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1785 Douglas Road Unit #24, Friday Harbor
$279,000
3 Beds ⋅ 2 Baths ⋅ 2579305 MLS
Time to enjoy a peaceful, safe, and affordable community on San Juan Island. Home is ideally located featuring a private backyard that looks out toward beautiful tall trees & sits directly across from the community pond—as one of the most desirable locations within The Oaks. With 1,860 square feet of interior living space, this spacious home provides plenty of room to relax & enjoy island living. An added enclosed sunroom at the back of the home offers additional year-round living space. Home includes a large living room, three bedrooms & two full bathrooms. An attached carport provides convenient, covered entry into the home, plus a storage shed offers space for tools, gardening supplies & more. #24 has mature landscaping surrounding this property, creating a private and peaceful setting. The Oaks is known for its sidewalks, wide streets & beautifully maintained common areas—perfect for leisurely walks, enjoying the outdoors, or relaxing beneath the majestic oak trees. Located close to the hospital and the town of Friday Harbor, yet offering a sense of peaceful retreat, The Residents of The Oaks appreciate the well-kept surroundings, quiet atmosphere, and the ability to safely walk, relax, read, and enjoy the community. Home #24 offers one of the finest locations in The Oaks. With thoughtful updates, this affordable San Juan Island home can become the perfect place to enjoy island living. Come see all that #24 at The Oaks has to offer—you may just find your new home.

1785 Douglas Road Unit #24, Friday Harbor

Listing Broker: Better Properties of San Juan; James M. Carroll; 360-298-5034; SanJuanIsland@aol.com

505 Rose Lane, Friday Harbor
$587,000
3 Beds ⋅ 2 Baths ⋅ 2578809 MLS ⋅ The Evergreen Addition BLDG.
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; 360-378-7330; schaffer@rockisland.com

250 Tucker Avenue Unit #2, Friday Harbor
$295,000
1 Baths ⋅ 2577577 MLS ⋅ Sandpiper BLDG.
Charming, fully remodeled studio with active vacation rental permit and strong short-term rental income history! This turnkey island retreat has been successfully operating on Airbnb, offering an excellent opportunity for investors seeking immediate cash flow or buyers looking for a personal getaway with income potential. Thoughtfully updated and tastefully furnished, this unit is truly move-in or rent-ready from day one. Easy access unit is just off parking area, with level entry. Back door to quiet shared entry/deck. The building features peaceful common areas perfect for relaxing, an updated laundry room, dedicated exercise space, and off-street parking. Ideally located within walking distance to the ferry landing and the heart of Friday Harbor, you and your guests will enjoy easy access to delightful shops, restaurants, and museums. Whether you’re expanding your investment portfolio or dreaming of your own island escape, this delightful studio delivers location, lifestyle, and income potential all in one package.

250 Tucker Avenue Unit #2, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Kelly Snow; ; kelly@sanjuanislands.com

250 Tucker Avenue Unit #18, Friday Harbor
$204,950
1 Beds ⋅ 1 Baths ⋅ 2566014 MLS ⋅ SANDPIPER CONDOMINIUM BLDG.
Completely renovated and move-in ready, this bright second-floor corner condo offers an excellent opportunity for affordable island living. With windows on two sides, the corner location provides abundant natural light throughout the home, and the second-story setting means no neighbors above you for added peace and privacy. Recent updates include fresh interior paint, new countertops, new bathroom fixtures, new appliances, new wall heaters, new switches and thermostats, new lighting, and mirrored sliding closet doors in the bedroom. A storage garage is available to be retained for $60 per month. The HOA is currently working toward reopening the community pool. This completely remodeled condo is move in ready. Please note this property is not approved for vacation rentals.

250 Tucker Avenue Unit #18, Friday Harbor

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

449 Madrona Drive, Friday Harbor
$365,000
2 Beds ⋅ 2 Baths ⋅ 2544762 MLS ⋅ Esterre Haro Straight BLDG.
This is not whole ownership, but a new shared ownership concept for second homes. You can own an equity interest in a curated portfolio of five homes in Washington State's most desirable locations. Enjoy over a month of flexible use annually without the burdens and expense of upkeep and management. As the network of locations and homes grows, you will have access to and use of all of them. Each home offers a unique experience and comes fully furnished with special amenities. This home is perched above Haro Strait with breathtaking views of the Canadian Gulf Islands from every room. Explore the charms of nearby Roche Harbor or Friday Harbor, and discover the many unique activities that San Juan Island has to offer.

449 Madrona Drive, Friday Harbor

Listing Broker: Windermere RE San Juan Islands; Rebecca Hughes; 360-298-1923; rebeccash@windermere.com

4026 Roche Harbor Road, Friday Harbor
$397,500
1 Beds ⋅ 1 Baths ⋅ 2543586 MLS
Discover the opportunity to own a piece of beautiful San Juan Island with this charming 792-square-foot cabin. Whether you're seeking a cozy full-time residence, a weekend retreat, or a vacation getaway, this property offers the perfect island setting. Ideally located across from Sportsman Lake, the home sits nearly equidistant between Friday Harbor and Roche Harbor, providing convenient access to dining, shopping, marinas, and island amenities. Enjoy the many recreational opportunities that make San Juan Island a sought-after destination, including boating, biking, kayaking, hiking, wildlife viewing, and more.Whether you're looking to embrace island living or create a peaceful escape from the mainland, this property offers an excellent opportunity in a desirable central location. This property is part of a First Look program. It allows owner occupant buyers to have their offers negotiated on day 8 of being listed. Owner occupants are those buyers that will occupy the property as their principal residence within 60 days of closing and will maintain their occupancy for at least 1 year. These buyers are required to sign an Owner Occupant Certification as part of the contract. An investor, trust, vacation or part-time residence, or purchasing for another person will be considered an investor and are not eligible for First Look. Investor offers are negotiated on day 31 of listing.

4026 Roche Harbor Road, Friday Harbor

Listing Broker: Keller Williams Western Realty; Stephanie L. Johnson; 360-739-9625; stephanie@reonorthwest.com

1785 Douglas Road Unit #60, Friday Harbor
$245,000
3 Beds ⋅ 2 Baths ⋅ 2486420 MLS
This is the island home you have been waiting for! Live affordably at The Oaks. 1404 sq feet. 3 bedroom, 2 full baths. Newer appliances (Range/double oven & dishwasher new 2020-21).Furnace added October 2021. New roof in 2023. New free standing wood stove added in 2023. Only home in The Oaks that has an extra large garage with shop and a carport; 560 sq foot 2 car detached insulated garage with heated shop/storage space plus an additional 448 sq foot carport. Extra wide parking pad area for vehicles. Large 6 foot tall privacy deck (478 sq feet) on entire back of house with a covered sitting shed for your enjoyment come rain or shine. Plus fully fenced back yard, great for pet(s). Yard has 2 Fruit trees & 1 raised garden bed with raspberries. Beautiful roses out front and more! Home faces due West for that extra afternoon/evening sunshine. Large sunny community park across the street to relax & enjoy.

1785 Douglas Road Unit #60, Friday Harbor

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

620 Warbass Way Unit #41, Friday Harbor
$190,000
2527232 MLS ⋅ Caprons Landing Marina BLDG.
An amazing opportunity in Warbass Way Marina! Enjoy year-round moorage with this desirable 40-ft slip (#41) offering easy access and a prime location just steps from Friday Harbor’s shops, restaurants, and the ferry landing. Warbass Way is a 50-slip condominium marina with amenities including coin-operated laundry and showers, 72-hour street parking, long-term parking nearby, and several short-term visitor spaces. There is holding tank pump-out available to every slip at no charge. Each slip also has access to fresh water and electricity. Don’t miss this ideal home base for exploring the San Juan Islands—boating life has never looked better!

620 Warbass Way Unit #41, Friday Harbor

Listing Broker: Windermere RE San Juan Islands; Susan Waters; 360-317-8264; susanwaters@windermere.com

618 Finnegan Way, Friday Harbor
$479,500
3 Beds ⋅ 2 Baths ⋅ 2524303 MLS ⋅ Finnegan Way Ph 2 BLDG.
Check out this like-new home on San Juan Island! It’s got a great layout with a bedroom and bathroom on the main floor, plus upstairs you’ll find the primary bedroom with a walk-in closet, a third bedroom, a full bathroom, and a roomy laundry area.The home features stainless steel appliances, vaulted ceilings, and durable laminate flooring. It’s also set up for high-speed fiber optic internet if you need to stay connected.Enjoy sunny, south-facing decks on both levels—perfect for relaxing or hanging out with friends. You’re just a short distance to downtown Friday Harbor, schools, and sports fields. Neighborhood offers a community sunny picnic area out your front door. There’s extra storage under the house and the road is paved for easy access. By appt.

618 Finnegan Way, Friday Harbor

Listing Broker: Coldwell Banker San Juan Is.; Michele Mayer; 360-317-5683; michele@sanjuanislands.com

621 Finnegan Way, Friday Harbor
$600,000
3 Beds ⋅ 2 Baths ⋅ 2507109 MLS
Brand-new construction completed in 2026, this 3-bedroom, 2-bath home sits on a desirable corner lot in an up-and-coming Friday Harbor townhouse neighborhood. Featuring all-new appliances and fixtures, high-speed internet, and modern finishes throughout, this home offers both comfort and convenience. The primary suite includes a walk-in closet and private balcony, while off-street parking and paved road access add everyday practicality. One of four newly constructed homes, the property is located just a short walk from downtown Friday Harbor and all its amenities. Currently rented for $2,500 per month, this is a great opportunity to own a brand-new home with income potential in one of Friday Harbor’s growing neighborhoods.

621 Finnegan Way, Friday Harbor

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

625 Harrison Street Unit #A, Friday Harbor
$560,000
2 Beds ⋅ 2 Baths ⋅ 2504989 MLS ⋅ Portobello BLDG.
Perfectly positioned just moments from the heart of Friday Harbor, this inviting single-level condo offers an ideal blend of comfort, convenience, and Northwest charm. Enjoy easy living with ramp access, tall ceilings, and expansive windows that fill the unit with natural light while framing beautiful water views over the harbor to Brown Island and Mt. Baker beyond. The open living, dining, and kitchen flow seamlessly to a covered veranda—perfect for morning coffee or evening relaxation. Two bedrooms, including a spacious primary with en-suite bath, provide flexibility for guests or remote work. Covered parking, storage, and low-maintenance living enhance everyday ease. Just minutes to town, ferry, marinas, shops, and restaurants, this is a rare opportunity to enjoy walkable island living in a quiet, well-situated community.

625 Harrison Street Unit #A, Friday Harbor

Listing Broker: Windermere RE San Juan Islands; Annie Bryant; 360-298-0649; anniebryant@windermere.com

1014 Park Street Unit #1B, Friday Harbor
$519,000
2 Beds ⋅ 2 Baths ⋅ 2496649 MLS ⋅ Park Plaza Condos BLDG.
Recent Price Improvement for this Sparkling & 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 Broker: Better Properties of San Juan; James M. Carroll; 360-298-5034; SanJuanIsland@aol.com

156 Vista Place, Friday Harbor
$349,500
2 Beds ⋅ 1 Baths ⋅ 2449235 MLS
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 Broker: COMPASS; Wally Gudgell; 360-507-5443; wally@compass.com

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