Perched on a rare and private point of San Juan Island, this architecturally significant waterfront estate offers an exceptional blend of design, scale, and lifestyle. Encompassing 3 parcels and 640± feet of shoreline, the property captures sweeping waterviews framed by Mt. Baker, with walls of glass that bring the ever-changing seascape into every living space and a setting surrounded by water on three sides. The 4,120± sf main home is thoughtfully designed with a refined yet livable layout, offering 3 bed/4 baths and multiple flex spaces for office, media, or guest use. The primary suite is a serene retreat, evoking the feeling of being on a boat with expansive waterviews, a walk-in closet, and spa-inspired 5-piece bath. Medium bank waterfront with accessible shoreline invites paddleboarding and kayaking, while low tide reveals a beach ideal for exploring, with crabs under rocks and a hidden cave. A permitted mooring buoy accommodates up to a 45' boat. Includes an additional waterfront lot for future development or privacy. A detached 3-car garage is complemented by an 864± sf ADU studio, ideal for guests or income potential. Walking distance to the San Juan Golf & CC and a short bike ride to town, with a compliant vacation rental permit for added flexibility and investment appeal. A truly rare waterfront legacy property!

Step into timeless elegance with this extraordinary Estate on coveted Henry Island, just moments from Roche Harbor and adjacent to The Seattle Yacht Club. Gracefully designed with classic symmetry, stately columns, and refined architectural detail, this home evokes the charm of a bygone era while offering modern luxury in a breathtaking island setting on 2 lots. A grand entry welcomes you with soaring ceilings, sweeping sight-lines, and an abundance of natural light. Thoughtfully designed living spaces feature rich millwork, expansive windows, and elegant proportions—perfect for both intimate living & sophisticated entertaining. The gourmet kitchen blends form and function with high-end appliances,, a generous prep area on the monolithic island, an abundance of cabinets, a walk-in pantry and sleek stone counters. Then, a seamless flow into formal and casual gathering areas. Televisions tucked away behind custom cabinetry in the great room and solid wood floors grace the main floor and beyond. Upstairs, the primary suite is a true sanctuary—framed by tranquil views and finished with exceptional attention to detail. A luxurious spa-inspired bath, generous banks of closets, and direct access to the wraparound porches create a seamless blend of comfort and elegance. For the ultimate in modern convenience, a concealed ceiling-mounted television descends at the touch of a button, preserving the room’s clean, refined aesthetic. Every element of this remarkable retreat reflects thoughtful design and uncompromising quality. An additional ensuite retreat offers comfort and privacy with its own private lanai, while a charming attic bonus bedroom provides extra space for guests. For those seeking even more accommodations, the beautifully restored original 1920s cottage serves as a delightful guest haven—complete with its own kitchen, bedroom, and bath. An inviting artist’s studio adds a unique touch, creating the perfect space for creativity, crafts, games, & gathering. Lots 1 & 2 share a private dock located on Lot 1, offering convenient waterfront access, while Lot 2 provides ample space for the potential development of an additional residence. The property is fully fenced, with separate enclosed areas surrounding both the main home & guest cabin. Designed with self-sufficiency in mind, the property features an impressive 30,000 gallons of rainwater catchment storage. Both the main residence and guest cabin are equipped with lift stations, and an advanced water treatment system filters rainwater at the downspouts before it enters the storage tanks, ensuring a clean, efficient, and thoughtfully engineered water system throughout.The estate unfolds into beautiful, lush grounds, where covered verandas and sun-drenched terraces invite you to relax and take in the peaceful surroundings of the San Juan Islands. This rare offering combines New Orleans grace with PNW splendor & is truly an exceptional opportunity to own a one-of-a-kind legacy property near Roche.

Imagine your 2026 4th Of July celebration right here, watching the amazing firework display at Roche from your dock! Perched along the coveted shores of Henry Island, this exceptional waterfront retreat captures sweeping views across sparkling waters to Roche Harbor and beyond. A rare offering, the property features a deep-water, shared dock, providing effortless access for boating, crabbing, fishing, and spontaneous sunset cruises. The home is thoughtfully positioned to embrace its breathtaking surroundings, with expansive windows that frame ever-changing marine vistas—boats gliding by, seabirds soaring, and the harbor lights twinkling at dusk. Two bedrooms on the main plus a sleeping- play loft above. The kitchen has beach-cottage cabinetry, a breakfast bar and a spacious dining area. The great room gets cozy with ambiance of the wood burning fireplace plus there’s another wood stove in the primary suite for a relaxing Winters night. Open-concept living spaces flow seamlessly to a generous outdoor, newer composite deck, creating the perfect setting for summer gatherings or quiet mornings with coffee and sea air. Designed for both comfort and convenience, the property offers cabin chic finishes, inviting gathering spaces, and private retreats for guests and family alike. Whether you envision a full-time island lifestyle or a legacy getaway, this property delivers the ultimate San Juan Islands experience—privacy, protected moorage (30'), and postcard-worthy views just minutes from Roche Harbor Resort. A rare opportunity to own premier waterfront with deep-water moorage in one of the San Juans’ most sought-after locations. You could not build this property for this price today! All this and much more. Call for your private tour today.

Beautiful Craftsman Home, Thoughtfully designed home blends comfort, style, and natural light. Vaulted ceilings and sun-filtered rooms create an airy, welcoming atmosphere throughout. The gourmet kitchen features custom built-ins and opens to a private deck—perfect for morning coffee or evening dining. A second deck extends from the primary bedroom. A center porch from the living room opens up with steps leading down to the golf course. Includes whole house water filtration system. The main home includes 3 bedrooms and 3 bathrooms, with a spacious living room centered around a stunning stone fireplace and attached 2 car garage. A separate 791 sq. ft. studio provides exceptional flexibility, two separate rooms for shower and half bathroom. Includes deck, patio and garden area—ideal for guests and hobbies. Located on the 1st fairway and close to the first green of the San Juan Golf & Tennis Club, this property offers direct access to a charming 9-hole semi-private course open to the public. A rare opportunity to enjoy comfort, craftsmanship, and a coveted golf-course setting.

Nestled on nearly 2 acres on Big Henry Island’s west side, this Northwest Contemporary waterfront estate offers sweeping views of the Salish Sea and Canadian Gulf Islands. Accessible by private boat or seaplane, and just minutes from Roche Harbor, this Alan Liddle–designed home blends modern elegance with rustic charm. Vaulted, wood-beamed ceilings frame stunning island vistas. Enjoy 200± feet of private waterfront with a registered mooring buoy and a 30' boat slip. Separate guest quarters include a full kitchen and two bedrooms. Experience the ultimate Northwest island lifestyle—serene, secluded, and perfect for fishing, beachcombing, and coastal adventure.