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505 Linder Street, Friday Harbor
$800,000
2 Beds ⋅ 1 Baths ⋅ 2591633 MLS ⋅ ACTIVE Status
A great opportunity in Friday Harbor! This versatile multi-family property offers two distinct homes, each with its own private space, creating a wonderful setup for multi-generational living, rental income, guest accommodations, or simply having room for friends. The character-filled main home, built in 1948, offers the charm and personality of an older island home. Including 2 bedrooms, a nicely sized living room and an office space on the upper level. The lower level is a full size basement that can be used as it fits ones needs. The second residence, built in 1997, provides a sweet space with thoughtful finishing touches. The homes are thoughtfully positioned on the property allowing each home to enjoy its own sense of privacy and independence. The basement level of the main home could potentially be converted to another rental/income producer. There’s more to dream about—the property offers potential for further development, providing options for those looking to expand, create additional living space, or maximize the property’s long-term possibilities. Whether you envision a compound, investment property, or a place where everyone can have their own space while staying close, this unique Friday Harbor property offers flexibility, character, and opportunity.

505 Linder Street, Friday Harbor

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

237 Switchback Road, Orcas Island
$1,350,000
2 Beds ⋅ 2 Baths ⋅ 2581828 MLS ⋅ ACTIVE Status
Sweeping Views, Serene Privacy & Endless Potential on Orcas Island! Perched in the Highlands with a stunning bird’s-eye perspective of Orcas Island and beyond, this inviting 2-bedroom, 2-bathroom home offers the perfect blend of privacy, comfort, and island adventure. Tucked away at the end of the road, the property feels wonderfully secluded while remaining just minutes from Moran State Park and Eastsound Village. Custom-built by a respected local craftsman, the home has been thoughtfully maintained and features a newer roof, fresh paint, and updated heating and septic systems. Take in year-round sunsets, distant views stretching toward Canada, and ever-changing vistas of some of Orcas Island’s most iconic landmarks. And then there’s the potential: more than 1,200 square feet of unfinished space awaits your vision. Create additional living areas, an art studio, guest quarters, a workshop, or a remote work office. This home is connected to Rock Island Fiber internet to meet your work and entertainment needs. Whether you're seeking a peaceful full-time residence, a weekend escape, or a home with room to make your own, this special Orcas Island property offers a rare combination of privacy, panoramic views, and possibilities.

237 Switchback Road, Orcas Island

Listing Broker: Orcas Island Realty; Mandy Randolph; 360-298-5727; orcasrealtormandy@gmail.com

1443 Yacht Haven Road, Friday Harbor
$1,950,000
2 Beds ⋅ 3 Baths ⋅ 2576504 MLS ⋅ ACTIVE Status
Embrace the rhythm of island life from this peaceful west-facing waterfront retreat, ideally situated between the amenities of Friday Harbor and Roche Harbor. Set on .86 acres with 119± feet of medium-bank waterfront and tidelands, the property enjoys sweeping views across Haro Strait to the Olympic Mountains. The 1580 sf home features 1 bedroom, 2 bathrooms and an intriguing upper-level tower — ideal for an office, den or creative retreat — and awaits the finishing touches to bring its full potential to life. A charming 561 sf waterfront cabin offers 1 bedroom, 1 bath and basement storage, presenting an inviting opportunity for thoughtful renovation. A detached 2-car garage includes flexible shop or studio space, complemented by a small storage shed. Stroll the exceptional walking beach, savor spectacular western sunsets and enjoy a setting that feels wonderfully removed while remaining close to island conveniences. A special place to gather, unwind and create lasting memories by the water.

1443 Yacht Haven Road, Friday Harbor

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

197 Elderberry Lane, Orcas Island
$744,000
1 Beds ⋅ 2 Baths ⋅ 2577462 MLS ⋅ ACTIVE Status
Offered on 2.4 acres is a well-made and constructed Deltec 2x6 panelized double sil kit Main Home with detached Studio with washer/dryer, 1/2 bath plus a flex space sleeping loft. Sunny concrete patio just outside the studio plus an outside shower! Located just minutes from town, the gentle sloped property has good all-day sun, level spaces and is ideal for an owner that wants space for gardens, outbuildings and/or RV space with hookups already in place. Seller has extensive in-ground power and septic infrastructure for future development with a 4 bedroom septic system. Inside, the home is a craftsman's artisan's touch with semi-rough sawn interior siding adding warmth while radiant concrete floors keep your feet warm. Cathedral ceilings add volume to the minimalist space while custom curly maple counters with natural live edges add a woodworker's flair. Nothing minimal about the the bathroom space with a generous walk-in shower and high end finishes. Outside durable cement board siding and galvanized metal siding assure low maintenance and longevity. The property has recently been hooked up to the Sunset Water system but retains private wells for potential irrigation. No HOA.

197 Elderberry Lane, Orcas Island

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

757 Ferry Road, Lopez Island
$798,500
1 Beds ⋅ 1 Baths ⋅ 2576706 MLS ⋅ ACTIVE Status
Perched above the shoreline on 2.5 waterfront acres, 757 Ferry Rd offers a rare opportunity to own a waterfront home in an extraordinary north-end Lopez Island setting. Framed by towering firs, sculptural madronas, and curated natural landscaping, this intimate waterfront estate captures sweeping marine views and the quiet rhythm of island life. The home features a full kitchen, generous living spaces filled with natural light, and expansive view deck designed for soaking in sunrises, passing boats, and endless water vistas. The home is 768 sq,ft, with 1 bedroom upstairs and full bathroom on the main level. A studio and recreation area downstairs offers a perfect place for you extra needs. Rain catchment system for landscaping. Whether envisioned as a legacy property, peaceful retreat, investment opportunity, or a place to gather, this exceptional offering embodies the very best of Lopez Island living—tranquil, connected to nature, and deeply restorative. Come visit today and see why this is one of the best properties available in the San Juan Island.

757 Ferry Road, Lopez Island

Listing Broker: American Dream R. E. Services; Forbes Hansen; 360-507-5175; forbesahansen@gmail.com

306 Windfall Lane, Orcas Island
$1,398,000
3 Beds ⋅ 3 Baths ⋅ 2553905 MLS ⋅ ACTIVE Status
At the end of Windfall Lane on the north shore, two marine-view parcels totaling approximately 4.3 acres of wooded land offer sweeping views of Mt. Baker, Puget Sound, and the lights of the mainland. Built in 1986, this three-bedroom, three-bath, 2,330-square-foot home has total privacy and sits entirely on one level except for a loft office/den. The primary suite opens directly onto the newly replaced sound-view deck, and one of the additional bedroom suites has its own separate outside entrance — ideal for guests or rental potential. Two propane stoves keep things cozy through the winter months. The spacious double carport has shop space and there is a separate storage shed. Propane Kohler auto-start generator. The second, buildable vacant lot is sunny and open, with a fenced garden, orchard area and a separate Raccoon Point Community Water membership. A pristine, spring-fed pond near the entrance draws birds and deer. From here, it's a short stroll to the Raccoon Point Community Beach access for kayaking and beachcombing.

306 Windfall Lane, Orcas Island

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

345 Reed Bay Rd, Decatur Island
$775,000
2 Beds ⋅ 1 Baths ⋅ 2574713 MLS ⋅ ACTIVE Status
Experience elevated island living in this lovingly updated cabin in the desirable Decatur Shores Community. Set on just over half an acre in the beautiful high-bank setting overlooking Reed Bay, community beaches, and park, this inviting retreat blends island charm with thoughtful updates and artistic touches. The light-filled great room features vaulted ceiling and expansive windows, while the updated kitchen offers maple cabinets, granite countertops and newer appliances. The updated and enlarged bathroom includes a walk-in shower and stacked washer/dryer. A private bedroom and charming loft provide comfortable, flexible accommodation. Numerous improvements include new vinyl windows and sliding doors, a new metal roof and gutters, new min-split heating and A/C, new lighting fixtures, 84” ceiling fan and water softening system. Outside, the expansive cedar deck extends the living space, with a generous inviting yard framed by mature trees. A large stone fire pit with expansive views of the bay is perfect for gathering and enjoying island evenings and magical sunsets. Offered completely furnished and beautifully appointed, this inviting cabin reflects years of care and thoughtful attention to detail with modern updates. Decatur Shores Community amenities include access to a deep-water dock, located just below the property, and a private airstrip, making this retreat remarkably accessible by sea or by air!

345 Reed Bay Rd, Decatur Island

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

24 Starboard Road, Lopez Island
$850,000
3 Beds ⋅ 1 Baths ⋅ 2573232 MLS ⋅ ACTIVE Status
Two waterfront parcels and a charming legacy cabin await you offering southwest-facing views of the stunning Southern end of Lopez Island. With 1.07 acres and over 80 feet of private sandy beach, this cabin is the perfect retreat for nature lovers, perched above the beach for world-class wildlife, sea kayaking, hiking, and recreational crabbing and fishing. Built in 1960, this cabin is ready for your island reset, and the additional lot provides an opportunity to reconfigure for a second home or a guest house. You'll enjoy beautiful views of the Olympic Mountains and other islands. The property includes a private well and a 3-bedroom septic system, making it ideal for building your dream house. The 1010 sq foot home includes a great room with a south-facing deck for entertaining and a full bathroom, allowing for immediate use or weekend getaways. A public boat launch is just minutes away, and Lopez Village is a mere 10-minute drive. Experience some of the most breathtaking southwest waterfront views in the San Juan Islands. Nearby public hiking trails include Watmough Bay, Iceberg Point, and Point Colville. Lopez Island offers a new community pool, newly surfaced pickleball courts, a golf course, shops, restaurants, schools, a community center, marinas, and a post office. The island is accessible by ferry, fixed-wing aircraft, or seaplane.

24 Starboard Road, Lopez Island

Listing Broker: Coldwell Banker Bain; Stephanie L Buffum; 360-472-0404; sbuffum4@gmail.com

2101 Dolphin Bay Road, Orcas Island
$2,100,000
2 Beds ⋅ 3 Baths ⋅ 2573123 MLS ⋅ ACTIVE Status
A private, meandering driveway whisks you away to this custom-built island home on 5 plus acres , surrounded by peaceful natural beauty. This 2-bedroom plus loft, 3-bath home offers wonderful flexibility, with the loft easily serving as an additional sleeping space, office, or guest area. Skylights and large windows fill the home with natural light, while a wood-burning fireplace and propane stove create a warm and cozy atmosphere. Thoughtfully designed throughout, the home offers generous closet and storage space. Outside, enjoy towering trees, easy access to your owna private beach cove, and a mooring buoy—an idyllic island retreat offering privacy, quiet, and a true connection to the water and surrounding landscape. A special place you may never want to leave. This custom home was built by Con Russell.

2101 Dolphin Bay Road, Orcas Island

Listing Broker: COMPASS; Kevin Ranker; 360-472-1850; kevin.ranker@compass.com

750 Shaner Armstrong Road, Orcas Island
$1,495,000
3 Beds ⋅ 3 Baths ⋅ 2550846 MLS ⋅ ACTIVE Status
Discover the ultimate private estate combining luxury living, income potential and unmatech utility. Nestled on 6 serene, private acres this meticulously maintained property has 3 bedroom, 2 bath main residence, a premium detached shop with office and studio plus fully self contained 1 bedroom accessory dwelling. Entry into the main residence is beautifully landscaped and fenced . The home features a gourmet kitchen with porcelain tile floors, custom cabinetry and quartzite countertops. The living room with floor to ceiling windows is bathed in natural light. Majestic stone accent wall and granite hearth around the Xtrordinair fireplace complete the room. Primary suite with spa-bath boasts massive walk-in shower, custom vanity, countertops and radiant floor heat. Attached garage has been converted into family room living space with kitchenette and ample room for pool table. Premium 36 x 36 Texmo building with vaulted ceilings, concrete slab and separate office space. Above the shop is studio space with 3/4 bath and kitchen. Modern 2020 Park Model tiny home is 600 sq ft of independent living perfect for multi-generational living, guest house or rental income. Adjoining gazebo with stone patio and firepit for quiet outdoor evenings. Property is served by 2 wells with 4 - 2500 gallon storage tanks. Rain catchment off the shop roof. New roof in main home in July of 2026.

750 Shaner Armstrong Road, Orcas Island

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

259 Willbrook Lane, Lopez Island
$1,990,000
3 Beds ⋅ 3 Baths ⋅ 2551797 MLS ⋅ ACTIVE Status
Discover the extraordinary Island Lifestyle you've been dreaming of! This stunning NW contemporary home on Lopez Island is an estate on 7 private acres with breathtaking panoramic views of Puget Sound, San Juan Islands, passing ferries, and Cascade mountains. Custom designed to embrace its spectacular setting, this 3,917-square-foot residence showcases soaring vaulted ceilings, exposed timber beams, impressive 8-foot doors, radiant heated floors and walls of glass bring the outdoors in! The gourmet chef's kitchen features custom cabinetry, granite counters, double ovens, and generous gathering spaces for entertaining. Three gas fireplaces create a warm ambiance, while expansive view decks provide unforgettable sunsets and ever-changing marine vistas. A loft retreat offers the perfect office and reading sanctuary. The versatile lower level offers a beautifully finished living suite for guests, multigenerational living, or rental income, plus a light-filled artist's studio. Outside, unwind in the spa, rinse off in the outdoor shower after a day at the beach, or enjoy the greenhouse, fenced gardens, mature fruit trees, and peaceful surroundings. The heated garage doubles as a dream woodworking shop and exercise studio. Home is wired for a generator. Most furnishings included! Just a short walk to the beach and minutes from the Village, ferry terminal, and Odlin Park, this exceptional estate offers the perfect blend of luxury, privacy, and the timeless beauty of island living.

259 Willbrook Lane, Lopez Island

Listing Broker: John L. Scott, Inc.; Shirley Kimmel; 425-941-1466; SKimmel@johnlscott.com

18 Fishing Aly, Orcas Island
$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 with a new roof in 2026 balances architectural elegance with modern luxury. Comprised of 3 separate residential units totaling 5 spacious bedrooms and 4 baths, it is 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

5 Nelson Trail, Henry Island
$2,099,000
3 Beds ⋅ 2 Baths ⋅ 2537055 MLS ⋅ ACTIVE Status
A rare opportunity to experience the coveted Henry Island lifestyle—just minutes from Roche Harbor—this exceptional turnkey retreat offers privacy, comfort, and stunning natural beauty. The beautifully remodeled main residence features 3 bedrooms, a loft, and 2 baths, anchored by a custom gourmet kitchen and expansive ironwood decks—perfect for entertaining or unwinding in a serene island setting. A separate, fully updated 1,100 sq ft guest cottage includes 1 bedroom, a loft, and 1.5 baths, providing ideal accommodations for guests or extended stays. Both homes come furnished for your convenience. Set on a picturesque, treed property, the offering includes access to a waterfront common area, two spaces on a deep-water dock, and two deep water registered mooring buoy. Fully equipped with power, septic, water, and road access, the property blends convenience with seclusion. Enjoy sweeping views toward Roche Harbor and ever-changing boating activity, all while being just a short boat ride away from its marina, dining, and amenities. Relax with premium outdoor features, including an infrared sauna and hot tub. This rare two-lot package also includes a second lot with water and power in place, plus a viewing platform—offering future potential or added privacy. Perfect for island living, entertaining, or multi-generational use, this unique compound also includes a 2020 Polaris Ranger Crew 1000 EPS for exploring all that Henry Island has to offer.

5 Nelson Trail, Henry Island

Listing Broker: Coldwell Banker San Juan Is.; Jane Sawyer; 360-317-8609; jane@sanjuanislands.com

1669 Three Corner Lake Road, San Juan Island
$699,000
1 Beds ⋅ 2 Baths ⋅ 2533127 MLS ⋅ ACTIVE Status
Set on 3.7 acres in the heart of the island, this thoughtfully designed Northwest retreat offers exceptional privacy, natural beauty, and timeless appeal. This 1,804 sq ft home that was remodeled in 2021 features an airy, open-concept layout with abundant natural light, a spacious primary suite, versatile bonus room, and charming loft space with a roof-top deck ideal for guests, office, or creative use. Expansive decking creates seamless indoor-outdoor living, perfectly suited for entertaining or enjoying the peaceful surroundings. Warm architectural details, quality craftsmanship, and a refined blend of rustic and contemporary finishes give the home a welcoming yet sophisticated feel. Surrounded by nature and tucked away from the road, this property captures the essence of quiet island living while remaining centrally located. A rare opportunity to own a private sanctuary in an idyllic setting.

1669 Three Corner Lake Road, San Juan Island

Listing Broker: Coldwell Banker San Juan Is.; Emma Brand; 360-298-4545; emma@sanjuanislands.com

27 Dryad Place, Lopez Island
$799,000
3 Beds ⋅ 4 Baths ⋅ 2529742 MLS ⋅ ACTIVE Status
Experience refined island living from this beautifully remodeled Northwest contemporary, ideally situated near the heart of Lopez Island. Thoughtfully reimagined with an emphasis on style, comfort, and quality, the 3-bedroom, 4-bath residence features vaulted ceilings, engineered hardwood floors, spa-inspired tile baths, sleek cabinetry, stainless steel appliances, and a striking slate-surround woodburning fireplace. Ductless heat pumps, LED lighting, and carefully selected finishes create a sophisticated yet welcoming atmosphere throughout. Expansive new cedar decking invites effortless indoor-outdoor living—perfect for leisurely mornings, alfresco dinners, and summer evenings with friends. Coveted access to a shared dock on Fisherman Bay places boating, kayaking, and days on the water within easy reach. Just moments from Lopez Village dining, shops, and island amenities, this turnkey retreat beautifully balances contemporary design, waterfront access, and the understated luxury of life on Lopez Island.

27 Dryad Place, Lopez Island

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

1022 Deer Harbor Road, Orcas Island
$2,250,000
2 Beds ⋅ 2 Baths ⋅ 2527089 MLS ⋅ ACTIVE Status
Stunning sun-filled waterfront retreat in highly sought-after West Sound, featuring a 44’ deepwater dock and private shoreline. Expansive and unobstructed south-facing views stretch across the Salish Sea, surrounding islands, and the Olympic Mountains. Thoughtfully designed with high-end finishes throughout, this luxurious 1,200± square ft home includes radiant hydro floor heating, steam shower, gas fireplaces in both the living room and bedroom, Hubbardton Forge fixtures, ironwood decking, solar panels, hot tub, outdoor shower, and EV charging outlet. Enjoy easy access to the beach, or relax on the expansive deck and take in breathtaking sunsets. A rare opportunity to own an exceptional island waterfront getaway.

1022 Deer Harbor Road, Orcas Island

Listing Broker: COMPASS; Kevin Ranker; 360-472-1850; kevin.ranker@compass.com

942 Deer Harbor Road, Orcas Island
$1,500,000
2 Beds ⋅ 3 Baths ⋅ 2522283 MLS ⋅ ACTIVE Status
Rare opportunity in the heart of West Sound! Ideally situated on the corner of Deer Harbor Road and Crow Valley Road, this charming property enjoys a premier location just 50 feet from the waterfront, approximately 200 feet from the public beach and dock, and moments from the yacht club. This coveted offering includes a valuable transient rental permit, creating exceptional flexibility for personal use, vacation rental income, or both. The thoughtfully designed two-bedroom, three-bath home features comfortable living spaces and strong income-producing potential, with the upper level consistently rented throughout the summer season. Whether you are seeking an island getaway, investment property, or full-time residence near the marina and waterfront amenities, this one-of-a-kind West Sound property is a rare find.

942 Deer Harbor Road, Orcas Island

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

726 Pine Ridge Drive, Orcas Island
$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

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

260 Grey Havens Loop, Orcas Island

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

5 Nelson Trail, Henry Island
$2,099,000
3 Beds ⋅ 2 Baths ⋅ 2499486 MLS ⋅ ACTIVE Status
A rare opportunity to experience the coveted Henry Island lifestyle—just minutes from Roche Harbor—this exceptional turnkey retreat offers privacy, comfort, and stunning natural beauty. The beautifully remodeled main residence features 3 bedrooms, a loft, and 2 baths, anchored by a custom gourmet kitchen and expansive ironwood decks—perfect for entertaining or unwinding in a serene island setting. A separate, fully updated 1,100 sq ft guest cottage includes 1 bedroom, a loft, and 1.5 baths, providing ideal accommodations for guests or extended stays. Both homes come furnished for your convenience. Set on a picturesque, treed property, the offering includes access to a waterfront common area, two spaces on a deep-water dock, and one deep water registered mooring buoy. Fully equipped with power, septic, water, and road access, the property blends convenience with seclusion. Enjoy sweeping views toward Roche Harbor and ever-changing boating activity, all while being just a short boat ride away from its marina, dining, and amenities. Relax with premium outdoor features, including an infrared sauna and hot tub. This rare two-lot package also includes a second lot with water and power in place, plus a viewing platform—offering future potential or added privacy. Perfect for island living, entertaining, or multi-generational use, this unique compound also includes a 2020 Polaris Ranger Crew 1000 EPS for exploring all that Henry Island has to offer.

5 Nelson Trail, Henry Island

Listing Broker: Coldwell Banker San Juan Is.; Jane Sawyer; 360-317-8609; jane@sanjuanislands.com

164 Songbird Lane, Friday Harbor
$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

1898 Bayshore Road, Lopez Island
$1,395,000
4 Beds ⋅ 4 Baths ⋅ 2499483 MLS ⋅ ACTIVE Status
Rare Lopez Island waterfront home with mooring buoy on Fisherman Bay. Turnkey 3,950 sq ft estate includes 3 parcels and offers incredible value for those seeking space, serenity, and unmatched island living. The elegant 4 bedroom, 3.5 bath home features a gourmet kitchen, luxury finishes, and light-filled spaces that flow to a generous patio and expansive decks— ideal for entertaining or simply soaking in the tranquil views. The finished daylight basement includes a wine cellar, craft area, and gym. Two additional building lots offer space to grow. The fully fenced property includes a productive garden and fruit trees. A private, peaceful retreat blending luxury, nature, and island charm.

1898 Bayshore Road, Lopez Island

Listing Broker: Coldwell Banker San Juan Is.; Jane Sawyer; 360-317-8609; jane@sanjuanislands.com

Friday Harbor
$35,000,000
11 Beds ⋅ 13 Baths ⋅ 2495846 MLS ⋅ ACTIVE Status
Presenting Halftide Farms. A gated 90± acre waterfront estate on San Juan Island, with 650± feet of pristine low-bank beachfront & commanding panoramic views across open water to Mount Baker. Curated over three decades and built by Schultz Miller, the estate spans approx, 19,000± SF across six structures, including three primary residences, The Beach House, The Farm House, and The Field House — each with its own guest cottage, a bunkhouse, game house, & caretaker’s residence. Resort-level amenities include two pools with cabana, tennis & pickleball courts, a 3-hole golf course, four ponds, a greenhouse, & two mooring buoys. Anchored by Friday Harbor & the iconic Roche Harbor Resort, San Juan Island offers world-class yachting, dining, coastal charm, hiking, biking, fishing, crabbing, whale watching, paddleboarding, kayaking, boating, exceptional culinary experiences, & access to quality healthcare. Ranked by Travel + Leisure among the top islands in the continental U.S. for five consecutive years, the San Juan Islands have long captured global attention. What the world couldn’t access until now is this: an estate without equal. Arrive by seaplane from Seattle in approx. 45 minutes, private jet via Friday Harbor Airport or nearby Bellingham Airport, private vessel to your shoreline, or ferry through the San Juan archipelago. Vancouver, BC lies just 60 miles to the north. A rare Washington legacy acquisition for a buyer who thinks in generations.

Friday Harbor

Listing Broker: The Agency Seattle/Eastside; Jen Cameron; 425-305-9400; jen.cameron@theagencyre.com

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

121 Marine Drive, Blakely Island

Listing Broker: Bellwether Real Estate; Donnie Rubenack; 360-815-1168; donnie@bellwetherrealestate.com

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

89 Flint Road, Lopez Island

Listing Broker: Windermere RE/Lopez Island; Megan McLean; 360-223-7990; meganintheislands@gmail.com

1022 & 1024 Deer Harbor Road, Orcas Island
$2,980,000
2 Beds ⋅ 2 Baths ⋅ 2508508 MLS ⋅ ACTIVE Status
Stunning waterfront estate spanning two sun-filled parcels with 44’ deepwater dock in extremely desirable West sound. Expansive south-facing views look over Salish Sea, outer islands and Olympic Mountains in the distance. Property includes a shared dock and a mooring buoy. The approximately 1200 square-foot luxury home on the first lot is finished with high-end materials, hydro floor heating throughout, steam shower, gas fireplaces in living room and bedroom, Hubbardton Forge fixtures, ironwood deck, solar panels, hot tub, outdoor shower, and an EV outlet. The property offers the flexibility to reside in the existing home and build a new residence on the upper lot, which already has a three-bedroom septic drain-field and on-site utilities.

1022 & 1024 Deer Harbor Road, Orcas Island

Listing Broker: COMPASS; Kevin Ranker; 360-472-1850; kevin.ranker@compass.com

205 Makah Street, Center Island
$480,000
2 Beds ⋅ 2 Baths ⋅ 2504140 MLS ⋅ ACTIVE Status
Welcome to the heart-shaped paradise of 180-acre Center Island—where days are filled with fishing, crabbing, kayaking, and boating, and nights are spent on the deck under star-filled skies. This charming, furnished Lindal cedar home offers vaulted ceilings, an airy open floor plan, and high-end finishes. After your adventures, unwind in the main-floor bedroom or retreat to the spacious upstairs hideaway. Golf cart garage attached, PLUS this property offers a rare island find- a nice shop with an upstairs unfinished bonus space! Community members enjoy 2 docks, airstrip, clubhouse, and a golf-cart-only lifestyle—just a 30-minute water taxi from Anacortes. Yes, you can live in this peaceful island year 'round OR just come for the weekend!

205 Makah Street, Center Island

Listing Broker: John L. Scott RE Cle Elum; Stephanie Zipperer; 509-674-6336; StephanieMo@JohnLScott.com

68 Sylvan Cove West, Decatur Island
$795,000
2 Beds ⋅ 1 Baths ⋅ 2495781 MLS ⋅ ACTIVE Status
Wanting a home at the beach? This island retreat sits less than 50 yards from the water, with sweeping views toward Thatcher Pass and the surrounding islands. It’s a great getaway from Seattle and a second home in the islands doesn’t have to mean long ferry lines or complicated logistics. A private passenger ferry can bring you to Decatur Island from Anacortes in about 30 minutes and you'll find just what you've been looking for. Inside, the home is warm, bright, and easy to settle into: wood floors, vaulted ceilings, a cozy propane stove, and sunlight pouring through generous windows. The kitchen features stainless steel appliances, including a new induction range and Bosch refrigerator, and looks out over a gently sloping green hillside where sheep often wander. The open "Great Room" keeps cooking, dining, and relaxing connected. A main-floor primary bedroom and ¾ bath add convenience, while upstairs offers another bedroom plus a spacious bonus room perfect for guests, movie nights, or a dedicated home office. Beds, dresser and Eames-style chair can stay. Also includes 2020 Yamaha golf cart. Decatur Northwest spans 600 acres of forest, meadow, and shoreline, with two sandy beaches, a deep-water dock, regularly scheduled private passenger ferry, Skyline parking space, tennis courts, community gardens, and miles of trails. Whether you’re into kayaking, beachcombing, hiking, or simply unwinding in nature, this island home at Sylvan Cove offers it all.

68 Sylvan Cove West, Decatur Island

Listing Broker: Windermere RE Anacortes Prop.; Sarah E. Jones; ;

473 Wishkah Lane, Center Island
$365,000
2 Beds ⋅ 2 Baths ⋅ 2491240 MLS ⋅ ACTIVE Status
Craftsmanship and character define this one-of-a-kind log cabin retreat, built with local logs, vintage windows, and wide-plank flooring. The centrally located wood stove keeps the whole home warm, and the stocked woodshed means you’re set for the season. A cozy sleeping loft invites slow mornings, while the open great-room layout keeps cooking, relaxing, and gathering all in one easy flow. Enjoy the sounds of the birds while you have your morning coffee on the covered porch. You may even have a deer come by for a visit. A separate one-bedroom studio gives guests their own space, complete with a half bath. Tall firs surround the cabin, yet the southwest exposure brings in generous natural light. A well-designed shop and attached golf-cart carport keep tools and gear protected. The property is offered turn-key, including furnishings, golf cart, and crab pots. Just bring your toothbrush and start enjoying island life. Pilots will appreciate the quick access to Center Island’s private 1,600' airstrip — perfect for spontaneous fly-ins and weekend escapes. Center Island is non-ferry-served, so no long ferry lines; two water taxis run multiple trips daily, typically a 30-minute ride from Anacortes. The community offers full-time caretakers, two deep-water docks, a clubhouse with laundry and full kitchen, waterfront picnic areas, and scenic roads and trails. Broadband available. $257 special assmt 2026. Community water system is only available to homes occupied 180 days or less.

473 Wishkah Lane, Center Island

Listing Broker: Windermere RE Anacortes Prop.; Sarah E. Jones; 360-333-2783; sarahj@windermere.com

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