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$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.

$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..

$875,000
2 Beds ⋅ 2 Baths ⋅ 2518278 MLS ⋅ ACTIVE Status
Gardener's paradise: Enjoy one-level living in this 2048 SF home, sweetly sited in a sunny clearing on almost fifteen acres of secluded land on Lopez Island. The home features a sensible combination of island charm and convenient features for Pacific Northwest living, from the large attached carport entrance to the metal roof, concrete floors, wood stove, and heat pump. The patio off the main living area makes a perfect gathering place for BBQs, a fire bowl, or just a quiet outdoor sitting area with its sunny, south-facing exposure. Wisteria winds its way over a huge trellis running the length of the home. Fruit trees bloom around the house, while the extensive fenced gardens run east of the home, and include a chicken coop, greenhouse, garden shed. It's an ideal property for homesteading: cultivate a market garden, create a flower farm, or just enjoy the tranquility of rural living. The 1440 SF shop is roomy and ready for toys, tools, and all your projects, with a bathroom, laundry area, built-in storage, and two separate work areas, each heated by its own wood stove. Three bedroom septic, private well, wood shed, and additional outbuildings. Beyond the clearing, acres of woods afford privacy, with not a neighbor in sight. The property is conveniently near Shark Reef Preserve and approximately ten minutes from Lopez Village, fifteen minutes from the ferry.

343 Burt Road, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$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..

$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.

$1,475,000
3 Beds ⋅ 4 Baths ⋅ 2469806 MLS ⋅ ACTIVE Status
Located on exclusive Blakely Island, 121 Marine Dr offers a private island lifestyle defined by ease, space, and quiet sophistication. Arrive by plane or boat and immediately step into a slower, more intentional rhythm. With no short-term rentals allowed, the island remains peaceful and uncrowded, ideal for hosting friends or enjoying long stretches of uninterrupted time. This spacious home spans over 4,100 sq ft across three levels, designed for both comfortable everyday living and effortless entertaining. The main living level features an open floor plan filled with natural light, a primary suite with fireplace and deck access, and seamless indoor-outdoor flow to expansive decks with sweeping views. Upstairs offers additional bedrooms, bath, storage, and a loft lounge, while the lower level is an entertainer’s dream with theater seating, bar, wine room, and flexible bonus space. Enjoy island amenities including beaches, trails, stocked lakes, marina, and airstrip—Blakely living at its finest.

121 Marine Drive, Blakely Island

Listing courtesy of Bellwether Real Estate.

$1,800,000
4 Beds ⋅ 3 Baths ⋅ 2514538 MLS ⋅ ACTIVE Status
This property has been in the owner's family for close to a hundred years. Owner's Grandparents built the home on the most desirable location on their property in 1937. The most compelling aspect of this property is the view, lot size (1.5), and its safety from storms/flooding. Extraordinary views, with majestic Mt Baker to the east. Spring, summer, and fall provide a beautiful morning sunrise with the mountain glowing in the pre-dawn twilight. Watch the ferries come and go, splendid luxury yachts, and commercial and recreational fishing vessels go about their business of whale watching, wildlife viewing, and salmon, crab, and shrimp fishing. Watch eagles, seals, hawks, ravens, seabirds, right from the living room, bedrooms, kitchen, and deck. You can throw a rock and hit the water it's so close. The property is unique in that it comprises a lot and a half. This feature insures you could build a huge house, with plenty of room on either side. The property is sheltered from the prevailing SE,S, and westerly winds. It can blow 50 mph and you're sheltered from its fury. It's close to town (half mile). There is a studio apartment in the basement that the Seller rents out for $800 per month! This is a very special property! Property sold as-is.

460 Harrison Street, Friday Harbor

Listing courtesy of List4FlatFee.com, LLC.

$929,000
3 Beds ⋅ 2 Baths ⋅ 2513768 MLS ⋅ ACTIVE Status
Perched in the heart of Deer Harbor Hamlet with views of the estuary and open water, this two-bedroom, two-bath home combines natural beauty with everyday functionality. Nearly three-quarters of an acre of private grounds frame the ever-changing tidal landscape, while an attached garage offers secure storage and workspace — a genuine asset on island. Light-filled interiors, two full baths, and a setting steps from the charm of one of Orcas Island's most treasured communities make this an exceptional opportunity whether you're seeking a full-time residence, seasonal retreat, or long-term investment in the Pacific Northwest.

4622 Deer Harbor Road, Orcas Island

Listing courtesy of COMPASS.

$1,075,000
3 Beds ⋅ 3 Baths ⋅ 2505360 MLS ⋅ ACTIVE Status
Immaculate and spacious, this inviting home offers the perfect blend of comfort, privacy, and partial views of the Straits, sun-washed valleys, and glowing sunrises. Designed for both everyday living and entertaining, the updated kitchen features a propane cooktop, stainless steel appliances, and generous storage—ideal for gatherings large and small. The thoughtfully designed 3-bedroom, 3-bath layout supports easy main-floor living, while the lower level provides flexible space with an additional bedroom, bath, and large great room—perfect for guests, hobbies, or media room potential. Sun-drenched decks extend the living space outdoors, creating the perfect setting for morning coffee, evening dinners, or unwinding in the hot tub. Set on 1.7 acres, the property includes a fenced garden area, fruit trees, raised beds, firepit, and a charming historic bunkhouse that adds character and versatility. This is a home where you can relax, entertain, and fully embrace the island lifestyle. By appt.

222 Oak Hill Drive, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$995,000
2 Beds ⋅ 2 Baths ⋅ 2502988 MLS ⋅ ACTIVE Status
Nestled on a sun-drenched southern-facing hillside, this inviting Rosario view home offers a peaceful retreat overlooking Cascade Bay, with Blakely gracing the horizon. Set on .64 acres, the thoughtfully positioned residence blends comfort, warmth and natural beauty in a truly special setting. The two bedroom, two bath home features a beautifully remodeled kitchen with new appliances, updated windows and efficient heating and cooling. Tall ceilings and rich wood floors create an airy, cozy interior, while large windows invite in abundant natural light and tranquil water views. Roomy dining area with added space for lounging and relaxing. Outdoors, the fully fenced terraced yard is both private and picturesque, anchored by a pair of mature maples that lend character and shade. The view deck is an ideal place to unwind, complete with a hot tub! Attached two-car garage & standby 22kw propane generator add convenience and peace of mind. Ideally located, the home is just a short stroll from Moran State Park’s Cascade Way loop trail, as well as picnic and beach areas. Enjoy easy access to Rosario’s marina and nearby waterfront, making this property a wonderful blend of serene seclusion and close proximity to outdoor recreation and coastal amenities.

263 Cascade Way, Orcas Island

Listing courtesy of Orcas Island Realty.

$1,150,000
2 Beds ⋅ 2 Baths ⋅ 2509390 MLS ⋅ ACTIVE Status
This one-of-a-kind timber frame home with sweeping views, rises above the treetops like a modern forest lookout. Totally private with all-day sun and a beautiful natural setting. Reclaimed beams, history-rich fir floors, soapstone counters, and hand-crafted stonework all show examples of the superior craftsmanship in this home. Wraparound windows and a dramatic opening glass wall erase the boundary between indoors and out. The second-floor primary suite feels like a private hideaway, with windows in every direction and a partially covered wraparound deck perfect for sunlit mornings. A solar array powers the boiler that feeds the main-floor radiators and heated floor, while a European wood stove adds warmth and atmosphere, keeping the home comfortable year-round. Every detail reflects thoughtful design and enduring quality. The guest cabin is equally enchanting—a serene retreat with a spa-like bath with custom finish work and clawfoot tub. Guests will never want to leave. Both dwellings include generous window seats that double as storage and additional sleeping space. Perched on a sunny south-facing hillside and bordered by 30 acres of shared forestland. Owners enjoy access to the Decatur Shores deep-water dock, private airstrip, and waterfront park, all just a quick 20-minute boat ride from Anacortes. Mooring buoy negotiable.

123 South Ridge Road, Decatur Island

Listing courtesy of Windermere RE Anacortes Prop..

$2,195,000
5 Beds ⋅ 5 Baths ⋅ 2507008 MLS ⋅ ACTIVE Status
Updated 1,902 sq. ft. home in 2016 located in heart of Friday Harbor with a 618 sq. ft. converted garage offering excellent flex-space potential. Fully remodeled with new windows, insulation, kitchen, bathrooms, plumbing, electrical, flooring, exterior wood, decks, and more. The home features 4 bedrooms, including a main-level primary suite, and a functional layout suited for full-time living. Convenient in-town location close to schools, shops, and the ferry. A turnkey opportunity with strong long-term upside. TWO TAX PARCELS; 351151115000 & 351151116000 being sold together, zoned as Light Industrial. The Yoga business is not included in this sale.

326 Carter Street, San Juan Island

Listing courtesy of Windermere RE San Juan Islands.

$1,150,000
5 Beds ⋅ 5 Baths ⋅ 2502026 MLS ⋅ ACTIVE Status
The Sand Dollar is a rare 5-bedroom, 5-bath home or bed & breakfast overlooking serene Buck Bay, with easy access to Olga Village shops and restaurants, local trails, and Moran State Park. The current owners have lovingly restored the property to its former glory with refinished island fir floors, fresh interior and exterior paint, new appliances, and thoughtful landscaping improvements. Major capital projects are behind you: new roof, foundation repairs, septic work, new stormwater drainage, water heaters, thermostats, updated heating system with new boiler, basement cleanup, and new vapor barrier. Three bedrooms may operate as guest rooms when an owner or manager is on site, with a breakfast-only food service. On the main level, the south-facing living room, dining room, and sunroom enjoy views of the sound and a mature garden. Upstairs are two bedrooms with ensuite baths, a third bedroom and full bath, and an office niche. The backyard features a vintage garage, shop, or studio building on a slab, with gorgeous original multi-pane windows. Mature landscaping, ample parking, and a forested buffer to the north complete the picture. Sold fully furnished — this turnkey business opportunity and move-in-ready home is not to be missed.

445 Point Lawrence Road, Orcas Island

Listing courtesy of Orcas Island Realty.

$2,400,000
2 Beds ⋅ 3 Baths ⋅ 2484568 MLS ⋅ ACTIVE Status
Nearly ten acres of terraced shoreline and mature landscaping, just a short stroll from the Lopez Ferry Landing. The centerpiece is a rare deep-water private dock with a 35-foot float, solid depth, power, and vehicle access for easy boat loading — a genuine rarity in the San Juans. (The float is currently stored off site.) The 1962 main house offers sweeping views of open water, mountains, and ferry traffic from 2,410 sf across two levels. A 600 sf waterfront cottage adds flexible space for guests, a studio, or a home office. Rounding out the property: a 960 sf detached garage and shop, two-car carport, chicken coop, fenced garden, dog run, and additional storage sheds. Two tax parcels, two wells, catchment with storage for irrigation, pocket beaches, a 20KW backup generator, and excellent privacy make this a self-sufficient retreat. Community Hilltop water and Rock Island fiber are available on the property but not yet connected — easy upgrades for the next owner.

208 Tide's End Road, Lopez Island

Listing courtesy of Orcas Island Realty.

$1,800,000
2 Beds ⋅ 2 Baths ⋅ 2509701 MLS ⋅ ACTIVE Status
Anchored atop a rocky bluff sits a striking modern home with views of Lopez Island's Outer Bay, islands near and far, and the ever-changing waters of the Salish Sea. Stroll up the elevated ramp traversing a ravine and step into an airy space offering dramatic seascapes from every room. The home, designed by The Miller Hull Partnership with Patrick Byrne as lead, was conceived as a single open space that flows between public and private areas and transitions with simplicity into a quintessential San Juan landscape of mossy rocks surrounded by fir and madrone trees. The west-facing wall of windows brings natural light into every corner of the home, while the exposed wooden roof framing and fir trim soften the drama of the custom steel inverted king post trusses and concrete floors. The main bedroom has a private deck and a full bathroom. The second room on the main floor can be cleverly enclosed by pocket doors and is situated by a 3/4 bathroom, while the loft serves many purposes. Wolf, Viking, Sub-Zero, and Miele appliances outfit the kitchen, and a utility area is efficiently tucked into the back hallway. The garage contains ample storage closets and a mechanical room with a work space. Radiant heat, metal roof, ipe decks. A rustic A-frame cabin below the main house provides a perfect guest suite or studio and a second, wooded tax parcel is also included. The property is just a stone's throw of Iceberg Point trails, Agate Beach, and minutes from other south end attractions.

89 Flint Road, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$3,250,000
2 Beds ⋅ 2 Baths ⋅ 2508508 MLS ⋅ ACTIVE Status
Stunning waterfront estate spanning two sun-filled parcels with 44’ deepwater dock in extremely desirable West sound. Expansive south-facing views look over Salish Sea, outer islands and Olympic Mountains in the distance. Property includes a shared dock and a mooring buoy. The approximately 1200 square-foot luxury home on the first lot is finished with high-end materials, hydro floor heating throughout, steam shower, gas fireplaces in living room and bedroom, Hubbardton Forge fixtures, ironwood deck, solar panels, hot tub, outdoor shower, and an EV outlet. The property offers the flexibility to reside in the existing home and build a new residence on the upper lot, which already has a three-bedroom septic drain-field and on-site utilities.

1022 & 1024 Deer Harbor Road, Orcas Island

Listing courtesy of COMPASS.

$1,950,000
3 Beds ⋅ 2 Baths ⋅ 2508275 MLS ⋅ ACTIVE Status
Nestled in sought-after Guthrie Cove, this sunny south-facing waterfront home offers 206 feet of medium-bank shoreline on a private one-acre setting. Ideally positioned close to the water, the home captures spectacular views of passing ferries, best enjoyed from the expansive newer deck. Designed for comfortable one-level living, the home features 2 bedrooms, 2 bathrooms, and a versatile loft for guests, a home office, or hobbies. The inviting living room is centered around a large fireplace. A private trail leads toward the shoreline, offering the potential for your own beach access. The nearby community beach is ideal for launching kayaks, paddleboarding, and beachcombing. The property also includes a state-approved mooring buoy with a current permit. The home has been thoughtfully updated and well maintained, featuring a newer waterfront deck and a new septic system installed in 2026. The beautifully landscaped grounds create a peaceful, park-like setting with mature natural landscaping that enhances privacy. An attached garage and close proximity to the ferry landing make this home ideal as a full-time residence or a relaxing island retreat.

86 Shag Rock Lane, Orcas Island

Listing courtesy of COMPASS.

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