Explore three extraordinary Oregon estates that redefine luxury living—from a reimagined architectural landmark on Oswego Lake to a sprawling vineyard estate in wine country, and a canyon-side masterpiece with river views. These exclusive properties combine elegance, privacy, and breathtaking natural surroundings.
Lakefront Luxury In Lake Oswego | $11,477,000
Experience an exceptional partnership of historical architecture and modern design on Oswego Lake’s prestigious Gold Coast.
Size: sf
Price: $11,477,000
Listing details: This newly transformed residence, boasting arguably the best view of the lake, reimagines the iconic House No. 4, originally designed by Wade Hampton Pipes in 1954. Honoring its storied past while embracing a bold new vision, this extraordinary transformation was led by homeowners who assembled an exceptionally talented team, including renowned legacy Lake Oswego builder Skip O’Neil, acclaimed architect Curt Olson, landscape designer Steve Shapiro known for his work at Nike World Headquarters and the Microsoft campus in Redmond, WA, and acclaimed interior designer Chris Soderberg, is a seamless blend of the property’s Arts and Crafts roots with a Northwest Modern addition, creating a unique home with panoramic lake views and nearly 280 feet of private shoreline.
Contact: Terry Sprague, LUXE Forbes Global Properties, +1 503.459.3987
Jubilee Vineyard | Contact for pricing
Located in the heart of Oregon Wine Country, we proudly offer you Jubilee Vineyard;140 acres tucked away in the Eola-Amity Hills of the Willamette Valley. Eola-Amity Hills is an established and highly desired American Viticultural Area (AVA). A total of 32 acre of vines; Pinot Noir, Chardonnay, Gamay, Dolcetto grapes stretch across the hills of this property.
Size: sf
Price: Contact for pricing
Listing details: The property of Jubilee Vineyard is made up of three separate tax lots encompassing mature forest, ponds and pastures offering additional opportunities to develop more vineyards. Overlooking the Amity Valley, a 5,140 sq ft, 4 bed, 3.5 bath craftsman style home sits on top of the vineyard Also offered at the lower part of the vineyard is a second 1664sqft ranch style home with 3 bedrooms and one full bath. This turnkey vineyard provides endless possibilities for wine enthusiasts and entrepreneurs. Don’t miss your chance to embrace the vineyard lifestyle and become part of the respected wine making community of the Willamette Valley.
Contact: Bobby Lockrem, Fay Ranches, Inc., +1 541.480.2356
11698 NE Pinedale Ln | $4,495,000
Nestled in the exclusive Ranch at the Canyons, Painted Rock is a stunning masterpiece of natural beauty and luxury. This private, gated enclave offers unmatched serenity along 2.5 miles of private Crooked River frontage, with close proximity to the iconic Smith Rock State Park and just 20 minutes from Redmond Airport. Known as one of Oregon’s most breathtaking settings, the Ranch at the Canyons provides the perfect balance of privacy and grandeur. Painted Rock is thoughtfully designed for versatility and multi-family living, blending privacy with shared spaces.
Size: sf
Price: $4,495,000
Listing details: The main floor features a gourmet kitchen and two luxurious primary suites, each in its own private wing. Upstairs, guest rooms, office spaces, and bonus areas offer flexibility for any lifestyle. A standout feature is the wall of windows that fully open, seamlessly connecting the interior to the breathtaking canyon and river views. This property exemplifies the perfect union of luxury, privacy, & Oregon’s high desert beauty.
Contact: Karen Malanga, The RE/MAX Collection, +1 541.390.3326