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$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.

$5,998,000
3 Beds ⋅ 5 Baths ⋅ 2566075 MLS ⋅ ACTIVE Status
Set across 18± private acres in coveted Deer Harbor, this distinguished island estate is a masterful composition of architecture, landscape, and setting. Positioned to embrace ocean views while preserving a remarkable sense of seclusion, the grounds unfold through formal gardens, mature natural landscaping, meadows, raised beds, a greenhouse, and a berry barn. At the heart of the property, the grand single-level NW Contemporary residence pairs soaring ceilings and generous proportions with an effortless connection to its surroundings. An expansive great room, a chef’s kitchen, two primary suites, an office, and an additional guest bedroom create an elegant framework for both intimate living and gracious entertaining. A separate 2-bedroom, 2-bath guesthouse overlooks a tranquil pond and meadow, while a substantial studio with bath offers a refined setting for art, wellness, or creative pursuits. A freestanding stone wine cellar, in-ground pool with adjoining sauna, detached two-car garage, and large shop complete this exceptional estate—a rare expression of privacy, scale, and timeless Pacific Northwest living.

5780 Deer Harbor Road, Orcas Island

Listing courtesy of True North Realty.

$4,950,000
3 Beds ⋅ 5 Baths ⋅ 2492904 MLS ⋅ ACTIVE Status
Awe-inspiring elegant and peaceful waterfront home and shared dock with views of Obstruction Pass offers pristine low bank beach & rocky promontory, bringing in nature from nearly everywhere on the gently sloping 2.28 acre site. This thoughtfully renovated home has soaring ceilings, luminous light & an open floorpan with space for everyday living & celebrations of any size. Formal living & dining, lofted den, 3 bedrooms, 4.5 baths, bonus rooms for added guests & many flexible spaces for relaxing, socializing & fun. Fabulous design blends indoor & outdoor living areas. Amazing party room opens to a stone patio with dining table for seafood dinners! Move-in ready w/most of the furnishings, art & decorations included. Features list available.

202 Avilion Place, Orcas Island

Listing courtesy of Orcas Island Realty.

$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.

$3,800,000
3 Beds ⋅ 4 Baths ⋅ 2506267 MLS ⋅ ACTIVE Status
Nestled on two waterfront parcels, totaling 13 private acres, this secluded waterfront estate offers 722 feet of beach frontage, with awe-inspired marine views accompanied by views of Mt Baker, Mt Entrance, Lummi/Cypress/Blakely Islands, and Buck Bay in Olga. A meadow surrounds 3 ponds, framed by towering maples, cedars, willows, lush ferns and mossy rock knolls. Winding trail meanders through the property and along a seasonal creek to the stairway to the beach, offering endless opportunities to enjoy nature, wildlife and marine life. Remodeled, this 3 bed/3 bath home showcases open concept design with floor to ceiling windows, a grand stone fireplace and chef’s kitchen with granite countertops, Wolf and Electrolux appliances. Newly upgraded guest studio with vacation rental permit and an additional apartment adds versatility. The property also includes established fruit and nut orchard, fully fenced garden, greenhouse, kennel, chicken coop/barn/storage building and large shop. Newly installed meter and transformer provide hook-ups for 2 additional cleared building sites on the 5 acre parcel. Private well, 1100 gallon water storage, installed irrigation. This is an idyllic sanctuary ready to help you rejuvenate and live your dream lifestyle, all in harmony with nature.

260 Grey Havens Loop, Orcas Island

Listing courtesy of TWilliams Realty.

$3,800,000
3 Beds ⋅ 5 Baths ⋅ 2491041 MLS ⋅ ACTIVE Status
Tucked at the end of a quiet lane in sought-after West Sound, this timeless Northwest Colonial captures a refined island lifestyle framed by the calm waters of White Beach Bay, evergreens, and open sky. Set behind a gated drive, the property offers exceptional privacy across two tax parcels totaling 1.35 acres, with stairs leading to a fully accessible waterfront—an increasingly rare and coveted feature. Built in 1990, the 3,800+ sq. ft. residence blends classic architecture with warm, inviting interiors. Expansive gathering spaces, a thoughtfully designed kitchen, and quality craftsmanship throughout create a home that lives as comfortably as it entertains. Three bedrooms, including two ensuites, two bonus rooms and 4.5 baths provide flexibility and privacy for both residents and guests. Outdoor living is equally compelling, with two spacious decks and a hot tub positioned to take in the setting. A striking water-filled quarry forms a dramatic natural backdrop, framed by rugged stone and evergreens, and serves as a non-potable water source for landscape irrigation. An attached two-car garage adds convenience, while the surrounding grounds offer a true sense of seclusion. Located just moments from West Sound Marina, the West Sound Community Club, Orcas Island Yacht Club, and waterfront dining, this property delivers a rare balance of timeless design, functional amenities, and effortless connection to the island’s coastal lifestyle.

117 Martha Lane, Orcas Island

Listing courtesy of The Agency Seattle/Eastside.

$3,250,000
2 Beds ⋅ 2 Baths ⋅ 2508508 MLS ⋅ ACTIVE Status
Stunning waterfront estate spanning two sun-filled parcels with 44’ deepwater dock in extremely desirable West sound. Expansive south-facing views look over Salish Sea, outer islands and Olympic Mountains in the distance. Property includes a shared dock and a mooring buoy. The approximately 1200 square-foot luxury home on the first lot is finished with high-end materials, hydro floor heating throughout, steam shower, gas fireplaces in living room and bedroom, Hubbardton Forge fixtures, ironwood deck, solar panels, hot tub, outdoor shower, and an EV outlet. The property offers the flexibility to reside in the existing home and build a new residence on the upper lot, which already has a three-bedroom septic drain-field and on-site utilities.

1022 & 1024 Deer Harbor Road, Orcas Island

Listing courtesy of COMPASS.

$3,200,000
2 Beds ⋅ 2 Baths ⋅ 2493318 MLS ⋅ ACTIVE Status
Experience the pinnacle of island living in the extraordinary waterfront retreat, crafted by Edward Carr and built by Sound Construction. Nestled to capture sweeping vistas of Eastsound Village, Buck Mountain, Mt Constitution and the East Sound Bay, (historically known as Fishing Bay) this unique home offers an idyllic waterfront lifestyle. Spanning 1.5 acres across two parcels, the 2520 square foot main home embodies timeless Northwest design. Enjoy two bedrooms, walk-in closet, office/hobby room and 1.5 baths, all adorned with custom cabinetry, a gourmet kitchen, Brazillian cherry floors, radiant heat and vaulted ceilings. With historical lime kiln, pocket beaches and ownership of the tidelands, this property also features a 748 square foot guest house full of natural light, a bedroom and ¾ bath. The detached garage offers ample space for vehicles and gear, plus a covered area for all your outdoor equipment. Dive into the Salish Sea for crabbing, kayaking or beach combing, whale watching and seasonal birding/wildlife activity ie seals, ducks, eagles, king fisher, osprey, surf scoters and spawning herring. Just minutes from Eastsound Village and Crescent Beach. Your adventure begins right at your doorstep.

69 Myer's, Orcas Island

Listing courtesy of TWilliams Realty.

$3,198,000
4 Beds ⋅ 4 Baths ⋅ 2579733 MLS ⋅ ACTIVE Status
Welcome to Terra Mare, a legacy property built with love & passion on 1,028 ft of high bank waterfront on Orcas Island. Secluded & private, enjoy captivating views over East Sound to Rosario Resort & twinkling Eastsound Village lights, surrounded by a forest of evergreens & vibrant Madronas alive with owls, eagles & passing whales. The heart of the home is a large, complex, custom designed cathedral like timber frame built of mountain grown Douglas fir by Hamill Creek of British Columbia. Signature curved timber elements & an outstanding hammer beam bent design create soaring, vaulted ceilings, over 32 ft in the Great Room. The open plan lets rooms flow freely, unbroken by center posts. 10 ft ceilings continue through the lower level. High end finishes throughout: a durable metal roof, a Brazilian cherrywood spiral staircase & 2 wood burning fireplaces. The primary suite offers a picture window with bench seating, a private fireplace & a spa like en suite with a stunning shower view. A detached, full timber frame garage w/ 18 ft loft above is outfitted w/ its own kitchen & bath, ideal for guests or multigenerational living. A partially finished guest house offers room for your own touch, & a detached gym space sits perched atop the cliff w/ filtered views. New boiler installed this summer; private well. Gather outdoors on the expansive composite deck, framed by 180° views of Moran State Park & surrounding mountains. A meandering trail leads down to the water's edge.

955 Diamond Hill Road, Orcas Island

Listing courtesy of eXp Realty.

$3,195,000
6 Beds ⋅ 4 Baths ⋅ 2557481 MLS ⋅ ACTIVE Status
Remarkable 180-degree southern views of the sunrise and sunset over the Salish Sea from one incredible private island estate! This nearly 10-acre sun-filled generational retreat encompasses the entire top of Scott Hill on Orcas Island. With 6 bedrooms and 5 bathrooms between the main house and guesthouse, a massive deck and acres of lawn and park-like grounds for enjoying the summer and an indoor pool or bowling alley (you choose), this hilltop sanctuary offer multiple generations an ideal island escape. Enjoy deer-fenced meadows, wildflowers, fruit trees, forests, gardens, ponds & infinite privacy in your own peaceful Orcas Oasis.

421 Scott Hill Drive, Orcas Island

Listing courtesy of COMPASS.

$2,999,950
7 Beds ⋅ 6 Baths ⋅ 2570662 MLS ⋅ ACTIVE Status
Perched peacefully near the highest point of Orcas Island atop Buck Mountain, Chateau Nighthawk is a breathtaking custom-built chateau offering unmatched privacy and timeless Pacific Northwest beauty. Cross the drawbridge and over-the-moat like entry into a soaring 6,031 sq ft masterpiece set across 5.126 sprawling, gated acres. Large windows frame Puget Sound panoramic views of the San Juan islands, stretching all the way to the city lights of Victoria and Sidney, BC. Designed for grand-scale entertaining or quiet relaxation, the thoughtfully integrated living spaces feature masterful woodwork and a light-filled great room. The gourmet kitchen leads to a sunken dining hall with immense viewing windows and stained glass. A central staircase wraps around a natural rock waterfall, trailing down to a lower-level recreation floor complete with pool table-sized room, full wet bar, and access expansive decks. The primary suite occupies its own east turret wing boasting an ensuite with dual sinks, a jetted tub overlooking the islands, and a private sitting room complete with fireplace. Multiple turrets, a dedicated theatre room, a wood floor dance studio, and plenty of space make this a premier island compound. Located just minutes away from the heart of Eastsound's shops and restaurants, this 7-bedroom,5-bathroom estate is a rare opportunity for a generational retreat, wedding venue or business sanctuary. Come experience this fine home.

65 Aerie Road, Orcas Island

Listing courtesy of Keller Williams Realty PS.

$2,976,000
4 Beds ⋅ 5 Baths ⋅ 2491777 MLS ⋅ ACTIVE Status
STUNNING NORTH SHORE WATERFRONT, A RARE ORCAS ISLAND SANCTUARY Reached by a meandering drive through a reserve of majestic old-growth cedar forest, this extraordinary waterfront retreat sits perched along the shores of the Salish Sea in one of Orcas Island's most magical locations. Sweeping 180° views unfold across the water to Mt. Baker, the Canadian Coast Mountains, and the surrounding San Juan Islands including Sucia, Patos, and Lummi. Ever-changing marine light, dramatic sunsets, and endless coastal scenery create a breathtaking backdrop. Wildlife is abundant and ever-present. Bald eagles nest in the towering cedars, raising their young overhead, while orcas pass through nearby waters, herons wade the shoreline, and harbor seals bask on sun-warmed rocks. Stone steps, crafted by local artisan Zack Leck, descend to 169 feet of accessible beachfront, tidepools teeming with sea life, and calm waters perfect for kayaking. The 4,014 sq ft residence features soaring ceilings, hardwood and stone floors, four fireplaces, a gourmet kitchen, sunroom, and a great room framing the water like a living painting. An attached 2-bedroom guest suite offers full kitchen, bath, and living room. Landscaped grounds include manicured lawns, a fenced garden with raised beds, and an orchard of plum, apple, and cherry trees. Minutes to Eastsound yet worlds away.

285 Raptor Road, Orcas Island

Listing courtesy of Orcas Island Realty.

$2,850,000
3 Beds ⋅ 6 Baths ⋅ 2579007 MLS ⋅ ACTIVE Status
Truly remarkable Orcas Island financial opportunity! Located in the heart of Eastsound overlooking the Salish Sea and walking distance to incredible restaurants and shops, sits the Eastsound Suites. With two 5-star Vacation Rental Suites upstairs and two successful retail businesses downstairs, this income generating property is an extremely rare opportunity to purchase an already accomplished revenue positive commercial property with beautiful living areas for yourself or as rentals. Whether looking for a generational retreat that delivers income while you’re away or simply as a wise business venture, this property is a turn-key Orcas Island opportunity.

269 Main Street, Orcas Island

Listing courtesy of COMPASS.

$2,850,000
2576392 MLS ⋅ ACTIVE Status
Truly remarkable Orcas Island financial opportunity! Located in the heart of Eastsound overlooking the Salish Sea and walking distance to incredible restaurants and shops, sits the Eastsound Suites. With two 5-star Vacation Rental Suites upstairs and two successful retail businesses downstairs, this income generating property is an extremely rare opportunity to purchase an already accomplished revenue positive commercial property with beautiful living areas for yourself or as rentals. Whether looking for a generational retreat that delivers income while you’re away or simply as a wise business venture, this property is a turn-key Orcas Island opportunity.

269 Main Street, Orcas Island

Listing courtesy of COMPASS.

$2,829,000
5 Beds ⋅ 4 Baths ⋅ 2459755 MLS ⋅ ACTIVE Status
Perched above the sparkling waters of Orcas Village, this reimagined coastal retreat captures the essence of endless island summers. With 345± feet of shoreline and panoramic views stretching across Cayou Channel, every day begins with sun dancing on the water and ends with breathtaking sunsets over the sea. Inside, walls of glass frame the ever-changing marine landscape, creating the feeling of living right on the water's edge. The 3,411± sf home is designed for both relaxed getaways and unforgettable gatherings, featuring dual primary suites, spa-inspired baths, inviting wood-burning fireplaces, and beautifully updated spaces that blend modern comfort with timeless coastal charm. Spend your days launching kayaks from the shoreline, strolling to the nearby village for coffee or dinner, catching the ferry for an island adventure, or simply unwinding on the deck as boats drift by. Whether it's a summer escape, a weekend retreat, or a place to create lasting memories with friends, this exceptional waterfront home offers the very best of island living—where every day feels like vacation.

8256 Orcas Road, Orcas Island

Listing courtesy of Windermere RE San Juan Islands.

$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.

$2,800,000
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.

$2,595,000
3 Beds ⋅ 2 Baths ⋅ 2578983 MLS ⋅ ACTIVE Status
Panorama Point lives up to its name, perched on a southeast-facing point with an exceptional connection to the surrounding waters and natural beauty of Orcas Island. Expansive windows and soaring ceilings in the great room capture stunning waterfront views and fill the home with natural light throughout the day, creating an inviting and uplifting living space. A beautiful stone fireplace with a wood-burning insert provides warmth and 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 and setting, 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 provides room to further enhance the property and create a truly remarkable island estate.The home features three bedrooms and two full bathrooms, 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.

$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.

$2,500,000
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.

$2,495,000
5 Beds ⋅ 6 Baths ⋅ 2519539 MLS ⋅ ACTIVE Status
Extraordinary generational Orcas Island estate on nearly 5 private acres with absolutely stunning panoramic views over the Salish Sea, surrounding San Juan Islands and Mount Baker in the distance. Privately situated at the end of the drive surrounded by mature forests and madrona trees, this masterpiece is a thoughtfully designed retreat that is comfortable for a couple on one floor or multiple generations utilizing the full home. The design embraces the incredible natural setting with cedar-clad features, vaulted ceilings, floor-to-ceiling windows and exceptional craftsmanship throughout. A stone fireplace anchors the great room which flows seamlessly to a wraparound deck—perfect for sunrise coffee, sunset entertaining and year-round indoor/outdoor living. Built for relaxation and entertaining, the lower level offers a full bar, second fireplace, recreation area, dedicated gym, and flexible guest accommodations ideal for multi-generational living or retreats. The upper loft level provides flex space perfect for an artist studio, library or lounge. The exceptional estate includes 5 bedrooms, 6 baths, multiple fireplaces—including an outdoor hearth overlooking the water—and an indoor sauna, blending rustic elegance with modern comfort. Finally, the owners may consider seller financing! With unmatched privacy and endless opportunities to unwind in nature, this is a rare opportunity to own a very special Orcas Island sanctuary.

726 Pine Ridge Drive, Orcas Island

Listing courtesy of COMPASS.

$2,400,000
3 Beds ⋅ 3 Baths ⋅ 2567881 MLS ⋅ ACTIVE Status
Contemporary Waterfront Sanctuary with tranquil southern exposure, beach with tide pools, and views of Pole Pass, Yellow Island and the Wasp Islands. Discover the magic of authentic Pacific Northwest island living. Situated on a rare one acre double-lot with 310 feet of waterfront in the serene Deer Harbor area of Orcas Island, this home offers a combination of secluded waterfront privacy and convenient access to local marina amenities and nearby recreation areas. Experience a compelling blend of modern comfort and natural beauty in this updated 3 bedroom, 3 bath home. Enjoy the generous 2,454 square feet of living space and natural wood vaulted ceilings with clerestory windows and a layout that maximize light and privacy. The interior fosters a relaxed and welcoming feel of coastal comfort, framing spectacular sun-drenched southern water views from primary living spaces. Follow the private trail to your cove beach, enjoying the dynamic tides as you view the wildlife and marine activity drifting by. For avid adventurers, this property serves as an ultimate launchpad for kayaking and boating, offering effortless entry to the world-class waters of the San Juan Islands & neighboring Gulf Islands. Also, includes access to a community waterfront beach & dock, affording multiple ways to enjoy the shoreline. Features include: updated kitchen & appliances, one-car garage, newer high-quality roof & composite decking, Spring Point water, paved driveway for easy access, Fiber Internet.

1307 Spring Point Road, Orcas Island

Listing courtesy of Orcas Island Realty.

$2,295,000
3 Beds ⋅ 3 Baths ⋅ 2423666 MLS ⋅ ACTIVE Status
Welcome to 90 Montgomery Lane, a waterfront custom home located just outside Eastsound Village. This exceptional west facing property boasts 2 private bedrooms, a ship-like bunkroom for guests, encompassing 3223 square feet of finely crafted architecture, all with East Sound views and sunsets! An expansive, warm textured great room and dining area highlight the use of wood with indirect lighting on the main floor. Comfortable conversation area boasts marine views plus a library section for enjoying your favorite best seller. Local artisans executed exemplary built-in cabinets throughout. Rough hewn, wide plank fir flooring from the property is secured by old-school smooth nails. Prolific use of copper detail adds to durability and longevity. A well-designed, bright custom chef's kitchen is perfect for entertaining, including high-end appliances, substantial professional grade vent hood and convenient island with storage. An expansive primary suite encompasses the entire 2nd floor with a lavish bathroom, including a walk-in tiled shower, workout space, separate private vanities plus a deep soaking tub. Custom built-in cabinets & dressers extend from the primary to the den/hobby/work area with large custom desk and W/D utility room with sink. An oversized detached 2 car garage with shop space is wired for a high-end kiln and has a 2nd floor finished loft, ideal for a additional workspace, office, hobby area or storage. Ready to move in!

90 Montgomery Lane, Orcas Island

Listing courtesy of COMPASS.

$2,250,000
2 Beds ⋅ 2 Baths ⋅ 2527089 MLS ⋅ ACTIVE Status
Stunning sun-filled waterfront retreat in highly sought-after West Sound, featuring a 44’ deepwater dock and private shoreline. Expansive and unobstructed south-facing views stretch across the Salish Sea, surrounding islands, and the Olympic Mountains. Thoughtfully designed with high-end finishes throughout, this luxurious 1,200± square ft home includes radiant hydro floor heating, steam shower, gas fireplaces in both the living room and bedroom, Hubbardton Forge fixtures, ironwood decking, solar panels, hot tub, outdoor shower, and EV charging outlet. Enjoy easy access to the beach, or relax on the expansive deck and take in breathtaking sunsets. A rare opportunity to own an exceptional island waterfront getaway.

1022 Deer Harbor Road, Orcas Island

Listing courtesy of COMPASS.

$2,250,000
3 Beds ⋅ 4 Baths ⋅ 2520474 MLS ⋅ ACTIVE Status
Sunset, Shoreline, and Salish Sea Presence! Southwest-facing Rosario Palisades waterfront with 542 feet of shoreline, panoramic sunset views, and a front-row connection to the Salish Sea. Set among towering madronas, evergreens, and maples, and rooted on terraced grounds, this Northwest contemporary Jack Jackson Architect designed home offers over 3,700 sq. ft. with 3 bedrooms, each ensuite, including a gracious main-level primary suite. The great room is the heart of the home, with vaulted wood ceilings, floor-to-ceiling corner windows to take in the expansive 180 degree views across East Sound. A generous view deck extends the living space outdoors, while the lower level offers a spacious rec room with pool table included, additional guest space, and access to lower decks and the shoreline path. A gradual stairway leads toward the low-bank waterfront, where low tide opens the shoreline for exploration across the property’s full length of the property. the shoreline provides ample room for launching a kayak or a dinghy to reach the maintained mooring buoy. The engineered bulkhead provides sound protection. The detached shop offers flexible use for whatever your heart desires, such as an art studio, yoga space, woodshop, or storage, complimented by two covered carports nearby. Thoughtful driveway improvements create a more comfortable arrival to this private waterfront setting. A special waterfront property that deserves a second look.

1424 Palisades Drive, Orcas Island

Listing courtesy of Orcas Island Realty.

$2,200,000
5 Beds ⋅ 3 Baths ⋅ 2553674 MLS ⋅ ACTIVE Status
Exceptional single-level island property just minutes from Eastsound, privately situated on 21.72 acres with sweeping southeast views down East Sound and across Crow Valley. The 3,226 sq. ft. home offers 5 bedrooms and 2.5 baths, with flexibility for guests, multi-generational living, offices, hobbies, or a home-based business. The entire home was cosmetically remodeled in 2025, including an updated kitchen and baths, wood flooring, new decking, fresh exterior paint, and a clean tiled roof. The sunken living room features panoramic windows, while the primary suite is thoughtfully arranged with an office and bath positioned to maximize the views, including a soaking tub overlooking the landscape, with the sleeping area tucked into the darker side of the room for a gentler start at sunrise. Just up the hill, a spectacular rocky bald feels like the top of the world, with phenomenal views stretching from the Canadian Coast Mountains across Eastsound to Massacre Bay. Trails wind throughout the acreage, and the main landscaped and usable area is fully deer-fenced with multiple gates, creating privacy around the home, pond, fruit trees, and garden. A 1,320 sq. ft. garage/shop and 750 sq. ft. detached Texmo building provide abundant storage and workspace, and an athletic court offers space for basketball or tennis. A wood shed is on a second driveway. Grid-tied solar helps reduce utility costs, and high-speed internet is available through an existing Orcas Online arrangement.

404 Lookout Loop, Orcas Island

Listing courtesy of Orcas Island Realty.

$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.

$2,100,000
2 Beds ⋅ 3 Baths ⋅ 2573123 MLS ⋅ ACTIVE Status
A private, meandering driveway whisks you away to this custom-built island home on 5 plus acres , surrounded by peaceful natural beauty. This 2-bedroom plus loft, 3-bath home offers wonderful flexibility, with the loft easily serving as an additional sleeping space, office, or guest area. Skylights and large windows fill the home with natural light, while a wood-burning fireplace and propane stove create a warm and cozy atmosphere. Thoughtfully designed throughout, the home offers generous closet and storage space. Outside, enjoy towering trees, easy access to your owna private beach cove, and a mooring buoy—an idyllic island retreat offering privacy, quiet, and a true connection to the water and surrounding landscape. A special place you may never want to leave. This custom home was built by Con Russell.

2101 Dolphin Bay Road, Orcas Island

Listing courtesy of COMPASS.

$1,995,000
3 Beds ⋅ 4 Baths ⋅ 2492919 MLS ⋅ ACTIVE Status
Stunning 3-bedroom, 2.5-bath Pacific Northwest home on 7 serene acres w/guest house, pond-side studio, finished 2-car garage, tranquil hot tub pavilion & flagstone fire pit patio. Circular drive & beautifully landscaped grounds complete the setting. Ross Chapin Architect designed main house features a 14-ft Great Room w/reclaimed Columbia River beams, bamboo floors, fir cabinetry & custom stone fireplace w/log lighter. Ground-floor primary suite includes steam shower, walk-in closet & reading nook. Light-filled laundry & workspace w/folding island, built-in desk & ample storage. Radiant in-floor heat throughout. Floating ipe decks connect to guest house w/full bath. A peaceful intentional retreat where timeless design meets modern comfort.

72 Thunderbird Trail, Orcas Island

Listing courtesy of Orcas Island Realty.

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