lakecavanaughrealty.com Search Results

$2,795,000

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.

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.

$1,595,000

Rare opportunity to own a fully built-out 2-acre family compound offering space, flexibility, and incredible value. The newly remodeled 2,288 sq ft main home features 3 bedrooms, 2 bathrooms, a downstairs den, and an attached rec room with its own private entrance. Set on a level, grassy field, the property offers a wide-open, level setting that’s easy to maintain. In addition to the main home, the property includes a large barn with a fully finished, high-end bunkhouse above, a permitted 2 bed / 1 bath guest house, and a fully finished hot tub house complete with bathroom and lounge space above. There is also a large storage barn with a metal roof and an outdoor wood-fired pizza oven—perfect for entertaining. A fenced garden area and multiple fruit trees add charm and the potential for farm-to-table living. With new roofs on all structures (within the last 5 years), this turnkey property is ideal for multi-generational living, rental income, or a private retreat.

3 Beds ⋅ 2 Baths ⋅ 2519974 MLS ⋅ ACTIVE Status

Rare opportunity to own a fully built-out 2-acre family compound offering space, flexibility, and incredible value. The newly remodeled 2,288 sq ft main home features 3 bedrooms, 2 bathrooms, a downstairs den, and an attached rec room with its own private entrance. Set on a level, grassy field, the property offers a wide-open, level setting that’s easy to maintain. In addition to the main home, the property includes a large barn with a fully finished, high-end bunkhouse above, a permitted 2 bed / 1 bath guest house, and a fully finished hot tub house complete with bathroom and lounge space above. There is also a large storage barn with a metal roof and an outdoor wood-fired pizza oven—perfect for entertaining. A fenced garden area and multiple fruit trees add charm and the potential for farm-to-table living. With new roofs on all structures (within the last 5 years), this turnkey property is ideal for multi-generational living, rental income, or a private retreat.

329 Snowberry Lane, San Juan Island

Listing courtesy of Coldwell Banker San Juan Is..

$5,630,000

Enchanting waterfront estate on San Juan Island. 4+ acres, 468 feet of northwest-facing shoreline, with a registered mooring buoy. An exceptional custom-built home crafted by artisan David Knight features an enchanting main residence, a studio over a 2-car garage, and a 45x50 ft insulated barn with bath and 10x8 ft doors for easy vehicle access. The residence showcases exquisite craftsmanship, soaring ceilings, radiant floor heat, 100-year-old Douglas fir flooring, and 3 impressive stone fireplaces. 3,682 sq ft home, with 3 bedrooms, 3.5 bathrooms, and bonus rooms. A gourmet kitchen is a chef’s dream, equipped with a LaCanche stove, built-in stone pizza oven, and custom cabinetry. The main ensuite bedroom offers granite sinks and a cast-iron soaking tub. Numerous inspiring bonus areas encourage work and relaxation, including a sauna, a music room, and a wine cellar. The exterior is a masterpiece, featuring a curved slate roof accented by copper gutters and valleys. The property boasts over 27,000 gallons of water catchment, stone porches, walkways, fire pits, and sunlit decks perfect for enjoying sunsets. It is fully fenced, with an electric gated entrance and apple, plum, cherry, peach, and Asian pear. Additional amenities include a high-capacity Advantech septic system, RV hookup. Conveniently located just 3 miles from Roche Harbor, 0.2 miles from County Park, and an 11-minute drive to the Town of Friday Harbor. Begin your Island life on San Juan Drive.

4 Beds ⋅ 6 Baths ⋅ 2519354 MLS ⋅ ACTIVE Status

Enchanting waterfront estate on San Juan Island. 4+ acres, 468 feet of northwest-facing shoreline, with a registered mooring buoy. An exceptional custom-built home crafted by artisan David Knight features an enchanting main residence, a studio over a 2-car garage, and a 45x50 ft insulated barn with bath and 10x8 ft doors for easy vehicle access. The residence showcases exquisite craftsmanship, soaring ceilings, radiant floor heat, 100-year-old Douglas fir flooring, and 3 impressive stone fireplaces. 3,682 sq ft home, with 3 bedrooms, 3.5 bathrooms, and bonus rooms. A gourmet kitchen is a chef’s dream, equipped with a LaCanche stove, built-in stone pizza oven, and custom cabinetry. The main ensuite bedroom offers granite sinks and a cast-iron soaking tub. Numerous inspiring bonus areas encourage work and relaxation, including a sauna, a music room, and a wine cellar. The exterior is a masterpiece, featuring a curved slate roof accented by copper gutters and valleys. The property boasts over 27,000 gallons of water catchment, stone porches, walkways, fire pits, and sunlit decks perfect for enjoying sunsets. It is fully fenced, with an electric gated entrance and apple, plum, cherry, peach, and Asian pear. Additional amenities include a high-capacity Advantech septic system, RV hookup. Conveniently located just 3 miles from Roche Harbor, 0.2 miles from County Park, and an 11-minute drive to the Town of Friday Harbor. Begin your Island life on San Juan Drive.

702 San Juan Drive, San Juan Island

Listing courtesy of Coldwell Banker Bain.

$2,995,000

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.

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.

$1,449,000

Rare Lopez Island waterfront home with mooring buoy on Fisherman Bay. Turnkey 3,950 sq ft estate includes 3 parcels and offers incredible value for those seeking space, serenity, and unmatched island living. The elegant 4 bedroom, 3.5 bath home features a gourmet kitchen, luxury finishes, and light-filled spaces that flow to a generous patio and expansive decks— ideal for entertaining or simply soaking in the tranquil views. The finished daylight basement includes a wine cellar, craft area, and gym. Two additional building lots offer space to grow. The fully fenced property includes a productive garden and fruit trees. A private, peaceful retreat blending luxury, nature, and island charm.

4 Beds ⋅ 4 Baths ⋅ 2499483 MLS ⋅ ACTIVE Status

Rare Lopez Island waterfront home with mooring buoy on Fisherman Bay. Turnkey 3,950 sq ft estate includes 3 parcels and offers incredible value for those seeking space, serenity, and unmatched island living. The elegant 4 bedroom, 3.5 bath home features a gourmet kitchen, luxury finishes, and light-filled spaces that flow to a generous patio and expansive decks— ideal for entertaining or simply soaking in the tranquil views. The finished daylight basement includes a wine cellar, craft area, and gym. Two additional building lots offer space to grow. The fully fenced property includes a productive garden and fruit trees. A private, peaceful retreat blending luxury, nature, and island charm.

1898 Bayshore Road, Lopez Island

Listing courtesy of Coldwell Banker San Juan Is..

$35,000,000

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.

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

Waterfront retreat with front-row views of daily marine life and an active vacation rental permit! This inviting two-bedroom home lets you whale watch from a sunlit deck while soaking in sweeping, panoramic vistas. The expansive yard is perfect for lawn games and evenings around the fire pit, with stairs leading down to your own private beach. Inside, every room is oriented toward the water, filling the home with light and views. A spacious living room with warm wood paneling and soaring ceilings flows seamlessly into the dining area and an open-concept kitchen designed for easy entertaining. The primary suite features a soaking tub and sauna for a true spa-like escape, while the second bath includes a beautifully finished walk-in stone shower. A two-car garage with an attached bunkhouse, half bath and fireplace adds flexibility for guests, an office or extra space. Whether as a full-time island residence or a vacation getaway, this home offers a sense of escape in every moment. Active Vacation Rental permit with great rental history.

2 Beds ⋅ 4 Baths ⋅ 2515213 MLS ⋅ ACTIVE Status

Waterfront retreat with front-row views of daily marine life and an active vacation rental permit! This inviting two-bedroom home lets you whale watch from a sunlit deck while soaking in sweeping, panoramic vistas. The expansive yard is perfect for lawn games and evenings around the fire pit, with stairs leading down to your own private beach. Inside, every room is oriented toward the water, filling the home with light and views. A spacious living room with warm wood paneling and soaring ceilings flows seamlessly into the dining area and an open-concept kitchen designed for easy entertaining. The primary suite features a soaking tub and sauna for a true spa-like escape, while the second bath includes a beautifully finished walk-in stone shower. A two-car garage with an attached bunkhouse, half bath and fireplace adds flexibility for guests, an office or extra space. Whether as a full-time island residence or a vacation getaway, this home offers a sense of escape in every moment. Active Vacation Rental permit with great rental history.

1378 San Juan Drive, San Juan Island

Listing courtesy of Island Grp Sotheby's Int Rlty.

$2,395,000

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.

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.

$1,900,000

Rare opportunity to own 22.68 acres of pristine, medium to low-bank waterfront on San Juan Island. This exceptional property features approximately 80 feet of private shoreline plus undivided ownership in a .56-acre waterfront parcel with an additional ~100 feet of gravel beach—ideal for beach combing, kayaking, and enjoying the island lifestyle. The level acreage is partially fenced and includes several ponds, making it well-suited for farming, livestock, or your dream hobby farm. Expansive open areas combined with natural beauty provide privacy and seclusion. A preservation easement is in place, helping protect the land’s natural character while guiding thoughtful use. Enjoy scenic views over Mulno Cove and Griffin Bay, with peaceful surroundings just minutes from the Town of Friday Harbor, offering convenient access to shops, dining, marina services, and more. Large waterfront parcels of this caliber are increasingly rare—don’t miss this chance to own a remarkable piece of San Juan Island. The house with 50 acres adjacent is listed under MLS 2488985.

2489003 MLS ⋅ ACTIVE Status

Rare opportunity to own 22.68 acres of pristine, medium to low-bank waterfront on San Juan Island. This exceptional property features approximately 80 feet of private shoreline plus undivided ownership in a .56-acre waterfront parcel with an additional ~100 feet of gravel beach—ideal for beach combing, kayaking, and enjoying the island lifestyle. The level acreage is partially fenced and includes several ponds, making it well-suited for farming, livestock, or your dream hobby farm. Expansive open areas combined with natural beauty provide privacy and seclusion. A preservation easement is in place, helping protect the land’s natural character while guiding thoughtful use. Enjoy scenic views over Mulno Cove and Griffin Bay, with peaceful surroundings just minutes from the Town of Friday Harbor, offering convenient access to shops, dining, marina services, and more. Large waterfront parcels of this caliber are increasingly rare—don’t miss this chance to own a remarkable piece of San Juan Island. The house with 50 acres adjacent is listed under MLS 2488985.

2553 A Cattle Point Road, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$1,145,000

Thoughtfully crafted and designed, this meticulously maintained sunny three-bedroom, three-bath home offers scenic views over Cattle Pass toward Lopez Island, Goose Island and Whale Rock, with Mt. Baker rising in the distance. Enjoy front row seating for watching quail, deer and fox visit the centuries old Douglas fir trees, a favorite perch for eagles. The vaulted great room with large windows creates a bright, welcoming interior, complemented by hardwood floors and wood stove. A well-appointed kitchen with island leads to the inviting dining area. Enjoy gatherings on the large deck overlooking the backyard. The second story is entirely dedicated to the inviting primary bedroom with en-suite bathroom and offers even more opportunity to take in the water and mountain views from a soaking tub and as well as from the private balcony. A spacious partially finished basement provides 954 sf of additional space and can be accessed from the interior and exterior. Walk to private community beach or pocket beaches and explore trails to Mount Finlayson, American Camp, and Third Lagoon. Durable metal roof, double-wall construction, lovely landscaping, and fenced garden complete this elegant island retreat.

3 Beds ⋅ 3 Baths ⋅ 2487173 MLS ⋅ ACTIVE Status

Thoughtfully crafted and designed, this meticulously maintained sunny three-bedroom, three-bath home offers scenic views over Cattle Pass toward Lopez Island, Goose Island and Whale Rock, with Mt. Baker rising in the distance. Enjoy front row seating for watching quail, deer and fox visit the centuries old Douglas fir trees, a favorite perch for eagles. The vaulted great room with large windows creates a bright, welcoming interior, complemented by hardwood floors and wood stove. A well-appointed kitchen with island leads to the inviting dining area. Enjoy gatherings on the large deck overlooking the backyard. The second story is entirely dedicated to the inviting primary bedroom with en-suite bathroom and offers even more opportunity to take in the water and mountain views from a soaking tub and as well as from the private balcony. A spacious partially finished basement provides 954 sf of additional space and can be accessed from the interior and exterior. Walk to private community beach or pocket beaches and explore trails to Mount Finlayson, American Camp, and Third Lagoon. Durable metal roof, double-wall construction, lovely landscaping, and fenced garden complete this elegant island retreat.

138 Lighthouse Lane, San Juan Island

Listing courtesy of Coldwell Banker San Juan Is..

$725,000

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.

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.

$1,475,000

Located on exclusive Blakely Island, 121 Marine Dr offers a private island lifestyle defined by ease, space, and quiet sophistication. Arrive by plane or boat and immediately step into a slower, more intentional rhythm. With no short-term rentals allowed, the island remains peaceful and uncrowded, ideal for hosting friends or enjoying long stretches of uninterrupted time. This spacious home spans over 4,100 sq ft across three levels, designed for both comfortable everyday living and effortless entertaining. The main living level features an open floor plan filled with natural light, a primary suite with fireplace and deck access, and seamless indoor-outdoor flow to expansive decks with sweeping views. Upstairs offers additional bedrooms, bath, storage, and a loft lounge, while the lower level is an entertainer’s dream with theater seating, bar, wine room, and flexible bonus space. Enjoy island amenities including beaches, trails, stocked lakes, marina, and airstrip—Blakely living at its finest.

3 Beds ⋅ 4 Baths ⋅ 2469806 MLS ⋅ ACTIVE Status

Located on exclusive Blakely Island, 121 Marine Dr offers a private island lifestyle defined by ease, space, and quiet sophistication. Arrive by plane or boat and immediately step into a slower, more intentional rhythm. With no short-term rentals allowed, the island remains peaceful and uncrowded, ideal for hosting friends or enjoying long stretches of uninterrupted time. This spacious home spans over 4,100 sq ft across three levels, designed for both comfortable everyday living and effortless entertaining. The main living level features an open floor plan filled with natural light, a primary suite with fireplace and deck access, and seamless indoor-outdoor flow to expansive decks with sweeping views. Upstairs offers additional bedrooms, bath, storage, and a loft lounge, while the lower level is an entertainer’s dream with theater seating, bar, wine room, and flexible bonus space. Enjoy island amenities including beaches, trails, stocked lakes, marina, and airstrip—Blakely living at its finest.

121 Marine Drive, Blakely Island

Listing courtesy of Bellwether Real Estate.

$1,800,000

This property has been in the owner's family for close to a hundred years. Owner's Grandparents built the home on the most desirable location on their property in 1937. The most compelling aspect of this property is the view, lot size (1.5), and its safety from storms/flooding. Extraordinary views, with majestic Mt Baker to the east. Spring, summer, and fall provide a beautiful morning sunrise with the mountain glowing in the pre-dawn twilight. Watch the ferries come and go, splendid luxury yachts, and commercial and recreational fishing vessels go about their business of whale watching, wildlife viewing, and salmon, crab, and shrimp fishing. Watch eagles, seals, hawks, ravens, seabirds, right from the living room, bedrooms, kitchen, and deck. You can throw a rock and hit the water it's so close. The property is unique in that it comprises a lot and a half. This feature insures you could build a huge house, with plenty of room on either side. The property is sheltered from the prevailing SE,S, and westerly winds. It can blow 50 mph and you're sheltered from its fury. It's close to town (half mile). There is a studio apartment in the basement that the Seller rents out for $800 per month! This is a very special property! Property sold as-is.

4 Beds ⋅ 3 Baths ⋅ 2514538 MLS ⋅ ACTIVE Status

This property has been in the owner's family for close to a hundred years. Owner's Grandparents built the home on the most desirable location on their property in 1937. The most compelling aspect of this property is the view, lot size (1.5), and its safety from storms/flooding. Extraordinary views, with majestic Mt Baker to the east. Spring, summer, and fall provide a beautiful morning sunrise with the mountain glowing in the pre-dawn twilight. Watch the ferries come and go, splendid luxury yachts, and commercial and recreational fishing vessels go about their business of whale watching, wildlife viewing, and salmon, crab, and shrimp fishing. Watch eagles, seals, hawks, ravens, seabirds, right from the living room, bedrooms, kitchen, and deck. You can throw a rock and hit the water it's so close. The property is unique in that it comprises a lot and a half. This feature insures you could build a huge house, with plenty of room on either side. The property is sheltered from the prevailing SE,S, and westerly winds. It can blow 50 mph and you're sheltered from its fury. It's close to town (half mile). There is a studio apartment in the basement that the Seller rents out for $800 per month! This is a very special property! Property sold as-is.

460 Harrison Street, Friday Harbor

Listing courtesy of List4FlatFee.com, LLC.

$1,075,000

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.

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..

$575,000

10 ACRES, WATER VIEWS, BUILD YOUR ISLAND DREAM. A rare opportunity to build your retreat on a beautifully situated 10-acre parcel in a private community, minutes from Friday Harbor. Wind your way through towering old-growth fir and madrona to a cleared building site perched with water views north across San Juan Channel to the iconic profile of Turtleback Mountain on Orcas Island. The groundwork is already done, with an approved 4-bedroom septic design, completed geological and wetland surveys, and utilities including water, power, and phone all within 100 feet of the building site, meaning you can move from dream to build with confidence. Fiber optic internet is available for those who want the serenity of island life without sacrificing connectivity. Community amenities are thoughtfully in place including a community water system and a private beach just moments away, with HOA dues covering road and community area maintenance and the water system, keeping things simple and well cared for. Tranquil, private, and ready for your architect, yet just a quick drive to all that Friday Harbor has to offer.

2510287 MLS ⋅ ACTIVE Status

10 ACRES, WATER VIEWS, BUILD YOUR ISLAND DREAM. A rare opportunity to build your retreat on a beautifully situated 10-acre parcel in a private community, minutes from Friday Harbor. Wind your way through towering old-growth fir and madrona to a cleared building site perched with water views north across San Juan Channel to the iconic profile of Turtleback Mountain on Orcas Island. The groundwork is already done, with an approved 4-bedroom septic design, completed geological and wetland surveys, and utilities including water, power, and phone all within 100 feet of the building site, meaning you can move from dream to build with confidence. Fiber optic internet is available for those who want the serenity of island life without sacrificing connectivity. Community amenities are thoughtfully in place including a community water system and a private beach just moments away, with HOA dues covering road and community area maintenance and the water system, keeping things simple and well cared for. Tranquil, private, and ready for your architect, yet just a quick drive to all that Friday Harbor has to offer.

27 Bramblewood Lane, Friday Harbor

Listing courtesy of Orcas Island Realty.

$2,195,000

Updated 1,902 sq. ft. home in 2016 located in heart of Friday Harbor with a 618 sq. ft. converted garage offering excellent flex-space potential. Fully remodeled with new windows, insulation, kitchen, bathrooms, plumbing, electrical, flooring, exterior wood, decks, and more. The home features 4 bedrooms, including a main-level primary suite, and a functional layout suited for full-time living. Convenient in-town location close to schools, shops, and the ferry. A turnkey opportunity with strong long-term upside. TWO TAX PARCELS; 351151115000 & 351151116000 being sold together, zoned as Light Industrial. The Yoga business is not included in this sale.

5 Beds ⋅ 5 Baths ⋅ 2507008 MLS ⋅ ACTIVE Status

Updated 1,902 sq. ft. home in 2016 located in heart of Friday Harbor with a 618 sq. ft. converted garage offering excellent flex-space potential. Fully remodeled with new windows, insulation, kitchen, bathrooms, plumbing, electrical, flooring, exterior wood, decks, and more. The home features 4 bedrooms, including a main-level primary suite, and a functional layout suited for full-time living. Convenient in-town location close to schools, shops, and the ferry. A turnkey opportunity with strong long-term upside. TWO TAX PARCELS; 351151115000 & 351151116000 being sold together, zoned as Light Industrial. The Yoga business is not included in this sale.

326 Carter Street, San Juan Island

Listing courtesy of Windermere RE San Juan Islands.

$1,470,000

Leave the world behind as you descend to your seaside retreat. This spacious, updated home offers stunning panoramic marine views of the San Juan Channel, Orcas Island, and Shaw Island, along with world-class wildlife! Nestled on a forested .95-acre waterfront lot, you’ll be just steps away from your own private beach, perfect for kayaking, fishing, or taking a refreshing dive.The mid-century home features lovely vaulted ceilings and a cozy wood-burning fireplace, making it perfect for relaxation. You'll love the large decks that invite you to enjoy the great outdoors. The updated kitchen is a chef’s dream, complete with granite countertops, stainless steel appliances, and plenty of space to prepare your favorite meals while soaking in breathtaking views. The thoughtful floor plan includes two separate living areas, with the main floor offering two bedrooms, two bathrooms, a cozy den, office, and a convenient laundry area that even includes a dog bath for easy clean-up! The lower level serves as a welcoming guest retreat, featuring a living space, a wood-burning stove, a kitchenette, a bonus room, and a bathroom. A detached two-car garage provides additional storage, and fiber internet is available for work or play. Enjoy access to a community beach, hiking trails, and water sports, and proximity to Roche Harbor Marina and Resort, Friday Harbor town amenities, restaurants, hospital, and a nearby shellfish farm. Wonderful island retreat or a primary home.

3 Beds ⋅ 3 Baths ⋅ 2484396 MLS ⋅ ACTIVE Status

Leave the world behind as you descend to your seaside retreat. This spacious, updated home offers stunning panoramic marine views of the San Juan Channel, Orcas Island, and Shaw Island, along with world-class wildlife! Nestled on a forested .95-acre waterfront lot, you’ll be just steps away from your own private beach, perfect for kayaking, fishing, or taking a refreshing dive.The mid-century home features lovely vaulted ceilings and a cozy wood-burning fireplace, making it perfect for relaxation. You'll love the large decks that invite you to enjoy the great outdoors. The updated kitchen is a chef’s dream, complete with granite countertops, stainless steel appliances, and plenty of space to prepare your favorite meals while soaking in breathtaking views. The thoughtful floor plan includes two separate living areas, with the main floor offering two bedrooms, two bathrooms, a cozy den, office, and a convenient laundry area that even includes a dog bath for easy clean-up! The lower level serves as a welcoming guest retreat, featuring a living space, a wood-burning stove, a kitchenette, a bonus room, and a bathroom. A detached two-car garage provides additional storage, and fiber internet is available for work or play. Enjoy access to a community beach, hiking trails, and water sports, and proximity to Roche Harbor Marina and Resort, Friday Harbor town amenities, restaurants, hospital, and a nearby shellfish farm. Wonderful island retreat or a primary home.

455 Mineral Point, Friday Harbor

Listing courtesy of Coldwell Banker Bain.

$560,000

Perfectly positioned just moments from the heart of Friday Harbor, this inviting single-level condo offers an ideal blend of comfort, convenience, and Northwest charm. Enjoy easy living with ramp access, tall ceilings, and expansive windows that fill the unit with natural light while framing beautiful water views over the harbor to Brown Island and Mt. Baker beyond. The open living, dining, and kitchen flow seamlessly to a covered veranda—perfect for morning coffee or evening relaxation. Two bedrooms, including a spacious primary with en-suite bath, provide flexibility for guests or remote work. Covered parking, storage, and low-maintenance living enhance everyday ease. Just minutes to town, ferry, marinas, shops, and restaurants, this is a rare opportunity to enjoy walkable island living in a quiet, well-situated community.

2 Beds ⋅ 2 Baths ⋅ 2504989 MLS ⋅ ACTIVE Status

Perfectly positioned just moments from the heart of Friday Harbor, this inviting single-level condo offers an ideal blend of comfort, convenience, and Northwest charm. Enjoy easy living with ramp access, tall ceilings, and expansive windows that fill the unit with natural light while framing beautiful water views over the harbor to Brown Island and Mt. Baker beyond. The open living, dining, and kitchen flow seamlessly to a covered veranda—perfect for morning coffee or evening relaxation. Two bedrooms, including a spacious primary with en-suite bath, provide flexibility for guests or remote work. Covered parking, storage, and low-maintenance living enhance everyday ease. Just minutes to town, ferry, marinas, shops, and restaurants, this is a rare opportunity to enjoy walkable island living in a quiet, well-situated community.

625 Harrison Street Unit #A, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$3,295,000

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.

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.

$369,000

Beautiful sprawling 8± acres of open meadow with 377 feet of waterfront and beach frontage, offering spectacular views of the Rosario Straits and surrounding mountains. This rare property features shared common beach frontage with Decatur Short plat and is fully primed for development with a 3-bedroom septic already installed, plus water and power to the property line. Enjoy exceptional access to Decatur Island by charter boat, personal boat, or plane. The property includes a community runway and deep-dock, ideal for easy loading and unloading. A truly unique opportunity to create a waterfront estate with unmatched access, views, and infrastructure already in place.

2499925 MLS ⋅ ACTIVE Status

Beautiful sprawling 8± acres of open meadow with 377 feet of waterfront and beach frontage, offering spectacular views of the Rosario Straits and surrounding mountains. This rare property features shared common beach frontage with Decatur Short plat and is fully primed for development with a 3-bedroom septic already installed, plus water and power to the property line. Enjoy exceptional access to Decatur Island by charter boat, personal boat, or plane. The property includes a community runway and deep-dock, ideal for easy loading and unloading. A truly unique opportunity to create a waterfront estate with unmatched access, views, and infrastructure already in place.

Decatur Beach Lane, Decatur Island

Listing courtesy of Coldwell Banker San Juan Is..

$3,150,000

Refined living near beautiful False Bay—this is a rare opportunity to own a newly built modern estate on 8± private acres in the sought-after Gleneagle neighborhood. Completed in 2023, the home combines clean, contemporary design with timeless craftsmanship, all set among open skies, west-facing views, and peaceful island privacy. The 3,372 sq ft main residence features three en-suite bedrooms, five bathrooms, and a dedicated office, offering a layout that works just as well for daily living as it does for entertaining. At the heart of the home is an open-concept living space anchored by a chef’s kitchen with high-end appliances, custom cabinetry, and quality finishes throughout. Expansive windows fill the home with natural light and frame serene meadow and sunset views, along with a picturesque outlook across common land featuring a pond, gazebo, and small dock. A separate 786 sq ft guesthouse provides flexible space for visitors, extended stays, or a private studio—while preserving privacy for both homes. Modern San Juan Island living at its best—new construction, thoughtful design, and a quiet, scenic setting just minutes from Friday Harbor’s shops, dining, and marina.

3 Beds ⋅ 5 Baths ⋅ 2499590 MLS ⋅ ACTIVE Status

Refined living near beautiful False Bay—this is a rare opportunity to own a newly built modern estate on 8± private acres in the sought-after Gleneagle neighborhood. Completed in 2023, the home combines clean, contemporary design with timeless craftsmanship, all set among open skies, west-facing views, and peaceful island privacy. The 3,372 sq ft main residence features three en-suite bedrooms, five bathrooms, and a dedicated office, offering a layout that works just as well for daily living as it does for entertaining. At the heart of the home is an open-concept living space anchored by a chef’s kitchen with high-end appliances, custom cabinetry, and quality finishes throughout. Expansive windows fill the home with natural light and frame serene meadow and sunset views, along with a picturesque outlook across common land featuring a pond, gazebo, and small dock. A separate 786 sq ft guesthouse provides flexible space for visitors, extended stays, or a private studio—while preserving privacy for both homes. Modern San Juan Island living at its best—new construction, thoughtful design, and a quiet, scenic setting just minutes from Friday Harbor’s shops, dining, and marina.

166 Montrose Place, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$2,785,000

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.

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.

$2,995,000

Exceptional site, just a short boat ride the historic charm of ROCHE HARBOR & adjacent to the Seattle Yacht Club outpost! 2 WATERFRONT lots, 2 HOMES & a private dock! 1-of-a-kind legacy estate in the heart of the San Juan's. Elegance while delivering modern luxury. An unparalleled blend of privacy, beauty & future potential. The gourmet kitchen is both stunning & functional featuring premium appliances, a dramatic monolithic island, abundant custom cabinetry, a walk-in pantry & sleek stone surfaces. Formal & casual living spaces flow seamlessly together, creating inviting settings for entertaining & everyday living. The primary is framed by tranquil views & complemented by a spa-inspired bath, extensive closet space & direct access to wraparound verandas. An elegant ensuite guest retreat offers exceptional comfort and privacy with its own secluded lanai, while the charming finished attic provides additional accommodations for family and friends. Adding to the estate's unique appeal is a beautifully restored 1920s cottage, complete with its own kitchen, bdrm & bath. An adjacent artist's studio offers space for creativity, hobbies, or games. Lots 1 & 2 share a private dock located on Lot 1. Lot 2 offers ample room for potential development of an additional residence, creating a rare opportunity for expansion or a future legacy compound.The estate unfolds across beautifully landscaped grounds where covered porches & sun-drenched terraces invite quiet mornings, sunset gatherings.

3 Beds ⋅ 4 Baths ⋅ 2502876 MLS ⋅ ACTIVE Status

Exceptional site, just a short boat ride the historic charm of ROCHE HARBOR & adjacent to the Seattle Yacht Club outpost! 2 WATERFRONT lots, 2 HOMES & a private dock! 1-of-a-kind legacy estate in the heart of the San Juan's. Elegance while delivering modern luxury. An unparalleled blend of privacy, beauty & future potential. The gourmet kitchen is both stunning & functional featuring premium appliances, a dramatic monolithic island, abundant custom cabinetry, a walk-in pantry & sleek stone surfaces. Formal & casual living spaces flow seamlessly together, creating inviting settings for entertaining & everyday living. The primary is framed by tranquil views & complemented by a spa-inspired bath, extensive closet space & direct access to wraparound verandas. An elegant ensuite guest retreat offers exceptional comfort and privacy with its own secluded lanai, while the charming finished attic provides additional accommodations for family and friends. Adding to the estate's unique appeal is a beautifully restored 1920s cottage, complete with its own kitchen, bdrm & bath. An adjacent artist's studio offers space for creativity, hobbies, or games. Lots 1 & 2 share a private dock located on Lot 1. Lot 2 offers ample room for potential development of an additional residence, creating a rare opportunity for expansion or a future legacy compound.The estate unfolds across beautifully landscaped grounds where covered porches & sun-drenched terraces invite quiet mornings, sunset gatherings.

1 & 2 Driftwood Shores, Henry Island

Listing courtesy of Windermere RE San Juan Islands.

$3,950,000

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!

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.

$325,000

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.

2495071 MLS ⋅ ACTIVE 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 courtesy of Coldwell Banker San Juan Is..

$429,000

Excellent opportunity for a developer or investor to build up to 9 multi-family units in the town of Friday Harbor. This cleared and level lot is ready for construction, making it easy to bring your project to life. Located within an actively developing area, this property offers strong upside potential as the surrounding community continues to grow. Property can be divided. Utilities including power, water, and sewer are all available in the street. (hookups have not been paid) Whether you’re looking to build rental units, condos, or a long-term investment project, this is a great chance to create something awesome.

2500849 MLS ⋅ ACTIVE Status

Excellent opportunity for a developer or investor to build up to 9 multi-family units in the town of Friday Harbor. This cleared and level lot is ready for construction, making it easy to bring your project to life. Located within an actively developing area, this property offers strong upside potential as the surrounding community continues to grow. Property can be divided. Utilities including power, water, and sewer are all available in the street. (hookups have not been paid) Whether you’re looking to build rental units, condos, or a long-term investment project, this is a great chance to create something awesome.

704 Hamilton Ranch Road, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$6,650,000

Newly constructed modern waterfront residence with unparalleled panoramic 180° views of the Salish Sea. Situated on a rare low bank 0.53 acre lot this is the last home permitted to be built within the 30 foot ordinary, high water mark in San Juan County. Secluded beach, mooring buoy and rare boat launch. 16’ soaring VG fir ceilings, gourmet chefs kitchen, and spa like primary suite with a steam shower. Fossilized limestone, travertine, and European wide plank oak flooring. Granite stone exterior with Roman paver driveway and patio. Tucked at the end of Davison Head and minutes to Roche Harbor, this ultra secluded half acre is a rare and refined haven. Whether boating, or watching wildlife, this is modern waterfront living.

3 Beds ⋅ 3 Baths ⋅ 2497499 MLS ⋅ ACTIVE Status

Newly constructed modern waterfront residence with unparalleled panoramic 180° views of the Salish Sea. Situated on a rare low bank 0.53 acre lot this is the last home permitted to be built within the 30 foot ordinary, high water mark in San Juan County. Secluded beach, mooring buoy and rare boat launch. 16’ soaring VG fir ceilings, gourmet chefs kitchen, and spa like primary suite with a steam shower. Fossilized limestone, travertine, and European wide plank oak flooring. Granite stone exterior with Roman paver driveway and patio. Tucked at the end of Davison Head and minutes to Roche Harbor, this ultra secluded half acre is a rare and refined haven. Whether boating, or watching wildlife, this is modern waterfront living.

477 Davison Head Drive, Friday Harbor

Listing courtesy of List4FlatFee.com, LLC.

$1,068,000

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.

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.

$768,500

Nestled beneath towering old-growth trees, this inviting log home offers peaceful seclusion just minutes from some of the area’s best walking trails. A gentle stream winds through the backyard, its soft murmur greeting you in the morning and creating a tranquil backdrop throughout the day, while the rustle of wind through the trees lulls you to sleep at night. Inside, the warm, woodsy character of the home shines in the open-concept living, dining, and kitchen area, where natural wood finishes and a cozy wood stove create a welcoming gathering space. The lower level provides additional flexibility with its own kitchenette and ¾ bath—ideal for guests, hobbies, or extended stays. A newer detached garage/shop offers excellent space for projects, storage, or creative pursuits. More than just a home, this property invites you to settle into an island lifestyle of quiet moments, fresh air, and a slower, more peaceful pace of living.

3 Beds ⋅ 2 Baths ⋅ 2496316 MLS ⋅ ACTIVE Status

Nestled beneath towering old-growth trees, this inviting log home offers peaceful seclusion just minutes from some of the area’s best walking trails. A gentle stream winds through the backyard, its soft murmur greeting you in the morning and creating a tranquil backdrop throughout the day, while the rustle of wind through the trees lulls you to sleep at night. Inside, the warm, woodsy character of the home shines in the open-concept living, dining, and kitchen area, where natural wood finishes and a cozy wood stove create a welcoming gathering space. The lower level provides additional flexibility with its own kitchenette and ¾ bath—ideal for guests, hobbies, or extended stays. A newer detached garage/shop offers excellent space for projects, storage, or creative pursuits. More than just a home, this property invites you to settle into an island lifestyle of quiet moments, fresh air, and a slower, more peaceful pace of living.

60 Miller Road, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$549,000

Front row seat from this West Side waterfront parcel! Spectacular views of breaching whales, bald eagles, sunsets, and boating activity. Located in a fabulous neighborhood, a paved road leads to this parcel, nestled on the shore of Haro Strait. Here is the opportunity to build your oceanfront dream home on the highly-coveted West Side. Snug Harbor is a short walk away. Partially cleared sloping parcel has been fully surveyed and includes topo survey, power, phone and water on +/-.53 acre. Conceptual design renderings of a spectacular, contemporary 3BR, 4BAfor the County-approved building footprint (as set forth in the variance approval - see supplements) are an example of build options.* Buyer to verify all information provided.

2497114 MLS ⋅ ACTIVE Status

Front row seat from this West Side waterfront parcel! Spectacular views of breaching whales, bald eagles, sunsets, and boating activity. Located in a fabulous neighborhood, a paved road leads to this parcel, nestled on the shore of Haro Strait. Here is the opportunity to build your oceanfront dream home on the highly-coveted West Side. Snug Harbor is a short walk away. Partially cleared sloping parcel has been fully surveyed and includes topo survey, power, phone and water on +/-.53 acre. Conceptual design renderings of a spectacular, contemporary 3BR, 4BAfor the County-approved building footprint (as set forth in the variance approval - see supplements) are an example of build options.* Buyer to verify all information provided.

Fern Place, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..