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Hillsdale Homes for Sale

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  • /28

    $529,900

    • 2 Beds
    • 1.5 Baths
    • 1,536 Sq Ft

    4729 SW 31st Dr, Portland, OR 97239

    This early 1940's Hillsdale gem showcases classic architectural charm, built on an impressive 14,500 sq. ft. lot, nestled in the beautiful southwest hills. Bursting with incredible potential to renovate or expand this home with period details throughout. Hardwood floors, original millwork, cozy fireplace, partly finished basement with lots of space to finish, half bath, and workshop. Enjoy the

    Rose Anderson Wise Move Real Estate

    4729 SW 31st Dr, Portland, OR 97239
  • /15

    $185,000

    • 2 Beds
    • 2 Baths
    • 946 Sq Ft

    6220 SW Capitol Hwy Unit 8, Portland, OR 97239

    Beautifully updated, this inviting unit features new siding, upgraded insulation, updated windows, and sliding door, all enhancing comfort and efficiency. Step inside to an open kitchen with granite counters, stainless steel appliances, and tile flooring that carries through both bathrooms. The in unit laundry area with built in shelving adds everyday convenience, while the primary bedroom offers

    Mark Charlesworth Keller Williams PDX Central

    6220 SW Capitol Hwy Unit 8, Portland, OR 97239
  • /18

    $399,000

    • 2 Beds
    • 1.5 Baths
    • 1,232 Sq Ft

    6196 SW Capitol Hwy Unit 6196, Portland, OR 97239

    Step into this beautifully renovated 2-bedroom, 1.5-bath condo nestled in Portland’s Hillsdale Hollow community. Offering 1,232 square feet of thoughtfully updated living space, the home showcases Brazilian chestnut hardwood floors, Anderson windows with a transferable warranty, and stylish bathrooms featuring tile finishes and a soaking tub. The kitchen is outfitted with stainless steel

    Adalee Cassidy-Lopez Tilikum Realty LLC

    6196 SW Capitol Hwy Unit 6196, Portland, OR 97239
  • /27

    $1,022,860 New Construction

    • 4 Beds
    • 4 Baths
    • 3,233 Sq Ft

    6028 SW 18th Dr, Portland, OR 97239

    This stunning contemporary home, designed by Portland's acclaimed architect, Ralph Tahran, and built by Main Street Development, an esteemed fourth generation local builder, is at the end of a lane with nine unique homes in this exclusive development. It features 4 bedrooms (one is in the unfinished ADU) plus a den on the main floor with a full bath next to it, a covered deck with a sweeping

    Robert Law John L. Scott

    6028 SW 18th Dr, Portland, OR 97239
  • /44

    $1,819,999

    • 5 Beds
    • 4 Baths
    • 5,933 Sq Ft

    4530 SW Council Crest Dr, Portland, OR 97239

    Poised atop Portland’s prestigious West Hills, this Council Crest gem is an architectural masterpiece where timeless elegance meets contemporary refinement. Designed for those who value artistry and scale, this custom home by a Street of Dreams builder showcases panoramic vistas of the city skyline, Mount Hood, and Willamette River—and backs to greenspace for a unique urban treehouse experience

    Tessa Gold John L. Scott

    4530 SW Council Crest Dr, Portland, OR 97239
  • /31

    $490,000

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    7323 SW 4th Ave, Portland, OR 97219

    Find your paradise in close-in SW Portland! This charming 3-bedroom, 1-level ranch in the desirable Hillsdale neighborhood offers exceptional value, featuring a refreshing in-ground pool and a private, fenced yard perfect for summer fun and entertaining. Enjoy peace of mind with major recent updates including a NEW Roof (2024), NEW Vapor Barrier (2024), NEW Garage Interior (2025), and a NEW Sump

    Seth Mazur John L. Scott Portland Central

    7323 SW 4th Ave, Portland, OR 97219
  • /47

    $1,025,000

    • 2 Beds
    • 2 Baths
    • 2,336 Sq Ft

    4141 SW Washouga Ave, Portland, OR 97239

    Previously featured in design magazines, this single-level mid-century modern home sits on a generous south-facing lot in one of Portland’s most desired neighborhoods. Offering privacy, architecture, and light in perfect balance. Large windows and a wall of glass doors frame sweeping views that stretch across the hills, capturing both sunrise and sunset in a daily rhythm of color and shadow.

    Kenneth Avery eXp Realty, LLC

    4141 SW Washouga Ave, Portland, OR 97239
  • /48

    $564,900

    • 4 Beds
    • 2 Baths
    • 1,920 Sq Ft

    1834 SW Miles St, Portland, OR 97219

    Find your home on this quiet Hillsdale street. With a mid-century vibe, this light-filled 5 bedroom, 2 bath home has sliding doors from the living room & dining room to a large rebuilt-deck where you'll enjoy territorial/sunrise views and the extra space to lounge, BBQ and dine. Two wood fireplaces provide ambiance and warmth in the living room and den. The private back yard has mature grapes and

    Shelley Zucker Alternative Realty

    1834 SW Miles St, Portland, OR 97219
  • /16

    $600,000

    • Land
    • 0.64 Acre
    • $937,500 per Acre

    2119 SW Nevada Ct, Portland, OR 97219

    HUGE price reduction!! Location of one of the first homesteads in the neighborhood. Sitting up on the hill, this spot takes in wonderful territorial views all around. Close to everything that the HIllsdale and Multnomah Village neighborhood have to offer. The possibilities for this site of plentiful. Buyer to do their own due dilligence.

    Tracey Henkels Living Room Realty

    2119 SW Nevada Ct, Portland, OR 97219
  • /40

    $875,000

    • 4 Beds
    • 3 Baths
    • 2,660 Sq Ft

    1125 SW Westwood Ct, Portland, OR 97239

    John Storrs inspired NW Contemporary in the heart of the West Hills, perfectly situated between the Hillsdale shopping area and Farmer's Market, OHSU and the SW Trails. Filled with warm wood accents and soaring ceilings, and with walls of windows that bring the outside in, this home represents everything that the Pacific NW has to offer. The airy and open living and dining space is the heart of

    Chris Bonner Neighbors Realty

    1125 SW Westwood Ct, Portland, OR 97239
  • /48

    $1,495,000

    • 3 Beds
    • 3 Baths
    • 3,452 Sq Ft

    4321 SW Dosch Rd, Portland, OR 97239

    Welcome to 4321 SW Dosch Rd, a rare forest sanctuary nestled on 1.3 acres of serene Pacific Northwest beauty. Perfectly positioned between the coveted SW Hills of Portland and Beaverton, this one of a kind property offers the tranquility of a private woodland retreat with the convenience of city access just minutes away.Set back from the road, the home welcomes you with a roundabout driveway and

    Connor McWilliams Kelly Right Real Estate of Portland, LLC

    4321 SW Dosch Rd, Portland, OR 97239
  • /41

    $824,999

    • 4 Beds
    • 2.5 Baths
    • 2,905 Sq Ft

    5862 SW Ralston Dr, Portland, OR 97239

    Don't miss this beautifully designed 4 bedroom, 2.5 bathroom home nestled amongst the trees. Outside you feel enveloped in privacy and nature with mature trees surrounding, you are welcomed by beautiful landscaping and ample parking. Step inside to stunning wood floors throughout the main level and ample natural light pouring in from the many windows, truly bringing the outside in. The main level

    Michelle Loggins Redfin

    5862 SW Ralston Dr, Portland, OR 97239
  • /48

    $1,500,000

    • 4 Beds
    • 3.5 Baths
    • 3,405 Sq Ft

    3840 SW Martins Ln, Portland, OR 97239

    Mid-Century Modern on Magical Martins Lane! Own the home everyone wants to hang out at with its heated in-ground pool, an adjacent outdoor lounge space plus an open concept floor plan perfect for larger groups. Greeted by a slate tile entry that opens to a light filled, vaulted dining space with hardwood floors running through.The open kitchen overlooks both the dining space + backyard and

    Marisa Swenson Modern Homes Collective

    3840 SW Martins Ln, Portland, OR 97239
  • /44

    $669,000

    • 4 Beds
    • 2 Baths
    • 2,285 Sq Ft

    3270 SW Fairmount Blvd, Portland, OR 97239

    Tucked high in Portland’s West Hills, this property invites you to dream big. Nearly three quarters of an acre, spread across four separate tax lots, offers a rare chance to shape something extraordinary. Create a signature estate, build multiple homes, or keep the existing residence while unlocking new potential. This mid-century daylight ranch built in 1961 on a concrete foundation (no stilts),

    Craig Weintz Vetiver Street Real Estate

    3270 SW Fairmount Blvd, Portland, OR 97239
  • /47

    $2,790,000

    • 5 Beds
    • 6 Baths
    • 5,848 Sq Ft

    3620 SW Dosch Rd, Portland, OR 97239

    Mediterranean Retreat in Portland’s Coveted West Hills – Private, Versatile & Full of Character. Situated on a peaceful 1.31-acres in the prestigious West Hills, this extraordinary Mediterranean-style estate offers a rare combination of timeless elegance, modern updates, and incredible versatility—ideal for multigenerational living, entertaining, or generating income through a private guest space

    Mimi Mccaslin LUXE Forbes Global Properties

    3620 SW Dosch Rd, Portland, OR 97239
  • /37

    $679,800 New Construction

    • 3 Beds
    • 3.5 Baths
    • 1,905 Sq Ft

    7308 SW 13th Dr, Portland, OR 97219

    Discover an unparalleled opportunity to claim your slice of modern Luxury before it's gone. These exclusive, new contemporary townhomes are a rare gem. Immerse yourself in uniquely designed architecture that blends contemporary cutting edge style, featuring 3 bedrooms, 3 1/2 bathrooms, and a versatile bonus/family room perfect for your evolving lifestyle. Perched in the enchanting Burlingame

    Robert Law John L. Scott

    7308 SW 13th Dr, Portland, OR 97219
  • /37

    $689,900 New Construction

    • 3 Beds
    • 3.5 Baths
    • 1,905 Sq Ft

    7290 SW 13th Ave, Portland, OR 97219

    Discover an unparalleled opportunity to claim your slice of modern Luxury before it's gone. These exclusive, new contemporary townhomes are a rare gem. Immerse yourself in uniquely designed architecture that blends contemporary cutting edge style, featuring 3 bedrooms, 3 1/2 bathrooms, and a versatile bonus/family room perfect for your evolving lifestyle. Perched in the enchanting Burlingame

    Robert Law John L. Scott

    7290 SW 13th Ave, Portland, OR 97219
  • /47

    $899,900

    • 3 Beds
    • 3 Baths
    • 2,855 Sq Ft

    6008 SW 18th Dr, Portland, OR 97239

    Stunning Contemporary Model Home – Tehran Exclusive by Main Street Development. Model close-out opportunity with 2/1 interest rate buy-down! Designed by renowned Portland architect Ralph Tahran, this home offers high-end finishes, 9' ceilings, and abundant natural light with sweeping territorial views. Open floor plan features engineered hardwood floors, tiled bathrooms, and a 13' x 16' covered

    Libby Benz Windermere Realty Trust

    6008 SW 18th Dr, Portland, OR 97239
  • /38

    $678,000

    • 3 Beds
    • 2 Baths
    • 2,118 Sq Ft

    6731 SW 11th Dr, Portland, OR 97219

    Looking for a home with a bit of mid-century vibe in the sought-after neighborhood in Hillsdale? Here is it! This gem offers many functional updates for today’s everyday living inside and out, brand new roof! As you enter this inviting home, you will be welcomed by the view of seasonal trees off picture-perfect windows in the living room. Practical floor plan provides accommodations for all. The

    Sohee Anderson Where, Inc

    6731 SW 11th Dr, Portland, OR 97219
  • /25

    $799,000

    • 3 Beds
    • 2.5 Baths
    • 2,251 Sq Ft

    4130 SW Chesapeak Ave, Portland, OR 97239

    Seller willing to give concessions, new composition roof included with accepted offer! Located in the sought-after SW Hills neighborhood, this meticulously remodeled home seamlessly combines modern updates with timeless charm. The spacious open-concept living area is flooded with natural light, highlighted by soaring ceilings and exposed beams that add character. Enjoy effortless indoor-outdoor

    Alexandra Daggett Knipe Realty ERA Powered

    4130 SW Chesapeak Ave, Portland, OR 97239
  • /48

    $2,350,000

    • 4 Beds
    • 4.5 Baths
    • 5,460 Sq Ft

    5570 SW Menefee Dr, Portland, OR 97239

    Perched on a bluff in the hills of Southwest Portland, this exceptional 1928 Tudor Revival commands sweeping views of Mt. Hood and the Willamette River. Inside, the home strikes an artful balance between modern comfort and historic authenticity. Rich red oak flooring pairs beautifully with original millwork, custom ironwork, and period brass fixtures. Graceful Tudor archways and coved ceilings

    Kristen Kohnstamm Cascade Hasson Sotheby's International Realty

    5570 SW Menefee Dr, Portland, OR 97239
  • /4

    $349,000

    • Land
    • 0.24 Acre
    • $1,454,167 per Acre

    2644 SW Fairmount Blvd, Portland, OR 97239

    A Ready-to-Build Lot in Portland’s West Hills. Tucked just below Council Crest Park, this private and serene lot offers the rare opportunity to begin building immediately—with architectural plans, geotechnical studies, and permits already in place. Thoughtfully designed to complement the gently rolling terrain and surrounding tree canopy, the proposed home blends privacy, light, and timeless

    Courtney Davies Where, Inc

    2644 SW Fairmount Blvd, Portland, OR 97239
  • /31

    $195,000

    • 2 Beds
    • 2 Baths
    • 922 Sq Ft

    6220 SW Capitol Hwy Unit 7, Portland, OR 97239

    Welcome to your charming Hillsdale condo. The perfect blend of comfort, style, and location!! This well-kept unit offers a bright, open living space with large windows that fill the home with natural light. The kitchen features plenty of storage and updated appliances, making it easy to whip up a quick meal or entertain friends. The spacious bedrooms provide good closet space and a peaceful

    Cassandra Skelley PDX Dwellings LLC

    6220 SW Capitol Hwy Unit 7, Portland, OR 97239
  • /29

    $924,860 New Construction

    • 4 Beds
    • 4 Baths
    • 2,985 Sq Ft

    6026 SW 18th Dr, Portland, OR 97239

    This stunning contemporary home, designed by Portland's acclaimed architect, Ralph Tahran, and built by Main Street Development, an esteemed fourth generation local builder, is one of nine unique homes in this exclusive in this development. It features 4 bedrooms (one on the main living area with a full bath adjoining), a covered deck with a sweeping territorial view, and an ADU with separate

    Robert Law John L. Scott

    6026 SW 18th Dr, Portland, OR 97239
  • /12

    $209,000

    • Land
    • 0.29 Acre
    • $720,690 per Acre

    0 SW 25th Ave Unit 2 685565814, Portland, OR 97239

    Oversized flag lot in great location located behind 10015 SW 25th. Already partitioned and ready to go. Driveway will be down right side of the house. DO NOT WALK PROPERTY without an appointment, please. Okay to drive by. This is a fabulous location!

    Jennifer Turner Lovejoy Real Estate

    0 SW 25th Ave Unit 2 685565814, Portland, OR 97239
  • /37

    $899,860 New Construction

    • 4 Beds
    • 4 Baths
    • 3,085 Sq Ft

    6022 SW 18th Dr, Portland, OR 97239

    This stunning contemporary home, designed by Portland's renowned architect, Ralph Tahran, and crafted by Main Street Development, an esteemed fourth generation local builder, is one of nine exclusive designs in this premier development. This proposed presale features 4 bedrooms, plus a main floor office/guest bedroom with an adjoining full bath with tub/shower, high end finishes, and 9 foot

    Robert Law John L. Scott

    6022 SW 18th Dr, Portland, OR 97239
  • /48

    $924,750 New Construction

    • 3 Beds
    • 3.5 Baths
    • 3,301 Sq Ft

    6020 SW 18th Dr, Portland, OR 97239

    This stunning contemporary home, designed by Portland's acclaimed architect, Ralph Tahran, and built by Main Street Development, an esteemed fourth generation local builder, is one of nine unique homes in this exclusive in this development. It features 3 bedrooms, a main floor office, an upstairs large loft/family room. The home offers high end finishes, a gourmet kitchen with premium cabinets,9

    Robert Law John L. Scott

    6020 SW 18th Dr, Portland, OR 97239
  • /35

    $1,100,000

    • 4 Beds
    • 3 Baths
    • 3,315 Sq Ft

    6442 SW Parkhill Dr, Portland, OR 97239

    OPEN house-SATURDAY Dec 20th 11:00 am-1:00pm Amazing views and Home! Motivators seller, this beautifully remodeled home offers stunning panoramic views of Mt. Hood, St. Helens, and the Willamette River from multiple rooms and the expansive back deck. Relax in the large indoor sauna. Lower level could be remodeled to add bathroom. Has separate entrance for a possible rental. Situated on a

    Lynda O'Neill John L. Scott

    6442 SW Parkhill Dr, Portland, OR 97239
  • /23

    $624,900

    • 4 Beds
    • 3 Baths
    • 2,390 Sq Ft

    6902 SW 2nd Ave, Portland, OR 97219

    COMING SOON!! MAIN LEVEL UPDATES in Kitchen, Living Room, Bedrooms & Baths. New Carpet/Pad, Interior Painted, Porcelain Tile Countertops, Luxury Vinyl Tile, New Shaker Style Cabinet Doors, New Flat Drawer Fronts, New Appliances, New 105 Degree Soft Close European Hinges, All Cabinets Painted White, New Living Room Doors. New Bathroom Sinks, Door Fronts for Cabinets above toilets & Vanity Lights.

    Michael Skillman John L. Scott

    6902 SW 2nd Ave, Portland, OR 97219
  • /2

    $250,000

    • Land
    • 0.87 Acre
    • $287,356 per Acre

    4731 SW 18th Dr Unit A, Portland, OR 97239

    Private .87 acre lot tucked in the trees. Secluded peaceful setting just minutes away from OHSU and downtown Portland.

    Marcia Walsh Where, Inc

    4731 SW 18th Dr Unit A, Portland, OR 97239
  • /13

    $159,000

    • Land
    • 0.18 Acre
    • $883,333 per Acre

    3921 SW Chesapeak Ave, Portland, OR 97239

    Greenhills lot w/territorial and sunset views poised in the desirable Council Crest neighborhood. Recent site plans from local architectural firm Giulietti Schouten Weber are available. Here's your opportunity to build a custom home, be it a main-level home with sunset views, a modular/container home, or a tiny home amongst the trees! Photos from Portlandmaps.com and from conceptual renderings

    Dan Volkmer Windermere Realty Trust

    3921 SW Chesapeak Ave, Portland, OR 97239
  • /43

    $1,549,000

    • 3 Beds
    • 3.5 Baths
    • 3,199 Sq Ft

    6254 SW Burlingame Ave Unit A, Portland, OR 97239

    NEW ON MARKET AFTER SIGNIFICANT UPGRADES. Portland's best Location and neighborhood in desirable West Hills. Enjoy panoramic views of the forest in the home and relax with nature off of the new sun deck system engineered on three levels adds over 1500 sq. ft. of outdoor living space. New deck system, presidential roofing, new luxury grade carpets, exterior and interior paint, new lighting,

    Brent Barker PC Coldwell Banker Bain

    6254 SW Burlingame Ave Unit A, Portland, OR 97239
  • /10

    $250,000

    • Land
    • 0.14 Acre
    • $1,785,714 per Acre

    0 SW Westwood Ct, Portland, OR 97239

    Rare opportunity to acquire one of the last buildable lots in the highly coveted Terwilliger Heights neighborhood. Surrounded by gorgeous high end million dollar homes in a prestigious location & home to some of Portland's most prominent residents. This property is walking distance from Portland's iconic Chart House Restaurant, and just a few minutes drive to OHSU and so many of the area's most

    Evan Nelson eXp Realty, LLC

    0 SW Westwood Ct, Portland, OR 97239
  • /9

    $489,990

    • Land
    • 4.9 Acres
    • $99,998 per Acre

    0 SW Ralston Dr, Portland, OR 97239

    Estate sized-acreage ready for your practice, home or subdivision. Develop, build and steward the nearly 5 acres close in with spectacular views of Mt. Hood and Willamette River. Truly a unique location central to everything westside. Just south of the Chart House Restaurant and approximately 1 mile from OHSU. 1 block south is the George Himes Trail. Zoning also allows medical centers, retail

    Jeff Roberts John L. Scott

    0 SW Ralston Dr, Portland, OR 97239
  • /4

    $295,000

    • Land
    • 0.68 Acre
    • $433,824 per Acre

    4453 SW Melville Ave, Portland, OR 97239

    Build your dream home in this exceptional location at the base of Council Crest just above Hillsdale. Private 2/3 acre lot at the end of Melville. Level building pad, then sloping. Builder/seller has floor plan (see pictures 2-4) for the site or design your own. Use this 4th generation custom builder or your own.

    Robert Law John L. Scott

    4453 SW Melville Ave, Portland, OR 97239

Frequently Asked Questions

Is Hillsdale a good place to live?
Hillsdale is a good place to live, receiving 4.1 stars from its residents. Hillsdale is considered fairly walkable and very bikeable with some transit options. Hillsdale is a suburban neighborhood with a crime score of 4, on par with the average neighborhood in the U.S. Hillsdale has 6 parks for recreational activities. It is somewhat dense in population with 6.6 people per acre and a median age of 44. The average household income is $147,823 which is above the national average. College graduates make up 72.6% of residents. A majority of residents in Hillsdale are home owners, with 35.3% of residents renting and 64.7% of residents owning their home. A local real estate agent serving Hillsdale can help you decide if this neighborhood is the right one for you. Learn more on our Hillsdale neighborhood guide.
Is Hillsdale, OR a safe neighborhood?
Hillsdale, OR is a safe neighborhood and is on par with the average neighborhood in the United States. It received a crime score of 4 out of 10.
How much do you need to make to afford a house in Hillsdale?
The median home price in Hillsdale is $849,000. If you put a 20% down payment of $169,800 and had a 30-year fixed mortgage with an interest rate of 6.21%, your estimated principal and interest payment would be $4,160 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $178K a year to afford the median home price in Hillsdale. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Hillsdale is $148K.
What are the best public schools in Hillsdale?
The best public schools that serve Hillsdale are:
  • Lincoln High School has an A Niche grade, a student teacher ratio of 22:1 and an average review score of 3.8.
  • Rieke Elementary School has an A- Niche grade, a student teacher ratio of 19:1 and an average review score of 3.5.
  • West Sylvan Middle School has an A- Niche grade, a student teacher ratio of 22:1 and an average review score of 1.1.
What are the best private schools in Hillsdale?
The best private schools that serve Hillsdale are:
What are the most popular zip codes in Hillsdale, Portland, OR?
The most popular zip codes in Hillsdale, Portland, OR include 97239, 97219, 97221, 97201 and 97202.
What are the most popular neighborhoods near Hillsdale, Portland, OR?
The most popular neighborhoods near Hillsdale, Portland, OR are Council Crest, Multnomah, South Portland, Hayhurst and South Burlingame.

Home Trends in Hillsdale, OR

Housing Trends

Median Sale Price
$789,000
Median Single Family Sale Price
$832,500
Median Townhouse Sale Price
$492,900
Median 2 Bedroom Sale Price
$275,000
Median 1 Bedroom Sale Price
$199,000
Average Price Per Sq Ft
$326
Number of Homes for Sale
28
Last 12 months Home Sales
117
Months of Supply
2.90
Median List Price
$849,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
16%
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