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In this work, cultivated Pimenta racemosa from North Indian plains was studied for its leaf volatile composition twice in year at two distinct seasons (spring and autumn) using GC-FID, enantio-GC-FID, GC/MS and 1H-, 13C-NMR and DEPT experiments. Phenylpropanoid was the abundant class of compounds represented by eugenol (72.9%) followed by chavicol (7.7%) whereas myrcene (9.6%) and limonene (3.8%) were identified as the most exclusive terpene constituents in spring collection. The autumn sample was recorded with highest eugenol (92.9%) proportion. Notably, presence of chavicol differentiates this oil from Pimenta dioica. An enantiomeric excess for (S)-(-)-limonene (41.1-45.3%) and (R)-(-)-linalool (86.7-89.9%) was recorded over (R)-(+)-limonene and (S)-(+)-linalool, respectively when separated on 6-tert-butyldimethylsilyl-2,3-diethyl-β-cyclodextrin chiral phase. Moreover, both the monoterpene derivatives occur as enantiomeric mixture in P. racemosa leaf essential oil.