$35,000,000 11bd 13ba 13,109sqft Friday Harbor, WA 98250Single Family ActiveListing provided courtesy of The Agency Seattle/Eastside
$28,000,000 9bd 11ba 17,916sqft Friday Harbor, WA 98250Single Family ActiveListing provided courtesy of Real Residential
$19,800,000 6bd 6ba 8,674sqft735 Rosler Road San Juan Island, WA 98250Single Family ActiveListing provided courtesy of Windermere RE San Juan Islands
$12,900,000 3bd 3ba 4,146sqft32526 RES Undisclosed Orcas Island, WA 98245Single Family ActiveListing provided courtesy of COMPASS
$11,850,000 3bd 4ba 5,022sqft2553 C Cattle Point Road Friday Harbor, WA 98250Single Family ActiveListing provided courtesy of Coldwell Banker San Juan Is.
$11,000,000 3bd 4ba 5,788sqft535 MacGinitie Road Friday Harbor, WA 98250Single Family ActiveListing provided courtesy of Coldwell Banker San Juan Is.
$9,950,000 3bd 4ba 5,022sqft2553 Cattle Point Road Friday Harbor, WA 98250Single Family ActiveListing provided courtesy of Coldwell Banker San Juan Is.
$9,250,000 3bd 6ba 3,739sqft235 Seal Rock Lane Friday Harbor, WA 98250Single Family ActiveListing provided courtesy of Coldwell Banker San Juan Is.
$8,750,000 4bd 4ba 4,184sqft95 Laurel Point Lane Friday Harbor, WA 98250Single Family ActiveListing provided courtesy of Coldwell Banker Bain
$7,950,000 3bd 4ba 6,483sqft4415 West Side Road Friday Harbor, WA 98250Single Family ActiveListing provided courtesy of Windermere RE San Juan Islands
$6,650,000 3bd 3ba 2,584sqft477 Davison Head Drive Friday Harbor, WA 98250Single Family ActiveListing provided courtesy of List4FlatFee.com, LLC
$6,150,000 3bd 4ba 4,288sqft Lopez Island, WA 98261Single Family ActiveListing provided courtesy of COMPASS
$5,950,000 3bd 3ba 3,147sqft934 Mitchell Bay Road Friday Harbor, WA 98250Single Family ActiveListing provided courtesy of Coldwell Banker San Juan Is.
$5,950,000 3bd 4ba 3,405sqft172 San Juan Drive Friday Harbor, WA 98250Single Family PendingListing provided courtesy of John L. Scott Enumclaw
$5,630,000 4bd 6ba 3,682sqft702 San Juan Drive San Juan Island, WA 98250Single Family ActiveListing provided courtesy of Coldwell Banker Bain
$5,150,000 2bd 3ba 3,966sqft2623 Pear Point Road Friday Harbor, WA 98250Single Family ActiveListing provided courtesy of Coldwell Banker San Juan Is.
$4,950,000 3bd 5ba 5,733sqft202 Avilion Place Orcas Island, WA 98245Single Family Active Under ContractListing provided courtesy of Orcas Island Realty
$4,900,000 3bd 4ba 3,340sqft481 Grimes Riker Lane Lopez Island, WA 98261Single Family ActiveListing provided courtesy of Windermere RE/Lopez Island
$4,750,000 3bd 6ba 4,517sqft115 Clipper Way Friday Harbor, WA 98250Single Family ActiveListing provided courtesy of COMPASS
$4,500,000 2bd 3ba 3,160sqft1920 White Point Road Friday Harbor, WA 98250Single Family ActiveListing provided courtesy of Coldwell Banker San Juan Is.
$4,285,000 5bd 6ba 10,037sqft398 Hannah Road Friday Harbor, WA 98250Single Family ActiveListing provided courtesy of American Dream R. E. Services
$3,995,000 5bd 5ba 2,098sqft117 Legend Lane Orcas Island, WA 98243Single Family ActiveListing provided courtesy of COMPASS
$3,995,000 3bd 2ba 1,841sqft240 Myers Road Friday Harbor, WA 98250Single Family PendingListing provided courtesy of Coldwell Banker San Juan Is.
$3,950,000 3bd 5ba 4,120sqft571 Golf Course Road Friday Harbor, WA 98250Single Family ActiveListing provided courtesy of Windermere RE San Juan Islands
$3,900,000 7bd 5ba 5,461sqft1687 1689 Spring Point Rd Orcas Island, WA 98243Single Family ActiveListing provided courtesy of COMPASS
$3,800,000 3bd 5ba 3,821sqft117 Martha Lane Orcas Island, WA 98243Single Family ActiveListing provided courtesy of The Agency Seattle/Eastside
$3,800,000 3bd 4ba 2,660sqft260 Grey Havens Loop Orcas Island, WA 98280Single Family ActiveListing provided courtesy of TWilliams Realty
$3,799,900 4bd 5ba 4,719sqft630 Harrison Street Friday Harbor, WA 98250Single Family ActiveListing provided courtesy of Better Properties of San Juan
$3,675,000 2bd 2ba 1,196sqft1022 & 1024 Deer Harbor Road Orcas Island, WA 98245Single Family ActiveListing provided courtesy of COMPASS
$3,485,000 5bd 5ba 5,800sqft148 Yarrow Road Friday Harbor, WA 98250Single Family ActiveListing provided courtesy of Windermere RE San Juan Islands
$3,450,000 2bd 2ba 2,520sqft69 Myer's Orcas Island, WA 98245Single Family ActiveListing provided courtesy of TWilliams Realty
$3,450,000 2bd 2ba 3,627sqft653 Hannah Road San Juan Island, WA 98250Single Family ActiveListing provided courtesy of Coldwell Banker Bain
$3,395,000 3bd 2ba 2,154sqft0 Lot 47 Driftwood Shores Henry Island, WA 98250Single Family ActiveListing provided courtesy of Coldwell Banker San Juan Is.
$3,300,000 264 Main Street Orcas Island, WA 98245Commercial ActiveListing provided courtesy of COMPASS
$3,295,000 4bd 5ba 3,993sqft745 Cape Drive Friday Harbor, WA 98250Single Family ActiveListing provided courtesy of Coldwell Banker Bain
$3,200,000 3bd 4ba 3,464sqft260 Westside Road Friday Harbor, WA 98250Single Family ActiveListing provided courtesy of Coldwell Banker Bain
$3,200,000 2bd 2ba 1,437sqft258 Armadale Road #1 Friday Harbor, WA 98250Single Family ActiveListing provided courtesy of Coldwell Banker San Juan Is.
$3,200,000 4bd 5ba 4,014sqft285 Raptor Road Orcas Island, WA 98245Single Family ActiveListing provided courtesy of Orcas Island Realty
$3,150,000 3bd 5ba 3,372sqft166 Montrose Place Friday Harbor, WA 98250Single Family ActiveListing provided courtesy of Coldwell Banker San Juan Is.
$3,000,000 470 Spring Street Friday Harbor, WA 98250Commercial ActiveListing provided courtesy of Better Properties of San Juan
$2,999,000 3bd 3ba 3,626sqft1501 Yacht Haven Road Friday Harbor, WA 98250Single Family ActiveListing provided courtesy of eXp Realty
$2,995,000 3bd 4ba 3,559sqft1 & 2 Driftwood Shores Henry Island, WA 98250Single Family ActiveListing provided courtesy of Windermere RE San Juan Islands
$2,995,000 3bd 3ba 3,707sqft664 Tidewinds Lane Orcas Island, WA 98245Single Family ActiveListing provided courtesy of Orcas Island Realty
$2,995,000 5bd 4ba 2,972sqft1248 Kanaka Bay Road Friday Harbor, WA 98250Single Family ActiveListing provided courtesy of Windermere RE San Juan Islands
$2,990,000 0 Pear Point Road Friday Harbor, WA 98250Vacant Land ActiveListing provided courtesy of Coldwell Banker San Juan Is.
$2,988,880 4bd 4ba 5,048sqft111 Baker Lane Friday Harbor, WA 98250Single Family ActiveListing provided courtesy of Coldwell Banker San Juan Is.
$2,900,000 2bd 3ba 2,357sqft214 Pinedrona Lane Friday Harbor, WA 98250Single Family ActiveListing provided courtesy of Windermere RE San Juan Islands
$2,850,000 3bd 2ba 3,470sqft5686 Deer Harbor Road Orcas Island, WA 98245Single Family ActiveListing provided courtesy of Orcas Island Realty
$2,829,000 5bd 4ba 3,411sqft8256 Orcas Road Orcas Island, WA 98245Single Family ActiveListing provided courtesy of Windermere RE San Juan Island
$2,800,000 3bd 5ba 3,509sqft573 Harborview Lane Orcas Island, WA 98243Single Family ActiveListing provided courtesy of Orcas Island Realty
$2,799,000 4bd 2ba 1,881sqft122 Lohman Lane Orcas Island, WA 98245Single Family ActiveListing provided courtesy of True North Realty
$2,795,000 5bd 4ba 3,901sqft164 Songbird Lane Friday Harbor, WA 98250Single Family ActiveListing provided courtesy of COMPASS
$2,775,000 2bd 2ba 1,196sqft1022 Deer Harbor Road Orcas Island, WA 98245Single Family ActiveListing provided courtesy of COMPASS
$2,750,000 3bd 2ba 1,488sqft585 Deer Point Road Orcas Island, WA 98279Single Family ActiveListing provided courtesy of COMPASS
$2,750,000 2bd 2ba 3,326sqft458 De Haro Lane Friday Harbor, WA 98250Single Family PendingListing provided courtesy of Coldwell Banker Bain
$2,750,000 4bd 4ba 3,837sqft1189 Tomihi Drive Orcas Island, WA 98245Single Family ActiveListing provided courtesy of TWilliams Realty
$2,695,000 3bd 3ba 2,441sqft550 Westcott Drive Friday Harbor, WA 98250Single Family ActiveListing provided courtesy of Coldwell Banker San Juan Is.
$2,595,000 2bd 1ba 882sqft557 Old Sentinel Road Orcas Island, WA 98279Single Family ActiveListing provided courtesy of True North Realty
$2,525,000 849 Spring Street Friday Harbor, WA 98250Commercial ActiveListing provided courtesy of Windermere RE San Juan Islands
$2,500,000 5bd 4ba 3,439sqft18 Fishing Aly Orcas Island, WA 98245Single Family ActiveListing provided courtesy of COMPASS
$2,495,000 5bd 6ba 5,385sqft726 Pine Ridge Drive Orcas Island, WA 98279Single Family ActiveListing provided courtesy of COMPASS
$2,495,000 3bd 5ba 5,052sqft470 Bonanza Drive Lopez Island, WA 98261Single Family ActiveListing provided courtesy of Windermere RE/Lopez Island
$2,459,900 3bd 3ba 3,223sqft90 Montgomery Lane Orcas Island, WA 98245Single Family ActiveListing provided courtesy of COMPASS
$2,400,000 2bd 3ba 2,410sqft208 Tide's End Road Lopez Island, WA 98261Single Family ActiveListing provided courtesy of Orcas Island Realty
$2,399,000 3bd 4ba 3,714sqft1424 Palisades Drive Orcas Island, WA 98245Single Family ActiveListing provided courtesy of Orcas Island Realty
$2,395,000 8bd 10ba 4,646sqft318 Trumpeter Way Friday Harbor, WA 98250Single Family ActiveListing provided courtesy of Windermere RE San Juan Islands
$2,395,000 2bd 4ba 3,525sqft1378 San Juan Drive San Juan Island, WA 98250Single Family ActiveListing provided courtesy of Island Grp Sotheby's Int Rlty
$2,395,000 2bd 3ba 3,081sqft1738 Lampard Road Friday Harbor, WA 98250Single Family ActiveListing provided courtesy of Coldwell Banker San Juan Is.
$2,300,000 3bd 4ba 5,776sqft125 Mossywoods Lane Orcas Island, WA 98280Single Family ActiveListing provided courtesy of Orcas Island Realty
$2,250,000 771 Mullis Street Friday Harbor, WA 98250Commercial ActiveListing provided courtesy of Island Grp Sotheby's Int Rlty
$2,250,000 3bd 2ba 2,429sqft86 Shag Rock Lane Orcas Island, WA 98245Single Family ActiveListing provided courtesy of COMPASS
$2,250,000 4bd 3ba 3,135sqft189 Calle Aguila Lopez Island, WA 98261Single Family ActiveListing provided courtesy of Windermere RE/Lopez Island
$2,249,000 3bd 2ba 1,976sqft5 Nelson Trail Henry Island, WA 98250Single Family ActiveListing provided courtesy of Coldwell Banker San Juan Is.
$2,200,000 2bd 2ba 1,220sqft3388 Deer Harbor Road Orcas Island, WA 98243Single Family ActiveListing provided courtesy of COMPASS
$2,195,000 5bd 5ba 2,520sqft326 Carter Street San Juan Island, WA 98250Single Family ActiveListing provided courtesy of Windermere RE San Juan Islands
$2,188,000 4bd 3ba 3,216sqft1028 Pt. Lawrence Road Orcas Island, WA 98279Single Family PendingListing provided courtesy of Orcas Island Realty
$2,175,000 1bd 2ba 1,104sqft193 Hodgson Road Lopez Island, WA 98261Single Family PendingListing provided courtesy of Windermere RE/Lopez Island
$2,150,000 3bd 4ba 2,861sqft2000 Bayshore Road Lopez Island, WA 98261Single Family ActiveListing provided courtesy of Windermere RE/Lopez Island
$2,150,000 80 First Street S Friday Harbor, WA 98250Vacant Land ActiveListing provided courtesy of Coldwell Banker Bain
$2,100,000 3bd 5ba 3,527sqft3 Brown Island Friday Harbor, WA 98250Single Family ActiveListing provided courtesy of Coldwell Banker San Juan Is.
$1,999,500 2bd 2ba 2,142sqft16 Bayshore Road Friday Harbor, WA 98250Single Family ActiveListing provided courtesy of Coldwell Banker San Juan Is.
$1,998,000 4bd 5ba 3,691sqft4362 Crow Valley Rd. Orcas Island, WA 98245Single Family ActiveListing provided courtesy of Lifeline Equity
$1,998,000 2bd 2ba 2,085sqft69 Rocky Road Crane Island, WA 98245Single Family ActiveListing provided courtesy of True North Realty
$1,995,000 2bd 2ba 2,321sqft89 Flint Road Lopez Island, WA 98261Single Family ActiveListing provided courtesy of Windermere RE/Lopez Island
$1,995,000 3bd 4ba 3,721sqft72 Thunderbird Trail Orcas Island, WA 98280Single Family ActiveListing provided courtesy of Orcas Island Realty
$1,990,000 17bd 17ba 8,084sqft178 Fossil Bay Drive Orcas Island, WA 98245Single Family ActiveListing provided courtesy of The Agency Seattle
$1,990,000 4bd 4ba 3,814sqft206 Upper Cow Hill Road Orcas Island, WA 98279Single Family ActiveListing provided courtesy of TWilliams Realty
$1,926,400 2bd 3ba 2,063sqft2101 Dolphin Bay Road Orcas Island, WA 98245Single Family ActiveListing provided courtesy of TWilliams Realty
$1,900,000 2bd 2ba 2,367sqft599 Shore Drive Orcas Island, WA 98245Single Family ActiveListing provided courtesy of Orcas Island Realty
$1,900,000 2553 A Cattle Point Road Friday Harbor, WA 98250Vacant Land ActiveListing provided courtesy of Coldwell Banker San Juan Is.
$1,850,000 25 Second St S Friday Harbor, WA 98250Commercial ActiveListing provided courtesy of Coldwell Banker Bain
$1,850,000 4bd 4ba 3,200sqft247 Afterglow Drive Friday Harbor, WA 98250Single Family ActiveListing provided courtesy of Coldwell Banker San Juan Is.
$1,800,000 4bd 3ba 2,617sqft460 Harrison Street Friday Harbor, WA 98250Single Family ActiveListing provided courtesy of List4FlatFee.com, LLC
$1,795,000 3bd 3ba 4,109sqft1656 Eagle Ridge Road Orcas Island, WA 98245Single Family ActiveListing provided courtesy of True North Realty
$1,795,000 136 Ada's Aly Friday Harbor, WA 98250Vacant Land ActiveListing provided courtesy of Coldwell Banker San Juan Is.
$1,700,000 4bd 6ba 2,972sqft452 Pine Street Orcas Island, WA 98245Single Family ActiveListing provided courtesy of TWilliams Realty
$1,695,000 2bd 3ba 2,100sqft472 Redtail Lane Lopez Island, WA 98261Single Family PendingListing provided courtesy of Windermere RE/Lopez Island
$1,690,000 3bd 3ba 2,106sqft1311 Lopez Road Lopez Island, WA 98261Single Family ActiveListing provided courtesy of Lopez Village Properties, LLC
$1,680,000 4bd 3ba 3,056sqft1669 Day Lake Road Orcas Island, WA 98245Single Family ActiveListing provided courtesy of COMPASS
$1,680,000 3bd 2ba 2,288sqft329 Snowberry Lane San Juan Island, WA 98250Single Family ActiveListing provided courtesy of Coldwell Banker San Juan Is.