The invention relates to an enzymatic synthesis method of a chiral beta-hydroxyl ester compound. The chiral beta-hydroxyl ester compound is compounded as the formula (1). The enzymatic synthesis method comprises the following steps: carrying out a reaction on a compound i and a compound ii at the temperature of 0 DEG C to the room temperature under the condition of using pyridine as an acid binding agent, enabling the resultants to backflow in R2OH after the resultants are extracted and concentrated, recrystallizing the resultants to obtain the compound iii, adding the compound iii, chalcone reductase and cozymase into a phosphate buffer with pH vale of 6-8, and reacting for 2-24 hours at the temperature of 15-40 DEG C to obtain the chiral beta-hydroxyl ester compound provided by the invention. The enzymatic synthesis method provided by the invention is used for preparing a chiral beta-hydroxyl ester compound, and expensive chiral reagents are not needed. The enzymatic synthesis method provided by the invention has the advantages of mildness in production process conditions, easiness for obtaining raw materials, high conversion rate, low production cost and the like, which is suitable for large-scale industrial production.