Friday Harbor Homes under $500,000

Welcome to Friday Harbor, a picturesque gem nestled in the heart of the San Juan Islands in Washington State. This charming town, known for its stunning waterfront views and vibrant community, offers a unique blend of natural beauty and small-town warmth. With its rich maritime history and a bustling harbor filled with boats, Friday Harbor is not just a place to live; it's a lifestyle choice.

Imagine waking up to the gentle sound of waves lapping against the shore and the fresh scent of ocean air. Friday Harbor boasts a plethora of outdoor activities, from kayaking in the serene waters to hiking through lush forests and exploring the breathtaking landscapes of San Juan Island. The town is also home to an array of local shops, art galleries, and delightful eateries, making it a hub of creativity and culture.

For those seeking a home in this idyllic setting, you'll be pleased to know that Friday Harbor offers a selection of charming properties priced under $500,000. Whether you're looking for a cozy cottage, a modern condo, or a quaint bungalow, there are options available that allow you to embrace island living without breaking the bank. These homes provide the perfect opportunity to enjoy the tranquility of island life while being just a stone's throw away from the vibrant community.

Discover the magic of Friday Harbor, where your dream home awaits amidst stunning landscapes and a welcoming community. Don’t miss the chance to make this enchanting town your new home!

Newest Friday Harbor Homes under $500,000

1785 Douglas Road Unit #24, Friday Harbor

$279,000

3 Beds ⋅ 2 Baths ⋅ 2579305 MLS ⋅ ACTIVE Status

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

250 Tucker Avenue Unit #2, Friday Harbor

$295,000

1 Baths ⋅ 2577577 MLS ⋅ ACTIVE Status

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

$239,000

1 Beds ⋅ 1 Baths ⋅ 2566014 MLS ⋅ ACTIVE Status

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

250 Tucker Avenue Unit #3, Friday Harbor

$275,000

1 Baths ⋅ 2562805 MLS ⋅ ACTIVE Status

Investment opportunity! Successful short-term, turn-key vacation rental in Friday Harbor that has a high booking rate and generates great income. Close proximity to the ferry, port, town & amenities. This is 1 of 10 units at Sandpiper grandfathered in & approved with the Town for nightly vacation rentals. With smart features, you can conveniently manage this rental remotely. Amenities onsite include an outside BBQ area, coin operated laundry room, updated fitness center, and the HOA is working to open the pool. This is your chance to own something on San Juan that pays for itself while you're away.

250 Tucker Avenue Unit #3, Friday Harbor

Listing Broker: Island Grp Sotheby's Int Rlty; Terese Prescott; 360-298-0824; terese@sanjuans.com

$365,000

2 Beds ⋅ 2 Baths ⋅ 2544762 MLS ⋅ ACTIVE Status

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

$397,500

1 Beds ⋅ 1 Baths ⋅ 2543586 MLS ⋅ ACTIVE Status

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 ⋅ ACTIVE Status

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

$190,000

2527232 MLS ⋅ ACTIVE Status

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

$479,500

3 Beds ⋅ 2 Baths ⋅ 2524303 MLS ⋅ ACTIVE Status

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

$249,000

2495773 MLS ⋅ ACTIVE Status

40 Ft private slip available in Cannery Village Marina. Located in the Town of Friday Harbor, right next to the ferry landing. Slip #5 includes bumpers, 30 amp power, water, garbage service and a secure gated entrance. These slips are in impeccable condition. New steel pilings were recently installed. A great opportunity to own one of the few private slips in a very convenient location.

Warbass Way Unit #5, Friday Harbor

Listing Broker: Island Grp Sotheby's Int Rlty; Terese Prescott; 360-298-0824; terese@sanjuans.com

$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 Broker: COMPASS; Wally Gudgell; 360-507-5443; wally@compass.com

250 Tucker Avenue Unit #24, Friday Harbor

$345,000

1 Beds ⋅ 1 Baths ⋅ 2449009 MLS ⋅ ACTIVE Status

THIS IS A TRANSIENT RENTAL. This beautifully remodeled, turnkey 1-bedroom condo is the largest of four condos approved for nightly rentals by the town. Currently listed on Airbnb, it offers a charming and lucrative investment opportunity, with rental income details available upon request. Located within walking distance of downtown and the ferry, it’s the perfect way to own a piece of the island. Enjoy onsite amenities such as a new coin operated laundry, a fitness room, and a seasonal pool that is currently closed with hopes of reopening in the next year or two. The owner is a real estate agent.

250 Tucker Avenue Unit #24, Friday Harbor

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

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