Crestwood is a suburban alternative in the St. Louis metro
A ride through Crestwood’s labyrinth of residential streets, past its towering trees, green lawns and homes built in warm hues of red brick, might make it easy to forget this community is just about 14 miles from Downtown St. Louis. A city of 12,400, this city offers a suburban environment in a convenient location of the region. “There are a lot of different areas of employment in St. Louis, and everything’s within 30 minutes or so,” says Hayley Tomazic, a Realtor with Keller Williams Realty St. Louis and a St. Louis native. The convenience comes with a housing market that’s relatively affordable and access to a highly rated school system.
Crestwood is the perfect blend of suburban living with access to shopping and dining downtown.
Ranchers with updated facades are a common home to see in Crestwood.
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Yorkshire Estates subdivision offers ranch-style homes
Most of Crestwood’s homes were built in the mid-20th century, particularly from the 1940s to the 1960s Neighborhoods including Yorkshire Estates and Ridgewood are packed with houses from that era, and ranch is the dominant style. Price tags range from about $180,000 to $600,000. But the city does have some variety. “I think you can find anything from small, midcentury bungalows up to newer construction, luxury homes,” Tomazic says. “There’s a pretty broad variety of housing types.” Recent builds are limited, but Crestwood Crossing brought 81 new homes to the area in a development that opened in 2023, and those go for between $500,000 and $600,000. Crestwood’s median list price of $330,000 is less than that of neighboring cities like Kirkwood and Sunset Hills. “I would call Crestwood the new Kirkwood in terms of desirability, and with more affordable prices,” Tomazic says.
With homes being built in the mid 1960s, most lots come with at least one mature tree.
Discover the many unique styles of homes along the hilly streets of Crestwood.
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Seven Fortune 500 companies are headquartered in St. Louis
Everything is relatively commutable in this area, Tomazic says, so people can live in Crestwood and access jobs around the St. Louis Metro. The region has seven Fortune 500 companies, and Crestwood is within 20 miles of all of them, including financial company Edward Jones and healthcare corporation Centene.
No one style of home sums up Crestwood. Cape Cods sit next to Ranchers at every turn.
Holy Cross Academy is co-located at Our Lady of Providence in St Louis, MO
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Lindbergh is an award-winning system
Lindbergh Schools serves most of Crestwood, ranks an A on Niche and the site ranks in the top 20 of Missouri’s best school districts. Lindbergh has about 7,500 students and 11 schools. Several school have won National Blue Ribbon Awards. Some eastern Crestwood addresses fall into the B-rated Affton School District, while a few in northeastern Crestwood are part of the A-rated Webster Groves School District, which is No. 6 on Niche’s list of the state’s best systems.
The main campus of Webster University, a private school with multiple campuses in the U.S. and internationally, is about 4 miles away in Webster Groves. There are more than 13,400 students on the campus, and the school is known for its STEM programs.
Lindbergh Sr. High School
Students at Crestwood Elementary have weekly access to specialized art instruction.
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Whitecliff is a spacious outdoor asset
Whitecliff Park is one of the largest parks, and its 85 acres are packed with varying amenities. The park’s walking trail leads to a pond with an abandoned rock quarry, hosts the Whitehouse Summer Playhouse and is home to both the Crestwood Community Center and Crestwood Aquatic Center. These spaces require membership, and the aquatic center is open from late May to Labor Day. Laumeier Sculpture Park has more than 70 works of art and is considered one of the biggest sculpture parks in America. The Powder Valley Conservation Nature Center in Kirkwood has multiple paved trails and an aquarium. Ulysses S. Grant National Historic Site, located in Grantwood Village , is the former home of the general and 18th president who lived there in the 1850s.
Outdoor activities in the area are susceptible to weather that varies quite a bit. “We get a little bit of everything,” Tomazic days. “We get all four seasons.” According to a Springfield News-Leader database, the region can experience tornadoes, too — Missouri has averaged 55 tornadoes annually since 2010. A small tornado touched down in Crestwood in May 2024, causing damage to some housing and cars.
Stop by the basketball court in Whitecliff Park for a pickup game with your friends.
A dog follows it's owner on a walk through Whitecliff Park.
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Watson Road is lined with commercial amenities
Watson Road, also known as Missouri Route 366, is lined with grocery stores and big-box retailers. “There’s some good dining as well, all around there,” Tomazik says. One such spot is the Barn on Sappington Road, which lives up to its name serving breakfast and lunch out of a barn. West County Center, a traditional mall, is 7 miles north with more than 150 storefronts.
ALDI is Crestwood is located conveniently on Watson Road and is the go to place for groceries.
Shopping plazas along Watson Road in Crestwood have everything residents can ask for.
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Interstate 44 is the fastest way to St. Louis
Interstate 44 connects the nearly 14 miles east to St. Louis and the nearly 7 miles west to SSM St. Clare Hospital – Fenton. The 180-bed facility is the closest hospital. St. Louis Lambert International Airport is 22 miles north via Interstate 270. The city is covered by St. Louis’ MetroBus system for public transit, and has stops on Watson Road.
Crestwood is composed of mid to late century modest homes on decent sized lots.
The St. Louis Metro Bus system allows residents of Crestwood to travel along Watson Road.
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Crime
According to the Missouri State Highway Patrol, there were drops in overall violent crime and some categories of property crime from 2023 to 2024. Larceny, one category of property crime, increased by 16% in that period.
Written By
Wayne Epps Jr.
Photography Contributed By
Serhii Chrucky
Video By
Tyler Belile
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GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
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