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ActiveRain Challenge: Celebrating America's Birthday

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Industry Observer with Retired

ActiveRain Challenge: Celebrating America's Birthday

Kathy Streib and Kathleen Daniels, Probate & Trust Real Estate Svcs. are hosting the July ActiveRain Challenge as we celebrate our nation's 250th Birthday. Members are asked to share their stories with the ActiveRain community.

I was born on August 21, 1937 at the Parish Memorial Hospital in Portsmouth, Virginia and am probably the oldest active member of ActiveRain. I was raised in Cradock, a planned community on the south side of Portsmouth. Cradock was originally developed during the era of World War I to house workers at the nearby Norfolk Naval Shipyard. When I was a kid during the era of World War II, there was still a trolly service to provide transportation to the shipyard. 

My parents were real estate investors and most of the residential properties were occupied by tenants during their military service. We had a very large presence of service members of the Navy, Marines and Coast Guard and even more government workers at the shipyard, the Coast Guard base and the Portsmouth Naval Hospital. Many of the men in our family served in the military. We had every day reminders of service to our country. 

I attended the public schools in Cradock and graduated from what was the newly built Cradock High School in 1955. I was fortunate to be the first one in my family to attend college and graduated from the University of Virginia in 1958. I went on to the School of Law at UVA and graduated in 1961. During the fall of my third year of law school, I met the requirements to be licensed as a real estate broker, multiple lines of insurance and passed the state bar examination. 

During the summer after graduation from law school, I opened my first real estate and insurance office and began my business career. I have shared this information because I am very thankful for a supportive family and the opportunities I had to build a foundation for a long career.

One of the challenge questions is about immigrants in our family. My family has lived in this country for many generations. Based on genealogical documentation, it appears that the first member of our family arrived in Virginia around 1660. Francis Triplett was born in England around 1635. On January 21, 1666, Governor William Berkeley granted Francis Triplett a patent for 1,050 acres of land in what was then Old Rappahannock County in Virginia. This land was acquired through the headright system which granted 50 acres of land to anyone who paid for the passage of an immigrant to Virginia. Francis acquired the massive tract by financing the transportation of 21 people.

There is much more about the family history but other stories will have to wait. I am proud to be an American because of the many opportunities that have been available for my family and myself. 

 

'Salmon Star' Oriental Lily, Kentlands Photowalk,

Gaithersburg, Maryland, USA IMG 4753
Canon PowerShot G11 Camera, f/4.0, 1/250 sec., ISO-80, 21 mm, No Flash
Photograph by Roy Kelley
Roy and Dolores Kelley Photographs

Posted by

Roy Kelley, Retired, Former Associate Broker, RE/MAX Realty Group

Gaithersburg, Maryland  

Comments(8)

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Wayne Martin
Wayne M Martin - Oswego, IL
Real Estate Broker - Retired

Good morning Roy. Very interesting story about your earliest relatives assisting many to come to this country and the benefit he gained therefrom. A true win-win. Thanks for sharing. Enjoy your day.

Jul 30, 2026 06:13 AM
Kathleen Daniels, Probate & Trust Real Estate Svcs.
KD Realty - 408.972.1822 - San Jose, CA
Probate Real Estate Services

Hello, Roy Kelley I learned more about you personally by reading this post. 

I also learned about the headright system, which allowed Francis to acquire the massive tract of land by financing the transportation of 21 people. Wow - impressive.

Thank you for participating in the challenge and for the education regarding the headright system. 

Jul 30, 2026 07:24 AM
Lawrence & Sheila Agranoff
Charles Rutenberg Realty 255 Executive Dr, Plainview NY 11803 - crrli.com. We are Lic. Assoc. Broker/Lic. RE Salesperson - Plainview, NY
Listing & Selling Long Island Real Estate

Very interesting Roy. It seems your family goes back many generations of being part of the real estate world!

Jul 30, 2026 08:10 AM
Dorie Dillard Austin TX
Coldwell Banker Apex Realtors, LLC ~ 512.750.6899 - Austin, TX
Educating. Encouraging. Serving.

Good morning Roy,

A great entry into the challenge and I learned a lot about you. Thank you for sharing such an intriguing story with all of us.

Jul 30, 2026 10:11 AM
Nina Hollander, Broker
Coldwell Banker Realty - Charlotte, NC
Your Greater Charlotte Real Estate Broker

Hi Roy... as an immigrant myself, I am always fascinated by families like yours that have been here since the start of our nation. 

Jul 30, 2026 10:35 AM
Will Hamm
Hamm Homes - Aurora, CO
"Where There's a Will, There's a Way!"

Hello Roy and thank you for another great blog from you for this contest.  Always looking for your blogs now that I am back from a break.

 

Jul 30, 2026 01:16 PM
Ed Silva, 203-206-0754
203-206-0754 - Waterbury, CT
Retired Real Estate Broker

Roy, your family roots are well established in is country and backed by a policy that sought to bring colonists here as well.

Jul 30, 2026 04:47 PM
Brian England
Ambrose Realty Management LLC - Gilbert, AZ
MBA, GRI, REALTOR® Real Estate in East Valley AZ

I loved learning more about you from this post, and I can tell that you are proud to be an American!  It's funny that you mention being the oldest active member of ActiveRain because just last week I was speaking with Margaret Rome Baltimore 410-530-2400 and she brought up that she is probably the second oldest active member of ActiveRain next to you, haha.

Jul 31, 2026 07:11 AM