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$1,595,000
3 Beds ⋅ 2 Baths ⋅ 2519974 MLS ⋅ ACTIVE Status
Rare opportunity to own a fully built-out 2-acre family compound offering space, flexibility, and incredible value. The newly remodeled 2,288 sq ft main home features 3 bedrooms, 2 bathrooms, a downstairs den, and an attached rec room with its own private entrance. Set on a level, grassy field, the property offers a wide-open, level setting that’s easy to maintain. In addition to the main home, the property includes a large barn with a fully finished, high-end bunkhouse above, a permitted 2 bed / 1 bath guest house, and a fully finished hot tub house complete with bathroom and lounge space above. There is also a large storage barn with a metal roof and an outdoor wood-fired pizza oven—perfect for entertaining. A fenced garden area and multiple fruit trees add charm and the potential for farm-to-table living. With new roofs on all structures (within the last 5 years), this turnkey property is ideal for multi-generational living, rental income, or a private retreat.

329 Snowberry Lane, San Juan Island

Listing courtesy of Coldwell Banker San Juan Is..

$5,630,000
4 Beds ⋅ 6 Baths ⋅ 2519354 MLS ⋅ ACTIVE Status
Enchanting waterfront estate on San Juan Island. 4+ acres, 468 feet of northwest-facing shoreline, with a registered mooring buoy. An exceptional custom-built home crafted by artisan David Knight features an enchanting main residence, a studio over a 2-car garage, and a 45x50 ft insulated barn with bath and 10x8 ft doors for easy vehicle access. The residence showcases exquisite craftsmanship, soaring ceilings, radiant floor heat, 100-year-old Douglas fir flooring, and 3 impressive stone fireplaces. 3,682 sq ft home, with 3 bedrooms, 3.5 bathrooms, and bonus rooms. A gourmet kitchen is a chef’s dream, equipped with a LaCanche stove, built-in stone pizza oven, and custom cabinetry. The main ensuite bedroom offers granite sinks and a cast-iron soaking tub. Numerous inspiring bonus areas encourage work and relaxation, including a sauna, a music room, and a wine cellar. The exterior is a masterpiece, featuring a curved slate roof accented by copper gutters and valleys. The property boasts over 27,000 gallons of water catchment, stone porches, walkways, fire pits, and sunlit decks perfect for enjoying sunsets. It is fully fenced, with an electric gated entrance and apple, plum, cherry, peach, and Asian pear. Additional amenities include a high-capacity Advantech septic system, RV hookup. Conveniently located just 3 miles from Roche Harbor, 0.2 miles from County Park, and an 11-minute drive to the Town of Friday Harbor. Begin your Island life on San Juan Drive.

702 San Juan Drive, San Juan Island

Listing courtesy of Coldwell Banker Bain.

$2,995,000
5 Beds ⋅ 4 Baths ⋅ 2517929 MLS ⋅ ACTIVE Status
Perched above the shimmering waters of Kanaka Bay, this beautifully reimagined westside estate captures the essence of refined San Juan Island living. Set on shy 3 acres with 280'± of waterfront, the 2972 sf residence offers an exceptional blend of privacy, luxury, and effortless coastal lifestyle—complete with a gentle path to a stunning beach ideal for kayaking, tidepooling, and memory-making with all ages. Recently updated interior from top to bottom with a designer's eye, the 5-bedroom, 4-bath home showcases a brand-new kitchen featuring custom cabinetry, stone countertops, bar seating, and thoughtfully integrated storage. New hardwood flooring flows throughout, complemented by fresh interior paint and curated lighting that elevates every space. All bathrooms have been fully remodeled with stone surfaces, tile floors, and beautifully finished showers, including a spa-inspired primary suite with dual vanities and a soaking tub designed for relaxation after a day on the water. Generous bedrooms with walk-in closes provide comfort and flexibility for hosting, while the oversized 2-car garage and new systems – including furnace and hot water heater – ensure modern convenience and peace of mind. From golden sunsets over the bay to the occasional passing orca, and frequent visits from fox, deer, and eagles, this is a front-row seat to the natural beauty of the San Juans – an extraordinary opportunity to live immersed in nature without compromising on luxury.

1248 Kanaka Bay Road, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$35,000,000
11 Beds ⋅ 13 Baths ⋅ 2495846 MLS ⋅ ACTIVE Status
Presenting Halftide Farms. A gated 90± acre waterfront estate on San Juan Island, with 650± feet of pristine low-bank beachfront & commanding panoramic views across open water to Mount Baker. Curated over three decades and built by Schultz Miller, the estate spans approx, 19,000± SF across six structures, including three primary residences, The Beach House, The Farm House, and The Field House — each with its own guest cottage, a bunkhouse, game house, & caretaker’s residence. Resort-level amenities include two pools with cabana, tennis & pickleball courts, a 3-hole golf course, four ponds, a greenhouse, & two mooring buoys. Anchored by Friday Harbor & the iconic Roche Harbor Resort, San Juan Island offers world-class yachting, dining, coastal charm, hiking, biking, fishing, crabbing, whale watching, paddleboarding, kayaking, boating, exceptional culinary experiences, & access to quality healthcare. Ranked by Travel + Leisure among the top islands in the continental U.S. for five consecutive years, the San Juan Islands have long captured global attention. What the world couldn’t access until now is this: an estate without equal. Arrive by seaplane from Seattle in approx. 45 minutes, private jet via Friday Harbor Airport or nearby Bellingham Airport, private vessel to your shoreline, or ferry through the San Juan archipelago. Vancouver, BC lies just 60 miles to the north. A rare Washington legacy acquisition for a buyer who thinks in generations.

Friday Harbor

Listing courtesy of The Agency Seattle/Eastside.

$2,395,000
2 Beds ⋅ 4 Baths ⋅ 2515213 MLS ⋅ ACTIVE Status
Waterfront retreat with front-row views of daily marine life and an active vacation rental permit! This inviting two-bedroom home lets you whale watch from a sunlit deck while soaking in sweeping, panoramic vistas. The expansive yard is perfect for lawn games and evenings around the fire pit, with stairs leading down to your own private beach. Inside, every room is oriented toward the water, filling the home with light and views. A spacious living room with warm wood paneling and soaring ceilings flows seamlessly into the dining area and an open-concept kitchen designed for easy entertaining. The primary suite features a soaking tub and sauna for a true spa-like escape, while the second bath includes a beautifully finished walk-in stone shower. A two-car garage with an attached bunkhouse, half bath and fireplace adds flexibility for guests, an office or extra space. Whether as a full-time island residence or a vacation getaway, this home offers a sense of escape in every moment. Active Vacation Rental permit with great rental history.

1378 San Juan Drive, San Juan Island

Listing courtesy of Island Grp Sotheby's Int Rlty.

$2,395,000
8 Beds ⋅ 10 Baths ⋅ 2504992 MLS ⋅ ACTIVE Status
Tucked into a peaceful pastoral setting just outside Friday Harbor, Trumpeter Inn offers a rare opportunity to step into a life shaped by connection, hospitality & place. Named for trumpeter swans that winter nearby, the inn has welcomed guests since 1989 & has grown into one of the area’s top-rated boutique accommodations, known for its warm, personalized experience & loyal repeat clientele. Set on approximately five pristine acres with views of the Olympic Mtns., the property blends the charm of a boutique retreat with the privacy & scale of an island estate. The 3,414 sq ft inn features well-appointed guest suites and inviting common spaces, complemented by a separate 1,232 sq ft owner’s cottage for private living. A proven income-producing property, the inn generates over $300,000 annually, creating immediate income potential with opportunities for growth. A 1,200 sq ft accessory building, currently leased at market rate, offers supplemental income or flexible use as a studio, workshop, or expanded guest amenity. The grounds include open lawns, mature trees, and an orchard, creating a peaceful setting just minutes from the ferry and town. With its thoughtful layout & generous acreage, the property offers exceptional versatility—suited for continued inn operation, a retreat or event-based business, multi-generational living, or small-scale farming or equestrian use.Seller is a licensed real estate broker in the State of WA & has an ownership interest in the selling entity.

318 Trumpeter Way, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$1,145,000
3 Beds ⋅ 3 Baths ⋅ 2487173 MLS ⋅ ACTIVE Status
Thoughtfully crafted and designed, this meticulously maintained sunny three-bedroom, three-bath home offers scenic views over Cattle Pass toward Lopez Island, Goose Island and Whale Rock, with Mt. Baker rising in the distance. Enjoy front row seating for watching quail, deer and fox visit the centuries old Douglas fir trees, a favorite perch for eagles. The vaulted great room with large windows creates a bright, welcoming interior, complemented by hardwood floors and wood stove. A well-appointed kitchen with island leads to the inviting dining area. Enjoy gatherings on the large deck overlooking the backyard. The second story is entirely dedicated to the inviting primary bedroom with en-suite bathroom and offers even more opportunity to take in the water and mountain views from a soaking tub and as well as from the private balcony. A spacious partially finished basement provides 954 sf of additional space and can be accessed from the interior and exterior. Walk to private community beach or pocket beaches and explore trails to Mount Finlayson, American Camp, and Third Lagoon. Durable metal roof, double-wall construction, lovely landscaping, and fenced garden complete this elegant island retreat.

138 Lighthouse Lane, San Juan Island

Listing courtesy of Coldwell Banker San Juan Is..

$925,000
3 Beds ⋅ 2 Baths ⋅ 2514408 MLS ⋅ ACTIVE Status
This picturesque, sun-drenched, level 7-acre farm offers a rare blend of natural beauty and functionality. The pastoral setting features a variety of mature fruit trees, raised garden beds, fenced pastures for animals, a workshop, and a designated spot for a tiny home or RV. Enjoy breathtaking views of Turtleback Mountain from multiple vantage points across the property. With convenient access from two separate entry points, this unique, centrally located acreage provides both privacy and flexibility for a variety of uses.

5178 Orcas Road, Orcas Island

Listing courtesy of COMPASS.

$725,000
3 Beds ⋅ 2 Baths ⋅ 2514739 MLS ⋅ CONTINGENT Status
Enjoy the ease of island living in this well-maintained 3 bedroom, 2 bath home with dedicated office space, offering 1870 sf of comfortable single-level living on .76 acres. Conveniently located just minutes from town, schools, shopping, dining, and other everyday amenities, this property combines privacy with accessibility. Designed for comfortable living and entertaining, the open-concept kitchen and living area feature bar seating and a natural flow for gathering with friends. The spacious primary suite serves as a peaceful retreat, complete with an en suite bath and relaxing jetted tub. Skylights fill the home with natural light, while a ductless heat pump, propane stove, and wood stove provide year round comfort. Outside, mature landscaping creates an attractive, low maintenance setting, complemented by a 2 car garage and durable metal roof. Move-in ready and thoughtfully cared for, this inviting property offers a wonderful opportunity to enjoy the San Juan Island lifestyle.

93 Heather Court, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$1,475,000
3 Beds ⋅ 4 Baths ⋅ 2469806 MLS ⋅ ACTIVE Status
Located on exclusive Blakely Island, 121 Marine Dr offers a private island lifestyle defined by ease, space, and quiet sophistication. Arrive by plane or boat and immediately step into a slower, more intentional rhythm. With no short-term rentals allowed, the island remains peaceful and uncrowded, ideal for hosting friends or enjoying long stretches of uninterrupted time. This spacious home spans over 4,100 sq ft across three levels, designed for both comfortable everyday living and effortless entertaining. The main living level features an open floor plan filled with natural light, a primary suite with fireplace and deck access, and seamless indoor-outdoor flow to expansive decks with sweeping views. Upstairs offers additional bedrooms, bath, storage, and a loft lounge, while the lower level is an entertainer’s dream with theater seating, bar, wine room, and flexible bonus space. Enjoy island amenities including beaches, trails, stocked lakes, marina, and airstrip—Blakely living at its finest.

121 Marine Drive, Blakely Island

Listing courtesy of Bellwether Real Estate.

$1,075,000
3 Beds ⋅ 3 Baths ⋅ 2505360 MLS ⋅ ACTIVE Status
Immaculate and spacious, this inviting home offers the perfect blend of comfort, privacy, and partial views of the Straits, sun-washed valleys, and glowing sunrises. Designed for both everyday living and entertaining, the updated kitchen features a propane cooktop, stainless steel appliances, and generous storage—ideal for gatherings large and small. The thoughtfully designed 3-bedroom, 3-bath layout supports easy main-floor living, while the lower level provides flexible space with an additional bedroom, bath, and large great room—perfect for guests, hobbies, or media room potential. Sun-drenched decks extend the living space outdoors, creating the perfect setting for morning coffee, evening dinners, or unwinding in the hot tub. Set on 1.7 acres, the property includes a fenced garden area, fruit trees, raised beds, firepit, and a charming historic bunkhouse that adds character and versatility. This is a home where you can relax, entertain, and fully embrace the island lifestyle. By appt.

222 Oak Hill Drive, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$995,000
2 Beds ⋅ 2 Baths ⋅ 2502988 MLS ⋅ ACTIVE Status
Nestled on a sun-drenched southern-facing hillside, this inviting Rosario view home offers a peaceful retreat overlooking Cascade Bay, with Blakely gracing the horizon. Set on .64 acres, the thoughtfully positioned residence blends comfort, warmth and natural beauty in a truly special setting. The two bedroom, two bath home features a beautifully remodeled kitchen with new appliances, updated windows and efficient heating and cooling. Tall ceilings and rich wood floors create an airy, cozy interior, while large windows invite in abundant natural light and tranquil water views. Roomy dining area with added space for lounging and relaxing. Outdoors, the fully fenced terraced yard is both private and picturesque, anchored by a pair of mature maples that lend character and shade. The view deck is an ideal place to unwind, complete with a hot tub! Attached two-car garage & standby 22kw propane generator add convenience and peace of mind. Ideally located, the home is just a short stroll from Moran State Park’s Cascade Way loop trail, as well as picnic and beach areas. Enjoy easy access to Rosario’s marina and nearby waterfront, making this property a wonderful blend of serene seclusion and close proximity to outdoor recreation and coastal amenities.

263 Cascade Way, Orcas Island

Listing courtesy of Orcas Island Realty.

$2,195,000
5 Beds ⋅ 5 Baths ⋅ 2507008 MLS ⋅ ACTIVE Status
Updated 1,902 sq. ft. home in 2016 located in heart of Friday Harbor with a 618 sq. ft. converted garage offering excellent flex-space potential. Fully remodeled with new windows, insulation, kitchen, bathrooms, plumbing, electrical, flooring, exterior wood, decks, and more. The home features 4 bedrooms, including a main-level primary suite, and a functional layout suited for full-time living. Convenient in-town location close to schools, shops, and the ferry. A turnkey opportunity with strong long-term upside. TWO TAX PARCELS; 351151115000 & 351151116000 being sold together, zoned as Light Industrial. The Yoga business is not included in this sale.

326 Carter Street, San Juan Island

Listing courtesy of Windermere RE San Juan Islands.

$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.

$1,950,000
3 Beds ⋅ 2 Baths ⋅ 2508275 MLS ⋅ ACTIVE Status
Nestled in sought-after Guthrie Cove, this sunny south-facing waterfront home offers 206 feet of medium-bank shoreline on a private one-acre setting. Ideally positioned close to the water, the home captures spectacular views of passing ferries, best enjoyed from the expansive newer deck. Designed for comfortable one-level living, the home features 2 bedrooms, 2 bathrooms, and a versatile loft for guests, a home office, or hobbies. The inviting living room is centered around a large fireplace. A private trail leads toward the shoreline, offering the potential for your own beach access. The nearby community beach is ideal for launching kayaks, paddleboarding, and beachcombing. The property also includes a state-approved mooring buoy with a current permit. The home has been thoughtfully updated and well maintained, featuring a newer waterfront deck and a new septic system installed in 2026. The beautifully landscaped grounds create a peaceful, park-like setting with mature natural landscaping that enhances privacy. An attached garage and close proximity to the ferry landing make this home ideal as a full-time residence or a relaxing island retreat.

86 Shag Rock Lane, Orcas Island

Listing courtesy of COMPASS.

$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.

$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.

$2,995,000
3 Beds ⋅ 4 Baths ⋅ 2502876 MLS ⋅ ACTIVE Status
Exceptional site, just a short boat ride the historic charm of ROCHE HARBOR & adjacent to the Seattle Yacht Club outpost! 2 WATERFRONT lots, 2 HOMES & a private dock! 1-of-a-kind legacy estate in the heart of the San Juan's. Elegance while delivering modern luxury. An unparalleled blend of privacy, beauty & future potential. The gourmet kitchen is both stunning & functional featuring premium appliances, a dramatic monolithic island, abundant custom cabinetry, a walk-in pantry & sleek stone surfaces. Formal & casual living spaces flow seamlessly together, creating inviting settings for entertaining & everyday living. The primary is framed by tranquil views & complemented by a spa-inspired bath, extensive closet space & direct access to wraparound verandas. An elegant ensuite guest retreat offers exceptional comfort and privacy with its own secluded lanai, while the charming finished attic provides additional accommodations for family and friends. Adding to the estate's unique appeal is a beautifully restored 1920s cottage, complete with its own kitchen, bdrm & bath. An adjacent artist's studio offers space for creativity, hobbies, or games. Lots 1 & 2 share a private dock located on Lot 1. Lot 2 offers ample room for potential development of an additional residence, creating a rare opportunity for expansion or a future legacy compound.The estate unfolds across beautifully landscaped grounds where covered porches & sun-drenched terraces invite quiet mornings, sunset gatherings.

1 & 2 Driftwood Shores, Henry Island

Listing courtesy of Windermere RE San Juan Islands.

$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.

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

391 Little Mountain Road, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

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