Nestled along Bainbridge Island’s northeastern shoreline, Rolling Bay blends rural character with easy island convenience. Known for its gently rolling hills, wooded roads, and laid-back atmosphere, this neighborhood has long been one of the island’s most beloved enclaves. Its mix of historic farmhouses, modern homes, and small-acreage properties gives the area a timeless and welcoming feel.

Many homes sit on half-acre to one-acre lots, with larger parcels offering room for gardens, hobby farms, and even alpacas or goats. Some properties enjoy sparkling water views of Puget Sound, the Cascade Mountains, and the Seattle skyline. Despite its peaceful, country setting, Rolling Bay is less than 10 minutes from downtown Winslow and the Seattle ferry.

At the heart of the neighborhood is Rolling Bay Center, a charming hub that brings locals together. Here you’ll find the iconic Bay Hay & Feed, a home and garden store famous for its organic goods and friendly small-town feel. The center also features Via Rosa 11, a popular Italian café and market, along with the Rolling Bay Café, post office, and several small local businesses.

Outdoor enthusiasts enjoy the neighborhood’s proximity to Manitou Beach, Fay Bainbridge Park, and the Ted Olson Nature Preserve, all offering easy access to the shoreline, trails, and scenic views. The nearby Bainbridge Island Blueberry Co. and Suyematsu Farm add to Rolling Bay’s agricultural roots, offering seasonal berries, pumpkins, and local produce.

Rolling Bay captures the essence of Bainbridge Island living. It is a place where neighbors wave hello, where the rhythm of daily life moves at a gentler pace, and where the beauty of the island’s east side is always just around the corner.