Under the porch window I see a bench.

That's actually the iron planter I plan to affix under the window!

The house is small and the current porch seems to be in scale with the overall size. An extended porch might look over developed and I think it is also a poor investment of your money.

I agree with a lighter trim color and would also paint the garage door to match the house siding.

Hardscape comes first so I think you should patch or replace the cracked concrete and decide what to do with the tiled entrance before you move on.

A path to the door would be a great improvement if you have money for it.

Thank you, a proper path to the door would be great! Dig Doug Designs, I think I love you! Thank you for the incredible inspiration! What a treat to see this little house in her Sunday best. I think you've given me all I need!

I wouldn't paint the brick on this house. It will create long term maintenance and I think that currently the brick is really attractive and adds character.

if there isn't good lighting on the porch, consider adding some, and you might want to paint the front door a color that will look nice with the current colors but will stand out more.

Getting rid of the random stepping stones will help as will adding a path and planting a garden. Make the bed generously sized, a minimum of 6' deep with crisply maintained edge, either a masonry mowing strip set at ground level or a V shaped cut edge. I would have at least a few evergreen shrubs for year round interest and some flowers near the porch. I like the placement of the pot by the junction between the garage and the front door, but would suggest replacing it with a larger one. For the path, choose one of the types of masonry already present (red porch, gray concrete drive, yellow brick walls) and use that; don't introduce a fourth kind of masonry in such a small space.

For the porch planter, use something quite shade tolerant such as fernsor many of the plants sold for indoor use since it is set well back on the porch.