I'm trying to decide what baseboard trim color to use-opinions?

If it were me, I would:

Get a price to "very gently" remove the baseboard trim.

Properly mark each piece on the backside so there is no confusion as to where they go.

Lay the floor.

Re-install the baseboards and touch up.

You can trim the bottoms of the door casings to allow the new flooring to slip underneath by using a hand saw.

You will have a smoother,cleaner, more professional look.

If you don't, your baseboard will be reduced by the thickness of your floor boards. Are you using engineered flooring?

I know that you do not want to increase your costs but, in the end, I think it is well worth the time, money and effort. You won't be kicking yourself later. Bear in mind though that your walls will get a tad damaged in the removal process and I do not know if you have painting planned in this project. Your floors are an expensive part of this already expensive project so I wouldn't skimp on it. Re-painting is minor compared to what you've already gone through.

Or, I would tend to match the quarter-round to the baseboard in your case. I am just not fond of that "up the wall" look either and would want to conceal it. Why not get a sample of the flooring with matching molding and one that is the same as your existing baseboard? Live with a few days and then decide.

Good luck and I wish you many years of enjoyment. The stress will be over soon.

Maple Baseboard

Are you covering the windows with curtains and blinds? If so, match the floor or at least go with an "in between" color. You will probably be painting walls and putting up decorations, I don't think people will pay that much attention to the trim on the floor. If it really bugs you, go with a 1 1/2 or 2" trim instead of the standard 3", there won't be that much to see. We have an old house that we've been working on for years and have to make these decisions quite frequently. Much depends on what you will be putting in the room as far as furniture, carpets, end tables, lamps,... these are the things that stand out.

If your current moldings match everything and its important for you that they match, just leave baseboards attached when you run the new floor and then use a quarter round that is stained to match to cover the gap from the floor to the baseboard.

It might be possible to paint your vinyl window frames, but I'd think long and hard about that. It shouldn't be too hard to stain new wood to match the windows.

Whatever you do, do not paint your baseboards. I have recently been seeing mixtures of wood colors in homes and it actually looks pretty nice. I would maybe try cleaning up the baseboard with Murphy's oil soap and then use Old English Oil. We did this with my son and daughter-in-laws house and it made a huge difference. They are in the same situation as you with the different colors of wood and looking to the future to change it. Consider trying this as it does looks nice.

I'd leave them alone until you're ready to replace all the frames, etc. If you want to do something with them waiit till after you have a chance to breathe :)