This monograph explores the profound connections between architecture and mathematics through the works of Andrea Palladio, Le Corbusier, and Peter Eisenman. Combining historical insights with computational analyses, it examines the social, spatial, and aesthetic properties of twenty-six iconic designs. Advanced methods such as Space Syntax, isovists, fractal analysis, image segmentation and semantic linguistic analysis reveal the mathematical principles underlying architectural thinking and properties. Richly illustrated with over 100 visuals, this volume is an essential resource for senior undergraduates, postgraduates, practicing architects, and historians seeking a deeper understanding of mathematical thinking in architectural design and analysis.