$286,990
3 bd2 ba1,219 sqft Greensboro, MD
3 bd2 ba1,219 sqft
Greensboro, MD
Sold 4 days ago
Buyer
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...
Specialties
6 Years of experienceBuyer's AgentListing Agent
Chessie Calloway's listings & sales (27)
For Sale
For Rent
Sold
This map can show the most recent 100 listings and 100 sales. Review all listings and sales below.
For Sale
Sold (27)
Address | Sold date | Closing price | Represented | Flag Sale |
|---|---|---|---|---|
| 2/6/2026 | $286,990 | Buyer | ||
| 12/23/2025 | $435,000 | Buyer | ||
| 10/3/2025 | $191,000 | Buyer | ||
| 7/24/2025 | $325,000 | Buyer | ||
| 5/16/2025 | $325,000 | Buyer |
Chessie Calloway's reviews (16)
- 5.0
- 12/30/2025
- • Nolan Adams
Bought and sold a Single Family home in 2025 in Hurlock, MD.
Chessie did an excellent job assisting us with both transactions, sale/purchase of our old and new house. She is very responsive, and available to her clients for showing...Chessie did an excellent job assisting us with both transactions, sale/purchase of our old and new house. She is very responsive, ...5.0- 7/31/2025
- • Huskydoggie2
Bought a Single Family home in 2025 in Cambridge, MD.
Chessie 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 w...Chessie did an an outstanding job helping us find our home. We moved from another state which can be challenging but Chessie was t... - 5.0
- 11/20/2024
- • Natalie Calloway
Bought a Single Family home in 2024 in Denton, MD.
Chessie 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. Chessi...Chessie absolutely understood everything we were looking for in a home and helped us to find it! Once we found it, she did everyth...5.0- 11/14/2024
- • kdmclm
Bought a Townhouse home in 2024 in Denton, MD.
Chessie 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 pr...Chessie has been with us not only through a rental process, but also buying a home. Both times we have worked with Chessie, we hav... - 5.0
- 6/25/2024
- • jesswantz
Bought a Single Family home in 2024 in Church hill, MD.
Chessie 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...Chessie is the sweetest human on the planet and was so wonderful to work with through this journey. She made the entire process fr...5.0- 2/27/2024
- • devdelange9
Consulted me on buying or selling a home in Chestertown, MD.
Chessie 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...Chessie is an amazing advocate. She is prepared and knowledgeable about the local area, and always willing to find out more if nee... - 5.0
- 11/2/2023
- • clalone2013
Bought a Single Family home in 2023 in Sudlersville, MD.
Chessie was very helpful during the home searching and home buying process. Was always able to answer questions and would ask her team if she couldn’t answer the question...Chessie was very helpful during the home searching and home buying process. Was always able to answer questions and would ask her ...5.0- 11/2/2023
- • user2251093
Bought a Single Family home in 2023 in Chestertown, MD.
Great communication and very professional! Very accommodating to my changing schedule. Very knowledgeable about the home buying process and patient with me, took her ti...Great communication and very professional! Very accommodating to my changing schedule. Very knowledgeable about the home buying ... - 5.0
- 9/25/2023
- • Christiansheilds1996
Bought a home in 2023.
As first home buyers who had previous negative experiences trying to purchase a home in the past, we were very cautious of who we were going to enter the process with thi...As first home buyers who had previous negative experiences trying to purchase a home in the past, we were very cautious of who we ...5.0- 5/11/2023
- • user1372030
Bought a home in 2023.
Chessie made the process of buying my new home throughout the entire process from the beginning to the end, even the financial piece by communicating timely with my lende...Chessie made the process of buying my new home throughout the entire process from the beginning to the end, even the financial pie...
