The introduction of parametric tools has made a strong shift within a traditional approach to urban planning and building design, including the creation of a design awareness zone where environmental issues are concerned. This approach also uses sufficient data to be used already at the concept stage and provides initial interdisciplinary solutions. Analyses from the very initial stages allow the inclusion of smart energy choices influencing the massing, architectural features, proportions, flexibility of design, and economics. This is only a threshold; there is still a place for further development and more accurate analyses leading to the construction of buildings and urban areas with a stronger input of sustainable solutions, as existing approaches have certain limitations. This path has been followed in several research grants conducted at the Faculty of Architecture Warsaw University of Technology, and later on developed as a co-operation area with various stakeholders. Outside the general state of art, this paper will include two case studies which were provided as a concept design for prospective investors. Both locations are in the Warsaw Downtown Area, and analyses include algorithmic models dealing with the optimisation of the buildings’ forms, urban scale sun radiation levels, shadow and wind analyses indicating use of sunlight energy and wind as alternative energy sources. One of the case studies contains Pareto Front including both single- and multi-criteria optimization methods for analysing energy and economic efficiency issues, pointing out the best case solutions.