Welcome to 1023 King Road-far from a cookie-cutter colonial. This charming 1950s-built home sits on over three-quarters of an acre in the desirable south end of Cheshire. Elevated above the roadway, the property offers privacy, space, and curb appeal, along with a detached two-car garage. A stairway leads to the main residence and a covered front porch, while multiple entrances-including front, side, and sliding doors-create easy indoor-outdoor living. The expansive yard features beautiful gardens and a fenced, in-ground swimming pool, perfect for relaxing or entertaining. Entering through the side door, you're welcomed into a cozy breezeway that opens into the family room. This inviting space features a propane fireplace, a wet bar, and an exposed wooden beam that highlights the home's unique character. The family room flows seamlessly into the open kitchen and a small office area. The kitchen offers a casual seating area, breakfast bar, granite countertops, newer appliances, and a slider leading to the rear stone patio. Just off the kitchen are the laundry room and a conveniently located bathroom. The living room features hardwood floors, a wood-burning fireplace insert, and another slider that opens to the patio and garden area, enhancing the home's warm and welcoming feel. Upstairs, you'll find four spacious bedrooms and a full bathroom. The upper level features new carpeting throughout, with one bedroom offering durable laminate flooring., The home also includes a full basement with a Bilco door providing access to the rear yard. Mechanical updates include a newer on-demand hot water system and a newer furnace. Additional improvements include vinyl siding and recently repointed chimneys. The backyard is a private retreat, surrounded by mature trees and backing up to the Brentwood Drive neighborhood. The in-ground pool has been professionally serviced and conveys as-is. The property is served by Cheshire's newest elementary school, Norton Elementary, and offers convenient access to nearby shopping, I-91, and an easy 20-minute commute to New Haven. Notable features and updates include newer appliances, new carpeting, a newer furnace, on-demand hot water, propane fuel, two fireplaces (one propane and one wood insert), granite kitchen countertops, a beautiful stone patio and garden, and a comfortable in-ground pool. City water and sewer. Full of charm and character, this unique home is ready to welcome its next owner.