Woodlyn Crossing Homeowners Association is comprised of 227 single family homes in unincorporated St. Louis County, Missouri.  Construction began on this neighborhood in 1986.  The second section, The Hollows at Woodlyn Crossing, began in 1987.  Woodlyn Crossing offers the benefit of being adjacent to Castlewood State Park.

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The school district that serves this neighborhood is Parkway School District.  The elementary school is Oak Brook Elementary.  The middle school is Parkway Southwest Middle School.  The high school is Parkway South High School.

 

There are three trustees who are residents who volunteer their time.  All financial matters are handled by City and Village Tax Office in Bridgton, Missouri.  There is a Facebook Page, Woodlyn Crossing Subdivision.