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279 KANAKA BAY Road, Friday Harbor
$950,000
4 Beds ⋅ 4 Baths ⋅ 2565212 MLS ⋅ ACTIVE Status
Built by a contractor as his personal residence this home is surrounded by more than 2 acres of private peaceful woods & sunlit meadow. The 3-bed/1.75-bath 2,567-sf main home includes two custom lifts--one from the carport to the lower level & another to the upper living area for easy access between levels & a hot tub. A 1,000-sf guest house sits above the garage & offers one bedroom & 3/4 bath, making it ideal for guests, extended living or a rental. The 2-car garage has an additional 3/4-bath, a bonus room & laundry facilities for the building. Additional property highlights include a finished & heated 840-sf two-room shop 240-amp service & a garage door, plus an RV carport w/septic hook-up. A second unfinished shop/basement sits beneath the main home w/ample storage. Two generators--one dedicated to the main house & one to the guest house, ensure reliable power. Enjoy a beautiful fenced & irrigated garden space & circular driveway. Landscaping is irrigated.

279 KANAKA BAY Road, Friday Harbor

Listing Broker: Windermere RE San Juan Islands; Samantha Bryner; 360-378-8184; samantha@windermere.com

83 Cascade Way, Orcas Island
$540,000
2 Beds ⋅ 2 Baths ⋅ 2561708 MLS ⋅ ACTIVE Status
Amazing opportunity on Orcas Island at an incredible price! Welcome to this cozy cabin just up the street from Rosario Resort, minutes from Moran State Park, and a quick drive into Eastsound! This property has easy access to hiking, boating, lakes, waterfront dining, and all the island's favorite destinations. The functional layout provides a nice open concept living space with vaulted ceilings that allow for an abundance of natural light. The spacious porch and large windows create a peaceful setting where you can catch glimpses of Cascade Bay through the trees. Added features include ample storage and a finished studio plus bathroom for guests, an at-home office, or an artistic space. Whether you're looking for a full-time home or a weekend island retreat, this property combines a desirable location, versatile living space, and the natural beauty that makes Orcas Island unforgettable.

83 Cascade Way, Orcas Island

Listing Broker: Keller Williams Western Realty; Corrie Housley; 360-990-1341; Corrie@benkinneyteam.com

28 Channel Heights Way, Friday Harbor
$770,000
2 Beds ⋅ 2 Baths ⋅ 2560222 MLS ⋅ ACTIVE Status
Discover a truly one-of-a-kind property featuring a thoughtfully designed passive solar home that blends energy efficiency with the beauty of its natural surroundings. The attached solarium captures the sun's warmth and passively distributes heat throughout the home, reaching all the way to the second floor for year-round comfort. Inside, you'll find two spacious bedrooms, two full bathrooms, a welcoming dining area, and a cozy living room centered around a freestanding propane stove. While the home's exterior has a distinctive architectural appearance, most of the windows are strategically positioned on the east side to maximize natural light and take full advantage of the passive solar design. A large detached two-car garage includes a generously sized heated loft, offering endless possibilities for a workshop, studio, home office, or additional storage. Set on beautiful, mostly level land, the property is carpeted with lush moss that creates a peaceful woodland setting and naturally minimizes landscape maintenance. If you're looking for privacy, sustainability, and a truly unique home surrounded by nature, this property is a must-see. This home has a new metal roof...gutters...appliances...paint and refinished wood floors.

28 Channel Heights Way, Friday Harbor

Listing Broker: Windermere RE San Juan Islands; Annette Schaffer; 360-378-7330; schaffer@rockisland.com

734 Swan Road, Orcas Island
$799,000
2 Beds ⋅ 1 Baths ⋅ 2553355 MLS ⋅ ACTIVE Status
Set on five private acres in the heart of Orcas Island, this peaceful two-bedroom, one-bath home offers 1,080 square feet of comfortable living space with vaulted ceilings and an attached one-car garage. The property is filled with natural island beauty, including mature maples and evergreens, moss-covered rock outcroppings, open sunny areas, and a large pond that attracts abundant wildlife.Tucked away in a quiet setting between the ferry landing and Eastsound Village, the home offers privacy and seclusion while remaining convenient to island amenities. The adjacent five-acre parcel at 678 Swan Road is also available, creating a rare opportunity to assemble a private 10-acre Orcas Island retreat.

734 Swan Road, Orcas Island

Listing Broker: Orcas Island Realty; Deborah J. Jones; 360-298-4558; dhjoneshomes@gmail.com

177 Harmon Ranch Hill Road, Decatur Island
$795,000
2 Beds ⋅ 2 Baths ⋅ 2549389 MLS ⋅ ACTIVE Status
Escape to the tranquility of island living in this Northwest contemporary retreat in the Decatur Northwest Community on Decatur Island. Perched atop Sheep Hill, this exceptional home captures breathtaking views of sparkling waters, the Olympic Mountains, and idyllic pastures dotted with grazing sheep. Designed for effortless living, the open-concept floor plan flows seamlessly from the kitchen into the main living area, where a dramatic wall of windows fills the home with natural light and showcases the surrounding beauty. Step onto the expansive newly built deck to enjoy morning coffee, sunset gatherings, or peaceful moments immersed in nature. The private primary suite features an adjoining spacious sauna, creating the perfect place to relax after a day of island adventures. A versatile flex room offers ideal space for a home office, media room, or additional guests. Owners enjoy exclusive access to more than 600 acres of co-owned forests, scenic hiking trails, and sandy beaches perfect for beach combing and exploring. Travel is effortless with the private parking at Skyline Marina and private community foot ferry from Anacortes to the community's deep-water dock, where staff greet your arrival and assist with your belongings.Whether you're looking for a peaceful weekend getaway or a year-round retreat, this remarkable home offers the perfect blend of privacy, comfort, natural beauty, and the unmatched lifestyle of Decatur Island.

177 Harmon Ranch Hill Road, Decatur Island

Listing Broker: Windermere RE North, Inc.; Libby Duryea; 206-953-0647; libbyduryea@windermere.com

664 Tidewinds Lane, Orcas Island
$2,500,000
3 Beds ⋅ 3 Baths ⋅ 2508583 MLS ⋅ ACTIVE Status
A rare chance to own a true stretch of Orcas Island shoreline, this north shore property offers 412 feet of walk-out waterfront—a scale and presence that is increasingly hard to find. Adjacent to public land, the setting feels both expansive and private, with panoramic views across the Salish Sea to the city of Vancouver and a tapestry of surrounding islands. Set on 2.8 acres, the property encompasses nearly 5,810 square feet of living space across three separate residences with six bedrooms, offering exceptional flexibility for multi-generational living, guests, or income. The 3,707-square-foot midcentury 2 bedroom main home captures sweeping water views and invites a thoughtful refresh. A 1,442-square-foot 3 bedroom guest house, complete with an active vacation rental permit, provides immediate income potential, while the detached 660-square-foot 1 bedroom bungalow adds even more versatility. A spacious indoor swimming pool extends the property's year-round recreational appeal. With two mooring buoys and direct beach access, the waterfront lifestyle is effortless—launch a kayak, set a crab pot, beach-comb along your own shoreline, or simply enjoy the ever-changing marine activity and sunsets over the water. Priced substantially below assessed value, this is a compelling opportunity to secure a legacy waterfront estate with remarkable scale, income potential, and room to shape it into something extraordinary over time.

664 Tidewinds Lane, Orcas Island

Listing Broker: Orcas Island Realty; Deborah J. Jones; 360-298-4558; dhjoneshomes@gmail.com

385 Doe Run, Lopez Island
$695,000
2 Beds ⋅ 1 Baths ⋅ 2496020 MLS ⋅ ACTIVE Status
Cozy, quiet, and private spot overlooking the south end of Lopez Sound - includes a private registered mooring buoy! 1988 mobile home in good condition, with 210 s.f bunk house nearby on 1/3 of an acre, only a few steps away from some of the best kayaking and paddleboarding on Lopez. Nice place for a walk on the beach, beachcombing, even swimming for the hardier sort. The house is set about 50 feet back from the medium bank beach, with the bunkhouse even closer. Large deck in excellent condition allows you to enjoy the beautiful sunsets and peaceful environment while surrounded by mature Madrone and Douglas Fir. A mooring buoy is included with the sale, allowing you to take full advantage of the excellent crabbing, fishing, and boating in the area. Only a five minute drive to some of the nicest public access waterfront in the San Juans - Iceberg Point, Watmough Bay, and Point Colville.

385 Doe Run, Lopez Island

Listing Broker: Windermere RE/Lopez Island; Alan Roberson; 360-468-3344; lopezislandalan@gmail.com

230 Gem Farm Lane, Lopez Island
$1,450,000
1 Beds ⋅ 2 Baths ⋅ 2490280 MLS ⋅ CONTINGENT Status
Set along a coveted west-facing bank, this 1-bedroom, 1.5 bath home with vaulted ceilings captures sweeping views across Upright Channel — from passing ferries to unforgettable sunset skies. The open-concept design invites coastal living, while a winding path leads to the kind of level, sandy beachfront that’s rare to find in the San Juan Islands. Just steps from the tide line rests the true treasure: a 579 sq ft, beach cottage. Launch kayaks, dig for clams at low tide, steam fresh Dungeness crab, or drift off to the rhythm of gentle waves. This hard-to-find setting is a once-in-a-generation opportunity — just minutes from the conveniences of Lopez Village, the Ferry Landing and popular public beaches.

230 Gem Farm Lane, Lopez Island

Listing Broker: Windermere RE/Lopez Island; Tim Slattery; 360-920-1501; slatteryrealestate@icloud.com

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