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$2,072,794

  • Sold
  • Sold
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 2 Partial Baths
  • 9,925 Sq. Ft.
  • Updated 2 days ago
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Once in a decade, the opportunity to own an private Willamette River estate with approximately 160 feet of waterfront, a private dock and 1.25 gated acres, comes along. Now is that time and the opportunity is yours. Wake to the river just beyond the windows. Step onto a private balcony with coffee, watch the morning light move across the water, then head down to your own dock for a paddle, a boat ride or an afternoon on the Willamette. This is not simply a large home near the river. It is a private riverfront estate built around life on the water, with approximately 160 feet of frontage, a private dock and 1.25 gated acres. The house opens toward the river at every opportunity. Main living spaces look across the water and connect to broad terraces and balconies, making it natural to move outside for dinner, gather around the fire as the sun goes down or spend a quiet evening watching boats pass. Inside, nearly 10,000 square feet allows different parts of the day to unfold without crowding one another. The kitchen and main gathering spaces support everyday living as easily as larger celebrations. A river-facing entertaining level with a full bar gives guests a place to gather, while separate living areas, an office, bonus rooms and guest quarters offer privacy when it is needed. The main-level primary suite creates a retreat of its own, with direct outdoor access and a private balcony overlooking the setting. Throughout the home, large windows, warm wood, stone, custom cabinetry and five fireplaces create rooms that feel substantial, comfortable and connected to the landscape. Outside, mature trees and established landscaping screen the property from the road and neighboring homes. The gated approach adds privacy, while a 5 car garage capacity provides space for vehicles, boating equipment, outdoor gear and storage.Days here can begin on the water and end with sunset over the Willamette.This is your opportunity to a new lifestyle on the water below the sun & moon.

Full Property Details for 3838 SE Hillside Dr

General

  • Sold For: $2,072,794
  • Taxes: $37,163 (2025)
  • Status: Sold
  • Type: Single Family
  • Source: RWMLS
  • MLS ID: 552273879
  • Added to Site: 107 day(s) ago

Interior

  • Interior Features: 3rd Floor, Central Vacuum, Dumbwaiter, Garage Door Opener, Granite, Hardwood Floors, High Ceilings, Jetted Tub, Laundry, Separate Living Quarters/Apartment/Aux Living Unit, Sound System, Wall to Wall Carpet, Wood Floors
  • Fireplace: Yes
  • Number of Fireplaces: 5
  • Fireplace(s): Wood Burning
  • Appliances: Appliance Garage, Built-in Oven, Built-in Range, Built-in Refrigerator, Cook Island, Cooktop, Dishwasher, Disposal, Down Draft, Granite, Indoor Grill, Microwave, Stainless Steel Appliance(s), Trash Compactor

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 4
  • Partial Bathrooms: 2
  • Lower - Full Baths: 2

Bedrooms

  • Total Bedrooms: 5
  • Primary Bedroom: 27 x 36, Main, 972 Sq. Ft.
  • Bedroom 2: 15 x 18, Lower, 270 Sq. Ft.
  • Bedroom 3: 14 x 17, Lower, 238 Sq. Ft.

Other Rooms

  • Living Room: 25 x 25, Main, 625 Sq. Ft.
  • Family Room: 19 x 20, Main, 380 Sq. Ft.
  • Kitchen: 29 x 29, Main, 841 Sq. Ft.
  • Dining Room: 14 x 20, Main, 280 Sq. Ft.
  • Office/Den/Study: 9 x 6, Upper, 54 Sq. Ft.

Additional Information

  • Security/Safety: Security Gate, Security System Owned

Exterior

  • Exterior Features: Covered Deck, Deck, Dock, Fenced, Gas Hookup, Guest Quarters, Outdoor Fireplace, Patio, Private Road, Second Garage, Sprinkler, Water Feature, Yard

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Total Spaces: 5
  • Parking Features: Driveway, Parking Pad

Location

  • County: Clackamas
  • Subdivision: Willamette River
  • Driving Directions: River Rd. to south on Hillside Dr.(Hillside is narrow)

School Information

  • Midd School District: Gardiner
  • Elementary School: Jennings Lodge
  • Middle School: Gardiner
  • High School: Oregon City

Community

  • Community Name: 145 - Milwaukie, Gladstone, Happy Valley, Clckmas, Dmscus, Estacada

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Heat Exchanger, Heat Pump
  • Heating Type: Heat Exchanger, Heat Pump
  • Heating Fuel: Electricity, Gas

Utilities

  • Sewer: Public Sewer
  • Water: Public Water

Structural Information

  • Property Detached: Yes
  • Architectural Style: Contemporary, Modern
  • Basement Desc.: Crawl Space, Finished, Separate Living Quarters/Apartment/Aux Living Unit
  • Roof: Composition
  • Windows: Double Pane Windows
  • Stories/Levels: 3
  • Square Feet: 9,925
  • Year Built: 1995
  • Property Condition: Resale

Lot Features

  • Lot Size (Acres): 1.25
  • Lot Size (Sq. Ft.): 54,450
  • Lot Size: 1 to 2.99 Acres
  • Frontage: Paved
  • Lot Features: Level, Private, Sloped

Water Features

  • Water Front: Yes
  • Water Front Name: Willamette
  • Water Front Desc.: River Front

Financial Considerations

  • Tax Amount: $37,163.84
  • Tax Year: 2025
  • Terms: Cash, Conventional

Disclosures and Reports

  • Disclosures/Reports: Disclosure
  • Property ID: 299279

Listed by Windermere Heritage (503) 639-7914, Jennifer King (503) 799-9027
Sold by Safe Harbor Realty (360) 931-8000, Debby Calhoun-Sammons

Listing agent

— 3838 SE Hillside Dr —

  • Jennifer King

    Windermere Heritage

    503-639-7914

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 3838 SE Hillside Dr

School District:Oregon City School District 62
NameGradesDistance
Holcomb Elementary School
14625 South Holcomb Boulevard, Oregon City, OR 97045
K-53.6 mi
Gardiner Middle School
205 Williams Street, Oregon City, OR 97045
6-84 mi
Oregon City High School
19761 South Beavercreek Road, Oregon City, OR 97045
9-125.9 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 3838 SE Hillside Dr

Date
Details
Price
Change
Source
9/16/2026
Sold
$2,072,794
-13.63%
MLS
6/04/2026
Listed
$2,400,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Windermere Heritage (503) 639-7914, Jennifer King (503) 799-9027
Sold by Safe Harbor Realty (360) 931-8000, Debby Calhoun-Sammons

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3838 SE Hillside Dr, Milwaukie, OR 97267 (MLS# 552273879) is a Single Family property that was sold at $2,072,794 on September 16, 2026. Want to learn more about 3838 SE Hillside Dr? Do you have questions about finding other Single Family real estate for sale in Milwaukie? You can browse all Milwaukie real estate or contact a Coldwell Banker agent to request more information.