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Evan Mann, Broker
REALTOR®
(541) 977-6666
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3838 SE Hillside Dr, Milwaukie, OR 97267

$2,400,000
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Property Description

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.

3838 SE Hillside Dr | MLS# 552273879

This single family home located at 3838 SE Hillside Dr, Milwaukie, OR 97267 is currently listed for sale with an asking price of $2,400,000. This property was built in 1995 and has 5 bedrooms and 4 full and 2 partial baths with 9925 sq. ft. SE Hillside Dr is located in the Willamette River subdivision. Search Willamette River real estate on evanmann.bendpremierrealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Crawl Space, Finished, Separate Living Quarters-Apartment-Aux Living Unit
Basement: Yes
Cooling: Heat Exchanger, Heat Pump
Fenced: Yes
Fireplaces: 5
Fuel Type: Electricity, Gas
Garage: 5 car attached
Heating: Heat Exchanger, Heat Pump
Home Style: Contemporary, Modern
Lot Size: 1.25 Acres
Roof Type: Composition
Stories: 3.0
Taxes: $37,164
Year Built: 1995
Square Feet: 9,925

Feature Descriptions

Bathroom: 2.0 (Lower), 2.1 (Main), 0.1 (Upper)
Body of Water: Willamette
Days on Site: 80
Exterior: Covered Deck, Deck, Dock, Fenced, Gas Hookup, Guest Quarters, Outdoor Fireplace, Patio, Private Road, Second Garage, Sprinkler, Water Feature, Yard
Exterior: Other, Stone
Fireplace: Wood Burning
Hot Water: Gas
Interior: 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
Kitchen: 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
Lot: Level, Private, Sloped
Parking Notes: Attached, TuckUnder, Driveway, ParkingPad
Sewer: Public Sewer
Special View Info: River
Square Footage: 3463 (Lower), 3900 (Main), 2562 (Upper)
Water: Public Water
Waterfront: River Front

Room Sizes

Office: 9 X 6 Level - Upper
Bonus Room: 26 X 34 Level - Upper
2nd Bedroom: 15 X 18 Level - Lower
3rd Bedroom: 14 X 17 Level - Lower
Dining Room: 14 X 20 Level - Main
Family Room: 19 X 20 Level - Main
Kitchen: 29 X 29 Level - Main
Living Room: 25 X 25 Level - Main
Primary Bedroom: 27 X 36 Level - Main

Local Schools

High School: Oregon City
Middle School: Gardiner
Elementary School: Jennings Lodge

Listed By / Shown By

Listed By

Agency Name: Windermere Heritage
Agency Phone: 503-639-7914

Shown By

Agent Name: Evan Mann, Broker
Agent Phone: (541) 977-6666
Agency Title: Bend Premier Real Estate

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Estimated Payment

$ 15,932.71 per month $12,135.71 Principal & Interest $3,097.00 Property Tax $700.00 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 08/27/2026. The listing information on this page last changed on 08/27/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 08/27/2026 12:06:20 AM EST) or RMLS (last updated Thu 08/27/2026 12:02:28 AM EST) or COAR/MLSCO (last updated Thu 08/27/2026 12:01:25 AM EST). Real estate listings held by brokerage firms other than Bend Premier Real Estate may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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