Two properties, one extraordinary opportunity. Tucked away on Sonoma's coveted east side, 1050 Castle Road and 19270 7th Street East present a truly rare opportunity to own two adjoining properties totaling just under 1.25 +/- acres in one of Wine Country's most desirable locations. Surrounded by mature oak trees, a seasonal creek, and usable level land, this unique offering combines architectural character, privacy, and remarkable flexibility just minutes from Sonoma Plaza, wineries, hiking trails, and the best of Sonoma Valley. The primary residence on Castle Road is a striking barn-inspired home that blends naturally into its wooded surroundings. Defined by soaring pitched rooflines, vertical wood siding, and expansive walls of glass, the home embraces a contemporary interpretation of rustic Wine Country architecture. Inside, numerous sliding glass doors connect the interior to balconies, patios, and the surrounding landscape, creating seamless indoor-outdoor living throughout the home. Designed for both entertaining and everyday comfort, the lower level opens naturally to outdoor gathering spaces while the attached garage provides generous storage and convenience. Recently refreshed with a newly painted interior, the home offers an ideal canvas for its next owner. The adjoining parcel on 7th Street East expands the possibilities even further. Featuring a charming rustic cottage with two independent living spaces and additional storage buildings. The second property offers exceptional flexibility for guests, multigenerational living, rental opportunities, creative studios, or future expansion. The combined acreage is beautifully shaded beneath a canopy of mature oaks with open areas suitable for a boutique vineyard, gardens, orchard, or additional recreational amenities. A seasonal creek winds through portions of the property, enhancing the peaceful natural setting while nearby hiking trails and world-renowned wineries place the very best of Sonoma Valley just moments away. Offering two separate residences on two separate parcels, generous usable land, and an exceptional east side location, this is a unique opportunity to create a private Wine Country compound unlike any other.