In 1897, the portion from State Line Road to Indiana Avenue was annexed with much of modern-day Midtown followed by the remainder of the East Side in 1909.

[8] In keeping with its importance to and intentional plans from the city, Linwood Boulevard became a balanced center of commerce, worship, and residence for Midtown.

When construction completed, the seven-story structure befit the largest order of Freemasons west of the Mississippi River.

[16] A traffic signal marks at the intersection of Linwood Boulevard and The Paseo was designed by Edward Buehler Delk and installed in 1931.

It was the first controlled intersection in Kansas City, marking the coming reliance on the automobile and has become a local icon due to its unique structure and placement.

[7] Walt Bodine (1940 – 2012), a fixture of talk radio on Kansas City's NPR member station KCUR, grew up at the corner of Linwood Boulevard and Troost Avenue.

The LaMar's Donuts store remained a simple, low-tech landmark on the boulevard even as branches expanded through the Midwest and it drew national attention from Jay Leno and Calvin Trillin.

[18][19][20] Linwood Boulevard west of Gillham Road first appears on maps published by the Missouri State Highway Commission in 1926.