Jason Dillingham

professional portrait of real estate SH Pro Jason Dillingham

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Every night as Jason Dillingham tucks his kids into bed, he tells them, “Dream Big! And never settle.” This is a creed Jason lives by and he wants to make sure his kids know they can do anything they want to do. He is a motivated, hard-working agent who loves to see the people around him succeed. That’s why he loves real estate. When he works with a client, he gets to participate in making their dream of home ownership come true.

 Jason has lived in Hampton Roads his whole life with the exception of a few years. At 18 he moved to Florida to work with his dad. Jason learned to set high goals and work hard and was rewarded with running his dad’s manufacturing company for over 3 years. When his dad sold the company, Jason moved back to Hampton Roads. That hard-working ethic showed up again as he started working for Newport News Shipbuilding. In 9 years, Jason has been a welding supervisor and acting General Foreman. And as much as he has enjoyed those pursuits, Jason had another dream.


 “Real estate is my real desire,” says Jason. He had seen his dad flip houses and he caught the dream. “I think it is so amazing to see people buy a house and turn it into a home.” Jason has a warm easy way about him, and meeting people is one of the things he loves about being an agent. “I love meeting new people,” says Jason. As he engages new clients, he has the ability to help them relax and trust him with the process. Jason works to be available and accessible.


 Home and family are very important to Jason. He is a military spouse to a wife who is a logistics specialist in the Navy. Together they have 3 children with a 4th on the way. They bought their first home in Norfolk and kept that as an investment property when they bought their second home in Suffolk. Being a homeowner has inspired Jason to want to help others become homeowners. Though Jason is a determined and passionate person, he wants his clients to know that he will never be pushy or overbearing. “I am in real estate because I’m passionate about helping people,” says Jason. His connection to the military also gives him a personal perspective when dealing with his military clients.


 That generous spirit is evident in Jason’s community service as well. He and his wife find many ways to give back to the community. “We enjoy helping people,” says Jason. “It’s just who we are.” Together they do things like participate in walks to raise money for Lupus and Suicide prevention.


 When he’s not engaged in helping others, Jason has put his energy to work furthering his education as well. He is within a few classes of having his Bachelors’ degree in Business Administration with a concentration in Project Management. Jason is committed to going after his dreams and motivating others to do the same.


 Jason is known to work hard, but he likes to make time to play too. His first priority is his family. This fun-loving dad doesn’t miss an opportunity to keep the fun in life. The family loves to travel, especially to the islands like Hawaii and Jamaica. Every place they go they buy that fridge magnet to hold onto the memory. Jason also loves sports. You can find him at the local YMCA shooting hoops when he finds the time.


Recent Team Listings

36 results, showing the first 10. View All Featured Listings

3528 Stancil, Virginia Beach, VA 23452
238900.00 | MLS #: 10351950
3403 Woodstock, Portsmouth, VA 23701
155000.00 | MLS #: 10352108
4 Rivercrest, Portsmouth, VA 23701
219900.00 | MLS #: 10350620
2750 Meadow, Chesapeake, VA 23321
239900.00 | MLS #: 10350058
61 Sandie Point, Portsmouth, VA 23701
209900.00 | MLS #: 10350050
1936 Weber, Chesapeake, VA 23320
199900.00 | MLS #: 10349277
1319 Old Buckroe, Hampton, VA 23663
67000.00 | MLS #: 10349066
18 Dandy Point, Hampton, VA 23664
429900.00 | MLS #: 10347068