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$3,150,000
3 Beds 5 Baths 2499590 MLS ACTIVE Status
Refined living near beautiful False Bay—this is a rare opportunity to own a newly built modern estate on 8± private acres in the sought-after Gleneagle neighborhood. Completed in 2023, the home combines clean, contemporary design with timeless craftsmanship, all set among open skies, west-facing views, and peaceful island privacy. The 3,372 sq ft main residence features three en-suite bedrooms, five bathrooms, and a dedicated office, offering a layout that works just as well for daily living as it does for entertaining. At the heart of the home is an open-concept living space anchored by a chef’s kitchen with high-end appliances, custom cabinetry, and quality finishes throughout. Expansive windows fill the home with natural light and frame serene meadow and sunset views, along with a picturesque outlook across common land featuring a pond, gazebo, and small dock. A separate 786 sq ft guesthouse provides flexible space for visitors, extended stays, or a private studio—while preserving privacy for both homes. Modern San Juan Island living at its best—new construction, thoughtful design, and a quiet, scenic setting just minutes from Friday Harbor’s shops, dining, and marina.

166 Montrose Place, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$325,000
2495071 MLS ACTIVE Status
The 2.22-acre wooded parcel is in the desirable Bridle Trails area near Roche Harbor Resort. This peaceful property offers a beautiful natural setting with mature trees and privacy, while remaining conveniently close to the amenities of Roche Harbor Resort, including marina, dining, shopping, and outdoor activities. The lot allows construction of a residence first then an aircraft hangar, making it ideal for aviation enthusiasts. Roche Harbor community water hookup has already been paid; meter installation is needed. Property includes access to the Roche Harbor airstrip via a grass easement, providing convenient fly-in capability. The surrounding neighborhood features walking trails and a quiet, established environment. A rare opportunity to create a private retreat with aviation access in one of San Juan Island’s most sought-after locations. The paved airfield is WA09 which is a private airfield and public-use with permission. Numerous visitor tie downs near the apron. The strip is 3,593 x 30 feet. Elevation 100 ft+/- and hours are sunrise to sunset. No tower.

1111 Tarte Road, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$1,068,000
3 Beds 3 Baths 2500030 MLS ACTIVE Status
Designed for both comfort & connection to its surroundings, this 2,262sf Northwest home offers a thoughtful balance of function, warmth, & flexibility. A welcoming entry opens easily to the main living spaces & attached garage, creating a natural flow for everyday island living. The kitchen is both inviting & practical, with an eating bar & a charming breakfast nook framed by windows overlooking a quiet forest floor blanketed in green moss. From here, the home unfolds into the dining area & a sun-filled sitting room, all oriented toward the fenced garden. Upstairs, three bedrooms & two full baths are thoughtfully arranged. The primary suite enjoys a private balcony with distant views of Strait of Juan de Fuca & Olympic Mtns, dual closets including a walk-in & a soaking tub. Vaulted ceilings & expansive windows fill the main living area with natural light, while over 700 sq ft of decking & a covered front porch extend the living space outdoors. The wooded landscape offers a sense of privacy with minimal maintenance beyond the fenced garden. A greenhouse is nestled among mossy rock outcroppings & mature fir trees, offering a peaceful space for growing. A standout feature is the 1,008 sf detached barn with studio space, offering a full bath, loft, spacious open ground level & additional storage or workshop areas—well suited for a wide range of creative & practical uses. A distinctive San Juan Island property offering space to live, create & settle into the rhythm of island life.

391 Little Mountain Road, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$2,100,000
3 Beds 5 Baths 2483494 MLS ACTIVE Status
Southwest-facing waterfront home with private dock on Brown Island, offering 3,527 sq ft of beautifully designed living with 3 bedrooms, 2 offices, and 5 baths. This remodeled NW Craftsman 1-story home with basement blends classic style with modern comfort, featuring an atrium entry, open floor plan, and spacious chef’s kitchen. Most rooms including the main-level primary suite with deck access, capture stunning harbor and sunset views. The lower level offers a bedroom and bath with separate entry, ideal for guests or extended living. Outdoor living shines with expansive main-level decks, a sunny waterfront bulkhead patio with steps to the beach, and a private dock on 107 feet of accessible shoreline. A detached golf cart garage/shop, hot tub, and bocce court complete this exceptional setting. Brown Island amenities include community moorage, pool, clubhouse with fitness room, caretaker boat service, and easy access to Friday Harbor by boat. From your decks, enjoy ferries, boats, seaplanes, and the glow of town lights at night. With golf cart parking and boat launch, this island blends secluded island privacy with easy access to the vibrant town, marina, shopping, and dining of Friday Harbor. An extraordinary Brown Island residence offering spectacular sunsets, premier waterfront living, and an unmatched island lifestyle.

3 Brown Island, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$3,485,000
5 Beds 5 Baths 2496208 MLS ACTIVE Status
Exceptional craftsmanship and timeless design define this custom homebuilder's own residence, thoughtfully created for both elegant living and everyday comfort. Privately set on 5 acres, this 5,800 sq ft Craftsman estate captures sweeping seasonal and water views of San Juan Valley, Mt. Baker, San Juan Channel, and Haro Strait. Impeccably maintained, the home offers spacious main-level living ideal for gathering and entertaining, featuring inviting living, dining, and family rooms, a chef's kitchen, and a sunny breakfast nook. Upstairs you'll find four bedrooms, including a stunning primary suite with panoramic views and a spa-inspired bath designed for relaxation. The lower level provides wonderful flexibility with a guest or MIL suite, private entrance, great room, bedroom, and bath – perfect for extended stays, multigenerational living, or hosting visitors. Step outside to a beautiful patio framed by mature landscaping, offering space to unwind and enjoy the peaceful island setting. Complete with a two-car garage and generator, this remarkable home blends comfort, quality, and the best of island living.

148 Yarrow Road, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$850,000
2495090 MLS ACTIVE Status
Discover the perfect setting for your dream hobby farm on this exceptional 27+/- acre historical farming parcel. Tucked away in a private and secluded setting, this beautiful property offers a rare blend of open rolling pasture and towering evergreen trees, creating a peaceful Northwest landscape with abundant space to live, grow, and explore. Improvements already in place include a private well, pond, and completed percolation test, helping streamline your path toward building. The gently rolling field provides ideal space for gardens, livestock, orchards, and a custom home site, while the surrounding mature evergreens add privacy, natural beauty, and a sense of tranquility. Whether you envision a small farmstead, country retreat, or simply a quiet place to build your dream home, this expansive acreage offers flexibility and opportunity. Enjoy the serenity of rural life with room for barns, outbuildings, trails, and outdoor recreation. Bring your plans and imagination, this special property is ready for your vision. Parcel is not dividable. Shared Driveway, easement to be recorded. BLM and corners in process.

1111 Sandwith Road, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$1,999,500
2 Beds 2 Baths 2493219 MLS ACTIVE Status
Understated elegance in this architecturally pleasing 2142 +/- SF Cape Cod beach home. Private setting on over 1 acre, with tranquil and everchanging views into False Bay and your own private beachfront. Parcel offers towering firs, garden area, stunning landscaping features, slate firepit/patio for outdoor entertaining. Walking distance to the community beach, almost next door! Good access to your shoreline area for beach exploring /kayak launching. Two private bedroom suites for ultimate privacy, great room with soaring light filled vaulted ceilings, open kitchen concept perfect for entertaining, small hobby/utility room, and views from every room. Updated bathrooms, new stunning copper roof and gutters. Detached shed for equipment/kayaks. This charming shingled home is featured in The New Cottage Home book, a testament to design excellence and charm. By Appt.

16 Bayshore Road, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$539,900
2 Beds 2 Baths 2496649 MLS ACTIVE Status
Move-in ready townhouse in the heart of Friday Harbor, near the library and just a short walk to John O. Linde Community Park with 30 acres of parkland and walking trails. This well-cared-for in-town home features 2 bedrooms, 1.5 baths, freshly painted interior, and new carpeting installed in March 2026 on the stairs and in both bedrooms. Fiber Optics for Internet installed. The welcoming main level offers an open kitchen overlooking the great room with an easy-care propane fireplace and convenient guest half bath. Back doors lead to a fully fenced backyard with patio areas and a charming circulating pond, creating a peaceful private setting for relaxing or entertaining. Kitchen upgrades include a custom live-edge serving counter, new backsplash. Award-winning Marathon high-efficiency water heater provides years of comfort. Easy care Trex decking enhances both front and rear entry decks. Upstairs features the primary bedroom, guest bedroom, and full bath. Additional amenities include an attached single-car garage, deer-proof garden area, low-maintenance living. As a bonus to buyer, purchase includes a 13-month homeowner warranty for buyer's peace of mind of all appliances (call for details). Located in a quiet 9-unit condo complex with owner-occupancy HOA requirements. Don’t miss this move-in ready gem in convenient in-town Friday Harbor. Call today for your personal tour by appointment!

1014 Park Street Unit #1B, Friday Harbor

Listing courtesy of Better Properties of San Juan.

$1,495,000
3 Beds 3 Baths 2483389 MLS ACTIVE Status
Beautiful Craftsman Home, Thoughtfully designed home blends comfort, style, and natural light. Vaulted ceilings and sun-filtered rooms create an airy, welcoming atmosphere throughout. The gourmet kitchen features many custom built-ins and features, includes pot filler over Hallman propane stove and opens to a private deck—perfect for morning coffee or evening dining. A second deck extends from the primary bedroom. A center porch from the living room opens up with steps leading down to the golf course. Includes whole house water filtration system. The main home includes 3 bedrooms and 3 bathrooms, with a spacious living room centered around a stunning stone fireplace and attached 2 car garage. A separate 791 sq. ft. studio provides exceptional flexibility, two separate rooms for shower and half bathroom. Includes deck, patio and garden area—ideal for guests and hobbies. Located on the 1st fairway and close to the first green of the San Juan Golf & Tennis Club, this property offers direct access to a charming 9-hole semi-private course open to the public. A rare opportunity to enjoy comfort, craftsmanship, and a coveted golf-course setting.

479 Fairway Drive, Friday Harbor

Listing courtesy of Windermere RE San Juan Islands.

$1,050,000
2485601 MLS ACTIVE Status
Easy access level hangar lot at Roche Harbor Skyways, a fly-in secure gated community. Lot has been cleared, graded and a roughed in driveway installed. Approved 3-bedroom septic system permit and approved building permit for a 70’x70’ steel frame hangar with a door height of 20.6’h x 65’w and a retaining wall. The paved airfield is WA09 which is a private airfield and public-use with permission. Numerous visitor tie downs near the apron. The strip is 3,593 x 30 feet. Elevation 100 ft+/- and hours are sunrise to sunset. No tower. Walk or take your golf cart to Roche Harbor Resort and enjoy the convenience of the marina, restaurants, grocery stores, retail, hiking trails and activities. Close to English Camp National Park and Westcott Bay Oyster Farm.

121 Cessna Avenue, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

$1,150,000
1 Beds 2 Baths 2473530 MLS ACTIVE Status
Beyond a private, set back driveway, this remarkable San Juan retreat unfolds across 10 secluded acres shaped by nature itself. A serene 3 acre, lake like pond invites quiet canoe paddles and immersive wildlife viewing, surrounded by twisted madronas and undisturbed forest. Free from ornamental gardens or pastoral affectations, the home feels carved from its setting rather than imposed upon it. Radiant heat concrete floors anchor the main level, with exposed beams and a strong architectural presence throughout. Above, a bright, lofty primary suite feels elevated, private, and refined, while a separate cozy den, once a bedroom, offers flexible living space. Large windows frame the landscape like living art. Foxes, Snow Geese, Bald Eagles, and ducks move freely across the land and water. A detached shed with power offers future ADU potential. Preserved surroundings ensure enduring privacy and a sanctuary shaped and protected by nature.

96 Pleasant Pond Lane, Friday Harbor

Listing courtesy of eXp Realty.

$349,500
2 Beds 1 Baths 2449235 MLS ACTIVE Status
Stuart Island Retreat! Tucked among lush greenery on a private 0.56-acre lot on Stuart Island, this 3-bed, 1-bath home offers 1,038 sq ft of inviting living space that feels like a cozy tree house. Multiple wood decks create indoor-outdoor living with open interior. A 128 sq ft garage provides extra convenience, and an almost-new 2024 4-wheeler is included (used only to access property). Also included is a 3,484.80 sq ft special-use hangar lot just off the main airstrip, offering added ease and flexibility for travel to and from the island. The community features a beach, airstrip, and boat launching area, with a desirable south-facing orientation overlooking historic Roche Harbor. This tranquil escape blends comfort and coastal beauty.

156 Vista Place, Friday Harbor

Listing courtesy of COMPASS.

$3,799,900
4 Beds 5 Baths 2409167 MLS ACTIVE Status
The iconic contemporary home everyone has been asking about on San Juan Island. Overlooking the Seattle Yacht Club Marina & harbor with spectacular views of Mount Baker. This unique-designed estate was created by architect Anna Howden and sustainably built with striking Cor-Ten steel siding composed of nickel, copper & steel with clear cedar accents on exteriors. Rustic-Modern would be the best description of this multi building estate, designed by a family architect that has a footprint history of island properties designed. The 3,555 SF main residence features an open gourmet kitchen flowing to the living room with views of Mount Baker and marine life. Use of a free-flowing floating staircase or use elevator access to the lower level. Primary suite with full bath, large walk-in closet on main level & half bath. Guest bedroom, a Flex room may be a possible 3rd bedroom, 1 full bath, 3/4 bath on lower level. Detached 1-bedroom apartment building includes a full kitchen, full bath & office/bedroom w/3/4 bath. Apartment ideal for guests with full studio to work-from-home. Two separate attached single-car garages, an On-demand generator for both buildings. Radiant heated floors in both buildings. Zoned Multi-Family for investment income rentals. Guest apartment building currently rented to 12/31/2026 @ $5000/month. Become inspired with the water, marina & mountain views from every room. Additional photos & video tour available. A personal tour will dazzle your imagination.

630 Harrison Street, Friday Harbor

Listing courtesy of Better Properties of San Juan.

$11,000,000
3 Beds 4 Baths 2255472 MLS ACTIVE Status
Perched at the water’s edge on the coveted southwest shores of San Juan Island. Showcasing exquisite craftsmanship throughout. The great room, with a soaring ceiling and floor to ceiling river rock fireplace, flows to a stone patio overlooking Haro Strait and the Olympic Mountains. The main floor primary suite affords spectacular water and mountain views. The lower level features a home theater, water view guest suite, workshop with stainless steel countertops, and a large laundry room with a dog wash station. 1165 sf guest cottage, two 3-car garages, a 4-bay service garage, and landscaping serviced with a smart water system. State-of-the-art D-Salinization water system. 3.2 acres and 368 ft of shoreline. Being sold Turn-key!

535 MacGinitie Road, Friday Harbor

Listing courtesy of Coldwell Banker San Juan Is..

Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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