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$2,695,000
4 Beds ⋅ 3 Baths ⋅ 2569539 MLS ⋅ ACTIVE Status
A rare opportunity to own one of the San Juan Islands’ most beautiful private estates. Set on 23+ acres of rolling pasture, mature woods, orchard, and gardens, this custom Craftsman offers exceptional privacy, southern protected valley views, and direct county road access. Designed and built by Island Shelter Construction, the 3,226 sq ft, 4-bedroom, 3-bath home showcases meticulous craftsmanship and timeless finishes. Clear cedar coffered ceilings, beautiful millwork, and warm details create a relaxed country-luxury atmosphere. The spacious great room is anchored by a dramatic fieldstone wood-burning fireplace, creating an inviting gathering space with views of the surrounding landscape. Outside, enjoy a mature irrigated orchard, sunny fenced garden, sports court, hot tub, woodshed, and charming treehouse. A gracious winding drive through the woods leads to the residence and an impressive 2,136 sq ft shop with separate studio and office spaces. A 1,252 sq ft equipment shed provides additional storage and workspace.With its extraordinary setting, thoughtful design, abundant amenities, and complete sense of seclusion, this exceptional San Juan Islands property offers a rare combination of natural beauty, craftsmanship, and versatility.

14 Fieldstone Road, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$1,600,000
2 Beds ⋅ 1 Baths ⋅ 2570314 MLS ⋅ ACTIVE Status
Talking Horse Farm is a rare 40-acre legacy agricultural property offering an exceptional opportunity to steward one of San Juan Island's historic working farms. Ideally situated between Friday Harbor and Roche Harbor and bordering protected public lands, this remarkable estate combines productive farmland, abundant infrastructure, and endless potential. Designed for a variety of agricultural pursuits, the property features fertile soils, plentiful water, extensive fenced pastures, and acreage well suited for both livestock and crop production. the impressive 15,000± square foot barn includes horse stables with ample space for an indoor riding arena, complemented by several additional outbuildings that support farming, equipment storage, workshops, or other agricultural enterprises. Two separate residences provide exceptional flexibility, including a 2-bedroom, 1-bath main home and a 2-bedroom, 1-bath manufactured home – ideal for multigenerational living, farm staff, or caretaker accommodations. Additional unfinished space offers potential for expanded accommodations. Whether your vision includes equestrian pursuits, sustainable farming, livestock, specialty crops, or contributing to the San Juan Islands' vibrant local food system, Talking Horse Farm offers the infrastructure, setting, and scale to bring it to life. A truly exceptional opportunity for those seeking to preserve and continue the agricultural heritage of this extraordinary island property.

652 Halvorsen Road, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$1,295,000
2 Beds ⋅ 3 Baths ⋅ 2565156 MLS ⋅ ACTIVE Status
Escape to your own private equestrian paradise on over 9 picturesque acres in the heart of San Juan Island. Hundreds of acres with trails throughout on the DNR land just across the road and views of pastoral land and the beautiful Young Hill, it’s a dream location and mesmerizing sight. This exceptional horse property is thoughtfully designed for both horse and rider, featuring three well-appointed animal stalls, an outdoor riding arena, and a versatile shop building with plenty of room for equipment, projects, or additional storage. The custom-built 2,100-square-foot home offers comfortable island living with quality craftsmanship and inviting spaces designed to take in the surrounding beauty. Whether you're relaxing after a day in the saddle or entertaining friends, you'll appreciate the peaceful setting and seamless connection to the outdoors. With open pastures, room to roam, and a layout ideal for equestrian enthusiasts, this property offers the perfect blend of functionality and island charm. Rarely do properties combine a beautiful custom home with premium horse facilities in such a tranquil island setting. Whether you're an avid equestrian, hobby farmer, or simply seeking space, privacy, and the island lifestyle, this is a truly exceptional opportunity.

435 Blazing Tree Road, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$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 living 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.

$5,750,000
2 Beds ⋅ 5 Baths ⋅ 2562460 MLS ⋅ ACTIVE Status
Mitchell Bay Waterfront Retreat — A rare opportunity to own an exceptional west-facing waterfront estate on Mitchell Bay with spectacular sunsets, private dock with power/water, 50'x10' float and covered boat slip. The custom two-story residence offers radiant heat, vaulted and beamed ceilings, Vantage lighting system, skylights, hardwood and stone floors, French doors, three fireplaces and expansive water-views. Main-level primary suite features private deck, floor to ceiling turret windows, generous closets and dressing area and luxurious master bath. Inviting foyer, formal wood-enriched library/office, and large exercise room with sauna and in-floor heating adds formality, comfort and versatility. Chef’s kitchen includes double convection ovens, ceramic cooktop, beverage refrigerator and large pantry. Exterior spaces boast multiple covered and open sitting areas ideal for outdoor entertaining and whale watching. Upstairs offers a bedroom with private deck, bath and den. The over-sized lower level provides exceptional shop, utility, storage, and two-car garage. Additional features include an attached greenhouse, water treatment and irrigation system and fenced garden. A detached waterfront two-bedroom, one-bath guest house features hardwood floors, new windows and decking, and private garden. Located on the north end of San Juan Island near Roche Harbor Resort and English Camp offering dining, retail shopping and numerous hiking trails within a short drive.

476 De Haro Lane, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$239,000
1 Beds ⋅ 1 Baths ⋅ 2566014 MLS ⋅ ACTIVE Status
Completely renovated and move-in ready, this bright second-floor corner condo offers an excellent opportunity for affordable island living. With windows on two sides, the corner location provides abundant natural light throughout the home, and the second-story setting means no neighbors above you for added peace and privacy. Recent updates include fresh interior paint, new countertops, new bathroom fixtures, new appliances, new wall heaters, new switches and thermostats, new lighting, and mirrored sliding closet doors in the bedroom. A storage garage is available to be retained for $60 per month. The HOA is currently working toward reopening the community pool. This completely remodeled condo is move in ready. Please note this property is not approved for vacation rentals.

250 Tucker Avenue Unit #18, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$1,475,000
2 Beds ⋅ 2 Baths ⋅ 2566226 MLS ⋅ ACTIVE Status
Turnkey Roche Harbor retreat with water views and community beach. Enjoy island living from this Davison Head property, just minutes from Roche Harbor Resort. Offering partial views of the San Juan Channel and Speiden Island. The quality-built 1,435 SF main home, completed in 2006, features an open design with vaulted ceilings, two bedrooms plus a bonus room, 1.75 bathrooms, and a spacious kitchen with a large island and quartz countertops and an attached 1 car garage. A covered deck provides the perfect place to enjoy the peaceful setting. A detached 997 SF two-story studio, built in 2019, offers space for guests, hobbies or a home office. It includes two bathrooms, laundry and includes an EV charger, its own separate driveway and address, creating privacy and flexibility. Both the main home and studio are energy efficient, featuring electric heat pumps with heating and A/C, individual propane tanks, whole-house generators, and high-speed fiber internet. Convenient large storage shed and a fenced garden area that can also serve as a dog run. Sold turnkey and move-in ready, this property is ideal as a full-time residence, vacation home, or investment opportunity. Launch your kayak from the community beach, explore the shoreline, or simply relax and enjoy the stunning scenery. Just minutes away, Roche Harbor Resort offers a marina, a boat launch, waterfront restaurants, grocery store, retail shopping, airstrip, seaplane service, scenic trails, and year-round activities.

184 Brooks Lane, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$2,925,000
2558109 MLS ⋅ ACTIVE Status
Multi Tenant Flex Use Commercial Investment Opportunity in Friday Harbor. Positioned just outside Friday Harbor’s downtown core, this well-maintained commercial property offers 11,500 sqft of versatile space in a strategic location. With close proximity to the Airport, Hospital, Post SJ, SJI Food Co-op & Bakery SJ, the property benefits from accessibility & a location that supports long-term tenant demand. Three UNITS downstairs; UNIT C 3000 sqft. Assembly has large open space w/2 WC, and other versatile spaces.UNIT D2 1900 sqft. Cabinet shop w/WC & Large side loading/garage door, UNIT D1 1000 sqft. Acupuncture/Wellness center w/WC & flex spaces. Upstairs has four spaces & a common space/hallway w/2 WC; one w/shower. UNIT F 1300 sqft. Dance Studio, UNIT E 1500 sqft. Office/Flex space w/Kitchen, UNITS G & H are 1150 sqft. 2 Bdrm Aptartments w/2 WC & laundry en-suite. Each Unit is Metered for power & water/sewer. Solar array on roof is net metered for large savings on electricity bill. 19 parking spots, recently resurfaced parking lot. A proven income-producing asset w/dependable cash flow & compelling potential. Its excellent upkeep, flexible layout & stable island market make it an attractive option for investors seeking both immediate performance and lasting value. For commercial real estate investors looking to secure a reliable, well-located asset in one of the San Juan Islands’ most desirable markets, this opportunity deserves serious consideration.

687 Airport Center Road, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$825,000
3 Beds ⋅ 2 Baths ⋅ 2563805 MLS ⋅ ACTIVE Status
Beautiful family home at Cape San Juan! This 3-bedroom, 2-bath home sits on over half an acre and offers a private setting with no homes built on either side. The fully fenced backyard is beautifully landscaped with trees and features a large deck, perfect for relaxing or entertaining. Inside, you'll find skylights that fill the home with natural light, upgraded bathrooms, and a newer roof for added peace of mind. Enjoy access to all of the Cape San Juan community amenities while living in a home that's truly move-in ready. This is a wonderful opportunity to make this beautiful property your new home.

142 Vista Way, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$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.

$285,000
1 Baths ⋅ 2562805 MLS ⋅ ACTIVE Status
Investment opportunity! Successful short-term, turn-key vacation rental in Friday Harbor that generates great income. Close proximity to the ferry, port, town & amenities. This is 1 of 10 units at Sandpiper grandfathered in & approved with the town for nightly vacation rentals. With smart features, you can conveniently manage this rental remotely. Amenities onsite include an outside BBQ area, coin operated laundry room, gym with updated equipment, and a seasonal pool. The pool is currently closed, but the HOA is working to have the pool opened soon.

250 Tucker Avenue Unit #3, Friday Harbor

Listing courtesy of Island Grp Sotheby's Int Rlty.

$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.

$560,000
2 Beds ⋅ 1 Baths ⋅ 2560448 MLS ⋅ ACTIVE Status
Step into the charm of Friday Harbor with this beautifully renovated 1910 home, where historic character meets modern comfort. Offering 1,462 square feet of move-in-ready living space, this inviting home has been cosmetically updated with fresh paint inside and out and features a new roof, two new decks, updated fixtures and new heaters throughout. The welcoming living room boasts new carpet and a cozy propane heat stove, while the spacious loft with built-ins closets and storage provide flexible space for a home office, den, hobby studio, or second bedroom. The main floor includes a comfortable primary bedroom and full bath. The completely remodeled kitchen shines with white shaker cabinetry, a farmhouse sink, and new stainless-steel appliances, while the spacious dining room showcases beautifully refinished hardwood floors. Attached storage area for hot water tank and future washer and dryer. Situated on a level 0.35-acre multi-family zoned lot, the property offers exciting potential for a possible ADU or additional multi-family units (buyer to verify), plus ample room for gardens, outdoor entertaining, a garage, or additional outbuildings. Ideally located in the heart of Friday Harbor, you'll enjoy an easy walk to schools, shopping, restaurants, grocery stores, the ferry landing, and all the conveniences of downtown. Jackson Beach is just minutes away, making this a rare opportunity to own a classic island home with room to grow.

650 Argyle Avenue, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$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.

$649,000
2 Beds ⋅ 3 Baths ⋅ 2543511 MLS ⋅ ACTIVE Status
Enjoy easy, low-maintenance living in this inviting two-story condo located in an active, HOA community. The main living area features beautiful wood floors and a spacious, open-concept layout that seamlessly connects the kitchen, dining, and living room—creating a comfortable space for everyday living and entertaining. Large windows bring in plenty of natural light, while small views of the harbor add a pleasant island backdrop. Lower level offers a private retreat with comfortable bedrooms, making this home ideal as a full-time residence, weekend getaway, or investment. Conveniently located close to amenities, this condo offers the perfect blend of comfort, community, and easy island living.

475 Perry Place Unit #14, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$7,690,000
3 Beds ⋅ 5 Baths ⋅ 2557051 MLS ⋅ ACTIVE Status
First time ever offered, this extraordinary waterfront estate represents the pinnacle of San Juan Island living. Perfectly positioned at the end of Yacht Haven, this private 1.76± acre legacy property offers 389 feet of shoreline, owned tidelands, a mooring buoy, and an exceptional private year-round deep-water dock with approximately 64 feet of outside moorage and 58 feet inside the floats— the perfect setting to host unforgettable waterfront gatherings with friends. The 4,638 SF residence was thoughtfully designed to embrace the beauty of its surroundings, featuring soaring ceilings, open-concept one-level living, expansive entertaining spaces, an office/flex room, and walls of glass framing captivating bay views. Beautifully landscaped grounds blend seamlessly with the natural setting, while a detached outbuilding offers versatile space for vessel storage, recreational equipment, a workshop, and additional storage. An attached three-car garage and automatic whole-house generator provide exceptional comfort and peace of mind. A second parcel includes a charming 980 SF guest cottage with two bedrooms, 1.5 baths, a full kitchen, and a private view deck. Located just inside Garrison Bay with quick, protected access to open water, enjoy world-class salmon fishing, crabbing, whale watching, island cruising, and kayaking from your private dock. Whether departing by yacht or arriving by floatplane, every arrival feels like a getaway and every day is lived on the water.

28 Fir Lane, Friday Harbor

Listing courtesy of Coldwell Banker Bain.

$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.

$499,000
2550877 MLS ⋅ ACTIVE Status
Ready to build lot with full set of house plans, current building permits, excellent water, and septic. Sunny lot at the beautiful Cattle Point Estates neighborhood offers private community beach. Parcel is over 1.2 acres with 3 bedroom septic installed. A mix of meadow and trees offer different areas to develop. Partial views of Cattle Pass and outer islands. Walking distance to popular Cattle Point Lighthouse, American Camp Natl Park to enjoy over 1200 acres with hiking trails and South Beach, and DNR Interpretive Center. An abundance of wildlife frequents the area, and whales are often seen. Access is through one of the most scenic drives in the County, through American Camp Natl Park.

86 Lighthouse Lane, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$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.

$765,000
2549421 MLS ⋅ ACTIVE Status
Discover a perfect blend of privacy and natural beauty on this exceptional Westside 9.94 acre Mount Dallas property. A beautifully sculpted park-like setting, the land features gently rolling moss-covered knolls, towering fir, madrona, cedar and maple trees. Scenic trails, seasonal creek and wetland with lush landscape surrounding is complete with irrigation, rock benches and a relaxing flagstone patio. Inviting gathering spaces large and small include a rock fire pit, bocce and horseshoe courts, creating a unique outdoor retreat for entertaining friends. 400-amp power onsite and installed water, power, septic lines with well and holding tank. Driveway access throughout, electrical outlets, faucets and lighting offer convenience throughout the property. A 4-bedroom septic permit is in place. Fiber is in the road and conduit is in the driveway for easy installation. The RV site offers 50-amp electrical service, water hookup and a 2021 Arctic Fox 32’ 4-season trailer with Ipe hardwood deck—providing comfortable accommodations while you build your dream home. The property corners and north-south boundaries are marked, site plan and wetland report are complete. HOA for road maintenance, no restrictions. Ideally located just minutes from some of San Juan Island's most treasured destinations, including Lime Kiln State Park, Deadman Beach, SJ County Park, Westside Preserves and Carefree Lake. Enjoy easy access to whale watching, hiking, kayaking and year-round outdoor recreation.

Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$869,000
1 Beds ⋅ 1 Baths ⋅ 2549293 MLS ⋅ ACTIVE Status
Discover the charm of island living at this beautifully updated Mitchell Bay waterfront cottage. Nestled on 1.2 acres with 200± feet of shoreline, this private and cozy 1 bedroom, 1 bath retreat offers 680± sf of thoughtfully renovated living, blending modern comfort with timeless cabin appeal. Wake to the sights of herons, eagles, and ever changing tides, then spend your days exploring nearby Mitchell Hill, English Camp, or the dining, marina, and resort amenities of Roche Harbor. Designed for easy ownership with a durable metal roof, natural landscaping, and an efficient ductless heat pump, this turnkey property is the perfect weekend escape or island retreat. Owner is licensed WA real estate broker.

42 Kingfisher Lane, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$359,000
2544468 MLS ⋅ ACTIVE Status
Discover the perfect canvas for your island dream home on this exceptional 3.8+ acre property on the coveted west side of San Juan Island in an area of high-end homes. Ready for immediate enjoyment and future building, this beautiful parcel features an installed driveway, power, private well, and 3-bedroom septic system already in place, along with fiber optic conduit for modern connectivity. Choose from a prepared lower building site off Carefree Way, or create your vision from the upper portion of the property off Lazy Lane for potential view opportunities. Located just across the road from the waterfront, peek-a-boo views of the sparkling Haro Strait may be enhanced with selective limbing and clearing. Minutes to San Juan County Park, Lime Kiln Lighthouse and Roche Harbor. Surrounded by enchanting moss-covered rock outcroppings, towering old-growth firs, graceful maples, and iconic madrona trees, this is a setting that captures the magic of island living. Wake to the sounds of passing orcas, breathe the salt air, and experience the tranquility of the Pacific Northwest. Your island sanctuary awaits...Come home.

668 Carefree Lane, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$2,500,000
4 Beds ⋅ 4 Baths ⋅ 2547697 MLS ⋅ ACTIVE Status
Experience refined waterfront living on San Juan Island's Mineral Point, where elegance meets island tranquility. This east-facing, low-bank property with a private beach offers easy access, just steps from your patio to the shoreline for kayaking or beach combing. The main residence features three bedrooms and sophisticated living spaces designed for comfort and style. A one-bedroom guest house sits above the three-car garage, complemented by two versatile studio spaces ideal for art, woodworking, or recreation. Sold turnkey furnished with high-end pieces, this exceptional estate is currently in the process of permitting a mooring buoy and is perfectly situated between Roche Harbor and Friday Harbor for the ultimate island lifestyle. This turnkey home is ready for you to enjoy summer gatherings and entertain your guests footsteps from the sea.

45 Stony Point, Friday Harbor

Listing courtesy of Coldwell Banker Bain.

$1,150,000
2546674 MLS ⋅ ACTIVE Status
Discover the possibilities on this exceptional 13-acre property just minutes from Friday Harbor. Level, sunny, and highly usable, this beautiful parcel offers the ideal setting for horses, a hobby farm, gardens, or your dream country estate. With expansive open spaces and excellent sun exposure, it's a rare opportunity to create the lifestyle you've been seeking! The property's potential to be divided adds flexibility for future development, investment, or multigenerational living. Whether you are envisioning a private retreat, an equestrian property, or a working farm, this land offers endless opportunities in a peaceful island setting. Large, level parcels with this combination of usability, sunshine, and development potential are becoming increasingly difficult to find on San Juan Island. Bring your vision and make the most of this remarkable opportunity.

Turn Point Road, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$365,000
2 Beds ⋅ 2 Baths ⋅ 2544762 MLS ⋅ ACTIVE Status
This is not whole ownership, but a new shared ownership concept for second homes. You can own an equity interest in a curated portfolio of five homes in Washington State's most desirable locations. Enjoy over a month of flexible use annually without the burdens and expense of upkeep and management. As the network of locations and homes grows, you will have access to and use of all of them. Each home offers a unique experience and comes fully furnished with special amenities. This home is perched above Haro Strait with breathtaking views of the Canadian Gulf Islands from every room. Explore the charms of nearby Roche Harbor or Friday Harbor, and discover the many unique activities that San Juan Island has to offer.

449 Madrona Drive, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$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..

$2,525,000
2542686 MLS ⋅ ACTIVE Status
Exceptional opportunity to acquire Spring Street Square, an established income-producing asset in Friday Harbor. Offering approximately 20,000± square feet across five buildings, the property is currently configured as 24 units with a strong, diverse tenant mix providing stable cash flow. Operating near capacity, the property currently delivers an attractive 6.5% cap rate, with projected returns of approximately 7.8% upon stabilization, presenting a compelling value-add investment opportunity. Ideally located with prominent Spring Street frontage, the property offers excellent visibility, ample parking, and close proximity to the hospital and airport. The sale includes two tax parcels, featuring an additional 0.55± acre vacant lot—creating valuable future development potential. Recent upgrades include installation of a fire suppression system, improvements to landings and railings, and exterior paint. With the option to incorporate short- or mid-term residential units, this property presents a unique opportunity to further diversify income, enhance long-term value, and capitalize on strong demand in one of the Pacific Northwest's most desirable island communities.

849 Spring Street, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$397,500
1 Beds ⋅ 1 Baths ⋅ 2543586 MLS ⋅ ACTIVE Status
Discover the opportunity to own a piece of beautiful San Juan Island with this charming 792-square-foot cabin. Whether you're seeking a cozy full-time residence, a weekend retreat, or a vacation getaway, this property offers the perfect island setting.Ideally located across from Sportsman Lake, the home sits nearly equidistant between Friday Harbor and Roche Harbor, providing convenient access to dining, shopping, marinas, and island amenities. Enjoy the many recreational opportunities that make San Juan Island a sought-after destination, including boating, biking, kayaking, hiking, wildlife viewing, and more.Whether you're looking to embrace island living or create a peaceful escape from the mainland, this property offers an excellent opportunity in a desirable central location. This property is part of a First Look program. It allows owner occupant buyers to have their offers negotiated on day 8 of being listed. Owner occupants are those buyers that will occupy the property as their principal residence within 60 days of closing and will maintain their occupancy for at least 1 year. These buyers are required to sign an Owner Occupant Certification as part of the contract. An investor, trust, vacation or part-time residence, or purchasing for another person will be considered an investor and are not eligible for First Look. Investor offers are negotiated on day 31 of listing.

4026 Roche Harbor Road, Friday Harbor

Listing courtesy of Keller Williams Western Realty.

$9,250,000
3 Beds ⋅ 6 Baths ⋅ 2540695 MLS ⋅ ACTIVE Status
Rarely does a property combine extraordinary waterfront, protected moorage, exceptional craftsmanship, and breathtaking views. Just minutes from Roche Harbor, this remarkable White Point estate is among the finest waterfront offerings in the San Juan Islands. Set on 2.29± acres across two separate and adjacent parcels, the property features 623± ft of low-bank, southwest-facing shoreline with a walkout beach and peaceful eastern views over a wildlife-rich estuary. Panoramic vistas span Haro Strait to the Olympic Mountains, Victoria, B.C., and neighboring islands, creating a stunning backdrop of passing vessels, sunsets, and abundant marine life. A protected joint-use deep-water dock with a 60-ft float accommodates boats 50+ ft, offering direct access to world-class boating, fishing, kayaking, and island adventures. Enjoy morning coffee while watching seals on the offshore rock and whales pass through these pristine waters. The 3,193± sq ft residence showcases timeless Northwest architecture with massive timber construction, soaring ceilings, stone fireplaces, and walls of glass framing the seascape. Featuring 3 bedroom suites and 5 baths, the home blends rustic elegance with modern comfort. Room Mature landscaping, established gardens, and natural surroundings provide exceptional privacy and serenity. With expansive multi-directional views, protected moorage, abundant wildlife, and rare waterfront, this is a true San Juan Island sanctuary.

235 Seal Rock Lane, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$1,795,000
2534572 MLS ⋅ ACTIVE Status
A View from the Top! Exceptional Captain’s Row homesite overlooking Roche Harbor, the marina, resort village, and the scenic outer islands. Positioned above the historic lime kilns, this sought-after 0.23-acre parcel offers an outstanding setting for your custom island retreat. The property features a spacious level building area, retaining wall already in place, and utilities conveniently available nearby, making it easier to bring your vision to life. Enjoy the opportunity to participate in the Roche Harbor rental program, creating potential income when not enjoying the home yourself. Just moments away, Roche Harbor offers an unparalleled island lifestyle with a full-service marina, fine and casual dining, waterfront gathering spaces, boutique shopping, grocery store, wine shop, swimming pool, tennis courts, walking trails, seasonal events, art galleries, and convenient airstrip and seaplane access. Explore nearby English Camp, part of the historic San Juan Island National Historical Park, or savor fresh local oysters at Westcott Bay. A rare opportunity to build in one of Roche Harbor’s most desirable view locations.

136 Ada's Aly, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

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