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$5,998,000
3 Beds ⋅ 5 Baths ⋅ 2566075 MLS ⋅ ACTIVE Status
Set across 18± private acres in coveted Deer Harbor, this distinguished island estate is a masterful composition of architecture, landscape, and setting. Positioned to embrace ocean views while preserving a remarkable sense of seclusion, the grounds unfold through formal gardens, mature natural landscaping, meadows, raised beds, a greenhouse, and a berry barn. At the heart of the property, the grand single-level NW Contemporary residence pairs soaring ceilings and generous proportions with an effortless connection to its surroundings. An expansive great room, a chef’s kitchen, two primary suites, an office, and an additional guest bedroom create an elegant framework for both intimate living and gracious entertaining. A separate 2-bedroom, 2-bath guesthouse overlooks a tranquil pond and meadow, while a substantial studio with bath offers a refined setting for art, wellness, or creative pursuits. A freestanding stone wine cellar, in-ground pool with adjoining sauna, detached two-car garage, and large shop complete this exceptional estate—a rare expression of privacy, scale, and timeless Pacific Northwest living.

5780 Deer Harbor Road, Orcas Island

Listing courtesy of True North Realty.

$3,995,000
5 Beds ⋅ 5 Baths ⋅ 2545317 MLS ⋅ ACTIVE Status
A private waterfront world in the heart of Deer Harbor. Set on nearly 3.5 fully fenced acres with protected moorage, 117 Legend Lane offers a rare collection of living spaces designed for gathering, retreat, and life on the water. The harbor-facing main residence is complemented by separate guest accommodations, a Zen-inspired bunkhouse, Tiki bar, and a standalone wellness studio with sauna, creating a true compound experience rarely found in the San Juan Islands. Expansive decks, mature landscaping, intimate outdoor gathering spaces, and a private dock connect the property to the rhythms of Deer Harbor and the surrounding Salish Sea. Flexible, private, and exceptionally difficult to replicate today, this is a legacy-caliber waterfront offering in one of Orcas Island's most treasured settings.

117 Legend Lane, Orcas Island

Listing courtesy of COMPASS.

$2,600,000
3 Beds ⋅ 2 Baths ⋅ 2512974 MLS ⋅ ACTIVE Status
Gorgeous three-bedroom, two-bath waterfront home on the west side in desirable Deer Harbor. Tastefully remodeled, this 3,470 sq. ft. residence offers extensive upgrades throughout and showcases breathtaking views overlooking Deer Harbor, the Wasp Islands & Turtleback Mountain. Relax to stunning water views and the soothing sounds of the shoreline from this serene island retreat. Set on sunny, level 1.88 acres, the property is surrounded by mature landscaping, fruit trees, inviting patios & extensive water side decks for peaceful sunset evenings. Enjoy this coveted location just moments from Deer Harbor Marina, with regularly scheduled Kenmore Air flights, boating, nature tours, & kayaking. Recently installed entry drive, automatic gate, & deer fencing surrounding the entire property enhance both privacy & convenience. Renovations include updated kitchen, living room, primary suite w/ensuite bath, and lower-level bedroom, bath and bonus rooms. New hardwood floors enhance lower-level living areas & bedroom, while newer wood windows on all three levels, exterior siding, a metal roof, & main bedroom French doors leading to a stunning multi-level deck w/hot tub add timeless style and durability. Designed for comfort, efficiency, and self-sufficiency, the property also includes 2 underground 1,700-gallon water storage tanks & a 7.6kW SunPower solar array.EV Charger-Level 2, 1,000-gallon buried propane tank, newer heat pump, and electronic air cleaner. See additional Features List.

5686 Deer Harbor Road, Orcas Island

Listing courtesy of Orcas Island Realty.

$929,000
3 Beds ⋅ 2 Baths ⋅ 2513768 MLS ⋅ ACTIVE Status
Perched in the heart of Deer Harbor Hamlet with views of the estuary and open water, this two-bedroom, two-bath home combines natural beauty with everyday functionality. Nearly three-quarters of an acre of private grounds frame the ever-changing tidal landscape, while an attached garage offers secure storage and workspace — a genuine asset on island. Light-filled interiors, two full baths, and a setting steps from the charm of one of Orcas Island's most treasured communities make this an exceptional opportunity whether you're seeking a full-time residence, seasonal retreat, or long-term investment in the Pacific Northwest.

4622 Deer Harbor Road, Orcas Island

Listing courtesy of COMPASS.

$1,450,000
2 Beds ⋅ 2 Baths ⋅ 2503343 MLS ⋅ ACTIVE Status
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 accents, custom solid-wood interior doors, natural wood trim, slate switch plates, subtle LED lighting. A Hearthstone freestanding wood stove anchors the living space, while architectural eave lighting enhances exterior. The kitchen blends elegance/functionality with cherry cabinetry, quartz countertops, stainless farmhouse sink, touchless faucet, under-cabinet lighting, pull-out waste/recycling. The main bathroom features quartz counter, ceramic basins, tiled tub surrounds. Bedrooms utilize built-in closet organizers. Built with ICF lower level, SIP upper walls, exceptional efficiency, Andersen double-pane windows, heat recovery ventilation, hydronic radiant floor heating. Durable fiber-cement siding, metal roof provide longevity. Outdoor living includes a TimberTech deck, lighted stairs, integrated planters, propane connections, molded concrete paver patio. Infrastructure: 2 wells, dual septic tanks, permitted 5 bed drainfield, backup generator, buried propane tank, heated insulated shop, RV parking w/utilities. A rare offering where craftsmanship, comfort and infrastructure converge.

424 Logan's Run Road, Orcas Island

Listing courtesy of TWilliams Realty.

$999,000
2 Beds ⋅ 1 Baths ⋅ 2489159 MLS ⋅ ACTIVE Status
Paradise Found at Fox Glove Cottage! Turn-key, active vacation rental with bookings throughout the summer! Walk right into an income generating property! Waterfront, two bedroom, one bath beach cottage in Deer Harbor overlooking the Deer Harbor marina. Enjoy the best of both worlds with a charming and lovingly updated beach cottage and coveted outdoor oasis. Watch the comings and goings of the boats at the Deer Harbor and Cayou Quay marinas from the spacious deck. Grassy yard with picnic table and benches leads to easy steps to your private beach and tidelands. Many updates within the last year, including new paint, new flooring, gorgeous new fireplace, ductless heat pump/mini-split. The home is a highly sought after and a successful vacation rental with a current vacation rental permit and rental history. Property comes turn-key, furnished and ready to rent or enjoy. Charming, breakfast bar, countertop dining, spacious deck with views of the channel and the Deer Harbor marina. Walk to marina and amenities of Deer Harbor community including, post-office, dining options, marina market and more. High speed internet/Rock Island Fiber, Deer Harbor Marina Water and Sewer.

5244 Deer Harbor Road, Orcas Island

Listing courtesy of True North Realty.

$2,800,000
3 Beds ⋅ 5 Baths ⋅ 2455427 MLS ⋅ ACTIVE Status
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, all filled with abundant south-facing light and vaulted ceilings. An attached two-car garage adds convenience, and two nearby marinas provide excellent access to island recreation. Kenmore Air float planes depart just minutes away, offering fast, direct travel to Seattle for appointments or sporting events. Furnishings are available with sale. Deeded shoreline shared access via neighborhood common area. Limited dock use for loading and unloading.

573 Harborview Lane, Orcas Island

Listing courtesy of Orcas Island Realty.

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