Stain the brick on the stack.

This is one of the nicest gray color combinations I have seen n a more traditional home. It would look great on yours.

I would do a dark brown roof, like the detail on your chimney, and paint the house cream with sage green trim, or paint the house green, similar to this photo, with cream trim. Your house is really charming.

Cottage Garden with Curb Appeal · More Info

Your house is not a Colonial; it is a Tudor style cottage. Adorable.

This photo “kinda” gives the look I am thinking. Leave chimney and brick alone. It was of the time and special in its own way. If the roof were the same color as the brick, it would solve your problem a bit, as the chimneys would not be as noticeable and your husband gets his wish of not painting. Paint the trim the color of the roof and the siding a lighter tone…purple front door!

I think a brown roof, to match the design on the fireplace chiminey. I do like the last picture Judy G posted.

Some idea

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JudyG is right; it's a Tudor and the colors look great on it. Staining the brick makes way more sense than reroofing and painting if you simply want the stack to match better. If it's time to roof and paint anyway, then look to the browns and tans, but if not, just stain that brick dark and be done.

The form and the details do not seem to be consistently any historical style, which is pretty common for mid 20th century homes . The tall entry gable may feel tudor but the door trim looks like classical revival pilaster and pediment. The window trim seems more craftsman. The chimney feels a bit English, but not totally sure. And raising the whole house up off the ground with a full height basement like that does not really have any deep historical precedent outside of farm structures.

That said, I don't think you need to follow any historical period with your color palette. I personally like the tan brick, and would take that cue to make the house paint and roof warmer colors: possibly cream or warm grey for the body, a brown or darker warm grey for the trim and roof. Just some thoughts.

Thinking everyone would enjoy this album of a Tudor cottage revival…the roof line is the same as yours, jmtwade. Cute, cute…I am so loving smaller homes.

https://www.studio-mcgee.com/portfolio/2017/4/6/denver-tudor

Thanks so much for all the nice feedback. The roof and shingles need to be replaced and the trim needs painting as well, so we are definitely open to new colors on the house. I don’t think I can get away with changing the brick, so I will be checking out Houzz for cream colored “Tudor cottage” pictures, or perhaps green...

You could do all white with any color door you like.

Changing the roof color to a brown tone really seems to help.

A pale yellow or a cream color, with forest green trim. Keep red door.

I like the all white version. I think the chimney is cute, I love the detail.

I wonder if it originally had a rounded door and the pediment is there to hide the change.

Get rid of the trendy grey and choose warm colors that fit with brick. Creamy white or tan siding in a shade from the brick and brown for the roof could work or try some muted greens or other colors.