luxury seaside houses for sale San Juan County, United States

40-foot private slip available in Cannery Village Marina. Located in the Town of Friday Harbor, right next to the ferry landing. Slip #5 includes bumpers, power, water, garbage service and a secure gated entrance. These slips are in impeccable condition. New steel pilings were recently installed. A great opportunity to own one of the few private slips in a very convenient location.

Discover a proven income-generating gem in the heart of the San Juan Islands. This successful two-bedroom vacation home offers front-row views of daily marine life—watch whales and passing boats from your expansive, sun-drenched deck. Enjoy sweeping vistas of the water, mountains, and surrounding islands. A private staircase leads directly to your own beach—perfect for kayaking, beachcombing, and peaceful shoreline walks. Inside, large windows in every room showcase the stunning natural surroundings. The home features a spacious living area with rich wood paneling and soaring ceilings, a modern open-concept kitchen, and a luxurious primary suite with a soaking tub, and sauna. Additional highlights include a 2-car garage with a finished bunkhouse and an unfinished basement offering endless potential—think studio, gym, or guest suite. Whether you're seeking a high-return investment or a dream retreat, this property delivers. Every day here feels like a getaway.

Enchanting waterfront estate on San Juan Island with 4+ acres, 468 ft of shoreline a registered mooring buoy and world-class watchable wildlife from every room. Enjoy the exquisite craftsmanship of David Knight with soaring ceilings, radiant floor heat, 100-year-old Douglas fir flooring, and 3 impressive stone fireplaces. With 3,682 sq ft, a detached studio above the 2 car garage, this 3 bed, 5 bath home spacious home offers many special areas to enjoy as a private oasis or with guests. The gourmet kitchen is a chef's dream, equipped with a LaCanche stove, built-in stone pizza oven, custom cabinetry and a private dining room with outdoor entertaining bbq area and deck. Main ensuite bedroom offers granite sinks and a cast-iron soaking tub. Many bonus areas encourage work and relaxation, including a sauna, a music room, and a wine cellar. The exterior is a masterpiece, featuring a curved slate roof accented by copper gutters and valleys. The property boasts over 26,000 gallons of water catchment, stone porches, walkways, fire pits, and sunlit decks perfect for enjoying sunsets. .Fully fenced with an electric gated entrance protects apple, plum, cherry, peach, and Asian pears from deer. Additional amenities include guest studio, 2-car garage, 45x50 ft insulated barn with bath, laundry, high-capacity Advantech septic system, RV hookup and 4x4. 3 miles to Roche Harbor, 0.2 miles to County Park, and 11-min drive into Friday Harbor. Let your island life begin on San Juan Drive.

Extraordinary West Side waterfront (125'), 3/4 ac fenced & gated setting. Single level main house (2232)sq ft), detached ADU 720 sq ft VR permit. 2 car garage has bonus room, studio, workroom. Whales, marine birds & wildlife against a backdrop of the Olympic Mtns and Vancouver Island. Large Ipe decks for outdoor observation points, dining, entertaining and relaxing. Large open kitchen, dining area, great room, large wood burning fireplace. Primary suite; walk-in closet, heated tile floor in bathroom, water views. 2nd bedroom, currently a media room & office, has a murphy bed, full bath with heated floor and multiple closets for storage, laundry/utility room. ADU averages 5 star rating & provides income and a wonderful place for guests. Community beach just down the road offers an excellent kayak launching beach if you like paddling around with the Orcas whales.

Set along the coveted west side of San Juan Island, this extraordinary waterfront estate is a striking expression of contemporary architecture by the renowned firm Bohlin Cywinski Jackson. Privately positioned on 6 sunlit acres in 4 tax parcels with 400 feet of pristine shoreline, the residence offers nearly 6,500 square feet of thoughtfully designed living space where modern design meets the island's natural beauty. Dramatic volumes, floor-to-ceilings glass, and warm natural materials create an atmosphere of understated luxury while framing breathtaking views of Haro Strait and the Olympic Mountains. The main level is anchored by a chef's kitchen, sophisticated great room, and a serene primary suite designed for quiet retreat. The lower level offers inviting guest accommodations, a wine cellar, and flexible hobby or studio space. Completing the estate are a substantial workshop and garage, a fully equipped greenhouse, and fenced gardens — ideal for those seeking both beauty and self-sufficiency. Watch whales pass through Haro Strait, enjoy spectacular sunsets, and experience the rare privacy and tranquility that define San Juan Island's most sought-after west side living.

Rarely does a property combine extraordinary waterfront, protected moorage, exceptional craftsmanship, and breathtaking views. Just minutes from Roche Harbor, this remarkable White Point estate is among the finest waterfront offerings in the San Juan Islands. Set on 2.29? acres across two separate and adjacent parcels, the property features 623? ft of low-bank, southwest-facing shoreline with a walkout beach and peaceful eastern views over a wildlife-rich estuary. Panoramic vistas span Haro Strait to the Olympic Mountains, Victoria, B.C., and neighboring islands, creating a stunning backdrop of passing vessels, sunsets, and abundant marine life. A protected joint-use deep-water dock with a 60-ft float accommodates boats 50+ ft, offering direct access to world-class boating, fishing, kayaking, and island adventures. Enjoy morning coffee while watching seals on the offshore rock and whales pass through these pristine waters. The 3,193? sq ft residence showcases timeless Northwest architecture with massive timber construction, soaring ceilings, stone fireplaces, and walls of glass framing the seascape. Featuring 3 bedroom suites and 5 baths, the home blends rustic elegance with modern comfort. Room Mature landscaping, established gardens, and natural surroundings provide exceptional privacy and serenity. With expansive multi-directional views, protected moorage, abundant wildlife, and rare waterfront, this is a true San Juan Island sanctuary.

Tucked at the end of a quiet lane in sought-after West Sound, this timeless Northwest Colonial captures a refined island lifestyle framed by the calm waters of White Beach Bay, evergreens, and open sky. Set behind a gated drive, the property offers exceptional privacy across two tax parcels totaling 1.35 acres, with stairs leading to a fully accessible waterfront—an increasingly rare and coveted feature. Built in 1990, the 3,800+ sq. ft. residence blends classic architecture with warm, inviting interiors. Expansive gathering spaces, a thoughtfully designed kitchen, and quality craftsmanship throughout create a home that lives as comfortably as it entertains. Three bedrooms, including two ensuites, two bonus rooms and 4.5 baths provide flexibility and privacy for both residents and guests. Outdoor living is equally compelling, with two spacious decks and a hot tub positioned to take in the setting. A striking water-filled quarry forms a dramatic natural backdrop, framed by rugged stone and evergreens, and serves as a non-potable water source for landscape irrigation. An attached two-car garage adds convenience, while the surrounding grounds offer a true sense of seclusion. Located just moments from West Sound Marina, the West Sound Community Club, Orcas Island Yacht Club, and waterfront dining, this property delivers a rare balance of timeless design, functional amenities, and effortless connection to the island’s coastal lifestyle.