In the present study, we have developed an agar-based asymmetric Janus nanofibrous wound dressing comprising a support and an electrospun layer with antibacterial and antioxidant properties, respectively, to facilitate healing effectively. The support layer containing agar and silver nitrate was fabricated by using solvent casting for sustained release, combating the dose-dependent cytotoxicity of silver nanoparticles, where nanoparticles were synthesized using a one-pot reduction method. The electrospun layer, fabricated with a mixture of agar and polycaprolactone infused with gallic acid, was electrospun over the support layer to impart antioxidant properties. Characterizations using UV-vis spectroscopy, transmission electron microscopy, scanning electron microscopy, and Fourier transform infrared spectroscopy validated the synthesis of nanoparticles in 10-20 nm diameter and the asymmetric Janus dressing. The developed Janus nanofibrous structure exhibited 98% porosity, excellent fluid-handling properties, a moisture permeability of 1200 g/m2/day, and a water absorption of ∼250%. Moreover, the time-kill assay confirmed potent bacteriostatic effect against Gram-positive and Gram-negative bacteria, and sustained release of silver nanoparticles followed the Korsmeyer-Peppas model. With over 90% free radical scavenging efficacy, 37% degradation in 7 days, and less than 2% hemolysis, the dressings demonstrated exceptional antioxidant, biodegradable, and hemocompatible properties. The biocompatibility assessment further confirmed its cytocompatible efficacy, with more than 79% wound closure in the wound scratch assay. Most importantly, in vivo studies demonstrated the efficacy of the developed Janus dressing, promoting over 97% healing within 12 days of injury with higher epithelial formation. Overall, the in vitro and in vivo assessment of the developed Janus dressing confirmed its potential to function as a versatile and effective material for wound care applications.