Old Town Homes with Anacortes School District

Welcome to Old Town, Anacortes—a charming neighborhood nestled in the heart of Skagit County, Washington. Known for its picturesque streets lined with historic homes and vibrant local culture, Old Town offers a unique blend of coastal living and small-town charm. With stunning views of the Puget Sound and the San Juan Islands, residents enjoy a serene backdrop that is perfect for outdoor enthusiasts and those seeking a tranquil lifestyle.

Old Town is characterized by its rich maritime history, evident in its well-preserved architecture and the warm, welcoming community spirit. Stroll through the neighborhood to discover quaint shops, delightful cafes, and a variety of local art galleries showcasing the talents of regional artists. The nearby waterfront park is perfect for leisurely walks, picnics, or simply soaking in the breathtaking sunsets over the water.

Families will appreciate the highly regarded Anacortes School District, which is committed to providing quality education and fostering a supportive learning environment. With several schools within close proximity, parents can rest assured that their children have access to excellent educational opportunities. The community's focus on family values and education makes Old Town a prime choice for those looking to settle down in a nurturing environment.

Whether you’re seeking a cozy bungalow or a spacious family home, Old Town offers a variety of housing options that cater to diverse lifestyles. Embrace the charm of this wonderful neighborhood and discover why Old Town, Anacortes, is not just a place to live, but a place to call home.

Newest Old Town Homes with Anacortes School District

$715,000

3 Beds ⋅ 1 Baths ⋅ 2560719 MLS ⋅ ACTIVE Status

Discover charming Old Town Anacortes with waterfront views. This 3 bedroom home overlooks the Guemes Island Channel, and Anchor Cove Marina, one block from Kiwanis Waterfront Park. The main level has 2 bedrooms, living room, large den, kitchen, and bathroom offering a convenient layout. While the upstairs bedroom can be used as a guest-room, home office space, or an artist's studio. The easily accessible rear entry also accommodates off-street parking and a paved patio area which would be a great spot to entertain, create a home garden or a cleaning station for the days catch! A new roof was added recently along with fresh interior paint. The genuine hardwood floors offer a warm feel, and the light finishes provide the perfect blank canvas, ideal for those seeking the island lifestyle without leaving the mainland. Watch the ever-changing marine activity from your windows or walk the path to a vibrant downtown where you can explore historic shops, restaurants, and galleries. Don’t miss this rare opportunity to own a piece of Anacortes and enjoy ocean-side living at its finest.

1517 6th Street, Anacortes

Listing courtesy of Windermere Real Estate/East.

$885,000

3 Beds ⋅ 1 Baths ⋅ 2512606 MLS ⋅ ACTIVE Status

This incredibly unique, updated Old Town home is rich with charm and character. The expansive living room makes a memorable first impression, evoking the elegance of another era, while the spacious dining room is perfectly suited for hosting festive gatherings and holiday celebrations. An oversized hallway connects all three bedrooms and the charming bathroom, enhancing the home’s simplistic, yet grand layout. The bright, open kitchen was thoughtfully designed with period-inspired details and overlooks the beautifully maintained backyard — a private, quiet, sun-filled oasis offering exceptional peace and seclusion. A rarely available oversized detached two-car garage also features a workshop, complete with its own subpanel. Major updates include a new roof, all new windows, updated wiring, flooring, paint, and more. A rare opportunity to own a predominantly one-level home in one of Old Town’s most sought-after and desirable locations.

1707 8th Street, Anacortes

Listing courtesy of Windermere Real Estate GH LLC.

$1,150,000

3 Beds ⋅ 3 Baths ⋅ 2550461 MLS ⋅ ACTIVE Status

Own a piece of Old Town history. This lovingly updated early 1900's craftsman seamlessly pairs original character with modern comfort, just blocks from the marina, downtown & waterfront. Timeless details include a restored wood staircase, classic craftsman trim, exposed wood beams, original wood flooring & charming built-in window seat nook. Out front, a covered porch with river-rock accents, cedar shake siding and gabled dormers offers classic curb appeal. The main level offers inviting living and dining spaces alongside an updated kitchen with rich cabinetry, granite countertops, stainless steel appliances, a walk-in pantry, a dedicated laundry room & a convenient half bath, plus direct access to a private outdoor retreat. A covered pergola patio, built-in hot tub, mature perennial gardens and a fully fenced, beautifully landscaped yard create an exceptional setting for year-round entertaining. Upstairs, the spacious primary suite captures water views & features a soaking tub, tiled walk-in shower, dual vanity and two closets, including a custom-organized walk-in. Two additional bedrooms, each with their own closet, share a 3/4 bath, while the third-floor bonus room provides flexible space for an office, studio, rec room or guest retreat. Completing the property is a detached two-car garage and a location just minutes from local shops and restaurants. A rare opportunity to own a beautifully preserved piece of Anacortes history in one of the most sought-after neighborhoods.

1118 4th Street, Anacortes

Listing courtesy of Windermere RE Anacortes Prop..

$8,900,000

5 Beds ⋅ 9 Baths ⋅ 2541484 MLS ⋅ ACTIVE Status

This gated destination waterfront retreat provides an irreplaceable setting to create lifelong cherished memories. Created as a 2-acre multi-generational haven, this iconic estate includes an exceptional stately manor with an elevator, a charming guest cottage, and caretaker’s quarters or second guest home. Inspired by its coastal setting and approx. 230’ waterside, every detail reflects timeless design, tailored craftsmanship, curated finishes, and uncompromising quality. Expansive windows frame panoramic views across the active Guemes Channel with ferries, yachts, and commercial boats. The main residence has multiple private suites, theater, game room, crows’ nest, casual and elegant gathering spaces, and seamless indoor-outdoor living creating an environment designed for grand entertaining or quiet relaxation. Meticulously maintained and continually enhanced, the estate features professionally designed landscaping with an ever-changing portrait of brilliant colors, a new professional pickleball court, and a large hot tub with an electric roof. From unforgettable sunsets to the rhythm of passing marine traffic, every element has been carefully considered to create an effortless, exceptional lifestyle. A waterfront compound of this scale, quality, and amenities within city conveniences is irreplaceable. Located just 60 miles from Seattle, this legacy property offers the rare distinction of drive-to island living, seclusion, yet restaurants and shopping just a mile away.

1114 B Avenue, Anacortes

Listing courtesy of COMPASS.

$540,000

2 Beds ⋅ 1 Baths ⋅ 2535363 MLS ⋅ ACTIVE Status

This charming Old Town bungalow places you right in the heart of Anacortes, surrounded by the best of in-town living. From this coveted location, you’re just moments from restaurants, shops, the library, the historic theatre, the beach, and beloved Causland Memorial Park—everything you need within an easy drive or walk.Designed for effortless main-level living, the home features a one-level floor plan with stairs leading to a versatile bonus family room/studio—ideal for creative space, guests, or a quiet retreat. The fir floors add warmth, and the windows bring in a lot of light. The interior was recently painted. There is a spacious deck in the back of the house for entertaining. A large detached 600 sq. ft. finished shop offers incredible flexibility for hobbies, storage, or a home workshop. The shop has an array of solar panels on the roof.Set on a sunny lot with excellent exposure, this property is perfect for garden beds, outdoor projects, or simply enjoying the light that fills the space throughout the day. There is RV and boat parking along the side of the shop with access off of the alley.

2009 11th Street, Anacortes

Listing courtesy of Windermere RE Anacortes Prop..

$815,000

4 Beds ⋅ 3 Baths ⋅ 2466019 MLS ⋅ ACTIVE Status

Experience the best of Old Town Anacortes living with sweeping water views, walkable marina access, and effortless indoor-outdoor living. Perfectly positioned just moments from Commercial Ave, this home offers the rare combination of views, privacy, and proximity buyers are searching for. $300/month Exterior Maintenance as 1/2 of duplex. The main level is designed for connection and comfort, featuring a light-filled, Scandinavian-inspired open layout that flows seamlessly to an expansive deck and garden retreat—ideal for entertaining, dining al fresco, or simply enjoying the coastal air. Thoughtful finishes including bamboo flooring, slab countertops, and abundant storage elevate both style and function. Upstairs, the water-view primary suite creates a true retreat, where mornings begin with natural light and marine views. Three additional bedrooms provide flexibility for guests, office space, or multi-generational living. Outside, the fully fenced yard is a gardener’s sanctuary, complete with irrigation, established plantings, and multiple outdoor zones for relaxing or hosting. Composite decking and walkways ensure low-maintenance enjoyment year-round. A private two-car garage plus additional off-street parking add convenience rarely found in Old Town locations.

1418 6th Street, Anacortes

Listing courtesy of Lapis Homes.

$687,000

2460972 MLS ⋅ ACTIVE Status

Located in the core of Anacortes, this updated multi-unit property puts you just steps from downtown shops, dining, and the waterfront. Recent improvements include granite countertops, fresh flooring, and new exterior siding, creating a clean, modern feel throughout. The flexible Central Business District zoning opens the door to multiple paths—hold as an income property, enhance the existing layout, or explore future redevelopment options under current zoning guidelines. The street-level unit offers two bedrooms, one bathroom, washer and dryer hookups, and ADA access. Upstairs, a private entrance leads to a one-bedroom, one-bath unit with a full kitchen. No setbacks or driveway parking required (buyer to verify).

520 O Avenue, Anacortes

Listing courtesy of RE/MAX Gateway.

$687,000

3 Beds ⋅ 2 Baths ⋅ 2460522 MLS ⋅ ACTIVE Status

520 O Avenue, Anacortes

Listing courtesy of RE/MAX Gateway.

$1,250,000

2155830 MLS ⋅ ACTIVE Status

Rare Guemes Channel waterfront zoned light manufacturing in the City of Anacortes. Located along the prime working waterfront of Fidalgo Island, this property is perfect for your maritime use business with great waterfront access. 200 feet of sheltered waterfront in a prime area located adjacent to Anchor Cove Marina. 15,945 ft of uplands with an additional 31,363 sq ft of tidelands. Easy access to the downtown corridor.

1502 5th Street, Anacortes

Listing courtesy of Windermere RE Anacortes Prop..

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