Rollingbay Real Estate

Rollingbay Real Estate

Welcome to Rollingbay, a charming neighborhood nestled in the heart of Bainbridge Island, Washington. This idyllic community is located in Kitsap County, offering residents a perfect blend of tranquility and convenience.

Rollingbay is known for its picturesque surroundings, with tree-lined streets and stunning views of the Puget Sound. The neighborhood exudes a sense of peace and serenity, making it an ideal place to call home for those looking to escape the hustle and bustle of city life.

Residents of Rollingbay enjoy easy access to a variety of amenities, including local shops, restaurants, and parks. The neighborhood has a strong sense of community, with neighbors coming together for events and gatherings throughout the year.

With its close proximity to the water, Rollingbay is a paradise for outdoor enthusiasts. Residents can enjoy activities such as kayaking, paddleboarding, and beachcombing right in their backyard.

Whether you're looking for a peaceful retreat or a vibrant community to call home, Rollingbay offers the perfect balance of small-town charm and modern conveniences. Come discover the beauty and tranquility of Rollingbay on Bainbridge Island.

Newest Listings in Rollingbay

$760,000
3 Beds ⋅ 1 Baths ⋅ 2561405 MLS ⋅ ACTIVE Status
Perfect one-level home with a mix of trees and sunshine, with plenty of gardening space. A very generous lot with room to add a play area or possible ADU, or ? This adorable home has easy access to Rolling Bay restaurants and shops, Fay Bainbridge Park and is located mid-island for both north and south access. Cozy wood-burning fireplace, large windows, sliding doors to private patio and fenced backyard. Attached garage makes unloading groceries right into the kitchen a breeze! The very large, deep 2-stall garage also includes a large workbench and is perfect for home projects. Off-street parking accommodates 3 or more vehicles and makes for entertaining friends effortless. Darling chicken coop conveys!

12249 N Madison Avenue NE, Bainbridge Island

Listing courtesy of COMPASS.

$980,000
2 Beds ⋅ 2 Baths ⋅ 2560227 MLS ⋅ ACTIVE Status
Just moments from the timeless charm of Rolling Bay, this enchanting A-frame evokes an English cottage feel and offers a rare opportunity to live immersed in nature without sacrificing convenience. Tucked behind custom entry gates, over an acre of professionally designed grounds unfold into a private sanctuary where colorful gardens, mature trees, a tranquil pond, and two iconic Little & Lewis fountains create an atmosphere of extraordinary beauty and serenity. The fully fenced property invites peaceful mornings with coffee in the sunshine, leisurely afternoons wandering the gardens, and unforgettable evenings dining outdoors surrounded by blooms, birdsong, and the gentle sound of flowing water. Inside, abundant natural light pours through the home, filling each space with warmth while framing picturesque garden views below and water views from the primary bedroom, guest bedroom, and loft. The farmhouse kitchen, beautifully crafted by Smallwood Construction during a 2019 renovation, blends timeless craftsmanship with everyday functionality, while the bathroom has just been completely renovated in a style that perfectly complements the home's character, offering true move-in-ready peace of mind. The versatile loft provides an inspiring space for an artist's studio, home office, or quiet retreat. Rich in character, exceptional privacy, and storybook charm, this is a home that invites you to slow down, breathe deeply, and fall in love with every season.

12231 Sunrise Drive NE, Bainbridge Island

Listing courtesy of The Agency Bainbridge Island.

$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.

$1,195,000
3 Beds ⋅ 3 Baths ⋅ 2554492 MLS ⋅ ACTIVE Status
Middle Island Modern Tree House now available. Be blown away by the peace and serenity of living in the woods. Located on a dead-end street, surrounded by trees and plantings, you will know the minute you walk the entryway that this home is different. The home is multileveled, but all the bedrooms share a floor. Upstairs features incredible built-ins, bamboo floors, kitchen with an island, dining and traditional living rooms with access to a deck that overlooks the nature out every window. The main floor is 3 beds, 2 baths and an open office/den/study area that is so cool and versatile. Unique window shapes and skylights flood the whole house with light. The basement has a HUGE rec room with more built ins, its own shop/bonus room and access the lower yard. You can drive around and park below, new septic tank added in last 4 years, recently rented but absolutely ready to move into and enjoy. The lot is very big with over half an acre, with an upper and lower area. Outdoor patio, firepit and space for your cars/toys/boats. The coolest home on the island under $1.2M. Only 10 minutes from the Ferry and Eagle Harbor but feels like living in the woods.

9375 NE Eric Avenue, Bainbridge Island

Listing courtesy of MacPherson's Real Estate Serv..

$1,299,000
4 Beds ⋅ 3 Baths ⋅ 2546858 MLS ⋅ ACTIVE Status
Tucked away at the end of a quiet dead-end street, this Bainbridge Island property offers a secluded setting situated on a 200,376-square-foot lot, just minutes from the ferry. The primary residence is a 2,400-square-foot, two-story home featuring a cement planked exterior, a southwest-facing orientation, and a deck for taking in the territorial views. The property also includes a partially fenced yard, an attached 2-car garage, and a detached 800-square-foot dwelling with 2 beds and 1 bath. This separate, self-contained living space offers versatile options for guest accommodations or rental income potential. Recent seller updates include new paint, updated hardware, and brand-new gutters. Inside, the home features a blend of engineered hardwood flooring and carpeting. Don't miss out on this absolute gem of a property—come see it for yourself and experience this beautiful island retreat!

10953 N Madison Avenue NE, Bainbridge Island

Listing courtesy of Windermere Real Estate/East.

$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.

$928,000
2 Beds ⋅ 3 Baths ⋅ 2531061 MLS ⋅ ACTIVE Status
Graceful and refined, this newly completed 2024 residence offers a rare opportunity to own a thoughtfully designed home in one of Bainbridge Island’s most coveted enclaves. Defined by clean architectural lines and a sophisticated modern aesthetic, the home balances understated elegance with everyday livability, creating a setting equally suited to full-time residence or an effortless weekend retreat. Moments from Manitou Beach, the location invites a lifestyle shaped by the water—morning paddles, sunset views across Puget Sound, and ever-changing vistas of Seattle and Mount Rainier. In nearby Rolling Bay, a collection of charming cafés, artisan shops, and beloved local restaurants lends a sense of community and timeless island appeal. The main living level, positioned on the second floor, is bathed in natural light and designed with intention—offering a seamless flow between kitchen, dining, living, and office spaces. Upstairs, two serene en suite bedrooms provide privacy and comfort, each appointed with refined finishes. A two-car garage, integrated dumbwaiter, efficient mini-split climate system, Lutron lighting, and fiber-connected smart home technology complete the offering. Elegant yet functional, this home presents a compelling blend of modern design and Pacific Northwest tranquility.

10003 Manitou Beach Drive NE, Bainbridge Island

Listing courtesy of Windermere RE Bainbridge.

$839,000
3 Beds ⋅ 2 Baths ⋅ 2510994 MLS ⋅ ACTIVE Status
New Price! At the end of a tree lined drive, you'll find this charming one-level home sited on .7 acres. This home is move-in ready! 3 bedrooms & 2 full baths, formal dining, kitchen nook and generously sized living room. Recent updates include newer kitchen appliances, interior paint including all doors and trim. Features include skylights, vaulted living room, bamboo floors and laundry room. Peaceful & private - partially fenced yard, garden terraces and detached one-car garage. Short distance to Rolling Bay and ferries - the ideal island location!

9820 NE Beach Crest Drive, Bainbridge Island

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

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