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Rare mixed-use investment opportunity in the heart of Eastsound Village on Orcas Island. Overlooking the Salish Sea, this exceptional Main Street property perfectly blends island living with multiple established income streams. Steps from the waterfront, premier restaurants, shops, and galleries, the building offers unbeatable village prominence. The second level features two beautifully furnished, water-view residential units: a spacious 2-bedroom, 2-bath residence and a 1-bedroom, 1-bath residence. Currently operating as highly rated vacation rentals, you can live in one and generate income from the other, or continue managing both as a premier hospitality business-- see Eastsound Suites web site. The ground level boasts two established, street-facing retail spaces in a high-traffic commercial zone, plus a rear office—all fully leased. Eco-friendly rooftop solar panels provide significant economic and environmental benefits. Additionally, a private 4,000 sq ft rear parking lot generates extra passive income from leased spaces. Do not miss this versatile blend of residential luxury, vacation rental flexibility, and rock-solid commercial income.

2576392 MLS ⋅ ACTIVE Status

Rare mixed-use investment opportunity in the heart of Eastsound Village on Orcas Island. Overlooking the Salish Sea, this exceptional Main Street property perfectly blends island living with multiple established income streams. Steps from the waterfront, premier restaurants, shops, and galleries, the building offers unbeatable village prominence. The second level features two beautifully furnished, water-view residential units: a spacious 2-bedroom, 2-bath residence and a 1-bedroom, 1-bath residence. Currently operating as highly rated vacation rentals, you can live in one and generate income from the other, or continue managing both as a premier hospitality business-- see Eastsound Suites web site. The ground level boasts two established, street-facing retail spaces in a high-traffic commercial zone, plus a rear office—all fully leased. Eco-friendly rooftop solar panels provide significant economic and environmental benefits. Additionally, a private 4,000 sq ft rear parking lot generates extra passive income from leased spaces. Do not miss this versatile blend of residential luxury, vacation rental flexibility, and rock-solid commercial income.

269 Main Street, Orcas Island

Listing Broker: COMPASS; Wally Gudgell; 360-507-5443; wally@compass.com

$2,810,000

Perched above the sparkling waters of Orcas Village, this reimagined coastal retreat captures the essence of endless island summers. With 345± feet of shoreline and panoramic views stretching across Cayou Channel, every day begins with sun dancing on the water and ends with breathtaking sunsets over the sea. Inside, walls of glass frame the ever-changing marine landscape, creating the feeling of living right on the water's edge. The 3,411± sf home is designed for both relaxed getaways and unforgettable gatherings, featuring dual primary suites, spa-inspired baths, inviting wood-burning fireplaces, and beautifully updated spaces that blend modern comfort with timeless coastal charm. Spend your days launching kayaks from the shoreline, strolling to the nearby village for coffee or dinner, catching the ferry for an island adventure, or simply unwinding on the deck as boats drift by. Whether it's a summer escape, a weekend retreat, or a place to create lasting memories with friends, this exceptional waterfront home offers the very best of island living—where every day feels like vacation.

5 Beds ⋅ 4 Baths ⋅ 2459755 MLS ⋅ ACTIVE Status

Perched above the sparkling waters of Orcas Village, this reimagined coastal retreat captures the essence of endless island summers. With 345± feet of shoreline and panoramic views stretching across Cayou Channel, every day begins with sun dancing on the water and ends with breathtaking sunsets over the sea. Inside, walls of glass frame the ever-changing marine landscape, creating the feeling of living right on the water's edge. The 3,411± sf home is designed for both relaxed getaways and unforgettable gatherings, featuring dual primary suites, spa-inspired baths, inviting wood-burning fireplaces, and beautifully updated spaces that blend modern comfort with timeless coastal charm. Spend your days launching kayaks from the shoreline, strolling to the nearby village for coffee or dinner, catching the ferry for an island adventure, or simply unwinding on the deck as boats drift by. Whether it's a summer escape, a weekend retreat, or a place to create lasting memories with friends, this exceptional waterfront home offers the very best of island living—where every day feels like vacation.

8256 Orcas Road, Orcas Island

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

$2,800,000

Perched above Deer Harbor, this Roy Lundgren–designed high-bank waterfront home captures the essence of island living with sweeping views across Pole Pass and a front-row seat to the ever-changing activity of Deer Harbor Marina. Watch ferries glide by, seaplanes lift from the water, whale-watching boats head out to sea, and pleasure craft move through the harbor—all from the comfort of home. Built in 1994 by skilled local craftsmen and impeccably maintained, the 3,500+ sq ft residence offers three spacious ensuite bedrooms plus a versatile bonus room. Soaring vaulted ceilings and abundant south-facing light create an airy, inviting interior, while the home’s elevated setting takes full advantage of the dramatic marine outlook. An attached two-car garage adds everyday convenience, and two nearby marinas make boating and island recreation exceptionally accessible. Kenmore Air float planes depart just minutes away, offering a remarkably easy connection to Seattle for appointments, events, or a quick city getaway. Deeded shoreline access is provided through the neighborhood common area, with limited dock use available for loading and unloading. Furnishings are available with the sale, offering the opportunity for a beautifully equipped and effortless transition into the Deer Harbor lifestyle.

3 Beds ⋅ 5 Baths ⋅ 2590810 MLS ⋅ ACTIVE Status

Perched above Deer Harbor, this Roy Lundgren–designed high-bank waterfront home captures the essence of island living with sweeping views across Pole Pass and a front-row seat to the ever-changing activity of Deer Harbor Marina. Watch ferries glide by, seaplanes lift from the water, whale-watching boats head out to sea, and pleasure craft move through the harbor—all from the comfort of home. Built in 1994 by skilled local craftsmen and impeccably maintained, the 3,500+ sq ft residence offers three spacious ensuite bedrooms plus a versatile bonus room. Soaring vaulted ceilings and abundant south-facing light create an airy, inviting interior, while the home’s elevated setting takes full advantage of the dramatic marine outlook. An attached two-car garage adds everyday convenience, and two nearby marinas make boating and island recreation exceptionally accessible. Kenmore Air float planes depart just minutes away, offering a remarkably easy connection to Seattle for appointments, events, or a quick city getaway. Deeded shoreline access is provided through the neighborhood common area, with limited dock use available for loading and unloading. Furnishings are available with the sale, offering the opportunity for a beautifully equipped and effortless transition into the Deer Harbor lifestyle.

573 Harborview Lane, Orcas Island

Listing Broker: Orcas Island Realty; Deborah J. Jones; 360-298-4558; dhjoneshomes@gmail.com

$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 Broker: TWilliams Realty; Teri Williams; 360-319-6256; teri@twilliamsrealty.com

$2,595,000

Panorama Point lives up to its name, perched on a southeast-facing point with an exceptional connection to the surrounding waters and natural beauty of Orcas Island. Expansive windows and soaring ceilings in the great room capture stunning waterfront views and fill the home with natural light throughout the day, creating an inviting and uplifting living space. A beautiful stone fireplace with a wood-burning insert provides warmth and ambiance, making the great room an ideal place to gather on cozy island evenings while enjoying the ever-changing scenery beyond.Thoughtfully designed to embrace both privacy and setting, the home sits on nearly five acres of peaceful waterfront property. As you wind down the drive through the wooded landscape, the property offers a wonderful sense of arrival and seclusion. The generous acreage provides room to further enhance the property and create a truly remarkable island estate.The home features three bedrooms and two full bathrooms, offering comfortable accommodations for owners and guests alike. Whether enjoyed as a private retreat or shared with visitors, the home is perfectly suited to island living. With an active vacation rental permit and a long-standing history of strong rental income, Panorama Point presents a rare opportunity to own a beautiful waterfront home on Orcas Island that also serves as a proven investment property.

3 Beds ⋅ 2 Baths ⋅ 2578983 MLS ⋅ ACTIVE Status

Panorama Point lives up to its name, perched on a southeast-facing point with an exceptional connection to the surrounding waters and natural beauty of Orcas Island. Expansive windows and soaring ceilings in the great room capture stunning waterfront views and fill the home with natural light throughout the day, creating an inviting and uplifting living space. A beautiful stone fireplace with a wood-burning insert provides warmth and ambiance, making the great room an ideal place to gather on cozy island evenings while enjoying the ever-changing scenery beyond.Thoughtfully designed to embrace both privacy and setting, the home sits on nearly five acres of peaceful waterfront property. As you wind down the drive through the wooded landscape, the property offers a wonderful sense of arrival and seclusion. The generous acreage provides room to further enhance the property and create a truly remarkable island estate.The home features three bedrooms and two full bathrooms, offering comfortable accommodations for owners and guests alike. Whether enjoyed as a private retreat or shared with visitors, the home is perfectly suited to island living. With an active vacation rental permit and a long-standing history of strong rental income, Panorama Point presents a rare opportunity to own a beautiful waterfront home on Orcas Island that also serves as a proven investment property.

122 Lohman Lane, Orcas Island

Listing Broker: True North Realty; Mariah P. Dunning; ; mariahd@orcas-island.com

$2,595,000

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 Broker: COMPASS; Kathryn Murphey Schmidt; 360-472-0537; katieschmidt54@gmail.com

$2,525,000

Exceptional opportunity to acquire Spring Street Square, an established income-producing asset in Friday Harbor. Offering approximately 20,000± square feet across five buildings, the property is currently configured as 24 units with a strong, diverse tenant mix providing stable cash flow. Operating near capacity, the property currently delivers an attractive 6.88% cap rate, with projected returns of approximately 7.8% upon stabilization, presenting a compelling value-add investment opportunity. Ideally located with prominent Spring Street frontage, the property offers excellent visibility, ample parking, and close proximity to the hospital and airport. The sale includes two tax parcels, featuring an additional 0.55± acre vacant lot—creating valuable future development potential. Recent upgrades include installation of a fire suppression system, improvements to landings and railings, and exterior paint. With the option to incorporate short- or mid-term residential units, this property presents a unique opportunity to further diversify income, enhance long-term value, and capitalize on strong demand in one of the Pacific Northwest's most desirable island communities.

2542686 MLS ⋅ ACTIVE Status

Exceptional opportunity to acquire Spring Street Square, an established income-producing asset in Friday Harbor. Offering approximately 20,000± square feet across five buildings, the property is currently configured as 24 units with a strong, diverse tenant mix providing stable cash flow. Operating near capacity, the property currently delivers an attractive 6.88% cap rate, with projected returns of approximately 7.8% upon stabilization, presenting a compelling value-add investment opportunity. Ideally located with prominent Spring Street frontage, the property offers excellent visibility, ample parking, and close proximity to the hospital and airport. The sale includes two tax parcels, featuring an additional 0.55± acre vacant lot—creating valuable future development potential. Recent upgrades include installation of a fire suppression system, improvements to landings and railings, and exterior paint. With the option to incorporate short- or mid-term residential units, this property presents a unique opportunity to further diversify income, enhance long-term value, and capitalize on strong demand in one of the Pacific Northwest's most desirable island communities.

869 849 Spring Street, Friday Harbor

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

$2,500,000

Coveted Deer Harbor location. This architecturally designed, south-facing Spring Point waterfront home offers exceptional value with 4,433 square feet, five bedrooms/3.5 baths including a main-level primary suite, and a vaulted great room. The spacious chef’s kitchen features multiple work stations, a walk-in pantry, and a center island that can gather a crowd of cooks. The lower level also opens to the sound, with four more bedrooms and two baths flanking a large family room. Architect Roy Lundgren’s signature features include two wood-burning stone fireplaces, open beam ceilings, sound views from every room, and large decks for dining and entertaining. Established, beautifully landscaped grounds and stone paths lead to seating areas on the shoreline. The low-bank community beach, dock, and kayak storage are just down the street, and two large marinas and seaplane access are minutes away. Served by the Spring Point community water system and Rock Island Fiber. The adjoining home at 1687 Spring Pt. Rd. is offered by the same seller, creating the possibility of a family compound.

5 Beds ⋅ 4 Baths ⋅ 2563097 MLS ⋅ ACTIVE Status

Coveted Deer Harbor location. This architecturally designed, south-facing Spring Point waterfront home offers exceptional value with 4,433 square feet, five bedrooms/3.5 baths including a main-level primary suite, and a vaulted great room. The spacious chef’s kitchen features multiple work stations, a walk-in pantry, and a center island that can gather a crowd of cooks. The lower level also opens to the sound, with four more bedrooms and two baths flanking a large family room. Architect Roy Lundgren’s signature features include two wood-burning stone fireplaces, open beam ceilings, sound views from every room, and large decks for dining and entertaining. Established, beautifully landscaped grounds and stone paths lead to seating areas on the shoreline. The low-bank community beach, dock, and kayak storage are just down the street, and two large marinas and seaplane access are minutes away. Served by the Spring Point community water system and Rock Island Fiber. The adjoining home at 1687 Spring Pt. Rd. is offered by the same seller, creating the possibility of a family compound.

1689 Spring Point Road, Orcas Island

Listing Broker: Orcas Island Realty; Mary M. Clure; 360-961-7523; islandsmary@gmail.com

$2,500,000

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

4 Beds ⋅ 4 Baths ⋅ 2547697 MLS ⋅ ACTIVE Status

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

45 Stony Point, Friday Harbor

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

$2,500,000

Provide your guests with the ultimate experience of Pacific Northwest living in this stunning, custom-built contemporary vacation rental property with beautiful southerly views over East Sound and just one block from the village of Eastsound. Crafted in 2012 by renowned builder Con Russell, this meticulously maintained 3,439 sq ft property with a new roof in 2026 balances architectural elegance with modern luxury. Comprised of 3 separate residential units totaling 5 spacious bedrooms and 4 baths, it is a premier investment opportunity with a short-term rental permit. The property showcases a beautiful blend of stone and wood both inside and out opening to a bright, expansive two story layout featuring vaulted ceilings and a warm welcoming ambiance. High-end details throughout the building. Furnishings included in sale. The Admiral's Suite on the top floor features a expansive great room, primary bedroom with full bath, second bedroom with 3/4 bath and 3rd room ideal for additional guests or office. Wrap around deck with fireplace completes the suite. The Captain's Suite on the main floor offers separate living and dining, 2 bedrooms and full bathroom. The Lieutenant's Suite, also on the main floor, has charming great room with vaulted ceilings, loft bedroom and 3/4 bath. All units have washer and dryers. Admiral's Suite rents for $412 to $580 per night, Captain's Suite rents for $317 to $510 per night and the Lieutenant's Suite rents for $303 to $486 per night.

5 Beds ⋅ 4 Baths ⋅ 2537507 MLS ⋅ ACTIVE Status

Provide your guests with the ultimate experience of Pacific Northwest living in this stunning, custom-built contemporary vacation rental property with beautiful southerly views over East Sound and just one block from the village of Eastsound. Crafted in 2012 by renowned builder Con Russell, this meticulously maintained 3,439 sq ft property with a new roof in 2026 balances architectural elegance with modern luxury. Comprised of 3 separate residential units totaling 5 spacious bedrooms and 4 baths, it is a premier investment opportunity with a short-term rental permit. The property showcases a beautiful blend of stone and wood both inside and out opening to a bright, expansive two story layout featuring vaulted ceilings and a warm welcoming ambiance. High-end details throughout the building. Furnishings included in sale. The Admiral's Suite on the top floor features a expansive great room, primary bedroom with full bath, second bedroom with 3/4 bath and 3rd room ideal for additional guests or office. Wrap around deck with fireplace completes the suite. The Captain's Suite on the main floor offers separate living and dining, 2 bedrooms and full bathroom. The Lieutenant's Suite, also on the main floor, has charming great room with vaulted ceilings, loft bedroom and 3/4 bath. All units have washer and dryers. Admiral's Suite rents for $412 to $580 per night, Captain's Suite rents for $317 to $510 per night and the Lieutenant's Suite rents for $303 to $486 per night.

18 Fishing Aly, Orcas Island

Listing Broker: COMPASS; Deborah Hansen; 360-622-7009; D.hansen@compass.com

$2,499,000

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

3 Beds ⋅ 4 Baths ⋅ 2575651 MLS ⋅ ACTIVE Status

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

91 Captain Garthney Lane, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Kelly Snow; 360-378-2101; kelly@sanjuanislands.com

$2,495,000

Extraordinary generational Orcas Island estate on nearly 5 private acres with absolutely stunning panoramic views over the Salish Sea, surrounding San Juan Islands and Mount Baker in the distance. Privately situated at the end of the drive surrounded by mature forests and madrona trees, this masterpiece is a thoughtfully designed retreat that is comfortable for a couple on one floor or multiple generations utilizing the full home. The design embraces the incredible natural setting with cedar-clad features, vaulted ceilings, floor-to-ceiling windows and exceptional craftsmanship throughout. A stone fireplace anchors the great room which flows seamlessly to a wraparound deck—perfect for sunrise coffee, sunset entertaining and year-round indoor/outdoor living. Built for relaxation and entertaining, the lower level offers a full bar, second fireplace, recreation area, dedicated gym, and flexible guest accommodations ideal for multi-generational living or retreats. The upper loft level provides flex space perfect for an artist studio, library or lounge. The exceptional estate includes 5 bedrooms, 6 baths, multiple fireplaces—including an outdoor hearth overlooking the water—and an indoor sauna, blending rustic elegance with modern comfort. Finally, the owners may consider seller financing! With unmatched privacy and endless opportunities to unwind in nature, this is a rare opportunity to own a very special Orcas Island sanctuary.

5 Beds ⋅ 6 Baths ⋅ 2519539 MLS ⋅ ACTIVE Status

Extraordinary generational Orcas Island estate on nearly 5 private acres with absolutely stunning panoramic views over the Salish Sea, surrounding San Juan Islands and Mount Baker in the distance. Privately situated at the end of the drive surrounded by mature forests and madrona trees, this masterpiece is a thoughtfully designed retreat that is comfortable for a couple on one floor or multiple generations utilizing the full home. The design embraces the incredible natural setting with cedar-clad features, vaulted ceilings, floor-to-ceiling windows and exceptional craftsmanship throughout. A stone fireplace anchors the great room which flows seamlessly to a wraparound deck—perfect for sunrise coffee, sunset entertaining and year-round indoor/outdoor living. Built for relaxation and entertaining, the lower level offers a full bar, second fireplace, recreation area, dedicated gym, and flexible guest accommodations ideal for multi-generational living or retreats. The upper loft level provides flex space perfect for an artist studio, library or lounge. The exceptional estate includes 5 bedrooms, 6 baths, multiple fireplaces—including an outdoor hearth overlooking the water—and an indoor sauna, blending rustic elegance with modern comfort. Finally, the owners may consider seller financing! With unmatched privacy and endless opportunities to unwind in nature, this is a rare opportunity to own a very special Orcas Island sanctuary.

726 Pine Ridge Drive, Orcas Island

Listing Broker: COMPASS; Wally Gudgell; 360-507-5443; wally@compass.com

$2,495,000

PEAR POINT ESTATE ACREAGE. A rare offering on sought-after Pear Point—25+ acre estate parcel with sweeping water views and majestic Mt. Baker vistas. Exceptional opportunity ideal for a private estate, compound, or thoughtful development. This premier property is dividable into five parcels with three town water hookups in place, plus an old well. Sunny, level land with gentle slope to the southeast, open and lightly treed. Exceptional privacy, space, and natural beauty, located next to a vineyard. Create your vision on this legacy property minutes from Friday Harbor. Family owned over 50 years.

2454486 MLS ⋅ ACTIVE Status

PEAR POINT ESTATE ACREAGE. A rare offering on sought-after Pear Point—25+ acre estate parcel with sweeping water views and majestic Mt. Baker vistas. Exceptional opportunity ideal for a private estate, compound, or thoughtful development. This premier property is dividable into five parcels with three town water hookups in place, plus an old well. Sunny, level land with gentle slope to the southeast, open and lightly treed. Exceptional privacy, space, and natural beauty, located next to a vineyard. Create your vision on this legacy property minutes from Friday Harbor. Family owned over 50 years.

Pear Point Road, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Paula Sundstrom; 360-378-7817; paula@sanjuanislands.com

$2,400,000

Nearly ten acres of terraced shoreline and mature landscaping, just a short stroll from the Lopez Ferry Landing. The centerpiece is a rare deep-water private dock with a 35-foot float, solid depth, power, and vehicle access for easy boat loading — a genuine rarity in the San Juans. (The float is currently stored off site.) The 1962 main house offers sweeping views of open water, mountains, and ferry traffic from 2,410 sf across two levels. A 600 sf waterfront cottage adds flexible space for guests, a studio, or a home office. Rounding out the property: a 960 sf detached garage and shop, two-car carport, chicken coop, fenced garden, dog run, and additional storage sheds. Two tax parcels, two wells, catchment with storage for irrigation, pocket beaches, a 20KW backup generator, and excellent privacy make this a self-sufficient retreat. Community Hilltop water and Rock Island fiber are available on the property but not yet connected — easy upgrades for the next owner.

2 Beds ⋅ 3 Baths ⋅ 2484568 MLS ⋅ ACTIVE Status

Nearly ten acres of terraced shoreline and mature landscaping, just a short stroll from the Lopez Ferry Landing. The centerpiece is a rare deep-water private dock with a 35-foot float, solid depth, power, and vehicle access for easy boat loading — a genuine rarity in the San Juans. (The float is currently stored off site.) The 1962 main house offers sweeping views of open water, mountains, and ferry traffic from 2,410 sf across two levels. A 600 sf waterfront cottage adds flexible space for guests, a studio, or a home office. Rounding out the property: a 960 sf detached garage and shop, two-car carport, chicken coop, fenced garden, dog run, and additional storage sheds. Two tax parcels, two wells, catchment with storage for irrigation, pocket beaches, a 20KW backup generator, and excellent privacy make this a self-sufficient retreat. Community Hilltop water and Rock Island fiber are available on the property but not yet connected — easy upgrades for the next owner.

208 Tide's End Road, Lopez Island

Listing Broker: Orcas Island Realty; Mary M. Clure; 360-961-7523; islandsmary@gmail.com

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

$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.

2517028 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 Broker: Windermere RE San Juan Islands; Annie Bryant; 360-298-0649; anniebryant@windermere.com

$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 Broker: Windermere RE San Juan Islands; Annie Bryant; 360-298-0649; anniebryant@windermere.com

$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. Open plan with vaulted ceilings in every room. Reminiscent of a Sun Valley lodge fused with mid-century modern. 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 combined with 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. Open plan with vaulted ceilings in every room. Reminiscent of a Sun Valley lodge fused with mid-century modern. 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 combined with 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 Broker: COMPASS; Curman Baier; 206-938-7797; curman.baier@compass.com

$2,300,000

Experience the relaxed rhythms of waterfront living at Cape San Juan, where expansive views, peaceful shoreline and abundant marine life create an exceptional island retreat. Set on .62 acres with 143± feet of medium- to low-bank waterfront, the property features a gravel cove, tidepools and thoughtfully placed benches inviting you to slow down and watch boats, wildlife and the ever-changing waters of San Juan Channel. The comfortable rambler-style home offers 2 bedrooms, a den and 3 baths, with views stretching across the channel toward Lopez Island from nearly every room. Recent updates include fresh interior paint, lighting, flooring and a beautifully refreshed primary bath. A wraparound deck extends the living outdoors, while the private primary-suite deck and wood-fired hot tub offer a secluded place to unwind beneath the island sky. Mature landscaping surrounds the home, complemented by an attached 2-car garage, generous crawl-space storage and fiber connectivity. Cape San Juan community amenities include a marina, swimming pool, beaches and trails, while thousands of acres of nearby state and federal parkland offer endless opportunities for hiking, beachcombing and exploring. A special setting for embracing the natural beauty and easygoing lifestyle of San Juan Island.

2 Beds ⋅ 3 Baths ⋅ 2586245 MLS ⋅ ACTIVE Status

Experience the relaxed rhythms of waterfront living at Cape San Juan, where expansive views, peaceful shoreline and abundant marine life create an exceptional island retreat. Set on .62 acres with 143± feet of medium- to low-bank waterfront, the property features a gravel cove, tidepools and thoughtfully placed benches inviting you to slow down and watch boats, wildlife and the ever-changing waters of San Juan Channel. The comfortable rambler-style home offers 2 bedrooms, a den and 3 baths, with views stretching across the channel toward Lopez Island from nearly every room. Recent updates include fresh interior paint, lighting, flooring and a beautifully refreshed primary bath. A wraparound deck extends the living outdoors, while the private primary-suite deck and wood-fired hot tub offer a secluded place to unwind beneath the island sky. Mature landscaping surrounds the home, complemented by an attached 2-car garage, generous crawl-space storage and fiber connectivity. Cape San Juan community amenities include a marina, swimming pool, beaches and trails, while thousands of acres of nearby state and federal parkland offer endless opportunities for hiking, beachcombing and exploring. A special setting for embracing the natural beauty and easygoing lifestyle of San Juan Island.

254 Vista Way, Friday Harbor

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

$2,250,000

Stunning sun-filled waterfront retreat in highly sought-after West Sound, featuring a 44’ deepwater dock and private shoreline. Expansive and unobstructed south-facing views stretch across the Salish Sea, surrounding islands, and the Olympic Mountains. Thoughtfully designed with high-end finishes throughout, this luxurious 1,200± square ft home includes radiant hydro floor heating, steam shower, gas fireplaces in both the living room and bedroom, Hubbardton Forge fixtures, ironwood decking, solar panels, hot tub, outdoor shower, and EV charging outlet. Enjoy easy access to the beach, or relax on the expansive deck and take in breathtaking sunsets. A rare opportunity to own an exceptional island waterfront getaway.

2 Beds ⋅ 2 Baths ⋅ 2527089 MLS ⋅ ACTIVE Status

Stunning sun-filled waterfront retreat in highly sought-after West Sound, featuring a 44’ deepwater dock and private shoreline. Expansive and unobstructed south-facing views stretch across the Salish Sea, surrounding islands, and the Olympic Mountains. Thoughtfully designed with high-end finishes throughout, this luxurious 1,200± square ft home includes radiant hydro floor heating, steam shower, gas fireplaces in both the living room and bedroom, Hubbardton Forge fixtures, ironwood decking, solar panels, hot tub, outdoor shower, and EV charging outlet. Enjoy easy access to the beach, or relax on the expansive deck and take in breathtaking sunsets. A rare opportunity to own an exceptional island waterfront getaway.

1022 Deer Harbor Road, Orcas Island

Listing Broker: COMPASS; Kevin Ranker; 360-472-1850; kevin.ranker@compass.com

$2,250,000

Once-in-a-lifetime legacy estate. Properties like this come around very rarely – set on the edge of a bluff with 180 degrees of southwest exposure and 1,651’ of waterfront, the large home enjoys a footprint that cannot be replicated. Remodel the house or use the valuable footprint to take advantage of the panoramic views stretching across the sparkling blue water of the Straits all the way to the Olympics. Includes two sunny and private cove beaches – the larger of the two is a rare sandy oasis while the other still holds the remains of a beach shed with power and water. Two tax parcels totaling 8.07 aces, a large, detached garage and shop with metal roof and original orchard. Both properties have a conservation easement. Adjacent to county property and close to county boat launch and dock. Property is being sold as is, septic system has all required upgrades, well pump was replaced in 2024.

4 Beds ⋅ 3 Baths ⋅ 2526760 MLS ⋅ ACTIVE Status

Once-in-a-lifetime legacy estate. Properties like this come around very rarely – set on the edge of a bluff with 180 degrees of southwest exposure and 1,651’ of waterfront, the large home enjoys a footprint that cannot be replicated. Remodel the house or use the valuable footprint to take advantage of the panoramic views stretching across the sparkling blue water of the Straits all the way to the Olympics. Includes two sunny and private cove beaches – the larger of the two is a rare sandy oasis while the other still holds the remains of a beach shed with power and water. Two tax parcels totaling 8.07 aces, a large, detached garage and shop with metal roof and original orchard. Both properties have a conservation easement. Adjacent to county property and close to county boat launch and dock. Property is being sold as is, septic system has all required upgrades, well pump was replaced in 2024.

189 Calle Aguila, Lopez Island

Listing Broker: Windermere RE/Lopez Island; Alan Roberson; 360-468-3344; lopezislandalan@gmail.com

$2,245,000

On the grid or off, your choice. Twelve outstanding deer-fenced acres, 1.16 mi from town center, with a custom 3080 sf home utilizing wood burls from Alaska, 675 sf log guesthouse with vacation rental permit, both overlooking the lake, 600 sf studio with bathroom, 140 sf studio, 550 sf detached garage, 3200 sf multipurpose shop with walk-in cooler, Starlink internet, 46 solar panels with bank of huge batteries, automated back-up generator, 2000 gallons of underground propane storage, large fruit and nut orchard, commercial garden including mature blueberry and raspberry bushes, a greenhouse, large chicken run, and a 2 acre lake. Commercial opportunity and/or completely self-sustaining if needed or desired. (See agent remarks for gate code.)

2 Beds ⋅ 3 Baths ⋅ 2160102 MLS ⋅ ACTIVE Status

On the grid or off, your choice. Twelve outstanding deer-fenced acres, 1.16 mi from town center, with a custom 3080 sf home utilizing wood burls from Alaska, 675 sf log guesthouse with vacation rental permit, both overlooking the lake, 600 sf studio with bathroom, 140 sf studio, 550 sf detached garage, 3200 sf multipurpose shop with walk-in cooler, Starlink internet, 46 solar panels with bank of huge batteries, automated back-up generator, 2000 gallons of underground propane storage, large fruit and nut orchard, commercial garden including mature blueberry and raspberry bushes, a greenhouse, large chicken run, and a 2 acre lake. Commercial opportunity and/or completely self-sustaining if needed or desired. (See agent remarks for gate code.)

1738 Lampard Road, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Laura Boulton; 360-298-2347; laura@sanjuanislands.com

$2,200,000

Exceptional single-level island property just minutes from Eastsound, privately situated on 21.72 acres with sweeping southeast views down East Sound and across Crow Valley. The 3,226 sq. ft. home offers 5 bedrooms and 2.5 baths, with flexibility for guests, multi-generational living, offices, hobbies, or a home-based business. The entire home was cosmetically remodeled in 2025, including an updated kitchen and baths, wood flooring, new decking, fresh exterior paint, and a clean tiled roof. The sunken living room features panoramic windows, while the primary suite is thoughtfully arranged with an office and bath positioned to maximize the views, including a soaking tub overlooking the landscape, with the sleeping area tucked into the darker side of the room for a gentler start at sunrise. Just up the hill, a spectacular rocky bald feels like the top of the world, with phenomenal views stretching from the Canadian Coast Mountains across Eastsound to Massacre Bay. Trails wind throughout the acreage, and the main landscaped and usable area is fully deer-fenced with multiple gates, creating privacy around the home, pond, fruit trees, and garden. A 1,320 sq. ft. garage/shop and 750 sq. ft. detached Texmo building provide abundant storage and workspace, and an athletic court offers space for basketball or tennis. A wood shed is on a second driveway. Grid-tied solar helps reduce utility costs, and high-speed internet is available through an existing Orcas Online arrangement.

5 Beds ⋅ 3 Baths ⋅ 2553674 MLS ⋅ ACTIVE Status

Exceptional single-level island property just minutes from Eastsound, privately situated on 21.72 acres with sweeping southeast views down East Sound and across Crow Valley. The 3,226 sq. ft. home offers 5 bedrooms and 2.5 baths, with flexibility for guests, multi-generational living, offices, hobbies, or a home-based business. The entire home was cosmetically remodeled in 2025, including an updated kitchen and baths, wood flooring, new decking, fresh exterior paint, and a clean tiled roof. The sunken living room features panoramic windows, while the primary suite is thoughtfully arranged with an office and bath positioned to maximize the views, including a soaking tub overlooking the landscape, with the sleeping area tucked into the darker side of the room for a gentler start at sunrise. Just up the hill, a spectacular rocky bald feels like the top of the world, with phenomenal views stretching from the Canadian Coast Mountains across Eastsound to Massacre Bay. Trails wind throughout the acreage, and the main landscaped and usable area is fully deer-fenced with multiple gates, creating privacy around the home, pond, fruit trees, and garden. A 1,320 sq. ft. garage/shop and 750 sq. ft. detached Texmo building provide abundant storage and workspace, and an athletic court offers space for basketball or tennis. A wood shed is on a second driveway. Grid-tied solar helps reduce utility costs, and high-speed internet is available through an existing Orcas Online arrangement.

404 Lookout Loop, Orcas Island

Listing Broker: Orcas Island Realty; Deborah J. Jones; 360-298-4558; dhjoneshomes@gmail.com

$2,200,000

Mid-Century Modern, three bedroom waterfront home with panoramic south-facing views awaits. Experience the pinnacle of coastal living in this mid 1960's split-level home just minutes from the Village. Perfectly positioned to maximize coveted south-facing views, this residence is bathed in natural light, offering breathtaking, unobstructed water views from every vantage point. The crowning jewel of this property is the incredible rare patio positioned directly over the water's edge. Seamlessly blending indoor/outdoor living, providing an unparalleled setting for morning coffee, sun-drenched afternoons, or twilight entertaining as the water laps gently beneath you. Featuring three rooms with large windows on the upper floor that frame the dramatic aquatic backdrop, these rooms offer flexible layouts for a luxurious primary suite, guest quarters, or an inspiring creative space. On the lower floor, a sprawling bonus/living room off the kitchen is a versatile space perfect for a media lounge, game room, or dining area, offering direct access to the outdoors and the water. A hot tub room offers an amazing relaxation space or more opportunities on the lower floor. Adding immense value to the property is the detached 2 car garage, and a completely separate, private office space tucked below. Ideal for remote work, an artist’s studio, or a quiet retreat, this separate workspace ensures you can command your professional life without leaving the comfort of your waterfront sanctuary.

3 Beds ⋅ 3 Baths ⋅ 2532014 MLS ⋅ ACTIVE Status

Mid-Century Modern, three bedroom waterfront home with panoramic south-facing views awaits. Experience the pinnacle of coastal living in this mid 1960's split-level home just minutes from the Village. Perfectly positioned to maximize coveted south-facing views, this residence is bathed in natural light, offering breathtaking, unobstructed water views from every vantage point. The crowning jewel of this property is the incredible rare patio positioned directly over the water's edge. Seamlessly blending indoor/outdoor living, providing an unparalleled setting for morning coffee, sun-drenched afternoons, or twilight entertaining as the water laps gently beneath you. Featuring three rooms with large windows on the upper floor that frame the dramatic aquatic backdrop, these rooms offer flexible layouts for a luxurious primary suite, guest quarters, or an inspiring creative space. On the lower floor, a sprawling bonus/living room off the kitchen is a versatile space perfect for a media lounge, game room, or dining area, offering direct access to the outdoors and the water. A hot tub room offers an amazing relaxation space or more opportunities on the lower floor. Adding immense value to the property is the detached 2 car garage, and a completely separate, private office space tucked below. Ideal for remote work, an artist’s studio, or a quiet retreat, this separate workspace ensures you can command your professional life without leaving the comfort of your waterfront sanctuary.

173 Myers Street, Orcas Island

Listing Broker: COMPASS; Marty Zier; 360-317-5872; marty.zier@compass.com

$2,195,000

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

3 Beds ⋅ 3 Baths ⋅ 2581871 MLS ⋅ ACTIVE Status

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

144 Jensen Bay Road, Friday Harbor

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

$2,195,000

PACIFIC NORTHWEST WATERFRONT RETREAT | Where forest and sea converge on the shores of beautiful Orcas Island. Nestled on 0.53 acres of walkout waterfront, this thoughtfully curated 3-bedroom, 2.5-bath residence embraces the natural beauty of its surroundings with vaulted ceilings, walls of windows, and an open-concept design that welcomes abundant light, water views, and nature indoors. Extensively remodeled in 2019, the home showcases quality craftsmanship and timeless finishes throughout. The chef's kitchen features a marble-inspired quartz island with seating, a gas range and hood, and a built-in banquette perfectly positioned to capture tranquil water views. Two primary suites provide exceptional flexibility, including a main-level suite and an upper-level retreat with a private balcony. The spa-inspired primary bath offers radiant heated floors, a soaking tub, walk-in shower, and greenhouse-style windows overlooking a private meditation garden. Custom-built closets enhance organization throughout. A whole-house generator with a premium Sonnen battery system provides added peace of mind. A detached two-car garage/shop with a ¾ bath offers exceptional versatility. Cement tile and metal roofing, stone pathways, wildflower gardens, and a lovingly maintained labyrinth complete this exceptional waterfront retreat. Bordering a protected wetland, the property enjoys a peaceful natural buffer that enhances privacy while creating a beautiful habitat for native birds and wildlife.

3 Beds ⋅ 4 Baths ⋅ 2536711 MLS ⋅ ACTIVE Status

PACIFIC NORTHWEST WATERFRONT RETREAT | Where forest and sea converge on the shores of beautiful Orcas Island. Nestled on 0.53 acres of walkout waterfront, this thoughtfully curated 3-bedroom, 2.5-bath residence embraces the natural beauty of its surroundings with vaulted ceilings, walls of windows, and an open-concept design that welcomes abundant light, water views, and nature indoors. Extensively remodeled in 2019, the home showcases quality craftsmanship and timeless finishes throughout. The chef's kitchen features a marble-inspired quartz island with seating, a gas range and hood, and a built-in banquette perfectly positioned to capture tranquil water views. Two primary suites provide exceptional flexibility, including a main-level suite and an upper-level retreat with a private balcony. The spa-inspired primary bath offers radiant heated floors, a soaking tub, walk-in shower, and greenhouse-style windows overlooking a private meditation garden. Custom-built closets enhance organization throughout. A whole-house generator with a premium Sonnen battery system provides added peace of mind. A detached two-car garage/shop with a ¾ bath offers exceptional versatility. Cement tile and metal roofing, stone pathways, wildflower gardens, and a lovingly maintained labyrinth complete this exceptional waterfront retreat. Bordering a protected wetland, the property enjoys a peaceful natural buffer that enhances privacy while creating a beautiful habitat for native birds and wildlife.

115 Donahue Lane, Orcas Island

Listing Broker: The Agency Seattle/Eastside; Jaylin Peacock; 360-317-6075; jaylin.peacock@theagencyre.com

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

$2,195,000

A rare opportunity in the heart of Friday Harbor: two adjacent in-town parcels offering exceptional flexibility for living, investing, or future development. Together, 320 & 324 Carter Street provide a unique chance to create a multi-home compound, rental portfolio, or spacious primary residence with room to expand — all within minutes of schools, shops, restaurants, and the ferry.Set on a quiet residential street, these properties combine the convenience of walkability with the privacy and space that are increasingly hard to find in town. Whether you envision multi-generational living, income-producing units, or a thoughtfully designed island retreat, this location supports a wide range of possibilities.Opportunities like this seldom come available in Friday Harbor. Secure two side-by-side parcels and shape them to fit your vision of island living.

2506978 MLS ⋅ ACTIVE Status

A rare opportunity in the heart of Friday Harbor: two adjacent in-town parcels offering exceptional flexibility for living, investing, or future development. Together, 320 & 324 Carter Street provide a unique chance to create a multi-home compound, rental portfolio, or spacious primary residence with room to expand — all within minutes of schools, shops, restaurants, and the ferry.Set on a quiet residential street, these properties combine the convenience of walkability with the privacy and space that are increasingly hard to find in town. Whether you envision multi-generational living, income-producing units, or a thoughtfully designed island retreat, this location supports a wide range of possibilities.Opportunities like this seldom come available in Friday Harbor. Secure two side-by-side parcels and shape them to fit your vision of island living.

326 Carter Street, San Juan Island

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

$2,126,573

LUXURY ISLAND-TOP RETREAT - An Exceptional Private Intl. Passive House Sanctuary completed in December, 2023, in the San Juan Islands. For those who value what is rare, private, and impossible to replicate. High above private Decatur Island, this extraordinary retreat exists in a world of its own—surrounded by old-growth forest, expansive skies, and breathtaking 180° views from sunrise to sunset. The residence combines the intimacy of a sophisticated treehouse with the presence of a private island estate. Morning light reveals Mount Rainier, southern exposure fills the home throughout the day, and evenings unfold beneath spectacular western skies. Built to International Passive House standards, the home brings a new dimension to luxury: exceptional comfort, remarkable quiet, fresh filtered air, and outstanding energy efficiency—all thoughtfully integrated into the architecture. Every room is composed around the view, framing water, mountains, forest, and sky. Expansive outdoor living spaces dissolve the boundary between home and nature. Natural wetlands and access to more than 70 acres of forest and hiking trails add an extraordinary sense of space, solitude, and freedom. There are homes designed to impress. This is a place designed to be experienced. Its luxury is found not in excess, but in scarcity: privacy, silence, clean air, extraordinary views, thoughtful architecture, and an intimate connection to nature. Private. Elevated. Unparalleled.

1 Beds ⋅ 2 Baths ⋅ 2591830 MLS ⋅ ACTIVE Status

LUXURY ISLAND-TOP RETREAT - An Exceptional Private Intl. Passive House Sanctuary completed in December, 2023, in the San Juan Islands. For those who value what is rare, private, and impossible to replicate. High above private Decatur Island, this extraordinary retreat exists in a world of its own—surrounded by old-growth forest, expansive skies, and breathtaking 180° views from sunrise to sunset. The residence combines the intimacy of a sophisticated treehouse with the presence of a private island estate. Morning light reveals Mount Rainier, southern exposure fills the home throughout the day, and evenings unfold beneath spectacular western skies. Built to International Passive House standards, the home brings a new dimension to luxury: exceptional comfort, remarkable quiet, fresh filtered air, and outstanding energy efficiency—all thoughtfully integrated into the architecture. Every room is composed around the view, framing water, mountains, forest, and sky. Expansive outdoor living spaces dissolve the boundary between home and nature. Natural wetlands and access to more than 70 acres of forest and hiking trails add an extraordinary sense of space, solitude, and freedom. There are homes designed to impress. This is a place designed to be experienced. Its luxury is found not in excess, but in scarcity: privacy, silence, clean air, extraordinary views, thoughtful architecture, and an intimate connection to nature. Private. Elevated. Unparalleled.

Decatur Island

Listing Broker: Decatur Island Realty; Deborah Warren; 360-230-8544; DecaturIslandRealty@gmail.com

$2,100,000

A private, meandering driveway whisks you away to this custom-built island home on 5 plus acres , surrounded by peaceful natural beauty. This 2-bedroom plus loft, 3-bath home offers wonderful flexibility, with the loft easily serving as an additional sleeping space, office, or guest area. Skylights and large windows fill the home with natural light, while a wood-burning fireplace and propane stove create a warm and cozy atmosphere. Thoughtfully designed throughout, the home offers generous closet and storage space. Outside, enjoy towering trees, easy access to your owna private beach cove, and a mooring buoy—an idyllic island retreat offering privacy, quiet, and a true connection to the water and surrounding landscape. A special place you may never want to leave. This custom home was built by Con Russell.

2 Beds ⋅ 3 Baths ⋅ 2573123 MLS ⋅ ACTIVE Status

A private, meandering driveway whisks you away to this custom-built island home on 5 plus acres , surrounded by peaceful natural beauty. This 2-bedroom plus loft, 3-bath home offers wonderful flexibility, with the loft easily serving as an additional sleeping space, office, or guest area. Skylights and large windows fill the home with natural light, while a wood-burning fireplace and propane stove create a warm and cozy atmosphere. Thoughtfully designed throughout, the home offers generous closet and storage space. Outside, enjoy towering trees, easy access to your owna private beach cove, and a mooring buoy—an idyllic island retreat offering privacy, quiet, and a true connection to the water and surrounding landscape. A special place you may never want to leave. This custom home was built by Con Russell.

2101 Dolphin Bay Road, Orcas Island

Listing Broker: COMPASS; Kevin Ranker; 360-472-1850; kevin.ranker@compass.com

How much is your home worth?

How much is your home worth?