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Craftsman Homes for Sale in San Juan County WA

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  • /40

    $2,195,000

    • 5 Beds
    • 5 Baths
    • 2,520 Sq Ft

    326 Carter Ave, Friday Harbor, WA 98250

    Updated 1,902 sq. ft. home in 2016 located in heart of Friday Harbor with a 618 sq. ft. converted garage offering excellent flex-space potential. Fully remodeled with new windows, insulation, kitchen, bathrooms, plumbing, electrical, flooring, exterior wood, decks, and more. The home features 4 bedrooms, including a main-level primary suite, and a functional layout suited for full-time living.

    Agent Photo

    Rebecca Hughes

    Windermere RE San Juan Islands

    (360) 495-8056

    326 Carter Ave, Friday Harbor, WA 98250
  • /40

    $1,249,000

    $101K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,016 Sq Ft

    71 Olga Park Ln, Olga, WA 98279

    Rare Olga Hamlet waterfront cottage with buoy in Buck Bay. Nestled in the heart of this beloved bayside community, the property captures the charm and relaxed pace that make Olga such a special corner of Orcas Island.This 2 bed, 1 bath cottage was completely remodeled in 2020 with a full down-to-the-studs renovation with replaced electrical, plumbing, heating, and major systems throughout.

    Deborah Jones Orcas Island Realty

    71 Olga Park Ln, Olga, WA 98279
  • /40

    $1,125,000

    • 3 Beds
    • 2.5 Baths
    • 2,262 Sq Ft

    391 Little Mountain Rd, Friday Harbor, WA 98250

    Designed for both comfort & connection to its surroundings, this 2,262sf Northwest home offers a thoughtful balance of function, warmth, & flexibility. A welcoming entry opens easily to the main living spaces & attached garage, creating a natural flow for everyday island living. The kitchen is both inviting & practical, with an eating bar & a charming breakfast nook framed by windows overlooking

    Annie Bryant Windermere RE San Juan Islands

    391 Little Mountain Rd, Friday Harbor, WA 98250
  • /40

    $1,550,000

    • 3 Beds
    • 3 Baths
    • 2,902 Sq Ft

    479 Fairway Dr, Friday Harbor, WA 98250

    Beautiful Craftsman Home, Thoughtfully designed home blends comfort, style, and natural light. Vaulted ceilings and sun-filtered rooms create an airy, welcoming atmosphere throughout. The gourmet kitchen features custom built-ins and opens to a private deck—perfect for morning coffee or evening dining. A second deck extends from the primary bedroom. A center porch from the living room opens up

    Linda McMahon Windermere RE San Juan Islands

    479 Fairway Dr, Friday Harbor, WA 98250
  • /40

    $3,200,000

    • 4 Beds
    • 4.5 Baths
    • 4,014 Sq Ft

    285 Raptor Rd, Eastsound, WA 98245

    STUNNING NORTH SHORE WATERFRONT, A RARE ORCAS ISLAND SANCTUARY Reached by a meandering drive through a reserve of majestic old-growth cedar forest, this extraordinary waterfront retreat sits perched along the shores of the Salish Sea in one of Orcas Island's most magical locations. Sweeping 180 views unfold across the water to Mt. Baker, the Canadian Coast Mountains, and the surrounding San Juan

    Marcela Barrientos Orcas Island Realty

    285 Raptor Rd, Eastsound, WA 98245
  • /39

    $1,450,000

    • 2 Beds
    • 2 Baths
    • 1,434 Sq Ft

    424 Logan's Run Rd, Eastsound, WA 98245

    Exquisitely crafted private estate on 12 acres of serene, secluded land. This exceptional Craftsman-inspired home combines refined craftsmanship, advanced infrastructure, tranquil privacy. Fully fenced yard designed for pets while excluding wildlife. A second building site w/utilities offers outstanding future potential/water views. Artisan details showcased throughout, including timber frame

    Teri Williams TWilliams Realty

    424 Logan's Run Rd, Eastsound, WA 98245
  • /40

    $2,188,000

    • 4 Beds
    • 3 Baths
    • 3,216 Sq Ft

    1028 Point Lawrence Rd, Olga, WA 98279

    Set on 15.5 acres of usable land, this warm and inviting post-and-beam home blends rustic charm with thoughtful design. The 3,216 square foot residence offers 4 bedrooms and 3 baths, complemented by nearby sitting areas-perfect for quiet reflection or flexible living. At the heart of the home, a gourmet kitchen features generous prep spaces and spacious pantry and storage, ideal for both everyday

    Mary Clure Orcas Island Realty

    1028 Point Lawrence Rd, Olga, WA 98279
  • /39

    $2,465,000

    $30K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 3,223 Sq Ft

    90 Montgomery Ln, Eastsound, WA 98245

    Welcome to 90 Montgomery Lane, a waterfront custom home located just outside Eastsound Village. This exceptional west facing property boasts 2 private bedrooms, a ship-like bunkroom for guests, encompassing 2644 square feet of finely crafted architecture, all with East Sound views and sunsets! An expansive, warm textured great room and dining area highlight the use of wood with indirect lighting

    Marty Zier COMPASS

    90 Montgomery Ln, Eastsound, WA 98245
  • /39

    $2,795,000

    • 5 Beds
    • 3.5 Baths
    • 3,901 Sq Ft

    164 Songbird Ln, Friday Harbor, WA 98250

    Set on two tax parcels at the end of a private lane, this exceptional 5-bed 4 bath 15 acre estate offers the perfect balance of peaceful seclusion and close-to-town convenience. Beautiful valley views are showcased throughout the home, creating a warm and inviting backdrop from nearly every room. Thoughtful updates and timeless finishes include butcher block countertops, recently refinished

    Katie Schmidt COMPASS

    164 Songbird Ln, Friday Harbor, WA 98250
  • /40

    $2,100,000

    • 3 Beds
    • 4.5 Baths
    • 3,527 Sq Ft

    3 Brown Island, Friday Harbor, WA 98250

    Southwest-facing waterfront home with private dock on Brown Island, offering 3,527 sq ft of beautifully designed living with 3 bedrooms, 2 offices, and 5 baths. This remodeled NW Craftsman 1-story home with basement blends classic style with modern comfort, featuring an atrium entry, open floor plan, and spacious chef’s kitchen. Most rooms including the main-level primary suite with deck access,

    Merri Ann Simonson Coldwell Banker San Juan Is.

    3 Brown Island, Friday Harbor, WA 98250
  • /40

    $2,495,000

    • 5 Beds
    • 5.5 Baths
    • 5,385 Sq Ft

    726 Pine Ridge Dr, Orcas Island, WA 98280

    Experience the pinnacle of Pacific Northwest living in this extraordinary lodge-style estate on nearly 5 private acres on beautiful Orcas Island. Privately situated at the end of a long drive surrounded by evergreens, this 4,900+ sq ft retreat showcases panoramic views of Mt Baker, Rosario Strait, and the surrounding San Juan Islands. Thoughtfully designed to embrace its natural setting, the

    Wally Gudgell COMPASS

    726 Pine Ridge Dr, Orcas Island, WA 98280
  • /38

    $3,450,000

    • 2 Beds
    • 2 Baths
    • 2,520 Sq Ft

    69 Myer's St, Eastsound, WA 98245

    Experience the pinnacle of island living in the extraordinary waterfront retreat, crafted by Edward Carr and built by Sound Construction. Nestled to capture sweeping vistas of Eastsound Village, Buck Mountain, Mt Constitution and the East Sound Bay, (historically known as Fishing Bay) this unique home offers an idyllic waterfront lifestyle. Spanning 1.5 acres across two parcels, the 2520 square

    Teri Williams TWilliams Realty

    69 Myer's St, Eastsound, WA 98245
  • /39

    $2,450,000

    • 2 Beds
    • 3.5 Baths
    • 2,257 Sq Ft

    1378 San Juan Dr, Friday Harbor, WA 98250

    Waterfront retreat with front-row views of daily marine life and an active vacation rental permit! This inviting two-bedroom home lets you whale watch from a sunlit deck while soaking in sweeping, panoramic vistas. The expansive yard is perfect for lawn games and evenings around the fire pit, with stairs leading down to your own private beach. Inside, every room is oriented toward the water,

    Terese Prescott Island Grp Sotheby's Int Rlty

    1378 San Juan Dr, Friday Harbor, WA 98250
  • /40

    $1,150,000

    Open Sat 11AM - 2PM $50K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,159 Sq Ft

    4263 Orcas Rd, Eastsound, WA 98245

    Nestled on 2 acres in East Crow Valley on Orcas Island, this enchanting 2-bedroom, 2-bath home harmoniously blends historic charm with modern comfort. The original log cabin, paired with a new addition, boasts local fir floors, custom cabinetry, and radiant heat. Large windows frame breathtaking views of farmland, Mount Constitution, and Turtleback Mountain. And showcases sunset/sun rise colors

    Teri Williams TWilliams Realty

    4263 Orcas Rd, Eastsound, WA 98245
  • /38

    $4,900,000

    • 3 Beds
    • 3.5 Baths
    • 3,340 Sq Ft

    481 Grimes Riker Ln, Lopez Island, WA 98261

    LOPEZ ISLAND LUXURY---A rare blend of privacy, distinction & breathtaking views. This custom NW Craftsman sits on 27 waterfront acres overlooking MacKaye Harbor & Vancouver Is across the Straits to the OLympic Mtns. Designed for the southern vistas, the 3 bedroom/3.5 bath home features madrona floors, banks of windows, clear fir cabinetry with many built-ins & fine finishes. The Great Room

    Dianne Pressenda Windermere RE/Lopez Island

    481 Grimes Riker Ln, Lopez Island, WA 98261
  • /37

    $547,000

    Open Mon 1PM - 4PM $3K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,152 Sq Ft

    1014 Park St Unit 2B, Friday Harbor, WA 98250

    Move-in ready townhouse in the heart of Friday Harbor, near the library and just a short walk to John O. Linde Community Park with 30 acres of parkland and walking trails. This well-cared-for in-town home features 2 bedrooms, 1.5 baths, freshly painted interior, and new carpeting installed in March 2026 on the stairs and in both bedrooms. The welcoming main level offers an open kitchen

    James Carroll Better Properties of San Juan

    1014 Park St Unit 2B, Friday Harbor, WA 98250
  • /28

    $550,000

    • 2 Beds
    • 3 Baths
    • 1,320 Sq Ft

    1917 Rosario Rd Unit 2104, Eastsound, WA 98245

    Welcome to your serene getaway at the Rosario Hillside complex. This charming single-level condominium offers 1,520 square feet of comfortable living space, featuring 2 bedrooms and 3 bathrooms each with private deck. The heart of the home is a central room with a contemporary kitchen, a cozy living area enhanced by a propane fireplace, and ample space for a king-sized bed. Each side of this

    Deborah Hansen COMPASS

    1917 Rosario Rd Unit 2104, Eastsound, WA 98245
  • /32

    $1,700,000

    • 4 Beds
    • 6 Baths
    • 2,972 Sq Ft

    452 Pine St, Eastsound, WA 98245

    Excellent investment opportunity and prime location in the heart of Eastsound, Orcas Island. This 6 unit condominium was built in 2017. The residential units are laid out as follows: two studios and two 1 bed/1 bath units on lower floor, two 2 bedroom/2 bath units on upper level, for a total of 2972 square feet. Includes 6 on-site parking spaces for tenants. Established rental property with 100%

    Teri Williams TWilliams Realty

    452 Pine St, Eastsound, WA 98245
  • /40

    $5,630,000

    • 4 Beds
    • 5.5 Baths
    • 3,682 Sq Ft

    702 San Juan Dr, Friday Harbor, WA 98250

    Enchanting waterfront estate on San Juan Island. 4+ acres, 468 feet of northwest-facing shoreline, with a registered mooring buoy. An exceptional custom-built home crafted by artisan David Knight features an enchanting main residence, a studio over a 2-car garage, and a 45x50 ft insulated barn with bath and 10x8 ft doors for easy vehicle access. The residence showcases exquisite craftsmanship,

    Stephanie Buffum Coldwell Banker Bain

    702 San Juan Dr, Friday Harbor, WA 98250
  • /35

    $865,000

    $60K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,256 Sq Ft

    68 Sylvan Cove West Rd, Anacortes, WA 98221

    Wanting a home at the beach? This island retreat sits less than 50 yards from the water, with sweeping views toward Thatcher Pass and the surrounding islands. It’s a great getaway from Seattle and a second home in the islands doesn’t have to mean long ferry lines or complicated logistics. A private passenger ferry can bring you to Decatur Island from Anacortes in about 30 minutes and you'll find

    Sarah Jones Windermere RE Anacortes Prop.

    68 Sylvan Cove West Rd, Anacortes, WA 98221
  • /34

    $998,000

    • 7 Beds
    • 3.5 Baths
    • 3,700 Sq Ft

    5625 Fisherman Bay Rd, Lopez Island, WA 98261

    Rare 40-acre off grid parcel in the middle of Lopez Island, ready for your vision - homesteading, farming, gardening, or just enjoying one of the most peaceful areas on Lopez. Listed for $300k under accessed value. 6 bedroom septic installed, excellent well, elaborate solar power including rooftop water heater. Fully fenced with 7' heavy duty deer fencing, includes outbuildings and a high tunnel

    Alan Roberson Windermere RE/Lopez Island

    5625 Fisherman Bay Rd, Lopez Island, WA 98261
  • /40

    $11,850,000

    • 3 Beds
    • 3.5 Baths
    • 5,022 Sq Ft

    2553 Cattle Point Rd, Friday Harbor, WA 98250

    Nestled at the end of a tree-lined driveway, this extraordinary 73-acre island estate offers sweeping views of the San Juan Channel, Mount Baker, and rolling pastures framed by towering evergreens. Designed by Hoedemaker & Pfeiffer, the 5,022 SF main home blends timeless elegance with modern comfort. A light-filled great room with vaulted ceilings and expansive windows captures the natural

    Merri Ann Simonson Coldwell Banker San Juan Is.

    2553 Cattle Point Rd, Friday Harbor, WA 98250
  • /40

    $4,500,000

    • 2 Beds
    • 2.5 Baths
    • 3,160 Sq Ft

    1920 White Point Rd, Friday Harbor, WA 98250

    A rare offering in one of the San Juan Islands’ most coveted waterfront enclaves. Privately positioned near the end of White Point Road in prestigious Roche Harbor, this extraordinary 6+ acre estate showcases 685 feet of medium-low bank shoreline, exceptional privacy, and serene natural beauty in a truly park-like setting. The beautifully crafted 3,160 square foot main residence features rich

    Paula Sundstrom Coldwell Banker San Juan Is.

    1920 White Point Rd, Friday Harbor, WA 98250
  • /30

    $695,000

    Open Sat 11AM - 12PM $30K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 2,309 Sq Ft

    847 Argyle Ave, Friday Harbor, WA 98250

    Quintessential island bungalow living in the heart of Friday Harbor. Ideally located directly across from the San Juan Island Fairgrounds and just a short stroll to downtown shops, restaurants, schools, and the ferry, this well-maintained 2 bed, 3 bath home offers the rare combination of charm, convenience, and everyday ease. Inside, approximately 2,300 sqft of thoughtfully designed living space

    Zach Harrison COMPASS

    847 Argyle Ave, Friday Harbor, WA 98250
  • /34

    $945,000

    Open Sat 11AM - 3PM $34K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,690 Sq Ft

    295 Westcott Dr, Friday Harbor, WA 98250

    Stunning newer home offers modern comfort in one of San Juan Island’s desirable locations on scenic Westcott Bay. Built in December 2023, this 3-bedroom, 2-bath residence is just minutes from Roche Harbor Resort’s dining, marina, and amenities. Step inside to vaulted ceilings, an airy open floor plan, and abundant natural light. The inviting living area features a cozy gas fireplace, ideal for

    Merri Ann Simonson Coldwell Banker San Juan Is.

    295 Westcott Dr, Friday Harbor, WA 98250
  • /37

    $1,150,000

    Open Sun 11:30AM - 1:30PM
    • 2 Beds
    • 2 Baths
    • 1,290 Sq Ft

    123 S Ridge Rd, Anacortes, WA 98221

    This one-of-a-kind timber frame home rises above the treetops like a modern forest lookout, offering rare privacy, all-day sun, and a setting defined by natural beauty. Reclaimed beams, history-rich fir floors, soapstone counters, and hand-crafted stonework create a quiet sense of luxury rooted in authenticity and craftsmanship. Wraparound windows and a dramatic opening glass wall erase the

    Morgan Jones Windermere RE Anacortes Prop.

    123 S Ridge Rd, Anacortes, WA 98221
  • /40

    $775,000

    $10K PRICE DROP
    • 1 Bed
    • 1.5 Baths
    • 781 Sq Ft

    87 Levon Ln, Deer Harbor, WA 98243

    PRIME DEER HARBOR ACREAGE WITH CARRIAGE HOUSE Private, mostly level 3.38± acre parcel in the desirable Suncrest neighborhood offering an exceptional opportunity to build a larger home while enjoying the sweet carriage house. With selective tree trimming, a future residence could capture views toward Turtleback Mountain. Infrastructure is already in place, including a 3-bedroom septic system,

    Marcela Barrientos Orcas Island Realty

    87 Levon Ln, Deer Harbor, WA 98243
  • /38

    $1,595,000

    • 2 Beds
    • 2 Baths
    • 984 Sq Ft

    92 Flagpoint Ln, Friday Harbor, WA 98250

    A charming island cottage retreat on a spectacular waterfront property. Set on 5.6+/- private acres with an extraordinary 741 feet of medium-bank waterfront, the property showcases sweeping east-facing views of Mt. Baker, Wasp Passage, Orcas Island and the Cascade Mountains. Surrounded by evergreens and neighboring large-acreage properties, this sunny retreat offers exceptional privacy and a true

    Jane Sawyer Coldwell Banker San Juan Is.

    92 Flagpoint Ln, Friday Harbor, WA 98250
  • /40

    $1,500,000

    • 2 Beds
    • 3 Baths
    • 1,300 Sq Ft

    942 Deer Harbor Rd, Eastsound, WA 98245

    Rare opportunity in the heart of West Sound! Ideally situated on the corner of Deer Harbor Road and Crow Valley Road, this charming property enjoys a premier location just 50 feet from the waterfront, approximately 200 feet from the public beach and dock, and moments from the yacht club. This coveted offering includes a valuable transient rental permit, creating exceptional flexibility for

    Wally Gudgell COMPASS

    942 Deer Harbor Rd, Eastsound, WA 98245
  • /40

    $12,900,000

    $1M PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 4,146 Sq Ft

    Unlisted Address

    Absolutely stunning 28-acre waterfront estate on picturesque Orcas Island. This luxury property combines complete privacy & incredible natural beauty across two waterfront tax parcels with a beautiful main home, separate guesthouse, your own 65-foot protected deepwater dock, two private beaches and a brilliant waterfront pavilion with kitchen, wet bar & fireplace. The masterfully designed main

    Wally Gudgell COMPASS

    Unlisted Address
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