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
$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
$3,645,000 (USD)
West Area Residential
Pending
2000 2001 Mount Dallas Road Friday Harbor, WA 98250
3 Bed
4 Baths
4131 sqft
MLS# 2510713
Commanding 360° views from its 22-acre perch atop Mt. Dallas, this extraordinary property spans 2 parcels and captures sweeping vistas from Haro Strait to Mt. Baker. The luxurious, tigerwood-clad main home features a grand living room with stone fireplace, chef’s kitchen with artisan cabinetry and high-end appliances, and 2 elegant water-view suites with spa-like baths. A separate guest suite with kitchen, woodstove, and steam shower offers ideal flexibility. A charming off-grid cabin adds rustic appeal with solar power, wood cook stove, and multi-level decks for dining, stargazing, or tent camping. With water storage, heat pump with AC, high-speed internet, and 2-car garage, this private, versatile retreat is the pinnacle of island living.
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
$2,900,000 (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
$2,899,000 (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
$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
$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
$740,000 (USD)
San Juan Island Area Residential
Active
93 Heather Court Friday Harbor, WA 98250
3 Bed
2 Baths
1870 sqft
MLS# 2514739
Embrace easy island living in this well-maintained 3 bed, 2 bath + office rambler, offering 1,870 sf of comfortable, single-level living on .76 acres just minutes from town and everyday conveniences. Designed with connection and relaxation in mind, the open-concept kitchen and living area invites gatherings, with bar seating and a natural flow for entertaining. The spacious primary suite provides a peaceful retreat, complete with an en suite bath and jetted tub. Skylights fill the home with soft natural light, while a ductless heat pump, propane, and wood stoves ensure year-round comfort. Outside, enjoy low-maintenance, mature landscaping, a 2-car garage, and the ease of a metal roof–perfect for more time spent exploring all that island life has to offer.
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Listed By: Greg King, 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
$340,000 (USD)
San Juan Island Area Land
Active
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