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67 Main Street Unit #105, Orcas Island
$335,000
2 Beds ⋅ 1 Baths ⋅ 2593389 MLS ⋅ ACTIVE Status
Investment opportunity at the Landmark Inn in the heart of Eastsound. Unit 105 is a furnished 2-bedroom, 1-bath condominium operated as part of the Inn’s managed short-term rental program. This is not a full-time residential condominium; owner occupancy is limited to 45 days per year, with additional seasonal restrictions.The south-facing unit enjoys natural light throughout the year and features a private second-level deck with waterfront views across East Sound. Directly across from Waterfront Park, guests can enjoy easy shoreline access for kayaking, paddleboarding, picnics, and beachcombing, with Eastsound’s restaurants, shops, galleries, and services close by.Offered turnkey with furnishings included, the established lodging and management structure provides an appealing opportunity for a buyer seeking an Orcas Island investment property with limited personal use. Showings are subject to guest occupancy and availability. Off-street parking.

67 Main Street Unit #105, Orcas Island

Listing Broker: Orcas Island Realty; Deborah J. Jones; 360-298-4558; dhjoneshomes@gmail.com

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
$204,950
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

178 Lover's Lane Unit #A202, Orcas Island
$245,000
1 Beds ⋅ 1 Baths ⋅ 2557899 MLS ⋅ ACTIVE Status
Sunny and move-in ready! This second level, one bedroom-building A, Driftwood condo is ready for your most discerning buyers! The condo features an immaculate kitchen that was partially remodeled just a few years ago. The kitchen features ceramic tile flooring and a large stainless steel, single basin sink and under cabinet lighting. The open area living room flows seamlessly into the dining and kitchen areas. Lovely vinyl plank flooring runs through the living room, dining room, hallway and bedroom. Lots of afternoon sunshine in the living room and kitchen and morning sunshine fills the bedroom. You'll find a full bath with plenty of counter space. There is ample storage space in the unit, including a large bedroom closet, plus hallway closet and linen closet . The bedroom enjoys beautiful morning light and looks out over the common outdoor green space, an ideal area for summer gatherings. Unit includes one parking space. Common laundry room is in the same building. Monthly dues (currently $358) include: Common Area Maintenance, Garbage, Road Maintenance, Sewer, Snow Removal, Water. Some photos are virtually staged.

178 Lover's Lane Unit #A202, Orcas Island

Listing Broker: True North Realty; Chantelle Hildreth; 360-317-6581; chantelle@orcas-island.com

449 Madrona Drive, Friday Harbor
$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

4026 Roche Harbor Road, Friday Harbor
$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

618 Finnegan Way, Friday Harbor
$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

205 Makah Street, Center Island
$480,000
2 Beds ⋅ 2 Baths ⋅ 2504140 MLS ⋅ ACTIVE Status
Welcome to the heart-shaped paradise of 180-acre Center Island—where days are filled with fishing, crabbing, kayaking, and boating, and nights are spent on the deck under star-filled skies. This charming, furnished Lindal cedar home offers vaulted ceilings, an airy open floor plan, and high-end finishes. After your adventures, unwind in the main-floor bedroom or retreat to the spacious upstairs hideaway. Golf cart garage attached, PLUS this property offers a rare island find- a nice shop with an upstairs unfinished bonus space! Community members enjoy 2 docks, airstrip, clubhouse, and a golf-cart-only lifestyle—just a 30-minute water taxi from Anacortes. Yes, you can live in this peaceful island year 'round OR just come for the weekend!

205 Makah Street, Center Island

Listing Broker: John L. Scott RE Cle Elum; Stephanie Zipperer; 509-674-6336; StephanieMo@JohnLScott.com

473 Wishkah Lane, Center Island
$365,000
2 Beds ⋅ 2 Baths ⋅ 2491240 MLS ⋅ ACTIVE Status
Craftsmanship and character define this one-of-a-kind log cabin retreat, built with local logs, vintage windows, and wide-plank flooring. The centrally located wood stove keeps the whole home warm, and the stocked woodshed means you’re set for the season. A cozy sleeping loft invites slow mornings, while the open great-room layout keeps cooking, relaxing, and gathering all in one easy flow. Enjoy the sounds of the birds while you have your morning coffee on the covered porch. You may even have a deer come by for a visit. A separate one-bedroom studio gives guests their own space, complete with a half bath. Tall firs surround the cabin, yet the southwest exposure brings in generous natural light. A well-designed shop and attached golf-cart carport keep tools and gear protected. The property is offered turn-key, including furnishings, golf cart, and crab pots. Just bring your toothbrush and start enjoying island life. Pilots will appreciate the quick access to Center Island’s private 1,600' airstrip — perfect for spontaneous fly-ins and weekend escapes. Center Island is non-ferry-served, so no long ferry lines; two water taxis run multiple trips daily, typically a 30-minute ride from Anacortes. The community offers full-time caretakers, two deep-water docks, a clubhouse with laundry and full kitchen, waterfront picnic areas, and scenic roads and trails. Broadband available. $257 special assmt 2026. Community water system is only available to homes occupied 180 days or less.

473 Wishkah Lane, Center Island

Listing Broker: Windermere RE Anacortes Prop.; Sarah E. Jones; 360-333-2783; sarahj@windermere.com

436 Marine Lane, Stuart Island
$375,000
2 Beds ⋅ 1 Baths ⋅ 2487574 MLS ⋅ ACTIVE Status
BOAT or FLY In & escape to the quiet charm of Stuart Island & experience cabin life the way it was meant to be! Nestled among proud evergreens, this cozy island retreat offers the perfect place to unplug & enjoy the beauty of the outer San Juans. Spend your days exploring nearby beaches, crabbing & fishing in surrounding waters, or hiking to the iconic Turn Point Lighthouse. Inside, the warm & inviting cabin captures the spirit of classic PNW getaways. A 1 owner abode, with a cozy great room with a wood burning fireplace, an efficient & quaint kitchen plus you’ll love the main floor bedroom & bath. The sleeping loft overlooks the main living area—complete with a firefighter pole for a quick & playful slide down to the great room below. True to its rustic roots, the property also includes a traditional outhouse, adding to the authentic off-grid island experience. A large shed for your tools/toys & the cabin comes furnished. A short boat ride from the vibrant marina, shops & dining at Roche Harbor, this peaceful retreat offers privacy, nature & the rare chance to own a slice of the San Juan Islands’ most beloved outer-island lifestyle. Whether you’re seeking a weekend escape, summer basecamp, or a place to reconnect with nature, this cabin is ready to welcome you. Stuart Island Airway Park (7WA5) is a well maintained, private, grass airstrip that provides the primary transportation option for many of the property owners too. Only a short walk from the airport to the cabin!

436 Marine Lane, Stuart Island

Listing Broker: Windermere Real Estate/HLC; Jill Sjolin; 206-313-6563; jill@windermere.com

156 Vista Place, Friday Harbor
$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

172 Lover's Lane Unit #B201, Orcas Island
$375,000
2 Beds ⋅ 2 Baths ⋅ 2297169 MLS ⋅ ACTIVE Status
Driftwood Condo 2 bed 2 bath upper floor end unit. Unit B201 is in the lower Driftwood "B' building has one of the best locations complete with primary bedroom with private 3/4 bath plus a second bedroom, both backing up to a quiet common area. The condo has new paint, carpet, counters, flooring and updated kitchen! In the hall is a full bathroom convenient for guests/tenant/owner. This unit is plumbed for a washer/dryer in the closet of the 2nd bedroom. There is a coin-op laundry room that serves the B building and another that serves the A building. Entry is into a very spacious living room with a dining/eating area off the kitchen. One parking space is included with each unit with short term guest parking available and long term spaces available for rent. Common area includes large grassy yard area with BBQ's for outdoor gatherings. Dues include water, sewer, outdoor maintenance and management. Very convenient to Eastsound Village, schools, shops, and restaurants. Currently vacant. Rentals allowed but no vacation rentals or leases less than 30 days. Pets allowed. There are House Rules of Conduct and a manangement company. Various high speed ISP's available.

172 Lover's Lane Unit #B201, Orcas Island

Listing Broker: COMPASS; Marty Zier; 360-317-5872; marty.zier@compass.com

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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