I'm not sure that you have enough wall for wider trim in the breakfast nook--the windows that you can't really see in the pix. Looks like the trim is very close to the angle in the wall.

All your trim should be white. You can purchase primed wood trim or synthetic white trim

I was hesitant on white trim because our windows have stained casing and we are keeping our windows. I was under the impression that the trim around the windows should match the casing.

As as far as our breakfast nook, we would not be able to replace any trim around the windows due to the stone work. However I would like to lighten the walls

This is an accurate picture of the nook. I feel this area needs to be lightened up with paint

You are right, the nook is in need of a paint job.

Get rid of the stone. All trims and casings to white, beefed up sizes or NOT. If you are after a cabin in the woods feel, get a cabin in the woods. Don't attempt to make this home...........that home.

What stands out to me is the combination of stained and painted trim, with the white mullions (grills). I would prefer all white painted casing, trim and grills, unless the wood is very special, like mahogany, cherry, or antique reclaimed wood. But whichever you do, you should be consistent.

Paint all the wood trim white. Around the doors, chair rails, windows and baseboards everything white. You'll be surprised how that will pull everything together. Right now it's all over the place.

That will by far give you the best BANG for your bucks. Definitely no reason to replace trim and stain.

Can you show us the rest of the nook and the kitchen?

The paint in the main room should carry over into the nook or even go one shade lighter. I'd like to see the walls above the tile painted before you go to the expense and mess of taking out the tile. I'm assuming the same tile is used in the kitchen?

I don't know if it's worth the investment but I replaced all of my old molding with updated larger but plain floor molding.

The molding was old and I wanted the flooring to run seamlessly to the walls without the need for the shoe molding it had when a wood floor had previously been installed to replace carpet.

It is subtle obviously but so much better looking.

While I wouldn't paint wood trim in a historic home like a Craftsmen, I think the wood trim around the windows isn't particularly attractive especially since there is already a large feature window that has painted trim.

Thank you . Did you go with a painted trim and did you replace your door casings as well. I would love to see a picture.

I like the wood trim. I don't know who out there decided all trim should be painted. Also, I've seen very high end houses with wood and painted trim and it looks stunning. I am NOT a trend follower because trends serve one purpose and one purpose only.... to get you to spend money repeatedly to follow them. Everything comes around. Wooden cabinets... back in.... and after a very short cycle. Do what makes YOU happy unless it's something really crazy and you plan to sell your home. Don't be a follower, be a leader! Anything is acceptable these days... and it it's not, just wait a few years!