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$2,785,000
4 Beds ⋅ 6 Baths ⋅ 2566406 MLS ⋅ ACTIVE Status
An extraordinary waterfront estate on 2.65 private acres overlooking Similk Bay with breathtaking views of Mount Baker and the Cascade Mountains. A stately stone-pillared gated entrance opens to a beautifully landscaped courtyard centered around a European-inspired fountain, setting the tone for this one-of-a-kind property. The estate includes a 3 bedroom luxurious main residence, a private guest casita ideal for extended stays or multigenerational living, a detached art studio/workshop with private office and 1/2 bath, and a 1680 sq. ft. climate-controlled collector five car garage. Walls of windows capture ever-changing water and mountain vistas while filling the home with natural light. Exceptional craftsmanship and premium finishes include heated floors, automated lighting and shades, and a stunning primary suite featuring dual bathrooms connected by a shared walk-through shower. Expansive waterfront decking creates the perfect setting for entertaining or enjoying peaceful mornings overlooking the bay. Offering exceptional privacy, timeless elegance, and an unmatched Pacific Northwest setting, this legacy property is a rare opportunity to own one of Anacortes' premier waterfront estates. Additional amenities include: surround sound through all buildings, video security system, fully fenced dog run, pet washing station, auto transfer generator, basement garden/hobby room, fruit trees, garden space, and lots of storage!

13887 Gibralter Road, Anacortes

Listing courtesy of Windermere RE Anacortes Prop..

$2,200,000
4 Beds ⋅ 5 Baths ⋅ 2550125 MLS ⋅ ACTIVE Status
First time on the market, this timeless Anacortes residence captures the essence of elevated island living with sweeping 180-degree views of the islands and sound from one of the area’s luxury home neighborhoods. Classically designed and beautifully sited on a mature 0.38-acre hillside lot, the home offers over 5,000 sq. ft. of thoughtfully planned living space with a graceful main-level layout, generous gathering areas, and view-oriented rooms that make everyday living feel exceptional. The main floor features the primary suite, living room, kitchen with eating space, dining room, den + office, guest suite that can function as a second primary, bonus/craft room with laundry room, and mudroom with easy access from the upper covered carport -- creating ease, comfort, and flexibility. The lower level expands the lifestyle with a spacious rec room and additional guest spaces. Oversized garage that fits 3 cars (2 Bay Doors) with additional storage + boat or RV storage. This home is ideal for hosting, hobbies, or multi-generational living. Outside, established landscaping creates a sense of privacy and permanence, with covered secret garden spaces that invite quiet morning coffee, sunset conversations, and year-round enjoyment of the view. A rare offering with timeless character, mature grounds, and an irreplaceable Anacortes setting.

1608 Georgia Place, Anacortes

Listing courtesy of Lapis Homes.

$1,675,000
4 Beds ⋅ 5 Baths ⋅ 2562533 MLS ⋅ ACTIVE Status
An exceptional estate-style retreat set on 1.65 serene park-like acres, where towering evergreens, manicured grounds, and a tranquil pond with water feature create a memorable arrival. This private sanctuary offers access to TWO private community beaches with marina with Harbor Master, delivering a boating lifestyle without the maintenance of waterfront ownership. Inside 4,500+ sq ft offers soaring ceilings and three fireplaces anchor the home while capturing peaceful water and territorial views. The expansive chef’s kitchen is the heart of the home, overlooking lush gardens, perfect for entertaining. Relax year-round in the sun-filled sunroom or step onto the expansive deck surrounded by nature. A charming courtyard invites gatherings with a pergola adorned by a chandelier and a large greenhouse, all woven together by stone pathways and softly lit gardens. Exceptional parking and storage include 1,200 sq ft of garage space, TWO circular driveways, RV parking, and a SHOP. The home features two massive primary suites, one conveniently located on the main level and a second on the lower level with a private entrance—ideal for a potential MIL or guest suite. This is a rare and complete offering for those seeking TURN-KEY, Quality Build, privacy, beach access, gardens, trees, and refined Northwest living. Beach Access just down the street. Drop in your Mooring Buoy!

4141 Edith Point Road, Anacortes

Listing courtesy of Realogics Sotheby's Int'l Rlty.

$2,500,000
3 Beds ⋅ 4 Baths ⋅ 2551109 MLS ⋅ ACTIVE Status
Experience elevated Anacortes living from this newly 2025 built modern view home in desirable Rock Ridge. Thoughtfully designed to capture sweeping island, water, and mountain outlooks, this 3,234 sq ft residence blends clean Northwest architecture with warm natural finishes, expansive windows, and effortless indoor-outdoor living. The open great room, gas fireplace, view-facing dining area, and beautifully appointed kitchen with walk-in pantry create an inviting setting for both everyday living and entertaining. A serene primary suite, second primary bedroom, den/office, ELEVATOR, vaulted ceilings, engineered hardwoods, ductless mini-split heating and cooling offer comfort, flexibility, and long-term livability. Enjoy morning coffee on the multiple deck spaces, sunset skies, and year-round coastal beauty from generous outdoor spaces in one of Anacortes’ most scenic modern neighborhoods. Located in Rock Ridge Neighborhood, the property offers a refined residential setting with CCRs, Anacortes Forest Land park access, and low annual HOA dues. City utilities, city fiber availability, natural gas, public water support the convenience of a modern Anacortes lifestyle.

3923 Rock Ridge Parkway, Anacortes

Listing courtesy of Lapis Homes.

$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 courtesy of Windermere RE Anacortes Prop..

$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 courtesy of Windermere RE Anacortes Prop..

$1,650,000
3 Beds ⋅ 4 Baths ⋅ 2546357 MLS ⋅ ACTIVE Status
Spectacular views and main level living await in this beautifully designed Anacortes view home. Perfectly positioned to capture the breathtaking views of Mt. Baker, the city skyline and the Guemes Channel from nearly every room. Expansive windows showcase the stunning scenery, while seamless access to the expansive decks create the perfect setting for entertaining, outdoor dining or simply enjoying the ever changing Northwest vistas. 3 BR, 3.5BA, a dedicated den/office with views offers comfort, privacy and an unbeatable location. The main level features an open concept living area with a cozy fireplace, spacious dining room and luxurious primary suite with a large walk in closet with laundry hook ups. The lower level offers two private ensuite bedrooms, a generous family room with a second fireplace, & access to a lower deck providing ideal accommodations for guests or multi-generational living. A rare 3 car garage offers abundant storage. Bordering the ACFL, you'll enjoy immediate access to miles of hiking or biking trails while remaining just minutes from downtown Anacortes. Freshly painted, newer 35 year roof are just a few items that will allow the new owners the chance to just move in and enjoy the summer views. An exceptional opportunity to experience the very best of Northwest living in one of Anacortes' most desirable locations.

2314 20th Street, Anacortes

Listing courtesy of Windermere RE Anacortes Prop..

$1,299,500
5 Beds ⋅ 5 Baths ⋅ 2535390 MLS ⋅ ACTIVE Status
Amazing opportunity for income and luxury in this completely renovated (two in one) home offers breathtaking panoramic views of Guemes Channel, Cypress Island, and the San Juan Islands. Watch ferries glide across the water from every level and enjoy spectacular sunsets from one of two spacious view decks, perfect for entertaining or relaxing all summer long. Designed to maximize its stunning surroundings, the light-filled main living area features an open-concept kitchen, dining, and living space framed by expansive windows showcasing sweeping water and island vistas. The main home includes three ensuite bedrooms, a versatile office/bonus room, laundry room, powder bath, and oversized garage, providing both comfort and functionality. Adding exceptional flexibility is the fully self-contained lock-off apartment on the lower level, complete with a private entrance and separate driveway. This spacious living area features two bedrooms, a custom kitchen, expansive living and dining room, laundry room, and a ¾ bath with dual sinks. A covered porch provides easy backyard access and a private outdoor retreat. Ideal for multigenerational living, extended guests, a private home office setup, or rental income potential, this unique property offers endless possibilities, w/RV Pking. Combining modern updates, versatile living spaces, and some of the area's most spectacular water and island views, this is a rare opportunity to experience the very best of Pacific Northwest living.

4211 Glasgow Way, Anacortes

Listing courtesy of John L. Scott Anacortes.

$729,000
2 Beds ⋅ 3 Baths ⋅ 2536661 MLS ⋅ ACTIVE Status
Located in The Crossings, this new collection of NW contemporary cottage homes built by Strandberg Construction, offers the perfect balance of spaces designed both for privacy and community. Poised against the lily pad covered pond with walking trails and gathering spaces throughout, invest in the neighborhood garden and enjoy the abundance along with the joy of community. Styled with modern touches, this cottage has a main level suite with elegant bath, 2 add bed and an open floor plan with a farmhouse kitchen ready for celebration. Upstairs is a king-sized owner's suite with walk-in closet, designer detailed tile bath with glass shower and an oversized room perfect for a flexible living space. Clear cedar detailing, a covered back porch with a fenced private yard space, solar panels, single car garage and drought resistant landscaping. Built net-zero these cottages enjoy a healthy respect for the incredible natural surroundings and will offer extremely low utility expenses and a solar tax credit.

3914 Crosswinds Court, Anacortes

Listing courtesy of Windermere RE Anacortes Prop..

$995,000
3 Beds ⋅ 3 Baths ⋅ 2529508 MLS ⋅ ACTIVE Status
Architecturally striking modern retreat on 32 private acres in the heart of Guemes Island, including approximately 10 cleared acres with nearby hiking trails to explore and enjoy. This one-of-a-kind custom home blends sleek contemporary design with peaceful Pacific Northwest surroundings, offering exceptional privacy, expansive outdoor living, and stunning craftsmanship throughout. Walls of windows frame the natural landscape and fill the home with incredible natural light. The spacious open-concept floorplan features warm wood finishes, soaring ceilings, hardwood floors, and a dramatic chef’s kitchen with oversized dual islands, extensive custom cabinetry, stainless counters, and premium appliances. Luxurious spa-inspired bathrooms showcase oversized tile showers and designer finishes. The expansive wraparound deck creates seamless indoor-outdoor living with multiple entertaining spaces overlooking serene meadows and forested grounds. Generously sized bedrooms include a spectacular upper-level retreat with private deck access and tranquil views. Additional flex spaces offer ideal options for a home office, studio, gym, or guest accommodations. A truly rare opportunity to own a private modern island sanctuary just moments from Anacortes ferries, beaches, and amenities.

5233 Pheasant Run Lane, Anacortes

Listing courtesy of RE/MAX Gateway.

$1,850,000
3 Beds ⋅ 4 Baths ⋅ 2516879 MLS ⋅ ACTIVE Status
Wake up to unobstructed views across Burrows Bay and the San Juan Islands, where open skies, passing wildlife, and ever-changing waterfront scenery become part of everyday life. Designed for those who value privacy, flexibility, and a connection to the outdoors, this retreat offers a unique approach to Northwest living, including private access to Alexander Beach. Expansive picture windows and sliding glass doors open to mahogany decks, creating seamless indoor-outdoor living year-round. The main level is designed for easy living, with a kitchen featuring quartz counters and a front-row seat to the view. The spacious living area captures breathtaking vistas from sunrise to sunset, while the primary suite offers a peaceful escape with a rising ceiling and a wall of windows framing the water beyond. The lower level provides flexibility with a bonus room and wet bar, plus an additional bedroom suite with a spa-inspired bath and walk-in closet. Ideal for guests, remote work, or multi-generational living, the detached studio features a full kitchen and 3/4 bath. Perfect as a full-time residence, weekend getaway, or multi-generational retreat, this home adapts to a variety of lifestyles. Additional features include a heated garage and generous gravel parking for multiple vehicles, an RV, or a boat. This is a private retreat designed for those who want room to gather, space to recharge, and the freedom to live the PNW lifestyle.

4101 Edith Point, Anacortes

Listing courtesy of COMPASS.

$4,750,000
3 Beds ⋅ 6 Baths ⋅ 2490155 MLS ⋅ ACTIVE Status
Set on two private acres overlooking the water with direct waterfront access via Guemes Trail, this waterside estate captures 220-degree views across eight islands, the Canadian Coast Mountains, and ferries moving through Thatcher Pass beneath unforgettable sunsets. Thoughtfully remodeled with a focus on architectural distinctiveness and enduring materials, the home balances distinctive design elements with its extraordinary coastal setting. Italian stone surrounds 8 gas fireplaces, with reclaimed European oak ceilings, floors and beams. Walls of windows frame the changing seascape, bringing natural light and expansive views. The main-level primary suite offers a private retreat with a spacious bath featuring an English copper soaking tub, solarium, fireplace, and reading area. An elevator connects all levels, leading to an upper private office with an eagle’s-eye view and balcony, and to the lower-level guest quarters and recreation spaces including sauna, exercise room, media room, game room, wine storage, and patios with hot tub. Every room has a water view, even the garage. A wraparound deck spanning three sides offers the perfect vantage point for pink sunrises. Rare tumbled travertine marble appears throughout, plus a heated seven-car garage and separate heated workshop. A coastal estate where craftsmanship, privacy, and sweeping island views come together in one extraordinary setting.

4002 Oakes Avenue, Anacortes

Listing courtesy of COMPASS.

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