Hillsdale Homes

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  /41

  $815,000 Sold Oct 21, 2024

  • 2,467 Sq Ft
  • $330/SF
  • 16 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1996

  816 SW Terwilliger Place, Portland, OR 97239

  Immerse yourself in nature while enjoying NW Contemporary living at it's finest. Walls of windows let light and nature in while warm wood and exquisite details abound throughout the interior of this exquisite home. High-ceilings carry into the atrium style staircase with prairie windows at the apex. This home truly shines. The living room and library meld into each other and the ambiance of the

  Raejean Sly Coldwell Banker Bain

  

  816 SW Terwilliger Place, Portland, OR 97239
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  /43

  Est $693,916 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,110 Sq Ft

  920 SW Cheltenham St, Portland, OR 97239

  

  920 SW Cheltenham St, Portland, OR 97239
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  /40

  $513,000 Sold Oct 15, 2024

  • 1,764 Sq Ft
  • $291/SF
  • 54 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1995

  6231 SW 18th Dr, Portland, OR 97239

  Beautiful end-unit townhome in the heart of Hillsdale! This meticulously maintained property boasts two primary suites, each w/walk-in closet and ensuite bath. This south-facing unit has floods of natural light throughout the day with open kitchen/living room that walks out onto the oversize deck. Enjoy the fully-fenced, private yard, awaiting your vision. Dining/flex space and half bath complete

  Ashley Crowell Vetiver Street Real Estate

  

  6231 SW 18th Dr, Portland, OR 97239
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  /33

  Est $611,331 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,136 Sq Ft

  919 SW Cheltenham St, Portland, OR 97239

  

  919 SW Cheltenham St, Portland, OR 97239
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  /35

  $920,000 Sold Oct 14, 2024

  • 2,506 Sq Ft
  • $367/SF
  • 6 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1949

  4605 SW 29th Ave, Portland, OR 97239

  Discover timeless elegance in this meticulously remodeled mid-century modern gem, where classic charm meets contemporary luxury. Professionally designed, this home boasts beautifully stained hardwood floors that flow seamlessly throughout the expansive open living space. The living room, anchored by a striking brick gas-burning fireplace, and the formal dining area each feature their own exterior

  Jennifer Myers Premiere Property Group, LLC

  

  4605 SW 29th Ave, Portland, OR 97239
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  /32

  Est $704,420 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,002 Sq Ft

  914 SW Westwood Dr, Portland, OR 97239

  

  914 SW Westwood Dr, Portland, OR 97239
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  /32

  $900,000 Sold Oct 11, 2024

  • 4,324 Sq Ft
  • $208/SF
  • 109 Days On Market

  • Built 1959

  1303-1309 SW Bertha Blvd, Portland, OR 97219

  This clean updated brick front 4 plex feels privately tucked away up in the trees, and yet it's located on a highly visible corner lot just across the street from Barbur Fred Meyer. Consistently 100% occupied and excellent long term rental history. The seller just posts a sign out front and these sought after apartments get snapped up. Unit 1303 has a separate/second patio entrance and is

  Loree Kaiser Better Homes & Gardens Realty

  

  1303-1309 SW Bertha Blvd, Portland, OR 97219
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  /26

  Est $918,971 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,232 Sq Ft

  745 SW Westwood Dr, Portland, OR 97239

  

  745 SW Westwood Dr, Portland, OR 97239
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  /47

  $470,000 Sold Sep 27, 2024

  • 1,765 Sq Ft
  • $266/SF
  • 16 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2001

  7429 SW 4th Ave, Portland, OR 97219

  No HOA!!! Step into this SW PDX gem with a beautiful community garden that acts as your front yard with the PNW greenery surrounding the home. This three level townhome is located minutes from downtown PDX, OHSU Hospital, 20 min drive to NIKE headquarters, groceries , and a skip away from Fulton Park. This townhome does not lack areas for parking. Home offers an extra deep attached garage with

  Leah Van Horn Knipe Realty ERA Powered

  

  7429 SW 4th Ave, Portland, OR 97219
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  /32

  Est $805,337 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,384 Sq Ft

  913 SW Westwood Dr, Portland, OR 97239

  

  913 SW Westwood Dr, Portland, OR 97239
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  /41

  $2,500,000 Sold Sep 20, 2024

  • 5,382 Sq Ft
  • $465/SF
  • 83 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2016

  5262 SW Westwood View, Portland, OR 97239

  Panoramic one-of-a-kind views of the Eastside, Mt. Hood and Willamette River from this custom built contemporary in the West Hills. Designed and constructed with uncompromising style and exceptional attention to detail. The outstanding great room with soaring ceiling and large fireplace moves seamlessly to the wall of windows and endless views. Two sets of large sliding doors lead to the gorgeous

  Steve Kaer Kaer Property Group

  

  5262 SW Westwood View, Portland, OR 97239
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  /32

  Est $808,272 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,948 Sq Ft

  1224 SW Westwood Ct, Portland, OR 97239

  

  1224 SW Westwood Ct, Portland, OR 97239
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  /38

  $725,000 Sold Sep 18, 2024

  • 2,330 Sq Ft
  • $311/SF
  • 3 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1957

  5930 SW Ralston Dr, Portland, OR 97239

  Welcome your private Hillsdale retreat in the beautiful setting surrounded by trees.  This stunning property boasts a perfect blend of elegance and coziness. With 3 spacious bedrooms that are ideal for relaxing and 3 bathrooms, 3 fireplaces, a wraparound deck, private office, and separate family room. The living room is bathed in natural light, with vaulted ceilings and original wood floors.

  Stephanie Auerbach Windermere Realty Trust

  

  5930 SW Ralston Dr, Portland, OR 97239
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  /32

  Est $1,070,335 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,400 Sq Ft

  1020 SW Westwood Ct, Portland, OR 97239

  

  1020 SW Westwood Ct, Portland, OR 97239
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  /2

  $450,000 Sold Aug 13, 2025

  • 933 Sq Ft
  • $482/SF
  • 4 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1946

  1735 SW Troy St, Portland, OR 97219

  Move-in ready and full of charm, this heartwarming Hillsdale bungalow is ready for its next chapter. A sun-filled living room welcomes, featuring a bay window overlooking trees with a view of Mount Hood. Complimented by beautiful wood floors, arched doorways, and preserved vintage built-ins, the home radiates warmth throughout the 933 sqft that lives larger, maximizing every inch with an open yet

  Genmae Rianelli Living Room Realty

  

  1735 SW Troy St, Portland, OR 97219
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  /26

  Est $727,987 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,669 Sq Ft

  945 SW Westwood Dr, Portland, OR 97239

  

  945 SW Westwood Dr, Portland, OR 97239
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  /2

  $665,000 Sold Jun 30, 2025

  • 1,878 Sq Ft
  • $354/SF
  • 3 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1960

  4344 SW Chesapeak Ave, Portland, OR 97239

  Mid-century modern home in desirable Council Crest Park. Vaulted living room with a fireplace opens to a Sunroom overlooking a gorgeous valley view. Dining room with slider to a large deck, perfect for summer BBQs. Kitchen with nook, skylight, and view of the beautiful back yard. Primary bedroom with walk-in shower plus 2 more bedrooms and a bathroom on the same level. Gleaming oak hardwood

  Deanna Wilson Windermere Realty Trust

  

  4344 SW Chesapeak Ave, Portland, OR 97239
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  /44

  Est $813,563 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,066 Sq Ft

  1001 SW Westwood Dr, Portland, OR 97239

  

  1001 SW Westwood Dr, Portland, OR 97239
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  /2

  $255,000 Sold Aug 11, 2025

  • 1,332 Sq Ft
  • $191/SF
  • 153 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1908

  7224 SW 3rd Ave, Portland, OR 97219

  Jasmine Pham HomeTrust Real Estate

  

  7224 SW 3rd Ave, Portland, OR 97219
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  /35

  Est $673,372 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,238 Sq Ft

  611 SW Cheltenham St, Portland, OR 97239

  

  611 SW Cheltenham St, Portland, OR 97239
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  /42

  Est $1,110,395 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 5,003 Sq Ft

  5925 SW Terwilliger Blvd, Portland, OR 97239

  

  5925 SW Terwilliger Blvd, Portland, OR 97239
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  /30

  Est $893,483 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,058 Sq Ft

  6032 SW 18th Dr, Portland, OR 97239

  

  6032 SW 18th Dr, Portland, OR 97239
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  /30

  Est $299,369 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 887 Sq Ft

  2403 SW Nebraska St Unit 18, Portland, OR 97239

  

  2403 SW Nebraska St Unit 18, Portland, OR 97239
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  /24

  Est $296,523 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 887 Sq Ft

  2403 SW Nebraska St Unit 17, Portland, OR 97239

  

  2403 SW Nebraska St Unit 17, Portland, OR 97239
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  /27

  Est $286,705 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 877 Sq Ft

  2403 SW Nebraska St Unit 14, Portland, OR 97239

  

  2403 SW Nebraska St Unit 14, Portland, OR 97239
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  /11

  Est $419,900 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 656 Sq Ft

  6609 SW Capitol Hwy, Portland, OR 97239

  

  6609 SW Capitol Hwy, Portland, OR 97239
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  /25

  Est $591,897 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,872 Sq Ft

  Unlisted Address

  

  Unlisted Address
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  /47

  Est $735,872 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,912 Sq Ft

  2435 SW Dakota St, Portland, OR 97239

  

  2435 SW Dakota St, Portland, OR 97239
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  /35

  Est $584,522 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,678 Sq Ft

  2206 SW Iowa St, Portland, OR 97239

  

  2206 SW Iowa St, Portland, OR 97239
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  /20

  Est $619,821 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,592 Sq Ft

  2140 SW Iowa St, Portland, OR 97239

  

  2140 SW Iowa St, Portland, OR 97239
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  /36

  Est $605,536 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,758 Sq Ft

  6215 SW 18th Dr, Portland, OR 97239

  

  6215 SW 18th Dr, Portland, OR 97239
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  /35

  Est $612,856 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,758 Sq Ft

  6209 SW 18th Dr, Portland, OR 97239

  

  6209 SW 18th Dr, Portland, OR 97239
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  /38

  Est $769,569 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,066 Sq Ft

  1829 SW Iowa St, Portland, OR 97239

  

  1829 SW Iowa St, Portland, OR 97239
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  /38

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,134 Sq Ft

  6048 SW 25th Ave Unit 15, Portland, OR 97239

  

  6048 SW 25th Ave Unit 15, Portland, OR 97239
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  /27

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,026 Sq Ft

  6028 SW 25th Ave Unit 5, Portland, OR 97239

  

  6028 SW 25th Ave Unit 5, Portland, OR 97239
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  /39

  Est $695,385 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,058 Sq Ft

  1925 SW Pendleton St, Portland, OR 97239

  

  1925 SW Pendleton St, Portland, OR 97239
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  /40

  Est $800,548 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,679 Sq Ft

  2150 SW Sunset Dr, Portland, OR 97239

  

  2150 SW Sunset Dr, Portland, OR 97239
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  /48

  Est $1,153,596 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,100 Sq Ft

  1626 SW Sunset Blvd, Portland, OR 97239

  

  1626 SW Sunset Blvd, Portland, OR 97239
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  /23

  Est $883,610 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,244 Sq Ft

  1702 SW Sunset Blvd, Portland, OR 97239

  

  1702 SW Sunset Blvd, Portland, OR 97239
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  /32

  Est $750,530 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,066 Sq Ft

  1810 SW Pendleton St, Portland, OR 97239

  

  1810 SW Pendleton St, Portland, OR 97239

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