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$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.

$1,379,000
3 Beds 3 Baths 2565325 MLS ACTIVE Status
Experience the joy of sweeping views of the Salish Sea, forested islands, and the peaceful rhythm of Orcas Island. Nestled on 5.34 acres in the coveted Buck Mountain neighborhood, this west-facing residence offers 3 bedrooms, 2.5 bathrooms, and sun-filled living spaces designed to embrace the surrounding natural beauty. Expansive windows frame tranquil views while filling the home with natural light, creating a seamless connection between indoors and out. The open floor plan centers around a vaulted-ceiling living room anchored by a cozy wood-burning stove that warms the adjacent kitchen and gathering spaces. A main-level primary suite provides convenient single-level living, while two spacious lower-level bedrooms offer flexibility for family and guests. The lower level functions as an ideal guest or multi-generational living space, complete with a kitchen, family room, office, two bedrooms, a full bath, and its own private entrance. Expansive wraparound decks on both levels extend everyday living outdoors. Step outside and discover the serenity of your own private acreage, with fenced-in space for gardening or relaxing among the fir trees and endless views. An attached two-car garage provides generous storage for vehicles, outdoor gear, and all the essentials of island living. Conveniently located just minutes from the village of Eastsound, Moran State Park, hiking trails, beaches, and local amenities, this amazing property presents a rare opportunity for new adventures.

186 Aerie Road, Orcas Island

Listing courtesy of The Agency Seattle/Eastside.

$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.

$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.

$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.

$495,000
2 Beds 1 Baths 2537743 MLS ACTIVE Status
Charming In-Town Cottage with Gardens & Backyard Homestead Appeal. Welcome to this adorable 1950-built home full of character, warmth, and small-town charm. Nestled in a convenient in-town location, this cozy residence offers the perfect blend of vintage appeal and practical living.The property features a spacious carport with potential shop space, ideal for hobbies, storage, projects, or a home workshop. Outside, you’ll find a fully fenced yard creating a private retreat complete with established gardens, plenty of room to relax, and a delightful backyard homestead atmosphere. The chicken coop and happy backyard hens add a touch of country living while still enjoying all the conveniences of town.Whether you’re looking for your first home, a peaceful downsizing opportunity, or a charming property with room to garden and grow, this sweet cottage offers comfort, character, and a lifestyle that’s increasingly hard to find. Come experience the simple pleasures of home, garden, and backyard living in this inviting 1950 gem.

507 Tucker Avenue, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$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.

$750,000
2 Beds 2 Baths 2557031 MLS ACTIVE Status
Nestled on 1.06 private acres just minutes from Eastsound, this Pacific Northwest home offers the perfect blend of convenience, privacy, and opportunity. Built in 1981 by a local builder, the 2-bedroom, 1.25-bath home features solid craftsmanship, beautiful exposed beams throughout, freshly refinished wood floors, a cozy wood stove, and a new metal roof. The upper-level living space features an open kitchen, living, and dining area where a transition beneath an exposed wood beam leads into a vaulted ceiling, creating a sense of openness and bringing natural light through windows placed high along the wall. Off the open living space, French doors lead out to the new wood deck, creating a seamless connection between inside and outside, high among the trees.A long driveway winds through mature evergreens, including a striking cedar, creating a private and welcoming arrival. The property features a single-car garage, an attached covered carport with ramped access to the front door, and a flexible basement space offering excellent potential for storage, a workshop, or hobbies, with convenient access to the garage.From the warmth of the wood details inside to the feeling of being among the trees outside, 76 Lookout Loop captures the essence of Pacific Northwest living and offers a place to settle in and enjoy island life for years to come.

76 Lookout Loop, Orcas Island

Listing courtesy of Windermere RE San Juan Islands.

$995,000
2 Beds 3 Baths 2553207 MLS ACTIVE Status
Architecturally designed and quality built, this beautiful home is nestled among the trees, offering privacy, tranquility, and timeless appeal. The light-filled open floor plan seamlessly connects the living room, dining area, and spacious primary suite, all of which open onto an expansive private deck—perfect for relaxing, entertaining, or simply enjoying the peaceful natural surroundings. Beautiful windows, French doors, and a dramatic vaulted ceiling with a large skylight fill the home with abundant natural light. Two generous bedrooms plus a dedicated office provide flexible living space, while custom built-in bookcases add warmth, character, and functionality throughout. The attached two-car garage includes a separate storage room, providing plenty of space for vehicles, hobbies, and outdoor gear. If you're looking for a thoughtfully designed home in a serene woodland setting, this is one you won't want to miss.

918 Terrace Drive, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$1,565,000
3 Beds 3 Baths 2550846 MLS ACTIVE Status
Discover the ultimate private estate combining luxury living, income potential and unmatech utility. Nestled on 6 serene, private acres this meticulously maintained property has 3 bedroom, 2 bath main residence, a premium detached shop with office and studio plus fully self contained 1 bedroom accessory dwelling. Entry into the main residence is beautifully landscaped and fenced . The home features a gourmet kitchen with porcelain tile floors, custom cabinetry and quartzite countertops. The living room with floor to ceiling windows is bathed in natural light. Majestic stone accent wall and granite hearth around the Xtrordinair fireplace complete the room. Primary suite with spa-bath boasts massive walk-in shower, custom vanity, countertops and radiant floor heat. Attached garage has been converted into family room living space with kitchenette and ample room for pool table. Premium 36 x 36 Texmo building with vaulted ceilings, concrete slab and separate office space. Above the shop is studio space with 3/4 bath and kitchen. Modern 2020 Park Model tiny home is 600 sq ft of independent living perfect for multi-generational living, guest house or rental income. Adjoining gazebo with stone patio and firepit for quiet outdoor evenings. Property is served by 2 wells with 4 - 2500 gallon storage tanks. Rain catchment off the shop roof. New roof in main home in July of 2026.

750 Shaner Armstrong Road, Orcas Island

Listing courtesy of COMPASS.

$799,000
2 Beds 1 Baths 2553355 MLS ACTIVE Status
Set on five private acres in the heart of Orcas Island, this peaceful two-bedroom, one-bath home offers 1,080 square feet of comfortable living space with vaulted ceilings and an attached one-car garage. The property is filled with natural island beauty, including mature maples and evergreens, moss-covered rock outcroppings, open sunny areas, and a large pond that attracts abundant wildlife.Tucked away in a quiet setting between the ferry landing and Eastsound Village, the home offers privacy and seclusion while remaining convenient to island amenities. The adjacent five-acre parcel at 678 Swan Road is also available, creating a rare opportunity to assemble a private 10-acre Orcas Island retreat.

734 Swan Road, Orcas Island

Listing courtesy of Orcas Island Realty.

$1,990,000
3 Beds 3 Baths 2551797 MLS ACTIVE Status
Discover the extraordinary Island Lifestyle you've been dreaming of! This stunning NW contemporary home on Lopez Island is an estate on 7 private acres with breathtaking panoramic views of Puget Sound, San Juan Islands, passing ferries, and Cascade mountains. Custom designed to embrace its spectacular setting, this 3,917-square-foot residence showcases soaring vaulted ceilings, exposed timber beams, impressive 10-foot doors, radiant heated floors and walls of glass bring the outdoors in! The gourmet chef's kitchen features custom cabinetry, granite counters, double ovens, and generous gathering spaces for entertaining. Three gas fireplaces create a warm ambiance, while expansive view decks provide unforgettable sunsets and ever-changing marine vistas. A loft retreat offers the perfect office and reading sanctuary. The versatile lower level offers a beautifully finished living suite for guests, multigenerational living, or rental income, plus a light-filled artist's studio. Outside, unwind in the spa, rinse off in the outdoor shower after a day at the beach, or enjoy the greenhouse, fenced gardens, mature fruit trees, and peaceful surroundings. The heated garage doubles as a dream woodworking shop and exercise studio. Home is wired for a generator. Most furnishings included! Just a short walk to the beach and minutes from the Village, ferry terminal, and Odlin Park, this exceptional estate offers the perfect blend of luxury, privacy, and the timeless beauty of island living.

259 Willbrook Lane, Lopez Island

Listing courtesy of John L. Scott, Inc..

$799,000
3 Beds 2 Baths 2550889 MLS ACTIVE Status
Priceless view - now more affordable. Whether arriving by ferry, seaplane, or private boat, coming home to Friday Harbor is an experience unlike any other.Perched above the Port of Friday Harbor, this Cannery Village penthouse enjoys one of the island's most intimate waterfront settings.Walls of glass frame an ever-changing panorama where ferries, seaplanes, fishing boats, and sailboats create a living work of art. Fishing boats depart before sunrise, harbor seals play around the marina below your balcony, bald eagles soar overhead, & on special occasions, orcas venture into the harbor.Mt. Baker rises beyond Brown Island, and evenings bring the warm glow of harbor lights shimmering across the water.Designed for gathering, the spacious three-bedroom floor plan offers comfortable living for friends. The well-appointed kitchen features granite countertops, timeless shaker cabinetry, new high end stainless steel appliances, & built-in dining banquette perfect for sharing meals after a day exploring the island. EZ care slate and LVP flooring. Balconies off the great room & primary suite invite the beauty of the harbor indoors. The 3d bedroom provides flexibility for guests or dedicated home office. Stroll Friday Harbor's waterfront, marina, coffee shops, restaurants, galleries, theater & boutiques. Lock & leave with confidence while enjoying a front-row seat to one of the PNW's most treasured waterfront destinations.

241 Warbass Way Unit #A303, Friday Harbor

Listing courtesy of Abbey Realty Inc.

$795,000
2 Beds 2 Baths 2549389 MLS ACTIVE Status
Escape to the tranquility of island living in this Northwest contemporary retreat in the Decatur Northwest Community on Decatur Island. Perched atop Sheep Hill, this exceptional home captures breathtaking views of sparkling waters, the Olympic Mountains, and idyllic pastures dotted with grazing sheep. Designed for effortless living, the open-concept floor plan flows seamlessly from the kitchen into the main living area, where a dramatic wall of windows fills the home with natural light and showcases the surrounding beauty. Step onto the expansive newly built deck to enjoy morning coffee, sunset gatherings, or peaceful moments immersed in nature. The private primary suite features an adjoining spacious sauna, creating the perfect place to relax after a day of island adventures. A versatile flex room offers ideal space for a home office, media room, or additional guests. Owners enjoy exclusive access to more than 600 acres of co-owned forests, scenic hiking trails, and sandy beaches perfect for beach combing and exploring. Travel is effortless with the private parking at Skyline Marina and private community foot ferry from Anacortes to the community's deep-water dock, where staff greet your arrival and assist with your belongings.Whether you're looking for a peaceful weekend getaway or a year-round retreat, this remarkable home offers the perfect blend of privacy, comfort, natural beauty, and the unmatched lifestyle of Decatur Island.

177 Harmon Ranch Hill Road, Decatur Island

Listing courtesy of Windermere RE North, Inc..

$2,800,000
3 Beds 3 Baths 2532014 MLS ACTIVE Status
Mid-Century Modern, three bedroom waterfront home with panoramic south-facing views awaits. Experience the pinnacle of coastal living in this mid 1960's split-level home just minutes from the Village. Perfectly positioned to maximize coveted south-facing views, this residence is bathed in natural light, offering breathtaking, unobstructed water views from every vantage point. The crowning jewel of this property is the incredible rare patio positioned directly over the water's edge. Seamlessly blending indoor/outdoor living, providing an unparalleled setting for morning coffee, sun-drenched afternoons, or twilight entertaining as the water laps gently beneath you. Featuring three rooms with large windows on the upper floor that frame the dramatic aquatic backdrop, these rooms offer flexible layouts for a luxurious primary suite, guest quarters, or an inspiring creative space. On the lower floor, a sprawling bonus/living room off the kitchen is a versatile space perfect for a media lounge, game room, or dining area, offering direct access to the outdoors and the water. A hot tub room offers an amazing relaxation space or more opportunities on the lower floor. Adding immense value to the property is the detached 2 car garage, and a completely separate, private office space tucked below. Ideal for remote work, an artist’s studio, or a quiet retreat, this separate workspace ensures you can command your professional life without leaving the comfort of your waterfront sanctuary.

173 Myers Street, Orcas Island

Listing courtesy of COMPASS.

$2,195,000
3 Beds 4 Baths 2536711 MLS ACTIVE Status
PACIFIC NORTHWEST WATERFRONT RETREAT | Where forest and sea converge on the shores of beautiful Orcas Island. Nestled on 0.53 acres of walkout waterfront, this thoughtfully curated 3-bedroom, 2.5-bath residence embraces the natural beauty of its surroundings with vaulted ceilings, walls of windows, and an open-concept design that welcomes abundant light, water views, and nature indoors. Extensively remodeled in 2019, the home showcases quality craftsmanship and timeless finishes throughout. The chef's kitchen features a marble-inspired quartz island with seating, a gas range and hood, and a built-in banquette perfectly positioned to capture tranquil water views. Two primary suites provide exceptional flexibility, including a main-level suite and an upper-level retreat with a private balcony. The spa-inspired primary bath offers radiant heated floors, a soaking tub, walk-in shower, and greenhouse-style windows overlooking a private meditation garden. Custom-built closets enhance organization throughout. A whole-house generator with a premium Sonnen battery system provides added peace of mind. A detached two-car garage/shop with a ¾ bath offers exceptional versatility. Cement tile and metal roofing, stone pathways, wildflower gardens, and a lovingly maintained labyrinth complete this exceptional waterfront retreat. Bordering a protected wetland, the property enjoys a peaceful natural buffer that enhances privacy while creating a beautiful habitat for native birds and wildlife.

115 Donahue Lane, Orcas Island

Listing courtesy of The Agency Seattle/Eastside.

$7,900,000
4 Beds 7 Baths 2543410 MLS ACTIVE Status
Extraordinary generational Blakely Island beachfront estate with remarkable sun-drenched southern exposure. This exceptional private estate offers a rare blend of luxury and serene island living. Designed as a private retreat, four distinct coastal structures and the accompanying airport hangar balance comfort, entertainment, natural beauty for multiple generations with convenient access. The main house showcases refined craftsmanship with custom inlaid hardwood floors, a sun-filled living area with pool table and full bar, two ensuite bedrooms, kitchen, dining area, steam room, and an expansive deck with sweeping views. Steps from the hundreds of feet of private shoreline, the beach house delivers an immersive coastal experience: open-concept living and dining, a marble bar, state-of-the-art sound and lighting, and nano doors opening to a wraparound deck where the rhythm of the sea becomes part of everyday life. A large hangar at the neighboring airstrip rounds out the estate—ready to house your aircraft, boat, or an impressive collection of toys and recreational gear. This south-facing retreat is more than a property—it's a legacy estate in the San Juan Islands.

450 Eagle Bay Road, Blakely Island

Listing courtesy of COMPASS.

$3,995,000
5 Beds 5 Baths 2545317 MLS ACTIVE Status
A private waterfront world in the heart of Deer Harbor. Set on nearly 3.5 fully fenced acres with protected moorage, 117 Legend Lane offers a rare collection of living spaces designed for gathering, retreat, and life on the water. The harbor-facing main residence is complemented by separate guest accommodations, a Zen-inspired bunkhouse, Tiki bar, and a standalone wellness studio with sauna, creating a true compound experience rarely found in the San Juan Islands. Expansive decks, mature landscaping, intimate outdoor gathering spaces, and a private dock connect the property to the rhythms of Deer Harbor and the surrounding Salish Sea. Flexible, private, and exceptionally difficult to replicate today, this is a legacy-caliber waterfront offering in one of Orcas Island's most treasured settings.

117 Legend Lane, Orcas Island

Listing courtesy of COMPASS.

$1,657,750
2 Beds 2 Baths 2543805 MLS ACTIVE Status
Experience island living at its finest in this beautifully maintained contemporary waterfront home on 1.25 acres with 150 feet of private shoreline in the coveted San Juan Drive neighborhood. Thoughtfully designed to capture spectacular water views, the home features soaring vaulted ceilings, expansive windows, and light-filled open living spaces ideal for entertaining and everyday comfort. Wake to breathtaking sunrise views over the water, watch passing boats, soaring eagles, seals, and abundant marine wildlife, and enjoy the serenity of this exceptional waterfront setting. The 1.25-acre parcel offers privacy while maximizing the home's stunning outlook. Conveniently located just minutes from the marina, dining, and amenities of Roche Harbor Resort, as well as the scenic shoreline and trails of Ruben Tarte Park. A rare opportunity to own a premier waterfront retreat where spectacular views, privacy, and the best of San Juan Island living come together.

976 San Juan Drive, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$857,000
3 Beds 2 Baths 2536457 MLS ACTIVE Status
Beautiful Northwest Contemporary located on the outskirts of the village of Eastsound. This lovingly maintained 3-bedroom, 2-bath, 1664 Sq. ft. single-level custom home feature a vaulted great room as the center of the home. Primary bedroom suite on one side of great room and two additional bedrooms with a shared full bath are located on the other side of the great room. Radiant heated floors and quality finishes throughout this well laid out home. Roof, kitchen appliances and fixtures are only a few years old. Clean and ready to occupy! The primary bedroom has an ensuite bath and two walk-in closets. There is an attached heated two-car garage. French doors lead out to a large private Brazilian rosewood deck for summer outdoor entertaining. Rock Island Fiber for the exceptional connectivity. A county public right-of-way waterfront is just around the corner at the end of Buckhorn Rd. for water access. Clean and ready to occupy home just minutes to the Village of Eastsound and Moran State Park.

143 Raccoon Point Road, Orcas Island

Listing courtesy of True North Realty.

$925,000
3 Beds 2 Baths 2542633 MLS ACTIVE Status
Arrive through the gated entrance and follow the winding circular driveway as the property opens across a private 1.33-acre, fully fenced retreat with curated grounds and lush plantings. The approach feels like an island sanctuary, passing beneath a vined arbor that frames the welcoming entry. Beyond the home, raised beds, quiet seating areas, a sunny patio, and meandering trails lead to a secret garden setting ideal for reflection and connection with the land. Inside, high ceilings, large fir beams, a custom locally crafted entertainment center, and a wood burning stove create a warm, refined atmosphere within the great room layout, where living and dining spaces flow with ease. The kitchen features a center island with seating, propane stove, and walk in pantry well suited for everyday living and entertaining. A newer central forced air furnace provides modern comfort throughout. The main floor primary bedroom opens to the covered deck and enjoys convenient access to a nearby ¾ bath with double sinks. Upstairs are two additional bedrooms, a full bath, office space, and deck access. Practical comforts include a whole-house, self-starting propane generator, fiber high-speed internet, electric car charger, 10,000 gallons of catchment tanks for irrigation, garden shed, and a 2-car garage with insulated slab, freezer, and a finished loft ideal for studio, hobby, creative, or guest overflow use. Community beach access and just minutes away from Iceberg National Monument.

20 Eliza Road, Lopez Island

Listing courtesy of Premier Agent Network.

$1,990,000
4 Beds 4 Baths 2535522 MLS ACTIVE Status
Sanctuary found. From the forever views across islands and sea to the Cascade Mountains, to the 15 peaceful acres of forest, field and year-round pond that’s a magnet for birds and other wildlife, this Orcas Island oasis invites you to relax and connect. An alluring drive leads to the heart of the property, a 3814 sq.ft. home built by Con Russell that combines enduring craftsmanship with a warm and welcoming feel. The cozy library and gathering spaces draw you in with Brazilian cherry floors, wood ceilings, built-ins, a striking brick fireplace and windows all around to capture light and views. You'll appreciate cooking in the well-arranged kitchen designed by Bonnie Ward which comes fully equipped with Viking 6-burner cooktop, pot filler, prep sink, 2 ovens and walk-in pantry. Wake to sunrise views from the main-level primary suite or upper-level suite, each with private balcony, perfect for morning coffee & moonlit nights. Lower level offers 1247 sq.ft. flex space for work, exercise, hobbies & guests, plus a heated workshop with access to the 696 sq.ft. garage. Other amenities include extensive lighting, radiant heat throughout, fiber internet, 8 kW generator, central vac and commercial fire suppression for peace of mind & lower insurance rates. Includes 2 additional tax parcels + water memberships, offering bonus investment value, max control of privacy/view & the option to create a multi-home retreat. Near Doe Bay Café/Resort for dining, spa & beach access. Come see!

206 Upper Cow Hill Road, Orcas Island

Listing courtesy of TWilliams Realty.

$2,500,000
5 Beds 4 Baths 2537507 MLS ACTIVE Status
Provide your guests with the ultimate experience of Pacific Northwest living in this stunning, custom-built contemporary vacation rental property with beautiful southerly views over East Sound and just one block from the village of Eastsound. Crafted in 2012 by renowned builder Con Russell, this meticulously maintained 3,439 sq ft property balances architectural elegance with modern, every day luxury. The building is comprised of 3 separate residential units totaling 5 spacious bedrooms and 4 baths making it a premier investment opportunity with a short-term rental permit. The property showcases a beautiful blend of stone and wood both inside and out opening to a bright, expansive two story layout featuring vaulted ceilings and a warm welcoming ambiance. High-end details throughout the building. Furnishings included in sale. The Admiral's Suite on the top floor features a expansive great room, primary bedroom with full bath, second bedroom with 3/4 bath and 3rd room ideal for additional guests or office. Wrap around deck with fireplace completes the suite. The Captain's Suite on the main floor offers separate living and dining, 2 bedrooms and full bathroom. The Lieutenant's Suite, also on the main floor, has charming great room with vaulted ceilings, loft bedroom and 3/4 bath. All units have washer and dryers. Admiral's Suite rents for $412 to $580 per night, Captain's Suite rents for $317 to $510 per night and the Lieutenant's Suite rents for $303 to $486 per night.

18 Fishing Aly, Orcas Island

Listing courtesy of COMPASS.

$2,600,000
3 Beds 2 Baths 2512974 MLS ACTIVE Status
Gorgeous three-bedroom, two-bath waterfront home on the west side in desirable Deer Harbor. Tastefully remodeled, this 3,470 sq. ft. residence offers extensive upgrades throughout and showcases breathtaking views overlooking Deer Harbor, the Wasp Islands & Turtleback Mountain. Relax to stunning water views and the soothing sounds of the shoreline from this serene island retreat. Set on sunny, level 1.88 acres, the property is surrounded by mature landscaping, fruit trees, inviting patios & extensive water side decks for peaceful sunset evenings. Enjoy this coveted location just moments from Deer Harbor Marina, with regularly scheduled Kenmore Air flights, boating, nature tours, & kayaking. Recently installed entry drive, automatic gate, & deer fencing surrounding the entire property enhance both privacy & convenience. Renovations include updated kitchen, living room, primary suite w/ensuite bath, and lower-level bedroom, bath and bonus rooms. New hardwood floors enhance lower-level living areas & bedroom, while newer wood windows on all three levels, exterior siding, a metal roof, & main bedroom French doors leading to a stunning multi-level deck w/hot tub add timeless style and durability. Designed for comfort, efficiency, and self-sufficiency, the property also includes 2 underground 1,700-gallon water storage tanks & a 7.6kW SunPower solar array.EV Charger-Level 2, 1,000-gallon buried propane tank, newer heat pump, and electronic air cleaner. See additional Features List.

5686 Deer Harbor Road, Orcas Island

Listing courtesy of Orcas Island Realty.

$749,000
2 Beds 2 Baths 2533029 MLS ACTIVE Status
NW-style home set on a sunny, west-facing acre just minutes from town. This 1,760 sqft home offers an open floor plan with 2 bedrooms, a loft, and 1.75 baths including a primary en suite. Recent improvements include engineered hardwood flooring on the main level, granite countertops in kitchen and baths, and new cabinetry. Large windows and vaulted ceilings bring in plenty of natural light. Features include a wood stove, mini-split heating/cooling, and a mud/laundry room. Enjoy mountain and territorial views from the wraparound deck with covered sections. The property offers a peaceful blend of open space and mature trees, low-maintenance landscaping, a small fenced garden, and detached 2 car garage.

100 Quail Crossing Road, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$1,575,000
3 Beds 3 Baths 2531595 MLS ACTIVE Status
A paddling, crabbing, shellfish harvesting, and birding paradise sits at the head of Mud Bay, overlooking an extensive tidal marsh with views of Lopez Sound all the way to Mt. Constitution. The beautifully maintained waterfront home, built in classic island style with a soaring roofline framing the panoramic water view and sky, is made for gathering in the great room. The remodeled kitchen enjoys that view as well, and is conveniently augmented by a large walk-in pantry. Two primary suites, a third bedroom, a large loft, a studio room for games and crafts, a utility/laundry room, large two car garage, and a boat shelter will comfortably host all your people and house your tools and toys. Stay cozy and sustainably in the home year round with features like the solar array, a newer HVAC system, and wood stove. The fully fenced area around the home features flowering perennials, fruit trees, and garden areas for berries and veggies, watered by catchment-sourced irrigation, plus a grassy, open area for games, and a large fire pit for s'mores and more. The 4.33 acres of the main parcel also encompasses a lush wild area to the east, with another fire pit and sitting area oriented toward summer sunsets. Steward this special island habitat, with its ponds and winding watercourse--a 2.62 acre waterfront parcel (a total of 1,897 ft of beach and estuarine shoreline) is held in common with an adjacent parcel. Minutes from Islandale Grocery & Restaurant, and south end beaches, & trails.

3757 Mud Bay Road, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$2,150,000
3 Beds 4 Baths 2529315 MLS ACTIVE Status
Rare low bank waterfront estate on Lopez Island's Fisherman Bay: this gorgeous, contemporary home, designed by Tom Olson, apprentice to Frank Lloyd Wright, blends custom, organic design with the natural beauty of the environment. The main house's open living space, warmed by a blue steel fireplace, extends to a southeast-facing wraparound patio with sweeping bay views for effortless indoor/outdoor living. Relax in the quiet haven of the refined library. Three en suite bedrooms on the upper level afford private, tranquil accommodations, including a generous primary suite w/built-in king bed, soaking tub, walk-in closet, and a private view deck. The second suite has its own deck; the third a Murphy bed and a concealed laundry area. Exceptional craftsmanship and thoughtful design throughout, from the clear fir cabinetry, built-ins and custom furniture to the granite and stained concrete finishes. The detached studio with water view, patio, 3/4 bath, and fireplace, offers flexibility for guests, work, and creative pursuits. The garden, with a south-facing greenhouse, raised beds, and catchment-fed irrigation is fully fenced. An attached two car garage with a workbench, private well, pump house, geothermal radiant floor heating provide comfort, convenience, and functionality. A second waterfront parcel makes for a total of 1.91 acres, located at the secluded end of a private lane, with 206 feet of waterfront and private tidelands. A desirable deep water mooring buoy is included.

2000 Bayshore Road, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$2,250,000
2 Beds 2 Baths 2527089 MLS ACTIVE Status
Stunning sun-filled waterfront retreat in highly sought-after West Sound, featuring a 44’ deepwater dock and private shoreline. Expansive and unobstructed south-facing views stretch across the Salish Sea, surrounding islands, and the Olympic Mountains. Thoughtfully designed with high-end finishes throughout, this luxurious 1,200± square ft home includes radiant hydro floor heating, steam shower, gas fireplaces in both the living room and bedroom, Hubbardton Forge fixtures, ironwood decking, solar panels, hot tub, outdoor shower, and EV charging outlet. Enjoy easy access to the beach, or relax on the expansive deck and take in breathtaking sunsets. A rare opportunity to own an exceptional island waterfront getaway.

1022 Deer Harbor Road, Orcas Island

Listing courtesy of COMPASS.

$2,250,000
4 Beds 3 Baths 2526760 MLS ACTIVE Status
Once-in-a-lifetime legacy estate. Properties like this come around very rarely – set on the edge of a bluff with 180 degrees of southwest exposure and 1,651’ of waterfront, the large home enjoys a footprint that cannot be replicated. Remodel the house or use the valuable footprint to take advantage of the panoramic views stretching across the sparkling blue water of the Straits all the way to the Olympics. Includes two sunny and private cove beaches – the larger of the two is a rare sandy oasis while the other still holds the remains of a beach shed with power and water. Two tax parcels totaling 8.07 aces, a large, detached garage and shop with metal roof and original orchard. Both properties have a conservation easement. Adjacent to county property and close to county boat launch and dock. Property is being sold as is, septic system has all required upgrades, well pump was replaced in 2024.

189 Calle Aguila, Lopez Island

Listing courtesy of Windermere RE/Lopez Island.

$1,998,000
2 Beds 2 Baths 2526855 MLS ACTIVE Status
Crane Island Waterfront Gem — an extraordinary island retreat where timeless Northwest design meets modern comfort. Thoughtfully upgraded & meticulously maintained, this rare waterfront estate showcases the very best of PNW living. Arrive by boat at the shared deep-water dock adjoining the property, then stroll past the peaceful cove beach to the sun-drenched, south-facing main residence. Originally designed by acclaimed architect Paul Hoag, the classic mid-century modern home seamlessly blends with its natural surroundings, with warm, tranquil interiors. Expansive windows frame captivating water views, while old-growth cedar-lined walls & a dramatic stone fireplace create an atmosphere of understated luxury & serenity, with radiant in-floor heating. Recent improvements include new appliances throughout, updated lighting & plumbing fixtures, & a beautifully refreshed primary bath. The separate guesthouse, designed by renowned architect Wendell Lovett, is a true architectural treasure unlike anything else—ideal for guests, creative pursuits, or a private retreat. Outdoor living spaces are thoughtfully designed for entertaining, relaxation, and embracing the beauty of island life, with multiple gathering areas, lush landscaping, & easy access to the shoreline. Whether hosting summer evenings by the water, kayaking from the beach, or enjoying quiet mornings surrounded by nature, this exceptional Crane Island property offers a rare opportunity to experience waterfront living.

69 Rocky Road, Crane Island

Listing courtesy of True North Realty.

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