Henry Island Homes with San Juan Island School District

Welcome to Henry Island, a hidden gem nestled in the picturesque San Juan County of Washington State. This enchanting island offers a unique blend of natural beauty, tranquility, and a vibrant community spirit. With its lush green landscapes, stunning waterfront views, and abundant wildlife, Henry Island is a paradise for nature lovers and outdoor enthusiasts alike.

Henry Island is part of the San Juan Island School District, which is committed to providing quality education to its students. Families looking to settle down here will appreciate the strong sense of community and the emphasis on learning and growth within the district. The schools are known for their dedicated staff and small class sizes, ensuring that each child receives the attention they deserve.

Imagine waking up to the sound of waves gently lapping at the shore, with the breathtaking views of the Puget Sound right outside your window. The real estate options on Henry Island range from charming cottages to luxurious waterfront homes, each offering a unique slice of island life. Whether you’re seeking a year-round residence or a tranquil vacation getaway, Henry Island has something for everyone.

Beyond its natural allure, the island is rich in recreational opportunities. Residents can enjoy hiking, kayaking, and exploring the myriad trails that wind through the island’s lush forests. With a close-knit community and a laid-back lifestyle, Henry Island is the perfect place to create lasting memories with family and friends.

Come discover the charm of Henry Island, where your dream home awaits amidst stunning surroundings and a welcoming community!

Newest Henry Island Homes with San Juan Island School District

$2,249,000

3 Beds ⋅ 2 Baths ⋅ 2537055 MLS ⋅ ACTIVE Status

A rare opportunity to experience the coveted Henry Island lifestyle—just minutes from Roche Harbor—this exceptional turnkey retreat offers privacy, comfort, and stunning natural beauty. The beautifully remodeled main residence features 3 bedrooms, a loft, and 2 baths, anchored by a custom gourmet kitchen and expansive ironwood decks—perfect for entertaining or unwinding in a serene island setting. A separate, fully updated 1,100 sq ft guest cottage includes 1 bedroom, a loft, and 1.5 baths, providing ideal accommodations for guests or extended stays. Both homes come furnished for your convenience. Set on a picturesque, treed property, the offering includes access to a waterfront common area, two spaces on a deep-water dock, and one deep water registered mooring buoy. Fully equipped with power, septic, water, and road access, the property blends convenience with seclusion. Enjoy sweeping views toward Roche Harbor and ever-changing boating activity, all while being just a short boat ride away from its marina, dining, and amenities. Relax with premium outdoor features, including an infrared sauna and hot tub. This rare two-lot package also includes a second lot with water and power in place, plus a viewing platform—offering future potential or added privacy. Perfect for island living, entertaining, or multi-generational use, this unique compound also includes a 2020 Polaris Ranger Crew 1000 EPS for exploring all that Henry Island has to offer.

5 Nelson Trail, Henry Island

Listing courtesy of Coldwell Banker San Juan Is..

$294,000

2532111 MLS ⋅ ACTIVE Status

Discover this shy acre of pristine waterfront on Henry Island, overlooking the serene expanse of Nelson Bay. Exceptional west-facing land offers 100’ of private beach with unforgettable sunsets & stretches 400' back, providing ample space for your retreat. A shoreline variance allows construction as close as 75' from the water, & a previously approved septic streamlines development. Electricity at the property edge & options for rainwater collection or a well, as used successfully by neighboring homes. The property’s unique approach ensures unmatched privacy & a true sense of escape. A rare blend of natural beauty, tranquility & a build-ready potential. There’s Preservation trails to explore & just minutes from Roche Harbor Resort!

16 Driftwood Drive, Henry Island

Listing courtesy of Windermere RE San Juan Islands.

$3,295,000

3 Beds ⋅ 2 Baths ⋅ 2528141 MLS ⋅ ACTIVE Status

Spectacular waterfront estate on Henry Island offering 2.75 private acres and 412 feet of pristine sandy beachfront with included tidelands. The property features a private dock with more than 140 linear feet of moorage including a 35-foot float, accessible year-round. Designed with exceptional craftsmanship and built to the standards of a master boat builder, the 2,154-square-foot custom residence showcases premium materials and timeless craftsman design throughout. The home includes 3 bedrooms, 2 baths, and a true gourmet kitchen crafted for both entertaining and everyday living. Indoor-outdoor living is elevated with a covered waterfront patio, dramatic outdoor fireplace, hot tub, and outdoor shower — all designed to embrace the island lifestyle. A stunning detached 400± square-foot studio/office/guest retreat with a half bath and elegant IPE wood decking offers flexible space for guests, creative work, or private relaxation. Additional highlights include a sophisticated water storage system, beautifully landscaped grounds, and complete privacy in an extraordinary natural setting. Ideally positioned on Mosquito Pass with sweeping southeast views of the Olympic Mountains and the Strait of Juan de Fuca, this remarkable property is also just a short walk to the Seattle Yacht Club outpost and 5 minute boat ride to Roche Harbor An extraordinary legacy waterfront retreat where no expense was spared.

Lot 47 Driftwood Shores, Henry Island

Listing courtesy of Coldwell Banker San Juan Is..

$2,249,000

3 Beds ⋅ 2 Baths ⋅ 2499486 MLS ⋅ ACTIVE Status

5 Nelson Trail, Henry Island

Listing courtesy of Coldwell Banker San Juan Is..

$2,995,000

3 Beds ⋅ 4 Baths ⋅ 2502876 MLS ⋅ ACTIVE Status

Exceptional site, just a short boat ride the historic charm of ROCHE HARBOR & adjacent to the Seattle Yacht Club outpost! 2 WATERFRONT lots, 2 HOMES & a private dock! 1-of-a-kind legacy estate in the heart of the San Juan's. Elegance while delivering modern luxury. An unparalleled blend of privacy, beauty & future potential. The gourmet kitchen is both stunning & functional featuring premium appliances, a dramatic monolithic island, abundant custom cabinetry, a walk-in pantry & sleek stone surfaces. Formal & casual living spaces flow seamlessly together, creating inviting settings for entertaining & everyday living. The primary is framed by tranquil views & complemented by a spa-inspired bath, extensive closet space & direct access to wraparound verandas. An elegant ensuite guest retreat offers exceptional comfort and privacy with its own secluded lanai, while the charming finished attic provides additional accommodations for family and friends. Adding to the estate's unique appeal is a beautifully restored 1920s cottage, complete with its own kitchen, bdrm & bath. An adjacent artist's studio offers space for creativity, hobbies, or games. Lots 1 & 2 share a private dock located on Lot 1. Lot 2 offers ample room for potential development of an additional residence, creating a rare opportunity for expansion or a future legacy compound.The estate unfolds across beautifully landscaped grounds where covered porches & sun-drenched terraces invite quiet mornings, sunset gatherings.

1 & 2 Driftwood Shores, Henry Island

Listing courtesy of Windermere RE San Juan Islands.

$1,598,000

2 Beds ⋅ 1 Baths ⋅ 2478563 MLS ⋅ ACTIVE Status

Watch Roche Harbor fireworks from your dock! Perched along the coveted shores of Henry Is, this exceptional waterfront retreat captures sweeping views across sparkling waters to Roche Harbor & beyond. A rare offering, the property features a deep-water, shared dock, providing effortless access for boating, crabbing, fishing, and spontaneous sunset cruises.The home is thoughtfully positioned to embrace its breathtaking surroundings, with expansive windows that frame ever-changing marine vistas—boats gliding by, seabirds soaring, and the harbor lights twinkling at dusk. Two bedrooms on the main plus a sleeping- play loft above. The kitchen has beach-cottage cabinetry, a breakfast bar & a spacious dining area. The great room gets cozy with ambiance of the wood burning fireplace plus there’s another wd stove in the primary suite for a relaxing Winters night. Open-concept living spaces flow seamlessly to a generous outdoor deck, creating the perfect setting for summer gatherings or quiet mornings with coffee and sea air. Designed for both comfort and convenience, the property offers cabin chic finishes, inviting gathering spaces, and private retreats for guests. Whether you envision a full-time island lifestyle or a legacy getaway, this property delivers the ultimate San Juan Islands experience—privacy, protected moorage & postcard-worthy views just minutes from Roche Harbor Resort. A rare opportunity to own premier waterfront in one of the San Juans’ most sought-after locations.

5 Smugglers Rowe, Henry Island

Listing courtesy of Windermere Real Estate/HLC.

$295,000

2446457 MLS ⋅ ACTIVE Status

A rare opportunity to own waterfront property with a private dinghy dock on beautiful Henry Island. Take in sweeping western views across the protected waters of Nelson Bay, with 100 feet of private beach and included tidelands. Surrounded by nature, the property offers access to scenic hiking trails that connect to conserved land, ideal for outdoor enthusiasts. Just a quick ten-minute boat ride from Roche Harbor, this peaceful retreat combines seclusion with convenience. Utilities are available at the road; water and septic systems will need to be developed, making it a perfect canvas to build your island dream.

Lot 25 Henry Island, Henry Island

Listing courtesy of Coldwell Banker San Juan Is..

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