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Denny Osborn, Broker
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(541) 771-1578
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2030 S Military Rd, Portland, OR 97219

$2,500,000

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Property Description

Approaching its 100th anniversary, this romantic Dunthorpe estate, built in 1927 for one of the area's early families whose land helped shape Riverdale School, blends historic character with thoughtful modern updates. Located steps from top-rated Riverdale Grade School, this estate has long been woven into the history of the community. The property is situated on 1.31 beautifully landscaped acres with Mt. Hood views, expansive lawns, terraces, a gazebo, a sparkling 20 x 40' swimming pool with automated cover, and a zip line. The storied and timeless interiors offer soaring ceilings, formal and casual living spaces, two sunrooms, a bright kitchen with caterer's pantry, separate guest or live-in quarters, spacious bedroom suites, a finished attic studio, and a daylight lower level with flexible bonus space. Original details include restored wood-framed windows, custom millwork, a laundry chute, ample storage, and a collection of hidden compartments waiting to be discovered, all reflecting the home's enduring craftsmanship and charm. The grounds are equally suited for everyday enjoyment and entertaining, featuring a beautiful garden along with multiple outdoor spaces for gathering, recreation, and taking in the Mt. Hood views. Recent improvements include a new roof (2025), two separate air-conditioning systems serving the upper level and key main-floor living areas, extensive recent pool system and equipment updates, and numerous additional improvements throughout. Smart home features, a generator transfer switch, and a three-car garage add to the home's modern livability. Minutes to Portland and vibrant Lake Oswego amenities, this is a rare opportunity to own a special piece of Dunthorpe history!

2030 S Military Rd | MLS# 448842431

This single family home located at 2030 S Military Rd, Portland, OR 97219 is currently listed for sale with an asking price of $2,500,000. This property was built in 1927 and has 5 bedrooms and 5 full and 1 partial baths with 7357 sq. ft. S Military Rd is located in the DUNTHORPE-RIVERDALE subdivision. Search DUNTHORPE-RIVERDALE real estate on dennyosborn.bendpremierrealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Full Basement, Partially Finished
Basement: Yes
Cooling: Central Air
Fireplaces: 4
Fuel Type: Gas
Garage: 3 car attached
Heating: Forced Air, Radiant
Home Style: Traditional
Lot Size: 1.31 Acres
Roof Type: Composition
Stories: 4.0
Taxes: $31,978
Year Built: 1927
Square Feet: 7,357

Feature Descriptions

Accessibility: Caregiver Quarters, Main Floor Bedroom w-Bath
Bathroom: 1.0 (Lower), 1.1 (Main), 3.0 (Upper)
Exterior: Garden, Gazebo, Guest Quarters, InGroundPool, Patio, Storm Door(s), Yard
Exterior: Cedar, Shingle Siding
Fireplace: Gas, Wood Burning
Hot Water: Gas
Interior: 3rd Floor, 4th Floor, Concrete Floor, Garage Door Opener, Hardwood Floors, Heated Tile Floor, High Ceilings, Laundry, Quartz, Separate Living Quarters-Apartment-Aux Living Unit, Soaking Tub, Tile Floor, Wainscoting
Kitchen: Built-in Refrigerator, Butlers Pantry, Dishwasher, Double Oven, Free-Standing Gas Range, Free-Standing Range, Gas Appliances, Plumbed For Ice Maker, Quartz, Range Hood, SolidSurfaceCountertop, Stainless Steel Appliance(s), Tile
Lot: Gentle Sloping, Level, Private, Terraced
Parking Notes: Attached, Driveway
Sewer: Public Sewer
Special View Info: Mountain, Territorial
Square Footage: 1410 (Lower), 2946 (Main), 2343 (Upper)
Swimming Pool: Yes
Water: Public Water

Room Sizes

Den: 10 X 13 Level - Main
4th Bedroom: 14 X 15 Level - Upper
Bonus Room: 15 X 11 Level - Upper
2nd Bedroom: 12 X 20 Level - Main
3rd Bedroom: 15 X 13 Level - Upper
Dining Room: 15 X 16 Level - Main
Family Room: 12 X 21 Level - Main
Kitchen: 21 X 16 Level - Main
Living Room: 17 X 30 Level - Main
Primary Bedroom: 12 X 21 Level - Upper

Local Schools

High School: Riverdale
Middle School: Riverdale
Elementary School: Riverdale

Listed By / Shown By

Listed By

Agency Name: Cascade Hasson Sotheby's International Realty
Agency Phone: 503-420-8650

Shown By

Agent Name: Denny Osborn, Broker
Agent Phone: (541) 771-1578
Agency Title: Bend Premier Real Estate

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Estimated Payment

$ 16,035.36 per month $12,641.36 Principal & Interest $2,664.83 Property Tax $729.17 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 06/11/2026. The listing information on this page last changed on 06/11/2026. 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 06/11/2026 12:42:45 AM EST) or RMLS (last updated Thu 06/11/2026 12:40:22 AM EST) or COAR/MLSCO (last updated Thu 06/11/2026 12:41:22 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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