luxury real estate for sale San Juan Island, United States

This inviting 3-bedroom, 2-bath home sits on a sunny, level lot on a quiet side street in town. Enjoy the convenience of being just a short walk to downtown Friday Harbor, the middle and high schools, the public library, and Linde Park with its community ball fields and walking trails. Offering 1,512 square feet, the home features bright, welcoming living spaces and a spacious kitchen with an adjoining dining area. The primary suite includes an en-suite bath with dual vanities, a stall shower, and a relaxing soaking tub. The family room has sliding doors to an expansive 670-square-foot deck complete with a hot tub, extending the living space to the outdoors. The level yard is partially fenced and a covered breezeway connects the home to the detached two-car garage.

Welcome to the Clamshell, a successful turn-key vacation rental in Friday Harbor. This tasteful studio is clean, comfortable and has a high rental rate that produces income throughout the year. With a simple smart lock entrance you can manage this rental remotely. An easy way to own an income generating property on the Island and/or have a place to stay when you visit. Enjoy the amenities onsite, including a gym, seasonal pool that will reopen soon, and a new coin operated laundry facility. The Sandpiper units have a mix of short term and long term rentals, as well as owner occupied units. This is one of only a few vacation rental in this complex, let alone this close to the town with a reasonable rate. Rental is managed by the owners using popular website.

Presenting Halftide Farms. A gated 90± acre waterfront estate on San Juan Island, with 650± feet of pristine low-bank beachfront & commanding panoramic views across open water to Mount Baker. Curated over three decades and built by Schultz Miller, the estate spans approx, 19,000± SF across six structures, including three primary residences, The Beach House, The Farm House, and The Field House — each with its own guest cottage, a bunkhouse, game house, & caretaker’s residence. Resort-level amenities include two pools with cabana, tennis & pickleball courts, a 3-hole golf course, four ponds, a greenhouse, & two mooring buoys. Anchored by Friday Harbor & the iconic Roche Harbor Resort, San Juan Island offers world-class yachting, dining, coastal charm, hiking, biking, fishing, crabbing, whale watching, paddleboarding, kayaking, boating, exceptional culinary experiences, & access to quality healthcare. Ranked by Travel + Leisure among the top islands in the continental U.S. for five consecutive years, the San Juan Islands have long captured global attention. What the world couldn’t access until now is this: an estate without equal. Arrive by seaplane from Seattle in approx. 45 minutes, private jet via Friday Harbor Airport or nearby Bellingham Airport, private vessel to your shoreline, or ferry through the San Juan archipelago. Vancouver, BC lies just 60 miles to the north. A rare Washington legacy acquisition for a buyer who thinks in generations.

Set along the coveted west side of San Juan Island, this extraordinary waterfront estate is a striking expression of contemporary architecture by the renowned firm Bohlin Cywinski Jackson. Privately positioned on 6 sunlit acres in 4 tax parcels with 400 feet of pristine shoreline, the residence offers nearly 6,500 square feet of thoughtfully designed living space where modern design meets the island's natural beauty. Dramatic volumes, floor-to-ceilings glass, and warm natural materials create an atmosphere of understated luxury while framing breathtaking views of Haro Strait and the Olympic Mountains. The main level is anchored by a chef's kitchen, sophisticated great room, and a serene primary suite designed for quiet retreat. The lower level offers inviting guest accommodations, a wine cellar, and flexible hobby or studio space. Completing the estate are a substantial workshop and garage, a fully equipped greenhouse, and fenced gardens — ideal for those seeking both beauty and self-sufficiency. Watch whales pass through Haro Strait, enjoy spectacular sunsets, and experience the rare privacy and tranquility that define San Juan Island's most sought-after west side living.

Elegant waterfront home on Mitchell Bay offering breathtaking views and a serene island lifestyle. This 2-bedroom, 2.5-bath residence features vaulted ceilings, exposed beams, and expansive windows that fill the space with natural light and frame the bay. The open layout flows seamlessly to an outdoor patio-perfect for relaxing or entertaining. Enjoy a private deep-water dock with low-bank beach minutes from Snug Harbor and State and National Parks. Ideal location for boating enthusiasts, with some of the island's best crabbing and fishing spots and quick boat access to British Columbia. Whether you're seeking a full-time home or a vacation getaway, this is a rare opportunity on San Juan Island. Active vacation rental permit.

Perched on the iconic Westside Road of San Juan Island, this private 5-acre estate captures breathtaking 180 views of Haro Strait, passing boats, and majestic sunsets. Elegantly designed with timeless architecture and quality craftsmanship, the 3,464 sq. ft. home features a main-floor primary suite, expansive picture windows, and refined spaces for entertaining. A detached garage with shop and guest/office space above complements beautifully landscaped grounds and spacious deck designed for indoor-outdoor living. An ideal island retreat offering privacy, elegance, and some of the best views on San Juan Island.

Perched at the water’s edge on the coveted southwest shores of San Juan Island. Showcasing exquisite craftsmanship throughout. The great room, with a soaring ceiling and floor to ceiling river rock fireplace, flows to a stone patio overlooking Haro Strait and the Olympic Mountains. The main floor primary suite affords spectacular water and mountain views. The lower level features a home theater, water view guest suite, workshop with stainless steel countertops, and a large laundry room with a dog wash station. 1165 sf guest cottage, two 3-car garages, a 4-bay service garage, and landscaping serviced with a smart water system. State-of-the-art D-Salinization water system. 3.2 acres and 368 ft of shoreline. Being sold Turn-key!

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, a hobby 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.

Discover a proven income-generating gem in the heart of the San Juan Islands. This successful two-bedroom vacation home offers front-row views of daily marine life—watch whales and passing boats from your expansive, sun-drenched deck. Enjoy sweeping vistas of the water, mountains, and surrounding islands. A private staircase leads directly to your own beach—perfect for kayaking, beachcombing, and peaceful shoreline walks. Inside, large windows in every room showcase the stunning natural surroundings. The home features a spacious living area with rich wood paneling and soaring ceilings, a modern open-concept kitchen, and a luxurious primary suite with a soaking tub, and sauna. Additional highlights include a 2-car garage with a finished bunkhouse and an unfinished basement offering endless potential—think studio, gym, or guest suite. Whether you're seeking a high-return investment or a dream retreat, this property delivers. Every day here feels like a getaway.

A rare offering in one of the San Juan Islands’ most coveted waterfront enclaves. Privately positioned near the end of White Point Road in prestigious Roche Harbor, this extraordinary 6+ acre estate showcases 685 feet of medium-low bank shoreline, exceptional privacy, and serene natural beauty in a truly park-like setting. The beautifully crafted 3,160 square foot main residence features rich hickory floors, exquisite custom woodwork, warm Northwest elegance throughout, and seamless indoor-outdoor living. The home offers two primary en suites with inviting water views, an upper deck with hot tub, stone fireplace, and timeless craftsmanship at every turn. A detached 3-car garage includes a spacious shop, convenient half bath, and upper level two bedroom, one bath guesthouse. There are two outbuildings also of top quality, one housing a private reverse osmosis system. Surrounded by nature and abundant wildlife, this retreat offers unparalleled tranquility and seclusion. West facing with brilliant sunsets.

Striking contemporary waterfront retreat on Pear Point. The property offers 2.25 acres with 166+/- feet of rocky shoreline with sweeping marine views and privacy, just minutes to town. Exceptional views from every room and hardwood floors throughout. Stunning glass and steel construction with a wall of windows that showcase expansive light and sunrise views of the Channel, Mt Baker, and the other islands. Designed by architect Vasso Demetrious, the home blends modern design with the natural beauty of the San Juan Islands. The multi-level main residence features 2 bedrooms and 2.25 bathrooms. The media room and stunning office both have open views and fireplaces. The office features a built-in sliding wall bookcase. Living space, dining area and kitchen open to large decks that take advantage of views and center around a fireplace. The home features radiant heat, efficiently powered by a geothermal heating system. Convenient state-of-the-art remote control of the lighting, entertainment and security system. There is additional living space that provides flexibility for homeowners or guests with a game room, bedroom, bathroom, and private deck. Access to the guest living space is via connected deck or private garage entry. Nicely finished 3-car windowed garage. The Town of Friday Harbor has ferry and seaplane service and boat moorage, airport, shops, and other amenities. It is a rare opportunity to own a distinctive waterfront estate in an exceptional island location.

Tucked at the end of a quiet lane in sought-after West Sound, this timeless Northwest Colonial captures a refined island lifestyle framed by the calm waters of White Beach Bay, evergreens, and open sky. Set behind a gated drive, the property offers exceptional privacy across two tax parcels totaling 1.35 acres, with stairs leading to a fully accessible waterfront—an increasingly rare and coveted feature. Built in 1990, the 3,800+ sq. ft. residence blends classic architecture with warm, inviting interiors. Expansive gathering spaces, a thoughtfully designed kitchen, and quality craftsmanship throughout create a home that lives as comfortably as it entertains. Four bedrooms, including three ensuite, and 4.5 baths provide flexibility and privacy for both residents and guests. Outdoor living is equally compelling, with two spacious decks and a hot tub positioned to take in the setting. A striking water-filled quarry forms a dramatic natural backdrop, framed by rugged stone and evergreens, and serves as a non-potable water source for landscape irrigation. An attached two-car garage adds convenience, while the surrounding grounds offer a true sense of seclusion. Located just moments from West Sound Marina, the West Sound Community Club, Orcas Island Yacht Club, and waterfront dining, this property delivers a rare balance of timeless design, functional amenities, and effortless connection to the island’s coastal lifestyle.

A rare island offering where privacy, design, and off-grid functionality converge. This Sidney Island retreat offers sweeping 180° ocean views and exceptional privacy. Bordered by a protected ecological reserve, the natural surrounding will remain untouched, ensuring peace, beauty, and tranquility for generations to come. The main residence blends character with relaxed comfort. Expansive sliding doors open to a generous wood deck, allowing ocean breezes to flow through the open-concept living space. Flexible accommodations include a cozy loft-style hideaway, a private guest room on the lower level, and a primary suite on the main floor. Multiple patios and a view-side balcony provide ideal settings for both entertaining and quiet reflection. Set at a thoughtful distance from the main home, a charming separate cabin offers the perfect guest space or kids’ retreat. For those seeking a turnkey experience, the property is available fully furnished. See the Feature Sheet for more info!

Experience Unparalleled Luxury at Vista del Mare. Perfectly positioned on over half an acre of prime waterfront in the prestigious Ten Mile Point, this architectural masterpiece by Robert Blaney, brought to life by Terry Johal Developments, promises to leave you breathless. Winner of 4 CARE Awards, including Best Single Family Detached Home, Best Innovative Feature, Best Primary Suite and Best Custom Millwork. Step into grandeur with 10-foot ceilings and a show-stopping steel and white oak floating spiral staircase that sets the tone for the rest of this captivating home. The expansive floor-to-ceiling windows on all three levels not only flood the interior with natural light but also offer uninterrupted views of Haro Strait and San Juan Island, making every room a visual delight. The neutral colour palette, accented by targeted designer lighting, creates an ambiance that is both clean and invigorating. The main floor's open-plan design maximizes these ocean views, seamlessly integrating the living, dining, and kitchen areas for effortless entertaining and everyday living. The sky-lit covered patio, adjacent to your complete outdoor kitchen with a deluxe Hestan grill and Fontana Forni pizza oven - imported from Italy- allows for al fresco dining with the backdrop of stunning seascapes, with the occasional killer whale and aurora borealis sighting. Enjoy a dip in the heated pool, followed by a rinse in the outdoor shower. Car enthusiasts will appreciate the attached three-car garage, equipped with two vehicle elevators. Above the garage, a separate, well-insulated guest suite offers a private living area, bedroom, and full bath. (id:57238)

Experience Unparalleled Luxury at Vista del Mare. Over .5 acres of prime waterfront, this architectural masterpiece,by Robert Blaney, brought to life by Terry Johal Developments. Winner of 4 CARE Awards- Best Single Family Detached Home, Custom Millwork, Primary Suite & Innovative Features. Step into grandeur w/10-ft. ceilings &show-stopping steel &white oak floating spiral staircase. Expansive floor-to-ceiling windows on all 3 levels offer uninterrupted views of Haro Strait & San Juan Island. Neutral colour palette &accented targeted lighting by designers Moi, Flos &Bocci. Sky-lit covered patio, adjacent to your complete outdoor kitchen w/Hestan grill & Fontana Forni pizza oven. Enjoy a dip in the heated pool & a rinse in the outdoor shower. Car enthusiasts will appreciate 3-car garage w/ 2 vehicle elevators. Above, a separate, guest suite w/living area, bed & bath. Custom-designed home theatre, fully equipped gym &bath, enticing bar & game room w/sliding doors provide outdoor access.

Nestled down a private lane, this oceanfront home blends modern coastal design with luxury. With views of the ocean & Mount Baker, it features a beautifully landscaped garden and paver driveway. Inside, white finishes, light oak accents, and chrome detailing create a bright, welcoming atmosphere. The spacious living room, with a cozy fireplace, opens to a private paver patio perfect for indoor-outdoor living.The chef’s kitchen includes a double island, butler’s pantry, and sleek Wolf appliances. The main-floor primary bedroom boasts a 250 sqft walk-in closet, a 5-piece ensuite, and patio access. Upstairs, two bedrooms offer ocean-view decks, ensuite bathrooms, and walk-in closets, along with a living room, laundry room and nanny suite. The lower level includes an exercise room, media room, and games nook.With a double garage, versatile study, and tucked-away laundry, this home is minutes from parks, groceries, schools & Cadboro Bay Village—perfect for refined family living.

Welcome to 2600 Queenswood Drive, an oceanfront retreat nestled on nearly 2.8 acres in one of Vancouver Island’s most prestigious enclaves. Gated & private, with the potential to subdivide, this estate offers panoramic views of the Haro Strait, Gulf Islands, and Mt. Baker. The Hamptons-style residence blends classic East Coast charm with West Coast ease, featuring more than 6,000 sqft of living space. Soaring ceilings, expansive windows, and a seamless connection to the outdoors define the main level, which includes a sophisticated living room & dining area, a hand-built Walnut library & a chef’s kitchen designed for both function & flair. The main level primary suite is a true sanctuary, while the upper level offers 3 additional bedrooms, 2 with ensuite. A walkout lower level includes a flexible studio. Lush landscaping, stone pathways, a private launch point for kayaking & a detached 3-car heated garage complete this rare seaside setting—just minutes to Cadboro Bay Village and UVic.

Nestled down a private lane, this oceanfront home blends modern coastal design with luxury. With views of the ocean & Mount Baker, it features a beautifully landscaped garden and paver driveway. Inside, white finishes, light oak accents, and chrome detailing create a bright, welcoming atmosphere. The spacious living room, with a cozy fireplace, opens to a private paver patio perfect for indoor-outdoor living.The chef’s kitchen includes a double island, butler’s pantry, and sleek Wolf appliances. The main-floor primary bedroom boasts a 250 sqft walk-in closet, a 5-piece ensuite, and patio access. Upstairs, two bedrooms offer ocean-view decks, ensuite bathrooms, and walk-in closets, along with a living room, laundry room and nanny suite. The lower level includes an exercise room, media room, and games nook.With a double garage, versatile study, and tucked-away laundry, this home is minutes from parks, groceries, schools & Cadboro Bay Village—perfect for refined family living.

Nestled down a private lane, this oceanfront residence offers modern coastal design & luxurious living. With unobstructed views of the ocean & Mt Baker, the home is set amidst a landscaped garden, complemented by a paver driveway. Inside, white finishes, light oak accents & chrome detailing create a bright, inviting atmosphere, while the light oak flooring and abundant natural light enhance the home's warmth. The spacious living room, complete with a cozy fireplace, opens to a private patio that invites indoor-outdoor living & stunning ocean views. The soaring 9'6'' ceilings are accented with crown molding throughout, creating a sense of grandeur & space. The exquisite chef's kitchen features a double island, butler’s pantry & sleek Wolf gourmet appliances, including two fridges and a freezer, built-in microwave, and dishwasher, offering both convenience and sophistication. The main-floor primary bedroom serves as a peaceful retreat, boasting a 250 sqft walk-in closet and an opulent 5-pc ensuite bathroom with a separate toilet for privacy, along with direct access to the patio. Upstairs, 2 spacious bedrooms each feature ensuite bathrooms, walk-in closets & decks with ocean views, while a second living room, second laundry room, a nanny suite & addl 3pc bathroom complete the upper level. The lower floor is designed for leisure, offering an exercise room, media room, and games nook. This residence includes a spacious double garage, a versatile study room that can easily be converted into a bedroom, and a tucked-away laundry room. Geothermal heating provides year-long comfort in every room. Situated on a small bay, the property is protected from harsh weather while offering ocean access, perfect for paddleboarding or canoeing. Along with a home warranty expiring July 2030, the property is sheltered with a decorative black fence & front gate. Just minutes from parks, shops, schools, UVIC, and Cadboro Bay Village, this is refined coastal living at its best. (id:57238)

A stately stone ext. French Country Manor in prestigious Wedgewood Point on Ten Mile Point. This luxurious home features a blend of timeless design, craftsmanship & comforts of modern living. Backing onto Benson Park, enjoy peace, privacy & nature on this 1/3 acre of lush landscaped grounds w/stone pathways, raised & irrigated veggie/fruit gardens, deck, covered patio & hot-tub, bathed in SW light. Inside, architectural interest abounds w/custom cabinetry throughout; coffered ceilings, wainscotting & distinctive features. The kitchen, a statement of glamour offers bespoke cabinetry, Wolf & Sub-Zero, built-in coffee station & stone counters.Vaulted Great Rm w/dramatic floor to ceiling library wall w/rolling ladder. Upstairs, a primary suite w/Juliet balcony, 2 walk-in closets, spa-like ensuite w/soaker tub & steam shower. 2 additional BR’s, main bth & laundry complete the upstairs. Dble garage+detached single garage w/400+sqft loft studio w/bth offer flexible living/workspace options.

A stately stone exterior French Country Manor in prestigious Wedgewood Point on Ten Mile Point. This luxurious home features a unique blend of timeless design, functional craftsmanship and the comforts of modern living. Backing onto Benson Park, come home to peace, privacy and nature all around on this 1/3 acre of lush landscaped grounds complete with stone pathways, raised and irrigated vegetable and fruit gardens, sun deck, covered patio and hot tub, bathed in South-West light. Inside, architectural interest abounds with elevated bespoke cabinetry throughout; find coffered ceilings, wainscotting and many distinctive functional features. The kitchen is a statement of glamour rooted in tradition; bespoke cabinetry, Wolf & Sub-Zero, built-in coffee station & stone counters. Vaulted Great Room impresses with dramatic floor to ceiling library wall with rolling ladder. Upstairs, a primary suite offers a Juliet balcony, dual walk-in closets, spa-like ensuite with soaker tub & steam shower. Two additional bedrooms, main bath and laundry room complete the upstairs. Double garage, detached single garage with 400+ sq ft loft studio with bathroom offer flexible living or workspace options. (id:57238)

A stately stone exterior French Country Manor in prestigious Wedgewood Point on Ten Mile Point. This luxurious home features a unique blend of timeless design, functional craftsmanship and the comforts of modern living. Backing onto Benson Park, come home to peace, privacy and nature all around on this 1/3 acre of lush landscaped grounds complete with stone pathways, raised and irrigated vegetable and fruit gardens, sun deck, covered patio and hot tub, bathed in South-West light. Inside, architectural interest abounds with elevated bespoke cabinetry throughout; find coffered ceilings, wainscotting and many distinctive functional features. The kitchen is a statement of glamour rooted in tradition; bespoke cabinetry, Wolf & Sub-Zero, built-in coffee station & stone counters. Vaulted Great Room impresses with dramatic floor to ceiling library wall with rolling ladder. Upstairs, a primary suite offers a Juliet balcony, dual walk-in closets, spa-like ensuite with soaker tub & steam shower. Two additional bedrooms, main bath and laundry room complete the upstairs. Double garage, detached single garage with 400+ sq ft loft studio with bathroom offer flexible living or workspace options. (id:57238)

A stately stone exterior French Country Manor in prestigious Wedgewood Point on Ten Mile Point. This luxurious home features a blend of timeless design, craftsmanship & comforts of modern living. Backing onto Benson Park, enjoy peace, privacy & nature on a 1/3 acre of lush landscaped grounds w/stone pathways, raised & irrigated veggie/fruit gardens, deck, covered patio & hot-tub, bathed in SW light. Inside, architectural interest abounds w/custom cabinetry throughout; coffered ceilings, wainscotting & distinctive features. The kitchen, a statement of glamour offers bespoke cabinetry, Wolf & Sub-Zero, built-in coffee station & stone counters.Vaulted Great Rm w/dramatic floor to ceiling library wall w/rolling ladder. Upstairs, a primary suite w/Juliet balcony, 2 walk-in closets, spa-like ensuite w/soaker tub & steam shower. 2 additional BR’s, main bth & laundry complete the upstairs. Dble garage+detached single garage w/400+sqft loft studio w/bth offer flexible living/workspace options.

Nestled within the enchanting neighbourhood of Queenswood, ''Villa de Shannon'' stands gracefully along a serene and picturesque road. This exquisite Spanish-style estate offers unparalleled privacy, encompassed by a sprawling 1.89-acre park-like garden. Accessible through a gated entry, a circular driveway welcomes you to this magnificent residence. Perched majestically above the meticulously landscaped grounds, this property boasts an impressive living space spanning over 8000 square feet. Its architectural grandeur is characterized by expansive rooms adorned with exposed beam ceilings, arched doorways, and a seamless blend of tile and new hardwood flooring. The grandeur continues into the sprawling kitchen, seamlessly connecting to the inviting family room and extending further to the outdoor cooking station. Multiple points of access gracefully lead to the tranquil and private back gardens, creating a harmonious fusion between indoor and outdoor living. Ascending to the upper level, you'll discover the spacious and indulgent primary suite, exuding a spa-like ambience with its luxurious ensuite. Additionally, four or more bedrooms, including two with their own ensuites, offer unparalleled comfort and privacy for family members or guests. Further enhancing the allure of ''Villa de Shannon'' are its remarkable amenities. Delight in the deluxe billiards room, providing endless entertainment opportunities. A separate nanny suite offers convenience and flexibility, while the four-car garage ensures ample vehicle space. And for the wine enthusiast, a well-appointed wine cellar awaits, ready to house your treasured collection. (id:57238)