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$1,795,000
4 Beds ⋅ 4 Baths ⋅ 2564603 MLS ⋅ ACTIVE Status
Experience the best of San Juan Island living in this exceptional waterview home, where privacy, craftsmanship, and timeless design come together on 2.5 peaceful acres. Located only three miles from town, this property is thoughtfully positioned to capture the unforgettable scenery and views. Custom designed with contemporary elegance, offering a warm light-filled interior with striking windows surrounding the high ceilings, rich hardwood flooring, fine wood craftsmanship, and an open layout. The spacious primary suite is its own scenic retreat, while two additional bedrooms, a dedicated family room and inviting living spaces provide room for every lifestyle. One of the property's most valuable features is the attached Mother-in-Law Suite, complete with a private entrance, full kitchen, living room, bedroom, full bath, and patio. Perfectly suited for extended guests or offers the opportunity to use as a long-term rental, adding flexibility and value without sacrificing privacy. Outside, both natural and landscape design create a serene setting to relax, entertain, garden or simply enjoy the peaceful surroundings. An oversized garage with workshop space provides room for hobbies and storage. Just down the street, a community beach invites you to experience everything island life has to offer. You must see in person to fully appreciate this thoughtfully designed and well maintained residence. This rare offering delivers an exceptional lifestyle in one remarkable package.

164 Bramblewood Lane, Friday Harbor

Listing courtesy of Island Grp Sotheby's Int Rlty.

$1,295,000
2 Beds ⋅ 2 Baths ⋅ 2562099 MLS ⋅ ACTIVE Status
WESTSIDE BEACH HOUSE - Sunny western views of San Juan Channel and SJ Island from this 2 bedroom, 2 bath beach house. 120 ft of waterfront and over 2 acres with mature woods and good well. The living room has a vaulted open beam ceiling, large western view windows and brick fireplace with space to sit on the hearth on a winter day. The dining area is adjacent to the slider to the newish deck and the kitchen sports granite counters. The finished, water view daylight basement with second fireplace is perfect for all the extra guests and activities + it includes a sauna. Kick back with a good book and cup of coffee on the large deck or hop in the hot tub. Enjoy all day sun with a front row seat to great sunsets. There is plenty of room to garden and then down to look for agates or take a long stroll on the beach. 16ft by 16ft outbuilding for all your garden tools, kayaks or even a small car. Off the beaten path yet close to the Village and all it has to offer.

1368 Channel Road, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$2,095,000
3 Beds ⋅ 2 Baths ⋅ 2557996 MLS ⋅ ACTIVE Status
Experience the island lifestyle in this exceptional southwest-facing Craftsman home, perfectly positioned on 5.02 sunny, level acres with picturesque water views stretching across Haro Strait to the Olympic Mountains, and the Strait of Juan de Fuca. Beautifully landscaped grounds feature a graceful courtyard garden with arbors and inviting sitting areas, creating a warm welcome. Designed for effortless single-level living, the thoughtfully crafted home showcases timber-frame ceilings, irreplaceable reclaimed heart pine timbers from early 19th century mills that were re-milled into flooring, a striking rock fireplace with custom built-ins, and expansive windows that capture the spectacular scenery. A charming sunroom provides the perfect place to relax and enjoy the ever-changing views. The open galley kitchen offers custom cabinetry, stone countertops, and premium appliances. The primary suite enjoys sweeping water and mountain views, an en-suite bath with dual vanities, oversized shower, and walk-in closet. A spacious guest suite also features water views and an attached bath, while a cozy third bedroom overlooks peaceful territorial scenery. A dedicated office with custom built-in desk and cabinetry makes working from home a pleasure. Additional highlights include an attached garage, a woodworker's dream shop, and a 2-car carport with an adjoining garden shed. Ideally located near Eagle Cove County Beach and American Camp National Park with hiking trails and beaches.

587 Old Johnson Rdwy, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$795,000
4 Beds ⋅ 2 Baths ⋅ 2563442 MLS ⋅ ACTIVE Status
Open, airy, and quiet - a perfect place for your Lopez Island retreat. Clean and simple 4 bed 1&3/4 bath house on 1.4 acres, lots of outdoor space for pets, play, and gardens. The expansive 440 sf. cedar deck provides a great space for spending time out in the sun, entertaining or wildlife watching. Inside has a great flow, with vaulted ceilings lending to a very spacious and light feeling. Lots of flexibility with 2 bedrooms on the main floor and 2 bedrooms downstairs. Plenty of closets and pantry space. The house is newly remodeled, with a brand new daylight basement featuring stained concrete floors. Twin minisplits mean efficient heating and A/C, and the community water system provides a reliable supply of some of the best water on Lopez. Behind the house is a mature fir and cedar forest, providing habitat for the local deer and other critters. Located close to the best hiking trails and public lands on Lopez - Iceberg Point, Point Colville, and Watmough Bay. Seller is a licensed real estate broker with Windermere Real Estate in Washington State.

610 Pavey Boulevard, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$795,000
4 Beds ⋅ 2 Baths ⋅ 2553895 MLS ⋅ ACTIVE Status
Welcome to this beautifully built 4-bedroom, 2-bath home located in one of the area’s most desirable neighborhoods just minutes from town. Thoughtfully designed with modern finishes, an open and inviting floor plan, and abundant natural light, this home offers the perfect blend of comfort and style for everyday living. A detached two-car garage provides plenty of room for vehicles, storage, or a workshop, while the spacious yard offers endless possibilities for outdoor entertaining, gardening, or simply relaxing.Nature lovers will appreciate the home’s exceptional location adjacent to peaceful public walking trails and Linde Park, making it easy to enjoy morning strolls, evening walks, or outdoor recreation just steps from your front door. Offering the tranquility of a quiet neighborhood with the convenience of nearby shopping, schools, dining, and services, this move-in-ready home is an outstanding opportunity to enjoy the best of both worlds.

533 Kelsando Circle, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$1,098,000
2 Beds ⋅ 2 Baths ⋅ 2560298 MLS ⋅ ACTIVE Status
Waterfront living on the coveted south end of Lopez Island you'll find this one owner, custom build that has a coveted, Short Term Rental Permit! Nestled along the tranquil shores of Barlow Bay, this inviting beach home offers an exceptional opportunity to experience island life at its finest. With 118 feet of private waterfront and owned tidelands, you'll enjoy direct access to a beautiful walk-out beach—perfect for kayaking, paddleboarding, beachcombing, or simply soaking in the ever-changing views of the Salish Sea. The heart of the home is the open-concept great room and dining area, where expansive windows frame tranquil water and beach views. The spacious kitchen offers ample prep space and bar seating, inviting guests to gather as you prepare seafood freshly harvested from the bay. Upstairs, oversized bedrooms with walk-in closets provide comfortable accommodations, complemented by a spacious full bath and a flexible media loft that doubles as an additional sleeping area—ideal for hosting weekend guests or multi-generational gatherings. Thoughtfully designed to embrace its peaceful surroundings, the home features a welcoming covered front porch, timeless cedar shingle exterior, and spacious interiors filled with natural light. Whether you're hosting friends, enjoying quiet mornings with coffee overlooking the water, or ending the day watching spectacular sunsets, every moment here feels like a retreat. Sold turn-key, furnished. Ask about a dock/slip nearby!

1335 Mackaye Harbor Road, Lopez Island

Listing courtesy of Windermere Real Estate/HLC.

$795,000
2 Beds ⋅ 2 Baths ⋅ 2560222 MLS ⋅ ACTIVE Status
Discover a truly one-of-a-kind property featuring a thoughtfully designed passive solar home that blends energy efficiency with the beauty of its natural surroundings. The attached solarium captures the sun's warmth and passively distributes heat throughout the home, reaching all the way to the second floor for year-round comfort. Inside, you'll find two spacious bedrooms, two full bathrooms, a welcoming dining area, and a cozy living room centered around a freestanding propane stove. While the home's exterior has a distinctive architectural appearance, most of the windows are strategically positioned on the east side to maximize natural light and take full advantage of the passive solar design. A large detached two-car garage includes a generously sized heated loft, offering endless possibilities for a workshop, studio, home office, or additional storage. Set on beautiful, mostly level land, the property is carpeted with lush moss that creates a peaceful woodland setting and naturally minimizes landscape maintenance. If you're looking for privacy, sustainability, and a truly unique home surrounded by nature, this property is a must-see. This home has a new metal roof...gutters...appliances...paint and refinished wood floors.

28 Channel Heights Way, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$650,000
2 Beds ⋅ 2 Baths ⋅ 2559747 MLS ⋅ ACTIVE Status
If you've been looking for a home on a private island in the San Juans, look no further. Fly in, tie up, or take the ferry — then come home to a private garden unlike anything else on the island. A grassy path winds past a dry-stacked stone wall thick with sword ferns and moss, beneath Douglas Fir and Japanese Maple. Rhododendrons, hostas, madrona, and a flowering cherry that opens in spring. A waterfall fed by its own pond keeps the sound of water everywhere on the property. Inside, a remodeled gourmet kitchen and updated bathrooms. Outside, an elevated deck on river-rock columns sits level with the canopy, with covered storage and firewood below. Fish the lake, swim off the float, walk the trails. The island has its own airstrip, marina, general store, community docks, beach rights, and lakes. Come see it before summer's over. Private Island and must be accompanied by listing broker. Non-residents are only allowed in the marina area and the General Store. Please provide a minimum of 24 hours notice.

95 Marine Drive, Blakely Island

Listing courtesy of Bellwether Real Estate.

$1,300,000
2 Beds ⋅ 3 Baths ⋅ 2551597 MLS ⋅ ACTIVE Status
Welcome to this very well-built, light filled 2 bedroom, 2 1/2 bath home situated just moments from the heart of the village. Boasting desirable south facing water views over East Sound, this property is bathed in brilliant natural sunshine throughout the day. Step inside to an inviting open-concept living and dining space, perfect for entertaining or quiet evenings by the wood stove. The large kitchen features rich cabinets with generous storage and counter space for all your culinary needs. Utility room, with half bath, is conveniently located just off the kitchen. The versatile upper level presents a perfect layout for primary suite with large sitting area, 3/4 bath and additional storage. Outside, retreat to your sturdy stone patio and serene fully fenced oasis featuring beautifully landscaped gardens and abundant mature fruit trees, all inside the circular driveway bordering the yard. Enjoy sunny afternoons gardening in peaceful surroundings while remaining just minutes from the village shops, dining and amenities. One car detached garage/shop would be ideal for private office, artist studio or a number of uses. The fenced garden is awash with mature roses, lavender, fruit trees, and much more. Served by Eastsound Water and Sewer. A true must see!

136 Myers, Orcas Island

Listing courtesy of COMPASS.

$995,000
2 Beds ⋅ 3 Baths ⋅ 2553207 MLS ⋅ ACTIVE Status
Architecturally designed and quality built, this beautiful home is nestled among the trees, offering privacy, tranquility, and timeless appeal. The light-filled open floor plan seamlessly connects the living room, dining area, and spacious primary suite, all of which open onto an expansive private deck—perfect for relaxing, entertaining, or simply enjoying the peaceful natural surroundings. Beautiful windows, French doors, and a dramatic vaulted ceiling with a large skylight fill the home with abundant natural light. Two generous bedrooms plus a dedicated office provide flexible living space, while custom built-in bookcases add warmth, character, and functionality throughout. The attached two-car garage includes a separate storage room, providing plenty of space for vehicles, hobbies, and outdoor gear. If you're looking for a thoughtfully designed home in a serene woodland setting, this is one you won't want to miss.

918 Terrace Drive, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$850,000
1 Beds ⋅ 1 Baths ⋅ 2553672 MLS ⋅ ACTIVE Status
Wind up the driveway and settle into the quiet of nearly six magical, private acres perched above the waters of East Sound. Meander up the trail past the cabin to a bench at the top of the bluff, where sweeping views stretch across East Sound to Rosario and Mount Constitution—an inspiring setting for a future island home. Tucked into the woods, the rustic 696-square-foot, one-bedroom cabin was built in 1998 and offers simple, comfortable living while you design your future home. Features include an attached garage and a wraparound deck, with a large screened area for relaxed outdoor living, wildlife watching, and peaceful time beneath the trees. A three-bedroom septic system is already installed to accommodate future expansion.The wooded property slopes down to a level, meadow with a pond and is filled with the natural beauty and peaceful character of Orcas Island. Breathe deeply. Slow down. You are on Orcas Island.

37 Silvermoon Lane, Orcas Island

Listing courtesy of Orcas Island Realty.

$799,000
2 Beds ⋅ 2 Baths ⋅ 2549923 MLS ⋅ ACTIVE Status
Priced to Sell! Charming two-bedroom cabin on a generous waterfront lot at the end of a quiet dead-end road. This warm, wood-lined home could be an ideal full-time residence or an easy vacation getaway. The main floor features a large entry, an open kitchen and great room with a propane fireplace, a pantry, a laundry room with a classic soapstone sink, a half bath, and an office that can double as guest space. Upstairs are two comfortable bedrooms and a ¾ bath. Storage is abundant throughout the home, and the spacious one-car garage with electric door provides covered parking, a dedicated workshop area, and ample tool space. An expansive, low-maintenance deck overlooks beautiful water views and the meadow below. The sloping hillside offers plenty of room for a large garden and/or orchard. Below the house is a private waterside deck—perfect for soaking up afternoon sun and watching the boat traffic in the channel between Lopez and Decatur. Access the water at the nearby community beach. One of the most affordable waterfront homes in the islands!

437 Sunrise Road, Lopez Island

Listing courtesy of Windermere RE Anacortes Prop..

$1,595,000
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 0f 2026.

750 Shaner Armstrong Road, Orcas Island

Listing courtesy of COMPASS.

$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 10-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 courtesy of John L. Scott, Inc..

$925,000
2 Beds ⋅ 4 Baths ⋅ 2552790 MLS ⋅ ACTIVE Status
Sunny, private, and beautiful - south facing 2 bed 2.5 bath 2500 s.f. home on 8 acres on the south end. Listed below assessed value. Excellent spot for growing a garden, an orchard, or just enjoying your pasture surrounded by wildflowers. A 350 s.f. green house offers a great place for starts or tomatoes. A large parking area in back of the house gives you plenty of room for your boat, camper, or trailers, and the 1000 s.f. garage means plenty of room for inside parking or shop/storage space. The northern half of the property is heavily wooded with a mature fir forest. The massive two story river rock chimney has a pass through fireplace on the main floor and a second fireplace in the master bedroom. There is also a second master bedroom upstairs with an ensuite bath, and a studio/office space with it's own bathroom leaves lots of room for guests or working from home. Good producing well, and the south end location puts you 5 minutes away from some of the best public beaches on the Island - Watmough Bay, Iceberg Point, and Point Colville. The county boat launch is just around the corner.

83 Islandale, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$505,000
1 Beds ⋅ 1 Baths ⋅ 2549363 MLS ⋅ ACTIVE Status
Delightful home located in the Town of Friday Harbor, offering the perfect blend of comfort, character, and convenience. This thoughtfully updated 900-square-foot home is just minutes from schools, shopping, restaurants, grocery stores, and all the amenities of downtown, and Linde Park is just a short distance away. Situated on a quiet, level lot in a peaceful neighborhood, the property provides plenty of space for gardening, outdoor entertaining, play, or simply relaxing. Meticulously maintained, the home has been extensively updated with a new roof, new cedar exterior siding, energy-efficient double-pane windows, fir doors, and hardwood flooring throughout the main level. The loft features cork flooring with triple-layers designed to reduce noise, along with custom maple stairs accented by handcrafted copper railings. The kitchen has been tastefully updated with alder cabinetry featuring solid maple interiors, complemented by updated appliances. The inviting interior includes one main-level bedroom and a full bathroom conveniently located just across the hall. The spacious loft offers exceptional flexibility and can easily serve as a second bedroom, home office, media room, or creative space. This move-in-ready home is an ideal opportunity to enjoy island living in a desirable in-town location.

745 Larson Street Unit #B, Friday Harbor

Listing courtesy of Island Grp Sotheby's Int Rlty.

$1,360,000
1 Baths ⋅ 2549539 MLS ⋅ ACTIVE Status
ON THE EDGE OF THE BAY sits this very special property---27+ acres and 805 feet of waterfront. This land has been in the same family for over 80+ years. Take in views of Mud Bay & Lopez Sound from a sweet little cabin with new wrap around covered deck and bathroom. A cozy step back from our busy world. You will never tire of watching the summer sunsets & boats on the bay. Take the stairs to get up close and wander around on the beach. Or take a walk on the many trails through the mature woods. Or check out what's going on at the pond. Lots of nature everywhere---listen to the birds sing and the tides run. The shower house is perfect for extra guests camping and has plenty of space for a future washer & dryer. A detached double car garage (964 sqft) holds the tractor, mower, water toys and more---a place to tinker to your heart's delight. The finished back quarter of the building is great for projects or indoor play. Mud Bay and surrounds is good for crabbing, kayaking & watching wildlife. And you are close to boat launches, southend parks & hiking trails plus the Islandale Market. The San Juan Preservation Trust recognized the significant value of this property and signed a Conservation Easement to protect this land for generations to come.

304 Frances Lane, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$1,495,000
3 Beds ⋅ 3 Baths ⋅ 2548430 MLS ⋅ ACTIVE Status
Marine & Territorial Views---This totally remodeled, 3 bedroom, 2.5 bath rambler with lower level is perched on a sunny knoll with panoramic views of Swift Bay, ferry lanes and surrounds. From the Brazilian granite counters to the induction stove with warming drawer, this kitchen is made to love. And, it is front and center to take in the sunny views and ferries gliding by. The main floor has a propane fireplace, desk nook & hickory floors alongside the spacious dining area with built-in buffet & lighted cabinets. Just down a short hall is the primary bedroom with lighted closets and bath with double vanity sinks, glass wall shower & spa tub. And the tile floor is heated. The laundry room has plenty of storage and large sink. The lower level incl a family room with wood stove, large office w/closet, bonus room currently used for exercise plus 2 bedrooms with king-size beds & lighted closets and a three-quarter bath with double vanity sinks & heated floor. The 5 acres is a good mix with half mature woods perfect for walking trails and half sunny pasture with room for a few animals. Small vintage barn plus two 14ft by 40ft insulated, well-built outbuildings for your car, toys and shop. Close to Spencer Spit Park & beach access on Swift Bay. Convenient to both Lopez Village and the ferry landing. You will never tire of watching the majestic views. What more could you need for good living on Lopez Island.

103 Less Traveled Road, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$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 courtesy of COMPASS.

$7,900,000
4 Beds ⋅ 7 Baths ⋅ 2543410 MLS ⋅ ACTIVE Status
Extraordinary generational Blakely Island beachfront estate with remarkable sun-drenched southern exposure. This exceptional private estate offers a rare blend of luxury and serene island living. Designed as a private retreat, four distinct coastal structures and the accompanying airport hangar balance comfort, entertainment, natural beauty for multiple generations with convenient access. The main house showcases refined craftsmanship with custom inlaid hardwood floors, a sun-filled living area with pool table and full bar, two ensuite bedrooms, kitchen, dining area, steam room, and an expansive deck with sweeping views. Steps from the hundreds of feet of private shoreline, the beach house delivers an immersive coastal experience: open-concept living and dining, a marble bar, state-of-the-art sound and lighting, and nano doors opening to a wraparound deck where the rhythm of the sea becomes part of everyday life. A large hangar at the neighboring airstrip rounds out the estate—ready to house your aircraft, boat, or an impressive collection of toys and recreational gear. This south-facing retreat is more than a property—it's a legacy estate in the San Juan Islands.

450 Eagle Bay Road, Blakely Island

Listing courtesy of COMPASS.

$3,995,000
5 Beds ⋅ 5 Baths ⋅ 2545317 MLS ⋅ ACTIVE Status
A private waterfront world in the heart of Deer Harbor. Set on nearly 3.5 fully fenced acres with protected moorage, 117 Legend Lane offers a rare collection of living spaces designed for gathering, retreat, and life on the water. The harbor-facing main residence is complemented by separate guest accommodations, a Zen-inspired bunkhouse, Tiki bar, and a standalone wellness studio with sauna, creating a true compound experience rarely found in the San Juan Islands. Expansive decks, mature landscaping, intimate outdoor gathering spaces, and a private dock connect the property to the rhythms of Deer Harbor and the surrounding Salish Sea. Flexible, private, and exceptionally difficult to replicate today, this is a legacy-caliber waterfront offering in one of Orcas Island's most treasured settings.

117 Legend Lane, Orcas Island

Listing courtesy of COMPASS.

$1,657,750
2 Beds ⋅ 2 Baths ⋅ 2543805 MLS ⋅ ACTIVE Status
Experience island living at its finest in this beautifully maintained contemporary waterfront home on 1.25 acres with 150 feet of private shoreline in the coveted San Juan Drive neighborhood. Thoughtfully designed to capture spectacular water views, the home features soaring vaulted ceilings, expansive windows, and light-filled open living spaces ideal for entertaining and everyday comfort. Wake to breathtaking sunrise views over the water, watch passing boats, soaring eagles, seals, and abundant marine wildlife, and enjoy the serenity of this exceptional waterfront setting. The 1.25-acre parcel offers privacy while maximizing the home's stunning outlook. Conveniently located just minutes from the marina, dining, and amenities of Roche Harbor Resort, as well as the scenic shoreline and trails of Ruben Tarte Park. A rare opportunity to own a premier waterfront retreat where spectacular views, privacy, and the best of San Juan Island living come together.

976 San Juan Drive, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$879,000
3 Beds ⋅ 2 Baths ⋅ 2542636 MLS ⋅ ACTIVE Status
Sweet lovingly cared for Rambler with open living concept space on a .57 Acre large lot with peekaboo views to the water nearby. Three bedroom w/ 1 3/4 baths. Garage area closed in nicely for added living spaces. Wonderful large newer deck for entertaining right off kitchen with copious flower beds surrounding. Large driveway spaces with carport/shop/outbuilding area that could be expanded upon with a carriage house, Studio, or larger shop. Amazing well tended mature plantings of fruit and flowers surrounding all fenced in. Mature Ornamental trees and flowering shrubs everywhere that extend the feeling of privacy within floral enjoyment abounding. A gardener's dream and then some with green lawn areas too. Large lots surrounding for a feeling of spaciousness and what comes with that. Just 6 minutes to Eastsound and all the amenities it avails one. This lovely dwelling and it's bountiful gardens are all in their full splendor now awaiting your viewing pleasure.

96 SCENIC Lane, Orcas Island

Listing courtesy of Offshore Properties LLC.

$857,000
3 Beds ⋅ 2 Baths ⋅ 2536457 MLS ⋅ ACTIVE Status
Beautiful Northwest Contemporary located on the outskirts of the village of Eastsound. This lovingly maintained 3-bedroom, 2-bath, 1664 Sq. ft. single-level custom home feature a vaulted great room as the center of the home. Primary bedroom suite on one side of great room and two additional bedrooms with a shared full bath are located on the other side of the great room. Radiant heated floors and quality finishes throughout this well laid out home. Roof, kitchen appliances and fixtures are only a few years old. Clean and ready to occupy! The primary bedroom has an ensuite bath and two walk-in closets. There is an attached heated two-car garage. French doors lead out to a large private Brazilian rosewood deck for summer outdoor entertaining. Rock Island Fiber for the exceptional connectivity. A county public right-of-way waterfront is just around the corner at the end of Buckhorn Rd. for water access. Clean and ready to occupy home just minutes to the Village of Eastsound and Moran State Park.

143 Raccoon Point Road, Orcas Island

Listing courtesy of True North Realty.

$1,990,000
4 Beds ⋅ 4 Baths ⋅ 2535522 MLS ⋅ ACTIVE Status
Sanctuary found. From the forever views across islands and sea to the Cascade Mountains, to the 15 peaceful acres of forest, field and year-round pond that’s a magnet for birds and other wildlife, this Orcas Island oasis invites you to relax and connect. An alluring drive leads to the heart of the property, a 3814 sq.ft. home built by Con Russell that combines enduring craftsmanship with a warm and welcoming feel. The cozy library and gathering spaces draw you in with Brazilian cherry floors, wood ceilings, built-ins, a striking brick fireplace and windows all around to capture light and views. You'll appreciate cooking in the well-arranged kitchen designed by Bonnie Ward which comes fully equipped with Viking 6-burner cooktop, pot filler, prep sink, 2 ovens and walk-in pantry. Wake to sunrise views from the main-level primary suite or upper-level suite, each with private balcony, perfect for morning coffee & moonlit nights. Lower level offers 1247 sq.ft. flex space for work, exercise, hobbies & guests, plus a heated workshop with access to the 696 sq.ft. garage. Other amenities include extensive lighting, radiant heat throughout, fiber internet, 8 kW generator, central vac and commercial fire suppression for peace of mind & lower insurance rates. Includes 2 additional tax parcels + water memberships, offering bonus investment value, max control of privacy/view & the option to create a multi-home retreat. Near Doe Bay Café/Resort for dining, spa & beach access. Come see!

206 Upper Cow Hill Road, Orcas Island

Listing courtesy of TWilliams Realty.

$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 courtesy of COMPASS.

$2,249,000
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 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 courtesy of Coldwell Banker San Juan Is..

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

Lot 23-24-25 Nells Way, Johns Island

Listing courtesy of Coldwell Banker San Juan Is..

$2,860,000
2 Beds ⋅ 3 Baths ⋅ 2533282 MLS ⋅ ACTIVE Status
Privately situated on 1+ acre and backing to 10 acres of preservation land, this serene waterfront retreat offers the perfect blend of privacy and convenience just minutes from Friday Harbor's shops, dining, and amenities. Enjoy beautiful views of Turn and Lopez Islands from the spacious deck, with easy water access for kayaking right from your property. The 2,357 SF home features vaulted ceilings, skylights, and walls of windows that fill the open-concept living spaces with natural light. The updated kitchen with quartz countertops flows seamlessly into the living and dining areas and is complemented by a coffee bar, wet bar, and ice maker. Newly remodeled bathrooms enhance the 2-bedroom plus den, 3-bath floor plan. Complete with a 2-car garage, workshop, and carport, this exceptional home is being sold **fully furnished**, making it truly move-in ready for enjoying the San Juan Island lifestyle.

214 Pinedrona Lane, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$799,000
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 courtesy of Coldwell Banker San Juan Is..

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