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$1,190,000
3 Beds ⋅ 2 Baths ⋅ 2480726 MLS ⋅ ACTIVE Status
Location, Location, Location! Welcome to one of the most desirable waterfront addresses in downtown Friday Harbor. This exceptional Cannery Village penthouse condominium offers the rare combination of security, convenience, walkability, and breathtaking harbor views. Enjoy a carefree lock-and-leave lifestyle with secure building access, private elevator service directly to the penthouse, dedicated covered parking, and low-maintenance waterfront living. Whether arriving by ferry, private boat, seaplane, or the nearby Friday Harbor Airport, you'll appreciate the ease of travel and seamless access to your island retreat. Take the short stroll to the ferry, grocery stores, restaurants, and waterfront parks. Everything you need is just steps from your front door. Inside, the spacious 3-bedroom, 2-bath floor plan is designed for comfortable living and effortless entertaining. Walls of windows frame spectacular views of the harbor, marina, and boating activity, while two private decks provide front-row seats to sunrises, arriving ferries, and the ever-changing waterfront scene. The loft offers flexible space as a reading retreat, play area, or additional storage. Offered fully furnished, this penthouse allows you to begin enjoying island life immediately. Whether you're seeking a full-time residence, second home, or investment opportunity, this secure waterfront condominium delivers unmatched convenience, exceptional views, and the freedom to enjoy Friday Harbor on foot.

200 East Street Unit #D304, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$1,450,000
1 Beds ⋅ 2 Baths ⋅ 2490280 MLS ⋅ ACTIVE 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 courtesy of Windermere RE/Lopez Island.

$1,795,000
3 Beds ⋅ 3 Baths ⋅ 2474873 MLS ⋅ ACTIVE Status
SPECTACULAR MARINE VIEW, Victorian Estate with glorious Westerly facing views over East Sound, Turtleback and beyond to Canada. Enjoy the 7.5 park-like, private acres with beautifully landscaped, walled garden, ponds, waterfalls, a gazebo and a greenhouse and walking paths. Should you wish to explore further, you will find easy access to miles of hiking trails and lakes in Moran State Park. This superb, quality home was built by renowned Pearson Construction and features antique light fixtures, hand-painted wall paper, stained glass doors and 1800’s mantels. Modern updates include HVAC, solar panels, full irrigation system and Wolf & Sub-Zero appliances. Walled gardens, covered porches, and a fire pit perfect for outdoor living in the summer, while a Vermont Castings wood stove keeps winter cozy! Minutes from Eastsound amenities yet a world away.

1656 Eagle Ridge Road, Orcas Island

Listing courtesy of True North Realty.

$999,000
2 Beds ⋅ 1 Baths ⋅ 2489159 MLS ⋅ ACTIVE Status
Paradise Found at Fox Glove Cottage! Turn-key, active vacation rental with bookings throughout the summer! Walk right into an income generating property! Waterfront, two bedroom, one bath beach cottage in Deer Harbor overlooking the Deer Harbor marina. Enjoy the best of both worlds with a charming and lovingly updated beach cottage and coveted outdoor oasis. Watch the comings and goings of the boats at the Deer Harbor and Cayou Quay marinas from the spacious deck. Grassy yard with picnic table and benches leads to easy steps to your private beach and tidelands. Many updates within the last year, including new paint, new flooring, gorgeous new fireplace, ductless heat pump/mini-split. The home is a highly sought after and a successful vacation rental with a current vacation rental permit and rental history. Property comes turn-key, furnished and ready to rent or enjoy. Charming, breakfast bar, countertop dining, spacious deck with views of the channel and the Deer Harbor marina. Walk to marina and amenities of Deer Harbor community including, post-office, dining options, marina market and more. High speed internet/Rock Island Fiber, Deer Harbor Marina Water and Sewer.

5244 Deer Harbor Road, Orcas Island

Listing courtesy of True North Realty.

$1,149,000
2 Beds ⋅ 1 Baths ⋅ 2489714 MLS ⋅ ACTIVE Status
Rare Olga Hamlet waterfront cottage with buoy in Buck Bay. Nestled in the heart of this beloved bayside community, the property captures the charm and relaxed pace that make Olga such a special corner of Orcas Island.This 2 bed, 1 bath cottage was completely remodeled in 2020 with a full down-to-the-studs renovation with replaced electrical, plumbing, heating, and major systems throughout. Timeless finishes include Brazilian cherry flooring, heated porcelain tile, fiber optic internet, updated appliances, and a welcoming fireplace that creates a warm cabin feel. The kitchen faces south toward the Olga dock and the marine activity in the bay. A large patio door and a sunny deck off the living room bring in natural light and offer space for outdoor dining, a small garden, and gatherings with friends. Sturdy stairs lead to the shoreline where you can launch a kayak or dinghy and access your own permitted buoy in Buck Bay. Located in the historic Olga Hamlet near the Olga Store (operated by the Orcas Island Food Co-op), post office, public dock, and county waterfront park, with Olga Artworks, Lascaux Cafe, and the trails of the Coho Preserve nearby. Olga has long been known as one of Orcas Island’s original waterfront villages and an enduring hub for artists and island life. Second .29 acre waterview tax parcel across the street available with a carport, shed, and connected utilities, Both parcels for $1,499,000.

71 Olga Park Lane, Orcas Island

Listing courtesy of Orcas Island Realty.

$375,000
2 Beds ⋅ 1 Baths ⋅ 2487574 MLS ⋅ ACTIVE Status
BOAT or FLY In & escape to the quiet charm of Stuart Island & experience cabin life the way it was meant to be! Nestled among proud evergreens, this cozy island retreat offers the perfect place to unplug & enjoy the beauty of the outer San Juans. Spend your days exploring nearby beaches, crabbing & fishing in surrounding waters, or hiking to the iconic Turn Point Lighthouse. Inside, the warm & inviting cabin captures the spirit of classic PNW getaways. A 1 owner abode, with a cozy great room with a wood burning fireplace, an efficient & quaint kitchen plus you’ll love the main floor bedroom & bath. The sleeping loft overlooks the main living area—complete with a firefighter pole for a quick & playful slide down to the great room below. True to its rustic roots, the property also includes a traditional outhouse, adding to the authentic off-grid island experience. A large shed for your tools/toys & the cabin comes furnished. A short boat ride from the vibrant marina, shops & dining at Roche Harbor, this peaceful retreat offers privacy, nature & the rare chance to own a slice of the San Juan Islands’ most beloved outer-island lifestyle. Whether you’re seeking a weekend escape, summer basecamp, or a place to reconnect with nature, this cabin is ready to welcome you. Stuart Island Airway Park (7WA5) is a well maintained, private, grass airstrip that provides the primary transportation option for many of the property owners too. Only a short walk from the airport to the cabin!

436 Marine Lane, Stuart Island

Listing courtesy of Windermere Real Estate/HLC.

$729,000
3 Beds ⋅ 2 Baths ⋅ 2479057 MLS ⋅ ACTIVE Status
Escape to the serene magic and incomparable beauty of Shaw Island, the quietest treasure in the San Juan Islands. Unlike its busier neighbors, Shaw Island has no vacation rentals or hotels, ensuring an unmatched sense of peace and seclusion—a true rarity. This custom cabin style home, nestled amidst just over 6 acres of cedar and madrone trees offers your own private sanctuary, complete with a tranquil pond perfect for savoring your morning coffee or reflecting on the stillness around you. Step inside to find vaulted wood ceilings and timeless cedar and fir finishes that exude warmth and character. Thoughtfully updated in 2011, the home beautifully blends rustic Pacific Northwest charm with modern comfort. Features include 2 main floor bedrooms both with walk-in closets & ensuite bathrooms, distinctive end grain fir floors, a 3rd loft bedroom, a snug room flex space, and a large unfinished loft space that has potential to add a bonus room/4th bedroom. A kitchen pantry, a full laundry room, and a large utility closet offer tons of storage. Here, life moves at a slower, more mindful pace. If you're dreaming of a private slice of paradise where quiet reigns and the world feels a little more magical, this is your chance to make it yours.

1014 Ben Nevis Loop, Shaw Island

Listing courtesy of COMPASS.

$220,000
1 Beds ⋅ 1 Baths ⋅ 2484486 MLS ⋅ ACTIVE Status
Updated cozy condo unit at the Sandpiper. 1 bedroom, 1 full bath with newer floors and counters and a washer/dryer in the unit. Close to Tucker Ave entrance. Community area for gatherings with picnic tables and chairs. Community workout room as well. Walking distance to Friday Harbor and all the town amenities including restaurants, theatres, grocery stores and schools.

250 Tucker Avenue Unit #36, San Juan Island

Listing courtesy of Coldwell Banker San Juan Is..

$449,000
3 Beds ⋅ 3 Baths ⋅ 2484143 MLS ⋅ ACTIVE Status
Large Farmhouse. Includes spacious 2nd story studio apt w Airbnb VR permit. Charming 1 bed cabin also sits quietly in the back. Private island in the San Juan islands 20 min from Anacortes. Use as an equestrian farm, full time residence or vacation home. Several outbuildings including a barn, bunkhouse and greenhouse. Centrally located. Short walk to the K-8th grade school. 1/2 mile walk to the beach. Live, work remotely on this large 2.64 acre lot. Partly wooded. Fiber for internet. Daily water taxi from Anacortes. 90 min drive from Seattle.

641 Decatur Head Drive, Decatur Island

Listing courtesy of KW Greater Seattle.

$195,000
1 Beds ⋅ 1 Baths ⋅ 2483244 MLS ⋅ ACTIVE Status
SELLER FINANCING possible for this sweet island cabin. Despite its petite size, it lives much more spacious with high ceilings, abundant windows looking out through the fir and maple trees, and open floor plan. The cute kitchen has a farmhouse style sink, open shelves, and wood stove with cook top, reminiscent of a bygone era. There’s also a four-burner electric range if that’s more your style. The bedroom and 3/4 bath, located at the back of the cabin has space for a queen size bed and windows looking out into the forest. Fully furnished for a turn-key sale. Getting to Center Island is easy—no WSF ferry required. Forget the long terminal waits; access Center Island via a water taxi and start your vacation as soon as you arrive. The cabin is situated close to both community docks and clubhouse. Bring your kayak and spend your days exploring the inland San Juan waterways or grab a good book and enjoy reading in the sun. This place is ready to be used now but if your future plans include a little more space, the 2-bed septic allows for growth. The community has a full-time caretaker, clubhouse with laundry and shower, two deep-water docks, waterfront boat storage, boat launch, beautiful picnic areas and picturesque roads for golf carts only. Affordable island cabins are tough to find! Community water system is only available for homes occupied for 180 days or less.

153 Chinook Way, Center Island

Listing courtesy of Windermere RE Anacortes Prop..

$1,495,000
3 Beds ⋅ 3 Baths ⋅ 2483389 MLS ⋅ ACTIVE Status
Beautiful Craftsman Home, Thoughtfully designed home blends comfort, style, and natural light. Vaulted ceilings and sun-filtered rooms create an airy, welcoming atmosphere throughout. The gourmet kitchen features many custom built-ins and features, includes pot filler over Hallman propane stove and opens to a private deck—perfect for morning coffee or evening dining. A second deck extends from the primary bedroom. A center porch from the living room opens up with steps leading down to the golf course. Includes whole house water filtration system. The main home includes 3 bedrooms and 3 bathrooms, with a spacious living room centered around a stunning stone fireplace and attached 2 car garage. A separate 791 sq. ft. studio provides exceptional flexibility, two separate rooms for shower and half bathroom. Includes deck, patio and garden area—ideal for guests and hobbies. Located on the 1st fairway and close to the first green of the San Juan Golf & Tennis Club, this property offers direct access to a charming 9-hole semi-private course open to the public. A rare opportunity to enjoy comfort, craftsmanship, and a coveted golf-course setting.

479 Fairway Drive, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$19,800,000
6 Beds ⋅ 6 Baths ⋅ 2483787 MLS ⋅ ACTIVE Status
Experience the pinnacle of luxury island living with end-of-road privacy on 63± acres across and 515± feet of coveted low-bank waterfront. Panoramic views sweep over the San Juan Channel to Mount Baker and the North Cascades, offering a breathtaking natural backdrop year-round. The 8,674± sf two-level residence presents 6 bedrooms and 6 baths, thoughtfully designed with refined finishes, rich textures, and seamless indoor-outdoor flow for elevated entertaining and serene everyday living. Expansive terraces overlook orchards, gardens, and tranquil pond, creating a private retreat of rare beauty. Premier amenities include indoor pool, private gym, multiple garages, a historic barn, and a FAA-certified 2,400± ft airstrip with helipad - providing exceptional convenience and exclusivity. A distinguished legacy estate - commanding in presence, yet warmly inviting.

735 Rosler Road, San Juan Island

Listing courtesy of Windermere RE San Juan Islands.

$1,998,000
4 Beds ⋅ 5 Baths ⋅ 2482354 MLS ⋅ ACTIVE Status
A standout opportunity ahead of the 2026 peak season! Don’t miss your chance to secure this unique investment. Positioned on the shores of West Sound on scenic Orcas Island in the heart of the San Juan Islands, the historic Kingfish Inn offers a compelling, income-producing investment opportunity with both immediate cash flow and long-term upside. This established waterfront hospitality asset blends a proven business model with expansion potential in one of the Pacific Northwest’s most desirable destination markets. Originally built in 1902, the property has been thoughtfully maintained and operates as a boutique inn and restaurant with a strong reputation, repeat clientele, and consistent seasonal demand. The inn includes four well-appointed waterfront suites, two with private decks, commanding premium nightly rates and delivering a high-margin, experience-driven stay that supports strong occupancy. The on-site restaurant, known for its locally inspired offerings, provides a complementary revenue stream and is well-positioned to capitalize on both visitor traffic and the local community. A newly installed septic system minimizes near-term capital expenses and supports future growth. The property benefits from year-round appeal in a high-demand destination market. With limited waterfront commercial inventory available, this turnkey asset offers proven income, brand equity, and value-add potential.

4362 Crow Valley Rd., Orcas Island

Listing courtesy of Lifeline Equity.

$1,395,000
2 Beds ⋅ 2 Baths ⋅ 2479947 MLS ⋅ ACTIVE Status
Experience the best of island living from this exceptional luxury condo in the vibrant heart of Friday Harbor. Just steps to the marina, ferry, waterfront restaurants, shopping, and galleries, you’ll enjoy front-row harbor views of ferries, seaplanes, sailboats, and year-round island activity from the living room, private bedroom balcony, or rooftop deck. Meticulously rebuilt during an extensive $300K renovation in 2024, this pristine 1,628 sq ft home blends timeless design with modern comfort. The open-concept living space features a dramatic floor-to-ceiling marble propane fireplace, 8” Montariz French Oak hardwood floors, and a designer kitchen with Bosch stainless appliances, induction range, custom cabinetry, quartz countertops, honed marble backsplash, and generous island. The spacious primary suite offers vaulted ceilings, a spa-inspired 5-piece bath with soaking tub, bidet toilet and walk-in closet. Multi-zone Mitsubishi mini-split heating and air conditioning provide efficient year-round comfort throughout the home. Secure coded entry, elevator access, and a secure garage parking space complete the package. One of the few downtown residences combining a 2024 luxury renovation, harbor views, secure garage parking, elevator access, and zoning allowing nightly vacation rentals if future owners desire. Offered fully furnished with curated Arhaus, Fine Furnishings —simply arrive and begin enjoying island life.

232 A Street Unit #R4, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$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.

$1,990,000
17 Beds ⋅ 17 Baths ⋅ 2475226 MLS ⋅ ACTIVE Status
Bartwood Lodge presents a rare Orcas Island waterfront opportunity with sweeping panoramic views and exceptional development potential. Located on the quiet North Shore in the residential Bartwood neighborhood, this unique property offers flexibility for a single or multi-family estate, condo remodel for resale, apartment renovation for long-term income, or immediate use as employee housing. The property features two separate buildings. The main three-story lodge includes 15 guest rooms with private baths, plus a top-floor one-bedroom apartment with kitchen. A second building provides a spacious common living and dining area with large kitchen—ideal for gatherings or shared use. Installed Rock Island Fiber-Optic internet. Enjoy 180° vistas stretching north to the Canadian Coastal Range, east to Mount Baker, and west to stunning summer sunsets. A large waterfront deck leads to the community dock, beach, and boat ramp. Additional amenities include parking for 40+ vehicles and access to a HOA tennis, pickleball, and basketball court. Centrally located near the Orcas Island Airport, marina, and Eastsound Village shops and dining, Bartwood Lodge offers an exceptional combination of waterfront living, convenience, and income or redevelopment potential.

178 Fossil Bay Drive, Orcas Island

Listing courtesy of The Agency Seattle.

$875,000
3 Beds ⋅ 3 Baths ⋅ 2463199 MLS ⋅ ACTIVE Status
ROSARIO ESTATES! Walk to the marina and pool! 3 bd, 2.5 bath with propane heat, range, and BBQ hook up. Walk in pantry, original French doors. New W/D stay! Well laid out 1/4-acre property includes access to Rosario Resort Outdoor pool and spa. Quiet, pet friendly area.10K propane generator engages when the power goes out. Rock Island high speed fiber installed, 1000-gallon septic installed in 2017. 310-gallon propane tank. Large S./F deck w/a filtered view of the Rosario Strait. View of the Rosario Seaplane dock. The home has 4 different levels. Carport with redwood trellis and flagstone. 8 x 18 shop and 8 x 10 green house with water on solid foundation. Herb garden and baby sequoias. Fully fenced. Ample parking inside and outside of the gate. Water pressure is amazing. No drainage issues.

1193 Rosario Road, Orcas Island

Listing courtesy of Offshore Properties LLC.

$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 courtesy of Windermere RE San Juan Islands.

$675,000
2 Beds ⋅ 2 Baths ⋅ 2459645 MLS ⋅ ACTIVE Status
Prime location, just steps from downtown shops, restaurants, and amenities. Waterfront condo spacious open floor plan, see ferry arrivals at the terminal. Sweeping views of outer islands from every room plus private balcony — the perfect front row seat for 4th of July fireworks. Offering an excellent opportunity to make it your own. Featuring 2 bedrooms and 2 bathrooms providing comfort for full-time living or a weekend retreat. Cannery condo owners have exclusive access to two community waterfront decks, equipped with BBqs.

241 Warbass Way Unit #A202, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$963,000
2 Beds ⋅ 2 Baths ⋅ 2458584 MLS ⋅ ACTIVE Status
Nestled on 2 acres in East Crow Valley on Orcas Island, this enchanting 2-bedroom, 2-bath home harmoniously blends historic charm with modern comfort. The original log cabin, paired with a new addition, boasts local fir floors, custom cabinetry, and radiant heat. Large windows frame breathtaking views of farmland, Mount Constitution, and Turtleback Mountain. And showcases sunset/sun rise colors year round. A fenced garden, dotted with young apple, plum trees, and currants, invites outdoor serenity. A spacious 30x30 detached storage "T" shed building offers endless possibilities—hobbies, storage or a workshop. With a new metered water system, shared well, 4-bedroom private septic system, 2,500-gallon potable water storage and 7,500-gallon rain catchment, new transformer/power install and EV charger, this property is self-sufficient. Positioned between Orcas Ferry Landing and Eastsound, it’s a prime, active Vacation Rental. Bask in all-day sunshine, enjoy tranquil privacy, and savor Orcas Island’s timeless allure.

4263 Orcas Road, Orcas Island

Listing courtesy of TWilliams Realty.

$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 courtesy of Orcas Island Realty.

$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 courtesy of TWilliams Realty.

$349,500
2 Beds ⋅ 1 Baths ⋅ 2449235 MLS ⋅ ACTIVE Status
Stuart Island Retreat! Tucked among lush greenery on a private 0.56-acre lot on Stuart Island, this 3-bed, 1-bath home offers 1,038 sq ft of inviting living space that feels like a cozy tree house. Multiple wood decks create indoor-outdoor living with open interior. A 128 sq ft garage provides extra convenience, and an almost-new 2024 4-wheeler is included (used only to access property). Also included is a 3,484.80 sq ft special-use hangar lot just off the main airstrip, offering added ease and flexibility for travel to and from the island. The community features a beach, airstrip, and boat launching area, with a desirable south-facing orientation overlooking historic Roche Harbor. This tranquil escape blends comfort and coastal beauty.

156 Vista Place, Friday Harbor

Listing courtesy of COMPASS.

$345,000
1 Beds ⋅ 1 Baths ⋅ 2449009 MLS ⋅ ACTIVE Status
THIS IS A TRANSIENT RENTAL. This beautifully remodeled, turnkey 1-bedroom condo is the largest of four condos approved for nightly rentals by the town. Currently listed on Airbnb, it offers a charming and lucrative investment opportunity, with rental income details available upon request. Located within walking distance of downtown and the ferry, it’s the perfect way to own a piece of the island. Enjoy onsite amenities such as a new coin operated laundry, a fitness room, and a seasonal pool that is currently closed with hopes of reopening in the next year or two. The owner is a real estate agent.

250 Tucker Avenue Unit #24, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$899,000
2 Beds ⋅ 3 Baths ⋅ 2440278 MLS ⋅ ACTIVE Status
Enjoy serene beauty + marine views of Orcas from this exquisite 2 bed home in a premier, well-maintained neighborhood. This modern west facing home offers 3,200+ sq ft of elegance and flexibilty w/ two levels of living areas. Relax on the wrap around decks or in the spacious main floor primary w/ cozy fireplace & marine views of Eastsound to Vancouver BC! Additionally, the main level boasts vaulted ceilings, wet bar, an updated, bright kitchen w/ eating area, massive window wall, formal living & family room, utility and fireplace. The lower level offers privacy w/ a separate entrance, large bedroom and bonus room w/ fireplace, full bath, office/den + workshop. Recent upgrades include new roof, two heat pumps, deck work + flooring upgrades.

121 Switchback Road, Orcas Island

Listing courtesy of COMPASS.

$887,000
3 Beds ⋅ 2 Baths ⋅ 2423858 MLS ⋅ ACTIVE Status
One of the most unique properties on Decatur Island in the desirable Decatur Shores Community, set on over 5.5 acres of prime level land, part of the islands original farm ground. This 3BD 2BA home offers a spacious layout on an expansive meticulously maintained grass parcel, perfect for entertaining indoor and out. Just across the lane you’ll find your own private airplane hanger located at the end of a 2,550 ft grass airstrip. Access couldn’t be easier with a community deep water dock for water taxi or private boat drop offs. A rare and flexible opportunity in a beautiful island setting. Embrace the possibilities and come create your ideal island lifestyle!

155 Airport Perimeter Way, Decatur Island

Listing courtesy of Windermere RE North, Inc..

$2,395,000
3 Beds ⋅ 3 Baths ⋅ 2423666 MLS ⋅ ACTIVE Status
Welcome to 90 Montgomery Lane, a waterfront custom home located just outside Eastsound Village. This exceptional west facing property boasts 2 private bedrooms, a ship-like bunkroom for guests, encompassing 3223 square feet of finely crafted architecture, all with East Sound views and sunsets! An expansive, warm textured great room and dining area highlight the use of wood with indirect lighting on the main floor. Comfortable conversation area boasts marine views plus a library section for enjoying your favorite best seller. Local artisans executed exemplary built-in cabinets throughout. Rough hewn, wide plank fir flooring from the property is secured by old-school smooth nails. Prolific use of copper detail adds to durability and longevity. A well-designed, bright custom chef's kitchen is perfect for entertaining, including high-end appliances, substantial professional grade vent hood and convenient island with storage. An expansive primary suite encompasses the entire 2nd floor with a lavish bathroom, including a walk-in tiled shower, workout space, separate private vanities plus a deep soaking tub. Custom built-in cabinets & dressers extend from the primary to the den/hobby/work area with large custom desk and W/D utility room with sink. An oversized detached 2 car garage with shop space is wired for a high-end kiln and has a 2nd floor finished loft, ideal for a additional workspace, office, hobby area or storage. Ready to move in!

90 Montgomery Lane, Orcas Island

Listing courtesy of COMPASS.

$719,000
2 Beds ⋅ 2 Baths ⋅ 2421415 MLS ⋅ ACTIVE Status
Tucked beneath towering evergreens just minutes from Eastsound, this beautifully rebuilt island retreat offers exceptional craftsmanship, modern efficiency, and an unbeatable location. Walk to restaurants, shops, the marina, and waterfront, with the Orcas Island Airport just minutes away. Rebuilt from the ground up on a new foundation, nearly every major component is new, including the standing seam metal roof, windows, insulation, siding, mechanical systems, and stylish interior. Vaulted ceilings, warm wood accents, abundant natural light, and an open floor plan create a bright, inviting living space. The flexible floor plan features two bedrooms, two full baths, and a spacious loft for guests, an office, or extra sleeping space. Relax on the private deck surrounded by evergreens after a day exploring Moran State Park, kayaking, boating, or hiking. Pre-wired for a future sauna, the home offers an easy opportunity to create your own private spa retreat. Offered fully furnished, this turnkey property is ideal as a full-time residence, vacation home, or weekend getaway.

311 Enchanted Forest Road, Orcas Island

Listing courtesy of COMPASS.

$1,100,000
3 Beds ⋅ 2 Baths ⋅ 2418516 MLS ⋅ ACTIVE Status
Welcome to 549 Davis Bay Rd., where island living meets country charm. Set on ten sunny, open acres, this well-designed 1,821 sq. ft. home features two spacious bedrooms and 1 & 3/4 baths, perfect for comfortable year-round living or a serene weekend retreat. Vaulted ceilings and large windows frame sweeping pastoral views, bathing the living spaces in natural light. Enjoy open-concept living, a generous kitchen, and cozy gathering areas designed for relaxed entertaining.Bring your animals or hobbies—this property offers rich pastures and a versatile 3,000 sq. ft. barn ready for livestock, storage, or workshop use. The well house and outbuildings add to the property’s practical appeal. Located minutes from Fisherman Bay and Lopez Village,

549 Davis Bay Road, Lopez Island

Listing courtesy of Windermere RE San Juan Islands.

$3,799,900
4 Beds ⋅ 5 Baths ⋅ 2409167 MLS ⋅ ACTIVE Status
The iconic contemporary home everyone has been asking about on San Juan Island. Overlooking the Seattle Yacht Club Marina & harbor with spectacular views of Mount Baker. This unique-designed estate was created by architect Anna Howden and sustainably built with striking Cor-Ten steel siding composed of nickel, copper & steel with clear cedar accents on exteriors. Rustic-Modern would be the best description of this multi building estate, designed by a family architect that has a footprint history of island properties designed. The 3,555 SF main residence features an open gourmet kitchen flowing to the living room with views of Mount Baker and marine life. Use of a free-flowing floating staircase or use elevator access to the lower level. Primary suite with full bath, large walk-in closet on main level & half bath. Guest bedroom, a Flex room may be a possible 3rd bedroom, 1 full bath, 3/4 bath on lower level. Detached 1-bedroom apartment building includes a full kitchen, full bath & office/bedroom w/3/4 bath. Apartment ideal for guests with full studio to work-from-home. Two separate attached single-car garages, an On-demand generator for both buildings. Radiant heated floors in both buildings. Zoned Multi-Family for investment income rentals. Guest apartment building currently rented to 12/31/2026 @ $5000/month. Become inspired with the water, marina & mountain views from every room. Additional photos & video tour available. A personal tour will dazzle your imagination.

630 Harrison Street, Friday Harbor

Listing courtesy of Better Properties of San Juan.

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