Refine Search
Sort by
$3,000,000
2425394 MLS ACTIVE Status
Own a piece of Friday Harbor history. Remarkable commercial office building occupying a .3938-acre downtown corner of Friday Harbor. Restored building dates back to 1897. In use 83 years when new church was built across Spring Street. The church was remodeled & converted to office space in 1985 to UBC requirements. 18 off-street parking spaces. Parking valued at over $400,000 w/extra ground space to add more parking if desired on site. Sprinkler & earthquake retrofit in 1987. There is an opportunity, subject to town of Friday Harbor input approval, to convert offices spaces to residential use. Once in a generation opportunity for a new owner to recreate this historic space to highest best use going into the future. Appointment required.

470 Spring Street, Friday Harbor

Listing courtesy of Better Properties of San Juan.

$1,078,000
2 Beds 3 Baths 2426289 MLS ACTIVE Status
Roche Harbor Retreat. Nestled on a .57-acre bordering iconic Roche Harbor Resort, this inviting south-facing gem offers the perfect blend of privacy & proximity, with direct access to one of the San Juans most beloved destinations. The home welcomes you with a light-filled great room, main floor bedroom & bath, upper primary ensuite with balcony, cedar-lined closets. Daylight lower level with wood stove adds warmth & flexibility for guests, hobbies or entertainment. Step outside to a peaceful deck with filtered water views of the resort, relax and soak in the island atmosphere. Easy access to pool, pickleball, marina, dining & more. 2-car garage, deer-fenced garden. Fully furnished for your vacation home or full-time residence.

309 Afterglow Drive, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$2,395,000
3 Beds 3 Baths 2423666 MLS ACTIVE Status
Welcome to 90 Montgomery Lane, a waterfront custom home located just outside Eastsound Village. This exceptional west facing property boasts 2 private bedrooms, a ship-like bunkroom for guests, encompassing 3223 square feet of finely crafted architecture, all with East Sound views and sunsets! An expansive, warm textured great room and dining area highlight the use of wood with indirect lighting on the main floor. Comfortable conversation area boasts marine views plus a library section for enjoying your favorite best seller. Local artisans executed exemplary built-in cabinets throughout. Rough hewn, wide plank fir flooring from the property is secured by old-school smooth nails. Prolific use of copper detail adds to durability and longevity. A well-designed, bright custom chef's kitchen is perfect for entertaining, including high-end appliances, substantial professional grade vent hood and convenient island with storage. An expansive primary suite encompasses the entire 2nd floor with a lavish bathroom, including a walk-in tiled shower, workout space, separate private vanities plus a deep soaking tub. Custom built-in cabinets & dressers extend from the primary to the den/hobby/work area with large custom desk and W/D utility room with sink. An oversized detached 2 car garage with shop space is wired for a high-end kiln and has a 2nd floor finished loft, ideal for a additional workspace, office, hobby area or storage. Ready to move in!

90 Montgomery Lane, Orcas Island

Listing courtesy of COMPASS.

$719,000
2 Beds 2 Baths 2421415 MLS ACTIVE Status
Tucked beneath towering evergreens just minutes from Eastsound, this beautifully rebuilt island retreat offers exceptional craftsmanship, modern efficiency, and an unbeatable location. Walk to restaurants, shops, the marina, and waterfront, with the Orcas Island Airport just minutes away. Rebuilt from the ground up on a new foundation, nearly every major component is new, including the standing seam metal roof, windows, insulation, siding, mechanical systems, and stylish interior. Vaulted ceilings, warm wood accents, abundant natural light, and an open floor plan create a bright, inviting living space. The flexible floor plan features two bedrooms, two full baths, and a spacious loft for guests, an office, or extra sleeping space. Relax on the private deck surrounded by evergreens after a day exploring Moran State Park, kayaking, boating, or hiking. Pre-wired for a future sauna, the home offers an easy opportunity to create your own private spa retreat. Offered fully furnished, this turnkey property is ideal as a full-time residence, vacation home, or weekend getaway.

311 Enchanted Forest Road, Orcas Island

Listing courtesy of COMPASS.

$1,100,000
3 Beds 2 Baths 2418516 MLS ACTIVE Status
Welcome to 549 Davis Bay Rd., where island living meets country charm. Set on ten sunny, open acres, this well-designed 1,821 sq. ft. home features two spacious bedrooms and 1 & 3/4 baths, perfect for comfortable year-round living or a serene weekend retreat. Vaulted ceilings and large windows frame sweeping pastoral views, bathing the living spaces in natural light. Enjoy open-concept living, a generous kitchen, and cozy gathering areas designed for relaxed entertaining.Bring your animals or hobbies—this property offers rich pastures and a versatile 3,000 sq. ft. barn ready for livestock, storage, or workshop use. The well house and outbuildings add to the property’s practical appeal. Located minutes from Fisherman Bay and Lopez Village,

549 Davis Bay Road, Lopez Island

Listing courtesy of Windermere RE San Juan Islands.

$1,099,500
2 Beds 2 Baths 2415983 MLS ACTIVE Status
Enjoy comfortable island living from day one on this thoughtfully improved 16+ acre property, with the flexibility to build a second home whenever you're ready. A winding driveway beneath towering evergreens opens to sunny pasture and sweeping territorial views. Tucked privately from the road, the existing 2-bedroom, 2-bath home is filled with natural light and features an open-concept kitchen and living area, lofted ceilings, a spacious pantry, plus a versatile lower level with a bonus bedroom, additional living space, ¾ bath, mudroom, and laundry. Open pastures and fenced areas provide excellent space for horses, livestock, or hobby farming. Should your needs grow, the utilities are already in place for a future main residence, allowing the existing home to become a guest house, rental, or multigenerational retreat. Complete with a three-bay shop with power and water, plus an RV pad overlooking Lopez Sound, this exceptional property offers the rare opportunity to enjoy today while planning for tomorrow—or simply embrace it exactly as it is.

1372 Bakerview Road, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$3,799,900
4 Beds 5 Baths 2409167 MLS ACTIVE Status
The iconic contemporary home everyone has been asking about on San Juan Island. Overlooking the Seattle Yacht Club Marina & harbor with spectacular views of Mount Baker. This unique-designed estate was created by architect Anna Howden and sustainably built with striking Cor-Ten steel siding composed of nickel, copper & steel with clear cedar accents on exteriors. Rustic-Modern would be the best description of this multi building estate, designed by a family architect that has a footprint history of island properties designed. The 3,555 SF main residence features an open gourmet kitchen flowing to the living room with views of Mount Baker and marine life. Use of a free-flowing floating staircase or use elevator access to the lower level. Primary suite with full bath, large walk-in closet on main level & half bath. Guest bedroom, a Flex room may be a possible 3rd bedroom, 1 full bath, 3/4 bath on lower level. Detached 1-bedroom apartment building includes a full kitchen, full bath & office/bedroom w/3/4 bath. Apartment ideal for guests with full studio to work-from-home. Two separate attached single-car garages, an On-demand generator for both buildings. Radiant heated floors in both buildings. Zoned Multi-Family for investment income rentals. Guest apartment building currently rented to 12/31/2026 @ $5000/month. Become inspired with the water, marina & mountain views from every room. Additional photos & video tour available. A personal tour will dazzle your imagination.

630 Harrison Street, Friday Harbor

Listing courtesy of Better Properties of San Juan.

$330,000
2406986 MLS ACTIVE Status
Nestled in the gateway to Sylvan Cove on Decatur Island this vacant parcel comes with breathtaking views of Spencer Spit and Frost Island. This site is a sanctuary of natural beauty and privacy, providing access to a lifestyle of world class Decatur NW Community amenities including deep water dock ideal for boaters and island explorers, tennis courts, treasure filled beaches, serene lake, community workshop, and shared ownership of over 600 acres of preserved forest land perfect for hiking and wildlife viewing. Residents benefit from conveniences of a private ferry to and from Anacortes with mainland parking included, plus on-island caretakers providing peace of mind year round. Embrace the tranquility and ease of island living!

0 EC-19 East Cove Road, Decatur Island

Listing courtesy of Windermere RE North, Inc..

$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 courtesy of COMPASS.

$1,985,000
2 Beds 2 Baths 2393309 MLS ACTIVE Status
Offered is a West Sound 5.45 acre old island waterfront homestead with accessible private cove, and sandy beach, just off Skull Island State Park. The sunny property, an orchard farm in years gone by, is divided by the county road. On the north side of the road is a single floor, charming 1910 two bed two bath home that has been remodeled and updated and currently used as a summer retreat. A spectacular, level and spacious south facing waterfront building site overlooking Massacre Bay is on the south side. The cove/beach has shellfish, wildlife and privacy just a few steps down a gentle path from the waterfront building site*. The property has a very good well, power, a three bedroom septic system recently inspected, and plenty of usable land for outbuildings. Bearing pear, plum and apple trees, some 100+ years old, and a bounty of summer blackberries, evoke the history of this property plus a seasonal creek returns rain to the sea. The neighboring waterfront property is listed (NWMLS #2460007, Vacant Land, old WF cabin on .53 acres). Buy both and create opportunities for boundary line modifications and shared utilities. *Permits to build on the waterfront side of the county road may require modifications to the existing home.

3388 Deer Harbor Road, Orcas Island

Listing courtesy of COMPASS.

$2,988,880
4 Beds 4 Baths 2346156 MLS ACTIVE Status
Discover waterfront living with this stunning property and beautiful Griffin Bay views. This spacious home on 3.3 acres, features 3 bedrooms, 3 baths and separate attached apartment with additional bedroom and bathroom perfect for guests. The home includes an office and bonus room, ensuring plenty of space for work and leisure. Attached 2 car garage, porte cochere and detached garage sized for boat and shop, storage space, bathroom, and small home gym w/workout Lululemon Mirror. Stairs lead to a gravel beach & mooring buoy. With a new septic system & private well, fruit trees, swim spa, generator and solar panels, this is a dream property. Two separate parcels, this property is an ideal blend of privacy and accessibility close to town.

111 Baker Lane, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$295,000
2362715 MLS ACTIVE Status
Ready to trade traffic for tide charts? This serene 1.67-acre slice of paradise on Raccoon Point is perched on the peaceful north shore of Orcas Island where the only thing louder than the quiet is the view. With a level building site, community water, & a brand-new 2-bedroom septic design, this property is basically saying, “Let’s build something amazing. Enjoy jaw-dropping views of the Strait of Georgia, Matia Island, & on a clear day—the ever-so-dramatic Canadian Coastal Range. It’s like having front row seats to Mother Nature’s highlight reel. The land? A dreamy mix of towering firs, sun-dappled meadows, & freshly enhanced views. Just a quick drive from Eastsound, where you can stock up on island essentials. Island life is calling.

Matia View Short Plat Unit #Lot 2, Orcas Island

Listing courtesy of COMPASS.

$290,000
2349967 MLS ACTIVE Status
PEACEFUL SHAW ISLAND AWAITS Bring your vision to this charming partially cleared 6+ acre inland parcel with mossy knolls and mature trees. Property includes 240 sq ft structure with loft, small deck, electricity, and water just outside. Sit around the fire pit while you dream up your new home. Brand new water system with 2 gallon per minute well and 2500 gallon storage tank. Proposed 2 bedroom septic design. Preliminary wetland study available. Shaw Island has the convenience of ferry service and all of the tranquility of an outer island. At the ferry landing, enjoy the year-round general store, post office and new brew pub. Orcas Island amenities are just a short ferry or boat ride away.

1536 Neck Point Road, Shaw Island

Listing courtesy of Orcas Island Realty.

$340,000
2339038 MLS ACTIVE Status
First time this property has been on the market in over 60 years! Nestled in the eastern outer islands, Obstruction Island offers an idyllic retreat just a short crossing from the bustling Orcas Island with all its charming shops, restaurants, and outdoor adventures. This 216 acre private island features 48 waterfront lots. The center of the island is 70 acres of common woodland property. Residents enjoy access to 3 beautiful docks for boating plus nearby Blakely Island Marina for convenient fuel and ice cream treats. If you are seeking tranquility away from crowds and a generous water view property, this 5.87 acre lot on Obstruction island is the perfect place to make your island dreams a reality.

0 Lot 27 Peavine Way, Obstruction Island

Listing courtesy of Windermere RE North, Inc..

$998,000
3 Beds 4 Baths 2293493 MLS ACTIVE Status
This end unit townhome has southwest exposure and a vacation rental permit. Enjoy life in the heart of Eastsound in new construction 3 bedrms/3.5 bath at the corner of Fern & Madrona near schools, beaches and the amenities of the Village. Five units in the complex each with separate entries. Contemporary design features wood exterior, quartz & butcher block counters, stainless appliances and white walls. Main floor can be a locked off studio space with 3/4 bath or integrated into the unit. Second floor features an open concept living, dining & kitchen space w/ 1/2 bath. The upper floor has 2 bedrooms both w/ ensuite 3/4 baths. One dedicated parking space plus plenty of street parking. Eastsound water and sewer with power metered separately.

231 Madrona Street Unit #5, Orcas Island

Listing courtesy of Orcas Island Realty.

$898,000
3 Beds 4 Baths 2293490 MLS ACTIVE Status
Vacation rental investment in Eastsound Village Townhomes! Newly constructed 3 bed/3.5 bath, located near schools, library, beaches, and all local amenities. This five-unit complex offers 2 private entrances for each home. Positioned on the east end, this unit overlooks the village and water views of East Sound. Modern design features include wood siding, quartz and butcher block counters, stainless appliances, and crisp, white walls. The main floor can function as a locked off studio with a 3/4 bath. The second floor has an open-concept living/dining/kitchen area with a 1/2 bath. The upper level includes 2 bedrooms, each with ensuite 3/4 baths. One assigned parking space plus ample street parking. Other units sold separately.

231 Madrona Street Unit #2, Orcas Island

Listing courtesy of Orcas Island Realty.

$375,000
2 Beds 2 Baths 2297169 MLS ACTIVE Status
Driftwood Condo 2 bed 2 bath 2nd floor end unit. Unit B201 is in the lower Driftwood building has one of the best locations complete with primary bedroom with private 3/4 bath plus a second bedroom, both backing up to a quiet common area. In the hall is a full bathroom convenient for guests/tenant/owner. This unit is plumbed for a washer/dryer in the closet of the 2nd bedroom. There is a coin-op laundry room that serves the B building and another that serves the A building. Entry is into a very spacious living room with a dining/eating area off the kitchen. One parking space is included with each unit with short term guest parking available and long term spaces available for rent. Common area includes large grassy yard area with BBQ's for outdoor gatherings. Dues include water, sewer, outdoor maintenance and management. Very convenient to Eastsound Village, schools, shops, and restuarants. Currently vacant. Rentals allowed but no vacation rentals or leases less than 30 days. Pets allowed. There are House Rules of Conduct and a manangement company. Various high speed ISP's available.

172 Lover's Lane Unit #B201, Orcas Island

Listing courtesy of COMPASS.

$5,950,000
3 Beds 3 Baths 2277759 MLS ACTIVE Status
JUST REDUCED ANOTHER $1,000,000 to $5,950,000! One of the most lucrative financial opportunities of this real estate cycle! The original estimated market value of this historic estate was $10,950,000. The improvements alone would likely cost more than the current price to replace. Enjoy your own private, deep water marina with two 80’ slips on the outsides and a 66’ x 19’ slip on the inside. Room for your friend's yacht and other fun boats too! There’s a 3,100 sq ft, 3 bedroom home with beautiful views and a 5,000+ sq ft “shop” that’s built like a house, and could possibly be converted into one. It has a huge executive office upstairs. Large waterfront estates are rarely available in the San Juans, especially with protected, year-round moorage. This estate has 35+ private acres, 1,200’ of waterfront, including tidelands, and sits on one of the most protected bays in all the Islands! Great for kayaking, paddle boarding, sailing... The land is potentially dividable into 3 parcels. The location is ideal, just minutes by boat from Roche Harbor, Victoria, and numerous Canadian and American islands. Crabbing, oysters, clams, salmon fishing, shrimping, and whale watching are all nearby. There are also two orchards, a huge garden, a greenhouse, 4 good wells, and a ½ ac pond that is set up for fire protection. The septic system drainfield is large enough to convert the shop into a 5 bedroom home, or build a new 4 bedroom dream home nearby. This is an amazing deal!

934 Mitchell Bay Road, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$11,000,000
3 Beds 4 Baths 2255472 MLS ACTIVE Status
Perched at the water’s edge on the coveted southwest shores of San Juan Island. Showcasing exquisite craftsmanship throughout. The great room, with a soaring ceiling and floor to ceiling river rock fireplace, flows to a stone patio overlooking Haro Strait and the Olympic Mountains. The main floor primary suite affords spectacular water and mountain views. The lower level features a home theater, water view guest suite, workshop with stainless steel countertops, and a large laundry room with a dog wash station. 1165 sf guest cottage, two 3-car garages, a 4-bay service garage, and landscaping serviced with a smart water system. State-of-the-art D-Salinization water system. 3.2 acres and 368 ft of shoreline. Being sold Turn-key!

535 MacGinitie Road, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
IDX information is provided exclusively for consumers’ personal noncommercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.