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$2,695,000
4 Beds ⋅ 3 Baths ⋅ 2569539 MLS ⋅ ACTIVE Status
A rare opportunity to own one of the San Juan Islands’ most beautiful private estates. Set on 23+ acres of rolling pasture, mature woods, orchard, and gardens, this custom Craftsman offers exceptional privacy, southern protected valley views, and direct county road access. Designed and built by Island Shelter Construction, the 3,226 sq ft, 4-bedroom, 3-bath home showcases meticulous craftsmanship and timeless finishes. Clear cedar coffered ceilings, beautiful millwork, and warm details create a relaxed country-luxury atmosphere. The spacious great room is anchored by a dramatic fieldstone wood-burning fireplace, creating an inviting gathering space with views of the surrounding landscape. Outside, enjoy a mature irrigated orchard, sunny fenced garden, sports court, hot tub, woodshed, and charming treehouse. A gracious winding drive through the woods leads to the residence and an impressive 2,136 sq ft shop with separate studio and office spaces. A 1,252 sq ft equipment shed provides additional storage and workspace.With its extraordinary setting, thoughtful design, abundant amenities, and complete sense of seclusion, this exceptional San Juan Islands property offers a rare combination of natural beauty, craftsmanship, and versatility.

14 Fieldstone Road, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$1,600,000
2 Beds ⋅ 1 Baths ⋅ 2570314 MLS ⋅ ACTIVE Status
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± square foot 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 exceptional flexibility, including a 2-bedroom, 1-bath main home and a 2-bedroom, 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, Talking Horse 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 courtesy of Windermere RE San Juan Islands.

$2,999,950
7 Beds ⋅ 6 Baths ⋅ 2570662 MLS ⋅ ACTIVE Status
Perched peacefully near the highest point of Orcas Island atop Buck Mountain, Chateau Nighthawk is a breathtaking custom-built chateau offering unmatched privacy and timeless Pacific Northwest beauty. Cross the drawbridge and over-the-moat like entry into a soaring 6,031 sq ft masterpiece set across 5.126 sprawling, gated acres. Large windows frame Puget Sound panoramic views of the San Juan islands, stretching all the way to the city lights of Victoria and Sidney, BC. Designed for grand-scale entertaining or quiet relaxation, the thoughtfully integrated living spaces feature masterful woodwork and a light-filled great room. The gourmet kitchen leads to a sunken dining hall with immense viewing windows and stained glass. A central staircase wraps around a natural rock waterfall, trailing down to a lower-level recreation floor complete with pool table-sized room, full wet bar, and access expansive decks. The primary suite occupies its own east turret wing boasting an ensuite with dual sinks, a jetted tub overlooking the islands, and a private sitting room complete with fireplace. Multiple turrets, a dedicated theatre room, a wood floor dance studio, and plenty of space make this a premier island compound. Located just minutes away from the heart of Eastsound's shops and restaurants, this 7-bedroom,5-bathroom estate is a rare opportunity for a generational retreat, wedding venue or business sanctuary. Come experience this fine home.

65 Aerie Road, Orcas Island

Listing courtesy of Keller Williams Realty PS.

$1,050,000
4 Beds ⋅ 4 Baths ⋅ 2565212 MLS ⋅ ACTIVE Status
Built by a contractor as his personal residence this home is surrounded by more than 2 acres of private peaceful woods & sunlit meadow. The 3-bed/1.75-bath 2,567-sf main home includes two custom lifts--one from the carport to the lower level & another to the upper living area for easy access between levels & a hot tub. A 1,000-sf guest house sits above the garage & offers one bedroom & 3/4 bath, making it ideal for guests, extended family or a rental. The 2-car garage has an additional 3/4-bath, a bonus room & laundry facilities for the building. Additional property highlights include a finished & heated 840-sf two-room shop 240-amp service & a garage door, plus an RV carport w/septic hook-up. A second unfinished shop/basement sits beneath the main home w/ample storage. Two generators--one dedicated to the main house & one to the guest house, ensure reliable power. Enjoy a beautiful fenced & irrigated garden space & circular driveway. Landscaping is irrigated.

279 KANAKA BAY Road, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$365,000
2568530 MLS ⋅ ACTIVE Status
Imagine your future home overlooking beautiful Cascade Bay from this sunny, southwest-facing .62-acre lot, with lovely water views and spectacular sunsets. Located in the Rosario community, the mostly cleared, gently sloping site offers convenient building access. Water and power are available in Cascade Way. Limited CC&Rs include an 800-square-foot minimum residence and standard residential-use restrictions; there is currently no active HOA. Lot owners also benefit from deeded recreational access to designated Rosario outdoor amenities, subject to availability and applicable fees. Just up Cascade Way is the entrance to Moran State Park at Cascade Lake, offering swimming, paddling, fishing, hiking, biking and miles of trails. Nearby Rosario Marina offers seasonal dining, and Kenmore Air provides seasonal floatplane service to Seattle. Approximately 12 minutes from the shops, restaurants and conveniences of Eastsound. Neighboring 118 Cascade Way is also offered for sale, creating an opportunity to own two adjoining Rosario properties, see MLS #2515637.

17 Cascade Way, Orcas Island

Listing courtesy of Orcas Island Realty.

$5,750,000
2 Beds ⋅ 5 Baths ⋅ 2562460 MLS ⋅ ACTIVE Status
Mitchell Bay Waterfront Retreat — A rare opportunity to own an exceptional west-facing waterfront estate on Mitchell Bay with spectacular sunsets, private dock with power/water, 50'x10' float and covered boat slip. The custom two-story residence offers radiant heat, vaulted and beamed ceilings, Vantage lighting system, skylights, hardwood and stone floors, French doors, three fireplaces and expansive water-views. Main-level primary suite features private deck, floor to ceiling turret windows, generous closets and dressing area and luxurious master bath. Inviting foyer, formal wood-enriched library/office, and large exercise room with sauna and in-floor heating adds formality, comfort and versatility. Chef’s kitchen includes double convection ovens, ceramic cooktop, beverage refrigerator and large pantry. Exterior spaces boast multiple covered and open sitting areas ideal for outdoor entertaining and whale watching. Upstairs offers a bedroom with private deck, bath and den. The over-sized lower level provides exceptional shop, utility, storage, and two-car garage. Additional features include an attached greenhouse, water treatment and irrigation system and fenced garden. A detached waterfront two-bedroom, one-bath guest house features hardwood floors, new windows and decking, and private garden. Located on the north end of San Juan Island near Roche Harbor Resort and English Camp offering dining, retail shopping and numerous hiking trails within a short drive.

476 De Haro Lane, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$239,000
1 Beds ⋅ 1 Baths ⋅ 2566014 MLS ⋅ ACTIVE Status
Completely renovated and move-in ready, this bright second-floor corner condo offers an excellent opportunity for affordable island living. With windows on two sides, the corner location provides abundant natural light throughout the home, and the second-story setting means no neighbors above you for added peace and privacy. Recent updates include fresh interior paint, new countertops, new bathroom fixtures, new appliances, new wall heaters, new switches and thermostats, new lighting, and mirrored sliding closet doors in the bedroom. A storage garage is available to be retained for $60 per month. The HOA is currently working toward reopening the community pool. This completely remodeled condo is move in ready. Please note this property is not approved for vacation rentals.

250 Tucker Avenue Unit #18, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$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 courtesy of Coldwell Banker San Juan Is..

$2,925,000
2558109 MLS ⋅ ACTIVE Status
Multi Tenant Flex Use Commercial Investment Opportunity in Friday Harbor. Positioned just outside Friday Harbor’s downtown core, this well-maintained commercial property offers 11,500 sqft of versatile space in a strategic location. With close proximity to the Airport, Hospital, Post SJ, SJI Food Co-op & Bakery SJ, the property benefits from accessibility & a location that supports long-term tenant demand. Three UNITS downstairs; UNIT C 3000 sqft. Assembly has large open space w/2 WC, and other versatile spaces.UNIT D2 1900 sqft. Cabinet shop w/WC & Large side loading/garage door, UNIT D1 1000 sqft. Acupuncture/Wellness center w/WC & flex spaces. Upstairs has four spaces & a common space/hallway w/2 WC; one w/shower. UNIT F 1300 sqft. Dance Studio, UNIT E 1500 sqft. Office/Flex space w/Kitchen, UNITS G & H are 1150 sqft. 2 Bdrm Aptartments w/2 WC & laundry en-suite. Each Unit is Metered for power & water/sewer. Solar array on roof is net metered for large savings on electricity bill. 19 parking spots, recently resurfaced parking lot. A proven income-producing asset w/dependable cash flow & compelling potential. Its excellent upkeep, flexible layout & stable island market make it an attractive option for investors seeking both immediate performance and lasting value. For commercial real estate investors looking to secure a reliable, well-located asset in one of the San Juan Islands’ most desirable markets, this opportunity deserves serious consideration.

687 Airport Center Road, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$825,000
3 Beds ⋅ 2 Baths ⋅ 2563805 MLS ⋅ ACTIVE Status
Beautiful family home at Cape San Juan! This 3-bedroom, 2-bath home sits on over half an acre and offers a private setting with no homes built on either side. The fully fenced backyard is beautifully landscaped with trees and features a large deck, perfect for relaxing or entertaining. Inside, you'll find skylights that fill the home with natural light, upgraded bathrooms, and a newer roof for added peace of mind. Enjoy access to all of the Cape San Juan community amenities while living in a home that's truly move-in ready. This is a wonderful opportunity to make this beautiful property your new home.

142 Vista Way, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$735,000
2 Beds ⋅ 2 Baths ⋅ 2564607 MLS ⋅ ACTIVE Status
Set on a rare, level 0.53-acre parcel just minutes from Eastsound Village, this charming home offers a unique combination of village convenience, established landscaping, and a connection to Orcas Island's natural environment. Mature trees, a small pond, and a deer-fenced backyard create inviting outdoor spaces, while the protected wildlife corridor beyond provides habitat and movement space for deer, birds, and other native wildlife.The 1,178 sq. ft. home embraces the clean lines and inviting simplicity of mid-century design. Featuring two bedrooms plus an office, a full bath, a cozy kitchen with adjoining dining area, and a spacious 120 sq ft. mudroom/utility room with a convenient half bath, the home offers a comfortable, functional floor plan. Authentic mid-century character provides a wonderful foundation for those who appreciate the style, with opportunities to refresh finishes while preserving its timeless appeal. A covered carport and attached shop/storage area add valuable space for projects, hobbies, and island living.The generous level parcel offers room to garden, entertain, and enjoy the outdoors. Conveniently located near Eastsound's shops, restaurants, schools, waterfront, and everyday amenities, with the public waterfront park just up the next street for easy shoreline access and beachcombing. A special Eastsound property where character, nature, and location come together.

298 Lover's Lane, Orcas Island

Listing courtesy of Orcas Island Realty.

$995,000
1 Beds ⋅ 2 Baths ⋅ 2565688 MLS ⋅ ACTIVE Status
Enjoy west side Lopez Island living from this private waterfront home on seven acres featuring 260 feet of high bank shoreline with sweeping sunset views and ferry boats passing by. Located just one mile north of Lopez Village and minutes from the ferry landing, the setting blends convenience with exceptional tranquility. The 1-bedroom home offers new interior paint and flooring, a ¾ bath, and a west facing deck capturing evening light. A fenced garden area an updated septic system, and good output shared well support comfortable year-round living. The San Juan Preservation Trust Conservation Easement protects the property’s natural character while still allowing opportunities for expansion of the existing home. A standout amenity is the spacious 2 car garage with a separate studio workspace, complete with a full bath and an upper loft with a sink is ideal for guest housing. Outdoor enjoyment continues with a cozy firepit overlooking the water. This is an estate sale offering a rare opportunity to purchase west facing waterfront at approximately 20% below the County assessed value. A compelling combination of privacy, views, flexible spaces, and exceptional value on Lopez Island.

1129 Lopez Road, Lopez Island

Listing courtesy of Premier Agent Network.

$1,795,000
4 Beds ⋅ 4 Baths ⋅ 2564603 MLS ⋅ ACTIVE Status
Experience the best of San Juan Island living in this exceptional waterview home, where privacy, craftsmanship, and timeless design come together on 2.5 peaceful acres. Located only three miles from town, this property is thoughtfully positioned to capture the unforgettable scenery and views. Custom designed with contemporary elegance, offering a warm light-filled interior with striking windows surrounding the high ceilings, rich hardwood flooring, fine wood craftsmanship, and an open layout. The spacious primary suite is its own scenic retreat, while two additional bedrooms, a dedicated family room and inviting living spaces provide room for every lifestyle. One of the property's most valuable features is the attached Mother-in-Law Suite, complete with a private entrance, full kitchen, living room, bedroom, full bath, and patio. Perfectly suited for extended guests or offers the opportunity to use as a long-term rental, adding flexibility and value without sacrificing privacy. Outside, both natural and landscape design create a serene setting to relax, entertain, garden or simply enjoy the peaceful surroundings. An oversized garage with workshop space provides room for hobbies and storage. Just down the street, a community beach invites you to experience everything island life has to offer. You must see in person to fully appreciate this thoughtfully designed and well maintained residence. This rare offering delivers an exceptional lifestyle in one remarkable package.

164 Bramblewood Lane, Friday Harbor

Listing courtesy of Island Grp Sotheby's Int Rlty.

$650,000
2 Beds ⋅ 2 Baths ⋅ 2561708 MLS ⋅ ACTIVE Status
Enjoy the best of Orcas Island living at 83 Cascade Way! Ideally located just minutes from Eastsound, Rosario Resort, and Moran State Park, this property offers easy access to hiking, boating, lakes, waterfront dining, and all the island's favorite destinations. The layout provides a nice open concept living space, and the vaulted ceilings allow for an abundance of natural light. The spacious porch and large windows offer a peaceful setting, allowing you to look through the trees and catch glimpses of Cascade Bay. Added features include ample storage and a finished studio attached to the garage, offering flexible space for additional guests, a hobby area, or an office. Whether you're looking for a full-time home or a weekend island retreat, this property combines a desirable location, versatile living space, and the natural beauty that makes Orcas Island unforgettable.

83 Cascade Way, Orcas Island

Listing courtesy of Keller Williams Western Realty.

$525,000
2564802 MLS ⋅ ACTIVE Status
Welcome to The Hermitage, a private waterfront community on beautiful Decatur Island. Lot 4 offers 5.45 acres of peaceful, forested landscape—an ideal setting to build your custom island retreat. With generous acreage, towering evergreens, and a private setting, this exceptional homesite offers the perfect balance of seclusion and convenient access to community amenities.Just a short walk from the private beach and dock, you'll enjoy easy access to boating, kayaking, paddleboarding, fishing, and exploring the surrounding San Juan Islands. Shared mooring buoys add to the convenience, while views of Mt. Baker, Rosario Strait, and passing ferries create an ever-changing coastal backdrop.Residents also enjoy a tranquil community pond, providing another peaceful place to relax and appreciate the island's natural beauty. Decatur Island is known for its welcoming community, scenic hiking, beaches, wildlife, and authentic Pacific Northwest lifestyle. Home to a charming one-room K–8 school, the island offers a rare opportunity to enjoy a slower pace of life while remaining connected to the beauty and adventure of the San Juan Islands.Whether you're planning a seasonal escape or a year-round residence, Lot 4 at The Hermitage offers an exceptional opportunity to create your own island sanctuary.

4 Lot Fauntleroy Point Rd, Decatur Island

Listing courtesy of Windermere RE North, Inc..

$510,000
2564806 MLS ⋅ ACTIVE Status
Welcome to The Hermitage, a private waterfront community on the shores of beautiful Decatur Island. Lot 5 offers 7.11 acres of peaceful forested landscape, providing an exceptional opportunity to create a custom island retreat surrounded by the natural beauty of the San Juan Islands. With its expansive acreage, this homesite offers outstanding privacy and a serene setting among towering evergreens.The property enjoys a medium to high bank waterfront setting with sweeping views of Mt. Baker, Rosario Strait, and the surrounding islands. Just a short walk from the private community beach and dock, you'll have convenient access to boating, kayaking, paddleboarding, fishing, and exploring the island-studded waters. Shared mooring buoys make it easy to enjoy everything this remarkable waterfront community has to offer.Residents of The Hermitage also enjoy a tranquil community pond, creating another peaceful place to relax and connect with nature. Decatur Island is cherished for its scenic beauty, welcoming community, hiking trails, beaches, and authentic Pacific Northwest lifestyle. Home to a charming one-room K–8 school, the island offers a rare blend of tranquility and adventure.Whether you're seeking a seasonal getaway or a year-round residence, Lot 5 presents an outstanding opportunity to build your dream home in one of the San Juan Islands' most special communities.

5 Lot Fauntleroy Point Rd, Decatur Island

Listing courtesy of Windermere RE North, Inc..

$495,000
2564769 MLS ⋅ ACTIVE Status
Welcome to The Hermitage, a thoughtfully planned waterfront community on beautiful Decatur Island. This 5.98 acre exceptional forested homesite offers a rare opportunity to build your custom island retreat just steps from the private Hermitage beach and dock, perfectly positioned to embrace the beauty and tranquility of the San Juan Islands.Enjoy sweeping views of Mt. Baker, Rosario Strait, and the surrounding islands as ferries, sailboats, and wildlife create an ever-changing coastal panorama. The community beach and dock, located directly in front of the property, provide convenient access for loading and unloading, while shared mooring buoys make it easy to enjoy boating, kayaking, fishing, and exploring the surrounding waters.Within The Hermitage, a peaceful community pond offers another place to relax, read, or simply enjoy the sounds of nature. Towering evergreens provide privacy and a stunning natural backdrop for creating a home that complements its surroundings.Decatur Island is known for its natural beauty, close-knit community, and authentic Pacific Northwest lifestyle. Home to a charming one-room K–8 school, the island offers a unique balance of serenity and adventure, where hiking, beachcombing, boating, and spectacular sunsets become part of everyday life. Whether you're looking for a seasonal getaway or a year-round island home, The Hermitage presents a remarkable opportunity to experience life in the San Juan Islands.

1 Lot Thatcher Pass Road, Decatur Island

Listing courtesy of Windermere RE North, Inc..

$525,000
2564781 MLS ⋅ ACTIVE Status
Welcome to The Hermitage, an exceptional waterfront community on picturesque Decatur Island. Lot 3 is a desirable 5.98-acre property offering the perfect blend of privacy, natural beauty, and convenient access to the community dock. Nestled among towering evergreens, this property provides an ideal setting to design and build your custom island home in one of the San Juan Islands' most peaceful settings.Located just a short stroll from the private dock and beach, you'll enjoy easy access to the waterfront for boating, kayaking, paddleboarding, fishing, or simply taking in the ever-changing marine scenery. Shared mooring buoys add to the convenience, making it easy to spend your days exploring nearby islands and the surrounding waters of Rosario Strait.The Hermitage also features a tranquil community pond, offering another quiet place to relax and enjoy the sights and sounds of island living. Expansive views of Mt. Baker, Rosario Strait, and neighboring islands provide a spectacular backdrop, while the forested landscape offers both privacy and a timeless Pacific Northwest setting.Decatur Island is treasured for its unspoiled beauty, welcoming community, and relaxed pace of life. Home to a charming one-room K–8 school, the island offers endless opportunities for hiking, beachcombing, boating, wildlife watching, and unforgettable sunsets. Whether you're planning a seasonal escape or a full-time residence, Lot 3 at The Hermitage presents an outstanding opportunity.

3 Lot Fauntleroy Point Dr, Decatur Island

Listing courtesy of Windermere RE North, Inc..

$1,295,000
2 Beds ⋅ 2 Baths ⋅ 2562099 MLS ⋅ ACTIVE Status
WESTSIDE BEACH HOUSE - Sunny western views of San Juan Channel and SJ Island from this 2 bedroom, 2 bath beach house. 120 ft of waterfront and over 2 acres with mature woods and good well. The living room has a vaulted open beam ceiling, large western view windows and brick fireplace with space to sit on the hearth on a winter day. The dining area is adjacent to the slider to the newish deck and the kitchen sports granite counters. The finished, water view daylight basement with second fireplace is perfect for all the extra guests and activities + it includes a sauna. Kick back with a good book and cup of coffee on the large deck or hop in the hot tub. Enjoy all day sun with a front row seat to great sunsets. There is plenty of room to garden and then down to look for agates or take a long stroll on the beach. 16ft by 16ft outbuilding for all your garden tools, kayaks or even a small car. Off the beaten path yet close to the Village and all it has to offer.

1368 Channel Road, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$795,000
4 Beds ⋅ 2 Baths ⋅ 2563442 MLS ⋅ ACTIVE Status
Open, airy, and quiet - a perfect place for your Lopez Island retreat. Clean and simple four bedroom, one & 3/4 bathroom house on 1.4 acres, with lots of outdoor space for pets, play, and gardens. The expansive 440 sf. cedar deck provides a great space for spending time out in the sun, entertaining, or wildlife watching. The interior has great flow, with vaulted ceilings lending a very spacious and light feeling. Lots of flexibility with 2 bedrooms on the main floor and 2 bedrooms downstairs. Plenty of closets and pantry space. The house is newly remodeled, with a brand new daylight basement featuring stained concrete floors. Twin mini splits mean efficient heating and A/C, and the community water system provides a reliable supply of some of the best water on Lopez. Behind the house is a mature fir and cedar forest, providing habitat for the local deer and other critters. Located close to the best hiking trails and public lands on Lopez - Iceberg Point, Point Colville, and Watmough Bay. Seller is a licensed real estate broker with Windermere Real Estate in Washington State.

610 Pavey Boulevard, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$285,000
1 Baths ⋅ 2562805 MLS ⋅ ACTIVE Status
Investment opportunity! Successful short-term, turn-key vacation rental in Friday Harbor that generates great income. Close proximity to the ferry, port, town & amenities. This is 1 of 10 units at Sandpiper grandfathered in & approved with the town for nightly vacation rentals. With smart features, you can conveniently manage this rental remotely. Amenities onsite include an outside BBQ area, coin operated laundry room, gym with updated equipment, and a seasonal pool. The pool is currently closed, but the HOA is working to have the pool opened soon.

250 Tucker Avenue Unit #3, Friday Harbor

Listing courtesy of Island Grp Sotheby's Int Rlty.

$795,000
4 Beds ⋅ 2 Baths ⋅ 2553895 MLS ⋅ ACTIVE Status
Welcome to this beautifully built 4-bedroom, 2-bath home located in one of the area’s most desirable neighborhoods just minutes from town. Thoughtfully designed with modern finishes, an open and inviting floor plan, and abundant natural light, this home offers the perfect blend of comfort and style for everyday living. A detached two-car garage provides plenty of room for vehicles, storage, or a workshop, while the spacious yard offers endless possibilities for outdoor entertaining, gardening, or simply relaxing.Nature lovers will appreciate the home’s exceptional location adjacent to peaceful public walking trails and Linde Park, making it easy to enjoy morning strolls, evening walks, or outdoor recreation just steps from your front door. Offering the tranquility of a quiet neighborhood with the convenience of nearby shopping, schools, dining, and services, this move-in-ready home is an outstanding opportunity to enjoy the best of both worlds.

533 Kelsando Circle, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$299,000
2562056 MLS ⋅ ACTIVE Status
Sweeping views of Buck Bay and the iconic Olga dock set the tone for this rare vacant parcel in the heart of Olga Hamlet. This .30-acre lot includes a carport and heated shop. Utilities are in place, including water and power. A 3-bedroom septic design has been approved and is on file with the county. A conservation easement protects the natural character of part of the land while allowing for the septic system, trails and benches to be located there. The remainder of the lot includes several potential building sites with panoramic views. The property is a down the street from the public dock, waterfront park, post office, and the Olga Store. Nearby, enjoy the Coho Preserve, Olga Artworks, and Buck Bay Shellfish Farm. Set within a close-knit neighborhood with a strong sense of community, this is a special opportunity to build in one of Orcas Island’s most historic and cherished seaside settings. The cottage across the street, at 71 Olga Park Lane, is also for sale (MLS 2489714) if you would like to own the waterfront as well as this beautiful water view lot.

0 XXX Olga Park Lane Unit #Lot 29, Orcas Island

Listing courtesy of Orcas Island Realty.

$375,000
2560834 MLS ⋅ ACTIVE Status
Experience the beauty and serenity of this 17.84 acre sylvan retreat on idyllic Waldron Island. This exceptional property features mature evergreen forest with a rich diversity of native plants and birds, a deep freshwater pond, trails that lead to several clearings, a drilled well for potable water, and a small cabin and detached workshop/guest cabin powered by an on-site solar system. The small one-room cabin has a small kitchen, sleeping loft, wood stove and outdoor shower, and occupies a sunny clearing within close proximity to the Mountain Road. It is well-suited for simple cabin life or a good base from which to plan and build a more substantial year-round cabin or home. The nearly level property is centrally-located with easy access to the island's large nature preserves, and served by both a combination of San Juan County and community-managed dirt roads. Waldron is a remote off-grid island in the San Juan Islands accessible by private boat or water taxi. The year-round community is supported by the Waldron School, an historic one-room schoolhouse on the National Register of Historic Places, a U.S. post office, a County-maintained dock, privately-maintained grass airstrip, a number of small organic farms that provide island residents with seasonal produce, and a high level of community participation in Waldron non-profit organizations. If a quiet island retreat in the San Juan Islands resonates with you, this large acreage property might be the perfect fit!

0 XXX Mountain Road, Waldron Island

Listing courtesy of Mountain to River Realty LLC.

$560,000
2 Beds ⋅ 1 Baths ⋅ 2560448 MLS ⋅ ACTIVE Status
Step into the charm of Friday Harbor with this beautifully renovated 1910 home, where historic character meets modern comfort. Offering 1,462 square feet of move-in-ready living space, this inviting home has been cosmetically updated with fresh paint inside and out and features a new roof, two new decks, updated fixtures and new heaters throughout. The welcoming living room boasts new carpet and a cozy propane heat stove, while the spacious loft with built-ins closets and storage provide flexible space for a home office, den, hobby studio, or second bedroom. The main floor includes a comfortable primary bedroom and full bath. The completely remodeled kitchen shines with white shaker cabinetry, a farmhouse sink, and new stainless-steel appliances, while the spacious dining room showcases beautifully refinished hardwood floors. Attached storage area for hot water tank and future washer and dryer. Situated on a level 0.35-acre multi-family zoned lot, the property offers exciting potential for a possible ADU or additional multi-family units (buyer to verify), plus ample room for gardens, outdoor entertaining, a garage, or additional outbuildings. Ideally located in the heart of Friday Harbor, you'll enjoy an easy walk to schools, shopping, restaurants, grocery stores, the ferry landing, and all the conveniences of downtown. Jackson Beach is just minutes away, making this a rare opportunity to own a classic island home with room to grow.

650 Argyle Avenue, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$795,000
2 Beds ⋅ 2 Baths ⋅ 2560222 MLS ⋅ ACTIVE Status
Discover a truly one-of-a-kind property featuring a thoughtfully designed passive solar home that blends energy efficiency with the beauty of its natural surroundings. The attached solarium captures the sun's warmth and passively distributes heat throughout the home, reaching all the way to the second floor for year-round comfort. Inside, you'll find two spacious bedrooms, two full bathrooms, a welcoming dining area, and a cozy living room centered around a freestanding propane stove. While the home's exterior has a distinctive architectural appearance, most of the windows are strategically positioned on the east side to maximize natural light and take full advantage of the passive solar design. A large detached two-car garage includes a generously sized heated loft, offering endless possibilities for a workshop, studio, home office, or additional storage. Set on beautiful, mostly level land, the property is carpeted with lush moss that creates a peaceful woodland setting and naturally minimizes landscape maintenance. If you're looking for privacy, sustainability, and a truly unique home surrounded by nature, this property is a must-see. This home has a new metal roof...gutters...appliances...paint and refinished wood floors.

28 Channel Heights Way, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$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 courtesy of Orcas Island Realty.

$249,000
1 Beds ⋅ 1 Baths ⋅ 2557899 MLS ⋅ ACTIVE Status
Sunny and move-in ready! This second level, one bedroom-building A, Driftwood condo is ready for your most discerning buyers! The condo features an immaculate kitchen that was partially remodeled just a few years ago. The kitchen features ceramic tile flooring and a large stainless steel, single basin sink and under cabinet lighting. The open area living room flows seamlessly into the dining and kitchen areas. Lovely vinyl plank flooring runs through the living room, dining room, hallway and bedroom. Lots of afternoon sunshine in the living room and kitchen and morning sunshine fills the bedroom. You'll find a full bath with plenty of counter space. There is ample storage space in the unit, including a large bedroom closet, plus hallway closet and linen closet . The bedroom enjoys beautiful morning light and looks out over the common outdoor green space, an ideal area for summer gatherings. Unit includes one parking space. Common laundry room is in the same building. Monthly dues (currently $358) include: Common Area Maintenance, Garbage, Road Maintenance, Sewer, Snow Removal, Water. Some photos are virtually staged.

178 Lover's Lane Unit #A202, Orcas Island

Listing courtesy of True North Realty.

$3,195,000
6 Beds ⋅ 4 Baths ⋅ 2557481 MLS ⋅ ACTIVE Status
Remarkable 180-degree southern views of the sunrise and sunset over the Salish Sea from one incredible private island estate! This nearly 10-acre sun-filled generational retreat encompasses the entire top of Scott Hill on Orcas Island. With 6 bedrooms and 5 bathrooms between the main house and guesthouse, a massive deck and acres of lawn and park-like grounds for enjoying the summer and an indoor pool or bowling alley (you choose), this hilltop sanctuary offer multiple generations an ideal island escape. Enjoy deer-fenced meadows, wildflowers, fruit trees, forests, gardens, ponds & infinite privacy in your own peaceful Orcas Oasis.

421 Scott Hill Drive, Orcas Island

Listing courtesy of COMPASS.

$7,690,000
3 Beds ⋅ 5 Baths ⋅ 2557051 MLS ⋅ ACTIVE Status
First time ever offered, this extraordinary waterfront estate represents the pinnacle of San Juan Island living. Perfectly positioned at the end of Yacht Haven, this private 1.76± acre legacy property offers 389 feet of shoreline, owned tidelands, a mooring buoy, and an exceptional private year-round deep-water dock with approximately 64 feet of outside moorage and 58 feet inside the floats— the perfect setting to host unforgettable waterfront gatherings with friends. The 4,638 SF residence was thoughtfully designed to embrace the beauty of its surroundings, featuring soaring ceilings, open-concept one-level living, expansive entertaining spaces, an office/flex room, and walls of glass framing captivating bay views. Beautifully landscaped grounds blend seamlessly with the natural setting, while a detached outbuilding offers versatile space for vessel storage, recreational equipment, a workshop, and additional storage. An attached three-car garage and automatic whole-house generator provide exceptional comfort and peace of mind. A second parcel includes a charming 980 SF guest cottage with two bedrooms, 1.5 baths, a full kitchen, and a private view deck. Located just inside Garrison Bay with quick, protected access to open water, enjoy world-class salmon fishing, crabbing, whale watching, island cruising, and kayaking from your private dock. Whether departing by yacht or arriving by floatplane, every arrival feels like a getaway and every day is lived on the water.

28 Fir Lane, Friday Harbor

Listing courtesy of Coldwell Banker Bain.

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