San Juan Island Listings - Windermere Real Estate

Available Listings

San Juan Island Area Residential

1036 Golf Course Road Friday Harbor, WA 98250

Virtual Tour

Discover the perfect blend of privacy and convenience in this delightful 2-bedroom home located on the San Juan Golf & Tennis Club. Tucked away in a peaceful wooded setting, you're welcomed by a gorgeously landscaped entry and tastefully paved circular driveway with ample parking for effortless entertaining. Step inside to an inviting open-concept design where spacious living flow between the kitchen dining and living spaces. Large windows bring in natural light enhancing the home’s warm welcoming atmosphere. Enjoy the easy single-story living in an unbeatable location just minutes from Friday Harbor's amenities, waterfront and trails.

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Katie Schmidt

Central Area Residential

51 Private Place Friday Harbor, WA 98250

This stunning custom-built single-level home features 3 spacious bedrooms, a dedicated office, and an impressive 2,706 sqft of living space. The winding tree-lined driveway leads to a sunny setting perfect for relaxation and entertainment on the large deck opening to 2.7 acres. A quality-built, carefree home located just 3 miles from town, it includes an attached 676 sqft garage.

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Annette Schaffer

South Area Residential

117 Journeys End Way San Juan Island, WA 98250

Virtual Tour

An incredible opportunity to own a 4,400+sf custom home and large Texmo barn with 1831sf 2 bedroom, 1 bath apartment on 10+ acres of pristine and wild property. Priced to sell more than $583,000 below assessed value! Enjoy towering trees, a 3-tier pond, friut trees, fenced garden areas, greenhouse, chicken coop and more. Private location bordering Preservation Trust land to the east. Zoned for 2 parcels, with 2 separate septic systems. Residence also being offered to include adjoining 21.42 acres of designated conservation acreage with horse stable and fenced pasture. NWMLS #2293253. Come home...

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Tamara Weaver

Friday Harbor Area Residential

303 Woodpecker Lane San Juan Island, WA 98250

Virtual Tour

Supurb single-story home overlooking Sportsman's Lake. A new and inviting entry into this awe-inspiring spacious home. Many upgrades include tiled baths, a finished studio on the lower level with a 3/4 bath, a rock and stone terraced yard to enjoy the fire pit, and inspiring sunrises overlooking Sportsman's Lake! Oversized garage 972 sq ft. and a separate shed with a roll-up door, great Sheshed, or a Mancave. PLEASE use Showing Time! Chicago Title #245467869

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Rebecca Hughes

Town Area Condominium

241 Warbass Way A303 Friday Harbor, WA 98250

Virtual Tour

Discover the epitome of comfort and tranquility in this remarkable 1,510sqft condo. Overlooking a private marina, take in stunning views of Brown and Shaw Islands and the Port of Friday Harbor. This spacious, light-filled property includes three bedrooms, two baths, a fully-equipped kitchen, and a deck for relaxation and entertaining. The main bedroom's ensuite penthouse deck offers breathtaking views. Nestled in the heart of the charming Town of Friday Harbor, you'll enjoy effortless access to local amenities and multiple transportation options. Don't miss this exceptional opportunity in a world-class destination!

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Annette Schaffer

Town Area Residential

360 Linder Street Friday Harbor, WA 98250

Virtual Tour

A one-of-a-kind retreat in Friday Harbor! Tucked on a hillside above town, this 3,552 sq ft home offers space, flexibility, and charm. The lower level includes a spacious 1BR/1BA apartment—ideal for income or guests—and a large, light-filled artist’s studio. Upstairs features 2BR, a full bath, and custom artistic touches including, Craftsman fixtures & hardware throughout. The open-concept layout offers a warm kitchen with breakfast nook, dining area, living room with wood stove, and a micro office. The fully fenced yard is a landscaped oasis with a detached 16' x 8' studio. A newer 2-car garage includes an EV charger and plenty of off-street parking, plus fiber internet. This is in-town living with room to create, relax, and thrive!

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Annie Bryant

San Juan Island Area Residential

11 Snowberry Lane Friday Harbor, WA 98250

Virtual Tour

This beautiful property offers the perfect blend of comfort, serenity, and natural beauty. Nestled in a peaceful neighborhood, this home boasts stunning views of Mt. Baker and lush greenery. Featuring 2 bedrooms, loft, den, and 2.5 bathrooms, this residence offers ample space for relaxation, entertainment, and ample storage. The primary bedroom located on the main level w/ an en-suite bath and sliders to the deck. Step out onto the spacious deck and immerse yourself in the peaceful ambiance of the PNW. Located just minutes to Friday Harbor. View of Mt. Baker! CARPET ALLOWANCE OF $10,000. w/full price offer. Horizon T&E # 04-1998-TTS

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Rebecca Hughes

West Area Land

1 Stormridge Road Friday Harbor, WA 98250

Experience the ultimate Eagle’s Nest from this stunning 10.98-ac property atop Mt. Dallas. Perched at 950’, this private blank canvas boasts an expansive 180-degree+ view spanning Mt. Baker, the Cascades, Mt. Rainier, and the Olympic Peninsula. Gaze out over Orcas, Shaw, Lopez, and San Juan Island, from San Juan Valley to Haro Strait. A charming studio with bathroom and kitchenette provides the perfect getaway to plan your dream home. Ready to build with all utilities installed: 30+ GPM well, 4-bdrm septic system, 400-amp electrical service, and a 1000-gallon propane tank – with paved road access up Mt. Dallas. Recent survey, topo, and geotech reports complete; prelim house plans available; and electric dog fencing—a rare opportunity!

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Greg King

West Area Land

32 Rascal Road Friday Harbor, WA 98250

A 950 foot elevation on Mt. Dallas gives this exceptional 3.44-acre parcel breathtaking panoramic southerly views of the Olympic range, as well as westerly views over Haro Straight and the twinkling lights of Victoria, BC. A serene retreat where the only sounds are eagles and ravens calling with quail rustling through the brush. This property offers the magic of spectacular sunsets, moonsets, and starlit skies. Thoughtfully prepared for your dream home, this lot features a paved access road, 3BR septic permit, private well, electrical primary, high-speed internet, & conduit for fiber. With a survey completed, driveway & garage site prepared, this rare gem on San Juan Island’s coveted west side is ready for you to create your dream home!

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Annie Bryant

Town Area Residential

479 Elsworth Avenue Friday Harbor, WA 98250

Prime investment opportunity in the heart of downtown Friday Harbor! This commercial property features two versatile studios and a charming detached 2-bedroom cottage for a total of 3 units, all offering exceptional income potential. Two of the units come fully furnished, ensuring a seamless move-in experience. The property's strategic location provides easy access to local amenities, restaurants, and shops, making it highly desirable for tenants. Don't miss out on this move-in-ready gem with endless possibilities for maximizing your rental income!

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Katie Schmidt