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$849,900
1 Beds ⋅ 1 Baths ⋅ 2535976 MLS ⋅ ACTIVE Status
Set on the tranquil shores of Penn Cove along sought-after Madrona Way, this waterfront retreat is all about the views, the setting & the lifestyle. Major remodel, top to bottom: NEW 50-year roof, concrete siding & trim, vinyl windows, gutters & synthetic decking — plus new carpet & LVP flooring, paint (inside & out), doors & updated bath over a treated crawl space. The big work is behind you, so weekends go to the water instead of the to-do list. Inside, 912 sq ft offers 2 bedrooms, 1 bath & a living room warmed by a cozy free-standing wood stove--where picture windows frame panoramic views of Penn Cove, Mount Baker & the Cascades. Outside, 50+ feet of no-bank waterfront & tideland rights open to your very own private beach. Kayak, paddle-board or beach-comb, then watch the sun set from the deck while sailboats drift across protected waters. Add in frequent Orca sightings & everyday life feels extraordinary. Minutes from historic Downtown Coupeville...and you've just unlocked something truly special...

1982 Madrona Way, Coupeville

Listing courtesy of Windermere Whidbey Island.

$699,000
3 Beds ⋅ 2 Baths ⋅ 2552797 MLS ⋅ ACTIVE Status
Under Construction 3 bedroom, Great room, one level home in Sierra. Located in the middle of 3 lots with plenty of room to grow. This home features solar panels, heat pump with air conditioning, all new EVERYTHING. Waiting for your finishing touches. Large 2 car garage, Primary suite with walk in and wall closets plus linen closet in bathroom. Double sinks. 2nd and 3rd bedrooms are on the other side of the Great room to allow for more privacy. Great location with community club house, pool and beach access. Lovely home, Lovely Island!!

660 El Pozo Street, Coupeville

Listing courtesy of Keller Williams Western Realty.

$1,299,000
3 Beds ⋅ 3 Baths ⋅ 2551598 MLS ⋅ ACTIVE Status
Welcome to Sky Meadows, a coveted community strategically developed between NAS Whidbey Ault Field and OLF jet traffic with spacious 5-acre parcels overlooking Penn Cove. This peaceful Blue Hole location offers protected views of both water and mountains. This drier microclimate frequently offers sunshine when other Island locations are under cloud cover. Protected water and mountain views provide a stunning backdrop from expansive picture windows, while frequent visits from deer, eagles, and other wildlife create a truly peaceful Pacific Northwest setting. Designed for comfortable main-level living, offering the convenience of aging in place with spacious upstairs accommodations for guests, hobbies, or multigenerational living. Thoughtfully updated throughout, the home features a new HVAC system with heat pump, updated kitchen with stone countertops, premium kitchen appliances, Milgard windows, updated flooring, refinished decks, and established gardens complete with a greenhouse and custom raised beds. The detached shop features upgraded electrical service, while a generator receptacle, stainless steel gutter guards, circular driveway, and additional parking add everyday convenience. Just minutes from the North Kettle Trail system, Libbey Beach, Fort Casey, historic Coupeville, and Penn Cove, this is more than a home—it's an opportunity to experience one of Whidbey Island's most treasured communities and an exceptional island lifestyle.

2288 Skycrest Drive, Coupeville

Listing courtesy of Redfin.

$2,800,000
2548704 MLS ⋅ ACTIVE Status
Positioned along one of Whidbey Island’s most iconic waterfront corridors, this rare mixed-use investment opportunity offers over 60 feet of coveted commercial frontage in the heart of historic Coupeville. The meticulously restored seven-unit property includes four street-level commercial spaces and three licensed short-term rental units, creating diversified income potential in a highly sought-after destination market. Nearly every unit captures sweeping views of Penn Cove, with front-row access to the island’s marine wildlife, boating activity, and vibrant waterfront atmosphere.Extensive capital improvements have already been completed, including new pilings, siding, and major system upgrades, allowing investors to step into a stabilized asset with strong operational history and immediate cash flow. Offered with two parcels, the property also presents future upside through expansion, redevelopment potential, or continued optimization of rental income. Located minutes from Fort Ebey, the Coupeville–Port Townsend ferry, and convenient routes to Seattle, Bellevue, and Everett, this is a rare opportunity to acquire a legacy waterfront asset in one of the Pacific Northwest’s most desirable tourism-driven markets.

10 Front Street NW, Coupeville

Listing courtesy of COMPASS.

$638,000
1 Beds ⋅ 1 Baths ⋅ 2534813 MLS ⋅ ACTIVE Status
Welcome to your own cottage in the forest—a peaceful retreat where nature, privacy, and possibility come together. Set on 5 gated acres within a spacious, sunny clearing surrounded by towering evergreens, this thoughtfully maintained property offers access to Fort Ebey State Park and The Kettles Trail system right from your backyard. Enjoy morning coffee on the deck while deer, eagles, owls, rabbits, and other native wildlife make regular appearances, offering the kind of everyday connection to nature that's becoming increasingly rare. Inside, the inviting 1-bedroom, 1-bath home offers a bright, flexible layout with the primary bedroom, bath, sunroom/office, and comfortable living and dining spaces all on the main level, while a cozy sleeping loft is tucked above it all. Looking ahead? Build your dream home while retaining the existing cottage as a guest house or expand the current home to fit your vision. Designed for comfort and lasting peace of mind, the home includes: Hardie Plank siding, a metal roof, wired for a generator, composite decking, a ductless mini-split for energy-efficient heating and cooling, LeafGuard gutters, oversized 1-car garage, private well with cistern, fenced yard area, ample RV parking, and an exceptionally maintained crawl space, each reflecting the care and stewardship invested throughout the property. Located minutes from Ebey's Landing, and downtown Coupeville, this unique property offers both immediate enjoyment and long-term flexibility.

2161 Winterhawk Lane, Coupeville

Listing courtesy of Windermere Whidbey Island.

$1,599,000
2 Beds ⋅ 3 Baths ⋅ 2542344 MLS ⋅ ACTIVE Status
Life on the Sound begins here, on the rare no-bank shores of protected Race Lagoon. Thoughtfully designed for today's lifestyle, the home offers two bedrooms plus a spacious flex room ideal for guests, additional sleeping, a home office, media room or creative pursuits. Whether hosting friends for the weekend or creating your own private retreat, the flexible floor plan adapts with ease. The exceptional detached workshop is purpose-built for woodworking yet equally suited for artists, collectors, fitness, boat enthusiasts and countless possibilities. Year-round comfort is enhanced by efficient mini-split heat pumps, while an automatic generator provides added peace of mind in every season. Launch a kayak from your own shoreline, paddle into Saratoga Passage, set a crab pot, cast a line or simply enjoy the ever-changing beauty of this extraordinary setting. Nearly an acre of beautifully sited property offers privacy, abundant wildlife and a rare connection to the water that few properties can match. This highly sought after location offers access to calm waters for kayaking and paddle-boarding, with easy access to Saratoga Passage for crabbing, fishing and exploring Whidbey Island's remarkable coastline. Rarely do protected no-bank waterfront, exceptional creative space and flexible living come together in one remarkable Whidbey Island setting. Life on the Lagoon. Paddle. Crab. Create. Repeat.

453 Race Road, Coupeville

Listing courtesy of Windermere Whidbey Island.

$1,050,000
3 Beds ⋅ 5 Baths ⋅ 2539330 MLS ⋅ ACTIVE Status
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.

1863 Madrona Way, Coupeville

Listing courtesy of Windermere Whidbey Island.

$125,000
2533526 MLS ⋅ ACTIVE Status
Rare opportunity to own two adjoining parcels being sold together in the desirable Greenbank area of Whidbey Island. Located on Spahr Road, these properties offer the perfect canvas for your dream home, island retreat, or future investment. Enjoy the peaceful surroundings, natural beauty, and convenient central-island location with easy access to beaches, parks, shopping, and dining Utilities are readily available, with water hookups in place and electricity available in the street, helping simplify the development process. The combined parcels provide ample space for building, outdoor living, gardens, recreation, or simply preserving your own private island oasis. Surrounded by the beauty of the Pacific Northwest, this property offers a wonderful blend of privacy and accessibility. Whether you’re envisioning a custom home with room to spread out, a weekend getaway, or a long-term investment in one of Whidbey Island’s most sought-after communities, these parcels present exceptional potential. Just minutes from Greenbank Farm, public beaches, boat launches, and miles of outdoor recreation, you’ll enjoy the best of island living while remaining within easy reach of Coupeville, Freeland, and Clinton. Bring your vision and explore the possibilities that await on this unique offering. Two parcels, one incredible opportunity, and endless potential in the heart of beautiful Greenbank.

Spahr Road, Greenbank

Listing courtesy of Windermere Whidbey Island.

$1,200,000
2524726 MLS ⋅ ACTIVE Status
Whidbey Island Westside bluff waterfront with panoramic water views from snowcapped Olympic Mountains to the lights of Victoria and beyond to the San Juan Islands. This 5 Acre plus parcel is the perfect palette for you to create your estate home. Enjoy colorful sunsets, activity of the waves, ships or freighters headed to the straits, sail boats, fishing boats plus whales passing by. Power is at the road, needs private well, neighboring properties have private wells depth approx. 200 feet and have passed soil log tests.

1135 American Lane, Coupeville

Listing courtesy of Acorn Properties, Inc.

$1,250,000
3 Beds ⋅ 4 Baths ⋅ 2522615 MLS ⋅ CONTINGENT Status
Enormous opportunity for a unique Whidbey Island property. A beautiful timber frame home, guest house, and a huge shop on 8.3+/- private acres. The photos and video show the timeless craftsmanship of the home and the amazing grounds. Ideal for a home-based business, hobby farm, artist co-op, vacation retreat, multi-generational sustainable homestead. Special features include masonry heater fireplace, in-floor heat, stair lift, fresh air/heat recovery system, sauna, wine cellar, firewood lift, EV charger, and on-demand generator for buildings and well. This exceptional property blends natural beauty and sustainability centrally located between Freeland and Coupeville. Close to Greenbank Farm, Greenbank Pantry, and Lagoon Point beach.

2970 Smugglers Cove Road, Greenbank

Listing courtesy of Windermere RE/South Whidbey.

$675,000
3 Beds ⋅ 3 Baths ⋅ 2514028 MLS ⋅ ACTIVE Status
Exceptional privacy with surrounding forested land encapsulates this 2000 sf home and massive newly built shop. This beautiful level lot and great open space along with outskirts of trees and nature to explore and enjoy. Tasteful updates have been made in the home with new roof and solar panels.. A super-efficient woodstove insert, to ensure there is always warmth provided year-round. Being tucked away on a peaceful stretch of Coupeville, 740 Nature Lane offers the kind of space and serenity that feels increasingly rare. Set on 5 beautifully cleared acres, this property is a blank canvas ready for your vision—whether that’s a private retreat, hobby farm, or future ADU. The heavy lifting has already been done, and a newly constructed shop that provides immediate functionality for storage, projects, or equipment. The land itself is open and usable, giving you flexibility for gardens, animals, or simply enjoying wide-open space under big island skies. Surrounded by the natural beauty that makes Coupeville so special, you’ll appreciate the beautiful setting while still being just a short drive to town, beaches, and local amenities. With infrastructure already in place and acreage that’s been thoughtfully prepared, this property offers a head start that’s hard to find. Bring your plans, your dreams, and maybe even your boots—because this is the kind of place where possibilities grow as wide as the land itself.

740 Nature Lane, Coupeville

Listing courtesy of Windermere Whidbey Island.

$209,000
2485337 MLS ⋅ ACTIVE Status
Rare opportunity to own 5.4 beautiful acres in the heart of Central Whidbey with no CCRs and no HOA. Set back from the road with an established driveway already in place, this thoughtfully prepared parcel offers privacy, flexibility, and a true head start on building. A sunny, cleared homesite awaits on the far east side of the property, well removed from the highway, creating a quiet and private setting where road noise is minimal. Surrounded by towering evergreens and the peaceful beauty of the island forest, the site is ready for your dream home and shop. A recent septic perc test was completed, power is available at the street, and there are no wetlands — removing some of the biggest unknowns buyers typically face with raw land. The property is rich with mature timber, including Douglas fir, Western Hemlock, Western Red Cedar, Red Alder, American Holly, and Cascara. Ancient old-growth stumps with visible springboard cuts add character and a sense of history to this special landscape. Whether you envision a custom home tucked among the trees, space for a shop, gardens, or simply room to breathe, this parcel offers freedom and flexibility in a truly private environment, just minutes from Coupeville and the Port Townsend ferry. Build-ready acreage like this is increasingly rare. Come walk it and let your imagination run wild!

28062 State Route 525, Coupeville

Listing courtesy of Windermere Whidbey Island.

$349,000
2471535 MLS ⋅ ACTIVE Status
5-acres opportunity in Greenbank, enjoy the seclusion and quiet of this dead-end road where you can stroll through into the South Whidbey State Park Trail. This level lot has the potential for Port Townsend & water views. Stroll to the South Whidbey State Park trail system. 30-mins from the Mukilteo Ferry. Power in the street. Buyer to verify info.

0 xxx Lamb Rest Lane, Greenbank

Listing courtesy of Windermere Real Estate GH LLC.

$104,900
2463350 MLS ⋅ ACTIVE Status
REDUCED! Shy 1-acre building site just south of Greenbank on Whidbey Island. Partial, filtered views of Puget Sound's Holmes Harbor and Saratoga Passage. Power in-street, neighboring well depths around 75 feet, and gravelly sandy loam soils. Mostly level with some gradual slopes and treed with mature fir and some hardwoods. This land is set in an ideal location near Lagoon Point County Park, Trillium Community Forest, and Lake Hancock. There are multiple boat ramps within 10 minutes, plus plenty of hiking and other recreational opportunities nearby. Situated less than 30 mins south of Oak Harbor. Here's your chance to own a piece of Whidbey Island!

24503 State Route 525, Greenbank

Listing courtesy of Windermere Prof Partners.

$149,900
2449473 MLS ⋅ ACTIVE Status
COUPEVILLE - 4.670 ACRES: Great location for your custom home build. Plenty of room and trees to keep you secluded. Located on Whidbey Island just South of Coupeville off the main highway. Potential Olympic Mountain view. Shopping, dining, and entertainment in nearby Coupeville and Oak Harbor. 30min to Ferries. Recreational opportunities abound. Property is 203,425 sf with a level to a gradual sloping topography. Zoned Rural. No CCR's. Power transformer on property. Septic needed for sewer. Previous perc test done in 2007. No gas. Well needed for water or use shared well from neighboring property. Established 15' wide water line easement allows for shared well water to service property. Water line mostly in but needs to be finished. Roughly 10 yards to go. Driveway already cut in to primary build site at highest point on property on East end; furthest point from road. Possible secondary build site closer to highway for garage or shop. Options are endless. Buy and build or hold for future investment/development. No recent studies completed. Buyer to confirm feasibility for their building project. Owner financing may be available for qualified buyers with 35% down payment. Seller is motivated.

29922 SR 525, Coupeville

Listing courtesy of KW Mountains to Sound Realty.

$25,000
2443488 MLS ⋅ ACTIVE Status
Price Reduced! Prime vacant lot in Sierra County Club near Coupeville on Whidbey Island. Partial view of the Straits of Juan de Fuca. Ready to build your dream home! Power and water are in street but there is no connection yet. To get a connection takes some time. The community does plan to connect 2 more wells in the near future to speed up the process. Do not miss out on this one.

Monterey Street, Coupeville

Listing courtesy of Windermere PeninsulaProperties.

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