Aim: This study aims to evaluate the role of high-resolution imaging in predicting dermatological outcomes in psychiatric patients with stress-induced skin disorders. The objective is to analyze the correlation between imaging parameters, such as skin thickness and vascular density, with the severity of dermatological and psychiatric symptoms. Material and Methods: A prospective study was conducted on 100 patients aged 18–65 years diagnosed with stress-induced skin disorders, including psoriasis, atopic dermatitis, and chronic urticaria, alongside psychiatric comorbidities like anxiety and depression. High-resolution imaging techniques—dermoscopy, high-frequency ultrasound (20 MHz), and MRI—were employed to assess skin changes, while validated tools (HAM-A and PHQ-9) measured psychiatric symptoms. Disease severity was evaluated using PASI for psoriasis and EASI for atopic dermatitis. Imaging findings were analyzed in correlation with clinical and psychiatric parameters over a 12-month period, with a significance threshold set at p < 0.05. Results: The most common psychiatric comorbidity was anxiety (55%, p = 0.01), followed by depression (40%). High-resolution imaging revealed increased skin thickness in 60% of patients (p = 0.02), increased vascularity in 50%, and inflammatory markers in 65%. Significant reductions in PASI scores for psoriasis (40% to 30%; p = 0.04) and improvements in psychiatric symptoms (HAM-A from 21 ± 6 to 15 ± 5; p = 0.001; PHQ-9 from 18 ± 7 to 12 ± 5; p = 0.02) were observed. Imaging findings showed significant correlations with both dermatological (r = 0.45–0.52) and psychiatric severity (r = 0.38–0.48). Conclusion: High-resolution imaging is a valuable tool in predicting dermatological outcomes and monitoring disease progression in stress-induced skin disorders. It provides objective insights into the interplay between dermatological and psychiatric symptoms, facilitating an integrated, multidisciplinary approach to patient care. Imaging-guided assessments enable personalized treatment strategies and improve outcomes in these complex conditions.