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.