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$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 courtesy of Coldwell Banker San Juan Is..

$1,295,000
2 Beds ⋅ 3 Baths ⋅ 2565156 MLS ⋅ ACTIVE Status
Escape to your own private equestrian paradise on over 9 picturesque acres in the heart of San Juan Island. Hundreds of acres with trails throughout on the DNR land just across the road and views of pastoral land and the beautiful Young Hill, it’s a dream location and mesmerizing sight. This exceptional horse property is thoughtfully designed for both horse and rider, featuring three well-appointed animal stalls, an outdoor riding arena, and a versatile shop building with plenty of room for equipment, projects, or additional storage. The custom-built 2,100-square-foot home offers comfortable island living with quality craftsmanship and inviting spaces designed to take in the surrounding beauty. Whether you're relaxing after a day in the saddle or entertaining friends, you'll appreciate the peaceful setting and seamless connection to the outdoors. With open pastures, room to roam, and a layout ideal for equestrian enthusiasts, this property offers the perfect blend of functionality and island charm. Rarely do properties combine a beautiful custom home with premium horse facilities in such a tranquil island setting. Whether you're an avid equestrian, hobby farmer, or simply seeking space, privacy, and the island lifestyle, this is a truly exceptional opportunity.

435 Blazing Tree Road, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$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 courtesy of Windermere RE San Juan Islands.

$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 courtesy of Coldwell Banker San Juan Is..

$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 courtesy of Coldwell Banker San Juan Is..

$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 courtesy of Coldwell Banker San Juan Is..

$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 courtesy of Island Grp Sotheby's Int Rlty.

$795,000
4 Beds ⋅ 2 Baths ⋅ 2553895 MLS ⋅ ACTIVE Status
Welcome to this beautifully built 4-bedroom, 2-bath home located in one of the area’s most desirable neighborhoods just minutes from town. Thoughtfully designed with modern finishes, an open and inviting floor plan, and abundant natural light, this home offers the perfect blend of comfort and style for everyday living. A detached two-car garage provides plenty of room for vehicles, storage, or a workshop, while the spacious yard offers endless possibilities for outdoor entertaining, gardening, or simply relaxing.Nature lovers will appreciate the home’s exceptional location adjacent to peaceful public walking trails and Linde Park, making it easy to enjoy morning strolls, evening walks, or outdoor recreation just steps from your front door. Offering the tranquility of a quiet neighborhood with the convenience of nearby shopping, schools, dining, and services, this move-in-ready home is an outstanding opportunity to enjoy the best of both worlds.

533 Kelsando Circle, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$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 courtesy of Windermere RE San Juan Islands.

$995,000
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 courtesy of Windermere RE San Juan Islands.

$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 courtesy of Coldwell Banker San Juan Is..

$2,860,000
2 Beds ⋅ 3 Baths ⋅ 2533282 MLS ⋅ ACTIVE 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 courtesy of Windermere RE San Juan Islands.

$4,285,000
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 courtesy of American Dream R. E. Services.

$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 over 22 acres, the 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 courtesy of Real Residential.

$1,595,000
2 Beds ⋅ 2 Baths ⋅ 2525585 MLS ⋅ ACTIVE Status
A charming island cottage retreat on a spectacular waterfront property. Set on 5.6+/- private acres with an extraordinary 741 feet of medium-bank waterfront, the property showcases sweeping east-facing views of Mt. Baker, Wasp Passage, Orcas Island and the Cascade Mountains. Surrounded by evergreens and neighboring large-acreage properties, this sunny retreat offers exceptional privacy and a true connection to the natural beauty of the San Juan Islands. The thoughtfully designed 984-square-foot home features 2 bedroom, 1 bonus room, and 2 baths, with warm, inviting interiors and abundant natural light throughout. Expansive decks create seamless indoor-outdoor living and provide the perfect setting for entertaining, relaxing, and taking in the ever-changing marine vistas. With ample space and an ideal building site closer to the waterfront for a future primary residence, the possibilities are as inspiring as the setting itself. A rare opportunity to experience the unmatched pace, privacy, and beauty of island life and be within minutes of Friday Harbor.

92 Flagpoint Lane, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$3,950,000
2 Beds ⋅ 3 Baths ⋅ 2526237 MLS ⋅ ACTIVE Status
A rare offering in one of the San Juan Islands’ most coveted waterfront enclaves. Privately positioned near the end of White Point Road in prestigious Roche Harbor, this extraordinary 6+ acre estate showcases 685 feet of medium-low bank shoreline, exceptional privacy, and serene natural beauty in a truly park-like setting. The beautifully crafted 3,160 square foot main residence features rich hickory floors, exquisite custom woodwork, warm Northwest elegance throughout, and seamless indoor-outdoor living. The home offers two primary en suites with inviting water views, an upper deck with hot tub, stone fireplace, and timeless craftsmanship at every turn. A detached 3-car garage includes a spacious shop, convenient half bath, and upper level two bedroom, one bath guesthouse. There are two outbuildings also of top quality, one housing a private reverse osmosis system. Surrounded by nature and abundant wildlife, this retreat offers unparalleled tranquility and seclusion. West facing with brilliant sunsets.

1920 White Point Road, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$479,500
3 Beds ⋅ 2 Baths ⋅ 2524303 MLS ⋅ ACTIVE Status
Check out this like-new home on San Juan Island! It’s got a great layout with a bedroom and bathroom on the main floor, plus upstairs you’ll find the primary bedroom with a walk-in closet, a third bedroom, a full bathroom, and a roomy laundry area.The home features stainless steel appliances, vaulted ceilings, and durable laminate flooring. It’s also set up for high-speed fiber optic internet if you need to stay connected.Enjoy sunny, south-facing decks on both levels—perfect for relaxing or hanging out with friends. You’re just a short distance to downtown Friday Harbor, schools, and sports fields. Neighborhood offers a community sunny picnic area out your front door. There’s extra storage under the house and the road is paved for easy access. By appt.

618 Finnegan Way, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$2,795,000
5 Beds ⋅ 4 Baths ⋅ 2496322 MLS ⋅ ACTIVE Status
Set on two tax parcels at the end of a private lane, this exceptional 5-bed 4 bath 15 acre estate offers the perfect balance of peaceful seclusion and close-to-town convenience. Beautiful valley views are showcased throughout the home, creating a warm and inviting backdrop from nearly every room. Thoughtful updates and timeless finishes include butcher block countertops, recently refinished hardwood floors, and spaces designed for both comfortable everyday living and effortless entertaining. The property features a stunning swimming pool, a serene pond, and an expansive 1664 sf 2 bath barn with bonus spaces ideal for guests and entertaining. Protected view easement helps preserve the primary residence’s stunning outlooks while still allowing for multiple potential building sites positioned to capture exceptional southern exposure, valley vistas, and Mountain views. With end-of-road privacy, versatile amenities, and a setting that captures the beauty of the surrounding landscape, this is a rare opportunity to own a truly distinctive property just minutes from town.

164 Songbird Lane, Friday Harbor

Listing courtesy of COMPASS.

$2,995,000
5 Beds ⋅ 4 Baths ⋅ 2517929 MLS ⋅ ACTIVE Status
Perched above the shimmering waters of Kanaka Bay, this beautifully reimagined westside estate captures the essence of refined San Juan Island living. Set on shy 3 acres with 280'± of waterfront, the 2972 sf residence offers an exceptional blend of privacy, luxury, and effortless coastal lifestyle—complete with a gentle path to a stunning beach ideal for kayaking, tidepooling, and memory-making with all ages. Recently updated interior from top to bottom with a designer's eye, the 5-bedroom, 4-bath home showcases a brand-new kitchen featuring custom cabinetry, stone countertops, bar seating, and thoughtfully integrated storage. New hardwood flooring flows throughout, complemented by fresh interior paint and curated lighting that elevates every space. All bathrooms have been fully remodeled with stone surfaces, tile floors, and beautifully finished showers, including a spa-inspired primary suite with dual vanities and a soaking tub designed for relaxation after a day on the water. Generous bedrooms with walk-in closes provide comfort and flexibility for hosting, while the oversized 2-car garage and new systems – including furnace and hot water heater – ensure modern convenience and peace of mind. From golden sunsets over the bay to the occasional passing orca, and frequent visits from fox, deer, and eagles, this is a front-row seat to the natural beauty of the San Juans – an extraordinary opportunity to live immersed in nature without compromising on luxury.

1248 Kanaka Bay Road, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$35,000,000
11 Beds ⋅ 13 Baths ⋅ 2495846 MLS ⋅ ACTIVE Status
Presenting Halftide Farms. A gated 90± acre waterfront estate on San Juan Island, with 650± feet of pristine low-bank beachfront & commanding panoramic views across open water to Mount Baker. Curated over three decades and built by Schultz Miller, the estate spans approx, 19,000± SF across six structures, including three primary residences, The Beach House, The Farm House, and The Field House — each with its own guest cottage, a bunkhouse, game house, & caretaker’s residence. Resort-level amenities include two pools with cabana, tennis & pickleball courts, a 3-hole golf course, four ponds, a greenhouse, & two mooring buoys. Anchored by Friday Harbor & the iconic Roche Harbor Resort, San Juan Island offers world-class yachting, dining, coastal charm, hiking, biking, fishing, crabbing, whale watching, paddleboarding, kayaking, boating, exceptional culinary experiences, & access to quality healthcare. Ranked by Travel + Leisure among the top islands in the continental U.S. for five consecutive years, the San Juan Islands have long captured global attention. What the world couldn’t access until now is this: an estate without equal. Arrive by seaplane from Seattle in approx. 45 minutes, private jet via Friday Harbor Airport or nearby Bellingham Airport, private vessel to your shoreline, or ferry through the San Juan archipelago. Vancouver, BC lies just 60 miles to the north. A rare Washington legacy acquisition for a buyer who thinks in generations.

Friday Harbor

Listing courtesy of The Agency Seattle/Eastside.

$2,395,000
8 Beds ⋅ 10 Baths ⋅ 2504992 MLS ⋅ ACTIVE Status
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.

318 Trumpeter Way, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$725,000
3 Beds ⋅ 2 Baths ⋅ 2514739 MLS ⋅ CONTINGENT Status
Enjoy the ease of island living in this well-maintained 3 bedroom, 2 bath home with dedicated office space, offering 1870 sf of comfortable single-level living on .76 acres. Conveniently located just minutes from town, schools, shopping, dining, and other everyday amenities, this property combines privacy with accessibility. Designed for comfortable living and entertaining, the open-concept kitchen and living area feature bar seating and a natural flow for gathering with friends. The spacious primary suite serves as a peaceful retreat, complete with an en suite bath and relaxing jetted tub. Skylights fill the home with natural light, while a ductless heat pump, propane stove, and wood stove provide year round comfort. Outside, mature landscaping creates an attractive, low maintenance setting, complemented by a 2 car garage and durable metal roof. Move-in ready and thoughtfully cared for, this inviting property offers a wonderful opportunity to enjoy the San Juan Island lifestyle.

93 Heather Court, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$1,075,000
3 Beds ⋅ 3 Baths ⋅ 2505360 MLS ⋅ ACTIVE Status
Immaculate and spacious, this inviting home offers the perfect blend of comfort, privacy, and partial views of the Straits, sun-washed valleys, and glowing sunrises. Designed for both everyday living and entertaining, the updated kitchen features a propane cooktop, stainless steel appliances, and generous storage—ideal for gatherings large and small. The thoughtfully designed 3-bedroom, 3-bath layout supports easy main-floor living, while the lower level provides flexible space with an additional bedroom, bath, and large great room—perfect for guests, hobbies, or media room potential. Sun-drenched decks extend the living space outdoors, creating the perfect setting for morning coffee, evening dinners, or unwinding in the hot tub. Set on 1.7 acres, the property includes a fenced garden area, fruit trees, raised beds, firepit, and a charming historic bunkhouse that adds character and versatility. This is a home where you can relax, entertain, and fully embrace the island lifestyle. By appt.

222 Oak Hill Drive, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$1,599,000
2 Beds ⋅ 2 Baths ⋅ 2509064 MLS ⋅ ACTIVE Status
Nestled at the water’s edge, this custom 1984 Northwest Contemporary home offers breathtaking views and direct access to your own private pocket beach—perfect for launching a kayak right from your front yard.Featuring 2 bedrooms, 2 bathrooms, and 1,985 square feet of thoughtfully designed living space, this home includes a cozy stone fireplace in the living room for those chilly winter days. Enjoy watching boating traffic and marine life, including majestic orca whales, from the comfort of your home.The updated kitchen boasts granite countertops, a walk-in pantry, and hardwood flooring. The main level includes the living and dining areas, as well as the primary bedroom, offering convenient single-level living.Upstairs, a light-filled loft provides a versatile space for an office or an open-concept guest bedroom.Located in a vibrant community with walking trails, beach access, a marina, and a pool with a playground. Just minutes from American Camp National Park, where miles of scenic trails await.Don’t miss this rare opportunity to live the ultimate island lifestyle!

190 Island Drive, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$3,295,000
4 Beds ⋅ 5 Baths ⋅ 2506381 MLS ⋅ ACTIVE Status
Experience the ultimate in coastal living in this stunning Craftsman-style home set on rare no-bank waterfront in the coveted community of Cape San Juan. This architectural masterpiece is beautifully crafted with timeless, high-end finishes throughout. Impeccably maintained, the residence feels brand new and offers an unparalleled standard of island luxury. Enjoy dramatic western exposure that provides a front-row seat to the Salish Sea’s most unforgettable sunsets each evening. The heart of the home is a gourmet chef’s kitchen that opens seamlessly to a heated, covered patio, creating a perfect environment for year-round dining and sophisticated entertaining. The thoughtful floor plan features two spacious primary suites, one on each level, to provide comfort and flexibility. Two additional bedrooms and den/office space are strategically placed within the home to ensure privacy. Unwind by the cozy fireplace or step outside to launch your kayak or paddleboard directly from your own pebbled beach. Enjoy the convenience of your own private mooring buoy for your boat. Offering a unique connection to nature where you can enjoy watching abundant wildlife. As part of the coveted Cape San Juan community, you will also have access to top-tier amenities including a seasonal swimming pool, a private marina, a sandy beach, and miles of expansive scenic walking trails. This is a rare waterfront retreat designed for creating a lifetime of memories in a setting of unmatched natural beauty.

745 Cape Drive, Friday Harbor

Listing courtesy of Coldwell Banker Bain.

$2,785,000
3 Beds ⋅ 3 Baths ⋅ 2503378 MLS ⋅ ACTIVE 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 courtesy of eXp Realty.

$3,950,000
3 Beds ⋅ 5 Baths ⋅ 2501315 MLS ⋅ ACTIVE Status
Perched on a rare and private point of San Juan Island, this architecturally significant waterfront estate offers an exceptional blend of design, scale, and lifestyle. Encompassing 3 parcels and 640± feet of shoreline, the property captures sweeping waterviews framed by Mt. Baker, with walls of glass that bring the ever-changing seascape into every living space and a setting surrounded by water on three sides. The 4,120± sf main home is thoughtfully designed with a refined yet livable layout, offering 3 bed/4 baths and multiple flex spaces for office, media, or guest use. The primary suite is a serene retreat, evoking the feeling of being on a boat with expansive waterviews, a walk-in closet, and spa-inspired 5-piece bath. Medium bank waterfront with accessible shoreline invites paddleboarding and kayaking, while low tide reveals a beach ideal for exploring, with crabs under rocks and a hidden cave. A permitted mooring buoy accommodates up to a 45' boat. Includes an additional waterfront lot for future development or privacy. A detached 3-car garage is complemented by an 864± sf ADU studio, ideal for guests or income potential. Walking distance to the San Juan Golf & CC and a short bike ride to town, with a compliant vacation rental permit for added flexibility and investment appeal. A truly rare waterfront legacy property!

571 Golf Course Road, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$1,068,000
3 Beds ⋅ 3 Baths ⋅ 2500030 MLS ⋅ ACTIVE 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 courtesy of Windermere RE San Juan Islands.

$2,100,000
3 Beds ⋅ 5 Baths ⋅ 2483494 MLS ⋅ ACTIVE Status
Southwest-facing waterfront home with private dock on Brown Island, offering 3,527 sq ft of beautifully designed living with 3 bedrooms, 2 offices, and 5 baths. This remodeled NW Craftsman 1-story home with basement blends classic style with modern comfort, featuring an atrium entry, open floor plan, and spacious chef’s kitchen. Most rooms including the main-level primary suite with deck access, capture stunning harbor and sunset views. The lower level offers a bedroom and bath with separate entry, ideal for guests or extended living. Outdoor living shines with expansive main-level decks, a sunny waterfront bulkhead patio with steps to the beach, and a private dock on 107 feet of accessible shoreline. A detached golf cart garage/shop, hot tub, and bocce court complete this exceptional setting. Brown Island amenities include community moorage, pool, clubhouse with fitness room, caretaker boat service, and easy access to Friday Harbor by boat. From your decks, enjoy ferries, boats, seaplanes, and the glow of town lights at night. With golf cart parking and boat launch, this island blends secluded island privacy with easy access to the vibrant town, marina, shopping, and dining of Friday Harbor. An extraordinary Brown Island residence offering spectacular sunsets, premier waterfront living, and an unmatched island lifestyle.

3 Brown Island, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$1,850,000
4 Beds ⋅ 4 Baths ⋅ 2498455 MLS ⋅ ACTIVE Status
Stunning 4 bedroom, 3.5 bath home in premium location with protected Roche Harbor Marina views. Designed for both comfort and entertaining the spacious layout features an open-concept living area, expansive windows, 7-speaker surround system, 10-ft ceilings throughout the main floor, a propane fireplace, and a 3-car garage. The gourmet kitchen anchors the heart of the home featuring granite counters, a farmhouse sink, and custom cabinetry. The primary suite offers a soaking tub, 3-person steam room, and deck access to the hot tub overlooking the marina. Short walk to airstrip and resort amenities, plus from your yard you can access a popular foot path that leads directly to the resort. Make this your private front-row seat to all the activities Roche Harbor has to offer, including July 4th fireworks.

247 Afterglow Drive, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

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