
Get to know Chessie Calloway
Real Estate Agent/Salesperson
I have always strived to help others through work in my community! One of the main reasons that I have joined real estate is to be able to help the community in another aspect. This is one more way to reach more people with my positive energy and dedication. I have found an interest in the real estate industry and hope to make a great difference on the people of the Eastern Shore.
I can be reached at the RE/MAX Executive Smith & Company office a...
Chessie Calloway's listings & sales (9)
For Sale (1)
Address | Bed/Bath | Listing price |
---|---|---|
![]() 217 Elm St Centreville, MD 21617
| $80,000 |
Sold (8)
Address | Sold date | Closing price | Represented | Flag Sale |
---|---|---|---|---|
5/16/2025 | $325,000 | Buyer | ||
5/9/2025 | $338,000 | Buyer | ||
4/30/2025 | $380,000 | Buyer | ||
7/19/2024 | $202,500 | Seller | ||
7/15/2024 | $260,000 | Buyer |
Chessie Calloway's reviews (15)
Write a review- Highly likely to recommend||5.05.0
7/31/2025 - Huskydoggie2
Bought a Single Family home in 2025 in Cambridge, MD.Local knowledgeProcess expertiseResponsivenessNegotiation skillsChessie did an an outstanding job helping us find our home. We moved from another state which can be challenging but Chessie was there every step of the way with us and was always available to answer our questions. - Highly likely to recommend||5.05.0
11/20/2024 - ncalloway1010
Bought a Single Family home in 2024 in Denton, MD.Local knowledgeProcess expertiseResponsivenessNegotiation skillsChessie absolutely understood everything we were looking for in a home and helped us to find it! Once we found it, she did everything in her power to make it ours. Chessie is outgoing, ambitious, and the kindest person you will ever meet. Couldn’t im... - Highly likely to recommend||5.05.0
11/14/2024 - kdmclm
Bought a Townhouse home in 2024 in Denton, MD.Local knowledgeProcess expertiseResponsivenessNegotiation skillsChessie has been with us not only through a rental process, but also buying a home. Both times we have worked with Chessie, we have been nothing but impressed with her professionalism, her responsiveness, her advocacy/negotiation on our behalf, and n... - Highly likely to recommend||5.05.0
6/25/2024 - jesswantz
Bought a Single Family home in 2024 in Church hill, MD.Local knowledgeProcess expertiseResponsivenessNegotiation skillsChessie is the sweetest human on the planet and was so wonderful to work with through this journey. She made the entire process from search to closing completely seamless!! I highly recommend reaching out to her if you're on the house hunt! - Highly likely to recommend||5.05.0
2/27/2024 - devdelange9
Consulted me on buying or selling a home in Chestertown, MD.Local knowledgeProcess expertiseResponsivenessNegotiation skillsChessie is an amazing advocate. She is prepared and knowledgeable about the local area, and always willing to find out more if needed. She is detail oriented and takes on any challenge with a smile. She is a pleasure to be around, and a great person ...