If this was my home I'd paint the trim white. Reminds me of outlining everything like in a coloring book. Molding at ceiling and floor and around windows would all be white. Then leave walls white or paint a light color.

I would suggest painting the trim. The stain makes the house look dated. Keep the trim color the same throughout the house to give continuity. I'd suggest a off white or gray tinted white in a semi gloss finish.
And one more off the subject suggestion. A new chandelier that hangs lower would update
your look.

Oh gosh no.

Not sure. That window is butt-ugly but it isn't the homemakers fault. It's a horrible design from the past.

The wood is ok. The floor and window scale stink

I found in my home that painting the trim only- baseboards, windows, door casings, crown moulding white, but not the doors or cabinets made my walls look better with light blues and creams - which I prefer. However, darker colors look well with the wood trim - maroon or darkish gray/blues, and medium blues and greens look pretty good too.

White trim.

HI -- Yes, please paint that trim , especially the ceiling trim if anything . You could just have the wood baseboards .

I hate trim that is not painted white in almost all circumstances. I have spent a lot of time/effort changing mine from a hideous golden oak to white(some painted, some replaced). Your darker trim would work better if you had light carpet, but 2 contrasting wood types does not typically look great in my opinion.

I think you'll find that many Houzz folk hope you don't paint the trim from a vintage home but urge you to do so in a new build. However here are two rooms that have oak trim, are tastefully decorated and work without painting trim. So it's really your call.

If the un painted trim is custom trim it can be lovely like the three examples above. However builders grade narrow trim detracts from the architectural lines that are slapped on to save $$$$$.

You are right, my apologies. Bad night, and I spoke out of turn. I do apologize.

The trim looks like an "outline" because of the stark contrast with the walls. I wouldn't paint the trim, but, instead, start with the walls. Unsure of your furnishings, but BM Elmira White is a good neutral that would compliment your trim and floors as is.

And, like mrsstem, I'd like to see the valence disappear :)

Paint the trims.

The timber floors and trims look in great condition and add a wonderful warmth to the space. White walls and ceilings with timber floors, window frames, cabinetry, cornices, etc make for classic, timeless styling that'll work with almost any furniture (but the frill over the window needs to go).

Consider a Dulux "Whisper White" for walls and ceiling if you are repainting and would like a soft, warmer feel. If you are after a crisper, cool, modern feel, consider Dulux "Vivid White" which has no colour tint at all.

Some good suggestions above for your wall color, to complement your wood tones.
Nothing more to contribute, still feeling sheepish... ;p

Here's a thought-- just because someone had bad taste 30 or 40 years ago doesn't mean you have to stick with it. Some older homes have features worth preserving but not all.

These days, timber is being used less and less for trims. Plaster cornices and mdf architraves and skirting are much cheaper to install and paint. It important to remember that once timber trims have been painted, it is very difficult to restore them. Thus, one needs to consider this question of painting them carefully.

Painting the cornice to match the walls and ceilings will make them virtually disappear. The ceiling will possible feel higher and the room a little more spacious as a result. The same can be said for painting internal doors, architraves.and skirting. However, the contrasting timber cornice serves to define the edges of the room and give one the sense of the space being contained - which is more unusual and can be also be very nice. This really works best in homes that have rooms intact i.e. have not had insensitive additions or alterations made to them.

It may be worth leaving the painting of trims to last and then making the decision once you see the effect of the painted walls and ceilings.

Maybe paint the walls first and then see how you feel. Our house was built in the 1920s and we have the same dark trim. I wanted to paint it at first but then I painted the walls a very light grey and found that the paint brought out the warm tones in the wood.