Episode Summary

In this episode of Off the Record, Joe and Makayla walk through the five most expensive homes currently on the market in the Portland metro area.

From hillside estates with sweeping views to riverfront properties and legacy homes with decades of history, this episode gives a clear look at what defines luxury at the highest level right now—and why this segment of the market is still moving differently than the rest.

👉 This one is best watched on YouTube if you want to see the full tours.

🏠 Featured Properties

3039 NW Monte Vista Ter, Portland, OR is currently offered around $6.9M and spans over 10,000 square feet with four bedrooms and six bathrooms. Positioned in the hills, it captures sweeping views of the city, rivers, and mountains, with custom architectural details, expansive entertaining spaces, and a wine cellar that adds to its character.

29951 SW Old Well Rd, West Linn, OR is priced around $7.5M and represents a proposed custom build of approximately 7,600 square feet on 10 acres. The design leans modern with floor-to-ceiling glass and includes deeded Willamette River frontage with a private dock already in place.

12850 Fielding Rd, Lake Oswego, OR sits at approximately $8.9M and offers nearly 19,500 square feet with nine bedrooms and over eleven bathrooms on roughly three acres along the river. The home is designed for large-scale entertaining, featuring a resort-style pool, theater-like gathering spaces, and extensively manicured grounds.

1 SW Mountain Rd, West Linn, OR comes in at about $12.95M with over 14,500 square feet across six bedrooms and seven-plus bathrooms, set on roughly 28 acres. This modern estate includes expansive outdoor living areas, a pool, driving range, and additional land use potential with water rights and room for further development.

4311 SW Greenleaf Dr, Portland, OR is currently listed at $25M and spans over 25,000 square feet with eight bedrooms and fifteen bathrooms on more than three acres. Originally built in 1930 and extensively renovated, the property blends historic architecture with modern upgrades, featuring an indoor pool, gym, sports court, and large-scale entertaining spaces.

Curious how your price point fits into today’s market—or what opportunities might exist right now?

👉 Connect with the LivPortland team at livportland.com and start the conversation.

🎧 Listen to the full episode
 📺 Watch the full tours on YouTube

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