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Discover the opportunity to own a piece of beautiful San Juan Island with this charming 792-square-foot cabin. Whether you're seeking a cozy full-time residence, a weekend retreat, or a vacation getaway, this property offers the perfect island setting. Ideally located across from Sportsman Lake, the home sits nearly equidistant between Friday Harbor and Roche Harbor, providing convenient access to dining, shopping, marinas, and island amenities. Enjoy the many recreational opportunities that make San Juan Island a sought-after destination, including boating, biking, kayaking, hiking, wildlife viewing, and more.Whether you're looking to embrace island living or create a peaceful escape from the mainland, this property offers an excellent opportunity in a desirable central location. This property is part of a First Look program. It allows owner occupant buyers to have their offers negotiated on day 8 of being listed. Owner occupants are those buyers that will occupy the property as their principal residence within 60 days of closing and will maintain their occupancy for at least 1 year. These buyers are required to sign an Owner Occupant Certification as part of the contract. An investor, trust, vacation or part-time residence, or purchasing for another person will be considered an investor and are not eligible for First Look. Investor offers are negotiated on day 31 of listing.

1 Beds ⋅ 1 Baths ⋅ 2543586 MLS

Discover the opportunity to own a piece of beautiful San Juan Island with this charming 792-square-foot cabin. Whether you're seeking a cozy full-time residence, a weekend retreat, or a vacation getaway, this property offers the perfect island setting. Ideally located across from Sportsman Lake, the home sits nearly equidistant between Friday Harbor and Roche Harbor, providing convenient access to dining, shopping, marinas, and island amenities. Enjoy the many recreational opportunities that make San Juan Island a sought-after destination, including boating, biking, kayaking, hiking, wildlife viewing, and more.Whether you're looking to embrace island living or create a peaceful escape from the mainland, this property offers an excellent opportunity in a desirable central location. This property is part of a First Look program. It allows owner occupant buyers to have their offers negotiated on day 8 of being listed. Owner occupants are those buyers that will occupy the property as their principal residence within 60 days of closing and will maintain their occupancy for at least 1 year. These buyers are required to sign an Owner Occupant Certification as part of the contract. An investor, trust, vacation or part-time residence, or purchasing for another person will be considered an investor and are not eligible for First Look. Investor offers are negotiated on day 31 of listing.

4026 Roche Harbor Road, Friday Harbor

Listing Broker: Keller Williams Western Realty; Stephanie L. Johnson; 360-739-9625; stephanie@reonorthwest.com

$8,950,000

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

3 Beds ⋅ 6 Baths ⋅ 2540695 MLS

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

235 Seal Rock Lane, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Jane Sawyer; 360-317-8609; jane@sanjuanislands.com

$1,195,000

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.

3 Beds ⋅ 4 Baths ⋅ 2531269 MLS

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 Broker: Coldwell Banker Bain; Stephanie L Buffum; ;

$3,990,000

Encompassing 18 scenic acres across 3 parcels, this exceptional estate offers a rare opportunity for multi-generational living, future development, and flexible use. Featuring multiple residences, event spaces, specialty buildings, and room to expand, the property is ideal for creating a private compound or legacy retreat. The main residence includes 2 spacious living suites, a chef’s kitchen, and expansive decks with sweeping Olympic Mountain views. All Ipe wood decking! A separate guest house with its own deck provides comfortable accommodations for extended living or visitors, while the additional home on Bullfrog Road captures beautiful ocean and mountain views with a large backyard and recreation space. Additional structures include a versatile multi-use building for living space, studio, gallery, or events, a peaceful meditation cabin, and a flexible fitness house suited for wellness, hobbies, or creative pursuits. The greenhouse and fully fenced raised-bed gardens support productive year-round growing. Maintenance shop stores tools, supplies, vehicles, and service crew bathroom. A large garage and workshop building offers excellent storage, office, bathroom, or vehicle collection potential. Multiple gated entrances provide added privacy and convenience. This unique property combines existing infrastructure, development potential, and endless possibilities in an extraordinary setting. Come tour this rare opportunity!

5 Beds ⋅ 6 Baths ⋅ 2532527 MLS

Encompassing 18 scenic acres across 3 parcels, this exceptional estate offers a rare opportunity for multi-generational living, future development, and flexible use. Featuring multiple residences, event spaces, specialty buildings, and room to expand, the property is ideal for creating a private compound or legacy retreat. The main residence includes 2 spacious living suites, a chef’s kitchen, and expansive decks with sweeping Olympic Mountain views. All Ipe wood decking! A separate guest house with its own deck provides comfortable accommodations for extended living or visitors, while the additional home on Bullfrog Road captures beautiful ocean and mountain views with a large backyard and recreation space. Additional structures include a versatile multi-use building for living space, studio, gallery, or events, a peaceful meditation cabin, and a flexible fitness house suited for wellness, hobbies, or creative pursuits. The greenhouse and fully fenced raised-bed gardens support productive year-round growing. Maintenance shop stores tools, supplies, vehicles, and service crew bathroom. A large garage and workshop building offers excellent storage, office, bathroom, or vehicle collection potential. Multiple gated entrances provide added privacy and convenience. This unique property combines existing infrastructure, development potential, and endless possibilities in an extraordinary setting. Come tour this rare opportunity!

398 Hannah Road, Friday Harbor

Listing Broker: American Dream R. E. Services; Forbes Hansen; 360-507-5175; forbesahansen@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

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

$190,000

An amazing opportunity in Warbass Way Marina! Enjoy year-round moorage with this desirable 40-ft slip (#41) offering easy access and a prime location just steps from Friday Harbor’s shops, restaurants, and the ferry landing. Warbass Way is a 50-slip condominium marina with amenities including coin-operated laundry and showers, 72-hour street parking, long-term parking nearby, and several short-term visitor spaces. There is holding tank pump-out available to every slip at no charge. Each slip also has access to fresh water and electricity. Don’t miss this ideal home base for exploring the San Juan Islands—boating life has never looked better!

2527232 MLS ⋅ Caprons Landing Marina BLDG.

An amazing opportunity in Warbass Way Marina! Enjoy year-round moorage with this desirable 40-ft slip (#41) offering easy access and a prime location just steps from Friday Harbor’s shops, restaurants, and the ferry landing. Warbass Way is a 50-slip condominium marina with amenities including coin-operated laundry and showers, 72-hour street parking, long-term parking nearby, and several short-term visitor spaces. There is holding tank pump-out available to every slip at no charge. Each slip also has access to fresh water and electricity. Don’t miss this ideal home base for exploring the San Juan Islands—boating life has never looked better!

620 Warbass Way Unit #41, Friday Harbor

Listing Broker: Windermere RE San Juan Islands; Susan Waters; 360-317-8264; susanwaters@windermere.com

$3,679,000

There are places you visit, and then there are places that make you forget to check the time. Privately tucked into one of the San Juan Islands’ most coveted waterfront enclaves, this extraordinary retreat offers the rare combination of privacy, shoreline, and natural beauty that is increasingly difficult to find. Spend quiet afternoons curled up on the window seat with a good book, then wander down to the water as evening settles in. From the west-facing patio, watch the sky turn golden and keep an eye out for the orca pod passing by. The beautifully crafted home feels warm and timeless, with rich hickory floors, custom woodwork, a stone fireplace, and water views woven throughout. There is room here for everyone, including a detached guesthouse for visiting family and friends. Tinker in the shop, soak in the hot tub, wander the grounds, or simply listen to the sounds of the shoreline. Thoughtfully landscaped to live in harmony with the native landscape and abundant wildlife, this is a place to escape, reconnect, and stay awhile.

2 Beds ⋅ 3 Baths ⋅ 2526237 MLS

There are places you visit, and then there are places that make you forget to check the time. Privately tucked into one of the San Juan Islands’ most coveted waterfront enclaves, this extraordinary retreat offers the rare combination of privacy, shoreline, and natural beauty that is increasingly difficult to find. Spend quiet afternoons curled up on the window seat with a good book, then wander down to the water as evening settles in. From the west-facing patio, watch the sky turn golden and keep an eye out for the orca pod passing by. The beautifully crafted home feels warm and timeless, with rich hickory floors, custom woodwork, a stone fireplace, and water views woven throughout. There is room here for everyone, including a detached guesthouse for visiting family and friends. Tinker in the shop, soak in the hot tub, wander the grounds, or simply listen to the sounds of the shoreline. Thoughtfully landscaped to live in harmony with the native landscape and abundant wildlife, this is a place to escape, reconnect, and stay awhile.

1920 White Point Road, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Paula Sundstrom; 360-378-7817; paula@sanjuanislands.com

$479,500

Check out this like-new home on San Juan Island! It’s got a great layout with a bedroom and bathroom on the main floor, plus upstairs you’ll find the primary bedroom with a walk-in closet, a third bedroom, a full bathroom, and a roomy laundry area.The home features stainless steel appliances, vaulted ceilings, and durable laminate flooring. It’s also set up for high-speed fiber optic internet if you need to stay connected.Enjoy sunny, south-facing decks on both levels—perfect for relaxing or hanging out with friends. You’re just a short distance to downtown Friday Harbor, schools, and sports fields. Neighborhood offers a community sunny picnic area out your front door. There’s extra storage under the house and the road is paved for easy access. By appt.

3 Beds ⋅ 2 Baths ⋅ 2524303 MLS ⋅ Finnegan Way Ph 2 BLDG.

Check out this like-new home on San Juan Island! It’s got a great layout with a bedroom and bathroom on the main floor, plus upstairs you’ll find the primary bedroom with a walk-in closet, a third bedroom, a full bathroom, and a roomy laundry area.The home features stainless steel appliances, vaulted ceilings, and durable laminate flooring. It’s also set up for high-speed fiber optic internet if you need to stay connected.Enjoy sunny, south-facing decks on both levels—perfect for relaxing or hanging out with friends. You’re just a short distance to downtown Friday Harbor, schools, and sports fields. Neighborhood offers a community sunny picnic area out your front door. There’s extra storage under the house and the road is paved for easy access. By appt.

618 Finnegan Way, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Michele Mayer; 360-317-5683; michele@sanjuanislands.com

$600,000

Brand-new construction completed in 2026, this 3-bedroom, 2-bath home sits on a desirable corner lot in an up-and-coming Friday Harbor townhouse neighborhood. Featuring all-new appliances and fixtures, high-speed internet, and modern finishes throughout, this home offers both comfort and convenience. The primary suite includes a walk-in closet and private balcony, while off-street parking and paved road access add everyday practicality. One of four newly constructed homes, the property is located just a short walk from downtown Friday Harbor and all its amenities. Currently rented for $2,500 per month, this is a great opportunity to own a brand-new home with income potential in one of Friday Harbor’s growing neighborhoods.

3 Beds ⋅ 2 Baths ⋅ 2507109 MLS

Brand-new construction completed in 2026, this 3-bedroom, 2-bath home sits on a desirable corner lot in an up-and-coming Friday Harbor townhouse neighborhood. Featuring all-new appliances and fixtures, high-speed internet, and modern finishes throughout, this home offers both comfort and convenience. The primary suite includes a walk-in closet and private balcony, while off-street parking and paved road access add everyday practicality. One of four newly constructed homes, the property is located just a short walk from downtown Friday Harbor and all its amenities. Currently rented for $2,500 per month, this is a great opportunity to own a brand-new home with income potential in one of Friday Harbor’s growing neighborhoods.

621 Finnegan Way, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Chuck Payne; 360-378-8156; chuck@sanjuanislands.com

$4,750,000

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

3 Beds ⋅ 6 Baths ⋅ 2515849 MLS ⋅ Sun Slope Short Plat BLDG.

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

115 Clipper Way, Friday Harbor

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

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

$35,000,000

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

11 Beds ⋅ 13 Baths ⋅ 2495846 MLS

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

Friday Harbor

Listing Broker: The Agency Seattle/Eastside; Jen Cameron; 425-305-9400; jen.cameron@theagencyre.com

$2,395,000

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

8 Beds ⋅ 10 Baths ⋅ 2504992 MLS

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

318 Trumpeter Way, Friday Harbor

Listing Broker: Windermere RE San Juan Islands; Annie Bryant; 360-298-0649; anniebryant@windermere.com

$725,000

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

3 Beds ⋅ 2 Baths ⋅ 2514739 MLS ⋅ North Forty BLDG.

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

93 Heather Court, Friday Harbor

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

$1,595,000

This property has been in the owner's family for close to a hundred years. Owner's Grandparents built the home on the most desirable location on their property in 1937. The most compelling aspect of this property is the view, lot size (1.5), and its safety from storms/flooding. Extraordinary views, with majestic Mt Baker to the east. Spring, summer, and fall provide a beautiful morning sunrise with the mountain glowing in the pre-dawn twilight. Watch the ferries come and go, splendid luxury yachts, and commercial and recreational fishing vessels go about their business of whale watching, wildlife viewing, and salmon, crab, and shrimp fishing. Watch eagles, seals, hawks, ravens, seabirds, right from the living room, bedrooms, kitchen, and deck. You can throw a rock and hit the water it's so close. The property is unique in that it comprises a lot and a half. This feature insures you could build a huge house, with plenty of room on either side. The property is sheltered from the prevailing SE,S, and westerly winds. It can blow 50 mph and you're sheltered from its fury. It's close to town (half mile). There is a studio apartment in the basement that the Seller rents out for $800 per month! This is a very special property! Property sold as-is.

4 Beds ⋅ 3 Baths ⋅ 2514538 MLS

This property has been in the owner's family for close to a hundred years. Owner's Grandparents built the home on the most desirable location on their property in 1937. The most compelling aspect of this property is the view, lot size (1.5), and its safety from storms/flooding. Extraordinary views, with majestic Mt Baker to the east. Spring, summer, and fall provide a beautiful morning sunrise with the mountain glowing in the pre-dawn twilight. Watch the ferries come and go, splendid luxury yachts, and commercial and recreational fishing vessels go about their business of whale watching, wildlife viewing, and salmon, crab, and shrimp fishing. Watch eagles, seals, hawks, ravens, seabirds, right from the living room, bedrooms, kitchen, and deck. You can throw a rock and hit the water it's so close. The property is unique in that it comprises a lot and a half. This feature insures you could build a huge house, with plenty of room on either side. The property is sheltered from the prevailing SE,S, and westerly winds. It can blow 50 mph and you're sheltered from its fury. It's close to town (half mile). There is a studio apartment in the basement that the Seller rents out for $800 per month! This is a very special property! Property sold as-is.

460 Harrison Street, Friday Harbor

Listing Broker: List4FlatFee.com, LLC; Stacie Whitfield; 425-344-6779; mls@list4flatfee.com

$3,295,000

Experience the ultimate in coastal living in this stunning Craftsman-style home set on rare no-bank waterfront in the coveted community of Cape San Juan. This architectural masterpiece is beautifully crafted with timeless, high-end finishes throughout. Impeccably maintained, the residence feels brand new and offers an unparalleled standard of island luxury. Enjoy dramatic western exposure that provides a front-row seat to the Salish Sea’s most unforgettable sunsets each evening. The heart of the home is a gourmet chef’s kitchen that opens seamlessly to a heated, covered patio, creating a perfect environment for year-round dining and sophisticated entertaining. The thoughtful floor plan features two spacious primary suites, one on each level, to provide comfort and flexibility. Two additional bedrooms and den/office space are strategically placed within the home to ensure privacy. Unwind by the cozy fireplace or step outside to launch your kayak or paddleboard directly from your own pebbled beach. Enjoy the convenience of your own private mooring buoy for your boat. Offering a unique connection to nature where you can enjoy watching abundant wildlife. As part of the coveted Cape San Juan community, you will also have access to top-tier amenities including a seasonal swimming pool, a private marina, a sandy beach, and miles of expansive scenic walking trails. This is a rare waterfront retreat designed for creating a lifetime of memories in a setting of unmatched natural beauty.

4 Beds ⋅ 5 Baths ⋅ 2506381 MLS

Experience the ultimate in coastal living in this stunning Craftsman-style home set on rare no-bank waterfront in the coveted community of Cape San Juan. This architectural masterpiece is beautifully crafted with timeless, high-end finishes throughout. Impeccably maintained, the residence feels brand new and offers an unparalleled standard of island luxury. Enjoy dramatic western exposure that provides a front-row seat to the Salish Sea’s most unforgettable sunsets each evening. The heart of the home is a gourmet chef’s kitchen that opens seamlessly to a heated, covered patio, creating a perfect environment for year-round dining and sophisticated entertaining. The thoughtful floor plan features two spacious primary suites, one on each level, to provide comfort and flexibility. Two additional bedrooms and den/office space are strategically placed within the home to ensure privacy. Unwind by the cozy fireplace or step outside to launch your kayak or paddleboard directly from your own pebbled beach. Enjoy the convenience of your own private mooring buoy for your boat. Offering a unique connection to nature where you can enjoy watching abundant wildlife. As part of the coveted Cape San Juan community, you will also have access to top-tier amenities including a seasonal swimming pool, a private marina, a sandy beach, and miles of expansive scenic walking trails. This is a rare waterfront retreat designed for creating a lifetime of memories in a setting of unmatched natural beauty.

745 Cape Drive, Friday Harbor

Listing Broker: Coldwell Banker Bain; Lisa Turnure; 206-919-6605; lisa.turnure@cbrealty.com

$3,150,000

Refined living near beautiful False Bay—this is a rare opportunity to own a newly built modern estate on 8± private acres in the sought-after Gleneagle neighborhood. Completed in 2023, the home combines clean, contemporary design with timeless craftsmanship, all set among open skies, west-facing views, and peaceful island privacy. The 3,372 sq ft main residence features three en-suite bedrooms, five bathrooms, and a dedicated office, offering a layout that works just as well for daily living as it does for entertaining. At the heart of the home is an open-concept living space anchored by a chef’s kitchen with high-end appliances, custom cabinetry, and quality finishes throughout. Expansive windows fill the home with natural light and frame serene meadow and sunset views, along with a picturesque outlook across common land featuring a pond, gazebo, and small dock. A separate 786 sq ft guesthouse provides flexible space for visitors, extended stays, or a private studio—while preserving privacy for both homes. Modern San Juan Island living at its best—new construction, thoughtful design, and a quiet, scenic setting just minutes from Friday Harbor’s shops, dining, and marina.

3 Beds ⋅ 5 Baths ⋅ 2499590 MLS ⋅ Gleneagle Plat Alteration BLDG.

Refined living near beautiful False Bay—this is a rare opportunity to own a newly built modern estate on 8± private acres in the sought-after Gleneagle neighborhood. Completed in 2023, the home combines clean, contemporary design with timeless craftsmanship, all set among open skies, west-facing views, and peaceful island privacy. The 3,372 sq ft main residence features three en-suite bedrooms, five bathrooms, and a dedicated office, offering a layout that works just as well for daily living as it does for entertaining. At the heart of the home is an open-concept living space anchored by a chef’s kitchen with high-end appliances, custom cabinetry, and quality finishes throughout. Expansive windows fill the home with natural light and frame serene meadow and sunset views, along with a picturesque outlook across common land featuring a pond, gazebo, and small dock. A separate 786 sq ft guesthouse provides flexible space for visitors, extended stays, or a private studio—while preserving privacy for both homes. Modern San Juan Island living at its best—new construction, thoughtful design, and a quiet, scenic setting just minutes from Friday Harbor’s shops, dining, and marina.

166 Montrose Place, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Jane Sawyer; 360-378-2101; jane@sanjuanislands.com

$3,950,000

Perched on a rare and private point of San Juan Island, this architecturally significant waterfront estate offers an exceptional blend of design, scale, and lifestyle. Encompassing 3 parcels and 640± feet of shoreline, the property captures sweeping waterviews framed by Mt. Baker, with walls of glass that bring the ever-changing seascape into every living space and a setting surrounded by water on three sides. The 4,120± sf main home is thoughtfully designed with a refined yet livable layout, offering 3 bed/4 baths and multiple flex spaces for office, media, or guest use. The primary suite is a serene retreat, evoking the feeling of being on a boat with expansive waterviews, a walk-in closet, and spa-inspired 5-piece bath. Medium bank waterfront with accessible shoreline invites paddleboarding and kayaking, while low tide reveals a beach ideal for exploring, with crabs under rocks and a hidden cave. A permitted mooring buoy accommodates up to a 45' boat. Includes an additional waterfront lot for future development or privacy. A detached 3-car garage is complemented by an 864± sf ADU studio, ideal for guests or income potential. Walking distance to the San Juan Golf & CC and a short bike ride to town, with a compliant vacation rental permit for added flexibility and investment appeal. A truly rare waterfront legacy property!

3 Beds ⋅ 5 Baths ⋅ 2501315 MLS

Perched on a rare and private point of San Juan Island, this architecturally significant waterfront estate offers an exceptional blend of design, scale, and lifestyle. Encompassing 3 parcels and 640± feet of shoreline, the property captures sweeping waterviews framed by Mt. Baker, with walls of glass that bring the ever-changing seascape into every living space and a setting surrounded by water on three sides. The 4,120± sf main home is thoughtfully designed with a refined yet livable layout, offering 3 bed/4 baths and multiple flex spaces for office, media, or guest use. The primary suite is a serene retreat, evoking the feeling of being on a boat with expansive waterviews, a walk-in closet, and spa-inspired 5-piece bath. Medium bank waterfront with accessible shoreline invites paddleboarding and kayaking, while low tide reveals a beach ideal for exploring, with crabs under rocks and a hidden cave. A permitted mooring buoy accommodates up to a 45' boat. Includes an additional waterfront lot for future development or privacy. A detached 3-car garage is complemented by an 864± sf ADU studio, ideal for guests or income potential. Walking distance to the San Juan Golf & CC and a short bike ride to town, with a compliant vacation rental permit for added flexibility and investment appeal. A truly rare waterfront legacy property!

571 Golf Course Road, Friday Harbor

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

$2,100,000

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 ⋅ Friday Island Estates BLDG.

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

$1,799,000

Stunning 4 bedroom, 3.5 bath home in premium location with protected Roche Harbor Marina views. Designed for both comfort and entertaining the spacious layout features an open-concept living area, expansive windows, 7-speaker surround system, 10-ft ceilings throughout the main floor, a propane fireplace, and a 3-car garage. The gourmet kitchen anchors the heart of the home featuring granite counters, a farmhouse sink, and custom cabinetry. The primary suite offers a soaking tub, 3-person steam room, and deck access to the hot tub overlooking the marina. Short walk to airstrip and resort amenities, plus from your yard you can access a popular foot path that leads directly to the resort. Make this your private front-row seat to all the activities Roche Harbor has to offer, including July 4th fireworks.

4 Beds ⋅ 4 Baths ⋅ 2498455 MLS ⋅ Roche Harbor Heights BLDG.

Stunning 4 bedroom, 3.5 bath home in premium location with protected Roche Harbor Marina views. Designed for both comfort and entertaining the spacious layout features an open-concept living area, expansive windows, 7-speaker surround system, 10-ft ceilings throughout the main floor, a propane fireplace, and a 3-car garage. The gourmet kitchen anchors the heart of the home featuring granite counters, a farmhouse sink, and custom cabinetry. The primary suite offers a soaking tub, 3-person steam room, and deck access to the hot tub overlooking the marina. Short walk to airstrip and resort amenities, plus from your yard you can access a popular foot path that leads directly to the resort. Make this your private front-row seat to all the activities Roche Harbor has to offer, including July 4th fireworks.

247 Afterglow Drive, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Paula Sundstrom; 360-378-7817; paula@sanjuanislands.com

$3,485,000

Exceptional craftsmanship and timeless design define this custom homebuilder's own residence, thoughtfully created for both elegant living and everyday comfort. Privately set on 5 acres, this 5,800 sq ft Craftsman estate captures sweeping seasonal and water views of San Juan Valley, Mt. Baker, San Juan Channel, and Haro Strait. Impeccably maintained, the home offers spacious main-level living ideal for gathering and entertaining, featuring inviting living, dining, and family rooms, a chef's kitchen, and a sunny breakfast nook. Upstairs you'll find four bedrooms, including a stunning primary suite with panoramic views and a spa-inspired bath designed for relaxation. The lower level provides wonderful flexibility with a guest or MIL suite, private entrance, great room, bedroom, and bath – perfect for extended stays, multigenerational living, or hosting visitors. Step outside to a beautiful patio framed by mature landscaping, offering space to unwind and enjoy the peaceful island setting. Complete with a two-car garage and generator, this remarkable home blends comfort, quality, and the best of island living.

5 Beds ⋅ 5 Baths ⋅ 2496208 MLS

Exceptional craftsmanship and timeless design define this custom homebuilder's own residence, thoughtfully created for both elegant living and everyday comfort. Privately set on 5 acres, this 5,800 sq ft Craftsman estate captures sweeping seasonal and water views of San Juan Valley, Mt. Baker, San Juan Channel, and Haro Strait. Impeccably maintained, the home offers spacious main-level living ideal for gathering and entertaining, featuring inviting living, dining, and family rooms, a chef's kitchen, and a sunny breakfast nook. Upstairs you'll find four bedrooms, including a stunning primary suite with panoramic views and a spa-inspired bath designed for relaxation. The lower level provides wonderful flexibility with a guest or MIL suite, private entrance, great room, bedroom, and bath – perfect for extended stays, multigenerational living, or hosting visitors. Step outside to a beautiful patio framed by mature landscaping, offering space to unwind and enjoy the peaceful island setting. Complete with a two-car garage and generator, this remarkable home blends comfort, quality, and the best of island living.

148 Yarrow Road, Friday Harbor

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

$249,000

40 Ft private slip available in Cannery Village Marina. Located in the Town of Friday Harbor, right next to the ferry landing. Slip #5 includes bumpers, 30 amp power, water, garbage service and a secure gated entrance. These slips are in impeccable condition. New steel pilings were recently installed. A great opportunity to own one of the few private slips in a very convenient location.

2495773 MLS ⋅ Cannery Village Marina BLDG.

40 Ft private slip available in Cannery Village Marina. Located in the Town of Friday Harbor, right next to the ferry landing. Slip #5 includes bumpers, 30 amp power, water, garbage service and a secure gated entrance. These slips are in impeccable condition. New steel pilings were recently installed. A great opportunity to own one of the few private slips in a very convenient location.

Warbass Way Unit #5, Friday Harbor

Listing Broker: Island Grp Sotheby's Int Rlty; Terese Prescott; 360-298-0824; terese@sanjuans.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

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

$1,495,000

Beautiful Craftsman Home, Thoughtfully designed home blends comfort, style, and natural light. Vaulted ceilings and sun-filtered rooms create an airy, welcoming atmosphere throughout. The gourmet kitchen features many custom built-ins and features, includes pot filler over Hallman propane stove and opens to a private deck—perfect for morning coffee or evening dining. A second deck extends from the primary bedroom. A center porch from the living room opens up with steps leading down to the golf course. Includes whole house water filtration system. The main home includes 3 bedrooms and 3 bathrooms, with a spacious living room centered around a stunning stone fireplace and attached 2 car garage. A separate 791 sq. ft. studio provides exceptional flexibility, two separate rooms for shower and half bathroom. Includes deck, patio and garden area—ideal for guests and hobbies. Located on the 1st fairway and close to the first green of the San Juan Golf & Tennis Club, this property offers direct access to a charming 9-hole semi-private course open to the public. A rare opportunity to enjoy comfort, craftsmanship, and a coveted golf-course setting.

3 Beds ⋅ 3 Baths ⋅ 2483389 MLS ⋅ San Juan Fairways 3 BLDG.

Beautiful Craftsman Home, Thoughtfully designed home blends comfort, style, and natural light. Vaulted ceilings and sun-filtered rooms create an airy, welcoming atmosphere throughout. The gourmet kitchen features many custom built-ins and features, includes pot filler over Hallman propane stove and opens to a private deck—perfect for morning coffee or evening dining. A second deck extends from the primary bedroom. A center porch from the living room opens up with steps leading down to the golf course. Includes whole house water filtration system. The main home includes 3 bedrooms and 3 bathrooms, with a spacious living room centered around a stunning stone fireplace and attached 2 car garage. A separate 791 sq. ft. studio provides exceptional flexibility, two separate rooms for shower and half bathroom. Includes deck, patio and garden area—ideal for guests and hobbies. Located on the 1st fairway and close to the first green of the San Juan Golf & Tennis Club, this property offers direct access to a charming 9-hole semi-private course open to the public. A rare opportunity to enjoy comfort, craftsmanship, and a coveted golf-course setting.

479 Fairway Drive, Friday Harbor

Listing Broker: Windermere RE San Juan Islands; Linda McMahon; 360-317-8163; linda@sanjuanlife.com

$4,999,900

Striking contemporary waterfront retreat on Pear Point. The property offers 2.25 acres with 166+/- feet of rocky shoreline with sweeping marine views and privacy, just minutes to town. Exceptional views from every room and hardwood floors throughout. Stunning glass and steel construction with a wall of windows that showcase expansive light and sunrise views of the Channel, Mt Baker, and the other islands. Designed by architect Vasso Demetrious, the home blends modern design with the natural beauty of the San Juan Islands. The multi-level main residence features 2 bedrooms and 2.25 bathrooms. The media room and stunning office both have open views and fireplaces. The office features a built-in sliding wall bookcase. Living space, dining area and kitchen open to large decks that take advantage of views and center around a fireplace. The home features radiant heat, efficiently powered by a geothermal heating system. Convenient state-of-the-art remote control of the lighting, entertainment and security system. There is additional living space that provides flexibility for homeowners or guests with a game room, bedroom, bathroom, and private deck. Access to the guest living space is via connected deck or private garage entry. Nicely finished 3-car windowed garage. The Town of Friday Harbor has ferry and seaplane service and boat moorage, airport, shops, and other amenities. It is a rare opportunity to own a distinctive waterfront estate in an exceptional island location.

2 Beds ⋅ 3 Baths ⋅ 2477851 MLS

Striking contemporary waterfront retreat on Pear Point. The property offers 2.25 acres with 166+/- feet of rocky shoreline with sweeping marine views and privacy, just minutes to town. Exceptional views from every room and hardwood floors throughout. Stunning glass and steel construction with a wall of windows that showcase expansive light and sunrise views of the Channel, Mt Baker, and the other islands. Designed by architect Vasso Demetrious, the home blends modern design with the natural beauty of the San Juan Islands. The multi-level main residence features 2 bedrooms and 2.25 bathrooms. The media room and stunning office both have open views and fireplaces. The office features a built-in sliding wall bookcase. Living space, dining area and kitchen open to large decks that take advantage of views and center around a fireplace. The home features radiant heat, efficiently powered by a geothermal heating system. Convenient state-of-the-art remote control of the lighting, entertainment and security system. There is additional living space that provides flexibility for homeowners or guests with a game room, bedroom, bathroom, and private deck. Access to the guest living space is via connected deck or private garage entry. Nicely finished 3-car windowed garage. The Town of Friday Harbor has ferry and seaplane service and boat moorage, airport, shops, and other amenities. It is a rare opportunity to own a distinctive waterfront estate in an exceptional island location.

2623 Pear Point Road, Friday Harbor

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

$1,092,500

Behind a private, twisting driveway, this unique San Juan retreat unfolds across 10 secluded acres shaped by nature. Surrounded by undisturbed forest, a serene 3 acre pond invites quiet canoe paddles with wildlife viewing and interaction among foxes, snow geese, bald eagles, and ducks. Undeveloped grounds immerse the home in nature. Carved from nature, the home remains part of nature. The retreat becomes an escape from society, time, and obligation. The home is an architectural extension of the landscape stressing minimalism and a seamless connection with nature. Large windows on every level emphasize the connection. Radiant heated concrete floors anchor the main level with exposed beams and endless open space. Above, a bright, lofty primary suite is private and refined. Below a separate cozy den offers flexible living space. Preserved surroundings ensure the sanctuary’s enduring privacy and isolation. The outside world seldom intrudes. Those who live here escape the daily grind.

1 Beds ⋅ 2 Baths ⋅ 2473530 MLS

Behind a private, twisting driveway, this unique San Juan retreat unfolds across 10 secluded acres shaped by nature. Surrounded by undisturbed forest, a serene 3 acre pond invites quiet canoe paddles with wildlife viewing and interaction among foxes, snow geese, bald eagles, and ducks. Undeveloped grounds immerse the home in nature. Carved from nature, the home remains part of nature. The retreat becomes an escape from society, time, and obligation. The home is an architectural extension of the landscape stressing minimalism and a seamless connection with nature. Large windows on every level emphasize the connection. Radiant heated concrete floors anchor the main level with exposed beams and endless open space. Above, a bright, lofty primary suite is private and refined. Below a separate cozy den offers flexible living space. Preserved surroundings ensure the sanctuary’s enduring privacy and isolation. The outside world seldom intrudes. Those who live here escape the daily grind.

96 Pleasant Pond Lane, Friday Harbor

Listing Broker: eXp Realty; Steven Venetta; 360-521-6062; steven.venetta@gmail.com

$349,500

Stuart Island Retreat! Tucked among lush greenery on a private 0.56-acre lot on Stuart Island, this 3-bed, 1-bath home offers 1,038 sq ft of inviting living space that feels like a cozy tree house. Multiple wood decks create indoor-outdoor living with open interior. A 128 sq ft garage provides extra convenience, and an almost-new 2024 4-wheeler is included (used only to access property). Also included is a 3,484.80 sq ft special-use hangar lot just off the main airstrip, offering added ease and flexibility for travel to and from the island. The community features a beach, airstrip, and boat launching area, with a desirable south-facing orientation overlooking historic Roche Harbor. This tranquil escape blends comfort and coastal beauty.

2 Beds ⋅ 1 Baths ⋅ 2449235 MLS

Stuart Island Retreat! Tucked among lush greenery on a private 0.56-acre lot on Stuart Island, this 3-bed, 1-bath home offers 1,038 sq ft of inviting living space that feels like a cozy tree house. Multiple wood decks create indoor-outdoor living with open interior. A 128 sq ft garage provides extra convenience, and an almost-new 2024 4-wheeler is included (used only to access property). Also included is a 3,484.80 sq ft special-use hangar lot just off the main airstrip, offering added ease and flexibility for travel to and from the island. The community features a beach, airstrip, and boat launching area, with a desirable south-facing orientation overlooking historic Roche Harbor. This tranquil escape blends comfort and coastal beauty.

156 Vista Place, Friday Harbor

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

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

$3,499,000

The iconic contemporary home everyone has been asking about on San Juan Island. Overlooking the Seattle Yacht Club Marina & harbor with spectacular views of Mount Baker. This unique-designed estate was created by architect Anna Howden and sustainably built with striking Cor-Ten steel siding composed of nickel, copper & steel with clear cedar accents on exteriors. Rustic-Modern would be the best description of this multi building estate, designed by a family architect that has a footprint history of island properties designed. The 3,555 SF main residence features an open gourmet kitchen flowing to the living room with views of Mount Baker and marine life. Use of a free-flowing floating staircase or use elevator access to the lower level. Primary suite with full bath, large walk-in closet on main level & half bath. Guest bedroom, a Flex room may be a possible 3rd bedroom, 1 full bath, 3/4 bath on lower level. Detached 1-bedroom apartment building includes a full kitchen, full bath & office/bedroom w/3/4 bath. Apartment ideal for guests with full studio to work-from-home. Two separate attached single-car garages, an On-demand generator for both buildings. Radiant heated floors in both buildings. Zoned Multi-Family for investment income rentals. Guest apartment building currently rented to 12/31/2026 @ $5000/month. Become inspired with the water, marina & mountain views from every room. Additional photos & video tour available. A personal tour will dazzle your imagination.

4 Beds ⋅ 5 Baths ⋅ 2409167 MLS

The iconic contemporary home everyone has been asking about on San Juan Island. Overlooking the Seattle Yacht Club Marina & harbor with spectacular views of Mount Baker. This unique-designed estate was created by architect Anna Howden and sustainably built with striking Cor-Ten steel siding composed of nickel, copper & steel with clear cedar accents on exteriors. Rustic-Modern would be the best description of this multi building estate, designed by a family architect that has a footprint history of island properties designed. The 3,555 SF main residence features an open gourmet kitchen flowing to the living room with views of Mount Baker and marine life. Use of a free-flowing floating staircase or use elevator access to the lower level. Primary suite with full bath, large walk-in closet on main level & half bath. Guest bedroom, a Flex room may be a possible 3rd bedroom, 1 full bath, 3/4 bath on lower level. Detached 1-bedroom apartment building includes a full kitchen, full bath & office/bedroom w/3/4 bath. Apartment ideal for guests with full studio to work-from-home. Two separate attached single-car garages, an On-demand generator for both buildings. Radiant heated floors in both buildings. Zoned Multi-Family for investment income rentals. Guest apartment building currently rented to 12/31/2026 @ $5000/month. Become inspired with the water, marina & mountain views from every room. Additional photos & video tour available. A personal tour will dazzle your imagination.

630 Harrison Street, Friday Harbor

Listing Broker: Better Properties of San Juan; James M. Carroll; 360-298-5034; SanJuanIsland@aol.com

$1,195,000

Escape to the serene waters of Mitchell Bay with this charming waterfront cabin. Nestled on 0.55 acres with 106 feet of shoreline, this property offers unparalleled tranquility. Enjoy the right to lease a private 40ft +/- dock space across street on Mitchell Bay. Great for boating & exploring the San Juan Islands, close to English Camp and Mt Young. Vacant lot P Tax Parcel #463551015000 includes the well that services both parcels. 2026 Lot Taxes are $1,000.67. Lot P also includes access to a community beach, perfect for kayaking or picnics!

1 Beds ⋅ 2 Baths ⋅ 2378385 MLS ⋅ Mitchell Bay Playgrounds BLDG.

Escape to the serene waters of Mitchell Bay with this charming waterfront cabin. Nestled on 0.55 acres with 106 feet of shoreline, this property offers unparalleled tranquility. Enjoy the right to lease a private 40ft +/- dock space across street on Mitchell Bay. Great for boating & exploring the San Juan Islands, close to English Camp and Mt Young. Vacant lot P Tax Parcel #463551015000 includes the well that services both parcels. 2026 Lot Taxes are $1,000.67. Lot P also includes access to a community beach, perfect for kayaking or picnics!

375 De Haro Lane W, Friday Harbor

Listing Broker: Windermere RE San Juan Islands; Mary Jane Anderson; 360-622-5439; maryjane@windermere.com

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