Homework problems are frequently encountered, especially among youth with ADHD. The Homework Problems Checklist (HPC) is a parent-rated questionnaire to assess homework problems that was studied with children but not extensively with teens. We assessed the psychometric properties of the HPC with teens with and without ADHD. Firstly, the factor structures from previous studies were fitted on a large representative Dutch teen community sample (N = 991; 10–18 years), and one Dutch (N = 118; 12–16 years) and two American (N = 348; 10–14 years, N = 180; 13–17 years) samples with teens diagnosed with ADHD. Secondly, homework problems of the community sample and the samples of teens with ADHD were compared. Thirdly, the effects of age and sex on homework problems were tested. The results indicated that 1) a two-factor (1. Completion and 2. Management) model fitted the data adequately. Coefficients of congruence confirmed equal factor structures in the samples. 2) The samples with teens with ADHD had more homework problems than the community sample, and among those teens with ADHD the US samples had more homework problems than the Dutch sample. 3) In the community sample, older teens showed fewer homework completion problems than younger teens. Moreover, homework management problems decreased with age in females but not in males. Sex- and age effects for teens with ADHD were minimal. Raw and percentile scores of the community sample are provided. In sum, the HPC can be used to establish the severity and nature of homework problems in teens. In teens without ADHD, particularly females, homework problems decrease with age, but for teens with ADHD, homework problems persist during adolescence.