Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Greg King, Windermere Real Estate San Juan Island
$7,950,000 (USD)
West Area Residential
Active
4415 West Side Road Friday Harbor, WA 98250
3 Bed
4 Baths
6483 sqft
MLS# 2493364
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Greg King, Windermere Real Estate San Juan Island
$7,895,000 (USD)
Mount Vernon Area Multifamily
Pending Feasibility
401 Stanford Drive Mount Vernon, WA 98273
Bed
0 Baths
23922 sqft
MLS# 2504730
Large 45 unit apartment complex in 4 buildings located within walking distance of schools and the hospital. Situated on two corner lots (each parcel on corner lot) consisting of 1.95 acres and comprising 44-1 bedroom/1 bath units and 1-3 bedroom/3.5 bath unit. There is a management office and 3 app-operated laundry facilities on site. All parking is uncovered except the 3 bedroom unit has a 2 car garage. Buildings were originally constructed in 1977 and 1979. They have undergone complete rehab renovations. The units have vinyl-plank floors & stainless steel appliances including range/oven, fridge and dishwashers. The property is partially fenced. Siding and roofs are 6 & 7 yrs old.
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Samantha Bryner, Windermere Real Estate San Juan Island
$3,950,000 (USD)
Friday Harbor Area Residential
Active
571 Golf Course Road Friday Harbor, WA 98250
3 Bed
5 Baths
4120 sqft
MLS# 2501315
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Greg King, Windermere Real Estate San Juan Island
$3,485,000 (USD)
San Juan Island Area Residential
Active
148 Yarrow Road Friday Harbor, WA 98250
5 Bed
5 Baths
5800 sqft
MLS# 2496208
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Greg King, Windermere Real Estate San Juan Island
$2,995,000 (USD)
West Area Residential
Active
1248 Kanaka Bay Road Friday Harbor, WA 98250
5 Bed
4 Baths
2972 sqft
MLS# 2517929
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Greg King, Windermere Real Estate San Juan Island
$2,995,000 (USD)
Estate Living On Henry
Active
1 & 2 Driftwood Shores Henry Island, WA 98250
3 Bed
4 Baths
3559 sqft
MLS# 2502876
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Richard Sandmeyer, Windermere Real Estate San Juan Island
$2,900,000 (USD)
San Juan Island Area Residential
Active
214 Pinedrona Lane Friday Harbor, WA 98250
2 Bed
3 Baths
2357 sqft
MLS# 2533282
Tucked away on 1+ private acre and backing to 10 acres of preservation land, this serene waterfront retreat offers the perfect blend of tranquility and convenience just minutes from Friday Harbor’s shops, dining, and amenities. Enjoy captivating views of Turn and Lopez Islands from the spacious deck, ideal for relaxing, entertaining, or watching the ever-changing island scenery unfold. With water access just steps away, it’s the perfect spot to launch your kayak and explore the scenic shoreline by sea. The 2,357 sf home features an open-concept design with vaulted ceilings, skylights, and walls of windows that fill the living spaces with natural light. The recently updated kitchen with quartz countertops flows seamlessly into the main living and dining areas, creating an inviting gathering space. Thoughtful amenities including a coffee bar, wet bar, and ice maker elevate everyday living and entertaining. Newly remodeled bathrooms add a fresh, modern touch throughout the 2-bedroom plus den, 3-bath layout. Complete with a spacious 2-car garage, workshop, and additional carport, this exceptional waterfront property offers privacy, functionality, and the quintessential San Juan Island lifestyle.
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Greg King, Windermere Real Estate San Juan Island
$2,829,000 (USD)
Orcas Area Residential
Active
8256 Orcas Road Orcas Island, WA 98245
5 Bed
4 Baths
3411 sqft
MLS# 2459755
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Greg King, Windermere Real Estate San Juan Island
$2,395,000 (USD)
Central Area Residential
Active
318 Trumpeter Way Friday Harbor, WA 98250
8 Bed
10 Baths
4646 sqft
MLS# 2504992
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.
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Annie Bryant, Windermere Real Estate San Juan Island
$2,195,000 (USD)
Friday Harbor Area Residential
Active
326 Carter Street San Juan Island, WA 98250
5 Bed
5 Baths
2520 sqft
MLS# 2507008
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.
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Rebecca Hughes, Windermere Real Estate San Juan Island
$1,598,000 (USD)
Deep Water Dock On Henry Is
Active
5 Smugglers Rowe Henry Island, WA 98250
2 Bed
1 Baths
1504 sqft
MLS# 2478563
Imagine your 2026 4th Of July celebration right here, watching the amazing firework display at Roche from your dock! Perched along the coveted shores of Henry Island, this exceptional waterfront retreat captures sweeping views across sparkling waters to Roche Harbor and beyond. A rare offering, the property features a deep-water, shared dock, providing effortless access for boating, crabbing, fishing, and spontaneous sunset cruises. The home is thoughtfully positioned to embrace its breathtaking surroundings, with expansive windows that frame ever-changing marine vistas—boats gliding by, seabirds soaring, and the harbor lights twinkling at dusk. Two bedrooms on the main plus a sleeping- play loft above. The kitchen has beach-cottage cabinetry, a breakfast bar and a spacious dining area. The great room gets cozy with ambiance of the wood burning fireplace plus there’s another wood stove in the primary suite for a relaxing Winters night. Open-concept living spaces flow seamlessly to a generous outdoor, newer composite deck, creating the perfect setting for summer gatherings or quiet mornings with coffee and sea air. Designed for both comfort and convenience, the property offers cabin chic finishes, inviting gathering spaces, and private retreats for guests and family alike. Whether you envision a full-time island lifestyle or a legacy getaway, this property delivers the ultimate San Juan Islands experience—privacy, protected moorage (30'), and postcard-worthy views just minutes from Roche Harbor Resort. A rare opportunity to own premier waterfront with deep-water moorage in one of the San Juans’ most sought-after locations. You could not build this property for this price today! All this and much more. Call for your private tour today.
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Jill Sjolin, Windermere Real Estate Hlc
$1,495,000 (USD)
South Area Residential
Active
479 Fairway Drive Friday Harbor, WA 98250
3 Bed
3 Baths
2902 sqft
MLS# 2483389
Beautiful Craftsman Home, Thoughtfully designed home blends comfort, style, and natural light. Vaulted ceilings and sun-filtered rooms create an airy, welcoming atmosphere throughout. The gourmet kitchen features many custom built-ins and features, includes pot filler over Hallman propane stove and opens to a private deck—perfect for morning coffee or evening dining. A second deck extends from the primary bedroom. A center porch from the living room opens up with steps leading down to the golf course. Includes whole house water filtration system. The main home includes 3 bedrooms and 3 bathrooms, with a spacious living room centered around a stunning stone fireplace and attached 2 car garage. A separate 791 sq. ft. studio provides exceptional flexibility, two separate rooms for shower and half bathroom. Includes deck, patio and garden area—ideal for guests and hobbies. Located on the 1st fairway and close to the first green of the San Juan Golf & Tennis Club, this property offers direct access to a charming 9-hole semi-private course open to the public. A rare opportunity to enjoy comfort, craftsmanship, and a coveted golf-course setting.
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Linda McMahon, Windermere Real Estate San Juan Island
$1,400,000 (USD)
San Juan Island Area Residential
Active
51 Willows Lane Friday Harbor, WA 98250
3 Bed
4 Baths
3920 sqft
MLS# 2544211
Unlike anything else on San Juan Island, this one-of-a-kind custom retreat was designed for those who love to entertain, gather, and take in extraordinary views. The dramatic prow-front architecture showcases breathtaking vistas of San Juan Channel, Orcas Island, Waldron Island, and beyond, creating a stunning backdrop from nearly every room. Spanning 3,920 sq ft on a shy acre, the home is rich with custom details, from floor-to-ceiling marble, granite, and coral tile to timber frame accents, soaring fir ceilings, a striking glass staircase, coffered ceilings, and copper gutters. The elevated great room features an open-concept living and dining area, chef's kitchen with walk-in pantry, and an impressive custom walnut bar complete with refrigeration, storage, lighting, and integrated sound. Two incredible mirrored primary suites offer propane fireplaces, spa inspired baths, and dream walk-in closets, while a flexible guest suite/media room with wet bar opens directly to the patio. Expansive deck and patio, outdoor fireplaces, firepit, and hot tub extend the entertaining outdoors. A finished tandem 4 car garage, large bonus/game room, fiber internet, community beach access, and a coveted location between Roche Harbor and Friday Harbor complete this truly unforgettable island home.
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Greg King, Windermere Real Estate San Juan Island
$1,295,000 (USD)
West Area Residential
Active
375 De Haro Lane W Friday Harbor, WA 98250
1 Bed
2 Baths
993 sqft
MLS# 2378385
Escape to the serene waters of Mitchell Bay with this charming waterfront cabin. Nestled on 0.55 acres with 106 feet of shoreline, this property offers unparalleled tranquility. Enjoy the right to lease a private dock space across street on Mitchell Bay. Great for boating & exploring the San Juan Islands, close to English Camp and Mt Young. Included is a vacant lot P with a well that service both parcels. Lot P also includes access to a community beach, perfect for kayaking or picnics! MLS#: 2378385, $1,399,000
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Mary Jane Anderson, Windermere Real Estate San Juan Island
$1,125,000 (USD)
West Area Residential
Active
391 Little Mountain Road Friday Harbor, WA 98250
3 Bed
3 Baths
3270 sqft
MLS# 2500030
Designed for both comfort & connection to its surroundings, this 2,262sf Northwest home offers a thoughtful balance of function, warmth, & flexibility. A welcoming entry opens easily to the main living spaces & attached garage, creating a natural flow for everyday island living. The kitchen is both inviting & practical, with an eating bar & a charming breakfast nook framed by windows overlooking a quiet forest floor blanketed in green moss. From here, the home unfolds into the dining area & a sun-filled sitting room, all oriented toward the fenced garden. Upstairs, three bedrooms & two full baths are thoughtfully arranged. The primary suite enjoys a private balcony with distant views of Strait of Juan de Fuca & Olympic Mtns, dual closets including a walk-in & a soaking tub. Vaulted ceilings & expansive windows fill the main living area with natural light, while over 700 sq ft of decking & a covered front porch extend the living space outdoors. The wooded landscape offers a sense of privacy with minimal maintenance beyond the fenced garden. A greenhouse is nestled among mossy rock outcroppings & mature fir trees, offering a peaceful space for growing. A standout feature is the 1,008 sf detached barn with studio space, offering a full bath, loft, spacious open ground level & additional storage or workshop areas—well suited for a wide range of creative & practical uses. A distinctive San Juan Island property offering space to live, create & settle into the rhythm of island life.
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Annie Bryant, Windermere Real Estate San Juan Island
$1,100,000 (USD)
Lopez Island Area Residential
Active
549 Davis Bay Road Lopez Island, WA 98261
3 Bed
2 Baths
1821 sqft
MLS# 2418516
Welcome to 549 Davis Bay Rd., where island living meets country charm. Set on ten sunny, open acres, this well-designed 1,821 sq. ft. home features two spacious bedrooms and 1 & 3/4 baths, perfect for comfortable year-round living or a serene weekend retreat. Vaulted ceilings and large windows frame sweeping pastoral views, bathing the living spaces in natural light. Enjoy open-concept living, a generous kitchen, and cozy gathering areas designed for relaxed entertaining.Bring your animals or hobbies—this property offers rich pastures and a versatile 3,000 sq. ft. barn ready for livestock, storage, or workshop use. The well house and outbuildings add to the property’s practical appeal. Located minutes from Fisherman Bay and Lopez Village,
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Rebecca Hughes, Windermere Real Estate San Juan Island
$995,000 (USD)
Sun Cove Area Residential
Active
345 Lakefront Drive Orondo, WA 98843
3 Bed
4 Baths
1862 sqft
MLS# 2528161
Welcome to timeless lakeside living in Sun Cove, where generations gather and every season becomes part of the story. Freshly painted and thoughtfully designed, this 3 bed/3.5 bath waterfront home offers elevated lake views, inviting gathering spaces, and seamless indoor-outdoor living with a spacious composite wraparound deck — ready to enjoy this summer. The lower-level guest suite with rec room and kitchenette opens directly to the shoreline, creating the perfect setting for extended stays, summer traditions, and unforgettable weekends on the water. Enjoy brand new stainless steel appliances, upgraded community docks, EV-ready garage, easy-care landscaping, and ample space for all your lake toys. Just steps from the community pool, clubhouse, sport courts, park, boat launch, and moorage, this is a place to slow down, reconnect, and create lasting memories for years to come. Owner/broker.
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Sybil Mager, Windermere Real Estate San Juan Island
$949,000 (USD)
San Juan Island Area Residential
Active
437 Woodpecker Lane Friday Harbor, WA 98250
3 Bed
2 Baths
1771 sqft
MLS# 2426497
Embrace the relaxed rhythm of island life at this inviting Sportsman’s Lake retreat. Set on 2 peaceful acres with a private pond and access to one of San Juan Island’s most sought after lake communities, this well maintained 3 bedroom, 2 bath rambler offers the perfect balance of comfort, recreation, and natural beauty. The thoughtfully designed 1,771 sf home features an open concept floor plan, gas fireplace, stainless steel appliances, and natural stone countertops throughout. The spacious primary suite is a private sanctuary with a walk-in closet and spa inspired bath featuring a soaking tub and oversized shower. Step outside to enjoy raised garden beds, mature fruit trees, and a spacious deck overlooking tranquil waters and abundant wildlife. Residents enjoy exclusive access to Sportsman’s Lake amenities, including a private waterfront, dock, and community clubhouse—ideal for swimming, kayaking, fishing, and gathering with neighbors. Conveniently located between Friday Harbor and Roche Harbor, this property offers an exceptional island lifestyle as a full time residence, vacation getaway, or income producing retreat with a compliant vacation rental permit already in place.
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Greg King, Windermere Real Estate San Juan Island
$945,000 (USD)
South Area Residential
Pending
228 Garry Oak Lane Friday Harbor, WA 98250
3 Bed
4 Baths
2962 sqft
MLS# 2515034
Lovely single level home on the golf course with sweeping fairway views, water vistas over Griffin Bay, and a stunning Mt Baker backdrop. Features include grand Garry Oaks, a garden, fruit trees, a greenhouse and a new gazebo. Enjoy a large entertaining deck, two primary suites plus a guest room, abundant storage, and a spacious office with an exterior entrance. Three car garage. Minutes to town and close to the SJI Golf & Tennis Club.
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Annette Schaffer, Windermere Real Estate San Juan Island
$869,000 (USD)
San Juan Island Area Residential
Active
42 Kingfisher Lane Friday Harbor, WA 98250
1 Bed
1 Baths
680 sqft
MLS# 2549293
Discover the charm of island living at this beautifully updated Mitchell Bay waterfront cottage. Nestled on 1.2 acres with 200± feet of shoreline, this private and cozy 1 bedroom, 1 bath retreat offers 680± sf of thoughtfully renovated living, blending modern comfort with timeless cabin appeal. Wake to the sights of herons, eagles, and ever changing tides, then spend your days exploring nearby Mitchell Hill, English Camp, or the dining, marina, and resort amenities of Roche Harbor. Designed for easy ownership with a durable metal roof, natural landscaping, and an efficient ductless heat pump, this turnkey property is the perfect weekend escape or island retreat. Owner is licensed WA real estate broker.
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Greg King, Windermere Real Estate San Juan Island
$850,000 (USD)
Lopez Island Area Residential
Active
27 Dryad Place Lopez Island, WA 98261
3 Bed
4 Baths
1882 sqft
MLS# 2529742
Tucked away on beautiful Lopez Island, this thoughtfully remodeled Northwest contemporary pairs modern design with effortless island living. The stylish 3 bedroom, 4 bath home showcases vaulted ceilings, engineered hardwood floors, spa-inspired tile baths, sleek cabinetry, stainless steel appliances, and a striking slate-surround woodburning fireplace. Ductless heat pumps, LED lighting, and quality finishes throughout create comfort and efficiency with a fresh, contemporary feel. Step outside to expansive new cedar decking, perfect for summer evenings and entertaining after a day on the water. Enjoy coveted access to a shared dock on Fisherman Bay – ideal for boating, kayaking, or simply embracing the waterfront lifestyle. Located just moments from village dining, shopping, and island amenities, this move-in ready retreat offers the perfect blend of modern convenience and relaxed Lopez Island living.
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Greg King, Windermere Real Estate San Juan Island
$765,000 (USD)
West Area Residential
Active
150 View Ridge Lane San Juan Island, WA 98250
2 Bed
2 Baths
1176 sqft
MLS# 2528012
WALK TO THE BEACH! Tucked into the desirable Hannah Heights II neighborhood on the West Side of San Juan Island, this charming 2-bedroom, 2-bath home offers comfort, style, and island living at its best. Built in 2008 and set on 1.26 acres, the 1,176-square-foot residence features hewn solid oak flooring, soaring vaulted knotty pine ceilings, and tiled entry that creates a welcoming first impression. A 3-bedroom septic system allows room to expand! The open living area is anchored by a cozy Lopi wood stove, perfect for cool island evenings. Cedar plank and shingled siding and a durable metal roof complement the natural setting, while decks provide ideal spaces for relaxing or entertaining. A fenced dog run adds everyday convenience. Enjoy a short stroll to the community beach and easy access to the best of West Side living--quiet, scenic and close to nature. Wake to the sound of passing whales. This well-cared-for home blends rustic charm with modern comforts in a peaceful island setting. See additional Seller Description in Supplements.
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Tamara Weaver, Windermere Real Estate San Juan Island
$725,000 (USD)
San Juan Island Area Residential
Contingent
93 Heather Court Friday Harbor, WA 98250
3 Bed
2 Baths
1870 sqft
MLS# 2514739
Enjoy the ease of island living in this well-maintained 3 bedroom, 2 bath home with dedicated office space, offering 1870 sf of comfortable single-level living on .76 acres. Conveniently located just minutes from town, schools, shopping, dining, and other everyday amenities, this property combines privacy with accessibility. Designed for comfortable living and entertaining, the open-concept kitchen and living area feature bar seating and a natural flow for gathering with friends. The spacious primary suite serves as a peaceful retreat, complete with an en suite bath and relaxing jetted tub. Skylights fill the home with natural light, while a ductless heat pump, propane stove, and wood stove provide year round comfort. Outside, mature landscaping creates an attractive, low maintenance setting, complemented by a 2 car garage and durable metal roof. Move-in ready and thoughtfully cared for, this inviting property offers a wonderful opportunity to enjoy the San Juan Island lifestyle.
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Greg King, Windermere Real Estate San Juan Island
$675,000 (USD)
Town Area Condominium
Active
241 Warbass Way A202 Friday Harbor, WA 98250
2 Bed
2 Baths
1200 sqft
MLS# 2459645
Prime location, just steps from downtown shops, restaurants, and amenities. Waterfront condo spacious open floor plan, see ferry arrivals at the terminal. Sweeping views of outer islands from every room plus private balcony — the perfect front row seat for 4th of July fireworks. Offering an excellent opportunity to make it your own. Featuring 2 bedrooms and 2 bathrooms providing comfort for full-time living or a weekend retreat. Cannery condo owners have exclusive access to two community waterfront decks, equipped with BBqs.
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Linda McMahon, Windermere Real Estate San Juan Island
$660,000 (USD)
Town Area Condominium
Pending
475 Perry Place 7 Friday Harbor, WA 98250
2 Bed
3 Baths
1436 sqft
MLS# 2504983
A rare and inviting offering in the Harbor Hill community, this single-level condo offers comfort, natural light, and flexible living in an ideal in-town setting. The 2 bed, 2 bath condo lives entirely on one level, with both bedrooms, bathrooms, and attached garage access designed for ease and everyday convenience—an increasingly rare find. Handsome hardwood and slate flooring complement the open living spaces, where large windows and a south-facing deck welcome natural light and offer views over town with a glimpse of the harbor. The guest bath features radiant floor heat and a curb-less shower. Thoughtful design and a functional layout create a condo that lives simply and comfortably, whether full-time or part-time. A stand-out feature is a separate-entry studio with full bath—accessed from outside—offering versatile space for guests, a private home office, caregiver, or creative use. Additional off-street parking, storage, and fiber internet add to the ease of living. Set within a peaceful, well-maintained community just minutes from shops, dining, and the ferry, this condo offers a rare combination of convenience, flexibility, and low-maintenance island living.
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Annie Bryant, Windermere Real Estate San Juan Island
$625,000 (USD)
South Area Land
Active
0 Lot 7 Eagle Cove Drive Friday Harbor, WA 98250
Bed
0 Baths
sqft
MLS# 2531584
Discover the beauty of island living from this exceptional south-facing waterfront acreage on San Juan Island. Set on 1+ level acre with sweeping panoramic views across Haro Strait to the Olympic Mountains and majestic Mount Rainer, this stunning homesite offers a front-row seat to the ever-changing marine landscape — including incredible orca whale watching right from your future deck. Just a short stroll to Eagle Cove Beach with easy walk-out water access, and minutes from the scenic beaches and trails of American Camp National Historical Park and South Beach. Ready for your dream island retreat.
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Greg King, Windermere Real Estate San Juan Island
$599,000 (USD)
Henry Isle WATERFRONT land
Active
7 Roche Harbor Shores San Juan Island, WA 98250
Bed
0 Baths
sqft
MLS# 2467648
Discover the tranquility of island living on this exceptional 1.6-acre homesite on Henry Island, just minutes from the charm, dining, and amenities of Roche Harbor Resort. Perched atop a dramatic limestone bluff, this remarkable property offers sweeping water views, abundant natural light, and a front-row seat to the spectacular Fourth of July fireworks display. Enjoy captivating seascapes overlooking Roche Harbor, endless boat traffic, and the peaceful privacy that makes island life so special. This build-ready parcel is fully equipped with community water, power, septic, and access to a deep-water dock, making it ready for your dream island retreat. Adding to its exclusivity, the three adjoining properties to the south are protected from future development in perpetuity, creating an extraordinarily private enclave. Community waterfront access is included, and a private buoy conveys with the sale. Explore nearby San Juan Preservation Trust hiking trails, where abundant wildlife and breathtaking views across Open Bay provide an immersive connection to the natural beauty of the islands. A rare opportunity to own a premier waterfront-view property in one of the San Juan Islands’ most coveted locations. Call today to arrange your private boat tour and experience this extraordinary property for yourself.
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Richard Sandmeyer, Windermere Real Estate San Juan Island
$560,000 (USD)
Town Area Condominium
Active
625 Harrison Street A Friday Harbor, WA 98250
2 Bed
2 Baths
1182 sqft
MLS# 2504989
Perfectly positioned just moments from the heart of Friday Harbor, this inviting single-level condo offers an ideal blend of comfort, convenience, and Northwest charm. Enjoy easy living with ramp access, tall ceilings, and expansive windows that fill the unit with natural light while framing beautiful water views over the harbor to Brown Island and Mt. Baker beyond. The open living, dining, and kitchen flow seamlessly to a covered veranda—perfect for morning coffee or evening relaxation. Two bedrooms, including a spacious primary with en-suite bath, provide flexibility for guests or remote work. Covered parking, storage, and low-maintenance living enhance everyday ease. Just minutes to town, ferry, marinas, shops, and restaurants, this is a rare opportunity to enjoy walkable island living in a quiet, well-situated community.
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Annie Bryant, Windermere Real Estate San Juan Island
$550,000 (USD)
Stuart Island Area Residential
Active
142 Hideaway Lane Stuart Island, WA 98250
1 Bed
1 Baths
307 sqft
MLS# 2533781
Discover your dream island retreat on Stuart Island in the heart of Washington’s San Juan Islands. Nestled in the calm, protected waters of Reid Harbor, this exceptional property offers one-quarter ownership in a community dock and waterfront lot, providing convenient access to your boat and the surrounding islands. The property features a fully installed, new 3-bedroom septic system and a designated building site approved for a 2-bedroom main residence, while the existing cabin can serve as a charming bunkhouse for guests. Enjoy the best of island living with easy access to adventure—a scenic 15-minute boat ride to Roche Harbor, world-class cruising throughout the San Juan Islands, and convenient passage north to Canada. Whether you're seeking a peaceful getaway, a future homesite, or a basecamp for boating and recreation, this property offers the perfect blend of privacy, natural beauty, and connectivity. Included with the sale are a 2007 Polaris Ranger and a Honda 3500 generator, adding convenience and value to this unique island opportunity.
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Richard Sandmeyer, Windermere Real Estate San Juan Island
$489,000 (USD)
Town Area Condominium
Pending Inspection
1014 Park Street 1A Friday Harbor, WA 98250
2 Bed
2 Baths
1152 sqft
MLS# 2521805
Tucked into the heart of Friday Harbor, this thoughtfully styled two-bedroom condo offers warmth, personality, and an easy in-town lifestyle just blocks from the library, schools, shops, restaurants, waterfront, and downtown ferry terminal. Natural light fills the inviting living spaces, where rich wood accents, curated paint finishes, and an open-concept layout create a home that feels both comfortable and distinctive. The main level flows easily between the kitchen, dining, and living areas, anchored by a cozy propane fireplace and direct access from the attached garage for everyday convenience. Upstairs, two spacious bedrooms and a well-designed bath layout provide comfortable separation of space across 1,152 square feet that lives larger than expected. Outside, the private fenced yard and patio create a rare in-town retreat with mature landscaping, garden space, pergola seating area, and room to relax or entertain. Set within a well-maintained owner-occupied community, the property combines low-maintenance living with private outdoor space, attached garage convenience, and Rock Island fiber internet for seamless remote work and connectivity. Built in 2008 and offered under $500,000, this is a rare opportunity to own a character-rich home in one of Friday Harbor’s most convenient and walkable neighborhoods.
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Annie Bryant, Windermere Real Estate San Juan Island
$389,000 (USD)
West Area Land
Active
668 Carefree Lane Friday Harbor, WA 98250
Bed
0 Baths
sqft
MLS# 2544468
Discover the perfect canvas for your island dream home on this exceptional 3.8+ acre property on the coveted west side of San Juan Island in an area of high-end homes. Ready for immediate enjoyment and future building, this beautiful parcel features an installed driveway, power, private well, and 3-bedroom septic system already in place, along with fiber optic conduit for modern connectivity. Choose from a prepared lower building site off Carefree Way, or create your vision from the upper portion of the property off Lazy Lane for potential view opportunities. Located just across the road from the waterfront, peek-a-boo views of the sparkling Haro Strait may be enhanced with selective limbing and clearing. Minutes to San Juan County Park, Lime Kiln Lighthouse and Roche Harbor. Surrounded by enchanting moss-covered rock outcroppings, towering old-growth firs, graceful maples, and iconic madrona trees, this is a setting that captures the magic of island living. Wake to the sounds of passing orcas, breathe the salt air, and experience the tranquility of the Pacific Northwest. Your island sanctuary awaits...Come home.
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Tamara Weaver, Windermere Real Estate San Juan Island
$375,000 (USD)
Fly Or Boat To This Island!
Active
436 Marine Lane Stuart Island, WA 98250
2 Bed
1 Baths
600 sqft
MLS# 2487574
Escape to the quiet charm of Stuart Island and experience cabin life the way it was meant to be. Nestled among towering evergreens, this cozy Pan Abode retreat is the perfect place to unplug, slow down, and immerse yourself in the natural beauty of the outer San Juan Islands. Spend your days exploring pristine beaches, crabbing and fishing in the surrounding waters, kayaking secluded coves, or hiking to the iconic Turn Point Lighthouse. Evenings are best enjoyed beside the crackling wood-burning fireplace, where the warmth and character of this one-owner cabin create the perfect Pacific Northwest escape. Inside, you'll find a welcoming great room with soaring wood ceilings, an efficient yet charming kitchen, a main-floor bedroom, and a ¾ bath (with a toilet). The sleeping loft overlooks the living space and features a whimsical firefighter pole for a quick and playful ride down to the great room below—a favorite feature for guests of all ages. True to its rustic island roots, the property also includes an original, traditional outhouse, adding to the authentic off-grid experience. A spacious storage shed provides plenty of room for tools, fishing gear, and outdoor toys, and the cabin is being sold fully furnished, making it ready to enjoy from day one. Just a short boat ride from the full-service marina, shops, dining, and amenities of Roche Harbor, this peaceful retreat offers exceptional privacy, abundant wildlife, and a rare opportunity to own a piece of one of the San Juan Islands' most treasured destinations. Whether you're searching for a weekend getaway, a summer basecamp, or a place to reconnect with nature, this one-of-a-kind Stuart Island cabin is ready to welcome you. Use the community dock for BOAT access or an added bonus is the Stuart Island Airway Park (7WA5), a well-maintained private grass airstrip that serves as a primary transportation option for many island property owners. From the airstrip, it's just a short walk to the cabin—or hop in the included Polaris side-by-side and enjoy an easy ride home. Here, the journey is part of the adventure, and every arrival feels like stepping into another world.
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Jill Sjolin, Windermere Real Estate Hlc
$365,000 (USD)
Snug Harbor Area Timeshare
Active
449 Madrona Drive Friday Harbor, WA 98250
2 Bed
2 Baths
1644 sqft
MLS# 2544762
This is not whole ownership, but a new shared ownership concept for second homes. You can own an equity interest in a curated portfolio of five homes in Washington State's most desirable locations. Enjoy over a month of flexible use annually without the burdens and expense of upkeep and management. As the network of locations and homes grows, you will have access to and use of all of them. Each home offers a unique experience and comes fully furnished with special amenities. This home is perched above Haro Strait with breathtaking views of the Canadian Gulf Islands from every room. Explore the charms of nearby Roche Harbor or Friday Harbor, and discover the many unique activities that San Juan Island has to offer.
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Rebecca Hughes, Windermere Real Estate San Juan Island
$359,000 (USD)
Town Area Condominium
Active
470 Reed Street 2 Friday Harbor, WA 98250
0 Bed
1 Baths
1491 sqft
MLS# 2408647
Rare Commercial/Professional Condo Opportunity! Own 1,491 sq. ft.. of prime ground-floor space in Friday Harbor. This centrally located unit offers excellent space, easy access, and versatile layout—perfect for a multitude of options. High foot traffic, ample parking, and professional surroundings make this a smart investment. Don’t miss your chance to secure a valuable piece of commercial real estate!
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Linda McMahon, Windermere Real Estate San Juan Island
$349,000 (USD)
Friday Harbor Area Land
Active
62 Quadra Lane Friday Harbor, WA 98250
Bed
0 Baths
sqft
MLS# 2432732
This building lot is available close to town, with community water and a three-bedroom septic system installed. Lightly treed with a leveled parking area and the lot slightly slopes towards the road for views of the beautiful Beaverton Valley vista. Perfect to build a get-away cabin, minimum square footage of 850, or build your forever home on San Juan Island. *OWNER TERMS*
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Rebecca Hughes, Windermere Real Estate San Juan Island
$345,000 (USD)
Town Area Condominium
Active
250 Tucker Avenue 24 Friday Harbor, WA 98250
1 Bed
1 Baths
416 sqft
MLS# 2449009
THIS IS A TRANSIENT RENTAL. This beautifully remodeled, turnkey 1-bedroom condo is the largest of four condos approved for nightly rentals by the town. Currently listed on Airbnb, it offers a charming and lucrative investment opportunity, with rental income details available upon request. Located within walking distance of downtown and the ferry, it’s the perfect way to own a piece of the island. Enjoy onsite amenities such as a new coin operated laundry, a fitness room, and a seasonal pool that is currently closed with hopes of reopening in the next year or two. The owner is a real estate agent.
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Annette Schaffer, Windermere Real Estate San Juan Island
$340,000 (USD)
San Juan Island Area Land
Pending
912 Sandwith Road Friday Harbor, WA 98250
Bed
0 Baths
sqft
MLS# 2520475
Discover the rare opportunity to create your private island retreat on San Juan Island. Set on 6.4± sunny, secluded acres, this beautiful parcel is nestled among towering firs and iconic madronas, offering a peaceful natural setting with expansive territorial views and stunning vistas of the Olympic Mountains. Located just minutes from the charming shops, dining, and marina of Friday Harbor, this property combines privacy with convenience – an ideal canvas for your dream home or island getaway. Infrastructure is already in place with a 2+ GPM well installed, electricity available on site, and an approved 4-bedroom gravity septic design, making your building process that much easier. A prepared RV pad allows for immediate enjoyment while you plan and build, so you can start experiencing the island lifestyle from day one. Whether you envision a full-time residence or a seasonal escape, this exceptional property offers the perfect blend of serenity, sun, and accessibility in one of the Pacific Northwest's most sought-after destinations.
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Greg King, Windermere Real Estate San Juan Island
$295,000 (USD)
South Area Manufactured
Active
1785 Douglas Road 60 Friday Harbor, WA 98250
3 Bed
2 Baths
1404 sqft
MLS# 2486420
This is the island home you have been waiting for! Live affordably at The Oaks. 1404 sq feet. 3 bedroom, 2 full baths. Newer appliances (Range/double oven & dishwasher new 2020-21).Furnace added October 2021. New roof in 2023. New free standing wood stove added in 2023. Only home in The Oaks that has an extra large garage with shop and a carport; 560 sq foot 2 car detached insulated garage with heated shop/storage space plus an additional 448 sq foot carport. Extra wide parking pad area for vehicles. Large 6 foot tall privacy deck (478 sq feet) on entire back of house with a covered sitting shed for your enjoyment come rain or shine. Plus fully fenced back yard, great for pet(s). Yard has 2 Fruit trees & 1 raised garden bed with raspberries. Beautiful roses out front and more! Home faces due West for that extra afternoon/evening sunshine. Large sunny community park across the street to relax & enjoy.
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Vail McClure, Windermere Real Estate San Juan Island
$294,000 (USD)
Henry Island Area Land
Active
16 Driftwood Drive Henry Island, WA 98250
Bed
0 Baths
sqft
MLS# 2532111
Discover this shy acre of pristine waterfront on Henry Island, overlooking the serene expanse of Nelson Bay. Exceptional west-facing land offers 100’ of private beach with unforgettable sunsets & stretches 400' back, providing ample space for your retreat. A shoreline variance allows construction as close as 75' from the water, & a previously approved septic streamlines development. Electricity at the property edge & options for rainwater collection or a well, as used successfully by neighboring homes. The property’s unique approach ensures unmatched privacy & a true sense of escape. A rare blend of natural beauty, tranquility & a build-ready potential. There’s Preservation trails to explore & just minutes from Roche Harbor Resort!
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Richard Sandmeyer, Windermere Real Estate San Juan Island
$275,000 (USD)
San Juan Island Area Land
Pending
0 Reef Net Road Friday Harbor, WA 98250
Bed
0 Baths
sqft
MLS# 2535606
Nestled in a private, serene enclave, this sun-drenched oasis offers unparalleled tranquility. Set amidst dynamic terrain, the property is anchored by a shimmering private lake, surrounded by lush, mature greenery. Every corner exudes peace, with abundant sunlight filtering through. This is a rare, hidden gem—a perfect retreat from the world, where privacy meets natural splendor. Perfect opportunity to live off grid or develop as you see fit. Comes with water catchment system on high ground with 3000 gallon storage tank. RV with off grid power & cargo container negotiable.
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Vail McClure, Windermere Real Estate San Juan Island
$235,000 (USD)
South Area Land
Active
206 Island Drive Friday Harbor, WA 98250
Bed
0 Baths
sqft
MLS# 2537493
Build your island dream in Cape San Juan! This .48-acre level, partially cleared lot offers an ideal canvas in one of San Juan Island's most desirable communities. Enjoy access to the community marina, boat launch, community waterfront, trails, and seasonal pool, plus close proximity to hundreds of acres of State and National Parklands. An installed 4-bedroom septic system plus community water and power available make building easy. Bring your vision and create your perfect island retreat in this peaceful, nature-filled neighborhood.
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Greg King, Windermere Real Estate San Juan Island
$195,000 (USD)
Friday Harbor Area Residential
Active
620 Warbass Way 41 Friday Harbor, WA 98250
0 Bed
0 Baths
481 sqft
MLS# 2527232
An amazing opportunity in Warbass Way Marina! Enjoy year-round moorage with this desirable 40-ft slip (#41) offering easy access and a prime location just steps from Friday Harbor’s shops, restaurants, and the ferry landing. Warbass Way is a 50-slip condominium marina with amenities including coin-operated laundry and showers, 72-hour street parking, long-term parking nearby, and several short-term visitor spaces. There is holding tank pump-out available to every slip at no charge. Each slip also has access to fresh water and electricity. Don’t miss this ideal home base for exploring the San Juan Islands—boating life has never looked better!
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Susan Waters, Windermere Real Estate San Juan Island
Northwest MLS as distributed by MLS GRID / Listed By: Annie Bryant, Windermere Real Estate San Juan Island