Increasing demand for sustainable architecture has created a need to retrofit Vertical Greenery Systems (VGS) in existing buildings. Green façades and living walls, which form part of the VGS, contribute significantly to improved energy efficiency, air quality, and aesthetics. However, VGS implementation on existing buildings, particularly stone façades, poses some unique engineering challenges, the majority of which are associated with preserving the structural integrity of the building. This research considers the implications of retrofitting stone façades with VGS. Through an examination of different models of VGS—panel systems, Textile bag systems, and planter/pot systems, the paper addresses their technical, material, and construction parameters and compatibility with stone surfaces. Considering load management and material choice, the paper offers valuable guidelines to architects and engineers with a view to overcoming retrofitting challenges and improving building performance. Moreover, the article is a case-study guide to retrofitting stone facades with VGS, and step-by-step procedures are given for the successful integration of such green systems. The paper emphasizes how integrating VGS will help retrofit existing buildings and act as a spur to sustainable development.