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$3,245,000
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 Broker: Coldwell Banker San Juan Is.; Jane Sawyer; 360-317-8609; jane@sanjuanislands.com

$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 Broker: Coldwell Banker San Juan Is.; Michele Mayer; 360-317-5683; michele@sanjuanislands.com

$3,200,000
2 Beds 2 Baths 2493318 MLS ACTIVE Status
Experience the pinnacle of island living in the extraordinary waterfront retreat, crafted by Edward Carr and built by Sound Construction. Nestled to capture sweeping vistas of Eastsound Village, Buck Mountain, Mt Constitution and the East Sound Bay, (historically known as Fishing Bay) this unique home offers an idyllic waterfront lifestyle. Spanning 1.5 acres across two parcels, the 2520 square foot main home embodies timeless Northwest design. Enjoy two bedrooms, walk-in closet, office/hobby room and 1.5 baths, all adorned with custom cabinetry, a gourmet kitchen, Brazillian cherry floors, radiant heat and vaulted ceilings. With historical lime kiln, pocket beaches and ownership of the tidelands, this property also features a 748 square foot guest house full of natural light, a bedroom and ¾ bath. The detached garage offers ample space for vehicles and gear, plus a covered area for all your outdoor equipment. Dive into the Salish Sea for crabbing, kayaking or beach combing, whale watching and seasonal birding/wildlife activity ie seals, ducks, eagles, king fisher, osprey, surf scoters and spawning herring. Just minutes from Eastsound Village and Crescent Beach. Your adventure begins right at your doorstep.

69 Myer's, Orcas Island

Listing Broker: TWilliams Realty; Teri Williams; 360-319-6256; teri@twilliamsrealty.com

$3,198,000
4 Beds 4 Baths 2579733 MLS ACTIVE Status
Welcome to Terra Mare, a legacy property built with love & passion on 1,028 ft of high bank waterfront on Orcas Island. Secluded & private, enjoy captivating views over East Sound to Rosario Resort & twinkling Eastsound Village lights, surrounded by a forest of evergreens & vibrant Madronas alive with owls, eagles & passing whales. The heart of the home is a large, complex, custom designed cathedral like timber frame built of mountain grown Douglas fir by Hamill Creek of British Columbia. Signature curved timber elements & an outstanding hammer beam bent design create soaring, vaulted ceilings, over 32 ft in the Great Room. The open plan lets rooms flow freely, unbroken by center posts. 10 ft ceilings continue through the lower level. High end finishes throughout: a durable metal roof, a Brazilian cherrywood spiral staircase & 2 wood burning fireplaces. The primary suite offers a picture window with bench seating, a private fireplace & a spa like en suite with a stunning shower view. A detached, full timber frame garage w/ 18 ft loft above is outfitted w/ its own kitchen & bath, ideal for guests or multigenerational living. A partially finished guest house offers room for your own touch, & a detached gym space sits perched atop the cliff w/ filtered views. New boiler installed this summer; private well. Gather outdoors on the expansive composite deck, framed by 180° views of Moran State Park & surrounding mountains. A meandering trail leads down to the water's edge.

955 Diamond Hill Road, Orcas Island

Listing Broker: eXp Realty; Steven Venetta; 360-521-6062; steven.venetta@gmail.com

$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 Broker: Coldwell Banker San Juan Is.; Jane Sawyer; 360-378-2101; jane@sanjuanislands.com

$3,000,000
2425394 MLS ACTIVE Status
Own a piece of Friday Harbor history. Remarkable commercial office building occupying a .3938-acre downtown corner of Friday Harbor. Restored building dates back to 1897. In use 83 years when new church was built across Spring Street. The church was remodeled & converted to office space in 1985 to UBC requirements. 18 off-street parking spaces. Parking valued at over $400,000 w/extra ground space to add more parking if desired on site. Sprinkler & earthquake retrofit in 1987. There is an opportunity, subject to town of Friday Harbor input approval, to convert offices spaces to residential use. Once in a generation opportunity for a new owner to recreate this historic space to highest best use going into the future. Appointment required.

470 Spring Street, Friday Harbor

Listing Broker: Better Properties of San Juan; James M. Carroll; 360-298-5034; SanJuanIsland@aol.com

$2,999,950
7 Beds 6 Baths 2570662 MLS ACTIVE Status
Perched peacefully near the highest point of Orcas Island atop Buck Mountain, Chateau Nighthawk is a breathtaking custom-built chateau offering unmatched privacy and timeless Pacific Northwest beauty. Cross the drawbridge and over-the-moat like entry into a soaring 6,031 sq ft masterpiece set across 5.126 sprawling, gated acres. Large windows frame Puget Sound panoramic views of the San Juan islands, stretching all the way to the city lights of Victoria and Sidney, BC. Designed for grand-scale entertaining or quiet relaxation, the thoughtfully integrated living spaces feature masterful woodwork and a light-filled great room. The gourmet kitchen leads to a sunken dining hall with immense viewing windows and stained glass. A central staircase wraps around a natural rock waterfall, trailing down to a lower-level recreation floor complete with pool table-sized room, full wet bar, and access expansive decks. The primary suite occupies its own east turret wing boasting an ensuite with dual sinks, a jetted tub overlooking the islands, and a private sitting room complete with fireplace. Multiple turrets, a dedicated theatre room, a wood floor dance studio, and plenty of space make this a premier island compound. Located just minutes away from the heart of Eastsound's shops and restaurants, this 7-bedroom,5-bathroom estate is a rare opportunity for a generational retreat, wedding venue or business sanctuary. Come experience this fine home.

65 Aerie Road, Orcas Island

Listing Broker: Keller Williams Realty PS; Stuart Steadman; ;

$2,976,000
4 Beds 5 Baths 2491777 MLS ACTIVE Status
STUNNING NORTH SHORE WATERFRONT, A RARE ORCAS ISLAND SANCTUARY Reached by a meandering drive through a reserve of majestic old-growth cedar forest, this extraordinary waterfront retreat sits perched along the shores of the Salish Sea in one of Orcas Island's most magical locations. Sweeping 180° views unfold across the water to Mt. Baker, the Canadian Coast Mountains, and the surrounding San Juan Islands including Sucia, Patos, and Lummi. Ever-changing marine light, dramatic sunsets, and endless coastal scenery create a breathtaking backdrop. Wildlife is abundant and ever-present. Bald eagles nest in the towering cedars, raising their young overhead, while orcas pass through nearby waters, herons wade the shoreline, and harbor seals bask on sun-warmed rocks. Stone steps, crafted by local artisan Zack Leck, descend to 169 feet of accessible beachfront, tidepools teeming with sea life, and calm waters perfect for kayaking. The 4,014 sq ft residence features soaring ceilings, hardwood and stone floors, four fireplaces, a gourmet kitchen, sunroom, and a great room framing the water like a living painting. An attached 2-bedroom guest suite offers full kitchen, bath, and living room. Landscaped grounds include manicured lawns, a fenced garden with raised beds, and an orchard of plum, apple, and cherry trees. Minutes to Eastsound yet worlds away.

285 Raptor Road, Orcas Island

Listing Broker: Orcas Island Realty; Marcela Barrientos; 206-234-6354; marcela@somelabdesign.com

$2,950,000
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 Broker: Coldwell Banker Bain; Stephanie L Buffum; 360-472-0404; sbuffum4@gmail.com

$2,925,000
2558109 MLS ACTIVE Status
Multi Tenant Flex Use Commercial Investment Opportunity in Friday Harbor. Positioned just outside Friday Harbor’s downtown core, this well-maintained commercial property offers 11,500 sqft of versatile space in a strategic location. With close proximity to the Airport, Hospital, Post SJ, SJI Food Co-op & Bakery SJ, the property benefits from accessibility & a location that supports long-term tenant demand. Three UNITS downstairs; UNIT C 3000 sqft. Assembly has large open space w/2 WC, and other versatile spaces.UNIT D2 1900 sqft. Cabinet shop w/WC & Large side loading/garage door, UNIT D1 1000 sqft. Acupuncture/Wellness center w/WC & flex spaces. Upstairs has four spaces & a common space/hallway w/2 WC; one w/shower. UNIT F 1300 sqft. Dance Studio, UNIT E 1500 sqft. Office/Flex space w/Kitchen, UNITS G & H are 1150 sqft. 2 Bdrm Aptartments w/2 WC & laundry en-suite. Each Unit is Metered for power & water/sewer. Solar array on roof is net metered for large savings on electricity bill. 19 parking spots, recently resurfaced parking lot. A proven income-producing asset w/dependable cash flow & compelling potential. Its excellent upkeep, flexible layout & stable island market make it an attractive option for investors seeking both immediate performance and lasting value. For commercial real estate investors looking to secure a reliable, well-located asset in one of the San Juan Islands’ most desirable markets, this opportunity deserves serious consideration.

687 Airport Center Road, Friday Harbor

Listing Broker: Windermere RE San Juan Islands; Vail McClure; ;

$2,829,000
5 Beds 4 Baths 2459755 MLS ACTIVE Status
Perched above the sparkling waters of Orcas Village, this reimagined coastal retreat captures the essence of endless island summers. With 345± feet of shoreline and panoramic views stretching across Cayou Channel, every day begins with sun dancing on the water and ends with breathtaking sunsets over the sea. Inside, walls of glass frame the ever-changing marine landscape, creating the feeling of living right on the water's edge. The 3,411± sf home is designed for both relaxed getaways and unforgettable gatherings, featuring dual primary suites, spa-inspired baths, inviting wood-burning fireplaces, and beautifully updated spaces that blend modern comfort with timeless coastal charm. Spend your days launching kayaks from the shoreline, strolling to the nearby village for coffee or dinner, catching the ferry for an island adventure, or simply unwinding on the deck as boats drift by. Whether it's a summer escape, a weekend retreat, or a place to create lasting memories with friends, this exceptional waterfront home offers the very best of island living—where every day feels like vacation.

8256 Orcas Road, Orcas Island

Listing Broker: Windermere RE San Juan Islands; Gregory King; 360-378-3600; greg@gregkingsanjuan.com

$2,800,000
3 Beds 3 Baths 2532014 MLS ACTIVE Status
Mid-Century Modern, three bedroom waterfront home with panoramic south-facing views awaits. Experience the pinnacle of coastal living in this mid 1960's split-level home just minutes from the Village. Perfectly positioned to maximize coveted south-facing views, this residence is bathed in natural light, offering breathtaking, unobstructed water views from every vantage point. The crowning jewel of this property is the incredible rare patio positioned directly over the water's edge. Seamlessly blending indoor/outdoor living, providing an unparalleled setting for morning coffee, sun-drenched afternoons, or twilight entertaining as the water laps gently beneath you. Featuring three rooms with large windows on the upper floor that frame the dramatic aquatic backdrop, these rooms offer flexible layouts for a luxurious primary suite, guest quarters, or an inspiring creative space. On the lower floor, a sprawling bonus/living room off the kitchen is a versatile space perfect for a media lounge, game room, or dining area, offering direct access to the outdoors and the water. A hot tub room offers an amazing relaxation space or more opportunities on the lower floor. Adding immense value to the property is the detached 2 car garage, and a completely separate, private office space tucked below. Ideal for remote work, an artist’s studio, or a quiet retreat, this separate workspace ensures you can command your professional life without leaving the comfort of your waterfront sanctuary.

173 Myers Street, Orcas Island

Listing Broker: COMPASS; Marty Zier; 360-317-5872; marty.zier@compass.com

$2,800,000
3 Beds 5 Baths 2455427 MLS ACTIVE Status
Perched above Deer Harbor, this Roy Lundgren–designed high-bank waterfront home offers a front-row seat to the marine activity of Deer Harbor Marina, with sweeping views of Pole Pass, ferries, sea planes, whale-watching boats, and lively boat traffic. Built in 1994 by skilled local craftsmen and impeccably maintained, this 3,500+ sq ft residence features three ensuite bedrooms plus a bonus room, all filled with abundant south-facing light and vaulted ceilings. An attached two-car garage adds convenience, and two nearby marinas provide excellent access to island recreation. Kenmore Air float planes depart just minutes away, offering fast, direct travel to Seattle for appointments or sporting events. Furnishings are available with sale. Deeded shoreline shared access via neighborhood common area. Limited dock use for loading and unloading.

573 Harborview Lane, Orcas Island

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

$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 Broker: COMPASS; Kathryn Murphey Schmidt; 360-472-0537; katieschmidt54@gmail.com

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

14 Fieldstone Road, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Jane Sawyer; ;

$2,600,000
4 Beds 4 Baths 2451928 MLS ACTIVE Status
Island Living at its finest! Experience this private, end of the road, Orcas Island home with sweeping water, mountain and village views. This is a high bank waterfront property where you control your views across East Sound and beyond. Ideally located, offering easy access to Moran State Park, Mt Constitution, lakes, public beaches and shopping in Eastsound. Main floor living offers chef’s kitchen as focal point, with oversized island, top tier appliances; elevated dining area; primary suite that captures views from every angle, modern spa bath, walk-in closets, sitting area-gas/propane fireplace; bonus room, large 2 car garage. Lower level showcases 1 bed/1 bath studio apartment. Upper level includes 2 bed/1 bath and flex space. Custom cabinetry throughout, attention to detail. Enjoy NW year-round with covered outdoor bbq/picnic area, fire pit and patio area located on second tax parcel. This home is as functional as it is beautiful.

1189 Tomihi Drive, Orcas Island

Listing Broker: TWilliams Realty; Teri Williams; 360-319-6256; teri@twilliamsrealty.com

$2,595,000
3 Beds 2 Baths 2578983 MLS ACTIVE Status
Panorama Point lives up to its name, perched on a southeast-facing point with an exceptional connection to the surrounding waters and natural beauty of Orcas Island. Expansive windows and soaring ceilings in the great room capture stunning waterfront views and fill the home with natural light throughout the day, creating an inviting and uplifting living space. A beautiful stone fireplace with a wood-burning insert provides warmth and ambiance, making the great room an ideal place to gather on cozy island evenings while enjoying the ever-changing scenery beyond.Thoughtfully designed to embrace both privacy and setting, the home sits on nearly five acres of peaceful waterfront property. As you wind down the drive through the wooded landscape, the property offers a wonderful sense of arrival and seclusion. The generous acreage provides room to further enhance the property and create a truly remarkable island estate.The home features three bedrooms and two full bathrooms, offering comfortable accommodations for owners and guests alike. Whether enjoyed as a private retreat or shared with visitors, the home is perfectly suited to island living. With an active vacation rental permit and a long-standing history of strong rental income, Panorama Point presents a rare opportunity to own a beautiful waterfront home on Orcas Island that also serves as a proven investment property.

122 Lohman Lane, Orcas Island

Listing Broker: True North Realty; Mariah P. Dunning; ;

$2,525,000
2542686 MLS ACTIVE Status
Exceptional opportunity to acquire Spring Street Square, an established income-producing asset in Friday Harbor. Offering approximately 20,000± square feet across five buildings, the property is currently configured as 24 units with a strong, diverse tenant mix providing stable cash flow. Operating near capacity, the property currently delivers an attractive 6.5% cap rate, with projected returns of approximately 7.8% upon stabilization, presenting a compelling value-add investment opportunity. Ideally located with prominent Spring Street frontage, the property offers excellent visibility, ample parking, and close proximity to the hospital and airport. The sale includes two tax parcels, featuring an additional 0.55± acre vacant lot—creating valuable future development potential. Recent upgrades include installation of a fire suppression system, improvements to landings and railings, and exterior paint. With the option to incorporate short- or mid-term residential units, this property presents a unique opportunity to further diversify income, enhance long-term value, and capitalize on strong demand in one of the Pacific Northwest's most desirable island communities.

849 Spring Street, Friday Harbor

Listing Broker: Windermere RE San Juan Islands; Gregory King; 360-378-3600; greg@gregkingsanjuan.com

$2,500,000
4 Beds 4 Baths 2547697 MLS ACTIVE Status
Experience refined waterfront living on San Juan Island's Mineral Point, where elegance meets island tranquility. This east-facing, low-bank property with a private beach offers easy access, just steps from your patio to the shoreline for kayaking or beach combing. The main residence features three bedrooms and sophisticated living spaces designed for comfort and style. A one-bedroom guest house sits above the three-car garage, complemented by two versatile studio spaces ideal for art, woodworking, or recreation. Sold turnkey furnished with high-end pieces, this exceptional estate is currently in the process of permitting a mooring buoy and is perfectly situated between Roche Harbor and Friday Harbor for the ultimate island lifestyle. This turnkey home is ready for you to enjoy summer gatherings and entertain your guests footsteps from the sea.

45 Stony Point, Friday Harbor

Listing Broker: Coldwell Banker Bain; Shannon Lackey; 707-332-5907; Shannon.lackey@icloud.com

$2,500,000
5 Beds 4 Baths 2537507 MLS ACTIVE Status
Provide your guests with the ultimate experience of Pacific Northwest living in this stunning, custom-built contemporary vacation rental property with beautiful southerly views over East Sound and just one block from the village of Eastsound. Crafted in 2012 by renowned builder Con Russell, this meticulously maintained 3,439 sq ft property balances architectural elegance with modern, every day luxury. The building is comprised of 3 separate residential units totaling 5 spacious bedrooms and 4 baths making it a premier investment opportunity with a short-term rental permit. The property showcases a beautiful blend of stone and wood both inside and out opening to a bright, expansive two story layout featuring vaulted ceilings and a warm welcoming ambiance. High-end details throughout the building. Furnishings included in sale. The Admiral's Suite on the top floor features a expansive great room, primary bedroom with full bath, second bedroom with 3/4 bath and 3rd room ideal for additional guests or office. Wrap around deck with fireplace completes the suite. The Captain's Suite on the main floor offers separate living and dining, 2 bedrooms and full bathroom. The Lieutenant's Suite, also on the main floor, has charming great room with vaulted ceilings, loft bedroom and 3/4 bath. All units have washer and dryers. Admiral's Suite rents for $412 to $580 per night, Captain's Suite rents for $317 to $510 per night and the Lieutenant's Suite rents for $303 to $486 per night.

18 Fishing Aly, Orcas Island

Listing Broker: COMPASS; Deborah Hansen; 360-622-7009; D.hansen@compass.com

$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

$2,499,000
3 Beds 4 Baths 2575651 MLS ACTIVE Status
Experience the best of Roche Harbor living in this stunning, like-new townhome in the desirable Roche Harbor Village community. Remodeled in 2025 and offered fully furnished and turnkey, this beautifully appointed home is ready to enjoy from day one. Features include a private elevator, 3 bedrooms, 3.5 baths, an attached garage with abundant storage, and a rooftop level with private deck with harbor views, plus entertainment suite with mini-kitchen—ideal for entertaining or relaxing. The extensive remodel includes new paint throughout, updated bathrooms, a new linear fireplace, high-end kitchen appliances, remote-controlled Venetian blinds, a dazzling dining chandelier, enhanced front entryway, and new stair-tread carpeting. The second-floor primary suite features an ensuite bath with heated floors, dual sinks, and spacious shower. The redesigned primary closet includes custom cabinetry, a sink and an undercounter refrigerator. Professionally redecorated and furnished by Dominique of Dominique’s House, this home is truly turnkey. Enjoy Roche Harbor’s restaurants, marina, pool, spa and tennis. When not in personal use, owners may also participate in Roche Harbor’s vacation rental program, offering an opportunity for rental income. A rare opportunity to own a refined island retreat in one of the San Juan Islands’ most sought-after destinations.

91 Captain Garthney Lane, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Kelly Snow; ;

$2,495,000
3 Beds 5 Baths 2524982 MLS ACTIVE Status
Generational Living At It's Best with 2 houses on 440+ feet of waterfront with deep water dock share & private buoy + 2 additional separate tax parcels for future building. Everything you need for a family compound. The main home has vaulted ceilings with skylighted entry, clear fir trim, oak floors, tons of built-ins & storage, 2 woodstoves & flexible spaces. The kitchen overlooks the Great Room and boasts double ovens, separate Thermador cooktop, SubZero refrigerator, oak cabinets and walk-in pantry. The snooker table room with wood stove and deck door is as versatile as your imagination. Lower level spacious, ensuite primary bedroom incl separate closets with built-in dressers & office/exercise area. Extra 3/4 bath off the laundry room with exterior door to scrub down after a day on the boat. Both houses have view decks with enviable panoramas to wile away an afternoon. Second home (1044 sqft) built in 1982 has 2 bedrooms & 2 baths with wood stove, built-in dressers & laundry. Adjacent to the circle driveway is a detached 2 car garage with separate shop & wood storage carport. A very natural and private 17+ acres incl terraced waterfront, rocky outcrops, mature woods & sunny pasture. Close to Lopez Hill trails. Listed below assessed value.

470 Bonanza Drive, Lopez Island

Listing Broker: Windermere RE/Lopez Island; Dianne Pressenda; 360-202-6995; pressenda@rockisland.com

$2,495,000
5 Beds 6 Baths 2519539 MLS ACTIVE Status
Extraordinary generational Orcas Island estate on nearly 5 private acres with absolutely stunning panoramic views over the Salish Sea, surrounding San Juan Islands and Mount Baker in the distance. Privately situated at the end of the drive surrounded by mature forests and madrona trees, this masterpiece is a thoughtfully designed retreat that is comfortable for a couple on one floor or multiple generations utilizing the full home. The design embraces the incredible natural setting with cedar-clad features, vaulted ceilings, floor-to-ceiling windows and exceptional craftsmanship throughout. A stone fireplace anchors the great room which flows seamlessly to a wraparound deck—perfect for sunrise coffee, sunset entertaining and year-round indoor/outdoor living. Built for relaxation and entertaining, the lower level offers a full bar, second fireplace, recreation area, dedicated gym, and flexible guest accommodations ideal for multi-generational living or retreats. The upper loft level provides flex space perfect for an artist studio, library or lounge. The exceptional estate includes 5 bedrooms, 6 baths, multiple fireplaces—including an outdoor hearth overlooking the water—and an indoor sauna, blending rustic elegance with modern comfort. Finally, the owners may consider seller financing! With unmatched privacy and endless opportunities to unwind in nature, this is a rare opportunity to own a very special Orcas Island sanctuary.

726 Pine Ridge Drive, Orcas Island

Listing Broker: COMPASS; Wally Gudgell; 360-507-5443; wally@compass.com

$2,400,000
3 Beds 3 Baths 2567881 MLS ACTIVE Status
Contemporary Waterfront Sanctuary with tranquil southern exposure, beach with tide pools, and views of Pole Pass, Yellow Island and the Wasp Islands. Discover the magic of authentic Pacific Northwest island living. Situated on a rare one acre double-lot with 310 feet of waterfront in the serene Deer Harbor area of Orcas Island, this home offers a combination of secluded waterfront privacy and convenient access to local marina amenities and nearby recreation areas. Experience a compelling blend of modern comfort and natural beauty in this updated 3 bedroom, 3 bath home. Enjoy the generous 2,454 square feet of living space and natural wood vaulted ceilings with clerestory windows and a layout that maximize light and privacy. The interior fosters a relaxed and welcoming feel of coastal comfort, framing spectacular sun-drenched southern water views from primary living spaces. Follow the private trail to your cove beach, enjoying the dynamic tides as you view the wildlife and marine activity drifting by. For avid adventurers, this property serves as an ultimate launchpad for kayaking and boating, offering effortless entry to the world-class waters of the San Juan Islands & neighboring Gulf Islands. Also, includes access to a community waterfront beach & dock, affording multiple ways to enjoy the shoreline. Features include: updated kitchen & appliances, one-car garage, newer high-quality roof & composite decking, Spring Point water, paved driveway for easy access, Fiber Internet.

1307 Spring Point Road, Orcas Island

Listing Broker: Orcas Island Realty; Lisa Wolford; ;

$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 Broker: Orcas Island Realty; Mary M. Clure; 360-961-7523; islandsmary@gmail.com

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