Gracious Country Living Meets Modern Luxury at Aquinnah. Welcome to this extraordinary 1860 estate nestled in the heart of Orange County Hunt territory minutes from both Middleburg and route 66 access. Thoughtfully restored and seamlessly expanded, this 7-bedroom, 8 full and 2 half-bathroom residence is a rare blend of historic charm and sophisticated amenities. Spectacular views all the way from Ashby Gap to Cobbler Mountain! From the heated indoor lap pool and hot tub to the tennis courts with a fully equipped tennis house, this home is designed for both relaxation and recreation. The chef's kitchen features double islands, a butler's pantry, heated floors, and a built-in wine fridge””ideal for both intimate gatherings and grand entertaining. A Sonos sound system graces the main level, while five fireplaces offer cozy elegance throughout. An attached private suite with separate entrance, a charming guest space/home offices with one full bathroom, kitchen, and multiple upstairs rooms (also with high speed internet). For the equestrian lovers, a professional barn with a heated and air-conditioned 2-bedroom apartment create generous guest accommodations. The barn is also equipped with run-ins equipped with fans, automatic waterers