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$1,795,000
2 Beds ⋅ 2 Baths ⋅ 2549168 MLS ⋅ ACTIVE Status
Located in the heart of Eastsound Village, this exceptional mixed-use property offers unmatched flexibility, investment potential, and a premier Main Street location. Set on 1.37 acres with Village Commercial zoning, the 3,344-square-foot building features a spacious two-bedroom, two-bath residence with expansive living areas, a cozy wood-burning fireplace, and views of the bay, sound, and surrounding village. The lower commercial unit is currently leased with approximately two years remaining on the lease, providing immediate income. The south-facing property is bordered by public land and offers abundant parking, RV parking, high-speed internet, community water and sewer, and easy access to shops, restaurants, the waterfront, and all the amenities of Eastsound. A detached garage, partially fenced grounds, and generous open space provide opportunities for continued use, expansion, or redevelopment. One of the property's most extraordinary attributes is its size, location, and zoning. This is one of the last semi-undeveloped commercial/residential properties with frontage on Eastsound's premier downtown Main Street. Village Commercial zoning allows for development of up to 40 units per acre (buyer to verify). A completed wetland study is available, adding significant value for future planning. Opportunities of this scale and prominence in the heart of Eastsound are exceptionally rare, making this one of Orcas Island's premier investment and development offerings.

199 Main Street, Orcas Island

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

$1,795,000
3 Beds ⋅ 3 Baths ⋅ 2474873 MLS ⋅ ACTIVE Status
SPECTACULAR MARINE VIEW, Victorian Estate with glorious Westerly facing views over East Sound, Turtleback and beyond to Canada. Enjoy the 7.5 park-like, private acres with beautifully landscaped, walled garden, ponds, waterfalls, a gazebo and a greenhouse and walking paths. Should you wish to explore further, you will find easy access to miles of hiking trails and lakes in Moran State Park. This superb, quality home was built by renowned Pearson Construction and features antique light fixtures, hand-painted wall paper, stained glass doors and 1800’s mantels. Modern updates include HVAC, solar panels, full irrigation system and Wolf & Sub-Zero appliances. Walled gardens, covered porches, and a fire pit perfect for outdoor living in the summer, while a Vermont Castings wood stove keeps winter cozy! Minutes from Eastsound amenities yet a world away.

1656 Eagle Ridge Road, Orcas Island

Listing Broker: True North Realty; Chantelle Hildreth; 360-317-6581; chantelle@orcas-island.com

$1,700,000
4 Beds ⋅ 6 Baths ⋅ 2455459 MLS ⋅ ACTIVE Status
Excellent investment opportunity and prime location in the heart of Eastsound, Orcas Island. This 6 unit condominium was built in 2017. The residential units are laid out as follows: two studios and two 1 bed/1 bath units on lower floor, two 2 bedroom/2 bath units on upper level, for a total of 2972 square feet. Includes 6 on-site parking spaces for tenants. Established rental property with 100% occupancy, local Property Management Company. Well maintained by the Sellers, the original owners.

452 Pine Street, Orcas Island

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

$1,695,000
2534572 MLS ⋅ ACTIVE Status
A View from the Top! Exceptional Captain’s Row homesite overlooking Roche Harbor, the marina, resort village, and the scenic outer islands. Positioned above the historic lime kilns, this sought-after 0.23-acre parcel offers an outstanding setting for your custom island retreat. The property features a spacious level building area, retaining wall already in place, and utilities conveniently available nearby, making it easier to bring your vision to life. Enjoy the opportunity to participate in the Roche Harbor rental program, creating potential income when not enjoying the home yourself. Just moments away, Roche Harbor offers an unparalleled island lifestyle with a full-service marina, fine and casual dining, waterfront gathering spaces, boutique shopping, grocery store, wine shop, swimming pool, tennis courts, walking trails, seasonal events, art galleries, and convenient airstrip and seaplane access. Explore nearby English Camp, part of the historic San Juan Island National Historical Park, or savor fresh local oysters at Westcott Bay. A rare opportunity to build in one of Roche Harbor’s most desirable view locations.

136 Ada's Aly, Friday Harbor

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

$1,695,000
2 Beds ⋅ 2 Baths ⋅ 2453010 MLS ⋅ ACTIVE Status
WEST-FACING WATERFRONT HOME IN ROSARIO Designed by Vandervort Architects and built by Burke Thomas of Woodsong. This contemporary 2,367± sq ft home blends simple elegance with quality craftsmanship. Exquisite lighting highlights clean architectural lines, while sunlight and serene water views fill the open-concept living area, creating a seamless connection to nature. A striking handcrafted wood-and-steel staircase leads to a lofted office/guest retreat. The lower level offers two bedrooms, a spacious bath with jetted tub, and a laundry/utility room. Conveniently located near Rosario Resort, Moran State Park, and minutes from Eastsound, this turnkey home is offered fully furnished (with a few exclusions) for an effortless island lifestyle.

599 Shore Drive, Orcas Island

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

$1,680,000
4 Beds ⋅ 3 Baths ⋅ 2401499 MLS ⋅ ACTIVE Status
This exceptional estate features a 3,500-square-foot residence with four bedrooms and three bathrooms, complemented by 3,000 square feet of expansive decking, all set on more than 10 acres of pristine land. The property showcases breathtaking panoramic views of the Salish Sea, the outer islands, the Cascade Mountains, Mount Baker, and the Vancouver skyline, all framed by spectacular morning sunrises and stunning Pacific Northwest sunsets. The home’s gourmet kitchen is appointed with rich cherry cabinetry accented by stained glass doors, granite countertops, and custom cabinet hardware. Premium appliances include a double oven and a Thermador cooktop. A well-appointed butler’s pantry extends the kitchen’s functionality and includes a built-in wine cooler, ideal for both everyday living and effortless entertaining. In addition to the main residence, the estate includes three versatile outbuildings: a spacious studio with a loft, a garden equipment building, and a storage shed. Thoughtfully designed for both refined island living and memorable multigenerational entertaining, this remarkable property offers a rare blend of privacy, beauty, and functionality.

1669 Day Lake Road, Orcas Island

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

$1,657,750
2 Beds ⋅ 2 Baths ⋅ 2543805 MLS ⋅ ACTIVE Status
Experience island living at its finest in this beautifully maintained contemporary waterfront home on 1.25 acres with 150 feet of private shoreline in the coveted San Juan Drive neighborhood. Thoughtfully designed to capture spectacular water views, the home features soaring vaulted ceilings, expansive windows, and light-filled open living spaces ideal for entertaining and everyday comfort. Wake to breathtaking sunrise views over the water, watch passing boats, soaring eagles, seals, and abundant marine wildlife, and enjoy the serenity of this exceptional waterfront setting. The 1.25-acre parcel offers privacy while maximizing the home's stunning outlook. Conveniently located just minutes from the marina, dining, and amenities of Roche Harbor Resort, as well as the scenic shoreline and trails of Ruben Tarte Park. A rare opportunity to own a premier waterfront retreat where spectacular views, privacy, and the best of San Juan Island living come together.

976 San Juan Drive, Friday Harbor

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

$1,600,000
2 Beds ⋅ 1 Baths ⋅ 2570314 MLS ⋅ ACTIVE Status
San Juan County Land Bank is seeking Proposals to Purchase.  Talking Horse Farm is a rare 40-acre legacy agricultural property offering an exceptional opportunity to steward one of San Juan Island's historic working farms. Ideally situated between Friday Harbor and Roche Harbor and bordering protected public lands, this remarkable estate combines productive farmland, abundant infrastructure, and endless potential. Designed for a variety of agricultural pursuits, the property features fertile soils, plentiful water, extensive fenced pastures, and acreage well suited for both livestock and crop production. The impressive 15,000± sf barn includes horse stables with ample space for an indoor riding arena, complemented by several additional outbuildings that support farming, equipment storage, workshops, or other agricultural enterprises. Two separate residences provide flexibility, including a 2-bed/1-bath main home and a 2-bed/1-bath manufactured home – ideal for multigenerational living, farm staff, or caretaker accommodations. Additional unfinished space offers potential for expanded accommodations. Whether your vision includes equestrian pursuits, sustainable farming, livestock, specialty crops, or contributing to the San Juan Islands' vibrant local food system, the farm offers the infrastructure, setting, and scale to bring it to life. A truly exceptional opportunity for those seeking to preserve and continue the agricultural heritage of this extraordinary island property.

652 Halvorsen Road, Friday Harbor

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

$1,598,000
3 Beds ⋅ 4 Baths ⋅ 2550883 MLS ⋅ ACTIVE Status
Positioned within the immaculate community of Eagle Lake, this well-appointed Roy Lundgren designed home features unparalleled views and thoughtful design. Upon entry enjoy the expansive views of an open concept living space strategically designed to afford considerable light while maintaining distinct living spaces. With ceiling to floor windows, the expanse of ocean views highlights the main living area. The kitchen includes a separate entrance and seamlessly opens to the dining area. The den area is highlighted by the fireplace and quaint reading nook. Both the dining and den areas open to an expansive deck that allows for entertainment or personal enjoyment all while taking in breathtaking views. The primary suite is situated within its own wing featuring vaulted ceilings, reading nook, and fireplace. The bathroom includes comfortable and attentive updates throughout. French doors off the primary suite open to a patio all while maintaining ease of access to the main deck. Two more bedrooms with on suite bathrooms share another den and separate deck on the lower floor. There is also a separate entrance to the outside from the lower floor, a laundry/utility room and another large storage room currently used as a studio/office. The Eagle Lake community has over 290 acres of land for homeowners to enjoy, including trails, lake access, and beach access. Doe Bay Resort and Café is just minutes away from the community and Moran State Park is within driving distance.

186 Sunrise Bluff Lane, Orcas Island

Listing Broker: True North Realty; Shea Sasan; 949-299-6868; shea@orcas-island.com

$1,598,000
2 Beds ⋅ 1 Baths ⋅ 2478563 MLS ⋅ ACTIVE Status
Watch Roche Harbor fireworks from your dock! Perched along the coveted shores of Henry Is, this exceptional waterfront retreat captures sweeping views across sparkling waters to Roche Harbor & beyond. A rare offering, the property features a deep-water, shared dock, providing effortless access for boating, crabbing, fishing, and spontaneous sunset cruises.The home is thoughtfully positioned to embrace its breathtaking surroundings, with expansive windows that frame ever-changing marine vistas—boats gliding by, seabirds soaring, and the harbor lights twinkling at dusk. Two bedrooms on the main plus a sleeping- play loft above. The kitchen has beach-cottage cabinetry, a breakfast bar & a spacious dining area. The great room gets cozy with ambiance of the wood burning fireplace plus there’s another wd stove in the primary suite for a relaxing Winters night. Open-concept living spaces flow seamlessly to a generous outdoor deck, creating the perfect setting for summer gatherings or quiet mornings with coffee and sea air. Designed for both comfort and convenience, the property offers cabin chic finishes, inviting gathering spaces, and private retreats for guests. Whether you envision a full-time island lifestyle or a legacy getaway, this property delivers the ultimate San Juan Islands experience—privacy, protected moorage & postcard-worthy views just minutes from Roche Harbor Resort. A rare opportunity to own premier waterfront in one of the San Juans’ most sought-after locations.

5 Smugglers Rowe, Henry Island

Listing Broker: Windermere Real Estate/HLC; Jill Sjolin; 206-313-6563; jill@windermere.com

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

92 Flagpoint Lane, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Jane Sawyer; 360-317-8609; jane@sanjuanislands.com

$1,590,000
3 Beds ⋅ 4 Baths ⋅ 2585548 MLS ⋅ ACTIVE Status
Without equal, this custom San Juan Island retreat was crafted for those who appreciate breathtaking views, understand that true luxury lives in the details, and above all else, want a home worthy of sharing those experiences with the people they love. Discreetly positioned and deliberately private, this retreat makes its first impression where it counts, from within, where floor-to-ceiling glass, glowing stone, and island views announce exactly what this home is. Every wall is clad in coral tile, marble, or hand-laid stone; every ceiling finished in rich custom wood, from soaring open timber frame fir to beautifully detailed woodwork throughout. The elevated great room flows from living to dining to a chef's kitchen anchored by a glowing custom walnut bar with refrigeration and integrated sound. Kitchen features double ovens, propane range, double sinks, double dishwashers, oversized refrigerator, and walk-in pantry. Two mirrored primary suites offer propane fireplaces, marble walk-in showers beneath vaulted arched alcoves, soaking tubs, and dream closets. Guest suite with wet bar, bonus/game room, fire pit, hot tub, and sauna complete the lower level. Deck, dual outdoor fireplaces, 4-car garage, fiber internet, community beach, copper gutters, and a coveted location between Roche Harbor and Friday Harbor.To build this home today, with these finishes, would likely cost three times the asking price, that is if you could find the craftsmen to do it at all.

51 Willows Lane, Friday Harbor

Listing Broker: ONE Realty; Brian Gass; 360-201-0908; brian@1realty.com

$1,560,000
2 Beds ⋅ 3 Baths ⋅ 2547123 MLS ⋅ ACTIVE Status
Enchanting and tranquil island view home! Discover unmatched privacy, architectural craftsmanship and infrastructure resilience on Orcas Island. This self-sustaining 10-acre eco-retreat is located on two five acre parcels featuring a water view custom timber frame 2100 sq. ft. home with two bedrooms and two baths. Features vaulted ceilings, new metal roof, solar panels and traditional electrical connection. Perfect blend of modern off-grid capability and connected convenience, all surrounded by peaceful gardens & forest trails. Enjoy views of surrounding gardens enhanced by warm light filtering through the multiple skylights, windows and French doors. The upstairs loft is designed with passive solar thermal heat gain to capture natural winter warmth, supplemented by cozy wood stoves upstairs and on the main floor. Equipped with a private solar electric system with battery storage, the home runs seamlessly through coastal winter storms, bypassing the electric grid. Plenty of storage & work space afforded in the hand-built barn & the separate studio. Additional features include: maple floors, radiant heat concrete floors, custom fir cabinets and trim throughout. Relax under the pergola on the patio or dine on the water view deck above. Premium low-E energy efficient glazing upgrades on all south-facing windows. Nearby well serves adjacent parcel, allowing for another structure. Just 10 minutes to Orcas Village!

85 Moki Road, Orcas Island

Listing Broker: Orcas Island Realty; Lisa Wolford; 360-317-8331; lisaworcas@gmail.com

$1,550,000
4 Beds ⋅ 3 Baths ⋅ 2544613 MLS ⋅ ACTIVE Status
Lopez Village Vibrancy Meets West-Facing Waterfront Serenity. A rare blend of peaceful waterfront retreat and Village life. Enjoy car-free access to restaurants, shops, the Farmers Market, and community events—all from your own west-facing shoreline. Designed for hosting, this light-filled 4-bed, 3-bath home captures dramatic views of San Juan Channel, the entrance to Fisherman Bay, and passing ferries. The main level features a wall of windows, open kitchen/living/dining areas, a bath, den, and office. A 2-car garage stores all your island toys. Upstairs, all four bedrooms sit on one level. The primary suite offers panoramic water views, a walk-in closet, and a spa-like ensuite with soaking tub and separate shower. Three additional bedrooms and a full bath provide ample space for everyone. The expansive deck delivers front-row views of passing boats, basking seals, and soaring eagles by day, spectacular sunsets over the water come evening, and lighted ferries gliding by at night. A gazebo, fenced yard, and raised garden beds round out the grounds, and a private staircase drops directly to your own beach and tidelands. A mature willow and tall hedge buffer the street. Don't miss this rare opportunity to own one of Lopez Village's coveted waterfront footprints.

405 Lopez Road, Lopez Island

Listing Broker: Windermere RE/Lopez Island; Tim Slattery; 360-920-1501; slatteryrealestate@icloud.com

$1,550,000
2469658 MLS ⋅ ACTIVE Status
Rare 27+ acre waterfront offering in the heart of sunny Deer Harbor. This exceptionally private property features an elevated building site with commanding southwestern views over Cayou Valley and Deer Harbor. Approximately 1,500± feet of estuary waterfront plus tidelands are complemented by surrounding forestland and open grassy areas. Craftsman-built stone walls frame the entrance and patio areas, including a beautifully constructed stone terrace designed to take in sweeping estuary and meadow views, ideal for outdoor gathering and entertaining. Power is available on the property, along with water from a shared, highly productive well. A San Juan County Land Bank conservation easement protects this iconic and historically significant property while allowing for construction of a single-family residence or multi-room inn on the expansive plateau. Enjoy majestic sunsets, abundant wildlife, hiking opportunities, access to marinas and seasonal seaplane service, all via county-maintained Deer Harbor Road. Adjoining property to the south is in conservation and not buildable (not included).

4282 Deer Harbor Road, Orcas Island

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

$1,500,000
2 Beds ⋅ 3 Baths ⋅ 2522283 MLS ⋅ ACTIVE Status
Rare opportunity in the heart of West Sound! Ideally situated on the corner of Deer Harbor Road and Crow Valley Road, this charming property enjoys a premier location just 50 feet from the waterfront, approximately 200 feet from the public beach and dock, and moments from the yacht club. This coveted offering includes a valuable transient rental permit, creating exceptional flexibility for personal use, vacation rental income, or both. The thoughtfully designed two-bedroom, three-bath home features comfortable living spaces and strong income-producing potential, with the upper level consistently rented throughout the summer season. Whether you are seeking an island getaway, investment property, or full-time residence near the marina and waterfront amenities, this one-of-a-kind West Sound property is a rare find.

942 Deer Harbor Road, Orcas Island

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

$1,495,000
3 Beds ⋅ 3 Baths ⋅ 2550846 MLS ⋅ ACTIVE Status
Discover the ultimate private estate combining luxury living, income potential and unmatech utility. Nestled on 6 serene, private acres this meticulously maintained property has 3 bedroom, 2 bath main residence, a premium detached shop with office and studio plus fully self contained 1 bedroom accessory dwelling. Entry into the main residence is beautifully landscaped and fenced . The home features a gourmet kitchen with porcelain tile floors, custom cabinetry and quartzite countertops. The living room with floor to ceiling windows is bathed in natural light. Majestic stone accent wall and granite hearth around the Xtrordinair fireplace complete the room. Primary suite with spa-bath boasts massive walk-in shower, custom vanity, countertops and radiant floor heat. Attached garage has been converted into family room living space with kitchenette and ample room for pool table. Premium 36 x 36 Texmo building with vaulted ceilings, concrete slab and separate office space. Above the shop is studio space with 3/4 bath and kitchen. Modern 2020 Park Model tiny home is 600 sq ft of independent living perfect for multi-generational living, guest house or rental income. Adjoining gazebo with stone patio and firepit for quiet outdoor evenings. Property is served by 2 wells with 4 - 2500 gallon storage tanks. Rain catchment off the shop roof. New roof in main home in July of 2026.

750 Shaner Armstrong Road, Orcas Island

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

$1,495,000
3 Beds ⋅ 3 Baths ⋅ 2548430 MLS ⋅ ACTIVE Status
Marine & Territorial Views---This totally remodeled, 3 bedroom, 2.5 bath rambler with lower level is perched on a sunny knoll with panoramic views of Swift Bay, ferry lanes and surrounds. From the Brazilian granite counters to the induction stove with warming drawer, this kitchen is made to love. And, it is front and center to take in the sunny views and ferries gliding by. The main floor has a propane fireplace, desk nook & hickory floors alongside the spacious dining area with built-in buffet & lighted cabinets. Just down a short hall is the primary bedroom with lighted closets and bath with double vanity sinks, glass wall shower & spa tub. And the tile floor is heated. The laundry room has plenty of storage and large sink. The lower level incl a family room with wood stove, large office w/closet, bonus room currently used for exercise plus 2 bedrooms with king-size beds & lighted closets and a three-quarter bath with double vanity sinks & heated floor. The 5 acres is a good mix with half mature woods perfect for walking trails and half sunny pasture with room for a few animals. Small vintage barn plus two 14ft by 40ft insulated, well-built outbuildings for your car, toys and shop. Close to Spencer Spit Park & beach access on Swift Bay. Convenient to both Lopez Village and the ferry landing. You will never tire of watching the majestic views. What more could you need for good living on Lopez Island.

103 Less Traveled Road, Lopez Island

Listing Broker: Windermere RE/Lopez Island; Dianne Pressenda; 360-202-6995; pressenda@rockisland.com

$1,495,000
3 Beds ⋅ 3 Baths ⋅ 2483389 MLS ⋅ ACTIVE Status
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

$1,475,000
2 Beds ⋅ 2 Baths ⋅ 2566226 MLS ⋅ ACTIVE Status
Turnkey Roche Harbor retreat with water views and community beach. Enjoy island living from this Davison Head property, just minutes from Roche Harbor Resort. Offering partial views of the San Juan Channel and Speiden Island. The quality-built 1,435 SF main home, completed in 2006, features an open design with vaulted ceilings, two bedrooms plus a bonus room, 1.75 bathrooms, and a spacious kitchen with a large island and quartz countertops and an attached 1 car garage. A covered deck provides the perfect place to enjoy the peaceful setting. A detached 997 SF two-story studio, built in 2019, offers space for guests, hobbies or a home office. It includes two bathrooms, laundry and includes an EV charger, its own separate driveway and address, creating privacy and flexibility. Both the main home and studio are energy efficient, featuring electric heat pumps with heating and A/C, individual propane tanks, whole-house generators, and high-speed fiber internet. Convenient large storage shed and a fenced garden area that can also serve as a dog run. Sold turnkey and move-in ready, this property is ideal as a full-time residence, vacation home, or investment opportunity. Launch your kayak from the community beach, explore the shoreline, or simply relax and enjoy the stunning scenery. Just minutes away, Roche Harbor Resort offers a marina, a boat launch, waterfront restaurants, grocery store, retail shopping, airstrip, seaplane service, scenic trails, and year-round activities.

184 Brooks Lane, Friday Harbor

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

$1,475,000
3 Beds ⋅ 4 Baths ⋅ 2469806 MLS ⋅ ACTIVE Status
Located on exclusive Blakely Island, 121 Marine Dr offers a private island lifestyle defined by ease, space, and quiet sophistication. Arrive by plane or boat and immediately step into a slower, more intentional rhythm. With no short-term rentals allowed, the island remains peaceful and uncrowded, ideal for hosting friends or enjoying long stretches of uninterrupted time. This spacious home spans over 4,100 sq ft across three levels, designed for both comfortable everyday living and effortless entertaining. The main living level features an open floor plan filled with natural light, a primary suite with fireplace and deck access, and seamless indoor-outdoor flow to expansive decks with sweeping views. Upstairs offers additional bedrooms, bath, storage, and a loft lounge, while the lower level is an entertainer’s dream with theater seating, bar, wine room, and flexible bonus space. Enjoy island amenities including beaches, trails, stocked lakes, marina, and airstrip—Blakely living at its finest.

121 Marine Drive, Blakely Island

Listing Broker: Bellwether Real Estate; Donnie Rubenack; 360-815-1168; donnie@bellwetherrealestate.com

$1,469,000
3 Beds ⋅ 2 Baths ⋅ 2519974 MLS ⋅ ACTIVE Status
Rare opportunity to own a fully built-out 2-acre family compound offering space, flexibility, and incredible value. The newly remodeled 2,288 sq ft main home features 3 bedrooms, 2 bathrooms, a downstairs den, and an attached rec room with its own private entrance. Set on a level, grassy field, the property offers a wide-open, level setting that’s easy to maintain. In addition to the main home, the property includes a large barn with a fully finished, high-end bunkhouse above, a permitted 2 bed / 1 bath guest house, and a fully finished hot tub house complete with bathroom and lounge space above. There is also a large storage barn with a metal roof and an outdoor wood-fired pizza oven—perfect for entertaining. A fenced garden area and multiple fruit trees add charm and the potential for farm-to-table living. With new roofs on all structures (within the last 5 years), this turnkey property is ideal for multi-generational living, rental income, or a private retreat.

329 Snowberry Lane, San Juan Island

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

$1,450,000
1 Beds ⋅ 1 Baths ⋅ 2576275 MLS ⋅ ACTIVE Status
Charming bungalow with stunning southwest water views and a community beach just steps from your front door. Located in the Davidson Head neighborhood of Roche Harbor, this area offers excellent opportunities for boating, kayaking, and paddleboarding. The home includes your very own registered mooring buoy. This highly sought-after 1-bedroom, 1-bath bungalow sits on a partially wooded ½-acre lot, providing a perfect blend of privacy and tranquility. A detached shed/workshop offers additional storage or a space for creative projects. This prime location is just minutes away from the vibrant amenities at Roche Harbor Resort, which include a variety of restaurants, shops, spa, grocery store, post office, seasonal outdoor pool, pickleball, tennis, marina, airstrip, and marina that is seaplane accessible. The inactive vacation rental permit is in the process of being renewed. This property truly represents a wonderful opportunity to embrace a serene lifestyle in a desirable world-class resort community.

40 Brooks Lane, Friday Harbor

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

$1,450,000
2 Beds ⋅ 2 Baths ⋅ 2503343 MLS ⋅ ACTIVE Status
Exquisitely crafted private estate on 12 acres of serene, secluded land. This exceptional Craftsman-inspired home combines refined craftsmanship, advanced infrastructure, tranquil privacy. Fully fenced yard designed for pets while excluding wildlife. A second building site w/utilities offers outstanding future potential/water views. Artisan details showcased throughout, including timber frame accents, custom solid-wood interior doors, natural wood trim, slate switch plates, subtle LED lighting. A Hearthstone freestanding wood stove anchors the living space, while architectural eave lighting enhances exterior. The kitchen blends elegance/functionality with cherry cabinetry, quartz countertops, stainless farmhouse sink, touchless faucet, under-cabinet lighting, pull-out waste/recycling. The main bathroom features quartz counter, ceramic basins, tiled tub surrounds. Bedrooms utilize built-in closet organizers. Built with ICF lower level, SIP upper walls, exceptional efficiency, Andersen double-pane windows, heat recovery ventilation, hydronic radiant floor heating. Durable fiber-cement siding, metal roof provide longevity. Outdoor living includes a TimberTech deck, lighted stairs, integrated planters, propane connections, molded concrete paver patio. Infrastructure: 2 wells, dual septic tanks, permitted 5 bed drainfield, backup generator, buried propane tank, heated insulated shop, RV parking w/utilities. A rare offering where craftsmanship, comfort and infrastructure converge.

424 Logan's Run Road, Orcas Island

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

$1,449,000
3 Beds ⋅ 3 Baths ⋅ 2582422 MLS ⋅ ACTIVE Status
Captivating west-facing water views and glowing sunsets await in this private beautifully remodeled 3-bedroom, 2 1/2 bath view home situated on 5+ acres. Designed for relaxed living and easy entertaining with everything you need on the main level. The light-filled spacious great room with vaulted ceilings and beautiful stunning west facing views. The chef's kitchen comes equipped with a walk-in pantry, new appliances and granite countertops. Primary bedroom on the main boasts large walk-in shower, laundry, while storage abounds throughout with generous walk-in closet, and built in storage cabinets. Lower level has separate family room with space for office, 3/4 bath, den/bedroom and large bedroom with walk-in closet, sitting area and propane fireplace for a warm ambiance. Outdoors, the property shines with meticulously landscaped grounds and versatile outbuildings, including a private guest studio—ideal for visitors or a home office. Traverse the beautiful trails past the firepit down to large garage/shop. Newly rebuilt decks on both the east and west side of the home add to the outdoor enjoyment. Covered dining area on the westside of the home is ideal for summer BBQs while enjoying the glorious sunsets over the San Juan Islands and beyond to Vancouver Island. Situated in an exceptional location with community beach access and proximity to two nearby marinas, this property offers the ultimate island lifestyle both inside and out. Good private well.

154 Walker Drive, Orcas Island

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

$1,425,000
3 Beds ⋅ 2 Baths ⋅ 2574936 MLS ⋅ ACTIVE Status
Experience the boating lifestyle of waterfront living at this exceptional Lopez Island retreat. Set along the protected waters of Fisherman Bay, this home includes a private tidal dock and mooring buoy, creating effortless access to endless days of cruising, crabbing, kayaking, and island hopping right out your back door. Lovingly held by the same family for more than 35 years, the home reflects a legacy of comfort, connection, and unforgettable waterfront memories. A substantial update enhanced both form and function, introducing warm hardwood floors, expanded living areas, and an inviting layout that embraces the home’s stunning southeasterly water and territorial views. With 3 beds, 1.75 baths and a desirable main-level primary suite, the residence offers a comfortable and flexible floor plan ideal for quiet retreats or effortless hosting. Whether envisioned as a full-time residence, refined island getaway, or legacy waterfront property, this is a rare opportunity to enjoy the very best of Lopez Island living—where elegance meets ease, and every day begins with the rhythm of the tide.

1794 Bayshore Road, Lopez Island

Listing Broker: COMPASS; Rom Hirss; 360-922-2181; Rom@HirssGroup.com

$1,400,000
2574761 MLS ⋅ ACTIVE Status
Discover an extraordinary opportunity to create a private San Juan Island legacy estate on 80 acres spanning two tax parcels, ideally located between Friday Harbor and Roche Harbor. Bordering the protected Roche Harbor watershed, this expansive property offers a remarkable sense of seclusion while remaining convenient to island amenities. Explore a diverse landscape of old logging roads, rocky knolls, wetlands and native forest, wth abundant birds and wildlife throughout. Access to DNR trails to the east and hiking trails toward Mt. Young to the north further connects the property to the island's natural beauty. A true blank canvas with room to envision a private compound, multi-generational retreat, recreational getaway or large-acreage homestead. An increasingly rare opportunity to own substantial acreage and create something truly special in the San Juan Islands.

Three Corners Lake Road, Friday Harbor

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

$1,398,000
3 Beds ⋅ 3 Baths ⋅ 2553905 MLS ⋅ ACTIVE Status
At the end of Windfall Lane on the north shore, two marine-view parcels totaling approximately 4.3 acres of wooded land offer sweeping views of Mt. Baker, Puget Sound, and the lights of the mainland. Built in 1986, this three-bedroom, three-bath, 2,330-square-foot home has total privacy and sits entirely on one level except for a loft office/den. The primary suite opens directly onto the newly replaced sound-view deck, and one of the additional bedroom suites has its own separate outside entrance — ideal for guests or rental potential. Two propane stoves keep things cozy through the winter months. The spacious double carport has shop space and there is a separate storage shed. Propane Kohler auto-start generator. The second, buildable vacant lot is sunny and open, with a fenced garden, orchard area and a separate Raccoon Point Community Water membership. A pristine, spring-fed pond near the entrance draws birds and deer. From here, it's a short stroll to the Raccoon Point Community Beach access for kayaking and beachcombing.

306 Windfall Lane, Orcas Island

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

$1,395,000
4 Beds ⋅ 4 Baths ⋅ 2499483 MLS ⋅ ACTIVE Status
Rare Lopez Island waterfront home with mooring buoy on Fisherman Bay. Turnkey 3,950 sq ft estate includes 3 parcels and offers incredible value for those seeking space, serenity, and unmatched island living. The elegant 4 bedroom, 3.5 bath home features a gourmet kitchen, luxury finishes, and light-filled spaces that flow to a generous patio and expansive decks— ideal for entertaining or simply soaking in the tranquil views. The finished daylight basement includes a wine cellar, craft area, and gym. Two additional building lots offer space to grow. The fully fenced property includes a productive garden and fruit trees. A private, peaceful retreat blending luxury, nature, and island charm.

1898 Bayshore Road, Lopez Island

Listing Broker: Coldwell Banker San Juan Is.; Jane Sawyer; 360-317-8609; jane@sanjuanislands.com

$1,360,000
1 Baths ⋅ 2549539 MLS ⋅ ACTIVE Status
ON THE EDGE OF THE BAY sits this very special property---27+ acres and 805 feet of waterfront. This land has been in the same family for over 80+ years. Take in views of Mud Bay & Lopez Sound from a sweet little cabin with new wrap around covered deck and bathroom. A cozy step back from our busy world. You will never tire of watching the summer sunsets & boats on the bay. Take the stairs to get up close and wander around on the beach. Or take a walk on the many trails through the mature woods. Or check out what's going on at the pond. Lots of nature everywhere---listen to the birds sing and the tides run. The shower house is perfect for extra guests camping and has plenty of space for a future washer & dryer. A detached double car garage (964 sqft) holds the tractor, mower, water toys and more---a place to tinker to your heart's delight. The finished back quarter of the building is great for projects or indoor play. Mud Bay and surrounds is good for crabbing, kayaking & watching wildlife. And you are close to boat launches, southend parks & hiking trails plus the Islandale Market. The San Juan Preservation Trust recognized the significant value of this property and signed a Conservation Easement to protect this land for generations to come.

304 Frances Lane, Lopez Island

Listing Broker: Windermere RE/Lopez Island; Dianne Pressenda; 360-202-6995; pressenda@rockisland.com

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