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$1,650,000
5 Beds ⋅ 6 Baths ⋅ 2554926 MLS ⋅ ACTIVE Status
Rare and extraordinary multigenerational compound on 11+ acres in the heart of Central Whidbey Island — where two beautifully appointed residences, endless outdoor amenities, and a lifetime of possibilities come together in one truly remarkable package. Two completely separate residences, each with their own private entrance, are thoughtfully connected by an enchanting enclosed garden and gazebo area complete with an outdoor kitchen — the perfect setting for al fresco entertaining and the ideal balance of togetherness & independence. The newly updated 1958 home honors its character with modern comfort, while the stunning 2022 residence showcases live edge Douglas Fir finishes and exterior wood milled directly from the property itself — a level of craftsmanship and authenticity that simply cannot be replicated. Above the barn, a light-filled artist studio, a fenced garden, chicken coop, fruit trees, & a versatile barn with endless possibilities complete a property that feels like its own private world. Partial water views & over 11 acres of lush land deliver the space, privacy, & freedom that define Whidbey Island living at its finest. Whether you envision a multigenerational retreat, working hobby farm, artist's haven, or a private sanctuary — this home delivers on every front. Includes 2 buildable lots in the Crockett Lake community. Gems like this simply do not come around often. Also see listing #2554897 which does NOT include the 2 additional building lots.

550 Wanamaker, Coupeville

Listing courtesy of Windermere Whidbey Island.

$1,495,000
5 Beds ⋅ 6 Baths ⋅ 2554897 MLS ⋅ ACTIVE Status
Rare and extraordinary multigenerational compound on 10+ acres in the heart of Central Whidbey Island — where two beautifully appointed residences, endless outdoor amenities, and a lifetime of possibilities come together in one truly remarkable package. Two completely separate residences, each with their own private entrance, are thoughtfully connected by an enchanting enclosed garden and gazebo area complete with an outdoor kitchen — the perfect setting for al fresco entertaining. The newly updated 1958 home honors its character with modern comfort, while the stunning 2022 residence showcases quartz counters, Sub Zero refrigerator, walk-in pantry, live edge Douglas Fir finishes & exterior wood milled directly from the property itself, a level of craftsmanship & authenticity that simply cannot be replicated. Above the barn, a light-filled artist studio provides an inspiring creative retreat. Outside, a fenced garden, chicken coop, Apple, pear, plum, cherry trees, and a versatile barn with endless possibilities complete a property that feels like its own private world. Partial water views and over 10 acres of lush land deliver the space, privacy, & freedom that define Whidbey Island living at its finest. Whether you envision a multigenerational retreat, working hobby farm, artist's haven, or a deeply private sanctuary — this home delivers on every front. Gems like this simply do not come around often. See MLS #2554926, includes 2 building lots in the Crockett lake Community.

550 Wanamaker, Coupeville

Listing courtesy of Windermere Whidbey Island.

$1,090,000
3 Beds ⋅ 3 Baths ⋅ 2536130 MLS ⋅ ACTIVE Status
This charming and whimsical artist's home built on 132' of High Bank Waterfront and 3.18 acres of absolutely beautiful grounds is a must see. Lovingly built with attention to every detail is obvious as soon as you arrive. Look around you...everywhere! The blend of artwork and building materials are unique and amazing. This setting offers total privacy and beauty and is truly a nature lover's sanctuary. Eagles are soaring with the backdrop of the stunning Cascade Mountain range. The Main Floor is a Great Room concept. The entire Upper Level is the Primary Bedroom and Bath. The Lower Level daylight basement offers a 2nd kitchen, a Multi-Flex Lining/Dining Space, a Full Bath, mechanical room and bonus room. The separate entrance offers may options for VRBO, Airbnb, and guests. Adjacent to the residence is the Artist's studio that offers many options. There is no homeowner association. A private, one party well serves the property and is located directly across the street. Come and escape the rat race. Bring your imagination and make your dreams a reality.

1975 North Bluff Road, Coupeville

Listing courtesy of Whidbey View Homes.

$950,000
3 Beds ⋅ 5 Baths ⋅ 2531377 MLS ⋅ ACTIVE Status
Experience the ultimate in Whidbey Island serenity in this spacious 3,144 square foot, 3 bedroom, 3.75 bathroom, Pacific Northwest retreat, beautifully positioned on 5 acres with tranquil water features, lovely gardens, and views of Mt. Baker and Saratoga Passage. Designed for both quiet relaxation and grand entertaining, the main home flows effortlessly from an expansive living room overlooking the gardens, through the dining room, out to a spacious deck which is perfect for outdoor grilling with a backdrop of a mature forest. At the heart of the home is a well laid out kitchen featuring stainless steel appliances, abundant cabinet space, and a large eat-in island. The highly flexible layout includes two primary suites with dedicated en-suite bathrooms, while an upper breezeway leads to a completely separate studio guest living area over the garage complete with its own full bath and kitchen and washer and dryer—an ideal setup for long-term guests, a home office, or multi-generational living. The property includes an attached two-car garage equipped with its own half bath. This peaceful acreage home offers the perfect balance of secluded country living and modern convenience. Residents enjoy an easy 8-minute drive to the historic waterfront village of Coupeville for local dining and shopping, a 30-minute commute to NAS Whidbey Island (NASWI) and a 35 minute drive to the Clinton ferry landing. Come and make this beautiful island retreat your own!

216 Denneboom Road, Coupeville

Listing courtesy of Coldwell Banker 360 Team.

$3,998,000
4 Beds ⋅ 5 Baths ⋅ 2527448 MLS ⋅ ACTIVE Status
Experience 777 feet of waterfrontage with TWO homes PLUS a separate studio overlooking Saratoga Passage, renowned for its deep-water boat traffic, stunning beaches, and breathtaking scenery. This fully fenced 20-acre estate offers two tax parcels, ideal for a multi-generational compound, blending nature, privacy, and sweeping sea-to-island views where eagles soar above whales spouting below. The estate is surrounded by rolling pastures, orchards, lavender fields, and lush grounds designed to embrace the beauty of Northwest waterfront living. The timeless main residence offers luxurious single-level living with several sets of doors opening to a stunning interior courtyard designed to capture Saratoga Passage and rolling hillside views from nearly every room. The celebrated “Dwell House,” featured in Dwell Magazine and on the Travel Channel, showcases striking modern architecture with walls of glass, concrete, stainless steel, and natural wood elements thoughtfully integrated into the landscape. A separate 1,160 sq ft studio with vaulted beamed ceilings, loft, and dramatic walls of glass opens to the orchard and waterfront setting beyond. The second 10-acre waterfront buildable parcel offers endless possibilities for future expansion, equestrian pursuits, or creating an extraordinary legacy estate. A successful VRBO provides supplemental income. An exceptionally rare offering delivering privacy, architecture, and iconic Puget Sound waterfront living for the discerning buyer.

1035 Susan Street, Coupeville

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

$975,000
3 Beds ⋅ 2 Baths ⋅ 2519250 MLS ⋅ ACTIVE Status
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.

305 NW Coveland Street, Coupeville

Listing courtesy of Windermere Whidbey Island.

$1,865,000
4 Beds ⋅ 5 Baths ⋅ 2514942 MLS ⋅ ACTIVE Status
Unlock unparalleled potential with this 4BD/5BA historic Coupeville gem. Zoned for commercial use and beautifully remodeled, this property is a functional powerhouse featuring three distinct living spaces: a main home, a guest wing, and a detached ADU. Whether you envision a high-end boutique inn, a live-work flagship, or a lucrative short-term rental portfolio, the flexible layout and prime location deliver. Complete with a greenhouse, sauna & cold plunge, and stunning views, it offers the rare ability to generate significant income without sacrificing the beauty of island living. This could also be considered for multigenerational living or...thinking outside the box for communal aging in place! Here is also unmatched privacy in the downtown Coupeville location. Walk to all this seaside town within a radius of 1/2 mile: events, restaurants, bakery, post office, boat launch, public beach and park, as well as the library!

806 NW Alexander Street, Coupeville

Listing courtesy of Keller Williams Realty Bothell.

$849,000
3 Beds ⋅ 2 Baths ⋅ 2382811 MLS ⋅ ACTIVE Status
Charming 1917 original Craftsman in the Heart of Coupeville. Step into timeless elegance with this beautifully restored 1917 home perfectly positioned in downtown. New kitchen & bath|2021, this property seamlessly blends historic charm with modern convenience. Original fir floors, coffered ceilings, new propane fireplace insert creates a warm & inviting atmosphere. With a commercial designation, this property offers endless possibilities—a stunning personal residence, office space, retail shop/boutique business. The spacious lot includes 8 parking spaces, a separate outbuilding with ¾ bath & professionally designed yard & unique wood picket fence. Steps from nearby shops, restaurants, Wharf, & waterfront. This craftsman gem is a rare find!

506 N Main Street, Coupeville

Listing courtesy of Windermere Whidbey Island.

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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