The breathtaking views atop this magnificent hill about 1900' in elevation can only be fully appreciated in person. This Texas Hill Country retreat sits on 14 + Ag Exempt acres behind a beautiful custom gated entrance and offers two exceptional adjacent houses - both quietly ADA accessible- and both offering amazing finish out and smart home technology, so you'll never have to worry if you remembered to lock the door or turned on the alarm or turned up the thermostats etc. The main house (4372sqft) features 3 bedrooms, 3 baths, 1 library/ office, 2 living spaces, 3 dining areas and a few flex rooms. The nearby guest or pool house (1408 sqft) provides 2 bedrooms, 2 baths, full kitchen open to the vaulted ceiling living room and dining space. Both homes offer covered terraces overlooking the infinity pool, spa and AMAZING VIEWS! A curated yet casual lifestyle awaits you at Southwoods... the chef's kitchen opens up to a breakfast area and living room and highlights double ovens, double dishwasher, double sink, Thermador smooth top cooktop with pop up downdraft, newer GE Monogram built in refrigerator, plus two additional refrigerators in the garage, nine pocket cutting boards, high end Moen faucets with motion sensor and a large pantry with custom-built Elfa shelving and drawers plus butler's pantry with glass front cabinetry to showcase many of your beautiful treasures. Just walk out from the kitchen to a slate patio with large dining area and outdoor kitchen with built-in gas grill including side burner and combination smoker. With gleaming hardwood floors throughout the main house, it's hard to choose your favorite room. The living room focuses on a beautiful rock fireplace and views out the front windows, a nice wet bar with built in shelves perfect for your wine collection and glassware. The large main dining room with a beautiful windows again hallmark the phenomenal views... the family room offers a large work/ study space with room for 2 computer stations, the spectacular library with cherrywood built in book shelving offer the perfect reading nook or quiet space. A personal favorite of the Sellers is what they call the "viewing room" and from there you can open the nana wall of doors and enjoy the vista (and the air conditioning/heating). The upstairs primary retreat is complete with gas log fireplace, elevator that comes from the living room below, spa like bath, double marble vanities, soaking tub, walk in shower, fabulous closet and access to the second floor balcony with an almost guaranteed breeze all year round. The outdoor venues are possibly more splendid than the interior with a recently installed low maintenance Esthec decking, refreshing infinity pool with yet another position to gaze over the hills at a neighboring vineyard or relax in the spa after a long day playing golf at one of the many nearby golf courses. The Guest House is a fully self-sustaining structure with full size kitchen, living and dining areas plus spacious 2bedrooms and 2 baths. Two 2 car garages- one attached & one detached- plus parking court. Fly right into the Gillespie County Airport (T82) with plenty of room to land on the 5000ft long airstrip and pilots and guests can enjoy the Hangar Hotel (and bar) all just 5 miles down the road from 1288 Southwoods Drive. Please see MLS Additional Documents for more information on the property.