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Available Listings
$19,800,000
(USD)
Active
San Juan Island Area Residential
Active
735 Rosler Road San Juan Island, WA 98250
6 Bed
6 Baths
8674 sqft
MLS# 2483787
Listing Courtesy of
Northwest MLS as distributed by MLS GRID / Windermere Real Estate San Juan Island / Greg King
$8,450,000
(USD)
Active
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 / Windermere Real Estate San Juan Island / Greg King
$7,895,000
(USD)
Active
Mount Vernon Area Multifamily
Active
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 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 coin 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 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 / Windermere Real Estate San Juan Island / Samantha Bryner
$3,950,000
(USD)
Active
Friday Harbor Area Residential
Active
571 Golf Course Road Friday Harbor, WA 98250
3 Bed
5 Baths
4120 sqft
MLS# 2501315
Perched on a rare and private point of San Juan Island, this architecturally significant waterfront estate offers an exceptional blend of design, scale, and lifestyle. Encompassing 3 parcels and 640± feet of shoreline, the property captures sweeping waterviews framed by Mt. Baker, with walls of glass that bring the ever-changing seascape into every living space and a setting surrounded by water on three sides. The 4,120± sf main home is thoughtfully designed with a refined yet livable layout, offering 3 bed/4 baths and multiple flex spaces for office, media, or guest use. The primary suite is a serene retreat, evoking the feeling of being on a boat with expansive waterviews, a walk-in closet, and spa-inspired 5-piece bath. Medium bank waterfront with accessible shoreline invites paddleboarding and kayaking, while low tide reveals a beach ideal for exploring, with crabs under rocks and a hidden cave. A permitted mooring buoy accommodates up to a 45' boat. Includes an additional waterfront lot for future development or privacy. A detached 3-car garage is complemented by an 864± sf ADU studio, ideal for guests or income potential. Walking distance to the San Juan Golf & CC and a short bike ride to town, with a compliant vacation rental permit for added flexibility and investment appeal. A truly rare waterfront legacy property!
Listing Courtesy of
Northwest MLS as distributed by MLS GRID / Windermere Real Estate San Juan Island / Greg King
$3,500,000
(USD)
Active
Estate Living On Henry
Active
1 & 2 Driftwood Shores Henry Island, WA 98250
3 Bed
4 Baths
3559 sqft
MLS# 2502876
Gracefully designed with classic symmetry, stately columns & refined architectural detail, this home evokes the charm of a bygone era while offering modern luxury in a breathtaking island setting on 2 lots. Gourmet kitchen blends form & function, high-end appliances, a monolithic island, abundance of cabinets, a walk-in pantry & sleek stone. Seamless flow into formal & casual gathering areas. Primary suite is a true sanctuary framed by tranquil views, a luxe bath, banks of closets & direct access to the wraparound porches. Every element of this remarkable retreat reflects thoughtful design & uncompromising quality. An ensuite retreat offers comfort/privacy with its own private lanai, while a charming finished attic provides extra space for guests. Also, beautifully restored 1920s cottage serves as a delightful guest haven with its own kitchen, bed/bath + an artist’s studio; perfect space for creativity, crafts, games & gathering. Lots 1 & 2 share a private dock located on Lot 1, offering easy waterfront access, Lot 2 provides ample space for the potential development of an additional residence. The estate unfolds into beautiful, lush grounds, covered verandas and sun-drenched terraces invite you to relax & take in the peaceful surroundings of the San Juan Islands, this rare offering combines New Orleans grace with PNW splendor—just a short boat ride or drive to the charm, marina & dining of Roche Harbor. A truly exceptional opportunity to own a one-of-a-kind legacy property.
Listing Courtesy of
Northwest MLS as distributed by MLS GRID / Windermere Real Estate San Juan Island / Richard Sandmeyer
$3,485,000
(USD)
Active
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 / Windermere Real Estate San Juan Island / Greg King
$2,925,000
(USD)
Active
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 / Windermere Real Estate San Juan Island / Greg King
$1,598,000
(USD)
Active
Deep Water Dock On Henry Is
Active
5 Smugglers Rowe Henry Island, WA 98250
2 Bed
1 Baths
1504 sqft
MLS# 2478563
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 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, and postcard-worthy views just minutes from Roche Harbor Resort. A rare opportunity to own premier waterfront in one of the San Juans’ most sought-after locations. Book your tour!
Listing Courtesy of
Northwest MLS as distributed by MLS GRID / Windermere Real Estate Hlc / Jill Sjolin
$1,550,000
(USD)
Active
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 custom built-ins 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 / Windermere Real Estate San Juan Island / Linda McMahon
$1,499,000
(USD)
Active
Henry Island Area Residential
Active
30 Smugglers Rowe Henry Island, WA 98250
3 Bed
2 Baths
1838 sqft
MLS# 2452158
Nestled on nearly 2 acres on Big Henry Island’s west side, this Northwest Contemporary waterfront estate offers sweeping views of the Salish Sea and Canadian Gulf Islands. Accessible by private boat or seaplane, and just minutes from Roche Harbor, this Alan Liddle–designed home blends modern elegance with rustic charm. Vaulted, wood-beamed ceilings frame stunning island vistas. Enjoy 200± feet of private waterfront with a registered mooring buoy and a 30' boat slip. Separate guest quarters include a full kitchen and two bedrooms. Experience the ultimate Northwest island lifestyle—serene, secluded, and perfect for fishing, beachcombing, and coastal adventure.
Listing Courtesy of
Northwest MLS as distributed by MLS GRID / Coldwell Banker San Juan Is.
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