Add the porch when you build the second floor. All the roof lines will come together better and it will give you more porch options.

I might suggest painting the brick and the siding the same color to give your house a more cohesive look. The brick and current siding color sort of chop the house into lower and upper parts. I do agree with Julie Praus - add the porch and new 2nd level at the same time. It should be easier to integrate both into your design all at once instead of adding them piecemeal. Revamping your landscaping could also help lessen the boxy look. Good luck!

If you google "split level exterior remodeling", you get lots of photos of split levels that have had front porches added on.

I agree with previous comment that any porch should be designed with you future addition in mind.

IMO the siding color is all wrong with the brick and no to painting the brick. Do you mean you are adding to this house or plannng on building a new bigger home. I like this color with brick and I do not think this house suits a front porch. But some better landscaping for sure .Not sure waht is going on with Houzz this AM but it won't let me add a picture but the color is a nice grayed green that really compliments the brick I never like grays or blues with brick

we bought the house this way - the colors werent our choice. we are going to add another level to this house in about 5 years. So we will redo siding then. I also added flowers to the front (not pictured as this is an old photo) but i dont want to change much with landscaping until the porch is built because it will all get torn out