Re: Home Depot Replacement Windows
Most of the replacement windows simply drop in place of the old wood sashes (the jambs remain), and removing siding generally isn't necessary, nor is flashing. Is it a good way of installing? Maybe, maybe not. If the existing wood jambs are in good condition and there are no infiltration problems where the siding meets the jamb, it can be an inexpensive way of getting new windows. If there is not good integrity, then it's just lipstick on a pig and you'll have even bigger problems down the road.
Replacing with "new construction" windows gives you the opportunity to improve the integrity of the building envelope, because you will have to remove siding and install proper flashing. However, most new windows don't accurately replicate the style of double-hung wood windows, and will change the appearance of your home. To retain the appearance, it will likely be a much more expensive job as the production volume for that style of window is so much lower (so the tooling costs must be amortized over fewer windows).
The "Senior Member" designation under my name doesn't mean I know a lot, it just means I talk a lot.I've been a DIYer since I was 12 (thanks, Dad!). I have read several books on various home improvement topics. I do not have any current code books I can refer to. I was an apprentice plumber for two years.