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$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.

$2,800,000
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.

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

105 Windfall Lane, Orcas Island

Listing courtesy of Orcas Island Realty.

$735,000
2517575 MLS ⋅ ACTIVE Status
A rare opportunity to bypass the lengthy and uncertain development process and move directly into building your island retreat. This south-facing homesite offers expansive water views over the Sound and a layered panorama of surrounding islands, paired with an exceptional level of pre-development already in place. Property offers filtered Purdue Lake views with strong view potential depending on home placement and selective clearing (buyer to verify). An active building permit (valid through February 2027, with extension potential), approved septic design, and utilities brought directly to the building site and connected—including water, power conduit, and high-speed fiber optic internet—eliminate many of the typical barriers to construction. EV charging infrastructure is already installed, supporting a modern, high-performance build.Significant investment has been made in site preparation, including a partially completed greenhouse and auxiliary structure with a premium BC Greenhouse kit onsite and foundational work in place. Custom-designed plans provide a clear path forward while still allowing flexibility for a buyer to tailor the final design.With HOA dues and road fees paid, and key permitting and infrastructure completed, this property offers a streamlined path to construction rarely found on Orcas Island. Ideal for a buyer ready to build now. Nearby trail access to Moran State Park adds to the appeal.

354 Helmsmens Way, Orcas Island

Listing courtesy of Orcas Island Realty.

$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.

$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.

$298,000
2495694 MLS ⋅ ACTIVE Status
Situated just minutes from Eastsound Village, this exceptional 5-acre parcel offers a rare opportunity to create your ideal Orcas Island retreat. The property is thoughtfully prepared with a shared well installed and an approved 3-bedroom septic design, saving valuable time and expense.Power and high-speed fiber-optic internet are available at the property line, and a current geotechnical report and topographical survey are included, providing confidence as you move forward with building.A blend of serene territorial outlooks and expansive westerly-to-northwesterly ocean views provides a dramatic, ever-evolving panorama, perfectly positioned for unforgettable sunsets. Recently, selective tree removal has further enhanced and opened the views.The property features varied topography and an expanded building area, offering flexibility in siting your home for privacy, light, and views. Access is via Wright Road, recently improved with grading, widening, and additional turnouts.Recently enlarged to a full 5 acres through a boundary line modification, increasing usability and development potential.A rare, ready-to-build opportunity in one of Orcas Island’s hidden gems of a location.

540 Wright Road, 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.

$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.

$295,000
2362715 MLS ⋅ ACTIVE Status
Ready to trade traffic for tide charts? This serene 1.67-acre slice of paradise on Raccoon Point is perched on the peaceful north shore of Orcas Island where the only thing louder than the quiet is the view. With a level building site, community water, & a brand-new 2-bedroom septic design, this property is basically saying, “Let’s build something amazing. Enjoy jaw-dropping views of the Strait of Georgia, Matia Island, & on a clear day—the ever-so-dramatic Canadian Coastal Range. It’s like having front row seats to Mother Nature’s highlight reel. The land? A dreamy mix of towering firs, sun-dappled meadows, & freshly enhanced views. Just a quick drive from Eastsound, where you can stock up on island essentials. Island life is calling.

Matia View Short Plat Unit #Lot 2, Orcas Island

Listing courtesy of COMPASS.

$998,000
3 Beds ⋅ 4 Baths ⋅ 2293493 MLS ⋅ ACTIVE Status
This end unit townhome has southwest exposure and a vacation rental permit. Enjoy life in the heart of Eastsound in new construction 3 bedrms/3.5 bath at the corner of Fern & Madrona near schools, beaches and the amenities of the Village. Five units in the complex each with separate entries. Contemporary design features wood exterior, quartz & butcher block counters, stainless appliances and white walls. Main floor can be a locked off studio space with 3/4 bath or integrated into the unit. Second floor features an open concept living, dining & kitchen space w/ 1/2 bath. The upper floor has 2 bedrooms both w/ ensuite 3/4 baths. One dedicated parking space plus plenty of street parking. Eastsound water and sewer with power metered separately.

231 Madrona Street Unit #5, Orcas Island

Listing courtesy of Orcas Island Realty.

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