The 10 Most Expensive Listings in Portland

The housing market stayed strong in 2021. Buoyed by high demand and a shortage of housing stock, it was a seller’s market in Portland, OR as well as in most of the United States. That meant sellers got multiple offers on their homes which spent less time on the market than in the recent past. It also meant sellers were commanding some pretty high prices on their listings. While the median listing price for homes in Portland, OR is $525K, the prices on the higher end are quite impressive. Here is a list of the 10 most expensive listings currently for sale in Portland, Oregon.

1. 429 NW Skyline Blvd #1

With a listing price of $12,500,000, this luxury single-family home tops the list of the most expensive listings in Portland, Oregon. This gorgeous 12,000 square foot home on Skyline Boulevard features a contemporary northwest design style that roots this home to its surroundings of rugged beauty. With two master suites and five VIP suites plus no less than seven full bathrooms, this is the place to entertain guests while you treat them to all Portland has to offer. Or stay in to watch a movie in the Dolby Home Theater. Other amenities that make this home one of the priciest in Portland are the fantastic gourmet kitchen, glass infinity swimming pool, and wellness spa. All of this luxury sits on over gated six acres located minutes away from the Oregon Zoo, Portland Japanese Garden, and Hoyt Arboretum.

2. 1305 SW Myrtle Ct

Next on the list, is this stunning hilltop home in Goose Hollow-Southwest Hills. The list price is $9,495,000 for 7,581 square feet of luxury in this 3 bedroom, 3.5 bath home. Glass walls offer incredible views of downtown Portland, located just minutes away. In fact, this place offers 270-degree views that include the river and mountains. Those views can be enjoyed from the deck too. Constructed of imported stone slabs, this house features an elevator, bar, gourmet kitchen, media room, and gym. If that’s not enough, there’s also a wine room, lap pool, and sauna for rest and rejuvenation. 

3. 13000 NW Old Germantown Rd.

Anyone with $8,000,000 can purchase this amazing 7,286 square foot home on a hill in Forest Park. With four bedrooms and five full and two partial baths, this is a great home base for anyone who wants to take advantage of all the city has to offer while staying connected to nature. Situated on 79 wooded acres, this work of art was designed by Pietro Belluschi in the Mid Century-Modern style. It offers incredible panoramic views of the surrounding hills and valley which can be enjoyed inside from behind floor-to-ceiling glass or from the deck and outdoor pool and greenhouse.

4. 9912 NW Wind Ridge Dr

The cool factor makes this 4-bedroom, 7 bath home worth the $7,778,500 asking price. If you have that kind of money, that is. At 11,363 square feet, this palace is spacious but very unique in its Pacific NW contemporary design. The views of the surrounding 9.74 acres are wonderful, of course, and with Forest Park in your backyard, there’s plenty of scenic beauty to enjoy with trailheads nearby. The lucky buyer will also be close enough to enjoy Portland’s nightlife which is only a short distance away. Other fantastic features of this home include a 6-car garage, pool, and spa. Plus there’s a music room and a guest house.

5. 3601 S River Pkwy #3101

If you’ve got six million in change to invest in a home, consider this 4-bedroom, 4.5 bath full-floor penthouse in the South Waterfront neighborhood. $6,295,000 is the asking price for this 4,865 square foot penthouse. Move into this luxury condo in the John Ross condo tower and you’ll get an incredible 360-degree view of the surrounding area that includes the Willamette River and its bridges as well as the city itself. A wrap-around patio provides access to each room. Residents have access to 24/7 concierge service. The surrounding South Waterfront has been redeveloped to feature many world-class restaurants and walking and cycling trails but also has easy access to Portland’s many other wonderful neighborhoods.

6. 311 NW 12th Ave #1601

If you have $5,995,000 to spend you can live in luxury atop the Casey condominium building. This 4 bedroom and 4.5 bath penthouse condo encompass 4,500 square feet of space furnished with designer furniture. Enjoy the views of the city and hills as well as St. Helens and Mount Hood from an 800 square foot terrace. Working from home is a dream turned to reality with two offices in addition to three-bedroom suites. The chef’s kitchen includes a Carrara marble island and countertops and high-end appliances. Everything Portland’s Pearl District has to offer is steps away.

7. 12955 NW Skyline Blvd

For an asking price of $5,750,000, you’ll enjoy the incredible scenic beauty of this 4-bedroom, 4.5 bath, 7,000 square foot home on Skyline Boulevard. Nestled on top of Skyline Ridge and situated on 20 wooded acres, this home is only a 20-minute journey to the heart of the city as well as plenty of year-round outdoor activities.

8. 1001 NW Lovejoy St Ph 3

$5,000,000 will get you a place on top of The Metropolitan condo building in Portland’s very fashionable Pearl District. This fully-remodeled 3 bedroom, 3.5 bath unit features high-end upgrades that create an air of elegance and luxury. High ceilings and an open floor plan allow for much creativity. Enjoy 3,308 square feet and a 650 square foot patio to entertain guests or simply take in the stunning views of the city. The kitchen includes a marble island and Miele and Subzero appliances. All of this is located steps away from the Willamette River and dozens of boutiques, restaurants, and cafes.

9. 439 NW Hilltop Dr

Number nine on this list of Portland’s most expensive listings is this 4-bedroom, 7 bath home on Hilltop Drive. For an asking price of just under five million, you get 7,624 square feet of gorgeous living space surrounded by beauty and offering fantastic views of Forest Park. This home features his and her bathrooms, a main-level primary bedroom, and an in-ground spa.

10. 727 SW Naito Pkwy

The tenth most expensive property currently listed in Portland is a live/workspace right downtown. You can purchase this 6,875 square feet building that consists of a 1,875 square feet coffee shop on the main floor and 5,750 square feet of living space above. This home features a gorgeous rooftop deck with an incredible view to the east, an exposed brick wall in the main living space, an elevator, top-of-the-line appliances, a contemporary/modern feel, a theater room, and an outdoor kitchen.

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