Glad I read this thread, having recently bought a new home in Lake Denham. I was on the fence on driveway painting. I like the look but don't want to deal with it once it starts chipping.
Regarding pools that's definitely a personal opinion. I put in a pool up here in Massachusetts. I love love love it. I only have a few months of pool weather and even then, few days we can actually be in the pool. But we love the ambiance of sitting around the pool in summer evenings. We love the look of the pool in the yard, sipping a cocktail in the pool with friends. Those are things you aren't doing at the neighborhood pools.
Regarding upkeep costs, with our salt water generator I haven't spent more than $100/year on chemicals. It's as easy as can be. With a birdcage we won't even need to vacuum it or skim it that much. Once I'm down there full time I will be putting a lot of $$ into a pool.
I guess for this thread it all depends on if you are talking about upgrades that make you happy or upgrades that will make you money on a resale. These are completely exclusive issues.
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