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214 Pinedrona Lane, Friday Harbor
$2,860,000
2 Beds ⋅ 3 Baths ⋅ 2533282 MLS
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; 360-378-3600; greg@gregkingsanjuan.com

14 Fieldstone Road, Friday Harbor
$2,695,000
4 Beds ⋅ 3 Baths ⋅ 2569539 MLS
A rare opportunity to own one of the San Juan Islands’ most beautiful private estates. Set on 23+ acres of rolling pasture, mature woods, orchard, and gardens, this custom Craftsman offers exceptional privacy, southern protected valley views, and direct county road access. Designed and built by Island Shelter Construction, the 3,226 sq ft, 4-bedroom, 3-bath home showcases meticulous craftsmanship and timeless finishes. Clear cedar coffered ceilings, beautiful millwork, and warm details create a relaxed country-luxury atmosphere. The spacious great room is anchored by a dramatic fieldstone wood-burning fireplace, creating an inviting gathering space with views of the surrounding landscape. Outside, enjoy a mature irrigated orchard, sunny fenced garden, sports court, hot tub, woodshed, and charming treehouse. A gracious winding drive through the woods leads to the residence and an impressive 2,136 sq ft shop with separate studio and office spaces. A 1,252 sq ft equipment shed provides additional storage and workspace.With its extraordinary setting, thoughtful design, abundant amenities, and complete sense of seclusion, this exceptional San Juan Islands property offers a rare combination of natural beauty, craftsmanship, and versatility.

14 Fieldstone Road, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Jane Sawyer; 360-317-8609; jane@sanjuanislands.com

681 Smugglers Cove Road, Friday Harbor
$2,383,000
2 Beds ⋅ 3 Baths ⋅ 2577261 MLS ⋅ FIRST ADDN TO NORTH SUNSET POINT BLDG.
Extraordinary West Side waterfront (125'), 3/4 ac fenced & gated setting. Single level main house (2232)sq ft), detached ADU 720 sq ft VR permit. 2 car garage has bonus room, studio, workroom. Whales, marine birds & wildlife against a backdrop of the Olympic Mtns and Vancouver Island. Large Ipe decks for outdoor observation points, dining, entertaining and relaxing. Large open kitchen, dining area, great room, large wood burning fireplace. Primary suite; walk-in closet, heated tile floor in bathroom, water views. 2nd bedroom, currently a media room & office, has a murphy bed, full bath with heated floor and multiple closets for storage, laundry/utility room. ADU averages 5 star rating & provides income and a wonderful place for guests. Community beach just down the road offers an excellent kayak launching beach if you like paddling around with the Orcas whales.

681 Smugglers Cove Road, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Thane Bolger; 360-378-2101; thane@sanjuanislands.com

150 Marina Lane, Friday Harbor
$1,345,000
2 Beds ⋅ 3 Baths ⋅ 2587700 MLS ⋅ Cape San Juan 4 BLDG.
This enchanting, water’s edge sanctuary will delight your soul. Mariners will appreciate the private marina only 2 blocks away, exercise enthusiasts will enjoy the trailheads one block away leading to the vast trail system in American Camp with its gorgeous beaches, and multiple mountain range vistas. Bird watchers will delight in the quiet perch above the shoreline while watching the plethora of birds from the beautiful decks, and kayakers will relish launching from the level entry beach in front of the house. With its soaring ceilings and walls of view windows, the living room offers an inviting gathering space with a cozy fireplace, which casts a soft glow that anchors the home in comfort. The floorplan is thoughtfully arranged with two ensuite primary bedrooms with walk in closets and private baths, in addition to a large bonus room with a view and cozy window seat, and another room that can be used as a flexible office or craft room. Newer, low maintenance decks extend the living space outward for outdoor entertaining and enjoyment. This charming home has it all, a spectacular location, ample storage in the kitchen and laundry room, fresh interior and exterior paint, a designated mooring buoy, a large 2 car garage with oversized doors and boat parking, and kayak storage under the home. Cape San Juan amenities include a private swimming pool, community beach and private marina. This magical, beach front home is truly a one of a kind retreat.

150 Marina Lane, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; MaryEllen Foster; 360-378-7825; mfoster@sanjuanislands.com

184 Ocean View Drive, Friday Harbor
$1,095,000
4 Beds ⋅ 3 Baths ⋅ 2579555 MLS ⋅ EAGLE COVE ESTATES DIV 2 BLDG.
Nestled in the highly desirable neighborhood of Eagle Cove this home features a coveted south-facing orientation, flooding the living spaces with bright natural light year-round while offer peaceful, private outlook into an open clearing and mature trees. Newly remodeled 4 bed, 3 bath, 2,326 sq ft (+/-), 648 sq ft 2-car garage on 2.3 acres. New roof, paint, floors, carpets, kitchen appliances, some windows and doors, new premium quartz kitchen countertops, and cabinets. Two storage buildings for gardening and a gazebo on a very level, usable lot. Short walk to the sandy beaches at Eagle Cove and American Camp's Granny's Cove ! The main floor great room is perfect for entertaining and the property has plenty of room for gardening and outdoor play. High speed fiber optic cable is in the road or install Starlink for high speed internet. Currently the only move in ready home in Eagle Cove ! Priced below very recent appraisal.

184 Ocean View Drive, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Thane Bolger; 360-378-2101; thane@sanjuanislands.com

391 Little Mountain Road, Friday Harbor
$1,068,000
3 Beds ⋅ 3 Baths ⋅ 2500030 MLS
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

134 Sacred Moon Way, Friday Harbor
$1,050,000
2 Beds ⋅ 2 Baths ⋅ 2526932 MLS
Experience the charm of log-home living on a private 7.5-acre retreat with a beautiful blend of woods and open meadow. A lovely garden welcomes you at the entry, leading to a spacious wrap-around covered porch with skylights and a hot tub—perfect for relaxing or entertaining. Inside, the great-room layout offers open living, dining, and a remodeled kitchen with pine cabinets and honed granite counters, all complemented by beautifully finished wood floors. This warm and welcoming 2-bed, 2-bath home features a fully remodeled primary bathroom and inviting outdoor spaces, including a firepit area and a hot tub off the back porch. A large two-story shop provides abundant storage, cabinets, and an office area, with an additional outbuilding and carport adding extra convenience.

134 Sacred Moon Way, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; MaryEllen Foster; 360-378-7825; mfoster@sanjuanislands.com

1111 Tarte Road, Friday Harbor
$325,000
2495071 MLS ⋅ Bridle Trails BLDG.
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

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