Step into a rare piece of Whidbey Island history in the heart of downtown Coupeville. This beautifully preserved Italianate Victorian, originally built by John Gould in 1894, blends timeless character with thoughtfully elevated modern living. Set on 3 oversized lots, this iconic 4-bedroom, 3-bath residence blends timeless character with thoughtful updates that make everyday living feel elegantly elevated. Inside, you’ll find soaring ceilings, abundant natural light, and original detailing throughout. The unmistakable charm only a historic home can offer is paired with fresh interior paint, newer roof, high-end chef’s kitchen, updated electrical and plumbing, efficient heat pump for heating and cooling, and new carpet—all offering comfort and peace of mind. The stunningly updated bathrooms introduce a bold designer touch with luxurious finishes and a modern aesthetic that beautifully complements the home’s original soul. With generous living spaces, multiple bedrooms for guests, entertaining, or work-from-home flexibility, and expansive outdoor spaces rarely found in downtown Coupeville, this property is an entertainer’s dream with endless possibilities to garden, gather, relax, and enjoy the magic of coastal living. Located moments from Coupeville’s historic waterfront district, parks, restaurants, shops, and beaches, this is more than a home—it’s a legacy property and a once-in-a-generation opportunity to own one of Whidbey Island’s truly remarkable historic residences.

Nestled along the peaceful shoreline of Race Lagoon, this shy-acre waterfront retreat offers a rare lifestyle. Protected waters invite kayaking, paddleboarding, crabbing, fishing & quiet exploration, while Saratoga Passage lies just beyond. Here, the water becomes part of daily life. Launch a kayak from the lagoon, set a crab pot in Saratoga Passage, cast a line at sunset, or enjoy harvesting fresh seafood from some of Puget Sound's treasured waters. Mornings begin with coffee overlooking the lagoon as eagles soar overhead & the tide slowly reshapes the shoreline. Afternoons are spent on the water, working in the exceptional shop, or simply enjoying the serenity of this remarkable setting. Evenings bring glowing sunsets reflected across the lagoon & the kind of quiet that draws people to Whidbey. The nearly new shop, thoughtfully designed for serious woodworking, offers exceptional flexibility for hobbies, fitness, storage, projects & additional covered parking—a space where craftsmanship & creativity thrive. Set on nearly an acre, the property offers privacy, room to roam & a deep connection to nature. Wildlife is abundant, the setting is tranquil & the water is never far away. Some properties offer waterfront. Others offer a lifestyle. This rare Race Lagoon retreat delivers both—a place where memories are made, traditions take root & every day feels more connected to the rhythms of the island.

Newly refreshed and repositioned, this Sound, island and mountain view property offers both a main residence and a beautifully finished 784 sq ft detached guest cottage—creating a rare opportunity for flexible coastal living. Thoughtfully arranged for privacy and function, the property lives like a small compound, with distinct spaces that are easy to understand and enjoy. The guest cottage is a standout, designed to live like a home of its own with a bedroom, full kitchen, and quality finishes throughout. Overlooking the Sound, it provides a peaceful retreat for guests or extended stays, and is currently generating $2,300 per month in furnished rental income. A two-bedroom septic system serves the cottage, adding long-term flexibility and value. The stunningly remodeled main residence offers comfortable everyday living, while the shop with RV parking and storage provides space for hobbies, equipment and recreation. Whether you’re seeking multigenerational living, income potential, or a property that simply offers more possibilities, this one stands apart. Located in a peaceful setting only minutes from coffee shops, restaurants and shopping, yet with easy access to area beaches, outdoor recreation and charming nearby coastal communities, the property offers not just flexibility, but a lifestyle. Morning light or moonlight over the Sound, both are splendid, and can be enjoyed from both main home & guest cottage in a tranquil setting that feels both private and connected.

Modern Whidbey living on iconic Madrona Way. Built in 2018, this thoughtfully designed home pairs contemporary style with one of Coupeville's most sought-after settings. Across the street, the included view lot provides waterfront rights and private beach access via a trail to the shoreline below—a rare opportunity to enjoy water views and beach access without the flood risk. Vaulted ceilings, exposed beams, hardwood and slate floors, and an open-concept layout create a warm, inviting space. The modern kitchen centers around a large island, while the main-floor primary suite offers the ease of single-level living. Water views fill the front-facing rooms, bringing Penn Cove into everyday life. Above the oversized garage, the fully finished ADU has been a successful Airbnb for years and offers flexibility for guests, multi-generational living, or income potential. Recent improvements include exterior paint, refinished hardwood floors, refreshed landscaping, remodeled garage space, new gutters, and more, making this move-in-ready home a comfortable, relaxing space from day one.

Escape to this beautifully updated home offering magnificent, multi-island water views — spanning Allan Island, Burrows Island, Burrows Bay, and the iconic San Juan Islands — with breathtaking sunsets enjoyed from all three levels. Tucked away on a serene 0.9-acre lush lot, this move-in-ready retreat delivers rare privacy, a sleek, modern renovated kitchen, and intentional upgrades that protect and highlight its stunning ocean views. A circular driveway provides convenient access and ample parking, including space for larger vehicles or a boat. Thoughtfully maintained and updated, the home boasts new exterior/interior paint, roof, furnace, & hot water heater (2020), two expansive entertaining decks (new 2024), a new refrigerator, washer/dryer, gutters (2025), quartz countertops, new carpet. New sliders in the primary bedroom and dining room. New kitchen window, battery-operated shades, and a new ceiling fan. The lower level kitchenette offers excellent mother-in-law or guest suite potential. Wired for a generator for year-round peace of mind.Enjoy the coveted Del Mar community amenities including a private community beach — the perfect complement to this spectacular Pacific Northwest setting.

Tucked into the heart of charming Coupeville, this one-of-a-kind, inviting home offers the kind of lifestyle people daydream about. With over 2,500 sf, there’s room to host large gatherings or simply relax & enjoy sweeping Penn Cove views through 6 sliding glass doors lining the living room. Then step onto the huge wrap around deck, encircling 3 sides of the beautiful house. At the heart of the home, a stunning central atrium creates a light filled focal point with its 14' glass paneled walls and cedar ceiling, peaking at a cupola top. Spacious living areas flow naturally, with plenty of light spilling in to highlight the home’s comfortable, welcoming appeal. The kitchen anchors the space, topped-off by a 3'x5' hand painted mural above the stove, 1 of 3 within the home. Outside, the magic really unfolds. The garden is a living, blooming retreat—lush, thoughtfully cared for, and perfect for anyone with a green thumb or aspirations of becoming one. Add in shimmering water views and twinkling lights of the town after dark, and you’ve got a home that feels like a private escape. Need space for projects, hobbies, or storage? The extra-large detached shop offers flexibility for work or play, with room for your car, an RV and shop space. Located just moments from Coupeville’s historic waterfront, shops, and dining, this property blends small-town charm with everyday convenience. A rare combination of space, scenery, seclusion and versatility—this is Whidbey living at its finest.

Perched in a quiet neighborhood right in the heart of Whidbey Island. This home enjoys commanding views down the Strait of Juan de Fuca, the Olympic Range towering in the backdrop, and Vancouver Island off in the distance. Enjoy sunsets, ship traffic, soaring eagles, and even whale sightings from the expansive deck and main living areas. The 3-bed, 2-bath main home is accompanied by a comfortable, almost 700 sq ft apartment below. Inside, find a generous open concept kitchen with gorgeous quartz counters, heat pump with A/C, a whole house generator, Cat 5 wiring in every room, RV parking potential, and in addition to the generous two-car garage, a workshop below for equipment or hobbies. The 50% ownership of the vacant lot in front helps protect the view and adds practical value by providing space for a reserve drainfield. Sierra amenities include a clubhouse, pool, playground, and a full social calendar. All of this is conveniently close to Coupeville and Oak Harbor, as well as beaches, parks, coffee, hospitals, dining, and so much more. Owning this property really makes everyday life feel like a vacation!

Perched in a quiet neighborhood right in the heart of Whidbey Island. This home enjoys commanding views down the Strait of Juan de Fuca, the Olympic Range towering in the backdrop, and Vancouver Island off in the distance. Enjoy sunsets, ship traffic, soaring eagles, and even whale sightings from the expansive deck and main living areas. The 3-bed, 2-bath main home is accompanied by a comfortable, almost 700 sq ft apartment below. Inside, find a generous open concept kitchen with gorgeous quartz counters, heat pump with A/C, a whole house generator, Cat 5 wiring in every room, RV parking potential, and in addition to the generous two-car garage, a workshop below for equipment or hobbies. The 50% ownership of the vacant lot in front helps protect the view and adds practical value by providing space for a reserve drainfield. Sierra amenities include a clubhouse, pool, playground, and a full social calendar. All of this is conveniently close to Coupeville and Oak Harbor, as well as beaches, parks, coffee, hospitals, dining, and so much more. Owning this property really makes everyday life feel like a vacation!

Highly sought-after setting for this picturesque home near the heart of historic downtown Coupeville in a quiet neighborhood of custom homes. Located on a sun-drenched large corner lot across from a beautiful park w/ beach access. Enjoy walking, biking, beachcombing & boating! Breathtaking panoramic views of Penn Cove & a gardener’s delight on this fully landscaped property, including a fenced-in backyard. Only a stroll to downtown Coupeville w/ its charming shops & waterfront restaurants. The home is primarily single-level living with a loft that captures stunning views. Three-bedroom, 1.75-bath, primary suite w/ walk-in closet, family room, rec room/kitchenette, pristine dining room w/ recessed ceiling & expansive views. The living room boasts vaulted ceilings, exposed beams, wood fireplace & hearth, ample windows allowing plenty of natural light. Features include 2 custom Art TV’s. Craftsman kitchen w/ panoramic views, SS appliances, gas cooktop, solid wood countertops & custom island. Enjoy the expansive paved driveway w/ carport, large 2-car garage & well-lit shop area w/ additional overheight garage door for RV/boat access. Enclosed covered breezeway between garage and house. The fabulous wraparound deck is perfect for entertaining, including an attractive entryway w/ an inviting covered porch. Additional special features include a delightful sunroom for year-round use, whole-house water softener system, updated heat pump furnaces with A/C & updated hot water tank.

Perfectly situated overlooking Bush Point lies this magnificent home with post card-perfect views of the Olympic mountains towering over the Admiralty Inlet below. Built in 1996, this custom farmhouse-inspired home was thoughtfully designed for efficiency, featuring a 4560-watt, grid-tied solar PV system, solar thermal hot water system, and radiant heating throughout. The spacious main floor primary suite provides privacy and comfort. While two generous upstairs bedrooms and full bath offer room for guests, hobbies, or a remote work space. Set on 1.29+/- private acres, the property offers endless possibilities with garden spaces and established orchards. This creates the feeling of being removed from the world, yet perfectly located near Freeland amenities, beach access, miles of hiking trails, boat launch, and of course some of Whidbey's best fishing. The detached garage has plenty of room for work bench space, as well as a large unfinished bonus space above, ideal for a home office, storage, gym, or guest quarters. Whether you are entertaining, working in the gardens, or simply stealing a few minutes for yourself, you will be completely renewed by the everchanging canvas of sunsets over the Olympics, soaring Eagles, and passing ships. If you are envisioning a weekend retreat, hobby farm, or full-time Island residence, this special property offers the rare opportunity to create something truly magical. Welcome home.