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  3. Chesapeake Landing

Find the perfect real estate agent in Chesapeake Landing, MD

We analyze top real estate agents in Chesapeake Landing and across the country to find you the most proven local agents, for free.

Chesapeake Landing, MD real estate

Compare the top real estate agents in Chesapeake Landing

Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for August 2025. *

* 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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Home buyers and sellers love Agent Pronto.

We’ve helped over 500,000 home buyers and sellers find their ideal real estate agent.

“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.”

Jen L. · Baltimore, MD

Photo of Nisha Smithrick
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.”

John · Elkton, MD

Photo of Mary Ann York
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.”

Anne B. · Middle River, MD

Photo of Vicki King
Samson Properties
“She was reliable, always prioritized us no matter the time or day. She made the home buying process significantly easier than I thought it would be.”

James Meeks · Dover, DE

Photo of LauraLee Magee-Eskaros
Century 21 Gold Key Realty
“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.”

Marcus M. · Elkton, MD

Photo of Jetta Alberts
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.”

Michael S. · Wilmington, DE

Photo of Cathy Verne
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.”

Jamie Barton · York, PA

Photo of John MacDonald
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.”

Jim D. · Phoenix, MD

Photo of Greg  Chamish
Black Dog Realty
“Sherri was a joy to work with. Would definitely recommend her to others.”

Oona W. · North East, MD

Photo of Sherri Sembly
NextHome Forward
“Working with Gary was a great experience. He was was very helpful, knowledgeable, and patient.”

Irma M. · Baltimore, MD

Photo of Gary Addington
Cummings & Co. Realtors

Learn more about what Chesapeake Landing has to offer.

Chesapeake Landing offers residents a welcoming community with beautiful waterfront views and convenient access to outdoor recreational activities.

Chesapeake Landing, MD real estate

Chesapeake Landing welcomes those in search of quiet beauty with just the right balance of coastal living and community connection. This unique area lies along the scenic shores of Tolchester Channel in Kent County, offering sweeping views of the Chesapeake Bay and an authentic experience of Eastern Shore tranquility. Residents here enjoy the serenity of the local waterfront and benefit from the friendly atmosphere that defines life in smaller Maryland enclaves. The community is within easy reach of Chestertown, a center for arts, dining, and historic treasures—all adding dimension to Chesapeake Landing’s appeal.

Families find comfort knowing their children attend schools managed by the Kent County Public Schools, including nearby Rock Hall Elementary School, which has a reputation for providing attentive, nurturing education. Outdoor adventures abound, from boating at Tolchester Marina to birdwatching in quiet, natural spaces. Just a short drive brings you to the welcoming main street of Rock Hall, famous for its maritime heritage and community festivals.

Chesapeake Landing’s unique locale captivates with its blend of natural beauty and easy access to amenities in surrounding areas like Betterton and Galena. Residents also appreciate proximity to the Eastern Neck National Wildlife Refuge, a cherished spot for hiking, paddling, and wildlife observation. Homebuyers and sellers looking for guidance as they explore Chesapeake Landing will find invaluable assistance through Agent Pronto, making each transition smooth and expertly managed.

Woman smiling

Within a few minutes, I was paired up with an awesome agent who really knew the local area and helped me find a great condo in a super tight market. It was daunting to think about how to find the right agent. Agent Pronto got me the right agent, pronto!

Sarah W.

Take the guesswork out of finding an agent.

With over 2 million real estate agents across the U.S., it’s not easy deciding who to trust when buying or selling a home.

We’ve analyzed performance metrics, close rates, specialties, and client reviews of the top real estate agents in Chesapeake Landing to qualify the best agents for your specific needs.

We know that choosing the right real estate agent can be a stressful task. With Agent Pronto, it doesn’t have to be.

Data analysis with a human touch.

Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Chesapeake Landing. But we don’t stop there.

Our Agent Specialists will take into account any special requests you have when searching for your real estate agent recommendation.

Need a great agent who speaks fluent Spanish and is a luxury condo expert in your neighborhood? No problem!


Frequently Asked Questions

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. 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.