Rather depends on how willing you are to accept the patches. To start, your flooring pro will have to remove the baseboards (normal part of the refinishing process) and the offending painted boards. You'll then discover the reason for the odd boards. Then he can trim the ends of the existing flooring in order to add new boards along the edges. The edge in the second photo will still have the new strip running perpendicular to the rest of the flooring. Take this opportunity to hide any wiring behind the new baseboards.

Thank you for your input! Yes the baseboards will be replaced. I see so basically trim and make space for another plank that is parallel on the same level as the original in photo one; and the photo 2 would still likely have a perpendicular strip but make it the same level as the rest of the floor. I think that would be much less offensive as long as I can find someone who willing to play around with the details and matching the stain.

You've got georgous heart pine flooring. Remove the odd piece and fill it with a match which is still available.

I was told that this is Douglas Fir not sure how to differentiate it from heart pine?

That's a beautiful floor. Can't tell the species from the picture, but it does look closer to Doug Fir. I'd work hard to save it.

A few nicks and dings are only evidence that people have lived in the house for the last 100 years; a big part of the reason to own an old house. Refinish gently, sanding only as much as necessary. Don't try to make it perfect. FInding a flooring contractor sympathetic to older floors will be your biggest challenge. Such a person will deal with the oddities.

II agree I spoke with a few contractors, we live in NJ, some only work with finer wood and bigger projects others just do basic installs… I will keep looking.

On the east coast I would guess that was quarter sawn heart pine but could easily be fir as well. Regardless I would restore it versus replacing.

That's fir or hemlock, not heart pine.

Yay to saving your old floor!

Looks amazing!

Gosh - that floor is beautiful! Kudos to the refinisher, they did a great job.