Home - Annette Schaffer - Friday Harbor, San Juan Island Real Estate

$8,900,000

Mount Vernon Area Multifamily

Active

401 Stanford Drive Mount Vernon, WA 98273

Bed

0 Baths

23922 sqft

MLS# 2328310

Large 45 unit apartment complex in 4 buildings located within walking distance of schools & the hospital. Situated on 1.95 ac. & comprising of 44-1 bed/1 bath units & 1-3 bed/3.5 bath unit. There is a management office & 3-coin operated laundry facility on site. All parking is uncovered except the 3 bed unit has a 2-car garage. Buildings were originally constructed in 1977 & 1979 & have undergone complete rehab renovations. Renovations on bldgs 401-403 were completed earlier & fully rented. Renovations on 404-406 have just been finished & are currently for rent. Units have vinyl floors, stainless steel appliances including range/oven, fridge & dishwashers. The property is partially fenced. Ext. siding and roofs are 5-6 years old.

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Samantha Bryner

$8,550,000

Roche Harbor Area Residential

Active

51 Claramar Drive San Juan Island, WA 98250

3 Bed

4 Baths

6879 sqft

MLS# 2231170

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Greg King

$6,000,000

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

$4,499,950

Town Area Residential

Active

560 Warbass Way Friday Harbor, WA 98250

3 Bed

4 Baths

5130 sqft

MLS# 2354144

A yachtman's dream on Friday Harbor's historic waterfront. This multi-level home blends Northwest charm with premium amenities. Enjoy an open floor plan, gourmet kitchen, fieldstone fireplaces, 3 ensuite bedrooms, a loft library, and a spacious office/media room. Tiered decks connect to a 1 bed/1 bath guest apartment, spa, firepit, and boat shed. The highlight: a protected private dock for up to five boats (30' - 66'+), perfect for island-hopping or watching ferries glide by. Front-row seat for 4th of July fireworks included.

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Greg King

$3,925,000

Town Area Residential

Active

470 Friday Avenue Friday Harbor, WA 98250

3 Bed

5 Baths

2834 sqft

MLS# 2274384

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Katie Schmidt

$3,495,000

San Juan Island Area Residential

Active

311 Madrona Drive Friday Harbor, WA 98250

4 Bed

3 Baths

2840 sqft

MLS# 2359878

Spectacular Oceanfront Retreat on San Juan Island’s Coveted Westside! Experience world-class whale watching and breathtaking sunsets from this private, move-in ready retreat perched above Haro Strait. Featuring a 2 bed/2 bath main home and 2 bed/1 bath guest studio, this updated property boasts 130’ of waterfront, panoramic views of the Salish Sea and the Olympics, and daily encounters with orcas, humpbacks, sea lions, and eagles. Inside, enjoy vaulted ceilings, radiant heat, smart home tech, fiber internet, quartz counters, and a cozy woodstove. The expansive deck with hot tub, outdoor TV, and infrared heaters offers year-round outdoor living. Minutes from Friday Harbor, this rare coastal haven blends luxury, nature, and total tranquility.

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Greg King

$3,470,000

San Juan Island Area Residential

Active

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

$2,495,000

Roche Harbor Area Residential

Active

247 Afterglow Drive Friday Harbor, WA 98250

4 Bed

4 Baths

3200 sqft

MLS# 2321372

Nestled on a picturesque half-acre, this stunning 4BR/3.5BA home offers protected Roche Harbor Marina views and 3200 sq. ft. of refined living. The gourmet kitchen features granite counters, a farmhouse sink, and custom cabinetry. The primary suite boasts a soaking tub, 3-person steam room, and deck access. Enjoy 10-ft ceilings throughout the main floor, a 7-speaker surround system, a propane fireplace, and a 3-car garage. Unwind in the hot tub overlooking the marina. Just minutes from the Roche Harbor airport, marina, dining, shopping, and more, this home perfectly blends luxury and island charm.

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Katie Schmidt

$2,395,000

South Area Residential

Active

479 Cape Drive San Juan Island, WA 98250

2 Bed

2 Baths

1635 sqft

MLS# 2324896

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Greg King

$2,250,000

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 $750K below assessed value.

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Annette Schaffer

$1,995,000

West Area Residential

Active

312 Stormridge Road Friday Harbor, WA 98250

3 Bed

3 Baths

2598 sqft

MLS# 2336216

Private estate property w/stunningly exceptional panoramic views. Must see firsthand. South facing w/territorial island views over San Juan, Lopez & Whidbey islands on to Mt Baker, Mt Rainier & the Olympic Peninsula. Westerly over the straits to Victoria on Vancouver Isl. Property is Wooded & protected from the North. 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; one w/en-suite private bath like second primary. Lower level w/Large Primary w/walk out patio. Detached four car garage. Great price for this opportunity & endless potential. Home can be remodeled to suit your needs w/solid bones & all infrastructure in place. VALUE IN THE LAND & VIEWS

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Vail McClure

$1,890,000

West Area Residential

Active

935 Mitchell Bay Road Friday Harbor, WA 98250

3 Bed

2 Baths

1692 sqft

MLS# 2192570

Stunningly beautiful & private 30 acre farm on the West side of San Juan Island. Large pastures, excellent soil, mostly fenced; perimeter, pastures & additional inner deer fencing for orchard & garden areas. Pond pump w/tunnel irrigation to barn, etc. extra warm micro climate in this private westside valley area provide excellent weather for growing crops. Berries, vineyard grapes, apples, plums, kiwis, figs, seed crops & more. This farm was previously home to Chickens & Sheep that were pastured here in previous years. Large hoop house has new skin & is optional with sale. Beautiful Northwest contemporary Timber frame home built by Ravenhill construction features open living concept, wood floors, vaulted ceilings and abundant passive solar.

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Vail McClure

$1,890,000

West Area Farm

Active

935 Mitchell Bay Road Friday Harbor, WA 98250

3 Bed

2 Baths

1692 sqft

MLS# 2192566

Stunningly beautiful & private 30 acre farm on the West side of San Juan Island. Large pastures, excellent soil, mostly fenced; perimeter, pastures & additional inner deer fencing for orchard & garden areas. Pond w/tunnel irrigation to barn, etc. extra warm micro climate in this private westside valley area provide excellent weather for growing crops. Berries, vineyard grapes, apples, plums, kiwis, figs, seed crops & more. This farm was previously home to Chickens & Sheep that were pastured here in previous years. Large hoop house has new skin & is optional with sale. Beautiful Northwest contemporary timber frame home built by Ravenhill construction features open living concept, wood floors, vaulted ceilings and abundant passive solar.

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Vail McClure

$1,550,000

West Area Residential

Active

133 Rockledge Road Friday Harbor, WA 98250

0 Bed

1 Baths

413 sqft

MLS# 2350048

This westerly facing property has the most comprehensive views that Mt. Dallas offers-from the Olympic range, to the city of Victoria with its twinkling night lights, on to Sydney and past the northern Gulf Islands. Sunsets paint the sky as ships silently glide by on Haro Straight. Two charming cabins—one a work of art built from driftwood-- the second a rebuilt black smith shop—offer inspiring shelter while the generous building site invites you to add your dream home. Your garden space is ready, with an ideal solar location nearby. Thoughtfully prepared w/ paved roads, 2 private wells, 5BR septic permit, installed power, phone, water system, high-speed internet, fiber conduit, complete survey, geotech report. A rare opportunity indeed!

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Annie Bryant

$1,545,000

San Juan Island Area Residential

Pending

4875 Pear Point Road San Juan Island, WA 98250

2 Bed

2 Baths

1328 sqft

MLS# 2340297

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Greg King

$1,450,000

South Area Residential

Pending

117 Journeys End Way San Juan Island, WA 98250

3 Bed

4 Baths

4423 sqft

MLS# 2293253

An incredible opportunity to own a 4,400+sf custom home and large Texmo barn with 1831sf 2 bedroom, 1 bath apartment on 32+ acres of pristine and wild property, including adjoining 21.42 acres of designated conservation acreage. Priced to sell more than $589,000 below assessed value! Enjoy towering trees, fenced pasture, horse stalls, a 3-tier pond, friut trees, fenced garden areas, greenhouse, chicken coop and more. Private location bordering Preservation Trust land to the east. 10.6 acre residential lot zoned for 2 parcels, with 2 separate septic systems. Residence also being offered without adjoining acreage, NWMLS #2293282. Come home...

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Tamara Weaver

$1,400,000

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

$1,395,000

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 take in the unobstructed views of wildlife and boating activities to the 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. There is a lot of storage, including a loft area and one covered parking space. This one-of-a-kind condo is being sold turn-key with very few exceptions. Chicago T&E #245469475

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Rebecca Hughes

$1,350,000

San Juan Island Area Residential

Active

3073 Pear Point Road Friday Harbor, WA 98250

2 Bed

3 Baths

1825 sqft

MLS# 2327946

Enjoy island living at its best in this beautiful waterfront home on Pear Point Road with a southern exposure and mooring buoy. Spectacular sunrises and sunsets from your deck. Watch the seals on the rocks and whales cruising by. Have friends and family celebrate the 4th of July watching the Lopez fire works display. Launch your kayak or dinghy from the lower deck and take walks along your private sandy beach. A mooring buoy is available and negotiable. Sweeping views of Griffin Bay, Cattle Pass, the Olympic Mountain Range and Mount Rainier. Mount Baker is visible from the lower deck. 1000 sq ft adjacent shop/studio. Furniture negotiable. Boaters paradise. Home has a 3 bedroom septic system. Study could be converted to 3rd bedroom.

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Ellen Johnson

$1,200,000

San Juan Island Area Residential

Active

1036 Golf Course Road Friday Harbor, WA 98250

2 Bed

3 Baths

2269 sqft

MLS# 2339327

Discover the perfect blend of privacy and convenience in this delightful 2-bedroom home located on the San Juan Golf & Tennis Club. Tucked away in a peaceful wooded setting, you're welcomed by a gorgeously landscaped entry and tastefully paved circular driveway with ample parking for effortless entertaining. Step inside to an inviting open-concept design where spacious living flow between the kitchen dining and living spaces. Large windows bring in natural light enhancing the home’s warm welcoming atmosphere. Enjoy the easy single-story living in an unbeatable location just minutes from Friday Harbor's amenities, waterfront and trails.

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Katie Schmidt

$1,200,000

Central Area Residential

Active

51 Private Place Friday Harbor, WA 98250

3 Bed

2 Baths

2706 sqft

MLS# 2318416

This stunning custom-built single-level home features 3 spacious bedrooms, a dedicated office, and an impressive 2,706 sqft of living space. The winding tree-lined driveway leads to a sunny setting perfect for relaxation and entertainment on the large deck opening to 2.7 acres. A quality-built, carefree home located just 3 miles from town, it includes an attached 676 sqft garage.

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Annette Schaffer

$1,150,000

South Area Residential

Pending

117 Journeys End Way San Juan Island, WA 98250

3 Bed

4 Baths

4423 sqft

MLS# 2293282

An incredible opportunity to own a 4,400+sf custom home and large Texmo barn with 1831sf 2 bedroom, 1 bath apartment on 10+ acres of pristine and wild property. Priced to sell more than $583,000 below assessed value! Enjoy towering trees, a 3-tier pond, friut trees, fenced garden areas, greenhouse, chicken coop and more. Private location bordering Preservation Trust land to the east. Zoned for 2 parcels, with 2 separate septic systems. Residence also being offered to include adjoining 21.42 acres of designated conservation acreage with horse stable and fenced pasture. NWMLS #2293253. Come home...

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Tamara Weaver

$1,100,000

Friday Harbor Area Residential

Active

303 Woodpecker Lane San Juan Island, WA 98250

3 Bed

4 Baths

2152 sqft

MLS# 2320391

Supurb single-story home overlooking Sportsman's Lake. A new and inviting entry into this awe-inspiring spacious home. Many upgrades include tiled baths, a finished studio on the lower level with a 3/4 bath, a rock and stone terraced yard to enjoy the fire pit, and inspiring sunrises overlooking Sportsman's Lake! Oversized garage 972 sq ft. and a separate shed with a roll-up door, great Sheshed, or a Mancave. PLEASE use Showing Time! Chicago Title #245467869

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Rebecca Hughes

$1,050,000

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

$974,000

Town Area Residential

Active

360 Linder Street Friday Harbor, WA 98250

3 Bed

2 Baths

3553 sqft

MLS# 2320154

A one-of-a-kind retreat in Friday Harbor! Tucked on a hillside above town, this 3,552 sq ft home offers space, flexibility, and charm. The lower level includes a spacious 1BR/1BA apartment—ideal for income or guests—and a large, light-filled artist’s studio. Upstairs features 2BR, a full bath, and custom artistic touches including, Craftsman fixtures & hardware throughout. The open-concept layout offers a warm kitchen with breakfast nook, dining area, living room with wood stove, and a micro office. The fully fenced yard is a landscaped oasis with a detached 16' x 8' studio. A newer 2-car garage includes an EV charger and plenty of off-street parking, plus fiber internet. This is in-town living with room to create, relax, and thrive!

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Annie Bryant

$949,900

San Juan Island Area Residential

Active

11 Snowberry Lane Friday Harbor, WA 98250

3 Bed

3 Baths

2716 sqft

MLS# 2238175

This beautiful property offers the perfect blend of comfort, serenity, and natural beauty. Nestled in a peaceful neighborhood, this home boasts stunning views of Mt. Baker and lush greenery. Featuring 2 bedrooms, loft, den, and 2.5 bathrooms, this residence offers ample space for relaxation, entertainment, and ample storage. The primary bedroom located on the main level w/ an en-suite bath and sliders to the deck. Step out onto the spacious deck and immerse yourself in the peaceful ambiance of the PNW. Located just minutes to Friday Harbor. View of Mt. Baker! CARPET ALLOWANCE OF $10,000. w/full price offer. Horizon T&E # 04-1998-TTS

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Rebecca Hughes

$925,000

West Area Land

Active

1 Stormridge Road Friday Harbor, WA 98250

Bed

0 Baths

sqft

MLS# 2356974

Experience the ultimate Eagle’s Nest from this stunning 10.98-ac property atop Mt. Dallas. Perched at 950’, this private blank canvas boasts an expansive 180-degree+ view spanning Mt. Baker, the Cascades, Mt. Rainier, and the Olympic Peninsula. Gaze out over Orcas, Shaw, Lopez, and San Juan Island, from San Juan Valley to Haro Strait. A charming studio with bathroom and kitchenette provides the perfect getaway to plan your dream home. Ready to build with all utilities installed: 30+ GPM well, 4-bdrm septic system, 400-amp electrical service, and a 1000-gallon propane tank – with paved road access up Mt. Dallas. Recent survey, topo, and geotech reports complete; prelim house plans available; and electric dog fencing—a rare opportunity!

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Greg King

$860,000

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 southerly views of the Olympic range, as well as westerly views over Haro Straight and 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 permit, private well, electrical primary, high-speed internet, & conduit for fiber. 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

$795,000

Town Area Residential

Pending

479 Elsworth Avenue Friday Harbor, WA 98250

4 Bed

3 Baths

2152 sqft

MLS# 2320549

Prime investment opportunity in the heart of downtown Friday Harbor! This commercial property features two versatile studios and a charming detached 2-bedroom cottage for a total of 3 units, all offering exceptional income potential. Two of the units come fully furnished, ensuring a seamless move-in experience. The property's strategic location provides easy access to local amenities, restaurants, and shops, making it highly desirable for tenants. Don't miss out on this move-in-ready gem with endless possibilities for maximizing your rental income!

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Katie Schmidt

$795,000

Friday Harbor Area Residential

Pending

550 Kelsando Circle Friday Harbor, WA 98250

3 Bed

2 Baths

1940 sqft

MLS# 2319736

Stunning custom Foxhall home with an open floor plan, highlighted by a charming covered porch entry. The spacious great room features soaring ceilings, a propane fireplace. Gourmet kitchen. The main floor includes a private primary bedroom with en-suite bath, along with two additional bedrooms and a full bath. Enjoy seamless indoor-outdoor living with a large covered patio accessible from both the great room and primary bedroom. The home also offers drought-tolerant landscaping, a fully fenced backyard, and a finished two-car garage with an electric car charger and wheelchair lift. Sq. footage doesn't include fully finished bonus room above garage complete with cabinets and a sink. Generous attic storage space for a possible third bathroom.

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Tamara Weaver

$740,000

San Juan Island Area Residential

Pending

134 Glenoak Lane Friday Harbor, WA 98250

3 Bed

2 Baths

2024 sqft

MLS# 2341480

Discover this exceptional solar-powered home with Griffin Bay views from the wrap-around deck and large picture windows. The open kitchen and great room with vaulted ceilings are spacious and bright. Designed by a solar engineer, it boasts clerestory windows, a solar plenum, and 36 solar panels, achieving incredible energy efficiency and virtually eliminating your electric bill. Nestled on 1.7 acres near Friday Harbor with a private well, the sunny, flat property is ideal for gardening. Offering 2,500 sq ft of living space, 3 beds/2 baths, a 680 sq ft attached garage, and 780 sq ft flex space, this home embodies sustainable living with wonderful views and abundant potential.

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Susan Waters

$685,000

Town Area Residential

Pending

545 Rose Lane Friday Harbor, WA 98250

3 Bed

2 Baths

1902 sqft

MLS# 2338665

A fantastic package in the heart of Friday Harbor! This spacious single-level home offers a well-designed layout, abundant storage, and thoughtful features throughout. The welcoming kitchen flows seamlessly into the dining & living areas, creating a comfortable space for gathering. Multiple access points lead to the private backyard, where a relaxing deck and a secluded gazebo—wired for a future hot tub—await. The fenced yard is abundant with fruit trees, roses, and lush plantings, making it a gardener’s delight. Tucked into a quiet cul-de-sac and within walking distance to schools, shops, grocery stores, and parks, this home offers the perfect balance of convenience & tranquility. With fresh updates, it’s move-in ready—don’t miss this gem!

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Annie Bryant

$675,000

Orcas Area Condominium

Active

54 Hunt Street 15B Orcas Island, WA 98245

2 Bed

1 Baths

794 sqft

MLS# 2291434

What a GEM! This serene retreat at Smugglers Villa Resort is nestled in the picturesque landscapes of Orcas Island. This Vacation Rental Condo is being sold TURN-KEY for your ease of convenience and the comfort of those many guests has become a custom too! Two bedrooms, one full bath, living room with cozy gas stove, dining-in or al-fresco on the spacious deck w/BBQ and vistas beyond. The Resort's many amenities include a swimming pool, tennis and pickleball court, a fabulous firepit, and rentable dock space. A great income-generating investment. Subject to Third-Party Approval

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Rebecca Hughes

$659,000

Friday Harbor Area Condominium

Active

475 Perry Place 14 Friday Harbor, WA 98250

2 Bed

3 Baths

1940 sqft

MLS# 2348377

Nestled in the heart of Friday Harbor on San Juan Island this beautiful condo offers a serene and picturesque retreat. The spacious layout with an abundance of natural light showcases the filtered bay views. The interior boasts modern amenities, a large kitchen, and dining areas for entertaining. Walking distance to restaurants, charming shops, and the theater. Whether you're looking for a year-round residence or a vacation getaway, this condo is a perfect blend of comfort and island charm. Please use Horizon T&E.

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Rebecca Hughes

$649,000

Friday Harbor Area Residential

Active

419 Treeline Drive San Juan Island, WA 98250

2 Bed

2 Baths

960 sqft

MLS# 2313263

Sunny 2.53 acres with a charming two-bedroom, two-bath home. A great starter home or perfect for downsizing. In a well-established neighborhood and only a few miles to Friday Harbor. Make this your island escape!

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Rebecca Hughes

$625,000

Town Area Condominium

Active

231 Warbass Way B209 Friday Harbor, WA 98250

2 Bed

2 Baths

1200 sqft

MLS# 2331060

Perfect Island retreat, recently renovated 2-bedroom, 2-bath condo in Friday Harbor. Filtered sunlight and views of the harbor, outer islands and ferries coming into the terminal. The open floor plan is ideal for relaxed living and entertaining, enjoy watching maritime activity from the deck. Just a short walk to the ferry terminal and downtown. Experience the beauty of San Juan Island.

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Linda McMahon

$550,000

Stuart Island Area Residential

Active

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

$499,999

Friday Harbor Area Co-Op

Active

71 Nesting Place Lane B Friday Harbor, WA 98250

2 Bed

2 Baths

1208 sqft

MLS# 2321620

Tucked away in a peaceful cul-de-sac nestled in the woods, this delightful 2-bedroom, 2-bath home exudes warmth and character. Built in 2006 as part of the Homes for Islanders project, it features stylish designer details, rich, warm earthy tones and inviting fireplaces in both the living room and the generously sized primary suite with an ensuite bath. A charming built-in window seat adds to the home's cozy appeal, while the private garden oasis—complete with lush landscaping and fruit trees—offers a tranquil escape. Though zoned as a condominium, these stand-alone homes enjoy private lots and a beautifully wooded common area, blending privacy with a sense of community. INCOME RESTRICTED. See agent remarks.

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Katie Schmidt

$495,000

Stuart Island Area Residential

Active

35 North Airport Way Stuart Island, WA 98250

1 Bed

1 Baths

760 sqft

MLS# 2223343

A beautiful cabin on Stuart Island sounds like a dream! With four lots ( tax IDs of 472751078, 472751077, 472751076, 472751075) and all the upgrades, it is fully functional and ready for all sorts of adventures and relaxation. It is the perfect retreat for exploring natural beauty. Having a garage/shop adds versatility while a well/septic means you are set up for self-sufficiency. Starlink for connectivity ensures you can stay in touch, and the golf cart is perfect for exploring the island without a car. Included is a 15' Lund boat w/ trailer and outboard motor, and your Prevost Harbor dock float provides easy access to the water for boating, fishing, and exploring. This is the ultimate getaway spot!

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Richard Sandmeyer

$467,000

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

$465,000

Town Area Residential

Active

735 Harbor Street Friday Harbor, WA 98250

2 Bed

1 Baths

826 sqft

MLS# 2324869

Located just moments from downtown Friday Harbor, this 2 bed 1 bath property offers the perfect combination of convenience and charm. Step inside to find a cozy and inviting living space, filled with natural light. The efficient floor plan includes a well-appointed kitchen, comfortable bedrooms, and a full bathroom. The home's proximity to town makes it easy to enjoy all that Friday Harbor has to offer—shops, restaurants, parks, and the port of Friday Harbor is just a short trip away. Whether you're looking for a full-time residence, a weekend retreat, or a potential investment property, this home has something special to offer.

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Katie Schmidt

$369,000

Town Area Condominium

Active

250 Tucker Avenue 24 Friday Harbor, WA 98250

1 Bed

1 Baths

416 sqft

MLS# 2303831

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 fitness room, seasonal pool set to reopen, and new coin-operated laundry facilities. The owner is a real estate agent.

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Annette Schaffer

$299,000

Blakely Island Area Land

Active

155 Driftwood Drive Blakely Island, WA 98222

Bed

0 Baths

sqft

MLS# 2257697

Breathtaking land opportunity on Blakely Island! Discover the perfect island escape with this stunning ½+ acre lot, offering captivating views of Mt. Baker and Peavine Pass. Enjoy the serene beauty of the San Juan Islands with easy access via a paved road and a short walk to 1,000+ feet of low-bank community waterfront. This prime location is just moments from sought-after community amenities, including a private airstrip, peaceful ponds, a marina, and a seasonal store. Whether you arrive by boat or plane, getting here is effortless. Embrace the tranquility of island living and build your dream retreat in this unparalleled setting!

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Greg King

$295,000

West Area Land

Active

0 Lot 3 Quiet Place Friday Harbor, WA 98250

Bed

0 Baths

sqft

MLS# 2332891

Experience the enchantment of the Pacific Northwest with this exceptional 3.03-acre hilltop parcel with old-growth Douglas Fir and Madrona trees. This easily accessible, partially cleared land offers a serene and private setting, perfect for creating moments that last a lifetime. Enjoy the convenience of a shared well and power available at the main road, with a county-approved septic design issued 9/2/2024. Plans for the property are available upon request. Located near Snug Harbor, this land truly exemplifies the beauty and tranquility of the Pacific Northwest. Come, pause, breathe, and visualize your dream home in this idyllic setting.

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Annette Schaffer

$285,000

Town Area Residential

Active

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

$275,000

East Area Land

Pending

0 Hyak Lane Friday Harbor, WA 98250

Bed

0 Baths

sqft

MLS# 2354196

Five Private Acres. Serene territorial view and potential distant views. Building site on elevated rocky knoll to the left of the roughed-in-driveway. Power transformer is on the property. Excellent well produces 15 GPM 2021. NO CC&R'S. Must build in building envelope as designated on BLM. Pump was installed in the well in 2022. Water line is trenched from the well up to the property it's located close to the Opalco Transformer.

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Linda McMahon

$265,500

Town Area Condominium

Active

250 Tucker Avenue 9 Friday Harbor, WA 98250

1 Bed

1 Baths

398 sqft

MLS# 2302405

This charming 398 sq. ft. Airbnb vacation rental, with a minimum 30-day stay, 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 set to reopen. The condo is accessible without stairs via Jensen Alley at Condo #1. Rental income available upon request. The owner is a real estate agent.

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Annette Schaffer

$255,000

Town Area Land

Active

365 Marguerite Place S Friday Harbor, WA 98250

Bed

0 Baths

sqft

MLS# 2361397

Versatile .26-acre multifamily lot in town on San Juan Island with utilities - water, sewer, and electricity - already in place. Zoned for up to 4 units (buyer to verify), it's perfect for a single-family home, duplex, or triplex. Potential second-story water views and a convenient location near all the amenities of Friday Harbor.

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Greg King

$230,000

Town Area Condominium

Active

250 Tucker Avenue 41 Friday Harbor, WA 98250

1 Bed

1 Baths

460 sqft

MLS# 2336276

In town condominium located in the Sand Piper complex. The unit offers one bedroom with 460 SF, full bath and open floor plan for living and kitchen. Movable eating bar for dining or preparation. Bedroom has view of the garden and a large closet. Remodeled in 2023/24 with nice interiors. The complex has a lovely landscaped courtyard, bike storage areas and off street parking. Located on Jensen Alley with destination traffic only. The complex has a seasonal pool and exercise room but they are not currently functional. Newer coin-operated laundry room. The unit includes furniture and is perfect for a primary residence or rental investment. Walking distance to down town and ferry terminal.

Listing Courtesy of

Northwest MLS / Coldwell Banker San Juan Is.

$215,000

South Area Manufactured

Pending

1785 Douglas Road 57 Friday Harbor, WA 98250

2 Bed

1 Baths

1152 sqft

MLS# 2313438

Welcome to 1785 Douglas Road #57, a charming move-in-ready home in the sought-after community of The Oaks on San Juan Island. This 2-bedroom, 1-bathroom home features a versatile bonus room off the side, offering plenty of space for living, working, or relaxing. The attached one-car garage doubles as a workshop or provides ample storage for all your needs. Step outside to enjoy the fenced back and side yards, perfect for pets, gardening, or outdoor relaxation. Inside, the home is fresh and inviting with recent interior paint. Nestled in a sunny location, this unit boasts a west-facing view over the open space common land, perfect for soaking up those sunsets. Experience island living in this peaceful and well-maintained mobile home park.

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Annie Bryant

$175,000

Friday Harbor Area Land

Active

9 Fairway Drive San Juan Island, WA 98250

Bed

0 Baths

sqft

MLS# 2198231

Magical .67 acre parcel the 3rd green of San Juan Golf & Country Club. Located on a quiet, private lane in a desirable neighborhood perfect for strolling. Level lot with mossy, old growth forest, community water and power at the street, roughed-in driveway and an approved 4 bedroom septic design. Adjacent Lot 10 also available for an opportunity to buy both for a generous homesite. Juan Golf & Country Club amenities include 9 hole golf course, driving range, tennis courts, pro shop, and restaurant. Serene and enchanting...Ready for your dream home.

Listing Courtesy of

Northwest MLS / Windermere Real Estate/San Juan Island / Tamara Weaver

$162,000

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

Available Listings

Mount Vernon Area Multifamily

401 Stanford Drive Mount Vernon, WA 98273

Roche Harbor Area Residential

51 Claramar Drive San Juan Island, WA 98250

East Area Residential

2623 Pear Point Road Friday Harbor, WA 98250

Town Area Residential

560 Warbass Way Friday Harbor, WA 98250

Town Area Residential

470 Friday Avenue Friday Harbor, WA 98250

San Juan Island Area Residential

311 Madrona Drive Friday Harbor, WA 98250

San Juan Island Area Residential

128 Twin Oaks Drive San Juan Island, WA 98250

Roche Harbor Area Residential

247 Afterglow Drive Friday Harbor, WA 98250

South Area Residential

479 Cape Drive San Juan Island, WA 98250

Central Area Residential

6 Via Rocciosa Road Friday Harbor, WA 98250