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$2,695,000
4 Beds ⋅ 3 Baths ⋅ 2569539 MLS ⋅ ACTIVE Status
A rare opportunity to own one of the San Juan Islands’ most beautiful private estates. Set on 23+ acres of rolling pasture, mature woods, orchard, and gardens, this custom Craftsman offers exceptional privacy, southern protected valley views, and direct county road access. Designed and built by Island Shelter Construction, the 3,226 sq ft, 4-bedroom, 3-bath home showcases meticulous craftsmanship and timeless finishes. Clear cedar coffered ceilings, beautiful millwork, and warm details create a relaxed country-luxury atmosphere. The spacious great room is anchored by a dramatic fieldstone wood-burning fireplace, creating an inviting gathering space with views of the surrounding landscape. Outside, enjoy a mature irrigated orchard, sunny fenced garden, sports court, hot tub, woodshed, and charming treehouse. A gracious winding drive through the woods leads to the residence and an impressive 2,136 sq ft shop with separate studio and office spaces. A 1,252 sq ft equipment shed provides additional storage and workspace.With its extraordinary setting, thoughtful design, abundant amenities, and complete sense of seclusion, this exceptional San Juan Islands property offers a rare combination of natural beauty, craftsmanship, and versatility.

14 Fieldstone Road, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$695,000
2549421 MLS ⋅ ACTIVE Status
Discover a perfect blend of privacy and natural beauty on this exceptional Westside 9.94 acre Mount Dallas property. A beautifully sculpted park-like setting, the land features gently rolling moss-covered knolls, towering fir, madrona, cedar and maple trees. Scenic trails, seasonal creek and wetland with lush landscape surrounding is complete with irrigation, rock benches and a relaxing flagstone patio. Inviting gathering spaces large and small include a rock fire pit, bocce and horseshoe courts, creating a unique outdoor retreat for entertaining friends. 400-amp power onsite and installed water, power, septic lines with well and holding tank. Driveway access throughout, electrical outlets, faucets and lighting offer convenience throughout the property. A 4-bedroom septic permit is in place. Fiber is in the road and conduit is in the driveway for easy installation. The RV site offers 50-amp electrical service, water hookup and a 2021 Arctic Fox 32’ 4-season trailer with Ipe hardwood deck—providing comfortable accommodations while you build your dream home. The property corners and north-south boundaries are marked, site plan and wetland report are complete. HOA for road maintenance, no restrictions. Ideally located just minutes from some of San Juan Island's most treasured destinations, including Lime Kiln State Park, Deadman Beach, SJ County Park, Westside Preserves and Carefree Lake. Enjoy easy access to whale watching, hiking, kayaking and year-round outdoor recreation.

Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$359,000
2544468 MLS ⋅ ACTIVE Status
Discover the perfect canvas for your island dream home on this exceptional 3.8+ acre property on the coveted west side of San Juan Island in an area of high-end homes. Ready for immediate enjoyment and future building, this beautiful parcel features an installed driveway, power, private well, and 3-bedroom septic system already in place, along with fiber optic conduit for modern connectivity. Choose from a prepared lower building site off Carefree Way, or create your vision from the upper portion of the property off Lazy Lane for potential view opportunities. Located just across the road from the waterfront, peek-a-boo views of the sparkling Haro Strait may be enhanced with selective limbing and clearing. Minutes to San Juan County Park, Lime Kiln Lighthouse and Roche Harbor. Surrounded by enchanting moss-covered rock outcroppings, towering old-growth firs, graceful maples, and iconic madrona trees, this is a setting that captures the magic of island living. Wake to the sounds of passing orcas, breathe the salt air, and experience the tranquility of the Pacific Northwest. Your island sanctuary awaits...Come home.

668 Carefree Lane, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$760,000
2 Beds ⋅ 2 Baths ⋅ 2528012 MLS ⋅ ACTIVE Status
WALK TO THE BEACH! Tucked into the desirable Hannah Heights II neighborhood on the West Side of San Juan Island, this charming 2-bedroom, 2-bath home offers comfort, style, and island living at its best. Built in 2008 and set on 1.26 acres, the 1,176-square-foot residence features hewn solid oak flooring, soaring vaulted knotty pine ceilings, and tiled entry that creates a welcoming first impression. A 3-bedroom septic system allows room to expand! The open living area is anchored by a cozy Lopi wood stove, perfect for cool island evenings. Cedar plank and shingled siding and a durable metal roof complement the natural setting, while decks provide ideal spaces for relaxing or entertaining. A fenced dog run adds everyday convenience. Enjoy a short stroll to the community beach and easy access to the best of West Side living--quiet, scenic and close to nature. Wake to the sound of passing whales. This well-cared-for home blends rustic charm with modern comforts in a peaceful island setting. Price includes furniture, furnishings and Eddyline kayak.

150 View Ridge Lane, San Juan Island

Listing courtesy of Windermere RE San Juan Islands.

$28,000,000
9 Beds ⋅ 11 Baths ⋅ 2530572 MLS ⋅ ACTIVE Status
Perched high above the active waters of the Haro Strait with commanding westerly views to Victoria, this once-in-a-generation San Juan Island estate is the definition of a legacy holding. Encompassing over 22 acres, the gated property offers extraordinary privacy, resort-caliber amenities, and an uncompromising connection to the sea and sky. Designed as a passion project for hosting on a grand scale, the nearly 12,000 square foot residence lives entirely under one roof, where every bedroom suite opens to its own deck and captures breathtaking water views. Immaculately maintained and updated to 2026 technology standards, the estate features two wells, formal cutting gardens, a sports court, separate maintenance facilities, fully irrigated and curated grounds, and nearly a mile of private trails with serene viewpoints throughout. The dedicated whale watching room is unforgettable yet overshadowed by the setting itself. Secure, timeless, and built for generations to gather, celebrate, and retreat above it all. A World-class destination available for the first time.

Friday Harbor

Listing courtesy of Real Residential.

$4,750,000
3 Beds ⋅ 6 Baths ⋅ 2515849 MLS ⋅ ACTIVE Status
Extraordinary custom-built home with views of the Salish Sea & Olympic Mountains with whales so close you can literally hear them breathe. Designed to entertain multiple generations on one breathtaking property, the home features high-end craftsmanship, premium systems and beautiful guest house. Main residence, completed in 2019, offers expansive open-concept with chef’s kitchen, dining room, hickory floors and 8’ tall windows and doors throughout. Two primary suites and multiple bathrooms provide ideal space and flexibility on the main floor while the upstairs apartment features soaring 10-foot ceilings, marble countertops, spacious primary suite, office/reading nook, and additional living space. The downstairs light-filled entertainment area has custom wood bar and additional opportunities. The detached 1-bedroom guest house includes custom kitchen, living area, gas fireplace and private deck. Extensive hardwood decks and outdoor dining spaces wrap the front of main residence creating seamless indoor-outdoor living looking over the Sea and wildlife. Finally, enjoy your own vegetables and flowers from Property and infrastructure are also impressive with a one of a kind fully fenced raised concrete-bed garden area with impressive gardening shed, 3-car garage/shop, Tesla battery backup, 500-gallon propane tank, a shared community well and a separate private well, whole-house filtration, UV purification, rain catchment system, and multiple 2,000-gallon storage tanks.

115 Clipper Way, Friday Harbor

Listing courtesy of COMPASS.

$3,199,000
2 Beds ⋅ 2 Baths ⋅ 2521655 MLS ⋅ ACTIVE Status
Experience breathtaking, world-class views of Haro Strait, the Olympic Mountains, and Vancouver Island from this extraordinary 3,627 sq ft residence, expertly designed by the renowned architects Olsen-Sundberg. Upon entering through the impressive courtyard, fountains, and reflecting pond, you'll leave behind the stresses of mainland living, embracing the serenity of island life in the beauty of nature. The open-concept living room, dining room, and kitchen provide expansive vistas from the mountain tops to the sea, creating a perfect backdrop for captivating sights of orcas, soaring eagles, and ships. Home features a new gourmet kitchen, open flow formal living and dining areas that all open to a south-facing deck, a luxurious primary ensuite with a fireplace, panorama views, and a spacious walk-in closet, second bedrooms, study, 2 bathrooms, a dedicated laundry, a greenhouse, a workshop for your artisan projects, and an attached two-car garage for ultimate convenience. For the connoisseur, enjoy the cold cellar for wine and fermented foods. Relish outdoor living from sunrises to stunning sunsets and abundant wildlife from this exceptional location. The design showcases a perfect blend of modern luxury and aesthetic beauty, crafted by passionate individuals devoted to the art of living. For those seeking to expand their estate, the adjacent 8-acre forested parcel is available, offering endless possibilities for storage, housing, recreation, and landscape.

653 Hannah Road, San Juan Island

Listing courtesy of Coldwell Banker Bain.

$3,150,000
3 Beds ⋅ 5 Baths ⋅ 2499590 MLS ⋅ ACTIVE Status
Refined living near beautiful False Bay—this is a rare opportunity to own a newly built modern estate on 8± private acres in the sought-after Gleneagle neighborhood. Completed in 2023, the home combines clean, contemporary design with timeless craftsmanship, all set among open skies, west-facing views, and peaceful island privacy. The 3,372 sq ft main residence features three en-suite bedrooms, five bathrooms, and a dedicated office, offering a layout that works just as well for daily living as it does for entertaining. At the heart of the home is an open-concept living space anchored by a chef’s kitchen with high-end appliances, custom cabinetry, and quality finishes throughout. Expansive windows fill the home with natural light and frame serene meadow and sunset views, along with a picturesque outlook across common land featuring a pond, gazebo, and small dock. A separate 786 sq ft guesthouse provides flexible space for visitors, extended stays, or a private studio—while preserving privacy for both homes. Modern San Juan Island living at its best—new construction, thoughtful design, and a quiet, scenic setting just minutes from Friday Harbor’s shops, dining, and marina.

166 Montrose Place, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$1,068,000
3 Beds ⋅ 3 Baths ⋅ 2500030 MLS ⋅ ACTIVE Status
Designed for both comfort & connection to its surroundings, this 2,262sf Northwest home offers a thoughtful balance of function, warmth, & flexibility. A welcoming entry opens easily to the main living spaces & attached garage, creating a natural flow for everyday island living. The kitchen is both inviting & practical, with an eating bar & a charming breakfast nook framed by windows overlooking a quiet forest floor blanketed in green moss. From here, the home unfolds into the dining area & a sun-filled sitting room, all oriented toward the fenced garden. Upstairs, three bedrooms & two full baths are thoughtfully arranged. The primary suite enjoys a private balcony with distant views of Strait of Juan de Fuca & Olympic Mtns, dual closets including a walk-in & a soaking tub. Vaulted ceilings & expansive windows fill the main living area with natural light, while over 700 sq ft of decking & a covered front porch extend the living space outdoors. The wooded landscape offers a sense of privacy with minimal maintenance beyond the fenced garden. A greenhouse is nestled among mossy rock outcroppings & mature fir trees, offering a peaceful space for growing. A standout feature is the 1,008 sf detached barn with studio space, offering a full bath, loft, spacious open ground level & additional storage or workshop areas—well suited for a wide range of creative & practical uses. A distinctive San Juan Island property offering space to live, create & settle into the rhythm of island life.

391 Little Mountain Road, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$1,150,000
1 Beds ⋅ 2 Baths ⋅ 2473530 MLS ⋅ ACTIVE Status
Beyond a private, set back driveway, this remarkable San Juan retreat unfolds across 10 secluded acres shaped by nature itself. A serene 3 acre, lake like pond invites quiet canoe paddles and immersive wildlife viewing, surrounded by twisted madronas and undisturbed forest. Free from ornamental gardens or pastoral affectations, the home feels carved from its setting rather than imposed upon it. Radiant heat concrete floors anchor the main level, with exposed beams and a strong architectural presence throughout. Above, a bright, lofty primary suite feels elevated, private, and refined, while a separate cozy den, once a bedroom, offers flexible living space. Large windows frame the landscape like living art. Foxes, Snow Geese, Bald Eagles, and ducks move freely across the land and water. A detached shed with power offers future ADU potential. Preserved surroundings ensure enduring privacy and a sanctuary shaped and protected by nature.

96 Pleasant Pond Lane, Friday Harbor

Listing courtesy of eXp Realty.

$389,000
2387732 MLS ⋅ ACTIVE Status
This stunning 5+/- acres offers a front-row seat to nature’s finest performance—panoramic valley views paired with the majestic snow-capped presence of Mt. Baker. Dotted with madrona and fir trees, this property is as striking as it is serene. Whether you are envisioning a retreat surrounded by natural beauty, or simply a peaceful escape, this land offers a perfect canvas with all the right views in all the right places. A true gem on San Juan Island! To make the development process easier this lovely property includes power and metered water to the lot line and the property has been evaluated for the installation of a septic system. Just waiting for you to bring your dreams!

Nordkapp Lane, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$11,000,000
3 Beds ⋅ 4 Baths ⋅ 2255472 MLS ⋅ ACTIVE Status
Perched at the water’s edge on the coveted southwest shores of San Juan Island. Showcasing exquisite craftsmanship throughout. The great room, with a soaring ceiling and floor to ceiling river rock fireplace, flows to a stone patio overlooking Haro Strait and the Olympic Mountains. The main floor primary suite affords spectacular water and mountain views. The lower level features a home theater, water view guest suite, workshop with stainless steel countertops, and a large laundry room with a dog wash station. 1165 sf guest cottage, two 3-car garages, a 4-bay service garage, and landscaping serviced with a smart water system. State-of-the-art D-Salinization water system. 3.2 acres and 368 ft of shoreline. Being sold Turn-key!

535 MacGinitie Road, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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