I have a 1989 Tartan 31, great boat! I replaced my genoa with a Quantum 140% cruising sail for around $1800, the mainsail was around $2400
I usually spend about $700 when I paint the bottom. This includes haulout cost, 1 1/2 gallons of Interlux Micron CSC, and accessories like sandpaper, acetone, etc.
My standing rigging is also about 12 years old but it seems to be in good shape as the previous owner didn't use the boat very often. I may look into replacing it in a few years.
Definitely get a survey..