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$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.

$1,595,000
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 0f 2026.

750 Shaner Armstrong Road, Orcas Island

Listing courtesy of COMPASS.

$545,000
2 Beds ⋅ 2 Baths ⋅ 2553145 MLS ⋅ ACTIVE Status
Rosario Cottage Duplex with Island Income Potential Incredible Rosario location with charm, flexibility, and income potential. This sweet 1961 stick-built duplex offers two living spaces, each with its own kitchen and full bath. Unit 1 is configured as a 1 bedroom, 1 full bath with mini-split heat and a newly remodeled bathroom. Unit 2 is a studio style unit with a propane heat stove and an active vacation rental permit, offering the opportunity for rental income or mortgage subsidy. The furnishings in unit 2 will be included, turnkey, to keep the vacation rental consistency. Set on a small, level yard with a sunny south-facing deck and filtered, glistening water views through the trees, the home has a quaint cottage feel with thoughtful updates, including a septic replacement in 2018, a minisplit, and an EV charger., and Rock Island Fiber Optic internet. Around the corner from Rosario Resort, with two active restaurants, marina activity, and Kenmore Air floatplane service to Lake Union in Seattle. Deeded access to a waterfront recreation area with swimming pool and beach adds to the lifestyle appeal. Close to Moran State Park, Cascade Lake, and just about 10 minutes to downtown Eastsound.

1179 Rosario Road, Orcas Island

Listing courtesy of Orcas Island Realty.

$1,990,000
3 Beds ⋅ 3 Baths ⋅ 2551797 MLS ⋅ ACTIVE Status
Discover the extraordinary Island Lifestyle you've been dreaming of! This stunning NW contemporary home on Lopez Island is an estate on 7 private acres with breathtaking panoramic views of Puget Sound, San Juan Islands, passing ferries, and Cascade mountains. Custom designed to embrace its spectacular setting, this 3,917-square-foot residence showcases soaring vaulted ceilings, exposed timber beams, impressive 10-foot doors, radiant heated floors and walls of glass bring the outdoors in! The gourmet chef's kitchen features custom cabinetry, granite counters, double ovens, and generous gathering spaces for entertaining. Three gas fireplaces create a warm ambiance, while expansive view decks provide unforgettable sunsets and ever-changing marine vistas. A loft retreat offers the perfect office and reading sanctuary. The versatile lower level offers a beautifully finished living suite for guests, multigenerational living, or rental income, plus a light-filled artist's studio. Outside, unwind in the spa, rinse off in the outdoor shower after a day at the beach, or enjoy the greenhouse, fenced gardens, mature fruit trees, and peaceful surroundings. The heated garage doubles as a dream woodworking shop and exercise studio. Home is wired for a generator. Most furnishings included! Just a short walk to the beach and minutes from the Village, ferry terminal, and Odlin Park, this exceptional estate offers the perfect blend of luxury, privacy, and the timeless beauty of island living.

259 Willbrook Lane, Lopez Island

Listing courtesy of John L. Scott, Inc..

$7,900,000
4 Beds ⋅ 7 Baths ⋅ 2543410 MLS ⋅ ACTIVE Status
Extraordinary generational Blakely Island beachfront estate with remarkable sun-drenched southern exposure. This exceptional private estate offers a rare blend of luxury and serene island living. Designed as a private retreat, four distinct coastal structures and the accompanying airport hangar balance comfort, entertainment, natural beauty for multiple generations with convenient access. The main house showcases refined craftsmanship with custom inlaid hardwood floors, a sun-filled living area with pool table and full bar, two ensuite bedrooms, kitchen, dining area, steam room, and an expansive deck with sweeping views. Steps from the hundreds of feet of private shoreline, the beach house delivers an immersive coastal experience: open-concept living and dining, a marble bar, state-of-the-art sound and lighting, and nano doors opening to a wraparound deck where the rhythm of the sea becomes part of everyday life. A large hangar at the neighboring airstrip rounds out the estate—ready to house your aircraft, boat, or an impressive collection of toys and recreational gear. This south-facing retreat is more than a property—it's a legacy estate in the San Juan Islands.

450 Eagle Bay Road, Blakely 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.

$825,000
2 Beds ⋅ 3 Baths ⋅ 2536611 MLS ⋅ ACTIVE Status
Two homes for the price of one—and opportunities like this don't come along often. We're proud to offer an incredible, truly turnkey property on coveted Blakely Island, the "Martha's Vineyard of the San Juans." Everything stays, from the bedding and dishes to the silverware, washer, and dryer. Just arrive by plane or boat and start living. The island stays peaceful, private, and refreshingly uncrowded. Built in 1980, the 1,920 sq ft main home offers 2 bedrooms and 2.5 baths, while a thoughtfully situated 480 sq ft detached guest house adds a private 1 bed, 1 bath retreat for visitors. A 224 sq ft garage rounds out the package with room for island gear and toys. Unwind on the large covered patio, where windows frame sweeping bay and ocean views. Positioned right on the runway, you'll have a front-row seat to planes gliding in and out—with the marina just a short walk away. Beyond your door: sandy beaches, scenic trails, stocked lakes, and full marina access. This is more than a home—it's an invitation to a rare and refined island lifestyle. Discover Blakely living at its finest. Schedule your private viewing today.

177 Blakely Drive, Blakely Island

Listing courtesy of Bellwether Real Estate.

$4,285,000
5 Beds ⋅ 6 Baths ⋅ 2532527 MLS ⋅ ACTIVE Status
Encompassing 18 scenic acres across 3 parcels, this exceptional estate offers a rare opportunity for multi-generational living, future development, and flexible use. Featuring multiple residences, event spaces, specialty buildings, and room to expand, the property is ideal for creating a private compound or legacy retreat. The main residence includes 2 spacious living suites, a chef’s kitchen, and expansive decks with sweeping Olympic Mountain views. All Ipe wood decking! A separate guest house with its own deck provides comfortable accommodations for extended living or visitors, while the additional home on Bullfrog Road captures beautiful ocean and mountain views with a large backyard and recreation space. Additional structures include a versatile multi-use building for living space, studio, gallery, or events, a peaceful meditation cabin, and a flexible fitness house suited for wellness, hobbies, or creative pursuits. The greenhouse and fully fenced raised-bed gardens support productive year-round growing. Maintenance shop stores tools, supplies, vehicles, and service crew bathroom. A large garage and workshop building offers excellent storage, office, bathroom, or vehicle collection potential. Multiple gated entrances provide added privacy and convenience. This unique property combines existing infrastructure, development potential, and endless possibilities in an extraordinary setting. Come tour this rare opportunity!

398 Hannah Road, Friday Harbor

Listing courtesy of American Dream R. E. Services.

$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.

$2,250,000
4 Beds ⋅ 3 Baths ⋅ 2526760 MLS ⋅ ACTIVE Status
Once-in-a-lifetime legacy estate. Properties like this come around very rarely – set on the edge of a bluff with 180 degrees of southwest exposure and 1,651’ of waterfront, the large home enjoys a footprint that cannot be replicated. Remodel the house or use the valuable footprint to take advantage of the panoramic views stretching across the sparkling blue water of the Straits all the way to the Olympics. Includes two sunny and private cove beaches – the larger of the two is a rare sandy oasis while the other still holds the remains of a beach shed with power and water. Two tax parcels totaling 8.07 aces, a large, detached garage and shop with metal roof and original orchard. Both properties have a conservation easement. Adjacent to county property and close to county boat launch and dock. Property is being sold as is, septic system has all required upgrades, well pump was replaced in 2024.

189 Calle Aguila, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$1,470,000
3 Beds ⋅ 3 Baths ⋅ 2484396 MLS ⋅ ACTIVE Status
Leave the world behind as you descend to your seaside retreat. This spacious, updated home offers stunning panoramic marine views of the San Juan Channel, Orcas Island, and Shaw Island, along with world-class wildlife! Nestled on a forested .95-acre waterfront lot, you’ll be just steps away from your own private beach, perfect for kayaking, fishing, or taking a refreshing dive.The mid-century home features lovely vaulted ceilings and a cozy wood-burning fireplace, making it perfect for relaxation. You'll love the large decks that invite you to enjoy the great outdoors. The updated kitchen is a chef’s dream, complete with granite countertops, stainless steel appliances, and plenty of space to prepare your favorite meals while soaking in breathtaking views. The thoughtful floor plan includes two separate living areas, with the main floor offering two bedrooms, two bathrooms, a cozy den, office, and a convenient laundry area that even includes a dog bath for easy clean-up! The lower level serves as a welcoming guest retreat, featuring a living space, a wood-burning stove, a kitchenette, a bonus room, and a bathroom. A detached two-car garage provides additional storage, and fiber internet is available for work or play. Enjoy access to a community beach, hiking trails, and water sports, and proximity to Roche Harbor Marina and Resort, Friday Harbor town amenities, restaurants, hospital, and a nearby shellfish farm. Wonderful island retreat or a primary home.

455 Mineral Point, Friday Harbor

Listing courtesy of Coldwell Banker Bain.

$2,995,000
3 Beds ⋅ 4 Baths ⋅ 2502876 MLS ⋅ ACTIVE Status
Exceptional site, just a short boat ride the historic charm of ROCHE HARBOR & adjacent to the Seattle Yacht Club outpost! 2 WATERFRONT lots, 2 HOMES & a private dock! 1-of-a-kind legacy estate in the heart of the San Juan's. Elegance while delivering modern luxury. An unparalleled blend of privacy, beauty & future potential. The gourmet kitchen is both stunning & functional featuring premium appliances, a dramatic monolithic island, abundant custom cabinetry, a walk-in pantry & sleek stone surfaces. Formal & casual living spaces flow seamlessly together, creating inviting settings for entertaining & everyday living. The primary is framed by tranquil views & complemented by a spa-inspired bath, extensive closet space & direct access to wraparound verandas. An elegant ensuite guest retreat offers exceptional comfort and privacy with its own secluded lanai, while the charming finished attic provides additional accommodations for family and friends. Adding to the estate's unique appeal is a beautifully restored 1920s cottage, complete with its own kitchen, bdrm & bath. An adjacent artist's studio offers space for creativity, hobbies, or games. Lots 1 & 2 share a private dock located on Lot 1. Lot 2 offers ample room for potential development of an additional residence, creating a rare opportunity for expansion or a future legacy compound.The estate unfolds across beautifully landscaped grounds where covered porches & sun-drenched terraces invite quiet mornings, sunset gatherings.

1 & 2 Driftwood Shores, Henry Island

Listing courtesy of Windermere RE San Juan Islands.

$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.

$3,200,000
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.

$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.

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

1189 Tomihi Drive, Orcas Island

Listing courtesy of TWilliams Realty.

$1,299,000
2 Beds ⋅ 4 Baths ⋅ 2454692 MLS ⋅ ACTIVE Status
Welcome to nearly 9 private acres overlooking the Sound, where a European-inspired estate offers over 5,000 SF of secluded living. The main home offers a peaceful sense of space, quiet places to unwind, and a generous primary bedroom that feels like its own haven. From French floor tiles to the Alabaster fireplace in the primary suite, to the custom Eckbank seating with Judd Bay views, this is truly a one of a kind retreat. The detached guest house includes a bedroom, 2 baths, full kitchen and bonus room with a view. The shop and detached garage provide plenty of storage. Surrounded by forest, it feels a world away, yet Eastsound and the ferry are just down the road. Come see where the island life meets the soul of the Pacific Northwest.

223 Blanc Road, Orcas Island

Listing courtesy of simpliHOM Residential.

$3,799,900
4 Beds ⋅ 5 Baths ⋅ 2409167 MLS ⋅ ACTIVE Status
The iconic contemporary home everyone has been asking about on San Juan Island. Overlooking the Seattle Yacht Club Marina & harbor with spectacular views of Mount Baker. This unique-designed estate was created by architect Anna Howden and sustainably built with striking Cor-Ten steel siding composed of nickel, copper & steel with clear cedar accents on exteriors. Rustic-Modern would be the best description of this multi building estate, designed by a family architect that has a footprint history of island properties designed. The 3,555 SF main residence features an open gourmet kitchen flowing to the living room with views of Mount Baker and marine life. Use of a free-flowing floating staircase or use elevator access to the lower level. Primary suite with full bath, large walk-in closet on main level & half bath. Guest bedroom, a Flex room may be a possible 3rd bedroom, 1 full bath, 3/4 bath on lower level. Detached 1-bedroom apartment building includes a full kitchen, full bath & office/bedroom w/3/4 bath. Apartment ideal for guests with full studio to work-from-home. Two separate attached single-car garages, an On-demand generator for both buildings. Radiant heated floors in both buildings. Zoned Multi-Family for investment income rentals. Guest apartment building currently rented to 12/31/2026 @ $5000/month. Become inspired with the water, marina & mountain views from every room. Additional photos & video tour available. A personal tour will dazzle your imagination.

630 Harrison Street, Friday Harbor

Listing courtesy of Better Properties of San Juan.

$2,988,880
4 Beds ⋅ 4 Baths ⋅ 2346156 MLS ⋅ ACTIVE Status
Discover waterfront living with this stunning property and beautiful Griffin Bay views. This spacious home on 3.3 acres, features 3 bedrooms, 3 baths and separate attached apartment with additional bedroom and bathroom perfect for guests. The home includes an office and bonus room, ensuring plenty of space for work and leisure. Attached 2 car garage, porte cochere and detached garage sized for boat and shop, storage space, bathroom, and small home gym w/workout Lululemon Mirror. Stairs lead to a gravel beach & mooring buoy. With a new septic system & private well, fruit trees, swim spa, generator and solar panels, this is a dream property. Two separate parcels, this property is an ideal blend of privacy and accessibility close to town.

111 Baker Lane, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

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.
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