Urban Anthills is an essay questioning the idea of an ideal vertical housing design and reviewing whether Generative design is the step towards achieving it. Urban Anthills is a metaphor for how vertical housing could be a network of houses that communicate with one another. Ants are known for constructing and designing anthills based on the climate, the local materials. No two anthills are the same even within the same species. The scope of the essay is understanding what it takes to design a similar system. This essay explores the current trends of Vertical housing, scrutinising its limitations and understanding the reasons for the current system. It also entails a brief introduction and the principles of Generative Design. The division of the area of study is into two parts - One understanding the concept of Vertical Housing and the other exploring the applications of Generative Design in architecture. The data derived is from a series of literary studies and case studies.