Brookside began as a part of the Creek Indian land just south of Tulsa. This land was granted to the Creek Nation in 1824. The Perryman family (Creek) was one of the first families to settle in this area and operated the first post office in 1882 at the home of George Perryman near what is now 41st & Trenton. (A marker stands at this site today.) If you click on the picture to enlarge it, you will see a circle around the section of their home that served as a post office:
Lewis Perryman came in 1884 and established a trading post along the Arkansas River. They once had a ranch encompassing more than 60,000 acres between Tulsa and Broken Arrow. A branch of the Chisholm Trail passed across Crow Creek near 32nd and Rockford. This was cattle country early on. Wagon tracks were still visible in the 1930's.
That being said, Brookside could well be considered one of the oldest parts of Tulsa.
It is believed that a store owner by the name of Guy Scroggs was the first to use the name “Brookside” when he named his drug store Brookside Drugs around 1940 and it stuck.
In the 1920s people were saying the smart place to buy land was out in the country on South Peoria. Where the city limits sign stood in a weeded lot. And you had to drive into town to purchase goods. The Allmore Apartments, 1339 S Peoria in 1929 must have been right on the "edge" of town then.
The Brookside area was sold 3-5 acres at a time back in the 1920s. Smart people figured the town would grow in that direction and the value would increase. And it did. This is the area loosely defining Brookside: Here are a few more nostalgic looks at Brookside over the years:
Sources: neighborhoodtulsa.com & Tulsa Tribune