Really can't help you but I think squaring off the kitchen by pushing back the nook wall might give you space for a mudroom at that entrance & eat in area. My first stop would be an architect to create spaces that you want that can be executed over time as budget allows. Black shutters and door would be classic. That dormer on the roof also looks like an add on

Just found this in another discussion

https://www.roanokeva.gov/DocumentCenter/View/1472/Architectural-Patterns---Colonial-Revival-PDF

I don't think you can put the PR under the stairs if the basement staircase turns that direction. I'd put a door on the toilet stall and call it good.

This plan is out of the box, and doesn't address the PR issue, but I'll post it and give you a bump. It creates a scullery and separate pantry from the existing bump-outs, which might be more accurate for an actual colonial home (1600's not 1930's). I drew a peninsula, which would utilize drawers with two-way travel slides, to be loaded from the scullery side, and unloaded from the prep/cooking side. Accuride International makes a travel slide 29 9/16" long, so the peninsula would be at least 33" deep. Or, you can go down to the next size, 23 5/8", and make the peninsula 30" deep. Caveat: The slides are expensive (see linked site), but not as expensive as adding on to the bump-outs, changing windows, etc., and the drawer fronts would need to be notched, to ride both directions on the slide.

I can't tell if the window in the nook is high enough for a standard counter, but you could use a lowered counter if necessary. I included shallow uppers, as deep as the window width would allow.

With the dividing wall removed, you can have an island with seating, and a convenient prep sink. There is a prep space which can also be used as landing for groceries to be loaded to the pantry. I put the fridge nearer the basement door, because it's more convenient to the prep sink, but it could be flipped to the other end of that short run.

The prep spaces and work aisle are the minimum recommended by the NKBA, and there isn't much space in front of the side entry, but it's a remodel in an old house and there will be trade-offs. Some cabinets would need to be custom made (peninsula and pantry), which would add to the budget. Good luck!

Two-way travel slides/google

NKBA guidelines/starcraft illustrated

Accuride 24" glides on another site

If you are considering a structural change, maybe extend the side porch and move the door to the spot where the window (with AC) is, to give the entry more space and more direct route to living areas:

Archived GW discussion (warning--some links broken)

Wow!!!! This was so incredibly helpful, thank you so much! I had never even heard of a scullery before but I love that idea. Love that there could still be room for an island and a dining room table or additional seating nearby. I will keep you updated! Thank you again!! @mamagoose!

That PDF is such a great source thanks so much @jck910 ! I also love the idea of the black shutters too! Thanks so much for your help!!

Your breakfast nook is an ideal, very standard size for a powder room, so I moved it there off a new hallway. With the side entrance right there too next to the new powder room, I think you've got a natural mud room area in the making over there, so I added a closet and various storage. What remained of the space after all of that is a more natural shape for a kitchen.

The result is:

- comfortably-sized powder room with a window

- mudroom area with lots of storage

- open central hallway and stairs area with a straight view to the backyard

- a rectangular area for kitchen with plenty of exterior walls for venting the hood and having windows (I made this area a galley kitchen in my mock-up, but you could easily do an L-shaped counter layout if you like)

- big hallway closet

- a lot of options for futzing around with the pockets of storage I added -- you could easily fit in a pantry or a laundry closet (although I'd really advise you look upstairs for where to put the laundry)

Downsides:

- lot of square footage lost to walkways, although this may just be inevitable when you have two entrances to the house

- kitchen won't be a show-stopper (When you're changing this much, I always pause at any plan that doesn't wind up with a kitchen so spectacular that it would sell your house for you later. This will be a perfectly nice kitchen, but it doesn't have the big trendy island or the trendy show-stopping focal hood moment or any of that stuff buyers melt for. Like if you're investing this much but not getting a resale dream, does that make financial sense?)