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$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.

$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.

$229,000
2505653 MLS ⋅ ACTIVE Status
A rare chance to build something of your own in one of the most convenient locations in Eastsound Village. Lot 6 of the Cedar Ridge Plat is level and ready for development, with key utilities already in place—power, Rock Island fiber, and a paid Eastsound Water membership with meter installed. Sewer service is available, with buyer to install a holding tank.Manufactured homes are permitted, making this a great option for those looking for a more attainable way to put down roots on Orcas Island. Whether you're planning a full-time home or a smaller footprint, this lot offers flexibility without the usual hurdles.Part of a small, thoughtfully created plat, this property stands out because much of the infrastructure is already in place—saving time, upfront costs, and uncertainty compared to many vacant parcels. Just minutes from shops, restaurants, services, and waterfront access, this is a straightforward opportunity to build close to everything Eastsound has to offer.

6 Wild Turkey Run, Orcas Island

Listing courtesy of Orcas Island Realty.

$775,000
2492998 MLS ⋅ ACTIVE Status
WESTSIDE HIGH BANK WATERFRONT Your idyllic Orcas Island retreat awaits. Savor the breathtaking sunsets over the tranquil waters of President Channel from this exceptional waterfront property. With 180-degree views, witness majestic whales gliding by and eagles soaring. Nestled amidst old-growth character trees, this acreage is primed and waiting for your dream home. The groundwork is laid with an installed 3-bedroom septic system, private well, and all utilities conveniently located at the lot line, including an electric meter and fiberoptic internet. Located on a peaceful dead-end road, tranquility abounds in this coveted neighborhood. Community Beach access for residents. Only moments away from Deer Harbor marinas and restaurants.

385 Karen Lane, Orcas Island

Listing courtesy of Orcas Island Realty.

$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.

$4,950,000
3 Beds ⋅ 5 Baths ⋅ 2492904 MLS ⋅ CONTINGENT 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.

$899,000
3 Beds ⋅ 2 Baths ⋅ 2491866 MLS ⋅ ACTIVE Status
Island oasis on 2.5 private acres w/vacation rental permit—a rare find on Orcas! This immaculate 3-bed, 2-bath +bonus rooms home sits at the end of a quiet road, just 2 miles from Eastsound. Surrounded by mature landscaping, privacy fencing, serene ponds, & a gazebo w/fire pit beside a cascading waterfall feature, it’s a peaceful, retreat-ready property w/no HOA/CCRs. Spacious kitchen for entertaining, newer roof, fresh paint, on-demand hot water, soaking tubs, large pantry, walk-in closets, generator hookup, RV/boat parking w/power, large shed w/porch (12x24), tool shed (8x8), sunny garden space, & lower pasture area. Enjoy birds, sunrise/sunset views through expansive windows. Walk to golf course!

168 Jackson Road, Orcas Island

Listing courtesy of True North Realty.

$395,000
2491284 MLS ⋅ ACTIVE Status
Gorgeous Southern marine views down East Sound from 2.7 +/- acres of beautiful land in tranquil, Tomihi Dr community. Welcome to Rosario Ridge Lot 9, on Tomihi Dr. Treed driveway leads to Southern portion of the property opening to unexpected marine & island vistas. Lot 9 offers a peaceful setting w/off the road privacy, moss covered rocky knolls & sunny open spaces. Water, power, & septic lines to community drain field available. Less than 10 minutes to Village of Eastsound amenities as well as ready access to 5,000+ acre Moran State Park, home to Cascade & Mountain Lake, Mount Constitution & numerous hiking trails. Rosario Resort & Marina minutes away for dining & float plane access to Seattle. Seller to provide approved Septic Design.

9 Tomihi Drive, Orcas Island

Listing courtesy of True North Realty.

$1,795,000
3 Beds ⋅ 3 Baths ⋅ 2474873 MLS ⋅ ACTIVE Status
SPECTACULAR MARINE VIEW, Victorian Estate with glorious Westerly facing views over East Sound, Turtleback and beyond to Canada. Enjoy the 7.5 park-like, private acres with beautifully landscaped, walled garden, ponds, waterfalls, a gazebo and a greenhouse and walking paths. Should you wish to explore further, you will find easy access to miles of hiking trails and lakes in Moran State Park. This superb, quality home was built by renowned Pearson Construction and features antique light fixtures, hand-painted wall paper, stained glass doors and 1800’s mantels. Modern updates include HVAC, solar panels, full irrigation system and Wolf & Sub-Zero appliances. Walled gardens, covered porches, and a fire pit perfect for outdoor living in the summer, while a Vermont Castings wood stove keeps winter cozy! Minutes from Eastsound amenities yet a world away.

1656 Eagle Ridge Road, Orcas Island

Listing courtesy of True North Realty.

$999,000
2 Beds ⋅ 1 Baths ⋅ 2489159 MLS ⋅ ACTIVE Status
Paradise Found at Fox Glove Cottage! Turn-key, active vacation rental with bookings throughout the summer! Walk right into an income generating property! Waterfront, two bedroom, one bath beach cottage in Deer Harbor overlooking the Deer Harbor marina. Enjoy the best of both worlds with a charming and lovingly updated beach cottage and coveted outdoor oasis. Watch the comings and goings of the boats at the Deer Harbor and Cayou Quay marinas from the spacious deck. Grassy yard with picnic table and benches leads to easy steps to your private beach and tidelands. Many updates within the last year, including new paint, new flooring, gorgeous new fireplace, ductless heat pump/mini-split. The home is a highly sought after and a successful vacation rental with a current vacation rental permit and rental history. Property comes turn-key, furnished and ready to rent or enjoy. Charming, breakfast bar, countertop dining, spacious deck with views of the channel and the Deer Harbor marina. Walk to marina and amenities of Deer Harbor community including, post-office, dining options, marina market and more. High speed internet/Rock Island Fiber, Deer Harbor Marina Water and Sewer.

5244 Deer Harbor Road, Orcas Island

Listing courtesy of True North Realty.

$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.

$399,000
2480591 MLS ⋅ ACTIVE Status
A different kind of Orcas Island experience: private, view-filled, and ready for immediate enjoyment. Set atop a sunny elevated knoll near Obstruction Pass, this 2.78-acre property spans two tax parcels and offers expansive water views, Mount Baker outlooks, and open sky from a peaceful, park-like setting. The land feels tucked away from the world, with mature trees, natural clearings, and a sense of seclusion that makes the views feel even more dramatic. A well-kept yurt and newer platform tent create a move-in-ready off-grid base camp, with a generous deck for outdoor living and a front-row connection to the surrounding landscape. Water is connected and supported by a small solar-powered pump system, with basic utility lines in place for everyday use. Trails and a partially developed road lead toward a potential future building site, allowing the property to evolve from simple retreat to long-term vision. Located near Obstruction Pass State Park, public beaches, the county dock and boat launch at Lieberhaven, Lascaux Cafe, the Orcas Store, and Olga Artworks. For those drawn to privacy, creativity, water views, and a more elemental Orcas lifestyle, this is a rare opportunity with tremendous possibility.

1407 Obstruction Pass Road, Orcas Island

Listing courtesy of Orcas Island Realty.

$1,150,000
2482717 MLS ⋅ ACTIVE Status
Discover the perfect waterfront canvas for your dream home on this stunning 1.3+/- acre northwest facing parcel with sweeping marine views on a dramatic prominent point. Level and easy to build, this property has an installed (5) bedroom drainfield (still needs a septic tank) and Eastsound Water membership paid and hooked up. Breathtaking marine views over Sucia Island, Matia Island Wildlife Preserve and beyond to the night lights of Vancouver BC. Mature trees provide natural beauty, shade and privacy. Enjoy beautiful sunsets, views of Mt. Baker from the property point, boat traffic and abundant marine life from your front yard. Located on a quiet, dead-end road, this is about as easy a waterfront build can get with water, drainfield installed and easy topography, Whether you're planning a custom home, a weekend retreat, or a long-term investment, this rare waterfront opportunity combines convenience, beauty, and a great location just a few miles from the village of Eastsound.

351 Sunset, Orcas Island

Listing courtesy of COMPASS.

$875,000
2460007 MLS ⋅ ACTIVE Status
West Sound pioneer waterfront cabin built on the edge of Massacre Bay opposite Skull Island State Park has been in the same family since the 1950's. Being sold as Vacant Land. One room cabin nestled in the untouched forest was built per SJC in 1963 and is just under 400sf on .53 acres. Beautiful and pristine pocket beach is accessible but the old staircase is long gone. This property has been occasionally used by the owners/family members but does not have power, water or septic. True roughing it! Opportunities exist with the listed neighboring property (3388 Deer Harbor Rd, NWMLS #2393309, $2.2M, 5.45 acres) for potential boundary line modifications, water sharing, etc, that could benefit both properties. Own both and make each one better!

3521 Deer Harbor Road, 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.

$175,000
2445109 MLS ⋅ ACTIVE Status
Tranquil lakeside Lot 5 is privately set near Girls' Island, offering beautiful views of Eagle Lake & Mt. Pickett. A private driveway leads to an enchanting, mossy building area centered in a 100' building circle. Property includes Atticus Design 2-bdrm concept plans w/ 3-D renderings, renewed 3bdrm septic design, topographic survey, 2025 Critical Areas reports—saving significant planning time & streamlining a path to your lakeside dream home. A haven for birdwatchers & hikers w/ fishing year-round. Temporary camping allowed w/ laundry & showers at the clubhouse. Enjoy 290+ acres of trails, a pristine 17-acre lake, ocean access, clubhouse, garden, playfield & more. Full-time caretaker; seller financing possible.Appointment required to tour.

212 Eagle Lake Lane, Orcas Island

Listing courtesy of Orcas Island Realty.

$899,000
2 Beds ⋅ 3 Baths ⋅ 2440278 MLS ⋅ ACTIVE Status
Enjoy serene beauty + marine views of Orcas from this exquisite 2 bed home in a premier, well-maintained neighborhood. This modern west facing home offers 3,200+ sq ft of elegance and flexibilty w/ two levels of living areas. Relax on the wrap around decks or in the spacious main floor primary w/ cozy fireplace & marine views of Eastsound to Vancouver BC! Additionally, the main level boasts vaulted ceilings, wet bar, an updated, bright kitchen w/ eating area, massive window wall, formal living & family room, utility and fireplace. The lower level offers privacy w/ a separate entrance, large bedroom and bonus room w/ fireplace, full bath, office/den + workshop. Recent upgrades include new roof, two heat pumps, deck work + flooring upgrades.

121 Switchback Road, Orcas Island

Listing courtesy of COMPASS.

$2,395,000
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.

$719,000
2 Beds ⋅ 2 Baths ⋅ 2421415 MLS ⋅ ACTIVE Status
Tucked beneath towering evergreens just minutes from Eastsound, this beautifully rebuilt island retreat offers exceptional craftsmanship, modern efficiency, and an unbeatable location. Walk to restaurants, shops, the marina, and waterfront, with the Orcas Island Airport just minutes away. Rebuilt from the ground up on a new foundation, nearly every major component is new, including the standing seam metal roof, windows, insulation, siding, mechanical systems, and stylish interior. Vaulted ceilings, warm wood accents, abundant natural light, and an open floor plan create a bright, inviting living space. The flexible floor plan features two bedrooms, two full baths, and a spacious loft for guests, an office, or extra sleeping space. Relax on the private deck surrounded by evergreens after a day exploring Moran State Park, kayaking, boating, or hiking. Pre-wired for a future sauna, the home offers an easy opportunity to create your own private spa retreat. Offered fully furnished, this turnkey property is ideal as a full-time residence, vacation home, or weekend getaway.

311 Enchanted Forest Road, Orcas Island

Listing courtesy of COMPASS.

$1,499,000
3 Beds ⋅ 2 Baths ⋅ 2418795 MLS ⋅ ACTIVE Status
Perched atop scenic Pioneer Hill on 3.59 private acres, this custom-designed Ben Trogdon home blends distinctive contemporary architecture with the natural beauty of its wooded island setting. The 2,145 sq. ft. residence offers three bedrooms and 1.75 baths, with soaring vaulted ceilings, radiant concrete floors, clean modern lines, and walls of glass that fill the home with natural light. The dramatic cantilevered great room is the architectural centerpiece, extending into the surrounding landscape with expansive windows that frame the forest and peekaboo south-facing water views. An open gourmet kitchen anchors the living space, creating an easy flow for gathering and entertaining. Thoughtful design continues into the baths, including a shower positioned to take in a private forest view. Step outside onto the large deck to enjoy the peaceful setting and water view, or explore private trails winding through the acreage. Recent improvements include fresh exterior paint and an updated electrical panel. Solar power, an EV charger, high-speed Doe Bay Internet, and connection to the Doe Bay Water System add efficiency and modern convenience. A detached two-car garage with workshop provides generous space for vehicles, projects, and storage. Privately situated yet convenient to Olga, Moran State Park, and Doe Bay Resort, this exceptional Pioneer Hill property brings together inspired architecture, modern amenities, and a remarkable connection to the Orcas Island landscape.

808 Pioneer Hill Road, Orcas Island

Listing courtesy of Orcas Island 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.

$2,595,000
2 Beds ⋅ 1 Baths ⋅ 2361579 MLS ⋅ ACTIVE Status
Quintessential, Vintage Waterfront Island Estate Property. Over 800 feet of exceptionally private water frontage with readily accessible pebble cove beach. Secluded & sunny, this spectacular homestead boasts nearly 8 acres, gently sloping towards the expansive shoreline. You'll be met with views from almost all of the property. Vintage 2 bedroom cabin, a second "hideaway" cabin and a substantial shop. Waterfront is low to medium bank plus pebbled and sandy beaches. Old growth orchard. Expansive views across Rosario Straight with views of Lummi, Cypress and Sinclair Islands. The sky is the limit with this exceptional & timeless piece of Orcas Island history. Wonderful site to build. Owned by the same family since 1907. Doe Bay Water. Rock Island Fiber installed in the road!

557 Old Sentinel Road, Orcas Island

Listing courtesy of True North Realty.

$375,000
2 Beds ⋅ 2 Baths ⋅ 2297169 MLS ⋅ ACTIVE Status
Driftwood Condo 2 bed 2 bath 2nd floor end unit. Unit B201 is in the lower Driftwood building has one of the best locations complete with primary bedroom with private 3/4 bath plus a second bedroom, both backing up to a quiet common area. In the hall is a full bathroom convenient for guests/tenant/owner. This unit is plumbed for a washer/dryer in the closet of the 2nd bedroom. There is a coin-op laundry room that serves the B building and another that serves the A building. Entry is into a very spacious living room with a dining/eating area off the kitchen. One parking space is included with each unit with short term guest parking available and long term spaces available for rent. Common area includes large grassy yard area with BBQ's for outdoor gatherings. Dues include water, sewer, outdoor maintenance and management. Very convenient to Eastsound Village, schools, shops, and restuarants. Currently vacant. Rentals allowed but no vacation rentals or leases less than 30 days. Pets allowed. There are House Rules of Conduct and a manangement company. Various high speed ISP's available.

172 Lover's Lane Unit #B201, Orcas Island

Listing courtesy of COMPASS.

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