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$2,195,000
3 Beds ⋅ 3 Baths ⋅ 2581871 MLS ⋅ ACTIVE Status
Captivating views of Mt. Baker and San Juan Channel set the stage for this beautifully appointed island retreat on 8.85 private acres. Impeccably maintained and thoughtfully remodeled in 2017, this 3-bedroom home with 2 full baths and a powder room blends understated elegance with exceptional comfort. Soaring 12-foot ceilings and dramatic floor-to-ceiling windows fill the main living area with natural light while framing the surrounding landscape and views. A striking double-sided fireplace creates warmth and connection between living spaces, while the beautifully equipped kitchen features top-of-the-line appliances and an induction cooktop for effortless entertaining. The thoughtfully designed floor plan provides a private primary retreat, well separated from the guest bedrooms, creating privacy for owners and visitors alike. A separate den/workout room adds additional flexibility. Crushed granite pathways surround the home and complement thoughtfully designed drought-resistant landscaping. Beyond, the 8.85-acre setting features a tranquil pond, fenced orchard, and versatile barn—an inviting space for gatherings, hobbies, projects, or generous storage. Extensive solar power system installed and activated in April 2026. A distinctive San Juan Island property offering privacy, views, acreage, and an exceptional island lifestyle.

144 Jensen Bay Road, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Lisa Brooks; ;

$769,000
3 Beds ⋅ 2 Baths ⋅ 2582140 MLS ⋅ ACTIVE Status
Charming 1-story home in Portland Fair on 1.47 acres with 1,461 SF, 3 bedrooms, and 1½ baths. Features include an updated kitchen, newer roof, a partially fenced backyard with patio, a French drain, level areas ideal for gardening, and plenty of storage with a 1-car garage, shed/shop, and garden shed. Paved roads and a paved loop driveway provide easy access. Property backs up to wooded acreage offering a peaceful, private setting with room to enjoy the outdoors. Note: photos with furnishings are virtually staged.

842 Treeline Drive, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Laura Boulton; ;

$587,000
3 Beds ⋅ 2 Baths ⋅ 2578809 MLS ⋅ ACTIVE Status
In-Town Single-Level Home with RV Parking. Charming single-level 3-bedroom, 1.5-bath home in a quiet in-town neighborhood, conveniently located near the elementary school and within walking distance of shops, restaurants, and the ferry. The spacious kitchen offers plenty of room for a large dining table and opens to the living room, creating a comfortable, inviting space for everyday living and entertaining. The former attached single-car garage has been converted into a finished 352 sq. ft. shop, recreation, and storage area, providing flexible bonus space for a variety of uses. Outside, enjoy a large, fully fenced, low-maintenance backyard with additional storage space and dedicated RV parking with 30 amp electrical hookup. The home offers 1,086 sq. ft. of living space, plus the 352 sq. ft. converted garage area, for a total of approximately 1,438 sq. ft. of usable space. A great combination of in-town convenience, flexible space, and a generous backyard.

505 Rose Lane, Friday Harbor

Listing Broker: Windermere RE San Juan Islands; Annette Schaffer; ;

$1,450,000
1 Beds ⋅ 1 Baths ⋅ 2576275 MLS ⋅ ACTIVE Status
Charming bungalow with stunning southwest water views and a community beach just steps from your front door. Located in the Davidson Head neighborhood of Roche Harbor, this area offers excellent opportunities for boating, kayaking, and paddleboarding. The home includes your very own registered mooring buoy. This highly sought-after 1-bedroom, 1-bath bungalow sits on a partially wooded ½-acre lot, providing a perfect blend of privacy and tranquility. A detached shed/workshop offers additional storage or a space for creative projects. This prime location is just minutes away from the vibrant amenities at Roche Harbor Resort, which include a variety of restaurants, shops, spa, grocery store, post office, seasonal outdoor pool, pickleball, tennis, marina, airstrip, and marina that is seaplane accessible. The inactive vacation rental permit is in the process of being renewed. This property truly represents a wonderful opportunity to embrace a serene lifestyle in a desirable world-class resort community.

40 Brooks Lane, Friday Harbor

Listing Broker: Coldwell Banker Bain; Stephanie L Buffum; ;

$825,000
3 Beds ⋅ 2 Baths ⋅ 2563805 MLS ⋅ ACTIVE Status
Beautiful family home at Cape San Juan! This 3-bedroom, 2-bath home sits on over half an acre and offers a private setting with no homes built on either side. The fully fenced backyard is beautifully landscaped with trees and features a large deck, perfect for relaxing or entertaining. Inside, you'll find skylights that fill the home with natural light, upgraded bathrooms, and a newer roof for added peace of mind. Enjoy access to all of the Cape San Juan community amenities while living in a home that's truly move-in ready. This is a wonderful opportunity to make this beautiful property your new home.

142 Vista Way, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Chuck Payne; 360-378-8156; chuck@sanjuanislands.com

$749,000
4 Beds ⋅ 2 Baths ⋅ 2553895 MLS ⋅ ACTIVE Status
Welcome to this beautifully built 4-bedroom, 2-bath home, ideally situated on a spacious corner lot in one of the area’s most desirable neighborhoods, just minutes from town. Perched on a sunny hillside, the home features thoughtful design, modern finishes, abundant natural light, and an open, inviting floor plan. A lavender-lined entry leads up to a welcoming covered porch and bright foyer. The generous primary suite features a spacious en-suite bath and walk-in closet. A centrally located study, office, or additional bedroom offers flexible space to suit your needs, while two additional bedrooms share a convenient full bath. The detached two-car garage provides ample room for vehicles, storage, or a workshop, and the expansive yard offers plenty of space for gardening, entertaining, or simply enjoying the peaceful surroundings. Nature is right outside your door, with nearby Land Bank open space, picturesque farmland, and Linde Park providing easy access to walking trails and outdoor recreation. Enjoy the tranquility of a quiet neighborhood while remaining close to shopping, schools, dining, the Port of Friday Harbor, airport, hospital, and other essential services. Move-in ready and beautifully located, this home offers an exceptional combination of comfort, convenience, and access to the natural beauty of San Juan Island. A must-see!

533 Kelsando Circle, Friday Harbor

Listing Broker: Windermere RE San Juan Islands; Vail McClure; 360-378-3600; vailsanjuan@gmail.com

$6,950,000
3 Beds ⋅ 5 Baths ⋅ 2557051 MLS ⋅ ACTIVE Status
First time ever offered, this extraordinary waterfront estate represents the pinnacle of San Juan Island living. Perfectly positioned at the end of Yacht Haven, this private 1.76± acre legacy property offers 389 feet of shoreline, owned tidelands, a mooring buoy, and an exceptional private year-round deep-water dock with approximately 64 feet of outside moorage and 58 feet inside the floats— the perfect setting to host unforgettable waterfront gatherings with friends. The 4,638 SF residence was thoughtfully designed to embrace the beauty of its surroundings, featuring soaring ceilings, open-concept one-level living, expansive entertaining spaces, an office/flex room, and walls of glass framing captivating bay views. Beautifully landscaped grounds blend seamlessly with the natural setting, while a detached outbuilding offers versatile space for vessel storage, recreational equipment, a workshop, and additional storage. An attached three-car garage and automatic whole-house generator provide exceptional comfort and peace of mind. A second parcel includes a charming 980 SF guest cottage with two bedrooms, 1.5 baths, a full kitchen, and a private view deck. Located just inside Garrison Bay with quick, protected access to open water, enjoy world-class salmon fishing, crabbing, whale watching, island cruising, and kayaking from your private dock. Whether departing by yacht or arriving by floatplane, every arrival feels like a getaway and every day is lived on the water.

28 Fir Lane, Friday Harbor

Listing Broker: Coldwell Banker Bain; Shannon Lackey; 707-332-5907; Shannon.lackey@icloud.com

$945,000
2 Beds ⋅ 3 Baths ⋅ 2553207 MLS ⋅ ACTIVE Status
Architecturally designed and quality built, this beautiful home is nestled among the trees, offering privacy, tranquility, and timeless appeal. The light-filled open floor plan seamlessly connects the living room, dining area, and spacious primary suite, all of which open onto an expansive private deck—perfect for relaxing, entertaining, or simply enjoying the peaceful natural surroundings. Beautiful windows, French doors, and a dramatic vaulted ceiling with a large skylight fill the home with abundant natural light. Two generous bedrooms plus a dedicated office provide flexible living space, while custom built-in bookcases add warmth, character, and functionality throughout. The attached two-car garage includes a separate storage room, providing plenty of space for vehicles, hobbies, and outdoor gear. If you're looking for a thoughtfully designed home in a serene woodland setting, this is one you won't want to miss.

918 Terrace Drive, Friday Harbor

Listing Broker: Windermere RE San Juan Islands; Annette Schaffer; 360-378-7330; schaffer@rockisland.com

$869,000
1 Beds ⋅ 1 Baths ⋅ 2549293 MLS ⋅ ACTIVE Status
Discover the charm of island living at this beautifully updated Mitchell Bay waterfront cottage. Nestled on 1.2 acres with 200± feet of shoreline, this private and cozy 1 bedroom, 1 bath retreat offers 680± sf of thoughtfully renovated living, blending modern comfort with timeless cabin appeal. Wake to the sights of herons, eagles, and ever changing tides, then spend your days exploring nearby Mitchell Hill, English Camp, or the dining, marina, and resort amenities of Roche Harbor. Designed for easy ownership with a durable metal roof, natural landscaping, and an efficient ductless heat pump, this turnkey property is the perfect weekend escape or island retreat. Owner is licensed WA real estate broker.

42 Kingfisher Lane, Friday Harbor

Listing Broker: Windermere RE San Juan Islands; Gregory King; 360-378-3600; greg@gregkingsanjuan.com

$3,990,000
5 Beds ⋅ 6 Baths ⋅ 2532527 MLS ⋅ ACTIVE Status
Encompassing 18 scenic acres across 3 parcels, this exceptional estate offers a rare opportunity for multi-generational living, future development, and flexible use. Featuring multiple residences, event spaces, specialty buildings, and room to expand, the property is ideal for creating a private compound or legacy retreat. The main residence includes 2 spacious living suites, a chef’s kitchen, and expansive decks with sweeping Olympic Mountain views. All Ipe wood decking! A separate guest house with its own deck provides comfortable accommodations for extended living or visitors, while the additional home on Bullfrog Road captures beautiful ocean and mountain views with a large backyard and recreation space. Additional structures include a versatile multi-use building for living space, studio, gallery, or events, a peaceful meditation cabin, and a flexible fitness house suited for wellness, hobbies, or creative pursuits. The greenhouse and fully fenced raised-bed gardens support productive year-round growing. Maintenance shop stores tools, supplies, vehicles, and service crew bathroom. A large garage and workshop building offers excellent storage, office, bathroom, or vehicle collection potential. Multiple gated entrances provide added privacy and convenience. This unique property combines existing infrastructure, development potential, and endless possibilities in an extraordinary setting. Come tour this rare opportunity!

398 Hannah Road, Friday Harbor

Listing Broker: American Dream R. E. Services; Forbes Hansen; 360-507-5175; forbesahansen@gmail.com

$1,595,000
2 Beds ⋅ 2 Baths ⋅ 2525585 MLS ⋅ ACTIVE Status
A charming island cottage retreat on a spectacular waterfront property. Set on 5.6+/- private acres with an extraordinary 741 feet of medium-bank waterfront, the property showcases sweeping east-facing views of Mt. Baker, Wasp Passage, Orcas Island and the Cascade Mountains. Surrounded by evergreens and neighboring large-acreage properties, this sunny retreat offers exceptional privacy and a true connection to the natural beauty of the San Juan Islands. The thoughtfully designed 984-square-foot home features 2 bedroom, 1 bonus room, and 2 baths, with warm, inviting interiors and abundant natural light throughout. Expansive decks create seamless indoor-outdoor living and provide the perfect setting for entertaining, relaxing, and taking in the ever-changing marine vistas. With ample space and an ideal building site closer to the waterfront for a future primary residence, the possibilities are as inspiring as the setting itself. A rare opportunity to experience the unmatched pace, privacy, and beauty of island life and be within minutes of Friday Harbor.

92 Flagpoint Lane, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Jane Sawyer; 360-317-8609; jane@sanjuanislands.com

$725,000
3 Beds ⋅ 2 Baths ⋅ 2514739 MLS ⋅ ACTIVE Status
Enjoy the ease of island living in this well-maintained 3 bedroom, 2 bath home with dedicated office space, offering 1870 sf of comfortable single-level living on .76 acres. Conveniently located just minutes from town, schools, shopping, dining, and other everyday amenities, this property combines privacy with accessibility. Designed for comfortable living and entertaining, the open-concept kitchen and living area feature bar seating and a natural flow for gathering with friends. The spacious primary suite serves as a peaceful retreat, complete with an en suite bath and relaxing jetted tub. Skylights fill the home with natural light, while a ductless heat pump, propane stove, and wood stove provide year round comfort. Outside, mature landscaping creates an attractive, low maintenance setting, complemented by a 2 car garage and durable metal roof. Move-in ready and thoughtfully cared for, this inviting property offers a wonderful opportunity to enjoy the San Juan Island lifestyle.

93 Heather Court, Friday Harbor

Listing Broker: Windermere RE San Juan Islands; Gregory King; 360-378-3600; greg@gregkingsanjuan.com

$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 Broker: Coldwell Banker San Juan Is.; Jane Sawyer; 360-378-2101; jane@sanjuanislands.com

$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 Broker: Coldwell Banker San Juan Is.; Nancy Young; ; nancy@sanjuanislands.com

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