Tucked into a peaceful pastoral setting just outside Friday Harbor, Trumpeter Inn offers a rare opportunity to step into a life shaped by connection, hospitality & place. Named for trumpeter swans that winter nearby, the inn has welcomed guests since 1989 & has grown into one of the area’s top-rated boutique accommodations, known for its warm, personalized experience & loyal repeat clientele. Set on approximately five pristine acres with views of the Olympic Mtns., the property blends the charm of a boutique retreat with the privacy & scale of an island estate. The 3,414 sq ft inn features well-appointed guest suites and inviting common spaces, complemented by a separate 1,232 sq ft owner’s cottage for private living. A proven income-producing property, the inn generates over $300,000 annually, creating immediate income potential with opportunities for growth. A 1,200 sq ft accessory building, currently leased at market rate, offers supplemental income or flexible use as a studio, workshop, or expanded guest amenity. The grounds include open lawns, mature trees, and an orchard, creating a peaceful setting just minutes from the ferry and town. With its thoughtful layout & generous acreage, the property offers exceptional versatility—suited for continued inn operation, a retreat or event-based business, multi-generational living, or small-scale farming or equestrian use.Seller is a licensed real estate broker in the State of WA & has an ownership interest in the selling entity.
Annie Bryant
Mobile
(360) 298-0649
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Windermere Real Estate San Juan Island / Annie Bryant
$1,125,000 (USD)
West Area Residential
Active
391 Little Mountain Road Friday Harbor, WA 98250
3 Bed
3 Baths
3270 sqft
MLS# 2500030
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.
Annie Bryant
Mobile
(360) 298-0649
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Windermere Real Estate San Juan Island / Annie Bryant
$660,000 (USD)
Town Area Condominium
Active
475 Perry Place 7 Friday Harbor, WA 98250
2 Bed
3 Baths
1436 sqft
MLS# 2504983
A rare and inviting offering in the Harbor Hill community, this single-level condo offers comfort, natural light, and flexible living in an ideal in-town setting. The 2 bed, 2 bath condo lives entirely on one level, with both bedrooms, bathrooms, and attached garage access designed for ease and everyday convenience—an increasingly rare find. Handsome hardwood and slate flooring complement the open living spaces, where large windows and a south-facing deck welcome natural light and offer views over town with a glimpse of the harbor. The guest bath features radiant floor heat and a curb-less shower. Thoughtful design and a functional layout create a condo that lives simply and comfortably, whether full-time or part-time. A stand-out feature is a separate-entry studio with full bath—accessed from outside—offering versatile space for guests, a private home office, caregiver, or creative use. Additional off-street parking, storage, and fiber internet add to the ease of living. Set within a peaceful, well-maintained community just minutes from shops, dining, and the ferry, this condo offers a rare combination of convenience, flexibility, and low-maintenance island living.
Annie Bryant
Mobile
(360) 298-0649
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Windermere Real Estate San Juan Island / Annie Bryant
$575,000 (USD)
Town Area Condominium
Active
625 Harrison Street A Friday Harbor, WA 98250
2 Bed
2 Baths
1182 sqft
MLS# 2504989
Perfectly positioned just moments from the heart of Friday Harbor, this inviting single-level condo offers an ideal blend of comfort, convenience, and Northwest charm. Enjoy easy living with ramp access, tall ceilings, and expansive windows that fill the unit with natural light while framing beautiful water views over the harbor to Brown Island and Mt. Baker beyond. The open living, dining, and kitchen flow seamlessly to a covered veranda—perfect for morning coffee or evening relaxation. Two bedrooms, including a spacious primary with en-suite bath, provide flexibility for guests or remote work. Covered parking, storage, and low-maintenance living enhance everyday ease. Just minutes to town, ferry, marinas, shops, and restaurants, this is a rare opportunity to enjoy walkable island living in a quiet, well-situated community.
Annie Bryant
Mobile
(360) 298-0649
Listing Courtesy of Northwest MLS as distributed by MLS GRID / Windermere Real Estate San Juan Island / Annie Bryant