Henry Island Homes with Waterfront

Henry Island Homes with Waterfront

Welcome to the charming neighborhood of Henry Island, located in the picturesque San Juan County, Washington. This hidden gem is nestled in the heart of Friday Harbor, offering a tranquil and serene escape from the hustle and bustle of city life.

One of the most coveted features of Henry Island is its stunning waterfront homes. Imagine waking up to the sound of gentle waves lapping against the shore and enjoying panoramic views of the sparkling waters. Whether you're looking for a cozy cottage or a luxurious estate, Henry Island has a diverse range of waterfront properties to suit every taste and lifestyle.

In addition to its idyllic waterfront setting, Henry Island boasts a close-knit community and a strong sense of camaraderie among residents. With its lush greenery, pristine beaches, and abundance of outdoor activities, this neighborhood is a paradise for nature lovers and outdoor enthusiasts.

Henry Island offers a unique opportunity to live a relaxed island lifestyle while still being within easy reach of the amenities and conveniences of Friday Harbor. Whether you're looking for a permanent residence or a vacation home, Henry Island has something to offer everyone.

Come and discover the magic of Henry Island – where waterfront living meets small-town charm in the beautiful San Juan Islands of Washington.

Newest Henry Island Homes with Waterfront

$294,000
2532111 MLS ⋅ ACTIVE Status
Owner will finance this amazing waterfront parcel for you! 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 Shores, Henry Island

Listing courtesy of Windermere RE San Juan Islands.

$3,245,000
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
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..

$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.

$599,000
2467648 MLS ⋅ ACTIVE Status
Discover the tranquility of island living on this 1.6-acre Henry Island homesite, located just minutes from the charm and amenities of Roche Harbor Resort. Enjoy sweeping views and peaceful privacy, perched above a huge limestone bluff. This special parcel offers wonderful seascapes of the Harbor, endless boat traffic, plus it's bathed in natural light. This build-ready parcel has community water, power, septic, and access to a deep-water dock. This is community waterfront and a private bouy conveys to the new buyer. Explore the nearby Preservation Trust hiking trails, where abundant wildlife and breathtaking views over Open Bay create an immersive island lifestyle. All this and much more. Call for your private boat ride and tour it today!

7 Roche Harbor Shores, San Juan Island

Listing courtesy of Windermere RE San Juan Islands.

$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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