Eastsound, WA Homes for Sale with Acreage

Exquisitely crafted private estate on 12 acres of serene, secluded land. This exceptional Craftsman-inspired home combines refined craftsmanship, advanced infrastructure, tranquil privacy. Fully fenced yard designed for pets while excluding wildlife. A second building site w/utilities offers outstanding future potential/water views. Artisan details showcased throughout, including timber frame

Teri Williams TWilliams Realty

Tucked into a peaceful pastoral setting just outside Friday Harbor, Trumpeter Inn offers a rare opportunity to step into a life shaped by connection, hospitality & place. Named for trumpeter swans that winter nearby, the inn has welcomed guests since 1989 & has grown into one of the area’s top-rated boutique accommodations, known for its warm, personalized experience & loyal repeat clientele. Set

Annie Bryant Windermere RE San Juan Islands

Stunning 3-bedroom, 2.5-bath Pacific Northwest home on 7 serene acres w/guest house, pond-side studio, finished 2-car garage, tranquil hot tub pavilion & flagstone fire pit patio. Circular drive & beautifully landscaped grounds complete the setting. Ross Chapin Architect designed main house features a 14-ft Great Room w/reclaimed Columbia River beams, bamboo floors, fir cabinetry & custom stone

Lisa Wolford Orcas Island Realty

Perched above Deer Harbor, this Roy Lundgren–designed high-bank waterfront home offers a front-row seat to the marine activity of Deer Harbor Marina, with sweeping views of Pole Pass, ferries, sea planes, whale-watching boats, and lively boat traffic. Built in 1994 by skilled local craftsmen and impeccably maintained, this 3,500+ sq ft residence features three ensuite bedrooms plus a bonus room,

Deborah Jones Orcas Island Realty

Twin Coves is a rare, self-sustaining waterfront sanctuary on Orcas Island, where natural beauty, quiet luxury, and true off-grid capability come together. Set on over four acres with two sheltered coves and west-facing shoreline, it offers exceptional privacy and year-round sunsets. The main residence and two guest cottages feature warm, timeless architecture and flexible living for hosting or

Lilian Bergsma Lefever COMPASS

Tucked at the end of a quiet lane in sought-after West Sound, this timeless Northwest Colonial captures a refined island lifestyle framed by the calm waters of White Beach Bay, evergreens, and open sky. Set behind a gated drive, the property offers exceptional privacy across two tax parcels totaling 1.35 acres, with stairs leading to a fully accessible waterfront—an increasingly rare and coveted

Jaylin Peacock The Agency Seattle/Eastside

Offered is a West Sound 5.45 acre non-waterfront home with a level waterfront building site, accessible private cove and sandy beach just off Skull Island State Park. Remodeled 1910 2 bed homestead across the county road has a level waterfront building site overlooking Massacre Bay (Note; Home will likely require modification/decommission to build on the waterfront). Plenty of usable land, 100+

Marty Zier COMPASS

On the grid or off, your choice. Twelve outstanding deer-fenced acres, 1.16 mi from town center, with a custom 3080 sf home utilizing wood burls from Alaska, 675 sf log guesthouse with vacation rental permit, both overlooking the lake, 600 sf studio with bathroom, 140 sf studio, 550 sf detached garage, 3200 sf multipurpose shop with walk-in cooler, Starlink internet, 46 solar panels with bank of

Laura Boulton Coldwell Banker San Juan Is.

Stunning waterfront estate spanning two sun-filled parcels with 44’ deepwater dock in extremely desirable Westsound. Expansive south-facing views look over Salish Sea, outer islands and Olympic Mountains in the distance. Property includes the dock and a mooring buoy. The approximately 1200 square-foot luxury home on the first lot is finished with high-end materials, hydro floor heating

Kevin Ranker COMPASS

Nestled on 2 acres in East Crow Valley on Orcas Island, this enchanting 2-bedroom, 2-bath home harmoniously blends historic charm with modern comfort. The original log cabin, paired with a new addition, boasts local fir floors, custom cabinetry, and radiant heat. Large windows frame breathtaking views of farmland, Mount Constitution, and Turtleback Mountain. And showcases sunset/sun rise colors

Teri Williams TWilliams Realty

Welcome to the "tree house". Surrounded by mature evergreens and bathed in sunshine this home provides a serene retreat. Owner is offering Seller Financing and just reduced the price! This charming 3 bedroom, 2 bath home is bathed in sunlight throughout the day with expansive windows and skylights. Energy efficiency is paramount here as the home boasts solar panels, electric car charging station,

Deborah Hansen COMPASS

Rare to Shaw market comprised of two stately, massive forested waterfront acreage parcels w/ 452' WTRFT & beautiful secluded shared pocket beach. Waterfront views of Westsound, Turtleback Mountain, and Orcas Landing. Shelves and open plateau areas below dense conifer canopy with magical mossy view knolls. A promontory point jutting out from the adjacent secluded sandy beach to ponder upon. Awe

Jon Boyer Offshore Properties LLC

Experience San Juan Island living in this well-maintained 3 bed, 2 bath rambler on 2 acres with pond and Sportsman's Lake access. This 1771 sf home features an open floor plan, gas fireplace, stainless appliances, and natural stone countertops throughout. Spacious primary suite includes a WIC and 5-piece bath with soaking tub and oversized shower. Enjoy the 3-car garage, raised garden beds, fruit

Greg King Windermere RE San Juan Islands

One of the few inland properties available on Crane Island with all utilities to the building site. Crane Island has a community dock on Pole Pass near Deer Harbor and community dock on the island itself. There is an airstrip, community beach, and community barge landing location. This is a mostly level property, easy to build and perfect for your non-ferry served island hideaway.

Wally Gudgell COMPASS

PASTORAL LARGE ACREAGE-Mostly level 20 acres with several springs, a rocky knoll on south end of property, and views of Turtleback Mountain and Crow Valley. Wooded with approx. 1200 feet of county arterial. Great building site near the knoll to help eliminate road noise. Skid roads throughout the property for easy access to potential building areas. NO HOA or restrictions.

Wally Gudgell COMPASS

Three acres with 25% share of a 50' JOINT-USE DOCK in a protected cove in Deer Harbor! Abutting a common shoreline parcel, this beautifully treed property feels like high bank waterfront. Build your dream home with tempting views across Deer Harbor - an ideal jumping off point to explore the San Juans by boat or kayak. You'll also enjoy close proximity to a public beach, a birdwatching preserve,

Sandi Friel TWilliams Realty

Discover the tranquility of island living on this 1.6-acre Henry Island homesite, located just minutes from the charm and amenities of Roche Harbor Resort. Enjoy sweeping views and peaceful privacy, perched above a huge limestone bluff. This special parcel offers wonderful seascapes of the Harbor, endless boat traffic, plus it's bathed in natural light. This build-ready parcel has community

Zita Sandmeyer Windermere RE San Juan Islands

PEAR POINT ESTATE ACREAGE. A rare offering on sought-after Pear Point—25+ acre estate parcel with sweeping water views and majestic Mt. Baker vistas. Exceptional opportunity ideal for a private estate, compound, or thoughtful development. This premier property is dividable into five parcels with three town water hookups in place, plus an old well. Sunny, level land with gentle slope to the

Paula Sundstrom Coldwell Banker San Juan Is.

Set along a coveted west-facing bank, this 2-bedroom, 1.5 bath home with vaulted ceilings captures sweeping views across Upright Channel — from passing ferries to unforgettable sunset skies. The open-concept design invites coastal living, while a winding path leads to the kind of level, sandy beachfront that’s rare to find in the San Juan Islands. Just steps from the tide line rests the true

Tim Slattery Windermere RE/Lopez Island

PRIME DEER HARBOR ACREAGE WITH CARRIAGE HOUSE Private, mostly level 3.38± acre parcel in the desirable Suncrest neighborhood offering an exceptional opportunity to build a larger home while enjoying the sweet carriage house. With selective tree trimming, a future residence could capture views toward Turtleback Mountain. Infrastructure is already in place, including a 3-bedroom septic system,

Marcela Barrientos Orcas Island Realty

First time on the market, this Northwest contemporary home is located in the private neighborhood of Three Meadows. Beautifully maintained, the home features 2 bedrooms and 2 bathrooms, including a primary ensuite on the main level. The functional layout offers comfortable living spaces with good natural light.Exterior features include board-and-batten siding and a metal roof, providing a clean,

Lisa Brooks Coldwell Banker San Juan Is.

This picturesque, sun-drenched, level 7-acre farm offers a rare blend of natural beauty and functionality. The pastoral setting features a variety of mature fruit trees, raised garden beds, fenced pastures for animals, a workshop, and a designated spot for a tiny home or RV. Enjoy breathtaking views of Turtleback Mountain from multiple vantage points across the property. With convenient access

Wally Gudgell COMPASS

Turtleback Mountain Retreat. Adjoins Turtleback Preserve with nearly 2,000 ft of common boundary and easy access to hiking trails. Views over Crow Valley with glorious sunrises. Separate office and garden in lower area, house, bunk house, and large deck on upper driveway with fantastic views. This 21.77-acre property has two water systems and much of the property has underground utilities

Wally Gudgell COMPASS

Striking contemporary waterfront retreat on Pear Point. The property offers 2.25 acres with 166+/- feet of rocky shoreline with sweeping marine views and privacy, just minutes to town. Exceptional views from every room and hardwood floors throughout. Stunning glass and steel construction with a wall of windows that showcase expansive light and sunrise views of the Channel, Mt Baker, and the other

Merri Ann Simonson Coldwell Banker San Juan Is.

Sunny water view home set on 1.16 level, serene park-like acres just minutes from town, offering graceful vistas of Kansas Cove, Turn Island, and San Juan Channel. Ideally located just across from Turn Point County Park with easy beach access, this spacious 1,836 sq ft single-level residence features a living room with water views, wood fireplace with insert, dining area, three bedrooms plus a

Merri Ann Simonson Coldwell Banker San Juan Is.

PEACEFUL SHAW ISLAND AWAITS Bring your vision to this charming partially cleared 6+ acre inland parcel with mossy knolls and mature trees. Property includes 240 sq ft structure with loft, small deck, electricity, and water just outside. Sit around the fire pit while you dream up your new home. Brand new water system with 2 gallon per minute well and 2500 gallon storage tank. Proposed 2 bedroom

Marcela Barrientos Orcas Island Realty

Rare 27+ acre waterfront offering in the heart of sunny Deer Harbor. This exceptionally private property features an elevated building site with commanding southwestern views over Cayou Valley and Deer Harbor. Approximately 1,500± feet of estuary waterfront plus tidelands are complemented by surrounding forestland and open grassy areas. Craftsman-built stone walls frame the entrance and patio

Mary Clure Orcas Island Realty

Big view of Sportsman’s Lake. 1.47 +/- Acres ready to build in the Sportsman’s Lake neighborhood. Rights to Community clubhouse, waterfront park, and dock. Community water and septic system installed. Great opportunity to build your dream home. Located at the end of the road with lots of sun exposure and privacy.

Chuck Payne Coldwell Banker San Juan Is.

Escape to the serene magic and incomparable beauty of Shaw Island, the quietest treasure in the San Juan Islands. Unlike its busier neighbors, Shaw Island has no vacation rentals or hotels, ensuring an unmatched sense of peace and seclusion—a true rarity. This custom cabin style home, nestled amidst just over 6 acres of cedar and madrone trees offers your own private sanctuary, complete with a

Sandra Hurtley COMPASS

10 ACRES, WATER VIEWS, BUILD YOUR ISLAND DREAM. A rare opportunity to build your retreat on a beautifully situated 10-acre parcel in a private community, minutes from Friday Harbor. Wind your way through towering old-growth fir and madrona to a cleared building site perched with water views north across San Juan Channel to the iconic profile of Turtleback Mountain on Orcas Island. The groundwork

Marcela Barrientos Orcas Island Realty

WESTSIDE HIGH BANK WATERFRONT Your idyllic Orcas Island retreat awaits. Savor the breathtaking sunsets over the tranquil waters of President Channel from this exceptional waterfront property. With 180-degree views, witness majestic whales gliding by and eagles soaring. Nestled amidst old-growth character trees, this acreage is primed and waiting for your dream home. The groundwork is laid with an

Marcela Barrientos Orcas Island Realty

SHAW ISLAND SANCTUARY Nearly 10 Acres of Pacific Northwest Magic tucked into the tranquil forests of Shaw Island. This retreat offers the rare combination of privacy, natural beauty, and island convenience. Mostly level and thoughtfully cleared in places, the land reveals mossy knolls, open plateaus, and sun-dappled clearings, each one a canvas for your dream island home. A charming off-grid

Marcela Barrientos Orcas Island Realty

Main seashore residence with southerly views, featuring five bedrooms with the primary suite on the main level. Highlights include two wood-burning fireplaces, a spacious chef’s kitchen, vaulted ceilings, and two expansive decks. The property offers low-bank waterfront access and established, beautifully landscaped grounds. A separate two-bedroom guesthouse includes a wood-burning stove,

Wally Gudgell COMPASS