Hidden Jewels of the Riverview Bluff
Shannon Howard | Jan 29, 2010 | Comments 11

A secret driveway leads to this 1.2-acre, two-house haven on Lookaway Drive, on the edge of the bluffs near Riverview and Glasgow Village.
In most cities, a house with a hilltop location and a beautiful water view would be considered real estate gold. But as we all know, St. Louis is…special. That’s why one of the area’s best-kept secrets remains just that, and why, if you told someone you were moving to Riverview, they would probably think you’re nuts. But ah, what treasures await in this gorgeous little corner of North County.
Perched high on a bluff overlooking the mighty Mississippi, the vintage homes on and around Lookaway Drive are truly architectural gems. Most date from the 1920s and 30s, coinciding with the growth of the Riverview Gardens and Glasgow Woods subdivisions, but some – like 11152 Lookaway, which is currently for sale – date back to the 1800s.
Resting on more than an acre of lush, very private property that was originally deeded to one Isabella Chitwood before the Louisiana Purchase, the house is like a place lost in time. Built just prior to the opening of the Chain of Rocks Water Works (those cute little buildings in the river), it’s surrounded by land once owned by Dr. William Carr, the first mayor of St. Louis, and Amadee Valle, a Missouri legislator and close friend of Abraham Lincoln.
Of course, from 1927 through 1977, the house shared its lovely bluff view with the Chain of Rocks Amusement Park (later known as Fun Fair Park), a once bustling destination whose rides, roller rink and massive swimming pool many St. Louisans still fondly remember. But during the 1950s, it was nearly swallowed by redevelopment, as William Glasgow’s adjoining “Bienvenue Farm” gradually became the sprawling collection of modest ranch homes known as Glasgow Village.
Much has changed in the area since then. Though most of the houses on the bluff still radiate their unique charm and a handful of Glasgow Village’s original homeowners still remain (and remain active), white flight has opened the door for an increase in poverty and rentals, spurring St. Louis County to identify the community as “changing” – essentially stable but with “emerging signs of trouble in specific areas.”
I hope I’m not alone when I say this, but man, we are crazy to let this happen. The Riverview bluff’s quaint winding streets, tucked with enchanting, one-of-a-kind homes, remind me of the fabulous canyon hillsides in Los Angeles – except that here, you also get a view of one of the grandest rivers in the world.
I think it’s a crime to let this area deteriorate, especially when you consider that exceptional older houses and estate-style properties can be found all around the Bellefontaine/Chambers/Riverview corridor. Talk about an opportunity for some bold, creative redevelopment, building on the area’s existing assets and potential for eco-tourism! (Green homes, anyone? Bob Cassilly’s wondrous recycled Cementland is right next door.)
It was natural beauty that attracted early landowners here in the first place, inspiring them to build such captivating houses. With a little focused effort, particularly from those who claim to love this area so much, why couldn’t it draw a new wave of progress now? Why walk away from a part of town that still has so much to offer?
Click any image for a larger view, and navigate with the arrows beneath it.
Filed Under: Architecture • Real Estate














I love this post! I’m just disapointed that I can’t afford to buy it right now! Also, nice commentary on white flight and the links to “others” websites. I totally agree.
What a surprise to see this article and the old phamplet page which you credited me with (Lori Smith). Guess you are a member of the Glasgow Village online group. I myself want to write a book of the old Fun Fair Park. I have already done extensive research and have a big file of material which also includes peoples’ quotes and memories of the park. My mother was a lifeguard there and took my brother and I there every day during the summer for years. Who better to write about this than Yours Truly, especially since I am a writer and journalism major. I just need to find the time to sit down and put it all together. Oh yes, my name now is Lori Campbell.
Lori, your book sounds like a great idea! And thank you for the brochure image. I am a member of Glasgow Village Friends, because for many years my grandma, aunts and cousins all lived in Glasgow Village. I also had lots of friends who attended St. Pius. Just updated your name in the credit to Campbell… thanks again.
Thanks Jeff! I wish you could buy it too!
I am a teacher with Riverview Gardens Early Childhood. As a part of my job I visit the children at their homes. I drive all over Glasgow Village as well as other areas in which my students live. I am vested in the community and invested in North County. The district will have yet another Superintendent soon. Maybe this one will get on board with ‘a new wave of progress’. I would like to be bigger part of the solution. Please contact me. Thanks, Marie.
I have friends who live in a 50s ranch house on the bluffs. When the leaves are off the trees, they’re looking right onto the river and into Illinois.
They bought the place for so cheap that they were able to afford remodeling it (very tastefully) for more room. And that’s the case with all of the ranch houses in their immediate area: no one knows it’s there! Added bonus: still in the city boundaries, so they have suburban living with urban pedigree.
Thanks for covering this deeply hidden, gem of an area.
This really is a great area. Another neat tidbit about this neighborhood is that the Rivertrail cycling path runs right through it. Residents can hop on their bikes and take the trail south all the way to the arch without ever riding on a street with cars. Or take the trail north and over the Chain of Rocks Bridge to the massive trail network in Illinois. That would be the greatest neighborhood for a cyclist. Craig and I have cycled through there many times. Oh yeah, and Cementland, what a fascinating place!
Hello-
I ran across this posting while doing research. I am a descendant of Isabella Chitwood, and have quite a bit of information about her. If anyone has any info they would like to share, please feel free to contact me. kerley@att.net
I GREW UP IN GLASGOW VILLAGE & RAISED MY KIDS THERE AS WELL UNTIL 2002 WHEN WE MOVED. ALWAYS LOVED TO DRIVE UP ON LOOKAWAY TO SEE ALL OF THOSE UNIQUE HOMES. I ALWAYS LOVED THE “CASTLE” LOOKING ONE! GOOD ARTICLE.
i had the good fortune of growing up in one of the houses pictured here. what a great place. the view of the arch from my bedroom window, the woods, the lake, the river, pius creek and the safety of never having to lock the door. indeed, i never had a key to our house the entire we lived there. while these and the incredible proximity to down town (only 1 stoplight!) the only thing that is missed is the community of the fine folks in glasgow village. great place to be young.
I read here with sorrow many of my fondest memories. Thank you for posting this wonderfully written article, however, anything I could say at this time would I’m sure label me as a racist. I grew up near this area and not much of my childhood neighborhood is left. It would take incredibly strong leadership to take this country back.