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$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.

$1,139,000
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..

$276,000
3 Beds 2 Baths 2486420 MLS ACTIVE Status
This is the island home you have been waiting for! Live affordably at The Oaks. 1404 sq feet. 3 bedroom, 2 full baths. Newer appliances (Range/double oven & dishwasher new 2020-21).Furnace added October 2021. New roof in 2023. New free standing wood stove added in 2023. Only home in The Oaks that has an extra large garage with shop and a carport; 560 sq foot 2 car detached insulated garage with heated shop/storage space plus an additional 448 sq foot carport. Extra wide parking pad area for vehicles. Large 6 foot tall privacy deck (478 sq feet) on entire back of house with a covered sitting shed for your enjoyment come rain or shine. Plus fully fenced back yard, great for pet(s). Yard has 2 Fruit trees & 1 raised garden bed with raspberries. Beautiful roses out front and more! Home faces due West for that extra afternoon/evening sunshine. Large sunny community park across the street to relax & enjoy.

1785 Douglas Road Unit #60, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$8,750,000
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 1.21 ac estate has been fully remodeled with meticulous craftsmanship in the main home, guest house, bunk house, barn and garden. 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. A second parcel includes a barn with storage and a fenced garden. 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.

$1,595,000
2 Beds 2 Baths 2525585 MLS ACTIVE Status
A charming island cottage retreat on a spectacular waterfront property. Set on 5.6+/- private acres with an extraordinary 741 feet of medium-bank waterfront, the property showcases sweeping east-facing views of Mt. Baker, Wasp Passage, Orcas Island and the Cascade Mountains. Surrounded by evergreens and neighboring large-acreage properties, this sunny retreat offers exceptional privacy and a true connection to the natural beauty of the San Juan Islands. The thoughtfully designed 984-square-foot home features 2 bedroom, 1 bonus room, and 2 baths, with warm, inviting interiors and abundant natural light throughout. Expansive decks create seamless indoor-outdoor living and provide the perfect setting for entertaining, relaxing, and taking in the ever-changing marine vistas. With ample space and an ideal building site closer to the waterfront for a future primary residence, the possibilities are as inspiring as the setting itself. A rare opportunity to experience the unmatched pace, privacy, and beauty of island life and be within minutes of Friday Harbor.

92 Flagpoint Lane, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$4,500,000
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..

$479,500
3 Beds 2 Baths 2524303 MLS ACTIVE Status
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 courtesy of Coldwell Banker San Juan Is..

$775,000
2523118 MLS ACTIVE Status
A rare, build-ready waterfront retreat on Mitchell Bay! This level, .43-acre lot on De Haro Lane takes the guesswork out of island building. A 4-bedroom septic design has received site approval from the Health Department and is awaiting final county sign-off, archaeology is cleared and shoreline setbacks are compliant; no variances are anticipated. A genuinely de-risked development opportunity. Water is via a hybrid rainwater catchment + hauled water system, designed and costed. Includes a custom-built 34'Mint Tiny Home with a dishwasher, full-size washing and dryer, and high-end fixtures. A true turnkey retreat while you plan and permit your dream home. Southwest-facing, fully fenced and gated, with electricity on-site, and positioned for glorious sunsets over Mitchell Bay. Private beach stairs lead to the water's edge. Launch kayaks, canoes, and sailboards, or float across to Snug Harbor Resort and marina. Your island getaway awaits. By appointment only. Licensed agent required.

De Haro Lane, Friday Harbor

Listing courtesy of COMPASS.

$600,000
3 Beds 2 Baths 2507109 MLS ACTIVE Status
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 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.

$635,000
2495125 MLS ACTIVE Status
Coveted Westside acreage with extraordinary sunset views over Haro Strait to Vancouver Island and the Olympic Mountains. This beautiful 5.1-acre parcel offers an exceptional building setting featuring a home site surrounded by mossy knolls, majestic madrona, and towering fir trees. The property may be eligible for Guest House in addition to a main, due to parcel size. Community water is available and a 3-bedroom septic permit has been approved. A geotec report is complete, and electricity, phone, and water are located near the building site. Fiber optic service is available along Spinnaker Lane, offering the rare combination of natural beauty and modern connectivity. Seller financing available. Located in the desirable Westside Highlands neighborhood known for its spacious parcels and private road, this property provides both privacy and convenience. Enjoy nearby walking trails leading to Lime Kiln Preserve and Lime Kiln State Park, famous for shoreline views and seasonal whale watching. Just minutes to San Juan County Park and Snug Harbor Resort and Marina for boating, kayaking, and waterfront recreation. An exceptional opportunity to build your dream retreat in one of San Juan Island’s most sought-after areas, where you can relax to spectacular sunsets and experience the unforgettable sight of orcas passing through Haro Strait.

7 Spinnaker Lane, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$3,200,000
2 Beds 2 Baths 2498681 MLS ACTIVE Status
Coveted West Point Condo at Roche Harbor! This beautifully remodeled condo includes a 40' slip and features tasteful designer finishes, an open layout, and abundant natural light. With decks on both sides, you can enjoy sunshine and water views throughout the day. Whether you're looking for a peaceful year-round residence or a stylish island getaway, this inviting retreat delivers. Imagine sipping your morning coffee as boats glide by, enjoying harbor festivities from the privacy of your own deck, heading out for some of the area’s best fishing, or making spontaneous lunch runs to Victoria—it’s all within reach. Best of all, the work is already done. This home is completely move-in ready, so you can skip the renovations and start enjoying island life immediately. The unit is on the bottom level of the Skipjack building, with beautiful greenery out the windows and privacy from both decks. These condos are not often available, don't miss out on the opportunity to have a gorgeous condo and slip! Bring your boat and embrace the Roche Harbor lifestyle, with dining, shops, and the marina just steps away.

258 Armadale Road Unit #1, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$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.

$2,995,000
5 Beds 4 Baths 2517929 MLS ACTIVE Status
Perched above the shimmering waters of Kanaka Bay, this beautifully reimagined westside estate captures the essence of refined San Juan Island living. Set on shy 3 acres with 280'± of waterfront, the 2972 sf residence offers an exceptional blend of privacy, luxury, and effortless coastal lifestyle—complete with a gentle path to a stunning beach ideal for kayaking, tidepooling, and memory-making with all ages. Recently updated interior from top to bottom with a designer's eye, the 5-bedroom, 4-bath home showcases a brand-new kitchen featuring custom cabinetry, stone countertops, bar seating, and thoughtfully integrated storage. New hardwood flooring flows throughout, complemented by fresh interior paint and curated lighting that elevates every space. All bathrooms have been fully remodeled with stone surfaces, tile floors, and beautifully finished showers, including a spa-inspired primary suite with dual vanities and a soaking tub designed for relaxation after a day on the water. Generous bedrooms with walk-in closes provide comfort and flexibility for hosting, while the oversized 2-car garage and new systems – including furnace and hot water heater – ensure modern convenience and peace of mind. From golden sunsets over the bay to the occasional passing orca, and frequent visits from fox, deer, and eagles, this is a front-row seat to the natural beauty of the San Juans – an extraordinary opportunity to live immersed in nature without compromising on luxury.

1248 Kanaka Bay Road, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$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.

$1,900,000
2489003 MLS ACTIVE Status
Rare opportunity to own 22.68 acres of pristine, medium to low-bank waterfront on San Juan Island. This exceptional property features approximately 80 feet of private shoreline plus undivided ownership in a .56-acre waterfront parcel with an additional ~100 feet of gravel beach—ideal for beach combing, kayaking, and enjoying the island lifestyle. The level acreage is partially fenced and includes several ponds, making it well-suited for farming, livestock, or your dream hobby farm. Expansive open areas combined with natural beauty provide privacy and seclusion. A preservation easement is in place, helping protect the land’s natural character while guiding thoughtful use. Enjoy scenic views over Mulno Cove and Griffin Bay, with peaceful surroundings just minutes from the Town of Friday Harbor, offering convenient access to shops, dining, marina services, and more. Large waterfront parcels of this caliber are increasingly rare—don’t miss this chance to own a remarkable piece of San Juan Island. The house with 50 acres adjacent is listed under MLS 2488985.

2553 A Cattle Point Road, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$725,000
3 Beds 2 Baths 2514739 MLS CONTINGENT Status
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 courtesy of Windermere RE San Juan Islands.

$1,800,000
4 Beds 3 Baths 2514538 MLS ACTIVE Status
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 courtesy of List4FlatFee.com, LLC.

$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..

$599,000
2510287 MLS ACTIVE Status
10 ACRES, WATER VIEWS, BUILD YOUR ISLAND DREAM. A rare opportunity to build your retreat on a beautifully situated 10-acre parcel in a private community, minutes from Friday Harbor. Wind your way through towering old-growth fir and madrona to a cleared building site perched with water views north across San Juan Channel to the iconic profile of Turtleback Mountain on Orcas Island. The groundwork is already done, with an approved 4-bedroom septic design, completed geological and wetland surveys, and utilities including water, power, and phone all within 100 feet of the building site, meaning you can move from dream to build with confidence. Fiber optic internet is available for those who want the serenity of island life without sacrificing connectivity. Community amenities are thoughtfully in place including a community water system and a private beach just moments away, with HOA dues covering road and community area maintenance and the water system, keeping things simple and well cared for. Tranquil, private, and ready for your architect, yet just a quick drive to all that Friday Harbor has to offer.

27 Bramblewood Lane, Friday Harbor

Listing courtesy of Orcas Island Realty.

$1,470,000
3 Beds 3 Baths 2484396 MLS ACTIVE Status
Leave the world behind as you descend to your seaside retreat. This spacious, updated home offers stunning panoramic marine views of the San Juan Channel, Orcas Island, and Shaw Island, along with world-class wildlife! Nestled on a forested .95-acre waterfront lot, you’ll be just steps away from your own private beach, perfect for kayaking, fishing, or taking a refreshing dive.The mid-century home features lovely vaulted ceilings and a cozy wood-burning fireplace, making it perfect for relaxation. You'll love the large decks that invite you to enjoy the great outdoors. The updated kitchen is a chef’s dream, complete with granite countertops, stainless steel appliances, and plenty of space to prepare your favorite meals while soaking in breathtaking views. The thoughtful floor plan includes two separate living areas, with the main floor offering two bedrooms, two bathrooms, a cozy den, office, and a convenient laundry area that even includes a dog bath for easy clean-up! The lower level serves as a welcoming guest retreat, featuring a living space, a wood-burning stove, a kitchenette, a bonus room, and a bathroom. A detached two-car garage provides additional storage, and fiber internet is available for work or play. Enjoy access to a community beach, hiking trails, and water sports, and proximity to Roche Harbor Marina and Resort, Friday Harbor town amenities, restaurants, hospital, and a nearby shellfish farm. Wonderful island retreat or a primary home.

455 Mineral Point, Friday Harbor

Listing courtesy of Coldwell Banker Bain.

$560,000
2 Beds 2 Baths 2504989 MLS ACTIVE Status
Perfectly positioned just moments from the heart of Friday Harbor, this inviting single-level condo offers an ideal blend of comfort, convenience, and Northwest charm. Enjoy easy living with ramp access, tall ceilings, and expansive windows that fill the unit with natural light while framing beautiful water views over the harbor to Brown Island and Mt. Baker beyond. The open living, dining, and kitchen flow seamlessly to a covered veranda—perfect for morning coffee or evening relaxation. Two bedrooms, including a spacious primary with en-suite bath, provide flexibility for guests or remote work. Covered parking, storage, and low-maintenance living enhance everyday ease. Just minutes to town, ferry, marinas, shops, and restaurants, this is a rare opportunity to enjoy walkable island living in a quiet, well-situated community.

625 Harrison Street Unit #A, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$3,295,000
4 Beds 5 Baths 2506381 MLS ACTIVE Status
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 courtesy of Coldwell Banker Bain.

$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..

$2,785,000
3 Beds 3 Baths 2503378 MLS ACTIVE Status
This is where the noise stops. Perched on the west side with over 180 degrees of open water views, this custom-built estate occupies one of the most sought-after positions in the archipelago. Sheltered by the lee of Henry Island, the orientation delivers dramatic sunsets and calm, unhurried water for your boat — a rare combination on the islands. The main residence has been meticulously maintained and recently transformed: new carpet, heat pump system, and a massive rebuilt wraparound deck, ready for years of enjoyment. Walls of windows pull the water into every room. A private staircase leads down to your tidelands, and 251 feet of deeded shoreline and 2.5 legal parcels convey with the sale. Your mooring buoy is already in the water. There’s even a hidden room in the basement — the kind of detail that makes a house a home. The guest house earns its keep with views that rival the main residence, fully self-contained and privately situated. A dedicated detached office and two garages round out the compound, giving you the infrastructure to actually live here full time. Orca sightings, tall ships at sunset, deeded waterfront and room to expand. All yours.

1501 Yacht Haven Road, Friday Harbor

Listing courtesy of eXp Realty.

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