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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

    326 Carter Ave, Friday Harbor, WA 98250
  • /39

    $2,395,000

    $55K PRICE DROP
    • 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,

    Agent Photo

    Terese Prescott

    Island Grp Sotheby's Int Rlty

    1378 San Juan Dr, Friday Harbor, WA 98250
  • /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
  • /39

    $575,000

    $75K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,127 Sq Ft

    83 Cascade Way, Eastsound, WA 98245

    Enjoy the best of Orcas Island living at 83 Cascade Way! Ideally located just minutes from Eastsound, Rosario Resort, and Moran State Park, this property offers easy access to hiking, boating, lakes, waterfront dining, and all the island's favorite destinations. The layout provides a nice open concept living space, and the vaulted ceilings allow for an abundance of natural light. The spacious

    Corrie Housley Keller Williams Western Realty

    83 Cascade Way, Eastsound, WA 98245
  • /36

    $1,560,000

    • 2 Beds
    • 2.5 Baths
    • 2,100 Sq Ft

    85 Moki Rd, Orcas, WA 98280

    Enchanting and tranquil island view home! Discover unmatched privacy, architectural craftsmanship and infrastructure resilience on Orcas Island. This self-sustaining 10-acre eco-retreat is located on two five acre parcels featuring a water view custom timber frame 2100 sq. ft. home with two bedrooms and two baths. Features vaulted ceilings, new metal roof, solar panels and traditional electrical

    Lisa Wolford Orcas Island Realty

    85 Moki Rd, Orcas, WA 98280
  • /40

    $8,950,000

    $300K PRICE DROP
    • 3 Beds
    • 5.5 Baths
    • 3,193 Sq Ft

    235 Seal Rock Ln, San Juan Island, WA 98250

    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

    Jane Sawyer Coldwell Banker San Juan Is.

    235 Seal Rock Ln, San Juan Island, WA 98250
  • /40

    $1,068,000

    $57K PRICE DROP
    • 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
  • /38

    $1,078,000

    • 3 Beds
    • 2.5 Baths
    • 1,565 Sq Ft

    44 Bright Water Ln, Eastsound, WA 98245

    Charming Craftsman-style 3 bed, 2.5 bath, 1,565 sq ft Alder Cottage located in Eastsound Village on Orcas Island. This well- appointed home was upgraded 2022/2023 with EV charger, paint inside and outside, fenced garden with drip irrigation and patio area. The home boasts views to the south of Fishing Bay from the covered front deck, garden and living room. The property is a popular Vacation

    Teri Williams TWilliams Realty

    44 Bright Water Ln, Eastsound, WA 98245
  • /40

    $1,495,000

    $55K PRICE DROP
    • 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 many custom built-ins and features, includes pot filler over Hallman propane stove and opens to a private deck—perfect for morning coffee or evening dining. A second deck extends from

    Linda McMahon Windermere RE San Juan Islands

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

    $2,976,000

    $224K PRICE DROP
    • 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
  • /40

    $2,295,000

    $200K 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 3223 square feet of finely crafted architecture, all with East Sound views and sunsets! An expansive, warm textured great room and dining area highlight the use of wood with indirect lighting

    Marty Zier COMPASS

    90 Montgomery Ln, 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
  • /39

    $2,695,000

    • 4 Beds
    • 3 Baths
    • 3,226 Sq Ft

    14 Fieldstone Rd, Friday Harbor, WA 98250

    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

    Jane Sawyer Coldwell Banker San Juan Is.

    14 Fieldstone Rd, Friday Harbor, WA 98250
  • /37

    $519,000

    $31K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,152 Sq Ft

    1014 Park St Unit 1, Friday Harbor, WA 98250

    Recent Price Improvement for this Sparkling & 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. Fiber Optics

    James Carroll Better Properties of San Juan

    1014 Park St Unit 1, Friday Harbor, WA 98250
  • /38

    $729,000

    $106K PRICE DROP
    • 1 Bed
    • 2 Baths
    • 1,805 Sq Ft

    1669 Three Corner Lake Rd, Friday Harbor, WA 98250

    Set on 3.7 acres in the heart of the island, this thoughtfully designed Northwest retreat offers exceptional privacy, natural beauty, and timeless appeal. This 1,804 sq ft home that was remodeled in 2021 features an airy, open-concept layout with abundant natural light, a spacious primary suite, versatile bonus room, and charming loft space with a roof-top deck ideal for guests, office, or

    Emma Brand Coldwell Banker San Juan Is.

    1669 Three Corner Lake Rd, Friday Harbor, WA 98250
  • /40

    $1,475,000

    • 2 Beds
    • 2 Baths
    • 1,435 Sq Ft

    184 Brooks Ln, Friday Harbor, WA 98250

    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

    Merri Ann Simonson Coldwell Banker San Juan Is.

    184 Brooks Ln, Friday Harbor, WA 98250
  • /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
  • /35

    $795,000

    $130K 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
  • /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

    $3,950,000

    $550K PRICE DROP
    • 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
  • /40

    $3,245,000

    $150K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,154 Sq Ft

    0 Lot 47 Driftwood Shores Unit NWM2528141, Henry Island, WA 98250

    Spectacular waterfront estate on Henry Island offering 2.75 private acres and 412 feet of pristine sandy beachfront with included tidelands. The property features a private dock with more than 140 linear feet of moorage including a 35-foot float, accessible year-round. Designed with exceptional craftsmanship and built to the standards of a master boat builder, the 2,154-square-foot custom

    Jane Sawyer Coldwell Banker San Juan Is.

    0 Lot 47 Driftwood Shores Unit NWM2528141, Henry Island, WA 98250
  • /40

    $2,495,000

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

    726 Pine Ridge Dr, Orcas Island, WA 98280

    Extraordinary generational Orcas Island estate on nearly 5 private acres with absolutely stunning panoramic views over the Salish Sea, surrounding San Juan Islands and Mount Baker in the distance. Privately situated at the end of the drive surrounded by mature forests and madrona trees, this masterpiece is a thoughtfully designed retreat that is comfortable for a couple on one floor or multiple

    Wally Gudgell COMPASS

    726 Pine Ridge Dr, Orcas Island, WA 98280
  • /39

    $5,630,000

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

    702 San Juan Dr, Friday Harbor, WA 98250

    Enchanting waterfront estate on San Juan Island with 4+ acres, 468 ft of shoreline a registered mooring buoy and world-class watchable wildlife from every room. Enjoy the exquisite craftsmanship of David Knight with soaring ceilings, radiant floor heat, 100-year-old Douglas fir flooring, and 3 impressive stone fireplaces. With 3,682 sq ft, a detached studio above the 2 car garage, this 3 bed, 5

    Stephanie Buffum Coldwell Banker Bain

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

    $3,198,000

    • 4 Beds
    • 4 Baths
    • 4,256 Sq Ft

    955 Diamond Hill Rd, Orcas, WA 98280

    Welcome to Terra Mare, a legacy property built with love & passion on 1,028 ft of high bank waterfront on Orcas Island. Secluded & private, enjoy captivating views over East Sound to Rosario Resort & twinkling Eastsound Village lights, surrounded by a forest of evergreens & vibrant Madronas alive with owls, eagles & passing whales. The heart of the home is a large, complex, custom designed

    Steven Venetta eXp Realty

    955 Diamond Hill Rd, Orcas, WA 98280
  • /39

    $989,000

    $161K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,290 Sq Ft

    123 S Ridge Rd, Anacortes, WA 98221

    This one-of-a-kind timber frame home with sweeping views, rises above the treetops like a modern forest lookout. Totally private with all-day sun and a beautiful natural setting. Reclaimed beams, history-rich fir floors, soapstone counters, and hand-crafted stonework all show examples of the superior craftsmanship in this home. Wraparound windows and a dramatic opening glass wall erase the

    Morgan Jones Windermere RE Anacortes Prop.

    123 S Ridge Rd, Anacortes, WA 98221
  • /38

    $3,200,000

    $250K PRICE DROP
    • 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
  • /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
  • /34

    $765,000

    $120K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,744 Sq Ft

    41 Mountain View St, Eastsound, WA 98245

    This home was designed and built by Terry Woods, post and bean construction and in great shape!! This home was well kept and well loved. Main ensuite on the upper level with big views of Mt Baker and Buck Mountain. Main floor bedroom is across the hall from guest bath and separate laundry room. The lower floor was finished as a bonus room currently used as bedroom with an additional office/studio

    Teri Williams TWilliams Realty

    41 Mountain View St, 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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