“Donte was prompt, professional and knowledgeable. It had been 30 years since we had a bought a house, and Donte was excellent at walking us through the steps required.”
Century 21 New Millennium
- Agent Pronto
- Maryland
- Shady Side
The best way to find top real estate agents in Shady Side, MD
Skip the search. We analyze thousands of real estate agents in Shady Side and nationwide to find you proven local pros, for free.
Compare top Shady Side real estate agents.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for November 2025. *
The Reynolds Team
Keller Williams
502 recent sales
$42K - $2.47M price range
$435K median price
* 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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“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.”
CENTURY 21 Envision
“The service was great, and for the agent, you couldn't ask for anyone better.”
Coldwell Banker Realty
“Lashanda was a great sales agent and she understood my needs. She was very professional and knowledgeable with the selling/buying process. Lashanda went the extra mile to get answers to any questions or concerns. I received constant communication throughout the entire process. I will highly recommend Lashanda to my family, friends and associates. Thank you, Lashanda for being the best realtor ever!!!”
Century 21 New Millennium
“Realtor Kerry Foley is an exceptional agent. She is completely 'buttoned up' on every detail of the home buying process. She has every detailed piece of information at her fingertips and offers insightful advice about properties including condition, market comparisons and neighborhood insights.”
Keller Williams Select Realtors
“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!”
Long & Foster Real Estate Long and Foster Real Estate, Inc.
“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.”
REAL Brokerage LLC
“The service was awesome! I had no issues, unlike others that I've dealt with in the past. They were a huge mistake until I found Agent Pronto. The agent I worked with was excellent, professional. And to be honest, I am now able to call him a friend! ”
eXp Realty The Keri Shull Team
“Fantastic agent was referred, super knowledgeable. I couldn't be more pleased. Easy to use service. Thanks again!”
O Brien Realty ERA Powered
“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.”
Paragon Realty
Shady Side real estate Market Report.
Information and statistics on the latest trends in the Shady Side real estate market, updated for November 2025. *
The typical home value in Shady Side is projected to be $472,500 for the month of October. September’s finalized data reported the typical value of a home in the city to be $465,000—up 16.98% over the previous 12 months. For comparison, county-level data pegged home values at $490,000 in Anne Arundel County for the most recent reporting period. That number is expected to float around $485,000 in October.
Shady Side had 10 new listings and 12 listings that went under contract in September, decreasing the area’s total available inventory to 30—down 11.76% from the previous month. Inventory is projected to have further decreased in October.
Of those 30 active listings, 33.33% reduced their price in the month of September. The median listing price for homes in Shady Side grew 24.85% from August to September, bringing the current median listing price to $529,970. Based on projected data for October, listing prices may continue to grow.
The number of days that homes have been on the market prior to going under contract has been fairly steady year-over-year. In September 2025, the median time for a listed property to go pending was 50 days, compared to 48 days in September 2024. In recent months the median number of days from listed to pending appears to be steady. That trend is predicted to have carried through to this October.
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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 Shady Side has to offer.
Shady Side offers residents a charming maritime atmosphere with scenic waterfront views and a close-knit community experience.
Shady Side sets the pace for water-centered living on the Chesapeake Bay, with dawns over quiet coves and unhurried evenings on neighborhood piers. Locals launch kayaks before work, trade crabbing tips at the dock, and enjoy small-town ease with quick access to Annapolis and the wider Anne Arundel County. Weekends might mean a cruise from the slips at the Chesapeake Yacht Club or exhibits and the fall oyster festival at the waterfront Captain Avery Museum. Local marinas and boatyards keep the boating season humming, while quiet side streets and pocket beaches invite slow, salty-air strolls.
Green space abounds at county sites like Shady Side Park, with ballfields, a fishing pier, and playground, and the calm trails and kayak launch at Jack Creek Park. Nearby Edgewater is home to the Smithsonian Environmental Research Center, offering hands-on programs about Bay ecology. Families appreciate local schools through Anne Arundel County Public Schools: Shady Side Elementary School, Southern Middle School, and Southern High School.
Housing runs from cozy cottages with bulkheaded shorelines to newer builds tucked among trees, with dockage and launches close by and waterfront dining in hamlets like Deale. Whether buying or selling, Agent Pronto can match you with proven local real estate agents who know the channels, neighborhoods, and contracts of Shady Side.
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 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.
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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. Find your Shady Side Realtor® or real estate agent today.
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