Considering your other boats I'd think you'd want a wheel and make sure the OB controls are mounted on the pedestal so a newer 260 is the choice. There are a number of 260s on this site in the classifieds. I'd also shop the obvious like Texas sailing and sailboat trader.
The upside to the 26/260 is the ease of trailering which should expand your search zone if you own/beg/borrow a tow vehicle. If you find a "cheap one" make sure you allow plenty of cash and time to get it to a comfortable, well equipped stage. The stock production boat is pretty sparse so look for one that someone has spent some time and love on. I'd expect to pay between 20 and 30k for a nicely done 260, maybe slightly less with a tiller, no trailer, poor/no canvas, old sails, marginal ground tackle, no jib furler or no rail seats. All of which have high merit.
ST winches and spinlocks on the jibsheets are $1000+ upgrade and well worth the effort for single handing since they are cabin roof mounted. An AP adds another $1K for cruising the coast. Pressurized water, improved ice storage and upgraded bedding gets close to another $1k. Standing/running rigging over 10yrs old has to go so peel off another $1k. Extra batteries, inverter, ram mount VHF adds another $1k. I recently added a removable 3' bow sprit, continuous line furler with a 300sq' genneker at about $2k and love the added HP off the wind. It'd be hard to say what I'd leave off as a priority.
We love our 2004 H260 with wheel steering along with all the "needed"

bells and whistles for SW Fl sailing. When you find your boat maybe we'll meet you in Boca Grande or Cayo Costa to compare notes. Good luck in your search
Mike and Kelli