Refine Search
Map
Sort by
$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.

$1,300,000
2 Beds ⋅ 3 Baths ⋅ 2551597 MLS ⋅ ACTIVE Status
Welcome to this very well-built, light filled 2 bedroom, 2 1/2 bath home situated just moments from the heart of the village. Boasting desirable south facing water views over East Sound, this property is bathed in brilliant natural sunshine throughout the day. Step inside to an inviting open-concept living and dining space, perfect for entertaining or quiet evenings by the wood stove. The large kitchen features rich cabinets with generous storage and counter space for all your culinary needs. Utility room, with half bath, is conveniently located just off the kitchen. The versatile upper level presents a perfect layout for primary suite with large sitting area, 3/4 bath and additional storage. Outside, retreat to your sturdy stone patio and serene fully fenced oasis featuring beautifully landscaped gardens and abundant mature fruit trees, all inside the circular driveway bordering the yard. Enjoy sunny afternoons gardening in peaceful surroundings while remaining just minutes from the village shops, dining and amenities. One car detached garage/shop would be ideal for private office, artist studio or a number of uses. The fenced garden is awash with mature roses, lavender, fruit trees, and much more. Served by Eastsound Water and Sewer. A true must see!

136 Myers, Orcas Island

Listing courtesy of COMPASS.

$1,565,000
3 Beds ⋅ 3 Baths ⋅ 2550846 MLS ⋅ ACTIVE Status
Discover the ultimate private estate combining luxury living, income potential and unmatech utility. Nestled on 6 serene, private acres this meticulously maintained property has 3 bedroom, 2 bath main residence, a premium detached shop with office and studio plus fully self contained 1 bedroom accessory dwelling. Entry into the main residence is beautifully landscaped and fenced . The home features a gourmet kitchen with porcelain tile floors, custom cabinetry and quartzite countertops. The living room with floor to ceiling windows is bathed in natural light. Majestic stone accent wall and granite hearth around the Xtrordinair fireplace complete the room. Primary suite with spa-bath boasts massive walk-in shower, custom vanity, countertops and radiant floor heat. Attached garage has been converted into family room living space with kitchenette and ample room for pool table. Premium 36 x 36 Texmo building with vaulted ceilings, concrete slab and separate office space. Above the shop is studio space with 3/4 bath and kitchen. Modern 2020 Park Model tiny home is 600 sq ft of independent living perfect for multi-generational living, guest house or rental income. Adjoining gazebo with stone patio and firepit for quiet outdoor evenings. Property is served by 2 wells with 4 - 2500 gallon storage tanks. Rain catchment off the shop roof. New roof in main home in July of 2026.

750 Shaner Armstrong Road, Orcas Island

Listing courtesy of COMPASS.

$1,795,000
2 Beds ⋅ 2 Baths ⋅ 2549168 MLS ⋅ ACTIVE Status
Located in the heart of Eastsound Village, this exceptional mixed-use property offers unmatched flexibility, investment potential, and a premier Main Street location. Set on 1.37 acres with Village Commercial zoning, the 3,344-square-foot building features a spacious two-bedroom, two-bath residence with expansive living areas, a cozy wood-burning fireplace, and views of the bay, sound, and surrounding village. The lower commercial unit is currently leased with approximately two years remaining on the lease, providing immediate income. The south-facing property is bordered by public land and offers abundant parking, RV parking, high-speed internet, community water and sewer, and easy access to shops, restaurants, the waterfront, and all the amenities of Eastsound. A detached garage, partially fenced grounds, and generous open space provide opportunities for continued use, expansion, or redevelopment. One of the property's most extraordinary attributes is its size, location, and zoning. This is one of the last semi-undeveloped commercial/residential properties with frontage on Eastsound's premier downtown Main Street. Village Commercial zoning allows for development of up to 40 units per acre (buyer to verify). A completed wetland study is available, adding significant value for future planning. Opportunities of this scale and prominence in the heart of Eastsound are exceptionally rare, making this one of Orcas Island's premier investment and development offerings.

199 Main Street, Orcas Island

Listing courtesy of COMPASS.

$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.

$527,000
2540586 MLS ⋅ ACTIVE Status
Excellent opportunity to create your ideal life on Orcas Island. Live and work just 2 blocks from the heart of Eastsound. Located across from Eastsound Waterfront Park this property is completely level and south facing for abundant sun. Location enjoys easy access and parking. Village Residential zoning allows for variety of mixed uses. Discover the charm of island living and the ability to build your vision not adapt to someone else's. This sunny, level property spans approximately 1/4 acre and is within the Eastsound Water and Sewer service area. Relish and enjoy the tranquility of a island lifestyle with waterfront park steps away. Limited CC and Rs

Main Street S, Orcas Island

Listing courtesy of COMPASS.

$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.

$525,000
2514622 MLS ⋅ ACTIVE Status
A rare opportunity to own a 1.57-acre parcel on Sunset Mountain, offering breathtaking, year-round sunsets from a west-facing knoll. Enjoy sweeping 180-degree views that span the Canadian mountains, Vancouver’s city lights, Crow Valley, Turtleback Mountain, San Juan Island, and the snow-capped Olympic range. Ideally situated between the Orcas ferry landing and Eastsound Village, the property includes membership in the Sunset water system, nearby power access, and a roughed-in road for easy entry. The designated building site is encircled by mature fir trees, thoughtfully and minimally thinned to open stunning view corridors while preserving privacy and natural beauty. With excellent sun exposure throughout the day and exceptional stargazing at night, this parcel sits within a small enclave of well-crafted homes. Private, well-maintained roads and protective CC&Rs complete this exceptional offering.

1700 Mountain Crest, Orcas Island

Listing courtesy of COMPASS.

$268,000
2523390 MLS ⋅ ACTIVE Status
EASTSOUND PARCEL WITH FILTERED VIEW | An exceptional build-ready offering in the heart of Eastsound where years of planning, permitting, and infrastructure investment have already been completed. Sunny and ideally situated, this property is served by Eastsound water and sewer with memberships and utility infrastructure in place. Extensive due diligence includes survey, geology and archaeological reports, land clearing, stormwater planning, structural engineering, setback verification, completed CAD design plans, and approved San Juan County building permits valid through 2029. Site plans allow for both a primary residence and guest home or rental opportunity, creating flexibility for multigenerational living, guest accommodations, or potential income generation. A rare opportunity to bypass much of the uncertainty, timeline, and expense often associated with building on Orcas Island while bringing your vision to life with a significant head start. Conveniently located near Eastsound Village amenities including local markets, restaurants, shops, and everyday services. Enjoy a short stroll to Waterfront Park for kayaking, paddleboarding, shoreline access, and harbor views. Moran State Park’s lakes and trails are nearby, while the Orcas ferry landing is approximately 10 minutes away for convenient island access. A thoughtfully prepared property offering both convenience and opportunity in one of Orcas Island’s most desirable in-town settings.

147 Geer Lane, Orcas Island

Listing courtesy of The Agency Seattle/Eastside.

$1,450,000
4 Beds ⋅ 4 Baths ⋅ 2528269 MLS ⋅ ACTIVE Status
Exceptional Rosario-area retreat with breathtaking views of the Salish Sea, surrounding islands & bay & an active revenue generating Vacation Rental Permit! This beautifully updated 4-bed home offers 2,335 sqft of thoughtfully designed living space, 2 separate floors of sun-filled living space allowing you to have your island retreat in one while the other generates revenue. Enjoy deeded community beach access, moments from Rosario amenities. Extensively upgraded, the home features a new Presidential-style architectural roof, new gutters, exterior paint, upgraded insulation and roof sheathing, completed in 2023. The property also boasts a brand-new septic system w/three 1,000-gallon tanks, new drain field & advanced NuWater treatment system. A new paver patio & reinforced upper deck w/concrete footings and rebar were added in 2024, along with concrete pier posts for future lower deck expansion potential. The lower-level rental has been tastefully renovated w/ all-new appliances, quartz slab countertops, cabinetry, porcelain tile flooring & an in-floor heating system. Furnishings may be included in the sale, creating a turnkey investment or community living opportunity. Additional highlights include 2 kitchens, updated windows, propane service for a future gas stove, 2 new water heaters, high-speed internet, garden space & detached garage. This sunny island property combines comfort, flexibility & exceptional coastal living in one of Orcas Island's most desirable communities.

372 Cascade Way, Orcas Island

Listing courtesy of COMPASS.

$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.

$340,000
2506206 MLS ⋅ ACTIVE Status
BUCK MOUNTAIN VIEW LAND | 5+ desirable acres with south and west exposure, offering extended light and vibrant sunsets. Potential views span East Sound, Ship Bay, Madrona Point, Eastsound Village, and the Canadian Coastal Range. BUILD-READY with a pending 4-bedroom septic design, paid water membership, completed geotechnical report, and architect site plans available. Newly assigned address, installed driveway cut-in, and a partially cleared view corridor with potential to expand views further. Madrona trees grace the land, enhancing natural beauty, privacy, and a sense of peace. Ideally located just ¼ mile from the Buck Mountain entry gate off Crescent Beach Dr., with convenient access to Terrell Beach and Olga Rd. Minutes to Eastsound Village, Crescent Beach, Waterfront Park, and Moran State Park’s lakes and trails.

558 Buck Mt. Road, Orcas Island

Listing courtesy of The Agency Seattle/Eastside.

$3,450,000
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.

$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.

$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.

$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.

$898,000
3 Beds ⋅ 4 Baths ⋅ 2293490 MLS ⋅ ACTIVE Status
Vacation rental investment in Eastsound Village Townhomes! Newly constructed 3 bed/3.5 bath, located near schools, library, beaches, and all local amenities. This five-unit complex offers 2 private entrances for each home. Positioned on the east end, this unit overlooks the village and water views of East Sound. Modern design features include wood siding, quartz and butcher block counters, stainless appliances, and crisp, white walls. The main floor can function as a locked off studio with a 3/4 bath. The second floor has an open-concept living/dining/kitchen area with a 1/2 bath. The upper level includes 2 bedrooms, each with ensuite 3/4 baths. One assigned parking space plus ample street parking. Other units sold separately.

231 Madrona Street Unit #2, Orcas Island

Listing courtesy of Orcas Island Realty.

Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
IDX information is provided exclusively for consumers’ personal noncommercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.