Gonzay is just reguritating AI.....................

Hardie shingles next to the original is going to look bad as a final solution.

Since there is a demarcation line for the addition, I'd consider facing the addition in vertical Hardie planks or Board and Batten.

Thanks - plan is for the whole house is going to be resided

Sorry. Didn't realize the intent.

I understand the pull to the easier to maintain option, but the real thing is so charming

I am all for natural cedar shingles dipped in bleaching oil with white trim. I live in NE, and it’s classic.

Another vote for the natural shingles. Yes, it’s higher maintenance but the setting calls for it. And how lucky to have a cottage on The Cape!

You won't get that authentic New England cottage look with Hardie. I'd go for treated cedar shingles which have a pretty good long-term track record on the Cape. I'd also swap what appears to be a bargain basement housewrap for 15# asphalt-impregnated felt as the underlayment.