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$2,695,000
4 Beds ⋅ 3 Baths ⋅ 2569539 MLS ⋅ ACTIVE Status
A rare opportunity to own one of the San Juan Islands’ most beautiful private estates. Set on 23+ acres of rolling pasture, mature woods, orchard, and gardens, this custom Craftsman offers exceptional privacy, southern protected valley views, and direct county road access. Designed and built by Island Shelter Construction, the 3,226 sq ft, 4-bedroom, 3-bath home showcases meticulous craftsmanship and timeless finishes. Clear cedar coffered ceilings, beautiful millwork, and warm details create a relaxed country-luxury atmosphere. The spacious great room is anchored by a dramatic fieldstone wood-burning fireplace, creating an inviting gathering space with views of the surrounding landscape. Outside, enjoy a mature irrigated orchard, sunny fenced garden, sports court, hot tub, woodshed, and charming treehouse. A gracious winding drive through the woods leads to the residence and an impressive 2,136 sq ft shop with separate studio and office spaces. A 1,252 sq ft equipment shed provides additional storage and workspace.With its extraordinary setting, thoughtful design, abundant amenities, and complete sense of seclusion, this exceptional San Juan Islands property offers a rare combination of natural beauty, craftsmanship, and versatility.

14 Fieldstone Road, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$1,600,000
2 Beds ⋅ 1 Baths ⋅ 2570314 MLS ⋅ ACTIVE Status
Talking Horse Farm is a rare 40-acre legacy agricultural property offering an exceptional opportunity to steward one of San Juan Island's historic working farms. Ideally situated between Friday Harbor and Roche Harbor and bordering protected public lands, this remarkable estate combines productive farmland, abundant infrastructure, and endless potential. Designed for a variety of agricultural pursuits, the property features fertile soils, plentiful water, extensive fenced pastures, and acreage well suited for both livestock and crop production. the impressive 15,000± square foot barn includes horse stables with ample space for an indoor riding arena, complemented by several additional outbuildings that support farming, equipment storage, workshops, or other agricultural enterprises. Two separate residences provide exceptional flexibility, including a 2-bedroom, 1-bath main home and a 2-bedroom, 1-bath manufactured home – ideal for multigenerational living, farm staff, or caretaker accommodations. Additional unfinished space offers potential for expanded accommodations. Whether your vision includes equestrian pursuits, sustainable farming, livestock, specialty crops, or contributing to the San Juan Islands' vibrant local food system, Talking Horse Farm offers the infrastructure, setting, and scale to bring it to life. A truly exceptional opportunity for those seeking to preserve and continue the agricultural heritage of this extraordinary island property.

652 Halvorsen Road, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$5,750,000
2 Beds ⋅ 5 Baths ⋅ 2562460 MLS ⋅ ACTIVE Status
Mitchell Bay Waterfront Retreat — A rare opportunity to own an exceptional west-facing waterfront estate on Mitchell Bay with spectacular sunsets, private dock with power/water, 50'x10' float and covered boat slip. The custom two-story residence offers radiant heat, vaulted and beamed ceilings, Vantage lighting system, skylights, hardwood and stone floors, French doors, three fireplaces and expansive water-views. Main-level primary suite features private deck, floor to ceiling turret windows, generous closets and dressing area and luxurious master bath. Inviting foyer, formal wood-enriched library/office, and large exercise room with sauna and in-floor heating adds formality, comfort and versatility. Chef’s kitchen includes double convection ovens, ceramic cooktop, beverage refrigerator and large pantry. Exterior spaces boast multiple covered and open sitting areas ideal for outdoor entertaining and whale watching. Upstairs offers a bedroom with private deck, bath and den. The over-sized lower level provides exceptional shop, utility, storage, and two-car garage. Additional features include an attached greenhouse, water treatment and irrigation system and fenced garden. A detached waterfront two-bedroom, one-bath guest house features hardwood floors, new windows and decking, and private garden. Located on the north end of San Juan Island near Roche Harbor Resort and English Camp offering dining, retail shopping and numerous hiking trails within a short drive.

476 De Haro Lane, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$1,795,000
4 Beds ⋅ 4 Baths ⋅ 2564603 MLS ⋅ ACTIVE Status
Experience the best of San Juan Island living in this exceptional waterview home, where privacy, craftsmanship, and timeless design come together on 2.5 peaceful acres. Located only three miles from town, this property is thoughtfully positioned to capture the unforgettable scenery and views. Custom designed with contemporary elegance, offering a warm light-filled interior with striking windows surrounding the high ceilings, rich hardwood flooring, fine wood craftsmanship, and an open layout. The spacious primary suite is its own scenic retreat, while two additional bedrooms, a dedicated family room and inviting living spaces provide room for every lifestyle. One of the property's most valuable features is the attached Mother-in-Law Suite, complete with a private entrance, full kitchen, living room, bedroom, full bath, and patio. Perfectly suited for extended guests or offers the opportunity to use as a long-term rental, adding flexibility and value without sacrificing privacy. Outside, both natural and landscape design create a serene setting to relax, entertain, garden or simply enjoy the peaceful surroundings. An oversized garage with workshop space provides room for hobbies and storage. Just down the street, a community beach invites you to experience everything island life has to offer. You must see in person to fully appreciate this thoughtfully designed and well maintained residence. This rare offering delivers an exceptional lifestyle in one remarkable package.

164 Bramblewood Lane, Friday Harbor

Listing courtesy of Island Grp Sotheby's Int Rlty.

$7,690,000
3 Beds ⋅ 5 Baths ⋅ 2557051 MLS ⋅ ACTIVE Status
First time ever offered, this extraordinary waterfront estate represents the pinnacle of San Juan Island living. Perfectly positioned at the end of Yacht Haven, this private 1.76± acre legacy property offers 389 feet of shoreline, owned tidelands, a mooring buoy, and an exceptional private year-round deep-water dock with approximately 64 feet of outside moorage and 58 feet inside the floats— the perfect setting to host unforgettable waterfront gatherings with friends. The 4,638 SF residence was thoughtfully designed to embrace the beauty of its surroundings, featuring soaring ceilings, open-concept one-level living, expansive entertaining spaces, an office/flex room, and walls of glass framing captivating bay views. Beautifully landscaped grounds blend seamlessly with the natural setting, while a detached outbuilding offers versatile space for vessel storage, recreational equipment, a workshop, and additional storage. An attached three-car garage and automatic whole-house generator provide exceptional comfort and peace of mind. A second parcel includes a charming 980 SF guest cottage with two bedrooms, 1.5 baths, a full kitchen, and a private view deck. Located just inside Garrison Bay with quick, protected access to open water, enjoy world-class salmon fishing, crabbing, whale watching, island cruising, and kayaking from your private dock. Whether departing by yacht or arriving by floatplane, every arrival feels like a getaway and every day is lived on the water.

28 Fir Lane, Friday Harbor

Listing courtesy of Coldwell Banker Bain.

$869,000
1 Beds ⋅ 1 Baths ⋅ 2549293 MLS ⋅ ACTIVE Status
Discover the charm of island living at this beautifully updated Mitchell Bay waterfront cottage. Nestled on 1.2 acres with 200± feet of shoreline, this private and cozy 1 bedroom, 1 bath retreat offers 680± sf of thoughtfully renovated living, blending modern comfort with timeless cabin appeal. Wake to the sights of herons, eagles, and ever changing tides, then spend your days exploring nearby Mitchell Hill, English Camp, or the dining, marina, and resort amenities of Roche Harbor. Designed for easy ownership with a durable metal roof, natural landscaping, and an efficient ductless heat pump, this turnkey property is the perfect weekend escape or island retreat. Owner is licensed WA real estate broker.

42 Kingfisher Lane, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

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

235 Seal Rock Lane, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

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

206 Hawthorne Lane, Friday Harbor

Listing courtesy of Coldwell Banker Bain.

$4,285,000
5 Beds ⋅ 6 Baths ⋅ 2532527 MLS ⋅ ACTIVE Status
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 courtesy of American Dream R. E. Services.

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

Friday Harbor

Listing courtesy of Real Residential.

$1,050,000
2 Beds ⋅ 2 Baths ⋅ 2526932 MLS ⋅ ACTIVE Status
Experience the charm of log-home living on a private 7.5-acre retreat with a beautiful blend of woods and open meadow. A lovely garden welcomes you at the entry, leading to a spacious wrap-around covered porch with skylights and a hot tub—perfect for relaxing or entertaining. Inside, the great-room layout offers open living, dining, and a remodeled kitchen with pine cabinets and honed granite counters, all complemented by beautifully finished wood floors. This warm and welcoming 2-bed, 2-bath home features a fully remodeled primary bathroom and inviting outdoor spaces, including a firepit area and a hot tub off the back porch. A large two-story shop provides abundant storage, cabinets, and an office area, with an additional outbuilding and carport adding extra convenience.

134 Sacred Moon Way, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$8,300,000
4 Beds ⋅ 4 Baths ⋅ 2528612 MLS ⋅ ACTIVE Status
This stunning estate on San Juan Island can be accessed by boat or seaplane via a private 100-foot year-round deep water dock. The entire estate has been fully remodeled with meticulous craftsmanship in the main home, guest house and bunk house. The 3800 sqft home features a spacious, light-filled open floor plan and high ceilings. The living room, chef's kitchen, study, sunroom, and main ensuite bedroom all overlook the sea. With ample space for outdoor entertaining, this property is perfect from sunrise to sunset. A delight for boaters and seaplane owners, featuring a dock, mooring buoy, and 578 feet of waterfront for you and your guests to enjoy.

95 Laurel Point Lane, Friday Harbor

Listing courtesy of Coldwell Banker Bain.

$3,950,000
2 Beds ⋅ 3 Baths ⋅ 2526237 MLS ⋅ ACTIVE Status
A rare offering in one of the San Juan Islands’ most coveted waterfront enclaves. Privately positioned near the end of White Point Road in prestigious Roche Harbor, this extraordinary 6+ acre estate showcases 685 feet of medium-low bank shoreline, exceptional privacy, and serene natural beauty in a truly park-like setting. The beautifully crafted 3,160 square foot main residence features rich hickory floors, exquisite custom woodwork, warm Northwest elegance throughout, and seamless indoor-outdoor living. The home offers two primary en suites with inviting water views, an upper deck with hot tub, stone fireplace, and timeless craftsmanship at every turn. A detached 3-car garage includes a spacious shop, convenient half bath, and upper level two bedroom, one bath guesthouse. There are two outbuildings also of top quality, one housing a private reverse osmosis system. Surrounded by nature and abundant wildlife, this retreat offers unparalleled tranquility and seclusion. West facing with brilliant sunsets.

1920 White Point Road, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

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

115 Clipper Way, Friday Harbor

Listing courtesy of COMPASS.

$2,795,000
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 courtesy of COMPASS.

$35,000,000
11 Beds ⋅ 13 Baths ⋅ 2495846 MLS ⋅ ACTIVE Status
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 courtesy of The Agency Seattle/Eastside.

$2,395,000
8 Beds ⋅ 10 Baths ⋅ 2504992 MLS ⋅ ACTIVE Status
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 courtesy of Windermere RE San Juan Islands.

$1,075,000
3 Beds ⋅ 3 Baths ⋅ 2505360 MLS ⋅ ACTIVE Status
Immaculate and spacious, this inviting home offers the perfect blend of comfort, privacy, and partial views of the Straits, sun-washed valleys, and glowing sunrises. Designed for both everyday living and entertaining, the updated kitchen features a propane cooktop, stainless steel appliances, and generous storage—ideal for gatherings large and small. The thoughtfully designed 3-bedroom, 3-bath layout supports easy main-floor living, while the lower level provides flexible space with an additional bedroom, bath, and large great room—perfect for guests, hobbies, or media room potential. Sun-drenched decks extend the living space outdoors, creating the perfect setting for morning coffee, evening dinners, or unwinding in the hot tub. Set on 1.7 acres, the property includes a fenced garden area, fruit trees, raised beds, firepit, and a charming historic bunkhouse that adds character and versatility. This is a home where you can relax, entertain, and fully embrace the island lifestyle. By appt.

222 Oak Hill Drive, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$3,150,000
3 Beds ⋅ 5 Baths ⋅ 2499590 MLS ⋅ ACTIVE Status
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 courtesy of Coldwell Banker San Juan Is..

$3,950,000
3 Beds ⋅ 5 Baths ⋅ 2501315 MLS ⋅ ACTIVE Status
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 courtesy of Windermere RE San Juan Islands.

$6,650,000
3 Beds ⋅ 3 Baths ⋅ 2497499 MLS ⋅ ACTIVE Status
Newly constructed modern waterfront residence with unparalleled panoramic 180° views of the Salish Sea. Situated on a rare low bank 0.53 acre lot this is the last home permitted to be built within the 30 foot ordinary, high water mark in San Juan County. Secluded beach, mooring buoy and rare boat launch. 16’ soaring VG fir ceilings, gourmet chefs kitchen, and spa like primary suite with a steam shower. Fossilized limestone, travertine, and European wide plank oak flooring. Granite stone exterior with Roman paver driveway and patio. Tucked at the end of Davison Head and minutes to Roche Harbor, this ultra secluded half acre is a rare and refined haven. Whether boating, or watching wildlife, this is modern waterfront living.

477 Davison Head Drive, Friday Harbor

Listing courtesy of List4FlatFee.com, LLC.

$2,100,000
3 Beds ⋅ 5 Baths ⋅ 2483494 MLS ⋅ ACTIVE Status
Southwest-facing waterfront home with private dock on Brown Island, offering 3,527 sq ft of beautifully designed living with 3 bedrooms, 2 offices, and 5 baths. This remodeled NW Craftsman 1-story home with basement blends classic style with modern comfort, featuring an atrium entry, open floor plan, and spacious chef’s kitchen. Most rooms including the main-level primary suite with deck access, capture stunning harbor and sunset views. The lower level offers a bedroom and bath with separate entry, ideal for guests or extended living. Outdoor living shines with expansive main-level decks, a sunny waterfront bulkhead patio with steps to the beach, and a private dock on 107 feet of accessible shoreline. A detached golf cart garage/shop, hot tub, and bocce court complete this exceptional setting. Brown Island amenities include community moorage, pool, clubhouse with fitness room, caretaker boat service, and easy access to Friday Harbor by boat. From your decks, enjoy ferries, boats, seaplanes, and the glow of town lights at night. With golf cart parking and boat launch, this island blends secluded island privacy with easy access to the vibrant town, marina, shopping, and dining of Friday Harbor. An extraordinary Brown Island residence offering spectacular sunsets, premier waterfront living, and an unmatched island lifestyle.

3 Brown Island, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$3,485,000
5 Beds ⋅ 5 Baths ⋅ 2496208 MLS ⋅ ACTIVE Status
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 courtesy of Windermere RE San Juan Islands.

$1,999,500
2 Beds ⋅ 2 Baths ⋅ 2493219 MLS ⋅ ACTIVE Status
Understated elegance in this architecturally pleasing 2142 +/- SF Cape Cod beach home. Private setting on over 1 acre, with tranquil and everchanging views into False Bay and your own private beachfront. Parcel offers towering firs, garden area, stunning landscaping features, slate firepit/patio for outdoor entertaining. Walking distance to the community beach, almost next door! Good access to your shoreline area for beach exploring /kayak launching. Two private bedroom suites for ultimate privacy, great room with soaring light filled vaulted ceilings, open kitchen concept perfect for entertaining, small hobby/utility room, and views from every room. Updated bathrooms, new stunning copper roof and gutters. Detached shed for equipment/kayaks. This charming shingled home is featured in The New Cottage Home book, a testament to design excellence and charm. By Appt.

16 Bayshore Road, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$7,950,000
3 Beds ⋅ 4 Baths ⋅ 2493364 MLS ⋅ ACTIVE Status
Poised above the shores of Haro Strait on San Juan Island's coveted west side, this exceptional waterfront estate is a rare fusion of architectural significance and natural beauty. Designed by acclaimed firm Bohlin Cywinski Jackson (BCJ), the residence is privately sited on 6 acres spanning 4 tax parcels with 400’ of pristine shoreline. Nearly 6,500 sf of thoughtfully designed living space showcases timeless contemporary architecture, seamlessly connecting dramatic island landscapes, expansive water views, and refined luxury living. Expansive walls of glass, soaring ceilings, and warm natural materials frame sweeping views of Haro Strait, the Olympic Mountains, spectacular sunsets, and passing whales. Designed for entertaining and everyday comfort, the home features a chef's kitchen, elegant great room, tranquil primary suite, guest accommodations, wine cellar, and flexible hobby or fitness space. Complementing the residence is a detached garage and workshop with a private studio apartment and full kitchen—ideal for guests, extended stays, or creative pursuits. A fully equipped greenhouse, fenced gardens, and open space enhance the property's connection to the land. A rare offering on San Juan Island's most sought-after shoreline, this legacy property delivers exceptional privacy, architectural significance, and an unparalleled waterfront lifestyle.

4415 West Side Road, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$1,495,000
3 Beds ⋅ 3 Baths ⋅ 2483389 MLS ⋅ ACTIVE Status
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 courtesy of Windermere RE San Juan Islands.

$1,150,000
1 Beds ⋅ 2 Baths ⋅ 2473530 MLS ⋅ ACTIVE Status
Beyond a private, set back driveway, this remarkable San Juan retreat unfolds across 10 secluded acres shaped by nature itself. A serene 3 acre, lake like pond invites quiet canoe paddles and immersive wildlife viewing, surrounded by twisted madronas and undisturbed forest. Free from ornamental gardens or pastoral affectations, the home feels carved from its setting rather than imposed upon it. Radiant heat concrete floors anchor the main level, with exposed beams and a strong architectural presence throughout. Above, a bright, lofty primary suite feels elevated, private, and refined, while a separate cozy den, once a bedroom, offers flexible living space. Large windows frame the landscape like living art. Foxes, Snow Geese, Bald Eagles, and ducks move freely across the land and water. A detached shed with power offers future ADU potential. Preserved surroundings ensure enduring privacy and a sanctuary shaped and protected by nature.

96 Pleasant Pond Lane, Friday Harbor

Listing courtesy of eXp Realty.

$3,799,900
4 Beds ⋅ 5 Baths ⋅ 2409167 MLS ⋅ ACTIVE Status
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 courtesy of Better Properties of San Juan.

$2,988,880
4 Beds ⋅ 4 Baths ⋅ 2346156 MLS ⋅ ACTIVE Status
Discover waterfront living with this stunning property and beautiful Griffin Bay views. This spacious home on 3.3 acres, features 3 bedrooms, 3 baths and separate attached apartment with additional bedroom and bathroom perfect for guests. The home includes an office and bonus room, ensuring plenty of space for work and leisure. Attached 2 car garage, porte cochere and detached garage sized for boat and shop, storage space, bathroom, and small home gym w/workout Lululemon Mirror. Stairs lead to a gravel beach & mooring buoy. With a new septic system & private well, fruit trees, swim spa, generator and solar panels, this is a dream property. Two separate parcels, this property is an ideal blend of privacy and accessibility close to town.

111 Baker Lane, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$11,000,000
3 Beds ⋅ 4 Baths ⋅ 2255472 MLS ⋅ ACTIVE Status
Perched at the water’s edge on the coveted southwest shores of San Juan Island. Showcasing exquisite craftsmanship throughout. The great room, with a soaring ceiling and floor to ceiling river rock fireplace, flows to a stone patio overlooking Haro Strait and the Olympic Mountains. The main floor primary suite affords spectacular water and mountain views. The lower level features a home theater, water view guest suite, workshop with stainless steel countertops, and a large laundry room with a dog wash station. 1165 sf guest cottage, two 3-car garages, a 4-bay service garage, and landscaping serviced with a smart water system. State-of-the-art D-Salinization water system. 3.2 acres and 368 ft of shoreline. Being sold Turn-key!

535 MacGinitie Road, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

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