Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Greg King
$1,995,000 (USD)
Central Area Residential
Active
6 Via Rocciosa Road Friday Harbor, WA 98250
3 Bed
4 Baths
3975 sqft
MLS# 2212069
Experience a remarkable Northwest contemporary home with stunning views across the San Juan Channel to multiple islands...channels and bays...as well as Mt. Baker, and much of the Cascade Range. This 3975sf property boasts a grand foyer...stately office...living room with a 16ft vertical island fieldstone fireplace...dining area...and a gourmet kitchen. Two primary bedrooms...one on each level, offer privacy and comfort. Enjoy additional features like a large theater...sauna...metal roof...solar...water catchment...and ample dry storage beneath the home. This 4.48-acre property...with its gated entry...a bricked circular driveway...walking trails...enclosed garden...is truly a 'must-see' gem. Listed for $600K below assessed value.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Annette Schaffer
$1,649,000 (USD)
West Area Residential
Active
375 De Haro Lane W Friday Harbor, WA 98250
1 Bed
2 Baths
993 sqft
MLS# 2378385
Escape to the serene waters of Mitchell Bay with this charming waterfront cabin. Nestled on 0.55 acres with 106 feet of shoreline, this property offers unparalleled tranquility. Enjoy the right to lease private dock space across street on Mitchell Bay. Great for boating & exploring the San Juan Islands, close to English Camp and Mt Young. Included is a vacant lot P(TP#463551015000) with a well that services both parcels. Lot P has community ownership of lot A/west-facing beach great for kayaking or picnics. Whether you're seeking a peaceful retreat or an investment opportunity, this unique offering provides the perfect blend of privacy, natural beauty, and waterfront access. Don’t miss out on this rare gem schedule your viewing today!
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Mary Jane Anderson
$1,499,000 (USD)
Roche Harbor Area Residential
Active
30 Smugglers Rowe Henry Island, WA 98250
4 Bed
3 Baths
1838 sqft
MLS# 2452158
Nestled on nearly 2 acres on Big Henry Island’s west side, this Northwest Contemporary waterfront estate offers sweeping views of the Salish Sea and Canadian Gulf Islands. Accessible by private boat or seaplane, and just minutes from Roche Harbor, this Alan Liddle–designed home blends modern elegance with rustic charm. Vaulted, wood-beamed ceilings frame stunning island vistas. Enjoy 200± feet of private waterfront with a buoy and a 30' boat slip. Separate guest quarters include a full kitchen and bunk room. Experience the ultimate Northwest island lifestyle—serene, secluded, and perfect for fishing, beachcombing, and coastal adventure.
Listing Courtesy of Northwest MLS / Coldwell Banker San Juan Is.
$1,495,000 (USD)
San Juan Island Area Residential
Active
227 De Haro Lane Friday Harbor, WA 98250
2 Bed
2 Baths
1756 sqft
MLS# 2436342
Peaceful waterfront retreat on Mitchell Bay with no-bank access for clamming, crabbing, or launching your kayak. Picture windows frame enchanting bay views, while a wood-burning stove adds cozy charm. The home offers both a living room and family room, plus a dining area with easy flow to the deck and patio. The primary suite features French doors opening to a private deck and an updated en-suite bath with oversized shower. Additional updates include new flooring and refreshed main bath. Relax in the new hot tub after a day of hiking, biking, or kayaking. Nestled in a quiet neighborhood, yet minutes to Roche Harbor Resort, marina, spa, Mount Young trails, and British camp National Park.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Greg King
$1,250,000 (USD)
Lopez Island Area Residential
Active
549 Davis Bay Road Lopez Island, WA 98261
3 Bed
2 Baths
1821 sqft
MLS# 2418516
Welcome to 549 Davis Bay Rd., where island living meets country charm. Set on ten sunny, open acres, this well-designed 1,821 sq. ft. home features two spacious bedrooms and 1 & 3/4 baths, perfect for comfortable year-round living or a serene weekend retreat. Vaulted ceilings and large windows frame sweeping pastoral views, bathing the living spaces in natural light. Enjoy open-concept living, a generous kitchen, and cozy gathering areas designed for relaxed entertaining.Bring your animals or hobbies—this property offers rich pastures and a versatile 3,000 sq. ft. barn ready for livestock, storage, or workshop use. The well house and outbuildings add to the property’s practical appeal. Located minutes from Fisherman Bay and Lopez Village,
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Rebecca Hughes
$1,050,000 (USD)
Town Area Condominium
Active
241 Warbass Way A303 Friday Harbor, WA 98250
3 Bed
2 Baths
1510 sqft
MLS# 2285759
Discover the epitome of comfort and tranquility in this remarkable 1,510sqft condo. Overlooking a private marina, take in stunning views of Brown and Shaw Islands and the Port of Friday Harbor. This spacious, light-filled property includes three bedrooms, two baths, a fully-equipped kitchen, and a deck for relaxation and entertaining. The main bedroom's ensuite penthouse deck offers breathtaking views. Nestled in the heart of the charming Town of Friday Harbor, you'll enjoy effortless access to local amenities and multiple transportation options. Don't miss this exceptional opportunity in a world-class destination!
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Annette Schaffer
$995,000 (USD)
San Juan Island Area Residential
Active
437 Woodpecker Lane Friday Harbor, WA 98250
3 Bed
2 Baths
1771 sqft
MLS# 2426497
Experience San Juan Island living in this well-maintained 3 bed, 2 bath rambler on 2 acres with pond and Sportsman's Lake access. This 1771 sf home features an open floor plan, gas fireplace, stainless appliances, and natural stone countertops throughout. Spacious primary suite includes a WIC and 5-piece bath with soaking tub and oversized shower. Enjoy the 3-car garage, raised garden beds, fruit trees, and back deck overlooking the lake with abundant wildlife. Sportsman's Lake Park amenities include a community waterfront and dock. Centrally located between Friday Harbor and Roche Harbor, with a compliant vacation rental permit in place - this move-in-ready home is an ideal year-round residence or income-producing retreat.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Greg King
$749,000 (USD)
Town Area Condominium
Active
241 Warbass Way A202 Friday Harbor, WA 98250
2 Bed
2 Baths
1200 sqft
MLS# 2459645
Prime location, just steps from downtown shops, restaurants, and amenities. Waterfront condo spacious open floor plan, see ferry arrivals at the terminal. Sweeping views of Mt. Baker and the outer islands from every room plus private balcony — the perfect front row seat for 4th of July fireworks. Offering an excellent opportunity to make it your own. Featuring 2 bedrooms and 2 bathrooms providing comfort for full-time living or a weekend retreat. Cannery condo owners have exclusive access to two community waterfront decks, equipped with BBqs.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Linda McMahon
$675,000 (USD)
Henry Island Area Land
Active
7 Roche Harbor Shores San Juan Island, WA 98250
Bed
0 Baths
sqft
MLS# 2467648
Discover the tranquility of island living on this 1.6-acre Henry Island homesite, located just minutes from the charm and amenities of Roche Harbor Resort. Enjoy sweeping views and peaceful privacy, perched above a huge limestone bluff. This special parcel offers wonderful seascapes of the Harbor, endless boat traffic, plus it's bathed in natural light. This build-ready parcel has community water, power, septic, and access to a deep-water dock. This is community waterfront and a private bouy conveys to the new buyer. Explore the nearby Preservation Trust hiking trails, where abundant wildlife and breathtaking views over Open Bay create an immersive island lifestyle. All this and much more. Call for your private boat ride and tour it today!
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Richard Sandmeyer
$645,000 (USD)
Town Area Residential
Active
480 Rose Lane Friday Harbor, WA 98250
3 Bed
3 Baths
1827 sqft
MLS# 2443581
Move-in-ready home in town. Partially furnished 3-bedroom...2.5-bath home offers vaulted ceilings...and much more. The main level includes 2 bedrooms...a full bath...a half bath and laundry room leading to attached garage. The kitchen is ideal for entertaining. The upstairs primary suite offers built-in cabinetry along both walls...spacious walk-in closet and a private full bath. Step outside to a wood deck covered patio...perfect for relaxing ...plus a covered hot tub...a small storage shed off the deck for the lawn mower and garden tools (included)...a large low maintenance fenced backyard...with RV parking on the side of the house.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Annette Schaffer
$499,000 (USD)
Town Area Townhouse
Active
1032 4 Guard Street Friday Harbor, WA 98250
2 Bed
2 Baths
1017 sqft
MLS# 2436697
Presale Opportunity End Unit! ***Special 4.99% financing OAC*** The Grove townhome community in the heart of Friday Harbor, blending modern design with San Juan Island's natural beauty. These 2-bed, 2-bath homes offer high-end finishes, functional layouts, and indoor-outdoor living. With flexible financing and low interest rate options, homeownership is within reach. Whether you're seeking a full-time home or a weekend escape, The Grove offers island serenity and everyday convenience in one of the Pacific Northwest's most stunning locations.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Greg King
$499,000 (USD)
Town Area Condominium
Pending Inspection
310 Spring Street F Friday Harbor, WA 98250
1 Bed
1 Baths
868 sqft
MLS# 2457000
Enjoy easy island living from this inviting 1 bed/1 bath condo in the heart of Friday Harbor. This second-level unit offers unbeatable walkability—just steps to the marina, dining, shopping, and the ferry. Inside, a full kitchen with a propane cooktop and two-way fireplace create a warm, functional space ideal for everyday comfort or a relaxing getaway. Commercial zoning and an active short-term rental provide exceptional flexibility for full-time living, a weekend retreat, or turnkey income. With a dedicated parking space and all town amenities at your doorstep, this is the simple, connected island lifestyle you’ve been waiting for.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Greg King
$499,000 (USD)
Town Area Townhouse
Pending
1032 16 Guard Street Friday Harbor, WA 98250
2 Bed
2 Baths
1017 sqft
MLS# 2411126
Presale Opportunity! The Grove townhome community in the heart of Friday Harbor, blending modern design with San Juan Island's natural beauty. These 2-bed, 2-bath homes offer high-end finishes, functional layouts, and indoor-outdoor living. With streamlined modular design, flexible financing and low interest rate options including ***4.99% OAC with Preferred Lender***, homeownership is within reach. Whether you're seeking a full-time home or a weekend escape, The Grove offers island serenity and everyday convenience in one of the Pacific Northwest's most stunning locations.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Greg King
$495,000 (USD)
San Juan Island Area Residential
Active
276 Point Caution Friday Harbor, WA 98250
1 Bed
2 Baths
889 sqft
MLS# 2461198
Charming Adirondack rustic log cabin located close to town is ready for your personal touches. Large partially wooded lot with 2 bedroom septic provides room for expansion. Main floor offers a surprisingly spacious kitchen, eating bar, dining space and living room w/beautiful wood stove, a full bath and semi-private sleeping space as well as a full laundry/utility room with access to the outside. The loft space includes a private half bath, Bed & wardrobe. Upstairs also has access to the outside with stairs down to private back deck which leads to an enclosed Spa area that features a sauna, hot tub and outdoor shower. Carport for additional dry storage. Nice front deck on the sunny side of the house is good for BBQing and entertaining. Large fire pit area and beautiful old growth cedars on the mossy hillside. Make this affordable property your cozy home or your next investment.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Vail McClure
$479,000 (USD)
Town Area Townhouse
Pending
1032 3 Guard Street Friday Harbor, WA 98250
2 Bed
2 Baths
1017 sqft
MLS# 2448935
Presale Opportunity! The Grove is a new townhome community in the heart of Friday Harbor, thoughtfully designed to blend modern living with the natural beauty of San Juan Island. This interior unit offers 2 bedrooms, 2 baths, and a well-planned layout featuring quality finishes, stylish interiors, and easy indoor-outdoor flow. Enjoy the convenience of in-town living - close to the ferry, shops, dining, and island amenities - with the comfort of low-maintenance homeownership. Builder is offering 4.99% financing with approved lender, OAC, making homeownership more attainable. Whether you're seeking a full-time residence, second home, or investment property, The Grove provides the perfect balance of tranquility and everyday convenience.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Greg King
$479,000 (USD)
Town Area Townhouse
Pending
1032 2 Guard Street Friday Harbor, WA 98250
2 Bed
2 Baths
1017 sqft
MLS# 2444505
Presale Opportunity Interior Unit! The Grove townhome community in the heart of Friday Harbor, blending modern design with San Juan Island's natural beauty. These 2-bed, 2-bath homes offer high-end finishes, functional layouts, and indoor-outdoor living. With flexible financing and low interest rate options, homeownership is within reach. Whether you're seeking a full-time home or a weekend escape, The Grove offers island serenity and everyday convenience in one of the Pacific Northwest's most stunning locations.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Greg King
$385,000 (USD)
Town Area Condominium
Active
470 Reed Street 2 Friday Harbor, WA 98250
0 Bed
1 Baths
1491 sqft
MLS# 2408647
Rare Commercial/Professional Condo Opportunity! Own 1,491 sq. ft.. of prime ground-floor space in Friday Harbor. This centrally located unit offers excellent space, easy access, and versatile layout—perfect for a multitude of options. High foot traffic, ample parking, and professional surroundings make this a smart investment. Don’t miss your chance to secure a valuable piece of commercial real estate!
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Linda McMahon
$349,000 (USD)
Friday Harbor Area Land
Active
62 Quadra Lane Friday Harbor, WA 98250
Bed
0 Baths
sqft
MLS# 2432732
This building lot is available close to town, with community water and a three-bedroom septic system installed. Lightly treed with a leveled parking area and the lot slightly slopes towards the road for views of the beautiful Beaverton Valley vista. Perfect to build a get-away cabin, minimum square footage of 850, or build your forever home on San Juan Island. *OWNER TERMS*
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Rebecca Hughes
$345,000 (USD)
Town Area Condominium
Pending Inspection
250 Tucker Avenue 8 Friday Harbor, WA 98250
1 Bed
1 Baths
398 sqft
MLS# 2468128
This is an Airbnb short term rental...with 5 years of rental history. Charming 398sf condo...completely redone and being sold turnkey. A small jewel box...move in ready or ready for rental...walking distance to downtown and ferry. Sandpiper amenities include a new coin operated laundry... fitness room and a seasonal pool that is currently closed with hopes of reopening in the next year or two. This condo is accessible without stairs via Jensen Alley and entering by Condo #1. Owner is a real estate agent.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Annette Schaffer
$345,000 (USD)
Town Area Condominium
Active
250 Tucker Avenue 24 Friday Harbor, WA 98250
1 Bed
1 Baths
416 sqft
MLS# 2449009
THIS IS A TRANSIENT RENTAL. This beautifully remodeled, turnkey 1-bedroom condo is the largest of four condos approved for nightly rentals by the town. Currently listed on Airbnb, it offers a charming and lucrative investment opportunity, with rental income details available upon request. Located within walking distance of downtown and the ferry, it’s the perfect way to own a piece of the island. Enjoy onsite amenities such as a new coin operated laundry, a fitness room, and a seasonal pool that is currently closed with hopes of reopening in the next year or two. The owner is a real estate agent.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Annette Schaffer
$325,000 (USD)
Henry Island Waterfront!
Active
16 Driftwood Drive Henry Island, WA 98250
Bed
0 Baths
sqft
MLS# 2376267
Discover a rare opportunity to own one acre of pristine waterfront on Henry Island, overlooking the serene expanse of Nelson Bay. This exceptional west-facing property offers 100 feet of private beach with unforgettable sunsets and stretches 400' inland, providing ample space for your island retreat. A shoreline variance allows construction as close as 75' from the water, and a previously approved septic plan streamlines future development. Utilities are within easy reach, with electricity at the property edge and abundant options for rainwater collection or well installation, as used successfully by neighboring homes. Accessible primarily at high tide via low-draft boat, the property’s unique approach ensures unmatched privacy and a true sense of escape. A rare blend of natural beauty, tranquility, and a build-ready potential. Step out onto nearby Preservation Trust trails to explore Open Bay’s scenic shoreline, where eagles soar, wildlife thrives, and the natural beauty of the San Juan Islands surrounds you. All this and much more, just minutes from Roche Harbor Resort!
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Richard Sandmeyer
$255,000 (USD)
Town Area Condominium
Active
250 Tucker Avenue 9 Friday Harbor, WA 98250
1 Bed
1 Baths
398 sqft
MLS# 2449003
NOT A TRANSIENT RENTAL. This charming 398 sq. ft. condo, has been completely redone and is being sold turnkey. Move-in ready or ready for rental, this gem is within walking distance to downtown and the ferry. Sandpiper amenities include a new coin-operated laundry, a fitness room, and a seasonal pool that is currently closed with hopes of reopening in the next year or two. The condo is accessible without stairs via Jensen Alley by Condo #1. The owner is a real estate agent.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Annette Schaffer