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$2,195,000
3 Beds ⋅ 3 Baths ⋅ 2581871 MLS ⋅ ACTIVE Status
Captivating views of Mt. Baker and San Juan Channel set the stage for this beautifully appointed island retreat on 8.85 private acres. Impeccably maintained and thoughtfully remodeled in 2017, this 3-bedroom home with 2 full baths and a powder room blends understated elegance with exceptional comfort. Soaring 12-foot ceilings and dramatic floor-to-ceiling windows fill the main living area with natural light while framing the surrounding landscape and views. A striking double-sided fireplace creates warmth and connection between living spaces, while the beautifully equipped kitchen features top-of-the-line appliances and an induction cooktop for effortless entertaining. The thoughtfully designed floor plan provides a private primary retreat, well separated from the guest bedrooms, creating privacy for owners and visitors alike. A separate den/workout room adds additional flexibility. Crushed granite pathways surround the home and complement thoughtfully designed drought-resistant landscaping. Beyond, the 8.85-acre setting features a tranquil pond, fenced orchard, and versatile barn—an inviting space for gatherings, hobbies, projects, or generous storage. Extensive solar power system installed and activated in April 2026. A distinctive San Juan Island property offering privacy, views, acreage, and an exceptional island lifestyle.

144 Jensen Bay Road, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Lisa Brooks; ;

$769,000
3 Beds ⋅ 2 Baths ⋅ 2582140 MLS ⋅ ACTIVE Status
Charming 1-story home in Portland Fair on 1.47 acres with 1,461 SF, 3 bedrooms, and 1½ baths. Features include an updated kitchen, newer roof, a partially fenced backyard with patio, a French drain, level areas ideal for gardening, and plenty of storage with a 1-car garage, shed/shop, and garden shed. Paved roads and a paved loop driveway provide easy access. Property backs up to wooded acreage offering a peaceful, private setting with room to enjoy the outdoors. Note: photos with furnishings are virtually staged.

842 Treeline Drive, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Laura Boulton; ;

$1,950,000
2 Beds ⋅ 3 Baths ⋅ 2576504 MLS ⋅ ACTIVE Status
Embrace the rhythm of island life from this peaceful west-facing waterfront retreat, ideally situated between the amenities of Friday Harbor and Roche Harbor. Set on .86 acres with 119± feet of medium-bank waterfront and tidelands, the property enjoys sweeping views across Haro Strait to the Olympic Mountains. The 1580 sf home features 1 bedroom, 2 bathrooms and an intriguing upper-level tower — ideal for an office, den or creative retreat — and awaits the finishing touches to bring its full potential to life. A charming 561 sf waterfront cabin offers 1 bedroom, 1 bath and basement storage, presenting an inviting opportunity for thoughtful renovation. A detached 2-car garage includes flexible shop or studio space, complemented by a small storage shed. Stroll the exceptional walking beach, savor spectacular western sunsets and enjoy a setting that feels wonderfully removed while remaining close to island conveniences. A special place to gather, unwind and create lasting memories by the water.

1443 Yacht Haven Road, Friday Harbor

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

$1,095,000
4 Beds ⋅ 3 Baths ⋅ 2579555 MLS ⋅ ACTIVE Status
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; ;

$587,000
3 Beds ⋅ 2 Baths ⋅ 2578809 MLS ⋅ ACTIVE Status
In-Town Single-Level Home with RV Parking. Charming single-level 3-bedroom, 1.5-bath home in a quiet in-town neighborhood, conveniently located near the elementary school and within walking distance of shops, restaurants, and the ferry. The spacious kitchen offers plenty of room for a large dining table and opens to the living room, creating a comfortable, inviting space for everyday living and entertaining. The former attached single-car garage has been converted into a finished 352 sq. ft. shop, recreation, and storage area, providing flexible bonus space for a variety of uses. Outside, enjoy a large, fully fenced, low-maintenance backyard with additional storage space and dedicated RV parking with 30 amp electrical hookup. The home offers 1,086 sq. ft. of living space, plus the 352 sq. ft. converted garage area, for a total of approximately 1,438 sq. ft. of usable space. A great combination of in-town convenience, flexible space, and a generous backyard.

505 Rose Lane, Friday Harbor

Listing Broker: Windermere RE San Juan Islands; Annette Schaffer; ;

$659,000
3 Beds ⋅ 2 Baths ⋅ 2573756 MLS ⋅ ACTIVE Status
Come home to an enchanting Island retreat in lush University Heights, just 2 miles from Friday Harbor—yet feeling worlds away. This charming 3-bedroom, 2-bath cottage offers 1,264 square feet of inviting living space on a wooded half-acre parcel with peek water views. Vaulted ceilings and clerestory windows bring natural light into the living room, while warm red oak floors and a cozy wood stove create a welcoming atmosphere for cool Island evenings. The primary bedroom opens to a private balcony. Guest bedrooms with vaulted ceilings and skylight. A wraparound porch extends the living space outdoors, including a hot tub to soak up the views. The enchanting wooded grounds feature mature evergreens, a firepit for gathering under the stars, and a garden shed for your gardening projects. A durable metal roof adds peace of mind. Enjoy the tranquility of a woodland setting while remaining close to Friday Harbor's shops, dining, services, and marina, with Roche Harbor Resort's restaurants, shops, and marina also nearby. Furniture and furnishings are available. Perfect as an Island get-away or year-round living. Come home to the Island.

242 Evans Way, Friday Harbor

Listing Broker: Windermere RE San Juan Islands; Tamara Weaver; ;

$2,383,000
2 Beds ⋅ 3 Baths ⋅ 2577261 MLS ⋅ ACTIVE Status
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

$2,499,000
3 Beds ⋅ 4 Baths ⋅ 2575651 MLS ⋅ ACTIVE Status
Experience the best of Roche Harbor living in this stunning, like-new townhome in the desirable Roche Harbor Village community. Remodeled in 2025 and offered fully furnished and turnkey, this beautifully appointed home is ready to enjoy from day one. Features include a private elevator, 3 bedrooms, 3.5 baths, an attached garage with abundant storage, and a rooftop level with private deck with harbor views, plus entertainment suite with mini-kitchen—ideal for entertaining or relaxing. The extensive remodel includes new paint throughout, updated bathrooms, a new linear fireplace, high-end kitchen appliances, remote-controlled Venetian blinds, a dazzling dining chandelier, enhanced front entryway, and new stair-tread carpeting. The second-floor primary suite features an ensuite bath with heated floors, dual sinks, and spacious shower. The redesigned primary closet includes custom cabinetry, a sink and an undercounter refrigerator. Professionally redecorated and furnished by Dominique of Dominique’s House, this home is truly turnkey. Enjoy Roche Harbor’s restaurants, marina, pool, spa and tennis. When not in personal use, owners may also participate in Roche Harbor’s vacation rental program, offering an opportunity for rental income. A rare opportunity to own a refined island retreat in one of the San Juan Islands’ most sought-after destinations.

91 Captain Garthney Lane, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Kelly Snow; ;

$1,450,000
1 Beds ⋅ 1 Baths ⋅ 2576275 MLS ⋅ ACTIVE Status
Charming bungalow with stunning southwest water views and a community beach just steps from your front door. Located in the Davidson Head neighborhood of Roche Harbor, this area offers excellent opportunities for boating, kayaking, and paddleboarding. The home includes your very own registered mooring buoy. This highly sought-after 1-bedroom, 1-bath bungalow sits on a partially wooded ½-acre lot, providing a perfect blend of privacy and tranquility. A detached shed/workshop offers additional storage or a space for creative projects. This prime location is just minutes away from the vibrant amenities at Roche Harbor Resort, which include a variety of restaurants, shops, spa, grocery store, post office, seasonal outdoor pool, pickleball, tennis, marina, airstrip, and marina that is seaplane accessible. The inactive vacation rental permit is in the process of being renewed. This property truly represents a wonderful opportunity to embrace a serene lifestyle in a desirable world-class resort community.

40 Brooks Lane, Friday Harbor

Listing Broker: Coldwell Banker Bain; Stephanie L Buffum; ;

$2,695,000
4 Beds ⋅ 3 Baths ⋅ 2569539 MLS ⋅ ACTIVE Status
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

$1,600,000
2 Beds ⋅ 1 Baths ⋅ 2570314 MLS ⋅ ACTIVE Status
San Juan County Land Bank is seeking Proposals to Purchase.  Talking Horse Farm is a rare 40-acre legacy agricultural property offering an exceptional opportunity to steward one of San Juan Island's historic working farms. Ideally situated between Friday Harbor and Roche Harbor and bordering protected public lands, this remarkable estate combines productive farmland, abundant infrastructure, and endless potential. Designed for a variety of agricultural pursuits, the property features fertile soils, plentiful water, extensive fenced pastures, and acreage well suited for both livestock and crop production. The impressive 15,000± sf barn includes horse stables with ample space for an indoor riding arena, complemented by several additional outbuildings that support farming, equipment storage, workshops, or other agricultural enterprises. Two separate residences provide flexibility, including a 2-bed/1-bath main home and a 2-bed/1-bath manufactured home – ideal for multigenerational living, farm staff, or caretaker accommodations. Additional unfinished space offers potential for expanded accommodations. Whether your vision includes equestrian pursuits, sustainable farming, livestock, specialty crops, or contributing to the San Juan Islands' vibrant local food system, the farm offers the infrastructure, setting, and scale to bring it to life. A truly exceptional opportunity for those seeking to preserve and continue the agricultural heritage of this extraordinary island property.

652 Halvorsen Road, Friday Harbor

Listing Broker: Windermere RE San Juan Islands; Gregory King; 360-378-3600; greg@gregkingsanjuan.com

$1,050,000
4 Beds ⋅ 4 Baths ⋅ 2565212 MLS ⋅ ACTIVE Status
Built by a contractor as his personal residence this home is surrounded by more than 2 acres of private peaceful woods & sunlit meadow. The 3-bed/1.75-bath 2,567-sf main home includes two custom lifts--one from the carport to the lower level & another to the upper living area for easy access between levels & a hot tub. A 1,000-sf guest house sits above the garage & offers one bedroom & 3/4 bath, making it ideal for guests, extended living or a rental. The 2-car garage has an additional 3/4-bath, a bonus room & laundry facilities for the building. Additional property highlights include a finished & heated 840-sf two-room shop 240-amp service & a garage door, plus an RV carport w/septic hook-up. A second unfinished shop/basement sits beneath the main home w/ample storage. Two generators--one dedicated to the main house & one to the guest house, ensure reliable power. Enjoy a beautiful fenced & irrigated garden space & circular driveway. Landscaping is irrigated.

279 KANAKA BAY Road, Friday Harbor

Listing Broker: Windermere RE San Juan Islands; Samantha Bryner; 360-378-8184; samantha@windermere.com

$5,750,000
2 Beds ⋅ 5 Baths ⋅ 2562460 MLS ⋅ ACTIVE Status
Mitchell Bay Waterfront Retreat — A rare opportunity to own an exceptional west-facing waterfront estate on Mitchell Bay with spectacular sunsets, private dock with power/water, 50'x10' float and covered boat slip. The custom two-story residence offers radiant heat, vaulted and beamed ceilings, Vantage lighting system, skylights, hardwood and stone floors, French doors, three fireplaces and expansive water-views. Main-level primary suite features private deck, floor to ceiling turret windows, generous closets and dressing area and luxurious master bath. Inviting foyer, formal wood-enriched library/office, and large exercise room with sauna and in-floor heating adds formality, comfort and versatility. Chef’s kitchen includes double convection ovens, ceramic cooktop, beverage refrigerator and large pantry. Exterior spaces boast multiple covered and open sitting areas ideal for outdoor entertaining and whale watching. Upstairs offers a bedroom with private deck, bath and den. The over-sized lower level provides exceptional shop, utility, storage, and two-car garage. Additional features include an attached greenhouse, water treatment and irrigation system and fenced garden. A detached waterfront two-bedroom, one-bath guest house features hardwood floors, new windows and decking, and private garden. Located on the north end of San Juan Island near Roche Harbor Resort and English Camp offering dining, retail shopping and numerous hiking trails within a short drive.

476 De Haro Lane, Friday Harbor

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

$1,475,000
2 Beds ⋅ 2 Baths ⋅ 2566226 MLS ⋅ ACTIVE Status
Turnkey Roche Harbor retreat with water views and community beach. Enjoy island living from this Davison Head property, just minutes from Roche Harbor Resort. Offering partial views of the San Juan Channel and Speiden Island. The quality-built 1,435 SF main home, completed in 2006, features an open design with vaulted ceilings, two bedrooms plus a bonus room, 1.75 bathrooms, and a spacious kitchen with a large island and quartz countertops and an attached 1 car garage. A covered deck provides the perfect place to enjoy the peaceful setting. A detached 997 SF two-story studio, built in 2019, offers space for guests, hobbies or a home office. It includes two bathrooms, laundry and includes an EV charger, its own separate driveway and address, creating privacy and flexibility. Both the main home and studio are energy efficient, featuring electric heat pumps with heating and A/C, individual propane tanks, whole-house generators, and high-speed fiber internet. Convenient large storage shed and a fenced garden area that can also serve as a dog run. Sold turnkey and move-in ready, this property is ideal as a full-time residence, vacation home, or investment opportunity. Launch your kayak from the community beach, explore the shoreline, or simply relax and enjoy the stunning scenery. Just minutes away, Roche Harbor Resort offers a marina, a boat launch, waterfront restaurants, grocery store, retail shopping, airstrip, seaplane service, scenic trails, and year-round activities.

184 Brooks Lane, Friday Harbor

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

$825,000
3 Beds ⋅ 2 Baths ⋅ 2563805 MLS ⋅ ACTIVE Status
Beautiful family home at Cape San Juan! This 3-bedroom, 2-bath home sits on over half an acre and offers a private setting with no homes built on either side. The fully fenced backyard is beautifully landscaped with trees and features a large deck, perfect for relaxing or entertaining. Inside, you'll find skylights that fill the home with natural light, upgraded bathrooms, and a newer roof for added peace of mind. Enjoy access to all of the Cape San Juan community amenities while living in a home that's truly move-in ready. This is a wonderful opportunity to make this beautiful property your new home.

142 Vista Way, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Chuck Payne; 360-378-8156; chuck@sanjuanislands.com

$1,795,000
4 Beds ⋅ 4 Baths ⋅ 2564603 MLS ⋅ ACTIVE Status
Experience the best of San Juan Island living in this exceptional waterview home, where privacy, craftsmanship, and timeless design come together on 2.5 peaceful acres. Located only three miles from town, this property is thoughtfully positioned to capture the unforgettable scenery and views. Custom designed with contemporary elegance, offering a warm light-filled interior with striking windows surrounding the high ceilings, rich hardwood flooring, fine wood craftsmanship, and an open layout. The spacious primary suite is its own scenic retreat, while two additional bedrooms, a dedicated family room and inviting living spaces provide room for every lifestyle. One of the property's most valuable features is the attached Mother-in-Law Suite, complete with a private entrance, full kitchen, living room, bedroom, full bath, and patio. Perfectly suited for extended guests or offers the opportunity to use as a long-term rental, adding flexibility and value without sacrificing privacy. Outside, both natural and landscape design create a serene setting to relax, entertain, garden or simply enjoy the peaceful surroundings. An oversized garage with workshop space provides room for hobbies and storage. Just down the street, a community beach invites you to experience everything island life has to offer. You must see in person to fully appreciate this thoughtfully designed and well maintained residence. This rare offering delivers an exceptional lifestyle in one remarkable package.

164 Bramblewood Lane, Friday Harbor

Listing Broker: Island Grp Sotheby's Int Rlty; Terese Prescott; 360-298-0824; terese@sanjuans.com

$749,000
4 Beds ⋅ 2 Baths ⋅ 2553895 MLS ⋅ ACTIVE Status
Welcome to this beautifully built 4-bedroom, 2-bath home, ideally situated on a spacious corner lot in one of the area’s most desirable neighborhoods, just minutes from town. Perched on a sunny hillside, the home features thoughtful design, modern finishes, abundant natural light, and an open, inviting floor plan. A lavender-lined entry leads up to a welcoming covered porch and bright foyer. The generous primary suite features a spacious en-suite bath and walk-in closet. A centrally located study, office, or additional bedroom offers flexible space to suit your needs, while two additional bedrooms share a convenient full bath. The detached two-car garage provides ample room for vehicles, storage, or a workshop, and the expansive yard offers plenty of space for gardening, entertaining, or simply enjoying the peaceful surroundings. Nature is right outside your door, with nearby Land Bank open space, picturesque farmland, and Linde Park providing easy access to walking trails and outdoor recreation. Enjoy the tranquility of a quiet neighborhood while remaining close to shopping, schools, dining, the Port of Friday Harbor, airport, hospital, and other essential services. Move-in ready and beautifully located, this home offers an exceptional combination of comfort, convenience, and access to the natural beauty of San Juan Island. A must-see!

533 Kelsando Circle, Friday Harbor

Listing Broker: Windermere RE San Juan Islands; Vail McClure; 360-378-3600; vailsanjuan@gmail.com

$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; ;

$795,000
2 Beds ⋅ 2 Baths ⋅ 2560222 MLS ⋅ ACTIVE Status
Discover a truly one-of-a-kind property featuring a thoughtfully designed passive solar home that blends energy efficiency with the beauty of its natural surroundings. The attached solarium captures the sun's warmth and passively distributes heat throughout the home, reaching all the way to the second floor for year-round comfort. Inside, you'll find two spacious bedrooms, two full bathrooms, a welcoming dining area, and a cozy living room centered around a freestanding propane stove. While the home's exterior has a distinctive architectural appearance, most of the windows are strategically positioned on the east side to maximize natural light and take full advantage of the passive solar design. A large detached two-car garage includes a generously sized heated loft, offering endless possibilities for a workshop, studio, home office, or additional storage. Set on beautiful, mostly level land, the property is carpeted with lush moss that creates a peaceful woodland setting and naturally minimizes landscape maintenance. If you're looking for privacy, sustainability, and a truly unique home surrounded by nature, this property is a must-see. This home has a new metal roof...gutters...appliances...paint and refinished wood floors.

28 Channel Heights Way, Friday Harbor

Listing Broker: Windermere RE San Juan Islands; Annette Schaffer; 360-378-7330; schaffer@rockisland.com

$6,950,000
3 Beds ⋅ 5 Baths ⋅ 2557051 MLS ⋅ ACTIVE Status
First time ever offered, this extraordinary waterfront estate represents the pinnacle of San Juan Island living. Perfectly positioned at the end of Yacht Haven, this private 1.76± acre legacy property offers 389 feet of shoreline, owned tidelands, a mooring buoy, and an exceptional private year-round deep-water dock with approximately 64 feet of outside moorage and 58 feet inside the floats— the perfect setting to host unforgettable waterfront gatherings with friends. The 4,638 SF residence was thoughtfully designed to embrace the beauty of its surroundings, featuring soaring ceilings, open-concept one-level living, expansive entertaining spaces, an office/flex room, and walls of glass framing captivating bay views. Beautifully landscaped grounds blend seamlessly with the natural setting, while a detached outbuilding offers versatile space for vessel storage, recreational equipment, a workshop, and additional storage. An attached three-car garage and automatic whole-house generator provide exceptional comfort and peace of mind. A second parcel includes a charming 980 SF guest cottage with two bedrooms, 1.5 baths, a full kitchen, and a private view deck. Located just inside Garrison Bay with quick, protected access to open water, enjoy world-class salmon fishing, crabbing, whale watching, island cruising, and kayaking from your private dock. Whether departing by yacht or arriving by floatplane, every arrival feels like a getaway and every day is lived on the water.

28 Fir Lane, Friday Harbor

Listing Broker: Coldwell Banker Bain; Shannon Lackey; 707-332-5907; Shannon.lackey@icloud.com

$945,000
2 Beds ⋅ 3 Baths ⋅ 2553207 MLS ⋅ ACTIVE Status
Architecturally designed and quality built, this beautiful home is nestled among the trees, offering privacy, tranquility, and timeless appeal. The light-filled open floor plan seamlessly connects the living room, dining area, and spacious primary suite, all of which open onto an expansive private deck—perfect for relaxing, entertaining, or simply enjoying the peaceful natural surroundings. Beautiful windows, French doors, and a dramatic vaulted ceiling with a large skylight fill the home with abundant natural light. Two generous bedrooms plus a dedicated office provide flexible living space, while custom built-in bookcases add warmth, character, and functionality throughout. The attached two-car garage includes a separate storage room, providing plenty of space for vehicles, hobbies, and outdoor gear. If you're looking for a thoughtfully designed home in a serene woodland setting, this is one you won't want to miss.

918 Terrace Drive, Friday Harbor

Listing Broker: Windermere RE San Juan Islands; Annette Schaffer; 360-378-7330; schaffer@rockisland.com

$869,000
1 Beds ⋅ 1 Baths ⋅ 2549293 MLS ⋅ ACTIVE Status
Discover the charm of island living at this beautifully updated Mitchell Bay waterfront cottage. Nestled on 1.2 acres with 200± feet of shoreline, this private and cozy 1 bedroom, 1 bath retreat offers 680± sf of thoughtfully renovated living, blending modern comfort with timeless cabin appeal. Wake to the sights of herons, eagles, and ever changing tides, then spend your days exploring nearby Mitchell Hill, English Camp, or the dining, marina, and resort amenities of Roche Harbor. Designed for easy ownership with a durable metal roof, natural landscaping, and an efficient ductless heat pump, this turnkey property is the perfect weekend escape or island retreat. Owner is licensed WA real estate broker.

42 Kingfisher Lane, Friday Harbor

Listing Broker: Windermere RE San Juan Islands; Gregory King; 360-378-3600; greg@gregkingsanjuan.com

$2,500,000
4 Beds ⋅ 4 Baths ⋅ 2547697 MLS ⋅ ACTIVE Status
Experience refined waterfront living on San Juan Island's Mineral Point, where elegance meets island tranquility. This east-facing, low-bank property with a private beach offers easy access, just steps from your patio to the shoreline for kayaking or beach combing. The main residence features three bedrooms and sophisticated living spaces designed for comfort and style. A one-bedroom guest house sits above the three-car garage, complemented by two versatile studio spaces ideal for art, woodworking, or recreation. Sold turnkey furnished with high-end pieces, this exceptional estate is currently in the process of permitting a mooring buoy and is perfectly situated between Roche Harbor and Friday Harbor for the ultimate island lifestyle. This turnkey home is ready for you to enjoy summer gatherings and entertain your guests footsteps from the sea.

45 Stony Point, Friday Harbor

Listing Broker: Coldwell Banker Bain; Shannon Lackey; 707-332-5907; Shannon.lackey@icloud.com

$365,000
2 Beds ⋅ 2 Baths ⋅ 2544762 MLS ⋅ ACTIVE Status
This is not whole ownership, but a new shared ownership concept for second homes. You can own an equity interest in a curated portfolio of five homes in Washington State's most desirable locations. Enjoy over a month of flexible use annually without the burdens and expense of upkeep and management. As the network of locations and homes grows, you will have access to and use of all of them. Each home offers a unique experience and comes fully furnished with special amenities. This home is perched above Haro Strait with breathtaking views of the Canadian Gulf Islands from every room. Explore the charms of nearby Roche Harbor or Friday Harbor, and discover the many unique activities that San Juan Island has to offer.

449 Madrona Drive, Friday Harbor

Listing Broker: Windermere RE San Juan Islands; Rebecca Hughes; 360-298-1923; rebeccash@windermere.com

$1,657,750
2 Beds ⋅ 2 Baths ⋅ 2543805 MLS ⋅ ACTIVE Status
Experience island living at its finest in this beautifully maintained contemporary waterfront home on 1.25 acres with 150 feet of private shoreline in the coveted San Juan Drive neighborhood. Thoughtfully designed to capture spectacular water views, the home features soaring vaulted ceilings, expansive windows, and light-filled open living spaces ideal for entertaining and everyday comfort. Wake to breathtaking sunrise views over the water, watch passing boats, soaring eagles, seals, and abundant marine wildlife, and enjoy the serenity of this exceptional waterfront setting. The 1.25-acre parcel offers privacy while maximizing the home's stunning outlook. Conveniently located just minutes from the marina, dining, and amenities of Roche Harbor Resort, as well as the scenic shoreline and trails of Ruben Tarte Park. A rare opportunity to own a premier waterfront retreat where spectacular views, privacy, and the best of San Juan Island living come together.

976 San Juan Drive, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Lisa Brooks; 425-985-1770; lisabrooks@sanjuanislands.com

$397,500
1 Beds ⋅ 1 Baths ⋅ 2543586 MLS ⋅ ACTIVE Status
Discover the opportunity to own a piece of beautiful San Juan Island with this charming 792-square-foot cabin. Whether you're seeking a cozy full-time residence, a weekend retreat, or a vacation getaway, this property offers the perfect island setting. Ideally located across from Sportsman Lake, the home sits nearly equidistant between Friday Harbor and Roche Harbor, providing convenient access to dining, shopping, marinas, and island amenities. Enjoy the many recreational opportunities that make San Juan Island a sought-after destination, including boating, biking, kayaking, hiking, wildlife viewing, and more.Whether you're looking to embrace island living or create a peaceful escape from the mainland, this property offers an excellent opportunity in a desirable central location. This property is part of a First Look program. It allows owner occupant buyers to have their offers negotiated on day 8 of being listed. Owner occupants are those buyers that will occupy the property as their principal residence within 60 days of closing and will maintain their occupancy for at least 1 year. These buyers are required to sign an Owner Occupant Certification as part of the contract. An investor, trust, vacation or part-time residence, or purchasing for another person will be considered an investor and are not eligible for First Look. Investor offers are negotiated on day 31 of listing.

4026 Roche Harbor Road, Friday Harbor

Listing Broker: Keller Williams Western Realty; Stephanie L. Johnson; 360-739-9625; stephanie@reonorthwest.com

$8,950,000
3 Beds ⋅ 6 Baths ⋅ 2540695 MLS ⋅ ACTIVE Status
Rarely does a property combine extraordinary waterfront, protected moorage, exceptional craftsmanship, and breathtaking views. Just minutes from Roche Harbor, this remarkable White Point estate is among the finest waterfront offerings in the San Juan Islands. Set on 2.29± acres across two separate and adjacent parcels, the property features 623± ft of low-bank, southwest-facing shoreline with a walkout beach and peaceful eastern views over a wildlife-rich estuary. Panoramic vistas span Haro Strait to the Olympic Mountains, Victoria, B.C., and neighboring islands, creating a stunning backdrop of passing vessels, sunsets, and abundant marine life. A protected joint-use deep-water dock with a 60-ft float accommodates boats 50+ ft, offering direct access to world-class boating, fishing, kayaking, and island adventures. Enjoy morning coffee while watching seals on the offshore rock and whales pass through these pristine waters. The 3,193± sq ft residence showcases timeless Northwest architecture with massive timber construction, soaring ceilings, stone fireplaces, and walls of glass framing the seascape. Featuring 3 bedroom suites and 5 baths, the home blends rustic elegance with modern comfort. Room Mature landscaping, established gardens, and natural surroundings provide exceptional privacy and serenity. With expansive multi-directional views, protected moorage, abundant wildlife, and rare waterfront, this is a true San Juan Island sanctuary.

235 Seal Rock Lane, Friday Harbor

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

$1,195,000
3 Beds ⋅ 4 Baths ⋅ 2531269 MLS ⋅ ACTIVE Status
This stunning lavender farm spans over 9.7 acres, offering a serene escape in a picturesque setting of breathtaking views. The centerpiece of this property is a magnificent lavender field, drying barn, and a 6,314-square-foot home with ample space for guests, featuring 3 bed, 2.5 bath, many spacious bonus rooms, a theatre, and family and dining rooms that open onto an outdoor terrace for entertaining with your outdoor pizza oven, creating unforgettable dining experiences under the stars. The property also features an indoor pool and sauna, perfect for rejuvenation after a long day and a detached massage studio and private ponds, enhancing the beauty and peaceful atmosphere of this secluded haven. The property has a studio, barn, perfect for creative pursuits or as a guest space. A fenced garden is ideal for growing your own vegetables or flowers. The two-car detached garage provides convenience and storage. This is a rare opportunity to embrace a lifestyle of farming and tranquility, all while being just a short drive from the vibrant community of San Juan Island shops, restaurants, airport, marina, schools, and parks and trails. Don’t miss your chance to own this unique lavender farm, where you can cultivate your dreams and enjoy the quiet beauty of nature every day.

206 Hawthorne Lane, Friday Harbor

Listing Broker: Coldwell Banker Bain; Stephanie L Buffum; ;

$3,990,000
5 Beds ⋅ 6 Baths ⋅ 2532527 MLS ⋅ ACTIVE Status
Encompassing 18 scenic acres across 3 parcels, this exceptional estate offers a rare opportunity for multi-generational living, future development, and flexible use. Featuring multiple residences, event spaces, specialty buildings, and room to expand, the property is ideal for creating a private compound or legacy retreat. The main residence includes 2 spacious living suites, a chef’s kitchen, and expansive decks with sweeping Olympic Mountain views. All Ipe wood decking! A separate guest house with its own deck provides comfortable accommodations for extended living or visitors, while the additional home on Bullfrog Road captures beautiful ocean and mountain views with a large backyard and recreation space. Additional structures include a versatile multi-use building for living space, studio, gallery, or events, a peaceful meditation cabin, and a flexible fitness house suited for wellness, hobbies, or creative pursuits. The greenhouse and fully fenced raised-bed gardens support productive year-round growing. Maintenance shop stores tools, supplies, vehicles, and service crew bathroom. A large garage and workshop building offers excellent storage, office, bathroom, or vehicle collection potential. Multiple gated entrances provide added privacy and convenience. This unique property combines existing infrastructure, development potential, and endless possibilities in an extraordinary setting. Come tour this rare opportunity!

398 Hannah Road, Friday Harbor

Listing Broker: American Dream R. E. Services; Forbes Hansen; 360-507-5175; forbesahansen@gmail.com

$28,000,000
9 Beds ⋅ 11 Baths ⋅ 2530572 MLS ⋅ ACTIVE Status
Perched high above the active waters of the Haro Strait with commanding westerly views to Victoria, this once-in-a-generation San Juan Island estate is the definition of a legacy holding. Encompassing nearly 23 acres, this gated property offers extraordinary privacy, resort-caliber amenities, and an uncompromising connection to the sea and sky. Designed as a passion project for hosting on a grand scale, the nearly 12,000 square foot residence lives entirely under one roof, where every bedroom suite opens to its own deck and captures breathtaking water views. Immaculately maintained and updated to 2026 technology standards, the estate features two wells, formal cutting gardens, a sports court, separate maintenance facilities, fully irrigated and curated grounds, and nearly a mile of private trails with serene viewpoints throughout. The dedicated whale watching room is unforgettable yet overshadowed by the setting itself. Secure, timeless, and built for generations to gather, celebrate, and retreat above it all. A World-class destination available for the first time.

Friday Harbor

Listing Broker: Real Residential; Shawn Filer; 206-919-5388; shawn@realresidential.com

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