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$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.

$395,000
2491284 MLS ⋅ ACTIVE Status
Gorgeous Southern marine views down East Sound from 2.7 +/- acres of beautiful land in tranquil, Tomihi Dr community. Welcome to Rosario Ridge Lot 9, on Tomihi Dr. Treed driveway leads to Southern portion of the property opening to unexpected marine & island vistas. Lot 9 offers a peaceful setting w/off the road privacy, moss covered rocky knolls & sunny open spaces. Water, power, & septic lines to community drain field available. Less than 10 minutes to Village of Eastsound amenities as well as ready access to 5,000+ acre Moran State Park, home to Cascade & Mountain Lake, Mount Constitution & numerous hiking trails. Rosario Resort & Marina minutes away for dining & float plane access to Seattle. Seller to provide approved Septic Design.

9 Tomihi Drive, Orcas Island

Listing courtesy of True North Realty.

$1,190,000
3 Beds ⋅ 2 Baths ⋅ 2480726 MLS ⋅ ACTIVE Status
Location, Location, Location! Welcome to one of the most desirable waterfront addresses in downtown Friday Harbor. This exceptional Cannery Village penthouse condominium offers the rare combination of security, convenience, walkability, and breathtaking harbor views. Enjoy a carefree lock-and-leave lifestyle with secure building access, private elevator service directly to the penthouse, dedicated covered parking, and low-maintenance waterfront living. Whether arriving by ferry, private boat, seaplane, or the nearby Friday Harbor Airport, you'll appreciate the ease of travel and seamless access to your island retreat. Take the short stroll to the ferry, grocery stores, restaurants, and waterfront parks. Everything you need is just steps from your front door. Inside, the spacious 3-bedroom, 2-bath floor plan is designed for comfortable living and effortless entertaining. Walls of windows frame spectacular views of the harbor, marina, and boating activity, while two private decks provide front-row seats to sunrises, arriving ferries, and the ever-changing waterfront scene. The loft offers flexible space as a reading retreat, play area, or additional storage. Offered fully furnished, this penthouse allows you to begin enjoying island life immediately. Whether you're seeking a full-time residence, second home, or investment opportunity, this secure waterfront condominium delivers unmatched convenience, exceptional views, and the freedom to enjoy Friday Harbor on foot.

200 East Street Unit #D304, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$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.

$165,000
2483241 MLS ⋅ ACTIVE Status
Welcome to your own private woodland haven on this gently sloping 1.4-acre lot. Located just a quarter-mile from the county boat ramp, this property offers easy access to the water, beautiful beaches, mainland, and the surrounding islands. The land is beautifully framed by a mature canopy of majestic bigleaf maples and firs, while the understory creates a natural privacy buffer and a peaceful forest atmosphere. Tucked among neighboring properties that boast expansive water views, this lot holds incredible untapped potential. With strategic tree work, the vistas of Davis Bay and James Island can be widened and enjoyed from many vantage points.A shared well agreement with the neighboring parcel provides a vital head start on your development or weekend setup. This versatile acreage offers the rare freedom of no HOA and no restrictive CCRs, making it an ideal choice for a custom cabin, a seasonal campsite, or a modern manufactured home. Power is in the road for easy access. Bring your vision and explore the possibilities on this delightful island property.Escaping to the islands doesn't get much easier than this! Decatur Island is less than 30 minutes from Skyline Marina in Anacortes, and two water taxi companies offer multiple trips daily. Sitting in a ferry line is no fun and not necessary with this convenient option. The taxis can also bring groceries, building materials, fuel, furnishings and more.

Davis Beach Road, Decatur Island

Listing courtesy of Windermere RE Anacortes Prop..

$1,150,000
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.

$399,000
2480591 MLS ⋅ ACTIVE Status
A different kind of Orcas Island experience: private, view-filled, and ready for immediate enjoyment. Set atop a sunny elevated knoll near Obstruction Pass, this 2.78-acre property spans two tax parcels and offers expansive water views, Mount Baker outlooks, and open sky from a peaceful, park-like setting. The land feels tucked away from the world, with mature trees, natural clearings, and a sense of seclusion that makes the views feel even more dramatic. A well-kept yurt and newer platform tent create a move-in-ready off-grid base camp, with a generous deck for outdoor living and a front-row connection to the surrounding landscape. Water is connected and supported by a small solar-powered pump system, with basic utility lines in place for everyday use. Trails and a partially developed road lead toward a potential future building site, allowing the property to evolve from simple retreat to long-term vision. Located near Obstruction Pass State Park, public beaches, the county dock and boat launch at Lieberhaven, Lascaux Cafe, the Orcas Store, and Olga Artworks. For those drawn to privacy, creativity, water views, and a more elemental Orcas lifestyle, this is a rare opportunity with tremendous possibility.

1407 Obstruction Pass Road, 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.

$220,000
1 Beds ⋅ 1 Baths ⋅ 2484486 MLS ⋅ ACTIVE Status
Updated cozy condo unit at the Sandpiper. 1 bedroom, 1 full bath with newer floors and counters and a washer/dryer in the unit. Close to Tucker Ave entrance. Community area for gatherings with picnic tables and chairs. Community workout room as well. Walking distance to Friday Harbor and all the town amenities including restaurants, theatres, grocery stores and schools.

250 Tucker Avenue Unit #36, San Juan Island

Listing courtesy of Coldwell Banker San Juan Is..

$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! Here is your chance to have that weekend getaway you’ve been dreaming about.

153 Chinook Way, Center Island

Listing courtesy of Windermere RE Anacortes Prop..

$1,150,000
2482717 MLS ⋅ ACTIVE Status
Discover the perfect waterfront canvas for your dream home on this stunning 1.3+/- acre northwest facing parcel with sweeping marine views on a dramatic prominent point. Level and easy to build, this property has an installed (5) bedroom drainfield (still needs a septic tank) and Eastsound Water membership paid and hooked up. Breathtaking marine views over Sucia Island, Matia Island Wildlife Preserve and beyond to the night lights of Vancouver BC. Mature trees provide natural beauty, shade and privacy. Enjoy beautiful sunsets, views of Mt. Baker from the property point, boat traffic and abundant marine life from your front yard. Located on a quiet, dead-end road, this is about as easy a waterfront build can get with water, drainfield installed and easy topography, Whether you're planning a custom home, a weekend retreat, or a long-term investment, this rare waterfront opportunity combines convenience, beauty, and a great location just a few miles from the village of Eastsound.

351 Sunset, Orcas Island

Listing courtesy of COMPASS.

$310,000
1 Baths ⋅ 2485739 MLS ⋅ ACTIVE Status
Investment opportunity! Successful short-term, turn-key vacation rental in Friday Harbor that generates great income. Close proximity to the ferry, port, town & amenities. This is 1 of 10 units at Sandpiper grandfathered in & approved with the town for nightly vacation rentals. With smart features, you can conveniently manage this rental remotely. Amenities onsite include an outside BBQ area, coin operated laundry room, gym, and seasonal pool. The pool is currently closed, but the HOA is working to have the pool opened soon.

250 Tucker Avenue Unit #4, Friday Harbor

Listing courtesy of Island Grp Sotheby's Int Rlty.

$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.

$1,050,000
2485601 MLS ⋅ ACTIVE Status
Easy access level hangar lot at Roche Harbor Skyways, a fly-in secure gated community. Lot has been cleared, graded and a roughed in driveway installed. Approved 3-bedroom septic system permit and approved building permit for a 70’x70’ steel frame hangar with a door height of 20.6’h x 65’w and a retaining wall. The paved airfield is WA09 which is a private airfield and public-use with permission. Numerous visitor tie downs near the apron. The strip is 3,593 x 30 feet. Elevation 100 ft+/- and hours are sunrise to sunset. No tower. Walk or take your golf cart to Roche Harbor Resort and enjoy the convenience of the marina, restaurants, grocery stores, retail, hiking trails and activities. Close to English Camp National Park and Westcott Bay Oyster Farm.

121 Cessna Avenue, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$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.

$2,050,000
2473513 MLS ⋅ ACTIVE Status
A rare opportunity to build a new in the lively heart of downtown Friday Harbor on San Juan Island. This high-traffic commercial corner basks in the warmth of southern sunlight all day long and is steps away from the Port of Friday Harbor, the seaplane dock, and passengers arriving or departing by Washington State Ferry. Spanning approximately 70 feet by 50 feet, this lot invites transformative ideas, including mixed-use residential spaces, retail ventures, a hotel, professional services, indoor entertainment, and transient accommodations, all within the esteemed historic district of Friday Harbor. With water, sewer, and power readily accessible, your vision can become a reality. This southeastern corner lot in the historic downtown core of Friday Harbor was once the vibrant home of Churchill's General Store in 1892, later the Bayview Tavern and Herb's Tavern. Fill this blank canvas with your dream development on San Juan Island.

80 First Street S, Friday Harbor

Listing courtesy of Coldwell Banker Bain.

$1,395,000
2 Beds ⋅ 2 Baths ⋅ 2479947 MLS ⋅ ACTIVE Status
Experience the best of island living from this exceptional luxury condo in the vibrant heart of Friday Harbor. Just steps to the marina, ferry, waterfront restaurants, shopping, and galleries, you’ll enjoy front-row harbor views of ferries, seaplanes, sailboats, and year-round island activity from the living room, private bedroom balcony, or rooftop deck. Meticulously rebuilt during an extensive $300K renovation in 2024, this pristine 1,628 sq ft home blends timeless design with modern comfort. The open-concept living space features a dramatic floor-to-ceiling marble propane fireplace, 8” Montariz French Oak hardwood floors, and a designer kitchen with Bosch stainless appliances, induction range, custom cabinetry, quartz countertops, honed marble backsplash, and generous island. The spacious primary suite offers vaulted ceilings, a spa-inspired 5-piece bath with soaking tub, bidet toilet and walk-in closet. Multi-zone Mitsubishi mini-split heating and air conditioning provide efficient year-round comfort throughout the home. Secure coded entry, elevator access, and a secure garage parking space complete the package. One of the few downtown residences combining a 2024 luxury renovation, harbor views, secure garage parking, elevator access, and zoning allowing nightly vacation rentals if future owners desire. Offered fully furnished with curated Arhaus, Fine Furnishings —simply arrive and begin enjoying island life.

232 A Street Unit #R4, 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.

$165,000
2476921 MLS ⋅ ACTIVE Status
This Orcas property offers stunning views of Rosario Strait and the Cascade Mountains. The lot is surrounded by fir and alder trees, framing a breathtaking panorama. Residents of Eagle Lake have access to extensive trails, a 17-acre lake perfect for swimming, fishing, and paddleboarding, as well as a private beach for access to the sea. The serene natural setting features a ready-to-build site with convenient access to water, power, and fiber internet. An architect-designed home has already received the necessary approvals from the Eagle Lake review committee, ensuring a smooth planning process. Nearby attractions such as Moran State Park, Doe Bay Resort, Olga, and Rosario offer additional recreational options. Escape into the surrounding 290 acres of quiet forest trails and build your dream home on Orcas Island. Seller financing is available.

Sunrise Bluff Lane, Orcas Island

Listing courtesy of Coldwell Banker Bain.

$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.

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