The Endeavor was a luxury package offered for the 2000. So it is just a Gen 2.5 Montero with a heated seats, high end sound, premium leather, wood accents, etc.
I really like my 2000 Montero Endeavor. It's a great vehicle. It's 13 years old and it doesn't have a squeak or rattle. I saw that tan one on eBay the other day and I think it's a nice ride. The dent in the rear quarter needs to be fixed but other wise it looks great.
If you want a locking rear diff, then go for a 1995-99 Montero because a rear locker was not available on the 2000 model year, but it can be bolted in pretty easy.
If you are looking to go with 33's I would recommend the 1995-96 because they come with the lower 4.62 diff gears. The 1997-1999 have the 4.27 rear gears which are great for 31" tires, but 33" tires start to bog down the vehicle.
1985 Mitsubishi Pickup, 2.3 H.O. Turbo Diesel, Watercooled Turbo, ported and polished 4D56 Head with Roller Rockers, Custom '83 Injection pump, JK Rubicon axles w/elockers and disc brakes, 14" Fox Coilovers, Centerforce II, 5.0 Atlas II, ARB Bull Bar, 33x12.50x17 General Grabber Competition tires
2005 GMC Sierra 2500HD 4x4, Duramax, Crew Cab, 6 speed manual
2009 Jetta Sportwagen TDI, 6 speed manual, NAV, PANO, most underated expo vehicle ever........