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$7,690,000
3 Beds ⋅ 5 Baths ⋅ 2557051 MLS ⋅ ACTIVE Status
First time ever offered, this extraordinary waterfront estate represents the pinnacle of San Juan Island living. Perfectly positioned at the end of Yacht Haven, this private 1.76± acre legacy property offers 389 feet of shoreline, owned tidelands, a mooring buoy, and an exceptional private year-round deep-water dock with approximately 64 feet of outside moorage and 58 feet inside the floats— the perfect setting to host unforgettable waterfront gatherings with friends. The 4,638 SF residence was thoughtfully designed to embrace the beauty of its surroundings, featuring soaring ceilings, open-concept one-level living, expansive entertaining spaces, an office/flex room, and walls of glass framing captivating bay views. Beautifully landscaped grounds blend seamlessly with the natural setting, while a detached outbuilding offers versatile space for vessel storage, recreational equipment, a workshop, and additional storage. An attached three-car garage and automatic whole-house generator provide exceptional comfort and peace of mind. A second parcel includes a charming 980 SF guest cottage with two bedrooms, 1.5 baths, a full kitchen, and a private view deck. Located just inside Garrison Bay with quick, protected access to open water, enjoy world-class salmon fishing, crabbing, whale watching, island cruising, and kayaking from your private dock. Whether departing by yacht or arriving by floatplane, every arrival feels like a getaway and every day is lived on the water.

28 Fir Lane, Friday Harbor

Listing courtesy of Coldwell Banker Bain.

$1,990,000
3 Beds ⋅ 3 Baths ⋅ 2551797 MLS ⋅ ACTIVE Status
Discover the extraordinary Island Lifestyle you've been dreaming of! This stunning NW contemporary home on Lopez Island is an estate on 7 private acres with breathtaking panoramic views of Puget Sound, San Juan Islands, passing ferries, and Cascade mountains. Custom designed to embrace its spectacular setting, this 3,917-square-foot residence showcases soaring vaulted ceilings, exposed timber beams, impressive 10-foot doors, radiant heated floors and walls of glass bring the outdoors in! The gourmet chef's kitchen features custom cabinetry, granite counters, double ovens, and generous gathering spaces for entertaining. Three gas fireplaces create a warm ambiance, while expansive view decks provide unforgettable sunsets and ever-changing marine vistas. A loft retreat offers the perfect office and reading sanctuary. The versatile lower level offers a beautifully finished living suite for guests, multigenerational living, or rental income, plus a light-filled artist's studio. Outside, unwind in the spa, rinse off in the outdoor shower after a day at the beach, or enjoy the greenhouse, fenced gardens, mature fruit trees, and peaceful surroundings. The heated garage doubles as a dream woodworking shop and exercise studio. Home is wired for a generator. Most furnishings included! Just a short walk to the beach and minutes from the Village, ferry terminal, and Odlin Park, this exceptional estate offers the perfect blend of luxury, privacy, and the timeless beauty of island living.

259 Willbrook Lane, Lopez Island

Listing courtesy of John L. Scott, Inc..

$7,900,000
4 Beds ⋅ 7 Baths ⋅ 2543410 MLS ⋅ ACTIVE Status
Extraordinary generational Blakely Island beachfront estate with remarkable sun-drenched southern exposure. This exceptional private estate offers a rare blend of luxury and serene island living. Designed as a private retreat, four distinct coastal structures and the accompanying airport hangar balance comfort, entertainment, natural beauty for multiple generations with convenient access. The main house showcases refined craftsmanship with custom inlaid hardwood floors, a sun-filled living area with pool table and full bar, two ensuite bedrooms, kitchen, dining area, steam room, and an expansive deck with sweeping views. Steps from the hundreds of feet of private shoreline, the beach house delivers an immersive coastal experience: open-concept living and dining, a marble bar, state-of-the-art sound and lighting, and nano doors opening to a wraparound deck where the rhythm of the sea becomes part of everyday life. A large hangar at the neighboring airstrip rounds out the estate—ready to house your aircraft, boat, or an impressive collection of toys and recreational gear. This south-facing retreat is more than a property—it's a legacy estate in the San Juan Islands.

450 Eagle Bay Road, Blakely Island

Listing courtesy of COMPASS.

$1,650,000
4 Beds ⋅ 3 Baths ⋅ 2544613 MLS ⋅ ACTIVE Status
Lopez Village Vibrancy Meets West-Facing Waterfront Serenity. A rare blend of peaceful waterfront retreat and Village life. Enjoy car-free access to restaurants, shops, the Farmers Market, and community events—all from your own west-facing shoreline. Designed for hosting, this light-filled 4-bed, 3-bath home captures dramatic views of San Juan Channel, the entrance to Fisherman Bay, and passing ferries. The main level features a wall of windows, open kitchen/living/dining areas, a bath, den, and office. A 2-car garage stores all your island toys. Upstairs, all four bedrooms sit on one level. The primary suite offers panoramic water views, a walk-in closet, and a spa-like ensuite with soaking tub and separate shower. Three additional bedrooms and a full bath provide ample space for everyone. The expansive deck delivers front-row views of passing boats, basking seals, and soaring eagles by day, spectacular sunsets over the water come evening, and lighted ferries gliding by at night. A gazebo, fenced yard, and raised garden beds round out the grounds, and a private staircase drops directly to your own beach and tidelands. A mature willow and tall hedge buffer the street. Don't miss this rare opportunity to own one of Lopez Village's coveted waterfront footprints.

405 Lopez Road, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$28,000,000
9 Beds ⋅ 11 Baths ⋅ 2530572 MLS ⋅ ACTIVE Status
Perched high above the active waters of the Haro Strait with commanding westerly views to Victoria, this once-in-a-generation San Juan Island estate is the definition of a legacy holding. Encompassing over 22 acres, the gated property offers extraordinary privacy, resort-caliber amenities, and an uncompromising connection to the sea and sky. Designed as a passion project for hosting on a grand scale, the nearly 12,000 square foot residence lives entirely under one roof, where every bedroom suite opens to its own deck and captures breathtaking water views. Immaculately maintained and updated to 2026 technology standards, the estate features two wells, formal cutting gardens, a sports court, separate maintenance facilities, fully irrigated and curated grounds, and nearly a mile of private trails with serene viewpoints throughout. The dedicated whale watching room is unforgettable yet overshadowed by the setting itself. Secure, timeless, and built for generations to gather, celebrate, and retreat above it all. A World-class destination available for the first time.

Friday Harbor

Listing courtesy of Real Residential.

$2,495,000
3 Beds ⋅ 5 Baths ⋅ 2524982 MLS ⋅ ACTIVE Status
Generational Living At It's Best with 2 houses on 440+ feet of waterfront with deep water dock share & private buoy + 2 additional separate tax parcels for future building. Everything you need for a family compound. The main home has vaulted ceilings with skylighted entry, clear fir trim, oak floors, tons of built-ins & storage, 2 woodstoves & flexible spaces. The kitchen overlooks the Great Room and boasts double ovens, separate Thermador cooktop, SubZero refrigerator, oak cabinets and walk-in pantry. The snooker table room with wood stove and deck door is as versatile as your imagination. Lower level spacious, ensuite primary bedroom incl separate closets with built-in dressers & office/exercise area. Extra 3/4 bath off the laundry room with exterior door to scrub down after a day on the boat. Both houses have view decks with enviable panoramas to wile away an afternoon. Second home (1044 sqft) built in 1982 has 2 bedrooms & 2 baths with wood stove, built-in dressers & laundry. Adjacent to the circle driveway is a detached 2 car garage with separate shop & wood storage carport. A very natural and private 17+ acres incl terraced waterfront, rocky outcrops, mature woods & sunny pasture. Close to Lopez Hill trails. Listed below assessed value.

470 Bonanza Drive, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$5,630,000
4 Beds ⋅ 6 Baths ⋅ 2519354 MLS ⋅ ACTIVE Status
Enchanting waterfront estate on San Juan Island. 4+ acres, 468 feet of northwest-facing shoreline, with a registered mooring buoy. An exceptional custom-built home crafted by artisan David Knight features an enchanting main residence, a studio over a 2-car garage, and a 45x50 ft insulated barn with bath and 10x8 ft doors for easy vehicle access. The residence showcases exquisite craftsmanship, soaring ceilings, radiant floor heat, 100-year-old Douglas fir flooring, and 3 impressive stone fireplaces. 3,682 sq ft home, with 3 bedrooms, 3.5 bathrooms, and bonus rooms. A gourmet kitchen is a chef’s dream, equipped with a LaCanche stove, built-in stone pizza oven, and custom cabinetry. The main ensuite bedroom offers granite sinks and a cast-iron soaking tub. Numerous inspiring 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 27,000 gallons of water catchment, stone porches, walkways, fire pits, and sunlit decks perfect for enjoying sunsets. It is fully fenced, with an electric gated entrance and apple, plum, cherry, peach, and Asian pear. Additional amenities include a high-capacity Advantech septic system, RV hookup. Conveniently located just 3 miles from Roche Harbor, 0.2 miles from County Park, and an 11-minute drive to the Town of Friday Harbor. Begin your Island life on San Juan Drive.

702 San Juan Drive, San Juan Island

Listing courtesy of Coldwell Banker Bain.

$2,995,000
5 Beds ⋅ 4 Baths ⋅ 2517929 MLS ⋅ ACTIVE Status
Perched above the shimmering waters of Kanaka Bay, this beautifully reimagined westside estate captures the essence of refined San Juan Island living. Set on shy 3 acres with 280'± of waterfront, the 2972 sf residence offers an exceptional blend of privacy, luxury, and effortless coastal lifestyle—complete with a gentle path to a stunning beach ideal for kayaking, tidepooling, and memory-making with all ages. Recently updated interior from top to bottom with a designer's eye, the 5-bedroom, 4-bath home showcases a brand-new kitchen featuring custom cabinetry, stone countertops, bar seating, and thoughtfully integrated storage. New hardwood flooring flows throughout, complemented by fresh interior paint and curated lighting that elevates every space. All bathrooms have been fully remodeled with stone surfaces, tile floors, and beautifully finished showers, including a spa-inspired primary suite with dual vanities and a soaking tub designed for relaxation after a day on the water. Generous bedrooms with walk-in closes provide comfort and flexibility for hosting, while the oversized 2-car garage and new systems – including furnace and hot water heater – ensure modern convenience and peace of mind. From golden sunsets over the bay to the occasional passing orca, and frequent visits from fox, deer, and eagles, this is a front-row seat to the natural beauty of the San Juans – an extraordinary opportunity to live immersed in nature without compromising on luxury.

1248 Kanaka Bay Road, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$35,000,000
11 Beds ⋅ 13 Baths ⋅ 2495846 MLS ⋅ ACTIVE Status
Presenting Halftide Farms. A gated 90± acre waterfront estate on San Juan Island, with 650± feet of pristine low-bank beachfront & commanding panoramic views across open water to Mount Baker. Curated over three decades and built by Schultz Miller, the estate spans approx, 19,000± SF across six structures, including three primary residences, The Beach House, The Farm House, and The Field House — each with its own guest cottage, a bunkhouse, game house, & caretaker’s residence. Resort-level amenities include two pools with cabana, tennis & pickleball courts, a 3-hole golf course, four ponds, a greenhouse, & two mooring buoys. Anchored by Friday Harbor & the iconic Roche Harbor Resort, San Juan Island offers world-class yachting, dining, coastal charm, hiking, biking, fishing, crabbing, whale watching, paddleboarding, kayaking, boating, exceptional culinary experiences, & access to quality healthcare. Ranked by Travel + Leisure among the top islands in the continental U.S. for five consecutive years, the San Juan Islands have long captured global attention. What the world couldn’t access until now is this: an estate without equal. Arrive by seaplane from Seattle in approx. 45 minutes, private jet via Friday Harbor Airport or nearby Bellingham Airport, private vessel to your shoreline, or ferry through the San Juan archipelago. Vancouver, BC lies just 60 miles to the north. A rare Washington legacy acquisition for a buyer who thinks in generations.

Friday Harbor

Listing courtesy of The Agency Seattle/Eastside.

$2,785,000
3 Beds ⋅ 3 Baths ⋅ 2503378 MLS ⋅ ACTIVE Status
This is where the noise stops. Perched on the west side with over 180 degrees of open water views, this custom-built estate occupies one of the most sought-after positions in the archipelago. Sheltered by the lee of Henry Island, the orientation delivers dramatic sunsets and calm, unhurried water for your boat — a rare combination on the islands. The main residence has been meticulously maintained and recently transformed: new carpet, heat pump system, and a massive rebuilt wraparound deck, ready for years of enjoyment. Walls of windows pull the water into every room. A private staircase leads down to your tidelands, and 251 feet of deeded shoreline and 2.5 legal parcels convey with the sale. Your mooring buoy is already in the water. There’s even a hidden room in the basement — the kind of detail that makes a house a home. The guest house earns its keep with views that rival the main residence, fully self-contained and privately situated. A dedicated detached office and two garages round out the compound, giving you the infrastructure to actually live here full time. Orca sightings, tall ships at sunset, deeded waterfront and room to expand. All yours.

1501 Yacht Haven Road, Friday Harbor

Listing courtesy of eXp Realty.

$3,950,000
3 Beds ⋅ 5 Baths ⋅ 2501315 MLS ⋅ ACTIVE Status
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!

571 Golf Course Road, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$6,650,000
3 Beds ⋅ 3 Baths ⋅ 2497499 MLS ⋅ ACTIVE Status
Newly constructed modern waterfront residence with unparalleled panoramic 180° views of the Salish Sea. Situated on a rare low bank 0.53 acre lot this is the last home permitted to be built within the 30 foot ordinary, high water mark in San Juan County. Secluded beach, mooring buoy and rare boat launch. 16’ soaring VG fir ceilings, gourmet chefs kitchen, and spa like primary suite with a steam shower. Fossilized limestone, travertine, and European wide plank oak flooring. Granite stone exterior with Roman paver driveway and patio. Tucked at the end of Davison Head and minutes to Roche Harbor, this ultra secluded half acre is a rare and refined haven. Whether boating, or watching wildlife, this is modern waterfront living.

477 Davison Head Drive, Friday Harbor

Listing courtesy of List4FlatFee.com, LLC.

$12,900,000
3 Beds ⋅ 3 Baths ⋅ 2493253 MLS ⋅ ACTIVE Status
Absolutely stunning 28-acre waterfront estate on picturesque Orcas Island. This luxury property combines complete privacy & incredible natural beauty across two waterfront tax parcels with a beautiful main home, separate guesthouse, your own 65-foot protected deepwater dock, two private beaches and a brilliant waterfront pavilion with kitchen, wet bar & fireplace. The masterfully designed main residence features 2 bds & 2 baths and a massive deck all directly on the Salish Sea. Tucked near one of your beaches find the 1-bed, 1-bath guesthouse with full kitchen & fireplace. A large garage & bunkhouse sit above main home while the park-like grounds include a fenced garden, greenhouse and meandering trails along the shoreline.

Orcas Island

Listing courtesy of COMPASS.

$7,950,000
3 Beds ⋅ 4 Baths ⋅ 2493364 MLS ⋅ ACTIVE Status
Poised above the shores of Haro Strait on San Juan Island's coveted west side, this exceptional waterfront estate is a rare fusion of architectural significance and natural beauty. Designed by acclaimed firm Bohlin Cywinski Jackson (BCJ), the residence is privately sited on 6 acres spanning 4 tax parcels with 400’ of pristine shoreline. Nearly 6,500 sf of thoughtfully designed living space showcases timeless contemporary architecture, seamlessly connecting dramatic island landscapes, expansive water views, and refined luxury living. Expansive walls of glass, soaring ceilings, and warm natural materials frame sweeping views of Haro Strait, the Olympic Mountains, spectacular sunsets, and passing whales. Designed for entertaining and everyday comfort, the home features a chef's kitchen, elegant great room, tranquil primary suite, guest accommodations, wine cellar, and flexible hobby or fitness space. Complementing the residence is a detached garage and workshop with a private studio apartment and full kitchen—ideal for guests, extended stays, or creative pursuits. A fully equipped greenhouse, fenced gardens, and open space enhance the property's connection to the land. A rare offering on San Juan Island's most sought-after shoreline, this legacy property delivers exceptional privacy, architectural significance, and an unparalleled waterfront lifestyle.

4415 West Side Road, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$899,000
3 Beds ⋅ 2 Baths ⋅ 2491866 MLS ⋅ ACTIVE Status
Island oasis on 2.5 private acres w/vacation rental permit—a rare find on Orcas! This immaculate 3-bed, 2-bath +bonus rooms home sits at the end of a quiet road, just 2 miles from Eastsound. Surrounded by mature landscaping, privacy fencing, serene ponds, & a gazebo w/fire pit beside a cascading waterfall feature, it’s a peaceful, retreat-ready property w/no HOA/CCRs. Spacious kitchen for entertaining, newer roof, fresh paint, on-demand hot water, soaking tubs, large pantry, walk-in closets, generator hookup, RV/boat parking w/power, large shed w/porch (12x24), tool shed (8x8), sunny garden space, & lower pasture area. Enjoy birds, sunrise/sunset views through expansive windows. Walk to golf course!

168 Jackson Road, Orcas Island

Listing courtesy of True North Realty.

$1,795,000
3 Beds ⋅ 3 Baths ⋅ 2474873 MLS ⋅ ACTIVE Status
SPECTACULAR MARINE VIEW, Victorian Estate with glorious Westerly facing views over East Sound, Turtleback and beyond to Canada. Enjoy the 7.5 park-like, private acres with beautifully landscaped, walled garden, ponds, waterfalls, a gazebo and a greenhouse and walking paths. Should you wish to explore further, you will find easy access to miles of hiking trails and lakes in Moran State Park. This superb, quality home was built by renowned Pearson Construction and features antique light fixtures, hand-painted wall paper, stained glass doors and 1800’s mantels. Modern updates include HVAC, solar panels, full irrigation system and Wolf & Sub-Zero appliances. Walled gardens, covered porches, and a fire pit perfect for outdoor living in the summer, while a Vermont Castings wood stove keeps winter cozy! Minutes from Eastsound amenities yet a world away.

1656 Eagle Ridge Road, Orcas Island

Listing courtesy of True North Realty.

$5,150,000
2 Beds ⋅ 3 Baths ⋅ 2477851 MLS ⋅ ACTIVE Status
Striking contemporary waterfront retreat on Pear Point. The property offers 2.25 acres with 166+/- feet of rocky shoreline with sweeping marine views and privacy, just minutes to town. Exceptional views from every room and hardwood floors throughout. Stunning glass and steel construction with a wall of windows that showcase expansive light and sunrise views of the Channel, Mt Baker, and the other islands. Designed by architect Vasso Demetrious, the home blends modern design with the natural beauty of the San Juan Islands. The multi-level main residence features 2 bedrooms and 2.25 bathrooms. The media room and stunning office both have open views and fireplaces. The office features a built-in sliding wall bookcase. Living space, dining area and kitchen open to large decks that take advantage of views and center around a fireplace. The home features radiant heat, efficiently powered by a geothermal heating system. Convenient state-of-the-art remote control of the lighting, entertainment and security system. There is additional living space that provides flexibility for homeowners or guests with a game room, bedroom, bathroom, and private deck. Access to the guest living space is via connected deck or private garage entry. Nicely finished 3-car windowed garage. The Town of Friday Harbor has ferry and seaplane service and boat moorage, airport, shops, and other amenities. It is a rare opportunity to own a distinctive waterfront estate in an exceptional island location.

2623 Pear Point Road, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$3,799,900
4 Beds ⋅ 5 Baths ⋅ 2409167 MLS ⋅ ACTIVE Status
The iconic contemporary home everyone has been asking about on San Juan Island. Overlooking the Seattle Yacht Club Marina & harbor with spectacular views of Mount Baker. This unique-designed estate was created by architect Anna Howden and sustainably built with striking Cor-Ten steel siding composed of nickel, copper & steel with clear cedar accents on exteriors. Rustic-Modern would be the best description of this multi building estate, designed by a family architect that has a footprint history of island properties designed. The 3,555 SF main residence features an open gourmet kitchen flowing to the living room with views of Mount Baker and marine life. Use of a free-flowing floating staircase or use elevator access to the lower level. Primary suite with full bath, large walk-in closet on main level & half bath. Guest bedroom, a Flex room may be a possible 3rd bedroom, 1 full bath, 3/4 bath on lower level. Detached 1-bedroom apartment building includes a full kitchen, full bath & office/bedroom w/3/4 bath. Apartment ideal for guests with full studio to work-from-home. Two separate attached single-car garages, an On-demand generator for both buildings. Radiant heated floors in both buildings. Zoned Multi-Family for investment income rentals. Guest apartment building currently rented to 12/31/2026 @ $5000/month. Become inspired with the water, marina & mountain views from every room. Additional photos & video tour available. A personal tour will dazzle your imagination.

630 Harrison Street, Friday Harbor

Listing courtesy of Better Properties of San Juan.

$6,150,000
3 Beds ⋅ 4 Baths ⋅ 2401227 MLS ⋅ ACTIVE Status
Property is grandfathered in with its southerly site view of McCardle Bay to the Sound of the San Juans. A private setting of park like gardens established with annuals and fruit bearing species, as well as pathways through the attended evergreen forest. The isolated bay waterfront has an expanse of sandy beach with smooth stones, tide pools and tidal deposits of driftwood. The main house and secondary structures have been upgraded with refined features of East Coast aesthetics, and the owners creative influences of modern architecture. The entire property has been transformed into a tranquil sanctuary, a steward environment, free of any chemical use.

Lopez Island

Listing courtesy of COMPASS.

$2,988,880
4 Beds ⋅ 4 Baths ⋅ 2346156 MLS ⋅ ACTIVE Status
Discover waterfront living with this stunning property and beautiful Griffin Bay views. This spacious home on 3.3 acres, features 3 bedrooms, 3 baths and separate attached apartment with additional bedroom and bathroom perfect for guests. The home includes an office and bonus room, ensuring plenty of space for work and leisure. Attached 2 car garage, porte cochere and detached garage sized for boat and shop, storage space, bathroom, and small home gym w/workout Lululemon Mirror. Stairs lead to a gravel beach & mooring buoy. With a new septic system & private well, fruit trees, swim spa, generator and solar panels, this is a dream property. Two separate parcels, this property is an ideal blend of privacy and accessibility close to town.

111 Baker Lane, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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