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$339,000
2 Beds ⋅ 2 Baths ⋅ 2586961 MLS ⋅ ACTIVE Status
Welcome to a little slice of the Anacortes lifestyle in Skyline. This inviting condo offers a comfortable place to unwind after a day spent exploring the coast, gathering with friends, or simply enjoying the slower pace of life on Fidalgo Island. Step outside and discover what makes Skyline so special: beach access at Cabana and Tugboat parks, green spaces and walking paths, plus tennis, pickleball, basketball, and playgrounds. The community clubhouse and waterfront cabana offer lovely settings for get-togethers, while the nearby marina adds to the neighborhood’s unmistakable seaside feel. Whether you’re looking for a full-time home or a Northwest getaway, this is a place to settle in and enjoy the best of Anacortes.

1710 Skyline Way Unit #B103, Anacortes

Listing Broker: RE/MAX Gateway; Kelli Lang; 360-982-3249; team@kellilang.com

$120,000
2568072 MLS ⋅ ACTIVE Status
Three wooded lots on a special stretch of Woody Lane offer a chance to own a beautiful piece of Guemes Island & create something your own. The sloped property winds through a quintessential PNW forest of mature big leaf maples, fir, cedar & hemlock, with a seasonal stream adding to its natural character. Explore the possibilities for these parcels as a future island retreat, additional acreage, or part of a larger property. Lower property corners are marked & water shares are available for purchase. Ownership includes access to three community beaches. One offers a protected bay, especially nice when the predominant winds pick up, while another has a great boat ramp for launching boats, kayaks & paddleboards. Guemes beaches also offer great crabbing & fishing. The same seller is offering two additional lots directly above on Hideaway Lane with septic, water, power, site work & approved building plans. Purchase all five to create a larger island property & retain greater control over the trees & potential Guemes Channel views from the upper building site. Guemes Island is known for its laid-back character, preserved lands & trails & welcoming community. The general store is a favorite gathering spot with good food, water views & live music, while the community park offers a stage, tennis court & play area for kids. A wonderful opportunity to own a piece of the island & imagine what comes next.

0 NHN Woody Lane, Anacortes

Listing Broker: RE/MAX Gateway; Anya Mayo; 360-941-4988; anya@mayohometeam.com

$675,000
2 Beds ⋅ 1 Baths ⋅ 2574902 MLS ⋅ ACTIVE Status
Settle right into Guemes Island life with this south-facing, medium-bank waterfront property offered at an obtainable price. The thoughtfully designed tiny home lives comfortably with a spacious layout, tall ceilings, heat pump with A/C, and everything needed for easy island living. A huge deck extends the living space outdoors with water views and plenty of room to relax, gather, and enjoy the sunshine. A detached structure currently provides additional living space and could also serve as an office, studio, hobby space, or storage.Ownership includes access to three community beaches, including a protected bay that's great when the winds pick up and another with a community boat ramp for boats, kayaks, and paddleboards. Enjoy island trails and preserved lands, summer music at the Guemes Island Store, and school bus transportation to Anacortes.Enjoy the property just as it is, or change things up down the road. Sell or relocate the tiny home and build a more permanent residence with power, water, and a 2-bedroom septic already installed. Ready to enjoy today, with options for tomorrow.

6938 Channel View Drive, Anacortes

Listing Broker: RE/MAX Gateway; Anya Mayo; 360-941-4988; anya@mayohometeam.com

$225,000
2566574 MLS ⋅ ACTIVE Status
Extensive site preparation has been completed, including a professionally engineered retaining wall with drainage, critical area survey & lot certification. Water is installed with a purchased share through Holiday Hideaway Water Association, & approved building plans are in place with the county. Continue with the existing plans, customize them, or design something entirely your own. Offered as two lots, this property provides outstanding flexibility. The installed septic accommodates two homes with two separate 2-bedroom systems, & a nearby transformer has two available power connections, making it easier to develop the second lot. Whether you envision a guest house, multi-generational living, investment opportunity, or additional privacy, the possibilities are exceptional. With selective tree removal—you own the trees—the property has potential for beautiful water views down Guemes Channel. Ownership also includes access to three community beaches, including one with a boat ramp. Launch a boat, kayak or paddleboard, or enjoy the amazing local crabbing. Whether you're dreaming of a full-time island home, weekend retreat, or legacy property, this is a chance to skip years of planning, permitting & infrastructure work & start building sooner. Enjoy the best of Guemes Island living on a property truly ready for its next chapter.

7436 Hideaway Lane, Anacortes

Listing Broker: RE/MAX Gateway; Anya Mayo; 360-941-4988; anya@mayohometeam.com

$625,000
3 Beds ⋅ 2 Baths ⋅ 2573699 MLS ⋅ ACTIVE Status
Welcome to the premier residence in Skyline Courts—an exceptional top-floor corner home with sweeping views of Burrows Bay, Mt Erie, the Olympic Mountains beyond. The open floor plan and main level living creates an inviting flow for everyday and entertaining, while the spacious outdoor deck provides the perfect place to relax and enjoy the views. Just a five-minute walk from Washington Park and nearby beaches, easy access to the marina and ferries, this rare property offers an elevated Anacortes lifestyle. Extensively renovated in 2023, this light-filled 3-bedroom, 1¾-bath residence features an oversized primary ensuite, elevator access and a beautifully updated kitchen designed for both style and function. Enjoy well-chosen finishes, thoughtful design, new countertops, a beautiful backsplash, added cabinetry, updated lighting, & new appliances. Additional improvements include new flooring throughout, new fireplace, LED ceiling fixtures, and two renovated bathrooms. Set within an intimate 12-unit community, Residents enjoy private beach access, cabana, clubhouse, pickleball courts, & the many amenities of Skyline. This residence also includes a detached garage. HOA dues include water, sewer, garbage, monthly building maintenance, providing effortless lock-and-leave living. With its coveted corner position, open floor plan, generous deck, stunning kitchen, thoughtfully selected finishes, extensive renovations, & exceptional setting, this is a rare opportunity.

1510 Skyline Way Unit #A-301, Anacortes

Listing Broker: Windermere RE Anacortes Prop.; Melissa LeFave; 541-357-2778; MelissaLeFave@windermere.com

$2,300,000
3 Beds ⋅ 2 Baths ⋅ 2557816 MLS ⋅ ACTIVE Status
Life on the water begins the moment you step outside. Your private dock offers approximately 45 feet of outside moorage and approximately 34 feet of inside moorage, making it easy to keep multiple vessels ready for your next adventure. From here, the San Juan Islands become your backyard. Cruise to dinner, explore quiet coves, drop crab or shrimp pots, enjoy world-class fishing, or simply watch the sun disappear over the Salish Sea. Here, boating isn't reserved for weekends, it's part of everyday life.Built in 2023, this single-level home was designed with comfort and easy living in mind. The open floor plan brings the kitchen, dining, and living areas together around a gas fireplace, while walls of windows fill the home with natural light. Just outside, the covered waterfront deck overlooks your private dock and the marina, creating the perfect place to unwind after a day on the water.Low-maintenance landscaping means less time on yard work and more time enjoying the waterfront lifestyle. Additional features include a heat pump with mini-split system, an attached two-car garage, an elegant interlocking concrete paver driveway with generous guest parking, and timeless cedar and stone exterior accents that complement the natural surroundings.Located in Skyline, this is more than a waterfront home, it's the opportunity to enjoy the Pacific Northwest the way it was meant to be experienced, with the San Juan Islands just beyond your dock.

1907 Cay Way, Anacortes

Listing Broker: COMPASS; Tabata Ileana Perron; 360-553-0715; taby.perron@compass.com

$499,000
2 Beds ⋅ 2 Baths ⋅ 2551688 MLS ⋅ ACTIVE Status
Tucked away on a quiet cul-de-sac with views of boat traffic in the Channel and beach access just half a block away on Deadman's Cove, this inviting 2-bedroom home with a den delivers island living at an affordable price. The open-concept kitchen, dining, and living areas feature expansive windows that fill the home with natural light and showcase the water views. Step outside to the covered front deck for year-round enjoyment, or unwind on the private wraparound deck, complete with a relaxing hot tub.  The spacious primary suite includes a walk-in closet and an ensuite bath, while the low-maintenance yard lets you spend more time enjoying the island and less time on upkeep. Outdoor enthusiasts will love being just around the corner from the Guemes Mountain trailhead, where an easy one-mile hike rewards you with panoramic views of 22 surrounding islands. With excellent biking, beachcombing, and the convenience of a quick 5-minute ferry ride from Old Town Anacortes, Guemes is the "secret" San Juan Island. A rare opportunity to own a versatile island retreat with exceptional lifestyle appeal. Comes turn-key & fully furnished. Second summer as successful short-term rental.

7404 Guemes Place, Anacortes

Listing Broker: Coldwell Banker 360 Team; Karen L. Everett; 360-202-7373; karen.e@cb360team.com

$1,990,000
2 Beds ⋅ 4 Baths ⋅ 2535855 MLS ⋅ ACTIVE Status
Enter this exquisite home through a welcoming courtyard, highlighted by a charming private guest house (ADU). The courtyard, framed by a beautiful gate, sets the tone for the elegance inside. A dramatic vaulted ceiling with exposed beams flows into the expansive Living Room, creating a spacious and airy ambiance. Stunning views surround the home, visible from nearly every room. The Primary Bedroom offers a serene retreat with a covered porch for outdoor enjoyment. Luxury, privacy, and scenic beauty define this inspiring residence. Rendering images of future home & plans in photos!

5909 Flounder Bay Lane, Anacortes

Listing Broker: Windermere RE Anacortes Prop.; Gina Davis; ; ginadavis@windermere.com

$2,199,000
3 Beds ⋅ 3 Baths ⋅ 2535851 MLS ⋅ ACTIVE Status
Step into this exquisite residence through a courtyard framed by a beautiful gate, setting the tone for the elegance inside. The entrance features a dramatic vaulted ceiling with exposed beams, flowing into the expansive Living Room, creating an open, airy feel. Breathtaking views are visible throughout the home. A private guest wing ensures comfort and privacy. The Primary Bedroom offers a peaceful retreat with a covered porch, blending luxury, privacy, and seamless indoor-outdoor living. Rendering images of future home and plans in photos!

2207 Skyline Way, Anacortes

Listing Broker: Windermere RE Anacortes Prop.; Gina Davis; ; ginadavis@windermere.com

$1,995,000
3 Beds ⋅ 4 Baths ⋅ 2535853 MLS ⋅ ACTIVE Status
This clever design makes the most of the views and scenery around it. A beautiful, inviting entrance leads into an open, bright kitchen, dining room, and living room with views of the ocean from every window. Step out of the living room or master bedroom onto a private patio where you can have guests over or go to be alone to watch the sunset. This plan has a lot of storage space, including a walk-in pantry, a storage room upstairs, and large closets in the garage. Both the master bedroom and the bedroom upstairs have private bathrooms. Make this your home! Rendering images of future home & plans in photos!

5915 Flounder Bay Lane, Anacortes

Listing Broker: Windermere RE Anacortes Prop.; Gina Davis; ; ginadavis@windermere.com

$539,000
2 Beds ⋅ 2 Baths ⋅ 2538687 MLS ⋅ ACTIVE Status
Start a new chapter in this dreamy chalet-style cabin, nestled in an enchanting woodland of diverse native low-maintenance landscaping. Sunshine or shade is always available somewhere on the property, no matter the time of day. This spacious 2 bed, 1.75 bath home features an open floor plan and a large wrap-around deck—ideal for entertaining or peaceful moments. Includes a shingle-sided chicken coop with a shed and sauna to match. A circular driveway and large front yard add charm and function. Just a short stroll to Long Bay for daily beach combing. Cook’s Cove offers one of the island’s best boat ramps, exclusive to the Holiday Hideaway Community. A great full time home or island getaway. A must-see for anyone looking to move to a peaceful little island!

7683 Hideaway Lane, Anacortes

Listing Broker: RE/MAX Gateway; Anya Mayo; 360-941-4988; anya@mayohometeam.com

$2,349,000
3 Beds ⋅ 4 Baths ⋅ 2533286 MLS ⋅ ACTIVE Status
NEW construction along with your new chapter starts here! Enter a refined coastal-modern retreat where a luminous foyer introduces effortless elegance. Expansive walls of glass in the dining room, great room, and primary suite flood the interior with natural light and frame sweeping, unobstructed beach views. Clean coastal lines with subtle mid-century influences are centered around a dramatic stone fireplace that brings warmth and architectural presence. Seamless indoor-outdoor flow amplifies the serene beachside setting, creating a home that is both sophisticated and relaxed. Situated on a waterfront lot steps from Skyline Marina and Washington Park, the property faces south over Burrows Bay and Rosario Strait, offering endless, captivating boat traffic and panoramic water views.

2215 Skyline Way, Anacortes

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

$925,000
3 Beds ⋅ 2 Baths ⋅ 2510862 MLS ⋅ ACTIVE Status
Offered below assessed value with a million-dollar view for just $925,000. Opportunities like this are rare. Set on 1.60 acres with approximately 560 feet of waterfront, this exceptional property captures breathtaking panoramic views of Jack Island, Vendovi Island, Lummi Island, and majestic Mount Baker from nearly every room. Designed for comfortable year-round living, the home features a durable metal roof, rain collection and storage system, auto backup generator for unexpected outages, and a covered wraparound deck perfect for enjoying the outdoors in every season. Dreaming of evenings soaking under the stars? Hot tub wiring is already in place and ready for your vision. The lower level offers exciting potential to create additional living space—finish it out, add windows(already framed in!), and expand to fit your needs. Located just down the road from the park and resort store, you'll enjoy convenience while still feeling tucked away in your own private waterfront retreat. A rare opportunity to own an exceptional waterfront property with endless views, incredible potential, and outstanding value.

4623 Guemes Island Road, Anacortes

Listing Broker: RE/MAX Gateway; Anya Mayo; 360-941-4988; anya@mayohometeam.com

$1,249,000
3 Beds ⋅ 3 Baths ⋅ 2514558 MLS ⋅ ACTIVE Status
This beautiful, light-filled home invites you in with sweeping water views over Quarry Park from the charming front porch and relaxing balcony—views to stay unobstructed. Inside, an open, versatile layout boasts hardwood floors, granite countertops, and vaulted ceilings. Enjoy easy main-floor living with a serene primary suite featuring ensuite bath and spacious walk-in closet. Upstairs, unwind by the cozy fireplace in the comfortable bonus family room. Eco-friendly benefits include paid-off solar panels ($7 electric bills!) and electric car charging. Sprinkler system, trails, athletic court, playground, and parks complete this exceptional home in the vibrant, welcoming community of San Juan Passage. New roof 2026 warranty will transfer to buyers. Welcome Home!

4417 Schooner Drive, Anacortes

Listing Broker: RE/MAX Gateway; Jen Champion; 757-831-1061; jen.champion@nwhomes.net

$2,150,000
3 Beds ⋅ 3 Baths ⋅ 2508059 MLS ⋅ ACTIVE Status
Experience unforgettable sunsets from this stunning luxury waterfront home with access to a 47’ shared dock complete with power and water. Take in sweeping panoramic views from the expansive great room featuring vaulted ceilings, rich bamboo flooring, and a cozy gas-tiled fireplace. The gourmet kitchen is designed to impress with granite countertops, stainless steel appliances, and a spacious breakfast bar—perfect for gathering and entertaining. Retreat to the luxurious primary suite offering a double-sided fireplace, walk-in closet with built-in vanity, private sitting area with outdoor access, and a spa-inspired ensuite with jetted tub and tiled walk-in shower. Step outside to your private back patio featuring an in-ground hot tub and generous space for outdoor dining, relaxing, and soaking in the waterfront lifestyle. Additional highlights include convenient RV parking and access to Skyline amenities, including clubhouses, sports courts, and more. A rare opportunity to enjoy comfort, views, and lifestyle all in one exceptional property.

5309 Doon Way, Anacortes

Listing Broker: RE/MAX Gateway; Adam Baldwin; ;

$455,000
3 Beds ⋅ 2 Baths ⋅ 2500066 MLS ⋅ ACTIVE Status
Enjoy spectacular water views of Burrows Bay from this 3-bedroom, 2-bath home that lives like new construction. Built in 2024 on privately owned land (no leased space or park rent), it offers light-filled open spaces, a well-designed kitchen with stainless appliances, plus a spacious primary suite with walk-in closet and ensuite bath. Relax on the expansive front deck or unwind in the large backyard. Skyline community amenities include a clubhouse, sport courts, a private beach cabana, and one of the best sandy beaches on Fidalgo Island. Conveniently close to the marina, Washington Park, San Juan ferries, and a quick drive to downtown Anacortes and NAS Whidbey.

4604 Yorkshire Drive, Anacortes

Listing Broker: Redfin; Josie DeCoursey; 360-853-5304; Josie.decoursey@redfin.com

$799,000
3 Beds ⋅ 3 Baths ⋅ 2495023 MLS ⋅ ACTIVE Status
Enjoy commanding views of Burrows Bay, the San Juan Islands, Olympic mountains, and beyond from this towering Anacortes home. The main level offers true everyday convenience with an open-concept layout, vaulted ceilings, hardwood-laminate flooring throughout, and a free-standing gas stove. The kitchen features new quartz countertops and new appliances, and the interior has been freshly painted. The primary bedroom with ensuite bath is also on the main level for easy living. Lower levels include additional bedrooms, updated bathrooms with new vanities, and a flexible bonus area suitable for media, office, or hobbies. A separate-entrance guest suite provides excellent options for visitors or multi-generational living. Multi-level decks extend the living space outdoors, making the most of the sweeping views. A double-car garage adds practical storage and parking. This home combines functional updates with a layout that supports a variety of lifestyles in a desirable Anacortes location. Skyline amenities include clubhouse, beaches, parks and marina.

2104 Highland Drive, Anacortes

Listing Broker: Windermere RE Anacortes Prop.; Renee Westlund; 360-610-3861; reneewestlund@windermere.com

$994,000
3 Beds ⋅ 3 Baths ⋅ 2494146 MLS ⋅ ACTIVE Status
Discover your dream home with breathtaking territorial views of Fidalgo Bay and a peek-a-boo glimpse of Mt. Baker! This spacious 3-bedroom, 2.75-bathroom residence offers over 3,000 sq. ft. of living space, including a main-floor primary suite and an expansive deck perfect for entertaining or relaxation. Newer GE refrigerator. Recently connected to Anacortes Fiberoptic Wifi. The massive lower level is a blank canvas, offering endless possibilities for a home office, gym, or additional living space. Abundant storage throughout, plus a 2-car garage, ensures convenience and comfort. Don't miss the chance to own this exceptional property with serene surroundings and stunning vistas. Motivated seller!

4111 R Avenue, Anacortes

Listing Broker: eXp Realty; Heather Ann Fadden; 425-422-3635; HeatherFaddenHomes@gmail.com

$229,000
2487161 MLS ⋅ ACTIVE Status
Last available lot in The Isles, a planned unit development featuring eco-friendly and energy-efficient luxury homes. This beautifully situated lot offers expansive water and island views and is the only lot in the community approved for a single-level (rambler) home design. House plans available for a 1,650 sq ft rambler or bring your own! Community amenities include a shared clubhouse with cable TV, outdoor fire pit, BBQ area, gardens, and waterfall, creating a beautifully maintained common space for residents to enjoy. Ideally located just minutes from downtown Anacortes shops and restaurants, the Washington State Ferry terminal, and Washington Park. A rare opportunity to build in one of Anacortes’ sought-after communities.

3910 Isle Way, Anacortes

Listing Broker: Windermere RE Anacortes Prop.; Melissa LeFave; 541-357-2778; MelissaLeFave@windermere.com

$315,000
2458389 MLS ⋅ ACTIVE Status
One of the last lots with a water view in the upper Holiday Boulevard loop on Guemes Island. Look across the water of the Guemes Channel to Cap Sante headland & also be entertained by endless boat traffic. Old cedar, fir & fruit trees dot the lot. You control much of the view, too. Included in the sale, a 1978 completely furnished single-wide - needs TLC. Power, water meter, 3-bed septic system. Beach rights to three beaches, walking distance to Cook’s Cove & its boat launch & also short trail to Long’s Bay. Great crabbing, fishing, sailing… and more. Morning walks & evening bike rides, hikes up nearby Guemes Mountain, & just a 6-min ferry ride to stores & restaurants in A-Town. Build your dream on Guemes, the secret San Juan Island!

7408 Holiday Boulevard, Anacortes

Listing Broker: Coldwell Banker 360 Team; Karen L. Everett; 360-202-7373; karen.e@cb360team.com

$399,000
2463757 MLS ⋅ ACTIVE Status
Rare 2.5+ acres of property on the edge of Skyline offering privacy amidst the forested setting with the natural beauty of both Clyde Creek and the seasonal Anaco Bourn. With access off of Tyler Way, this land is unencumbered by architectural guidelines and CCRs, this could be the perfect property for your design & build. This unique property also offers shared beach access to the Shoreline of the beautiful, sandy Anaco Beach. Perfectly located close to town and just moments to the Skyline marina and The Washington State Ferry, putting the San Juans at your backdoor.

0 NHN Anaco Beach Road, Anacortes

Listing Broker: Windermere RE Anacortes Prop.; Colleen L. Craig; ; colleencraig@windermere.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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