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$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.

$276,000
3 Beds ⋅ 2 Baths ⋅ 2486420 MLS ⋅ ACTIVE Status
This is the island home you have been waiting for! Live affordably at The Oaks. 1404 sq feet. 3 bedroom, 2 full baths. Newer appliances (Range/double oven & dishwasher new 2020-21).Furnace added October 2021. New roof in 2023. New free standing wood stove added in 2023. Only home in The Oaks that has an extra large garage with shop and a carport; 560 sq foot 2 car detached insulated garage with heated shop/storage space plus an additional 448 sq foot carport. Extra wide parking pad area for vehicles. Large 6 foot tall privacy deck (478 sq feet) on entire back of house with a covered sitting shed for your enjoyment come rain or shine. Plus fully fenced back yard, great for pet(s). Yard has 2 Fruit trees & 1 raised garden bed with raspberries. Beautiful roses out front and more! Home faces due West for that extra afternoon/evening sunshine. Large sunny community park across the street to relax & enjoy.

1785 Douglas Road Unit #60, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$8,750,000
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 1.21 ac estate has been fully remodeled with meticulous craftsmanship in the main home, guest house, bunk house, barn and garden. 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. A second parcel includes a barn with storage and a fenced garden. 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.

$2,250,000
4 Beds ⋅ 3 Baths ⋅ 2526760 MLS ⋅ ACTIVE Status
Once-in-a-lifetime legacy estate. Properties like this come around very rarely – set on the edge of a bluff with 180 degrees of southwest exposure and 1,651’ of waterfront, the large home enjoys a footprint that cannot be replicated. Remodel the house or use the valuable footprint to take advantage of the panoramic views stretching across the sparkling blue water of the Straits all the way to the Olympics. Includes two sunny and private cove beaches – the larger of the two is a rare sandy oasis while the other still holds the remains of a beach shed with power and water. Two tax parcels totaling 8.07 aces, a large, detached garage and shop with metal roof and original orchard. Both properties have a conservation easement. Adjacent to county property and close to county boat launch and dock. Property is being sold as is, septic system has all required upgrades, well pump was replaced in 2024.

189 Calle Aguila, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$660,888
1 Beds ⋅ 1 Baths ⋅ 2525240 MLS ⋅ ACTIVE Status
ENCHANTING ARTIST SANCTUARY. A unicorn in a field of horses. Three dreamers have called this magical Orcas Island property home: a ballerina, a writer, and now an artist. It was built for a life of creativity, and it shows. The sun-drenched, south-facing Main Cabin (approx. 578 sq ft, 1 bedroom) is cedar-built and overflows with island charm: pine interior, sleeping loft, claw foot tub, cozy window seat, built-in shelving, wood stove, ductless heat pump, and laundry. Abundant natural light fills every corner, and irises bloom in front of the cabin. The property cascades down the hillside in terraces, each level revealing its own natural beauty. Forsythia and lilac line the path from the cabin up to the cedar Art Studio (approx. 200 sq ft), flooded with natural light and forest views, capturing everything a creative soul craves. The cedar Cottage (approx. 230 sq ft) has a newly added bathroom, ready for visitors, plus a private deck and a spacious platform beside it, an open-air living room perfect for yoga, painting, picnics, or quiet contemplation. A mini orchard of apple and pear trees, room for added gardens, and graceful madronas round out this one-of-a-kind sanctuary. Minutes from Judd Cove Preserve and Eastsound village. No HOA. Minimal restrictions. If you've dreamed of a place that feeds your soul and sparks your imagination, this is it. Beautiful starlight included.

276 Elderberry Lane, Orcas Island

Listing courtesy of Orcas Island Realty.

$1,998,000
2 Beds ⋅ 2 Baths ⋅ 2526855 MLS ⋅ ACTIVE Status
Crane Island Waterfront Gem — an extraordinary island retreat where timeless Northwest design meets modern comfort. Thoughtfully upgraded & meticulously maintained, this rare waterfront estate showcases the very best of PNW living. Arrive by boat at the shared deep-water dock adjoining the property, then stroll past the peaceful cove beach to the sun-drenched, south-facing main residence. Originally designed by acclaimed architect Paul Hoag, the classic mid-century modern home seamlessly blends with its natural surroundings, with warm, tranquil interiors. Expansive windows frame captivating water views, while old-growth cedar-lined walls & a dramatic stone fireplace create an atmosphere of understated luxury & serenity, with radiant in-floor heating. Recent improvements include new appliances throughout, updated lighting & plumbing fixtures, & a beautifully refreshed primary bath. The separate guesthouse, designed by renowned architect Wendell Lovett, is a true architectural treasure unlike anything else—ideal for guests, creative pursuits, or a private retreat. Outdoor living spaces are thoughtfully designed for entertaining, relaxation, and embracing the beauty of island life, with multiple gathering areas, lush landscaping, & easy access to the shoreline. Whether hosting summer evenings by the water, kayaking from the beach, or enjoying quiet mornings surrounded by nature, this exceptional Crane Island property offers a rare opportunity to experience waterfront living.

69 Rocky Road, Crane Island

Listing courtesy of True North Realty.

$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..

$3,200,000
2 Beds ⋅ 2 Baths ⋅ 2498681 MLS ⋅ ACTIVE Status
Coveted West Point Condo at Roche Harbor! This beautifully remodeled condo includes a 40' slip and features tasteful designer finishes, an open layout, and abundant natural light. With decks on both sides, you can enjoy sunshine and water views throughout the day. Whether you're looking for a peaceful year-round residence or a stylish island getaway, this inviting retreat delivers. Imagine sipping your morning coffee as boats glide by, enjoying harbor festivities from the privacy of your own deck, heading out for some of the area’s best fishing, or making spontaneous lunch runs to Victoria—it’s all within reach. Best of all, the work is already done. This home is completely move-in ready, so you can skip the renovations and start enjoying island life immediately. The unit is on the bottom level of the Skipjack building, with beautiful greenery out the windows and privacy from both decks. These condos are not often available, don't miss out on the opportunity to have a gorgeous condo and slip! Bring your boat and embrace the Roche Harbor lifestyle, with dining, shops, and the marina just steps away.

258 Armadale Road Unit #1, Friday Harbor

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.

$1,469,000
3 Beds ⋅ 2 Baths ⋅ 2519974 MLS ⋅ ACTIVE Status
Rare opportunity to own a fully built-out 2-acre family compound offering space, flexibility, and incredible value. The newly remodeled 2,288 sq ft main home features 3 bedrooms, 2 bathrooms, a downstairs den, and an attached rec room with its own private entrance. Set on a level, grassy field, the property offers a wide-open, level setting that’s easy to maintain. In addition to the main home, the property includes a large barn with a fully finished, high-end bunkhouse above, a permitted 2 bed / 1 bath guest house, and a fully finished hot tub house complete with bathroom and lounge space above. There is also a large storage barn with a metal roof and an outdoor wood-fired pizza oven—perfect for entertaining. A fenced garden area and multiple fruit trees add charm and the potential for farm-to-table living. With new roofs on all structures (within the last 5 years), this turnkey property is ideal for multi-generational living, rental income, or a private retreat.

329 Snowberry Lane, San Juan Island

Listing courtesy of Coldwell Banker San Juan Is..

$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.

$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
2 Beds ⋅ 4 Baths ⋅ 2515213 MLS ⋅ ACTIVE Status
Waterfront retreat with front-row views of daily marine life and an active vacation rental permit! This inviting two-bedroom home lets you whale watch from a sunlit deck while soaking in sweeping, panoramic vistas. The expansive yard is perfect for lawn games and evenings around the fire pit, with stairs leading down to your own private beach. Inside, every room is oriented toward the water, filling the home with light and views. A spacious living room with warm wood paneling and soaring ceilings flows seamlessly into the dining area and an open-concept kitchen designed for easy entertaining. The primary suite features a soaking tub and sauna for a true spa-like escape, while the second bath includes a beautifully finished walk-in stone shower. A two-car garage with an attached bunkhouse, half bath and fireplace adds flexibility for guests, an office or extra space. Whether as a full-time island residence or a vacation getaway, this home offers a sense of escape in every moment. Active Vacation Rental permit with great rental history.

1378 San Juan Drive, San Juan Island

Listing courtesy of Island Grp Sotheby's Int Rlty.

$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..

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