Welcome to the forums. I do not get on here as much as I should........
One thing that has not been mentioned is the if you are going to bore your stock cylinder 87mm is the max you will want to go with out any heat concerns. If you decide on a 88 or even an 89mm DO NOT buy the KIT that comes with the cylinder. Buy the piston and gaskets separately and buy a 88mm sleeve and have the machine shop install it into your good cylinder. go to
www.p4quads.com and get the head studs. This is Jeff's website. EBay occasionally has them. Have the shop install them when they fit the sleeve. The 440 (89mm) is very reliable when done properly (sleeve) there is almost no change in heat from OEM. Honestly you would make better power from a stroker build with a smaller Piston than if you went with a big bore kit only. Example: 74mm crank kit with OEM bearings and an 86mm HC Piston will get you 430ccs.
Either way you decide just do your homework and get the correct parts.
When you decide to move forward with your build, make a list of all of the parts you are replacing so that you do not forget anything. Here are a few parts that are a must IMO
1. Replace the timing chain with a 02-08 CRF450R/450X- 06-08 TRX450r/450er timing chain. Part # 14401-MEB-671
2. Replace BOTH timing chain Guides
3. Timing tensioner OEM or Manual (I prefer manual)
4. Oil Pump (New OEM ONLY)
5. OEM Clutch cover gasket
6. GOOD gasket kit w/ Good valve seals and a metal valve cover gasket (OEM) if COMETIC doesn't come with one? Some of their kits don't
Inspect the clutch frictions, steels and basket too while you have it apart. Use a good assembly Lube during installation. coat the cam, cam bearings liberally too. before you install the valve cover remove the 10mm check bolt under the oil lines and pour some oil in the cam chain hole until it runs out of the check hole. After assembly leave the spark plug out and crank the engine over for 10-15 sec to get the pump primed and fill the orifices in the engine. Check compression before break in then after. use a good JASO_MA/MA2 oil. I run Rotella T-4 15w40. Good luck and keep us posted on your progress.....