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$875,000
3 Beds 3 Baths 2463199 MLS ACTIVE Status
ROSARIO ESTATES! Walk to the marina and pool! 3 bd, 2.5 bath with propane heat, range, and BBQ hook up. Walk in pantry, original French doors. New W/D stay! Well laid out 1/4-acre property includes access to Rosario Resort Outdoor pool and spa. Quiet, pet friendly area.10K propane generator engages when the power goes out. Rock Island high speed fiber installed, 1000-gallon septic installed in 2017. 310-gallon propane tank. Large S./F deck w/a filtered view of the Rosario Strait. View of the Rosario Seaplane dock. The home has 4 different levels. Carport with redwood trellis and flagstone. 8 x 18 shop and 8 x 10 green house with water on solid foundation. Herb garden and baby sequoias. Fully fenced. Ample parking inside and outside of the gate. Water pressure is amazing. No drainage issues.

1193 Rosario Road, Orcas Island

Listing courtesy of Offshore Properties LLC.

$1,150,000
1 Beds 2 Baths 2473530 MLS ACTIVE Status
Beyond a private, set back driveway, this remarkable San Juan retreat unfolds across 10 secluded acres shaped by nature itself. A serene 3 acre, lake like pond invites quiet canoe paddles and immersive wildlife viewing, surrounded by twisted madronas and undisturbed forest. Free from ornamental gardens or pastoral affectations, the home feels carved from its setting rather than imposed upon it. Radiant heat concrete floors anchor the main level, with exposed beams and a strong architectural presence throughout. Above, a bright, lofty primary suite feels elevated, private, and refined, while a separate cozy den, once a bedroom, offers flexible living space. Large windows frame the landscape like living art. Foxes, Snow Geese, Bald Eagles, and ducks move freely across the land and water. A detached shed with power offers future ADU potential. Preserved surroundings ensure enduring privacy and a sanctuary shaped and protected by nature.

96 Pleasant Pond Lane, Friday Harbor

Listing courtesy of eXp Realty.

$1,550,000
2469658 MLS ACTIVE Status
Rare 27+ acre waterfront offering in the heart of sunny Deer Harbor. This exceptionally private property features an elevated building site with commanding southwestern views over Cayou Valley and Deer Harbor. Approximately 1,500± feet of estuary waterfront plus tidelands are complemented by surrounding forestland and open grassy areas. Craftsman-built stone walls frame the entrance and patio areas, including a beautifully constructed stone terrace designed to take in sweeping estuary and meadow views, ideal for outdoor gathering and entertaining. Power is available on the property, along with water from a shared, highly productive well. A San Juan County Land Bank conservation easement protects this iconic and historically significant property while allowing for construction of a single-family residence or multi-room inn on the expansive plateau. Enjoy majestic sunsets, abundant wildlife, hiking opportunities, access to marinas and seasonal seaplane service, all via county-maintained Deer Harbor Road. Adjoining property to the south is in conservation and not buildable (not included).

4282 Deer Harbor Road, Orcas Island

Listing courtesy of Orcas Island Realty.

$775,000
2472864 MLS ACTIVE Status
PRIME DEER HARBOR ACREAGE WITH CARRIAGE HOUSE Private, mostly level 3.38± acre parcel in the desirable Suncrest neighborhood offering an exceptional opportunity to build a larger home while enjoying the sweet carriage house. With selective tree trimming, a future residence could capture views toward Turtleback Mountain. Infrastructure is already in place, including a 3-bedroom septic system, fiber optic internet, driveway, and utilities, making this an ideal build-ready site. A well-maintained Craftsman-style carriage house allows for comfortable living during construction, featuring 506± sq ft upper-level open living space with full bath, covered deck, and attic storage. The lower level includes radiant-heated finished space with half bath and a 552± sq ft area currently used as living space that can easily be restored to a true 2-car garage. Recent upgrades in upper level include: flooring and trim, closet and built-in bedroom dresser, kitchen, bathroom vanity. Downstairs upgrades include: bathroom vanity, floor paint, new washer/dryer. New interior/exterior paint throughout. Lightly treed grounds offer garden space and multiple potential building areas. Conveniently located near Deer Harbor and Cayou Quay marinas.

87 Levon Lane, Orcas Island

Listing courtesy of Orcas Island Realty.

$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.

$599,000
2467648 MLS ACTIVE Status
Discover the tranquility of island living on this 1.6-acre Henry Island homesite, located just minutes from the charm and amenities of Roche Harbor Resort. Enjoy sweeping views and peaceful privacy, perched above a huge limestone bluff. This special parcel offers wonderful seascapes of the Harbor, endless boat traffic, plus it's bathed in natural light. This build-ready parcel has community water, power, septic, and access to a deep-water dock. This is community waterfront and a private bouy conveys to the new buyer. Explore the nearby Preservation Trust hiking trails, where abundant wildlife and breathtaking views over Open Bay create an immersive island lifestyle. All this and much more. Call for your private boat ride and tour it today!

7 Roche Harbor Shores, San Juan Island

Listing courtesy of Windermere RE San Juan Islands.

$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.

$998,500
2 Beds 2 Baths 2458584 MLS ACTIVE Status
Nestled on 2 acres in East Crow Valley on Orcas Island, this enchanting 2-bedroom, 2-bath home harmoniously blends historic charm with modern comfort. The original log cabin, paired with a new addition, boasts local fir floors, custom cabinetry, and radiant heat. Large windows frame breathtaking views of farmland, Mount Constitution, and Turtleback Mountain. And showcases sunset/sun rise colors year round. A fenced garden, dotted with young apple, plum trees, and currants, invites outdoor serenity. A spacious 30x30 detached storage "T" shed building offers endless possibilities—hobbies, storage or a workshop. With a new metered water system, shared well, 4-bedroom private septic system, 2,500-gallon potable water storage and 7,500-gallon rain catchment, new transformer/power install and EV charger, this property is self-sufficient. Positioned between Orcas Ferry Landing and Eastsound, it’s a prime, active Vacation Rental. Bask in all-day sunshine, enjoy tranquil privacy, and savor Orcas Island’s timeless allure.

4263 Orcas Road, Orcas Island

Listing courtesy of TWilliams Realty.

$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.

$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.

$79,000
2454921 MLS ACTIVE Status
Start your own island dream here on Decatur Island! Level lot with plum trees and driveway available in the desirable Decatur Shores Community. A 3-bedroom septic system has already been installed, water and electricity available, laying the ground work for your retreat. Plus, with a fiber optic conduit available in the road, you can chose to stay connected with high-speed internet while enjoying your surroundings. Community amenities include a deep water dock, waterfront park, trails, and airstrip just a short stroll away. Skip the ferry lines all together and come and go by plane, boat, or water taxi year round. Come and discover the extraordinary potential of this Decatur Shores property!

16 Airport Perimeter Way, Decatur Island

Listing courtesy of Windermere RE North, Inc..

$1,695,000
2 Beds 2 Baths 2453010 MLS ACTIVE Status
WEST-FACING WATERFRONT HOME IN ROSARIO Designed by Vandervort Architects and built by Burke Thomas of Woodsong. This contemporary 2,367± sq ft home blends simple elegance with quality craftsmanship. Exquisite lighting highlights clean architectural lines, while sunlight and serene water views fill the open-concept living area, creating a seamless connection to nature. A striking handcrafted wood-and-steel staircase leads to a lofted office/guest retreat. The lower level offers two bedrooms, a spacious bath with jetted tub, and a laundry/utility room. Conveniently located near Rosario Resort, Moran State Park, and minutes from Eastsound, this turnkey home is offered fully furnished (with a few exclusions) for an effortless island lifestyle.

599 Shore Drive, Orcas Island

Listing courtesy of Orcas Island Realty.

$349,500
2 Beds 1 Baths 2449235 MLS ACTIVE Status
Stuart Island Retreat! Tucked among lush greenery on a private 0.56-acre lot on Stuart Island, this 3-bed, 1-bath home offers 1,038 sq ft of inviting living space that feels like a cozy tree house. Multiple wood decks create indoor-outdoor living with open interior. A 128 sq ft garage provides extra convenience, and an almost-new 2024 4-wheeler is included (used only to access property). Also included is a 3,484.80 sq ft special-use hangar lot just off the main airstrip, offering added ease and flexibility for travel to and from the island. The community features a beach, airstrip, and boat launching area, with a desirable south-facing orientation overlooking historic Roche Harbor. This tranquil escape blends comfort and coastal beauty.

156 Vista Place, Friday Harbor

Listing courtesy of COMPASS.

$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.

$1,000,000
3 Beds 3 Baths 2442781 MLS ACTIVE Status
Sunny, private and distant water view home on 4.13 park-like acres perched behind the 48-acre Twin Oaks Farm with graceful southwest pastoral views toward the Alpaca Farm and to Canada. The property borders the 696 acres of National Park including English Camp National Park, Young Hill and miles of hiking and riding trails. Spacious level entry home with lower level, 2944 Sq Ft with open plan, 2 fireplaces, large decks, covered car entry and garage with studio built in 1977 is ready for your personal touches. Includes water storage shed, garden shed and newer whole house generator and heating/ac system. Close to Westcott Bay Oyster Farm, Roche Harbor Resort w/marina, restaurants, groceries, retail, airport, art walk, and trails.

327 Twin Oaks Drive, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$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.

$775,000
1 Beds 2 Baths 2441540 MLS ACTIVE Status
PRIME DEER HARBOR ACREAGE WITH CARRIAGE HOUSE Private, mostly level 3.38± acre parcel in the desirable Suncrest neighborhood offering an exceptional opportunity to build a larger home while enjoying the sweet carriage house. With selective tree trimming, a future residence could capture views toward Turtleback Mountain. Infrastructure is already in place, including a 3-bedroom septic system, fiber optic internet, driveway, and utilities, making this an ideal build-ready site. A well-maintained Craftsman-style carriage house allows for comfortable living during construction, featuring 506± sq ft upper-level open living space with full bath, covered deck, and attic storage. The lower level includes radiant-heated finished space with half bath and a 552± sq ft area currently used as living space that can easily be restored to a true 2-car garage. Recent upgrades in upper level include: flooring and trim, closet and built-in bedroom dresser, kitchen, bathroom vanity. Downstairs upgrades include: bathroom vanity, floor paint, new washer/dryer. New interior/exterior paint throughout. Lightly treed grounds offer garden space and multiple potential building areas. Conveniently located near Deer Harbor and Cayou Quay marinas.

87 Levon Lane, Orcas Island

Listing courtesy of Orcas Island Realty.

$3,000,000
2425394 MLS ACTIVE Status
Own a piece of Friday Harbor history. Remarkable commercial office building occupying a .3938-acre downtown corner of Friday Harbor. Restored building dates back to 1897. In use 83 years when new church was built across Spring Street. The church was remodeled & converted to office space in 1985 to UBC requirements. 18 off-street parking spaces. Parking valued at over $400,000 w/extra ground space to add more parking if desired on site. Sprinkler & earthquake retrofit in 1987. There is an opportunity, subject to town of Friday Harbor input approval, to convert offices spaces to residential use. Once in a generation opportunity for a new owner to recreate this historic space to highest best use going into the future. Appointment required.

470 Spring Street, Friday Harbor

Listing courtesy of Better Properties of San Juan.

$1,150,000
2 Beds 3 Baths 2426289 MLS ACTIVE Status
Roche Harbor Retreat. Nestled on a .57-acre bordering iconic Roche Harbor Resort, this inviting south-facing gem offers the perfect blend of privacy & proximity, with direct access to one of the San Juans most beloved destinations. The home welcomes you with a light-filled great room, main floor bedroom & bath, upper primary ensuite with balcony, cedar-lined closets. Daylight lower level with wood stove adds warmth & flexibility for guests, hobbies or entertainment. Step outside to a peaceful deck with filtered water views of the resort, relax and soak in the island atmosphere. Easy access to pool, pickleball, marina, dining & more. 2-car garage, deer-fenced garden. Fully furnished for your vacation home or full-time residence.

309 Afterglow Drive, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$2,459,900
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.

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