Watch Roche Harbor fireworks from your dock! Perched along the coveted shores of Henry Is, this exceptional waterfront retreat captures sweeping views across sparkling waters to Roche Harbor & beyond. A rare offering, the property features a deep-water, shared dock, providing effortless access for boating, crabbing, fishing, and spontaneous sunset cruises.The home is thoughtfully positioned to embrace its breathtaking surroundings, with expansive windows that frame ever-changing marine vistas—boats gliding by, seabirds soaring, and the harbor lights twinkling at dusk. Two bedrooms on the main plus a sleeping- play loft above. The kitchen has beach-cottage cabinetry, a breakfast bar & a spacious dining area. The great room gets cozy with ambiance of the wood burning fireplace plus there’s another wd stove in the primary suite for a relaxing Winters night. Open-concept living spaces flow seamlessly to a generous outdoor deck, creating the perfect setting for summer gatherings or quiet mornings with coffee and sea air. Designed for both comfort and convenience, the property offers cabin chic finishes, inviting gathering spaces, and private retreats for guests. Whether you envision a full-time island lifestyle or a legacy getaway, this property delivers the ultimate San Juan Islands experience—privacy, protected moorage & postcard-worthy views just minutes from Roche Harbor Resort. A rare opportunity to own premier waterfront in one of the San Juans’ most sought-after locations.
Active
Listed by: Windermere Real Estate/HLC • Jill Sjolin
$1,598,000
5 Smugglers Rowe, Henry Island, WA 98250
2beds
1,504sqft
:
Get pre-qualified$9,049/mo
Single Family Residence
Built in 1999
1.72 Acres Lot
$1,499,700 Zestimate®
$1,063/sqft
$-- HOA
What's special
Sleeping-play loft aboveCabin chic finishesPostcard-worthy viewsWaterfront retreatDeep-water shared dockProtected moorageGenerous outdoor deck
- 163 days |
- 567 |
- 23 |
Zillow last checked:
Listing updated:
Listed by:
Jill Sjolin,
Windermere Real Estate/HLC,
Dick Sandmeyer,
Windermere RE San Juan Islands
Source: NWMLS as distributed by MLS GRID,MLS#: 2478563
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 1
- 3/4 bathrooms: 1
- Main level bathrooms: 1
- Main level bedrooms: 2
Heating
- Fireplace, Radiant, Stove/Free Standing, Wall Furnace, Electric, Wood
Cooling
- None
Appliances
- Included: Refrigerator, Stove(s)/Range(s), Refrigerator(s), Water Heater: electric, Water Heater Location: kitchen
Features
- Ceiling Fan(s), Dining Room, Loft
- Flooring: Hardwood, Vinyl
- Doors: French Doors
- Windows: Dbl Pane/Storm Window
- Basement: None
- Number of fireplaces: 2
- Fireplace features: Wood Burning, Main Level: 2, Fireplace
Interior area
- Total structure area: 1,504
- Total interior livable area: 1,504 sqft
Video & virtual tour
Property
Parking
- Parking features: None
Features
- Levels: One and One Half
- Stories: 1
- Entry location: Main
- Patio & porch: Ceiling Fan(s), Dbl Pane/Storm Window, Dining Room, Fireplace, French Doors, Loft, Vaulted Ceiling(s), Water Heater
- Has view: Yes
- View description: Bay, Islands, Sea, Sound, Strait, Territorial
- Has water view: Yes
- Water view: Bay,Sea,Sound,Strait
- Waterfront features: Low Bank, Medium Bank, Saltwater, Sea, Sound
- Frontage length: Waterfront Ft: 207
Lot
- Size: 1.72 Acres
- Features: Secluded, Deck, Dock, Moorage, Outbuildings
- Topography: Level,Partial Slope
- Residential vegetation: Brush
Details
- Parcel number: 461550005000
- Zoning description: Jurisdiction: County
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: 1 1/2 Story
- Property subtype: Single Family Residence
Materials
- Wood Siding
- Foundation: Poured Concrete
- Roof: Metal
Condition
- Good
- Year built: 1999
Utilities & green energy
- Electric: Company: OPALCO
- Sewer: Septic Tank, Company: septic
- Water: Water Catchment System
Community & HOA
Community
- Subdivision: Henry Island
Location
- Region: Friday Harbor
Financial & listing details
- Price per square foot: $1,063/sqft
- Tax assessed value: $1,167,140
- Annual tax amount: $7,638
- Date on market: 2/14/2026
- Cumulative days on market: 163 days
- Inclusions: Refrigerator(s), Stove(s)/Range(s)
Estimated market value
$1,499,700
$1.42M - $1.57M
$2,578/mo
Price history
| Date | Event | Price |
|---|---|---|
| 2/14/2026 | Listed for sale | $1,598,000-56.8%$1,063/sqft |
Source:  NWMLS as distributed by MLS GRID #2478563 Report a problem | ||
| 10/16/2023 | Sold | $3,700,000+377.4%$2,460/sqft |
Source: Public Record Report a problem | ||
| 10/4/2016 | Sold | $775,000$515/sqft |
Source: NWMLS as distributed by MLS GRID #963688 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $6,922 -9.4% | $1,167,140 -13.5% |
| 2024 | $7,638 +38.8% | $1,349,980 +24.5% |
| 2023 | $5,501 +21.4% | $1,084,110 +32.2% |
| 2022 | $4,530 | $819,960 |
| 2021 | -- | -- |
| 2020 | -- | -- |
| 2019 | -- | $622,890 +5.3% |
| 2018 | $3,885 | $591,420 +0.5% |
| 2017 | -- | $588,580 +11.9% |
| 2016 | $3,028 | $526,130 -1.4% |
| 2015 | $3,028 | $533,400 +20.1% |
| 2014 | $3,028 | $444,180 -13.8% |
| 2012 | $3,028 | $515,490 |
| 2011 | -- | -- |
| 2010 | -- | -- |
| 2009 | -- | -- |
| 2008 | -- | $514,910 |
| 2007 | -- | $514,910 +35.6% |
| 2004 | -- | $379,710 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 98250
Nearby schools
GreatSchools rating
- 6/10Friday Harbor Elementary SchoolGrades: K-5Distance: 9.5 mi
- 8/10Friday Harbor Middle SchoolGrades: 6-8Distance: 9 mi
- 9/10Friday Harbor High SchoolGrades: 9-12Distance: 8.9 mi
Schools provided by the listing agent
- Elementary: Friday Harbor Elem
- Middle: Friday Harbor Mid
- High: Friday Harbor High
Source: NWMLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
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