<p>Purchasing via digital platforms enables buyers to place an order by clicking a button. Little, however, is known about the attitude of the elderly aged 50 and above towards the practice of online grocery purchasing. This study provides an exploratory investigation of factors contributing to the adoption of online grocery purchasing by the elderly, consisting of 162 participants of the Delhi National Capital Region (India), with a focus on 50–69-year-old participants due to the low representation of the elderly aged 70 and above. The questionnaire was structured with two sections according to a dichotomous variable envisaging whether respondents had ever made a purchase of groceries via the internet. The acquired data were examined using the Statistical Package for Social Sciences (SPSS). The findings showed that approximately 38.89% of respondents bought groceries via the internet. Doorstep delivery, product variety, convenience, and safety from coronavirus (COVID) emerged as the primary motivators. Results indicate no significant increase in online grocery purchasing propensity after 2020, no systematic decline in experience with advancing age, and no significant association between household income and frequency of online grocery purchases. 42.86% of adopters have completely discontinued since the decline of the pandemic, with 76.77% identifying physical inspection as a hindrance. However, 35.35% of non-adopters may shift to online purchasing if retailers offer a range of customised local products, maintaining adequate quality standards. The findings suggest that successful online grocery platforms targeting the 50–69 demographic must prioritise quality assurance mechanisms, local product sourcing, and trust-building initiatives rather than solely focusing on technological convenience features.</p>