17

Hillside Houses for Sale

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  • /43

    $1,775,000

    • 4 Beds
    • 2.5 Baths
    • 3,721 Sq Ft

    2663 NW Westover Rd, Portland, OR 97210

    Just above the city’s rhythm—but close enough to feel connected this timeless traditional in King's Heights with the rare option of a buildable adjacent lot, offering a refined retreat with room to grow in one of Portland’s most coveted settings. An expansive deck stretches out toward sweeping views of the Cascade Range and glittering downtown skyline—complete with an outdoor kitchen with

    Ashley Crowell Vetiver Street Real Estate

    2663 NW Westover Rd, Portland, OR 97210
  • /48

    $1,850,000

    • 5 Beds
    • 4.5 Baths
    • 5,827 Sq Ft

    745 NW Culpepper Terrace, Portland, OR 97210

    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 amazing "ever changing" Vistas Day & Night. Period architecture greets you featuring spacious entry, higher ceilings, larger size rooms.

    Libby Benz Windermere Realty Trust

    745 NW Culpepper Terrace, Portland, OR 97210
  • /45

    $2,500,000

    • 5 Beds
    • 5 Baths
    • 5,262 Sq Ft

    316 NW Hilltop Dr, Portland, OR 97210

    Home is being sold AS-IS. Welcome to the David Eyre House, a stunning architectural gem designed by renowned architect Van Evera Bailey, which graced the cover of Better Homes and Gardens magazine in July 1954. Situated on 1.72 acres just above the historic Pittock Mansion, this remarkable residence offers a breathtaking view of both Mount Hood and downtown Portland. The main home has undergone

    Ginger Burke Cascade Hasson Sotheby's International Realty

    316 NW Hilltop Dr, Portland, OR 97210
  • /42

    $2,600,000

    • 7 Beds
    • 8 Baths
    • 10,373 Sq Ft

    2545 NW Westover Rd, Portland, OR 97210

    Experience timeless elegance and modern convenience in this stunning and meticulously restored home. Built by Frank Warren Jr. and designed by the renowned Joseph Jacobberger. Perched gracefully above the vibrant NW 23rd St in Portland's sought-after West Hills, this home boasts breathtaking city and mountain views, inviting you into a world where history and contemporary luxury blend

    Zayda Maguire eXp Realty, LLC

    2545 NW Westover Rd, Portland, OR 97210
  • /44

    $2,495,000

    • 5 Beds
    • 4 Baths
    • 4,378 Sq Ft

    2929 NW Cumberland Rd, Portland, OR 97210

    Perched in sought-after Kings Heights, this mid-century gem exudes personality, framed by sweeping views of the city and four mountains. Recently reimagined, the home is a vibrant showcase of color and style, creating a fun yet calming atmosphere. The detached ADU is a masterpiece in its own right, featuring a sleek kitchen with premium appliances, a luxurious bathroom, a washer/dryer, and a

    Marcia Walsh Where, Inc

    2929 NW Cumberland Rd, Portland, OR 97210
  • /46

    $2,395,000

    • 5 Beds
    • 3.5 Baths
    • 5,127 Sq Ft

    282 NW MacLeay Blvd, Portland, OR 97210

    Nestled in the elegant Hillside neighborhood in NW Portland, this renovated and restored 1925 traditional home has one of the best views in the city! From Forest Park to downtown with four mountains in between, you will be mesmerized by the beauty and light from every room. With meticulous care and thought, this home has been reimagined with a dream chef's kitchen that opens to a modern living

    Courtney Davies Where, Inc

    282 NW MacLeay Blvd, Portland, OR 97210
  • /48

    $2,994,000 Open Sun 2PM - 4PM

    • 5 Beds
    • 3.5 Baths
    • 5,112 Sq Ft

    2868 NW Cumberland Rd, Portland, OR 97210

    OPEN HOUSE 4/26 SAT 11:00AM-1:00PM AND 4/27 SUN 2:00-4:00PM. Seller will credit 30k towards rate buy down/closing costs. Exceptional Kings Heights estate w/unrivaled views from almost every rm of 4 mountains, River, & Portland city skyline. Step inside to discover a grand living rm w/high ceilings, hardwd flrs, & a cozy wood-burning fireplace w/access to newer brick patio. Main level features

    Mary Jo Avery Avery Bunick Luxury Properties

    2868 NW Cumberland Rd, Portland, OR 97210
  • /47

    $1,299,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 3.5 Baths
    • 3,388 Sq Ft

    2850 NW Verde Vista Terrace, Portland, OR 97210

    This Kings Heights cottage style home is truly one of a kind. Timeliness character combined with tasteful upgrades in a highly desirable neighborhood. The main floor features real hardwoods, a tuscan style kitchen with high end appliances and granite countertops, a cozy den with wood accents and wood burning fireplace, a huge dining space with exposed beams, and a spacious great room with

    Tracy Hasson Cascade Hasson Sotheby's International Realty

    2850 NW Verde Vista Terrace, Portland, OR 97210
  • /47

    $949,000

    • 4 Beds
    • 2.5 Baths
    • 3,043 Sq Ft

    140 NW MacLeay Blvd, Portland, OR 97210

    Tucked into Kings Heights and perched above NW Portland, this timeless English-style home offers a front-row seat to nature’s poetry in action. Spring mornings bring a wash of blossoms and birdsong through leaded glass windows, while sunlit nooks and original millwork inspire reading, writing, or simply watching the trees sway. The formal living room, anchored by a gas fireplace, private deck (1

    Mathew Wray Keller Williams Realty Portland Premiere

    140 NW MacLeay Blvd, Portland, OR 97210
  • /44

    $1,625,000

    • 4 Beds
    • 3.5 Baths
    • 3,658 Sq Ft

    394 NW Maywood Dr, Portland, OR 97210

    City, river, and mountain views stun almost every room of this restored French Country home perched high in coveted King's Heights. Taken down to studs in 2016 and continuously upgraded since then, this home offers some of the best views in Portland and is ideal for entertaining and modern living. The open-concept living room and kitchen are open to the expansive sliding doors, allowing views

    Declan O'Connor Cascade Hasson Sotheby's International Realty

    394 NW Maywood Dr, Portland, OR 97210
  • /47

    $3,345,000

    • 6 Beds
    • 6 Baths
    • 6,685 Sq Ft

    296 NW Maywood Dr, Portland, OR 97210

    Step into a world where luxury meets breathtaking views at 296 NW Maywood Drive! This isn't just a home, it's an experience that captivates from the moment you arrive. As you pass through the gate, the City of Roses unfolds beneath you, offering a panoramic vista of the Cascade mountains, the Willamette River, and the vibrant cityscape of Portland. Imagine living just minutes from the cultural

    Kendall Bergstrom-DeLancellotti Cascade Hasson Sotheby's International Realty

    296 NW Maywood Dr, Portland, OR 97210
  • /47

    $1,099,950

    • 3 Beds
    • 3 Baths
    • 3,098 Sq Ft

    294 NW MacLeay Blvd, Portland, OR 97210

    New price! Experience breathtaking panoramic views of Portland, Mt. Hood, Mt. St. Helens, Mt. Adams, and the winding Willamette River from this absolutely stunning and truly unique English Tudor home in the coveted King Heights neighborhood of the West Hills. This residence seamlessly blends the timeless elegance of its original architecture with thoughtfully curated modern updates, creating a

    LACEY LEWIS Windermere Community Realty

    294 NW MacLeay Blvd, Portland, OR 97210
  • /40

    $1,577,000

    • 3 Beds
    • 5 Baths
    • 4,817 Sq Ft

    1122 NW Summit Ave, Portland, OR 97210

    Contemporary living in Kings Heights! Step into the grand entry and be immediately captivated by the soaring cathedral ceiling, elegant tile flooring, and a terrace showcasing panoramic views of Mount Hood, Mount St. Helens, and the city. Experience luxury at its finest with an elevator to every floor, high ceilings, and expansive windows that flood the home with natural light and breathtaking

    Jenna Hasson Cascade Hasson Sotheby's International Realty

    1122 NW Summit Ave, Portland, OR 97210
  • /32

    $899,900

    • 3 Beds
    • 3 Baths
    • 2,450 Sq Ft

    3066 NW Valle Vista Terrace, Portland, OR 97210

    Perched high in one of Portland's most prestigious neighborhoods, Kings Heights, this mid-century modern home maintains its period charm while boasting updates perfect for today's living. The 2,450-square-foot floor plan spans two levels and includes three bedrooms, three bathrooms, an office/guest space, and a lower-level family room. An abundance of natural light greets you in the open-concept

    Declan O'Connor Cascade Hasson Sotheby's International Realty

    3066 NW Valle Vista Terrace, Portland, OR 97210
  • /42

    $1,454,999

    • 5 Beds
    • 2.5 Baths
    • 4,136 Sq Ft

    3131 NW Luray Terrace, Portland, OR 97210

    On Top Of The World In Kings Heights! Outstanding 1971 custom Contemporary home with mountain, river and city views in highly desirable Kings Heights on half acre lot! This home was built to entertain. The desirable floor plan has an exquisite chefs kitchen, family room and dining room that open to two balconies overlooking the city and mountains. Floor-to-ceiling windows flood the main floor

    Yonette Fine Living Room Realty

    3131 NW Luray Terrace, Portland, OR 97210
  • /48

    $1,285,000

    • 4 Beds
    • 2.5 Baths
    • 5,695 Sq Ft

    3008 NW Greenbriar Terrace, Portland, OR 97210

    This home has an impressive architectural pedigree: originally designed by commercial Architects DeYoung and Roald (Historic Heathman Hotel) for prominent Civic Engineer G.L. Rauch. Later prestigious Architect Richard Sundeleaf did kitchen & family room expansion with Douglas fir hand-hewn timbers. The home has been masterfully updated with timeless finishes and is surrounded by incredible

    Dan Volkmer Windermere Realty Trust

    3008 NW Greenbriar Terrace, Portland, OR 97210
  • /40

    $2,495,000

    • 4 Beds
    • 2.5 Baths
    • 3,721 Sq Ft

    2663 NW Rd, Portland, OR 97210

    Just above the city’s rhythm—but close enough to feel connected this timeless traditional in King's Heights offering a refined retreat with room to grow in one of Portland’s most coveted settings. An expansive deck stretches out toward sweeping views of the Cascade Range and glittering downtown skyline—complete with an outdoor kitchen with built-in grill, gas firepit and retractable cover for

    Ashley Crowell Vetiver Street Real Estate

    2663 NW Rd, Portland, OR 97210

About Hillside

Hillside, located in northwest Portland, is a neighborhood known for its diverse architectural styles and scenic hilly terrain. The area features a mix of single-family homes and some condos, with styles ranging from Colonial Revival to Mediterranean, many built in the early 20th century, and others from midcentury onwards. While front yard space is limited due to the hilly streets, some properties offer backyard space. Hillside is primarily residential, with children attending highly rated schools such as Chapman Elementary, West Sylvan Middle, and Lincoln High. Nature lovers will appreciate Macleay Park, a nearly 140-acre wooded area with trails like the Wildwood Trail and the Cumberland Trail. Indoor recreation is available at the Hillside Community Center, which offers a rock climbing wall, basketball court, and various youth programs. For shopping and dining, residents frequent the Uptown Shopping Center, home to Phil's Meat Market & Delicatessen and Kizuki Ramen & Izakaya, with a Fred Meyer nearby for groceries. Local attractions include Providence Park for Portland Timbers soccer games and the historic Pittock Mansion. Hillside is well-connected by the TriMet bus system and is just a few miles from downtown Portland, with easy access to Interstate 405 and Interstate 5. Despite its secluded feel, Hillside is known for its community events, including a Family Fun Night, Fourth of July picnic, and Halloween Festival.

Home Trends in Hillside, OR

Home Trends

Median Price (12 Mo)
$940,000
Median Single Family Price
$1,200,000
Median 2 Bedroom Price
$645,000
Median 1 Bedroom Price
$417,500
Average Price Per Sq Ft
$415
Number of Homes for Sale
31
Last 12 months Home Sales
61
Months of Supply
6.10
Median List Price
$972,450
Median Discount From 1st List Price
4%
Median Home Sale Price YoY Change
-15%
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