Storybook Coastal Cottage with Stunning Chesapeake Bay Views. Step into the pages of a classic seaside tale with this meticulously and thoughtfully renovated SEA CAPTAIN’S HOUSE, nestled in a private community on Gwynn’s Island. With sweeping views of the Chesapeake Bay, this timeless 1910 coastal cottage offers a peaceful escape from life’s daily hustle. Every detail of this 3-bedroom home (approximately 1,800 square feet) reflects the charm of a bygone era. Vintage trim and original hardwood floors, bring warmth and authenticity to the space. Offered FURNISHED, (with the exclusion of a few of seller's personal pieces). The home is decorated with period antiques, preserving its historic character while providing comfort and style. Relax in the cozy living room, anchored by a classic fireplace, or gather in the spacious, well-equipped eat-in kitchen—perfect for multiple cooks and lively conversations with friends and family. The sun-drenched four-season porch room has ample room for dining, making it an ideal spot for entertaining while overlooking the picket-fenced lawn and beautifully landscaped grounds. Set on 1+ acres, you will enjoy outdoor living on the deck, or take a short stroll to the water’s edge and a DEEDED SAND BEACH—ideal for quiet reflection or a day of fun in the sun. Picture perfect garage could become guest quarters. Located just minutes from the quaint village of Mathews, known for its renowned local dining, charming boutiques, antique shops, and welcoming community. Nearby attractions include New Point Comfort Lighthouse, local beaches, farmers markets, museums, and just a 15-minute drive to the village of Gloucester for regional shopping and services. Operated as a successful VRBO. A rare opportunity to own a piece of coastal history in pristine condition—this very special home invites you to slow down, soak in the views, and embrace the Chesapeake Bay lifestyle.