“The service was great, and for the agent, you couldn't ask for anyone better.”
Coldwell Banker Realty
- Agent Pronto
- Maryland
- Chesapeake City
The best way to find top real estate agents in Chesapeake City, MD
Skip the search. We analyze thousands of real estate agents in Chesapeake City and nationwide to find you proven local pros, for free.
Compare top Chesapeake City 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. *
Sherri Sembly
5.0
(58)
NextHome Forward
47 recent sales
$45K - $1.02M price range
$411K 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.
The easiest way to find a top agent you can trust.
Sell faster. Buy smarter. Get matched with proven agents who know your market—all for free.
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- Whether you’re buying, selling, or both, you’ll have a proven expert on your side.
Trusted by over 500,000 buyers and sellers.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“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.”
NextHome Forward
“Mary Ann understood what I wanted and found just the right home! I could not be happier with the price we paid. She helped get us a credit after the inspection showed plumbing issues. I would recommend her to anyone looking for a home.”
Century 21 Gold Key Realty
“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.”
Samson Properties
“Jetta was recommended to me by Octavia and I completely see why she came recommended. She took care of my family and I the entire time even through emergency situations we had to deal with outside of the home purchase. Jetta was reliable, communicative and highly supportive every step of the way. She ensured that we had every answer to question we had. Additionally, Jetta kept our interest as a priority and resolved every issue ethically and efficiently.”
Century 21 Gold Key Realty
“Cathy was great to work with! She was very responsive and as soon as I placed my request, she contacted me and got things in motion. Thank you for all your help.”
Patterson-Schwartz Real Estate
“John was amazing from start to finish. He made us feel comfortable from the beginning and took the time to hear and understand what exactly we were looking for in our first home. He was a trusted agent and friend to us along the way. We can't express how much we appreciate all of his hard work and dedication. He truly made this a fun and enjoyable experience.”
Century 21 Core Partners
“Our experience with Greg Chamish was excellent. He was attentive, prompt, knowledgeable and very helpful. We highly recommend him to anyone looking to sell their home.”
Black Dog Realty
“Sherri was a joy to work with. Would definitely recommend her to others.”
NextHome Forward
“Working with Gary was a great experience. He was was very helpful, knowledgeable, and patient.”
Cummings & Co. Realtors
Chesapeake City real estate Market Report.
Information and statistics on the latest trends in the Chesapeake City real estate market, updated for November 2025. *
50
Neutral Market
Seller’s Market
Buyer’s Market
0
10
20
30
40
50
60
70
80
90
100
0
25
50
75
100
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 Chesapeake City has to offer.
Chesapeake City offers residents a welcoming small-town atmosphere with historic charm, scenic waterways, vibrant community events, excellent local dining and shops, and ample outdoor recreation that together create a lively, comfortable quality of life.
Chesapeake City greets you with canal-front views, colorful 19th‑century facades, and a walkable downtown where boats glide past cafe patios. The Chesapeake & Delaware Canal sets the scene for weekend strolls, seasonal events, and waterside dining at local favorites like Chesapeake Inn Restaurant & Marina and Schaefer’s Canal House. Explore the historic district, then unwind at Pell Gardens or catch a sunset from the harbor overlook. Town services, permits, and community updates are easy to find through the Town of Chesapeake City.
Outdoor enthusiasts appreciate the flat, scenic Ben Cardin Trail linking to Delaware’s path network, while paddlers and anglers find quiet coves nearby. A few miles south, Bohemia River State Park adds miles of trails and shoreline for hiking, birding, and picnics. Families also enjoy year-round programs at the Chesapeake City Branch of the Cecil County Public Library.
Schools are part of Cecil County Public Schools, with neighborhood campuses and active extracurriculars that anchor local pride. Commuters have an easy jump to Elkton and across the state line to Newark, keeping major employers, the University of Delaware, and the I‑95 corridor within practical reach. Housing ranges from restored canal-era homes to low‑maintenance townhouses and waterfront condos, offering options for first‑time buyers, move‑up households, and downsizers alike. Life here feels relaxed yet connected—weekday convenience with weekend getaway vibes built in.
Whether you’re buying your first place or positioning a property to shine, Agent Pronto can connect you with a top local real estate pro who knows how to navigate the Chesapeake City market.
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 Chesapeake City. 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 Chesapeake City Realtor® or real estate agent today.
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