3,272

Hillsdale Homes

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  • /48

    $969,900 Pending

    • 5 Beds
    • 3 Baths
    • 2,744 Sq Ft

    1525 SW Martha St, Portland, OR 97239

    OPEN 8/3/25 FROM 3PM-5PM. Mid-Century Modern Gem in the West Hills - Step into timeless design and modern comfort with this beautifully updated 1957 mid-century modern sanctuary. Set on a desirable corner lot in the heart of SW Portland, this home offers 2,744 square feet of living space, featuring 5 bedrooms, 3 full bathrooms, and breathtaking south-facing views. Spread across two light-filled

    Zachary Eaton Keller Williams Realty Professionals

    1525 SW Martha St, Portland, OR 97239
  • /48

    $1,098,000 Sold Apr 21, 2025

    • 3,721 Sq Ft
    • $295/SF
    • 43 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2002

    3352 SW Fairmount Ln, Portland, OR 97239

    Discover unparalleled elegance at 3352 SW Fairmount Ln, located at the end of a peaceful cul-de-sac with territorial valley views. This home exudes luxury and modern amenities while ideally tucked at the end of a quiet street just under Council Crest Park with sensational valley views. This elevated modern craftsman lives large and has a brand new roof installed in 2025. Light and bright newly

    Tessa Gold John L. Scott

    3352 SW Fairmount Ln, Portland, OR 97239
    • /46

      Est $850,450 Not Listed For Sale

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

      6703 SW 13th Ave, Portland, OR 97219

      6703 SW 13th Ave, Portland, OR 97219
  • /17

    $619,900 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,263 Sq Ft

    6312 SW 27th Ave, Portland, OR 97239

    PRICED TO SELL!! Quiet Cul-De-Sac Mid-Century in Highly Desirable Hillsdale/Multnomah Village Area! Stylish, Clean and Roomy! Beautiful original hardwoods on main floor. 2 wood-burning fireplaces. Enclosed sunroom off kitchen. Great lower level bonus room plus laundry area, lots of built-ins, half bath and office with closet and brand-new carpet. Big 2-car garage with built-ins. Large lot with

    Toni Mikel Bluebird Real Estate

    6312 SW 27th Ave, Portland, OR 97239
  • /48

    $1,060,000 Sold Apr 18, 2025

    • 3,474 Sq Ft
    • $305/SF
    • 9 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1959

    4035 SW Altadena Ave, Portland, OR 97239

    On the market for the first time in 46 years, this 1959 mid-century gem offers space, character, and privacy. Designed across two levels, it features 5 bedrooms, 3 full bathrooms, and expansive south-facing windows that flood both floors with natural light. Located just minutes from Council Crest Park, the Fairmount Loop, and Hillsdale Town Center, it offers both natural beauty and urban

    Martine Tammik Keller Williams Sunset Corridor

    4035 SW Altadena Ave, Portland, OR 97239
    • /31

      Est $734,081 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 3,056 Sq Ft

      7200 SW 8th Ave, Portland, OR 97219

      7200 SW 8th Ave, Portland, OR 97219
  • /17

    $525,000 Pending

    • 2 Beds
    • 1 Bath
    • 1,091 Sq Ft

    2315 SW Iowa St, Portland, OR 97239

    This mid-century Hillsdale home is charming and move-in ready. Hardwood floors, a white brick fireplace and a big picture window in the Living Room. Updated Kitchen features granite counters + new stainless steel appliances. Dining area opens to covered patio and fully fenced yard - great for gardening, BBQs and pets. Both bedrooms have hardwood floors and share an updated full bath. Lower level

    Deena Kraft Windermere Realty Trust

    2315 SW Iowa St, Portland, OR 97239
  • /27

    $675,000 Sold Apr 17, 2025

    • 2,280 Sq Ft
    • $296/SF
    • 11 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1948

    5840 SW Cheltenham Dr, Portland, OR 97239

    Great Hillsdale Home - Walk to Everything!Move-in ready 4 bedroom, 2 bath home with tons of character. Perfectly situated within walking distance of the library, schools, cafes, and restaurants. Versatile floor plan with plenty of room, open main-level floor plan & lots of natural light. Lower level has large family room, bedroom and a full bath. Original character throughout including hardwood

    Heather Jenkins Lark and Fir Realty LLC

    5840 SW Cheltenham Dr, Portland, OR 97239
    • /28

      Est $610,780 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 2,438 Sq Ft

      7227 SW 5th Ave, Portland, OR 97219

      7227 SW 5th Ave, Portland, OR 97219
  • /11

    $800,000 Pending

    • 2 Beds
    • 2 Baths

    940 SW Caldew Dr Unit 946, Portland, OR 97219

    Large, renovated fourplex located in the heart of Hillsdale, one of Portland’s most walkable and charming neighborhoods. Strong tenant demand driven by proximity to shops, cafes, parks, and grocery. Excellent access to I-5, downtown Portland, OHSU, and the westside tech corridor. In-unit Washer and Dryer Recent Capital Improvements include new roof, new electrical panels and new water heaters.

    Steve Roesch NextHome Realty Connection

    940 SW Caldew Dr Unit 946, Portland, OR 97219
  • /48

    $530,000 Sold Apr 15, 2025

    • 1,980 Sq Ft
    • $268/SF
    • 2 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1978

    6645 SW Parkhill Dr, Portland, OR 97239

    Offer deadline Sunday 3/23 @ 6pm with response on Mon 3/24 by 10am. Mid century treehouse with tranquil views out of every window. 70’s style with modern amenities. Greeted by vaulted ceilings and an original floor to ceiling stone fireplace with windows overlooking the greenspace. A great room style floorplan with an open kitchen, dining and living room. The kitchen has shaker style cabinetry,

    Chelsea Ausland Metro West Realty

    6645 SW Parkhill Dr, Portland, OR 97239
    • /31

      Est $234,053 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,007 Sq Ft

      1045 SW Bertha Blvd Unit 7, Portland, OR 97219

      1045 SW Bertha Blvd Unit 7, Portland, OR 97219
  • /26

    $1,800,000 Pending

    • 14 Beds
    • 14 Baths
    • 5,647 Sq Ft

    1508 SW Dewitt St, Portland, OR 97239

    Attention investors! You won't want to miss this rare opportunity in SW to own 12 units with many long-term tenants. This property includes 8 apartment units and two duplexes. Seven of the apartments are 1 bed/1 bath, the last apartment is a 2 bed/1 bath and there is a community laundry room for those units. The two sets of duplexes are each 2bed/2bath with w/d hookup. This well-maintained

    Janelle Angel-Ramirez Premiere Property Group, LLC

    1508 SW Dewitt St, Portland, OR 97239
  • /48

    $972,000 Sold Apr 14, 2025

    • 3,688 Sq Ft
    • $264/SF
    • 0 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1928

    604 SW Westwood Dr, Portland, OR 97239

    Nestled in quiet Terwilliger Heights, this Storybook English Cottage offers the best of both worlds. Carefully preserved charm & historic character with state-of-the-art mechanical systems. The fantastical architecture featuring an inviting, covered front porch & distinctive rolled-roof are intended to reduce the scale of this spacious 4 bed, 3 bath home. Completed in 1928, this sun filled,

    Mark Graalum Cascade Hasson Sotheby's International Realty

    604 SW Westwood Dr, Portland, OR 97239
    • /30

      Est $243,201 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,017 Sq Ft

      1035 SW Bertha Blvd Unit 11, Portland, OR 97219

      1035 SW Bertha Blvd Unit 11, Portland, OR 97219
  • /23

    $460,000 Pending

    • 2 Beds
    • 1 Bath
    • 1,796 Sq Ft

    8040 SW Capitol Hill Rd, Portland, OR 97219

    This SW Portland home boasts vintage charm, an updated bathroom, ample storage, and a spacious backyard! Living and dining rooms feature original hardwood floors and a brick wood-burning fireplace, while the two ample bedrooms offer space for a home office. Remodeled BA includes tile floor and shower surround, while the full unfinished basement lends a sprawling open environment for storage,

    Kurt Davidson Keller Williams Capital City

    8040 SW Capitol Hill Rd, Portland, OR 97219
  • /31

    $1,025,000 Sold Apr 11, 2025

    • 2,433 Sq Ft
    • $421/SF
    • 345 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1984

    5028 SW Dosch Park Ln, Portland, OR 97239

    Stunning Dosch Estates home in Hillsdale! The expansive entrance welcomes you to a chic, wonderfully maintained home with an open floor plan complemented by soaring vaulted ceilings, cozy fireplaces, and beautiful tree filled views from every window. A spacious kitchen, perfect for entertaining, boasts marble waterfall countertops, top of the line stainless steel appliances and abundant custom

    Alexis King Windermere Realty Trust

    5028 SW Dosch Park Ln, Portland, OR 97239
    • /31

      Est $234,112 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 994 Sq Ft

      1035 SW Bertha Blvd Unit 3, Portland, OR 97219

      1035 SW Bertha Blvd Unit 3, Portland, OR 97219
  • /23

    $550,000 Pre-Foreclosure

    • 4 Beds
    • 2 Baths
    • 2,692 Sq Ft

    2824 SW Illinois St, Portland, OR 97239

    Charming Historic Home with Modern Upgrades and Incredible Potential Don't miss out on this delightful and unique home which sits on and includes to separate lots, full of character and ready for someone who appreciates the beauty of older homes. Nestled in a peaceful neighborhood with quiet neighbors on all sides, this property offers a blend of timeless charm and modern convenience.Some key

    Anwar Bjyrd Barnes Portland

    2824 SW Illinois St, Portland, OR 97239
  • /39

    $878,000 Sold Apr 07, 2025

    • 3,317 Sq Ft
    • $265/SF
    • 75 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1985

    4915 SW Dosch Park Ln, Portland, OR 97239

    Nestled within the coveted Dosch Estates, this charming Cape Cod residence embodies elegance and modern comfort. The well-appointed main level is designed for both entertaining and intimate gatherings, featuring formal living and dining rooms that exude sophistication.The gourmet kitchen is a chef’s delight, featuring an eating island, stainless steel appliances, and a cozy breakfast nook.

    Christy MacColl Windermere Realty Trust

    4915 SW Dosch Park Ln, Portland, OR 97239
    • /27

      Est $242,789 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 915 Sq Ft

      1035 SW Bertha Blvd Unit 1, Portland, OR 97219

      1035 SW Bertha Blvd Unit 1, Portland, OR 97219
  • /2

    $943,000 Sold Apr 04, 2025

    • 1,696 Sq Ft
    • $556/SF
    • 5 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1993

    7104 SW 26th Ave, Portland, OR 97219

    Tucked away on a quiet cul-de-sac near Multnomah Village, this updated tri-level home artfully blends modern design with function + style to create a swoon-worthy sanctuary. Thoughtfully curated details, high-quality finishes and designer fixtures add a touch of sophistication throughout. The open-concept light + airy main level boasts expansive windows and high ceilings. The living room,

    Michelle McCabe Windermere Realty Trust

    7104 SW 26th Ave, Portland, OR 97219
    • /27

      Est $243,202 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,017 Sq Ft

      1025 SW Bertha Blvd Unit 6, Portland, OR 97219

      1025 SW Bertha Blvd Unit 6, Portland, OR 97219
  • /44

    $775,000 Sold Apr 03, 2025

    • 3,140 Sq Ft
    • $247/SF
    • 23 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1961

    7318 SW Nevada Terrace, Portland, OR 97219

    Light filled Daylight Ranch home in desirable Woodrow Wilson Park/Barbur Heights. Stainless steel appliances in kitchen w/quartz countertops. Versatile space off kitchen could be dining area, family room or both. Enjoy the view from the huge window in living rm/dining rm combo w/slider to 300sf covered deck. Primary bdrm suite w/2 closets. 2 more bedrms & updated 2nd bathrm on main. Head

    Louise Levin RE/MAX Equity Group

    7318 SW Nevada Terrace, Portland, OR 97219
    • /27

      Est $218,662 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 891 Sq Ft

      1015 SW Bertha Blvd Unit 5, Portland, OR 97219

      1015 SW Bertha Blvd Unit 5, Portland, OR 97219
  • /33

    $691,500 Sold Apr 02, 2025

    • 2,620 Sq Ft
    • $264/SF
    • 145 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1953

    7021 SW 2nd Ave, Portland, OR 97219

    Welcome to this captivating SW Portland home where timeless character meets modern-day living! The open and airy layout draws you in, revealing a classic mid-century living room highlighted by large windows and a stunning floor-to-ceiling stone fireplace with a raised hearth. This inviting space, with its coved ceiling, exudes mid-century charm. Flowing seamlessly, the open-concept living and

    Marie Boatsman Berkshire Hathaway HomeServices NW Real Estate

    7021 SW 2nd Ave, Portland, OR 97219
    • /27

      Est $228,189 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 919 Sq Ft

      1015 SW Bertha Blvd Unit 4, Portland, OR 97219

      1015 SW Bertha Blvd Unit 4, Portland, OR 97219
  • /47

    $850,000 Sold Mar 31, 2025

    • 2,778 Sq Ft
    • $306/SF
    • 108 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1997

    4152 SW Washouga Ave, Portland, OR 97239

    Nestled in the vibrant heart of SW Portland, this home offers a blend of thoughtful design, beautiful amenities, and a prime location for sophisticated living. The expansive windows throughout flood the interior with natural light, seamlessly bringing the outside in. The flowing floor plan effortlessly connects the kitchen to the living, dining, and family rooms, creating a perfect space for

    Christy MacColl Windermere Realty Trust

    4152 SW Washouga Ave, Portland, OR 97239
    • /32

      Est $710,770 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,153 Sq Ft

      7154 SW Nevada Terrace, Portland, OR 97219

      7154 SW Nevada Terrace, Portland, OR 97219
  • /40

    $680,000 Sold Mar 28, 2025

    • 2,625 Sq Ft
    • $259/SF
    • 10 Days On Market
    • Built 1973

    6462 SW Capitol Hwy Unit 6464, Portland, OR 97239

    **Duplex Listing on Capitol Highway** Located in a prime location on Capitol Highway, this duplex offers an incredible opportunity for both first-time homebuyers and investors. The property consists of two units, both of which have been recently updated and are in excellent condition. The location is unbeatable, with restaurants, cafes, stores, a college, and a hospital just across the street,

    Mona Yassine Keller Williams Sunset Corridor

    6462 SW Capitol Hwy Unit 6464, Portland, OR 97239
    • /27

      Est $593,319 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 2,148 Sq Ft

      7235 SW Burlingame Ave, Portland, OR 97219

      7235 SW Burlingame Ave, Portland, OR 97219
  • /40

    $680,000 Sold Mar 28, 2025

    • 2,625 Sq Ft
    • $259/SF
    • 7 Days On Market
    • Built 1973

    6464 SW Capitol Hwy, Portland, OR 97239

    **Duplex Listing on Capitol Highway** Located in a prime location on Capitol Highway, this duplex offers an incredible opportunity for both first-time homebuyers and investors. The property consists of two units, both of which have been recently updated and are in excellent condition. The location is unbeatable, with restaurants, cafes, stores, a college, and a hospital just across the street,

    Mona Yassine Keller Williams Sunset Corridor

    6464 SW Capitol Hwy, Portland, OR 97239
    • /30

      Est $736,315 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 3,398 Sq Ft

      6825 SW 12th Ave, Portland, OR 97219

      6825 SW 12th Ave, Portland, OR 97219
  • /40

    $995,000 Sold Mar 28, 2025

    • 3,541 Sq Ft
    • $281/SF
    • 47 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1987

    3309 SW Stonebrook Dr, Portland, OR 97239

    Light-filled and spacious with modern floor plan in desirable Bridlemile neighborhood. Updated island kitchen with abundant white cabinets, subway tile backsplash, pantry and stainless appliances, including 5-burner gas cooktop open to family room with built-ins and wood-burning fireplace. Comfortable primary bedroom suite with large walk-in closet, dual sinks, jetted tub and double-head shower.

    Andrew Berlinberg Keller Williams Realty Professionals

    3309 SW Stonebrook Dr, Portland, OR 97239
    • /27

      Est $635,740 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,885 Sq Ft

      1180 SW Chestnut Dr, Portland, OR 97219

      1180 SW Chestnut Dr, Portland, OR 97219
  • /17

    $495,000 Sold Mar 27, 2025

    • 1,914 Sq Ft
    • $259/SF
    • 25 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1924

    7298 SW Capitol Hill Rd, Portland, OR 97219

    Welcome to this vintage cottage bungalow with much of its original charm intact! Fantastic location just moments away from lush parks and the vibrant shops and restaurants of Hillsdale and Multnomah Village. Step inside to discover a warm and inviting living room adorned with beautiful hardwood floors, seamlessly flowing into a spacious dining room perfect for entertaining family and friends. In

    Kathy MacNaughton Windermere Realty Trust

    7298 SW Capitol Hill Rd, Portland, OR 97219
    • /39

      Est $751,150 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,882 Sq Ft

      1331 SW Texas St, Portland, OR 97219

      1331 SW Texas St, Portland, OR 97219
  • /42

    $506,000 Sold Mar 24, 2025

    • 2,511 Sq Ft
    • $202/SF
    • 81 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1952

    1069 SW Westwood Dr, Portland, OR 97239

    Unbeatable location in the heart of Hillsdale! First time on the market in nearly 40 years; this home has classic 1952 charm and modern comforts. Recent updates over the last few years include high efficiency gas furnace, new double-pane windows, new water heater, new roof, two “mini-split” heat pumps, and gas inserts in two of the fire places. The main floor features a huge living room with

    Thom Butts RE/MAX Northwest

    1069 SW Westwood Dr, Portland, OR 97239
    • /36

      Est $802,348 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,670 Sq Ft

      6810 SW 11th Dr, Portland, OR 97219

      6810 SW 11th Dr, Portland, OR 97219
  • /31

    $524,100 Sold Mar 13, 2025

    • 2,021 Sq Ft
    • $259/SF
    • 7 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1951

    2604 SW Mitchell Ct, Portland, OR 97239

    Gorgeous daylight ranch! Tucked off on a quiet street near the charming neighborhood of Hillsdale, this daylight ranch features 3 bedrooms + office/den, 2 full baths, and tons of mid-century charm! Original oak hardwood floors, 2 wood burning fireplaces, great open floor plan and a large upstairs deck to enjoy quiet evenings and the treed surroundings. Large backyard is perfect for pets,

    Tom Ramsey John L. Scott

    2604 SW Mitchell Ct, Portland, OR 97239

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