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$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.

$2,990,000
2454486 MLS ⋅ ACTIVE Status
PEAR POINT ESTATE ACREAGE. A rare offering on sought-after Pear Point—25+ acre estate parcel with sweeping water views and majestic Mt. Baker vistas. Exceptional opportunity ideal for a private estate, compound, or thoughtful development. This premier property is dividable into five parcels with three town water hookups in place, plus an old well. Sunny, level land with gentle slope to the southeast, open and lightly treed. Exceptional privacy, space, and natural beauty, located next to a vineyard. Create your vision on this legacy property minutes from Friday Harbor. Family owned over 50 years.

Pear Point Road, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$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 courtesy of COMPASS.

$175,000
2445109 MLS ⋅ ACTIVE Status
Tranquil lakeside Lot 5 is privately set near Girls' Island, offering beautiful views of Eagle Lake & Mt. Pickett. A private driveway leads to an enchanting, mossy building area centered in a 100' building circle. Property includes Atticus Design 2-bdrm concept plans w/ 3-D renderings, renewed 3bdrm septic design, topographic survey, 2025 Critical Areas reports—saving significant planning time & streamlining a path to your lakeside dream home. A haven for birdwatchers & hikers w/ fishing year-round. Temporary camping allowed w/ laundry & showers at the clubhouse. Enjoy 290+ acres of trails, a pristine 17-acre lake, ocean access, clubhouse, garden, playfield & more. Full-time caretaker; seller financing possible.Appointment required to tour.

212 Eagle Lake Lane, Orcas Island

Listing courtesy of Orcas Island Realty.

$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.

$887,000
3 Beds ⋅ 2 Baths ⋅ 2423858 MLS ⋅ ACTIVE Status
One of the most unique properties on Decatur Island in the desirable Decatur Shores Community, set on over 5.5 acres of prime level land, part of the islands original farm ground. This 3BD 2BA home offers a spacious layout on an expansive meticulously maintained grass parcel, perfect for entertaining indoor and out. Just across the lane you’ll find your own private airplane hanger located at the end of a 2,550 ft grass airstrip. Access couldn’t be easier with a community deep water dock for water taxi or private boat drop offs. A rare and flexible opportunity in a beautiful island setting. Embrace the possibilities and come create your ideal island lifestyle!

155 Airport Perimeter Way, Decatur Island

Listing courtesy of Windermere RE North, Inc..

$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.

$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.

$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 courtesy of COMPASS.

$389,000
2387732 MLS ⋅ ACTIVE Status
This stunning 5+/- acres offers a front-row seat to nature’s finest performance—panoramic valley views paired with the majestic snow-capped presence of Mt. Baker. Dotted with madrona and fir trees, this property is as striking as it is serene. Whether you are envisioning a retreat surrounded by natural beauty, or simply a peaceful escape, this land offers a perfect canvas with all the right views in all the right places. A true gem on San Juan Island! To make the development process easier this lovely property includes power and metered water to the lot line and the property has been evaluated for the installation of a septic system. Just waiting for you to bring your dreams!

Nordkapp 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.

$349,000
2339037 MLS ⋅ ACTIVE Status
Rare opportunity to own a large waterfront undeveloped property in the San Juan Islands! 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 and 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. Your dream cabin on this tranquil 3.7 acre property surrounded by nature's gifts and island adventures await!

0 Lot 26 Peavine Way, Obstruction Island

Listing courtesy of Windermere RE North, Inc..

$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.

$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.
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