The beautiful thing about small sailboats is that the relative costs are very low compared to a keel boat. There might be a little trailer maintenance that you wouldn't have with a larger keel boat but the trailer has obvious benefits.
This is a fiberglass hulled boat and even a few dings and more serious defects should be easy to repair with some polyester (or epoxy) resin, perhaps a tiny bit of cloth, a sander and some auto spray paint. Yes, auto spray paint! The boat is not going to live in the water but on the trailer right? No antifouling paint required - a big savings right there.
I doubt that even new sails for this boat would cost more then $1000. Used sails from any small boat of comparable size could be had for a lot less. If you are handy you could cut them down to size yourself or have a sail maker or canvas shop do it - should not cost much.
I have a 14' day sailor that is similar in shape but even more beamy. It could get a little tender and snarky in winds much over 15 knots. Perhaps that is why the Puffer in this ad had a reef point for the main sail: AMF Puffer sailboat for sale
I could have used a reef point on my 14 footer.
Another point to make is that on a boat this size you should likely be able to step the mast by yourself which is not the case with my 19' Lightning.
Trailer sailors can be a lot of fun and are the cheapest way to get out sailing.
I'd say go for it if the trailer is in pretty good shape.
Where do you intend to sail it?
Let us know how it works out for you.