Acetophenone (1-phenylethan-1-one) reacted with benzaldehyde in the presence of acetic acid, potassium hydroxide, and ethanol on an ice bath for 24 hours via the Claisen-Schmidt condensation reaction giving rise to chalcone (2E-1, 3-diphenylprop-2-en-1-one). On condensation of acetophenone with chlorinated benzaldehyde gives the halogenated derivatives of chalcone. The products were reduced with hydrogen peroxide and nickel reagent to form the epoxide derivatives of the halogenated chalcones (4-chlorochalcone and 4-chlorochalcone epoxide). Structure elucidation of the synthesized compounds was done using elemental analysis, 1H NMR, 13CNMR, FTIR, TLC, and UV/VIS. Synthesized compounds were obtained in high purity and percentage yield. The microbial activity of the synthesized compounds was studied against some test organisms, Candida albican, Staphylococcus aureus, Escherichia coli, and Pseudomonas aeruginosa. Microbial results showed the synthesized compounds were void of antibacterial activity but showed marked activities against Candida albican. Hence are promising molecules in the combat of fungal infections globally.