re: Thinking about buying a house on ~4 acres

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what other things should I be considering when thinking about upkeep?

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As others said, check out the drainage after a good rain. Go back through historical aerial photos and see if you can see where someone previously brought fill in.

As with any house regardless of acreage, do a little online snooping on the neighbors.

You'll get to buy pesticides/herbicides in those 2.5 gallon jugs you've always wanted.

Your kids have more yard to tear up in their 4wheelers/golf carts/etc.

It will make you laugh at all the OB topics debating weed and feed, killing certain weeds and grasses, etc., as you will just care about keeping the grass down to a manageable level, regardless of weeds.

Your dog will have 10x more area to spread shredded boxes/bags/shoes/frickin plywood/etc around

You'll love it. I do.