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Designing fluorescent probes and its metal‐organic materials getting attention due to their fascinating utility in several fields from material to biology. Here, we synthesized N‐phenyl glycine substituted four new fluorescent probes viz. (2‐cyanophenyl)glycine [HL1], (5‐chloro‐2‐cyanophenyl)glycine [HL2], (4‐chloro‐2‐cyanophenyl)glycine [HL3], (2‐cyano‐3‐fluorophenyl)glycine [HL4] and investigated its properties through spectroscopic techniques. Out of all probes, HL1 displayed non‐emissive nature in the presence of water and uniquely detect the percentage of methanol in the methanol‐water mixture or vice‐versa out of the different solvent‐water mixture with the help of fluorometric technique. Furthermore, cobalt complex [Co(L1)(phen)2]ClO4 (C1) with distorted octahedral geometry has been synthesized by using HL1. The emissive nature of the complex C1 was further utilized for the selective sensing of S2− ion in the DMSO‐water mixture by quenching the fluorescence with a detection limit of 4.8 μM. The selective solvent percentage detection and anion sensing illustrate the potential efficacy of the designed sensors for analytical intent. [ABSTRACT FROM AUTHOR]