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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.

$2,150,000
3 Beds ⋅ 4 Baths ⋅ 2529315 MLS ⋅ ACTIVE Status
Rare low bank waterfront estate on Lopez Island's Fisherman Bay: this gorgeous, contemporary home, designed by Tom Olson, apprentice to Frank Lloyd Wright, blends custom, organic design with the natural beauty of the environment. The main house's open living space, warmed by a blue steel fireplace, extends to a southeast-facing wraparound patio with sweeping bay views for effortless indoor/outdoor living. Relax in the quiet haven of the refined library. Three en suite bedrooms on the upper level afford private, tranquil accommodations, including a generous primary suite w/built-in king bed, soaking tub, walk-in closet, and a private view deck. The second suite has its own deck; the third a Murphy bed and a concealed laundry area. Exceptional craftsmanship and thoughtful design throughout, from the clear fir cabinetry, built-ins and custom furniture to the granite and stained concrete finishes. The detached studio with water view, patio, 3/4 bath, and fireplace, offers flexibility for guests, work, and creative pursuits. The garden, with a south-facing greenhouse, raised beds, and catchment-fed irrigation is fully fenced. An attached two car garage with a workbench, private well, pump house, geothermal radiant floor heating provide comfort, convenience, and functionality. A second waterfront parcel makes for a total of 1.91 acres, located at the secluded end of a private lane, with 206 feet of waterfront and private tidelands. A desirable deep water mooring buoy is included.

2000 Bayshore Road, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$268,000
2523390 MLS ⋅ ACTIVE Status
EASTSOUND PARCEL WITH FILTERED VIEW | An exceptional build-ready offering in the heart of Eastsound where years of planning, permitting, and infrastructure investment have already been completed. Sunny and ideally situated, this property is served by Eastsound water and sewer with memberships and utility infrastructure in place. Extensive due diligence includes survey, geology and archaeological reports, land clearing, stormwater planning, structural engineering, setback verification, completed CAD design plans, and approved San Juan County building permits valid through 2029. Site plans allow for both a primary residence and guest home or rental opportunity, creating flexibility for multigenerational living, guest accommodations, or potential income generation. A rare opportunity to bypass much of the uncertainty, timeline, and expense often associated with building on Orcas Island while bringing your vision to life with a significant head start. Conveniently located near Eastsound Village amenities including local markets, restaurants, shops, and everyday services. Enjoy a short stroll to Waterfront Park for kayaking, paddleboarding, shoreline access, and harbor views. Moran State Park’s lakes and trails are nearby, while the Orcas ferry landing is approximately 10 minutes away for convenient island access. A thoughtfully prepared property offering both convenience and opportunity in one of Orcas Island’s most desirable in-town settings.

147 Geer Lane, Orcas Island

Listing courtesy of The Agency Seattle/Eastside.

$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.

$675,000
2528818 MLS ⋅ ACTIVE Status
Take in the layered marine views from this sun-drenched lot in Vusario. Incredible views of the San Juan Islands from atop Mt. Constitution towards Lopez, Decatur, Blakely and beyond. Located just minutes away from Moran State Park and the village of Eastsound, this is a prime location for those who enjoy an impromptu hike, bike, or swim. Feel like you are away from it all, while only being a mere ~3.5 miles from town. A cleared meadow offers many building sites, while the bulk of the 12-acre property remains untouched. Explore the land and make new trails, or simply let nature take its course. Utilities are to the lot, a drainfield has been installed, and there is also a paid Washington Water membership. This beautiful view property is ready for someone to build their forever home.

521 Vusario Lane, Orcas Island

Listing courtesy of Orcas Island Realty.

$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.

$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..

$1,200,000
2 Beds ⋅ 2 Baths ⋅ 2520882 MLS ⋅ ACTIVE Status
Perched above Reid Harbor with sweeping south-facing views of the Olympic Mountains, this well-built and meticulously maintained 2-bedroom plus flex room, 2-bath Stuart Island retreat captures the essence of Pacific Northwest living. Designed for comfort and functionality, the home features all systems in place and is move-in ready. Expansive sun-filled decks provide the perfect setting for entertaining, outdoor dining, or simply relaxing while taking in the ever-changing scenery. Enjoy joint use of a deep-water dock, with the property ideally situated for boating, kayaking, crabbing, shrimping, fishing, and exploring the surrounding islands. Stuart Airpark amenities include a community airstrip, dock for loading and unloading, and convenient barge landing access.

260 Harbor Vista Drive, Stuart Island

Listing courtesy of Coldwell Banker San Juan Is..

$123,500
2521511 MLS ⋅ ACTIVE Status
SELLER FINANCING AVAILABLE....A pilot’s dream! Fly straight in and park your plane at the edge of your own island property. Wanting to build a hangar-home? That’s a possibility too. The parcel even includes a mini-excavator for the hands-on builder. A level, cleared building site is ready for your vision, and a private well—complete with a pump housed in a tidy storage shed—adds convenience for tools, gear, or camping supplies. While you build, the community clubhouse has you covered with restrooms, a shower, washer and dryer, and an ice machine. The beautifully maintained 1,600' grass airstrip runs north–south and is open year-round. Center Island also offers full-time caretakers, two deep-water docks, peaceful golf-cart-only roads, scenic walking trails, and waterfront picnic spots for watching sunsets. Just a short water-taxi ride from Skyline Marina in Anacortes brings you to this truly special place. If you love the island lifestyle but don't want the hassle of riding the ferry or engaging with busy airports, you're going to love it here! $257 special assessment for 2026

Haidah Street, Center Island

Listing courtesy of Windermere RE Anacortes Prop..

$3,800,000
3 Beds ⋅ 4 Baths ⋅ 2506267 MLS ⋅ ACTIVE Status
Nestled on two waterfront parcels, totaling 13 private acres, this secluded waterfront estate offers 722 feet of beach frontage, with awe-inspired marine views accompanied by views of Mt Baker, Mt Entrance, Lummi/Cypress/Blakely Islands, and Buck Bay in Olga. A meadow surrounds 3 ponds, framed by towering maples, cedars, willows, lush ferns and mossy rock knolls. Winding trail meanders through the property and along a seasonal creek to the stairway to the beach, offering endless opportunities to enjoy nature, wildlife and marine life. Remodeled, this 3 bed/3 bath home showcases open concept design with floor to ceiling windows, a grand stone fireplace and chef’s kitchen with granite countertops, Wolf and Electrolux appliances. Newly upgraded guest studio with vacation rental permit and an additional apartment adds versatility. The property also includes established fruit and nut orchard, fully fenced garden, greenhouse, kennel, chicken coop/barn/storage building and large shop. Newly installed meter and transformer provide hook-ups for 2 additional cleared building sites on the 5 acre parcel. Private well, 1100 gallon water storage, installed irrigation. This is an idyllic sanctuary ready to help you rejuvenate and live your dream lifestyle, all in harmony with nature.

260 Grey Havens Loop, Orcas Island

Listing courtesy of TWilliams Realty.

$170,000
2522075 MLS ⋅ ACTIVE Status
Perched atop a peaceful knoll in Eagle Lake community, Lot 41 is a special Orcas Island retreat offering sweeping east-facing views across Rosario Strait toward Barnes, Clark, & Lummi Islands, with the North Cascades in the distance. Surrounded by towering firs, graceful alders, & the quiet sounds of nature, this property feels wonderfully serene. The existing view corridor is already captivating, with additional view enhancement potential through selective limbing & view easement opportunities. The 100-foot building circle has been marked, & extensive groundwork completed, including a 2022 site plan, geotech report, & wetland analysis—helping streamline your vision. Water, power, & fiber internet are available near the driveway entrance. Community septic drainfield access is available with a tank-only system required. A charming custom cedar storage shed is included. Ownership in Eagle Lake includes access to over 290 acres of protected common land & trails. Residents enjoy a pristine freshwater lake ideal for swimming, fishing, & paddleboarding, community beach & ocean access, clubhouse with shower & laundry facilities, community garden spaces, & abundant wildlife. Temporary camping is permitted, making it easy to enjoy the property right away while planning for the future. Whether envisioned as a seasonal escape or future dream home, this beautiful property offers a rare blend of tranquility, infrastructure, natural beauty. Seller financing avail. to qualified buyers.

41 Raven Lane, Orcas Island

Listing courtesy of Orcas Island Realty.

$3,199,000
2 Beds ⋅ 2 Baths ⋅ 2521655 MLS ⋅ ACTIVE Status
Experience breathtaking, world-class views of Haro Strait, the Olympic Mountains, and Vancouver Island from this extraordinary 3,627 sq ft residence, expertly designed by the renowned architects Olsen-Sundberg. Upon entering through the impressive courtyard, fountains, and reflecting pond, you'll leave behind the stresses of mainland living, embracing the serenity of island life in the beauty of nature. The open-concept living room, dining room, and kitchen provide expansive vistas from the mountain tops to the sea, creating a perfect backdrop for captivating sights of orcas, soaring eagles, and ships. Home features a new gourmet kitchen, open flow formal living and dining areas that all open to a south-facing deck, a luxurious primary ensuite with a fireplace, panorama views, and a spacious walk-in closet, second bedrooms, study, 2 bathrooms, a dedicated laundry, a greenhouse, a workshop for your artisan projects, and an attached two-car garage for ultimate convenience. For the connoisseur, enjoy the cold cellar for wine and fermented foods. Relish outdoor living from sunrises to stunning sunsets and abundant wildlife from this exceptional location. The design showcases a perfect blend of modern luxury and aesthetic beauty, crafted by passionate individuals devoted to the art of living. For those seeking to expand their estate, the adjacent 8-acre forested parcel is available, offering endless possibilities for storage, housing, recreation, and landscape.

653 Hannah Road, San Juan Island

Listing courtesy of Coldwell Banker Bain.

$950,000
2 Beds ⋅ 2 Baths ⋅ 2521134 MLS ⋅ ACTIVE Status
Step into the simple elegance and timeless feel of an architecturally-designed home with sweeping territorial views on 15 acres of pasture at the heart of Lopez Island. This two bedroom, two bathroom home glows with carefully curated details, from the chestnut floors to the continental feel of the fixtures and tasteful finishes. Create a quiet refuge in the loft. Watch the birds wing over the wetland and the sun set through the rose-covered trellis framing the deck. The large canvas tents on custom-built platforms and outdoor shower will delight guests. The home is tucked among evergreen and fruiting trees for privacy, with a fenced, drought-hardy garden that bursts into color every summer. The handy shed matches the quality and style of the home and houses toys and tools. A metal roof, Loewen windows/doors, a drip irrigation system, a gas grill hookup, and ipe/ironwood decks make for minimal maintenance. This sweet and sunny home is ready for easy island living and conveniently located just around the corner from island center businesses, the soon-to-open community pool, the school, and just minutes from the village and ferry landing.

140 Sweetbrier Lane, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$1,449,000
4 Beds ⋅ 4 Baths ⋅ 2499483 MLS ⋅ ACTIVE Status
Rare Lopez Island waterfront home with mooring buoy on Fisherman Bay. Turnkey 3,950 sq ft estate includes 3 parcels and offers incredible value for those seeking space, serenity, and unmatched island living. The elegant 4 bedroom, 3.5 bath home features a gourmet kitchen, luxury finishes, and light-filled spaces that flow to a generous patio and expansive decks— ideal for entertaining or simply soaking in the tranquil views. The finished daylight basement includes a wine cellar, craft area, and gym. Two additional building lots offer space to grow. The fully fenced property includes a productive garden and fruit trees. A private, peaceful retreat blending luxury, nature, and island charm.

1898 Bayshore Road, Lopez Island

Listing courtesy of Coldwell Banker San Juan Is..

$875,000
2 Beds ⋅ 2 Baths ⋅ 2518278 MLS ⋅ ACTIVE Status
Gardener's paradise: Enjoy one-level living in this 2048 SF home, sweetly sited in a sunny clearing on almost fifteen acres of secluded land on Lopez Island. The home features a sensible combination of island charm and convenient features for Pacific Northwest living, from the large attached carport entrance to the metal roof, concrete floors, wood stove, and heat pump. The patio off the main living area makes a perfect gathering place for BBQs, a fire bowl, or just a quiet outdoor sitting area with its sunny, south-facing exposure. Wisteria winds its way over a huge trellis running the length of the home. Fruit trees bloom around the house, while the extensive fenced gardens run east of the home, and include a chicken coop, greenhouse, garden shed. It's an ideal property for homesteading: cultivate a market garden, create a flower farm, or just enjoy the tranquility of rural living. The 1440 SF shop is roomy and ready for toys, tools, and all your projects, with a bathroom, laundry area, built-in storage, and two separate work areas, each heated by its own wood stove. Three bedroom septic, private well, wood shed, and additional outbuildings. Beyond the clearing, acres of woods afford privacy, with not a neighbor in sight. The property is conveniently near Shark Reef Preserve and approximately ten minutes from Lopez Village, fifteen minutes from the ferry.

343 Burt Road, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$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.

$649,000
2515772 MLS ⋅ ACTIVE Status
This low bank, beachfront parcel on Lopez Island's Mud Bay, with private tidelands and a stunning view of Sperry Peninsula and Mt. Baker, is ready for immediate island fun, with much of the work done for a new build. The sheltered waters of the bay are perfect for paddlers, crabbing, small craft sailing, and more. The beach belies the Mud Bay name--it's a friendly mix of sand, rocks, and shells and the water is crystal clear and inviting. The pleasant, quiet lot, just shy of a half acre, is partially cleared, with a sunny, grassy area for hanging out, plus a partially wooded area shaded by majestic madrone trees. A nearly new travel trailer sits on the property, and is available for purchase as well--clean and beautifully furnished. Live in comfort and style while taking the next steps to build your island dream home. The shed offers storage for your toys, gear, and tools. Water share, three bedroom septic system, and electricity are all in place. Convenient to Hunter Bay Dock, the Islandale Grocery, and all the attractions offered by south end living on Lopez Island--trails, beaches, and more. It's a sweet and peaceful spot to establish a waterfront foothold in the San Juan Islands now!

1484 Islandale Road, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$1,475,000
3 Beds ⋅ 4 Baths ⋅ 2469806 MLS ⋅ ACTIVE Status
Located on exclusive Blakely Island, 121 Marine Dr offers a private island lifestyle defined by ease, space, and quiet sophistication. Arrive by plane or boat and immediately step into a slower, more intentional rhythm. With no short-term rentals allowed, the island remains peaceful and uncrowded, ideal for hosting friends or enjoying long stretches of uninterrupted time. This spacious home spans over 4,100 sq ft across three levels, designed for both comfortable everyday living and effortless entertaining. The main living level features an open floor plan filled with natural light, a primary suite with fireplace and deck access, and seamless indoor-outdoor flow to expansive decks with sweeping views. Upstairs offers additional bedrooms, bath, storage, and a loft lounge, while the lower level is an entertainer’s dream with theater seating, bar, wine room, and flexible bonus space. Enjoy island amenities including beaches, trails, stocked lakes, marina, and airstrip—Blakely living at its finest.

121 Marine Drive, Blakely Island

Listing courtesy of Bellwether Real Estate.

$989,000
2 Beds ⋅ 2 Baths ⋅ 2509390 MLS ⋅ ACTIVE Status
This one-of-a-kind timber frame home with sweeping views, rises above the treetops like a modern forest lookout. Totally private with all-day sun and a beautiful natural setting. Reclaimed beams, history-rich fir floors, soapstone counters, and hand-crafted stonework all show examples of the superior craftsmanship in this home. Wraparound windows and a dramatic opening glass wall erase the boundary between indoors and out. The second-floor primary suite feels like a private hideaway, with windows in every direction and a partially covered wraparound deck perfect for sunlit mornings. A solar array powers the boiler that feeds the main-floor radiators and heated floor, while a European wood stove adds warmth and atmosphere, keeping the home comfortable year-round. Every detail reflects thoughtful design and enduring quality. The guest cabin is equally enchanting—a serene retreat with a spa-like bath with custom finish work and clawfoot tub. Guests will never want to leave. Both dwellings include generous window seats that double as storage and additional sleeping space. Perched on a sunny south-facing hillside and bordered by 30 acres of shared forestland. Owners enjoy access to the Decatur Shores deep-water dock, private airstrip, and waterfront park, all just a quick 20-minute boat ride from Anacortes. Mooring buoy negotiable.

123 South Ridge Road, Decatur Island

Listing courtesy of Windermere RE Anacortes Prop..

$1,450,000
2 Beds ⋅ 2 Baths ⋅ 2503343 MLS ⋅ ACTIVE Status
Exquisitely crafted private estate on 12 acres of serene, secluded land. This exceptional Craftsman-inspired home combines refined craftsmanship, advanced infrastructure, tranquil privacy. Fully fenced yard designed for pets while excluding wildlife. A second building site w/utilities offers outstanding future potential/water views. Artisan details showcased throughout, including timber frame accents, custom solid-wood interior doors, natural wood trim, slate switch plates, subtle LED lighting. A Hearthstone freestanding wood stove anchors the living space, while architectural eave lighting enhances exterior. The kitchen blends elegance/functionality with cherry cabinetry, quartz countertops, stainless farmhouse sink, touchless faucet, under-cabinet lighting, pull-out waste/recycling. The main bathroom features quartz counter, ceramic basins, tiled tub surrounds. Bedrooms utilize built-in closet organizers. Built with ICF lower level, SIP upper walls, exceptional efficiency, Andersen double-pane windows, heat recovery ventilation, hydronic radiant floor heating. Durable fiber-cement siding, metal roof provide longevity. Outdoor living includes a TimberTech deck, lighted stairs, integrated planters, propane connections, molded concrete paver patio. Infrastructure: 2 wells, dual septic tanks, permitted 5 bed drainfield, backup generator, buried propane tank, heated insulated shop, RV parking w/utilities. A rare offering where craftsmanship, comfort and infrastructure converge.

424 Logan's Run Road, Orcas Island

Listing courtesy of TWilliams Realty.

$595,000
1 Beds ⋅ 1 Baths ⋅ 2507420 MLS ⋅ ACTIVE Status
Beautifully crafted carriage house on 2.5 sunny acres with distant water views and a peaceful, private setting. Built for low-maintenance living with cement plank siding and a metal roof, the home feels bright and welcoming inside with bamboo floors, high ceilings, and large windows that frame trees to the north and water to the south.The kitchen is efficient and thoughtfully designed with granite counters, a propane range, stainless appliances, an eating counter, and generous storage. A 2.5' X 14' bench spans the south-facing windows, creating a perfect spot for reading, relaxing, or offering extra sleeping space for guests. Quality shows throughout, including the bathroom with floor-to-ceiling tile and the many finished storage closets. There's even one large enough to serve as a small sleeping nook.A wood stove and wall heater keep the upper-level cozy in cooler months. The 728-sf main level is insulated, painted, and finished with custom wood windows and carriage doors. It’s ready for your vision—convert it to additional living space, create a golf cart garage, enclose laundry area, or design a studio or workshop.The property includes an approved 3-bedroom septic and private well. A large clearing offers great garden potential, and 30 acres of unspoiled common area provide lasting privacy. Owners enjoy access to a deep-water dock, 2,500' airstrip, and expansive beaches. Decatur Island is just a quick 30-minute water taxi ride from Skyline Marina in Anacortes.

186 South Ridge Road, Decatur Island

Listing courtesy of Windermere RE Anacortes Prop..

$1,150,000
5 Beds ⋅ 5 Baths ⋅ 2502026 MLS ⋅ ACTIVE Status
The Sand Dollar is a rare 5-bedroom, 5-bath home or bed & breakfast overlooking serene Buck Bay, with easy access to Olga Village shops and restaurants, local trails, and Moran State Park. The current owners have lovingly restored the property to its former glory with refinished island fir floors, fresh interior and exterior paint, new appliances, and thoughtful landscaping improvements. Major capital projects are behind you: new roof, foundation repairs, septic work, new stormwater drainage, water heaters, thermostats, updated heating system with new boiler, basement cleanup, and new vapor barrier. Three bedrooms may operate as guest rooms when an owner or manager is on site, with a breakfast-only food service. On the main level, the south-facing living room, dining room, and sunroom enjoy views of the sound and a mature garden. Upstairs are two bedrooms with ensuite baths, a third bedroom and full bath, and an office niche. The backyard features a vintage garage, shop, or studio building on a slab, with gorgeous original multi-pane windows. Mature landscaping, ample parking, and a forested buffer to the north complete the picture. Sold fully furnished — this turnkey business opportunity and move-in-ready home is not to be missed.

445 Point Lawrence Road, Orcas Island

Listing courtesy of Orcas Island Realty.

$2,400,000
2 Beds ⋅ 3 Baths ⋅ 2484568 MLS ⋅ ACTIVE Status
Nearly ten acres of terraced shoreline and mature landscaping, just a short stroll from the Lopez Ferry Landing. The centerpiece is a rare deep-water private dock with a 35-foot float, solid depth, power, and vehicle access for easy boat loading — a genuine rarity in the San Juans. (The float is currently stored off site.) The 1962 main house offers sweeping views of open water, mountains, and ferry traffic from 2,410 sf across two levels. A 600 sf waterfront cottage adds flexible space for guests, a studio, or a home office. Rounding out the property: a 960 sf detached garage and shop, two-car carport, chicken coop, fenced garden, dog run, and additional storage sheds. Two tax parcels, two wells, catchment with storage for irrigation, pocket beaches, a 20KW backup generator, and excellent privacy make this a self-sufficient retreat. Community Hilltop water and Rock Island fiber are available on the property but not yet connected — easy upgrades for the next owner.

208 Tide's End Road, Lopez Island

Listing courtesy of Orcas Island Realty.

$1,800,000
2 Beds ⋅ 2 Baths ⋅ 2509701 MLS ⋅ ACTIVE Status
Anchored atop a rocky bluff sits a striking modern home with views of Lopez Island's Outer Bay, islands near and far, and the ever-changing waters of the Salish Sea. Stroll up the elevated ramp traversing a ravine and step into an airy space offering dramatic seascapes from every room. The home, designed by The Miller Hull Partnership with Patrick Byrne as lead, was conceived as a single open space that flows between public and private areas and transitions with simplicity into a quintessential San Juan landscape of mossy rocks surrounded by fir and madrone trees. The west-facing wall of windows brings natural light into every corner of the home, while the exposed wooden roof framing and fir trim soften the drama of the custom steel inverted king post trusses and concrete floors. The main bedroom has a private deck and a full bathroom. The second room on the main floor can be cleverly enclosed by pocket doors and is situated by a 3/4 bathroom, while the loft serves many purposes. Wolf, Viking, Sub-Zero, and Miele appliances outfit the kitchen, and a utility area is efficiently tucked into the back hallway. The garage contains ample storage closets and a mechanical room with a work space. Radiant heat, metal roof, ipe decks. A rustic A-frame cabin below the main house provides a perfect guest suite or studio and a second, wooded tax parcel is also included. The property is just a stone's throw of Iceberg Point trails, Agate Beach, and minutes from other south end attractions.

89 Flint Road, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$340,000
2506206 MLS ⋅ ACTIVE Status
BUCK MOUNTAIN VIEW LAND | 5+ desirable acres with south and west exposure, offering extended light and vibrant sunsets. Potential views span East Sound, Ship Bay, Madrona Point, Eastsound Village, and the Canadian Coastal Range. BUILD-READY with a pending 4-bedroom septic design, paid water membership, completed geotechnical report, and architect site plans available. Newly assigned address, installed driveway cut-in, and a partially cleared view corridor with potential to expand views further. Madrona trees grace the land, enhancing natural beauty, privacy, and a sense of peace. Ideally located just ¼ mile from the Buck Mountain entry gate off Crescent Beach Dr., with convenient access to Terrell Beach and Olga Rd. Minutes to Eastsound Village, Crescent Beach, Waterfront Park, and Moran State Park’s lakes and trails.

558 Buck Mt. Road, Orcas Island

Listing courtesy of The Agency Seattle/Eastside.

$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.

$799,000
3 Beds ⋅ 2 Baths ⋅ 2475389 MLS ⋅ ACTIVE Status
Two lots and one home with a shop near a community beach! This property offers a fantastic LOCATION and a great INVESTMENT opportunity. The well-maintained, updated turnkey home was built in 1981. In 2017, the home was renovated to include a primary bedroom, bathroom, closet, and an additional 600 square feet of living space. Inside, you'll find a spacious great room, a bonus room, and an attached two-car garage. Additionally, a large detached shop is available for hobbies or for storing a boat or RV. Included in this listing is a buildable second lot, which you can keep as green space, use to build a second home, or sell. The Aleck Bay Community HOA offers access to a community beach, trails, and water. Nearby amenities include a store, gas station, and a boat launch for crabbing and fishing, as well as extensive hiking trails. Your peaceful retreat on Lopez Island awaits!

108 Towhee Lane, Lopez Island

Listing courtesy of Coldwell Banker Bain.

$369,000
2499925 MLS ⋅ ACTIVE Status
Beautiful sprawling 8± acres of open meadow with 377 feet of waterfront and beach frontage, offering spectacular views of the Rosario Straits and surrounding mountains. This rare property features shared common beach frontage with Decatur Short plat and is fully primed for development with a 3-bedroom septic already installed, plus water and power to the property line. Enjoy exceptional access to Decatur Island by charter boat, personal boat, or plane. The property includes a community runway and deep-dock, ideal for easy loading and unloading. A truly unique opportunity to create a waterfront estate with unmatched access, views, and infrastructure already in place.

Decatur Beach Lane, Decatur Island

Listing courtesy of Coldwell Banker San Juan Is..

$640,000
2 Beds ⋅ 1 Baths ⋅ 2506312 MLS ⋅ ACTIVE Status
Rustic and rooted in island culture, this sweet little property sits on half an acre of peaceful land on Lopez Island's south end. Originally built as a hunting cabin, the main building has evolved into an inviting and cozy home with an open living/kitchen area warmed by an enormous wood stove, two bedrooms, a full bathroom, an attached greenhouse, and a laundry room. Retreat into the hand-built studio, aka "the coop," to work or just idle the time away in the quiet, light-filled space tucked amongst towering Douglas firs. Soak up the afternoon sun and the solace of nature in the meditation hut, which looks out over irrigated garden beds and a lovely pond. The sunny clearing by the pond has been the site of many joyful gatherings, and you will never be short of birds and woodland visitors who also appreciate this half-wild, half-cultivated haven. Completely private and enclosed on the north/street side by hand-hewn clapboards made from salvaged, island grown cedar and fir logs, and fully fenced along the boundary shared with the neighboring farm. Cold plunge alcove, composting toilet situated in an outbuilding near the coop studio, sheltered sitting and storage areas, large fire pit, buried erratic boulder near pond, older growth trees, and more. Conveniently located near Watmough Bay beach, many hiking trails, and Islandale Grocery and Restaurant. Two bedroom septic, private well, propane heating/cooling unit in main house in addition to wood stove, no HOA.

4160 Mud Bay Road, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

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