Southwest Hills Homes

• 

  

  

  /40

  $799,900 Sold Oct 18, 2024

  • 1,526 Sq Ft
  • $524/SF
  • 13 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1917

  2057 SW Montgomery Dr, Portland, OR 97201

  This home boasts a rich history, evolving from a 1917 carriage house into a charming cottage and now a stunning European-inspired maison. Every level of the home is designed to delight, featuring lush green views, private patios, and meticulous attention to detail. Completely remodeled in 2016, the space exudes a spacious and inviting atmosphere, with warm wood floors, high ceilings, and walls of

  Lisa Owens Corcoran Prime

  

  2057 SW Montgomery Dr, Portland, OR 97201
• 

  

  

  /47

  Est $1,368,384 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,724 Sq Ft

  1295 SW Cardinell Dr, Portland, OR 97201

  

  1295 SW Cardinell Dr, Portland, OR 97201
• 

  

  

  /11

  $650,000

  • Land
  • 0.38 Acre
  • $1,710,526 per Acre

  0 SW Hewett Blvd, Portland, OR 97221

  Beautiful 1/3+ acre lot with SW exposure, valley views and gentle downhill sloping lot. A rare find in the West Hills on SW Hewett Blvd, a favorite walking and biking street. Build your dream home in the Ainsworth/ Lincoln School district. Excellent location with easy access to OHSU, downtown Portland, and the sunset corridor.

  Jeffrey Parker Parker Realty Inc

  

  0 SW Hewett Blvd, Portland, OR 97221
• 

  

  

  /34

  $1,300,000 Sold Oct 18, 2024

  • 2,772 Sq Ft
  • $469/SF
  • 47 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1959

  2018 SW Laurel St, Portland, OR 97201

  Discover your peaceful retreat in the heart of the Grid! This meticulously maintained 3-bedroom, 3-bathroom home exudes abundant charm and character. Step inside to find beautiful hardwood floors and updated kitchen. The spacious dining area seamlessly flows out to a serene backyard and patio, perfect for entertaining or relaxing. Additionally, a detached studio/office provides a versatile space

  Marcia Walsh Where, Inc

  

  2018 SW Laurel St, Portland, OR 97201
• 

  

  

  /25

  Est $1,046,118 Not Listed For Sale

  • 4 Beds
  • 3,624 Sq Ft

  2069 SW Park Ave, Portland, OR 97201

  

  2069 SW Park Ave, Portland, OR 97201
• 

  /2

  $299,000

  • Land
  • 0.46 Acre
  • $650,000 per Acre

  0 SW Humphrey Blvd, Portland, OR 97221

  LOCATION LOCATION PLUS DOWNTOWN PORTLAND VIEW. LOT IS JUST WEST OF HOME LOCATED AT 4335 HUMPHREY BLVD. SELLER IS LICENSED REALTOR.

  Jerry Reeves V.I.P. Properties LLC

  

  0 SW Humphrey Blvd, Portland, OR 97221
• 

  

  /48

  $1,320,695 Sold Oct 16, 2024

  • 4,904 Sq Ft
  • $269/SF
  • 8 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1906

  2211 SW Vista Ave, Portland, OR 97201

  The Historic Louis Pfunder House was designed by horticulturist Louis Pfunder & architect Emil Schacht - inspired by Gustav Stickley's Craftsman movement. Stickley’s philosophy emphasized harmonizing homes with their natural environment, fostering a spiritual connection with nature while prioritizing natural light. This resonated with Pfunder. He chose a large corner lot with ideal exposure. He

  Dan Volkmer Windermere Realty Trust

  

  2211 SW Vista Ave, Portland, OR 97201
• 

  

  /48

  Est $766,127 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,851 Sq Ft

  1403 SW Broadway Dr, Portland, OR 97201

  

  1403 SW Broadway Dr, Portland, OR 97201
• 

  

  /48

  $3,495,000 Pending

  • 6 Beds
  • 7 Baths
  • 8,039 Sq Ft

  2023 SW Montgomery Dr, Portland, OR 97201

  Experience the epitome of timeless elegance and modern luxury in the heart of the Portland Heights ‘grid’ neighborhood. This distinguished residence, a modern interpretation of the classic Foursquare Craftsman, blends historic charm with state-of-the-art systems and unparalleled amenities. Originally designed by architect Emil Schacht in 1907, the home was meticulously rebuilt in 2017 under the

  Macey Laurick Windermere Realty Trust

  

  2023 SW Montgomery Dr, Portland, OR 97201
• 

  

  /44

  $1,250,000 Sold Oct 01, 2024

  • 3,013 Sq Ft
  • $415/SF
  • 0 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1941

  2726 SW English Ln, Portland, OR 97201

  Old & new blend seamlessly in this distinctive 1940s English in one of Portland's most revered neighborhoods. Located on a private cul-de-sac, this fine home has been thoughtfully remodeled to create modern conveniences yet it still reflects the integrity and charm of the original home. Extensive picture moldings, Oak hardwoods, curved walls, leaded glass, built-ins & abundant windows & glass

  Andrea Dufresne Cascade Hasson Sotheby's International Realty

  

  2726 SW English Ln, Portland, OR 97201
• 

  

  /43

  Est $389,322 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,232 Sq Ft

  1391 SW Broadway Dr, Portland, OR 97201

  

  1391 SW Broadway Dr, Portland, OR 97201
• 

  

  /28

  $995,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 2,476 Sq Ft

  2599 SW Montgomery Dr, Portland, OR 97201

  Brimming with charm, this inviting cottage feels straight out of a storybook. Nestled in coveted Portland Heights, the home features a welcoming kitchen that opens directly to a beautiful yard and patio, perfect for everyday living and entertaining. Updated bathrooms, attached garage, hardwood floors and thoughtful details throughout blend comfort with convenience. Thoughtfully upgraded

  Catherine Kelley Where, Inc

  

  2599 SW Montgomery Dr, Portland, OR 97201
• 

  

  /41

  $727,000 Sold Oct 01, 2024

  • 3,428 Sq Ft
  • $212/SF
  • 118 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1910

  1735 SW Terrace Dr, Portland, OR 97201

  Discover easy living in this light-filled home nestled in the coveted Portland Heights neighborhood. Perched on a serene hillside, this exquisite property offers panoramic territorial views, all while being conveniently located to downtown Portland's vibrant cultural scene, renowned restaurants, and boutique shops.Tucked away on a quiet dead-end street, this home provides the perfect blend of

  Janae Pyle Windermere Realty Trust

  

  1735 SW Terrace Dr, Portland, OR 97201
• 

  

  /30

  Est $636,558 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,422 Sq Ft

  2730 SW Robins Crest Dr, Portland, OR 97201

  

  2730 SW Robins Crest Dr, Portland, OR 97201
• 

  

  /24

  $699,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,405 Sq Ft

  1369 SW Broadway Dr, Portland, OR 97201

  Welcome to this stunning 3-level home perched above it all with breathtaking views of the surrounding hills. Built in 1994, this one-of-a-kind 4-bedroom, 2.5-bath home combines privacy, comfort, and modern convenience—including smart home features and a level 2 EV charger in the attached 2-car garage.The expansive top-floor owner’s suite offers a private sanctuary with panoramic views, two

  Kimberly Minasian Neighbors Realty

  

  1369 SW Broadway Dr, Portland, OR 97201
• 

  

  /36

  $1,495,000 Sold Sep 26, 2024

  • 3,443 Sq Ft
  • $434/SF
  • 9 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1955

  1807 SW Clifton St, Portland, OR 97201

  Step into a sanctuary behind the gate, surrounded by sculpted landscaping on a private and peaceful property nestled in the heart of the Southwest Hills. The interior greets you with floor-to-ceiling windows, framing stunning seasonal views. This NW Contemporary split-level home showcases a vaulted mahogany ceiling over a spacious open living area. Cozy up to the double-sided fireplace from

  Maria Boulton Coldwell Banker Bain

  

  1807 SW Clifton St, Portland, OR 97201
• 

  

  /43

  Est $848,536 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,776 Sq Ft

  1424 SW Davenport St, Portland, OR 97201

  

  1424 SW Davenport St, Portland, OR 97201
• 

  

  /48

  $1,295,000 Pending

  • 5 Beds
  • 2 Baths
  • 4,505 Sq Ft

  2417-2419 SW Montgomery Dr, Portland, OR 97201

  Exceptional duplex in the heart of Portland Heights. 2417 features 2 bedrooms and 2 full bathrooms while 2419 enjoys 3 bedrooms and 1 full 1 half bathrooms. This residence offers the rare advantage of two separate spaces. The main level unit offers single level living with high-end finishes and incredible indoor outdoor flow. The lower level currently produces $36,000 in income and enjoys a

  Macey Laurick Windermere Realty Trust

  

  2417-2419 SW Montgomery Dr, Portland, OR 97201
• 

  

  /48

  $1,205,000 Sold Sep 23, 2024

  • 3,124 Sq Ft
  • $386/SF
  • 3 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1975

  2515 SW Saint Helens Ct, Portland, OR 97201

  Exquisite home in Portland Heights exudes luxury style & comfort. Enter the inviting foyer open to expansive living room complete w/soaring ceilings, beautiful hardwood floors, gas fireplace & access to outdoor hardwood IPE deck , perfect for entertaining. Spacious gourmet kitchen complete w/intimate eat area, granite counters, stainless appliances,hardwood floors,built in oven & microwave.

  Patti Shmilenko Premiere Property Group, LLC

  

  2515 SW Saint Helens Ct, Portland, OR 97201
• 

  

  /41

  Est $715,989 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,890 Sq Ft

  1464 SW Davenport St, Portland, OR 97201

  

  1464 SW Davenport St, Portland, OR 97201
• 

  

  /35

  $3,495,000 Pending

  • 5 Beds
  • 6 Baths
  • 6,260 Sq Ft

  4801 SW Patton Rd, Portland, OR 97221

  Perched on over 3 private acres with sun-soaked southern views, this hidden retreat offers the rare luxury of space—just minutes from Portland’s best trails, schools, and amenities. Reimagined by award-winning architect Bob Thompson, the main level flows with modern warmth: a chef’s kitchen, open living areas, and walls of glass that bring the outdoors in.Play tennis under the stars, lounge by

  Suzann Baricevic-Murphy Where, Inc.

  

  4801 SW Patton Rd, Portland, OR 97221
• 

  

  /48

  $950,000 Sold Sep 18, 2024

  • 3,622 Sq Ft
  • $262/SF
  • 114 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1938

  1283 SW Cardinell Dr, Portland, OR 97201

  New Price!! Portland Heights View Home! Investors. $20,000 buyer credit toward rate buy down, closing costs. Great Condo alternative, Duplex, Triplex, or single-family home! City views from every level! This exceptional & cozy 4-bedroom, 4-bathroom home offers a harmonious blend of modern luxury and serene nature, perfectly situated to capture an awe-inspiring city skyline and majestic mountain

  Brian Johnson Windermere Realty Trust

  

  1283 SW Cardinell Dr, Portland, OR 97201
• 

  

  /16

  Est $1,090,403 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,719 Sq Ft

  1500 SW Davenport St, Portland, OR 97201

  

  1500 SW Davenport St, Portland, OR 97201
• 

  

  /27

  $579,900 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,630 Sq Ft

  1608 SW Montgomery St, Portland, OR 97201

  This updated home combines style, space, and convenience—all with no HOA. Recent upgrades include newer exterior siding, fresh interior paint, new carpet in both primary suites, a modern furnace and water heater, and freshly cleaned air ducts for added comfort and peace of mind. Inside, you’ll find soaring ceilings, an open-concept layout, and gleaming hardwood floors throughout. The gourmet

  Kirt Dye John L. Scott

  

  1608 SW Montgomery St, Portland, OR 97201
• 

  /2

  $3,465,000 Sold Jul 22, 2025

  • 7,399 Sq Ft
  • $468/SF
  • 103 Days On Market

  • 5 Beds
  • 7 Baths
  • Built 2004

  5553 SW Hewett Blvd, Portland, OR 97221

  A modern classic-cool, curated, and completely move-in ready. Designed with an impeccable eye by the owner, a professional interior designer with incredible style, this home isn’t just beautifully updated-it’s a statement. Layered textures, custom finishes, and high-end finishes create a space that feels both effortless and extraordinary. Set on one of Portland’s most picturesque streets, this

  Suzann Baricevic-Murphy Where, Inc.

  

  5553 SW Hewett Blvd, Portland, OR 97221
• 

  

  /35

  Est $1,122,432 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,798 Sq Ft

  1636 SW Elizabeth St, Portland, OR 97201

  

  1636 SW Elizabeth St, Portland, OR 97201
• 

  /2

  $1,345,000 Sold May 07, 2025

  • 3,809 Sq Ft
  • $353/SF
  • 0 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1940

  2873 SW Labbe Ave, Portland, OR 97221

  Fully Remodeled to the studs. Sold not Listed. For Comp Purposes Only.

  Patrick Clark Inhabit Real Estate

  

  2873 SW Labbe Ave, Portland, OR 97221
• 

  

  /28

  Est $1,585,941 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 4,091 Sq Ft

  1515 SW Elizabeth Ct, Portland, OR 97201

  

  1515 SW Elizabeth Ct, Portland, OR 97201
• 

  /2

  $3,250,000 Sold Feb 28, 2025

  • 4,749 Sq Ft
  • $684/SF
  • 0 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1940

  2028 SW Jackson St, Portland, OR 97201

  Stunning remodel by Maison + Green Gables. Incredibly high-end finishes. [Home Energy Score = 2. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10185620]

  Macey Laurick Windermere Realty Trust

  

  2028 SW Jackson St, Portland, OR 97201
• 

  

  /27

  Est $2,239,483 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 5,133 Sq Ft

  1521 SW Spring St, Portland, OR 97201

  

  1521 SW Spring St, Portland, OR 97201
• 

  

  /48

  Est $894,582 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 3,501 Sq Ft

  2660 SW Gerald Ave, Portland, OR 97201

  

  2660 SW Gerald Ave, Portland, OR 97201
• 

  

  /27

  Est $776,728 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,960 Sq Ft

  1707 SW Terrace Dr, Portland, OR 97201

  

  1707 SW Terrace Dr, Portland, OR 97201
• 

  

  /45

  Est $663,030 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,422 Sq Ft

  1719 SW Terrace Dr, Portland, OR 97201

  

  1719 SW Terrace Dr, Portland, OR 97201
• 

  

  /38

  Est $846,722 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,831 Sq Ft

  1873 SW High St, Portland, OR 97201

  

  1873 SW High St, Portland, OR 97201
• 

  

  /27

  Est $798,810 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,678 Sq Ft

  2680 SW Corona Ave, Portland, OR 97201

  

  2680 SW Corona Ave, Portland, OR 97201
• 

  

  /46

  Est $1,067,284 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 4,681 Sq Ft

  2546 SW Vista Ave, Portland, OR 97201

  

  2546 SW Vista Ave, Portland, OR 97201
• 

  

  /48

  Est $1,209,180 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,377 Sq Ft

  1968 SW Terrace Dr, Portland, OR 97201

  

  1968 SW Terrace Dr, Portland, OR 97201
• 

  

  /39

  Est $1,105,499 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,440 Sq Ft

  1996 SW Terrace Dr, Portland, OR 97201

  

  1996 SW Terrace Dr, Portland, OR 97201
• 

  

  /43

  Est $832,743 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,339 Sq Ft

  1821 SW Hawthorne Terrace, Portland, OR 97201

  

  1821 SW Hawthorne Terrace, Portland, OR 97201
• 

  

  /34

  Est $331,986 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 986 Sq Ft

  2425 SW 19th Ave Unit 5, Portland, OR 97201

  

  2425 SW 19th Ave Unit 5, Portland, OR 97201

Showing Results 241 - 280, Page 7 of 18