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$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.

$675,000
2 Beds 3 Baths 2551247 MLS ACTIVE Status
Experience refined island living in this exceptional Decatur Shores retreat with sweeping water views, radiant heated floors, and energy-efficient solar panels. Designed for effortless entertaining and everyday comfort, the light-filled great room flows seamlessly to a generous wraparound deck, creating the perfect setting to enjoy the surrounding beauty. The main-level primary suite offers convenient single-level living, while the charming loft provides additional sleeping space for guests. A finished detached garage offers ample space for island vehicles, recreational gear, and a workshop, while the private ADU provides comfortable accommodations for visitors or flexible use. The expansive lawn is ideal for outdoor games, summer gatherings, or relaxing around the fire pit beneath the stars. Located in the desirable Decatur Shores community, owners enjoy access to a private dock and airstrip, making travel to and from the island simple and convenient. Enjoy the added benefit of a current permitted mooring buoy. Whether you're seeking a peaceful second home, a gathering place for generations, or the perfect island getaway, this rare property offers an exceptional blend of comfort, sustainability, flexibility, and the relaxed lifestyle that makes the San Juan Islands so special.

44 Lopez Way, Decatur Island

Listing courtesy of Windermere RE North, Inc..

$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.

$869,000
1 Beds 1 Baths 2549293 MLS ACTIVE Status
Discover the charm of island living at this beautifully updated Mitchell Bay waterfront cottage. Nestled on 1.2 acres with 200± feet of shoreline, this private and cozy 1 bedroom, 1 bath retreat offers 680± sf of thoughtfully renovated living, blending modern comfort with timeless cabin appeal. Wake to the sights of herons, eagles, and ever changing tides, then spend your days exploring nearby Mitchell Hill, English Camp, or the dining, marina, and resort amenities of Roche Harbor. Designed for easy ownership with a durable metal roof, natural landscaping, and an efficient ductless heat pump, this turnkey property is the perfect weekend escape or island retreat. Owner is licensed WA real estate broker.

42 Kingfisher Lane, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$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.

$1,795,000
2 Beds 2 Baths 2549168 MLS ACTIVE Status
Located in the heart of Eastsound Village, this exceptional mixed-use property offers unmatched flexibility, investment potential, and a premier Main Street location. Set on 1.37 acres with Village Commercial zoning, the 3,344-square-foot building features a spacious two-bedroom, two-bath residence with expansive living areas, a cozy wood-burning fireplace, and views of the bay, sound, and surrounding village. The lower commercial unit is currently leased with approximately two years remaining on the lease, providing immediate income. The south-facing property is bordered by public land and offers abundant parking, RV parking, high-speed internet, community water and sewer, and easy access to shops, restaurants, the waterfront, and all the amenities of Eastsound. A detached garage, partially fenced grounds, and generous open space provide opportunities for continued use, expansion, or redevelopment. One of the property's most extraordinary attributes is its size, location, and zoning. This is one of the last semi-undeveloped commercial/residential properties with frontage on Eastsound's premier downtown Main Street. Village Commercial zoning allows for development of up to 40 units per acre (buyer to verify). A completed wetland study is available, adding significant value for future planning. Opportunities of this scale and prominence in the heart of Eastsound are exceptionally rare, making this one of Orcas Island's premier investment and development offerings.

199 Main Street, Orcas Island

Listing courtesy of COMPASS.

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

177 Harmon Ranch Hill Road, Decatur Island

Listing courtesy of Windermere RE North, Inc..

$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.

$2,425,000
3 Beds 4 Baths 2536711 MLS ACTIVE Status
PACIFIC NORTHWEST WATERFRONT RETREAT | Where forest and sea converge on the shores of beautiful Orcas Island. Nestled on 0.53 acres of walkout waterfront, this thoughtfully curated 3-bedroom, 2.5-bath residence embraces the natural beauty of its surroundings with vaulted ceilings, walls of windows, and an open-concept design that welcomes abundant light, water views, and nature indoors. Extensively remodeled in 2019, the home showcases quality craftsmanship and timeless finishes throughout. The chef's kitchen features a marble-inspired quartz island with seating, a gas range and hood, and a built-in banquette perfectly positioned to capture tranquil water views. Two primary suites provide exceptional flexibility, including a main-level suite and an upper-level retreat with a private balcony. The spa-inspired primary bath offers radiant heated floors, a soaking tub, walk-in shower, and greenhouse-style windows overlooking a private meditation garden. Custom-built closets enhance organization throughout. A whole-house generator with a premium Sonnen battery system provides added peace of mind. A detached two-car garage/shop with a ¾ bath offers exceptional versatility. Cement tile and metal roofing, stone pathways, wildflower gardens, and a lovingly maintained labyrinth complete this exceptional waterfront retreat. Bordering a protected wetland, the property enjoys a peaceful natural buffer that enhances privacy while creating a beautiful habitat for native birds and wildlife.

115 Donahue Lane, Orcas Island

Listing courtesy of The Agency Seattle/Eastside.

$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.

$2,600,000
4 Beds 4 Baths 2547697 MLS ACTIVE Status
Experience refined waterfront living in Mineral Point, where elegance meets island tranquility. This east-facing, low-bank property with a private beach offers easy access, just steps from your patio to the shoreline for kayaking or beach combing. The main residence features three bedrooms and sophisticated living spaces designed for comfort and style. A one-bedroom guest house sits above the three-car garage, complemented by two versatile studio spaces ideal for art, woodworking, or recreation. Sold turnkey furnished with high-end pieces, this exceptional estate is currently in the process of permitting a mooring buoy and is perfectly situated between Roche Harbor and Friday Harbor for the ultimate island lifestyle.

45 Stony Point, Friday Harbor

Listing courtesy of Coldwell Banker Bain.

$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.

$1,650,000
4 Beds 3 Baths 2544613 MLS ACTIVE Status
Lopez Village Vibrancy Meets West-Facing Waterfront Serenity. A rare blend of peaceful waterfront retreat and Village life. Enjoy car-free access to restaurants, shops, the Farmers Market, and community events—all from your own west-facing shoreline. Designed for hosting, this light-filled 4-bed, 3-bath home captures dramatic views of San Juan Channel, the entrance to Fisherman Bay, and passing ferries. The main level features a wall of windows, open kitchen/living/dining areas, a bath, den, and office. A 2-car garage stores all your island toys. Upstairs, all four bedrooms sit on one level. The primary suite offers panoramic water views, a walk-in closet, and a spa-like ensuite with soaking tub and separate shower. Three additional bedrooms and a full bath provide ample space for everyone. The expansive deck delivers front-row views of passing boats, basking seals, and soaring eagles by day, spectacular sunsets over the water come evening, and lighted ferries gliding by at night. A gazebo, fenced yard, and raised garden beds round out the grounds, and a private staircase drops directly to your own beach and tidelands. A mature willow and tall hedge buffer the street. Don't miss this rare opportunity to own one of Lopez Village's coveted waterfront footprints.

405 Lopez Road, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$365,000
2 Beds 2 Baths 2544762 MLS ACTIVE Status
This is not whole ownership, but a new shared ownership concept for second homes. You can own an equity interest in a curated portfolio of five homes in Washington State's most desirable locations. Enjoy over a month of flexible use annually without the burdens and expense of upkeep and management. As the network of locations and homes grows, you will have access to and use of all of them. Each home offers a unique experience and comes fully furnished with special amenities. This home is perched above Haro Strait with breathtaking views of the Canadian Gulf Islands from every room. Explore the charms of nearby Roche Harbor or Friday Harbor, and discover the many unique activities that San Juan Island has to offer.

449 Madrona Drive, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$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..

$397,500
1 Beds 1 Baths 2543586 MLS ACTIVE Status
Discover the opportunity to own a piece of beautiful San Juan Island with this charming 792-square-foot cabin. Whether you're seeking a cozy full-time residence, a weekend retreat, or a vacation getaway, this property offers the perfect island setting.Ideally located across from Sportsman Lake, the home sits nearly equidistant between Friday Harbor and Roche Harbor, providing convenient access to dining, shopping, marinas, and island amenities. Enjoy the many recreational opportunities that make San Juan Island a sought-after destination, including boating, biking, kayaking, hiking, wildlife viewing, and more.Whether you're looking to embrace island living or create a peaceful escape from the mainland, this property offers an excellent opportunity in a desirable central location. This property is part of a First Look program. It allows owner occupant buyers to have their offers negotiated on day 8 of being listed. Owner occupants are those buyers that will occupy the property as their principal residence within 60 days of closing and will maintain their occupancy for at least 1 year. These buyers are required to sign an Owner Occupant Certification as part of the contract. An investor, trust, vacation or part-time residence, or purchasing for another person will be considered an investor and are not eligible for First Look. Investor offers are negotiated on day 31 of listing.

4026 Roche Harbor Road, Friday Harbor

Listing courtesy of Keller Williams Western Realty.

$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.

$925,000
3 Beds 2 Baths 2542633 MLS ACTIVE Status
Arrive through the gated entrance and follow the winding circular driveway as the property opens across a private 1.33-acre, fully fenced retreat with curated grounds and lush plantings. The approach feels like an island sanctuary, passing beneath a vined arbor that frames the welcoming entry. Beyond the home, raised beds, quiet seating areas, a sunny patio, and meandering trails lead to a secret garden setting ideal for reflection and connection with the land. Inside, high ceilings, large fir beams, a custom locally crafted entertainment center, and a wood burning stove create a warm, refined atmosphere within the great room layout, where living and dining spaces flow with ease. The kitchen features a center island with seating, propane stove, and walk in pantry well suited for everyday living and entertaining. A newer central forced air furnace provides modern comfort throughout. The main floor primary bedroom opens to the covered deck and enjoys convenient access to a nearby ¾ bath with double sinks. Upstairs are two additional bedrooms, a full bath, office space, and deck access. Practical comforts include a whole-house, self-starting propane generator, fiber high-speed internet, electric car charger, 10,000 gallons of catchment tanks for irrigation, garden shed, and a 2-car garage with insulated slab, freezer, and a finished loft ideal for studio, hobby, creative, or guest overflow use. Community beach access and just minutes away from Iceberg National Monument.

20 Eliza Road, Lopez Island

Listing courtesy of Premier Agent Network.

$1,926,400
2 Beds 3 Baths 2542649 MLS ACTIVE Status
Nestled in the forest along the water’s edge on Dolphin Bay. Totaling 5+ private acres, this secluded waterfront estate offers 6.21 chains of tidelands along the beach frontage, with awe-inspired marine views accompanied by views across Dolphin Bay to Mount Constitution, Entrance Mountain and the east side of Orcas Island. The house is framed by towering maples, cedars, fir trees; lush ferns and mossy rock knolls everywhere. Winding trail meanders along the medium bank through the forest to the bridge-stairway to the beach, offering endless opportunities to enjoy nature, wildlife and marine life. Private mooring buoy out in front yearning for some fun. Home built in 2015 by Con Russell Craftsman 2 bed/3 bath + bonus room and library/reading loft showcases open floor concept design with floor to ceiling windows, a grand stone fireplace and chef’s kitchen, butler’s pantry, propane stove, sitting nook and French doors to wrap around water side deck. Main floor living at its best. This magical forested sanctuary is here to allow you relaxation. Step away from the bustle of the day, breath in deeply and feel the love of mother nature surrounding you- in harmony with the universe.

2101 Dolphin Bay Road, Orcas Island

Listing courtesy of TWilliams Realty.

$9,250,000
3 Beds 6 Baths 2540695 MLS ACTIVE Status
Rarely does a property combine extraordinary waterfront, protected moorage, exceptional craftsmanship, and breathtaking views. Just minutes from Roche Harbor, this remarkable White Point estate is among the finest waterfront offerings in the San Juan Islands. Set on 2.29± acres across two separate and adjacent parcels, the property features 623± ft of low-bank, southwest-facing shoreline with a walkout beach and peaceful eastern views over a wildlife-rich estuary. Panoramic vistas span Haro Strait to the Olympic Mountains, Victoria, B.C., and neighboring islands, creating a stunning backdrop of passing vessels, sunsets, and abundant marine life. A protected joint-use deep-water dock with a 60-ft float accommodates boats 50+ ft, offering direct access to world-class boating, fishing, kayaking, and island adventures. Enjoy morning coffee while watching seals on the offshore rock and whales pass through these pristine waters. The 3,193± sq ft residence showcases timeless Northwest architecture with massive timber construction, soaring ceilings, stone fireplaces, and walls of glass framing the seascape. Featuring 3 bedroom suites and 5 baths, the home blends rustic elegance with modern comfort. Room Mature landscaping, established gardens, and natural surroundings provide exceptional privacy and serenity. With expansive multi-directional views, protected moorage, abundant wildlife, and rare waterfront, this is a true San Juan Island sanctuary.

235 Seal Rock Lane, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$729,000
1 Beds 2 Baths 2527675 MLS ACTIVE Status
This charming and inviting cottage sits overlooking San Juan Valley, offering sweeping views of the valley. The cozy one-bedroom home features a thoughtfully updated kitchen, living room and views of Mt Baker as well and is adjacent to conservation land. Outdoors, the property opens into a generous yard with several sitting areas, numerous apple and plum trees, places to read, unwind, or simply enjoy. Below the main cottage, a remodeled bunk house provides an additional retreat with the same sweeping views with a bedroom, bath and livingroom. Though not a full guest house, its finished warmth and simplicity make it well-suited for creative work, visiting friends, or peaceful solitude. There is also a small shop, a greenhouse and a garden shed.

50 Ranchos Road, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$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.

$825,000
2 Beds 3 Baths 2536611 MLS ACTIVE Status
Two homes for the price of one—and opportunities like this don't come along often. We're proud to offer an incredible, truly turnkey property on coveted Blakely Island, the "Martha's Vineyard of the San Juans." Everything stays, from the bedding and dishes to the silverware, washer, and dryer. Just arrive by plane or boat and start living. The island stays peaceful, private, and refreshingly uncrowded. Built in 1980, the 1,920 sq ft main home offers 2 bedrooms and 2.5 baths, while a thoughtfully situated 480 sq ft detached guest house adds a private 1 bed, 1 bath retreat for visitors. A 224 sq ft garage rounds out the package with room for island gear and toys. Unwind on the large covered patio, where windows frame sweeping bay and ocean views. Positioned right on the runway, you'll have a front-row seat to planes gliding in and out—with the marina just a short walk away. Beyond your door: sandy beaches, scenic trails, stocked lakes, and full marina access. This is more than a home—it's an invitation to a rare and refined island lifestyle. Discover Blakely living at its finest. Schedule your private viewing today.

177 Blakely Drive, Blakely Island

Listing courtesy of Bellwether Real Estate.

$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..

$1,135,000
3 Beds 3 Baths 2515637 MLS ACTIVE Status
Set on a sunny southern-facing hillside overlooking Cascade Bay, this beautifully maintained & freshly updated home offers a bright interior with views from most rooms. An efficient layout features main-level living with a primary suite, plus a lower level with a third bedroom, bath, & bonus space. Recent improvements include ductless mini-split systems, new paint, updated lighting, new appliances, new flooring, a new water heater, & more. Expansive, newly improved decking—including covered areas & pet-friendly gated access at both ends—creates comfortable outdoor living, with occasional whale sightings adding to the experience. The sunny, gently sloping lot features established garden beds, planters, drip irrigation, & a charming greenhouse. Nearby lakes & Cascade Bay offer fun opportunities for paddle boarding & kayaking. Additional features include a one-car garage with ample storage, a carport, & an EV charging outlet ready for an adapter. Located just moments from Moran State Park trailheads & a short drive to Rosario Resort & Eastsound Village. Seasonal Kenmore Air service at Rosario Marina nearby. An adjacent .62-acre southwest-facing view lot—partially cleared with striking mossy outcroppings & a gently sloping natural landscape—is available for purchase; pls inquire about pricing. Fronting Cascade Way, a private road, Washington Water & OPALCO (power) hookups are located near the top of the lot, ideally positioned to capture warm afternoon light & sunset views.

118 Cascade Way, Orcas Island

Listing courtesy of Orcas Island Realty.

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