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$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 courtesy of Windermere RE San Juan Islands.

$19,800,000
6 Beds 6 Baths 2483787 MLS ACTIVE Status
Experience the pinnacle of luxury island living with end-of-road privacy on 63± acres across and 515± feet of coveted low-bank waterfront. Panoramic views sweep over the San Juan Channel to Mount Baker and the North Cascades, offering a breathtaking natural backdrop year-round. The 8,674± sf two-level residence presents 6 bedrooms and 6 baths, thoughtfully designed with refined finishes, rich textures, and seamless indoor-outdoor flow for elevated entertaining and serene everyday living. Expansive terraces overlook orchards, gardens, and tranquil pond, creating a private retreat of rare beauty. Premier amenities include indoor pool, private gym, multiple garages, a historic barn, and a FAA-certified 2,400± ft airstrip with helipad - providing exceptional convenience and exclusivity. A distinguished legacy estate - commanding in presence, yet warmly inviting.

735 Rosler Road, San Juan Island

Listing courtesy of Windermere RE San Juan Islands.

$5,150,000
2 Beds 3 Baths 2477851 MLS ACTIVE Status
Striking contemporary waterfront retreat on Pear Point. The property offers 2.25 acres with 166+/- feet of rocky shoreline with sweeping marine views and privacy, just minutes to town. Exceptional views from every room and hardwood floors throughout. Stunning glass and steel construction with a wall of windows that showcase expansive light and sunrise views of the Channel, Mt Baker, and the other islands. Designed by architect Vasso Demetrious, the home blends modern design with the natural beauty of the San Juan Islands. The multi-level main residence features 2 bedrooms and 2.25 bathrooms. The media room and stunning office both have open views and fireplaces. The office features a built-in sliding wall bookcase. Living space, dining area and kitchen open to large decks that take advantage of views and center around a fireplace. The home features radiant heat, efficiently powered by a geothermal heating system. Convenient state-of-the-art remote control of the lighting, entertainment and security system. There is additional living space that provides flexibility for homeowners or guests with a game room, bedroom, bathroom, and private deck. Access to the guest living space is via connected deck or private garage entry. Nicely finished 3-car windowed garage. The Town of Friday Harbor has ferry and seaplane service and boat moorage, airport, shops, and other amenities. It is a rare opportunity to own a distinctive waterfront estate in an exceptional island location.

2623 Pear Point Road, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$1,990,000
17 Beds 17 Baths 2475226 MLS ACTIVE Status
Bartwood Lodge presents a rare Orcas Island waterfront opportunity with sweeping panoramic views and exceptional development potential. Located on the quiet North Shore in the residential Bartwood neighborhood, this unique property offers flexibility for a single or multi-family estate, condo remodel for resale, apartment renovation for long-term income, or immediate use as employee housing. The property features two separate buildings. The main three-story lodge includes 15 guest rooms with private baths, plus a top-floor one-bedroom apartment with kitchen. A second building provides a spacious common living and dining area with large kitchen—ideal for gatherings or shared use. Installed Rock Island Fiber-Optic internet. Enjoy 180° vistas stretching north to the Canadian Coastal Range, east to Mount Baker, and west to stunning summer sunsets. A large waterfront deck leads to the community dock, beach, and boat ramp. Additional amenities include parking for 40+ vehicles and access to a HOA tennis, pickleball, and basketball court. Centrally located near the Orcas Island Airport, marina, and Eastsound Village shops and dining, Bartwood Lodge offers an exceptional combination of waterfront living, convenience, and income or redevelopment potential.

178 Fossil Bay Drive, Orcas Island

Listing courtesy of The Agency Seattle.

$875,000
3 Beds 3 Baths 2463199 MLS ACTIVE Status
ROSARIO ESTATES! Walk to the marina and pool! 3 bd, 2.5 bath with propane heat, range, and BBQ hook up. Walk in pantry, original French doors. New W/D stay! Well laid out 1/4-acre property includes access to Rosario Resort Outdoor pool and spa. Quiet, pet friendly area.10K propane generator engages when the power goes out. Rock Island high speed fiber installed, 1000-gallon septic installed in 2017. 310-gallon propane tank. Large S./F deck w/a filtered view of the Rosario Strait. View of the Rosario Seaplane dock. The home has 4 different levels. Carport with redwood trellis and flagstone. 8 x 18 shop and 8 x 10 green house with water on solid foundation. Herb garden and baby sequoias. Fully fenced. Ample parking inside and outside of the gate. Water pressure is amazing. No drainage issues.

1193 Rosario Road, Orcas Island

Listing courtesy of Offshore Properties LLC.

$1,150,000
1 Beds 2 Baths 2473530 MLS ACTIVE Status
Beyond a private, set back driveway, this remarkable San Juan retreat unfolds across 10 secluded acres shaped by nature itself. A serene 3 acre, lake like pond invites quiet canoe paddles and immersive wildlife viewing, surrounded by twisted madronas and undisturbed forest. Free from ornamental gardens or pastoral affectations, the home feels carved from its setting rather than imposed upon it. Radiant heat concrete floors anchor the main level, with exposed beams and a strong architectural presence throughout. Above, a bright, lofty primary suite feels elevated, private, and refined, while a separate cozy den, once a bedroom, offers flexible living space. Large windows frame the landscape like living art. Foxes, Snow Geese, Bald Eagles, and ducks move freely across the land and water. A detached shed with power offers future ADU potential. Preserved surroundings ensure enduring privacy and a sanctuary shaped and protected by nature.

96 Pleasant Pond Lane, Friday Harbor

Listing courtesy of eXp Realty.

$963,000
2 Beds 2 Baths 2458584 MLS ACTIVE Status
Nestled on 2 acres in East Crow Valley on Orcas Island, this enchanting 2-bedroom, 2-bath home harmoniously blends historic charm with modern comfort. The original log cabin, paired with a new addition, boasts local fir floors, custom cabinetry, and radiant heat. Large windows frame breathtaking views of farmland, Mount Constitution, and Turtleback Mountain. And showcases sunset/sun rise colors year round. A fenced garden, dotted with young apple, plum trees, and currants, invites outdoor serenity. A spacious 30x30 detached storage "T" shed building offers endless possibilities—hobbies, storage or a workshop. With a new metered water system, shared well, 4-bedroom private septic system, 2,500-gallon potable water storage and 7,500-gallon rain catchment, new transformer/power install and EV charger, this property is self-sufficient. Positioned between Orcas Ferry Landing and Eastsound, it’s a prime, active Vacation Rental. Bask in all-day sunshine, enjoy tranquil privacy, and savor Orcas Island’s timeless allure.

4263 Orcas Road, Orcas Island

Listing courtesy of TWilliams Realty.

$2,800,000
3 Beds 5 Baths 2455427 MLS ACTIVE Status
Perched above Deer Harbor, this Roy Lundgren–designed high-bank waterfront home offers a front-row seat to the marine activity of Deer Harbor Marina, with sweeping views of Pole Pass, ferries, sea planes, whale-watching boats, and lively boat traffic. Built in 1994 by skilled local craftsmen and impeccably maintained, this 3,500+ sq ft residence features three ensuite bedrooms plus a bonus room, all filled with abundant south-facing light and vaulted ceilings. An attached two-car garage adds convenience, and two nearby marinas provide excellent access to island recreation. Kenmore Air float planes depart just minutes away, offering fast, direct travel to Seattle for appointments or sporting events. Furnishings are available with sale. Deeded shoreline shared access via neighborhood common area. Limited dock use for loading and unloading.

573 Harborview Lane, Orcas Island

Listing courtesy of Orcas Island Realty.

$2,600,000
4 Beds 4 Baths 2451928 MLS ACTIVE Status
Island Living at its finest! Experience this private, end of the road, Orcas Island home with sweeping water, mountain and village views. This is a high bank waterfront property where you control your views across East Sound and beyond. Ideally located, offering easy access to Moran State Park, Mt Constitution, lakes, public beaches and shopping in Eastsound. Main floor living offers chef’s kitchen as focal point, with oversized island, top tier appliances; elevated dining area; primary suite that captures views from every angle, modern spa bath, walk-in closets, sitting area-gas/propane fireplace; bonus room, large 2 car garage. Lower level showcases 1 bed/1 bath studio apartment. Upper level includes 2 bed/1 bath and flex space. Custom cabinetry throughout, attention to detail. Enjoy NW year-round with covered outdoor bbq/picnic area, fire pit and patio area located on second tax parcel. This home is as functional as it is beautiful.

1189 Tomihi Drive, Orcas Island

Listing courtesy of TWilliams Realty.

$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 courtesy of Orcas Island Realty.

$899,000
2 Beds 3 Baths 2440278 MLS ACTIVE Status
Enjoy serene beauty + marine views of Orcas from this exquisite 2 bed home in a premier, well-maintained neighborhood. This modern west facing home offers 3,200+ sq ft of elegance and flexibilty w/ two levels of living areas. Relax on the wrap around decks or in the spacious main floor primary w/ cozy fireplace & marine views of Eastsound to Vancouver BC! Additionally, the main level boasts vaulted ceilings, wet bar, an updated, bright kitchen w/ eating area, massive window wall, formal living & family room, utility and fireplace. The lower level offers privacy w/ a separate entrance, large bedroom and bonus room w/ fireplace, full bath, office/den + workshop. Recent upgrades include new roof, two heat pumps, deck work + flooring upgrades.

121 Switchback Road, Orcas Island

Listing courtesy of COMPASS.

$775,000
1 Beds 2 Baths 2441540 MLS ACTIVE Status
PRIME DEER HARBOR ACREAGE WITH CARRIAGE HOUSE Private, mostly level 3.38± acre parcel in the desirable Suncrest neighborhood offering an exceptional opportunity to build a larger home while enjoying the sweet carriage house. With selective tree trimming, a future residence could capture views toward Turtleback Mountain. Infrastructure is already in place, including a 3-bedroom septic system, fiber optic internet, driveway, and utilities, making this an ideal build-ready site. A well-maintained Craftsman-style carriage house allows for comfortable living during construction, featuring 506± sq ft upper-level open living space with full bath, covered deck, and attic storage. The lower level includes radiant-heated finished space with half bath and a 552± sq ft area currently used as living space that can easily be restored to a true 2-car garage. Recent upgrades in upper level include: flooring and trim, closet and built-in bedroom dresser, kitchen, bathroom vanity. Downstairs upgrades include: bathroom vanity, floor paint, new washer/dryer. New interior/exterior paint throughout. Lightly treed grounds offer garden space and multiple potential building areas. Conveniently located near Deer Harbor and Cayou Quay marinas.

87 Levon Lane, Orcas Island

Listing courtesy of Orcas Island Realty.

$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.

$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.

$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.

$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..

$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..

$2,395,000
2 Beds 3 Baths 2160102 MLS ACTIVE Status
On the grid or off, your choice. Twelve outstanding deer-fenced acres, 1.16 mi from town center, with a custom 3080 sf home utilizing wood burls from Alaska, 675 sf log guesthouse with vacation rental permit, both overlooking the lake, 600 sf studio with bathroom, 140 sf studio, 550 sf detached garage, 3200 sf multipurpose shop with walk-in cooler, Starlink internet, 46 solar panels with bank of huge batteries, automated back-up generator, 2000 gallons of underground propane storage, large fruit and nut orchard, commercial garden including mature blueberry and raspberry bushes, a greenhouse, large chicken run, and a 2 acre lake. Commercial opportunity and/or completely self-sustaining if needed or desired. (See agent remarks for gate code.)

1738 Lampard Road, Friday Harbor

Listing 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.
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