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.
Active
Listed by: COMPASS • Wallace Gudgell Jr. • 360-507-5443
$2,850,000
269 Main Street, Orcas Island, WA 98245
3beds
4,912sqft
Single Family Residence
Built in 2005
10,149 Square Feet Lot
$2,636,900 Zestimate®
$580/sqft
$-- HOA
What's special
Rear officeOverlooking the salish sea
- --
- on Zillow
- 228
- views
- 9
- saves
Zillow last checked:
Listing updated:
Listed by:
Wallace Gudgell Jr. 360-507-5443 wally@compass.com,
COMPASS,
Kevin Ranker 360-472-1850,
COMPASS
Source: NWMLS as distributed by MLS GRID,MLS#: 2579007
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 6
- Full bathrooms: 2
- 3/4 bathrooms: 1
- 1/2 bathrooms: 3
- Main level bathrooms: 3
Primary bedroom
- Level: Second
Bedroom
- Level: Second
Bedroom
- Level: Second
Bathroom full
- Level: Second
Bathroom full
- Level: Second
Bathroom three quarter
- Level: Second
Other
- Level: Main
Other
- Level: Main
Other
- Level: Main
Dining room
- Level: Second
Great room
- Level: Second
Kitchen with eating space
- Level: Second
Kitchen without eating space
- Level: Second
Living room
- Level: Second
Utility room
- Level: Lower
Heating
- Fireplace, Fireplace Insert, Heat Pump, Radiant, Electric, Propane, Solar PV
Cooling
- Heat Pump, Insert, Radiant
Appliances
- Included: Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Stove(s)/Range(s), Tankless Water Heater, Washer, Dishwasher(s), Dryer(s), Garbage Disposal, Microwave(s), Refrigerator(s), Washer(s)
Features
- Bath Off Primary, Central Vacuum, Dining Room, High Tech Cabling
- Flooring: Ceramic Tile, Slate, Vinyl, Carpet
- Doors: French Doors
- Windows: Dbl Pane/Storm Window
- Number of fireplaces: 2
- Fireplace features: Gas, Upper Level: 2, Fireplace
Interior area
- Total structure area: 4,912
- Total interior livable area: 4,912 sqft
Property
Parking
- Total spaces: 11
- Parking features: Off Street
- Uncovered spaces: 11
Features
- Levels: Two
- Stories: 2
- Patio & porch: 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)
- Spa features: Bath
Lot
- Size: 10,149 Square Feet
- Dimensions: 60 x 133 feet appro x
- Features: Deck, High Speed Internet, Propane
- Topography: Level
Details
- Parcel number: 271442004000
- Zoning description: Jurisdiction: County
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: 2 Story
- Property subtype: Single Family Residence
Materials
- Cement/Concrete, Wood Products
- Foundation: Poured Concrete
- Roof: Metal
Condition
- Year built: 2005
- Major remodel year: 2005
Utilities & green energy
- Electric: Company: Orcas Power and Light
- Sewer: Sewer Connected, Company: Eastsound Sewer District
- Water: Community, Company: Eastsound Water Users Assoc. 1.75 ERU
- Utilities for property: None, Rock Island: Fiber
Green energy
- Energy generation: Solar
Community & HOA
Community
- Subdivision: Eastsound
Location
- Region: Eastsound
Financial & listing details
- Price per square foot: $580/sqft
- Annual tax amount: $9,243
- Date on market: 9/6/2026
- Listing terms: Conventional
- Inclusions: Dishwasher(s), Dryer(s), Garbage Disposal, Microwave(s), Refrigerator(s), Stove(s)/Range(s), Washer(s)
Estimated market value
$2,636,900
$2.51M - $2.77M
$5,312/mo
Price history
| Date | Event | Price |
|---|---|---|
| 9/28/2026 | Listed for sale | $2,850,000$580/sqft |
Source:  NWMLS as distributed by MLS GRID #2579007 Report a problem | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 98245
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