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$2,500,000
3 Beds ⋅ 3 Baths ⋅ 2508583 MLS ⋅ ACTIVE Status
A rare chance to own a true stretch of Orcas Island shoreline, this north shore property offers 412 feet of walk-out waterfront—a scale and presence that is increasingly hard to find. Adjacent to public land, the setting feels both expansive and private, with panoramic views across the Salish Sea to the city of Vancouver and a tapestry of surrounding islands. Set on 2.8 acres, the property encompasses nearly 5,810 square feet of living space across three separate residences with six bedrooms, offering exceptional flexibility for multi-generational living, guests, or income. The 3,707-square-foot midcentury 2 bedroom main home captures sweeping water views and invites a thoughtful refresh. A 1,442-square-foot 3 bedroom guest house, complete with an active vacation rental permit, provides immediate income potential, while the detached 660-square-foot 1 bedroom bungalow adds even more versatility. A spacious indoor swimming pool extends the property's year-round recreational appeal. With two mooring buoys and direct beach access, the waterfront lifestyle is effortless—launch a kayak, set a crab pot, beach-comb along your own shoreline, or simply enjoy the ever-changing marine activity and sunsets over the water. Priced substantially below assessed value, this is a compelling opportunity to secure a legacy waterfront estate with remarkable scale, income potential, and room to shape it into something extraordinary over time.

664 Tidewinds Lane, Orcas Island

Listing courtesy of Orcas Island Realty.

$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.

$799,000
3 Beds ⋅ 2 Baths ⋅ 2475389 MLS ⋅ ACTIVE Status
Two lots and one home with a shop near a community beach! This property offers a fantastic LOCATION and a great INVESTMENT opportunity. The well-maintained, updated turnkey home was built in 1981. In 2017, the home was renovated to include a primary bedroom, bathroom, closet, and an additional 600 square feet of living space. Inside, you'll find a spacious great room, a bonus room, and an attached two-car garage. Additionally, a large detached shop is available for hobbies or for storing a boat or RV. Included in this listing is a buildable second lot, which you can keep as green space, use to build a second home, or sell. The Aleck Bay Community HOA offers access to a community beach, trails, and water. Nearby amenities include a store, gas station, and a boat launch for crabbing and fishing, as well as extensive hiking trails. Your peaceful retreat on Lopez Island awaits!

108 Towhee Lane, Lopez Island

Listing courtesy of Coldwell Banker Bain.

$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.

$495,000
2 Beds ⋅ 2 Baths ⋅ 2504140 MLS ⋅ ACTIVE Status
Welcome to the heart-shaped paradise of 180-acre Center Island—where days are filled with fishing, crabbing, kayaking, and boating, and nights are spent on the deck under star-filled skies. This charming, furnished Lindal cedar home offers vaulted ceilings, an airy open floor plan, and high-end finishes. After your adventures, unwind in the main-floor bedroom or retreat to the spacious upstairs hideaway. Golf cart garage attached, PLUS this property offers a rare island find- a nice shop with an upstairs unfinished bonus space! Community members enjoy 2 docks, airstrip, clubhouse, and a golf-cart-only lifestyle—just a 30-minute water taxi from Anacortes. Yes, you can live in this peaceful island year 'round OR just come for the weekend!

205 Makah Street, Center Island

Listing courtesy of John L. Scott RE Cle Elum.

$640,000
2 Beds ⋅ 1 Baths ⋅ 2506312 MLS ⋅ ACTIVE Status
Rustic and rooted in island culture, this sweet little property sits on half an acre of peaceful land on Lopez Island's south end. Originally built as a hunting cabin, the main building has evolved into an inviting and cozy home with an open living/kitchen area warmed by an enormous wood stove, two bedrooms, a full bathroom, an attached greenhouse, and a laundry room. Retreat into the hand-built studio, aka "the coop," to work or just idle the time away in the quiet, light-filled space tucked amongst towering Douglas firs. Soak up the afternoon sun and the solace of nature in the meditation hut, which looks out over irrigated garden beds and a lovely pond. The sunny clearing by the pond has been the site of many joyful gatherings, and you will never be short of birds and woodland visitors who also appreciate this half-wild, half-cultivated haven. Completely private and enclosed on the north/street side by hand-hewn clapboards made from salvaged, island grown cedar and fir logs, and fully fenced along the boundary shared with the neighboring farm. Cold plunge alcove, composting toilet situated in an outbuilding near the coop studio, sheltered sitting and storage areas, large fire pit, buried erratic boulder near pond, older growth trees, and more. Conveniently located near Watmough Bay beach, many hiking trails, and Islandale Grocery and Restaurant. Two bedroom septic, private well, propane heating/cooling unit in main house in addition to wood stove, no HOA.

4160 Mud Bay Road, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$3,150,000
3 Beds ⋅ 5 Baths ⋅ 2499590 MLS ⋅ ACTIVE Status
Refined living near beautiful False Bay—this is a rare opportunity to own a newly built modern estate on 8± private acres in the sought-after Gleneagle neighborhood. Completed in 2023, the home combines clean, contemporary design with timeless craftsmanship, all set among open skies, west-facing views, and peaceful island privacy. The 3,372 sq ft main residence features three en-suite bedrooms, five bathrooms, and a dedicated office, offering a layout that works just as well for daily living as it does for entertaining. At the heart of the home is an open-concept living space anchored by a chef’s kitchen with high-end appliances, custom cabinetry, and quality finishes throughout. Expansive windows fill the home with natural light and frame serene meadow and sunset views, along with a picturesque outlook across common land featuring a pond, gazebo, and small dock. A separate 786 sq ft guesthouse provides flexible space for visitors, extended stays, or a private studio—while preserving privacy for both homes. Modern San Juan Island living at its best—new construction, thoughtful design, and a quiet, scenic setting just minutes from Friday Harbor’s shops, dining, and marina.

166 Montrose Place, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$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.

$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.

$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.

$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.

$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..

$695,000
2 Beds ⋅ 1 Baths ⋅ 2496020 MLS ⋅ ACTIVE Status
Cozy, quiet, and private spot overlooking the south end of Lopez Sound - includes a private mooring buoy! 1988 mobile home in good condition, with 210 s.f bunk house nearby on 1/3 of an acre, only a few steps away from some of the best kayaking and paddleboarding on Lopez. Nice place for a walk on the beach, beachcombing, even swimming for the hardier sort. The house is set about 50 feet back from the medium bank beach, with the bunkhouse even closer. Large deck in excellent condition allows you to enjoy the beautiful sunsets and peaceful environment while surrounded by mature Madrona and Douglas Fir. A mooring buoy is included with the sale, allowing you to take full advantage of the excellent crabbing, fishing, and boating in the area. Only a five minute drive to some of the nicest public access waterfront in the San Juans - Iceberg Point, Watmough Bay, and Point Colville.

385 Doe Run, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$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..

$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..

$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..

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

4415 West Side Road, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

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

512 Broken Point Road, Shaw Island

Listing courtesy of COMPASS.

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

122 Lohman Lane, Orcas Island

Listing courtesy of True North Realty.

$1,040,000
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..

$1,090,000
2 Beds ⋅ 2 Baths ⋅ 2491950 MLS ⋅ ACTIVE Status
Live in the heart of Friday Harbor in the desirable Cannery Village Condominiums. Set above a private marina, you will enjoy waterfront views where wildlife, ferries, boats, and seaplanes create ever-changing scenery. Just steps from the ferry and seaplane dock, this ground-level end unit offers the ultimate in convenience. Restaurants, shops, and galleries are all a short walk from your front door. Launch your kayak nearby and explore the shoreline around Brown Island, UW Friday Harbor Labs, and surrounding marinas. Recently updated, this unit blends modern comfort with thoughtful, functional artistic improvements. With two bedrooms and baths, a living room, dining area, and a coffee/mini bar, you have all the amenities for your island home. The main bedroom features an ensuite bath. All rooms capture world-class water views and lots of natural light. A private deck off the dining room provides outdoor space to enjoy harbor activity. Enjoy a large deck and barbecue for expanded outdoor living with your guests. Ideal as a full-time residence or a low-maintenance second home. This unit includes one rare covered parking space and some special storage features. With an unbeatable location and modern updates, this special condo offers exceptional waterfront ground-floor living in the islands.

200 East St Unit #D107, Friday Harbor

Listing courtesy of Coldwell Banker Bain.

$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.

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