My Active Listings

$9,950,000

San Juan Island Area Residential

Active

2553 Cattle Point Road Friday Harbor, WA 98250

3 Bed

4 Baths

5022 sqft

MLS# 2384714

A true island sanctuary, this architecturally striking estate spans 47 acres with 440 feet of pristine waterfront, offering commanding views across San Juan Channel to Mt. Baker. Designed renowned firm Hoedemaker Pfeiffer, the 5022 sf main residence is a masterwork of craftsmanship—featuring 3 bedrooms, 3.5 baths, and interiors that gracefully fuse refined comfort with the surrounding natural beauty. A charming 2460 sf guesthouse with 4 bedrooms and 2 baths provides ample space for hosting or extended stays. The grounds are equally compelling with a detached garage, a barn with loft, sport court, and a flourishing orchard. A rare opportunity to own a generational property where design, privacy, and the essence of island living converge.

Listing Courtesy of

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

$8,495,000

Roche Harbor Area Residential

Pending Inspection

51 Claramar Drive San Juan Island, WA 98250

3 Bed

4 Baths

6879 sqft

MLS# 2231170

Listing Courtesy of

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

$4,299,000

Town Area Residential

Active

560 Warbass Way Friday Harbor, WA 98250

3 Bed

4 Baths

5130 sqft

MLS# 2354144

Listing Courtesy of

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

$3,795,000

Town Area Residential

Active

470 Friday Avenue Friday Harbor, WA 98250

3 Bed

5 Baths

2834 sqft

MLS# 2274384

Listing Courtesy of

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

$3,700,000

San Juan Island Area Residential

Active

148 Yarrow Road Friday Harbor, WA 98250

6 Bed

5 Baths

6276 sqft

MLS# 2380721

A masterpiece of craftsmanship and design, this custom homebuilder's personal residence offers luxury living at its finest. Set on 5 private acres, this 6276 sf Craftsman estate showcases stunning seasonal and waterviews of San Juan Valley, Mt. Baker, San Juan Channel, and Haro Strait. Impeccably maintained, the home features main-level living designed for entertaining, with elegant living, dining, and family rooms, a chef's kitchen, and cozy breakfast nook. Upstairs offers 4 bedrooms, including a view primary suite with a spa-inspired bath. The lower level includes a guest or MIL suite with private entrance, great room, 2 bedrooms, and bath. Enjoy patio surrounded by mature landscaping, 2-car garage, and generator. Relaxing island life!

Listing Courtesy of

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

$3,645,000

West Area Residential

Active

2000 2001 Mount Dallas Road Friday Harbor, WA 98250

3 Bed

4 Baths

4131 sqft

MLS# 2388190

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 / Windermere Real Estate/San Juan Island / Greg King

$3,495,000

San Juan Island Area Residential

Active

311 Madrona Drive Friday Harbor, WA 98250

4 Bed

3 Baths

2840 sqft

MLS# 2359878

Listing Courtesy of

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

$3,470,000

San Juan Island Area Residential

Active

128 Twin Oaks Drive San Juan Island, WA 98250

2 Bed

4 Baths

3176 sqft

MLS# 2344703

Discover an extraordinary equestrian estate on 49+/- dividable acres surrounded by 885+/- acres of National Park land featuring incredible horseback, mountain biking, and walking trails. The property offers breathtaking views of the Straits and the Olympics and includes a beautifully remodeled 3,176 sf, 2 bedroom, 3 bath home with bonus rooms offering natural textures and serene spaces. Enjoy a 2-car garage, tennis court with cabana, tranquil pond, 3-stall horse barn with arena, tack room, granary, multiple pastures, 3,360 sq. ft. barn with shop, RV hook-up, and a charming chicken coop. A true equestrian paradise!

Listing Courtesy of

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

$2,850,000

San Juan Island Area Residential

Active

3528 Beaverton Valley Road Friday Harbor, WA 98250

4 Bed

3 Baths

3667 sqft

MLS# 2378841

Embrace the island lifestyle on this sun-drenched 21-acre log home estate. Thoughtfully maintained, this 3,667 sf retreat offers 4 bedrooms, 3 baths, a main-level primary suite, and a cozy river rock fireplace. Cook and gather in the chef's kitchen, explore gardens and fruit trees, or unwind by the pond with a dock. Multiple barns support your hobbies, horses, or weekend toys. Radiant heat, tile roof, and a 2-car detached garage add comfort and ease. Arrive via a picturesque paved drive and soak in the peaceful blend of open space and wooded privacy - your dream escape awaits.

Listing Courtesy of

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

$2,800,000

Lopez Island Area Residential

Active

268 Rum Runner Road Lopez Island, WA 98261

3 Bed

4 Baths

3200 sqft

MLS# 2367260

Listing Courtesy of

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

$2,800,000

Lopez Island Area Residential

Active

170 Weeks Point Way Lopez Island, WA 98261

4 Bed

6 Baths

3935 sqft

MLS# 2392699

Exceptional west-facing waterfront retreat on Weeks Point, overlooking the entrance to Fisherman’s Bay. Enjoy over 60’ of no-bank shoreline, vibrant sunsets, and thoughtfully designed indoor-outdoor living on a beautifully landscaped .33-acre parcel. The 2319 sf main home showcases cedar ceilings, a chef’s kitchen, custom built-ins, and an open floor plan ideal for entertaining. The home includes 3 beds/4 baths, plus a dedicated office with fiber internet—perfect for remote work. A 1616 sf guest house offers 1 bed/1 bath, full kitchen, and spacious living area, ideal for guests or multigenerational living. Immaculately landscaped, connected to public water and sewer, and just minutes to Lopez Village. Luxury island living at its best!

Listing Courtesy of

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

$2,750,000

West Area Residential

Active

2000 Mount Dallas Road Friday Harbor, WA 98250

3 Bed

4 Baths

4131 sqft

MLS# 2389584

Perched above Haro Strait with panoramic views of Vancouver Island, the Olympics and unforgettable sunsets, this luxurious island retreat blends timeless design with modern comfort. Wrapped in tigerwood decking and siding, the home features a stunning living room with gas fireplace and stone surround, plus a chef's kitchen with high end appliances and artisan cabinetry. 2 elegant waterview primary suites offer spa-like baths with steam showers, soaking tubs, and radiant heat. An office, walk-in pantry, and a separate guest suite with kitchen, woodstove, and steam shower add flexibility and ease. Equipped with a heat pump and AC, water storage, high speed internet, metal roof, 2-car garage, and more. Refined, private, and impeccably crafted!

Listing Courtesy of

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

$2,495,000

Roche Harbor Area Residential

Active

247 Afterglow Drive Friday Harbor, WA 98250

4 Bed

4 Baths

3200 sqft

MLS# 2321372

Nestled on a picturesque half-acre, this stunning 4BR/3.5BA home offers protected Roche Harbor Marina views and 3200 sq. ft. of refined living. The gourmet kitchen features granite counters, a farmhouse sink, and custom cabinetry. The primary suite boasts a soaking tub, 3-person steam room, and deck access. Enjoy 10-ft ceilings throughout the main floor, a 7-speaker surround system, a propane fireplace, and a 3-car garage. Unwind in the hot tub overlooking the marina. Just minutes from the Roche Harbor airport, marina, dining, shopping, and more, this home perfectly blends luxury and island charm.

Listing Courtesy of

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

$2,250,000

South Area Residential

Active

479 Cape Drive San Juan Island, WA 98250

2 Bed

2 Baths

1851 sqft

MLS# 2324896

Listing Courtesy of

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

$1,585,000

Lopez Island Area Residential

Active

230 Gem Farm Lane Lopez Island, WA 98261

2 Bed

2 Baths

2355 sqft

MLS# 2370134

Rare Sandy Beachfront Property at Upright Channel! Tucked away at the end of a quiet road, this west-facing 2+ acre property offers unmatched beach access and tranquility. The 1776 sf, 2 bed/1.5 bath main house features vaulted ceilings and an open-concept design to embrace natural light and the stunning island setting. Just steps from the shore, a charming 579 sf, 1 bed/1 bath cottage sits right at the water’s edge—perfect for clamming, kayaking, or simply unwinding to the rhythm of the tides. Located minutes from the shops and restaurants of Fisherman Village, yet offering the seclusion of a private retreat, it’s the best of both worlds. An opportunity to transform this unique island property into your own lasting legacy.

Listing Courtesy of

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

$1,375,000

San Juan Island Area Residential

Pending

722 Prohaska Road Friday Harbor, WA 98250

3 Bed

4 Baths

3648 sqft

MLS# 2368430

Once a cherished writers’ retreat where several books were written, this magical dividable 18-acre San Juan Island property is a haven of creativity and tranquility. The 3,648 sf home is designed with versatility in mind, offering essentially two complete living spaces—each with its own kitchen, bedroom, bathroom, and living room—ideal for multi-generational living or guest accommodations. A separate 320 sf guest cottage with bath adds even more flexibility. Thoughtful updates include laminate flooring, refreshed bathrooms, newer heating system, expansive decking, and a saltwater hot tub. The grounds are equally magical, with fruit trees, ponds, mature landscaping, a 2 stall horse paddock, an artist’s shop, and a mystical forest to explore.

Listing Courtesy of

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

$1,200,000

San Juan Island Area Residential

Active

1036 Golf Course Road Friday Harbor, WA 98250

2 Bed

3 Baths

2269 sqft

MLS# 2339327

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 / Greg King

$925,000

West Area Land

Pending

1 Stormridge Road Friday Harbor, WA 98250

Bed

0 Baths

sqft

MLS# 2356974

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

$895,000

West Area Land

Active

2001 Mount Dallas Road Friday Harbor, WA 98250

Bed

0 Baths

sqft

MLS# 2389070

Perched atop Mt. Dallas on 17 acres of natural splendor, this off-grid retreat captures breathtaking views of San Juan Channel, Mt. Baker, and the vibrant valleys below - where each season paints a new masterpiece. Gaze out to glimpses of Haro Strait from your own multi-level tigerwood deck, perfect for dining, gathering around the firepit, or pitching a tent under the stars. The charming, solar-powered cabin offers warm hardwood floors, a wood cook stove, propane refrigerator, copper-accented sink, and a composting toilet - simple luxury in harmony with nature. With two access driveways and a completed soil test, this property invites you to enjoy weekends away or envision your future dream home in the sky.

Listing Courtesy of

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

$890,000

North Area Residential

Pending

182 Kittiwake Lane San Juan Island, WA 98250

3 Bed

3 Baths

2512 sqft

MLS# 2382319

Island Living at Its Best! Embrace the quiet charm of San Juan Island on this open and sunny .5-acre retreat just steps from the water. The main home offers over 2157 sf of cozy living with 3 bedrooms, 2 updated baths, and multiple spaces to relax or gather—upstairs features hardwood oak floors, a propane stove, and a kitchen with Kenmore appliances; downstairs, a wood-burning stove, media space, and gym area add comfort and function. A detached garage includes a full bath and shop, while a separate 355 sf studio boasts a cedar sauna, outdoor shower, and kitchenette—perfect for guests or your creative space. Garden, unwind, and soak in peekaboo views of San Juan Channel.

Listing Courtesy of

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

$299,000

Blakely Island Area Land

Active

155 Driftwood Drive Blakely Island, WA 98222

Bed

0 Baths

sqft

MLS# 2257697

Breathtaking land opportunity on Blakely Island! Discover the perfect island escape with this stunning ½+ acre lot, offering captivating views of Mt. Baker and Peavine Pass. Enjoy the serene beauty of the San Juan Islands with easy access via a paved road and a short walk to 1,000+ feet of low-bank community waterfront. This prime location is just moments from sought-after community amenities, including a private airstrip, peaceful ponds, a marina, and a seasonal store. Whether you arrive by boat or plane, getting here is effortless. Embrace the tranquility of island living and build your dream retreat in this unparalleled setting!

Listing Courtesy of

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

$265,000

San Juan Island Area Land

Active

0 Cady Mountain Road San Juan Island, WA 98250

Bed

0 Baths

sqft

MLS# 2359002

Perched on top of Cady Mountain, this 5-acre parcel offers the perfect blend of privacy, natural beauty, and convenience. With power available at the road and a stunning, level build site already identified, this property is ready for your dream home or island getaway. Surrounded by mature evergreens and native landscape, you'll enjoy expansive territorial views, peaceful surroundings, and gorgeous sunsets. Located just 15 minutes from Friday Harbor, this is your opportunity to create a serene retreat. Embrace the island lifestyle from this exceptional mountain-top location.

Listing Courtesy of

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

$265,000

San Juan Island Area Land

Active

1087 Cady Mountain Road Friday Harbor, WA 98250

Bed

0 Baths

sqft

MLS# 2349429

Nestled atop Cady Mountain, this stunning 5-acre parcel offers an ideal combination of privacy, natural beauty, and convenience. Power is available at the road, and a beautifully level build site is already in place, making it easy to start planning your dream home or island retreat. Surrounded by mature evergreens and native landscaping, you'll enjoy sweeping territorial views, tranquil surroundings, and breathtaking sunsets. Located just 15 minutes from town, his property offers the perfect opportunity to create a peaceful escape. Experience the best of island living from this exceptional mountain-top setting.

Listing Courtesy of

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

$255,000

Town Area Land

Active

365 Marguerite Place S Friday Harbor, WA 98250

Bed

0 Baths

sqft

MLS# 2361397

Versatile .26-acre multifamily lot in town on San Juan Island with utilities - water, sewer, and electricity - already in place. Zoned for up to 4 units (buyer to verify), it's perfect for a single-family home, duplex, or triplex. Potential second-story water views and a convenient location near all the amenities of Friday Harbor.

Listing Courtesy of

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