$5900000

Price cut: $289K (04-18-2026)

4 Bed
4 Bath
4854 SqFt
247 DOM
Built: 1930
Status: Active

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Krishna Regupathy

Principal Broker

(503) 893-8874

Extremely rare, highest quality updated classic 1930’s gem on the Westpoint Road peninsula. Located just out of half-moon bay and a short boat ride or paddle, or reasonable walk to the farmers market, shopping, restaurants, coffee shops, theatre and more. Westpoint is a small cul-de-sac road jutting out into the main lake of Lake Oswego and contains some of the top locations anywhere in Oregon. This property features a style and craftsmanship that would be hard to duplicate today. From the boxwood hedges and brick pathways to the heavy use of copper, gables, balconies and Henry Jaegler ironwork, this home is unmatched. With a remodel in 2022, the original lines and feel have been preserved, but upgraded with modern amenities. Updates include a new kitchen and bathroom, featuring upgrades such as heated tile flooring, sound system, security, connectivity and a new dock. As you walk down the quiet lane and into the property, you will notice the split shake roof with copper gutters and beautiful mature gardens. On the waterfront is a pool & hot tub with automatic covers, a large balcony with a built-in gas barbecue, refrigerated drawers for drinks and an outdoor fireplace. Next to the water is a Paris inspired dining area, and a brand new dock with a boat lift and room for mooring for guest boats. The home features 4 bedrooms and an office (which may easily be used as a 5th bedroom), multiple fireplaces, vaulted ceilings and many recent upgrades. There are amazing entertaining areas and even a theatre in the bonus room. Step out onto your bedroom balcony to look onto the water or take a swim in the pool after a ski or wake surf session, this is an unbeatable blend of timeless elegance and resort lifestyle.

Listing Provided Courtesy of John Nieland, Cascade Hasson Sotheby's International Realty

General Information

MLS #321077367
TypeSingleFamilyResidence
Days on Market 247 DOM
Beds4
Lot Size 0.26 acres
Baths4
SqFt4854
Year built1930
Zoning
CountyClackamas
Tax ID00259598
ElemForest Hills 9/10
MiddleLake Oswego 9/10
HighLake Oswego 9/10
PropCategoryResidential
PropTypeSingleFamilyResidence
Neighborhood (Legal)508 LAKEWOOD #2 LTS 270&271 PT LT 269

Listing Provided Courtesy of John Nieland, Cascade Hasson Sotheby's International Realty

Krishna Realty data last checked: Apr 26, 2026 03:22 | Listing last modified Apr 18, 2026 21:50, Source:

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Residence Information

Upper SqFt2245
Main SqFt2374
Lower SqFt235
Total SqFt4854
SFSrcMeasured
TotUp/Mn4619
Fireplaces7/Gas
Bdrms4
Full Bath4
Partial Bath0
Total Bath4
RoofShake
Garage2, Attached
StyleEnglish,Traditional
ParkingDriveway
Levels2
Year Built1930
Green CertNo
Energy Eff
ExteriorBrick, Cedar
Bsmt/FndPartialBasement
RV
URM
BasementPartialBasement
Foundation
Windows
Amenities

Features and Utilities

LivingBayWindow, Fireplace, FrenchDoors, HardwoodFloors
KitchenBuiltinRange, BuiltinRefrigerator, Dishwasher, DoubleOven, GasAppliances, Island, PotFiller, Tile
InteriorGarageDoorOpener, HardwoodFloors, HeatedTileFloor, Laundry, Marble, SoakingTub, VaultedCeiling
ExteriorBuiltinBarbecue, BuiltinHotTub, Dock, InGroundPool, Outbuilding, OutdoorFireplace, Patio, Sprinkler, Yard
Accessibility
CoolCentralAir
WaterGas
HeatForcedAir
SewerPublicSewer
Hot WaterGas
FuelGas

Financial

PTax/Yr46575.11
HOA1
HOA Incl
HOA Fee3221 / Annually
Other Dues7500 / OneTime
Terms ConsideredCash,Conventional
List Date08-14-2025
Rent (If Rented)
Bank Owned/REONo
Short SaleNo

Comparable Information

Pending Date
DOM 247
CDOM 255
Sold Date
TermsCash,Conventional
Original Price$6,900,000
List Price$5,900,000
Sold Price
Last ModifiedApr 18, 2026 21:50

Schools

public Elementary : Forest Hills 9/10 Ratings

public Middle : Lake Oswego 9/10 Ratings

public High : Lake Oswego 9/10 Ratings

Map

Listing courtesy of Cascade Hasson Sotheby's International Realty.

The content relating to real estate for sale on this site comes in part from the IDX program of the RMLS of Portland, Oregon. Real Estate listings held by brokerage firms other than this firm are marked with the RMLS logo, and detailed information about these properties include the name of the listing's broker. Listing content is copyright © 2019 RMLS of Portland, Oregon. All information provided is deemed reliable but is not guaranteed and should be independently verified. Krishna Realty data last checked: Apr 26, 2026 03:22 | Listing last modified Apr 18, 2026 21:50. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

919 WESTPOINT RD