It depends on a lot.
For example, with boxcars, ones with running boards/roof walks are supposed to be as late as the mid 1960s. After that, running boards were to be omitted from new cars and removed from older cars.
Most of the post 1970s era cars fall in the greater gross weight ranges of 286K lbs. That means that most hoppers (open and covered) are in the 100 ton capacity range. Flat cars get longer (from 60'+ to 90'), etc. Tank cars become more unibody in construction (as opposed to the older style with a platform that runs the perimeter of the car). Friction bearing trucks begin to get phased out in favor of roller-bearing trucks. Smoothside boxcars give way to exterior post/brace boxcars, with 10' or larger sliding doors. Some even get taller, being the high cube variety, 50' and 60' lengths.
In the 1970s, the railroad went to COTS labels, which is that black stenciled box on the side (usually opposite of the reporting marks, when facing the car). Aside from rebuild/reweigh/lube/etc. data, sometimes the actual build date is on the car, in the COTS label. On recent cars, the separate NEW or BLT date is only on the COTS label. Also, cars that era experimented with ACI labels, which looks like a rectagonal rainbow colored label (on end) on the side of the car, at various places. ACI labels were used to keep track of cars better by using an optical reader trackside to locate and follow the progress of the car. The ACI label was a failure insomuch as when the cars became dirty, the label wasn't readable. (There are newer car identifiers that use RFI technology).
Post 1997 or so railroads started to add conspicuity stripes (those yellow Scotchlite stripes) on their cars. They have so many years to get the majority of the fleet marked, so if you have a model that has those stripes, it's now post 1997 or so in date.
For older cars, and some of the information is railroad specific, when they were overhauled, repainted, reweighed, etc., often the shop specific to that railroad put its initials and a 4 digit date. Examples include Frascati Shops, out of Mobile, for the Gulf, Mobile and Ohio, and shows up as FRA 5-68. Southern Iron and Equipment Company (SIECO), which built and rebuilt freight cars, used ATL 12-72 for example. For the IC/ICG, the primary shops were Centralia, IL and McComb, MS, and show up as CE and MC, respectively. Other railroads like the Santa Fe and Southern Pacific had their codes as well.
You can figure out era too by who the manufacturer of the car is, as well as the design. Many railroads used to build their own cars (IC did this) almost exclusively (at the Centralia and McComb shops). Pullman Standard made cars for years, most of their freight rolling stock being designated PS-1, PS-2, etc. They've been out of business for a while, but still have a lot of covered hoppers on the rails. AC&F (American Car and Foundry) makes/made many cars, including boxcars, covered hoppers (ACF Centerflow hopper, which is one of the smoothside covered hoppers, was introduced in the 1960s), etc. Trinity (boxcars, covered hoppers, tank cars, gondolas), Thrall (autoracks, covered hoppers, boxcars, gondolas), FMC (covered hoppers and boxcars), Gunderson (gondolas, boxcars, wellcars), Bethlehem Steel (Bethgon coalporters, gondolas), SIECO (boxcars, pulpwood flats), Union Tank Car, Greenville (woodchip hoppers and open hoppers) and others make/made cars that are on the rails today.