Wound into the hills of northwest Portland, is a neighborhood whose unique charm is largely derived from the eclectic mix of homes that fill its streets. The appropriately named Hillside features a collection of houses that draw from a range of architectural styles, all perched amidst the area’s picturesque landscape.
Hillside is largely filled with single-family homes, built along the neighborhood’s sloping roads, though there are some condos here as well. The single-family homes in Hillside cover styles ranging from Colonial Revival to Mediterranean. Many of the options here were built in the early part of the 20th century, but home seekers can also find some options built midcentury and later. The way homes are oriented on Hillside’s hilly streets means that front yard space is generally limited, but some properties include backyard space. Price tags here span from the $300,000s for a one-bedroom and one-bathroom condo to more than $2 million for a home pushing 5,000 or 6,000 square feet. “What makes our city so special is it's very irregular. You’ll have a $500,000 house next to a $2 million house,” says local Realtor Libby Benz of Windermere Realty Trust, who frequently works in the Hillside area.
Hillside is primarily residential, but children and their families can find multiple schools in the Portland Public Schools system nearby. Kids can start at Chapman Elementary for kindergarten to fifth grade, a school with a B-plus overall grade on Niche and a list of afterschool activities that includes yoga. From Chapman, students in Hillside move on to the A-minus-rated West Sylvan Middle, which has its own Lego robotics club. Lincoln High, which has an A grade, is next, a school with career and technical education programs in audio engineering, business and management, computer science and robotics, construction, design and applied arts, future endeavors, hospitality and tourism, and media studies/mass communications.
The terrain of Hillside is a boon for nature lovers. One destination of note is Macleay Park, which is almost 140 acres total and stretches into Hillside. It’s a heavily wooded sanctuary full of Douglas fir and western red cedar trees, with multiple trails carving through it. One of the paths that cuts into Hillside is the Wildwood Trail, which is almost 30 miles in total. The beginning of the shorter, half-mile Cumberland Trail is also located in Hillside.
Those looking for indoor recreation can head over to the Hillside Community Center. That facility includes a rock climbing wall and a basketball court, and is home to a range of youth programs and camps, from ballet classes to ceramics classes.
For shopping or a bite to eat, locals can head to the southeast corner of Hillside, where the Uptown Shopping Center is located. There they can nab a sandwich at Phil's Meat Market & Delicatessen or a bowl at Kizuki Ramen & Izakaya. There’s also a Fred Meyer just down the street, convenient for groceries and more. “It’s very, very popular,” Benz says of this slice of the city. “With boutiques and small restaurants and pubs. It’s a wonderful part of the city.”
Residents can perhaps follow a meal at the Uptown Shopping Center with a visit to the 25,000-seat Providence Park for a Portland Timbers soccer game. Providence Park is situated across from the Fred Meyers. Also, history lovers in Hillside may choose to spend an afternoon at the historic Pittock Mansion, a 16,000-square-foot French Renaissance home that was built in 1914 by Henry Pittock, who was publisher of The Oregonian newspaper. The 23-room colossus is now a museum full of period furnishings and artifacts.
Hillside features multiple stops in the area’s TriMet bus system. TriMet covers the Portland metro area with more than 80 bus lines.
Also, despite its secluded feel, Hillside is only a couple of miles from Portland’s downtown, a quick drive without even having to hop on the highway. But Interstate 405 isn’t too far away either, which connects to Interstate 5 for trips across the state line and into Vancouver, Washington, about 9 miles away.
Hillside locals are known to organize a variety of events for the community. The list includes everything from a Family Fun Night in the spring to a Fourth of July picnic and parade to a Halloween Festival.
According to the CAP Index, instances of larceny, burglary and motor vehicle theft rank above national averages in Hillside.
Mandi Mack
TRADITION REAL ESTATE PARTNERS
(971) 328-4330
202 Total Sales
1 in Hillside
$325,000 Price
Amiee Gray
RE/MAX Equity Group
(971) 256-8042
37 Total Sales
1 in Hillside
$645,000 Price
Summer Browner
Keller Williams Realty Professionals
(360) 803-3063
89 Total Sales
1 in Hillside
$1,419,752 Price
Amy Rhew
Real Broker
(971) 407-5148
80 Total Sales
1 in Hillside
$460,000 Price
Suzanne Clark
Cascade Hasson Sotheby's International Realty
(503) 831-9908
90 Total Sales
1 in Hillside
$1,315,000 Price
Amy McMahon
Windermere Realty Trust
(503) 447-4403
97 Total Sales
2 in Hillside
$1.1M - $1.5M Price Range
| 1 - Low Crime, 10 - High Crime | Hillside | US |
|---|---|---|
| Homicide | 5 | 4 |
| Sexual Assault | 5 | 4 |
| Assault with Weapon | 4 | 4 |
| Robbery | 4 | 4 |
| Burglary | 6 | 4 |
| Motor Vehicle Theft | 6 | 4 |
| Larceny | 6 | 4 |
| Crime Score | 5 | 4 |
Source: WhatIsMyCrimeRisk.com
On average, homes in Hillside, Portland sell after 75 days on the market compared to the national average of 58 days. The median sale price for homes in Hillside, Portland over the last 12 months is $952,000, down 2% from the median home sale price over the previous 12 months.
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Median List Price
$1,050,000
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Median Sale Price
$952,000
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Median Single Family Sale Price
$1,310,000
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Median Townhouse Sale Price
$850,000
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Median 2 Bedroom Sale Price
$739,000
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Median Change From 1st List Price
4%
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|
Last 12 months Home Sales
71
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Median Home Sale Price YoY Change
-2%
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Average Price Per Sq Ft
$414
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Number of Homes
1,086
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Number of Homes for Sale
26
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Median Year Built
1969
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Months of Supply
4.40
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Average Single Family Home Size Sq Ft
3,417
Significantly above the national average
1,933
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Average Townhouse Size Sq Ft
1,885
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Average 2 Bedroom Size Sq Ft
1,673
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Average 1 Bedroom Size Sq Ft
1,112
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Median Lot Size Sq Ft
8,712
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$289,900
Perched high above the city on a scenic hillside bluff, this private end-unit condo captures sweeping views of Portland’s skyline, surrounding mountains, winding rivers, and lush valley below. Few homes offer this combination of breathtaking scenery, peaceful privacy, and unbeatable access to the heart of Northwest Portland.Inside, the home features engineered hardwood floors, granite
$299,900
“Rare buildable lot in the highly desirable King’s Heights neighborhood of NW Portland. Hillside lot with mature trees provides privacy and potential for stunning views. Convenient access via NW Skyline Blvd ? NW Imperial Ter ? NW Verde Vista Ter. Minutes to Forest Park, Wildwood Trail, NW 23rd shops, and downtown Portland—perfect canvas for your custom dream home. Utilities available at the
$350,000
Located in the coveted West Hills of Portland, this rare .24-acre parcel is a blank canvas waiting for the right vision. Whether you're a buyer dreaming of a custom forever home, a developer eyeing a high-value build, or an investor seeking a foothold in one of Portland's most desirable enclaves, this lot delivers the location and the land to make it real. You will have easy access to Forest
$1,499,000
Experience modern living with this stunning new construction by Creekside Homes. This beautifully designed home offers 3 spacious bedrooms, 3 full bathrooms, and approximately 2,400 sqft of thoughtfully crafted living space. Featuring an open-concept floor plan, high-end finishes, designer touches, and abundant natural light throughout. The gourmet kitchen flows seamlessly into the living and
$899,000
Outstanding example of a Midcentury Daylight Ranch home with stunning views to the NE featuring Mt. St. Helens and Mt. Adams, Willamette river, the waterfront and forest. Decks on 3 levels provide plentiful opportunities to entertain and relax. Hardwood floors, 3 fireplaces, spacious + practical kitchen with pantry, eating nook and access to the decks. Primary suite upstairs features a wall of
Chris Bonner Neighbors Realty
$1,495,000
Perched atop Kings Heights, this extensively renovated home captures sweeping views of Mount St. Helens, Mount Adams, the Willamette and Columbia Rivers, the Fremont Bridge, and the city skyline from nearly every room. Tucked along a quiet street just moments from Forest Park trail access, NW 23rd, and some of Portland’s best dining, coffee shops, boutiques, and cultural attractions, the home
Declan O'Connor Cascade Hasson Sotheby's International Realty
$1,995,000
Bold architecture. Thoughtful design. Exceptional execution. This custom NW modern residence in Kings Heights offers nearly 4,000 square feet of refined living space where every detail has been carefully considered. Walls of glass flood the home with natural light, while the open main level flows effortlessly between the kitchen, dining, living, and outdoor gathering spaces. Designer finishes,
Todd Talcott Windermere Realty Trust
$1,598,000
OPEN Sun 6/14 FROM 1 TO 3PM. Welcome to one of Portland's popular, premier neighborhoods Kings Heights! Gracious 1920's Traditional proudly nestled into the hillside overlooking the City, offering the homeowner amazing 4 Mountain View's, Willamette River, Cascade Foothills, and City's from almost every room w/amazing "ever changing" Vistas Day & Night. Period architecture greets you featuring
Libby Benz Windermere Realty Trust
$1,345,000
Experience elevated city living with spectacular views at The Westerly! This beautifully remodeled SE facing residence offers refined comfort, thoughtful elevated design, and sweeping vistas of downtown Portland, Mt. Hood, and Mount Adams through dramatic floor-to-ceiling windows that fill the home with natural light. The extensive remodel features new wood floors, fresh paint throughout, new
Christy MacColl Windermere Realty Trust
$275,000
Urban living at its best in a bright and spacious one-bedroom condo high up on the hilltop. Open kitchen/dining room/ living room plan with large windows and private deck overlooking the City skyline, with breathtaking views of Mt Adams and Mt St Helens. This remodeled condo features quartz countertop, wood floor, stainless appliances, in-unit laundry, fresh paint in 2025, low HOAs and additional
Fangfei Yang Oregon First
$1,150,000
European-style urban luxury meets the tranquility of the West Hills. Perched on the second floor, this stunning Hillside condo offers the rare ease of complete single-level living with an expansive, light-filled 2-bedroom, 2.5-bathroom layout illuminated by massive walls of windows. The true showstopper is nearly 500 square feet of private deck space—divided into one fully covered oasis for
Kimberly Brenner Berkshire Hathaway HomeServices NW Real Estate
$975,000
Beautifully maintained, this lovely traditional home in the Hillside neighborhood stands tall above downtown Portland, overlooking gorgeous trees and territorial views. Spend time gazing out from your warm and inviting kitchen and breakfast nook featuring custom hand-painted tiles, a gorgeous terracotta tile floor and warm family room; you'll feel like you're in a villa in the hills of France!
Barbara Mount Premiere Property Group, LLC
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Total Population
2,348
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Median Age
52
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Population Density
6 ppl/acre
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Population under 18
17%
Below the national average
23.8%
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Population over 65
30.4%
Above the national average
19.1%
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|
|
Median Household Income
$203,065
Significantly above the national average
$79,597
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Average Household Income
$208,612
|
|
High School Graduates
98.9%
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College Graduates
84.7%
Significantly above the national average
34.1%
|
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Advanced Degrees
44.3%
Significantly above the national average
13.3%
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% Population in Labor Force
66.6%
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Annual Precipitation
41''
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Average Winter Low Temperature
34°F
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Average Summer High Temperature
82°F
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Annual Snowfall
1''
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Bikeability
Walkability
Transit
Local Logic measures the walkability, access to public transit and bikeability of any address. CAP Index provides objective, accurate, and consistent data to help measure, compare, and mitigate crime risks.
Suburban enclave overlooking Washington Park, 3 miles from downtown Portland
Bohemian hub with boutiques, historic homes and converted industrial buildings
A hip district known for its bustling art, shopping and dining scenes
A lush, hilly neighborhood full of charming homes and trendy retail and dining
Charming, pseudo-suburban neighborhood with ample greenery southwest of Downtown
Reclusive, mountainous corner of Portland with top-tier parks and schools