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5 Spectacular Washington Waterfront Estates in the San Juan Islands and Beyond

By Awais Manzoor

1 min read

From the San Juan Islands to the Sammamish River and Vashon’s shore, this quintet shares a Pacific Northwest sensibility shaped by water, views, and intentional seclusion. Across Orcas Island, Friday Harbor, Blaine, and Kenmore, acreage buffers daily life with meadows, mature landscaping, and gated approaches, while beach frontage, docks, and harbor outlooks keep the shoreline central. Mt. Baker and marine channels recur as signature backdrops, matched by homes that quintet craftsmanship with flexibility for guests, work, and recreation.

260 Grey Havens Loop | $4,250,000

260 Grey Havens Loop, Orcas Island, WA 98280
260 Grey Havens Loop, Orcas Island, WA 98280
teriwilliams
LISTING AGENT:
Teri Williams

Along the water’s edge on Orcas Island, this secluded estate spans two waterfront parcels totaling 13 private acres, with 722 feet of beach frontage in Olga’s Buck Bay. Marine views stretch to Mt Baker and Mt Entrance, with sightlines that take in Lummi, Cypress, Blakely Islands and beyond. A meadow surrounds three ponds, framed by towering maples, cedars, and willows, with lush ferns and mossy rock knolls adding texture underfoot. A winding trail meanders through the property and along a seasonal creek, leading to a stairway down to the beach. Days here unfold outdoors—walking the trails, watching wildlife and marine life, and returning to the quiet of a landscape shaped by water, forest, and open meadow.

Price:
$4,250,000
Size:
2,660 sq ft
Contact:
Teri Williams, TWilliams Realty, 360.319.6256

148 Yarrow Road | $3,485,000

148 Yarrow Road, Friday Harbor, WA 98250
148 Yarrow Road, Friday Harbor, WA 98250
windermerere
LISTING AGENT:
Greg King & Sybil Mager

Tucked into the San Juan Valley on San Juan Island, this custom Craftsman estate pairs exceptional craftsmanship with a sense of quiet seclusion, privately set on five acres. Created as a homebuilder’s own residence, it frames sweeping views across San Juan Valley to Mt. Baker, with sightlines that take in the San Juan Channel and Haro Strait. Inside, spacious living areas flow with an easy, considered rhythm, anchored by a chef’s kitchen designed for everyday cooking and relaxed gathering. A serene primary suite offers a calm retreat, while a private lower-level guest or multigenerational suite adds welcome flexibility for extended stays. Mature landscaping and a peaceful patio draw life outdoors, inviting slow mornings and unhurried evenings shaped by island scenery.

Price:
$3,485,000
Size:
5,800 sq ft
Contact:
Greg King & Sybil Mager, Windermere RE, 360.298.0390 , 360.298.0627

A Pacific Northwest Masterpiece | $3,375,000

8660 Drayton View Lane, Blaine, WA 98230
8660 Drayton View Lane, Blaine, WA 98230
kathystauffer
LISTING AGENT:
Kathy Stauffer

Surrounded by 5.82 acres just south of the Canadian border along Washington’s northwest coast, this estate offers a private retreat within a gated community near Semiahmoo. Views sweep across Drayton Harbor toward Mt. Baker, and the architecture leans into the setting with soaring ceilings and walls of glass that keep the horizon in constant company. Radiant heated floors bring quiet comfort underfoot, while an expansive deck extends everyday living into the open air. Inside, a true chef’s kitchen supports everything from casual mornings to weekends of entertaining, and private bedroom suites provide space to settle in at day’s end. Nearly 3,000 square feet of garage and workshop space, along with commercial-grade systems, underscore a home shaped by thoughtful engineering and a distinctly Pacific Northwest spirit.

Price:
$3,375,000
Size:
6,305 sq ft
Contact:
Kathy Stauffer, Windermere RE, 360.815.4718

17402 83rd Court NE | $3,250,000

17402 83rd Court NE, Kenmore, WA 98028
17402 83rd Court NE, Kenmore, WA 98028
jennflynn
LISTING AGENT:
Jenn Brown Flynn

Along the water’s edge on 126 feet of Sammamish River frontage in Kenmore, this 2019-built estate pairs luxury with a clear emphasis on wellness and flexibility. Three separate structures support multi-generational living, guests, rental income, or a home business, all with direct boating access to Lake Washington. The main residence offers four bedrooms, 3.5 baths, an office, vaulted ceilings, wormwood-inspired beams, 8-foot doors, two primary suites, and a chef’s kitchen anchored by a Bertazzoni range, commercial freezer/refrigerator, and a wine cellar—set against striking river views. Built to Kenmore Built Green construction standards (not certified), materials include recycled denim insulation, low-VOC finishes, solid wood cabinetry, hand-rubbed beeswax wood trim, and hickory flooring. Outside, wraparound decks, an outdoor kitchen, private dock, water feature, and kayak storage invite days shaped by the river.

Size:
4,810 sq ft
Contact:
Jenn Brown Flynn, Quorum-Laurelhurst, Inc , 206-427-3900

Private Waterfront Estate Retreat | $2,995,000

16075 Crescent Drive SW, Vashon, WA 98070
16075 Crescent Drive SW, Vashon, WA 98070
bethgroen
LISTING AGENT:
Beth De Groen

Along the water’s edge on Vashon, Sunset Cove unfolds behind a gated entry across 10.192 acres of privacy, with 456 feet of bulkheaded low-bank waterfront and a sandy beach. At the center of the property, a four-story residence is finished in cherry cabinets and floors, accented by solid brass hardware, vaulted ceilings, and walls of windows that draw in the northwest outlook. An elevator connects every level, including a lowest-floor garage designed on a collector’s scale—ready for boats, ATVs, cars, and extensive storage. At the shoreline, a boathouse with ramp supports easy days on the water, while several multi-purpose outbuildings offer flexible space for garden equipment, vehicles, or a shop or studio. Concrete retaining walls and commercial-grade drainage underscore a contractor-built, fortified setting made to weather the seasons.

Price:
$2,995,000
Size:
5,080 sq ft
Contact:
Beth De Groen, Windermere Real Estate, 206.795.9512