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$2,400,000
2 Beds ⋅ 3 Baths ⋅ 2484568 MLS ⋅ ACTIVE Status
Nearly ten acres of terraced shoreline and mature landscaping, just a short stroll from the Lopez Ferry Landing. The centerpiece is a rare deep-water private dock with a 35-foot float, solid depth, power, and vehicle access for easy boat loading — a genuine rarity in the San Juans. (The float is currently stored off site.) The 1962 main house offers sweeping views of open water, mountains, and ferry traffic from 2,410 sf across two levels. A 600 sf waterfront cottage adds flexible space for guests, a studio, or a home office. Rounding out the property: a 960 sf detached garage and shop, two-car carport, chicken coop, fenced garden, dog run, and additional storage sheds. Two tax parcels, two wells, catchment with storage for irrigation, pocket beaches, a 20KW backup generator, and excellent privacy make this a self-sufficient retreat. Community Hilltop water and Rock Island fiber are available on the property but not yet connected — easy upgrades for the next owner.

208 Tide's End Road, Lopez Island

Listing Broker: Orcas Island Realty; Mary M. Clure; 360-961-7523; islandsmary@gmail.com

$2,395,000
2 Beds ⋅ 4 Baths ⋅ 2515213 MLS ⋅ ACTIVE Status
Waterfront retreat with front-row views of daily marine life and an active vacation rental permit! This inviting two-bedroom home lets you whale watch from a sunlit deck while soaking in sweeping, panoramic vistas. The expansive yard is perfect for lawn games and evenings around the fire pit, with stairs leading down to your own private beach. Inside, every room is oriented toward the water, filling the home with light and views. A spacious living room with warm wood paneling and soaring ceilings flows seamlessly into the dining area and an open-concept kitchen designed for easy entertaining. The primary suite features a soaking tub and sauna for a true spa-like escape, while the second bath includes a beautifully finished walk-in stone shower. A two-car garage with an attached bunkhouse, half bath and fireplace adds flexibility for guests, an office or extra space. Whether as a full-time island residence or a vacation getaway, this home offers a sense of escape in every moment. Active Vacation Rental permit with great rental history.

1378 San Juan Drive, San Juan Island

Listing Broker: Island Grp Sotheby's Int Rlty; Terese Prescott; 360-298-0824; terese@sanjuans.com

$2,395,000
2517028 MLS ⋅ ACTIVE Status
Tucked into a peaceful pastoral setting just outside Friday Harbor, Trumpeter Inn offers a rare opportunity to step into a life shaped by connection, hospitality & place. Named for trumpeter swans that winter nearby, the inn has welcomed guests since 1989 & has grown into one of the area’s top-rated boutique accommodations, known for its warm, personalized experience & loyal repeat clientele. Set on approximately five pristine acres with views of the Olympic Mtns., the property blends the charm of a boutique retreat with the privacy & scale of an island estate. The 3,414 sq ft inn features well-appointed guest suites and inviting common spaces, complemented by a separate 1,232 sq ft owner’s cottage for private living. A proven income-producing property, the inn generates over $300,000 annually, creating immediate income potential with opportunities for growth. A 1,200 sq ft accessory building, currently leased at market rate, offers supplemental income or flexible use as a studio, workshop, or expanded guest amenity. The grounds include open lawns, mature trees, and an orchard, creating a peaceful setting just minutes from the ferry and town. With its thoughtful layout & generous acreage, the property offers exceptional versatility—suited for continued inn operation, a retreat or event-based business, multi-generational living, or small-scale farming or equestrian use.Seller is a licensed real estate broker in the State of WA & has an ownership interest in the selling entity.

318 Trumpeter Way, Friday Harbor

Listing Broker: Windermere RE San Juan Islands; Annie Bryant; 360-298-0649; anniebryant@windermere.com

$2,395,000
8 Beds ⋅ 10 Baths ⋅ 2504992 MLS ⋅ ACTIVE Status
Tucked into a peaceful pastoral setting just outside Friday Harbor, Trumpeter Inn offers a rare opportunity to step into a life shaped by connection, hospitality & place. Named for trumpeter swans that winter nearby, the inn has welcomed guests since 1989 & has grown into one of the area’s top-rated boutique accommodations, known for its warm, personalized experience & loyal repeat clientele. Set on approximately five pristine acres with views of the Olympic Mtns., the property blends the charm of a boutique retreat with the privacy & scale of an island estate. The 3,414 sq ft inn features well-appointed guest suites and inviting common spaces, complemented by a separate 1,232 sq ft owner’s cottage for private living. A proven income-producing property, the inn generates over $300,000 annually, creating immediate income potential with opportunities for growth. A 1,200 sq ft accessory building, currently leased at market rate, offers supplemental income or flexible use as a studio, workshop, or expanded guest amenity. The grounds include open lawns, mature trees, and an orchard, creating a peaceful setting just minutes from the ferry and town. With its thoughtful layout & generous acreage, the property offers exceptional versatility—suited for continued inn operation, a retreat or event-based business, multi-generational living, or small-scale farming or equestrian use.Seller is a licensed real estate broker in the State of WA & has an ownership interest in the selling entity.

318 Trumpeter Way, Friday Harbor

Listing Broker: Windermere RE San Juan Islands; Annie Bryant; 360-298-0649; anniebryant@windermere.com

$2,375,000
2 Beds ⋅ 2 Baths ⋅ 2493374 MLS ⋅ ACTIVE Status
Isthmus House is a rare opportunity to acquire style and a totally unique location, positioned to provide breathtaking views East to Harney Channel and Orcas Island and West to Wasp Passage and Bell Island. With 250 feet of waterfront on the East and the West side of the home, and a mooring buoy in the East bay, Isthmus House is not just a home but a lifestyle to be cherished. Open plan with vaulted ceilings in every room. Reminiscent of a Sun Valley lodge fused with mid-century modern. Built in 1969, addition added in `1989. Extensive removations and updating. Kitchen and bathrooms and have been completely renovated. Expansive decks on east and west side of home create a seamless transition from indoors to outdoors. Perfect blend of modern comfort combined with classic mid-century modern charm. FULLY FURNISHED (some art work not included) and ready for your Shaw Island adventure!

512 Broken Point Road, Shaw Island

Listing Broker: COMPASS; Curman Baier; 206-938-7797; curman.baier@compass.com

$2,300,000
2 Beds ⋅ 3 Baths ⋅ 2586245 MLS ⋅ ACTIVE Status
Experience the relaxed rhythms of waterfront living at Cape San Juan, where expansive views, peaceful shoreline and abundant marine life create an exceptional island retreat. Set on .62 acres with 143± feet of medium- to low-bank waterfront, the property features a gravel cove, tidepools and thoughtfully placed benches inviting you to slow down and watch boats, wildlife and the ever-changing waters of San Juan Channel. The comfortable rambler-style home offers 2 bedrooms, a den and 3 baths, with views stretching across the channel toward Lopez Island from nearly every room. Recent updates include fresh interior paint, lighting, flooring and a beautifully refreshed primary bath. A wraparound deck extends the living outdoors, while the private primary-suite deck and wood-fired hot tub offer a secluded place to unwind beneath the island sky. Mature landscaping surrounds the home, complemented by an attached 2-car garage, generous crawl-space storage and fiber connectivity. Cape San Juan community amenities include a marina, swimming pool, beaches and trails, while thousands of acres of nearby state and federal parkland offer endless opportunities for hiking, beachcombing and exploring. A special setting for embracing the natural beauty and easygoing lifestyle of San Juan Island.

254 Vista Way, Friday Harbor

Listing Broker: Windermere RE San Juan Islands; Gregory King; 360-378-3600; greg@gregkingsanjuan.com

$2,295,000
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 Broker: COMPASS; Marty Zier; ;

$2,250,000
2 Beds ⋅ 2 Baths ⋅ 2527089 MLS ⋅ ACTIVE Status
Stunning sun-filled waterfront retreat in highly sought-after West Sound, featuring a 44’ deepwater dock and private shoreline. Expansive and unobstructed south-facing views stretch across the Salish Sea, surrounding islands, and the Olympic Mountains. Thoughtfully designed with high-end finishes throughout, this luxurious 1,200± square ft home includes radiant hydro floor heating, steam shower, gas fireplaces in both the living room and bedroom, Hubbardton Forge fixtures, ironwood decking, solar panels, hot tub, outdoor shower, and EV charging outlet. Enjoy easy access to the beach, or relax on the expansive deck and take in breathtaking sunsets. A rare opportunity to own an exceptional island waterfront getaway.

1022 Deer Harbor Road, Orcas Island

Listing Broker: COMPASS; Kevin Ranker; 360-472-1850; kevin.ranker@compass.com

$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 Broker: Windermere RE/Lopez Island; Alan Roberson; 360-468-3344; lopezislandalan@gmail.com

$2,245,000
2 Beds ⋅ 3 Baths ⋅ 2160102 MLS ⋅ ACTIVE Status
On the grid or off, your choice. Twelve outstanding deer-fenced acres, 1.16 mi from town center, with a custom 3080 sf home utilizing wood burls from Alaska, 675 sf log guesthouse with vacation rental permit, both overlooking the lake, 600 sf studio with bathroom, 140 sf studio, 550 sf detached garage, 3200 sf multipurpose shop with walk-in cooler, Starlink internet, 46 solar panels with bank of huge batteries, automated back-up generator, 2000 gallons of underground propane storage, large fruit and nut orchard, commercial garden including mature blueberry and raspberry bushes, a greenhouse, large chicken run, and a 2 acre lake. Commercial opportunity and/or completely self-sustaining if needed or desired. (See agent remarks for gate code.)

1738 Lampard Road, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Laura Boulton; 360-298-2347; laura@sanjuanislands.com

$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 Broker: Orcas Island Realty; Deborah J. Jones; 360-298-4558; dhjoneshomes@gmail.com

$2,195,000
3 Beds ⋅ 3 Baths ⋅ 2581871 MLS ⋅ ACTIVE Status
Captivating views of Mt. Baker and San Juan Channel set the stage for this beautifully appointed island retreat on 8.85 private acres. Impeccably maintained and thoughtfully remodeled in 2017, this 3-bedroom home with 2 full baths and a powder room blends understated elegance with exceptional comfort. Soaring 12-foot ceilings and dramatic floor-to-ceiling windows fill the main living area with natural light while framing the surrounding landscape and views. A striking double-sided fireplace creates warmth and connection between living spaces, while the beautifully equipped kitchen features top-of-the-line appliances and an induction cooktop for effortless entertaining. The thoughtfully designed floor plan provides a private primary retreat, well separated from the guest bedrooms, creating privacy for owners and visitors alike. A separate den/workout room adds additional flexibility. Crushed granite pathways surround the home and complement thoughtfully designed drought-resistant landscaping. Beyond, the 8.85-acre setting features a tranquil pond, fenced orchard, and versatile barn—an inviting space for gatherings, hobbies, projects, or generous storage. Extensive solar power system installed and activated in April 2026. A distinctive San Juan Island property offering privacy, views, acreage, and an exceptional island lifestyle.

144 Jensen Bay Road, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Lisa Brooks; 425-985-1770; lisabrooks@sanjuanislands.com

$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 Broker: The Agency Seattle/Eastside; Jaylin Peacock; 360-317-6075; jaylin.peacock@theagencyre.com

$2,195,000
5 Beds ⋅ 5 Baths ⋅ 2507008 MLS ⋅ ACTIVE Status
Updated 1,902 sq. ft. home in 2016 located in heart of Friday Harbor with a 618 sq. ft. converted garage offering excellent flex-space potential. Fully remodeled with new windows, insulation, kitchen, bathrooms, plumbing, electrical, flooring, exterior wood, decks, and more. The home features 4 bedrooms, including a main-level primary suite, and a functional layout suited for full-time living. Convenient in-town location close to schools, shops, and the ferry. A turnkey opportunity with strong long-term upside. TWO TAX PARCELS; 351151115000 & 351151116000 being sold together, zoned as Light Industrial. The Yoga business is not included in this sale.

326 Carter Street, San Juan Island

Listing Broker: Windermere RE San Juan Islands; Rebecca Hughes; 360-298-1923; rebeccash@windermere.com

$2,195,000
2506978 MLS ⋅ ACTIVE Status
A rare opportunity in the heart of Friday Harbor: two adjacent in-town parcels offering exceptional flexibility for living, investing, or future development. Together, 320 & 324 Carter Street provide a unique chance to create a multi-home compound, rental portfolio, or spacious primary residence with room to expand — all within minutes of schools, shops, restaurants, and the ferry.Set on a quiet residential street, these properties combine the convenience of walkability with the privacy and space that are increasingly hard to find in town. Whether you envision multi-generational living, income-producing units, or a thoughtfully designed island retreat, this location supports a wide range of possibilities.Opportunities like this seldom come available in Friday Harbor. Secure two side-by-side parcels and shape them to fit your vision of island living.

326 Carter Street, San Juan Island

Listing Broker: Windermere RE San Juan Islands; Rebecca Hughes; 360-298-1923; rebeccash@windermere.com

$2,150,000
3 Beds ⋅ 4 Baths ⋅ 2529315 MLS ⋅ ACTIVE Status
Rare low bank waterfront estate on Lopez Island's Fisherman Bay: this gorgeous, contemporary home, designed by Tom Olson, apprentice to Frank Lloyd Wright, blends custom, organic design with the natural beauty of the environment. The main house's open living space, warmed by a blue steel fireplace, extends to a southeast-facing wraparound patio with sweeping bay views for effortless indoor/outdoor living. Relax in the quiet haven of the refined library. Three en suite bedrooms on the upper level afford private, tranquil accommodations, including a generous primary suite w/built-in king bed, soaking tub, walk-in closet, and a private view deck. The second suite has its own deck; the third a Murphy bed and a concealed laundry area. Exceptional craftsmanship and thoughtful design throughout, from the clear fir cabinetry, built-ins and custom furniture to the granite and stained concrete finishes. The detached studio with water view, patio, 3/4 bath, and fireplace, offers flexibility for guests, work, and creative pursuits. The garden, with a south-facing greenhouse, raised beds, and catchment-fed irrigation is fully fenced. An attached two car garage with a workbench, private well, pump house, geothermal radiant floor heating provide comfort, convenience, and functionality. A second waterfront parcel makes for a total of 1.91 acres, located at the secluded end of a private lane, with 206 feet of waterfront and private tidelands. A desirable deep water mooring buoy is included.

2000 Bayshore Road, Lopez Island

Listing Broker: Windermere RE/Lopez Island; Megan McLean; 360-223-7990; meganintheislands@gmail.com

$2,100,000
2 Beds ⋅ 3 Baths ⋅ 2573123 MLS ⋅ ACTIVE Status
A private, meandering driveway whisks you away to this custom-built island home on 5 plus acres , surrounded by peaceful natural beauty. This 2-bedroom plus loft, 3-bath home offers wonderful flexibility, with the loft easily serving as an additional sleeping space, office, or guest area. Skylights and large windows fill the home with natural light, while a wood-burning fireplace and propane stove create a warm and cozy atmosphere. Thoughtfully designed throughout, the home offers generous closet and storage space. Outside, enjoy towering trees, easy access to your owna private beach cove, and a mooring buoy—an idyllic island retreat offering privacy, quiet, and a true connection to the water and surrounding landscape. A special place you may never want to leave. This custom home was built by Con Russell.

2101 Dolphin Bay Road, Orcas Island

Listing Broker: COMPASS; Kevin Ranker; 360-472-1850; kevin.ranker@compass.com

$2,100,000
3 Beds ⋅ 5 Baths ⋅ 2483494 MLS ⋅ ACTIVE Status
Southwest-facing waterfront home with private dock on Brown Island, offering 3,527 sq ft of beautifully designed living with 3 bedrooms, 2 offices, and 5 baths. This remodeled NW Craftsman 1-story home with basement blends classic style with modern comfort, featuring an atrium entry, open floor plan, and spacious chef’s kitchen. Most rooms including the main-level primary suite with deck access, capture stunning harbor and sunset views. The lower level offers a bedroom and bath with separate entry, ideal for guests or extended living. Outdoor living shines with expansive main-level decks, a sunny waterfront bulkhead patio with steps to the beach, and a private dock on 107 feet of accessible shoreline. A detached golf cart garage/shop, hot tub, and bocce court complete this exceptional setting. Brown Island amenities include community moorage, pool, clubhouse with fitness room, caretaker boat service, and easy access to Friday Harbor by boat. From your decks, enjoy ferries, boats, seaplanes, and the glow of town lights at night. With golf cart parking and boat launch, this island blends secluded island privacy with easy access to the vibrant town, marina, shopping, and dining of Friday Harbor. An extraordinary Brown Island residence offering spectacular sunsets, premier waterfront living, and an unmatched island lifestyle.

3 Brown Island, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Merri Ann Simonson; 360-317-8668; simonson@sanjuanislands.com

$2,099,000
3 Beds ⋅ 2 Baths ⋅ 2537055 MLS ⋅ ACTIVE Status
A rare opportunity to experience the coveted Henry Island lifestyle—just minutes from Roche Harbor—this exceptional turnkey retreat offers privacy, comfort, and stunning natural beauty. The beautifully remodeled main residence features 3 bedrooms, a loft, and 2 baths, anchored by a custom gourmet kitchen and expansive ironwood decks—perfect for entertaining or unwinding in a serene island setting. A separate, fully updated 1,100 sq ft guest cottage includes 1 bedroom, a loft, and 1.5 baths, providing ideal accommodations for guests or extended stays. Both homes come furnished for your convenience. Set on a picturesque, treed property, the offering includes access to a waterfront common area, two spaces on a deep-water dock, and two deep water registered mooring buoy. Fully equipped with power, septic, water, and road access, the property blends convenience with seclusion. Enjoy sweeping views toward Roche Harbor and ever-changing boating activity, all while being just a short boat ride away from its marina, dining, and amenities. Relax with premium outdoor features, including an infrared sauna and hot tub. This rare two-lot package also includes a second lot with water and power in place, plus a viewing platform—offering future potential or added privacy. Perfect for island living, entertaining, or multi-generational use, this unique compound also includes a 2020 Polaris Ranger Crew 1000 EPS for exploring all that Henry Island has to offer.

5 Nelson Trail, Henry Island

Listing Broker: Coldwell Banker San Juan Is.; Jane Sawyer; 360-317-8609; jane@sanjuanislands.com

$2,099,000
3 Beds ⋅ 2 Baths ⋅ 2499486 MLS ⋅ ACTIVE Status
A rare opportunity to experience the coveted Henry Island lifestyle—just minutes from Roche Harbor—this exceptional turnkey retreat offers privacy, comfort, and stunning natural beauty. The beautifully remodeled main residence features 3 bedrooms, a loft, and 2 baths, anchored by a custom gourmet kitchen and expansive ironwood decks—perfect for entertaining or unwinding in a serene island setting. A separate, fully updated 1,100 sq ft guest cottage includes 1 bedroom, a loft, and 1.5 baths, providing ideal accommodations for guests or extended stays. Both homes come furnished for your convenience. Set on a picturesque, treed property, the offering includes access to a waterfront common area, two spaces on a deep-water dock, and one deep water registered mooring buoy. Fully equipped with power, septic, water, and road access, the property blends convenience with seclusion. Enjoy sweeping views toward Roche Harbor and ever-changing boating activity, all while being just a short boat ride away from its marina, dining, and amenities. Relax with premium outdoor features, including an infrared sauna and hot tub. This rare two-lot package also includes a second lot with water and power in place, plus a viewing platform—offering future potential or added privacy. Perfect for island living, entertaining, or multi-generational use, this unique compound also includes a 2020 Polaris Ranger Crew 1000 EPS for exploring all that Henry Island has to offer.

5 Nelson Trail, Henry Island

Listing Broker: Coldwell Banker San Juan Is.; Jane Sawyer; 360-317-8609; jane@sanjuanislands.com

$2,000,000
3 Beds ⋅ 4 Baths ⋅ 2520474 MLS ⋅ ACTIVE Status
Sunset, Shoreline, and Salish Sea Presence! Southwest-facing Rosario Palisades waterfront with 542 feet of shoreline, panoramic sunset views, and a front-row connection to the Salish Sea. Set among towering madronas, evergreens, and maples, and rooted on terraced grounds, this Northwest contemporary Jack Jackson Architect designed home offers over 3,700 sq. ft. with 3 bedrooms, each ensuite, including a gracious main-level primary suite. The great room is the heart of the home, with vaulted wood ceilings, floor-to-ceiling corner windows to take in the expansive 180 degree views across East Sound. A generous view deck extends the living space outdoors, while the lower level offers a spacious rec room with pool table included, additional guest space, and access to lower decks and the shoreline path. A gradual stairway leads toward the low-bank waterfront, where low tide opens the shoreline for exploration across the property’s full length of the property. the shoreline provides ample room for launching a kayak or a dinghy to reach the maintained mooring buoy. The engineered bulkhead provides sound protection. The detached shop offers flexible use for whatever your heart desires, such as an art studio, yoga space, woodshop, or storage, complimented by two covered carports nearby. Thoughtful driveway improvements create a more comfortable arrival to this private waterfront setting. A special waterfront property that deserves a second look.

1424 Palisades Drive, Orcas Island

Listing Broker: Orcas Island Realty; Deborah J. Jones; 360-298-4558; dhjoneshomes@gmail.com

$1,999,500
2 Beds ⋅ 2 Baths ⋅ 2493219 MLS ⋅ ACTIVE Status
Understated elegance in this architecturally pleasing 2142 +/- SF Cape Cod beach home. Private setting on over 1 acre, with tranquil and everchanging views into False Bay and your own private beachfront. Parcel offers towering firs, garden area, stunning landscaping features, slate firepit/patio for outdoor entertaining. Walking distance to the community beach, almost next door! Good access to your shoreline area for beach exploring /kayak launching. Two private bedroom suites for ultimate privacy, great room with soaring light filled vaulted ceilings, open kitchen concept perfect for entertaining, small hobby/utility room, and views from every room. Updated bathrooms, new stunning copper roof and gutters. Detached shed for equipment/kayaks. This charming shingled home is featured in The New Cottage Home book, a testament to design excellence and charm. By Appt.

16 Bayshore Road, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Nancy Young; ; nancy@sanjuanislands.com

$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 8-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 Broker: John L. Scott, Inc.; Shirley Kimmel; 425-941-1466; SKimmel@johnlscott.com

$1,990,000
3 Beds ⋅ 4 Baths ⋅ 2535522 MLS ⋅ ACTIVE Status
Sanctuary found. From the forever views across islands and sea to the Cascade Mountains, to the 15 peaceful acres of forest, field and year-round pond that’s a magnet for birds and other wildlife, this Orcas Island oasis invites you to relax and connect. An alluring drive leads to the heart of the property, a 3814 sq.ft. home built by Con Russell that combines enduring craftsmanship with a warm and welcoming feel. The cozy library and gathering spaces draw you in with Brazilian cherry floors, wood ceilings, built-ins, a striking brick fireplace and windows all around to capture light and views. You'll appreciate cooking in the well-arranged kitchen designed by Bonnie Ward which comes fully equipped with Viking 6-burner cooktop, pot filler, prep sink, 2 ovens and walk-in pantry. Wake to sunrise views from the main-level primary suite or upper-level suite, each with private balcony, perfect for morning coffee & moonlit nights. Lower level offers 1247 sq.ft. flex space for work, exercise, hobbies & guests, plus a heated workshop with access to the 696 sq.ft. garage. Other amenities include extensive lighting, radiant heat throughout, fiber internet, 8 kW generator, central vac and commercial fire suppression for peace of mind & lower insurance rates. Includes 2 additional tax parcels + water memberships, offering bonus investment value, max control of privacy/view & the option to create a multi-home retreat. Near Doe Bay Café/Resort for dining, spa & beach access. Come see!

206 Upper Cow Hill Road, Orcas Island

Listing Broker: Orcas Island Realty; Sandi Friel; 360-298-5180; sandi@sandifriel.com

$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 Broker: The Agency Seattle; Christopher Peacock; 360-317-6076; Christopher.Peacock@theagencyre.com

$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 Broker: COMPASS; Marty Zier; 360-317-5872; marty.zier@compass.com

$1,950,000
2 Beds ⋅ 3 Baths ⋅ 2576504 MLS ⋅ ACTIVE Status
Embrace the rhythm of island life from this peaceful west-facing waterfront retreat, ideally situated between the amenities of Friday Harbor and Roche Harbor. Set on .86 acres with 119± feet of medium-bank waterfront and tidelands, the property enjoys sweeping views across Haro Strait to the Olympic Mountains. The 1580 sf home features 1 bedroom, 2 bathrooms and an intriguing upper-level tower — ideal for an office, den or creative retreat — and awaits the finishing touches to bring its full potential to life. A charming 561 sf waterfront cabin offers 1 bedroom, 1 bath and basement storage, presenting an inviting opportunity for thoughtful renovation. A detached 2-car garage includes flexible shop or studio space, complemented by a small storage shed. Stroll the exceptional walking beach, savor spectacular western sunsets and enjoy a setting that feels wonderfully removed while remaining close to island conveniences. A special place to gather, unwind and create lasting memories by the water.

1443 Yacht Haven Road, Friday Harbor

Listing Broker: Windermere RE San Juan Islands; Gregory King; 360-378-3600; greg@gregkingsanjuan.com

$1,950,000
3 Beds ⋅ 2 Baths ⋅ 2508275 MLS ⋅ ACTIVE Status
Nestled in sought-after Guthrie Cove, this sunny south-facing waterfront home offers 206 feet of medium-bank shoreline on a private one-acre setting. Ideally positioned close to the water, the home captures spectacular views of passing ferries, best enjoyed from the expansive newer deck. Designed for comfortable one-level living, the home features 2 bedrooms, 2 bathrooms, and a versatile loft for guests, a home office, or hobbies. The inviting living room is centered around a large fireplace. A private trail leads toward the shoreline, offering the potential for your own beach access. The nearby community beach is ideal for launching kayaks, paddleboarding, and beachcombing. The property also includes a state-approved mooring buoy with a current permit. The home has been thoughtfully updated and well maintained, featuring a newer waterfront deck and a new septic system installed in 2026. The beautifully landscaped grounds create a peaceful, park-like setting with mature natural landscaping that enhances privacy. An attached garage and close proximity to the ferry landing make this home ideal as a full-time residence or a relaxing island retreat.

86 Shag Rock Lane, Orcas Island

Listing Broker: COMPASS; Wally Gudgell; 360-507-5443; wally@compass.com

$1,850,000
2494107 MLS ⋅ ACTIVE Status
This is a remarkable opportunity to acquire a commercial property featuring a historic building in the Town of Friday Harbor. The .138-acre lot encompasses 5,998 square feet (50 x 120) and has the potential for significant height expansion. This property provides ample parking and a spacious side yard.Having served as a beloved community fixture since 1958, the site is now ready for thoughtful redevelopment that honors its significant island legacy in a modern context. The 6,000 sq. ft. commercial property is located in the heart of the historic district's transition zone, offering over 12,000 square feet of development potential.With its generous footprint, this prime real estate presents a visionary developer with the opportunity to invigorate the downtown core with a multi-use building that harmonizes with the natural beauty of the San Juan Islands and the vibrant character of Friday Harbor. The property features a poured concrete foundation and a concrete roof, with all utilities conveniently in place to facilitate a smooth pre-construction process. There are eight onsite parking spaces and a conditionally approved exterior plan from the Historic Preservation Board. Additionally, the ground floor restaurant, Vic's, provides immediate income potential through existing commercial tenants. The sale includes all branding materials, websites, marketing assets, furniture, fixtures, and equipment, making this an attractive turnkey opportunity.

25 Second St S, Friday Harbor

Listing Broker: Coldwell Banker Bain; Stephanie L Buffum; 360-472-0404; sbuffum4@gmail.com

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