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$2,860,000
2 Beds ⋅ 3 Baths ⋅ 2533282 MLS ⋅ PENDING INSPECTION Status
Privately situated on 1+ acre and backing to 10 acres of preservation land, this serene waterfront retreat offers the perfect blend of privacy and convenience just minutes from Friday Harbor's shops, dining, and amenities. Enjoy beautiful views of Turn and Lopez Islands from the spacious deck, with easy water access for kayaking right from your property. The 2,357 SF home features vaulted ceilings, skylights, and walls of windows that fill the open-concept living spaces with natural light. The updated kitchen with quartz countertops flows seamlessly into the living and dining areas and is complemented by a coffee bar, wet bar, and ice maker. Newly remodeled bathrooms enhance the 2-bedroom plus den, 3-bath floor plan. Complete with a 2-car garage, workshop, and carport, this exceptional home is being sold **fully furnished**, making it truly move-in ready for enjoying the San Juan Island lifestyle.

214 Pinedrona Lane, Friday Harbor

Listing Broker: Windermere RE San Juan Islands; Gregory King; ;

$2,785,000
3 Beds ⋅ 3 Baths ⋅ 2503378 MLS ⋅ PENDING Status
This is where the noise stops. Perched on the west side with over 180 degrees of open water views, this custom-built estate occupies one of the most sought-after positions in the archipelago. Sheltered by the lee of Henry Island, the orientation delivers dramatic sunsets and calm, unhurried water for your boat — a rare combination on the islands. The main residence has been meticulously maintained and recently transformed: new carpet, heat pump system, and a massive rebuilt wraparound deck, ready for years of enjoyment. Walls of windows pull the water into every room. A private staircase leads down to your tidelands, and 251 feet of deeded shoreline and 2.5 legal parcels convey with the sale. Your mooring buoy is already in the water. There’s even a hidden room in the basement — the kind of detail that makes a house a home. The guest house earns its keep with views that rival the main residence, fully self-contained and privately situated. A dedicated detached office and two garages round out the compound, giving you the infrastructure to actually live here full time. Orca sightings, tall ships at sunset, deeded waterfront and room to expand. All yours.

1501 Yacht Haven Road, Friday Harbor

Listing Broker: eXp Realty; Tristan Hoyle; 702-343-5475; tristan@tristanhoylerealty.com

$1,078,000
2 Beds ⋅ 3 Baths ⋅ 2426289 MLS ⋅ PENDING Status
Roche Harbor Retreat. Nestled on a .57-acre bordering iconic Roche Harbor Resort, this inviting south-facing gem offers the perfect blend of privacy & proximity, with direct access to one of the San Juans most beloved destinations. The home welcomes you with a light-filled great room, main floor bedroom & bath, upper primary ensuite with balcony, cedar-lined closets. Daylight lower level with wood stove adds warmth & flexibility for guests, hobbies or entertainment. Step outside to a peaceful deck with filtered water views of the resort, relax and soak in the island atmosphere. Easy access to pool, pickleball, marina, dining & more. 2-car garage, deer-fenced garden. Fully furnished for your vacation home or full-time residence.

309 Afterglow Drive, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Paula Sundstrom; ;

$1,068,000
3 Beds ⋅ 3 Baths ⋅ 2500030 MLS ⋅ CONTINGENT Status
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.

391 Little Mountain Road, Friday Harbor

Listing Broker: Windermere RE San Juan Islands; Annie Bryant; 360-298-0649; anniebryant@windermere.com

$999,000
2546638 MLS ⋅ PENDING Status
ACANTHUS SUITES is a true historic trophy property. Charming 2-story craftsman with large front porch, in the heart of Friday Harbor. 1/2 +/- acre ZONED COMMERCIAL, pending MIXED USE ZONING (30% commercial; 70% multi-family/residential). Incredible flexibility. Lots of off-street parking. Now it operates as a boutique vacation rental, would make a great suite of offices, a wonderful restaurant, multi-family or live work. Offers 5+ units with 7 bedrooms, 5 baths and kitchenettes. Fully rewired and replumbed in 2014. May sell turnkey with all furniture, beds and appliances included. Beautiful backyard with gorgeous weeping willow, perfect for gatherings and events. Plenty of room to expand. Five move-in ready units just under $200,000 each.

460 Argyle Avenue, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Paula Sundstrom; ;

$999,000
7 Beds ⋅ 5 Baths ⋅ 2539432 MLS ⋅ PENDING Status
ACANTHUS SUITES is a true historic trophy property. Charming 2-story craftsman with large front porch, in the heart of Friday Harbor. 1/2 +/- acre ZONED COMMERCIAL, pending MIXED USE ZONING (30% commercial; 70% multi-family/residential). Incredible flexibility. Lots of off-street parking. Now it operates as a boutique vacation rental, would make a great suite of offices, a wonderful restaurant, multi-family or live work. Offers 5+ units with 7 bedrooms, 5 baths and kitchenettes. Fully rewired and replumbed in 2014. May sell turnkey with all furniture, beds and appliances included. Beautiful backyard with gorgeous weeping willow, perfect for gatherings and events. Plenty of room to expand. Five move-in ready units just under $200,000 each.

460 Argyle Avenue, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Paula Sundstrom; ;

$585,000
2433653 MLS ⋅ PENDING Status
Wake up to sweeping waterfront views stretching east toward Mt. Baker, Orcas Island, Yellow Island, and the serene passage of Wasp Pass. This sunny beach lot offers a rare combination of natural beauty and practical advantages—protected from prevailing winds and stairs down to a long stretch of walkable pebble beach. The land is partially cleared, level, and accented with mature, majestic trees, providing both privacy and character. A paid water hook-up is already in place, making it easier to envision your dream retreat taking shape in this stunning, peaceful setting.

San Juan Drive, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Jane Sawyer; ;

$479,000
2 Beds ⋅ 1 Baths ⋅ 2537743 MLS ⋅ PENDING - BACKUP OFFER REQUESTED Status
Charming In-Town Cottage with Gardens & Backyard Homestead Appeal. Welcome to this adorable 1950-built home full of character, warmth, and small-town charm. Nestled in a convenient in-town location, this cozy residence offers the perfect blend of vintage appeal and practical living.The property features a spacious carport with potential shop space, ideal for hobbies, storage, projects, or a home workshop. Outside, you’ll find a fully fenced yard creating a private retreat complete with established gardens, plenty of room to relax, and a delightful backyard homestead atmosphere. The chicken coop and happy backyard hens add a touch of country living while still enjoying all the conveniences of town.Whether you’re looking for your first home, a peaceful downsizing opportunity, or a charming property with room to garden and grow, this sweet cottage offers comfort, character, and a lifestyle that’s increasingly hard to find. Come experience the simple pleasures of home, garden, and backyard living in this inviting 1950 gem. Potential for ADU.

507 Tucker Avenue, Friday Harbor

Listing Broker: Windermere RE San Juan Islands; Vail McClure; ;

$399,000
2 Beds ⋅ 2 Baths ⋅ 2555747 MLS ⋅ PENDING INSPECTION Status
Enjoy the convenience of in-town island living in this end-unit condominium in the desirable Hearthstone Condominium community. Offering 1,332 square feet, this 2-bedroom, 1.5-bath home features an inviting two-level floor plan filled with natural light from skylights and insulated windows. The spacious living area is anchored by a cozy gas fireplace, creating a warm and welcoming atmosphere throughout the year. Ideally located just moments from the ferry, marina, schools, restaurants, theaters, and downtown shopping, this home offers exceptional walkability while maintaining a peaceful neighborhood setting. Relax on the private patio, enjoy the benefits of low-maintenance condominium living, and appreciate the rare opportunity to own one of only four units in this well-kept community. Whether you're searching for a full-time residence or an island retreat, this move-in-ready home provides comfort, convenience, and the best of Friday Harbor living.

135 A Marguerite Unit #4, Friday Harbor

Listing Broker: COMPASS; Kathryn Murphey Schmidt; ;

$325,000
2495071 MLS ⋅ PENDING FEASIBILITY Status
The 2.22-acre wooded parcel is in the desirable Bridle Trails area near Roche Harbor Resort. This peaceful property offers a beautiful natural setting with mature trees and privacy, while remaining conveniently close to the amenities of Roche Harbor Resort, including marina, dining, shopping, and outdoor activities. The lot allows construction of a residence first then an aircraft hangar, making it ideal for aviation enthusiasts. Roche Harbor community water hookup has already been paid; meter installation is needed. Property includes access to the Roche Harbor airstrip via a grass easement, providing convenient fly-in capability. The surrounding neighborhood features walking trails and a quiet, established environment. A rare opportunity to create a private retreat with aviation access in one of San Juan Island’s most sought-after locations. The paved airfield is WA09 which is a private airfield and public-use with permission. Numerous visitor tie downs near the apron. The strip is 3,593 x 30 feet. Elevation 100 ft+/- and hours are sunrise to sunset. No tower.

1111 Tarte Road, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Merri Ann Simonson; 360-317-8668; simonson@sanjuanislands.com

Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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