A true island sanctuary, this architecturally striking estate spans 47 acres with 440 feet of pristine waterfront, offering commanding views across San Juan Channel to Mt. Baker. Designed renowned firm Hoedemaker Pfeiffer, the 5022 sf main residence is a masterwork of craftsmanship—featuring 3 bedrooms, 3.5 baths, and interiors that gracefully fuse refined comfort with the surrounding natural beauty. A charming 2460 sf guesthouse with 4 bedrooms and 2 baths provides ample space for hosting or extended stays. The grounds are equally compelling with a detached garage, a barn with loft, sport court, and a flourishing orchard. A rare opportunity to own a generational property where design, privacy, and the essence of island living converge.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Greg King
$6,000,000 (USD)
East Area Residential
Active
2623 Pear Point Road Friday Harbor, WA 98250
2 Bed
3 Baths
5156 sqft
MLS# 2325713
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Annette Schaffer
$3,645,000 (USD)
West Area Residential
Active
2000 2001 Mount Dallas Road Friday Harbor, WA 98250
3 Bed
4 Baths
4131 sqft
MLS# 2388190
Commanding 360° views from its 22-acre perch atop Mt. Dallas, this extraordinary property spans 2 parcels and captures sweeping vistas from Haro Strait to Mt. Baker. The luxurious, tigerwood-clad main home features a grand living room with stone fireplace, chef’s kitchen with artisan cabinetry and high-end appliances, and 2 elegant water-view suites with spa-like baths. A separate guest suite with kitchen, woodstove, and steam shower offers ideal flexibility. A charming off-grid cabin adds rustic appeal with solar power, wood cook stove, and multi-level decks for dining, stargazing, or tent camping. With water storage, heat pump with AC, high-speed internet, and 2-car garage, this private, versatile retreat is the pinnacle of island living.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Greg King
$3,470,000 (USD)
San Juan Island Area Residential
Pending
128 Twin Oaks Drive San Juan Island, WA 98250
2 Bed
4 Baths
3176 sqft
MLS# 2344703
Discover an extraordinary equestrian estate on 49+/- dividable acres surrounded by 885+/- acres of National Park land featuring incredible horseback, mountain biking, and walking trails. The property offers breathtaking views of the Straits and the Olympics and includes a beautifully remodeled 3,176 sf, 2 bedroom, 3 bath home with bonus rooms offering natural textures and serene spaces. Enjoy a 2-car garage, tennis court with cabana, tranquil pond, 3-stall horse barn with arena, tack room, granary, multiple pastures, 3,360 sq. ft. barn with shop, RV hook-up, and a charming chicken coop. A true equestrian paradise!
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Greg King
$2,925,000 (USD)
Orcas Area Residential
Active
8256 Orcas Road Orcas Island, WA 98245
5 Bed
4 Baths
3411 sqft
MLS# 2402006
Refined coastal living in Orcas Village with 345± ft of shoreline and panoramic views across Cayou Channel to Blind Bay! Newly reimagined 3,411± sf , 5BD/4BA residence meticulously remodeled with high-end designer finishes. Featuring mirrored primary suites on both levels, spa-like baths, two bonus rooms, and floor-to-ceiling windows that frame breathtaking views and abundant southwest light. Enjoy two woodburning fireplaces, upgraded HVAC with A/C, and seamless indoor-outdoor living. Launch a kayak from your shore, stroll to the nearby ferry, dock, and village amenities, and return to low-maintenance luxury in a setting that feels like living over the water. An exceptional retreat blending timeless elegance with modern convenience.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Greg King
$2,750,000 (USD)
West Area Residential
Active
2000 Mount Dallas Road Friday Harbor, WA 98250
3 Bed
4 Baths
4131 sqft
MLS# 2389584
Perched above Haro Strait with panoramic views of Vancouver Island, the Olympics and unforgettable sunsets, this luxurious island retreat blends timeless design with modern comfort. Wrapped in tigerwood decking and siding, the home features a stunning living room with gas fireplace and stone surround, plus a chef's kitchen with high end appliances and artisan cabinetry. 2 elegant waterview primary suites offer spa-like baths with steam showers, soaking tubs, and radiant heat. An office, walk-in pantry, and a separate guest suite with kitchen, woodstove, and steam shower add flexibility and ease. Equipped with a heat pump and AC, water storage, high speed internet, metal roof, 2-car garage, and more. Refined, private, and impeccably crafted!
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Greg King
$2,595,000 (USD)
Lopez Island Area Residential
Active
268 Rum Runner Road Lopez Island, WA 98261
3 Bed
4 Baths
3200 sqft
MLS# 2367260
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Greg King
$2,395,000 (USD)
West Area Land
Active
133 Rockledge Road A Friday Harbor, WA 98250
Bed
0 Baths
sqft
MLS# 2406045
A once-in-a-lifetime opportunity to create a multi-home legacy on San Juan Island. These two contiguous parcels atop Mt. Dallas span 13.23 acres of west-facing land w/ sweeping views over Haro Strait to Victoria, Olympic Mts., & Gulf Islands. All infrastructure in place: 3 private wells, 5BR & 3BR septic drain fields, power, phone & fiber w/ speeds up to 1000 mb/s now available for hook up. Paved road access, fully surveyed, and epic views. The 9.78-acre parcel features two artistic cabins—a driftwood-crafted hideaway & a rebuilt blacksmith shop—offering soulful shelter while you build. With total privacy, estate-quality potential, & world-class sunsets - a chance to create something remarkable! Available separately: MLS 2400353 & 2320161.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Annie Bryant
$2,250,000 (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
$1,950,000 (USD)
San Juan Island Area Land
Active
0 Cattle Point Road Friday Harbor, WA 98250
Bed
0 Baths
sqft
MLS# 2401821
Discover a rare and serene opportunity on San Juan Island - 25+ acres of pristine land featuring three magical ponds, open farmland or pasture ready for your vision, and a thoughtfully selected building site. This unique property offers accessible low-bank waterfront with a gravel beach, gazing out over tranquil Mulno Cove and Griffin Bay. Enjoy peaceful surroundings while remaining just minutes from town amenities. Whether you dream of a private retreat, hobby farm, or legacy estate, this extraordinary setting offers a blank canvas in one of the island's most picturesque locations.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Greg King
$1,900,000 (USD)
San Juan Island Area Residential
Active
0 East Egg Lake Road Friday Harbor, WA 98250
3 Bed
3 Baths
3306 sqft
MLS# 2407890
New Northwest Contemporary Home - Pre-Sale Opportunity! Be the first to own this beautifully designed, two-level home nestled on 7.46 sunny, pastoral acres. With completion expected by November 2025, this new construction offers 3 bedrooms, 3 bathrooms, and a dedicated office/flex space. Floor-to-ceiling windows flood the grand living room-centered around a striking propane fireplace-with natural light. Engineered hardwood and tile floors provide stylish, low-maintenance living. Enjoy year-round comfort with efficient ductless heat pumps for both heating and cooling. The home also features a durable metal roof, shared well, an oversized septic system, and builder warranty. A modern, move-in ready retreat in the making-reserve your place now
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Greg King
$1,650,000 (USD)
Argyle Area Residential
Pending
1208 Argyle Avenue Friday Harbor, WA 98250
2 Bed
1 Baths
1209 sqft
MLS# 2410435
Rare opportunity to purchase 9+ acres of RGU property just outside of Friday Harbor. Location is prime distance to town, shops, restaurants, schools, hospital, airport, ferry & Jacksons Beach! Tons of possibilities for this once in a lifetime property. Property has adorable little craftsman home, 2 bedroom 1 bath. Additionally a large shop/garage space & carport. Rural General Use (RGU) property is a flexible zoning category that allows for a broad range of rural residential, agricultural, and limited commercial uses. It’s one of the more permissive rural zones in San Juan County & is ideal for people looking for a mix of lifestyle & utility.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Vail McClure
$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
$1,585,000 (USD)
Lopez Island Area Residential
Active
230 Gem Farm Lane Lopez Island, WA 98261
2 Bed
2 Baths
2355 sqft
MLS# 2370134
Rare Sandy Beachfront Property at Upright Channel! Tucked away at the end of a quiet road, this west-facing 2+ acre property offers unmatched beach access and tranquility. The 1776 sf, 2 bed/1.5 bath main house features vaulted ceilings and an open-concept design to embrace natural light and the stunning island setting. Just steps from the shore, a charming 579 sf, 1 bed/1 bath cottage sits right at the water’s edge—perfect for clamming, kayaking, or simply unwinding to the rhythm of the tides. Located minutes from the shops and restaurants of Fisherman Village, yet offering the seclusion of a private retreat, it’s the best of both worlds. An opportunity to transform this unique island property into your own lasting legacy.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Greg King
$1,550,000 (USD)
West Area Land
Active
133 Rockledge Road Friday Harbor, WA 98250
Bed
0 Baths
sqft
MLS# 2400353
Magnificent westerly views on a dream building site await atop Mt. Dallas. This 9.78-acre parcel offers San Juan Island’s finest sunsets that paint the skies from the Olympic range, to Victoria’s twinkling lights, and beyond to the northern Gulf Islands. The vast sunsets melt into starlit skies while ships glide silently below. This rare offering is fully prepared: 2 private wells w/water system , 5BR septic drain field, paved road, 4KW power, phone, high-speed internet installed & fiber with speeds up to 1000 mb/s is now available for hook up. Survey & geotech complete. Two soulful cabins—a driftwood-crafted retreat and a rebuilt blacksmith shop—offer fun accommodations while you build your dream home.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Annie Bryant
$1,550,000 (USD)
West Area Residential
Active
133 Rockledge Road Friday Harbor, WA 98250
0 Bed
1 Baths
413 sqft
MLS# 2350048
Magnificent westerly views on a dream building site await atop Mt. Dallas. This 9.78-acre parcel offers San Juan Island’s finest sunsets that paint the skies from the Olympic range, to Victoria’s twinkling lights, and beyond to the northern Gulf Islands. The vast sunsets melt into starlit skies while ships glide silently below. This rare offering is fully prepared: 2 private wells w/water system , 5BR septic drain field, paved road, 4KW power, phone, high-speed internet installed & fiber with speeds up to 1000 mb/s is now available for hook up. Survey & geotech complete. Two soulful cabins—a driftwood-crafted retreat and a rebuilt blacksmith shop—offer fun accommodations while you build your dream home.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Annie Bryant
$1,550,000 (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
$1,499,000 (USD)
Henry Island Area Residential
Active
30 Smugglers Rowe Henry Island, WA 98250
3 Bed
3 Baths
1838 sqft
MLS# 2369737
Located on the west side of Big Henry Island, this Northwest Contemporary waterfront home is nestled on nearly 2 acres & offers panoramic views of the Salish Sea & Canadian Gulf Islands. Offering a 30' boat slip, serenity and privacy. The estate is accessible by private boat or seaplane & is just minutes from charming Roche Harbor on San Juan Island. Designed by renowned architect Alan Liddle, the home is the perfect blend of modern elegance & rustic charm. Vaulted, wood-beamed ceilings complement the natural island beauty. Separate guest quarters w/kitchen & bunk room. Take a stroll down the path leading to 200± feet of waterfront w/private buoy. An incredible NW island lifestyle of fishing, beachcombing and recreation.
Listing Courtesy of Northwest MLS / Compass
$1,495,000 (USD)
West Area Residential
Pending
312 Stormridge Road Friday Harbor, WA 98250
3 Bed
3 Baths
2598 sqft
MLS# 2336216
PRICED WELL BELOW COUNTY ASSESSED VALUE of $1.880+!! Exceptional panoramic views. Enjoy all day Sun & Privacy at this South facing acreage w/territorial island views over San Juan, Lopez & Whidbey on to Mt Baker, Mt Rainier & the Olympic Mtn's. Westerly over the straits to Victoria. Well built home w/VIEWS from EVERY room. Radiant in-floor heat. Wrap around decks. Main floor w/open kitchen, dining & living area & 2 bedrooms; 1 w/en-suite private bath like second primary. Downstairs has extra large Primary w/walk out patio. 4 car garage/shop. Great opportunity to get the BEST VIEWS! Endless potential. Home can be remodeled to suit your needs, has solid bones & all infrastructure in place. Recent Home Inspection available upon request.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Vail McClure
$1,400,000 (USD)
Central Area Land
Active
185 Lucky Way Friday Harbor, WA 98250
Bed
0 Baths
sqft
MLS# 2339859
Captivating 180 degree south facing views from this picturesque private hillside perch. Views featuring, from left to right, Whidbey island, Lopez Island, Mt Rainier, Mt Grant, Mt Dallas, Sugarloaf, Olympic Mts & Vancouver island. Property feels like a National Park with 450ft of elevation. Enjoy 1.3 mile hike out and back w/cliffs & views to the West. Permitted house plans. All infrastructure in place including private well & 4 bdrm septic system as well as driveway, pwr, water & septic stubbed out at home site & shop site. Adorable Cabin & Bathhouse w/separate laundry room. Lower parking pad off of West Valley Rd. Stunning sunsets over Victoria on Vancouver Island, magnificent starry night skies & all day sun. A very special spot indeed!
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Vail McClure
$1,299,000 (USD)
Friday Harbor Area Condominium
Active
200 East Street D304 Friday Harbor, WA 98250
3 Bed
2 Baths
1515 sqft
MLS# 2342703
Penthouse condo with a private elevator with 180-degree views of the harbor, marina, and spectacular sunrises, two decks offer unobstructed views of wildlife and boating activities, as well as front-row seats for the 4th of July fireworks. A short walk to the ferries and a few steps more to shop in the quaint town of Friday Harbor. Both bathrooms have heated floors. Furniture negotiable. There is ample storage, including a loft area and one covered parking space. This one-of-a-kind condo has a private elevator. Chicago T&E #245469475
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Rebecca Hughes
$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)
Roche Harbor Area Residential
Active
295 Westcott Drive Friday Harbor, WA 98250
3 Bed
2 Baths
1690 sqft
MLS# 2408956
Built in 2023 with modern convenience in mind, this Westcott Bay home offers low maintenance living just minutes from Roche Harbor’s dining, marina, and shops. Vaulted ceilings and a gas fireplace set a welcoming tone, while durable luxury vinyl plank floors and quartz countertops combine style with easy care. The open kitchen is ideal for everyday use and entertaining, and the spacious primary suite is a private retreat. Thoughtful features include ductless heat pumps for year-round comfort, plus solar and generator readiness for peace of mind. Enjoy the back deck, a sunny backyard, and private community beach access—along with a short stroll to the local oyster farm. A perfect blend of new construction, efficiency, and island convenience.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Greg King
$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
$975,000 (USD)
San Juan Island Area Residential
Active
82 Lahey Lane Friday Harbor, WA 98250
3 Bed
2 Baths
1530 sqft
MLS# 2421395
Island Living with Income Potential** – Set on 5 peaceful acres just minutes from Friday Harbor, this 3-bedroom, 2-bath, 1,496± sq. ft. home offers the perfect blend of comfort, privacy, and opportunity. The light-filled interior features an open-concept layout with a spacious kitchen, inviting living area, and serene primary suite. Expansive deck, large patio and landscaped outdoor spaces invite you to relax and take in the natural surroundings. With an active vacation rental permit and proven rental history, this property is ideal as a full-time residence, vacation getaway, or income-producing investment. A rare chance to enjoy the San Juan Island lifestyle while generating revenue.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Katie Schmidt
$899,000 (USD)
Central Area Residential
Active
1632 Cattle Point Road Friday Harbor, WA 98250
3 Bed
2 Baths
1928 sqft
MLS# 2373257
This unique 3bd/2ba home may be labeled an A-frame style, but the owners feel it has the look & feel of a farm house. Setting on 2.6 acres not far from the town of Friday Harbor, this home has a relaxing feel just waiting for you to enjoy. You can enter through the mud room to the kitchen with ample storage, garden window, double oven & eating area with window seat. Off the living room is a spacious sunroom ready for you to enjoy views of Mount Baker on a clear day as you relax & sip your morning coffee. Off the main floor bedroom is a bath w/heated floor. Lower daylight basement has office space, work area, craft room w/moveable room divider. Back yard has large area w/fully fenced pasture, chicken coop, green house, fruit trees & barn.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Bette Cantrell
$895,000 (USD)
Lopez Island Area Residential
Active
27 Dryad Place Lopez Island, WA 98261
3 Bed
4 Baths
1882 sqft
MLS# 2425003
Completely remodeled with modern design and efficiency in mind, this 3 bed/4-bath Northwest contemporary offers 1882 sf of stylish living on Lopez Island. Recent updates include engineered hardwood floors, tile bathrooms, vaulted ceilings, stainless steel appliances, and a slate-surround woodburning fireplace. Thoughtful finishes—sleek cabinetry, modern fixtures, LED lighting, and ductless heat pumps—combine comfort with low-maintenance ease. Entertain with built-in speakers in the main living area or enjoy the new cedar decking. With community water and access to a shared dock on Fisherman Bay, plus proximity to village dining and shopping, this home blends convenience with island living. Move-in ready and waiting to make your own!
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Greg King
$895,000 (USD)
West Area Land
Active
2001 Mount Dallas Road Friday Harbor, WA 98250
Bed
0 Baths
sqft
MLS# 2389070
Perched atop Mt. Dallas on 17 acres of natural splendor, this off-grid retreat captures breathtaking views of San Juan Channel, Mt. Baker, and the vibrant valleys below - where each season paints a new masterpiece. Gaze out to glimpses of Haro Strait from your own multi-level tigerwood deck, perfect for dining, gathering around the firepit, or pitching a tent under the stars. The charming, solar-powered cabin offers warm hardwood floors, a wood cook stove, propane refrigerator, copper-accented sink, and a composting toilet - simple luxury in harmony with nature. With two access driveways and a completed soil test, this property invites you to enjoy weekends away or envision your future dream home in the sky.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Greg King
$860,000 (USD)
West Area Land
Active
32 Rascal Road Friday Harbor, WA 98250
Bed
0 Baths
sqft
MLS# 2320161
A 950 foot elevation on Mt. Dallas gives this exceptional 3.44-acre parcel breathtaking panoramic westerly views over Haro Straight, the Olympic Range & the twinkling lights of Victoria, BC. A serene retreat where the only sounds are eagles and ravens calling with quail rustling through the brush. This property offers the magic of spectacular sunsets, moonsets, and starlit skies. Thoughtfully prepared for your dream home, this lot features a paved access road, 3BR septic drain field, private well, electrical primary & fiber with speeds up to 1000 mb/s is now available for hook up. With a survey completed, driveway & garage site prepared, this rare gem on San Juan Island’s coveted west side is ready for you to create your dream home!
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Annie Bryant
$679,000 (USD)
Roche Harbor Area Manufactured
Active
300 Wildflower Lane Friday Harbor, WA 98250
4 Bed
2 Baths
2479 sqft
MLS# 2392340
Private oasis near world class Roche Harbor Resort. Stunningly beautiful flowers for every season, fruit trees, hops, old growth, raised bed veg gardens & more. The perfect amount of sun & shade. This triple wide manufactured home offers a spacious layout & attention to detail, providing a comfortable & stylish living space. With 2,479 sqft of living area, there is plenty of room for relaxation & entertainment inside & out! Features 4 bedrooms & 2 bathrooms, offering convenience & privacy & creating a warm & inviting atmosphere. Private deck off the primary. The kitchen is equipped with everything you need & ample storage space, making it a delight for any home cook. the perfect choice for those seeking a well-designed and comfortable home.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Vail McClure
$675,000 (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
$550,000 (USD)
Stuart Island Area Residential
Pending Inspection
142 Hideaway Lane Stuart Island, WA 98250
1 Bed
1 Baths
307 sqft
MLS# 2282368
Discover your dream waterfront retreat on Stuart Island, located in the heart of the San Juan Islands, WA. Situated in the safe and protected waters of Reid Harbor, the property offers a one-fourth ownership in a community dock and community waterfront lot providing seamless access to your boat. This unique property features a 3 bedroom fully installed septic system with a building site allowed 2-bedroom main home including the existing cabin as a bunk house. Whether you’re setting off for a quick 15-minute boat ride into the picturesque Roche Harbor or embarking on an adventure north to Canada, this location offers the perfect balance of seclusion and connectivity. Includes 2007 Polaris Ranger and Honda 3500 generator.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Richard Sandmeyer
$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 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
$479,000 (USD)
Town Area Townhouse
Active
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
$467,000 (USD)
West Area Land
Active
21 Ranchos Road Friday Harbor, WA 98250
Bed
0 Baths
sqft
MLS# 2355947
A Rare Turnkey Building Opportunity! This level and sunny 1.06-acre parcel is fully prepped and ready for immediate construction. With an approved building permit for a 3BR, 1,500 sq ft home plus a detached 2-car garage, the hard work is done—just bring your vision! Fully surveyed & utilities are installed: 4BR septic system, community water, power & phone. The building site is cleared, staked, and the driveway is in. Enjoy beautiful territorial views over San Juan Valley toward Mt. Baker. Ideally located between downtown Friday Harbor and the coveted west side. Rarely does land this build-ready become available—don’t miss your chance to start building now! Owner financing available with $75,000 down at 6% for 2 years.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Annie Bryant
$450,000 (USD)
Town Area Residential
Pending
735 Harbor Street Friday Harbor, WA 98250
2 Bed
1 Baths
826 sqft
MLS# 2324869
Just minutes from the heart of downtown Friday Harbor, this 2-bedroom, 1-bath home offers the ideal blend of comfort and convenience. Inside, natural light fills the inviting living spaces, while the efficient floor plan features a bright kitchen with plenty of storage, two comfortable bedrooms, and full bath. Whether you’re enjoying the charm of in-town living or exploring local shops, restaurants, parks, and the Port of Friday Harbor, everything you need is close at hand. Perfect as a full-time residence, weekend retreat, or investment opportunity, this property provides a rare chance to own a piece of island life right in town.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Katie Schmidt
$450,000 (USD)
San Juan Island Area Manufactured
Pending Inspection
1012 Park Street Friday Harbor, WA 98250
2 Bed
2 Baths
1440 sqft
MLS# 2405828
Spacious 2 bed, 2 bath 1440 sq. ft. double-wide manufactured home on a generous ¼-acre lot in town! This clean bright property features a detached 1-car garage with shop space, a separate studio for hobbies or guests, a large deck, and raised garden beds—all within a fully fenced yard. Enjoy the peace and quiet of a friendly neighborhood with the convenience of in-town living. Metal roof for long-term durability. House is vacant, go show! Don’t miss this unique opportunity!
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Debbie Dardanelli
$445,000 (USD)
Town Area Condominium
Pending
470 Reed Street D Friday Harbor, WA 98250
1 Bed
1 Baths
712 sqft
MLS# 2430225
Investment opportunity: Reed Street Retreat, transient rental in Friday Harbor. 711 sq. ft. of living space 1 bedroom, 1 full bathroom, living room/dining area also includes a queen-size murphy bed. 131 sq. ft. outdoor deck area view of community garden and town. Within walking distance to downtown and the ferry terminal and other amenities.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Linda McMahon
$395,000 (USD)
Town Area Condominium
Active
959 Guard Street A Friday Harbor, WA 98250
2 Bed
2 Baths
1025 sqft
MLS# 2393466
OHANA TOWNHOME CONDOMINIUMS. Pacific Northwest Townhouse located on the edge of town. 1025 sq. ft. 2 bedrooms 1.5 bathrooms. End-unit private with patio and deck offers indoor-outdoor living. Balcony off the primary bedroom overlooks shared backyard and distant island views, also an apple tree in the common area. Located on the edge of town, you're just minutes from San Juan Island Library, ferry and local shops.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Linda McMahon
$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
$354,000 (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
$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
$335,000 (USD)
Friday Harbor Area Condominium
Active
250 Tucker Avenue 7 Friday Harbor, WA 98250
1 Bed
1 Baths
sqft
MLS# 2446470
Successful Vacation Rental~Investment opportunity! Adorable upgraded one bedroom one full bath condo with open floor plan. Corner unit shares only 1 wall & gets good light. Lucky #7 is one of 10 units allowed to VRBO. Perfect Island getaway that generates income while you're not using it! Walking distance to Ferry, Port of Friday Harbor, shops & restaurants, library, hospital, schools etc.. Landscaped & sunny courtyard/common space, off street parking, bike storage, new coin operated laundry room, Fitness center, seasonal pool. HOA hoping to reopen pool in 2026. This well loved little gem comes fully furnished, turn key and ready to go! Don't miss this affordable opportunity to invest in Beautiful San Juan Island.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Vail McClure
$325,000 (USD)
Henry Island Area Land
Active
16 Driftwood Drive Henry Island, WA 98250
Bed
0 Baths
sqft
MLS# 2376267
One magical waterfront acre ready for your island dreams. 100 feet of west facing private beach on Nelson Bay with a lot that extends 400 feet back to a road connecting around to a landing ramp. Structures include a lofted 12X16 storage shed with equipment for a rainwater catchment system and a 200 square feet trex deck overlooking the sunsets. Power is ready at the back edge of the lot. There are numerous hiking trails around the island and the property comes with 2 double kayaks ready to explore the waters. Crab, shrimp and salmon and more abound nearby. Parking and boat launch are available from Roche Harbor Village.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Richard Sandmeyer
$265,000 (USD)
San Juan Island Area Land
Active
0 Cady Mountain Road San Juan Island, WA 98250
Bed
0 Baths
sqft
MLS# 2359002
Perched on top of Cady Mountain, this 5-acre parcel offers the perfect blend of privacy, natural beauty, and convenience. With power available at the road and a stunning, level build site already identified, this property is ready for your dream home or island getaway. Surrounded by mature evergreens and native landscape, you'll enjoy expansive territorial views, peaceful surroundings, and gorgeous sunsets. Located just 15 minutes from Friday Harbor, this is your opportunity to create a serene retreat. Embrace the island lifestyle from this exceptional mountain-top location.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Katie Schmidt
$265,000 (USD)
San Juan Island Area Land
Active
1087 Cady Mountain Road Friday Harbor, WA 98250
Bed
0 Baths
sqft
MLS# 2349429
Nestled atop Cady Mountain, this stunning 5-acre parcel offers an ideal combination of privacy, natural beauty, and convenience. Power is available at the road, and a beautifully level build site is already in place, making it easy to start planning your dream home or island retreat. Surrounded by mature evergreens and native landscaping, you'll enjoy sweeping territorial views, tranquil surroundings, and breathtaking sunsets. Located just 15 minutes from town, his property offers the perfect opportunity to create a peaceful escape. Experience the best of island living from this exceptional mountain-top setting.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Katie Schmidt
$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
$235,000 (USD)
Town Area Land
Active
365 Marguerite Place S Friday Harbor, WA 98250
Bed
0 Baths
sqft
MLS# 2361397
Prime In-Town Opportunity – Multifamily Lot with Utilities Installed! Unlock the potential of this versatile .26-acre lot in the heart of Friday Harbor on San Juan Island. Zoned multifamily, this property supports up to 4 units (buyer to verify), making it ideal for income-producing development or a personal build project. Water, sewer, and electricity are already in place—saving time and money on infrastructure. Enjoy potential second-story water views and walkable access to shops, restaurants, and the ferry. Whether you're an investor, developer, or hands-on builder, this is a rare find in a sought-after location.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Greg King
$225,000 (USD)
Town Area Residential
Pending
620 Warbass Way 50 Friday Harbor, WA 98250
1 Bed
1 Baths
608 sqft
MLS# 2212029
Warbass Way Marina, rare opportunity in Friday Harbor to own a house barge.TURN KEY, 608 sq.ft. 1BR/1BA includes the 45 ft. slip one of the last of its kind built in 1989.Open floor plan with a blend of nautical charm and comfort. All windows & exterior doors replaced with Milgard Vinyl Windows. Views of the Harbor & Mt. Baker, great island getaway in the Pacific Northwest. Amenities include a coin operated laundry facility with showers.Parking options, 72hr. parking on Warbass Wy, long-term parking lot located across the street at the south end of Harrison St. also there is a 3-car 2 hr. visitor parking platform above the marina.Within a short distance to the ferry terminal & downtown Friday Harbor. Starlink internet with antenna included.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Linda McMahon
$225,000 (USD)
Town Area Condominium
Active
250 Tucker Avenue 38 Friday Harbor, WA 98250
1 Bed
1 Baths
403 sqft
MLS# 2433554
NOT A TRANSIENT RENTAL. This is a great way to own a piece of the island. With 403sf...this 1 bedroom/1bath condo has a nice open floor plan that makes it very comfortable...full kitchen and bedroom with large closet. The association offers a seasonal outdoor swimming pool, exercise room and new coin operated laundry facility. More affordable to own than to rent. The pool is currently closed with hopes of reopening in the next year or two. The monthly dues are $311.29 plus a monthly reserve fee of$50.35...total monthly dues/reserve fee is $361.64. Seller will consider owner financing...$50K down payment...carry for 2 years...6% interest only.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Annette Schaffer
$155,000 (USD)
Town Area Residential
Active
620 Warbass Way 27 Friday Harbor, WA 98250
0 Bed
0 Baths
156 sqft
MLS# 2303195
Welcome to Warbass Way Marina—one of Friday Harbor’s most desirable locations for island boaters. Slip #27 is a 30' slip in a 50-slip condominium marina, offering protected moorage and immediate access to the San Juan Islands. Power, water, and pump-out services are available. Marina amenities include coin-operated laundry, showers, and multiple parking options nearby, including 72-hour street parking, a long-term lot across Harrison St., and short-term visitor spaces. Just blocks from the ferry, shops, and dining—this is the perfect home port for island adventurers.
Listing Courtesy of Northwest MLS / Windermere Real Estate San Juan Island / Annie Bryant
Northwest MLS / Windermere Real Estate San Juan Island / Vail McClure