Listed by Wallace Gudgell Jr., COMPASS
$2,850,000
3 Beds
4.5 Baths
4,912 sqft
269 Main Street, Eastsound, WA 98245
Est. Mortgage $17,184/mo*
Get Pre-QualifiedWe estimate this home will sell faster than 89% nearby.
Home Highlights
Single-Family Home
Built in 2005
$580/sqft
11 Parking Spaces
Local Information
- Map ViewExplore the area around 269 Main Street.
- Schools2 Elementary Schools2 Middle Schools1 High School
- Shop & Eat
-- mins to
About this House
What's unique:Rear officeOverlooking the salish sea
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 at EastsoundSuites.com. • 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.
We estimate this home will sell faster than 89% nearby.
Home Details for 269 Main Street
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Interior Details Number of Rooms: 15Types of Rooms: Master Bedroom, Bedroom, Bathroom Full, Bathroom Three Quarter, Dining Room, Great Room, Kitchen With Eating Space, Kitchen Without Eating Space, Living Room, Utility Room |
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 6Number of Bathrooms (full): 2Number of Bathrooms (three quarters): 1Number of Bathrooms (half): 3Number of Bathrooms (main level): 3 |
Dimensions and Layout Living Area: 4912 Square Feet |
Appliances & Utilities Utilities: None, Rock Island: FiberAppliances: 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)DishwasherDisposalDryerMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Fireplace,Fireplace Insert,Heat Pump,Radiant,Electric,Propane,Solar PVHas CoolingAir Conditioning: Heat Pump,Insert,RadiantHas HeatingHeating Fuel: Fireplace |
Fireplace & Spa Number of Fireplaces: 2Fireplace: Gas, Upper Level: 2, FireplaceSpa: BathHas a Fireplace |
Gas & Electric Electric: Company: Orcas Power and Light |
Windows, Doors, Floors & Walls Window: Dbl Pane/Storm WindowDoor: French DoorsFlooring: Ceramic Tile, Slate, Vinyl, Carpet |
Levels, Entrance, & Accessibility Stories: 2Levels: TwoFloors: Ceramic Tile, Slate, Vinyl, Carpet |
View No View |
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Exterior Home Features Roof: MetalPatio / 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)Foundation: Poured Concrete |
Parking & Garage Open Parking Spaces: 11No CarportNo Attached GarageNo Open ParkingParking Spaces: 11Parking: Off Street |
Frontage Not on Waterfront |
Water & Sewer Sewer: Sewer Connected, Company: Eastsound Sewer District |
Farm & Range Does Not Include Irrigation Water Rights |
Surface & Elevation Topography: LevelElevation Units: Feet |
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Year Built Year Built: 2005Year Renovated: 2005 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: HouseArchitecture: 2 Story |
Building Construction Materials: Cement/Concrete, Wood Products |
Property Information Included in Sale: Dishwasher(s), Dryer(s), Garbage Disposal, Microwave(s), Refrigerator(s), Stove(s)/Range(s), Washer(s)Parcel Number: 271442004000 |
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Price List Price: $2,850,000Price Per Sqft: $580 |
Status Change & Dates Possession Timing: Close Of Escrow |
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MLS Status: Active |
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Direction & Address City: Orcas IslandCommunity: Eastsound |
School Information High School District: Orcas Island |
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Listing Agent Listing ID: 2579007 |
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Building Area Building Area: 4912 Square Feet |
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Not Senior Community |
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HOA Fee: No HOA Fee |
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Lot Area: 10149.48 sqft |
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Special Conditions: Standard |
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Listing Terms: Conventional |
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Mls Number: 2579007Offer Review: Seller intends to review offers upon receiptShowing Requirements: Appointment Only, Call Listing Office, See Remarks |
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NWM Display First Look On IDXInternet Entire Listing Display YN C |
Around this home
What Locals Say about Eastsound
At least 4 Trulia users voted on each feature.
100 % Say it's quiet
89 % Say people would walk alone at night
86 % Say they plan to stay for at least 5 years
80 % Say parking is easy
80 % Say it's dog friendly
75 % Say car is needed
72 % Say neighbors are friendly
71 % Say there are community events
71 % Say there's wildlife
67 % Say yards are well-kept
57 % Say kids play outside
50 % Say there's holiday spirit
43 % Say there are sidewalks
43 % Say it's walkable to restaurants
38 % Say it's walkable to grocery stores
Sourced by Trulia users. Learn more about our methodology.
Market trends in Eastsound
Last updated August 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
65
2MoM
Home Value
Trulia Estimate
$2.67MSince last month
Increased$35K (+1.3%)Since last year
Increased$35K (+1.3%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +1% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $2.7M |
| September 2026 | $2.67M |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.21 | Single-Family Home | $969,000 | 01/12/26 | 3 | 2.5 | 1,565 | |
0.06 | Single-Family Home | $23,500,000 | 03/18/26 | 3 | 3 | 3,603 | |
0.35 | Single-Family Home | $1,025,000 | 11/10/25 | 3 | 2 | 1,512 | |
0.34 | Single-Family Home | $1,200,000 | 09/09/26 | 2 | 2.5 | 1,796 | |
0.14 | Single-Family Home | $800,000 | 06/17/26 | 2 | 1.5 | 1,056 | |
0.21 | Single-Family Home | $850,000 | 12/22/25 | 3 | 2 | 1,176 | |
0.30 | Single-Family Home | $1,100,000 | 01/22/26 | 1 | 1 | 520 | |
0.95 | Single-Family Home | $843,500 | 07/21/26 | 3 | 3.5 | 2,050 | |
0.84 | Single-Family Home | $1,150,000 | 03/19/26 | 2 | 2 | 2,153 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.00 | - | - | - | - | Off Market | |
0.01 | - | - | - | - | Off Market | |
0.01 | - | - | - | - | Off Market | |
0.01 | - | - | - | - | Off Market | |
0.01 | - | - | - | - | Off Market | |
0.01 | $741,300 | Studio | - | 1,471 | Off Market | |
0.02 | - | - | - | - | Off Market | |
0.02 | - | - | - | - | Off Market | |
0.04 | - | - | - | - | Off Market | |
0.04 | - | - | - | - | Off Market | |
0.04 | - | - | - | - | Off Market | |
0.05 | $3,646,300 | Studio | - | 1,628 | Off Market | |
0.05 | - | - | - | - | Off Market | |
0.05 | - | - | - | - | Off Market | |
0.05 | - | - | - | - | Off Market | |
0.05 | - | - | - | - | Off Market | |
0.05 | - | - | - | - | Off Market | |
0.05 | - | - | - | - | Off Market |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Sep 28, 2026 Source: NWMLS as distributed by MLS GRID #2579007 | Listed For Sale | $2,850,000 |
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Wallace Gudgell Jr., COMPASS
Based on information submitted to the MLS GRID as of 2026-10-01 12:04:41 PDT. All data is obtained from various sources and may not have been verified by broker or
MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by
the office/agent presenting the information.
IDX information is provided exclusively for consumers’ personal noncommercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, that the data is deemed reliable but is not guaranteed by MLS GRID. ©2026 NWMLS Click here for more information
IDX information is provided exclusively for consumers’ personal noncommercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, that the data is deemed reliable but is not guaranteed by MLS GRID. ©2026 NWMLS Click here for more information
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Frequently asked questions about 269 Main Street
- What is the estimated monthly payment for 269 Main Street?Based on a $2,850,000 list price with 20% down at today's rates, the estimated monthly payment for 269 Main Street in Eastsound, WA is approximately $17,491 (about $16,062 principal & interest, $1,354 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- What are the closest schools to 269 Main Street?The closest schools to 269 Main Street in Eastsound, WA are Orcas Island Elementary School (rated 7/10), Orcas Island High School (rated 9/10), Orcas Island Middle School (rated 9/10).
- What is 269 Main Street estimated to be worth?Trulia's estimated value for 269 Main Street in Eastsound, WA is $2,668,200.
- Does 269 Main Street have air conditioning?Yes, 269 Main Street in Eastsound, WA has air conditioning.
- Does 269 Main Street have laundry facilities?Yes, 269 Main Street in Eastsound, WA has in-unit laundry.
- How big is the lot at 269 Main Street?The lot at 269 Main Street in Eastsound, WA is about 0.23 acres (10,149 sq ft).
269 Main Street, Eastsound, WA 98245 is a 3 bedroom, 6 bathroom, 4,912 sqft single-family home built in 2005. This property is currently available for sale and was listed by NWMLS as distributed by MLS GRID on Sep 3, 2026. The MLS # for this home is MLS# 2579007.