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$795,000
2 Beds ⋅ 2 Baths ⋅ 2549389 MLS ⋅ ACTIVE Status
Escape to the tranquility of island living in this Northwest contemporary retreat in the Decatur Northwest Community on Decatur Island. Perched atop Sheep Hill, this exceptional home captures breathtaking views of sparkling waters, the Olympic Mountains, and idyllic pastures dotted with grazing sheep. Designed for effortless living, the open-concept floor plan flows seamlessly from the kitchen into the main living area, where a dramatic wall of windows fills the home with natural light and showcases the surrounding beauty. Step onto the expansive newly built deck to enjoy morning coffee, sunset gatherings, or peaceful moments immersed in nature. The private primary suite features an adjoining spacious sauna, creating the perfect place to relax after a day of island adventures. A versatile flex room offers ideal space for a home office, media room, or additional guests. Owners enjoy exclusive access to more than 600 acres of co-owned forests, scenic hiking trails, and sandy beaches perfect for beach combing and exploring. Travel is effortless with the private parking at Skyline Marina and private community foot ferry from Anacortes to the community's deep-water dock, where staff greet your arrival and assist with your belongings.Whether you're looking for a peaceful weekend getaway or a year-round retreat, this remarkable home offers the perfect blend of privacy, comfort, natural beauty, and the unmatched lifestyle of Decatur Island.

177 Harmon Ranch Hill Road, Decatur Island

Listing courtesy of Windermere RE North, Inc..

$3,995,000
5 Beds ⋅ 5 Baths ⋅ 2545317 MLS ⋅ ACTIVE Status
A private waterfront world in the heart of Deer Harbor. Set on nearly 3.5 fully fenced acres with protected moorage, 117 Legend Lane offers a rare collection of living spaces designed for gathering, retreat, and life on the water. The harbor-facing main residence is complemented by separate guest accommodations, a Zen-inspired bunkhouse, Tiki bar, and a standalone wellness studio with sauna, creating a true compound experience rarely found in the San Juan Islands. Expansive decks, mature landscaping, intimate outdoor gathering spaces, and a private dock connect the property to the rhythms of Deer Harbor and the surrounding Salish Sea. Flexible, private, and exceptionally difficult to replicate today, this is a legacy-caliber waterfront offering in one of Orcas Island's most treasured settings.

117 Legend Lane, Orcas Island

Listing courtesy of COMPASS.

$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..

$1,295,000
3 Beds ⋅ 4 Baths ⋅ 2531269 MLS ⋅ ACTIVE Status
This stunning lavender farm spans over 9.7 acres, offering a serene escape in a picturesque setting of breathtaking views. The centerpiece of this property is a magnificent lavender field, drying barn, and a 6,314-square-foot home with ample space for guests, featuring 3 bed, 2.5 bath, many spacious bonus rooms, a theatre, and family and dining rooms that open onto an outdoor terrace for entertaining with your outdoor pizza oven, creating unforgettable dining experiences under the stars. The property also features an indoor pool and sauna, perfect for rejuvenation after a long day and a detached massage studio and private ponds, enhancing the beauty and peaceful atmosphere of this secluded haven. The property has a studio, barn, perfect for creative pursuits or as a guest space. A fenced garden is ideal for growing your own vegetables or flowers. The two-car detached garage provides convenience and storage. This is a rare opportunity to embrace a lifestyle of farming and tranquility, all while being just a short drive from the vibrant community of San Juan Island shops, restaurants, airport, marina, schools, and parks and trails. Don’t miss your chance to own this unique lavender farm, where you can cultivate your dreams and enjoy the quiet beauty of nature every day.

206 Hawthorne Lane, Friday Harbor

Listing courtesy of Coldwell Banker Bain.

$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, with warm, tranquil interiors. Expansive windows frame captivating water views, while old-growth cedar-lined walls & a dramatic stone fireplace create an atmosphere of understated luxury & serenity, with radiant in-floor heating. Recent improvements include new appliances throughout, updated lighting & plumbing fixtures, & a beautifully refreshed primary bath. 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.

$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.

$2,249,000
3 Beds ⋅ 2 Baths ⋅ 2499486 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..

$793,000
1 Beds ⋅ 2 Baths ⋅ 2520850 MLS ⋅ ACTIVE Status
WESTERN EXPOSURE with 180 degree protected, territorial views across Island farmland to ever changing sunsets and the Olympic Mtns. This well-built, one bedroom, 1.5 bath home has custom touches you would expect in a larger, more expensive home like remote operated blinds & bathroom towel warmer. The chef's kitchen features a Zline 6 burner + griddle propane stove with double ovens, Bosch refrigerator with double compressors, farm sink with touchless Pfister faucet, quartz counters with 7 ft island & custom cabinets created by a Lopez craftsman. The "great room" has a vaulted, pine ceiling and propane fireplace with sliding door to the Trex deck to enjoy the peaceful, private location which is surrounded by larger properties. All day sun for future gardening and/or yard games on this 1.55 acre parcel. To the south of the house is a Clearlight Infrared Sauna Sanctuary 5 with redlight therapy & blue tooth stereo just steps from a relaxing, outdoor tub. The central location makes it easy to go everywhere on Lopez.

124 Donna's Lane, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$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.

$1,449,000
4 Beds ⋅ 4 Baths ⋅ 2499483 MLS ⋅ ACTIVE Status
Rare Lopez Island waterfront home with mooring buoy on Fisherman Bay. Turnkey 3,950 sq ft estate includes 3 parcels and offers incredible value for those seeking space, serenity, and unmatched island living. The elegant 4 bedroom, 3.5 bath home features a gourmet kitchen, luxury finishes, and light-filled spaces that flow to a generous patio and expansive decks— ideal for entertaining or simply soaking in the tranquil views. The finished daylight basement includes a wine cellar, craft area, and gym. Two additional building lots offer space to grow. The fully fenced property includes a productive garden and fruit trees. A private, peaceful retreat blending luxury, nature, and island charm.

1898 Bayshore Road, Lopez Island

Listing courtesy of Coldwell Banker San Juan Is..

$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.

$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.

$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.

$1,995,000
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.

Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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