5 Smugglers Cove Rd

Friday Harbor, WA 98250

$1,598,000
Price
2
Beds
1,504 Sq. Ft.
$1,063 / Sq. Ft.
1,504
Sq. Ft.
$1,063
per Sq. Ft.
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a front view of a house with balcony and trees
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a front view of a house with a garden
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a view of wooden door and wooden floor
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a kitchen with stainless steel appliances granite countertop a refrigerator a sink a stove and a refrigerator
a kitchen with stainless steel appliances granite countertop a stove and a sink
a work room with furniture and a book shelf
a kitchen with tall windows
a bed sitting in a bedroom next to a window
a bedroom with a bed and wooden floor
a bed sitting in a bedroom next to a window
a bedroom with a bed and a dresser
a view of entryway with a rug
a view of entryway
a view of a fireplace in a room
a bathroom with a sink toilet and shower
a porch with seating space
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a front view of a house with stairs yard
a backyard of a house with lots of green space
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Listing provided courtesy of Windermere Real Estate/HLC, Windermere RE San Juan Islands
Source: Northwest MLS

Description

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...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.
  1. Listed by Jill Sjolin • Windermere Real Estate/HLC
    P: (425)-483-5100 jill@windermere.com
  2. Listed by Dick Sandmeyer • Windermere RE San Juan Islands
    P: (360)-378-3600 zsandmeyer@gmail.com

Property Details for 5 Smugglers Cove Road

Community Name
Henry Island
School District
San Juan Island
View
Bay, Islands, Sea, Sound, Strait, Territorial
Number of Assigned Spaces
0
Total Covered Parking
0
Entry Date
02-14-2026
Energy Source
Electric,Wood
Sewer
Septic Tank
LISTING UPDATED: 03/11/2026 07:27 AM

Property Details for 5 Smugglers Cove Road

StatusActive
MLS #2478563
Days on Market46
Cumulative Days on Market47
Taxes$7,638 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1999
Lot Size1.72 AC / 74,766 SF
CountySan Juan County
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Location

Listing Courtesy of Windermere Real Estate/HLC; Windermere RE San Juan Islands
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Building Information for 5 Smugglers Cove Road

Stories-Year Built1999Building Size-Lot Size1.72 AC / 74,766 SF

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$8,392 per month

30 year fixed, 6.11% Interest

Principal and Interest

$7,755

Property Taxes

$637

HOA Dues

$0

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Property Information for 5 Smugglers Cove Road

Summary
Location and General Information
  • Style: 11 - 1 1/2 Story
  • Building Information: Built On Lot
  • Site Features: Deck, Dock, Moorage, Outbuildings
  • Area: 904 - Stu/Hen/Pl/Johns
  • Elementary School: Friday Harbor Elem
  • Middle Or Junior School: Friday Harbor Mid
  • High School: Friday Harbor High
  • Directions: Friday Harbor to Roche Harbor then a boat ride to Henry Island
  • Property Sub Type: RESI
  • View: Yes
  • Waterfront: Yes
  • Entry Location: Main
  • Direction Faces: Southeast
Taxes and HOA Information
  • Tax Year: 2025
Parking
  • Attached Garage: No
  • Carport: No
  • Parking Type: None
  • Open Parking: No
  • Parking Features: None
Virtual Tour
Interior and Exterior Features
Bathroom Information
  • Full Bathrooms: 0
  • Three Quarter Bathrooms: 1
  • Half Bathrooms: 0
  • Full Baths Lower: 0
  • Full Baths Main: 0
  • Full Baths Upper: 0
  • Three Quarter Baths Lower: 0
  • Three Quarter Baths Main: 1
  • Three Quarter Baths Upper: 0
  • Half Baths Lower: 0
  • Half Baths Main: 0
  • Half Baths Upper: 0
  • Full Baths Garage: 0
  • Half Baths Garage: 0
  • Three Quarter Baths Garage: 0
  • Main Level Bathrooms: 1
Bedroom Information
  • Bedrooms Main: 2
  • Bedrooms Upper: 0
  • Bedrooms Lower: 0
Interior Features
  • Fireplaces Total: 2
  • Fireplaces Main: 2
  • Floor Covering: Hardwood, Vinyl
  • Basement: None
  • Features: Ceiling Fan(s), Dbl Pane/Storm Window, Dining Room, Fireplace, French Doors, Loft, Vaulted Ceilings, Water Heater
  • Water Heater Location: kitchen
  • Room and Floor: Bathroom Three Quarter-Main, Bedroom-Main, Kitchen With Eating Space-Main, Bonus Room-Second, Entry Hall-Main, Dining Room-Main
  • Appliances: Refrigerator(s), Stove(s)/Range(s)
  • Cooling: No
  • Cooling: None
  • Fireplace Features: Wood Burning
  • Fireplace: Yes
  • Heating: Yes
  • Heating: Radiant, Stove/Free Standing, Wall Unit(s)
  • FIRPTA: No
  • Water Heater Type: electric
  • Room List: Bathroom Three Quarter, Bedroom, Kitchen With Eating Space, Bonus Room, Entry Hall, Dining Room
  • Number Of Showers: 1
Exterior Features
  • Exterior: Wood
  • Roof: Metal
  • Appliances That Stay: Refrigerator(s),Stove(s)/Range(s)
  • Waterfront Description: Low Bank, Medium Bank, Saltwater, Sea, Sound
Property
Utilities
  • Water Source: Water Catchment System
  • Power Company: OPALCO
  • Sewer Company: septic
  • Power Production Type: Electric, Wood
Property and Assessments
  • New Construction YN: No
  • Senior Exemption: No
  • Zoning Jurisdiction: County
  • Foundation: Poured Concrete
  • Level: One and One Half
  • Lot Topography: Level,Partial Slope
  • First Right Of Refusal: false
  • MLS Square Footage Source: realist
  • Preliminary Title Ordered: Yes
  • Senior Community: No
  • Special Listing Conditions: None
  • Photos Count: 36
Lot Information
  • Lot Details: Secluded
  • Lot Size Source: realist
  • Waterfront Footage: 207
  • Parcel Number Free Text: 461550005000
  • Building Condition: Good
  • Calculated Square Footage: 1504
  • Structure Type: House
  • Square Footage Finished: 1504
  • Square Footage Unfinished: 0
  • Vegetation: Brush
  • Building Area Total: 1504.0
  • Building Area Units: Square Feet
  • Property Type: Residential
  • Elevation Units: Feet
  • Irrigation Water Rights: No
  • Water Access: Tideland Rights
Rental
Rent Information
  • Occupant Type: Vacant
  • Land Lease: No

Property History for 5 Smugglers Cove Road

DateEvent & SourcePriceAppreciation
Feb 14, 2026

Listed (Active)

NWMLS #2478563

$1,598,000—
Oct 4, 2016

Sold

NWMLS #963688

$775,000—
Sep 26, 2016

Sold (Public Record)

Public Record #587866491

$775,000—
Aug 31, 2016

Pending

NWMLS #963688

—
Jun 10, 2016

Listed (Active)

NWMLS #963688

$845,000—
DateEvent & SourcePrice
02/14/2026

Listed (Active)

NWMLS #2478563

$1,598,000
10/04/2016

Sold

NWMLS #963688

$775,000
09/26/2016

Sold (Public Record)

Public Record #587866491

$775,000
08/31/2016

Pending

NWMLS #963688

—
06/10/2016

Listed (Active)

NWMLS #963688

$845,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 5 Smugglers Cove Road

Taxable ValueLand$548,400Additions$801,580Total$1,349,980
Tax Record2024$5,501 ($458 / month)
Home Facts
Beds2Total Finished SqFt1,129 SqFtAbove Ground SqFt1,129 SqFtStories1Lot Size74,923 SqFtStyleSingle Family ResidenceYear Built1999CountySAN JUANAPN461550-005-000Fireplace TypeHas Fireplace

Schools near 5 Smugglers Cove Road

This home is within San Juan Island School District.
Rating
School
Type
Grades
Distance
Friday Harbor Elementary School
Public - K to 5
Friday Harbor Middle School
Public - 6 to 8
Friday Harbor High School
Public - 9 to 12
Griffin Bay School
Public - K to 12
Rating
School
Distance
Friday Harbor Elementary School
PublicK to 5

Friday Harbor Middle School
Public6 to 8

Friday Harbor High School
Public9 to 12

Griffin Bay School
PublicK to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 5 Smugglers Cove Road, Friday Harbor, WA 98250

5 Smugglers Cove Road is a single family home for sale in Friday Harbor, WA 98250. This property was listed for sale on February 14, 2026 by Windermere Real Estate/HLC, it's currently listed at $1,598,000. It has been on the market for a total of 46 days and was last sold on October 4, 2016. This listing's school district is San Juan Island School District. Nearby schools include Friday Harbor Elementary School, Friday Harbor Middle School and Friday Harbor High School. 5 Smugglers Cove Road is a 2-bed, 1-bath, 1,504 sqft single family home built in 1999.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Windermere Real Estate/HLC; Windermere RE San Juan Islands

Based on information submitted to the MLS GRID as of 03/11/2026 07:27 AM. 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. Properties displayed may be listed or sold by various participants in the MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.