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!

Nestled on a picturesque half-acre, this stunning 4BR/3.5BA home offers protected Roche Harbor Marina views and 3200 sq. ft. of refined living. The gourmet kitchen features granite counters, a farmhouse sink, and custom cabinetry. The primary suite boasts a soaking tub, 3-person steam room, and deck access. Enjoy 10-ft ceilings throughout the main floor, a 7-speaker surround system, a propane fireplace, and a 3-car garage. Unwind in the hot tub overlooking the marina. Just minutes from the Roche Harbor airport, marina, dining, shopping, and more, this home perfectly blends luxury and island charm.

Rare Sandy Beachfront Property at Upright Channel! Tucked away at the end of a quiet road, this west-facing 2+ acre property offers unmatched beach access and tranquility. The 1776 sf, 2 bed/1.5 bath main house features vaulted ceilings and an open-concept design to embrace natural light and the stunning island setting. Just steps from the shore, a charming 579 sf, 1 bed/1 bath cottage sits right at the water’s edge—perfect for clamming, kayaking, or simply unwinding to the rhythm of the tides. Located minutes from the shops and restaurants of Fisherman Village, yet offering the seclusion of a private retreat, it’s the best of both worlds. An opportunity to transform this unique island property into your own lasting legacy.

Once a cherished writers’ retreat where several books were written, this magical dividable 18-acre San Juan Island property is a haven of creativity and tranquility. The 3,648 sf home is designed with versatility in mind, offering essentially two complete living spaces—each with its own kitchen, bedroom, bathroom, and living room—ideal for multi-generational living or guest accommodations. A separate 320 sf guest cottage with bath adds even more flexibility. Thoughtful updates include laminate flooring, refreshed bathrooms, newer heating system, expansive decking, and a saltwater hot tub. The grounds are equally magical, with fruit trees, ponds, mature landscaping, a 2 stall horse paddock, an artist’s shop, and a mystical forest to explore.

Discover the perfect blend of privacy and convenience in this delightful 2-bedroom home located on the San Juan Golf & Tennis Club. Tucked away in a peaceful wooded setting, you're welcomed by a gorgeously landscaped entry and tastefully paved circular driveway with ample parking for effortless entertaining. Step inside to an inviting open-concept design where spacious living flow between the kitchen dining and living spaces. Large windows bring in natural light enhancing the home’s warm welcoming atmosphere. Enjoy the easy single-story living in an unbeatable location just minutes from Friday Harbor's amenities, waterfront and trails.

Experience the ultimate Eagle’s Nest from this stunning 10.98-ac property atop Mt. Dallas. Perched at 950’, this private blank canvas boasts an expansive 180-degree+ view spanning Mt. Baker, the Cascades, Mt. Rainier, and the Olympic Peninsula. Gaze out over Orcas, Shaw, Lopez, and San Juan Island, from San Juan Valley to Haro Strait. A charming studio with bathroom and kitchenette provides the perfect getaway to plan your dream home. Ready to build with all utilities installed: 30+ GPM well, 4-bdrm septic system, 400-amp electrical service, and a 1000-gallon propane tank – with paved road access up Mt. Dallas. Recent survey, topo, and geotech reports complete; prelim house plans available; and electric dog fencing—a rare opportunity!

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!

Perched on top of Cady Mountain, this 5-acre parcel offers the perfect blend of privacy, natural beauty, and convenience. With power available at the road and a stunning, level build site already identified, this property is ready for your dream home or island getaway. Surrounded by mature evergreens and native landscape, you'll enjoy expansive territorial views, peaceful surroundings, and gorgeous sunsets. Located just 15 minutes from Friday Harbor, this is your opportunity to create a serene retreat. Embrace the island lifestyle from this exceptional mountain-top location.

Nestled atop Cady Mountain, this stunning 5-acre parcel offers an ideal combination of privacy, natural beauty, and convenience. Power is available at the road, and a beautifully level build site is already in place, making it easy to start planning your dream home or island retreat. Surrounded by mature evergreens and native landscaping, you'll enjoy sweeping territorial views, tranquil surroundings, and breathtaking sunsets. Located just 15 minutes from town, his property offers the perfect opportunity to create a peaceful escape. Experience the best of island living from this exceptional mountain-top setting.

Versatile .26-acre multifamily lot in town on San Juan Island with utilities - water, sewer, and electricity - already in place. Zoned for up to 4 units (buyer to verify), it's perfect for a single-family home, duplex, or triplex. Potential second-story water views and a convenient location near all the amenities of Friday Harbor.