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$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.

$799,000
3 Beds 2 Baths 2550889 MLS ACTIVE Status
Priceless view - now more affordable. Whether arriving by ferry, seaplane, or private boat, coming home to Friday Harbor is an experience unlike any other.Perched above the Port of Friday Harbor, this Cannery Village penthouse enjoys one of the island's most intimate waterfront settings.Walls of glass frame an ever-changing panorama where ferries, seaplanes, fishing boats, and sailboats create a living work of art. Fishing boats depart before sunrise, harbor seals play around the marina below your balcony, bald eagles soar overhead, & on special occasions, orcas venture into the harbor.Mt. Baker rises beyond Brown Island, and evenings bring the warm glow of harbor lights shimmering across the water.Designed for gathering, the spacious three-bedroom floor plan offers comfortable living for friends. The well-appointed kitchen features granite countertops, timeless shaker cabinetry, new high end stainless steel appliances, & built-in dining banquette perfect for sharing meals after a day exploring the island. EZ care slate and LVP flooring. Balconies off the great room & primary suite invite the beauty of the harbor indoors. The 3d bedroom provides flexibility for guests or dedicated home office. Stroll Friday Harbor's waterfront, marina, coffee shops, restaurants, galleries, theater & boutiques. Lock & leave with confidence while enjoying a front-row seat to one of the PNW's most treasured waterfront destinations.

241 Warbass Way Unit #A303, Friday Harbor

Listing courtesy of Abbey Realty Inc.

$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.

$2,195,000
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 Âľ 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.

$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.

$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 Âľ 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..

$1,990,000
3 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 Orcas Island 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..

$1,075,000
3 Beds 3 Baths 2533487 MLS ACTIVE Status
Perched on a hillside and tucked into the trees, this comfortable 3-bedroom, 3-bath Orcas Island home opens to a sweeping 180-degree northern water view. From this private setting, the view stretches across the sound to Mt. Baker, the Canadian coastal mountains, distant Vancouver city lights, and surrounding islands, with boats and marine life moving through the water below. The main level is warm and inviting, with vaulted ceilings, solid hickory floors, an open great-room layout, and a walk-in pantry. The daylight lower level is where the property’s upside really comes into focus. With a separate entrance, three bonus rooms, a partial kitchen, and plumbing already in place, it offers room to expand how the home lives. Finish work is still needed, including some drywall, paint, flooring, and bathroom fixtures, but the potential is significant, nearly doubling the finished living area and creating flexible space for guests, multigenerational living, studio use, or possible income. Set at the end of the road in private Raccoon Point, the property includes a detached garage, attached carport, and a pleasant, level front yard with room for gardening. Deeded community waterfront access provides a large beach with room for small boats and kayaks. Peaceful, private, and only about 10 minutes from Eastsound, this is a special Orcas Island setting with room to make it your own.

105 Windfall Lane, Orcas Island

Listing courtesy of Orcas Island Realty.

$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.

$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.

$850,000
3 Beds 1 Baths 2533173 MLS ACTIVE Status
Set above the quiet curve of MacKaye Harbor, this long-held Lopez Island retreat captures the timeless simplicity of south-end waterfront living. Perfectly situated on over an acre across two parcels, this medium-bank property offers easy beach access and a front-row seat to ever-changing marine life, glowing sunsets, and the quiet rhythm of island life. The home’s rustic character shines through fir ceilings, a cozy wood stove, and a light-filled living room that frames the harbor like a moving painting. Step onto the southwest-facing deck to relax, entertain, or simply watch the tide roll in. Wander down for beachcombing, kayaking, or a peaceful shoreline walk. Islandale grocery and restaurant are just moments away for convenient supplies and dining, while Iceberg Point and the surrounding National Monument lands offer some of the most dramatic hiking and protected natural beauty in the San Juan Islands. MacKaye Harbor boat launch is minutes away for easy water access. A rare opportunity to restore, reimagine, or enjoy as-is — and to hold a piece of Lopez history in a location that seldom becomes available. Priced to sell As-Is.

24 Starboard Road, Lopez Island

Listing courtesy of Premier Agent Network.

$4,285,000
5 Beds 6 Baths 2532527 MLS ACTIVE Status
Encompassing 18 scenic acres across 3 parcels, this exceptional estate offers a rare opportunity for multi-generational living, future development, and flexible use. Featuring multiple residences, event spaces, specialty buildings, and room to expand, the property is ideal for creating a private compound or legacy retreat. The main residence includes 2 spacious living suites, a chef’s kitchen, and expansive decks with sweeping Olympic Mountain views. All Ipe wood decking! A separate guest house with its own deck provides comfortable accommodations for extended living or visitors, while the additional home on Bullfrog Road captures beautiful ocean and mountain views with a large backyard and recreation space. Additional structures include a versatile multi-use building for living space, studio, gallery, or events, a peaceful meditation cabin, and a flexible fitness house suited for wellness, hobbies, or creative pursuits. The greenhouse and fully fenced raised-bed gardens support productive year-round growing. Maintenance shop stores tools, supplies, vehicles, and service crew bathroom. A large garage and workshop building offers excellent storage, office, bathroom, or vehicle collection potential. Multiple gated entrances provide added privacy and convenience. This unique property combines existing infrastructure, development potential, and endless possibilities in an extraordinary setting. Come tour this rare opportunity!

398 Hannah Road, Friday Harbor

Listing courtesy of American Dream R. E. Services.

$3,295,000
3 Beds 2 Baths 2528141 MLS ACTIVE Status
Spectacular waterfront estate on Henry Island offering 2.75 private acres and 412 feet of pristine sandy beachfront with included tidelands. The property features a private dock with more than 140 linear feet of moorage including a 35-foot float, accessible year-round. Designed with exceptional craftsmanship and built to the standards of a master boat builder, the 2,154-square-foot custom residence showcases premium materials and timeless craftsman design throughout. The home includes 3 bedrooms, 2 baths, and a true gourmet kitchen crafted for both entertaining and everyday living. Indoor-outdoor living is elevated with a covered waterfront patio, dramatic outdoor fireplace, hot tub, and outdoor shower — all designed to embrace the island lifestyle. A stunning detached 400± square-foot studio/office/guest retreat with a half bath and elegant IPE wood decking offers flexible space for guests, creative work, or private relaxation. Additional highlights include a sophisticated water storage system, beautifully landscaped grounds, and complete privacy in an extraordinary natural setting. Ideally positioned on Mosquito Pass with sweeping southeast views of the Olympic Mountains and the Strait of Juan de Fuca, this remarkable property is also just a short walk to the Seattle Yacht Club outpost and 5 minute boat ride to Roche Harbor An extraordinary legacy waterfront retreat where no expense was spared.

Lot 47 Driftwood Shores, Henry Island

Listing courtesy of Coldwell Banker San Juan Is..

$1,575,000
3 Beds 3 Baths 2531595 MLS ACTIVE Status
A paddling, crabbing, shellfish harvesting, and birding paradise sits at the head of Mud Bay, overlooking an extensive tidal marsh with views of Lopez Sound all the way to Mt. Constitution. The beautifully maintained waterfront home, built in classic island style with a soaring roofline framing the panoramic water view and sky, is made for gathering in the great room. The remodeled kitchen enjoys that view as well, and is conveniently augmented by a large walk-in pantry. Two primary suites, a third bedroom, a large loft, a studio room for games and crafts, a utility/laundry room, large two car garage, and a boat shelter will comfortably host all your people and house your tools and toys. Stay cozy and sustainably in the home year round with features like the solar array, a newer HVAC system, and wood stove. The fully fenced area around the home features flowering perennials, fruit trees, and garden areas for berries and veggies, watered by catchment-sourced irrigation, plus a grassy, open area for games, and a large fire pit for s'mores and more. The 4.33 acres of the main parcel also encompasses a lush wild area to the east, with another fire pit and sitting area oriented toward summer sunsets. Steward this special island habitat, with its ponds and winding watercourse--a 2.62 acre waterfront parcel (a total of 1,897 ft of beach and estuarine shoreline) is held in common with an adjacent parcel. Minutes from Islandale Grocery & Restaurant, and south end beaches, & trails.

3757 Mud Bay Road, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$2,150,000
3 Beds 4 Baths 2529315 MLS ACTIVE Status
Rare low bank waterfront estate on Lopez Island's Fisherman Bay: this gorgeous, contemporary home, designed by Tom Olson, apprentice to Frank Lloyd Wright, blends custom, organic design with the natural beauty of the environment. The main house's open living space, warmed by a blue steel fireplace, extends to a southeast-facing wraparound patio with sweeping bay views for effortless indoor/outdoor living. Relax in the quiet haven of the refined library. Three en suite bedrooms on the upper level afford private, tranquil accommodations, including a generous primary suite w/built-in king bed, soaking tub, walk-in closet, and a private view deck. The second suite has its own deck; the third a Murphy bed and a concealed laundry area. Exceptional craftsmanship and thoughtful design throughout, from the clear fir cabinetry, built-ins and custom furniture to the granite and stained concrete finishes. The detached studio with water view, patio, 3/4 bath, and fireplace, offers flexibility for guests, work, and creative pursuits. The garden, with a south-facing greenhouse, raised beds, and catchment-fed irrigation is fully fenced. An attached two car garage with a workbench, private well, pump house, geothermal radiant floor heating provide comfort, convenience, and functionality. A second waterfront parcel makes for a total of 1.91 acres, located at the secluded end of a private lane, with 206 feet of waterfront and private tidelands. A desirable deep water mooring buoy is included.

2000 Bayshore Road, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$276,000
3 Beds 2 Baths 2486420 MLS ACTIVE Status
This is the island home you have been waiting for! Live affordably at The Oaks. 1404 sq feet. 3 bedroom, 2 full baths. Newer appliances (Range/double oven & dishwasher new 2020-21).Furnace added October 2021. New roof in 2023. New free standing wood stove added in 2023. Only home in The Oaks that has an extra large garage with shop and a carport; 560 sq foot 2 car detached insulated garage with heated shop/storage space plus an additional 448 sq foot carport. Extra wide parking pad area for vehicles. Large 6 foot tall privacy deck (478 sq feet) on entire back of house with a covered sitting shed for your enjoyment come rain or shine. Plus fully fenced back yard, great for pet(s). Yard has 2 Fruit trees & 1 raised garden bed with raspberries. Beautiful roses out front and more! Home faces due West for that extra afternoon/evening sunshine. Large sunny community park across the street to relax & enjoy.

1785 Douglas Road Unit #60, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

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