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$550,000
1 Beds ⋅ 1 Baths ⋅ 2533781 MLS ⋅ ACTIVE Status
Discover your dream island retreat on Stuart Island in the heart of Washington’s San Juan Islands. Nestled in the calm, protected waters of Reid Harbor, this exceptional property offers one-quarter ownership in a community dock and waterfront lot, providing convenient access to your boat and the surrounding islands. The property features a fully installed, new 3-bedroom septic system and a designated building site approved for a 2-bedroom main residence, while the existing cabin can serve as a charming bunkhouse for guests. Enjoy the best of island living with easy access to adventure—a scenic 15-minute boat ride to Roche Harbor, world-class cruising throughout the San Juan Islands, and convenient passage north to Canada. Whether you're seeking a peaceful getaway, a future homesite, or a basecamp for boating and recreation, this property offers the perfect blend of privacy, natural beauty, and connectivity. Included with the sale are a 2007 Polaris Ranger and a Honda 3500 generator, adding convenience and value to this unique island opportunity.

142 Hideaway Lane, Stuart Island

Listing courtesy of Windermere RE San Juan Islands.

$4,285,000
5 Beds ⋅ 6 Baths ⋅ 2532527 MLS ⋅ ACTIVE Status
Encompassing 18 scenic acres across 3 parcels, this exceptional estate offers a rare opportunity for multi-generational living, future development, and flexible use. Featuring multiple residences, event spaces, specialty buildings, and room to expand, the property is ideal for creating a private compound or legacy retreat. The main residence includes 2 spacious living suites, a chef’s kitchen, and expansive decks with sweeping Olympic Mountain views. All Ipe wood decking! A separate guest house with its own deck provides comfortable accommodations for extended living or visitors, while the additional home on Bullfrog Road captures beautiful ocean and mountain views with a large backyard and recreation space. Additional structures include a versatile multi-use building for living space, studio, gallery, or events, a peaceful meditation cabin, and a flexible fitness house suited for wellness, hobbies, or creative pursuits. The greenhouse and fully fenced raised-bed gardens support productive year-round growing. Maintenance shop stores tools, supplies, vehicles, and service crew bathroom. A large garage and workshop building offers excellent storage, office, bathroom, or vehicle collection potential. Multiple gated entrances provide added privacy and convenience. This unique property combines existing infrastructure, development potential, and endless possibilities in an extraordinary setting. Come tour this rare opportunity!

398 Hannah Road, Friday Harbor

Listing courtesy of American Dream R. E. Services.

$3,295,000
3 Beds ⋅ 2 Baths ⋅ 2528141 MLS ⋅ ACTIVE Status
Spectacular waterfront estate on Henry Island offering 2.75 private acres and 412 feet of pristine sandy beachfront with included tidelands. The property features a private dock with more than 140 linear feet of moorage including a 35-foot float, accessible year-round. Designed with exceptional craftsmanship and built to the standards of a master boat builder, the 2,154-square-foot custom residence showcases premium materials and timeless craftsman design throughout. The home includes 3 bedrooms, 2 baths, and a true gourmet kitchen crafted for both entertaining and everyday living. Indoor-outdoor living is elevated with a covered waterfront patio, dramatic outdoor fireplace, hot tub, and outdoor shower — all designed to embrace the island lifestyle. A stunning detached 400± square-foot studio/office/guest retreat with a half bath and elegant IPE wood decking offers flexible space for guests, creative work, or private relaxation. Additional highlights include a sophisticated water storage system, beautifully landscaped grounds, and complete privacy in an extraordinary natural setting. Ideally positioned on Mosquito Pass with sweeping southeast views of the Olympic Mountains and the Strait of Juan de Fuca, this remarkable property is also just a short walk to the Seattle Yacht Club outpost and 5 minute boat ride to Roche Harbor An extraordinary legacy waterfront retreat where no expense was spared.

Lot 47 Driftwood Shores, Henry Island

Listing courtesy of Coldwell Banker San Juan Is..

$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.

$2,150,000
3 Beds ⋅ 4 Baths ⋅ 2529315 MLS ⋅ ACTIVE Status
Rare low bank waterfront estate on Lopez Island's Fisherman Bay: this gorgeous, contemporary home, designed by Tom Olson, apprentice to Frank Lloyd Wright, blends custom, organic design with the natural beauty of the environment. The main house's open living space, warmed by a blue steel fireplace, extends to a southeast-facing wraparound patio with sweeping bay views for effortless indoor/outdoor living. Relax in the quiet haven of the refined library. Three en suite bedrooms on the upper level afford private, tranquil accommodations, including a generous primary suite w/built-in king bed, soaking tub, walk-in closet, and a private view deck. The second suite has its own deck; the third a Murphy bed and a concealed laundry area. Exceptional craftsmanship and thoughtful design throughout, from the clear fir cabinetry, built-ins and custom furniture to the granite and stained concrete finishes. The detached studio with water view, patio, 3/4 bath, and fireplace, offers flexibility for guests, work, and creative pursuits. The garden, with a south-facing greenhouse, raised beds, and catchment-fed irrigation is fully fenced. An attached two car garage with a workbench, private well, pump house, geothermal radiant floor heating provide comfort, convenience, and functionality. A second waterfront parcel makes for a total of 1.91 acres, located at the secluded end of a private lane, with 206 feet of waterfront and private tidelands. A desirable deep water mooring buoy is included.

2000 Bayshore Road, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$1,050,000
2 Beds ⋅ 2 Baths ⋅ 2526932 MLS ⋅ ACTIVE Status
Experience the charm of log-home living on a private 7.5-acre retreat with a beautiful blend of woods and open meadow. A lovely garden welcomes you at the entry, leading to a spacious wrap-around covered porch with skylights and a hot tub—perfect for relaxing or entertaining. Inside, the great-room layout offers open living, dining, and a remodeled kitchen with pine cabinets and honed granite counters, all complemented by beautifully finished wood floors. This warm and welcoming 2-bed, 2-bath home features a fully remodeled primary bathroom and inviting outdoor spaces, including a firepit area and a hot tub off the back porch. A large two-story shop provides abundant storage, cabinets, and an office area, with an additional outbuilding and carport adding extra convenience.

134 Sacred Moon Way, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$1,450,000
4 Beds ⋅ 4 Baths ⋅ 2528269 MLS ⋅ ACTIVE Status
Exceptional Rosario-area retreat with breathtaking views of the Salish Sea, surrounding islands & bay & an active revenue generating Vacation Rental Permit! This beautifully updated 4-bed home offers 2,335 sqft of thoughtfully designed living space, 2 separate floors of sun-filled living space allowing you to have your island retreat in one while the other generates revenue. Enjoy deeded community beach access, moments from Rosario amenities. Extensively upgraded, the home features a new Presidential-style architectural roof, new gutters, exterior paint, upgraded insulation and roof sheathing, completed in 2023. The property also boasts a brand-new septic system w/three 1,000-gallon tanks, new drain field & advanced NuWater treatment system. A new paver patio & reinforced upper deck w/concrete footings and rebar were added in 2024, along with concrete pier posts for future lower deck expansion potential. The lower-level rental has been tastefully renovated w/ all-new appliances, quartz slab countertops, cabinetry, porcelain tile flooring & an in-floor heating system. Furnishings may be included in the sale, creating a turnkey investment or community living opportunity. Additional highlights include 2 kitchens, updated windows, propane service for a future gas stove, 2 new water heaters, high-speed internet, garden space & detached garage. This sunny island property combines comfort, flexibility & exceptional coastal living in one of Orcas Island's most desirable communities.

372 Cascade Way, Orcas Island

Listing courtesy of COMPASS.

$8,300,000
4 Beds ⋅ 4 Baths ⋅ 2528612 MLS ⋅ ACTIVE Status
This stunning estate on San Juan Island can be accessed by boat or seaplane via a private 100-foot year-round deep water dock. The entire estate has been fully remodeled with meticulous craftsmanship in the main home, guest house and bunk house. The 3800 sqft home features a spacious, light-filled open floor plan and high ceilings. The living room, chef's kitchen, study, sunroom, and main ensuite bedroom all overlook the sea. With ample space for outdoor entertaining, this property is perfect from sunrise to sunset. A delight for boaters and seaplane owners, featuring a dock, mooring buoy, and 578 feet of waterfront for you and your guests to enjoy.

95 Laurel Point Lane, Friday Harbor

Listing courtesy of Coldwell Banker Bain.

$2,250,000
2 Beds ⋅ 2 Baths ⋅ 2527089 MLS ⋅ ACTIVE Status
Stunning sun-filled waterfront retreat in highly sought-after West Sound, featuring a 44’ deepwater dock and private shoreline. Expansive and unobstructed south-facing views stretch across the Salish Sea, surrounding islands, and the Olympic Mountains. Thoughtfully designed with high-end finishes throughout, this luxurious 1,200± square ft home includes radiant hydro floor heating, steam shower, gas fireplaces in both the living room and bedroom, Hubbardton Forge fixtures, ironwood decking, solar panels, hot tub, outdoor shower, and EV charging outlet. Enjoy easy access to the beach, or relax on the expansive deck and take in breathtaking sunsets. A rare opportunity to own an exceptional island waterfront getaway.

1022 Deer Harbor Road, Orcas Island

Listing courtesy of COMPASS.

$1,500,000
2 Beds ⋅ 3 Baths ⋅ 2522283 MLS ⋅ ACTIVE Status
Rare opportunity in the heart of West Sound! Ideally situated on the corner of Deer Harbor Road and Crow Valley Road, this charming property enjoys a premier location just 50 feet from the waterfront, approximately 200 feet from the public beach and dock, and moments from the yacht club. This coveted offering includes a valuable transient rental permit, creating exceptional flexibility for personal use, vacation rental income, or both. The thoughtfully designed two-bedroom, three-bath home features comfortable living spaces and strong income-producing potential, with the upper level consistently rented throughout the summer season. Whether you are seeking an island getaway, investment property, or full-time residence near the marina and waterfront amenities, this one-of-a-kind West Sound property is a rare find.

942 Deer Harbor Road, Orcas Island

Listing courtesy of COMPASS.

$1,595,000
2 Beds ⋅ 2 Baths ⋅ 2525585 MLS ⋅ ACTIVE Status
A charming island cottage retreat on a spectacular waterfront property. Set on 5.6+/- private acres with an extraordinary 741 feet of medium-bank waterfront, the property showcases sweeping east-facing views of Mt. Baker, Wasp Passage, Orcas Island and the Cascade Mountains. Surrounded by evergreens and neighboring large-acreage properties, this sunny retreat offers exceptional privacy and a true connection to the natural beauty of the San Juan Islands. The thoughtfully designed 984-square-foot home features 2 bedroom, 1 bonus room, and 2 baths, with warm, inviting interiors and abundant natural light throughout. Expansive decks create seamless indoor-outdoor living and provide the perfect setting for entertaining, relaxing, and taking in the ever-changing marine vistas. With ample space and an ideal building site closer to the waterfront for a future primary residence, the possibilities are as inspiring as the setting itself. A rare opportunity to experience the unmatched pace, privacy, and beauty of island life and be within minutes of Friday Harbor.

92 Flagpoint Lane, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$4,500,000
2 Beds ⋅ 3 Baths ⋅ 2526237 MLS ⋅ ACTIVE Status
A rare offering in one of the San Juan Islands’ most coveted waterfront enclaves. Privately positioned near the end of White Point Road in prestigious Roche Harbor, this extraordinary 6+ acre estate showcases 685 feet of medium-low bank shoreline, exceptional privacy, and serene natural beauty in a truly park-like setting. The beautifully crafted 3,160 square foot main residence features rich hickory floors, exquisite custom woodwork, warm Northwest elegance throughout, and seamless indoor-outdoor living. The home offers two primary en suites with inviting water views, an upper deck with hot tub, stone fireplace, and timeless craftsmanship at every turn. A detached 3-car garage includes a spacious shop, convenient half bath, and upper level two bedroom, one bath guesthouse. There are two outbuildings also of top quality, one housing a private reverse osmosis system. Surrounded by nature and abundant wildlife, this retreat offers unparalleled tranquility and seclusion. West facing with brilliant sunsets.

1920 White Point Road, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$1,295,000
3 Beds ⋅ 3 Baths ⋅ 2523402 MLS ⋅ ACTIVE Status
Meander Down a Private, Wooded Lane---this north end custom home welcomes you to warm & gracious spaces with marine & island views with passing ferries twinlking in the night. The nearly 3.8 acre parcel is naturally landscaped plus has a quarter interest in an additional 5.5 acres of common land. The Great Room has a vaulted, beamed ceiling and wall of windows which makes it light & bright + showcases the Channel & Island views. The propane fireplace is surrounded by bookshelves & cabinets. Hidden away next to the fireplace is a tiny office space. The downdraft cooktop in the oversize island has room for guests to sit & converse with the chef. Oak cabinetry throughout with built-in desktop next to the buffet adjacent to the deck door. The deck spans the entire waterfront side of the house. The main floor ensuite primary bedroom has double closets and sliding door to the deck. The bath features double vanity sinks and oversize shower. There is a comfortable degree of separation between host & guest with 2 guest bedrooms on the lower level plus full bath. The laundry/mechanical room incl a laundry sink. There is a handy laundry chute from the primary bath. Easy access to the generous attached 2 car garage with small shop area. Stairs across the common waterfront allows access to long beach strolls & messing in the water. At low tide you could walk to Odlin Park. This property offers all you need for a good life on Lopez.

127 Sand Cove Lane, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$1,200,000
2 Beds ⋅ 2 Baths ⋅ 2520882 MLS ⋅ ACTIVE Status
Perched above Reid Harbor with sweeping south-facing views of the Olympic Mountains, this well-built and meticulously maintained 2-bedroom plus flex room, 2-bath Stuart Island retreat captures the essence of Pacific Northwest living. Designed for comfort and functionality, the home features all systems in place and is move-in ready. Expansive sun-filled decks provide the perfect setting for entertaining, outdoor dining, or simply relaxing while taking in the ever-changing scenery. Enjoy joint use of a deep-water dock, with the property ideally situated for boating, kayaking, crabbing, shrimping, fishing, and exploring the surrounding islands. Stuart Airpark amenities include a community airstrip, dock for loading and unloading, and convenient barge landing access.

260 Harbor Vista Drive, Stuart Island

Listing courtesy of Coldwell Banker San Juan Is..

$4,750,000
3 Beds ⋅ 6 Baths ⋅ 2515849 MLS ⋅ ACTIVE Status
Extraordinary custom-built home with views of the Salish Sea & Olympic Mountains with whales so close you can literally hear them breathe. Designed to entertain multiple generations on one breathtaking property, the home features high-end craftsmanship, premium systems and beautiful guest house. Main residence, completed in 2019, offers expansive open-concept with chef’s kitchen, dining room, hickory floors and 8’ tall windows and doors throughout. Two primary suites and multiple bathrooms provide ideal space and flexibility on the main floor while the upstairs apartment features soaring 10-foot ceilings, marble countertops, spacious primary suite, office/reading nook, and additional living space. The downstairs light-filled entertainment area has custom wood bar and additional opportunities. The detached 1-bedroom guest house includes custom kitchen, living area, gas fireplace and private deck. Extensive hardwood decks and outdoor dining spaces wrap the front of main residence creating seamless indoor-outdoor living looking over the Sea and wildlife. Finally, enjoy your own vegetables and flowers from Property and infrastructure are also impressive with a one of a kind fully fenced raised concrete-bed garden area with impressive gardening shed, 3-car garage/shop, Tesla battery backup, 500-gallon propane tank, a shared community well and a separate private well, whole-house filtration, UV purification, rain catchment system, and multiple 2,000-gallon storage tanks.

115 Clipper Way, Friday Harbor

Listing courtesy of COMPASS.

$2,495,000
5 Beds ⋅ 6 Baths ⋅ 2519539 MLS ⋅ ACTIVE Status
Extraordinary generational Orcas Island estate on nearly 5 private acres with absolutely stunning panoramic views over the Salish Sea, surrounding San Juan Islands and Mount Baker in the distance. Privately situated at the end of the drive surrounded by mature forests and madrona trees, this masterpiece is a thoughtfully designed retreat that is comfortable for a couple on one floor or multiple generations utilizing the full home. The design embraces the incredible natural setting with cedar-clad features, vaulted ceilings, floor-to-ceiling windows and exceptional craftsmanship throughout. A stone fireplace anchors the great room which flows seamlessly to a wraparound deck—perfect for sunrise coffee, sunset entertaining and year-round indoor/outdoor living. Built for relaxation and entertaining, the lower level offers a full bar, second fireplace, recreation area, dedicated gym, and flexible guest accommodations ideal for multi-generational living or retreats. The upper loft level provides flex space perfect for an artist studio, library or lounge. The exceptional estate includes 5 bedrooms, 6 baths, multiple fireplaces—including an outdoor hearth overlooking the water—and an indoor sauna, blending rustic elegance with modern comfort. Finally, the owners may consider seller financing! With unmatched privacy and endless opportunities to unwind in nature, this is a rare opportunity to own a very special Orcas Island sanctuary.

726 Pine Ridge Drive, Orcas Island

Listing courtesy of COMPASS.

$3,800,000
3 Beds ⋅ 4 Baths ⋅ 2506267 MLS ⋅ ACTIVE Status
Nestled on two waterfront parcels, totaling 13 private acres, this secluded waterfront estate offers 722 feet of beach frontage, with awe-inspired marine views accompanied by views of Mt Baker, Mt Entrance, Lummi/Cypress/Blakely Islands, and Buck Bay in Olga. A meadow surrounds 3 ponds, framed by towering maples, cedars, willows, lush ferns and mossy rock knolls. Winding trail meanders through the property and along a seasonal creek to the stairway to the beach, offering endless opportunities to enjoy nature, wildlife and marine life. Remodeled, this 3 bed/3 bath home showcases open concept design with floor to ceiling windows, a grand stone fireplace and chef’s kitchen with granite countertops, Wolf and Electrolux appliances. Newly upgraded guest studio with vacation rental permit and an additional apartment adds versatility. The property also includes established fruit and nut orchard, fully fenced garden, greenhouse, kennel, chicken coop/barn/storage building and large shop. Newly installed meter and transformer provide hook-ups for 2 additional cleared building sites on the 5 acre parcel. Private well, 1100 gallon water storage, installed irrigation. This is an idyllic sanctuary ready to help you rejuvenate and live your dream lifestyle, all in harmony with nature.

260 Grey Havens Loop, Orcas Island

Listing courtesy of TWilliams Realty.

$3,199,000
2 Beds ⋅ 2 Baths ⋅ 2521655 MLS ⋅ ACTIVE Status
Experience breathtaking, world-class views of Haro Strait, the Olympic Mountains, and Vancouver Island from this extraordinary 3,627 sq ft residence, expertly designed by the renowned architects Olsen-Sundberg. Upon entering through the impressive courtyard, fountains, and reflecting pond, you'll leave behind the stresses of mainland living, embracing the serenity of island life in the beauty of nature. The open-concept living room, dining room, and kitchen provide expansive vistas from the mountain tops to the sea, creating a perfect backdrop for captivating sights of orcas, soaring eagles, and ships. Home features a new gourmet kitchen, open flow formal living and dining areas that all open to a south-facing deck, a luxurious primary ensuite with a fireplace, panorama views, and a spacious walk-in closet, second bedrooms, study, 2 bathrooms, a dedicated laundry, a greenhouse, a workshop for your artisan projects, and an attached two-car garage for ultimate convenience. For the connoisseur, enjoy the cold cellar for wine and fermented foods. Relish outdoor living from sunrises to stunning sunsets and abundant wildlife from this exceptional location. The design showcases a perfect blend of modern luxury and aesthetic beauty, crafted by passionate individuals devoted to the art of living. For those seeking to expand their estate, the adjacent 8-acre forested parcel is available, offering endless possibilities for storage, housing, recreation, and landscape.

653 Hannah Road, San Juan Island

Listing courtesy of Coldwell Banker Bain.

$2,249,000
3 Beds ⋅ 2 Baths ⋅ 2499486 MLS ⋅ ACTIVE Status
A rare opportunity to experience the coveted Henry Island lifestyle—just minutes from Roche Harbor—this exceptional turnkey retreat offers privacy, comfort, and stunning natural beauty. The beautifully remodeled main residence features 3 bedrooms, a loft, and 2 baths, anchored by a custom gourmet kitchen and expansive ironwood decks—perfect for entertaining or unwinding in a serene island setting. A separate, fully updated 1,100 sq ft guest cottage includes 1 bedroom, a loft, and 1.5 baths, providing ideal accommodations for guests or extended stays. Both homes come furnished for your convenience. Set on a picturesque, treed property, the offering includes access to a waterfront common area, two spaces on a deep-water dock, and one deep water registered mooring buoy. Fully equipped with power, septic, water, and road access, the property blends convenience with seclusion. Enjoy sweeping views toward Roche Harbor and ever-changing boating activity, all while being just a short boat ride away from its marina, dining, and amenities. Relax with premium outdoor features, including an infrared sauna and hot tub. This rare two-lot package also includes a second lot with water and power in place, plus a viewing platform—offering future potential or added privacy. Perfect for island living, entertaining, or multi-generational use, this unique compound also includes a 2020 Polaris Ranger Crew 1000 EPS for exploring all that Henry Island has to offer.

5 Nelson Trail, Henry Island

Listing courtesy of Coldwell Banker San Juan Is..

$2,399,000
3 Beds ⋅ 4 Baths ⋅ 2520474 MLS ⋅ ACTIVE Status
Sunset, Shoreline, and Salish Sea Presence! Southwest-facing Rosario Palisades waterfront with 542 feet of shoreline, panoramic sunset views, and a front-row connection to the Salish Sea. Set among towering madronas, evergreens, and maples, and rooted on terraced grounds, this Northwest contemporary Jack Jackson Architect designed home offers over 3,700 sq. ft. with 3 bedrooms, each ensuite, including a gracious main-level primary suite. The great room is the heart of the home, with vaulted wood ceilings, floor-to-ceiling corner windows to take in the expansive 180 degree views across East Sound. A generous view deck extends the living space outdoors, while the lower level offers a spacious rec room with pool table included, additional guest space, and access to lower decks and the shoreline path. A gradual stairway leads toward the low-bank waterfront, where low tide opens the shoreline for exploration across the property’s full length of the property. the shoreline provides ample room for launching a kayak or a dinghy to reach the maintained mooring buoy. The engineered bulkhead provides sound protection. The detached shop offers flexible use for whatever your heart desires, such as an art studio, yoga space, woodshop, or storage, complimented by two covered carports nearby. Thoughtful driveway improvements create a more comfortable arrival to this private waterfront setting. A special waterfront property that deserves a second look.

1424 Palisades Drive, Orcas Island

Listing courtesy of Orcas Island Realty.

$950,000
2 Beds ⋅ 2 Baths ⋅ 2521134 MLS ⋅ ACTIVE Status
Step into the simple elegance and timeless feel of an architecturally-designed home with sweeping territorial views on 15 acres of pasture at the heart of Lopez Island. This two bedroom, two bathroom home glows with carefully curated details, from the chestnut floors to the continental feel of the fixtures and tasteful finishes. Create a quiet refuge in the loft. Watch the birds wing over the wetland and the sun set through the rose-covered trellis framing the deck. The large canvas tents on custom-built platforms and outdoor shower will delight guests. The home is tucked among evergreen and fruiting trees for privacy, with a fenced, drought-hardy garden that bursts into color every summer. The handy shed matches the quality and style of the home and houses toys and tools. A metal roof, Loewen windows/doors, a drip irrigation system, a gas grill hookup, and ipe/ironwood decks make for minimal maintenance. This sweet and sunny home is ready for easy island living and conveniently located just around the corner from island center businesses, the soon-to-open community pool, the school, and just minutes from the village and ferry landing.

140 Sweetbrier Lane, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$2,795,000
5 Beds ⋅ 4 Baths ⋅ 2496322 MLS ⋅ ACTIVE Status
Set on two tax parcels at the end of a private lane, this exceptional 5-bed 4 bath 15 acre estate offers the perfect balance of peaceful seclusion and close-to-town convenience. Beautiful valley views are showcased throughout the home, creating a warm and inviting backdrop from nearly every room. Thoughtful updates and timeless finishes include butcher block countertops, recently refinished hardwood floors, and spaces designed for both comfortable everyday living and effortless entertaining. The property features a stunning swimming pool, a serene pond, and an expansive 1664 sf 2 bath barn with bonus spaces ideal for guests and entertaining. Protected view easement helps preserve the primary residence’s stunning outlooks while still allowing for multiple potential building sites positioned to capture exceptional southern exposure, valley vistas, and Mountain views. With end-of-road privacy, versatile amenities, and a setting that captures the beauty of the surrounding landscape, this is a rare opportunity to own a truly distinctive property just minutes from town.

164 Songbird Lane, Friday Harbor

Listing courtesy of COMPASS.

$793,000
1 Beds ⋅ 2 Baths ⋅ 2520850 MLS ⋅ ACTIVE Status
WESTERN EXPOSURE with 180 degree protected, territorial views across Island farmland to ever changing sunsets and the Olympic Mtns. This well-built, one bedroom, 1.5 bath home has custom touches you would expect in a larger, more expensive home like remote operated blinds & bathroom towel warmer. The chef's kitchen features a Zline 6 burner + griddle propane stove with double ovens, Bosch refrigerator with double compressors, farm sink with touchless Pfister faucet, quartz counters with 7 ft island & custom cabinets created by a Lopez craftsman. The "great room" has a vaulted, pine ceiling and propane fireplace with sliding door to the Trex deck to enjoy the peaceful, private location which is surrounded by larger properties. All day sun for future gardening and/or yard games on this 1.55 acre parcel. To the south of the house is a Clearlight Infrared Sauna Sanctuary 5 with redlight therapy & blue tooth stereo just steps from a relaxing, outdoor tub. The central location makes it easy to go everywhere on Lopez.

124 Donna's Lane, 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.

$1,449,000
4 Beds ⋅ 4 Baths ⋅ 2499483 MLS ⋅ ACTIVE Status
Rare Lopez Island waterfront home with mooring buoy on Fisherman Bay. Turnkey 3,950 sq ft estate includes 3 parcels and offers incredible value for those seeking space, serenity, and unmatched island living. The elegant 4 bedroom, 3.5 bath home features a gourmet kitchen, luxury finishes, and light-filled spaces that flow to a generous patio and expansive decks— ideal for entertaining or simply soaking in the tranquil views. The finished daylight basement includes a wine cellar, craft area, and gym. Two additional building lots offer space to grow. The fully fenced property includes a productive garden and fruit trees. A private, peaceful retreat blending luxury, nature, and island charm.

1898 Bayshore Road, Lopez Island

Listing courtesy of Coldwell Banker San Juan Is..

$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.

$2,395,000
8 Beds ⋅ 10 Baths ⋅ 2504992 MLS ⋅ ACTIVE Status
Tucked into a peaceful pastoral setting just outside Friday Harbor, Trumpeter Inn offers a rare opportunity to step into a life shaped by connection, hospitality & place. Named for trumpeter swans that winter nearby, the inn has welcomed guests since 1989 & has grown into one of the area’s top-rated boutique accommodations, known for its warm, personalized experience & loyal repeat clientele. Set on approximately five pristine acres with views of the Olympic Mtns., the property blends the charm of a boutique retreat with the privacy & scale of an island estate. The 3,414 sq ft inn features well-appointed guest suites and inviting common spaces, complemented by a separate 1,232 sq ft owner’s cottage for private living. A proven income-producing property, the inn generates over $300,000 annually, creating immediate income potential with opportunities for growth. A 1,200 sq ft accessory building, currently leased at market rate, offers supplemental income or flexible use as a studio, workshop, or expanded guest amenity. The grounds include open lawns, mature trees, and an orchard, creating a peaceful setting just minutes from the ferry and town. With its thoughtful layout & generous acreage, the property offers exceptional versatility—suited for continued inn operation, a retreat or event-based business, multi-generational living, or small-scale farming or equestrian use.Seller is a licensed real estate broker in the State of WA & has an ownership interest in the selling entity.

318 Trumpeter Way, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$1,145,000
3 Beds ⋅ 3 Baths ⋅ 2487173 MLS ⋅ ACTIVE Status
Thoughtfully crafted and designed, this meticulously maintained sunny three-bedroom, three-bath home offers scenic views over Cattle Pass toward Lopez Island, Goose Island and Whale Rock, with Mt. Baker rising in the distance. Enjoy front row seating for watching quail, deer and fox visit the centuries old Douglas fir trees, a favorite perch for eagles. The vaulted great room with large windows creates a bright, welcoming interior, complemented by hardwood floors and wood stove. A well-appointed kitchen with island leads to the inviting dining area. Enjoy gatherings on the large deck overlooking the backyard. The second story is entirely dedicated to the inviting primary bedroom with en-suite bathroom and offers even more opportunity to take in the water and mountain views from a soaking tub and as well as from the private balcony. A spacious partially finished basement provides 954 sf of additional space and can be accessed from the interior and exterior. Walk to private community beach or pocket beaches and explore trails to Mount Finlayson, American Camp, and Third Lagoon. Durable metal roof, double-wall construction, lovely landscaping, and fenced garden complete this elegant island retreat.

138 Lighthouse Lane, San Juan Island

Listing courtesy of Coldwell Banker San Juan Is..

$925,000
3 Beds ⋅ 2 Baths ⋅ 2514408 MLS ⋅ ACTIVE Status
This picturesque, sun-drenched, level 7-acre farm offers a rare blend of natural beauty and functionality. The pastoral setting features a variety of mature fruit trees, raised garden beds, fenced pastures for animals, a workshop, and a designated spot for a tiny home or RV. Enjoy breathtaking views of Turtleback Mountain from multiple vantage points across the property. With convenient access from two separate entry points, this unique, centrally located acreage provides both privacy and flexibility for a variety of uses.

5178 Orcas Road, Orcas Island

Listing courtesy of COMPASS.

$725,000
3 Beds ⋅ 2 Baths ⋅ 2514739 MLS ⋅ CONTINGENT Status
Enjoy the ease of island living in this well-maintained 3 bedroom, 2 bath home with dedicated office space, offering 1870 sf of comfortable single-level living on .76 acres. Conveniently located just minutes from town, schools, shopping, dining, and other everyday amenities, this property combines privacy with accessibility. Designed for comfortable living and entertaining, the open-concept kitchen and living area feature bar seating and a natural flow for gathering with friends. The spacious primary suite serves as a peaceful retreat, complete with an en suite bath and relaxing jetted tub. Skylights fill the home with natural light, while a ductless heat pump, propane stove, and wood stove provide year round comfort. Outside, mature landscaping creates an attractive, low maintenance setting, complemented by a 2 car garage and durable metal roof. Move-in ready and thoughtfully cared for, this inviting property offers a wonderful opportunity to enjoy the San Juan Island lifestyle.

93 Heather Court, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

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