Taking into account gender- and age-related features, to examine the structure of comorbidity in outpatients with essential hypertension residing in the city of Tambov. Material and Methods — This research was an observational cross-sectional study based on data extracted from 47,113 electronic medical records (EMRs) of patients 20-99 years of age residing in Tambov. The study included 29,282 (62.2%) women and 17831 (37.8%) men. Results — Essential hypertension is habitually associated with osteochondrosis (41.5% of patients with hypertension), cerebrovascular diseases (35.1%), arthrosis (28.3%), ischemic heart disease (IHD) (28.7%), menopausal disorders (17.5%), pancreatic diseases (15.4%), diabetes mellitus (14.7%), benign mammary dysplasia (14.2%), retinal diseases (12.9%), disorders of lipoprotein metabolism (12.4%), senile cataract (10.6%), gastritis and duodenitis (10.7%), varicose veins (10.1%), and thyroid diseases (10.0%). IHD is more common among men with hypertension, while other comorbidities are more characteristic for women. The most striking gender-related difference was associated with the finding that women with hypertension had varicose veins as a comorbidity (RR=1.398; 95% CI 1.376-1.422), while the smallest difference between genders related to retinal diseases (RR=1.065; 95% CI 1.038-1.092). IHD was strongly associated with the male gender (RR=1.101; 95% CI 1.056-1.148). Three diseases were more often associated with hypertension in the age range of 80-89 years (cerebrovascular disease, IHD, osteochondrosis); some of the diseases had the highest incidence in the age range of 60-69 years, and other disorders occurred in the age range of 40-59 years. Conclusion — The gender- and age-related features of comorbid pathology associated with essential hypertension among urban residents revealed in this study are extremely important in the clinical practice of a local general practitioner for developing optimal patient-oriented treatment plans.