Steeped in history and timeless country charm, Homestead Farm dating back to 1782 and the namesake of Homestead Road is one of Tewksbury’s most picturesque preserved equestrian estates. Set on 26 serene acres surrounded by thousands of acres of farmland in a valley of preserved land with equestrian trails, the property overlooks a stunning stream-fed pond w/ a waterfall and sweeping pastoral views. The historic stone barn features 8 stalls, a tack room, a 80′ x 140′ indoor arena with a 10′ x 25′ viewing room, and 14 outdoor paddocks, 4 of which have run-in sheds, a large 300′ x 100′ outdoor riding area, a round pen for lunging, creating an exceptional equestrian setting.The farmhouse blends historic character with inviting living spaces, including wide-plank pumpkin pine floors, 3 fireplaces, a formal dining room, and a sun-filled family room w/ walls of windows framing the pond and gardens. The spacious primary suite offers a soaking tub and walk-in closet. An oversized bluestone patio draped in wisteria provides a breathtaking setting for entertaining or quiet relaxation beside the pond that has been cherished by generations for 244 years. In addition to the timeless farmhouse, there is a charming standalone flex space currently used as an artist’s studio, featuring vaulted ceilings, original hand-hewn beams, and an oversized Palladian window overlooking acres of paddocks. A rare blend of heritage, craftsmanship, and equestrian excellence, Homestead Farm is a MUST SEE!