Architecturally impressive, exquisitely crafted, and perfectly sited on 73 acres in 3 tax parcels embracing 440’ of waterfront with great pocket beach overlooking San Juan Channel to Mount Baker, this captivating estate is the epitome of the island lifestyle. The warm and welcoming 5022 sf Hoedemaker & Pfeiffer designed 3 bedroom/3.5 bath main house and 2460 sf 4 bedroom/2 bath guest house boast vibrant interior design reflected in fully realized, comfortable rooms blending seamlessly with the setting complemented by detached garage, barn with finished loft, sport court, mature orchard, and 3 large ponds. Existing in a shimmering air and water world, surrounded by serenity, yet convenient to town amenities, this is truly a rare opportunity.

From a gated entry emerges a magical waterfront estate embracing ever-changing views over Friday Harbor to Mount Baker. Designed and built in harmony with nature on 1+/- acre in 2 tax parcels, the singularly distinctive and recently updated 2857 sf 3 bedroom/5 bath home exemplifies Northwest elegance nicely complemented by an enchanting 1 bedroom/2 bath guest house, inspirational and meticulously crafted studio, and outbuildings that capture the imagination. Manicured pathways and low maintenance landscaping flow flawlessly to sublime al fresco areas, 110’ low bank waterfront, and private dock with 32’ float. Quiet and private, yet convenient to town amenities. Experience the unrivaled standard of generational island living!

Discover pure elegance on the island's West side with this visionary 3-bed, 2-bath masterpiece with a den/office, nestled on 7+ acres. Sought after views of the Haro Strait, the Olympic Mountains, and passing Orca provide an enchanting backdrop. Experience 3,627 sf of cool minimalism fused with unparalleled excellence. Designed by Oslen-Sundberg, this home redefines luxury with an innovative layout, flexible spaces, and artisanal details. Enjoy vibrant living with an enchanting waterfall and koi pond. Imagine your new gourmet kitchen, and enjoy recent upgrades including new roof, paint, and flooring. Includes attached 2-car garage with shop. Adjacent 8 acres also available. Your private oasis of island living awaits.

Discover an extraordinary equestrian estate on 49+/- dividable acres surrounded by 885+/- acres of National Park land featuring incredible horseback, mountain biking, and walking trails. The property offers breathtaking views of the Straits and the Olympics and includes a beautifully remodeled 3,176 sf, 2 bedroom, 3 bath home with bonus rooms offering natural textures and serene spaces. Enjoy a 2-car garage, tennis court with cabana, tranquil pond, 3-stall horse barn with arena, tack room, granary, multiple pastures, 3,360 sq. ft. barn with shop, RV hook-up, and a charming chicken coop. A true equestrian paradise!

San Juan Island waterfront haven awaits! Wake up to stunning views of whales, eagles, San Juan Channel and Mt. Baker. This 2257 sf home on .87 acres with 170'+ of accessible, private beach features 2 captivating waterview bedrooms and a stylish chef's kitchen complete with magnificent views. Unwind in the full bathroom featuring a refreshing stone walk-in shower, while the primary bathroom provides a spa-like experience with a luxurious clawfoot tub and its very own sauna. Relax by the water and enjoy easy access to Roche Harbor and Westcott Bay. Detached 2 car garage with bedroom and powder room provides extra space. Unfinished basement with bathroom for storage or future expansion potential. Permitted short term rental. Relax and retreat!

**Assumable 2.25% Mortgage Available!** Embrace island living in this spacious three level home, just a short stroll from Reuben Tarte Park. The living room boasts floor-to-ceiling windows and a cozy stone fireplace. With 3 generous bedrooms, ample closets, and a lower level studio with exterior access, it offers excellent MIL or ADU potential. Enjoy seamless indoor-outdoor living on the expansive deck. The property includes a two-car garage, extra covered parking, a paved driveway, generator backup, and a newer heating system. Well-maintained and ready for you to escape and unwind!

Prime investment opportunity in the heart of downtown Friday Harbor! This commercial property features two versatile studios and a charming detached 2-bedroom cottage for a total of 3 units, all offering exceptional income potential. Two of the units come fully furnished, ensuring a seamless move-in experience. The property's strategic location provides easy access to local amenities, restaurants, and shops, making it highly desirable for tenants. Don't miss out on this move-in-ready gem with endless possibilities for maximizing your rental income!