Should You Upgrade Your Roof or Siding First? A side-by-side look at two major upgrades and when each makes sense.

You’ve got an older home, and you know it’s time to freshen the outside—but where do you begin? Roof or siding? They’re both important, and both carry weight (literally and figuratively).

Start with what’s causing issues. Is the roof leaking, curling, or showing age? Or is the siding faded, cracking, or letting drafts in? Consider how both impact your home’s efficiency. An old roof can mean higher cooling costs in the summer and heat loss in winter. Worn siding can trap moisture and lead to rot.

"If I had to choose, I’d almost always go roof first. But if the siding is from the '80s, that’s going to raise just as many red flags."

Also think about how they interact. New siding on a leaky roof doesn’t solve much—but a fresh roof on dated siding can highlight the need for balance. Many homeowners choose to stagger these projects across different seasons.

Either project can dramatically change how your home looks and performs. If it’s all about comfort, weather protection, and better energy use, give both a long look. A local expert can help prioritize—and you’ll sleep better knowing you tackled the biggest concerns.

These design ideas will completely transform your home's look