New roof has just been completed! Situated in Terrell Hills, 301 Morningside Drive is one of the most livable luxury homes in San Antonio. The home, built in 1948 with a stone exterior and metal roof, sits on .68 acres on the corner of Eldon with heritage Live Oak trees. The main house has 6,840 sq ft of living space with 4 bedrooms, 4.5 bathrooms. There is a 650 sq ft one bedroom, one bathroom guest house and 1000 sq ft + of outdoor entertainment space surrounded by a masonry wall for maximum privacy. The home is perfect for living and entertaining. The gallery-like center hall entry welcomes you into the home. There are three spacious living areas: formal living with floor-to-ceiling windows overlooking a verdant courtyard; casual living room that can transform into a home theater at the touch of a button (or shout to Alexa). The third living area has soaring ceilings, mahogany cabinetry, Ipe (Brazilian walnut) flooring, copper BigASS fan and fully retractable doors on two sides, connecting the center courtyard with the lush backyard pool area. Unique features of the property include custom millwork throughout the home including wormy chestnut doors, pecky cypress paneling, and quarter sawn oak and mahogany cabinetry. There are five fireplaces in the property: three in living areas, one in the owner's suite and one in the guest house. The paneled office has tons of built-ins and an adjacent wet bar. A separate formal dining room has a wall of glass overlooking a courtyard and boasts a large, alarmed silver closet. The large eat-in Craftsman kitchen features quarter-sawn oak custom cabinetry, 48" Viking range, two Miele dishwashers, SubZero Pro48 refrigerator, an ice maker and wine storage for 146 bottles. There is a secondary catering and bar area with additional pantry, storage, additional full-sized refrigerator, additional ice maker, and wine storage for 150 bottles. The owner's suite is on the first floor and overlooks the center courtyard with a sculptural fountain and planters. Owner's bath features natural stone flooring, walls and counters, mahogany custom cabinetry, elegant soaking tub, oversized shower with dual shower heads, rain shower and body sprays, two WCs, and access to backyard pool area. Walk-in closet features custom cabinetry and built in safe. Upstairs are three secondary bedrooms and two secondary bathrooms. Rooms feature recent Marvin windows, generous closets and spacious bathrooms that were updated in 2018. The separate casita in the backyard has Panoramic retractable doors, kitchenette with wine storage for 150 bottles, small beverage fridge, open living/dining area with fireplace. The bedroom has a murphy bed with storage and custom shades. The full bathroom features Italian porcelain tile and frameless shower.