Don't miss this beautifully updated upper-level apartment at 58 Oak Street, offering two floors of bright, spacious living in one of Winchester's most convenient locations! Combining modern updates with classic charm, this sun-filled home features hardwood floors throughout, high ceilings, central air conditioning, and in-unit laundry for everyday comfort. The spacious eat-in kitchen offers ample cabinet space, gas cooking, and room for casual dining, while generous living areas provide flexible space for relaxing, entertaining, or working from home. Large bedrooms offer excellent closet space, and additional in-unit storage helps keep everything organized. Unwind outdoors on the spacious shared deck, with plenty of room for seating! Available September 1, this unique apartment includes water, trash removal, common area snow removal and a private driveway with parking for up to four cars, and is cat-friendly. Ideally located just moments from Winchester Center, you'll enjoy easy access to the commuter rail, public library, restaurants, cafs, shopping, parks and more. Schedule your showing today!