3,273

Hillsdale Homes

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  • /38

    $1,349,000

    • 4 Beds
    • 4 Baths
    • 3,494 Sq Ft

    7131 SW 12th Ave, Portland, OR 97219

    Stunning!! Remastered Mid-Century. No corner left untouched in this meticulous remodel. Large open floor plan with engineered hardwoods and a rock fireplace that steals the show when you enter. Gorgeous chefs kitchen with custom cabinetry, a gigantic quartz island and undercab lighting makes you want to cook for everyone you know. Fill your home with events that stretch out onto the deck, bbq or

    Agent Photo

    Israel Hill

    John L. Scott Portland Central

    (503) 749-7586

    7131 SW 12th Ave, Portland, OR 97219
  • /55

    $1,193 - $1,495 per month

    Terwilliger

    1 Bed

    7360 SW Barbur Blvd, Portland, OR 97219

    Discover modern comfort in Portland's serene landscapes. Our renovated 1-bedroom apartments offer elegance with maple hardwood cabinets, stainless steel appliances, granite countertops, cozy fireplaces and contemporary lighting. Benefit from a fully-equipped kitchen, spacious closets, and excellent natural lighting. Within our boutique community you can relax in the expansive lawn and garden

    7360 SW Barbur Blvd, Portland, OR 97219
  • /43

    $580,000 Sold Sep 11, 2025

    • 1,369 Sq Ft
    • $424/SF
    • 31 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1952

    7149 SW 3rd Ave, Portland, OR 97219

    Mid-Century Post-Modern Gem with Income-Producing Studio. This Northwest Mid-Century post-modern home showcases soaring ceilings, crisp architectural lines, and an effortless indoor-outdoor flow. Inside, the great room centers around a sleek VALOR gas fireplace with original mahogany mantle and shelves, floor-to-ceiling windows opening out to a private deck overlooking SW Portland's forested

    Tammy Sanderson John L. Scott

    7149 SW 3rd Ave, Portland, OR 97219
    • /48

      Est $859,143 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,640 Sq Ft

      1641 SW Custer St, Portland, OR 97219

      1641 SW Custer St, Portland, OR 97219
  • /47

    $785,000 Open Tue 11AM - 1PM

    • 3 Beds
    • 3.5 Baths
    • 3,031 Sq Ft

    736 SW Burlingame Terrace, Portland, OR 97239

    Love nature and privacy, but like the convenience and sense of community that close-in city living has to offer, too? Look no further! This unicorn of a home is located on a quiet, charming street in SW Portland's desirable Hillsdale neighborhood, steps from multiple popular shopping and dining venues, grocery stores, public library, and elementary, middle and high schools, and positioned just-so

    Agent Photo

    Katie Sengstake

    Windermere Realty Trust

    (971) 260-9477

    736 SW Burlingame Terrace, Portland, OR 97239
  • /19

    $1,595 - $1,650 per month

    Pickett Park

    2 Beds

    1430-1460 SW Bertha Blvd, Portland, OR 97219

    Beautiful park like setting in the heart of the city. One and two bedroom apartment homes with decks or patios. Located in Portland in the Hillsdale area. Call today to see what we have available!

    1430-1460 SW Bertha Blvd, Portland, OR 97219
  • /44

    $320,000 Sold Sep 05, 2025

    • 1,059 Sq Ft
    • $302/SF
    • 46 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1965

    6825 SW Capitol Hill Rd Unit 27, Portland, OR 97219

    Light, bright, and beautifully updated — this second-floor, one-level condo offers thoughtful design and effortless living in a prime SW Portland neighborhood. Step inside to chic finishes, including a waterfall quartz countertop with a spacious eat bar, modern updated cabinets and stainless-steel appliances that make the kitchen shine. With two generous bedrooms and two full bathrooms, this home

    Tracey Henkels Living Room Realty

    6825 SW Capitol Hill Rd Unit 27, Portland, OR 97219
    • /36

      Est $439,137 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,690 Sq Ft

      1832 SW Evans St, Portland, OR 97219

      1832 SW Evans St, Portland, OR 97219
  • /28

    $550,000 Pending

    • 2 Beds
    • 2.5 Baths
    • 1,716 Sq Ft

    6601 SW Parkhill Dr, Portland, OR 97239

    Welcome home! This stunning 3-bedroom, 2.5-bathroom Portland home is full of updates, minutes to OHSU, and ready for your personal touches! Walking into the home, you'll be greeted with sleek new LVP flooring and huge windows, which look out onto the forest behind the home. The living room opens to the kitchen, which is sure to please with quartz counters, new cabinet doors, and stainless

    Agent Photo

    Nick Shivers

    Keller Williams PDX Central

    (503) 461-5315

    6601 SW Parkhill Dr, Portland, OR 97239
  • /43

    $780,000 Sold Aug 29, 2025

    • 3,052 Sq Ft
    • $256/SF
    • 116 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1954

    4933 SW 18th Place, Portland, OR 97239

    Beautifully updated mid-century home in the coveted West Hills, offering the perfect blend of classic charm and modern updates. Ideally located just minutes from downtown, OHSU, Council Crest Park, and shopping. The desirable main level features a light-filled, open-concept layout with expansive windows framing tranquil treetop views. The spacious living and dining areas flow seamlessly onto a

    Chris Suarez Keller Williams Sunset Corridor

    4933 SW 18th Place, Portland, OR 97239
    • /34

      Est $1,084,733 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,869 Sq Ft

      4282 SW Melville Ave, Portland, OR 97239

      4282 SW Melville Ave, Portland, OR 97239
  • /29

    $259,000 Pending

    • 2 Beds
    • 2 Baths
    • 886 Sq Ft

    2409 SW Nebraska St Unit 10, Portland, OR 97239

    This updated 2-bedroom, 2-bath condo in Hillsdale Village offers nearly 900 square feet of well-designed living just steps from Hillsdale and a short stroll from the charm and bustle of Multnomah Village. The recently renovated kitchen features butcher block countertops, stainless steel appliances with an upgraded hood vent, subway tile backsplash, a large basin stainless steel sink all opening

    Pam Waldman Keller Williams Realty Portland Premiere

    2409 SW Nebraska St Unit 10, Portland, OR 97239
  • /29

    $619,000 Sold Aug 29, 2025

    • 1,332 Sq Ft
    • $465/SF
    • 130 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1977

    2832 SW Bertha Blvd, Portland, OR 97239

    This Northwest contemporary home offers a peaceful retreat while keeping you close to everything Southwest Portland has to offer. With its unique perch, the home feels like a private sanctuary surrounded by nature. Enter inside to a warm and inviting main level where the open living and dining areas flow seamlessly into a well-appointed kitchen. Sliding doors open to a spacious, refinished deck,

    Sue Sullivan Windermere Realty Trust

    2832 SW Bertha Blvd, Portland, OR 97239
    • /32

      Est $1,218,259 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,276 Sq Ft

      4251 SW Melville Ave, Portland, OR 97239

      4251 SW Melville Ave, Portland, OR 97239
  • /37

    $250,000 Pending

    • 2 Beds
    • 1 Bath
    • 895 Sq Ft

    1045 SW Bertha Blvd Unit 8, Portland, OR 97219

    Tucked into a quiet, centrally located community, this beautifully updated end unit offers the perfect blend of privacy, comfort, and convenience. As the only unit in the building with a fully landscaped, wraparound outdoor patio and garden, you'll enjoy a peaceful retreat right outside your door—ideal for relaxing, entertaining, or enjoying your morning coffee in nature. This home is truly

    Mel Marzahl Living Room Realty

    1045 SW Bertha Blvd Unit 8, Portland, OR 97219
  • /34

    $920,000 Sold Aug 28, 2025

    • 3,039 Sq Ft
    • $303/SF
    • 490 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1939

    5634 SW Menefee Dr, Portland, OR 97239

    Check out this Amazing move-in ready home! Coveted Terwilliger Heights! Updated home sits on 7600 square foot lot. 4 bedrooms, Den, 3.5 bath spacious well-maintained home with undeniable charm and unique character and Large bedrooms. The main floor has a spacious living room with wood burning fireplace, formal dining, and den with hardwood floors. The kitchen and bathrooms have beautiful tile

    Tim Wilson Knipe Realty ERA Powered

    5634 SW Menefee Dr, Portland, OR 97239
    • /29

      Not Listed For Sale

      • 3,278 Sq Ft

      1773 SW Troy St, Portland, OR 97219

      1773 SW Troy St, Portland, OR 97219
  • /47

    $599,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,720 Sq Ft

    6205 SW 25th Ave, Portland, OR 97239

    Serene "cabin in the woods" feel in the heart of SW Portland! A quick jaunt to Hillsdale + Multnomah Village and convenient to Ida B. Wells High School and Robert Gray Middle School. Custom kitchen (2022) was a complete tear-down/rebuild by Neil Kelly, featuring custom cabinetry, quartz countertops, and high-end appliances including a cabinet-front Liebherr refrigerator and Bertazzoni range. Cozy

    Drew Burchette Real Broker

    6205 SW 25th Ave, Portland, OR 97239
  • /48

    $850,000 Sold Aug 26, 2025

    • 3,364 Sq Ft
    • $253/SF
    • 20 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1961

    1411 SW Dewitt St, Portland, OR 97239

    OFFER RECEIVED. Offer deadline is 7/27 @ 5pm. Well-maintained and owner-occupied for many years. This rare triplex offers an incredible investment or multi-generational living opportunity in one of Portland’s most desirable neighborhoods. Each of the three units is 2-beds & 1-bath featuring a private entrance, upstairs deck overlooking the spacious backyard, and dedicated parking (with tandem

    Reese Iris Windermere Realty Trust

    1411 SW Dewitt St, Portland, OR 97239
    • /27

      Est $278,392 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 941 Sq Ft

      2507 SW Beaverton Hillsdale Hwy, Portland, OR 97239

      2507 SW Beaverton Hillsdale Hwy, Portland, OR 97239
  • /23

    $525,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,590 Sq Ft

    2634 SW Mitchell Ct, Portland, OR 97239

    One-level living in this classic Hillsdale charmer with wraparound floorplan on large, private lot. This home is in solid shape, has tons of potential and is ready for your personal touches. Move right in and slowly improve to your taste. Super upside potential. Living and dining rooms feature large north-facing windows for natural light all day. Open efficient kitchen has gas range and serving

    Kathy MacNaughton Windermere Realty Trust

    2634 SW Mitchell Ct, Portland, OR 97239
  • /28

    $420,826 Sold Aug 25, 2025

    • 1,414 Sq Ft
    • $298/SF
    • 5 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1952

    3206 SW Hamilton Ct, Portland, OR 97239

    Tucked away in a quiet, private pocket of Bridlemile, this classic mid-century ranch delivers the perfect blend of charm, livability, and long-term potential in one of SW Portland’s most sought-after neighborhoods. Step inside to a bright, airy great room anchored by floor-to-ceiling picture windows that frame a vibrant flower garden—an ever-changing backdrop of color and life. The single-level

    Nick Shivers Keller Williams PDX Central

    3206 SW Hamilton Ct, Portland, OR 97239
    • /34

      Est $1,029,483 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,429 Sq Ft

      6435 SW Parkhill Way, Portland, OR 97239

      6435 SW Parkhill Way, Portland, OR 97239
  • /39

    $950,000

    • 4 Beds
    • 2 Baths
    • 2,998 Sq Ft

    991 SW Westwood Dr, Portland, OR 97239

    FABULOUS HILLSDALE HIDDEN GEM. ONE OF THE TEN MOST POPULAR LISTINGS IN PORTLAND, according to the Oregonian (8/23/25). Nestled in an expansive, park-like setting graced by majestic oaks, this exceptional Terwilliger Heights residence is a rare offering. Thoughtfully and tastefully updated, this home blends unique architectural detail with modern comfort. Meticulous landscaping envelops the

    Virginia Sewell Windermere Realty Trust

    991 SW Westwood Dr, Portland, OR 97239
  • /47

    $1,100,000 Sold Aug 22, 2025

    • 3,888 Sq Ft
    • $283/SF
    • 40 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1942

    5707 SW Menefee Dr, Portland, OR 97239

    A truly rare find, this exceptional Portland property offers not only a beautifully updated 3,888 sq ft Colonial-style main residence, but also a fully permitted, light-filled 1BD/1BA accessory dwelling unit (ADU) privately perched above the garage. With soaring ceilings, treetop views, and its own separate entrance, the ADU offers the flexibility so many buyers are seeking today—ideal for

    Lisa Field Cascade Hasson Sotheby's International Realty

    5707 SW Menefee Dr, Portland, OR 97239
    • /33

      Est $1,045,249 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,002 Sq Ft

      7095 SW 25th Ave, Portland, OR 97219

      7095 SW 25th Ave, Portland, OR 97219
  • /48

    $2,550,000

    • 4 Beds
    • 3.5 Baths
    • 4,425 Sq Ft

    5128 SW Northwood Ave, Portland, OR 97239

    Privately nestled on a wooded acre and surrounded by 300 acres of protected forestland, this remarkable 4,425 sq ft NW Contemporary residence is a rare blend of timeless design, sustainability, and craftsmanship. Designed by award-winning Emerick Architects and built by Right Angle Construction, this LEED Gold Certifed home delivers luxurious, eco-conscious living in a setting of unmatched

    Julie Summers Coldwell Banker Bain

    5128 SW Northwood Ave, Portland, OR 97239
  • /43

    $765,000 Sold Aug 19, 2025

    • 2,912 Sq Ft
    • $263/SF
    • 47 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1960

    1254 SW Texas St, Portland, OR 97219

    ** BACK ON MARKET AT NO FAULT OF SELLER - BUYER GOT COLD FEET ** Swaddled into the hillside above the best Fred Meyer, you'll find this handsome home offering hallmark elements of mid-century architecture. This gorgeous ranch-style home in Portland’s sought-after Hillsdale neighborhood features clean lines, open spaces, and an effortless connection to the outdoors, while thoughtful updates offer

    Breylan Deal-Eriksen Think Real Estate

    1254 SW Texas St, Portland, OR 97219
    • /36

      Est $821,960 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,580 Sq Ft

      1633 SW Custer St, Portland, OR 97219

      1633 SW Custer St, Portland, OR 97219
  • /25

    $824,000

    • 3 Beds
    • 2.5 Baths
    • 2,351 Sq Ft

    4130 SW Chesapeak Ave, Portland, OR 97239

    Open House Saturday 9/13 10am-1pm 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 living with multiple decks, ideal for both

    Alexandra Daggett Knipe Realty ERA Powered

    4130 SW Chesapeak Ave, Portland, OR 97239
  • /34

    $849,000 Sold Aug 19, 2025

    • 3,440 Sq Ft
    • $247/SF
    • 144 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1949

    6454 SW Parkhill Dr, Portland, OR 97239

    Step into this IMMACULATE mid-century daylight ranch, where classic charm meets elevated modern living. EXTENSIVELY UPDATED AND READY FOR MOVE IN - Newer roof, newer furnace, updated electrical panel, updated sewer line, newer ext. paint & hardiplank siding, & perimeter french drain system. This home is a wise investment! The territorial views are nothing short of magical—watch the sun rise over

    Kendall Bergstrom-DeLancellotti Cascade Hasson Sotheby's International Realty

    6454 SW Parkhill Dr, Portland, OR 97239
    • /36

      Est $721,750 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 3,102 Sq Ft

      7636 SW Capitol Hill Rd, Portland, OR 97219

      7636 SW Capitol Hill Rd, Portland, OR 97219
  • /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
  • /36

    $668,500 Sold Aug 18, 2025

    • 3,114 Sq Ft
    • $215/SF
    • 6 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1924

    6901 SW 3rd Ave, Portland, OR 97219

    Mt Hood and Willamette River views! This gracious 1924 2BD+bonus/2BA home offers abundant charm and awaits your TLC. Evoking European style from the port-cochere entry to the many built-ins, French doors, exposed beams, special nooks and bonus rooms, including a main-level sunroom/office. From the Foyer, divided-light French doors open to the Living Rm featuring a wood-burning fireplace and

    Teresa Kirsch Windermere Realty Trust

    6901 SW 3rd Ave, Portland, OR 97219
    • /39

      Est $804,624 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,946 Sq Ft

      1921 SW Miles St, Portland, OR 97219

      1921 SW Miles St, Portland, OR 97219
  • /42

    $955,000

    • 3 Beds
    • 3 Baths
    • 3,424 Sq Ft

    1663 SW Westwood Dr, Portland, OR 97239

    Unobstructed views with main floor living. Classic 1950's design with Primary suite and second bedroom plus separate full bath on main. Enjoy your view looking south along the Willamette river with your morning coffee from private deck, and then your wine watching the sunsets. Living room, kitchen and primary suite all with straight on views. Plenty of living areas on lower level. Family room

    Richard Caplan Windermere Realty Trust

    1663 SW Westwood Dr, Portland, OR 97239
  • /34

    $599,900 Sold Aug 18, 2025

    • 2,344 Sq Ft
    • $256/SF
    • 80 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1931

    6605 SW Capitol Hwy, Portland, OR 97239

    Nestled in the Heart of Hillsdale & just minutes to Multnomah Village this 4 Bedroom / 31⁄2 Bathroom Home is a TRUE Gem! Remodeled in 2016 this one-of-a-kind Condo alternative has an abundance of possibilities with 3 En Suites, 2 gas meters, 2 exterior doors, 2 hot water heaters, 2 washer/dryer hookups & lower level already equipped with a partial Kitchen - could be In-Law Quarters, Airbnb or 2

    Bobbi Inman Soldera Properties, Inc

    6605 SW Capitol Hwy, Portland, OR 97239
    • /40

      Est $777,112 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,372 Sq Ft

      1155 SW Chestnut Dr, Portland, OR 97219

      1155 SW Chestnut Dr, Portland, OR 97219
  • /48

    $875,000 Pending

    • 4 Beds
    • 3 Baths
    • 3,598 Sq Ft

    2461 SW Sunset Blvd, Portland, OR 97239

    Discover this beautifully updated ranch in a prime SW Portland location - adjacent to the West Hills and minutes to Hillsdale. Blending timeless character with modern upgrades, the home features new windows with sleek black shutters, a new roof, remodeled basement bathroom, fresh paint, refinished hardwoods, stylish backsplash, stainless steel appliances, and refreshed landscaping. Enjoy

    James Begg John L. Scott Portland Central

    2461 SW Sunset Blvd, Portland, OR 97239
  • /26

    $492,900 Sold Aug 15, 2025

    • 1,632 Sq Ft
    • $302/SF
    • 10 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2010

    6678 SW 23rd Place, Portland, OR 97219

    Discover modern comfort in this beautifully updated 3 bed, 2.5 bath townhouse, where style meets convenience. The open-concept design showcases a bright living area with a cozy fireplace, a chef’s kitchen with stainless-steel gas appliances, and a spacious deck perfect for relaxing or entertaining. Recent upgrades—partial siding replaced (2022), fresh exterior paint (2023), and newly painted

    Wansi Huang Redfin

    6678 SW 23rd Place, Portland, OR 97219

Showing Results 1 - 40, Page 1 of 18

Home Trends in Hillsdale, OR

Housing Trends

Median Sale Price
$770,000
Median Single Family Sale Price
$819,500
Median Townhouse Sale Price
$492,900
Median 2 Bedroom Sale Price
$275,000
Median 1 Bedroom Sale Price
$230,000
Average Price Per Sq Ft
$328
Number of Homes for Sale
38
Last 12 months Home Sales
116
Months of Supply
3.90
Median List Price
$817,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
13%
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