This study assessed the influence of rapid 3 s light curing on the new generation of bulk-fill resin composites under the simulated aging challenge and depths up to 4 mm. Four bulk-fill materials were tested: two materials designed for rapid curing (Tetric PowerFill—PFILL; Tetric PowerFlow—PFLW) and two regular materials (Filtek One Bulk Fill Restorative—FIL; SDR Plus Bulk Fill Flowable—SDR). Three-point bending (n = 10) was used to measure flexural strength (FS) and flexural modulus (FM). In the 3 s group, two 2 mm thick specimens were stacked to obtain 4 mm thickness, while 2 mm-thick specimens were used for ISO group. Specimens were aged for 1, 30, or 30 + 3 days in ethanol. The degree of conversion (DC) up to 4 mm was measured by Raman spectroscopy. There was no difference between curing protocols in FS after 1 day for all materials except PFLW. FM was higher for all materials for ISO curing protocol. Mechanical properties deteriorated by increasing depth (2–4 mm) and aging. ISO curing induced higher DC for PFLW and FIL, while 3 s curing was sufficient for PFILL and SDR. The 3 s curing negatively affected FM of all tested materials, whereas its influence on FS and DC was highly material-specific.