-held family property, the market can move quickly. Agent Pronto can connect you with a local real estate professional who understands Shady Side’s rhythms and can guide both buyers and sellers with confidence.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“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.”
“Sheena was amazing! Always going above and beyond to quickly work with all parties involved and ensure I understood the process!”
“Pam Milan is truly one of the best real estate agents I have ever worked with. From the very beginning, she was so caring, patient, and supportive throughout both the sale of my home and the purchase of my new home. She was always available to answer my questions, no matter how many I had, and she made a stressful process so much easier for me. I truly appreciate all the time, effort, and care she put into helping me. She is professional, knowledgeable, trustworthy, and genuinely cares about her clients. I highly recommend Pam to anyone who is buying or selling a home. You will be in great hands with her!”
“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!”
“Great at what he does!!”
“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.”
“Awesome service”
“Nicki has been such a blessing to my family throughout our real estate journey. She helped us buy our very first home, guided us through selling it, and then walked with us every step of the way as we purchased our beautiful new-build home. Through every milestone, she was patient, knowledgeable, responsive, and always had our best interests at heart. She made what could have been stressful feel manageable and was always there to answer questions and offer reassurance. I’m incredibly grateful for her dedication and support, and I truly can’t imagine going through this process with anyone else. If you’re looking for a realtor who genuinely cares about her clients, Nicki is the one.”
“Working with Makeda Phillander to sell our home in Maryland was truly a great experience. From the beginning, she was professional, knowledgeable, and very responsive, which made the entire process feel much less stressful. She guided us through every step, from pricing the home correctly to handling showings and negotiations, and we always felt confident that everything was being managed the right way. What we appreciated most was her patience, honesty, and the genuine effort she put into making sure the sale went smoothly. We're very grateful for her support throughout the process and would absolutely recommend her to anyone looking to sell their home.”
“Highly professional, very imformative on locations and specifications that would fit the needs of my family. Was able to respond to me during my wild hours of work. She knows her stuff and she can get the job done. Highly highly highly recommended.”
“She is an awesome real estate agent We would not hesitate to recommend her to multiple clients, She is a very understanding and patient person. We do love our new home ,the right one did came ..we would work with her again and again.. Thank u miss Kay.. We appreciate you !!”
“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.”
“The service was great, and for the agent, you couldn't ask for anyone better.”
“My agent, Nisha Smithrick, was the ideal agent. We had tried to work with other Baltimore agents over the past year and they were terrible. Nisha was amazing from the get-go. She reached out immediately. She asked questions to understand our specific desires for my son's first home. She presented relevant listing within a day. She made herself available for appointments to fit our schedules. She showed us a great selection of homes. She followed up, gave her honest advice. She then was a great sounding board for creating an offer and negotiating with the seller. She was responsive and proactive through the whole process including to inspections and closing. She answered all our questions thoroughly and quickly. I highly recommend Nisha.”
“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.”
“Vicki was excellent. She handled every detail quickly, accurately, and professionally. She was available every time we needed to contact her. We were in Florida during the process of selling our home so Vicki had to handle all details and necessary actions without our help and she did. We are totally satisfied.”
“Thx. Karren!”
“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.”
“Kelly was a pleasure to work with. She was very professional and helpful throughout this entire process. Kelly has always made herself available to any questions or concerns that I had. I would definitely recommend her to any future home buyers.”
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 Shady Side. 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.
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