Refine Search
Map
Sort by
$1,599,000
3 Beds ⋅ 2 Baths ⋅ 2503458 MLS ⋅ ACTIVE Status
Experience the boating lifestyle of waterfront living at this exceptional Lopez Island retreat. Set along the protected waters of Fisherman Bay, this home includes a private tidal dock and mooring buoy, creating effortless access to endless days of cruising, crabbing, kayaking, and island hopping right out your back door. Lovingly held by the same family for more than 35 years, the home reflects a legacy of comfort, connection, and unforgettable waterfront memories. A substantial update in 2000 enhanced both form and function, introducing warm hardwood floors, expanded living areas, and an inviting layout that embraces the home’s stunning southeasterly water and territorial views. With 3 beds, 1.75 baths and a desirable main-level primary suite, the residence offers a comfortable and flexible floor plan ideal for quiet retreat or effortless hosting. Whether envisioned as a full-time residence, refined island getaway, or legacy waterfront property, this is a rare opportunity to enjoy the very best of Lopez Island living—where elegance meets ease, and every day begins with the rhythm of the tide.

1794 Bayshore Road, Lopez Island

Listing courtesy of COMPASS.

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

1501 Yacht Haven Road, Friday Harbor

Listing courtesy of eXp Realty.

$3,950,000
3 Beds ⋅ 5 Baths ⋅ 2501315 MLS ⋅ ACTIVE Status
Perched on a rare and private point of San Juan Island, this architecturally significant waterfront estate offers an exceptional blend of design, scale, and lifestyle. Encompassing 3 parcels and 640± feet of shoreline, the property captures sweeping waterviews framed by Mt. Baker, with walls of glass that bring the ever-changing seascape into every living space and a setting surrounded by water on three sides. The 4,120± sf main home is thoughtfully designed with a refined yet livable layout, offering 3 bed/4 baths and multiple flex spaces for office, media, or guest use. The primary suite is a serene retreat, evoking the feeling of being on a boat with expansive waterviews, a walk-in closet, and spa-inspired 5-piece bath. Medium bank waterfront with accessible shoreline invites paddleboarding and kayaking, while low tide reveals a beach ideal for exploring, with crabs under rocks and a hidden cave. A permitted mooring buoy accommodates up to a 45' boat. Includes an additional waterfront lot for future development or privacy. A detached 3-car garage is complemented by an 864± sf ADU studio, ideal for guests or income potential. Walking distance to the San Juan Golf & CC and a short bike ride to town, with a compliant vacation rental permit for added flexibility and investment appeal. A truly rare waterfront legacy property!

571 Golf Course Road, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

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

477 Davison Head Drive, Friday Harbor

Listing courtesy of List4FlatFee.com, LLC.

$1,068,000
3 Beds ⋅ 3 Baths ⋅ 2500030 MLS ⋅ ACTIVE Status
Designed for both comfort & connection to its surroundings, this 2,262sf Northwest home offers a thoughtful balance of function, warmth, & flexibility. A welcoming entry opens easily to the main living spaces & attached garage, creating a natural flow for everyday island living. The kitchen is both inviting & practical, with an eating bar & a charming breakfast nook framed by windows overlooking a quiet forest floor blanketed in green moss. From here, the home unfolds into the dining area & a sun-filled sitting room, all oriented toward the fenced garden. Upstairs, three bedrooms & two full baths are thoughtfully arranged. The primary suite enjoys a private balcony with distant views of Strait of Juan de Fuca & Olympic Mtns, dual closets including a walk-in & a soaking tub. Vaulted ceilings & expansive windows fill the main living area with natural light, while over 700 sq ft of decking & a covered front porch extend the living space outdoors. The wooded landscape offers a sense of privacy with minimal maintenance beyond the fenced garden. A greenhouse is nestled among mossy rock outcroppings & mature fir trees, offering a peaceful space for growing. A standout feature is the 1,008 sf detached barn with studio space, offering a full bath, loft, spacious open ground level & additional storage or workshop areas—well suited for a wide range of creative & practical uses. A distinctive San Juan Island property offering space to live, create & settle into the rhythm of island life.

391 Little Mountain Road, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$2,100,000
3 Beds ⋅ 5 Baths ⋅ 2483494 MLS ⋅ ACTIVE Status
Southwest-facing waterfront home with private dock on Brown Island, offering 3,527 sq ft of beautifully designed living with 3 bedrooms, 2 offices, and 5 baths. This remodeled NW Craftsman 1-story home with basement blends classic style with modern comfort, featuring an atrium entry, open floor plan, and spacious chef’s kitchen. Most rooms including the main-level primary suite with deck access, capture stunning harbor and sunset views. The lower level offers a bedroom and bath with separate entry, ideal for guests or extended living. Outdoor living shines with expansive main-level decks, a sunny waterfront bulkhead patio with steps to the beach, and a private dock on 107 feet of accessible shoreline. A detached golf cart garage/shop, hot tub, and bocce court complete this exceptional setting. Brown Island amenities include community moorage, pool, clubhouse with fitness room, caretaker boat service, and easy access to Friday Harbor by boat. From your decks, enjoy ferries, boats, seaplanes, and the glow of town lights at night. With golf cart parking and boat launch, this island blends secluded island privacy with easy access to the vibrant town, marina, shopping, and dining of Friday Harbor. An extraordinary Brown Island residence offering spectacular sunsets, premier waterfront living, and an unmatched island lifestyle.

3 Brown Island, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$1,850,000
4 Beds ⋅ 4 Baths ⋅ 2498455 MLS ⋅ ACTIVE Status
Stunning 4 bedroom, 3.5 bath home in premium location with protected Roche Harbor Marina views. Designed for both comfort and entertaining the spacious layout features an open-concept living area, expansive windows, 7-speaker surround system, 10-ft ceilings throughout the main floor, a propane fireplace, and a 3-car garage. The gourmet kitchen anchors the heart of the home featuring granite counters, a farmhouse sink, and custom cabinetry. The primary suite offers a soaking tub, 3-person steam room, and deck access to the hot tub overlooking the marina. Short walk to airstrip and resort amenities, plus from your yard you can access a popular foot path that leads directly to the resort. Make this your private front-row seat to all the activities Roche Harbor has to offer, including July 4th fireworks.

247 Afterglow Drive, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

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

Orcas Island

Listing courtesy of COMPASS.

$1,999,500
2 Beds ⋅ 2 Baths ⋅ 2493219 MLS ⋅ ACTIVE Status
Understated elegance in this architecturally pleasing 2142 +/- SF Cape Cod beach home. Private setting on over 1 acre, with tranquil and everchanging views into False Bay and your own private beachfront. Parcel offers towering firs, garden area, stunning landscaping features, slate firepit/patio for outdoor entertaining. Walking distance to the community beach, almost next door! Good access to your shoreline area for beach exploring /kayak launching. Two private bedroom suites for ultimate privacy, great room with soaring light filled vaulted ceilings, open kitchen concept perfect for entertaining, small hobby/utility room, and views from every room. Updated bathrooms, new stunning copper roof and gutters. Detached shed for equipment/kayaks. This charming shingled home is featured in The New Cottage Home book, a testament to design excellence and charm. By Appt.

16 Bayshore Road, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$950,000
2 Beds ⋅ 2 Baths ⋅ 2495004 MLS ⋅ ACTIVE Status
Spend your days boating, birdwatching, and beach combing, all the while enjoying an unobstructed view of Shoal Bay and sunsets throughout the summer season from this low bank waterfront home on Lopez Island. The private beach, with 93 ft of waterfront and 75 ft of private tidelands, affords easy access to the sheltered bay, ideal for kayaking and paddle boarding, while the private mooring buoy and proximity to Spencer's Landing Marina will accommodate the needs of larger boats. The 2582 sf cabin comfortably hosts a crew, between the two bedrooms with their own second story deck overlooking Swifts Bay, a large bonus room on the main floor, two full bathrooms, and a finished daylight basement. Gather in the light-filled living/dining area and west-facing main deck to watch the seals, blue herons, and boats come and go. The fireplace and wood stove keep the home extra cozy in the winter months. The yard is spacious enough for outdoor fun and gardening and the established fruit trees produce a bountiful harvest. There's plenty of room for your island toys, crabbing gear, and more in the garage. Updated kitchen and appliances, new water heater. Conveniently located on the north end, just two miles/10 minutes by vehicle to the ferry, and close to the village, parks, trails, and more. No HOA, private water association.

239 Shoreland Drive, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$485,000
2 Beds ⋅ 2 Baths ⋅ 2491237 MLS ⋅ ACTIVE Status
Located near the 1600' private airstrip on Center Island, this wooded retreat offers a welcoming blend of privacy, comfort, and connection to the natural surroundings. Filtered water views and abundant windows bring in soft light throughout the day, while cathedral ceilings, hardwood floors, and a warm wood interior make it feel like the ultimate island getaway.The main floor features a private ensuite primary with ¾ bath and walk-in closet, along with a second bedroom and full bath. The large gourmet kitchen has generous counter space, stainless appliances, and a pantry, opening to the dining area and new cedar deck. An inviting spot for morning coffee, evening meals, or relaxed gatherings. A wood stove, baseboard heaters and a ductless heat pump keep the home comfortable year-round. The carpeted loft offers flexible space for guests or a quiet hideaway, and the laundry room includes washer and dryer. A separate studio could be used for art, hobbies, or make a cozy bunkhouse. Center Island amenities include two deep-water docks, airstrip, full-time caretaker, clubhouse, trails, waterfront picnic areas and peaceful golf-cart-only roads. Home is offered with comfortable furnishings, crab pots and a golf cart. Hate sitting in ferry lines? Island is only a 6-minute flight from Anacortes or a quick ride on the water taxi. High-speed broadband internet available. $257 special assessment 2026. Community water system is only available to homes occupied 180 days or less.

1354 Chinook Way, Center 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..

$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.

$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.

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

168 Jackson Road, Orcas Island

Listing courtesy of True North Realty.

$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.

$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.

$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..

$1,598,000
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.

Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
IDX information is provided exclusively for consumers’ personal noncommercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.