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$1,400,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 4,690 Sq. Ft.
  • Updated 1 hour ago
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Architecturally-driven design built in 1989 and set within Lake Oswego's carefully planned Westridge neighborhood, this home is anything but ordinary. Spanning 4,690 square feet, the home is designed around volume and architectural experience, creating a feel that's intentional rather than simply expansive. Soaring 20' ceilings and walls of glass fill the interiors with natural light, while thoughtfully placed windows frame seasonal sunsets and draw the outdoors in. Carefully updated over time, the home honors its original architectural vision while incorporating extensive improvements ranging from cosmetic refinements to thoughtful architectural enhancements. Updates include a remodeled kitchen, full interior paint, refinished hardwood floors in a richer custom stain, updated lighting, and landscaping enhancements, along with a redesigned entry staircase created to bring greater symmetry and balance to the home's overall design. The layout features spaces unfolding in a way that feels both unexpected and open. Set on nearly half an acre, the grounds blend natural landscape with curated outdoor living. Mature trees, a beautifully designed back patio, and surrounding greenery create a setting that feels private, peaceful, and connected to nature.

Full Property Details for 29 Hillshire Dr

General

  • Price: $1,400,000
  • Taxes: $16,198 (2025)
  • Status: Active
  • Type: Single Family
  • Source: RWMLS
  • MLS ID: 740076877
  • Updated: 5/9/2026
  • Added to Site: 2 day(s) ago

Interior

  • Interior Features: Garage Door Opener, Granite, Hardwood Floors, High Ceilings, Laundry, Tile Floor, Vaulted Ceiling(s), Wall to Wall Carpet, Washer/Dryer
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Fireplace(s): Gas
  • Appliances: Dishwasher, Disposal, Free-Standing Range, Free-Standing Refrigerator, Gas Appliances, Granite, Pantry, Range Hood, Stainless Steel Appliance(s), Wine Cooler

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Partial Bathrooms: 1
  • Upper - Full Baths: 2

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: 19 x 15, Upper, 285 Sq. Ft.
  • Bedroom 2: 16 x 10, Upper, 160 Sq. Ft.
  • Bedroom 3: 14 x 13, Upper, 182 Sq. Ft.
  • Bedroom 4: 18 x 12, Upper, 216 Sq. Ft.

Other Rooms

  • Living Room: 19 x 20, Main, 380 Sq. Ft.
  • Family Room: 17 x 18, Upper, 306 Sq. Ft.
  • Kitchen: 21 x 21, Upper, 441 Sq. Ft.
  • Dining Room: 15 x 13, Upper, 195 Sq. Ft.
  • Den: 18 x 15, Upper

Exterior

  • Exterior Features: Deck, Porch, Yard

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Total Spaces: 3
  • Parking Features: Driveway, On Street

Location

  • County: Clackamas
  • Subdivision: WESTRIDGE
  • Driving Directions: Westridge Dr to Hillshire Dr

School Information

  • Elementary School: Westridge
  • Middle School: Lakeridge
  • High School: Lakeridge

Community

  • Community Name: 147 - Lake Oswego, West Linn

Heating & Cooling

  • Central air: Yes
  • Air Conditioning: Yes
  • Cooling Type: Central Air
  • Heating Type: Forced Air
  • Heating Fuel: Electricity, Gas

Utilities

  • Sewer: Public Sewer
  • Water: Public Water

Structural Information

  • Property Detached: Yes
  • Architectural Style: Contemporary, Custom Style
  • Basement Desc.: Crawl Space
  • Roof: Composition
  • Windows: Wood Frames
  • Stories/Levels: 2
  • Square Feet: 4,690
  • Year Built: 1989
  • Property Condition: Resale

Lot Features

  • Lot Size (Acres): 0.44
  • Lot Size (Sq. Ft.): 19,166
  • Lot Size: 15, 000 to 19, 999 SqFt
  • Frontage: Paved
  • Lot Features: Gentle Sloping, Trees

Financial Considerations

  • Tax Amount: $16,198.97
  • Tax Year: 2025
  • Terms: Cash, Conventional, FHA

Disclosures and Reports

  • Legal Description: 2333 WESTRIDGE #4 LT 4 BLK 2
  • Disclosures/Reports: Disclosure
  • Property ID: 329424

Listed by Windermere Heritage (503) 639-7914, Judy Adler (503) 358-5843 and Windermere Heritage (503) 558-4400, Amy Adler (503) 422-8495

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Listing agents

— 29 Hillshire Dr —

  • Judy Adler

    Windermere Heritage

    503-639-7914

  • Amy Adler

    Windermere Heritage

    503-558-4400

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NMLS#: 1598647

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Schools serving 29 Hillshire Dr

School District:Lake Oswego School District 7j
NameGradesDistance
Westridge Elementary School
3400 Royce Way, Lake Oswego, OR 97034
K-50.4 mi
Lakeridge Middle School, Lake Oswego, OR
4700 Jean Road, Lake Oswego, OR 97035
6-80.8 mi
Lakeridge High School
1235 Overlook Drive, Lake Oswego, OR 97034
9-121.1 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 29 Hillshire Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/07/2026
Listed
$1,400,000
40.14%
MLS
8/08/2019
Sold
$999,000
—
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 29 Hillshire Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$16,199
3%
$843,516
3%
2024
$15,767
3%
$818,948
3%
2023
$15,304
12%
$795,096
6%
2021
$13,716
-8%
$749,455
-3%
2022
$14,850
8%
$771,938
19%
2021
$13,716
18%
$650,560
3%
2019
$11,661
5%
$631,612
3%
2018
$11,089
4%
$613,216
3%
2017
$10,700
10%
$595,355
3%
2016
$9,741
5%
$578,015
3%
2015
$9,284
3%
$561,180
3%
2014
$8,982
5%
$544,835
3%
2013
$8,520
—
$528,966
—
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 Windermere Heritage (503) 639-7914, Judy Adler (503) 358-5843 and Windermere Heritage (503) 558-4400, Amy Adler (503) 422-8495

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29 Hillshire Dr, Lake Oswego, OR 97034 (MLS# 740076877) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 29 Hillshire Dr is currently listed for $1,400,000 and was received on May 07, 2026. Want to learn more about 29 Hillshire Dr? Do you have questions about finding other Single Family real estate for sale in Lake Oswego? You can browse all Lake Oswego real estate or contact a Coldwell Banker agent to request more information.

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