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$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.

$179,000
2548329 MLS ⋅ ACTIVE Status
Your vision for island living starts right here on this half-acre Rosario property. Tucked just off Rosario Road, this build-ready lot offers an incredible entry point into the San Juan Islands lifestyle—in fact, it's currently one of the most affordably priced properties on the island. The heavy lifting has already been handled: a Washington Water hookup is available and the property includes a deeded sewer system hookup, clearing the path for you to start designing your dream retreat. Whether you're imagining a modern architectural gem or a cozy getaway, the natural light and gentle topography of this 0.53-acre parcel provide the perfect canvas. The location is truly unbeatable for those who love the outdoors. You're just moments away from the vast trail networks and pristine lakes of Moran State Park, offering endless afternoons of exploration. And just 10 minutes from Eastsound with shopping, world-class dining, and community events. You'll also enjoy access to the amenities of Rosario Resort. Opportunities to secure a ready-to-build lot at this price point are rare. Bring your architect, bring your imagination, and claim your piece of the island today.

0 Lot 14 Rosario Road, Orcas Island

Listing courtesy of COMPASS.

$389,000
2544468 MLS ⋅ ACTIVE Status
Discover the perfect canvas for your island dream home on this exceptional 3.8+ acre property on the coveted west side of San Juan Island in an area of high-end homes. Ready for immediate enjoyment and future building, this beautiful parcel features an installed driveway, power, private well, and 3-bedroom septic system already in place, along with fiber optic conduit for modern connectivity. Choose from a prepared lower building site off Carefree Way, or create your vision from the upper portion of the property off Lazy Lane for potential view opportunities. Located just across the road from the waterfront, peek-a-boo views of the sparkling Haro Strait may be enhanced with selective limbing and clearing. Minutes to San Juan County Park, Lime Kiln Lighthouse and Roche Harbor. Surrounded by enchanting moss-covered rock outcroppings, towering old-growth firs, graceful maples, and iconic madrona trees, this is a setting that captures the magic of island living. Wake to the sounds of passing orcas, breathe the salt air, and experience the tranquility of the Pacific Northwest. Your island sanctuary awaits...Come home.

668 Carefree Lane, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$2,195,000
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.

$550,000
2547211 MLS ⋅ ACTIVE Status
18+ acres of beautiful, wooded, secluded land on the south end of Lopez, with an acre of sunny meadow on the northwest corner giving you plenty of room for an orchard or garden. Perfect for anyone hoping to get away from the noise and traffic of the outside world. Backs onto 295 acres of BLM land (Chadwick Hill). Located close to the best hiking trails and public lands on Lopez. 2 large ponds, big trees, lovely cedar grove, varying topography. No HOA. There is an existing house site with foundation installed, permitted house plans available. Approved 3 bedroom septic design. Seller financing available to qualified buyer.

4722 Mud Bay Road, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$250,000
2547214 MLS ⋅ ACTIVE Status
Start building tomorrow! Fully permitted house and garage plans, great site for your vacation cabin - 1.3 acre vacant parcel with shared well on the quiet south end of Lopez Island. Sunny south sloping lot with rocky outcroppings, lots of beautiful Madrona and Douglas Fir. The upper part of the lot has a flat area with a terrific view. Newly installed 3 bed septic, house site cleared, shared well is an excellent producer. Power to lot line, fiber is in the street. Great location, walking distance to Watmough Bay, close to Point Colville and Iceberg Point.

4071 Mud Bay, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$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.

$95,000
2547650 MLS ⋅ ACTIVE Status
Looking for the perfect fly-in getaway? This .58-acre lot is just steps from Center Island’s private airstrip—land your plane and walk to your future retreat! Center Island is a peaceful, private island in the San Juans, just a 25-minute boat ride from Anacortes and accessible by plane, boat, or water taxi. Power and water are available at the road. Enjoy full-time caretakers, a welcoming clubhouse, sports court, picnic and fire pit area, two deep water community docks, a beach and kayak storage. A great opportunity to build on a quiet island!

135 Chinook Way, Center Island

Listing courtesy of Windermere RE/Lopez Island.

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

45 Stony Point, Friday Harbor

Listing courtesy of Coldwell Banker Bain.

$945,000
3 Beds ⋅ 2 Baths ⋅ 2546701 MLS ⋅ ACTIVE Status
Discover the perfect blend of privacy, functionality, and island living on this beautiful 5+ acre property nestled among mature evergreens. This thoughtfully designed 3-bedroom, 2-bath home offers comfortable one-level living with over 1,700 square feet of inviting space. The true centerpiece of the property is the exceptional detached shop—ideal for contractors, woodworkers, artists, or anyone seeking the ultimate workspace. Complete with heated concrete floors and a dedicated office, it's a rare amenity that offers year-round comfort and endless possibilities for business, hobbies, or creative pursuits. Outside, enjoy the peace and privacy of a secluded wooded setting with partial fencing, RV parking, and room to garden, explore, or simply unwind. Whether you're looking for a full-time residence, island retreat, or a property that supports both work and play, this home offers the flexibility to fit your lifestyle. Conveniently located near Eastsound Village, beaches, hiking trails, restaurants, shops, and schools, this property offers the best of Orcas Island living—privacy, versatility, and easy access to everything the island has to offer.

561 Cedar Hill Road, Orcas 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.

$1,650,000
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.

$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..

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

849 Spring Street, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$429,900
2 Beds ⋅ 1 Baths ⋅ 2543319 MLS ⋅ ACTIVE Status
Escape to the quiet beauty of Lopez Island and create the island lifestyle you've always imagined. Set on 2 serene acres surrounded by evergreens and open pasture, this property offers a charming footprint with soaring cedar ceilings, a cozy wood stove, fenced grazing areas, attached garage, and barn/outbuilding. Whether you envision a hobby farm, equestrian retreat, artist's haven, or private country getaway, this property provides the space, privacy, and setting to fix the property up and make it your home. A unique opportunity to invest in one of the San Juan Islands' most sought-after communities.

67 Serenade Lane, Lopez Island

Listing courtesy of LPT Realty 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.

$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..

$527,000
2540586 MLS ⋅ ACTIVE Status
Excellent opportunity to create your ideal life on Orcas Island. Live and work just 2 blocks from the heart of Eastsound. Located across from Eastsound Waterfront Park this property is completely level and south facing for abundant sun. Location enjoys easy access and parking. Village Residential zoning allows for variety of mixed uses. Discover the charm of island living and the ability to build your vision not adapt to someone else's. This sunny, level property spans approximately 1/4 acre and is within the Eastsound Water and Sewer service area. Relish and enjoy the tranquility of a island lifestyle with waterfront park steps away. Limited CC and Rs

Main Street S, Orcas Island

Listing courtesy of COMPASS.

$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..

$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.

$865,000
3 Beds ⋅ 2 Baths ⋅ 2533010 MLS ⋅ ACTIVE Status
SUNNY FIXER CLOSE TO EASTSOUND Set on a quiet street, this 3-bedroom, 2-bath chalet-style home is a fixer with great potential. The level, sunny .46-acre lot provides a spacious yard for gardening, pets, play, and outdoor living. Inside, the home features a generous kitchen with ample storage and a cozy freestanding propane fireplace. Filtered sparkly water views can be enjoyed from the upper deck, and the property also includes a 2-car garage, additional storage, Eastsound Water, and fiber internet. A magical deeded neighborhood path and stairs lead to the shoreline, where the beach connects with Crescent Beach for walks along the water. Bring your kayak or paddleboard and head out for an island adventure, or explore the many nearby trails. An existing compliant vacation rental permit, currently inactive, offers valuable future flexibility and income potential. Offered furnished and conveniently located close to the village, schools, airport, and everyday amenities, this is a unique opportunity to create an inviting island home in a special Orcas location. Home inspection available.

127 Montgomery Lane, Orcas Island

Listing courtesy of Orcas Island Realty.

$1,795,000
2534572 MLS ⋅ ACTIVE Status
A View from the Top! Exceptional Captain’s Row homesite overlooking Roche Harbor, the marina, resort village, and the scenic outer islands. Positioned above the historic lime kilns, this sought-after 0.23-acre parcel offers an outstanding setting for your custom island retreat. The property features a spacious level building area, retaining wall already in place, and utilities conveniently available nearby, making it easier to bring your vision to life. Enjoy the opportunity to participate in the Roche Harbor rental program, creating potential income when not enjoying the home yourself. Just moments away, Roche Harbor offers an unparalleled island lifestyle with a full-service marina, fine and casual dining, waterfront gathering spaces, boutique shopping, grocery store, wine shop, swimming pool, tennis courts, walking trails, seasonal events, art galleries, and convenient airstrip and seaplane access. Explore nearby English Camp, part of the historic San Juan Island National Historical Park, or savor fresh local oysters at Westcott Bay. A rare opportunity to build in one of Roche Harbor’s most desirable view locations.

136 Ada's Aly, Friday Harbor

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.

$2,600,000
3 Beds ⋅ 2 Baths ⋅ 2512974 MLS ⋅ ACTIVE Status
Gorgeous three-bedroom, two-bath waterfront home on the west side in desirable Deer Harbor. Tastefully remodeled, this 3,470 sq. ft. residence offers extensive upgrades throughout and showcases breathtaking views overlooking Deer Harbor, the Wasp Islands & Turtleback Mountain. Relax to stunning water views and the soothing sounds of the shoreline from this serene island retreat. Set on sunny, level 1.88 acres, the property is surrounded by mature landscaping, fruit trees, inviting patios & extensive water side decks for peaceful sunset evenings. Enjoy this coveted location just moments from Deer Harbor Marina, with regularly scheduled Kenmore Air flights, boating, nature tours, & kayaking. Recently installed entry drive, automatic gate, & deer fencing surrounding the entire property enhance both privacy & convenience. Renovations include updated kitchen, living room, primary suite w/ensuite bath, and lower-level bedroom, bath and bonus rooms. New hardwood floors enhance lower-level living areas & bedroom, while newer wood windows on all three levels, exterior siding, a metal roof, & main bedroom French doors leading to a stunning multi-level deck w/hot tub add timeless style and durability. Designed for comfort, efficiency, and self-sufficiency, the property also includes 2 underground 1,700-gallon water storage tanks & a 7.6kW SunPower solar array.EV Charger-Level 2, 1,000-gallon buried propane tank, newer heat pump, and electronic air cleaner. See additional Features List.

5686 Deer Harbor Road, Orcas Island

Listing courtesy of Orcas Island Realty.

$1,295,000
3 Beds ⋅ 4 Baths ⋅ 2531269 MLS ⋅ ACTIVE Status
This stunning lavender farm spans over 9.7 acres, offering a serene escape in a picturesque setting of breathtaking views. The centerpiece of this property is a magnificent lavender field, drying barn, and a 6,314-square-foot home with ample space for guests, featuring 3 bed, 2.5 bath, many spacious bonus rooms, a theatre, and family and dining rooms that open onto an outdoor terrace for entertaining with your outdoor pizza oven, creating unforgettable dining experiences under the stars. The property also features an indoor pool and sauna, perfect for rejuvenation after a long day and a detached massage studio and private ponds, enhancing the beauty and peaceful atmosphere of this secluded haven. The property has a studio, barn, perfect for creative pursuits or as a guest space. A fenced garden is ideal for growing your own vegetables or flowers. The two-car detached garage provides convenience and storage. This is a rare opportunity to embrace a lifestyle of farming and tranquility, all while being just a short drive from the vibrant community of San Juan Island shops, restaurants, airport, marina, schools, and parks and trails. Don’t miss your chance to own this unique lavender farm, where you can cultivate your dreams and enjoy the quiet beauty of nature every day.

206 Hawthorne Lane, Friday Harbor

Listing courtesy of Coldwell Banker Bain.

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