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$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 Broker: Orcas Island Realty; Deborah J. Jones; 360-298-4558; dhjoneshomes@gmail.com

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

$349,500
2 Beds ⋅ 1 Baths ⋅ 2449235 MLS ⋅ ACTIVE Status
Stuart Island Retreat! Tucked among lush greenery on a private 0.56-acre lot on Stuart Island, this 3-bed, 1-bath home offers 1,038 sq ft of inviting living space that feels like a cozy tree house. Multiple wood decks create indoor-outdoor living with open interior. A 128 sq ft garage provides extra convenience, and an almost-new 2024 4-wheeler is included (used only to access property). Also included is a 3,484.80 sq ft special-use hangar lot just off the main airstrip, offering added ease and flexibility for travel to and from the island. The community features a beach, airstrip, and boat launching area, with a desirable south-facing orientation overlooking historic Roche Harbor. This tranquil escape blends comfort and coastal beauty.

156 Vista Place, Friday Harbor

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

$850,000
3 Beds ⋅ 3 Baths ⋅ 2442781 MLS ⋅ ACTIVE Status
Sunny, private and distant water view home on 4.13 park-like acres perched behind the 48-acre Twin Oaks Farm with graceful southwest pastoral views toward the Alpaca Farm and to Canada. The property borders the 696 acres of National Park including English Camp National Park, Young Hill and miles of hiking and riding trails. Spacious level entry home with lower level, 2944 Sq Ft with open plan, 2 fireplaces, large decks, covered car entry and garage with studio built in 1977 is ready for your personal touches. Includes water storage shed, garden shed and newer whole house generator and heating/ac system. Close to Westcott Bay Oyster Farm, Roche Harbor Resort w/marina, restaurants, groceries, retail, airport, art walk, and trails.

327 Twin Oaks Drive, Friday Harbor

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

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

$2,295,000
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 Broker: COMPASS; Marty Zier; ;

$935,000
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 Broker: Windermere RE/Lopez Island; Tim Slattery; 360-920-1501; slatteryrealestate@icloud.com

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

$6,150,000
3 Beds ⋅ 4 Baths ⋅ 2401227 MLS ⋅ ACTIVE Status
Property is grandfathered in with its southerly site view of McCardle Bay to the Sound of the San Juans. A private setting of park like gardens established with annuals and fruit bearing species, as well as pathways through the attended evergreen forest. The isolated bay waterfront has an expanse of sandy beach with smooth stones, tide pools and tidal deposits of driftwood. The main house and secondary structures have been upgraded with refined features of East Coast aesthetics, and the owners creative influences of modern architecture. The entire property has been transformed into a tranquil sanctuary, a steward environment, free of any chemical use.

Lopez Island

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

$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 Broker: COMPASS; Marty Zier; 360-317-5872; marty.zier@compass.com

$1,195,000
1 Beds ⋅ 2 Baths ⋅ 2378385 MLS ⋅ ACTIVE Status
Escape to the serene waters of Mitchell Bay with this charming waterfront cabin. Nestled on 0.55 acres with 106 feet of shoreline, this property offers unparalleled tranquility. Enjoy the right to lease a private 40ft +/- dock space across street on Mitchell Bay. Great for boating & exploring the San Juan Islands, close to English Camp and Mt Young. Vacant lot P Tax Parcel #463551015000 includes the well that services both parcels. 2026 Lot Taxes are $1,000.67. Lot P also includes access to a community beach, perfect for kayaking or picnics!

375 De Haro Lane W, Friday Harbor

Listing Broker: Windermere RE San Juan Islands; Mary Jane Anderson; 360-622-5439; maryjane@windermere.com

$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 Broker: Coldwell Banker San Juan Is.; Steven Buck; 360-472-0895; steve@sanjuanislands.com

$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 Broker: Coldwell Banker San Juan Is.; Laura Boulton; 360-298-2347; laura@sanjuanislands.com

$2,245,000
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 Broker: Coldwell Banker San Juan Is.; Laura Boulton; 360-298-2347; laura@sanjuanislands.com

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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