I ran "sail" and "60,000" through the Yachtworld site (www.yachtworld.com
) and came up with 25 boats, ranging in size from 45 feet to 24 feet, and in age from 1936 to 2007. Quite a variety of boats. The two smallest boats were also the newest--a 2006 Snug Harbor Pintail 25 and a 2007 Corsair 24 trimaran. Both of these boats would meet the depth issue you have at your dock, although you wouldn't have any type of sleeping area in the Pintail and a very meager one in the Corsair.
At $60,000, a 4.5-foot depth, and low maintenance, you're looking at newer and smaller. The 25-boat list also includes a 2001 Hunter 290, with a 3'10" draft located in Annapolis (Tidewater Marina, 7320 Edgewood Road). I would also consider either a Catalina 22 or 250. Both have modest cabin space for overnighting, shallow draft, basic stable sailing platforms, and within your budget for a new or late model boat.