Tucked away on a quiet dead-end street on the southern edge of historic Upperville is this beautifully updated contemporary brick home offering the best of country living—peaceful, private and within walking distance to a village favorite - the Hunter’s Head Tavern. Set on 1.8 open acres, this thoughtfully renovated home features an open main-level layout ideal for modern living. The living and dining areas flow seamlessly into a bright, eat-in kitchen with a new oversized island, quartz countertops, LVT flooring and updated lighting. Also on the main level are the primary bedroom suite, a guest bedroom and a stylishly renovated full bath. The lower level is designed for comfort and versatility. It includes a cozy family room with a wood-burning fireplace, two additional bedrooms (one currently used as a fitness room), a second updated full bath and a dedicated home office complete with custom built-ins and a wet bar. The laundry/mudroom includes a new built-in custom cubby area and ample storage with direct access to the detached garage. Outdoor living is just as special: a fenced-in pool with a charming pool house (shower + half bath), two open decks, a covered front porch, and sweeping views of neighboring farmland and open lawn. An oversized two-car brick garage and a separate storage shed provide additional functionality. The property is partially fenced and offers ample room to relax and entertain. Just minutes to Route 50, this home is perfectly located for commuters yet feels worlds away. Live in the heart of Upperville, but with privacy and space. A must-see! (Separate lot available together with this parcel. See MLS#:VAFQ2018374).