Luxury Multi-Generational Estate with Resort-Style Backyard + Extensive Workshop/Garage Space on 2 Private Acres Welcome to this exceptional custom-built 8,600+ SF estate designed for multi-generational living, large-scale entertaining, and luxury everyday comfort in the heart of mid-Calvert County. Perfectly situated on 2 private acres, this one-of-a-kind brick-front property offers the ideal setup for extended family, in-laws, adult children, live-in care, au pair living, or long-term guests; all with flexible spaces that rarely come available in Southern Maryland. Inside, the thoughtfully designed main level features a private in-law suite/guest wing with a separate entrance and screened porch, creating true independent living potential while still feeling connected to the home. The expansive floorplan includes a large eat-in kitchen, formal dining room, executive office with custom wood accent walls, spacious family room, and a stunning morning room with soaring 12-foot ceilings and marble flooring. Hardwood floors span most of the main level. Upstairs, the luxurious owner's retreat feels like a private sanctuary with tray ceilings, a fireplace, coffee bar, and spa-like proportions. Three additional oversized bedrooms and two full baths complete the upper level. The fully finished walk-up lower level was built for entertaining and flexible living, featuring a second full kitchen, media room, billiards area, built-in entertainment space, a fourth fireplace, and a full bath with a tiled shower-ideal for pool access, guest overflow, or private lower-level living arrangements. Step outside into your own private resort. The outdoor living space centers around a stunning 20'x40' heated pool with a tanning shelf, diving board, stone waterfall, and expansive patio spaces designed for unforgettable gatherings. Two oversized pavilions create the ultimate setup for outdoor entertaining, celebrations, cookouts, and summer weekends at home. A separate fenced pet area adds even more convenience. For car enthusiasts, hobbyists, contractors, small business owners, or anyone needing serious storage and workspace, the property also includes two detached outbuildings with four additional garage bays, workshop space, water, electric, and slab foundations. This is more than a home - it's a rare opportunity to own a private family compound-style estate with luxury amenities, flexible living options, and unmatched entertaining potential. Home warranty conveys.