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$2,850,000

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 4 Partial Baths
  • 4,912 Sq. Ft.
  • Updated 19 hours ago

Listed by Wally Gudgell | Compass | (360) 507-5443 and Kevin Ranker | Compass | (360) 507-5443

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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.

Full Property Details for 269 Main St

General

  • Price: $2,850,000
  • Taxes: $9,243 (2025)
  • Status: Active
  • Type: Single Family
  • Source: NWMLS
  • MLS ID: 2579007
  • Updated: 10/9/2026
  • Added to Site: 36 day(s) ago

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)
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Fireplace(s): Gas
  • Appliances: Dishwasher(s), Dryer(s), Garbage Disposal, Microwave(s), Refrigerator(s), Stove(s)/Range(s), Washer(s)
  • Flooring: Ceramic Tile, Slate, Vinyl, Carpet

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 2
  • 3/4 Bathrooms: 1
  • Half Bathrooms: 3
  • Upper - Full Baths: 2
  • Upper - 3/4 Baths: 1
  • Main Floor Baths: 3
  • Main - 1/2 Baths: 3

Bedrooms

  • Total Bedrooms: 3
  • Bedrooms Upper: 3

Additional Information

  • Amenities: Deck, High Speed Internet, Propane

Parking

  • Uncovered Spaces: 11
  • Parking Features: Off Street

Location

  • Area: 901 - Orcas, Obstruction & Crane Island
  • County: San Juan
  • Subdivision: Eastsound
  • Driving Directions: BFI- LBW- From Ferry go to Eastound, take a right on Main St. Eastsound Suites will be on the left side of road before North Beach Rd.

School Information

  • High School District: Orcas Island

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Heat Pump, Insert, Radiant
  • Heating Type: Fireplace Insert, Heat Pump, Radiant

Utilities

  • Sewer: Sewer Connected
  • Water: Community

Structural Information

  • Structure Type: House
  • Exterior Const.: Cement/Concrete, Wood Products
  • Foundation: Poured Concrete
  • Roof: Metal
  • Square Feet: 4,912
  • Finished Total: 4,912 Sq. Ft.
  • Year Built: 2005

Lot Features

  • Lot Size (Acres): 0.233
  • Lot Size (Sq. Ft.): 10,149
  • Lot Size Source: Realist
  • Lot Dimensions: 60 x 133 feet appro x
  • Topography: Level

Green Features

  • Energy Generation: Solar

Financial Considerations

  • Tax Amount: $9,243.84
  • Tax Year: 2025
  • Terms: Cash, Conventional

Disclosures and Reports

  • Special Conditions: None
  • Inclusions: Dishwasher(s), Dryer(s), Garbage Disposal, Microwave(s), Refrigerator(s), Stove(s)/Range(s), Washer(s)
  • Property ID: 271442004000

Listed by Wally Gudgell | Compass | (360) 507-5443 and Kevin Ranker | Compass | (360) 507-5443

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Schools serving 269 Main St

School District:Orcas Island School District
NameGradesDistance
Orcas Island Elementary School
611 School Road, Eastsound, WA 98245
K-60.3 mi
Orcas Island Middle School
715 School Road, Eastsound, WA 98245
7-80.3 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 269 Main St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/04/2026
Listed
$2,850,000
198.4%
MLS
6/03/2014
Sold
$955,100
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 269 Main St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$9,030
40%
$1,829,550
18%
2024
$6,438
-9%
$1,555,030
30%
2023
$7,103
-15%
$1,192,980
10%
2021
$8,377
-3%
$1,085,700
—
2020
$8,595
11%
$1,085,700
12%
2019
$7,758
5%
$973,330
5%
2018
$7,395
40%
$929,030
28%
2017
$5,264
4%
$728,190
—
2016
$5,078
-12%
$728,190
-11%
2015
$5,766
2%
$813,630
—
2014
$5,630
—
$813,630
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Wally Gudgell | Compass | (360) 507-5443 and Kevin Ranker | Compass | (360) 507-5443

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269 Main Street, Orcas Island, WA 98245 (MLS# 2579007) is a Single Family property with 3 bedrooms, 2 full bathrooms and 4 partial bathrooms. 269 Main Street is currently listed for $2,850,000 and was received on September 04, 2026. Want to learn more about 269 Main Street? Do you have questions about finding other Single Family real estate for sale in Orcas Island? You can browse all Orcas Island real estate or contact a Coldwell Banker agent to request more information.

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