@Kenneth Stelmack Hey Kenneth! I bought when I moved to Pcola to house hack and turn into a long term rental, glad I did it and would do it over again even at the current market prices. Just like @Matt Jones said, be ready for a fight when you start slinging offers, anything decent that you're going to want to buy is going to go to "highest and best." I think even about 18 months ago when I bought my place there we had like 5 offers at highest and best and still paid over asking (luckily it appraised for what I offered). On that note, my Fiance was putting in offers in Pcola for another place and even though we had a super strong over asking price offer they went with someone else due to the worry that the appraisal would come in low (For VA you can't buy a property if the appraisal is below your offer, conventional you can just bring that extra cash to the closing table if you want but VA wont allow it, so you're kind of at a disadvantage now if you plan on going VA). I would say you pretty much have two solid options for where I would recommend buying, either between the back gate and Perdido, or East Hill area. Back gate is super far and inconvenient to get to Downtown or Pensacola beach, on the flip side you're 5 minutes from Base and 10 min max to the NFO squadron parking lot and 5-10 minutes from Perdido which in my opinion is a better beach (more low key less party vibes, easier parking at Johnson's beach national park (free for military). If I could go back I think I would choose East Hill even so, downtown is where all the action is, good food, etc, Pensacola Beach is still close and great. But the caviat there is East Hill is probably the most sought after area to buy in Pensacola, so you're looking at $2-300/sqft, so crazy prices, and could very easily get out of your affordability for anything decent. Back gate you'll have a lot of your typical 3/2 type homes that are going for closer to $140/sqft currently, think like 1500-1600 sqft type of stuff with fenced yards for ~$210kish.
Long story short would definitely try and get something if you can. Take advantage of the 2 of the last 5 years tax and depreciation recapture rule. Maybe sell after 5 years of ownership, cash out and roll it into something with a better return. Tons of flight students are buying houses thinking they can just rent to flight students by the room or whatever for above market rents, and it's really over saturated (I know because that's what I'm doing). Would expect to basically break even on rent, not going to find a 1% rule deal in PCola for a long term rental. But yeah long term you can't go wrong really.