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Coveted Westside acreage with extraordinary sunset views over Haro Strait to Vancouver Island and the Olympic Mountains. This beautiful 5.1-acre parcel offers an exceptional building setting featuring a home site surrounded by mossy knolls, majestic madrona, and towering fir trees. The property may be eligible for Guest House in addition to a main, due to parcel size. Community water is available and a 3-bedroom septic permit has been approved. A geotec report is complete, and electricity, phone, and water are located near the building site. Fiber optic service is available along Spinnaker Lane, offering the rare combination of natural beauty and modern connectivity. Seller financing available. Located in the desirable Westside Highlands neighborhood known for its spacious parcels and private road, this property provides both privacy and convenience. Enjoy nearby walking trails leading to Lime Kiln Preserve and Lime Kiln State Park, famous for shoreline views and seasonal whale watching. Just minutes to San Juan County Park and Snug Harbor Resort and Marina for boating, kayaking, and waterfront recreation. An exceptional opportunity to build your dream retreat in one of San Juan Island’s most sought-after areas, where you can relax to spectacular sunsets and experience the unforgettable sight of orcas passing through Haro Strait.

2495125 MLS ⋅ West Side Highlands BLDG.

Coveted Westside acreage with extraordinary sunset views over Haro Strait to Vancouver Island and the Olympic Mountains. This beautiful 5.1-acre parcel offers an exceptional building setting featuring a home site surrounded by mossy knolls, majestic madrona, and towering fir trees. The property may be eligible for Guest House in addition to a main, due to parcel size. Community water is available and a 3-bedroom septic permit has been approved. A geotec report is complete, and electricity, phone, and water are located near the building site. Fiber optic service is available along Spinnaker Lane, offering the rare combination of natural beauty and modern connectivity. Seller financing available. Located in the desirable Westside Highlands neighborhood known for its spacious parcels and private road, this property provides both privacy and convenience. Enjoy nearby walking trails leading to Lime Kiln Preserve and Lime Kiln State Park, famous for shoreline views and seasonal whale watching. Just minutes to San Juan County Park and Snug Harbor Resort and Marina for boating, kayaking, and waterfront recreation. An exceptional opportunity to build your dream retreat in one of San Juan Island’s most sought-after areas, where you can relax to spectacular sunsets and experience the unforgettable sight of orcas passing through Haro Strait.

7 Spinnaker Lane, Friday Harbor

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

258 Armadale Road Unit #1, Friday Harbor

$2,995,000

Coveted West Point Condo at Roche Harbor! This beautifully remodeled condo includes a 40' slip and features tasteful designer finishes, an open layout, and abundant natural light. With decks on both sides, you can enjoy sunshine and water views throughout the day. Whether you're looking for a peaceful year-round residence or a stylish island getaway, this inviting retreat delivers. Imagine sipping your morning coffee as boats glide by, enjoying harbor festivities from the privacy of your own deck, heading out for some of the area’s best fishing, or making spontaneous lunch runs to Victoria—it’s all within reach. Best of all, the work is already done. This home is completely move-in ready, so you can skip the renovations and start enjoying island life immediately. The unit is on the bottom level of the Skipjack building, with beautiful greenery out the windows and privacy from both decks. These condos are not often available, don't miss out on the opportunity to have a gorgeous condo and slip! Bring your boat and embrace the Roche Harbor lifestyle, with dining, shops, and the marina just steps away.

2 Beds ⋅ 2 Baths ⋅ 2498681 MLS ⋅ West Point Condo BLDG.

Coveted West Point Condo at Roche Harbor! This beautifully remodeled condo includes a 40' slip and features tasteful designer finishes, an open layout, and abundant natural light. With decks on both sides, you can enjoy sunshine and water views throughout the day. Whether you're looking for a peaceful year-round residence or a stylish island getaway, this inviting retreat delivers. Imagine sipping your morning coffee as boats glide by, enjoying harbor festivities from the privacy of your own deck, heading out for some of the area’s best fishing, or making spontaneous lunch runs to Victoria—it’s all within reach. Best of all, the work is already done. This home is completely move-in ready, so you can skip the renovations and start enjoying island life immediately. The unit is on the bottom level of the Skipjack building, with beautiful greenery out the windows and privacy from both decks. These condos are not often available, don't miss out on the opportunity to have a gorgeous condo and slip! Bring your boat and embrace the Roche Harbor lifestyle, with dining, shops, and the marina just steps away.

258 Armadale Road Unit #1, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Michele Mayer; 360-317-5683; michele@sanjuanislands.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

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

$35,000,000

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

11 Beds ⋅ 13 Baths ⋅ 2495846 MLS

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

Friday Harbor

Listing Broker: The Agency Seattle/Eastside; Jen Cameron; 425-305-9400; jen.cameron@theagencyre.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

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

$725,000

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

3 Beds ⋅ 2 Baths ⋅ 2514739 MLS ⋅ North Forty BLDG.

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

93 Heather Court, Friday Harbor

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

$1,595,000

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

4 Beds ⋅ 3 Baths ⋅ 2514538 MLS

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

460 Harrison Street, Friday Harbor

Listing Broker: List4FlatFee.com, LLC; Stacie Whitfield; 425-344-6779; mls@list4flatfee.com

$575,000

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

2510287 MLS ⋅ Tanglewood Ranch BLDG.

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

27 Bramblewood Lane, Friday Harbor

Listing Broker: Orcas Island Realty; Marcela Barrientos; 206-234-6354; marcela@somelabdesign.com

625 Harrison Street Unit #A, Friday Harbor

$560,000

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

2 Beds ⋅ 2 Baths ⋅ 2504989 MLS ⋅ Portobello BLDG.

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

625 Harrison Street Unit #A, Friday Harbor

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

$3,295,000

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

4 Beds ⋅ 5 Baths ⋅ 2506381 MLS

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

745 Cape Drive, Friday Harbor

Listing Broker: Coldwell Banker Bain; Lisa Turnure; 206-919-6605; lisa.turnure@cbrealty.com

$3,150,000

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

3 Beds ⋅ 5 Baths ⋅ 2499590 MLS ⋅ Gleneagle Plat Alteration BLDG.

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

166 Montrose Place, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Jane Sawyer; 360-378-2101; jane@sanjuanislands.com

$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

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

$429,000

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

2500849 MLS

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

704 Hamilton Ranch Road, Friday Harbor

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

$2,100,000

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

3 Beds ⋅ 5 Baths ⋅ 2483494 MLS ⋅ Friday Island Estates BLDG.

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

3 Brown Island, Friday Harbor

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

$1,799,000

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

4 Beds ⋅ 4 Baths ⋅ 2498455 MLS ⋅ Roche Harbor Heights BLDG.

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

247 Afterglow Drive, Friday Harbor

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

$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

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

$825,000

Discover the perfect setting for your dream hobby farm on this exceptional 27+/- acre historical farming parcel. Tucked away in a private and secluded setting, this beautiful property offers a rare blend of open rolling pasture and towering evergreen trees, creating a peaceful Northwest landscape with abundant space to live, grow, and explore. Improvements already in place include a private well, pond, and completed percolation test, helping streamline your path toward building. The gently rolling field provides ideal space for gardens, livestock, orchards, and a custom home site, while the surrounding mature evergreens add privacy, natural beauty, and a sense of tranquility. Whether you envision a small farmstead, country retreat, or simply a quiet place to build your dream home, this expansive acreage offers flexibility and opportunity. Enjoy the serenity of rural life with room for barns, outbuildings, trails, and outdoor recreation. Bring your plans and imagination, this special property is ready for your vision. Parcel is not dividable. Shared Driveway, easement to be recorded. BLM and corners in process.

2495090 MLS ⋅ New Land Division BLDG.

Discover the perfect setting for your dream hobby farm on this exceptional 27+/- acre historical farming parcel. Tucked away in a private and secluded setting, this beautiful property offers a rare blend of open rolling pasture and towering evergreen trees, creating a peaceful Northwest landscape with abundant space to live, grow, and explore. Improvements already in place include a private well, pond, and completed percolation test, helping streamline your path toward building. The gently rolling field provides ideal space for gardens, livestock, orchards, and a custom home site, while the surrounding mature evergreens add privacy, natural beauty, and a sense of tranquility. Whether you envision a small farmstead, country retreat, or simply a quiet place to build your dream home, this expansive acreage offers flexibility and opportunity. Enjoy the serenity of rural life with room for barns, outbuildings, trails, and outdoor recreation. Bring your plans and imagination, this special property is ready for your vision. Parcel is not dividable. Shared Driveway, easement to be recorded. BLM and corners in process.

1111 Sandwith Road, Friday Harbor

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

1014 Park Street Unit #1B, Friday Harbor

$519,000

Recent Price Improvement for this Sparkling & Move-in ready townhouse in the heart of Friday Harbor, near the library and just a short walk to John O. Linde Community Park with 30 acres of parkland and walking trails. This well-cared-for in-town home features 2 bedrooms, 1.5 baths, freshly painted interior, and new carpeting installed in March 2026 on the stairs and in both bedrooms. Fiber Optics for Internet installed. The welcoming main level offers an open kitchen overlooking the great room with an easy-care propane fireplace and convenient guest half bath. Back doors lead to a fully fenced backyard with patio areas and a charming circulating pond, creating a peaceful private setting for relaxing or entertaining. Kitchen upgrades include a custom live-edge serving counter, new backsplash. Award-winning Marathon high-efficiency water heater provides years of comfort. Easy care Trex decking enhances both front and rear entry decks. Upstairs features the primary bedroom, guest bedroom, and full bath. Additional amenities include an attached single-car garage, deer-proof garden area, low-maintenance living. As a bonus to buyer, purchase includes a 13-month homeowner warranty for buyer's peace of mind of all appliances (call for details). Located in a quiet 9-unit condo complex with owner-occupancy HOA requirements. Don’t miss this move-in ready gem in convenient in-town Friday Harbor. Call today for your personal tour by appointment!

2 Beds ⋅ 2 Baths ⋅ 2496649 MLS ⋅ Park Plaza Condos BLDG.

Recent Price Improvement for this Sparkling & Move-in ready townhouse in the heart of Friday Harbor, near the library and just a short walk to John O. Linde Community Park with 30 acres of parkland and walking trails. This well-cared-for in-town home features 2 bedrooms, 1.5 baths, freshly painted interior, and new carpeting installed in March 2026 on the stairs and in both bedrooms. Fiber Optics for Internet installed. The welcoming main level offers an open kitchen overlooking the great room with an easy-care propane fireplace and convenient guest half bath. Back doors lead to a fully fenced backyard with patio areas and a charming circulating pond, creating a peaceful private setting for relaxing or entertaining. Kitchen upgrades include a custom live-edge serving counter, new backsplash. Award-winning Marathon high-efficiency water heater provides years of comfort. Easy care Trex decking enhances both front and rear entry decks. Upstairs features the primary bedroom, guest bedroom, and full bath. Additional amenities include an attached single-car garage, deer-proof garden area, low-maintenance living. As a bonus to buyer, purchase includes a 13-month homeowner warranty for buyer's peace of mind of all appliances (call for details). Located in a quiet 9-unit condo complex with owner-occupancy HOA requirements. Don’t miss this move-in ready gem in convenient in-town Friday Harbor. Call today for your personal tour by appointment!

1014 Park Street Unit #1B, Friday Harbor

Listing Broker: Better Properties of San Juan; James M. Carroll; 360-298-5034; SanJuanIsland@aol.com

$249,000

40 Ft private slip available in Cannery Village Marina. Located in the Town of Friday Harbor, right next to the ferry landing. Slip #5 includes bumpers, 30 amp power, water, garbage service and a secure gated entrance. These slips are in impeccable condition. New steel pilings were recently installed. A great opportunity to own one of the few private slips in a very convenient location.

2495773 MLS ⋅ Cannery Village Marina BLDG.

40 Ft private slip available in Cannery Village Marina. Located in the Town of Friday Harbor, right next to the ferry landing. Slip #5 includes bumpers, 30 amp power, water, garbage service and a secure gated entrance. These slips are in impeccable condition. New steel pilings were recently installed. A great opportunity to own one of the few private slips in a very convenient location.

Warbass Way Unit #5, Friday Harbor

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

$7,895,000

Perched above the shores of Haro Strait on San Juan Island’s coveted west side, this extraordinary waterfront estate embodies a graceful dialogue between architecture and nature. Designed by acclaimed firm Bohlin Cywinski Jackson (BCJ), the residence is privately positioned across 6 acres and 4 tax parcels, with 400± feet of pristine shoreline. Nearly 6,500 sf of thoughtfully composed living space follows the contours of the land, using expansive walls of glass, soaring ceilings and warm natural materials to bring the surrounding beauty indoors. Sweeping views of Haro Strait, the Olympic Mountains, passing whales and unforgettable western sunsets become part of the home’s everyday rhythm. Created for both relaxed island living and memorable gatherings, the residence offers a chef’s kitchen, elegant great room, serene primary suite, inviting guest accommodations, wine cellar and flexible space for fitness, hobbies or creative pursuits. A detached garage and workshop includes a private studio apartment with a full kitchen—ideal for guests, extended stays or an inspiring workspace. A fully equipped greenhouse, fenced gardens and open grounds further connect the property to its remarkable natural setting. Private, timeless and deeply rooted in its surroundings, this architecturally significant estate offers an exceptional opportunity to experience the very best of San Juan Island’s west-side waterfront lifestyle.

3 Beds ⋅ 4 Baths ⋅ 2493364 MLS

Perched above the shores of Haro Strait on San Juan Island’s coveted west side, this extraordinary waterfront estate embodies a graceful dialogue between architecture and nature. Designed by acclaimed firm Bohlin Cywinski Jackson (BCJ), the residence is privately positioned across 6 acres and 4 tax parcels, with 400± feet of pristine shoreline. Nearly 6,500 sf of thoughtfully composed living space follows the contours of the land, using expansive walls of glass, soaring ceilings and warm natural materials to bring the surrounding beauty indoors. Sweeping views of Haro Strait, the Olympic Mountains, passing whales and unforgettable western sunsets become part of the home’s everyday rhythm. Created for both relaxed island living and memorable gatherings, the residence offers a chef’s kitchen, elegant great room, serene primary suite, inviting guest accommodations, wine cellar and flexible space for fitness, hobbies or creative pursuits. A detached garage and workshop includes a private studio apartment with a full kitchen—ideal for guests, extended stays or an inspiring workspace. A fully equipped greenhouse, fenced gardens and open grounds further connect the property to its remarkable natural setting. Private, timeless and deeply rooted in its surroundings, this architecturally significant estate offers an exceptional opportunity to experience the very best of San Juan Island’s west-side waterfront lifestyle.

4415 West Side Road, Friday Harbor

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

200 East Street Unit #D204, Friday Harbor

$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 ⋅ Cannery Village Condominiums Phase 2 BLDG.

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

$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 ⋅ Cannery Village Condominiums BLDG.

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

$1,495,000

Beautiful Craftsman Home, Thoughtfully designed home blends comfort, style, and natural light. Vaulted ceilings and sun-filtered rooms create an airy, welcoming atmosphere throughout. The gourmet kitchen features many custom built-ins and features, includes pot filler over Hallman propane stove and opens to a private deck—perfect for morning coffee or evening dining. A second deck extends from the primary bedroom. A center porch from the living room opens up with steps leading down to the golf course. Includes whole house water filtration system. The main home includes 3 bedrooms and 3 bathrooms, with a spacious living room centered around a stunning stone fireplace and attached 2 car garage. A separate 791 sq. ft. studio provides exceptional flexibility, two separate rooms for shower and half bathroom. Includes deck, patio and garden area—ideal for guests and hobbies. Located on the 1st fairway and close to the first green of the San Juan Golf & Tennis Club, this property offers direct access to a charming 9-hole semi-private course open to the public. A rare opportunity to enjoy comfort, craftsmanship, and a coveted golf-course setting.

3 Beds ⋅ 3 Baths ⋅ 2483389 MLS ⋅ San Juan Fairways 3 BLDG.

Beautiful Craftsman Home, Thoughtfully designed home blends comfort, style, and natural light. Vaulted ceilings and sun-filtered rooms create an airy, welcoming atmosphere throughout. The gourmet kitchen features many custom built-ins and features, includes pot filler over Hallman propane stove and opens to a private deck—perfect for morning coffee or evening dining. A second deck extends from the primary bedroom. A center porch from the living room opens up with steps leading down to the golf course. Includes whole house water filtration system. The main home includes 3 bedrooms and 3 bathrooms, with a spacious living room centered around a stunning stone fireplace and attached 2 car garage. A separate 791 sq. ft. studio provides exceptional flexibility, two separate rooms for shower and half bathroom. Includes deck, patio and garden area—ideal for guests and hobbies. Located on the 1st fairway and close to the first green of the San Juan Golf & Tennis Club, this property offers direct access to a charming 9-hole semi-private course open to the public. A rare opportunity to enjoy comfort, craftsmanship, and a coveted golf-course setting.

479 Fairway Drive, Friday Harbor

Listing Broker: Windermere RE San Juan Islands; Linda McMahon; 360-317-8163; linda@sanjuanlife.com

$1,050,000

Easy access level hangar lot at Roche Harbor Skyways, a fly-in secure gated community. Lot has been cleared, graded and a roughed in driveway installed. Approved 3-bedroom septic system permit and approved building permit for a 70’x70’ steel frame hangar with a door height of 20.6’h x 65’w and a retaining wall. The paved airfield is WA09 which is a private airfield and public-use with permission. Numerous visitor tie downs near the apron. The strip is 3,593 x 30 feet. Elevation 100 ft+/- and hours are sunrise to sunset. No tower. Walk or take your golf cart to Roche Harbor Resort and enjoy the convenience of the marina, restaurants, grocery stores, retail, hiking trails and activities. Close to English Camp National Park and Westcott Bay Oyster Farm.

2485601 MLS ⋅ Roche Harbor Skyways BLDG.

Easy access level hangar lot at Roche Harbor Skyways, a fly-in secure gated community. Lot has been cleared, graded and a roughed in driveway installed. Approved 3-bedroom septic system permit and approved building permit for a 70’x70’ steel frame hangar with a door height of 20.6’h x 65’w and a retaining wall. The paved airfield is WA09 which is a private airfield and public-use with permission. Numerous visitor tie downs near the apron. The strip is 3,593 x 30 feet. Elevation 100 ft+/- and hours are sunrise to sunset. No tower. Walk or take your golf cart to Roche Harbor Resort and enjoy the convenience of the marina, restaurants, grocery stores, retail, hiking trails and activities. Close to English Camp National Park and Westcott Bay Oyster Farm.

121 Cessna Avenue, Friday Harbor

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

$4,999,900

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

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

$1,800,000

A rare opportunity for new construction in the heart of downtown Friday Harbor on San Juan Island. This high-traffic commercial corner is steps away from the Port of Friday Harbor, seaplane dock, and passengers arriving or departing by Washington State Ferry, boats or seaplanes. Spanning approximately 70 feet by 50 feet, this lot invites transformative ideas, including mixed-use residential spaces, retail, a hotel, professional services, entertainment all within the historic district of Friday Harbor. With water, sewer, and power accessible, your vision can become a reality. This southeastern corner lot in the historic downtown core of Friday Harbor was once the vibrant home of Churchill's General Store in 1892, later the Bayview Tavern and Herb's Tavern. Fill this blank canvas with your dream development on San Juan Island. Seller Financing available.

2473513 MLS

A rare opportunity for new construction in the heart of downtown Friday Harbor on San Juan Island. This high-traffic commercial corner is steps away from the Port of Friday Harbor, seaplane dock, and passengers arriving or departing by Washington State Ferry, boats or seaplanes. Spanning approximately 70 feet by 50 feet, this lot invites transformative ideas, including mixed-use residential spaces, retail, a hotel, professional services, entertainment all within the historic district of Friday Harbor. With water, sewer, and power accessible, your vision can become a reality. This southeastern corner lot in the historic downtown core of Friday Harbor was once the vibrant home of Churchill's General Store in 1892, later the Bayview Tavern and Herb's Tavern. Fill this blank canvas with your dream development on San Juan Island. Seller Financing available.

80 First Street S, Friday Harbor

Listing Broker: Coldwell Banker Bain; Stephanie L Buffum; 360-472-0404; sbuffum4@gmail.com

$1,295,000

Experience the best of island living from this exceptional luxury condo in the vibrant heart of Friday Harbor. Just steps to the marina, ferry, waterfront restaurants, shopping, and galleries, you’ll enjoy front-row harbor views of ferries, seaplanes, sailboats, and year-round island activity from the living room, private bedroom balcony, or rooftop deck. Meticulously rebuilt during an extensive $300K renovation in 2024, this pristine 1,628 sq ft home blends timeless design with modern comfort. The open-concept living space features a dramatic floor-to-ceiling marble propane fireplace, 8” Montariz French Oak hardwood floors, and a designer kitchen with Bosch stainless appliances, induction range, custom cabinetry, quartz countertops, honed marble backsplash, and generous island. The spacious primary suite offers vaulted ceilings, a spa-inspired 5-piece bath with soaking tub, bidet toilet and walk-in closet. Multi-zone Mitsubishi mini-split heating and air conditioning provide efficient year-round comfort throughout the home. Secure coded entry, elevator access, and a secure garage parking space complete the package. One of the few downtown residences combining a 2024 luxury renovation, harbor views, secure garage parking, allows for nightly rentals and elevator access. Offered fully furnished with curated Arhaus, Fine Furnishings —simply arrive and begin enjoying island life. The combination of owner use and rental investment to perfect.

2 Beds ⋅ 2 Baths ⋅ 2479947 MLS ⋅ Church Hill Corner Condominiums BLDG.

Experience the best of island living from this exceptional luxury condo in the vibrant heart of Friday Harbor. Just steps to the marina, ferry, waterfront restaurants, shopping, and galleries, you’ll enjoy front-row harbor views of ferries, seaplanes, sailboats, and year-round island activity from the living room, private bedroom balcony, or rooftop deck. Meticulously rebuilt during an extensive $300K renovation in 2024, this pristine 1,628 sq ft home blends timeless design with modern comfort. The open-concept living space features a dramatic floor-to-ceiling marble propane fireplace, 8” Montariz French Oak hardwood floors, and a designer kitchen with Bosch stainless appliances, induction range, custom cabinetry, quartz countertops, honed marble backsplash, and generous island. The spacious primary suite offers vaulted ceilings, a spa-inspired 5-piece bath with soaking tub, bidet toilet and walk-in closet. Multi-zone Mitsubishi mini-split heating and air conditioning provide efficient year-round comfort throughout the home. Secure coded entry, elevator access, and a secure garage parking space complete the package. One of the few downtown residences combining a 2024 luxury renovation, harbor views, secure garage parking, allows for nightly rentals and elevator access. Offered fully furnished with curated Arhaus, Fine Furnishings —simply arrive and begin enjoying island life. The combination of owner use and rental investment to perfect.

232 A Street Unit #R4, Friday Harbor

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

$1,092,500

Behind a private, twisting driveway, this unique San Juan retreat unfolds across 10 secluded acres shaped by nature. Surrounded by undisturbed forest, a serene 3 acre pond invites quiet canoe paddles with wildlife viewing and interaction among foxes, snow geese, bald eagles, and ducks. Undeveloped grounds immerse the home in nature. Carved from nature, the home remains part of nature. The retreat becomes an escape from society, time, and obligation. The home is an architectural extension of the landscape stressing minimalism and a seamless connection with nature. Large windows on every level emphasize the connection. Radiant heated concrete floors anchor the main level with exposed beams and endless open space. Above, a bright, lofty primary suite is private and refined. Below a separate cozy den offers flexible living space. Preserved surroundings ensure the sanctuary’s enduring privacy and isolation. The outside world seldom intrudes. Those who live here escape the daily grind.

1 Beds ⋅ 2 Baths ⋅ 2473530 MLS

Behind a private, twisting driveway, this unique San Juan retreat unfolds across 10 secluded acres shaped by nature. Surrounded by undisturbed forest, a serene 3 acre pond invites quiet canoe paddles with wildlife viewing and interaction among foxes, snow geese, bald eagles, and ducks. Undeveloped grounds immerse the home in nature. Carved from nature, the home remains part of nature. The retreat becomes an escape from society, time, and obligation. The home is an architectural extension of the landscape stressing minimalism and a seamless connection with nature. Large windows on every level emphasize the connection. Radiant heated concrete floors anchor the main level with exposed beams and endless open space. Above, a bright, lofty primary suite is private and refined. Below a separate cozy den offers flexible living space. Preserved surroundings ensure the sanctuary’s enduring privacy and isolation. The outside world seldom intrudes. Those who live here escape the daily grind.

96 Pleasant Pond Lane, Friday Harbor

Listing Broker: eXp Realty; Steven Venetta; 360-521-6062; steven.venetta@gmail.com

241 Warbass Way Unit #A202, Friday Harbor

$649,000

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 ⋅ Cannery Village Condo BLDG.

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 Broker: Windermere RE San Juan Islands; Linda McMahon; 360-317-8163; linda@sanjuanlife.com

$2,990,000

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

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

How much is your home worth?

How much is your home worth?