Exceptional single-level island property just minutes from Eastsound, privately situated on 21.72 acres with sweeping southeast views down East Sound and across Crow Valley. The 3,226 sq. ft. home offers 5 bedrooms and 2.5 baths, with flexibility for guests, multi-generational living, offices, hobbies, or a home-based business. The entire home was cosmetically remodeled in 2025, including an updated kitchen and baths, wood flooring, new decking, fresh exterior paint, and a clean tiled roof. The sunken living room features panoramic windows, while the primary suite is thoughtfully arranged with an office and bath positioned to maximize the views, including a soaking tub overlooking the landscape, with the sleeping area tucked into the darker side of the room for a gentler start at sunrise. Just up the hill, a spectacular rocky bald feels like the top of the world, with phenomenal views stretching from the Canadian Coast Mountains across Eastsound to Massacre Bay. Trails wind throughout the acreage, and the main landscaped and usable area is fully deer-fenced with multiple gates, creating privacy around the home, pond, fruit trees, and garden. A 1,320 sq. ft. garage/shop and 750 sq. ft. detached Texmo building provide abundant storage and workspace, and an athletic court offers space for basketball or tennis. A wood shed is on a second driveway. Grid-tied solar helps reduce utility costs, and high-speed internet is available through an existing Orcas Online arrangement.
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
1/10 Heat Factor
3 days above 78° expected this year, 9 days in 30 years
1/10 Wind Factor
Minimal risk of severe winds over next 30 years
6/10 Air Factor
8 unhealthy days expected this year, 8 days in 30 years
Provided by First Street
Historical weather
Eastsound, WA • 98245
Average low and high temperatures (°F)
44
38
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49
40
58
44
64
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53
72
55
72
57
66
55
55
47
49
42
47
41
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Feb
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Sun exposure
89/ 100
Very good sunlight
Sunscore
There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
10 hrs
4.6 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 404 Lookout Loop
$2,182,112
$18K under list price of $2.20M
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $830K to $2.8M.