Oday 23-25
1. The oday 25 was available with a fixed keel, have never seen one with a winged keel.2. Maintenance? No more than any sailboat that I have been around. Dry? As long as it is in good condition and maintained properly. I'm not sure what you are asking with this question, but the Oday 23 and 25 are VERY well made, reliable boats if the are in good repair.3. Not knowing the conditions under which you will be sailing, it is a little hard to say. The keel design with a center board is as stable as most winged keels I have sailed. It is a matter of keel design and draft. I myself like the center board for a couple of reasons. First it allows me to venture into shallower water while exploring. Second when I'm running I raise it to get that little extra out of her when I'm trying to hold off the charge to the finish line during a friendly race.If speed and performance is your goal, then get a J-22 or J-24, If a good quality coastal cruiser is your goal, an Oday would be my first pick. In my opinion few boat are as well made for the long haul. In fact I'm sure my grandchildren will enjoy trips on the lake in my Oday 23, long after I'm gone.I hope this helps.