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

445 Point Lawrence Road, Orcas Island

Listing courtesy of Orcas Island Realty.

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

208 Tide's End Road, Lopez Island

Listing courtesy of Orcas Island Realty.

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

89 Flint Road, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

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

1022 & 1024 Deer Harbor Road, Orcas Island

Listing courtesy of COMPASS.

$340,000
2506206 MLS ⋅ ACTIVE Status
BUCK MOUNTAIN VIEW LAND | 5+ desirable acres with south and west exposure, offering extended light and vibrant sunsets. Potential views span East Sound, Ship Bay, Madrona Point, Eastsound Village, and the Canadian Coastal Range. BUILD-READY with a pending 4-bedroom septic design, paid water membership, completed geotechnical report, and architect site plans available. Newly assigned address, installed driveway cut-in, and a partially cleared view corridor with potential to expand views further. Madrona trees grace the land, enhancing natural beauty, privacy, and a sense of peace. Ideally located just ¼ mile from the Buck Mountain entry gate off Crescent Beach Dr., with convenient access to Terrell Beach and Olga Rd. Minutes to Eastsound Village, Crescent Beach, Waterfront Park, and Moran State Park’s lakes and trails.

558 Buck Mt. Road, Orcas Island

Listing courtesy of The Agency Seattle/Eastside.

$1,470,000
3 Beds ⋅ 3 Baths ⋅ 2484396 MLS ⋅ ACTIVE Status
Leave the world behind as you descend to your seaside retreat. This spacious, updated home offers stunning panoramic marine views of the San Juan Channel, Orcas Island, and Shaw Island, along with world-class wildlife! Nestled on a forested .95-acre waterfront lot, you’ll be just steps away from your own private beach, perfect for kayaking, fishing, or taking a refreshing dive.The mid-century home features lovely vaulted ceilings and a cozy wood-burning fireplace, making it perfect for relaxation. You'll love the large decks that invite you to enjoy the great outdoors. The updated kitchen is a chef’s dream, complete with granite countertops, stainless steel appliances, and plenty of space to prepare your favorite meals while soaking in breathtaking views. The thoughtful floor plan includes two separate living areas, with the main floor offering two bedrooms, two bathrooms, a cozy den, office, and a convenient laundry area that even includes a dog bath for easy clean-up! The lower level serves as a welcoming guest retreat, featuring a living space, a wood-burning stove, a kitchenette, a bonus room, and a bathroom. A detached two-car garage provides additional storage, and fiber internet is available for work or play. Enjoy access to a community beach, hiking trails, and water sports, and proximity to Roche Harbor Marina and Resort, Friday Harbor town amenities, restaurants, hospital, and a nearby shellfish farm. Wonderful island retreat or a primary home.

455 Mineral Point, Friday Harbor

Listing courtesy of Coldwell Banker Bain.

$560,000
2 Beds ⋅ 2 Baths ⋅ 2504989 MLS ⋅ ACTIVE Status
Perfectly positioned just moments from the heart of Friday Harbor, this inviting single-level condo offers an ideal blend of comfort, convenience, and Northwest charm. Enjoy easy living with ramp access, tall ceilings, and expansive windows that fill the unit with natural light while framing beautiful water views over the harbor to Brown Island and Mt. Baker beyond. The open living, dining, and kitchen flow seamlessly to a covered veranda—perfect for morning coffee or evening relaxation. Two bedrooms, including a spacious primary with en-suite bath, provide flexibility for guests or remote work. Covered parking, storage, and low-maintenance living enhance everyday ease. Just minutes to town, ferry, marinas, shops, and restaurants, this is a rare opportunity to enjoy walkable island living in a quiet, well-situated community.

625 Harrison Street Unit #A, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$4,900,000
3 Beds ⋅ 4 Baths ⋅ 2502025 MLS ⋅ ACTIVE Status
LOPEZ ISLAND LUXURY---A rare blend of privacy, distinction & breathtaking views. This custom NW Craftsman sits on 27 waterfront acres overlooking MacKaye Harbor & Vancouver Is across the Straits to the OLympic Mtns. Designed for the southern vistas, the 3 bedroom/3.5 bath home features madrona floors, banks of windows, clear fir cabinetry with many built-ins & fine finishes. The Great Room centers on a stone fireplace flanked by built-ins & roomy view daybed. The chef's kitchen, which is the heart of the home, offers slate counters, double ovens, Wolf cooktop & spacious breakfast nook. Two ensuite primary bedrooms with walk-in closets, one with a covered deck. French doors open to sunny stone patio perfect for entertaining or watching eagles soar. Detached garage with studio above allowing plenty of privacy for guests. Seasonal creek winds thru mature woods & pasture past the pond. Large shop/garage, fenced garden with raised beds, fruit trees, beautiful chicken house & more. Everything you need for island living plus the house is wired for a generator.

481 Grimes Riker Lane, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$3,295,000
4 Beds ⋅ 5 Baths ⋅ 2506381 MLS ⋅ ACTIVE Status
Experience the ultimate in coastal living in this stunning Craftsman-style home set on rare no-bank waterfront in the coveted community of Cape San Juan. This architectural masterpiece is beautifully crafted with timeless, high-end finishes throughout. Impeccably maintained, the residence feels brand new and offers an unparalleled standard of island luxury. Enjoy dramatic western exposure that provides a front-row seat to the Salish Sea’s most unforgettable sunsets each evening. The heart of the home is a gourmet chef’s kitchen that opens seamlessly to a heated, covered patio, creating a perfect environment for year-round dining and sophisticated entertaining. The thoughtful floor plan features two spacious primary suites, one on each level, to provide comfort and flexibility. Two additional bedrooms and den/office space are strategically placed within the home to ensure privacy. Unwind by the cozy fireplace or step outside to launch your kayak or paddleboard directly from your own pebbled beach. Enjoy the convenience of your own private mooring buoy for your boat. Offering a unique connection to nature where you can enjoy watching abundant wildlife. As part of the coveted Cape San Juan community, you will also have access to top-tier amenities including a seasonal swimming pool, a private marina, a sandy beach, and miles of expansive scenic walking trails. This is a rare waterfront retreat designed for creating a lifetime of memories in a setting of unmatched natural beauty.

745 Cape Drive, Friday Harbor

Listing courtesy of Coldwell Banker Bain.

$3,800,000
3 Beds ⋅ 5 Baths ⋅ 2491041 MLS ⋅ ACTIVE Status
Tucked at the end of a quiet lane in sought-after West Sound, this timeless Northwest Colonial captures a refined island lifestyle framed by the calm waters of White Beach Bay, evergreens, and open sky. Set behind a gated drive, the property offers exceptional privacy across two tax parcels totaling 1.35 acres, with stairs leading to a fully accessible waterfront—an increasingly rare and coveted feature. Built in 1990, the 3,800+ sq. ft. residence blends classic architecture with warm, inviting interiors. Expansive gathering spaces, a thoughtfully designed kitchen, and quality craftsmanship throughout create a home that lives as comfortably as it entertains. Three bedrooms, including two ensuites, two bonus rooms and 4.5 baths provide flexibility and privacy for both residents and guests. Outdoor living is equally compelling, with two spacious decks and a hot tub positioned to take in the setting. A striking water-filled quarry forms a dramatic natural backdrop, framed by rugged stone and evergreens, and serves as a non-potable water source for landscape irrigation. An attached two-car garage adds convenience, while the surrounding grounds offer a true sense of seclusion. Located just moments from West Sound Marina, the West Sound Community Club, Orcas Island Yacht Club, and waterfront dining, this property delivers a rare balance of timeless design, functional amenities, and effortless connection to the island’s coastal lifestyle.

117 Martha Lane, Orcas Island

Listing courtesy of The Agency Seattle/Eastside.

$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.

$3,450,000
2 Beds ⋅ 2 Baths ⋅ 2493318 MLS ⋅ ACTIVE Status
Experience the pinnacle of island living in the extraordinary waterfront retreat, crafted by Edward Carr and built by Sound Construction. Nestled to capture sweeping vistas of Eastsound Village, Buck Mountain, Mt Constitution and the East Sound Bay, (historically known as Fishing Bay) this unique home offers an idyllic waterfront lifestyle. Spanning 1.5 acres across two parcels, the 2520 square foot main home embodies timeless Northwest design. Enjoy two bedrooms, walk-in closet, office/hobby room and 1.5 baths, all adorned with custom cabinetry, a gourmet kitchen, Brazillian cherry floors, radiant heat and vaulted ceilings. With historical lime kiln, pocket beaches and ownership of the tidelands, this property also features a 748 square foot guest house full of natural light, a bedroom and ¾ bath. The detached garage offers ample space for vehicles and gear, plus a covered area for all your outdoor equipment. Dive into the Salish Sea for crabbing, kayaking or beach combing, whale watching and seasonal birding/wildlife activity ie seals, ducks, eagles, king fisher, osprey, surf scoters and spawning herring. Just minutes from Eastsound Village and Crescent Beach. Your adventure begins right at your doorstep.

69 Myer's, Orcas Island

Listing courtesy of TWilliams Realty.

$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..

$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..

$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.

$1,040,000
3 Beds ⋅ 2 Baths ⋅ 2486373 MLS ⋅ ACTIVE Status
Absorb the island magic with floor to ceiling windows and hypnotic water views. This beautifully updated property offers 3-bedroom, 2-baths on one level with 1,413 sq ft of inviting coastal living. Take in the panoramic Friday Harbor views and enjoy the vibrant activity from your living room. Life is easy with low maintenance, amazing beauty, and incredible convenience. This bright, light, and open design features an interactive kitchen-family room, wood burning fireplace, and two private view decks. Enjoy morning coffee, stunning sunrises and sunsets, and dining al fresco on those perfect summer nights. Inside, the entire home has been thoughtfully remodeled with modern finishes and hardwood floors throughout, creating a fresh, clean, and stylish interior. Lovely furnishings are included, making this a truly turnkey opportunity. An entry deck with a generously sized storage locker adds practical convenience. Situated in the hub of Friday Harbor, you’re just a short stroll to the ferry, marina, shops, restaurants, and town amenities. A nearby covered parking space provides added ease. Ideal as a full-time residence, vacation retreat, or investment property, this exceptional waterfront condominium combines unbeatable location, stunning views, and refined modern comfort. Located in waterfront Cannery Village including lush landscaping, lovely walkways and gorgeous rock retaining walls within a community of stylish condominiums.

200 East Street Unit #D204, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$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..

$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..

$1,149,000
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.

$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.

$1,395,000
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.

$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.

$599,000
2467648 MLS ⋅ ACTIVE Status
Discover the tranquility of island living on this 1.6-acre Henry Island homesite, located just minutes from the charm and amenities of Roche Harbor Resort. Enjoy sweeping views and peaceful privacy, perched above a huge limestone bluff. This special parcel offers wonderful seascapes of the Harbor, endless boat traffic, plus it's bathed in natural light. This build-ready parcel has community water, power, septic, and access to a deep-water dock. This is community waterfront and a private bouy conveys to the new buyer. Explore the nearby Preservation Trust hiking trails, where abundant wildlife and breathtaking views over Open Bay create an immersive island lifestyle. All this and much more. Call for your private boat ride and tour it today!

7 Roche Harbor Shores, San Juan Island

Listing courtesy of Windermere RE San Juan Islands.

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