COMPASS
About 269 Main Street
A rare opportunity in the heart of Eastsound, this exceptional mixed-use property combines island living with multiple income streams, steps from restaurants, shops, galleries and the waterfront. Overlooking the Salish Sea, the property holds a prominent location on the village's Main Street, just steps from restaurants, shops, galleries and the waterfront. The second level features two beautifully furnished water-view residential units: a spacious 2-bedroom, 2-bath residence and a 1-bedroom, 1-bath residence, currently operating as highly rated vacation rentals. Enjoy one as your own island home or family retreat while generating income from the other - or continue using both as successful rentals. View vacation rentals on line. The ground level features two established, street-facing retail spaces in a high-traffic location, plus a rear office, providing fully leased income streams. Rooftop solar provides both environmental and economic benefits. A 4,000 sqft private parking lot at the rear of the building provides additional income from leased spaces. This Orcas Island property offers a fantastic blend of residential living, vacation rental flexibility and established commercial income.
Features of 269 Main Street
| MLS® # | 2579007 |
|---|---|
| Price | $2,850,000 |
| Bedrooms | 3 |
| Bathrooms | 4.25 |
| Full Baths | 2 |
| Half Baths | 3 |
| Square Footage | 4,912 |
| Acres | 0.23 |
| Year Built | 2005 |
| Type | Residential |
| Sub-Type | Single Family Residence |
| Status | Active |
Community Information
| Address | 269 Main Street |
|---|---|
| Area | 901 - Orcas, Obstruction & Crane Island |
| Subdivision | Eastsound |
| City | Orcas Island |
| County | San Juan |
| State | WA |
| Zip Code | 98245 |
Amenities
| Parking Spaces | 11 |
|---|---|
| Parking | Off Street |
| Is Waterfront | No |
Interior
| Interior Features | Bath Off Primary, Built-In Vacuum, Dbl Pane/Storm Window, Dining Room, Fireplace, Fireplace (Primary Bedroom), French Doors, High Tech Cabling, Jetted Tub, SMART Wired, Vaulted Ceiling(s) |
|---|---|
| Appliances | Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Stove(s)/Range(s), Tankless Water Heater, Washer |
| Heating | Fireplace Insert, Heat Pump, Radiant |
| Cooling | Heat Pump, Insert, Radiant |
| Fireplace | Yes |
| # of Fireplaces | 2 |
| Fireplaces | Gas |
Exterior
| Exterior Features | Cement/Concrete, Wood Products |
|---|---|
| Foundation | Poured Concrete |
School Information
| District | Orcas Island |
|---|
Additional Information
| Date Listed | September 4th, 2026 |
|---|---|
| Days on Market | 40 |
| Foreclosure | No |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Office | COMPASS |
|---|