Jon Prettyman
Jon Prettyman
o: (301) 365-0664
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About Me

A life long resident of Maryland with a passion for people, Jon has been helping clients with buying and selling homes for over 10 years.  

Having worked in home lending at the start of his career, Jon knows the steps it takes to acquire financing for a home and how to best prepare, ensuring the process is streamlined, with as few obstacles as possible.  In working with both buyers and sellers, Jon leverages his financing background to develop pricing strategies with his client that leave no unanswered questions on closing day.  Considering no deal too daunting; negotiation and finding creative solutions are particular areas where Jon has proven invaluable for his clients. 

Jon currently resides in Frederick and enjoys its combination of historic charm, as well as the forward thinking new age developments and considers it one of the greatest communities in Maryland.  Prior to moving to Frederick, Jon lived in Montgomery County for over 20 years and is very familiar with the neighborhoods, local businesses and recreational activities.

When not helping families buy or sell homes, you can find Jon sitting on a beach with friends and family or traveling to explore new places, meet new people, and find his next favorite food dish!

Jon and his team would be honored to help you and your family buy or sell your next home or investment property and take the pain out of navigating the process. 

Customer Ratings

Jon Prettyman has been rated by 26 customers


“Our experience with Jon was great, he helped us anytime we had a question or needed some directions on what is the best thing to do. His advices always paid off and it was great to deal with him during the whole process. His energy was always welcome and made every meeting a great time spent”
Florent & Amanda, Lake Linganore (Buyer)
“Jon Prettyman is the best realtor in all of Maryland. He is quick to reply to messages, has a tremendous amount of knowledge, and helped ease the selling process. This guy is on top of his game! He works hard for you and makes selling your home so easy and stress free. ”
Jim Blizzard (Seller)
“I have now used Jon Prettyman to sell a house (2018) and buy a house (2021) and through both processes he was patient, reliable and knowledgeable about all steps in the process! His contacts and recommendations in the industry were also stellar as was the Century 21 team at his back. I will recommend him to any and all buyers and sellers looking to have a stress free experience and come out the other side extremely happy! Thank you Jon, you were exceptional!”
Kellie Hancock, Thurmont, MD (Buyer)
“Jon was so good at everything. He was patient, kind, understanding, and friendly. His personality is just different. Quick to respond to text messages, and phone calls. I will recommend Jon to anyone interested in looking for a home. Thank you so much, Jon You are an amazing soul.”
Dee, Frederick (Buyer)
“Jon was God sent. He is encouraging and always has a big smile that is contagious. He is knowledgeable and detail oriented. Communication was timely and he went above and beyond to make sure things stayed on track. He is also very professional, caring, and an attentive listener. I had already heard great reviews about him and I was not disappointed. He made home buying less intimidating and less stressful. I highly recommend him!”
Maryanne, Gaithersburg (Buyer)
“Jon Prettyman understood our goals and created a sales plan that would target the buyers we needed to make that happen. Jon kept us informed throughout the process and guided us through a successful closing. ”
Mark A. Silver Spring Sale (Seller)
“Jon provided a great value by providing honest and balanced feedback as well as quickly responded to issue. ”
Peter (Seller)
“Jon was great! He answered all of our many questions, was very punctual and really listen to what we had to say. He walked us through the process step by step. We felt like we had someone we could trust with Jon and he came through for us! I would absolutely recommend Jon to anyone looking to purchase a home!!”
Ryan Krieg, Damascus (Buyer)
“We could not have been happier with our choice to use Jon as our dual agent. From the very first contact, Jon was responsive, kind, calm, and a joy to be around. He has extensive knowledge of the area, seemingly unlimited patience, and a great sense of humor. We never felt pressured to make choices or to speed through any of the house visits - even on a day when we visited 7+ homes. He never gave us bad advice, was great at negotiating with the seller on our behalf, and provided us with a very fast and easy home-buying experience. Whenever I was stressed, I would asked Jon if I had any real reason to be stressed or worried - and if he said "No", I believed him. I would recommend Jon to anyone buying a home in this area, and would not hesitate to call on him again if we buy another Frederick County home in the future. We will highly recommend Jon for both buying & selling. He is very knowledgeable, reliable, and accommodating. We felt that we could reach him at anytime and always have our inquiries addressed with due diligence. He was extremely patient us through the whole selling/buying process.”
The Rankins & Frederick MD (Buyer)
“Jon understood my goals. He demonstrated a great deal of patience and strategically work a plan to meet my expectations. His finance background allows him to review and analyze numerical data quickly, and I believe one of his strongest skills is "closing the deal." My home sold within 24 hours! Bravo Jon! ”
Marsha Ramcharan, Urbana (Frederick), MD (Seller)
“The best agent I have ever dealt with, personable, knowledgeable extremely accommodating and willing to go above and beyond for his clients ”
Jake Brodsky (Seller)
“Jon helped us sell our first home, and then purchase our forever home. Jon's planning and expertise really expedited the sale of our home. We had an offer and were under contract in less than one week. His marketing and advertising plan was on point! I remember being so nervous with this whole process, and Jon really calmed that anxiousness by being as knowledgable and easy going as he is. There were many times that we needed questions answered, and Jon knew exactly how to answer our questions and proceed. We felt like he had our best interests in mind, and he worked to make sure that the sale of our home was smooth and efficient. Thank you for everything, Jon! ”
The Ryan Family, Mount Airy, MD (Seller)
“Thank you to Jon Prettyman for helping our family move into our amazing new home! Jon was knowledgable and made sure to keep our best interests in mind, while continuing to be factual and accurate. Jon was readily available to help us sell our home and find our forever home. He was awesome to work with, and we will be sure to refer him to all of our friends and relatives! ”
The Ryan Family, Mount Airy, MD (Buyer)
“Jon was very understanding about our situation in finding homes and neighborhoods for our family. After talking to him, he tailored the home search to our needs and was able to find a great home for us. He was also very knowledgeable about the mortgage process and was able to educate and advise us from the moment of the contract signing to closing. I would highly recommend Jon to anyone! ”
Jiyong Kim, Frederick, MD (Buyer)
“We were extremely lucky to have Jon on this deal, he was the perfect agent for us. Will definitely use again. After a rough start I am very happy with the result. Can't give enough praise.”
Mike Frederick (Buyer)
“Jon Prettyman has a very approachable and fun personality which made working with him very easy. A great balance of humor and knowledge made us confident and comfortable working with Jon as first time home buyers. Would recommend again and again. Thank you for your help in guiding us through this process.”
Justin and Kristin, Thurmont (Buyer)
“Jon was very helpful & patient with our cross country home purchase. He was very informative & communicated with us regularly to keep us informed on what was going on with our home buying process. We would highly recommend him to friends who are looking to purchase a home in Montgomery county!”
Mike & Becca (Buyer)
“Jon Prettyman was super friendly, knowledgeable and uplifting! Being a first time home buyer he explained everything with clarity and was very well-rounded. It can definitely be nerve-racking, but Jon was always helpful and reassuring. He listened to what we wanted and things we didn’t like and catered to our wishes to perfection! I would recommend Jon 100%!”
Dana, New Market (Buyer)
“Jon worked with us for months prior to ever looking at a home. He put us in touch with people to help us get in a financial situation to be empowered shoppers. Once all of the paperwork (credit, pre qualified letter, down payment, and all that) was settled, Jon developed a plan of attack so we made the most of or limited time to view homes. We found our dream home in less than 2 weeks of looking on a very tight availability on our end. In short, Jon had the road map that led to our dreams of buying a home. I would highly reccomend him to everyone I meet. Ed Hogan ”
Edward Hogan Hagerstown (Buyer)


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