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$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.

$145,000

Build your perfect retreat getaway with protected marine views. Lot 36 on Coastline Drive is perched above Georgia Strait with a cleared level 100' diameter building circle. Eagle Lake is an end-of-the-road private community offering a resort-like setting on 290 acres with common recreational amenities including 3830 feet of salt water beach access, 292 acres with miles of walking trails, a clubhouse, and a large 17-acre fresh water lake perfect for swimming, paddling and fishing. Includes schematic drawings by Heliotrope. Possible to improve the view with selective limbing/topping. HOA dues are $1809 quarterly cover: road maintenance, garbage, water, septic drain-field maintenance, snow removal, taxes on common land, and full time caretaker. Camping allowed before building with showers and laundry available. Buyers must have an appointment with a broker to visit the property.

2502113 MLS ⋅ ACTIVE Status

Build your perfect retreat getaway with protected marine views. Lot 36 on Coastline Drive is perched above Georgia Strait with a cleared level 100' diameter building circle. Eagle Lake is an end-of-the-road private community offering a resort-like setting on 290 acres with common recreational amenities including 3830 feet of salt water beach access, 292 acres with miles of walking trails, a clubhouse, and a large 17-acre fresh water lake perfect for swimming, paddling and fishing. Includes schematic drawings by Heliotrope. Possible to improve the view with selective limbing/topping. HOA dues are $1809 quarterly cover: road maintenance, garbage, water, septic drain-field maintenance, snow removal, taxes on common land, and full time caretaker. Camping allowed before building with showers and laundry available. Buyers must have an appointment with a broker to visit the property.

36 Coastline Drive, Orcas Island

Listing courtesy of Orcas Island Realty.

$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.

$3,450,000

Experience the pinnacle of island living in the extraordinary waterfront retreat, crafted by Edward Carr and built by Sound Construction. Nestled to capture sweeping vistas of Eastsound Village, Buck Mountain, Mt Constitution and the East Sound Bay, (historically known as Fishing Bay) this unique home offers an idyllic waterfront lifestyle. Spanning 1.5 acres across two parcels, the 2520 square foot main home embodies timeless Northwest design. Enjoy two bedrooms, walk-in closet, office/hobby room and 1.5 baths, all adorned with custom cabinetry, a gourmet kitchen, Brazillian cherry floors, radiant heat and vaulted ceilings. With historical lime kiln, pocket beaches and ownership of the tidelands, this property also features a 748 square foot guest house full of natural light, a bedroom and ¾ bath. The detached garage offers ample space for vehicles and gear, plus a covered area for all your outdoor equipment. Dive into the Salish Sea for crabbing, kayaking or beach combing, whale watching and seasonal birding/wildlife activity ie seals, ducks, eagles, king fisher, osprey, surf scoters and spawning herring. Just minutes from Eastsound Village and Crescent Beach. Your adventure begins right at your doorstep.

2 Beds ⋅ 2 Baths ⋅ 2493318 MLS ⋅ ACTIVE Status

Experience the pinnacle of island living in the extraordinary waterfront retreat, crafted by Edward Carr and built by Sound Construction. Nestled to capture sweeping vistas of Eastsound Village, Buck Mountain, Mt Constitution and the East Sound Bay, (historically known as Fishing Bay) this unique home offers an idyllic waterfront lifestyle. Spanning 1.5 acres across two parcels, the 2520 square foot main home embodies timeless Northwest design. Enjoy two bedrooms, walk-in closet, office/hobby room and 1.5 baths, all adorned with custom cabinetry, a gourmet kitchen, Brazillian cherry floors, radiant heat and vaulted ceilings. With historical lime kiln, pocket beaches and ownership of the tidelands, this property also features a 748 square foot guest house full of natural light, a bedroom and ¾ bath. The detached garage offers ample space for vehicles and gear, plus a covered area for all your outdoor equipment. Dive into the Salish Sea for crabbing, kayaking or beach combing, whale watching and seasonal birding/wildlife activity ie seals, ducks, eagles, king fisher, osprey, surf scoters and spawning herring. Just minutes from Eastsound Village and Crescent Beach. Your adventure begins right at your doorstep.

69 Myer's, Orcas Island

Listing courtesy of TWilliams Realty.

$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.

$3,485,000

Exceptional craftsmanship and timeless design define this custom homebuilder's own residence, thoughtfully created for both elegant living and everyday comfort. Privately set on 5 acres, this 5,800 sq ft Craftsman estate captures sweeping seasonal and water views of San Juan Valley, Mt. Baker, San Juan Channel, and Haro Strait. Impeccably maintained, the home offers spacious main-level living ideal for gathering and entertaining, featuring inviting living, dining, and family rooms, a chef's kitchen, and a sunny breakfast nook. Upstairs you'll find four bedrooms, including a stunning primary suite with panoramic views and a spa-inspired bath designed for relaxation. The lower level provides wonderful flexibility with a guest or MIL suite, private entrance, great room, bedroom, and bath – perfect for extended stays, multigenerational living, or hosting visitors. Step outside to a beautiful patio framed by mature landscaping, offering space to unwind and enjoy the peaceful island setting. Complete with a two-car garage and generator, this remarkable home blends comfort, quality, and the best of island living.

5 Beds ⋅ 5 Baths ⋅ 2496208 MLS ⋅ ACTIVE Status

Exceptional craftsmanship and timeless design define this custom homebuilder's own residence, thoughtfully created for both elegant living and everyday comfort. Privately set on 5 acres, this 5,800 sq ft Craftsman estate captures sweeping seasonal and water views of San Juan Valley, Mt. Baker, San Juan Channel, and Haro Strait. Impeccably maintained, the home offers spacious main-level living ideal for gathering and entertaining, featuring inviting living, dining, and family rooms, a chef's kitchen, and a sunny breakfast nook. Upstairs you'll find four bedrooms, including a stunning primary suite with panoramic views and a spa-inspired bath designed for relaxation. The lower level provides wonderful flexibility with a guest or MIL suite, private entrance, great room, bedroom, and bath – perfect for extended stays, multigenerational living, or hosting visitors. Step outside to a beautiful patio framed by mature landscaping, offering space to unwind and enjoy the peaceful island setting. Complete with a two-car garage and generator, this remarkable home blends comfort, quality, and the best of island living.

148 Yarrow Road, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$12,900,000

Absolutely stunning 28-acre waterfront estate on picturesque Orcas Island. This luxury property combines complete privacy & incredible natural beauty across two waterfront tax parcels with a beautiful main home, separate guesthouse, your own 65-foot protected deepwater dock, two private beaches and a brilliant waterfront pavilion with kitchen, wet bar & fireplace. The masterfully designed main residence features 2 bds & 2 baths and a massive deck all directly on the Salish Sea. Tucked near one of your beaches find the 1-bed, 1-bath guesthouse with full kitchen & fireplace. A large garage & bunkhouse sit above main home while the park-like grounds include a fenced garden, greenhouse and meandering trails along the shoreline.

3 Beds ⋅ 3 Baths ⋅ 2493253 MLS ⋅ ACTIVE Status

Absolutely stunning 28-acre waterfront estate on picturesque Orcas Island. This luxury property combines complete privacy & incredible natural beauty across two waterfront tax parcels with a beautiful main home, separate guesthouse, your own 65-foot protected deepwater dock, two private beaches and a brilliant waterfront pavilion with kitchen, wet bar & fireplace. The masterfully designed main residence features 2 bds & 2 baths and a massive deck all directly on the Salish Sea. Tucked near one of your beaches find the 1-bed, 1-bath guesthouse with full kitchen & fireplace. A large garage & bunkhouse sit above main home while the park-like grounds include a fenced garden, greenhouse and meandering trails along the shoreline.

Orcas Island

Listing courtesy of COMPASS.

$7,950,000

Poised above the shores of Haro Strait on San Juan Island's coveted west side, this exceptional waterfront estate is a rare fusion of architectural significance and natural beauty. Designed by acclaimed firm Bohlin Cywinski Jackson (BCJ), the residence is privately sited on 6 acres spanning 4 tax parcels with 400’ of pristine shoreline. Nearly 6,500 sf of thoughtfully designed living space showcases timeless contemporary architecture, seamlessly connecting dramatic island landscapes, expansive water views, and refined luxury living. Expansive walls of glass, soaring ceilings, and warm natural materials frame sweeping views of Haro Strait, the Olympic Mountains, spectacular sunsets, and passing whales. Designed for entertaining and everyday comfort, the home features a chef's kitchen, elegant great room, tranquil primary suite, guest accommodations, wine cellar, and flexible hobby or fitness space. Complementing the residence is a detached garage and workshop with a private studio apartment and full kitchen—ideal for guests, extended stays, or creative pursuits. A fully equipped greenhouse, fenced gardens, and open space enhance the property's connection to the land. A rare offering on San Juan Island's most sought-after shoreline, this legacy property delivers exceptional privacy, architectural significance, and an unparalleled waterfront lifestyle.

3 Beds ⋅ 4 Baths ⋅ 2493364 MLS ⋅ ACTIVE Status

Poised above the shores of Haro Strait on San Juan Island's coveted west side, this exceptional waterfront estate is a rare fusion of architectural significance and natural beauty. Designed by acclaimed firm Bohlin Cywinski Jackson (BCJ), the residence is privately sited on 6 acres spanning 4 tax parcels with 400’ of pristine shoreline. Nearly 6,500 sf of thoughtfully designed living space showcases timeless contemporary architecture, seamlessly connecting dramatic island landscapes, expansive water views, and refined luxury living. Expansive walls of glass, soaring ceilings, and warm natural materials frame sweeping views of Haro Strait, the Olympic Mountains, spectacular sunsets, and passing whales. Designed for entertaining and everyday comfort, the home features a chef's kitchen, elegant great room, tranquil primary suite, guest accommodations, wine cellar, and flexible hobby or fitness space. Complementing the residence is a detached garage and workshop with a private studio apartment and full kitchen—ideal for guests, extended stays, or creative pursuits. A fully equipped greenhouse, fenced gardens, and open space enhance the property's connection to the land. A rare offering on San Juan Island's most sought-after shoreline, this legacy property delivers exceptional privacy, architectural significance, and an unparalleled waterfront lifestyle.

4415 West Side Road, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$2,375,000

Isthmus House is a rare opportunity to acquire style and a totally unique location, positioned to provide breathtaking views East to Harney Channel and Orcas Island and West to Wasp Passage and Bell Island.With 250 feet of waterfront on the East and the West side of the home, and a mooring buoy in the East bay, Isthmus House is not just a home but a lifestyle to be cherished for a lifetime. Open plan with vaulted ceilings in every room. Built in 1969, addition added in `1989. Extensive removations and updating. Kitchen and bathrooms and have been completely renovated. Expansive decks on east and west side of home create a seamless transition from indoors to outdoors. Perfect blend of modern comfort and classic mid-century modern charm. FULLY FURNISHED (some art work not included) and ready for your Shaw Island adventure!

2 Beds ⋅ 2 Baths ⋅ 2493374 MLS ⋅ ACTIVE Status

Isthmus House is a rare opportunity to acquire style and a totally unique location, positioned to provide breathtaking views East to Harney Channel and Orcas Island and West to Wasp Passage and Bell Island.With 250 feet of waterfront on the East and the West side of the home, and a mooring buoy in the East bay, Isthmus House is not just a home but a lifestyle to be cherished for a lifetime. Open plan with vaulted ceilings in every room. Built in 1969, addition added in `1989. Extensive removations and updating. Kitchen and bathrooms and have been completely renovated. Expansive decks on east and west side of home create a seamless transition from indoors to outdoors. Perfect blend of modern comfort and classic mid-century modern charm. FULLY FURNISHED (some art work not included) and ready for your Shaw Island adventure!

512 Broken Point Road, Shaw Island

Listing courtesy of COMPASS.

$1,040,000

Absorb the island magic with floor to ceiling windows and hypnotic water views. This beautifully updated property offers 3-bedroom, 2-baths on one level with 1,413 sq ft of inviting coastal living. Take in the panoramic Friday Harbor views and enjoy the vibrant activity from your living room. Life is easy with low maintenance, amazing beauty, and incredible convenience. This bright, light, and open design features an interactive kitchen-family room, wood burning fireplace, and two private view decks. Enjoy morning coffee, stunning sunrises and sunsets, and dining al fresco on those perfect summer nights. Inside, the entire home has been thoughtfully remodeled with modern finishes and hardwood floors throughout, creating a fresh, clean, and stylish interior. Lovely furnishings are included, making this a truly turnkey opportunity. An entry deck with a generously sized storage locker adds practical convenience. Situated in the hub of Friday Harbor, you’re just a short stroll to the ferry, marina, shops, restaurants, and town amenities. A nearby covered parking space provides added ease. Ideal as a full-time residence, vacation retreat, or investment property, this exceptional waterfront condominium combines unbeatable location, stunning views, and refined modern comfort. Located in waterfront Cannery Village including lush landscaping, lovely walkways and gorgeous rock retaining walls within a community of stylish condominiums.

3 Beds ⋅ 2 Baths ⋅ 2486373 MLS ⋅ ACTIVE Status

Absorb the island magic with floor to ceiling windows and hypnotic water views. This beautifully updated property offers 3-bedroom, 2-baths on one level with 1,413 sq ft of inviting coastal living. Take in the panoramic Friday Harbor views and enjoy the vibrant activity from your living room. Life is easy with low maintenance, amazing beauty, and incredible convenience. This bright, light, and open design features an interactive kitchen-family room, wood burning fireplace, and two private view decks. Enjoy morning coffee, stunning sunrises and sunsets, and dining al fresco on those perfect summer nights. Inside, the entire home has been thoughtfully remodeled with modern finishes and hardwood floors throughout, creating a fresh, clean, and stylish interior. Lovely furnishings are included, making this a truly turnkey opportunity. An entry deck with a generously sized storage locker adds practical convenience. Situated in the hub of Friday Harbor, you’re just a short stroll to the ferry, marina, shops, restaurants, and town amenities. A nearby covered parking space provides added ease. Ideal as a full-time residence, vacation retreat, or investment property, this exceptional waterfront condominium combines unbeatable location, stunning views, and refined modern comfort. Located in waterfront Cannery Village including lush landscaping, lovely walkways and gorgeous rock retaining walls within a community of stylish condominiums.

200 East Street Unit #D204, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$1,090,000

Live in the heart of Friday Harbor in the desirable Cannery Village Condominiums. Set above a private marina, you will enjoy waterfront views where wildlife, ferries, boats, and seaplanes create ever-changing scenery. Just steps from the ferry and seaplane dock, this ground-level end unit offers the ultimate in convenience. Restaurants, shops, and galleries are all a short walk from your front door. Launch your kayak nearby and explore the shoreline around Brown Island, UW Friday Harbor Labs, and surrounding marinas. Recently updated, this unit blends modern comfort with thoughtful, functional artistic improvements. With two bedrooms and baths, a living room, dining area, and a coffee/mini bar, you have all the amenities for your island home. The main bedroom features an ensuite bath. All rooms capture world-class water views and lots of natural light. A private deck off the dining room provides outdoor space to enjoy harbor activity. Enjoy a large deck and barbecue for expanded outdoor living with your guests. Ideal as a full-time residence or a low-maintenance second home. This unit includes one rare covered parking space and some special storage features. With an unbeatable location and modern updates, this special condo offers exceptional waterfront ground-floor living in the islands.

2 Beds ⋅ 2 Baths ⋅ 2491950 MLS ⋅ ACTIVE Status

Live in the heart of Friday Harbor in the desirable Cannery Village Condominiums. Set above a private marina, you will enjoy waterfront views where wildlife, ferries, boats, and seaplanes create ever-changing scenery. Just steps from the ferry and seaplane dock, this ground-level end unit offers the ultimate in convenience. Restaurants, shops, and galleries are all a short walk from your front door. Launch your kayak nearby and explore the shoreline around Brown Island, UW Friday Harbor Labs, and surrounding marinas. Recently updated, this unit blends modern comfort with thoughtful, functional artistic improvements. With two bedrooms and baths, a living room, dining area, and a coffee/mini bar, you have all the amenities for your island home. The main bedroom features an ensuite bath. All rooms capture world-class water views and lots of natural light. A private deck off the dining room provides outdoor space to enjoy harbor activity. Enjoy a large deck and barbecue for expanded outdoor living with your guests. Ideal as a full-time residence or a low-maintenance second home. This unit includes one rare covered parking space and some special storage features. With an unbeatable location and modern updates, this special condo offers exceptional waterfront ground-floor living in the islands.

200 East St Unit #D107, Friday Harbor

Listing courtesy of Coldwell Banker Bain.

$775,000

WESTSIDE HIGH BANK WATERFRONT Your idyllic Orcas Island retreat awaits. Savor the breathtaking sunsets over the tranquil waters of President Channel from this exceptional waterfront property. With 180-degree views, witness majestic whales gliding by and eagles soaring. Nestled amidst old-growth character trees, this acreage is primed and waiting for your dream home. The groundwork is laid with an installed 3-bedroom septic system, private well, and all utilities conveniently located at the lot line, including an electric meter and fiberoptic internet. Located on a peaceful dead-end road, tranquility abounds in this coveted neighborhood. Community Beach access for residents. Only moments away from Deer Harbor marinas and restaurants.

2492998 MLS ⋅ ACTIVE Status

WESTSIDE HIGH BANK WATERFRONT Your idyllic Orcas Island retreat awaits. Savor the breathtaking sunsets over the tranquil waters of President Channel from this exceptional waterfront property. With 180-degree views, witness majestic whales gliding by and eagles soaring. Nestled amidst old-growth character trees, this acreage is primed and waiting for your dream home. The groundwork is laid with an installed 3-bedroom septic system, private well, and all utilities conveniently located at the lot line, including an electric meter and fiberoptic internet. Located on a peaceful dead-end road, tranquility abounds in this coveted neighborhood. Community Beach access for residents. Only moments away from Deer Harbor marinas and restaurants.

385 Karen Lane, Orcas Island

Listing courtesy of Orcas Island Realty.

$4,950,000

Awe-inspiring elegant and peaceful waterfront home and shared dock with views of Obstruction Pass offers pristine low bank beach & rocky promontory, bringing in nature from nearly everywhere on the gently sloping 2.28 acre site. This thoughtfully renovated home has soaring ceilings, luminous light & an open floorpan with space for everyday living & celebrations of any size. Formal living & dining, lofted den, 3 bedrooms, 4.5 baths, bonus rooms for added guests & many flexible spaces for relaxing, socializing & fun. Fabulous design blends indoor & outdoor living areas. Amazing party room opens to a stone patio with dining table for seafood dinners! Move-in ready w/most of the furnishings, art & decorations included. Features list available.

3 Beds ⋅ 5 Baths ⋅ 2492904 MLS ⋅ CONTINGENT Status

Awe-inspiring elegant and peaceful waterfront home and shared dock with views of Obstruction Pass offers pristine low bank beach & rocky promontory, bringing in nature from nearly everywhere on the gently sloping 2.28 acre site. This thoughtfully renovated home has soaring ceilings, luminous light & an open floorpan with space for everyday living & celebrations of any size. Formal living & dining, lofted den, 3 bedrooms, 4.5 baths, bonus rooms for added guests & many flexible spaces for relaxing, socializing & fun. Fabulous design blends indoor & outdoor living areas. Amazing party room opens to a stone patio with dining table for seafood dinners! Move-in ready w/most of the furnishings, art & decorations included. Features list available.

202 Avilion Place, Orcas Island

Listing courtesy of Orcas Island Realty.

$899,000

Island oasis on 2.5 private acres w/vacation rental permit—a rare find on Orcas! This immaculate 3-bed, 2-bath +bonus rooms home sits at the end of a quiet road, just 2 miles from Eastsound. Surrounded by mature landscaping, privacy fencing, serene ponds, & a gazebo w/fire pit beside a cascading waterfall feature, it’s a peaceful, retreat-ready property w/no HOA/CCRs. Spacious kitchen for entertaining, newer roof, fresh paint, on-demand hot water, soaking tubs, large pantry, walk-in closets, generator hookup, RV/boat parking w/power, large shed w/porch (12x24), tool shed (8x8), sunny garden space, & lower pasture area. Enjoy birds, sunrise/sunset views through expansive windows. Walk to golf course!

3 Beds ⋅ 2 Baths ⋅ 2491866 MLS ⋅ ACTIVE Status

Island oasis on 2.5 private acres w/vacation rental permit—a rare find on Orcas! This immaculate 3-bed, 2-bath +bonus rooms home sits at the end of a quiet road, just 2 miles from Eastsound. Surrounded by mature landscaping, privacy fencing, serene ponds, & a gazebo w/fire pit beside a cascading waterfall feature, it’s a peaceful, retreat-ready property w/no HOA/CCRs. Spacious kitchen for entertaining, newer roof, fresh paint, on-demand hot water, soaking tubs, large pantry, walk-in closets, generator hookup, RV/boat parking w/power, large shed w/porch (12x24), tool shed (8x8), sunny garden space, & lower pasture area. Enjoy birds, sunrise/sunset views through expansive windows. Walk to golf course!

168 Jackson Road, Orcas Island

Listing courtesy of True North Realty.

$395,000

Gorgeous Southern marine views down East Sound from 2.7 +/- acres of beautiful land in tranquil, Tomihi Dr community. Welcome to Rosario Ridge Lot 9, on Tomihi Dr. Treed driveway leads to Southern portion of the property opening to unexpected marine & island vistas. Lot 9 offers a peaceful setting w/off the road privacy, moss covered rocky knolls & sunny open spaces. Water, power, & septic lines to community drain field available. Less than 10 minutes to Village of Eastsound amenities as well as ready access to 5,000+ acre Moran State Park, home to Cascade & Mountain Lake, Mount Constitution & numerous hiking trails. Rosario Resort & Marina minutes away for dining & float plane access to Seattle. Seller to provide approved Septic Design.

2491284 MLS ⋅ ACTIVE Status

Gorgeous Southern marine views down East Sound from 2.7 +/- acres of beautiful land in tranquil, Tomihi Dr community. Welcome to Rosario Ridge Lot 9, on Tomihi Dr. Treed driveway leads to Southern portion of the property opening to unexpected marine & island vistas. Lot 9 offers a peaceful setting w/off the road privacy, moss covered rocky knolls & sunny open spaces. Water, power, & septic lines to community drain field available. Less than 10 minutes to Village of Eastsound amenities as well as ready access to 5,000+ acre Moran State Park, home to Cascade & Mountain Lake, Mount Constitution & numerous hiking trails. Rosario Resort & Marina minutes away for dining & float plane access to Seattle. Seller to provide approved Septic Design.

9 Tomihi Drive, Orcas Island

Listing courtesy of True North Realty.

$3,200,000

STUNNING NORTH SHORE WATERFRONT, A RARE ORCAS ISLAND SANCTUARY Reached by a meandering drive through a reserve of majestic old-growth cedar forest, this extraordinary waterfront retreat sits perched along the shores of the Salish Sea in one of Orcas Island's most magical locations. Sweeping 180° views unfold across the water to Mt. Baker, the Canadian Coast Mountains, and the surrounding San Juan Islands including Sucia, Patos, and Lummi. Ever-changing marine light, dramatic sunsets, and endless coastal scenery create a breathtaking backdrop. Wildlife is abundant and ever-present. Bald eagles nest in the towering cedars, raising their young overhead, while orcas pass through nearby waters, herons wade the shoreline, and harbor seals bask on sun-warmed rocks. Stone steps, crafted by local artisan Zack Leck, descend to 169 feet of accessible beachfront, tidepools teeming with sea life, and calm waters perfect for kayaking. The 4,014 sq ft residence features soaring ceilings, hardwood and stone floors, four fireplaces, a gourmet kitchen, sunroom, and a great room framing the water like a living painting. An attached 2-bedroom guest suite offers full kitchen, bath, and living room. Landscaped grounds include manicured lawns, a fenced garden with raised beds, and an orchard of plum, apple, and cherry trees. Minutes to Eastsound yet worlds away.

4 Beds ⋅ 5 Baths ⋅ 2491777 MLS ⋅ ACTIVE Status

STUNNING NORTH SHORE WATERFRONT, A RARE ORCAS ISLAND SANCTUARY Reached by a meandering drive through a reserve of majestic old-growth cedar forest, this extraordinary waterfront retreat sits perched along the shores of the Salish Sea in one of Orcas Island's most magical locations. Sweeping 180° views unfold across the water to Mt. Baker, the Canadian Coast Mountains, and the surrounding San Juan Islands including Sucia, Patos, and Lummi. Ever-changing marine light, dramatic sunsets, and endless coastal scenery create a breathtaking backdrop. Wildlife is abundant and ever-present. Bald eagles nest in the towering cedars, raising their young overhead, while orcas pass through nearby waters, herons wade the shoreline, and harbor seals bask on sun-warmed rocks. Stone steps, crafted by local artisan Zack Leck, descend to 169 feet of accessible beachfront, tidepools teeming with sea life, and calm waters perfect for kayaking. The 4,014 sq ft residence features soaring ceilings, hardwood and stone floors, four fireplaces, a gourmet kitchen, sunroom, and a great room framing the water like a living painting. An attached 2-bedroom guest suite offers full kitchen, bath, and living room. Landscaped grounds include manicured lawns, a fenced garden with raised beds, and an orchard of plum, apple, and cherry trees. Minutes to Eastsound yet worlds away.

285 Raptor Road, Orcas Island

Listing courtesy of Orcas Island Realty.

$1,795,000

SPECTACULAR MARINE VIEW, Victorian Estate with glorious Westerly facing views over East Sound, Turtleback and beyond to Canada. Enjoy the 7.5 park-like, private acres with beautifully landscaped, walled garden, ponds, waterfalls, a gazebo and a greenhouse and walking paths. Should you wish to explore further, you will find easy access to miles of hiking trails and lakes in Moran State Park. This superb, quality home was built by renowned Pearson Construction and features antique light fixtures, hand-painted wall paper, stained glass doors and 1800’s mantels. Modern updates include HVAC, solar panels, full irrigation system and Wolf & Sub-Zero appliances. Walled gardens, covered porches, and a fire pit perfect for outdoor living in the summer, while a Vermont Castings wood stove keeps winter cozy! Minutes from Eastsound amenities yet a world away.

3 Beds ⋅ 3 Baths ⋅ 2474873 MLS ⋅ ACTIVE Status

SPECTACULAR MARINE VIEW, Victorian Estate with glorious Westerly facing views over East Sound, Turtleback and beyond to Canada. Enjoy the 7.5 park-like, private acres with beautifully landscaped, walled garden, ponds, waterfalls, a gazebo and a greenhouse and walking paths. Should you wish to explore further, you will find easy access to miles of hiking trails and lakes in Moran State Park. This superb, quality home was built by renowned Pearson Construction and features antique light fixtures, hand-painted wall paper, stained glass doors and 1800’s mantels. Modern updates include HVAC, solar panels, full irrigation system and Wolf & Sub-Zero appliances. Walled gardens, covered porches, and a fire pit perfect for outdoor living in the summer, while a Vermont Castings wood stove keeps winter cozy! Minutes from Eastsound amenities yet a world away.

1656 Eagle Ridge Road, Orcas Island

Listing courtesy of True North Realty.

$399,000

A different kind of Orcas Island experience: private, view-filled, and ready for immediate enjoyment. Set atop a sunny elevated knoll near Obstruction Pass, this 2.78-acre property spans two tax parcels and offers expansive water views, Mount Baker outlooks, and open sky from a peaceful, park-like setting. The land feels tucked away from the world, with mature trees, natural clearings, and a sense of seclusion that makes the views feel even more dramatic. A well-kept yurt and newer platform tent create a move-in-ready off-grid base camp, with a generous deck for outdoor living and a front-row connection to the surrounding landscape. Doe Bay water is connected and supported by a small solar-powered pump system, with basic utility lines in place for everyday use. Trails and a partially developed road lead toward a potential future building site, allowing the property to evolve from simple retreat to long-term vision. Located near Obstruction Pass State Park, public beaches, the county dock and boat launch at Lieberhaven, Lascaux Cafe, the Orcas Store, and Olga Artworks. For those drawn to privacy, creativity, water views, and a more elemental Orcas lifestyle, this is a rare opportunity with tremendous possibility.

2480591 MLS ⋅ ACTIVE Status

A different kind of Orcas Island experience: private, view-filled, and ready for immediate enjoyment. Set atop a sunny elevated knoll near Obstruction Pass, this 2.78-acre property spans two tax parcels and offers expansive water views, Mount Baker outlooks, and open sky from a peaceful, park-like setting. The land feels tucked away from the world, with mature trees, natural clearings, and a sense of seclusion that makes the views feel even more dramatic. A well-kept yurt and newer platform tent create a move-in-ready off-grid base camp, with a generous deck for outdoor living and a front-row connection to the surrounding landscape. Doe Bay water is connected and supported by a small solar-powered pump system, with basic utility lines in place for everyday use. Trails and a partially developed road lead toward a potential future building site, allowing the property to evolve from simple retreat to long-term vision. Located near Obstruction Pass State Park, public beaches, the county dock and boat launch at Lieberhaven, Lascaux Cafe, the Orcas Store, and Olga Artworks. For those drawn to privacy, creativity, water views, and a more elemental Orcas lifestyle, this is a rare opportunity with tremendous possibility.

1407 Obstruction Pass Road, Orcas Island

Listing courtesy of Orcas Island Realty.

$1,150,000

Discover the perfect waterfront canvas for your dream home on this stunning 1.3+/- acre northwest facing parcel with sweeping marine views on a dramatic prominent point. Level and easy to build, this property has an installed (5) bedroom drainfield (still needs a septic tank) and Eastsound Water membership paid and hooked up. Breathtaking marine views over Sucia Island, Matia Island Wildlife Preserve and beyond to the night lights of Vancouver BC. Mature trees provide natural beauty, shade and privacy. Enjoy beautiful sunsets, views of Mt. Baker from the property point, boat traffic and abundant marine life from your front yard. Located on a quiet, dead-end road, this is about as easy a waterfront build can get with water, drainfield installed and easy topography, Whether you're planning a custom home, a weekend retreat, or a long-term investment, this rare waterfront opportunity combines convenience, beauty, and a great location just a few miles from the village of Eastsound.

2482717 MLS ⋅ ACTIVE Status

Discover the perfect waterfront canvas for your dream home on this stunning 1.3+/- acre northwest facing parcel with sweeping marine views on a dramatic prominent point. Level and easy to build, this property has an installed (5) bedroom drainfield (still needs a septic tank) and Eastsound Water membership paid and hooked up. Breathtaking marine views over Sucia Island, Matia Island Wildlife Preserve and beyond to the night lights of Vancouver BC. Mature trees provide natural beauty, shade and privacy. Enjoy beautiful sunsets, views of Mt. Baker from the property point, boat traffic and abundant marine life from your front yard. Located on a quiet, dead-end road, this is about as easy a waterfront build can get with water, drainfield installed and easy topography, Whether you're planning a custom home, a weekend retreat, or a long-term investment, this rare waterfront opportunity combines convenience, beauty, and a great location just a few miles from the village of Eastsound.

351 Sunset, Orcas Island

Listing courtesy of COMPASS.

$19,800,000

Experience the pinnacle of luxury island living with end-of-road privacy on 63± acres across and 515± feet of coveted low-bank waterfront. Panoramic views sweep over the San Juan Channel to Mount Baker and the North Cascades, offering a breathtaking natural backdrop year-round. The 8,674± sf two-level residence presents 6 bedrooms and 6 baths, thoughtfully designed with refined finishes, rich textures, and seamless indoor-outdoor flow for elevated entertaining and serene everyday living. Expansive terraces overlook orchards, gardens, and tranquil pond, creating a private retreat of rare beauty. Premier amenities include indoor pool, private gym, multiple garages, a historic barn, and a FAA-certified 2,400± ft airstrip with helipad - providing exceptional convenience and exclusivity. A distinguished legacy estate - commanding in presence, yet warmly inviting.

6 Beds ⋅ 6 Baths ⋅ 2483787 MLS ⋅ ACTIVE Status

Experience the pinnacle of luxury island living with end-of-road privacy on 63± acres across and 515± feet of coveted low-bank waterfront. Panoramic views sweep over the San Juan Channel to Mount Baker and the North Cascades, offering a breathtaking natural backdrop year-round. The 8,674± sf two-level residence presents 6 bedrooms and 6 baths, thoughtfully designed with refined finishes, rich textures, and seamless indoor-outdoor flow for elevated entertaining and serene everyday living. Expansive terraces overlook orchards, gardens, and tranquil pond, creating a private retreat of rare beauty. Premier amenities include indoor pool, private gym, multiple garages, a historic barn, and a FAA-certified 2,400± ft airstrip with helipad - providing exceptional convenience and exclusivity. A distinguished legacy estate - commanding in presence, yet warmly inviting.

735 Rosler Road, San Juan Island

Listing courtesy of Windermere RE San Juan Islands.

$5,150,000

Striking contemporary waterfront retreat on Pear Point. The property offers 2.25 acres with 166+/- feet of rocky shoreline with sweeping marine views and privacy, just minutes to town. Exceptional views from every room and hardwood floors throughout. Stunning glass and steel construction with a wall of windows that showcase expansive light and sunrise views of the Channel, Mt Baker, and the other islands. Designed by architect Vasso Demetrious, the home blends modern design with the natural beauty of the San Juan Islands. The multi-level main residence features 2 bedrooms and 2.25 bathrooms. The media room and stunning office both have open views and fireplaces. The office features a built-in sliding wall bookcase. Living space, dining area and kitchen open to large decks that take advantage of views and center around a fireplace. The home features radiant heat, efficiently powered by a geothermal heating system. Convenient state-of-the-art remote control of the lighting, entertainment and security system. There is additional living space that provides flexibility for homeowners or guests with a game room, bedroom, bathroom, and private deck. Access to the guest living space is via connected deck or private garage entry. Nicely finished 3-car windowed garage. The Town of Friday Harbor has ferry and seaplane service and boat moorage, airport, shops, and other amenities. It is a rare opportunity to own a distinctive waterfront estate in an exceptional island location.

2 Beds ⋅ 3 Baths ⋅ 2477851 MLS ⋅ ACTIVE Status

Striking contemporary waterfront retreat on Pear Point. The property offers 2.25 acres with 166+/- feet of rocky shoreline with sweeping marine views and privacy, just minutes to town. Exceptional views from every room and hardwood floors throughout. Stunning glass and steel construction with a wall of windows that showcase expansive light and sunrise views of the Channel, Mt Baker, and the other islands. Designed by architect Vasso Demetrious, the home blends modern design with the natural beauty of the San Juan Islands. The multi-level main residence features 2 bedrooms and 2.25 bathrooms. The media room and stunning office both have open views and fireplaces. The office features a built-in sliding wall bookcase. Living space, dining area and kitchen open to large decks that take advantage of views and center around a fireplace. The home features radiant heat, efficiently powered by a geothermal heating system. Convenient state-of-the-art remote control of the lighting, entertainment and security system. There is additional living space that provides flexibility for homeowners or guests with a game room, bedroom, bathroom, and private deck. Access to the guest living space is via connected deck or private garage entry. Nicely finished 3-car windowed garage. The Town of Friday Harbor has ferry and seaplane service and boat moorage, airport, shops, and other amenities. It is a rare opportunity to own a distinctive waterfront estate in an exceptional island location.

2623 Pear Point Road, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$1,998,000

A standout opportunity ahead of the 2026 peak season! Don’t miss your chance to secure this unique investment. Positioned on the shores of West Sound on scenic Orcas Island in the heart of the San Juan Islands, the historic Kingfish Inn offers a compelling, income-producing investment opportunity with both immediate cash flow and long-term upside. This established waterfront hospitality asset blends a proven business model with expansion potential in one of the Pacific Northwest’s most desirable destination markets. Originally built in 1902, the property has been thoughtfully maintained and operates as a boutique inn and restaurant with a strong reputation, repeat clientele, and consistent seasonal demand. The inn includes four well-appointed waterfront suites, two with private decks, commanding premium nightly rates and delivering a high-margin, experience-driven stay that supports strong occupancy. The on-site restaurant, known for its locally inspired offerings, provides a complementary revenue stream and is well-positioned to capitalize on both visitor traffic and the local community. A newly installed septic system minimizes near-term capital expenses and supports future growth. The property benefits from year-round appeal in a high-demand destination market. With limited waterfront commercial inventory available, this turnkey asset offers proven income, brand equity, and value-add potential.

4 Beds ⋅ 5 Baths ⋅ 2482354 MLS ⋅ ACTIVE Status

A standout opportunity ahead of the 2026 peak season! Don’t miss your chance to secure this unique investment. Positioned on the shores of West Sound on scenic Orcas Island in the heart of the San Juan Islands, the historic Kingfish Inn offers a compelling, income-producing investment opportunity with both immediate cash flow and long-term upside. This established waterfront hospitality asset blends a proven business model with expansion potential in one of the Pacific Northwest’s most desirable destination markets. Originally built in 1902, the property has been thoughtfully maintained and operates as a boutique inn and restaurant with a strong reputation, repeat clientele, and consistent seasonal demand. The inn includes four well-appointed waterfront suites, two with private decks, commanding premium nightly rates and delivering a high-margin, experience-driven stay that supports strong occupancy. The on-site restaurant, known for its locally inspired offerings, provides a complementary revenue stream and is well-positioned to capitalize on both visitor traffic and the local community. A newly installed septic system minimizes near-term capital expenses and supports future growth. The property benefits from year-round appeal in a high-demand destination market. With limited waterfront commercial inventory available, this turnkey asset offers proven income, brand equity, and value-add potential.

4362 Crow Valley Rd., Orcas Island

Listing courtesy of Lifeline Equity.

$165,000

This Orcas property offers stunning views of Rosario Strait and the Cascade Mountains. The lot is surrounded by fir and alder trees, framing a breathtaking panorama. Residents of Eagle Lake have access to extensive trails, a 17-acre lake perfect for swimming, fishing, and paddleboarding, as well as a private beach for access to the sea. The serene natural setting features a ready-to-build site with convenient access to water, power, and fiber internet. An architect-designed home has already received the necessary approvals from the Eagle Lake review committee, ensuring a smooth planning process. Nearby attractions such as Moran State Park, Doe Bay Resort, Olga, and Rosario offer additional recreational options. Escape into the surrounding 290 acres of quiet forest trails and build your dream home on Orcas Island. Seller financing is available.

2476921 MLS ⋅ ACTIVE Status

This Orcas property offers stunning views of Rosario Strait and the Cascade Mountains. The lot is surrounded by fir and alder trees, framing a breathtaking panorama. Residents of Eagle Lake have access to extensive trails, a 17-acre lake perfect for swimming, fishing, and paddleboarding, as well as a private beach for access to the sea. The serene natural setting features a ready-to-build site with convenient access to water, power, and fiber internet. An architect-designed home has already received the necessary approvals from the Eagle Lake review committee, ensuring a smooth planning process. Nearby attractions such as Moran State Park, Doe Bay Resort, Olga, and Rosario offer additional recreational options. Escape into the surrounding 290 acres of quiet forest trails and build your dream home on Orcas Island. Seller financing is available.

Sunrise Bluff Lane, Orcas Island

Listing courtesy of Coldwell Banker Bain.

$1,990,000

Bartwood Lodge presents a rare Orcas Island waterfront opportunity with sweeping panoramic views and exceptional development potential. Located on the quiet North Shore in the residential Bartwood neighborhood, this unique property offers flexibility for a single or multi-family estate, condo remodel for resale, apartment renovation for long-term income, or immediate use as employee housing. The property features two separate buildings. The main three-story lodge includes 15 guest rooms with private baths, plus a top-floor one-bedroom apartment with kitchen. A second building provides a spacious common living and dining area with large kitchen—ideal for gatherings or shared use. Installed Rock Island Fiber-Optic internet. Enjoy 180° vistas stretching north to the Canadian Coastal Range, east to Mount Baker, and west to stunning summer sunsets. A large waterfront deck leads to the community dock, beach, and boat ramp. Additional amenities include parking for 40+ vehicles and access to a HOA tennis, pickleball, and basketball court. Centrally located near the Orcas Island Airport, marina, and Eastsound Village shops and dining, Bartwood Lodge offers an exceptional combination of waterfront living, convenience, and income or redevelopment potential.

17 Beds ⋅ 17 Baths ⋅ 2475226 MLS ⋅ ACTIVE Status

Bartwood Lodge presents a rare Orcas Island waterfront opportunity with sweeping panoramic views and exceptional development potential. Located on the quiet North Shore in the residential Bartwood neighborhood, this unique property offers flexibility for a single or multi-family estate, condo remodel for resale, apartment renovation for long-term income, or immediate use as employee housing. The property features two separate buildings. The main three-story lodge includes 15 guest rooms with private baths, plus a top-floor one-bedroom apartment with kitchen. A second building provides a spacious common living and dining area with large kitchen—ideal for gatherings or shared use. Installed Rock Island Fiber-Optic internet. Enjoy 180° vistas stretching north to the Canadian Coastal Range, east to Mount Baker, and west to stunning summer sunsets. A large waterfront deck leads to the community dock, beach, and boat ramp. Additional amenities include parking for 40+ vehicles and access to a HOA tennis, pickleball, and basketball court. Centrally located near the Orcas Island Airport, marina, and Eastsound Village shops and dining, Bartwood Lodge offers an exceptional combination of waterfront living, convenience, and income or redevelopment potential.

178 Fossil Bay Drive, Orcas Island

Listing courtesy of The Agency Seattle.

$1,550,000

Rare 27+ acre waterfront offering in the heart of sunny Deer Harbor. This exceptionally private property features an elevated building site with commanding southwestern views over Cayou Valley and Deer Harbor. Approximately 1,500± feet of estuary waterfront plus tidelands are complemented by surrounding forestland and open grassy areas. Craftsman-built stone walls frame the entrance and patio areas, including a beautifully constructed stone terrace designed to take in sweeping estuary and meadow views, ideal for outdoor gathering and entertaining. Power is available on the property, along with water from a shared, highly productive well. A San Juan County Land Bank conservation easement protects this iconic and historically significant property while allowing for construction of a single-family residence or multi-room inn on the expansive plateau. Enjoy majestic sunsets, abundant wildlife, hiking opportunities, access to marinas and seasonal seaplane service, all via county-maintained Deer Harbor Road. Adjoining property to the south is in conservation and not buildable (not included).

2469658 MLS ⋅ ACTIVE Status

Rare 27+ acre waterfront offering in the heart of sunny Deer Harbor. This exceptionally private property features an elevated building site with commanding southwestern views over Cayou Valley and Deer Harbor. Approximately 1,500± feet of estuary waterfront plus tidelands are complemented by surrounding forestland and open grassy areas. Craftsman-built stone walls frame the entrance and patio areas, including a beautifully constructed stone terrace designed to take in sweeping estuary and meadow views, ideal for outdoor gathering and entertaining. Power is available on the property, along with water from a shared, highly productive well. A San Juan County Land Bank conservation easement protects this iconic and historically significant property while allowing for construction of a single-family residence or multi-room inn on the expansive plateau. Enjoy majestic sunsets, abundant wildlife, hiking opportunities, access to marinas and seasonal seaplane service, all via county-maintained Deer Harbor Road. Adjoining property to the south is in conservation and not buildable (not included).

4282 Deer Harbor Road, Orcas Island

Listing courtesy of Orcas Island Realty.

$775,000

PRIME DEER HARBOR ACREAGE WITH CARRIAGE HOUSE Private, mostly level 3.38± acre parcel in the desirable Suncrest neighborhood offering an exceptional opportunity to build a larger home while enjoying the sweet carriage house. With selective tree trimming, a future residence could capture views toward Turtleback Mountain. Infrastructure is already in place, including a 3-bedroom septic system, fiber optic internet, driveway, and utilities, making this an ideal build-ready site. A well-maintained Craftsman-style carriage house allows for comfortable living during construction, featuring 506± sq ft upper-level open living space with full bath, covered deck, and attic storage. The lower level includes radiant-heated finished space with half bath and a 552± sq ft area currently used as living space that can easily be restored to a true 2-car garage. Recent upgrades in upper level include: flooring and trim, closet and built-in bedroom dresser, kitchen, bathroom vanity. Downstairs upgrades include: bathroom vanity, floor paint, new washer/dryer. New interior/exterior paint throughout. Lightly treed grounds offer garden space and multiple potential building areas. Conveniently located near Deer Harbor and Cayou Quay marinas.

2472864 MLS ⋅ ACTIVE Status

PRIME DEER HARBOR ACREAGE WITH CARRIAGE HOUSE Private, mostly level 3.38± acre parcel in the desirable Suncrest neighborhood offering an exceptional opportunity to build a larger home while enjoying the sweet carriage house. With selective tree trimming, a future residence could capture views toward Turtleback Mountain. Infrastructure is already in place, including a 3-bedroom septic system, fiber optic internet, driveway, and utilities, making this an ideal build-ready site. A well-maintained Craftsman-style carriage house allows for comfortable living during construction, featuring 506± sq ft upper-level open living space with full bath, covered deck, and attic storage. The lower level includes radiant-heated finished space with half bath and a 552± sq ft area currently used as living space that can easily be restored to a true 2-car garage. Recent upgrades in upper level include: flooring and trim, closet and built-in bedroom dresser, kitchen, bathroom vanity. Downstairs upgrades include: bathroom vanity, floor paint, new washer/dryer. New interior/exterior paint throughout. Lightly treed grounds offer garden space and multiple potential building areas. Conveniently located near Deer Harbor and Cayou Quay marinas.

87 Levon Lane, Orcas Island

Listing courtesy of Orcas Island Realty.

$675,000

Prime location, just steps from downtown shops, restaurants, and amenities. Waterfront condo spacious open floor plan, see ferry arrivals at the terminal. Sweeping views of outer islands from every room plus private balcony — the perfect front row seat for 4th of July fireworks. Offering an excellent opportunity to make it your own. Featuring 2 bedrooms and 2 bathrooms providing comfort for full-time living or a weekend retreat. Cannery condo owners have exclusive access to two community waterfront decks, equipped with BBqs.

2 Beds ⋅ 2 Baths ⋅ 2459645 MLS ⋅ ACTIVE Status

Prime location, just steps from downtown shops, restaurants, and amenities. Waterfront condo spacious open floor plan, see ferry arrivals at the terminal. Sweeping views of outer islands from every room plus private balcony — the perfect front row seat for 4th of July fireworks. Offering an excellent opportunity to make it your own. Featuring 2 bedrooms and 2 bathrooms providing comfort for full-time living or a weekend retreat. Cannery condo owners have exclusive access to two community waterfront decks, equipped with BBqs.

241 Warbass Way Unit #A202, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$963,000

Nestled on 2 acres in East Crow Valley on Orcas Island, this enchanting 2-bedroom, 2-bath home harmoniously blends historic charm with modern comfort. The original log cabin, paired with a new addition, boasts local fir floors, custom cabinetry, and radiant heat. Large windows frame breathtaking views of farmland, Mount Constitution, and Turtleback Mountain. And showcases sunset/sun rise colors year round. A fenced garden, dotted with young apple, plum trees, and currants, invites outdoor serenity. A spacious 30x30 detached storage "T" shed building offers endless possibilities—hobbies, storage or a workshop. With a new metered water system, shared well, 4-bedroom private septic system, 2,500-gallon potable water storage and 7,500-gallon rain catchment, new transformer/power install and EV charger, this property is self-sufficient. Positioned between Orcas Ferry Landing and Eastsound, it’s a prime, active Vacation Rental. Bask in all-day sunshine, enjoy tranquil privacy, and savor Orcas Island’s timeless allure.

2 Beds ⋅ 2 Baths ⋅ 2458584 MLS ⋅ ACTIVE Status

Nestled on 2 acres in East Crow Valley on Orcas Island, this enchanting 2-bedroom, 2-bath home harmoniously blends historic charm with modern comfort. The original log cabin, paired with a new addition, boasts local fir floors, custom cabinetry, and radiant heat. Large windows frame breathtaking views of farmland, Mount Constitution, and Turtleback Mountain. And showcases sunset/sun rise colors year round. A fenced garden, dotted with young apple, plum trees, and currants, invites outdoor serenity. A spacious 30x30 detached storage "T" shed building offers endless possibilities—hobbies, storage or a workshop. With a new metered water system, shared well, 4-bedroom private septic system, 2,500-gallon potable water storage and 7,500-gallon rain catchment, new transformer/power install and EV charger, this property is self-sufficient. Positioned between Orcas Ferry Landing and Eastsound, it’s a prime, active Vacation Rental. Bask in all-day sunshine, enjoy tranquil privacy, and savor Orcas Island’s timeless allure.

4263 Orcas Road, Orcas Island

Listing courtesy of TWilliams Realty.

$2,800,000

Perched above Deer Harbor, this Roy Lundgren–designed high-bank waterfront home offers a front-row seat to the marine activity of Deer Harbor Marina, with sweeping views of Pole Pass, ferries, sea planes, whale-watching boats, and lively boat traffic. Built in 1994 by skilled local craftsmen and impeccably maintained, this 3,500+ sq ft residence features three ensuite bedrooms plus a bonus room, all filled with abundant south-facing light and vaulted ceilings. An attached two-car garage adds convenience, and two nearby marinas provide excellent access to island recreation. Kenmore Air float planes depart just minutes away, offering fast, direct travel to Seattle for appointments or sporting events. Furnishings are available with sale. Deeded shoreline shared access via neighborhood common area. Limited dock use for loading and unloading.

3 Beds ⋅ 5 Baths ⋅ 2455427 MLS ⋅ ACTIVE Status

Perched above Deer Harbor, this Roy Lundgren–designed high-bank waterfront home offers a front-row seat to the marine activity of Deer Harbor Marina, with sweeping views of Pole Pass, ferries, sea planes, whale-watching boats, and lively boat traffic. Built in 1994 by skilled local craftsmen and impeccably maintained, this 3,500+ sq ft residence features three ensuite bedrooms plus a bonus room, all filled with abundant south-facing light and vaulted ceilings. An attached two-car garage adds convenience, and two nearby marinas provide excellent access to island recreation. Kenmore Air float planes depart just minutes away, offering fast, direct travel to Seattle for appointments or sporting events. Furnishings are available with sale. Deeded shoreline shared access via neighborhood common area. Limited dock use for loading and unloading.

573 Harborview Lane, Orcas Island

Listing courtesy of Orcas Island Realty.

$2,600,000

Island Living at its finest! Experience this private, end of the road, Orcas Island home with sweeping water, mountain and village views. This is a high bank waterfront property where you control your views across East Sound and beyond. Ideally located, offering easy access to Moran State Park, Mt Constitution, lakes, public beaches and shopping in Eastsound. Main floor living offers chef’s kitchen as focal point, with oversized island, top tier appliances; elevated dining area; primary suite that captures views from every angle, modern spa bath, walk-in closets, sitting area-gas/propane fireplace; bonus room, large 2 car garage. Lower level showcases 1 bed/1 bath studio apartment. Upper level includes 2 bed/1 bath and flex space. Custom cabinetry throughout, attention to detail. Enjoy NW year-round with covered outdoor bbq/picnic area, fire pit and patio area located on second tax parcel. This home is as functional as it is beautiful.

4 Beds ⋅ 4 Baths ⋅ 2451928 MLS ⋅ ACTIVE Status

Island Living at its finest! Experience this private, end of the road, Orcas Island home with sweeping water, mountain and village views. This is a high bank waterfront property where you control your views across East Sound and beyond. Ideally located, offering easy access to Moran State Park, Mt Constitution, lakes, public beaches and shopping in Eastsound. Main floor living offers chef’s kitchen as focal point, with oversized island, top tier appliances; elevated dining area; primary suite that captures views from every angle, modern spa bath, walk-in closets, sitting area-gas/propane fireplace; bonus room, large 2 car garage. Lower level showcases 1 bed/1 bath studio apartment. Upper level includes 2 bed/1 bath and flex space. Custom cabinetry throughout, attention to detail. Enjoy NW year-round with covered outdoor bbq/picnic area, fire pit and patio area located on second tax parcel. This home is as functional as it is beautiful.

1189 Tomihi Drive, Orcas Island

Listing courtesy of TWilliams Realty.

Alex Foraker

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