luxury seaside houses for sale Eastsound, United States

Discover a proven income-generating gem in the heart of the San Juan Islands. This successful two-bedroom vacation home offers front-row views of daily marine life—watch whales and passing boats from your expansive, sun-drenched deck. Enjoy sweeping vistas of the water, mountains, and surrounding islands. A private staircase leads directly to your own beach—perfect for kayaking, beachcombing, and peaceful shoreline walks. Inside, large windows in every room showcase the stunning natural surroundings. The home features a spacious living area with rich wood paneling and soaring ceilings, a modern open-concept kitchen, and a luxurious primary suite with a soaking tub, and sauna. Additional highlights include a 2-car garage with a finished bunkhouse and an unfinished basement offering endless potential—think studio, gym, or guest suite. Whether you're seeking a high-return investment or a dream retreat, this property delivers. Every day here feels like a getaway.

Experience the best of San Juan Island living in this exceptional water view home, where privacy, craftsmanship, and timeless design come together on 2.5 peaceful acres. Located only three miles from town, this property is thoughtfully positioned to capture the unforgettable scenery and views. Custom designed with contemporary elegance, offering a warm light-filled interior with clerestory windows surrounding the high ceilings, rich hardwood flooring, fine wood craftsmanship, and an open layout. The spacious primary suite is its own scenic retreat, while two additional bedrooms, a dedicated family room and inviting living spaces provide room for every lifestyle. One of the property's most valuable features is the attached Mother-in-Law suite, complete with a private entrance, full kitchen, living room, bedroom, full bath, and patio. Perfectly suited for extended guests or the opportunity to use as a long-term rental, adding flexibility and value without sacrificing privacy. Outside, both a natural and a landscaped design create a serene setting to relax, entertain, garden or simply enjoy the peaceful surroundings. An oversized garage with workshop space provides room for hobbies and storage. Just down the street, a community beach invites you to experience everything island life has to offer. You must see this home in person to fully appreciate this thoughtfully designed and well maintained residence. This rare offering delivers an exceptional lifestyle in one remarkable package.

40-foot private slip available in Cannery Village Marina. Located in the Town of Friday Harbor, right next to the ferry landing. Slip #5 includes bumpers, power, water, garbage service and a secure gated entrance. These slips are in impeccable condition. New steel pilings were recently installed. A great opportunity to own one of the few private slips in a very convenient location.

Presenting Halftide Farms. A gated 90± acre waterfront estate on San Juan Island, with 650± feet of pristine low-bank beachfront & commanding panoramic views across open water to Mount Baker. Curated over three decades and built by Schultz Miller, the estate spans approx, 19,000± SF across six structures, including three primary residences, The Beach House, The Farm House, and The Field House — each with its own guest cottage, a bunkhouse, game house, & caretaker’s residence. Resort-level amenities include two pools with cabana, tennis & pickleball courts, a 3-hole golf course, four ponds, a greenhouse, & two mooring buoys. Anchored by Friday Harbor & the iconic Roche Harbor Resort, San Juan Island offers world-class yachting, dining, coastal charm, hiking, biking, fishing, crabbing, whale watching, paddleboarding, kayaking, boating, exceptional culinary experiences, & access to quality healthcare. Ranked by Travel + Leisure among the top islands in the continental U.S. for five consecutive years, the San Juan Islands have long captured global attention. What the world couldn’t access until now is this: an estate without equal. Arrive by seaplane from Seattle in approx. 45 minutes, private jet via Friday Harbor Airport or nearby Bellingham Airport, private vessel to your shoreline, or ferry through the San Juan archipelago. Vancouver, BC lies just 60 miles to the north. A rare Washington legacy acquisition for a buyer who thinks in generations.

Rarely does a property combine extraordinary waterfront, protected moorage, exceptional craftsmanship, and breathtaking views. Just minutes from Roche Harbor, this remarkable White Point estate is among the finest waterfront offerings in the San Juan Islands. Set on 2.29? acres across two separate and adjacent parcels, the property features 623? ft of low-bank, southwest-facing shoreline with a walkout beach and peaceful eastern views over a wildlife-rich estuary. Panoramic vistas span Haro Strait to the Olympic Mountains, Victoria, B.C., and neighboring islands, creating a stunning backdrop of passing vessels, sunsets, and abundant marine life. A protected joint-use deep-water dock with a 60-ft float accommodates boats 50+ ft, offering direct access to world-class boating, fishing, kayaking, and island adventures. Enjoy morning coffee while watching seals on the offshore rock and whales pass through these pristine waters. The 3,193? sq ft residence showcases timeless Northwest architecture with massive timber construction, soaring ceilings, stone fireplaces, and walls of glass framing the seascape. Featuring 3 bedroom suites and 5 baths, the home blends rustic elegance with modern comfort. Room Mature landscaping, established gardens, and natural surroundings provide exceptional privacy and serenity. With expansive multi-directional views, protected moorage, abundant wildlife, and rare waterfront, this is a true San Juan Island sanctuary.

JUST REDUCED ANOTHER $1,000,000 to $5,950,000! One of the most lucrative financial opportunities of this real estate cycle! The original estimated market value of this historic estate was $10,950,000. The improvements alone would likely cost more than the current price to replace. Enjoy your own private, deep water marina with two 80 slips on the outsides and a 66 x 19 slip on the inside. Room for your friend's yacht and other fun boats too! Theres a 3,100 sq ft, 3 bedroom home with beautiful views and a 5,000+ sq ft shop thats built like a house, and could possibly be converted into one. It has a huge executive office upstairs. Large waterfront estates are rarely available in the San Juans, especially with protected, year-round moorage. This estate has 35+ private acres, 1,200 of waterfront, including tidelands, and sits on one of the most protected bays in all the Islands! Great for kayaking, paddle boarding, sailing... The land is potentially dividable into 3 parcels. The location is ideal, just minutes by boat from Roche Harbor, Victoria, and numerous Canadian and American islands. Crabbing, oysters, clams, salmon fishing, shrimping, and whale watching are all nearby. There are also two orchards, a huge garden, a greenhouse, 4 good wells, and a ? ac pond that is set up for fire protection. The septic system drainfield is large enough to convert the shop into a 5 bedroom home, or build a new 4 bedroom dream home nearby. This is an amazing deal!

Extraordinary West Side waterfront (125'), 3/4 ac fenced & gated setting. Single level main house (2232)sq ft), detached ADU 720 sq ft VR permit. 2 car garage has bonus room, studio, workroom. Whales, marine birds & wildlife against a backdrop of the Olympic Mtns and Vancouver Island. Large Ipe decks for outdoor observation points, dining, entertaining and relaxing. Large open kitchen, dining area, great room, large wood burning fireplace. Primary suite; walk-in closet, heated tile floor in bathroom, water views. 2nd bedroom, currently a media room & office, has a murphy bed, full bath with heated floor and multiple closets for storage, laundry/utility room. ADU averages 5 star rating & provides income and a wonderful place for guests. Community beach just down the road offers an excellent kayak launching beach if you like paddling around with the Orcas whales.

60 feet of pristine shoreline, your own private beach, unobstructed lifetime views, and coveted tideland ownership! Exceptional opportunity to experience island living at its finest in Guemes Island’s most sought-after waterfront setting. This stunning south-facing, single-level low-bank waterfront home offers sweeping marine views, direct beach access, and true beachfront living. Spend your days exploring over a mile of uninhabited shoreline just steps to the west, relaxing in the sun-drenched interior with water views from every room, or enjoying the spacious interior dining and living room spaces designed for effortless year-round entertaining on the expansive view patio overlooking the water. Thoughtfully updated while maintaining its coastal charm, the home is filled with natural light year-round. Just minutes from the ferry, this is the ultimate private island retreat. Escape to the serenity of Guemes Island.

This gated destination waterfront retreat provides an irreplaceable setting to create lifelong cherished memories. Created as a 2-acre multi-generational haven, this iconic estate includes an exceptional stately manor with an elevator, a charming guest cottage, and caretaker’s quarters or second guest home. Inspired by its coastal setting and approx. 230’ waterside, every detail reflects timeless design, tailored craftsmanship, curated finishes, and uncompromising quality. Expansive windows frame panoramic views across the active Guemes Channel with ferries, yachts, and commercial boats. The main residence has multiple private suites, theater, game room, crows’ nest, casual and elegant gathering spaces, and seamless indoor-outdoor living creating an environment designed for grand entertaining or quiet relaxation. Meticulously maintained and continually enhanced, the estate features professionally designed landscaping with an ever-changing portrait of brilliant colors, a new professional pickleball court, and a large hot tub with an electric roof. From unforgettable sunsets to the rhythm of passing marine traffic, every element has been carefully considered to create an effortless, exceptional lifestyle. A waterfront compound of this scale, quality, and amenities within city conveniences is irreplaceable. Located just 60 miles from Seattle, this legacy property offers the rare distinction of drive-to island living, seclusion, yet restaurants and shopping just a mile away.

A rare opportunity to own on Sidney Island, where privacy, nature, and island living offer an exceptional lifestyle. With ocean views, a natural habitat for birds and animals, protected conservation areas, and no public access, this enclave delivers an experience which is increasingly difficult to find. Spanning 1,762 total acres, Sidney Island features 107 acres of dedicated conservation zones, 111 strata lots, and over 1,300 acres of shared common property—an expansive footprint larger than Stanley Park. Residents enjoy exclusive access to a 67-slip marina, private airstrip, heritage orchard, swimming pond, managed forest, extensive trail network, and full-time caretaker services. Set against a protected ecological reserve, 730 Treetops Spur enjoys sweeping 180° ocean views and exceptional privacy, with the natural landscape surrounding the property. The result is a truly rare combination of seclusion and beauty. For those who embrace the natural world but need to be connected, Starlink provides excellent work-from-island capabilities. The main residence embraces its setting with relaxed West Coast character and thoughtful design. Expansive sliding doors open onto a generous wood deck, inviting ocean breezes into the open-concept living space and creating an effortless connection between indoors and out. Flexible accommodations include a cozy loft-style hideaway, a private lower-level guest room, and a main-floor primary suite. Multiple patios and a view-side balcony offer beautiful spaces for entertaining, morning coffee, or simply taking in the ever-changing panorama. Set apart from the main residence, a charming private cabin provides an ideal retreat for guests, family, or children, adding another layer of flexibility to this distinctive island property. For those seeking a turnkey island escape, the property is offered fully furnished. More than a home, 730 Treetops is an opportunity to become part of one of the Gulf Islands’ most exclusive and enduringly special communities—a place where privacy, natural beauty, and a genuine sense of escape are the defining luxuries.