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Southwest-facing waterfront home with private dock on Brown Island, offering 3,527 sq ft of beautifully designed living with 3 bedrooms, 2 offices, and 5 baths. This remodeled NW Craftsman 1-story home with basement blends classic style with modern comfort, featuring an atrium entry, open floor plan, and spacious chef’s kitchen. Most rooms including the main-level primary suite with deck access, capture stunning harbor and sunset views. The lower level offers a bedroom and bath with separate entry, ideal for guests or extended living. Outdoor living shines with expansive main-level decks, a sunny waterfront bulkhead patio with steps to the beach, and a private dock on 107 feet of accessible shoreline. A detached golf cart garage/shop, hot tub, and bocce court complete this exceptional setting. Brown Island amenities include community moorage, pool, clubhouse with fitness room, caretaker boat service, and easy access to Friday Harbor by boat. From your decks, enjoy ferries, boats, seaplanes, and the glow of town lights at night. With golf cart parking and boat launch, this island blends secluded island privacy with easy access to the vibrant town, marina, shopping, and dining of Friday Harbor. An extraordinary Brown Island residence offering spectacular sunsets, premier waterfront living, and an unmatched island lifestyle.

3 Beds ⋅ 5 Baths ⋅ 2483494 MLS ⋅ ACTIVE Status

Southwest-facing waterfront home with private dock on Brown Island, offering 3,527 sq ft of beautifully designed living with 3 bedrooms, 2 offices, and 5 baths. This remodeled NW Craftsman 1-story home with basement blends classic style with modern comfort, featuring an atrium entry, open floor plan, and spacious chef’s kitchen. Most rooms including the main-level primary suite with deck access, capture stunning harbor and sunset views. The lower level offers a bedroom and bath with separate entry, ideal for guests or extended living. Outdoor living shines with expansive main-level decks, a sunny waterfront bulkhead patio with steps to the beach, and a private dock on 107 feet of accessible shoreline. A detached golf cart garage/shop, hot tub, and bocce court complete this exceptional setting. Brown Island amenities include community moorage, pool, clubhouse with fitness room, caretaker boat service, and easy access to Friday Harbor by boat. From your decks, enjoy ferries, boats, seaplanes, and the glow of town lights at night. With golf cart parking and boat launch, this island blends secluded island privacy with easy access to the vibrant town, marina, shopping, and dining of Friday Harbor. An extraordinary Brown Island residence offering spectacular sunsets, premier waterfront living, and an unmatched island lifestyle.

3 Brown Island, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Merri Ann Simonson; 360-317-8668; simonson@sanjuanislands.com

$7,895,000

Perched above the shores of Haro Strait on San Juan Island’s coveted west side, this extraordinary waterfront estate embodies a graceful dialogue between architecture and nature. Designed by acclaimed firm Bohlin Cywinski Jackson (BCJ), the residence is privately positioned across 6 acres and 4 tax parcels, with 400± feet of pristine shoreline. Nearly 6,500 sf of thoughtfully composed living space follows the contours of the land, using expansive walls of glass, soaring ceilings and warm natural materials to bring the surrounding beauty indoors. Sweeping views of Haro Strait, the Olympic Mountains, passing whales and unforgettable western sunsets become part of the home’s everyday rhythm. Created for both relaxed island living and memorable gatherings, the residence offers a chef’s kitchen, elegant great room, serene primary suite, inviting guest accommodations, wine cellar and flexible space for fitness, hobbies or creative pursuits. A detached garage and workshop includes a private studio apartment with a full kitchen—ideal for guests, extended stays or an inspiring workspace. A fully equipped greenhouse, fenced gardens and open grounds further connect the property to its remarkable natural setting. Private, timeless and deeply rooted in its surroundings, this architecturally significant estate offers an exceptional opportunity to experience the very best of San Juan Island’s west-side waterfront lifestyle.

3 Beds ⋅ 4 Baths ⋅ 2493364 MLS ⋅ ACTIVE Status

Perched above the shores of Haro Strait on San Juan Island’s coveted west side, this extraordinary waterfront estate embodies a graceful dialogue between architecture and nature. Designed by acclaimed firm Bohlin Cywinski Jackson (BCJ), the residence is privately positioned across 6 acres and 4 tax parcels, with 400± feet of pristine shoreline. Nearly 6,500 sf of thoughtfully composed living space follows the contours of the land, using expansive walls of glass, soaring ceilings and warm natural materials to bring the surrounding beauty indoors. Sweeping views of Haro Strait, the Olympic Mountains, passing whales and unforgettable western sunsets become part of the home’s everyday rhythm. Created for both relaxed island living and memorable gatherings, the residence offers a chef’s kitchen, elegant great room, serene primary suite, inviting guest accommodations, wine cellar and flexible space for fitness, hobbies or creative pursuits. A detached garage and workshop includes a private studio apartment with a full kitchen—ideal for guests, extended stays or an inspiring workspace. A fully equipped greenhouse, fenced gardens and open grounds further connect the property to its remarkable natural setting. Private, timeless and deeply rooted in its surroundings, this architecturally significant estate offers an exceptional opportunity to experience the very best of San Juan Island’s west-side waterfront lifestyle.

4415 West Side Road, Friday Harbor

Listing Broker: Windermere RE San Juan Islands; Gregory King; 360-378-3600; greg@gregkingsanjuan.com

$879,000

Island oasis on 2.5 private acres w/vacation rental permit, rare on Orcas! Immaculate, spacious 2,752sf single-level, 3-bed, 2-bath home + multiple living/bonus spaces & oversized office/den ideal for guests, work & hobbies. Situated at the end of a quiet road, just 2 miles from Eastsound, the property boasts mature landscaping, privacy fencing, serene ponds & gazebo w/fire pit beside a cascading waterfall creating a peaceful private retreat w/no HOA/CCRs. Bright, open, spacious kitchen for entertaining flows to dining & outdoor gazebo. Newer roof/paint, private well, on-demand hot water, soaking tubs, large pantry, walk-in closets, propane fireplace, generator hookup, RV/boat parking w/power, 12x24 shed w/porch, 8x8 shed, sunny garden & lower pasture. Expansive windows bring abundant natural light & beautiful views throughout, including Buck Mountain, territorial & sunrise/sunset views. Enjoy peaceful mornings & abundant birdlife. High-speed internet. Walk to golf course!

3 Beds ⋅ 2 Baths ⋅ 2491866 MLS ⋅ ACTIVE Status

Island oasis on 2.5 private acres w/vacation rental permit, rare on Orcas! Immaculate, spacious 2,752sf single-level, 3-bed, 2-bath home + multiple living/bonus spaces & oversized office/den ideal for guests, work & hobbies. Situated at the end of a quiet road, just 2 miles from Eastsound, the property boasts mature landscaping, privacy fencing, serene ponds & gazebo w/fire pit beside a cascading waterfall creating a peaceful private retreat w/no HOA/CCRs. Bright, open, spacious kitchen for entertaining flows to dining & outdoor gazebo. Newer roof/paint, private well, on-demand hot water, soaking tubs, large pantry, walk-in closets, propane fireplace, generator hookup, RV/boat parking w/power, 12x24 shed w/porch, 8x8 shed, sunny garden & lower pasture. Expansive windows bring abundant natural light & beautiful views throughout, including Buck Mountain, territorial & sunrise/sunset views. Enjoy peaceful mornings & abundant birdlife. High-speed internet. Walk to golf course!

168 Jackson Road, Orcas Island

Listing Broker: True North Realty; Chantelle Hildreth; 360-317-6581; chantelle@orcas-island.com

$2,976,000

STUNNING NORTH SHORE WATERFRONT, A RARE ORCAS ISLAND SANCTUARY Reached by a meandering drive through a reserve of majestic old-growth cedar forest, this extraordinary waterfront retreat sits perched along the shores of the Salish Sea in one of Orcas Island's most magical locations. Sweeping 180° views unfold across the water to Mt. Baker, the Canadian Coast Mountains, and the surrounding San Juan Islands including Sucia, Patos, and Lummi. Ever-changing marine light, dramatic sunsets, and endless coastal scenery create a breathtaking backdrop. Wildlife is abundant and ever-present. Bald eagles nest in the towering cedars, raising their young overhead, while orcas pass through nearby waters, herons wade the shoreline, and harbor seals bask on sun-warmed rocks. Stone steps, crafted by local artisan Zack Leck, descend to 169 feet of accessible beachfront, tidepools teeming with sea life, and calm waters perfect for kayaking. The 4,014 sq ft residence features soaring ceilings, hardwood and stone floors, four fireplaces, a gourmet kitchen, sunroom, and a great room framing the water like a living painting. An attached 2-bedroom guest suite offers full kitchen, bath, and living room. Landscaped grounds include manicured lawns, a fenced garden with raised beds, and an orchard of plum, apple, and cherry trees. Minutes to Eastsound yet worlds away.

4 Beds ⋅ 5 Baths ⋅ 2491777 MLS ⋅ ACTIVE Status

STUNNING NORTH SHORE WATERFRONT, A RARE ORCAS ISLAND SANCTUARY Reached by a meandering drive through a reserve of majestic old-growth cedar forest, this extraordinary waterfront retreat sits perched along the shores of the Salish Sea in one of Orcas Island's most magical locations. Sweeping 180° views unfold across the water to Mt. Baker, the Canadian Coast Mountains, and the surrounding San Juan Islands including Sucia, Patos, and Lummi. Ever-changing marine light, dramatic sunsets, and endless coastal scenery create a breathtaking backdrop. Wildlife is abundant and ever-present. Bald eagles nest in the towering cedars, raising their young overhead, while orcas pass through nearby waters, herons wade the shoreline, and harbor seals bask on sun-warmed rocks. Stone steps, crafted by local artisan Zack Leck, descend to 169 feet of accessible beachfront, tidepools teeming with sea life, and calm waters perfect for kayaking. The 4,014 sq ft residence features soaring ceilings, hardwood and stone floors, four fireplaces, a gourmet kitchen, sunroom, and a great room framing the water like a living painting. An attached 2-bedroom guest suite offers full kitchen, bath, and living room. Landscaped grounds include manicured lawns, a fenced garden with raised beds, and an orchard of plum, apple, and cherry trees. Minutes to Eastsound yet worlds away.

285 Raptor Road, Orcas Island

Listing Broker: Orcas Island Realty; Marcela Barrientos; 206-234-6354; marcela@somelabdesign.com

$729,000

Escape to the serene magic and incomparable beauty of Shaw Island, the quietest treasure in the San Juan Islands. Unlike its busier neighbors, Shaw Island has no vacation rentals or hotels, ensuring an unmatched sense of peace and seclusion—a true rarity. This custom cabin style home, nestled amidst just over 6 acres of cedar and madrone trees offers your own private sanctuary, complete with a tranquil pond perfect for savoring your morning coffee or reflecting on the stillness around you. Step inside to find vaulted wood ceilings and timeless cedar and fir finishes that exude warmth and character. Thoughtfully updated in 2011, the home beautifully blends rustic Pacific Northwest charm with modern comfort. Features include 2 main floor bedrooms both with walk-in closets & ensuite bathrooms, distinctive end grain fir floors, a 3rd loft bedroom, a snug room flex space, and a large unfinished loft space that has potential to add a bonus room/4th bedroom. A kitchen pantry, a full laundry room, and a large utility closet offer tons of storage. Here, life moves at a slower, more mindful pace. If you're dreaming of a private slice of paradise where quiet reigns and the world feels a little more magical, this is your chance to make it yours.

3 Beds ⋅ 2 Baths ⋅ 2479057 MLS ⋅ ACTIVE Status

Escape to the serene magic and incomparable beauty of Shaw Island, the quietest treasure in the San Juan Islands. Unlike its busier neighbors, Shaw Island has no vacation rentals or hotels, ensuring an unmatched sense of peace and seclusion—a true rarity. This custom cabin style home, nestled amidst just over 6 acres of cedar and madrone trees offers your own private sanctuary, complete with a tranquil pond perfect for savoring your morning coffee or reflecting on the stillness around you. Step inside to find vaulted wood ceilings and timeless cedar and fir finishes that exude warmth and character. Thoughtfully updated in 2011, the home beautifully blends rustic Pacific Northwest charm with modern comfort. Features include 2 main floor bedrooms both with walk-in closets & ensuite bathrooms, distinctive end grain fir floors, a 3rd loft bedroom, a snug room flex space, and a large unfinished loft space that has potential to add a bonus room/4th bedroom. A kitchen pantry, a full laundry room, and a large utility closet offer tons of storage. Here, life moves at a slower, more mindful pace. If you're dreaming of a private slice of paradise where quiet reigns and the world feels a little more magical, this is your chance to make it yours.

1014 Ben Nevis Loop, Shaw Island

Listing Broker: COMPASS; Sandra Hurtley; 360-410-4030; Sandra.Hurtley@Compass.com

$875,000

ROSARIO ESTATES! Walk to the marina and pool! 3 bd, 2.5 bath with propane heat, range, and BBQ hook up. Walk in pantry, original French doors. New W/D stay! Well laid out 1/4-acre property includes access to Rosario Resort Outdoor pool and spa. Quiet, pet friendly area.10K propane generator engages when the power goes out. Rock Island high speed fiber installed, 1000-gallon septic installed in 2017. 310-gallon propane tank. Large S./F deck w/a filtered view of the Rosario Strait. View of the Rosario Seaplane dock. The home has 4 different levels. Carport with redwood trellis and flagstone. 8 x 18 shop and 8 x 10 green house with water on solid foundation. Herb garden and baby sequoias. Fully fenced. Ample parking inside and outside of the gate. Water pressure is amazing. No drainage issues.

3 Beds ⋅ 3 Baths ⋅ 2463199 MLS ⋅ ACTIVE Status

ROSARIO ESTATES! Walk to the marina and pool! 3 bd, 2.5 bath with propane heat, range, and BBQ hook up. Walk in pantry, original French doors. New W/D stay! Well laid out 1/4-acre property includes access to Rosario Resort Outdoor pool and spa. Quiet, pet friendly area.10K propane generator engages when the power goes out. Rock Island high speed fiber installed, 1000-gallon septic installed in 2017. 310-gallon propane tank. Large S./F deck w/a filtered view of the Rosario Strait. View of the Rosario Seaplane dock. The home has 4 different levels. Carport with redwood trellis and flagstone. 8 x 18 shop and 8 x 10 green house with water on solid foundation. Herb garden and baby sequoias. Fully fenced. Ample parking inside and outside of the gate. Water pressure is amazing. No drainage issues.

1193 Rosario Road, Orcas Island

Listing Broker: Offshore Properties LLC; David Yerly; 360-376-5166; djyerly@yahoo.com

$2,810,000

Perched above the sparkling waters of Orcas Village, this reimagined coastal retreat captures the essence of endless island summers. With 345± feet of shoreline and panoramic views stretching across Cayou Channel, every day begins with sun dancing on the water and ends with breathtaking sunsets over the sea. Inside, walls of glass frame the ever-changing marine landscape, creating the feeling of living right on the water's edge. The 3,411± sf home is designed for both relaxed getaways and unforgettable gatherings, featuring dual primary suites, spa-inspired baths, inviting wood-burning fireplaces, and beautifully updated spaces that blend modern comfort with timeless coastal charm. Spend your days launching kayaks from the shoreline, strolling to the nearby village for coffee or dinner, catching the ferry for an island adventure, or simply unwinding on the deck as boats drift by. Whether it's a summer escape, a weekend retreat, or a place to create lasting memories with friends, this exceptional waterfront home offers the very best of island living—where every day feels like vacation.

5 Beds ⋅ 4 Baths ⋅ 2459755 MLS ⋅ ACTIVE Status

Perched above the sparkling waters of Orcas Village, this reimagined coastal retreat captures the essence of endless island summers. With 345± feet of shoreline and panoramic views stretching across Cayou Channel, every day begins with sun dancing on the water and ends with breathtaking sunsets over the sea. Inside, walls of glass frame the ever-changing marine landscape, creating the feeling of living right on the water's edge. The 3,411± sf home is designed for both relaxed getaways and unforgettable gatherings, featuring dual primary suites, spa-inspired baths, inviting wood-burning fireplaces, and beautifully updated spaces that blend modern comfort with timeless coastal charm. Spend your days launching kayaks from the shoreline, strolling to the nearby village for coffee or dinner, catching the ferry for an island adventure, or simply unwinding on the deck as boats drift by. Whether it's a summer escape, a weekend retreat, or a place to create lasting memories with friends, this exceptional waterfront home offers the very best of island living—where every day feels like vacation.

8256 Orcas Road, Orcas Island

Listing Broker: Windermere RE San Juan Islands; Gregory King; 360-378-3600; greg@gregkingsanjuan.com

$1,680,000

This exceptional estate features a 3,500-square-foot residence with four bedrooms and three bathrooms, complemented by 3,000 square feet of expansive decking, all set on more than 10 acres of pristine land. The property showcases breathtaking panoramic views of the Salish Sea, the outer islands, the Cascade Mountains, Mount Baker, and the Vancouver skyline, all framed by spectacular morning sunrises and stunning Pacific Northwest sunsets. The home’s gourmet kitchen is appointed with rich cherry cabinetry accented by stained glass doors, granite countertops, and custom cabinet hardware. Premium appliances include a double oven and a Thermador cooktop. A well-appointed butler’s pantry extends the kitchen’s functionality and includes a built-in wine cooler, ideal for both everyday living and effortless entertaining. In addition to the main residence, the estate includes three versatile outbuildings: a spacious studio with a loft, a garden equipment building, and a storage shed. Thoughtfully designed for both refined island living and memorable multigenerational entertaining, this remarkable property offers a rare blend of privacy, beauty, and functionality.

4 Beds ⋅ 3 Baths ⋅ 2401499 MLS ⋅ ACTIVE Status

This exceptional estate features a 3,500-square-foot residence with four bedrooms and three bathrooms, complemented by 3,000 square feet of expansive decking, all set on more than 10 acres of pristine land. The property showcases breathtaking panoramic views of the Salish Sea, the outer islands, the Cascade Mountains, Mount Baker, and the Vancouver skyline, all framed by spectacular morning sunrises and stunning Pacific Northwest sunsets. The home’s gourmet kitchen is appointed with rich cherry cabinetry accented by stained glass doors, granite countertops, and custom cabinet hardware. Premium appliances include a double oven and a Thermador cooktop. A well-appointed butler’s pantry extends the kitchen’s functionality and includes a built-in wine cooler, ideal for both everyday living and effortless entertaining. In addition to the main residence, the estate includes three versatile outbuildings: a spacious studio with a loft, a garden equipment building, and a storage shed. Thoughtfully designed for both refined island living and memorable multigenerational entertaining, this remarkable property offers a rare blend of privacy, beauty, and functionality.

1669 Day Lake Road, Orcas Island

Listing Broker: COMPASS; Wally Gudgell; 360-507-5443; wally@compass.com

$11,000,000

Perched at the water’s edge on the coveted southwest shores of San Juan Island. Showcasing exquisite craftsmanship throughout. The great room, with a soaring ceiling and floor to ceiling river rock fireplace, flows to a stone patio overlooking Haro Strait and the Olympic Mountains. The main floor primary suite affords spectacular water and mountain views. The lower level features a home theater, water view guest suite, workshop with stainless steel countertops, and a large laundry room with a dog wash station. 1165 sf guest cottage, two 3-car garages, a 4-bay service garage, and landscaping serviced with a smart water system. State-of-the-art D-Salinization water system. 3.2 acres and 368 ft of shoreline. Being sold Turn-key!

3 Beds ⋅ 4 Baths ⋅ 2255472 MLS ⋅ ACTIVE Status

Perched at the water’s edge on the coveted southwest shores of San Juan Island. Showcasing exquisite craftsmanship throughout. The great room, with a soaring ceiling and floor to ceiling river rock fireplace, flows to a stone patio overlooking Haro Strait and the Olympic Mountains. The main floor primary suite affords spectacular water and mountain views. The lower level features a home theater, water view guest suite, workshop with stainless steel countertops, and a large laundry room with a dog wash station. 1165 sf guest cottage, two 3-car garages, a 4-bay service garage, and landscaping serviced with a smart water system. State-of-the-art D-Salinization water system. 3.2 acres and 368 ft of shoreline. Being sold Turn-key!

535 MacGinitie Road, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Laura Boulton; 360-298-2347; laura@sanjuanislands.com

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