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$795,000
2 Beds ⋅ 1 Baths ⋅ 2495781 MLS ⋅ ACTIVE Status
Wanting a home at the beach? This island retreat sits less than 50 yards from the water, with sweeping views toward Thatcher Pass and the surrounding islands. It’s a great getaway from Seattle and a second home in the islands doesn’t have to mean long ferry lines or complicated logistics. A private passenger ferry can bring you to Decatur Island from Anacortes in about 30 minutes and you'll find just what you've been looking for. Inside, the home is warm, bright, and easy to settle into: wood floors, vaulted ceilings, a cozy propane stove, and sunlight pouring through generous windows. The kitchen features stainless steel appliances, including a new induction range and Bosch refrigerator, and looks out over a gently sloping green hillside where sheep often wander. The open "Great Room" keeps cooking, dining, and relaxing connected. A main-floor primary bedroom and ¾ bath add convenience, while upstairs offers another bedroom plus a spacious bonus room perfect for guests, movie nights, or a dedicated home office. Beds, dresser and Eames-style chair can stay. Also includes 2020 Yamaha golf cart. Decatur Northwest spans 600 acres of forest, meadow, and shoreline, with two sandy beaches, a deep-water dock, regularly scheduled private passenger ferry, Skyline parking space, tennis courts, community gardens, and miles of trails. Whether you’re into kayaking, beachcombing, hiking, or simply unwinding in nature, this island home at Sylvan Cove offers it all.

68 Sylvan Cove West, Decatur Island

Listing courtesy of Windermere RE Anacortes Prop..

$365,000
2 Beds ⋅ 2 Baths ⋅ 2491240 MLS ⋅ ACTIVE Status
Craftsmanship and character define this one-of-a-kind log cabin retreat, built with local logs, vintage windows, and wide-plank flooring. The centrally located wood stove keeps the whole home warm, and the stocked woodshed means you’re set for the season. A cozy sleeping loft invites slow mornings, while the open great-room layout keeps cooking, relaxing, and gathering all in one easy flow. Enjoy the sounds of the birds while you have your morning coffee on the covered porch. You may even have a deer come by for a visit. A separate one-bedroom studio gives guests their own space, complete with a half bath. Tall firs surround the cabin, yet the southwest exposure brings in generous natural light. A well-designed shop and attached golf-cart carport keep tools and gear protected. The property is offered turn-key, including furnishings, golf cart, and crab pots. Just bring your toothbrush and start enjoying island life. Pilots will appreciate the quick access to Center Island’s private 1,600' airstrip — perfect for spontaneous fly-ins and weekend escapes. Center Island is non-ferry-served, so no long ferry lines; two water taxis run multiple trips daily, typically a 30-minute ride from Anacortes. The community offers full-time caretakers, two deep-water docks, a clubhouse with laundry and full kitchen, waterfront picnic areas, and scenic roads and trails. Broadband available. $257 special assmt 2026. Community water system is only available to homes occupied 180 days or less.

473 Wishkah Lane, Center Island

Listing courtesy of Windermere RE Anacortes Prop..

$249,000
2495773 MLS ⋅ ACTIVE Status
40 Ft private slip available in Cannery Village Marina. Located in the Town of Friday Harbor, right next to the ferry landing. Slip #5 includes bumpers, 30 amp power, water, garbage service and a secure gated entrance. These slips are in impeccable condition. New steel pilings were recently installed. A great opportunity to own one of the few private slips in a very convenient location.

Warbass Way Unit #5, Friday Harbor

Listing courtesy of Island Grp Sotheby's Int Rlty.

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

4415 West Side Road, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$2,375,000
2 Beds ⋅ 2 Baths ⋅ 2493374 MLS ⋅ ACTIVE Status
Isthmus House is a rare opportunity to acquire style and a totally unique location, positioned to provide breathtaking views East to Harney Channel and Orcas Island and West to Wasp Passage and Bell Island.With 250 feet of waterfront on the East and the West side of the home, and a mooring buoy in the East bay, Isthmus House is not just a home but a lifestyle to be cherished for a lifetime. Open plan with vaulted ceilings in every room. Built in 1969, addition added in `1989. Extensive removations and updating. Kitchen and bathrooms and have been completely renovated. Expansive decks on east and west side of home create a seamless transition from indoors to outdoors. Perfect blend of modern comfort and classic mid-century modern charm. FULLY FURNISHED (some art work not included) and ready for your Shaw Island adventure!

512 Broken Point Road, Shaw Island

Listing courtesy of COMPASS.

$2,799,000
4 Beds ⋅ 2 Baths ⋅ 2492969 MLS ⋅ ACTIVE Status
Panorama Point lives up to its name, perched on a southeast-facing point with an exceptional connection to the surrounding waters & natural beauty of Orcas Island. Expansive windows & soaring ceilings in the great room capture stunning waterfront views & fill the home with natural light throughout the day, creating an inviting & uplifting living space. A beautiful stone fireplace with a wood-burning insert provides warmth & ambiance, making the great room an ideal place to gather on cozy island evenings while enjoying the ever-changing scenery beyond. Thoughtfully designed to embrace both privacy & setting, and completely renovated in 2000, the home sits on nearly five acres of peaceful waterfront property. As you wind down the drive through the wooded landscape, the property offers a wonderful sense of arrival and seclusion. The generous acreage & installed 5 BD septic system provide room to further enhance the property and create a truly remarkable island estate. The home features four bedrooms (one in the loft with dramatic views), two full bathrooms, a loft, and a den, offering comfortable accommodations for owners and guests alike. Whether enjoyed as a private retreat or shared with visitors, the home is perfectly suited to island living. With an active vacation rental permit and a long-standing history of strong rental income, Panorama Point presents a rare opportunity to own a beautiful waterfront home on Orcas Island that also serves as a proven investment property.

122 Lohman Lane, Orcas Island

Listing courtesy of True North Realty.

$1,995,000
3 Beds ⋅ 4 Baths ⋅ 2492919 MLS ⋅ ACTIVE Status
Stunning 3-bedroom, 2.5-bath Pacific Northwest home on 7 serene acres w/guest house, pond-side studio, finished 2-car garage, tranquil hot tub pavilion & flagstone fire pit patio. Circular drive & beautifully landscaped grounds complete the setting. Ross Chapin Architect designed main house features a 14-ft Great Room w/reclaimed Columbia River beams, bamboo floors, fir cabinetry & custom stone fireplace w/log lighter. Ground-floor primary suite includes steam shower, walk-in closet & reading nook. Light-filled laundry & workspace w/folding island, built-in desk & ample storage. Radiant in-floor heat throughout. Floating ipe decks connect to guest house w/full bath. A peaceful intentional retreat where timeless design meets modern comfort.

72 Thunderbird Trail, Orcas Island

Listing courtesy of Orcas Island Realty.

$4,950,000
3 Beds ⋅ 5 Baths ⋅ 2492904 MLS ⋅ CONTINGENT Status
Awe-inspiring elegant and peaceful waterfront home and shared dock with views of Obstruction Pass offers pristine low bank beach & rocky promontory, bringing in nature from nearly everywhere on the gently sloping 2.28 acre site. This thoughtfully renovated home has soaring ceilings, luminous light & an open floorpan with space for everyday living & celebrations of any size. Formal living & dining, lofted den, 3 bedrooms, 4.5 baths, bonus rooms for added guests & many flexible spaces for relaxing, socializing & fun. Fabulous design blends indoor & outdoor living areas. Amazing party room opens to a stone patio with dining table for seafood dinners! Move-in ready w/most of the furnishings, art & decorations included. Features list available.

202 Avilion Place, Orcas Island

Listing courtesy of Orcas Island Realty.

$3,200,000
4 Beds ⋅ 5 Baths ⋅ 2491777 MLS ⋅ ACTIVE Status
STUNNING NORTH SHORE WATERFRONT, A RARE ORCAS ISLAND SANCTUARY Reached by a meandering drive through a reserve of majestic old-growth cedar forest, this extraordinary waterfront retreat sits perched along the shores of the Salish Sea in one of Orcas Island's most magical locations. Sweeping 180° views unfold across the water to Mt. Baker, the Canadian Coast Mountains, and the surrounding San Juan Islands including Sucia, Patos, and Lummi. Ever-changing marine light, dramatic sunsets, and endless coastal scenery create a breathtaking backdrop. Wildlife is abundant and ever-present. Bald eagles nest in the towering cedars, raising their young overhead, while orcas pass through nearby waters, herons wade the shoreline, and harbor seals bask on sun-warmed rocks. Stone steps, crafted by local artisan Zack Leck, descend to 169 feet of accessible beachfront, tidepools teeming with sea life, and calm waters perfect for kayaking. The 4,014 sq ft residence features soaring ceilings, hardwood and stone floors, four fireplaces, a gourmet kitchen, sunroom, and a great room framing the water like a living painting. An attached 2-bedroom guest suite offers full kitchen, bath, and living room. Landscaped grounds include manicured lawns, a fenced garden with raised beds, and an orchard of plum, apple, and cherry trees. Minutes to Eastsound yet worlds away.

285 Raptor Road, Orcas Island

Listing courtesy of Orcas Island Realty.

$1,450,000
1 Beds ⋅ 2 Baths ⋅ 2490280 MLS ⋅ ACTIVE Status
Set along a coveted west-facing bank, this 1-bedroom, 1.5 bath home with vaulted ceilings captures sweeping views across Upright Channel — from passing ferries to unforgettable sunset skies. The open-concept design invites coastal living, while a winding path leads to the kind of level, sandy beachfront that’s rare to find in the San Juan Islands. Just steps from the tide line rests the true treasure: a 579 sq ft, beach cottage. Launch kayaks, dig for clams at low tide, steam fresh Dungeness crab, or drift off to the rhythm of gentle waves. This hard-to-find setting is a once-in-a-generation opportunity — just minutes from the conveniences of Lopez Village, the Ferry Landing and popular public beaches.

230 Gem Farm Lane, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

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

1656 Eagle Ridge Road, Orcas Island

Listing courtesy of True North Realty.

$999,000
2 Beds ⋅ 1 Baths ⋅ 2489159 MLS ⋅ ACTIVE Status
Paradise Found at Fox Glove Cottage! Turn-key, active vacation rental with bookings throughout the summer! Walk right into an income generating property! Waterfront, two bedroom, one bath beach cottage in Deer Harbor overlooking the Deer Harbor marina. Enjoy the best of both worlds with a charming and lovingly updated beach cottage and coveted outdoor oasis. Watch the comings and goings of the boats at the Deer Harbor and Cayou Quay marinas from the spacious deck. Grassy yard with picnic table and benches leads to easy steps to your private beach and tidelands. Many updates within the last year, including new paint, new flooring, gorgeous new fireplace, ductless heat pump/mini-split. The home is a highly sought after and a successful vacation rental with a current vacation rental permit and rental history. Property comes turn-key, furnished and ready to rent or enjoy. Charming, breakfast bar, countertop dining, spacious deck with views of the channel and the Deer Harbor marina. Walk to marina and amenities of Deer Harbor community including, post-office, dining options, marina market and more. High speed internet/Rock Island Fiber, Deer Harbor Marina Water and Sewer.

5244 Deer Harbor Road, Orcas Island

Listing courtesy of True North Realty.

$1,149,000
2 Beds ⋅ 1 Baths ⋅ 2489714 MLS ⋅ ACTIVE Status
Rare Olga Hamlet waterfront cottage with buoy in Buck Bay. Nestled in the heart of this beloved bayside community, the property captures the charm and relaxed pace that make Olga such a special corner of Orcas Island.This 2 bed, 1 bath cottage was completely remodeled in 2020 with a full down-to-the-studs renovation with replaced electrical, plumbing, heating, and major systems throughout. Timeless finishes include Brazilian cherry flooring, heated porcelain tile, fiber optic internet, updated appliances, and a welcoming fireplace that creates a warm cabin feel. The kitchen faces south toward the Olga dock and the marine activity in the bay. A large patio door and a sunny deck off the living room bring in natural light and offer space for outdoor dining, a small garden, and gatherings with friends. Sturdy stairs lead to the shoreline where you can launch a kayak or dinghy and access your own permitted buoy in Buck Bay. Located in the historic Olga Hamlet near the Olga Store (operated by the Orcas Island Food Co-op), post office, public dock, and county waterfront park, with Olga Artworks, Lascaux Cafe, and the trails of the Coho Preserve nearby. Olga has long been known as one of Orcas Island’s original waterfront villages and an enduring hub for artists and island life. Second .29 acre waterview tax parcel across the street available with a carport, shed, and connected utilities, Both parcels for $1,499,000.

71 Olga Park Lane, Orcas Island

Listing courtesy of Orcas Island Realty.

$375,000
2 Beds ⋅ 1 Baths ⋅ 2487574 MLS ⋅ ACTIVE Status
BOAT or FLY In & escape to the quiet charm of Stuart Island & experience cabin life the way it was meant to be! Nestled among proud evergreens, this cozy island retreat offers the perfect place to unplug & enjoy the beauty of the outer San Juans. Spend your days exploring nearby beaches, crabbing & fishing in surrounding waters, or hiking to the iconic Turn Point Lighthouse. Inside, the warm & inviting cabin captures the spirit of classic PNW getaways. A 1 owner abode, with a cozy great room with a wood burning fireplace, an efficient & quaint kitchen plus you’ll love the main floor bedroom & bath. The sleeping loft overlooks the main living area—complete with a firefighter pole for a quick & playful slide down to the great room below. True to its rustic roots, the property also includes a traditional outhouse, adding to the authentic off-grid island experience. A large shed for your tools/toys & the cabin comes furnished. A short boat ride from the vibrant marina, shops & dining at Roche Harbor, this peaceful retreat offers privacy, nature & the rare chance to own a slice of the San Juan Islands’ most beloved outer-island lifestyle. Whether you’re seeking a weekend escape, summer basecamp, or a place to reconnect with nature, this cabin is ready to welcome you. Stuart Island Airway Park (7WA5) is a well maintained, private, grass airstrip that provides the primary transportation option for many of the property owners too. Only a short walk from the airport to the cabin!

436 Marine Lane, Stuart Island

Listing courtesy of Windermere Real Estate/HLC.

$729,000
3 Beds ⋅ 2 Baths ⋅ 2479057 MLS ⋅ ACTIVE Status
Escape to the serene magic and incomparable beauty of Shaw Island, the quietest treasure in the San Juan Islands. Unlike its busier neighbors, Shaw Island has no vacation rentals or hotels, ensuring an unmatched sense of peace and seclusion—a true rarity. This custom cabin style home, nestled amidst just over 6 acres of cedar and madrone trees offers your own private sanctuary, complete with a tranquil pond perfect for savoring your morning coffee or reflecting on the stillness around you. Step inside to find vaulted wood ceilings and timeless cedar and fir finishes that exude warmth and character. Thoughtfully updated in 2011, the home beautifully blends rustic Pacific Northwest charm with modern comfort. Features include 2 main floor bedrooms both with walk-in closets & ensuite bathrooms, distinctive end grain fir floors, a 3rd loft bedroom, a snug room flex space, and a large unfinished loft space that has potential to add a bonus room/4th bedroom. A kitchen pantry, a full laundry room, and a large utility closet offer tons of storage. Here, life moves at a slower, more mindful pace. If you're dreaming of a private slice of paradise where quiet reigns and the world feels a little more magical, this is your chance to make it yours.

1014 Ben Nevis Loop, Shaw Island

Listing courtesy of COMPASS.

$449,000
3 Beds ⋅ 3 Baths ⋅ 2484143 MLS ⋅ ACTIVE Status
Large Farmhouse. Includes spacious 2nd story studio apt w Airbnb VR permit. Charming 1 bed cabin also sits quietly in the back. Private island in the San Juan islands 20 min from Anacortes. Use as an equestrian farm, full time residence or vacation home. Several outbuildings including a barn, bunkhouse and greenhouse. Centrally located. Short walk to the K-8th grade school. 1/2 mile walk to the beach. Live, work remotely on this large 2.64 acre lot. Partly wooded. Fiber for internet. Daily water taxi from Anacortes. 90 min drive from Seattle.

641 Decatur Head Drive, Decatur Island

Listing courtesy of KW Greater Seattle.

$195,000
1 Beds ⋅ 1 Baths ⋅ 2483244 MLS ⋅ ACTIVE Status
SELLER FINANCING possible for this sweet island cabin. Despite its petite size, it lives much more spacious with high ceilings, abundant windows looking out through the fir and maple trees, and open floor plan. The cute kitchen has a farmhouse style sink, open shelves, and wood stove with cook top, reminiscent of a bygone era. There’s also a four-burner electric range if that’s more your style. The bedroom and 3/4 bath, located at the back of the cabin has space for a queen size bed and windows looking out into the forest. Fully furnished for a turn-key sale. Getting to Center Island is easy—no WSF ferry required. Forget the long terminal waits; access Center Island via a water taxi and start your vacation as soon as you arrive. The cabin is situated close to both community docks and clubhouse. Bring your kayak and spend your days exploring the inland San Juan waterways or grab a good book and enjoy reading in the sun. This place is ready to be used now but if your future plans include a little more space, the 2-bed septic allows for growth. The community has a full-time caretaker, clubhouse with laundry and shower, two deep-water docks, waterfront boat storage, boat launch, beautiful picnic areas and picturesque roads for golf carts only. Affordable island cabins are tough to find! Community water system is only available for homes occupied for 180 days or less.

153 Chinook Way, Center Island

Listing courtesy of Windermere RE Anacortes Prop..

$1,495,000
3 Beds ⋅ 3 Baths ⋅ 2483389 MLS ⋅ ACTIVE Status
Beautiful Craftsman Home, Thoughtfully designed home blends comfort, style, and natural light. Vaulted ceilings and sun-filtered rooms create an airy, welcoming atmosphere throughout. The gourmet kitchen features many custom built-ins and features, includes pot filler over Hallman propane stove and opens to a private deck—perfect for morning coffee or evening dining. A second deck extends from the primary bedroom. A center porch from the living room opens up with steps leading down to the golf course. Includes whole house water filtration system. The main home includes 3 bedrooms and 3 bathrooms, with a spacious living room centered around a stunning stone fireplace and attached 2 car garage. A separate 791 sq. ft. studio provides exceptional flexibility, two separate rooms for shower and half bathroom. Includes deck, patio and garden area—ideal for guests and hobbies. Located on the 1st fairway and close to the first green of the San Juan Golf & Tennis Club, this property offers direct access to a charming 9-hole semi-private course open to the public. A rare opportunity to enjoy comfort, craftsmanship, and a coveted golf-course setting.

479 Fairway Drive, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$695,000
2 Beds ⋅ 3 Baths ⋅ 2480319 MLS ⋅ ACTIVE Status
Quintessential island bungalow living in the heart of Friday Harbor. Ideally located directly across from the San Juan Island Fairgrounds and just a short stroll to downtown shops, restaurants, schools, and the ferry, this well-maintained 2 bed, 3 bath home offers the rare combination of charm, convenience, and everyday ease. Inside, approximately 2,300 sqft of thoughtfully designed living space has been refreshed with a beautifully remodeled kitchen and main living area, along with an updated upstairs bathroom creating a clean, move-in-ready feel while preserving its classic island character. The flexible floor plan offers generous living areas, ideal for both relaxed daily living and hosting guests. A spacious walk-in pantry complete with an additional refrigerator and freezer adds a level of functionality rarely found in homes this close to town. This is island life as it’s meant to be: simple, connected, and effortlessly close to everything.

847 Argyle Avenue, Friday Harbor

Listing courtesy of COMPASS.

$19,800,000
6 Beds ⋅ 6 Baths ⋅ 2483787 MLS ⋅ ACTIVE Status
Experience the pinnacle of luxury island living with end-of-road privacy on 63± acres across and 515± feet of coveted low-bank waterfront. Panoramic views sweep over the San Juan Channel to Mount Baker and the North Cascades, offering a breathtaking natural backdrop year-round. The 8,674± sf two-level residence presents 6 bedrooms and 6 baths, thoughtfully designed with refined finishes, rich textures, and seamless indoor-outdoor flow for elevated entertaining and serene everyday living. Expansive terraces overlook orchards, gardens, and tranquil pond, creating a private retreat of rare beauty. Premier amenities include indoor pool, private gym, multiple garages, a historic barn, and a FAA-certified 2,400± ft airstrip with helipad - providing exceptional convenience and exclusivity. A distinguished legacy estate - commanding in presence, yet warmly inviting.

735 Rosler Road, San Juan Island

Listing courtesy of Windermere RE San Juan Islands.

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

2623 Pear Point Road, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$1,998,000
4 Beds ⋅ 5 Baths ⋅ 2482354 MLS ⋅ ACTIVE Status
A standout opportunity ahead of the 2026 peak season! Don’t miss your chance to secure this unique investment. Positioned on the shores of West Sound on scenic Orcas Island in the heart of the San Juan Islands, the historic Kingfish Inn offers a compelling, income-producing investment opportunity with both immediate cash flow and long-term upside. This established waterfront hospitality asset blends a proven business model with expansion potential in one of the Pacific Northwest’s most desirable destination markets. Originally built in 1902, the property has been thoughtfully maintained and operates as a boutique inn and restaurant with a strong reputation, repeat clientele, and consistent seasonal demand. The inn includes four well-appointed waterfront suites, two with private decks, commanding premium nightly rates and delivering a high-margin, experience-driven stay that supports strong occupancy. The on-site restaurant, known for its locally inspired offerings, provides a complementary revenue stream and is well-positioned to capitalize on both visitor traffic and the local community. A newly installed septic system minimizes near-term capital expenses and supports future growth. The property benefits from year-round appeal in a high-demand destination market. With limited waterfront commercial inventory available, this turnkey asset offers proven income, brand equity, and value-add potential.

4362 Crow Valley Rd., Orcas Island

Listing courtesy of Lifeline Equity.

$1,598,000
2 Beds ⋅ 1 Baths ⋅ 2478563 MLS ⋅ ACTIVE Status
Watch Roche Harbor fireworks from your dock! Perched along the coveted shores of Henry Is, this exceptional waterfront retreat captures sweeping views across sparkling waters to Roche Harbor & beyond. A rare offering, the property features a deep-water, shared dock, providing effortless access for boating, crabbing, fishing, and spontaneous sunset cruises.The home is thoughtfully positioned to embrace its breathtaking surroundings, with expansive windows that frame ever-changing marine vistas—boats gliding by, seabirds soaring, and the harbor lights twinkling at dusk. Two bedrooms on the main plus a sleeping- play loft above. The kitchen has beach-cottage cabinetry, a breakfast bar & a spacious dining area. The great room gets cozy with ambiance of the wood burning fireplace plus there’s another wd stove in the primary suite for a relaxing Winters night. Open-concept living spaces flow seamlessly to a generous outdoor deck, creating the perfect setting for summer gatherings or quiet mornings with coffee and sea air. Designed for both comfort and convenience, the property offers cabin chic finishes, inviting gathering spaces, and private retreats for guests. Whether you envision a full-time island lifestyle or a legacy getaway, this property delivers the ultimate San Juan Islands experience—privacy, protected moorage & postcard-worthy views just minutes from Roche Harbor Resort. A rare opportunity to own premier waterfront in one of the San Juans’ most sought-after locations.

5 Smugglers Rowe, Henry Island

Listing courtesy of Windermere Real Estate/HLC.

$1,990,000
17 Beds ⋅ 17 Baths ⋅ 2475226 MLS ⋅ ACTIVE Status
Bartwood Lodge presents a rare Orcas Island waterfront opportunity with sweeping panoramic views and exceptional development potential. Located on the quiet North Shore in the residential Bartwood neighborhood, this unique property offers flexibility for a single or multi-family estate, condo remodel for resale, apartment renovation for long-term income, or immediate use as employee housing. The property features two separate buildings. The main three-story lodge includes 15 guest rooms with private baths, plus a top-floor one-bedroom apartment with kitchen. A second building provides a spacious common living and dining area with large kitchen—ideal for gatherings or shared use. Installed Rock Island Fiber-Optic internet. Enjoy 180° vistas stretching north to the Canadian Coastal Range, east to Mount Baker, and west to stunning summer sunsets. A large waterfront deck leads to the community dock, beach, and boat ramp. Additional amenities include parking for 40+ vehicles and access to a HOA tennis, pickleball, and basketball court. Centrally located near the Orcas Island Airport, marina, and Eastsound Village shops and dining, Bartwood Lodge offers an exceptional combination of waterfront living, convenience, and income or redevelopment potential.

178 Fossil Bay Drive, Orcas Island

Listing courtesy of The Agency Seattle.

$875,000
3 Beds ⋅ 3 Baths ⋅ 2463199 MLS ⋅ ACTIVE Status
ROSARIO ESTATES! Walk to the marina and pool! 3 bd, 2.5 bath with propane heat, range, and BBQ hook up. Walk in pantry, original French doors. New W/D stay! Well laid out 1/4-acre property includes access to Rosario Resort Outdoor pool and spa. Quiet, pet friendly area.10K propane generator engages when the power goes out. Rock Island high speed fiber installed, 1000-gallon septic installed in 2017. 310-gallon propane tank. Large S./F deck w/a filtered view of the Rosario Strait. View of the Rosario Seaplane dock. The home has 4 different levels. Carport with redwood trellis and flagstone. 8 x 18 shop and 8 x 10 green house with water on solid foundation. Herb garden and baby sequoias. Fully fenced. Ample parking inside and outside of the gate. Water pressure is amazing. No drainage issues.

1193 Rosario Road, Orcas Island

Listing courtesy of Offshore Properties LLC.

$1,150,000
1 Beds ⋅ 2 Baths ⋅ 2473530 MLS ⋅ ACTIVE Status
Beyond a private, set back driveway, this remarkable San Juan retreat unfolds across 10 secluded acres shaped by nature itself. A serene 3 acre, lake like pond invites quiet canoe paddles and immersive wildlife viewing, surrounded by twisted madronas and undisturbed forest. Free from ornamental gardens or pastoral affectations, the home feels carved from its setting rather than imposed upon it. Radiant heat concrete floors anchor the main level, with exposed beams and a strong architectural presence throughout. Above, a bright, lofty primary suite feels elevated, private, and refined, while a separate cozy den, once a bedroom, offers flexible living space. Large windows frame the landscape like living art. Foxes, Snow Geese, Bald Eagles, and ducks move freely across the land and water. A detached shed with power offers future ADU potential. Preserved surroundings ensure enduring privacy and a sanctuary shaped and protected by nature.

96 Pleasant Pond Lane, Friday Harbor

Listing courtesy of eXp Realty.

$2,829,000
5 Beds ⋅ 4 Baths ⋅ 2459755 MLS ⋅ ACTIVE Status
Perched above the sparkling waters of Orcas Village, this reimagined coastal retreat captures the essence of endless island summers. With 345± feet of shoreline and panoramic views stretching across Cayou Channel, every day begins with sun dancing on the water and ends with breathtaking sunsets over the sea. Inside, walls of glass frame the ever-changing marine landscape, creating the feeling of living right on the water's edge. The 3,411± sf home is designed for both relaxed getaways and unforgettable gatherings, featuring dual primary suites, spa-inspired baths, inviting wood-burning fireplaces, and beautifully updated spaces that blend modern comfort with timeless coastal charm. Spend your days launching kayaks from the shoreline, strolling to the nearby village for coffee or dinner, catching the ferry for an island adventure, or simply unwinding on the deck as boats drift by. Whether it's a summer escape, a weekend retreat, or a place to create lasting memories with friends, this exceptional waterfront home offers the very best of island living—where every day feels like vacation.

8256 Orcas Road, Orcas Island

Listing courtesy of Windermere RE San Juan Islands.

$963,000
2 Beds ⋅ 2 Baths ⋅ 2458584 MLS ⋅ ACTIVE Status
Nestled on 2 acres in East Crow Valley on Orcas Island, this enchanting 2-bedroom, 2-bath home harmoniously blends historic charm with modern comfort. The original log cabin, paired with a new addition, boasts local fir floors, custom cabinetry, and radiant heat. Large windows frame breathtaking views of farmland, Mount Constitution, and Turtleback Mountain. And showcases sunset/sun rise colors year round. A fenced garden, dotted with young apple, plum trees, and currants, invites outdoor serenity. A spacious 30x30 detached storage "T" shed building offers endless possibilities—hobbies, storage or a workshop. With a new metered water system, shared well, 4-bedroom private septic system, 2,500-gallon potable water storage and 7,500-gallon rain catchment, new transformer/power install and EV charger, this property is self-sufficient. Positioned between Orcas Ferry Landing and Eastsound, it’s a prime, active Vacation Rental. Bask in all-day sunshine, enjoy tranquil privacy, and savor Orcas Island’s timeless allure.

4263 Orcas Road, Orcas Island

Listing courtesy of TWilliams Realty.

$2,800,000
3 Beds ⋅ 5 Baths ⋅ 2455427 MLS ⋅ ACTIVE Status
Perched above Deer Harbor, this Roy Lundgren–designed high-bank waterfront home offers a front-row seat to the marine activity of Deer Harbor Marina, with sweeping views of Pole Pass, ferries, sea planes, whale-watching boats, and lively boat traffic. Built in 1994 by skilled local craftsmen and impeccably maintained, this 3,500+ sq ft residence features three ensuite bedrooms plus a bonus room, all filled with abundant south-facing light and vaulted ceilings. An attached two-car garage adds convenience, and two nearby marinas provide excellent access to island recreation. Kenmore Air float planes depart just minutes away, offering fast, direct travel to Seattle for appointments or sporting events. Furnishings are available with sale. Deeded shoreline shared access via neighborhood common area. Limited dock use for loading and unloading.

573 Harborview Lane, Orcas Island

Listing courtesy of Orcas Island Realty.

$2,600,000
4 Beds ⋅ 4 Baths ⋅ 2451928 MLS ⋅ ACTIVE Status
Island Living at its finest! Experience this private, end of the road, Orcas Island home with sweeping water, mountain and village views. This is a high bank waterfront property where you control your views across East Sound and beyond. Ideally located, offering easy access to Moran State Park, Mt Constitution, lakes, public beaches and shopping in Eastsound. Main floor living offers chef’s kitchen as focal point, with oversized island, top tier appliances; elevated dining area; primary suite that captures views from every angle, modern spa bath, walk-in closets, sitting area-gas/propane fireplace; bonus room, large 2 car garage. Lower level showcases 1 bed/1 bath studio apartment. Upper level includes 2 bed/1 bath and flex space. Custom cabinetry throughout, attention to detail. Enjoy NW year-round with covered outdoor bbq/picnic area, fire pit and patio area located on second tax parcel. This home is as functional as it is beautiful.

1189 Tomihi Drive, Orcas Island

Listing courtesy of TWilliams Realty.

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