I've done the civil engineering on several subdivisions varying from 14-acre sites to 80-acres. On the subdivision, do you have a specific question or more general where to start?
If you are talking about a subdivision, do you already own the land? If yes, and if you do not have much experience yourself, I would engage a local civil engineer to guide you through the initial planning phases even before you get to design & construction.
You should check your property zoning. Will you want or need to rezone based on what you wish to build? Then, a preliminary site plan layout to understand what your infrastructure costs will be and laying out your homes per what the zoning allows. How many home can you fit? Does this make the financials work for you/investors?
There is never a time that is too early to meet with City staff, but once you have a site plan would be the preferred to have a starting point for discussions.