When you hop on one of the winding streets of the Brentwood neighborhood, it may lead you to a hidden dead end street you didn’t know was there. It may take you to a large tree-lined lot full of wildlife, or you might end up at the front door of an expansive mid-century gem that sends you spiraling back in time. Brentwood is full of unexpected surprises at every turn. With a variety of unique homes, windy streets, rolling hills, large lots and mature beautiful trees, there’s a lot to be admired about the neighborhood that today is bound by Sunshine, Glenstone, Lone Pine and Battlefield Road. It's an eclectic neighborhood that seems to draw in artists and creatives of all types.
But to understand its history, one must travel back to 1875, when the land was simply farmland, away from the hustle and bustle of the city. It remained farmland for many years, as it was considered too far from the city limits to be a successful subdivision. By 1944 William Wallis Smith, founder of Smith Glynn Callaway Clinic, acquired a majority of all the lots and by 1945 Dr. Smith had Brentwood Terrace plotted out as a subdivision.
By 1947 about 16 homes had been built in the neighborhood; and most were located on Wayland Drive, Luster Boulevard and Berkley. The neighborhood turned out to be a huge success. It was the farthest southeast subdivision in the Springfield area until Southern Hills was later developed. The neighborhood was given lots of exposure because the homes being built there were the latest craze, being called “The Ranch.” Other subdivisions, like Brentwood South, followed soon after.
Today, the Brentwood neighborhood has well over 1,000 homes and remains one of the most sought after places to live.