Doesn’t roof last longer than 20 years (especially here in SD where the weather is very mild)? Restucco, why would one need to restucco the house unless there’s some damage? Repaint should be around $3k. New windows is not considered a maintenance. How many houses have pool? It also depend on how old is the pool. But I agree with the $7k-10k estimate. Refresh kitchen (another luxury), especially if the house was well maintained, 20 year old kitchen shouldn’t be that outdated. For $25k, you can completely replace your kitchen w/ mid to high end stuff. Refresh bathroom, same as kitchen. It should cost as little as $2k and as much as $20k, depending on how expensive is your taste.