Welcome to your Eastern Shore escape—where timeless charm meets modern convenience on over four beautifully private acres in the heart of Quaker Neck. Just a short drive from historic Chestertown, this double-lot property invites you to embrace a slower pace, with all the major updates already completed: new septic, HVAC, and roof in 2021, plus thoughtful improvements through 2025 including a designer kitchen appliance package, new windows and doors, a stunning new upstairs hall bath, upgraded electric, water treatment system, gutter guards, crawl space encapsulation, and lightning-fast fiber optic internet. Inside, the home unfolds with warmth and versatility. A vaulted-ceiling dining room sets the stage for intimate dinners or festive holiday gatherings. The four-season sunroom, just off the living room, brings the outdoors in with peaceful views and year-round natural light. Cozy up in the den by the wood-burning fireplace, or gather in the spacious family room around the pellet stove—both perfect for relaxing evenings and snowy days. With four comfortable bedrooms, there's space for everyone, including a private primary suite that offers a true retreat with its luxury en suite bath. Whether you're hosting summer crab feasts or crisp autumn poolside evenings, the heated in-ground pool is ready to anchor your best memories. The detached workshop is ideal for storage or hobbies, and the pool house keeps all the essentials tidy and accessible. Even your four-legged family members have a space of their own in the fully outfitted kennel—ready for pets or easily repurposed as a charming chicken cottage. Surrounded by trees with farmland views in every direction, this hidden gem offers serenity and space without sacrificing proximity. For those seeking a home where lifestyle, comfort, and convenience converge—this one is ready to welcome you home.