Well, I wish you luck in deciding what to do. I can offer some input about swimming pools though. Welive in western NY (rochester) so we have a similiar climate to where you live in Ohio. We purchased our home that came with an large inground swimming pool and a seperate small pool house. At first it seemed like it would be a great way to spend our summer.
The first year it was so cool we swam in it a total of 8 times (from early June till end of Aug/early Sept). The following year we spent more time in it and thought -great, we love it. The next year-same thing-cooler temps and it became a real chore to take care of. To make a long story short, it became a huge hassle. We sold that home and the new owners seemed happy to have a nice pool but the neighbors told us they filled it after 3 years or spending a ton on chemicals, etc....
Plan on spending a good deal of time with upkeep, chemicals and the like as well as a good amount of money. Our good friends kept hearing from their kids that they wanted a pool and were old enough to understand some concepts of money and responsibility. The mom explained over the course of a week or 2 how expensive a pool would be and what they would no longer be doing (like skipping a meal out every month or something) to be able to afford the pool. Later she talked about their responsibilities in upkeep, like using the hand skimmer to get rid of bugs, help with vacumming, help with the pool toys (that gets old really fast), help in opening and closing the pool each year. I thought her way of approaching it was great and in the end they joined a pool club at a local condo subdivision and are happy to go and swim and leave the responsibility to someone else.
I'm not trying to talk anyone out of getting a pool, but there is so much to it that most people forget about when they are thinking how great a nice swim is at the end of the day.
HTH!