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Explore Similar Apartments Within 2 Miles of Hillside, OR

  • /46

    $975,000

    • 4 Beds
    • 4 Baths
    • 4,756 Sq Ft

    2122 NW Everett St, Portland, OR 97210

    OPEN Sun 7/13 1-3pm! Come explore this grand & versatile Queen Anne Victorian, to use as 3Plex or love it as a whole house! Attractive seller financing may be possible. Airbnb for 1 or more units may be allowed. Stunning "owner's unit" upstairs, over 1850 sq ft. Benefit from a lucrative rental income while living a vibrant urban lifestyle in the heart of exciting NW Portland. Located in a coveted

    Agent Photo

    Laurie Sonnenfeld

    Laurie Sonnenfeld Realty

    (503) 714-7696

    2122 NW Everett St, Portland, OR 97210
  • /37

    $675,000

    • 5 Beds
    • 4 Baths
    • 2,508 Sq Ft

    212 SW Hamilton St Unit 214, Portland, OR 97239

    Fantastic Income producing duplex in prime Hamilton Heights Location! This beautifully maintained property offers two spacious units ideal for living in one and renting the other. Its also a great investment property or multi-generational living. The upper unit features 2 bedrooms and 2 bathrooms, a generous living room with fireplace, soaring ceilings, stunning wood paneling, and oversized

    Agent Photo

    Nick Shivers

    Keller Williams PDX Central

    (971) 366-2494

    212 SW Hamilton St Unit 214, Portland, OR 97239
  • /48

    $800,000

    • 5 Beds
    • 3 Baths
    • 4,909 Sq Ft

    204 NW 15th Ave Unit 206, Portland, OR 97209

    This rare Victorian-style duplex + bonus 3rd unit sits on a quiet cul-de-sac at the edge of Portland’s vibrant Pearl District, combining timeless character with modern functionality. Ideal for owner-occupants or investors, the property offers three distinct living spaces with flexible rental options in one of the city’s most walkable neighborhoods.The detached duplex features a main-level unit

    Jennifer Turner Lovejoy Real Estate

    204 NW 15th Ave Unit 206, Portland, OR 97209
  • /7

    $1,700,000

    • 8 Beds
    • 10 Baths
    • 6,782 Sq Ft

    2257 NW Glisan St, Portland, OR 97210

    The Willa offers residents (10 units) an exceptional living experience with immediate access to the vibrant amenities of Nob Hill, Slabtown, and the Pearl District. Strong tenant demand with walkability to top-tier dining & retail plus proximity to key employment centers. Property with stable occupancy, proven rental upside, and continued growth in one of Portland’s most desirable submarkets,

    Steve Odermann Windermere Realty Trust

    2257 NW Glisan St, Portland, OR 97210
  • /8

    $1,250,000

    • 4 Beds
    • 7 Baths
    • 4,392 Sq Ft

    1635 NW 25th Ave, Portland, OR 97210

    The Savior Court (7 units) offers residents an exceptional living experience with immediate access to the vibrant amenities of Nob Hill, Slabtown, and the Pearl District. Strong tenant demand, walkability to top-tier dining and retail, and proximity to key employment centers. With stable occupancy, proven rental upside, and continued growth in one of Portland’s most desirable submarkets,

    Steve Odermann Windermere Realty Trust

    1635 NW 25th Ave, Portland, OR 97210
  • /20

    $885,000

    • 6 Beds
    • 3 Baths
    • 2,464 Sq Ft

    204 SW Woods St Unit 208, Portland, OR 97201

    Do Not Disturb Tenants! Great location, in the heart of Southwest Portland, minutes to OHSU, Under Armor HQ, city center, South Waterfront, parks and mass transit. Across the street from Cedarwood Waldorf school & Lair Hill park.3 updated 2 bedroom/1 bathroom units. All units have washer & dryer. All units have private deck/patio. The lower/ larger unit has a fireplace & upper unit has a view.

    Peter Jameson J Residential Properties

    204 SW Woods St Unit 208, Portland, OR 97201
  • /20

    $1,199,000

    • 8 Beds
    • 4 Baths

    2717 SW 2nd Ave, Portland, OR 97201

    Updated 4-plex investment opportunity with strong upside potential. Zoned CM2, this property offers room to expand—additional units may be possible in the backyard area. Plus, a 40' x 20' attic with 12-ft vaulted ceilings provides even more opportunity for future growth. Consistently 100% occupied, each unit features hardwood floors, large updated windows, updated kitchens and baths, in-unit

    Kirt Dye John L. Scott

    2717 SW 2nd Ave, Portland, OR 97201
  • /10

    $1,200,000

    • 7 Beds
    • 5 Baths
    • 3,500 Sq Ft

    1231 NW 25th Ave, Portland, OR 97210

    Elegant, turn of the century, craftsman-style Nob Hill property, currently configured as a 4-unit investment property. Very hard to come by corner location, with strong, commanding street presence. Period leaded glass windows and other features are still present. Two units have fireplaces, three have hardwood floors. Detached one car garage. Strong tenant demand with very low turn-over.

    David Allred DLA Properties, LLC

    1231 NW 25th Ave, Portland, OR 97210
  • /34

    $1,245,000

    • 2 Beds
    • 2 Baths
    • 4,493 Sq Ft

    2056 NW Overton St, Portland, OR 97209

    This is one you don't want to miss! A very charming 4-plex with all the interiors designed by Jessica Helgerson. Nestled on a tree-lined street in NW Portland’s lively Slabtown neighborhood. Over the last six years, this historic gem has undergone more than $450,000 in upgrades, including a full tear-off roof in 2019, energy-efficient double-pane windows, and beautiful renovations in every unit.

    Debbie Thomas Debbie Thomas Real Estate, Inc

    2056 NW Overton St, Portland, OR 97209
  • /47

    $679,000

    • 3 Beds
    • 2 Baths
    • 2,607 Sq Ft

    2115 NW 22nd Ave, Portland, OR 97210

    2115 NW 22nd Ave, Portland, ORThis beautifully remodeled duplex in the heart of NW Portland offers modern finishes, timeless charm, and unbeatable location. Both units are vacant—perfect for owner-occupants or investors. Each unit has been thoughtfully updated, and the property includes a full basement with endless potential for storage, expansion, or added value. Steps to restaurants, boutiques,

    Amanda Folkestad Realty Portland

    2115 NW 22nd Ave, Portland, OR 97210
  • /44

    $895,000

    • 6 Beds
    • 2 Baths
    • 3,146 Sq Ft

    1115 1117 N Beech St, Portland, OR 97227

    Take advantage of the City's new SDC Waiver program! Turn-key investment or Owner Occupant, PLUS future development opportunity in the hot N MISSISSIPPI neighborhood! Broad, inviting front porch welcomes residents & guests, and makes a great spot for morning coffee. Updated systems throughout are an owner/tenant win-win. Excellent rental history, and low-turnover for the last 20+ years. Each unit

    Elizabeth Wren Shiffler Realty Works Group

    1115 1117 N Beech St, Portland, OR 97227
  • /2

    $650,000

    • 1 Bed
    • 1 Bath
    • 1,748 Sq Ft

    4901 N Maryland Ave, Portland, OR 97217

    Built in 1944, the N Maryland Tri-Plex consists of three single-level one-bed/one-bath units with dedicated parking and period charm. Located in the Overlook neighborhood of N Portland, all units feature washer/dryer hookups, a unique feature for buildings of this age, hardwood floors, updated bathrooms, and a back patio. Just one block from N Interstate Ave, home to Portland’s award-winning MAX

    Parvaneh Kalantari Vitality Home Realty

    4901 N Maryland Ave, Portland, OR 97217
  • /48

    $1,150,000

    • 5 Beds
    • 4 Baths
    • 3,959 Sq Ft

    2391 NW Irving St, Portland, OR 97210

    Your dream home has arrived! Location, location, location!! Less than a block to NW 23rd, this Nob Hill Victorian exudes period charm blended seamlessly with modern updates! Step inside to find gorgeous woodwork throughout, including crown molding, wainscoting, and stunning fleur de lis chandeliers. The expansive vaulted wrap-around porch is a true showstopper—complete with a built-in hot tub

    Andrea Guest Keller Williams Realty Professionals

    2391 NW Irving St, Portland, OR 97210
  • /47

    $972,000

    • 4 Beds
    • 4 Baths
    • 4,004 Sq Ft

    2204 NE 7th Ave, Portland, OR 97212

    Elegant 1904 fourplex in historic Irvington. Set on a bike boulevard among large trees and stately homes, this beautiful property is rich in original character. The light-filled apartments feature large windows and classic details. It's been lovingly maintained and improved--recent updates include exterior paint, new electrical services and panels, insulation, and more. The apartments are easy to

    Tim Pitts Proud Realty LLC

    2204 NE 7th Ave, Portland, OR 97212
  • /21

    $980,000

    • 4 Beds
    • 4 Baths
    • 3,496 Sq Ft

    2066 NW Overton St, Portland, OR 97209

    Prime NW Portland 4-Plex—On the pulse of NW 23rd Avenue’s electric scene—brimming with trendsetting cuisine, boutique shopping, and an unmistakable city vibe. This well-maintained 4-plex offers a rare chance to own an income-generating property in one of Portland’s most sought-after neighborhoods. Each unit offers hardwood floors, a cozy fireplace, and period details that exude timeless

    Lindsey Butler Keller Williams PDX Central

    2066 NW Overton St, Portland, OR 97209
  • /14

    $1,660,000

    • 6 Beds
    • 7 Baths

    2845 NE Martin Luther King Junior Blvd, Portland, OR 97212

    This well maintained and professionally managed 6 plex with commercial street front just became available! Located in the sought after Elliot, this property features all one-bedroom units. Four of the six have vaulted ceilings. Two are upstairs with huge decks, large soaking tubs, separate shower and walk-in closets. All have in unit laundrys and air conditioning. This property provides diverse

    Eric Lincoln MORE Realty

    2845 NE Martin Luther King Junior Blvd, Portland, OR 97212
  • /10

    $4,350,000

    • 1 Bed
    • 1 Bath
    • 10,596 Sq Ft

    4620 N Maryland Ave, Portland, OR 97217

    Welcome to Savona Apartments, a 24-unit apartment community ideally situated at 4620 N Maryland Ave in the heart of one of Portland’s most dynamic neighborhoods. Built in 2018, Savona Apartments features modern construction and spacious floor plans designed for today’s urban lifestyle.This well-maintained property offers a blend of contemporary living and unbeatable location. Residents enjoy

    Jacob Serrill Kelly Right Real Estate of Portland, LLC

    4620 N Maryland Ave, Portland, OR 97217
  • /48

    $850,000

    • 3 Beds
    • 2 Baths
    • 2,675 Sq Ft

    2664 NW Thurman St, Portland, OR 97210

    Rare Willamette Heights unicorn delivers a spectacular residential offering in an unbeatable location. Quietly tucked away in one of Portland’s most beloved urban enclaves, this charming Victorian home will leave you inspired and smitten with the very best of urban living. Soaring high ceilings, gleaming hardwoods with inlay detail, massive windows, a bright & European-style kitchen with butler’s

    Eric Hagstette Inhabit Real Estate

    2664 NW Thurman St, Portland, OR 97210
  • /31

    $1,790,000

    • 8 Beds
    • 7 Baths
    • 5,436 Sq Ft

    2222 NW Irving St, Portland, OR 97210

    Excellent high-demand location and solid investment opportunity. Steps to vibrant NW 23rd in the heart of Portland's iconic Northwest Alphabet District. Spacious 1760 sqft 4 bedroom / 2 bath unit is ideal for owner occupancy and being held vacant. 1 bedroom unit just vacated and also being held as an option for new owner. Either or both can be rented prior to close as a term of negotiation. Rare

    Jon Stagnitti Land and Wildlife LLC

    2222 NW Irving St, Portland, OR 97210
  • /17

    $1,429,900

    • 5 Beds
    • 5 Baths
    • 4,500 Sq Ft

    4517 N Montana Ave, Portland, OR 97217

    Investor Alert! Seller is offering seller-carried financing with 30% down and 7% interest. Buyers may also have the option to use cross- collateralization of an investment property in place of a full cash down payment. Reach out to listing agents for more information. Exceptional opportunity to own two well-maintained 4-plexes across multiple lots in the highly sought-after Overlook neighborhood

    Darryl Bodle Keller Williams Realty Portland Premiere

    4517 N Montana Ave, Portland, OR 97217
  • /14

    $729,900

    • 2 Beds
    • 2 Baths
    • 2,250 Sq Ft

    4515 N Montana Ave Unit 4525, Portland, OR 97217

    Investor Alert! Seller is offering seller-carried financing with 30% down and 7% interest. Buyers may also have the option to use cross- collateralization of an investment property in place of a full cash down payment. Reach out to listing agents for more information. Exceptional opportunity to own a well-maintained 4-plex in the highly sought-after Overlook neighborhood of North Portland. Each

    Darryl Bodle Keller Williams Realty Portland Premiere

    4515 N Montana Ave Unit 4525, Portland, OR 97217
  • /27

    $925,000

    • 8 Beds
    • 4 Baths
    • 4,036 Sq Ft

    2343 NW Glisan St, Portland, OR 97210

    Welcome to your next iconic investment in the heart of Portland’s highly sought-after Northwest District — a timeless, turn-of-the-century triplex that blends classic charm with modern potential. Set on a tree-lined street surrounded by lush greenery, this stately property offers the rare opportunity to own a piece of Portland history with solid rental income and even greater upside. The units

    Tyzoe Brown Keller Williams PDX Central

    2343 NW Glisan St, Portland, OR 97210
  • /35

    $359,000

    • 3 Beds
    • 3 Baths

    3649 SW 52nd Place, Portland, OR 97221

    The seller is motivated and willing to consider all reasonable offers. Two units on one property: Offering a rare opportunity for multigenerational living or dual-unit flexibility, this unique property provides the perfect blend of shared space and privacy. This spacious Bridlemile property in the highly sought-after Wilcox Estates, features a single-level 2-bedroom, 2-bathroom unit on the main

    Sara Ferrito Move Real Estate Inc

    3649 SW 52nd Place, Portland, OR 97221
  • /42

    $750,000

    • 3 Beds
    • 3 Baths
    • 2,786 Sq Ft

    3020 SW 12th Ave Unit 3024, Portland, OR 97239

    Well-maintained triplex in a prime location close to OHSU with expansive city views. The property consists of three units with solid rental demand and long-term tenancy history. The lower-level 2-bedroom unit has been fully remodeled, featuring new kitchen and bathroom cabinets, fixtures, appliances, and LVP flooring throughout. Currently left vacant—ideal for an owner-occupant or ready for mid

    Cory C Constant Commercial Real Estate Inc

    3020 SW 12th Ave Unit 3024, Portland, OR 97239
  • /32

    $599,000

    • 4 Beds
    • 2 Baths
    • 1,988 Sq Ft

    3512 NE Grand Ave, Portland, OR 97212

    Amazing, quiet location but mere steps to hot spots in lower NE Portland! DUPLEX is in Excellent condition with perfect tenants! All plumbing was replaced with PEX supply lines in 2022. 35-year Roof was installed in 2023. Cadet wall heaters were replaced in 2024 with new units that include digital thermostats. New washer & dryer in Unit A (2023) and Unit B (2024). Separate sub-water meter

    Theresa deSousa + Brian Spear Opt

    3512 NE Grand Ave, Portland, OR 97212
  • /35

    $910,000

    • 4 Beds
    • 4 Baths
    • 4,596 Sq Ft

    2002 NE 8th Ave Unit 2008, Portland, OR 97212

    Opportunity knocks in this character-rich four-plex located in the center of Portland. Set on a spacious lot with generous outdoor space, this classic property blends original charm with thoughtful updates—perfect for investors or owner-occupants alike. Brand new roof! Repairs to siding, windows replaced in unfinished attic, and many more. Each unit features its own unique character, from

    Atika Hagen Windermere Realty Trust

    2002 NE 8th Ave Unit 2008, Portland, OR 97212
  • /48

    $1,349,000

    • 5 Beds
    • 4 Baths
    • 5,088 Sq Ft

    821 NW 16th Ave, Portland, OR 97209

    Amazing opportunity on this mixed-use classic in niche NW Portland Neighborhood zoned CM3! The property would be great used as a Live/Work space, duplex for residential or investment for both residential AND commercial. The main level is used as office space with great flow and both community space and private office. The upstairs apartment is light-filled and open with 4 bedrooms, 2 bathrooms

    Matt Williams Bison Properties

    821 NW 16th Ave, Portland, OR 97209
  • /32

    $895,000

    • 8 Beds
    • 4 Baths
    • 3,120 Sq Ft

    3103-3109 SE 6th Ave, Portland, OR 97202

    Well maintained four unit complex, with additional 5,000 sq ft lot, in the very popular Southeast Portland neighborhood of Brooklyn. Nestled amongst some of the most popular coffee shops, restaurants and down the street from Aladdin's Theater- one of Portland's most popular venues for live entertainment. Easy access to highways, perfect for a commuter and also accessible to public transit.

    Rebecca Wilson eXp Realty, LLC

    3103-3109 SE 6th Ave, Portland, OR 97202
  • /48

    $3,600,000

    • 15 Beds
    • 8 Baths

    8720 SW Katherine Ln, Portland, OR 97225

    A one-of-a-kind investment opportunity—two adjoining parcels totaling 4.51 forested R5 acres, just minutes from downtown Portland. This income-generating retreat offers multiple rental units, a stunning natural setting, and high revenue potential. 8720 SW Katheryn Ln (Pictures 2-10) – A 3,000 sq. ft. remodeled daylight ranch with six bedrooms, two permitted kitchens, and high-quality timber

    Adrian Wild Keller Williams Realty Professionals

    8720 SW Katherine Ln, Portland, OR 97225
  • /47

    $879,000

    • 8 Beds
    • 6 Baths
    • 4,781 Sq Ft

    3412 SW 13th Ave, Portland, OR 97239

    Prime Location in the Heart of Portland’s SW Hills — This stunning home offers top-tier schools and exceptional flexibility, perfect for multigenerational living, a home office, Airbnb potential, or an in-law/nanny suite. Situated on a low-maintenance lot surrounded by trees and territorial views. The main part of the house features six bedrooms, four full bathrooms, a bonus room, a family room

    Zachary Eaton Keller Williams Realty Professionals

    3412 SW 13th Ave, Portland, OR 97239
  • /27

    $795,000

    • 3 Beds
    • 4 Baths

    5301 N Kerby Ave, Portland, OR 97217

    NEW PRICE on this 4-plex investment property in great location on corner lot. DO NOT GO ON PROPERTY WITHOUT APPOINTMENT WITH REAL ESTATE BROKER. DO NOT DISTURB TENANTS.

    Kris Cochran Cochran Property Group Inc.

    5301 N Kerby Ave, Portland, OR 97217
  • /22

    $995,000

    • 7 Beds
    • 5 Baths
    • 3,350 Sq Ft

    2047 SW 10th Ave, Portland, OR 97201

    5 Plex with CITY VIEWS and close to PSU campus. Zoning is RM4 which accommodates a high density, multi-dwelling build up to 30 units in a fabulous, central city location. As an investment, this 1912 build has a consistent rental history with a blend of studio, 1,2 and 3 bedroom units. Both Roof and Boiler are newer. Main floor units have hardwood floors, period built-ins, large front porch and

    Douglas Landers John L. Scott Portland Central

    2047 SW 10th Ave, Portland, OR 97201
  • /32

    $1,249,000

    • 1 Bed
    • 1 Bath
    • 2,883 Sq Ft

    1805 NE 8th Ave, Portland, OR 97212

    Fantastic investment opportunity to acquire a 6-plex in the vibrant heart of Northeast Portland. This property is conveniently located by shops, restaurants, public transport, and highway access. It features six 1-bedroom, 1-bathroom apartment units, complete with on-site laundry facilities and personal storage units. No sign or lockbox is present on the property. Listing agent is an Oregon

    Risa Davis eXp Realty, LLC

    1805 NE 8th Ave, Portland, OR 97212
  • /47

    $749,000

    • 4 Beds
    • 4 Baths
    • 2,250 Sq Ft

    4526 N Maryland Ave Unit 4538, Portland, OR 97217

    Great addition to your portfolio. Outstanding North Portland Overlook location just a minute to 1-5. Units appear to be refreshed and maintained please see interior photos. Newly vacant unit for owner occupants. See Instructions.

    Derrick Emmerty White Star Realty, Inc

    4526 N Maryland Ave Unit 4538, Portland, OR 97217
  • /19

    $2,499,900 New Construction

    • 8 Beds
    • 12 Baths

    4318 N Gantenbein Ave, Portland, OR 97217

    Welcome to a standout six-unit multifamily property in the heart of North Portland’s vibrant Humboldt neighborhood. Located in one of the city's most dynamic and desirable areas, this property sits just steps from the lively Vancouver/Williams corridor and N Mississippi Avenue—home to some of Portland's best shops, restaurants, and parks. Boasting a perfect 100 Bike Score, it’s ideal for

    Kelly Deos Keller Williams Realty Portland Premiere

    4318 N Gantenbein Ave, Portland, OR 97217
  • /16

    $1,239,900 New Construction

    • 4 Beds
    • 6 Baths

    203 NE Going St, Portland, OR 97211

    Thoughtfully Built 3-Unit Multi-Family Property in the Heart of Portland’s King Neighborhood. This exceptional three-unit property offers a rare opportunity to own a stylish, smartly designed home built by a Street of Dreams builder with care and intention. Each unit has been crafted with a focus on livability, featuring high ceilings for an open, airy feel and vaulted ceilings in the upper

    Darryl Bodle Keller Williams Realty Portland Premiere

    203 NE Going St, Portland, OR 97211
  • /34

    $2,349,900 New Construction

    • 14 Beds
    • 21 Baths
    • 6,449 Sq Ft

    3564 NE Garfield Ave, Portland, OR 97212

    PHENOMENAL location meets elevated design + modern architecture with this gorgeous new construction 7 unit condo! With an incredible 95 WalkScore/100BikeScore, this condo puts you within 0.05mi to idyllic restaurants, shops, coffee, + less than 0.5mi to Legacy Emanuel Hospital! Impeccably designed, find warm tones across these open concept floor plans boasting expansive windows for a light +

    Darryl Bodle Keller Williams Realty Portland Premiere

    3564 NE Garfield Ave, Portland, OR 97212
  • /14

    $699,900 Pre-Foreclosure

    • 4 Beds
    • 4 Baths
    • 2,250 Sq Ft

    4501 N Montana Ave Unit 4509, Portland, OR 97217

    Investor Alert! Seller is offering seller-carried financing with 30% down and 7% interest. Buyers may also have the option to use cross- collateralization of an investment property in place of a full cash down payment. Reach out to listing agents for more information. Exceptional opportunity to own a well-maintained 4-plex in the highly sought-after Overlook neighborhood of North Portland. Each

    Darryl Bodle Keller Williams Realty Portland Premiere

    4501 N Montana Ave Unit 4509, Portland, OR 97217

Why Live in 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

Housing Trends

Median Sale Price
$955,000
Median Single Family Sale Price
$1,200,000
Median 2 Bedroom Sale Price
$649,000
Median 1 Bedroom Sale Price
$424,400
Average Price Per Sq Ft
$408
Number of Homes for Sale
31
Last 12 months Home Sales
50
Months of Supply
7.40
Median List Price
$1,050,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
-4%
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