A rare opportunity in the heart of Eastsound, this exceptional mixed-use property combines island living with multiple income streams, overlooking the Salish Sea and just steps from restaurants, shops, galleries, and the waterfront. The second level features two beautifully furnished residential units with water views: 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 while generating income from the other, create a multi-generational retreat, or continue both as successful rentals. The ground level offers two established, street-facing retail spaces in a high-traffic location, plus an additional office at the rear of the building, providing further flexibility and income potential. Rooftop solar PV provides both environmental and economic benefits, while 11 assigned parking spaces add exceptional convenience in downtown Eastsound. Whether envisioned as a full- or part-time residence, generational retreat, investment, or combination of all three, this is a truly distinctive Orcas Island property offering an uncommon blend of residential living, commercial flexibility, and established income stream.
Active
Listed by: COMPASS • Wallace Gudgell Jr.
$2,850,000
269 Main Street, Orcas Island, WA 98245
3beds
4,912sqft
Single Family Residence
Built in 2005
10,149 Square Feet Lot
$2,654,600 Zestimate®
$580/sqft
$-- HOA
What's special
Overlooking the salish sea
- --
- on Zillow
- 10
- views
- 0
- saves
Zillow last checked:
Listing updated:
Listed by:
Wallace Gudgell Jr.,
COMPASS,
Kevin Ranker,
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
$2,654,600
$2.52M - $2.79M
$5,534/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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