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Beautiful Northwest Contemporary located on the outskirts of the village of Eastsound. This lovingly maintained 3-bedroom, 2-bath, 1664 Sq. ft. single-level custom home feature a vaulted great room as the center of the home. Primary bedroom suite on one side of great room and two additional bedrooms with a shared full bath are located on the other side of the great room. Radiant heated floors and quality finishes throughout this well laid out home. Roof, kitchen appliances and fixtures are only a few years old. Clean and ready to occupy! The primary bedroom has an ensuite bath and two walk-in closets. There is an attached heated two-car garage. French doors lead out to a large private Brazilian rosewood deck for summer outdoor entertaining. Rock Island Fiber for the exceptional connectivity. A county public right-of-way waterfront is just around the corner at the end of Buckhorn Rd. for water access. Clean and ready to occupy home just minutes to the Village of Eastsound and Moran State Park.

3 Beds ⋅ 2 Baths ⋅ 2536457 MLS ⋅ ACTIVE Status

Beautiful Northwest Contemporary located on the outskirts of the village of Eastsound. This lovingly maintained 3-bedroom, 2-bath, 1664 Sq. ft. single-level custom home feature a vaulted great room as the center of the home. Primary bedroom suite on one side of great room and two additional bedrooms with a shared full bath are located on the other side of the great room. Radiant heated floors and quality finishes throughout this well laid out home. Roof, kitchen appliances and fixtures are only a few years old. Clean and ready to occupy! The primary bedroom has an ensuite bath and two walk-in closets. There is an attached heated two-car garage. French doors lead out to a large private Brazilian rosewood deck for summer outdoor entertaining. Rock Island Fiber for the exceptional connectivity. A county public right-of-way waterfront is just around the corner at the end of Buckhorn Rd. for water access. Clean and ready to occupy home just minutes to the Village of Eastsound and Moran State Park.

143 Raccoon Point Road, Orcas Island

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

$1,095,000

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.

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 Broker: Orcas Island Realty; Asya Eberle; 415-699-3133; asyaoir@gmail.com

$28,000,000

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 nearly 23 acres, this 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.

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 nearly 23 acres, this 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 Broker: Real Residential; Shawn Filer; 206-919-5388; shawn@realresidential.com

$1,950,000

Rare low-bank waterfront estate on Lopez Island’s Fisherman Bay at the secluded end of a private lane, with 206 feet of waterfront, tidelands, and a deep water mooring buoy. This contemporary residence, designed by Tom Olsen, apprentice to Frank Lloyd Wright, pairs custom organic architecture with sweeping bay views, a blue steel fireplace, and a southeast-facing wrap-around patio for effortless indoor/outdoor living and sun all day and all year round. The three upper-level en suite bedrooms include a primary suite with soaking tub, walk-in closet, and private view deck; a guest suite with view deck; and third one with a built-in Murphy bed and a concealed laundry area. Exceptional details throughout range from custom clear fir cabinetry to granite and stained concrete finishes. Retreat to the refined library/office with its custom-crafted built-in desk and shelving. The detached studio, with its own water view, patio, fireplace, and 3/4 bath, offers options for additional guests, an office, or a creative space. The property also features economical geothermal radiant floor heating; a fenced garden w/greenhouse, raised beds, and catchment-fed irrigation; a roomy two-car garage with a contractors’ workbench; and a private well with a pump house and abundant storage. A second waterfront parcel provides privacy and a potential building opportunity for a total of 1.91 acres. Paddle board, kayak, and access your boat from your private beach on the sheltered waters of the bay.

3 Beds ⋅ 4 Baths ⋅ 2529315 MLS ⋅ ACTIVE Status

Rare low-bank waterfront estate on Lopez Island’s Fisherman Bay at the secluded end of a private lane, with 206 feet of waterfront, tidelands, and a deep water mooring buoy. This contemporary residence, designed by Tom Olsen, apprentice to Frank Lloyd Wright, pairs custom organic architecture with sweeping bay views, a blue steel fireplace, and a southeast-facing wrap-around patio for effortless indoor/outdoor living and sun all day and all year round. The three upper-level en suite bedrooms include a primary suite with soaking tub, walk-in closet, and private view deck; a guest suite with view deck; and third one with a built-in Murphy bed and a concealed laundry area. Exceptional details throughout range from custom clear fir cabinetry to granite and stained concrete finishes. Retreat to the refined library/office with its custom-crafted built-in desk and shelving. The detached studio, with its own water view, patio, fireplace, and 3/4 bath, offers options for additional guests, an office, or a creative space. The property also features economical geothermal radiant floor heating; a fenced garden w/greenhouse, raised beds, and catchment-fed irrigation; a roomy two-car garage with a contractors’ workbench; and a private well with a pump house and abundant storage. A second waterfront parcel provides privacy and a potential building opportunity for a total of 1.91 acres. Paddle board, kayak, and access your boat from your private beach on the sheltered waters of the bay.

2000 Bayshore Road, Lopez Island

Listing Broker: Windermere RE/Lopez Island; Megan McLean; 360-223-7990; meganintheislands@gmail.com

$3,800,000

Nestled on two waterfront parcels, totaling 13 private acres, this secluded waterfront estate offers 722 feet of beach frontage, with awe-inspired marine views accompanied by views of Mt Baker, Mt Entrance, Lummi/Cypress/Blakely Islands, and Buck Bay in Olga. A meadow surrounds 3 ponds, framed by towering maples, cedars, willows, lush ferns and mossy rock knolls. Winding trail meanders through the property and along a seasonal creek to the stairway to the beach, offering endless opportunities to enjoy nature, wildlife and marine life. Remodeled, this 3 bed/3 bath home showcases open concept design with floor to ceiling windows, a grand stone fireplace and chef’s kitchen with granite countertops, Wolf and Electrolux appliances. Newly upgraded guest studio with vacation rental permit and an additional apartment adds versatility. The property also includes established fruit and nut orchard, fully fenced garden, greenhouse, kennel, chicken coop/barn/storage building and large shop. Newly installed meter and transformer provide hook-ups for 2 additional cleared building sites on the 5 acre parcel. Private well, 1100 gallon water storage, installed irrigation. This is an idyllic sanctuary ready to help you rejuvenate and live your dream lifestyle, all in harmony with nature.

3 Beds ⋅ 4 Baths ⋅ 2506267 MLS ⋅ ACTIVE Status

Nestled on two waterfront parcels, totaling 13 private acres, this secluded waterfront estate offers 722 feet of beach frontage, with awe-inspired marine views accompanied by views of Mt Baker, Mt Entrance, Lummi/Cypress/Blakely Islands, and Buck Bay in Olga. A meadow surrounds 3 ponds, framed by towering maples, cedars, willows, lush ferns and mossy rock knolls. Winding trail meanders through the property and along a seasonal creek to the stairway to the beach, offering endless opportunities to enjoy nature, wildlife and marine life. Remodeled, this 3 bed/3 bath home showcases open concept design with floor to ceiling windows, a grand stone fireplace and chef’s kitchen with granite countertops, Wolf and Electrolux appliances. Newly upgraded guest studio with vacation rental permit and an additional apartment adds versatility. The property also includes established fruit and nut orchard, fully fenced garden, greenhouse, kennel, chicken coop/barn/storage building and large shop. Newly installed meter and transformer provide hook-ups for 2 additional cleared building sites on the 5 acre parcel. Private well, 1100 gallon water storage, installed irrigation. This is an idyllic sanctuary ready to help you rejuvenate and live your dream lifestyle, all in harmony with nature.

260 Grey Havens Loop, Orcas Island

Listing Broker: TWilliams Realty; Teri Williams; 360-319-6256; teri@twilliamsrealty.com

$2,595,000

Set on two tax parcels at the end of a private lane, this exceptional 5-bed 4 bath 15 acre estate offers the perfect balance of peaceful seclusion and close-to-town convenience. Beautiful valley views are showcased throughout the home, creating a warm and inviting backdrop from nearly every room. Thoughtful updates and timeless finishes include butcher block countertops, recently refinished hardwood floors, and spaces designed for both comfortable everyday living and effortless entertaining. The property features a stunning swimming pool, a serene pond, and an expansive 1664 sf 2 bath barn with bonus spaces ideal for guests and entertaining. Protected view easement helps preserve the primary residence’s stunning outlooks while still allowing for multiple potential building sites positioned to capture exceptional southern exposure, valley vistas, and Mountain views. With end-of-road privacy, versatile amenities, and a setting that captures the beauty of the surrounding landscape, this is a rare opportunity to own a truly distinctive property just minutes from town.

5 Beds ⋅ 4 Baths ⋅ 2496322 MLS ⋅ ACTIVE Status

Set on two tax parcels at the end of a private lane, this exceptional 5-bed 4 bath 15 acre estate offers the perfect balance of peaceful seclusion and close-to-town convenience. Beautiful valley views are showcased throughout the home, creating a warm and inviting backdrop from nearly every room. Thoughtful updates and timeless finishes include butcher block countertops, recently refinished hardwood floors, and spaces designed for both comfortable everyday living and effortless entertaining. The property features a stunning swimming pool, a serene pond, and an expansive 1664 sf 2 bath barn with bonus spaces ideal for guests and entertaining. Protected view easement helps preserve the primary residence’s stunning outlooks while still allowing for multiple potential building sites positioned to capture exceptional southern exposure, valley vistas, and Mountain views. With end-of-road privacy, versatile amenities, and a setting that captures the beauty of the surrounding landscape, this is a rare opportunity to own a truly distinctive property just minutes from town.

164 Songbird Lane, Friday Harbor

Listing Broker: COMPASS; Kathryn Murphey Schmidt; 360-472-0537; katieschmidt54@gmail.com

$875,000

Gardener's paradise: Enjoy one-level living in this 2048 SF home, sweetly sited in a sunny clearing on almost fifteen acres of secluded land on Lopez Island. The home features a sensible combination of island charm and convenient features for Pacific Northwest living, from the large attached carport entrance to the metal roof, concrete floors, wood stove, and heat pump. The patio off the main living area makes a perfect gathering place for BBQs, a fire bowl, or just a quiet outdoor sitting area with its sunny, south-facing exposure. Wisteria winds its way over a huge trellis running the length of the home. Fruit trees bloom around the house, while the extensive fenced gardens run east of the home, and include a chicken coop, greenhouse, garden shed. It's an ideal property for homesteading: cultivate a market garden, create a flower farm, or just enjoy the tranquility of rural living. The 1440 SF shop is roomy and ready for toys, tools, and all your projects, with a bathroom, laundry area, built-in storage, and two separate work areas, each heated by its own wood stove. Three bedroom septic, private well, wood shed, and additional outbuildings. Beyond the clearing, acres of woods afford privacy, with not a neighbor in sight. The property is conveniently near Shark Reef Preserve and approximately ten minutes from Lopez Village, fifteen minutes from the ferry.

2 Beds ⋅ 2 Baths ⋅ 2518278 MLS ⋅ ACTIVE Status

Gardener's paradise: Enjoy one-level living in this 2048 SF home, sweetly sited in a sunny clearing on almost fifteen acres of secluded land on Lopez Island. The home features a sensible combination of island charm and convenient features for Pacific Northwest living, from the large attached carport entrance to the metal roof, concrete floors, wood stove, and heat pump. The patio off the main living area makes a perfect gathering place for BBQs, a fire bowl, or just a quiet outdoor sitting area with its sunny, south-facing exposure. Wisteria winds its way over a huge trellis running the length of the home. Fruit trees bloom around the house, while the extensive fenced gardens run east of the home, and include a chicken coop, greenhouse, garden shed. It's an ideal property for homesteading: cultivate a market garden, create a flower farm, or just enjoy the tranquility of rural living. The 1440 SF shop is roomy and ready for toys, tools, and all your projects, with a bathroom, laundry area, built-in storage, and two separate work areas, each heated by its own wood stove. Three bedroom septic, private well, wood shed, and additional outbuildings. Beyond the clearing, acres of woods afford privacy, with not a neighbor in sight. The property is conveniently near Shark Reef Preserve and approximately ten minutes from Lopez Village, fifteen minutes from the ferry.

343 Burt Road, Lopez Island

Listing Broker: Windermere RE/Lopez Island; Megan McLean; 360-223-7990; meganintheislands@gmail.com

$2,195,000

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.

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 Broker: Windermere RE San Juan Islands; Rebecca Hughes; 360-298-1923; rebeccash@windermere.com

$1,450,000

Exquisitely crafted private estate on 12 acres of serene, secluded land. This exceptional Craftsman-inspired home combines refined craftsmanship, advanced infrastructure, tranquil privacy. Fully fenced yard designed for pets while excluding wildlife. A second building site w/utilities offers outstanding future potential/water views. Artisan details showcased throughout, including timber frame accents, custom solid-wood interior doors, natural wood trim, slate switch plates, subtle LED lighting. A Hearthstone freestanding wood stove anchors the living space, while architectural eave lighting enhances exterior. The kitchen blends elegance/functionality with cherry cabinetry, quartz countertops, stainless farmhouse sink, touchless faucet, under-cabinet lighting, pull-out waste/recycling. The main bathroom features quartz counter, ceramic basins, tiled tub surrounds. Bedrooms utilize built-in closet organizers. Built with ICF lower level, SIP upper walls, exceptional efficiency, Andersen double-pane windows, heat recovery ventilation, hydronic radiant floor heating. Durable fiber-cement siding, metal roof provide longevity. Outdoor living includes a TimberTech deck, lighted stairs, integrated planters, propane connections, molded concrete paver patio. Infrastructure: 2 wells, dual septic tanks, permitted 5 bed drainfield, backup generator, buried propane tank, heated insulated shop, RV parking w/utilities. A rare offering where craftsmanship, comfort and infrastructure converge.

2 Beds ⋅ 2 Baths ⋅ 2503343 MLS ⋅ ACTIVE Status

Exquisitely crafted private estate on 12 acres of serene, secluded land. This exceptional Craftsman-inspired home combines refined craftsmanship, advanced infrastructure, tranquil privacy. Fully fenced yard designed for pets while excluding wildlife. A second building site w/utilities offers outstanding future potential/water views. Artisan details showcased throughout, including timber frame accents, custom solid-wood interior doors, natural wood trim, slate switch plates, subtle LED lighting. A Hearthstone freestanding wood stove anchors the living space, while architectural eave lighting enhances exterior. The kitchen blends elegance/functionality with cherry cabinetry, quartz countertops, stainless farmhouse sink, touchless faucet, under-cabinet lighting, pull-out waste/recycling. The main bathroom features quartz counter, ceramic basins, tiled tub surrounds. Bedrooms utilize built-in closet organizers. Built with ICF lower level, SIP upper walls, exceptional efficiency, Andersen double-pane windows, heat recovery ventilation, hydronic radiant floor heating. Durable fiber-cement siding, metal roof provide longevity. Outdoor living includes a TimberTech deck, lighted stairs, integrated planters, propane connections, molded concrete paver patio. Infrastructure: 2 wells, dual septic tanks, permitted 5 bed drainfield, backup generator, buried propane tank, heated insulated shop, RV parking w/utilities. A rare offering where craftsmanship, comfort and infrastructure converge.

424 Logan's Run Road, Orcas Island

Listing Broker: TWilliams Realty; Teri Williams; 360-319-6256; teri@twilliamsrealty.com

$789,000

Turnkey mid-century 3-bed, 2-bath home, complete with an attached garage and a spacious shop nestled in a prime location. Updated in 2017 with primary bedroom and bath provides nearly 1,800 sq ft for island comfort and relaxation. A great room with fireplace connects the living, dining, and kitchen perfect for entertaining guests. A bonus room adds versatility as a home office, hobby or game room. An attached two-car garage, large detached shop provide storage for boats, RV, and hobbies. The second lot, provides an oasis of relaxation, or space to build a second home, or sell later. The possibilities are endless. As a member of the Aleck Bay Community HOA, you will enjoy exclusive access to a beautiful community beach, scenic trails. A public boat launch nearby makes it easy to embark on adventures with your sea kayak, stand-up paddleboard, or fishing boat, perfect for crabbing and shrimping. Lopez Island is rich with amenities, featuring the Southend Store along with charming shops and restaurants in Lopez Village. The community boasts a center for gatherings, a library, and recreational facilities, including a pool, pickleball, and tennis courts, marina, post office and schools. Access to the island by ferry, private boat, fixed-wing or seaplane, makes travel to and from the island a breeze. Embrace the natural beauty and vibrant community of Lopez Island from your new home.

3 Beds ⋅ 2 Baths ⋅ 2475389 MLS ⋅ ACTIVE Status

Turnkey mid-century 3-bed, 2-bath home, complete with an attached garage and a spacious shop nestled in a prime location. Updated in 2017 with primary bedroom and bath provides nearly 1,800 sq ft for island comfort and relaxation. A great room with fireplace connects the living, dining, and kitchen perfect for entertaining guests. A bonus room adds versatility as a home office, hobby or game room. An attached two-car garage, large detached shop provide storage for boats, RV, and hobbies. The second lot, provides an oasis of relaxation, or space to build a second home, or sell later. The possibilities are endless. As a member of the Aleck Bay Community HOA, you will enjoy exclusive access to a beautiful community beach, scenic trails. A public boat launch nearby makes it easy to embark on adventures with your sea kayak, stand-up paddleboard, or fishing boat, perfect for crabbing and shrimping. Lopez Island is rich with amenities, featuring the Southend Store along with charming shops and restaurants in Lopez Village. The community boasts a center for gatherings, a library, and recreational facilities, including a pool, pickleball, and tennis courts, marina, post office and schools. Access to the island by ferry, private boat, fixed-wing or seaplane, makes travel to and from the island a breeze. Embrace the natural beauty and vibrant community of Lopez Island from your new home.

108 Towhee Lane, Lopez Island

Listing Broker: Coldwell Banker Bain; Stephanie L Buffum; 360-472-0404; sbuffum4@gmail.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

$2,375,000

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

2 Beds ⋅ 2 Baths ⋅ 2493374 MLS ⋅ ACTIVE Status

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

512 Broken Point Road, Shaw Island

Listing Broker: COMPASS; Curman Baier; 206-938-7797; curman.baier@compass.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

$1,795,000

SPECTACULAR MARINE VIEW, Victorian Estate with glorious Westerly facing views over East Sound, Turtleback and beyond to Canada. Enjoy the 7.5 park-like, private acres with beautifully landscaped, walled garden, ponds, waterfalls, a gazebo and a greenhouse and walking paths. Should you wish to explore further, you will find easy access to miles of hiking trails and lakes in Moran State Park. This superb, quality home was built by renowned Pearson Construction and features antique light fixtures, hand-painted wall paper, stained glass doors and 1800’s mantels. Modern updates include HVAC, solar panels, full irrigation system and Wolf & Sub-Zero appliances. Walled gardens, covered porches, and a fire pit perfect for outdoor living in the summer, while a Vermont Castings wood stove keeps winter cozy! Minutes from Eastsound amenities yet a world away.

3 Beds ⋅ 3 Baths ⋅ 2474873 MLS ⋅ ACTIVE Status

SPECTACULAR MARINE VIEW, Victorian Estate with glorious Westerly facing views over East Sound, Turtleback and beyond to Canada. Enjoy the 7.5 park-like, private acres with beautifully landscaped, walled garden, ponds, waterfalls, a gazebo and a greenhouse and walking paths. Should you wish to explore further, you will find easy access to miles of hiking trails and lakes in Moran State Park. This superb, quality home was built by renowned Pearson Construction and features antique light fixtures, hand-painted wall paper, stained glass doors and 1800’s mantels. Modern updates include HVAC, solar panels, full irrigation system and Wolf & Sub-Zero appliances. Walled gardens, covered porches, and a fire pit perfect for outdoor living in the summer, while a Vermont Castings wood stove keeps winter cozy! Minutes from Eastsound amenities yet a world away.

1656 Eagle Ridge Road, Orcas Island

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

$999,000

Paradise Found at Fox Glove Cottage! Turn-key, active vacation rental with bookings throughout the summer! Walk right into an income generating property! Waterfront, two bedroom, one bath beach cottage in Deer Harbor overlooking the Deer Harbor marina. Enjoy the best of both worlds with a charming and lovingly updated beach cottage and coveted outdoor oasis. Watch the comings and goings of the boats at the Deer Harbor and Cayou Quay marinas from the spacious deck. Grassy yard with picnic table and benches leads to easy steps to your private beach and tidelands. Many updates within the last year, including new paint, new flooring, gorgeous new fireplace, ductless heat pump/mini-split. The home is a highly sought after and a successful vacation rental with a current vacation rental permit and rental history. Property comes turn-key, furnished and ready to rent or enjoy. Charming, breakfast bar, countertop dining, spacious deck with views of the channel and the Deer Harbor marina. Walk to marina and amenities of Deer Harbor community including, post-office, dining options, marina market and more. High speed internet/Rock Island Fiber, Deer Harbor Marina Water and Sewer.

2 Beds ⋅ 1 Baths ⋅ 2489159 MLS ⋅ ACTIVE Status

Paradise Found at Fox Glove Cottage! Turn-key, active vacation rental with bookings throughout the summer! Walk right into an income generating property! Waterfront, two bedroom, one bath beach cottage in Deer Harbor overlooking the Deer Harbor marina. Enjoy the best of both worlds with a charming and lovingly updated beach cottage and coveted outdoor oasis. Watch the comings and goings of the boats at the Deer Harbor and Cayou Quay marinas from the spacious deck. Grassy yard with picnic table and benches leads to easy steps to your private beach and tidelands. Many updates within the last year, including new paint, new flooring, gorgeous new fireplace, ductless heat pump/mini-split. The home is a highly sought after and a successful vacation rental with a current vacation rental permit and rental history. Property comes turn-key, furnished and ready to rent or enjoy. Charming, breakfast bar, countertop dining, spacious deck with views of the channel and the Deer Harbor marina. Walk to marina and amenities of Deer Harbor community including, post-office, dining options, marina market and more. High speed internet/Rock Island Fiber, Deer Harbor Marina Water and Sewer.

5244 Deer Harbor Road, Orcas Island

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

$399,000

Large Farmhouse. Includes spacious 2nd story studio apt w Airbnb VR permit. Charming 1 bed cabin also sits quietly in the back. Private island in the San Juan islands 20 min from Anacortes. Use as an equestrian farm, full time residence or vacation home. Several outbuildings including a barn, bunkhouse and greenhouse. Centrally located. Short walk to the K-8th grade school. 1/2 mile walk to the beach. Live, work remotely on this large 2.64 acre lot. Partly wooded. Fiber for internet. Daily water taxi from Anacortes. 90 min drive from Seattle.

3 Beds ⋅ 3 Baths ⋅ 2484143 MLS ⋅ ACTIVE Status

Large Farmhouse. Includes spacious 2nd story studio apt w Airbnb VR permit. Charming 1 bed cabin also sits quietly in the back. Private island in the San Juan islands 20 min from Anacortes. Use as an equestrian farm, full time residence or vacation home. Several outbuildings including a barn, bunkhouse and greenhouse. Centrally located. Short walk to the K-8th grade school. 1/2 mile walk to the beach. Live, work remotely on this large 2.64 acre lot. Partly wooded. Fiber for internet. Daily water taxi from Anacortes. 90 min drive from Seattle.

641 Decatur Head Drive, Decatur Island

Listing Broker: KW Greater Seattle; Ramy Tipton; 360-202-2285; tideawayfarm@gmail.com

$850,000

Sunny, private and distant water view home on 4.13 park-like acres perched behind the 48-acre Twin Oaks Farm with graceful southwest pastoral views toward the Alpaca Farm and to Canada. The property borders the 696 acres of National Park including English Camp National Park, Young Hill and miles of hiking and riding trails. Spacious level entry home with lower level, 2944 Sq Ft with open plan, 2 fireplaces, large decks, covered car entry and garage with studio built in 1977 is ready for your personal touches. Includes water storage shed, garden shed and newer whole house generator and heating/ac system. Close to Westcott Bay Oyster Farm, Roche Harbor Resort w/marina, restaurants, groceries, retail, airport, art walk, and trails.

3 Beds ⋅ 3 Baths ⋅ 2442781 MLS ⋅ ACTIVE Status

Sunny, private and distant water view home on 4.13 park-like acres perched behind the 48-acre Twin Oaks Farm with graceful southwest pastoral views toward the Alpaca Farm and to Canada. The property borders the 696 acres of National Park including English Camp National Park, Young Hill and miles of hiking and riding trails. Spacious level entry home with lower level, 2944 Sq Ft with open plan, 2 fireplaces, large decks, covered car entry and garage with studio built in 1977 is ready for your personal touches. Includes water storage shed, garden shed and newer whole house generator and heating/ac system. Close to Westcott Bay Oyster Farm, Roche Harbor Resort w/marina, restaurants, groceries, retail, airport, art walk, and trails.

327 Twin Oaks Drive, Friday Harbor

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

$1,995,000

Estate Sale. Motivated Seller! Major price reduction. 90 Montgomery Ln is a waterfront custom home located just outside Eastsound Village. This exceptional west facing property boasts 2 private bedrooms, a ship-like bunkroom for guests, encompassing 3223 square feet of finely crafted architecture, all with marine views and sunsets! An expansive, warm textured great room and dining area highlight the use of wood with indirect lighting on the main floor. Comfortable conversation area boasts marine views plus a library section for enjoying your favorite best seller. Local artisans executed exemplary built-in cabinets throughout. Rough hewn, wide plank fir flooring from the property is secured by old-school smooth nails. Prolific use of copper detail adds to durability and longevity. A well-designed, bright custom chef's kitchen is perfect for entertaining, including high-end appliances, substantial professional grade vent hood and convenient island with storage. An expansive primary suite encompasses the entire 2nd floor with a lavish bathroom, including a walk-in tiled shower, workout space, separate private vanities plus a deep soaking tub. Custom built-in cabinets & dressers extend from the primary to the den/hobby/work area with large custom desk and W/D utility room with sink. An oversized detached 2 car garage with shop space is wired for a high-end kiln and has a 2nd floor finished loft, ideal for a additional workspace, office, hobby area or storage. Ready to move in!

3 Beds ⋅ 3 Baths ⋅ 2423666 MLS ⋅ ACTIVE Status

Estate Sale. Motivated Seller! Major price reduction. 90 Montgomery Ln is a waterfront custom home located just outside Eastsound Village. This exceptional west facing property boasts 2 private bedrooms, a ship-like bunkroom for guests, encompassing 3223 square feet of finely crafted architecture, all with marine views and sunsets! An expansive, warm textured great room and dining area highlight the use of wood with indirect lighting on the main floor. Comfortable conversation area boasts marine views plus a library section for enjoying your favorite best seller. Local artisans executed exemplary built-in cabinets throughout. Rough hewn, wide plank fir flooring from the property is secured by old-school smooth nails. Prolific use of copper detail adds to durability and longevity. A well-designed, bright custom chef's kitchen is perfect for entertaining, including high-end appliances, substantial professional grade vent hood and convenient island with storage. An expansive primary suite encompasses the entire 2nd floor with a lavish bathroom, including a walk-in tiled shower, workout space, separate private vanities plus a deep soaking tub. Custom built-in cabinets & dressers extend from the primary to the den/hobby/work area with large custom desk and W/D utility room with sink. An oversized detached 2 car garage with shop space is wired for a high-end kiln and has a 2nd floor finished loft, ideal for a additional workspace, office, hobby area or storage. Ready to move in!

90 Montgomery Lane, Orcas Island

Listing Broker: COMPASS; Marty Zier; 360-317-5872; marty.zier@compass.com

$6,150,000

Property is grandfathered in with its southerly site view of McCardle Bay to the Sound of the San Juans. A private setting of park like gardens established with annuals and fruit bearing species, as well as pathways through the attended evergreen forest. The isolated bay waterfront has an expanse of sandy beach with smooth stones, tide pools and tidal deposits of driftwood. The main house and secondary structures have been upgraded with refined features of East Coast aesthetics, and the owners creative influences of modern architecture. The entire property has been transformed into a tranquil sanctuary, a steward environment, free of any chemical use.

3 Beds ⋅ 4 Baths ⋅ 2401227 MLS ⋅ ACTIVE Status

Property is grandfathered in with its southerly site view of McCardle Bay to the Sound of the San Juans. A private setting of park like gardens established with annuals and fruit bearing species, as well as pathways through the attended evergreen forest. The isolated bay waterfront has an expanse of sandy beach with smooth stones, tide pools and tidal deposits of driftwood. The main house and secondary structures have been upgraded with refined features of East Coast aesthetics, and the owners creative influences of modern architecture. The entire property has been transformed into a tranquil sanctuary, a steward environment, free of any chemical use.

Lopez Island

Listing Broker: COMPASS; Kevin Ranker; 360-472-1850; kevin.ranker@compass.com

$5,950,000

JUST REDUCED ANOTHER $1,000,000 to $5,950,000! One of the most lucrative financial opportunities of this real estate cycle! The original estimated market value of this historic estate was $10,950,000. The improvements alone would likely cost more than the current price to replace. Enjoy your own private, deep water marina with two 80’ slips on the outsides and a 66’ x 19’ slip on the inside. Room for your friend's yacht and other fun boats too! There’s a 3,100 sq ft, 3 bedroom home with beautiful views and a 5,000+ sq ft “shop” that’s built like a house, and could possibly be converted into one. It has a huge executive office upstairs. Large waterfront estates are rarely available in the San Juans, especially with protected, year-round moorage. This estate has 35+ private acres, 1,200’ of waterfront, including tidelands, and sits on one of the most protected bays in all the Islands! Great for kayaking, paddle boarding, sailing... The land is potentially dividable into 3 parcels. The location is ideal, just minutes by boat from Roche Harbor, Victoria, and numerous Canadian and American islands. Crabbing, oysters, clams, salmon fishing, shrimping, and whale watching are all nearby. There are also two orchards, a huge garden, a greenhouse, 4 good wells, and a ½ ac pond that is set up for fire protection. The septic system drainfield is large enough to convert the shop into a 5 bedroom home, or build a new 4 bedroom dream home nearby. This is an amazing deal!

3 Beds ⋅ 3 Baths ⋅ 2277759 MLS ⋅ ACTIVE Status

JUST REDUCED ANOTHER $1,000,000 to $5,950,000! One of the most lucrative financial opportunities of this real estate cycle! The original estimated market value of this historic estate was $10,950,000. The improvements alone would likely cost more than the current price to replace. Enjoy your own private, deep water marina with two 80’ slips on the outsides and a 66’ x 19’ slip on the inside. Room for your friend's yacht and other fun boats too! There’s a 3,100 sq ft, 3 bedroom home with beautiful views and a 5,000+ sq ft “shop” that’s built like a house, and could possibly be converted into one. It has a huge executive office upstairs. Large waterfront estates are rarely available in the San Juans, especially with protected, year-round moorage. This estate has 35+ private acres, 1,200’ of waterfront, including tidelands, and sits on one of the most protected bays in all the Islands! Great for kayaking, paddle boarding, sailing... The land is potentially dividable into 3 parcels. The location is ideal, just minutes by boat from Roche Harbor, Victoria, and numerous Canadian and American islands. Crabbing, oysters, clams, salmon fishing, shrimping, and whale watching are all nearby. There are also two orchards, a huge garden, a greenhouse, 4 good wells, and a ½ ac pond that is set up for fire protection. The septic system drainfield is large enough to convert the shop into a 5 bedroom home, or build a new 4 bedroom dream home nearby. This is an amazing deal!

934 Mitchell Bay Road, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Steven Buck; 360-472-0895; steve@sanjuanislands.com

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