As a resident of Lely for over ten years now, I can say that I love living in this part of Naples. Depending on whether you are looking to move here full time or seasonally, to me there are more pros than cons in this part of Naples.
For one, you will get a lot of bang for your buck since you are technically outside the city. Downtown Naples is a 15-20 minute drive seasonally and out of season 10-15 minutes, which is fantastic! Because you are not in the heart of downtown Naples, if you want to spend quiet time around the house, trips to the grocery store or the bank won't drive you nuts with lots of traffic or lines. In my opinion, living a little out of the city gives you the best of both worlds. Depending on your lifestyle, Lely does offer some fantastic perks, such as golf (1 private, 2/3 public courses right in Lely and Lely Resort), a private dog park, lots of walking/riding paths. The beach and boating are a mere 10 miles away(or less!).
In performing a quick search there are tons of options in your price point around Naples, including Lely, that offer homes with character like Ole and amenities galore. After all, we are a resort town! I have a perfect area in mind for you, and even the perfect villa with character galore on the inside and lots of community amenities and greenery. I'd love to send you the information and pictures! Please feel free to email me or respond for more information. Naples is amazing and we would love to give you a foothold here of your very own!