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$299,000
2562056 MLS ⋅ ACTIVE Status
Sweeping views of Buck Bay and the iconic Olga dock set the tone for this rare vacant parcel in the heart of Olga Hamlet. This .30-acre lot includes a carport and heated shop. Utilities are in place, including water and power. A 3-bedroom septic design has been approved and is on file with the county. A conservation easement protects the natural character of part of the land while allowing for the septic system, trails and benches to be located there. The remainder of the lot includes several potential building sites with panoramic views. The property is a down the street from the public dock, waterfront park, post office, and the Olga Store. Nearby, enjoy the Coho Preserve, Olga Artworks, and Buck Bay Shellfish Farm. Set within a close-knit neighborhood with a strong sense of community, this is a special opportunity to build in one of Orcas Island’s most historic and cherished seaside settings. The cottage across the street, at 71 Olga Park Lane, is also for sale (MLS 2489714) if you would like to own the waterfront as well as this beautiful water view lot.

0 XXX Olga Park Lane Unit #Lot 29, Orcas Island

Listing courtesy of Orcas Island Realty.

$1,560,000
2 Beds ⋅ 3 Baths ⋅ 2547123 MLS ⋅ ACTIVE Status
Enchanting and tranquil island view home! Discover unmatched privacy, architectural craftsmanship and infrastructure resilience on Orcas Island. This self-sustaining 10-acre eco-retreat is located on two five acre parcels featuring a water view custom timber frame 2100 sq. ft. home with two bedrooms and two baths. Features vaulted ceilings, new metal roof, solar panels and traditional electrical connection. Perfect blend of modern off-grid capability and connected convenience, all surrounded by peaceful gardens & forest trails. Enjoy views of surrounding gardens enhanced by warm light filtering through the multiple skylights, windows and French doors. The upstairs loft is designed with passive solar thermal heat gain to capture natural winter warmth, supplemented by cozy wood stoves upstairs and on the main floor. Equipped with a private solar electric system with battery storage, the home runs seamlessly through coastal winter storms, bypassing the electric grid. Plenty of storage & work space afforded in the hand-built barn & the separate studio. Additional features include: maple floors, radiant heat concrete floors, custom fir cabinets and trim throughout. Relax under the pergola on the patio or dine on the water view deck above. Premium low-E energy efficient glazing upgrades on all south-facing windows. Nearby well serves adjacent parcel, allowing for another structure. Just 10 minutes to Orcas Village!

85 Moki Road, Orcas Island

Listing courtesy of Orcas Island Realty.

$650,000
2 Beds ⋅ 2 Baths ⋅ 2559747 MLS ⋅ ACTIVE Status
If you've been looking for a home on a private island in the San Juans, look no further. Fly in, tie up, or take the ferry — then come home to a private garden unlike anything else on the island. A grassy path winds past a dry-stacked stone wall thick with sword ferns and moss, beneath Douglas Fir and Japanese Maple. Rhododendrons, hostas, madrona, and a flowering cherry that opens in spring. A waterfall fed by its own pond keeps the sound of water everywhere on the property. Inside, a remodeled gourmet kitchen and updated bathrooms. Outside, an elevated deck on river-rock columns sits level with the canopy, with covered storage and firewood below. Fish the lake, swim off the float, walk the trails. The island has its own airstrip, marina, general store, community docks, beach rights, and lakes. Come see it before summer's over. Private Island and must be accompanied by listing broker. Non-residents are only allowed in the marina area and the General Store. Please provide a minimum of 24 hours notice.

95 Marine Drive, Blakely Island

Listing courtesy of Bellwether Real Estate.

$3,195,000
6 Beds ⋅ 4 Baths ⋅ 2557481 MLS ⋅ ACTIVE Status
Remarkable 180-degree southern views of the sunrise and sunset over the Salish Sea from one incredible private island estate! This nearly 10-acre sun-filled generational retreat encompasses the entire top of Scott Hill on Orcas Island. With 6 bedrooms and 5 bathrooms between the main house and guesthouse, a massive deck and acres of lawn and park-like grounds for enjoying the summer and an indoor pool or bowling alley (you choose), this hilltop sanctuary offer multiple generations an ideal island escape. Enjoy deer-fenced meadows, wildflowers, fruit trees, forests, gardens, ponds & infinite privacy in your own peaceful Orcas Oasis.

421 Scott Hill Drive, Orcas Island

Listing courtesy of COMPASS.

$1,288,000
1 Beds ⋅ 1 Baths ⋅ 2547128 MLS ⋅ ACTIVE Status
Mariner’s Dream: Nestled into the shoreline at the Orcas Ferry Landing, this turnkey vacation rental offers both a private escape and an income-producing investment opportunity. Far from the everyday, yet steps from the conveniences of Orcas Village—shops, the ferry, market and restaurants. A south-facing wall of windows and French doors frames views of passing wildlife and boat traffic, with the sound of waves close at hand. Enjoy the sunny deck with seating, a barbecue, and a hammock. A propane fireplace enhances a winter stay. The primary suite features a luxurious double shower and towel warmers. At 1,060 square feet with one bedroom and bath, it's everything you need for a romantic getaway. Vacation rental permit allows for six guests--queen sleeper in the living room and possible to finish basement for more guest space.

8278 Orcas Road, Orcas Island

Listing courtesy of Orcas Island Realty.

$1,990,000
3 Beds ⋅ 3 Baths ⋅ 2551797 MLS ⋅ ACTIVE Status
Discover the extraordinary Island Lifestyle you've been dreaming of! This stunning NW contemporary home on Lopez Island is an estate on 7 private acres with breathtaking panoramic views of Puget Sound, San Juan Islands, passing ferries, and Cascade mountains. Custom designed to embrace its spectacular setting, this 3,917-square-foot residence showcases soaring vaulted ceilings, exposed timber beams, impressive 10-foot doors, radiant heated floors and walls of glass bring the outdoors in! The gourmet chef's kitchen features custom cabinetry, granite counters, double ovens, and generous gathering spaces for entertaining. Three gas fireplaces create a warm ambiance, while expansive view decks provide unforgettable sunsets and ever-changing marine vistas. A loft retreat offers the perfect office and reading sanctuary. The versatile lower level offers a beautifully finished living suite for guests, multigenerational living, or rental income, plus a light-filled artist's studio. Outside, unwind in the spa, rinse off in the outdoor shower after a day at the beach, or enjoy the greenhouse, fenced gardens, mature fruit trees, and peaceful surroundings. The heated garage doubles as a dream woodworking shop and exercise studio. Home is wired for a generator. Most furnishings included! Just a short walk to the beach and minutes from the Village, ferry terminal, and Odlin Park, this exceptional estate offers the perfect blend of luxury, privacy, and the timeless beauty of island living.

259 Willbrook Lane, Lopez Island

Listing courtesy of John L. Scott, Inc..

$675,000
2 Beds ⋅ 3 Baths ⋅ 2551247 MLS ⋅ ACTIVE Status
Experience refined island living in this exceptional Decatur Shores retreat with sweeping water views, radiant heated floors, and energy-efficient solar panels. Designed for effortless entertaining and everyday comfort, the light-filled great room flows seamlessly to a generous wraparound deck, creating the perfect setting to enjoy the surrounding beauty. The main-level primary suite offers convenient single-level living, while the charming loft provides additional sleeping space for guests. A finished detached garage offers ample space for island vehicles, recreational gear, and a workshop, while the private ADU provides comfortable accommodations for visitors or flexible use. The expansive lawn is ideal for outdoor games, summer gatherings, or relaxing around the fire pit beneath the stars. Located in the desirable Decatur Shores community, owners enjoy access to a private dock and airstrip, making travel to and from the island simple and convenient. Enjoy the added benefit of a current permitted mooring buoy. Whether you're seeking a peaceful second home, a gathering place for generations, or the perfect island getaway, this rare property offers an exceptional blend of comfort, sustainability, flexibility, and the relaxed lifestyle that makes the San Juan Islands so special.

44 Lopez Way, Decatur Island

Listing courtesy of Windermere RE North, Inc..

$150,000
2549666 MLS ⋅ ACTIVE Status
Welcome to sunny Lot 23 in Eagle Lake, surrounded by towering fir trees with distant marine views. Perched on a peaceful knoll, this beautiful property offers the perfect setting to build your Orcas Island retreat. A thoughtfully positioned 100-foot circular building site provides easy access to water, power, and fiber internet at the lot line. Camping is permitted while you plan and build, so you can start enjoying the property from day one. As an owner in the Eagle Lake community, you'll enjoy access to 290 acres of preserved common land with hiking trails leading to Mount Constitution, freshwater lake access, a private beach, clubhouse, showers, restrooms, and more. Experience the peace, privacy, and endless outdoor recreation that make Eagle Lake such a special place to call your own.

23 Tsuga Lane, Orcas Island

Listing courtesy of Windermere RE Whatcom, Inc..

$7,900,000
4 Beds ⋅ 7 Baths ⋅ 2543410 MLS ⋅ ACTIVE Status
Extraordinary generational Blakely Island beachfront estate with remarkable sun-drenched southern exposure. This exceptional private estate offers a rare blend of luxury and serene island living. Designed as a private retreat, four distinct coastal structures and the accompanying airport hangar balance comfort, entertainment, natural beauty for multiple generations with convenient access. The main house showcases refined craftsmanship with custom inlaid hardwood floors, a sun-filled living area with pool table and full bar, two ensuite bedrooms, kitchen, dining area, steam room, and an expansive deck with sweeping views. Steps from the hundreds of feet of private shoreline, the beach house delivers an immersive coastal experience: open-concept living and dining, a marble bar, state-of-the-art sound and lighting, and nano doors opening to a wraparound deck where the rhythm of the sea becomes part of everyday life. A large hangar at the neighboring airstrip rounds out the estate—ready to house your aircraft, boat, or an impressive collection of toys and recreational gear. This south-facing retreat is more than a property—it's a legacy estate in the San Juan Islands.

450 Eagle Bay Road, Blakely Island

Listing courtesy of COMPASS.

$1,650,000
4 Beds ⋅ 3 Baths ⋅ 2544613 MLS ⋅ ACTIVE Status
Lopez Village Vibrancy Meets West-Facing Waterfront Serenity. A rare blend of peaceful waterfront retreat and Village life. Enjoy car-free access to restaurants, shops, the Farmers Market, and community events—all from your own west-facing shoreline. Designed for hosting, this light-filled 4-bed, 3-bath home captures dramatic views of San Juan Channel, the entrance to Fisherman Bay, and passing ferries. The main level features a wall of windows, open kitchen/living/dining areas, a bath, den, and office. A 2-car garage stores all your island toys. Upstairs, all four bedrooms sit on one level. The primary suite offers panoramic water views, a walk-in closet, and a spa-like ensuite with soaking tub and separate shower. Three additional bedrooms and a full bath provide ample space for everyone. The expansive deck delivers front-row views of passing boats, basking seals, and soaring eagles by day, spectacular sunsets over the water come evening, and lighted ferries gliding by at night. A gazebo, fenced yard, and raised garden beds round out the grounds, and a private staircase drops directly to your own beach and tidelands. A mature willow and tall hedge buffer the street. Don't miss this rare opportunity to own one of Lopez Village's coveted waterfront footprints.

405 Lopez Road, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$9,250,000
3 Beds ⋅ 6 Baths ⋅ 2540695 MLS ⋅ ACTIVE Status
Rarely does a property combine extraordinary waterfront, protected moorage, exceptional craftsmanship, and breathtaking views. Just minutes from Roche Harbor, this remarkable White Point estate is among the finest waterfront offerings in the San Juan Islands. Set on 2.29± acres across two separate and adjacent parcels, the property features 623± ft of low-bank, southwest-facing shoreline with a walkout beach and peaceful eastern views over a wildlife-rich estuary. Panoramic vistas span Haro Strait to the Olympic Mountains, Victoria, B.C., and neighboring islands, creating a stunning backdrop of passing vessels, sunsets, and abundant marine life. A protected joint-use deep-water dock with a 60-ft float accommodates boats 50+ ft, offering direct access to world-class boating, fishing, kayaking, and island adventures. Enjoy morning coffee while watching seals on the offshore rock and whales pass through these pristine waters. The 3,193± sq ft residence showcases timeless Northwest architecture with massive timber construction, soaring ceilings, stone fireplaces, and walls of glass framing the seascape. Featuring 3 bedroom suites and 5 baths, the home blends rustic elegance with modern comfort. Room Mature landscaping, established gardens, and natural surroundings provide exceptional privacy and serenity. With expansive multi-directional views, protected moorage, abundant wildlife, and rare waterfront, this is a true San Juan Island sanctuary.

235 Seal Rock Lane, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$575,000
2541128 MLS ⋅ ACTIVE Status
Two adjoining waterfront parcels on Shaw Island with +/- 452 feet of sandy beach and rocky shoreline. The land is predominantly forested with towering pine and cedar, a variety of natural terraces and open areas beneath the tree canopy provide several possible building sites. Commanding views extend across West Sound toward Turtleback Mountain and the Orcas Ferry Landing, framed by ever changing marine activity. An entirely secluded setting, yet convenient to the Shaw ferry landing, General Store, Community Center, Library, School, South Beach County Park, and nearby nature preserves. The parcels are offered together, creating a larger waterfront holding with greater flexibility for future site planning and preservation of the property's natural character. Shaw Island is intentionally understated and one of the most private and peaceful islands in the San Juan archipelago—well suited for those who value quiet, simplicity, and a strong connection to natural surroundings-- which these parcels exemplify.

Lots 7-8 Newton Beach Road, Shaw Island

Listing courtesy of Coldwell Banker San Juan Is..

$2,249,000
3 Beds ⋅ 2 Baths ⋅ 2537055 MLS ⋅ ACTIVE Status
A rare opportunity to experience the coveted Henry Island lifestyle—just minutes from Roche Harbor—this exceptional turnkey retreat offers privacy, comfort, and stunning natural beauty. The beautifully remodeled main residence features 3 bedrooms, a loft, and 2 baths, anchored by a custom gourmet kitchen and expansive ironwood decks—perfect for entertaining or unwinding in a serene island setting. A separate, fully updated 1,100 sq ft guest cottage includes 1 bedroom, a loft, and 1.5 baths, providing ideal accommodations for guests or extended stays. Both homes come furnished for your convenience. Set on a picturesque, treed property, the offering includes access to a waterfront common area, two spaces on a deep-water dock, and one deep water registered mooring buoy. Fully equipped with power, septic, water, and road access, the property blends convenience with seclusion. Enjoy sweeping views toward Roche Harbor and ever-changing boating activity, all while being just a short boat ride away from its marina, dining, and amenities. Relax with premium outdoor features, including an infrared sauna and hot tub. This rare two-lot package also includes a second lot with water and power in place, plus a viewing platform—offering future potential or added privacy. Perfect for island living, entertaining, or multi-generational use, this unique compound also includes a 2020 Polaris Ranger Crew 1000 EPS for exploring all that Henry Island has to offer.

5 Nelson Trail, Henry Island

Listing courtesy of Coldwell Banker San Juan Is..

$995,000
2 Beds ⋅ 1 Baths ⋅ 2536432 MLS ⋅ ACTIVE Status
Waterfront cabin with 551 feet of shoreline and amazing views across the Salish Sea toward Waldron, Orcas and Mt Baker. Three parcels total, creating a private waterfront holding that preserves the property's natural setting and sense of seclusion. With vaulted timber ceilings, exposed beams, slate floors, and expansive windows bringing natural light into the living spaces, the cabin maintains a strong connection to the waterfront setting. It offers a primary bedroom with lovely views, a bath with indoor/outdoor shower, a kitchen with adjacent dining area, a large secondary bedroom with bunk space, and comfortable nooks designed for reading, relaxation, and taking in the surrounding landscape. A private mooring buoy is included for vessel access. Designed for complete off-grid living, the property is supported by a well-established infrastructure system. Electrical power is supplied by a solar array with battery storage and propane-fueled generator backup. Water is collected through roof catchment systems, stored in multiple tanks, and purified through sediment, carbon, and UV filtration. Propane supports cooking, refrigeration, hot water, and heating, while a wood stove provides supplemental warmth. Additionally includes greenhouses to extend the growing season, along with a wood-fired hot tub positioned to capture sweeping views of the surrounding islands and Cascades. Waterfront properties of this quality and craftsmanship rarely come to market in the outer islands.

Lot 23-24-25 Nells Way, Johns Island

Listing courtesy of Coldwell Banker San Juan Is..

$1,135,000
3 Beds ⋅ 3 Baths ⋅ 2515637 MLS ⋅ ACTIVE Status
Set on a sunny southern-facing hillside overlooking Cascade Bay, this beautifully maintained & freshly updated home offers a bright interior with views from most rooms. An efficient layout features main-level living with a primary suite, plus a lower level with a third bedroom, bath, & bonus space. Recent improvements include ductless mini-split systems, new paint, updated lighting, new appliances, new flooring, a new water heater, & more. Expansive, newly improved decking—including covered areas & pet-friendly gated access at both ends—creates comfortable outdoor living, with occasional whale sightings adding to the experience. The sunny, gently sloping lot features established garden beds, planters, drip irrigation, & a charming greenhouse. Nearby lakes & Cascade Bay offer fun opportunities for paddle boarding & kayaking. Additional features include a one-car garage with ample storage, a carport, & an EV charging outlet ready for an adapter. Located just moments from Moran State Park trailheads & a short drive to Rosario Resort & Eastsound Village. Seasonal Kenmore Air service at Rosario Marina nearby. An adjacent .62-acre southwest-facing view lot—partially cleared with striking mossy outcroppings & a gently sloping natural landscape—is available for purchase; pls inquire about pricing. Fronting Cascade Way, a private road, Washington Water & OPALCO (power) hookups are located near the top of the lot, ideally positioned to capture warm afternoon light & sunset views.

118 Cascade Way, Orcas Island

Listing courtesy of Orcas Island Realty.

$1,795,000
2534572 MLS ⋅ ACTIVE Status
A View from the Top! Exceptional Captain’s Row homesite overlooking Roche Harbor, the marina, resort village, and the scenic outer islands. Positioned above the historic lime kilns, this sought-after 0.23-acre parcel offers an outstanding setting for your custom island retreat. The property features a spacious level building area, retaining wall already in place, and utilities conveniently available nearby, making it easier to bring your vision to life. Enjoy the opportunity to participate in the Roche Harbor rental program, creating potential income when not enjoying the home yourself. Just moments away, Roche Harbor offers an unparalleled island lifestyle with a full-service marina, fine and casual dining, waterfront gathering spaces, boutique shopping, grocery store, wine shop, swimming pool, tennis courts, walking trails, seasonal events, art galleries, and convenient airstrip and seaplane access. Explore nearby English Camp, part of the historic San Juan Island National Historical Park, or savor fresh local oysters at Westcott Bay. A rare opportunity to build in one of Roche Harbor’s most desirable view locations.

136 Ada's Aly, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$2,600,000
3 Beds ⋅ 2 Baths ⋅ 2512974 MLS ⋅ ACTIVE Status
Gorgeous three-bedroom, two-bath waterfront home on the west side in desirable Deer Harbor. Tastefully remodeled, this 3,470 sq. ft. residence offers extensive upgrades throughout and showcases breathtaking views overlooking Deer Harbor, the Wasp Islands & Turtleback Mountain. Relax to stunning water views and the soothing sounds of the shoreline from this serene island retreat. Set on sunny, level 1.88 acres, the property is surrounded by mature landscaping, fruit trees, inviting patios & extensive water side decks for peaceful sunset evenings. Enjoy this coveted location just moments from Deer Harbor Marina, with regularly scheduled Kenmore Air flights, boating, nature tours, & kayaking. Recently installed entry drive, automatic gate, & deer fencing surrounding the entire property enhance both privacy & convenience. Renovations include updated kitchen, living room, primary suite w/ensuite bath, and lower-level bedroom, bath and bonus rooms. New hardwood floors enhance lower-level living areas & bedroom, while newer wood windows on all three levels, exterior siding, a metal roof, & main bedroom French doors leading to a stunning multi-level deck w/hot tub add timeless style and durability. Designed for comfort, efficiency, and self-sufficiency, the property also includes 2 underground 1,700-gallon water storage tanks & a 7.6kW SunPower solar array.EV Charger-Level 2, 1,000-gallon buried propane tank, newer heat pump, and electronic air cleaner. See additional Features List.

5686 Deer Harbor Road, Orcas Island

Listing courtesy of Orcas Island Realty.

$525,000
2514622 MLS ⋅ ACTIVE Status
A rare opportunity to own a 1.57-acre parcel on Sunset Mountain, offering breathtaking, year-round sunsets from a west-facing knoll. Enjoy sweeping 180-degree views that span the Canadian mountains, Vancouver’s city lights, Crow Valley, Turtleback Mountain, San Juan Island, and the snow-capped Olympic range. Ideally situated between the Orcas ferry landing and Eastsound Village, the property includes membership in the Sunset water system, nearby power access, and a roughed-in road for easy entry. The designated building site is encircled by mature fir trees, thoughtfully and minimally thinned to open stunning view corridors while preserving privacy and natural beauty. With excellent sun exposure throughout the day and exceptional stargazing at night, this parcel sits within a small enclave of well-crafted homes. Private, well-maintained roads and protective CC&Rs complete this exceptional offering.

1700 Mountain Crest, Orcas Island

Listing courtesy of COMPASS.

$850,000
3 Beds ⋅ 1 Baths ⋅ 2533173 MLS ⋅ ACTIVE Status
Set above the quiet curve of MacKaye Harbor, this long-held Lopez Island retreat captures the timeless simplicity of south-end waterfront living. Perfectly situated on over an acre across two parcels, this medium-bank property offers easy beach access and a front-row seat to ever-changing marine life, glowing sunsets, and the quiet rhythm of island life. The home’s rustic character shines through fir ceilings, a cozy wood stove, and a light-filled living room that frames the harbor like a moving painting. Step onto the southwest-facing deck to relax, entertain, or simply watch the tide roll in. Wander down for beachcombing, kayaking, or a peaceful shoreline walk. Islandale grocery and restaurant are just moments away for convenient supplies and dining, while Iceberg Point and the surrounding National Monument lands offer some of the most dramatic hiking and protected natural beauty in the San Juan Islands. MacKaye Harbor boat launch is minutes away for easy water access. A rare opportunity to restore, reimagine, or enjoy as-is — and to hold a piece of Lopez history in a location that seldom becomes available. Priced to sell As-Is.

24 Starboard Road, Lopez Island

Listing courtesy of Premier Agent Network.

$775,000
2531996 MLS ⋅ ACTIVE Status
Rare Westside lot with expansive vistas over Puget Sound and Haro Straight. The views to the south encompass the Olympic Mts.and leads ones attention northwesterly over the Straight onto Vancouver Island. At an elevation of 950 ft., the building site centers on the beautiful city of Victoria, BC. While very private, your home will be a convenient 5 minute drive to Lime Kiln Park, the county park and Deadman’s beach. The Westside beaches are very alive with Otters, Eagles, Foxes, and Seals and morning coffee at Deadman’s beach while the sun comes up over Haro Strait, is an amazing way to start the day! Evenings from the deck on your home will generally involve an amazing sunset that may stretch beyond 10 pm. The night skies can feel magical from this elevation and vantage point. This 3.44 acre Mt. Dallas parcel is ready for the home of your dreams. The access road is paved to Westside Rd., a new private well with pump installed, a 3 bd.rm. septic field is installed (a septic tank needs to be installed when you site your home, new electrical primary, phone and internet fiber are ready for your hook-up. This property has been completely surveyed, and the driveway and garage site have been prepared. This property only needs your vision!

30 Rascal Road, Friday Harbor

Listing courtesy of MLS4owners.com.

$3,295,000
3 Beds ⋅ 2 Baths ⋅ 2528141 MLS ⋅ ACTIVE Status
Spectacular waterfront estate on Henry Island offering 2.75 private acres and 412 feet of pristine sandy beachfront with included tidelands. The property features a private dock with more than 140 linear feet of moorage including a 35-foot float, accessible year-round. Designed with exceptional craftsmanship and built to the standards of a master boat builder, the 2,154-square-foot custom residence showcases premium materials and timeless craftsman design throughout. The home includes 3 bedrooms, 2 baths, and a true gourmet kitchen crafted for both entertaining and everyday living. Indoor-outdoor living is elevated with a covered waterfront patio, dramatic outdoor fireplace, hot tub, and outdoor shower — all designed to embrace the island lifestyle. A stunning detached 400± square-foot studio/office/guest retreat with a half bath and elegant IPE wood decking offers flexible space for guests, creative work, or private relaxation. Additional highlights include a sophisticated water storage system, beautifully landscaped grounds, and complete privacy in an extraordinary natural setting. Ideally positioned on Mosquito Pass with sweeping southeast views of the Olympic Mountains and the Strait of Juan de Fuca, this remarkable property is also just a short walk to the Seattle Yacht Club outpost and 5 minute boat ride to Roche Harbor An extraordinary legacy waterfront retreat where no expense was spared.

Lot 47 Driftwood Shores, Henry Island

Listing courtesy of Coldwell Banker San Juan Is..

$850,000
3 Beds ⋅ 4 Baths ⋅ 2529742 MLS ⋅ ACTIVE Status
Tucked away on beautiful Lopez Island, this thoughtfully remodeled Northwest contemporary pairs modern design with effortless island living. The stylish 3 bedroom, 4 bath home showcases vaulted ceilings, engineered hardwood floors, spa-inspired tile baths, sleek cabinetry, stainless steel appliances, and a striking slate-surround woodburning fireplace. Ductless heat pumps, LED lighting, and quality finishes throughout create comfort and efficiency with a fresh, contemporary feel. Step outside to expansive new cedar decking, perfect for summer evenings and entertaining after a day on the water. Enjoy coveted access to a shared dock on Fisherman Bay – ideal for boating, kayaking, or simply embracing the waterfront lifestyle. Located just moments from village dining, shopping, and island amenities, this move-in ready retreat offers the perfect blend of modern convenience and relaxed Lopez Island living.

27 Dryad Place, Lopez Island

Listing courtesy of Windermere RE San Juan Islands.

$28,000,000
9 Beds ⋅ 11 Baths ⋅ 2530572 MLS ⋅ ACTIVE Status
Perched high above the active waters of the Haro Strait with commanding westerly views to Victoria, this once-in-a-generation San Juan Island estate is the definition of a legacy holding. Encompassing over 22 acres, the gated property offers extraordinary privacy, resort-caliber amenities, and an uncompromising connection to the sea and sky. Designed as a passion project for hosting on a grand scale, the nearly 12,000 square foot residence lives entirely under one roof, where every bedroom suite opens to its own deck and captures breathtaking water views. Immaculately maintained and updated to 2026 technology standards, the estate features two wells, formal cutting gardens, a sports court, separate maintenance facilities, fully irrigated and curated grounds, and nearly a mile of private trails with serene viewpoints throughout. The dedicated whale watching room is unforgettable yet overshadowed by the setting itself. Secure, timeless, and built for generations to gather, celebrate, and retreat above it all. A World-class destination available for the first time.

Friday Harbor

Listing courtesy of Real Residential.

$2,250,000
2 Beds ⋅ 2 Baths ⋅ 2527089 MLS ⋅ ACTIVE Status
Stunning sun-filled waterfront retreat in highly sought-after West Sound, featuring a 44’ deepwater dock and private shoreline. Expansive and unobstructed south-facing views stretch across the Salish Sea, surrounding islands, and the Olympic Mountains. Thoughtfully designed with high-end finishes throughout, this luxurious 1,200± square ft home includes radiant hydro floor heating, steam shower, gas fireplaces in both the living room and bedroom, Hubbardton Forge fixtures, ironwood decking, solar panels, hot tub, outdoor shower, and EV charging outlet. Enjoy easy access to the beach, or relax on the expansive deck and take in breathtaking sunsets. A rare opportunity to own an exceptional island waterfront getaway.

1022 Deer Harbor Road, Orcas Island

Listing courtesy of COMPASS.

$1,998,000
2 Beds ⋅ 2 Baths ⋅ 2526855 MLS ⋅ ACTIVE Status
Crane Island Waterfront Gem — an extraordinary island retreat where timeless Northwest design meets modern comfort. Thoughtfully upgraded & meticulously maintained, this rare waterfront estate showcases the very best of PNW living. Arrive by boat at the shared deep-water dock adjoining the property, then stroll past the peaceful cove beach to the sun-drenched, south-facing main residence. Originally designed by acclaimed architect Paul Hoag, the classic mid-century modern home seamlessly blends with its natural surroundings warm, tranquil interiors. Expansive windows frame captivating views of water, while old-growth cedar-lined walls & a dramatic stone fireplace create an atmosphere of understated luxury & serenity. Recent improvements include new appliances throughout, updated lighting & plumbing fixtures, & a beautifully refreshed primary bath featuring radiant heated tile floors.The separate guesthouse, designed by renowned architect Wendell Lovett, is a true architectural treasure unlike anything else—ideal for guests, creative pursuits, or a private retreat. Outdoor living spaces are thoughtfully designed for entertaining, relaxation, and embracing the beauty of island life, with multiple gathering areas, lush landscaping, & easy access to the shoreline. Whether hosting summer evenings by the water, kayaking from the beach, or enjoying quiet mornings surrounded by nature, this exceptional Crane Island property offers a rare opportunity to experience waterfront living.

69 Rocky Road, Crane Island

Listing courtesy of True North Realty.

$4,500,000
2 Beds ⋅ 3 Baths ⋅ 2526237 MLS ⋅ ACTIVE Status
A rare offering in one of the San Juan Islands’ most coveted waterfront enclaves. Privately positioned near the end of White Point Road in prestigious Roche Harbor, this extraordinary 6+ acre estate showcases 685 feet of medium-low bank shoreline, exceptional privacy, and serene natural beauty in a truly park-like setting. The beautifully crafted 3,160 square foot main residence features rich hickory floors, exquisite custom woodwork, warm Northwest elegance throughout, and seamless indoor-outdoor living. The home offers two primary en suites with inviting water views, an upper deck with hot tub, stone fireplace, and timeless craftsmanship at every turn. A detached 3-car garage includes a spacious shop, convenient half bath, and upper level two bedroom, one bath guesthouse. There are two outbuildings also of top quality, one housing a private reverse osmosis system. Surrounded by nature and abundant wildlife, this retreat offers unparalleled tranquility and seclusion. West facing with brilliant sunsets.

1920 White Point Road, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$2,495,000
3 Beds ⋅ 5 Baths ⋅ 2524982 MLS ⋅ ACTIVE Status
Generational Living At It's Best with 2 houses on 440+ feet of waterfront with deep water dock share & private buoy + 2 additional separate tax parcels for future building. Everything you need for a family compound. The main home has vaulted ceilings with skylighted entry, clear fir trim, oak floors, tons of built-ins & storage, 2 woodstoves & flexible spaces. The kitchen overlooks the Great Room and boasts double ovens, separate Thermador cooktop, SubZero refrigerator, oak cabinets and walk-in pantry. The snooker table room with wood stove and deck door is as versatile as your imagination. Lower level spacious, ensuite primary bedroom incl separate closets with built-in dressers & office/exercise area. Extra 3/4 bath off the laundry room with exterior door to scrub down after a day on the boat. Both houses have view decks with enviable panoramas to wile away an afternoon. Second home (1044 sqft) built in 1982 has 2 bedrooms & 2 baths with wood stove, built-in dressers & laundry. Adjacent to the circle driveway is a detached 2 car garage with separate shop & wood storage carport. A very natural and private 17+ acres incl terraced waterfront, rocky outcrops, mature woods & sunny pasture. Close to Lopez Hill trails. Listed below assessed value.

470 Bonanza Drive, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$1,200,000
2 Beds ⋅ 2 Baths ⋅ 2520882 MLS ⋅ ACTIVE Status
Perched above Reid Harbor with sweeping south-facing views of the Olympic Mountains, this well-built and meticulously maintained 2-bedroom plus flex room, 2-bath Stuart Island retreat captures the essence of Pacific Northwest living. Designed for comfort and functionality, the home features all systems in place and is move-in ready. Expansive sun-filled decks provide the perfect setting for entertaining, outdoor dining, or simply relaxing while taking in the ever-changing scenery. Enjoy joint use of a deep-water dock, with the property ideally situated for boating, kayaking, crabbing, shrimping, fishing, and exploring the surrounding islands. Stuart Airpark amenities include a community airstrip, dock for loading and unloading, and convenient barge landing access.

260 Harbor Vista Drive, Stuart Island

Listing courtesy of Coldwell Banker San Juan Is..

$4,750,000
3 Beds ⋅ 6 Baths ⋅ 2515849 MLS ⋅ ACTIVE Status
Extraordinary custom-built home with views of the Salish Sea & Olympic Mountains with whales so close you can literally hear them breathe. Designed to entertain multiple generations on one breathtaking property, the home features high-end craftsmanship, premium systems and beautiful guest house. Main residence, completed in 2019, offers expansive open-concept with chef’s kitchen, dining room, hickory floors and 8’ tall windows and doors throughout. Two primary suites and multiple bathrooms provide ideal space and flexibility on the main floor while the upstairs apartment features soaring 10-foot ceilings, marble countertops, spacious primary suite, office/reading nook, and additional living space. The downstairs light-filled entertainment area has custom wood bar and additional opportunities. The detached 1-bedroom guest house includes custom kitchen, living area, gas fireplace and private deck. Extensive hardwood decks and outdoor dining spaces wrap the front of main residence creating seamless indoor-outdoor living looking over the Sea and wildlife. Finally, enjoy your own vegetables and flowers from Property and infrastructure are also impressive with a one of a kind fully fenced raised concrete-bed garden area with impressive gardening shed, 3-car garage/shop, Tesla battery backup, 500-gallon propane tank, a shared community well and a separate private well, whole-house filtration, UV purification, rain catchment system, and multiple 2,000-gallon storage tanks.

115 Clipper Way, Friday Harbor

Listing courtesy of COMPASS.

$2,495,000
5 Beds ⋅ 6 Baths ⋅ 2519539 MLS ⋅ ACTIVE Status
Extraordinary generational Orcas Island estate on nearly 5 private acres with absolutely stunning panoramic views over the Salish Sea, surrounding San Juan Islands and Mount Baker in the distance. Privately situated at the end of the drive surrounded by mature forests and madrona trees, this masterpiece is a thoughtfully designed retreat that is comfortable for a couple on one floor or multiple generations utilizing the full home. The design embraces the incredible natural setting with cedar-clad features, vaulted ceilings, floor-to-ceiling windows and exceptional craftsmanship throughout. A stone fireplace anchors the great room which flows seamlessly to a wraparound deck—perfect for sunrise coffee, sunset entertaining and year-round indoor/outdoor living. Built for relaxation and entertaining, the lower level offers a full bar, second fireplace, recreation area, dedicated gym, and flexible guest accommodations ideal for multi-generational living or retreats. The upper loft level provides flex space perfect for an artist studio, library or lounge. The exceptional estate includes 5 bedrooms, 6 baths, multiple fireplaces—including an outdoor hearth overlooking the water—and an indoor sauna, blending rustic elegance with modern comfort. Finally, the owners may consider seller financing! With unmatched privacy and endless opportunities to unwind in nature, this is a rare opportunity to own a very special Orcas Island sanctuary.

726 Pine Ridge Drive, Orcas Island

Listing courtesy of COMPASS.

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