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$585,000
2 Beds ⋅ 1 Baths ⋅ 2560448 MLS ⋅ ACTIVE Status
Step into the charm of Friday Harbor with this beautifully renovated 1910 home, where historic character meets modern comfort. Offering 1,462 square feet of move-in-ready living space, this inviting home has been cosmetically updated with fresh paint inside and out and features a new roof, two new decks, updated fixtures and new heaters throughout. The welcoming living room boasts new carpet and a cozy propane heat stove, while the spacious loft with built-ins closets and storage provide flexible space for a home office, den, hobby studio, or second bedroom. The main floor includes a comfortable primary bedroom and full bath. The completely remodeled kitchen shines with white shaker cabinetry, a farmhouse sink, and new stainless-steel appliances, while the spacious dining room showcases beautifully refinished hardwood floors. Attached storage area for hot water tank and future washer and dryer. Situated on a level 0.35-acre multi-family zoned lot, the property offers exciting potential for a possible ADU or additional multi-family units (buyer to verify), plus ample room for gardens, outdoor entertaining, a garage, or additional outbuildings. Ideally located in the heart of Friday Harbor, you'll enjoy an easy walk to schools, shopping, restaurants, grocery stores, the ferry landing, and all the conveniences of downtown. Jackson Beach is just minutes away, making this a rare opportunity to own a classic island home with room to grow.

650 Argyle Avenue, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$1,288,000
1 Beds ⋅ 1 Baths ⋅ 2547128 MLS ⋅ ACTIVE Status
Mariner’s Dream: Nestled into the shoreline at the Orcas Ferry Landing, this turnkey vacation rental offers both a private escape and an income-producing investment opportunity. Far from the everyday, yet steps from the conveniences of Orcas Village—shops, the ferry, market and restaurants. A south-facing wall of windows and French doors frames views of passing wildlife and boat traffic, with the sound of waves close at hand. Enjoy the sunny deck with seating, a barbecue, and a hammock. A propane fireplace enhances a winter stay. The primary suite features a luxurious double shower and towel warmers. At 1,060 square feet with one bedroom and bath, it's everything you need for a romantic getaway. Vacation rental permit allows for six guests--queen sleeper in the living room and possible to finish basement for more guest space.

8278 Orcas Road, Orcas Island

Listing courtesy of Orcas Island Realty.

$995,000
2 Beds ⋅ 1 Baths ⋅ 2536432 MLS ⋅ ACTIVE Status
Waterfront cabin with 551 feet of shoreline and amazing views across the Salish Sea toward Waldron, Orcas and Mt Baker. Three parcels total, creating a private waterfront holding that preserves the property's natural setting and sense of seclusion. With vaulted timber ceilings, exposed beams, slate floors, and expansive windows bringing natural light into the living spaces, the cabin maintains a strong connection to the waterfront setting. It offers a primary bedroom with lovely views, a bath with indoor/outdoor shower, a kitchen with adjacent dining area, a large secondary bedroom with bunk space, and comfortable nooks designed for reading, relaxation, and taking in the surrounding landscape. A private mooring buoy is included for vessel access. Designed for complete off-grid living, the property is supported by a well-established infrastructure system. Electrical power is supplied by a solar array with battery storage and propane-fueled generator backup. Water is collected through roof catchment systems, stored in multiple tanks, and purified through sediment, carbon, and UV filtration. Propane supports cooking, refrigeration, hot water, and heating, while a wood stove provides supplemental warmth. Additionally includes greenhouses to extend the growing season, along with a wood-fired hot tub positioned to capture sweeping views of the surrounding islands and Cascades. Waterfront properties of this quality and craftsmanship rarely come to market in the outer islands.

Lot 23-24-25 Nells Way, Johns Island

Listing courtesy of Coldwell Banker San Juan Is..

$550,000
1 Beds ⋅ 1 Baths ⋅ 2533781 MLS ⋅ ACTIVE Status
Discover your dream island retreat on Stuart Island in the heart of Washington’s San Juan Islands. Nestled in the calm, protected waters of Reid Harbor, this exceptional property offers one-quarter ownership in a community dock and waterfront lot, providing convenient access to your boat and the surrounding islands. The property features a fully installed, new 3-bedroom septic system and a designated building site approved for a 2-bedroom main residence, while the existing cabin can serve as a charming bunkhouse for guests. Enjoy the best of island living with easy access to adventure—a scenic 15-minute boat ride to Roche Harbor, world-class cruising throughout the San Juan Islands, and convenient passage north to Canada. Whether you're seeking a peaceful getaway, a future homesite, or a basecamp for boating and recreation, this property offers the perfect blend of privacy, natural beauty, and connectivity. Included with the sale are a 2007 Polaris Ranger and a Honda 3500 generator, adding convenience and value to this unique island opportunity.

142 Hideaway Lane, Stuart Island

Listing courtesy of Windermere RE San Juan Islands.

$3,295,000
3 Beds ⋅ 2 Baths ⋅ 2528141 MLS ⋅ ACTIVE Status
Spectacular waterfront estate on Henry Island offering 2.75 private acres and 412 feet of pristine sandy beachfront with included tidelands. The property features a private dock with more than 140 linear feet of moorage including a 35-foot float, accessible year-round. Designed with exceptional craftsmanship and built to the standards of a master boat builder, the 2,154-square-foot custom residence showcases premium materials and timeless craftsman design throughout. The home includes 3 bedrooms, 2 baths, and a true gourmet kitchen crafted for both entertaining and everyday living. Indoor-outdoor living is elevated with a covered waterfront patio, dramatic outdoor fireplace, hot tub, and outdoor shower — all designed to embrace the island lifestyle. A stunning detached 400± square-foot studio/office/guest retreat with a half bath and elegant IPE wood decking offers flexible space for guests, creative work, or private relaxation. Additional highlights include a sophisticated water storage system, beautifully landscaped grounds, and complete privacy in an extraordinary natural setting. Ideally positioned on Mosquito Pass with sweeping southeast views of the Olympic Mountains and the Strait of Juan de Fuca, this remarkable property is also just a short walk to the Seattle Yacht Club outpost and 5 minute boat ride to Roche Harbor An extraordinary legacy waterfront retreat where no expense was spared.

Lot 47 Driftwood Shores, Henry Island

Listing courtesy of Coldwell Banker San Juan Is..

$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..

$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.

$1,598,000
2 Beds ⋅ 1 Baths ⋅ 2478563 MLS ⋅ ACTIVE Status
Watch Roche Harbor fireworks from your dock! Perched along the coveted shores of Henry Is, this exceptional waterfront retreat captures sweeping views across sparkling waters to Roche Harbor & beyond. A rare offering, the property features a deep-water, shared dock, providing effortless access for boating, crabbing, fishing, and spontaneous sunset cruises.The home is thoughtfully positioned to embrace its breathtaking surroundings, with expansive windows that frame ever-changing marine vistas—boats gliding by, seabirds soaring, and the harbor lights twinkling at dusk. Two bedrooms on the main plus a sleeping- play loft above. The kitchen has beach-cottage cabinetry, a breakfast bar & a spacious dining area. The great room gets cozy with ambiance of the wood burning fireplace plus there’s another wd stove in the primary suite for a relaxing Winters night. Open-concept living spaces flow seamlessly to a generous outdoor deck, creating the perfect setting for summer gatherings or quiet mornings with coffee and sea air. Designed for both comfort and convenience, the property offers cabin chic finishes, inviting gathering spaces, and private retreats for guests. Whether you envision a full-time island lifestyle or a legacy getaway, this property delivers the ultimate San Juan Islands experience—privacy, protected moorage & postcard-worthy views just minutes from Roche Harbor Resort. A rare opportunity to own premier waterfront in one of the San Juans’ most sought-after locations.

5 Smugglers Rowe, Henry Island

Listing courtesy of Windermere Real Estate/HLC.

$1,985,000
2 Beds ⋅ 2 Baths ⋅ 2393309 MLS ⋅ ACTIVE Status
Offered is a West Sound 5.45 acre old island waterfront homestead with accessible private cove, and sandy beach, just off Skull Island State Park. The sunny property, an orchard farm in years gone by, is divided by the county road. On the north side of the road is a single floor, charming 1910 two bed two bath home that has been remodeled and updated and currently used as a summer retreat. A spectacular, level and spacious south facing waterfront building site overlooking Massacre Bay is on the south side. The cove/beach has shellfish, wildlife and privacy just a few steps down a gentle path from the waterfront building site*. The property has a very good well, power, a three bedroom septic system recently inspected, and plenty of usable land for outbuildings. Bearing pear, plum and apple trees, some 100+ years old, and a bounty of summer blackberries, evoke the history of this property plus a seasonal creek returns rain to the sea. The neighboring waterfront property is listed (NWMLS #2460007, Vacant Land, old WF cabin on .53 acres). Buy both and create opportunities for boundary line modifications and shared utilities. *Permits to build on the waterfront side of the county road may require modifications to the existing home.

3388 Deer Harbor Road, Orcas Island

Listing courtesy of COMPASS.

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