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$1,187,500

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 1 Full Bath
  • 1 Partial Bath
  • 1,683 Sq. Ft.

Listed by Sandi L. Friel | TWilliams Realty | (360) 376-8374

See This Home
Save This Home
See This Home
Save This Home
Enjoy sunsets over Eastsound and water views beyond from this stylishly updated home just 5 minutes to Moran Park. This Airbnb "guest favorite" invites effortless living year-round with its large circular drive, easy level entry, oversized 800 sq.ft. garage & shop, low-maintenance yard and many recent upgrades including: central heat/cooling, propane fireplace, new septic, 200-amp service, metal roof, gutters, exterior paint, new deck rail, front doors, remodeled bath and new flooring. A timeless floorplan gives you 2 beds/1 bath and living area on main floor plus a lower level w/ bedroom, private bath, utility room & flexible bonus room. Move-in ready + a peaceful setting close to lakes, trails, and local cafes = A real gem... Come see!

Full Property Details for 339 Highlands Dr

General

  • Price: $1,187,500
  • HOA FEE: $55/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: $6,134 (2026)
  • Status: Active
  • Type: Single Family
  • Source: NWMLS
  • MLS ID: 2484902
  • Updated: 2/27/2026
  • Added to Site: 18 day(s) ago

Rental Information

  • Short Term: Yes

Interior

  • Interior Features: Second Primary Bedroom, Dining Room, Fireplace
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Gas
  • Appliances: Dishwasher(s), Dryer(s), Microwave(s), Refrigerator(s), Stove(s)/Range(s), Washer(s)
  • Flooring: Ceramic Tile, Engineered Hardwood, Laminate

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 1
  • 3/4 Bathrooms: 1
  • Main Floor Baths: 1
  • Lower - 3/4 Baths: 1

Bedrooms

  • Total Bedrooms: 3
  • Bedrooms Lower: 1
  • Bedrooms Main: 2

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Covered Spaces: 2
  • Parking Features: Driveway, Attached Garage, Off Street

Location

  • Area: 901 - Orcas, Obstruction & Crane Island
  • County: San Juan
  • Subdivision: Eastsound
  • Building Name: Rosario Highlands No. 2
  • Driving Directions: From Eastsound, take Olga Road, make left onto Lindsay Way, then first left onto Highlands Drive. House is on the left.

School Information

  • High School District: Orcas Island

Community

  • Association: Yes
  • Assoc. Fees Include: Common Area Maintenance, Road Maintenance

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Heat Pump
  • Heating Type: Heat Pump

Utilities

  • Sewer: Septic Tank
  • Water: Community

Structural Information

  • Structure Type: House
  • Exterior Const.: Wood
  • Basement Desc.: Daylight, Finished
  • Roof: Metal
  • Entry Location: Main
  • Square Feet: 1,683
  • Finished Total: 1,683 Sq. Ft.
  • Year Built: 1973

Lot Features

  • Property View: Sea, Sound, Territorial
  • Lot Size (Acres): 0.79
  • Lot Size (Sq. Ft.): 34,412
  • Lot Size Source: SJC Assessor
  • Topography: Level, Partial Slope, Steep Slope
  • Trees/Vegetation: Wooded

Financial Considerations

  • Association Fee: $165
  • Assoc Fee Freq.: Quarterly
  • Tax Amount: $6,134
  • Tax Year: 2026
  • Terms: Cash, Conventional

Disclosures and Reports

  • Special Conditions: None
  • Inclusions: Dishwasher(s), Dryer(s), Microwave(s), Refrigerator(s), Stove(s)/Range(s), Washer(s)
  • Property ID: 272550033000
  • Lot Number: 33

Listed by Sandi L. Friel | TWilliams Realty | (360) 376-8374

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Schools serving 339 Highlands Dr

School District:Orcas Island School District
NameGradesDistance
Orcas Island Elementary School
611 School Road, Eastsound, WA 98245
K-62.5 mi
Orcas Island Middle School
715 School Road, Eastsound, WA 98245
7-82.5 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 339 Highlands Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/27/2026
Listed
$1,187,500
21.79%
MLS
3/30/2022
Sold
$975,000
—
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 339 Highlands Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$4,736
—
$872,610
—
2024
$4,736
47%
$869,370
98%
2021
$3,225
-38%
$439,820
-49%
2023
$5,163
60%
$859,410
110%
2021
$3,225
-3%
$408,700
-1%
2020
$3,330
17%
$411,740
18%
2019
$2,844
14%
$347,650
13%
2018
$2,501
23%
$308,460
12%
2017
$2,037
3%
$275,840
-1%
2016
$1,987
-6%
$278,730
-4%
2015
$2,111
6%
$291,620
4%
2014
$1,990
—
$281,000
—
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 Sandi L. Friel | TWilliams Realty | (360) 376-8374

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339 Highlands Drive, Orcas Island, WA 98245 (MLS# 2484902) is a Single Family property with 3 bedrooms, 1 full bathroom and 1 partial bathroom. 339 Highlands Drive is currently listed for $1,187,500 and was received on February 27, 2026. Want to learn more about 339 Highlands Drive? 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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