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$799,950
3 Beds ⋅ 3 Baths ⋅ 2550046 MLS ⋅ ACTIVE Status
Incredible opportunity for investors or homeowners looking to build sweat equity. Breathe new life into the existing home or reimagine the property's incredible potential. Inside, you'll find an open concept kitchen, dining, and living area designed to take full advantage of the panoramic water views. Stay warm on cooler evenings beside the beautiful brick-surround wood-burning fireplace. Wake up each morning to the sun shimmering across the sparkling waters of the Salish Sea, with breathtaking eastward views of Obstruction Pass, Obstruction Island, Rosario Strait, and Cypress Island. Experience the very best of Orcas Island with abundant wildlife, scenic hiking trails, mountain vistas, and peaceful walks along the beach. Launch your kayak from your own private beach or explore the nearby lakes and saltwater launch areas. Ideally located just minutes from charming Olga Village, spectacular Moran State Park, Mount Constitution, and a short drive to Eastsound Village, this property offers an exceptional opportunity to create your dream island retreat.

5 Meany Way, Orcas Island

Listing courtesy of Coldwell Banker Bain.

$725,000
2 Beds ⋅ 2 Baths ⋅ 2549923 MLS ⋅ ACTIVE Status
Priced to Sell! Charming two-bedroom cabin on a generous waterfront lot at the end of a quiet dead-end road. This warm, wood-lined home could be an ideal full-time residence or an easy vacation getaway. The main floor features a large entry, an open kitchen and great room with a propane fireplace, a pantry, a laundry room with a classic soapstone sink, a half bath, and an office that can double as guest space. Upstairs are two comfortable bedrooms and a ¾ bath. Storage is abundant throughout the home, and the spacious one-car garage with electric door provides covered parking, a dedicated workshop area, and ample tool space. An expansive, low-maintenance deck overlooks beautiful water views and the meadow below. The sloping hillside offers plenty of room for a large garden and/or orchard. Below the house is a private waterside deck—perfect for soaking up afternoon sun and watching the boat traffic in the channel between Lopez and Decatur. Access the water at the nearby community beach. One of the most affordable waterfront homes in the islands!

437 Sunrise Road, Lopez Island

Listing courtesy of Windermere RE Anacortes Prop..

$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.

$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 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.

$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.

$575,000
2541128 MLS ⋅ ACTIVE Status
Two adjoining waterfront parcels on Shaw Island with +/- 452 feet of sandy beach and rocky shoreline. The land is predominantly forested with towering pine and cedar, a variety of natural terraces and open areas beneath the tree canopy provide several possible building sites. Commanding views extend across West Sound toward Turtleback Mountain and the Orcas Ferry Landing, framed by ever changing marine activity. An entirely secluded setting, yet convenient to the Shaw ferry landing, General Store, Community Center, Library, School, South Beach County Park, and nearby nature preserves. The parcels are offered together, creating a larger waterfront holding with greater flexibility for future site planning and preservation of the property's natural character. Shaw Island is intentionally understated and one of the most private and peaceful islands in the San Juan archipelago—well suited for those who value quiet, simplicity, and a strong connection to natural surroundings-- which these parcels exemplify.

Lots 7-8 Newton Beach Road, Shaw 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..

$1,649,000
3 Beds ⋅ 2 Baths ⋅ 2531853 MLS ⋅ ACTIVE Status
Perched above the shoreline on nearly five private waterfront acres, 755 & 757 Ferry Rd offer a rare opportunity to own two distinct island homes in one extraordinary north-end Lopez Island setting. Framed by towering firs, sculptural madronas, and curated natural landscaping, this intimate waterfront estate captures sweeping marine views and the quiet rhythm of island life. Positioned on 2 separate tax lots, each residence features its own full kitchen, generous living spaces filled with natural light, and expansive view decks designed for soaking in sunrises, passing boats, and endless water vistas. The main home is 1,176 sq,ft, with 3 bedrooms and 2 bathrooms with lower level for storage. The accessory dwelling unit at 757 Ferry Road is 768 sq.ft. foot a open studio concept with vaulted ceilings, upper sleeping loft, and abundant lighting. The lower level offers a creative space for many needs. The grounds are thoughtfully connected by shared gathering spaces, the property invites both privacy and togetherness with a stone-laid patio, built-in firepit, beautiful yard art, and a spacious garage creating a true multi-home retreat/living experience. Whether envisioned as a legacy property, peaceful retreat, investment opportunity, or a place to gather, this exceptional offering embodies the very best of Lopez Island living—tranquil, connected to nature, and deeply restorative. Come visit today and see why this is one of the best properties available in the San Juan Island.

755 Ferry Road, Lopez Island

Listing courtesy of American Dream R. E. Services.

$294,000
2532111 MLS ⋅ ACTIVE Status
Discover this shy acre of pristine waterfront on Henry Island, overlooking the serene expanse of Nelson Bay. Exceptional west-facing land offers 100’ of private beach with unforgettable sunsets & stretches 400' back, providing ample space for your retreat. A shoreline variance allows construction as close as 75' from the water, & a previously approved septic streamlines development. Electricity at the property edge & options for rainwater collection or a well, as used successfully by neighboring homes. The property’s unique approach ensures unmatched privacy & a true sense of escape. A rare blend of natural beauty, tranquility & a build-ready potential. There’s Preservation trails to explore & just minutes from Roche Harbor Resort!

16 Driftwood Drive, Henry Island

Listing courtesy of Windermere RE San Juan Islands.

$5,630,000
4 Beds ⋅ 6 Baths ⋅ 2519354 MLS ⋅ ACTIVE Status
Enchanting waterfront estate on San Juan Island. 4+ acres, 468 feet of northwest-facing shoreline, with a registered mooring buoy. An exceptional custom-built home crafted by artisan David Knight features an enchanting main residence, a studio over a 2-car garage, and a 45x50 ft insulated barn with bath and 10x8 ft doors for easy vehicle access. The residence showcases exquisite craftsmanship, soaring ceilings, radiant floor heat, 100-year-old Douglas fir flooring, and 3 impressive stone fireplaces. 3,682 sq ft home, with 3 bedrooms, 3.5 bathrooms, and bonus rooms. A gourmet kitchen is a chef’s dream, equipped with a LaCanche stove, built-in stone pizza oven, and custom cabinetry. The main ensuite bedroom offers granite sinks and a cast-iron soaking tub. Numerous inspiring bonus areas encourage work and relaxation, including a sauna, a music room, and a wine cellar. The exterior is a masterpiece, featuring a curved slate roof accented by copper gutters and valleys. The property boasts over 27,000 gallons of water catchment, stone porches, walkways, fire pits, and sunlit decks perfect for enjoying sunsets. It is fully fenced, with an electric gated entrance and apple, plum, cherry, peach, and Asian pear. Additional amenities include a high-capacity Advantech septic system, RV hookup. Conveniently located just 3 miles from Roche Harbor, 0.2 miles from County Park, and an 11-minute drive to the Town of Friday Harbor. Begin your Island life on San Juan Drive.

702 San Juan Drive, San Juan Island

Listing courtesy of Coldwell Banker Bain.

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

Friday Harbor

Listing courtesy of The Agency Seattle/Eastside.

$2,395,000
2 Beds ⋅ 4 Baths ⋅ 2515213 MLS ⋅ ACTIVE Status
Waterfront retreat with front-row views of daily marine life and an active vacation rental permit! This inviting two-bedroom home lets you whale watch from a sunlit deck while soaking in sweeping, panoramic vistas. The expansive yard is perfect for lawn games and evenings around the fire pit, with stairs leading down to your own private beach. Inside, every room is oriented toward the water, filling the home with light and views. A spacious living room with warm wood paneling and soaring ceilings flows seamlessly into the dining area and an open-concept kitchen designed for easy entertaining. The primary suite features a soaking tub and sauna for a true spa-like escape, while the second bath includes a beautifully finished walk-in stone shower. A two-car garage with an attached bunkhouse, half bath and fireplace adds flexibility for guests, an office or extra space. Whether as a full-time island residence or a vacation getaway, this home offers a sense of escape in every moment. Active Vacation Rental permit with great rental history.

1378 San Juan Drive, San Juan Island

Listing courtesy of Island Grp Sotheby's Int Rlty.

$2,500,000
3 Beds ⋅ 3 Baths ⋅ 2508583 MLS ⋅ ACTIVE Status
A rare chance to own a true stretch of Orcas Island shoreline, this north shore property offers 412 feet of walk-out waterfront—a scale and presence that is increasingly hard to find. Adjacent to public land, the setting feels both expansive and private, with panoramic views across the Salish Sea to the city of Vancouver and a tapestry of surrounding islands. Set on 2.8 acres, the property encompasses nearly 5,810 square feet of living space across three separate residences with six bedrooms, offering exceptional flexibility for multi-generational living, guests, or income. The 3,707-square-foot midcentury 2 bedroom main home captures sweeping water views and invites a thoughtful refresh. A 1,442-square-foot 3 bedroom guest house, complete with an active vacation rental permit, provides immediate income potential, while the detached 660-square-foot 1 bedroom bungalow adds even more versatility. A spacious indoor swimming pool extends the property's year-round recreational appeal. With two mooring buoys and direct beach access, the waterfront lifestyle is effortless—launch a kayak, set a crab pot, beach-comb along your own shoreline, or simply enjoy the ever-changing marine activity and sunsets over the water. Priced substantially below assessed value, this is a compelling opportunity to secure a legacy waterfront estate with remarkable scale, income potential, and room to shape it into something extraordinary over time.

664 Tidewinds Lane, Orcas Island

Listing courtesy of Orcas Island Realty.

$2,100,000
3 Beds ⋅ 5 Baths ⋅ 2483494 MLS ⋅ ACTIVE Status
Southwest-facing waterfront home with private dock on Brown Island, offering 3,527 sq ft of beautifully designed living with 3 bedrooms, 2 offices, and 5 baths. This remodeled NW Craftsman 1-story home with basement blends classic style with modern comfort, featuring an atrium entry, open floor plan, and spacious chef’s kitchen. Most rooms including the main-level primary suite with deck access, capture stunning harbor and sunset views. The lower level offers a bedroom and bath with separate entry, ideal for guests or extended living. Outdoor living shines with expansive main-level decks, a sunny waterfront bulkhead patio with steps to the beach, and a private dock on 107 feet of accessible shoreline. A detached golf cart garage/shop, hot tub, and bocce court complete this exceptional setting. Brown Island amenities include community moorage, pool, clubhouse with fitness room, caretaker boat service, and easy access to Friday Harbor by boat. From your decks, enjoy ferries, boats, seaplanes, and the glow of town lights at night. With golf cart parking and boat launch, this island blends secluded island privacy with easy access to the vibrant town, marina, shopping, and dining of Friday Harbor. An extraordinary Brown Island residence offering spectacular sunsets, premier waterfront living, and an unmatched island lifestyle.

3 Brown Island, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$695,000
2 Beds ⋅ 1 Baths ⋅ 2496020 MLS ⋅ ACTIVE Status
Cozy, quiet, and private spot overlooking the south end of Lopez Sound - includes a private mooring buoy! 1988 mobile home in good condition, with 210 s.f bunk house nearby on 1/3 of an acre, only a few steps away from some of the best kayaking and paddleboarding on Lopez. Nice place for a walk on the beach, beachcombing, even swimming for the hardier sort. The house is set about 50 feet back from the medium bank beach, with the bunkhouse even closer. Large deck in excellent condition allows you to enjoy the beautiful sunsets and peaceful environment while surrounded by mature Madrona and Douglas Fir. A mooring buoy is included with the sale, allowing you to take full advantage of the excellent crabbing, fishing, and boating in the area. Only a five minute drive to some of the nicest public access waterfront in the San Juans - Iceberg Point, Watmough Bay, and Point Colville.

385 Doe Run, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$12,900,000
3 Beds ⋅ 3 Baths ⋅ 2493253 MLS ⋅ ACTIVE Status
Absolutely stunning 28-acre waterfront estate on picturesque Orcas Island. This luxury property combines complete privacy & incredible natural beauty across two waterfront tax parcels with a beautiful main home, separate guesthouse, your own 65-foot protected deepwater dock, two private beaches and a brilliant waterfront pavilion with kitchen, wet bar & fireplace. The masterfully designed main residence features 2 bds & 2 baths and a massive deck all directly on the Salish Sea. Tucked near one of your beaches find the 1-bed, 1-bath guesthouse with full kitchen & fireplace. A large garage & bunkhouse sit above main home while the park-like grounds include a fenced garden, greenhouse and meandering trails along the shoreline.

Orcas Island

Listing courtesy of COMPASS.

$2,375,000
2 Beds ⋅ 2 Baths ⋅ 2493374 MLS ⋅ ACTIVE Status
Isthmus House is a rare opportunity to acquire style and a totally unique location, positioned to provide breathtaking views East to Harney Channel and Orcas Island and West to Wasp Passage and Bell Island.With 250 feet of waterfront on the East and the West side of the home, and a mooring buoy in the East bay, Isthmus House is not just a home but a lifestyle to be cherished for a lifetime. Open plan with vaulted ceilings in every room. Built in 1969, addition added in `1989. Extensive removations and updating. Kitchen and bathrooms and have been completely renovated. Expansive decks on east and west side of home create a seamless transition from indoors to outdoors. Perfect blend of modern comfort and classic mid-century modern charm. FULLY FURNISHED (some art work not included) and ready for your Shaw Island adventure!

512 Broken Point Road, Shaw Island

Listing courtesy of COMPASS.

$2,799,000
4 Beds ⋅ 2 Baths ⋅ 2492969 MLS ⋅ ACTIVE Status
Panorama Point lives up to its name, perched on a southeast-facing point with an exceptional connection to the surrounding waters & natural beauty of Orcas Island. Expansive windows & soaring ceilings in the great room capture stunning waterfront views & fill the home with natural light throughout the day, creating an inviting & uplifting living space. A beautiful stone fireplace with a wood-burning insert provides warmth & ambiance, making the great room an ideal place to gather on cozy island evenings while enjoying the ever-changing scenery beyond. Thoughtfully designed to embrace both privacy & setting, and completely renovated in 2000, the home sits on nearly five acres of peaceful waterfront property. As you wind down the drive through the wooded landscape, the property offers a wonderful sense of arrival and seclusion. The generous acreage & installed 5 BD septic system provide room to further enhance the property and create a truly remarkable island estate. The home features four bedrooms (one in the loft with dramatic views), two full bathrooms, a loft, and a den, offering comfortable accommodations for owners and guests alike. Whether enjoyed as a private retreat or shared with visitors, the home is perfectly suited to island living. With an active vacation rental permit and a long-standing history of strong rental income, Panorama Point presents a rare opportunity to own a beautiful waterfront home on Orcas Island that also serves as a proven investment property.

122 Lohman Lane, Orcas Island

Listing courtesy of True North Realty.

$1,040,000
3 Beds ⋅ 2 Baths ⋅ 2486373 MLS ⋅ ACTIVE Status
Absorb the island magic with floor to ceiling windows and hypnotic water views. This beautifully updated property offers 3-bedroom, 2-baths on one level with 1,413 sq ft of inviting coastal living. Take in the panoramic Friday Harbor views and enjoy the vibrant activity from your living room. Life is easy with low maintenance, amazing beauty, and incredible convenience. This bright, light, and open design features an interactive kitchen-family room, wood burning fireplace, and two private view decks. Enjoy morning coffee, stunning sunrises and sunsets, and dining al fresco on those perfect summer nights. Inside, the entire home has been thoughtfully remodeled with modern finishes and hardwood floors throughout, creating a fresh, clean, and stylish interior. Lovely furnishings are included, making this a truly turnkey opportunity. An entry deck with a generously sized storage locker adds practical convenience. Situated in the hub of Friday Harbor, you’re just a short stroll to the ferry, marina, shops, restaurants, and town amenities. A nearby covered parking space provides added ease. Ideal as a full-time residence, vacation retreat, or investment property, this exceptional waterfront condominium combines unbeatable location, stunning views, and refined modern comfort. Located in waterfront Cannery Village including lush landscaping, lovely walkways and gorgeous rock retaining walls within a community of stylish condominiums.

200 East Street Unit #D204, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$1,190,000
3 Beds ⋅ 2 Baths ⋅ 2480726 MLS ⋅ ACTIVE Status
Location, Location, Location! Welcome to one of the most desirable waterfront addresses in downtown Friday Harbor. This exceptional Cannery Village penthouse condominium offers the rare combination of security, convenience, walkability, and breathtaking harbor views. Enjoy a carefree lock-and-leave lifestyle with secure building access, private elevator service directly to the penthouse, dedicated covered parking, and low-maintenance waterfront living. Whether arriving by ferry, private boat, seaplane, or the nearby Friday Harbor Airport, you'll appreciate the ease of travel and seamless access to your island retreat. Take the short stroll to the ferry, grocery stores, restaurants, and waterfront parks. Everything you need is just steps from your front door. Inside, the spacious 3-bedroom, 2-bath floor plan is designed for comfortable living and effortless entertaining. Walls of windows frame spectacular views of the harbor, marina, and boating activity, while two private decks provide front-row seats to sunrises, arriving ferries, and the ever-changing waterfront scene. The loft offers flexible space as a reading retreat, play area, or additional storage. Offered fully furnished, this penthouse allows you to begin enjoying island life immediately. Whether you're seeking a full-time residence, second home, or investment opportunity, this secure waterfront condominium delivers unmatched convenience, exceptional views, and the freedom to enjoy Friday Harbor on foot.

200 East Street Unit #D304, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$1,149,000
2 Beds ⋅ 1 Baths ⋅ 2489714 MLS ⋅ ACTIVE Status
Rare Olga Hamlet waterfront cottage with buoy in Buck Bay. Nestled in the heart of this beloved bayside community, the property captures the charm and relaxed pace that make Olga such a special corner of Orcas Island.This 2 bed, 1 bath cottage was completely remodeled in 2020 with a full down-to-the-studs renovation with replaced electrical, plumbing, heating, and major systems throughout. Timeless finishes include Brazilian cherry flooring, heated porcelain tile, fiber optic internet, updated appliances, and a welcoming fireplace that creates a warm cabin feel. The kitchen faces south toward the Olga dock and the marine activity in the bay. A large patio door and a sunny deck off the living room bring in natural light and offer space for outdoor dining, a small garden, and gatherings with friends. Sturdy stairs lead to the shoreline where you can launch a kayak or dinghy and access your own permitted buoy in Buck Bay. Located in the historic Olga Hamlet near the Olga Store (operated by the Orcas Island Food Co-op), post office, public dock, and county waterfront park, with Olga Artworks, Lascaux Cafe, and the trails of the Coho Preserve nearby. Olga has long been known as one of Orcas Island’s original waterfront villages and an enduring hub for artists and island life. Second .29 acre waterview tax parcel across the street available with a carport, shed, and connected utilities, Both parcels for $1,499,000.

71 Olga Park Lane, Orcas Island

Listing courtesy of Orcas Island Realty.

$1,598,000
2 Beds ⋅ 1 Baths ⋅ 2478563 MLS ⋅ ACTIVE Status
Watch Roche Harbor fireworks from your dock! Perched along the coveted shores of Henry Is, this exceptional waterfront retreat captures sweeping views across sparkling waters to Roche Harbor & beyond. A rare offering, the property features a deep-water, shared dock, providing effortless access for boating, crabbing, fishing, and spontaneous sunset cruises.The home is thoughtfully positioned to embrace its breathtaking surroundings, with expansive windows that frame ever-changing marine vistas—boats gliding by, seabirds soaring, and the harbor lights twinkling at dusk. Two bedrooms on the main plus a sleeping- play loft above. The kitchen has beach-cottage cabinetry, a breakfast bar & a spacious dining area. The great room gets cozy with ambiance of the wood burning fireplace plus there’s another wd stove in the primary suite for a relaxing Winters night. Open-concept living spaces flow seamlessly to a generous outdoor deck, creating the perfect setting for summer gatherings or quiet mornings with coffee and sea air. Designed for both comfort and convenience, the property offers cabin chic finishes, inviting gathering spaces, and private retreats for guests. Whether you envision a full-time island lifestyle or a legacy getaway, this property delivers the ultimate San Juan Islands experience—privacy, protected moorage & postcard-worthy views just minutes from Roche Harbor Resort. A rare opportunity to own premier waterfront in one of the San Juans’ most sought-after locations.

5 Smugglers Rowe, Henry Island

Listing courtesy of Windermere Real Estate/HLC.

$165,000
2476921 MLS ⋅ ACTIVE Status
This Orcas property offers stunning views of Rosario Strait and the Cascade Mountains. The lot is surrounded by fir and alder trees, framing a breathtaking panorama. Residents of Eagle Lake have access to extensive trails, a 17-acre lake perfect for swimming, fishing, and paddleboarding, as well as a private beach for access to the sea. The serene natural setting features a ready-to-build site with convenient access to water, power, and fiber internet. An architect-designed home has already received the necessary approvals from the Eagle Lake review committee, ensuring a smooth planning process. Nearby attractions such as Moran State Park, Doe Bay Resort, Olga, and Rosario offer additional recreational options. Escape into the surrounding 290 acres of quiet forest trails and build your dream home on Orcas Island. Seller financing is available.

Sunrise Bluff Lane, Orcas Island

Listing courtesy of Coldwell Banker Bain.

$1,990,000
17 Beds ⋅ 17 Baths ⋅ 2475226 MLS ⋅ ACTIVE Status
Bartwood Lodge presents a rare Orcas Island waterfront opportunity with sweeping panoramic views and exceptional development potential. Located on the quiet North Shore in the residential Bartwood neighborhood, this unique property offers flexibility for a single or multi-family estate, condo remodel for resale, apartment renovation for long-term income, or immediate use as employee housing. The property features two separate buildings. The main three-story lodge includes 15 guest rooms with private baths, plus a top-floor one-bedroom apartment with kitchen. A second building provides a spacious common living and dining area with large kitchen—ideal for gatherings or shared use. Installed Rock Island Fiber-Optic internet. Enjoy 180° vistas stretching north to the Canadian Coastal Range, east to Mount Baker, and west to stunning summer sunsets. A large waterfront deck leads to the community dock, beach, and boat ramp. Additional amenities include parking for 40+ vehicles and access to a HOA tennis, pickleball, and basketball court. Centrally located near the Orcas Island Airport, marina, and Eastsound Village shops and dining, Bartwood Lodge offers an exceptional combination of waterfront living, convenience, and income or redevelopment potential.

178 Fossil Bay Drive, Orcas Island

Listing courtesy of The Agency Seattle.

$599,000
2467648 MLS ⋅ ACTIVE Status
Discover the tranquility of island living on this 1.6-acre Henry Island homesite, located just minutes from the charm and amenities of Roche Harbor Resort. Enjoy sweeping views and peaceful privacy, perched above a huge limestone bluff. This special parcel offers wonderful seascapes of the Harbor, endless boat traffic, plus it's bathed in natural light. This build-ready parcel has community water, power, septic, and access to a deep-water dock. This is community waterfront and a private bouy conveys to the new buyer. Explore the nearby Preservation Trust hiking trails, where abundant wildlife and breathtaking views over Open Bay create an immersive island lifestyle. All this and much more. Call for your private boat ride and tour it today!

7 Roche Harbor Shores, San Juan Island

Listing courtesy of Windermere RE San Juan Islands.

$2,800,000
3 Beds ⋅ 5 Baths ⋅ 2455427 MLS ⋅ ACTIVE Status
Perched above Deer Harbor, this Roy Lundgren–designed high-bank waterfront home offers a front-row seat to the marine activity of Deer Harbor Marina, with sweeping views of Pole Pass, ferries, sea planes, whale-watching boats, and lively boat traffic. Built in 1994 by skilled local craftsmen and impeccably maintained, this 3,500+ sq ft residence features three ensuite bedrooms plus a bonus room, all filled with abundant south-facing light and vaulted ceilings. An attached two-car garage adds convenience, and two nearby marinas provide excellent access to island recreation. Kenmore Air float planes depart just minutes away, offering fast, direct travel to Seattle for appointments or sporting events. Furnishings are available with sale. Deeded shoreline shared access via neighborhood common area. Limited dock use for loading and unloading.

573 Harborview Lane, Orcas Island

Listing courtesy of Orcas Island Realty.

$2,600,000
4 Beds ⋅ 4 Baths ⋅ 2451928 MLS ⋅ ACTIVE Status
Island Living at its finest! Experience this private, end of the road, Orcas Island home with sweeping water, mountain and village views. This is a high bank waterfront property where you control your views across East Sound and beyond. Ideally located, offering easy access to Moran State Park, Mt Constitution, lakes, public beaches and shopping in Eastsound. Main floor living offers chef’s kitchen as focal point, with oversized island, top tier appliances; elevated dining area; primary suite that captures views from every angle, modern spa bath, walk-in closets, sitting area-gas/propane fireplace; bonus room, large 2 car garage. Lower level showcases 1 bed/1 bath studio apartment. Upper level includes 2 bed/1 bath and flex space. Custom cabinetry throughout, attention to detail. Enjoy NW year-round with covered outdoor bbq/picnic area, fire pit and patio area located on second tax parcel. This home is as functional as it is beautiful.

1189 Tomihi Drive, Orcas Island

Listing courtesy of TWilliams Realty.

$1,985,000
2 Beds ⋅ 2 Baths ⋅ 2393309 MLS ⋅ ACTIVE Status
Offered is a West Sound 5.45 acre old island waterfront homestead with accessible private cove, and sandy beach, just off Skull Island State Park. The sunny property, an orchard farm in years gone by, is divided by the county road. On the north side of the road is a single floor, charming 1910 two bed two bath home that has been remodeled and updated and currently used as a summer retreat. A spectacular, level and spacious south facing waterfront building site overlooking Massacre Bay is on the south side. The cove/beach has shellfish, wildlife and privacy just a few steps down a gentle path from the waterfront building site*. The property has a very good well, power, a three bedroom septic system recently inspected, and plenty of usable land for outbuildings. Bearing pear, plum and apple trees, some 100+ years old, and a bounty of summer blackberries, evoke the history of this property plus a seasonal creek returns rain to the sea. The neighboring waterfront property is listed (NWMLS #2460007, Vacant Land, old WF cabin on .53 acres). Buy both and create opportunities for boundary line modifications and shared utilities. *Permits to build on the waterfront side of the county road may require modifications to the existing home.

3388 Deer Harbor Road, Orcas Island

Listing courtesy of COMPASS.

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