Rolling Bay Real Estate

Welcome to Rolling Bay, a charming neighborhood nestled on the picturesque Bainbridge Island in Kitsap County, Washington. Known for its serene ambiance and stunning waterfront views, Rolling Bay offers a perfect blend of natural beauty and community spirit, making it an ideal place for families, retirees, and anyone seeking a peaceful retreat.

This quaint neighborhood is characterized by its lush greenery, vibrant gardens, and cozy homes that reflect the island's unique architectural style. Residents enjoy a relaxed lifestyle, with easy access to the enchanting beaches and parks that dot the coastline. Rolling Bay is just a stone's throw away from the bustling heart of Bainbridge Island, where you’ll find delightful shops, artisanal cafes, and a thriving arts scene.

One of the standout features of Rolling Bay is its strong sense of community. Neighbors often come together for local events, farmers' markets, and community gatherings, fostering a friendly atmosphere that makes it easy to forge lasting friendships. The area is also home to top-rated schools, ensuring that families have access to quality education.

For outdoor enthusiasts, Rolling Bay offers a plethora of recreational activities. Enjoy kayaking in the calm waters of Puget Sound, hiking the scenic trails of nearby parks, or simply taking a leisurely stroll along the waterfront. With its breathtaking sunsets and tranquil surroundings, Rolling Bay is not just a neighborhood; it’s a lifestyle that embraces the beauty of nature and the warmth of community.

Discover the charm of Rolling Bay, where every day feels like a vacation, and the beauty of Bainbridge Island is right at your doorstep.

Newest Listings in Rolling Bay

$795,000

2 Beds ⋅ 3 Baths ⋅ 2560447 MLS ⋅ ACTIVE Status

Super Quiet 2 bed, 2 bath Home with .96 Acre in Rolling Bay. Fantastic Single family Home in a treehouse setting. Flexible 2 Bed 2 Bath Home. Full Kitchen on main level as well as lower level. A Deck Connects the separate detached 600 sqft+- bonus artists' Studio with bathroom located on the main Level as well. Almost a full acre with mature garden and trees. 1616 Sqft Main House with adjacent Studio/Shop across the deck. Main Level filled with Sunlit glass, skylights, and vaulted for airy feel. .96 Acre Lot is lush with several nooks. Great Light and trees make for a wonderful place to live.

11469 Kallgren Road NE, Bainbridge Island

Listing courtesy of Charter Real Estate.

$1,250,000

3 Beds ⋅ 2 Baths ⋅ 2558797 MLS ⋅ ACTIVE Status

Tucked away on a quiet lane just moments from the heart of Rolling Bay, this thoughtfully updated rambler offers the comfort and convenience of true one-level living in one of Bainbridge Island’s most cherished neighborhoods. Designed for effortless daily life, the flowing floor plan is complemented by vaulted ceilings and expansive windows that fill the home with natural light, creating inviting spaces for both everyday living and easy entertaining. The home showcases beautiful hardwood floors, a thoughtfully remodeled kitchen and bathrooms, and numerous system and appliance upgrades, offering the confidence and comfort of a home that has been meticulously cared for. Every improvement has been made with an eye toward quality, comfort, and lasting value. Outside, the grounds are a true gardener’s retreat, featuring mature landscape design, colorful garden beds, and a remarkable collection of nine Japanese maples that create beauty throughout the seasons. Whether enjoying a quiet morning on the patio or tending the gardens, every space has been thoughtfully designed to embrace Bainbridge’s natural surroundings. Just a short stroll to the cafés, market, beaches, and community gathering places of Rolling Bay, this location offers the perfect blend of peaceful privacy and everyday convenience. A rare opportunity to enjoy refined, move-in-ready, one-level living in one of Bainbridge Island’s most beloved neighborhoods.

11471 Kallgren Road NE, Bainbridge Island

Listing courtesy of COMPASS.

$1,028,000

3 Beds ⋅ 2 Baths ⋅ 2557144 MLS ⋅ ACTIVE Status

Life is a little sweeter on Knight Road. Tucked on a shy half-acre in one of Bainbridge Island’s most desirable locations, this inviting 3-bedroom, 2-bath home offers the perfect blend of comfort, flexibility, and convenience. A spacious bonus room adapts to your lifestyle—media room, home office, playroom, or guest retreat—while the expansive deck becomes the true centerpiece of the home, showcasing sweeping territorial water views with Mt. Baker on the horizon, creating a stunning backdrop from morning coffee to glowing sunset evenings. Whether you’re entertaining outdoors, unwinding after a long day, or simply taking in the ever-changing light over the water and mountains, the view is a daily reminder of why island living is so special. Just minutes from Rolling Bay’s beloved Bay Hay and Feed, Rolling Bay Winery, Via Rosa restaurant, and several everyday conveniences, with easy access to Hwy 305, the Seattle ferry, and on the bus route for stress-free commuting. Island living has never been this effortless—or this beautiful.

10109 NE Knight Road, Bainbridge Island

Listing courtesy of Realogics Sotheby's Int'l Rlty.

$880,000

3 Beds ⋅ 2 Baths ⋅ 2548025 MLS ⋅ ACTIVE Status

Warm, inviting, and well located in the Rolling Bay area, this Bainbridge home offers comfort, character, and flexibility in a setting that feels tucked away without feeling remote. Set on a shy half-acre, the property includes mature trees, a covered front porch, generous back deck, natural surroundings, and an outdoor fire pit area. Bay Hay & Feed, Rolling Bay Cafe, Fay Bainbridge Park, schools, and trails are nearby, while Winslow and the Seattle ferry are less than a 10-minute drive away. Inside, vaulted ceilings, skylights, hardwood floors, and natural light create an open, welcoming feel. Recent finish updates include a refreshed kitchen with quartz counters, upgraded farm house sink, porcelain tile flooring in the kitchen and baths, new wool carpet in the bedrooms, updated lighting, and refreshed hardware throughout. The main level offers comfortable living and dining spaces plus a main-floor primary suite, with two additional bedrooms upstairs. A home that makes island living feel easy.

10095 NE Knight Road, Bainbridge Island

Listing courtesy of Realogics Sotheby's Int'l Rlty.

$395,000

2540800 MLS ⋅ ACTIVE Status

Build your dream home on this exceptional one-acre parcel in one of Bainbridge Island's most sought-after locations. Situated at the corner of Valley and North Madison Road, this level, beautifully wooded property offers a rare combination of privacy, natural beauty, and convenience. Abundant natural light fills the property throughout the day, particularly in the backyard, where the sunshine is even more remarkable than the photos can capture. Just moments from the charm and amenities of Rolling Bay, this special parcel provides the perfect balance of tranquility and accessibility. With quality land becoming increasingly scarce on Bainbridge Island, opportunities like this are few and far between. Create your ideal island retreat in a setting that offers both timeless beauty and everyday convenience.

113 xx North Madison Avenue NE, Bainbridge Island

Listing courtesy of Windermere RE Bainbridge.

$2,095,000

4 Beds ⋅ 6 Baths ⋅ 2483846 MLS ⋅ ACTIVE Status

Tucked into 1.4 privately landscaped acres in Sunrise Meadows, this Award of Excellence estate represents the deliberate, unhurried life that draws people to Bainbridge; mature gardens, & easy access to Seattle ferry. The primary living space (Zillow floor plan) of approx. 4300 sq ft lives cozy. Above the 3-car garage, included in the sq ft is a separate, approx. 1100 plus sq ft (Zillow floor plan) bonus space w/vaulted ceilings, bedroom, bath, & living area offering compelling flexibility as a mother-in-law suite, private guest quarters, & additional space for a home gym, or creative studio. Access from outside or interior garage stairs. Chef's kitchen w/European appliances including Sub-Zero refrigerator & Thermador range, center island w/counter seating opens into a warm wood-paneled living rm w/built-in bookshelves & fireplace. Outside, a large granite patio w/dramatic stone fireplace & wood-fired oven sets the stage for year-round entertaining & Northwest living at its best. Custom millwork, cherry cabinetry, coffered & tray ceilings, & marble/granite finishes reflect the craftsmanship throughout. The primary suite's covered balcony overlooks gardens & greenbelt backdrop, with a spa bath featuring heated marble floors, soaking tub, & dual waterfall marble shower. A lower level w/home office/bedroom & bath. Four bedrooms & 4.75 baths round out a home that is impeccably maintained & thoughtfully designed for exactly this life on Bainbridge Island.

13364 Bridgestone Court NE, Bainbridge Island

Listing courtesy of Sound Counsel Realty.

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