Hillsdale Homes

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  $895,000

  • 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
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  /48

  $826,500 Sold Aug 15, 2025

  • 2,399 Sq Ft
  • $345/SF
  • 5 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1964

  4362 SW Washouga Ave, Portland, OR 97239

  Gorgeously remodeled home in Healy Heights. With four bedrooms and two baths, every inch of this home has been thoughtfully reimagined with designer finishes and custom touches. Admire the main level where hardwood floors span the open layout, enhanced by a warm wood-planked ceiling in the living and dining areas. A full wall of windows draws you toward the cedar deck and showcases sweeping

  Stephen FitzMaurice eXp Realty, LLC

  

  4362 SW Washouga Ave, Portland, OR 97239
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  /34

  Est $1,266,474 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 4,845 Sq Ft

  4130 SW Washouga Ave, Portland, OR 97239

  

  4130 SW Washouga Ave, Portland, OR 97239
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  /48

  $1,075,000

  • 5 Beds
  • 3.5 Baths
  • 3,664 Sq Ft

  230 SW Florida St, Portland, OR 97219

  VIEWS, VIEWS, VIEWS. Incredible city, river, and mountain views from each floor of the home. Beautiful custom build with high ceilings, gorgeous box beams in the living room, primary suite with spa like ensuite, highly functional kitchen, a spacious three car garage, and much more. The home has been impeccably maintained. Conveniently located close to OHSU, great parks, amazing Portland

  Aaron Moomaw Cascade Hasson Sotheby's International Realty

  

  230 SW Florida St, Portland, OR 97219
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  /45

  $840,000 Sold Aug 15, 2025

  • 3,160 Sq Ft
  • $266/SF
  • 141 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1956

  4323 SW Twombly Ave, Portland, OR 97239

  This is a wonderful home in an amazing close-in SW Portland location on a quarter acre lot. Welcome to this gardener's delight! This mid-century charmer has a versatile floorplan and is warm and inviting. The spacious living room with fireplace is light and bright due to the many windows. It opens to the dining area, kitchen and private back deck. The kitchen is central to everything and is open

  Sarita Dua Keller Williams Sunset Corridor

  

  4323 SW Twombly Ave, Portland, OR 97239
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  /48

  Est $1,285,957 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,901 Sq Ft

  3324 SW Fairmount Blvd, Portland, OR 97239

  

  3324 SW Fairmount Blvd, Portland, OR 97239
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  /47

  $950,000

  • 4 Beds
  • 4 Baths
  • 3,173 Sq Ft

  3045 SW Gaston Ave, Portland, OR 97239

  West Hills English Cottage with Modern Updates & Private ADU! Arched doorways, floor-to-ceiling windows, and a sunroom with French doors flood this home with natural light while showcasing views of the private, tree-lined backyard. Tucked away on a quiet dead-end street just a block from Council Crest Park, the location offers serene seclusion with effortless access to the city—all within a

  Craig Reger Reger Homes, LLC

  

  3045 SW Gaston Ave, Portland, OR 97239
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  /45

  $1,150,000 Sold Aug 12, 2025

  • 4,604 Sq Ft
  • $250/SF
  • 45 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1953

  3132 SW Altadena Terrace, Portland, OR 97239

  Located on a quiet, southwest-facing corner lot in Hillsdale, this classic mid-century ranch offers timeless charm and modern updates. Oversized picture windows fill the home with natural light and frame serene territorial views, while original hardwood floors, a brick fireplace, and vintage built-ins reflect its authentic character. The main floor primary suite blends period details with modern

  Macey Laurick Windermere Realty Trust

  

  3132 SW Altadena Terrace, Portland, OR 97239
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  /32

  Est $1,157,550 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,348 Sq Ft

  3527 SW Dosch Rd, Portland, OR 97239

  

  3527 SW Dosch Rd, Portland, OR 97239
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  /47

  $939,860 Open Sun 1:30PM - 3:30PM

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

  6008 SW 18th Dr, Portland, OR 97239

  OPEN SUN 9/20 FROM 130 TO 330PM. 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

  Libby Benz Windermere Realty Trust

  

  6008 SW 18th Dr, Portland, OR 97239
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  /33

  $1,000,000 Sold Aug 06, 2025

  • 3,146 Sq Ft
  • $318/SF
  • 56 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1989

  3342 SW Fairmount Blvd, Portland, OR 97239

  NEW PRICE. Architecture in balance: living at the edge of design and nature. Suspended above the city in coveted Council Crest, this custom 1989 residence is more than a home — it’s a feat of engineering. Built by Blum/Smith Construction Co. and designed to embrace its dramatic hillside setting, the structure rests on 21 steel piers, each driven up to 20 feet into the ground until they hit

  Craig Weintz Vetiver Street Real Estate

  

  3342 SW Fairmount Blvd, Portland, OR 97239
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  /30

  Est $339,507 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 792 Sq Ft

  7221 SW Barbur Blvd, Portland, OR 97219

  

  7221 SW Barbur Blvd, Portland, OR 97219
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  /48

  $939,900

  • 4 Beds
  • 3 Baths
  • 3,016 Sq Ft

  2245 SW Martha St, Portland, OR 97239

  Forest-Backed Mid-Century Oasis with Saltwater Pool–13 Mins to Downtown.Spectacular home for entertaining, awesome location in Hillsdale area backing to beautiful light filled forest with gorgeous inground saltwater pool & deck, very easy to take care of, with robot vacuum!-Fern garden-perfect for pool parties or just fun for the family. Completely private, overlooking the beautiful forest.

  Helen Hoyt Portland Creative Realtors

  

  2245 SW Martha St, Portland, OR 97239
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  /48

  $810,000 Sold Aug 01, 2025

  • 3,368 Sq Ft
  • $240/SF
  • 18 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1956

  2634 SW Boundary St, Portland, OR 97239

  Tucked away in the desirable and oh so convenient Hillsdale neighborhood, this lovely home lives larger than it looks from the street, and provides dual living options. Boasting a classic '50's Day Ranch floor plan, and updated with timeless design, you can see and feel the attention to detail throughout. With 5 spacious bedrooms and 2 updated baths, it offers the option of auxiliary living

  Dawn Barry-Griffin Oregon First

  

  2634 SW Boundary St, Portland, OR 97239
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  /25

  Est $926,095 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,721 Sq Ft

  255 SW California St, Portland, OR 97219

  

  255 SW California St, Portland, OR 97219
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  /26

  $880,000

  • 4 Beds
  • 3.5 Baths
  • 4,070 Sq Ft

  992 SW Westwood Dr, Portland, OR 97239

  This spacious Colonial home in the walkable Hillsdale neighborhood sits on .29 acres (2 tax lots!) in a lush parklike setting. Very well maintained over ethe years with fully renovated kitchen (2023), the main floor provides vast entertainment space + massive bonus room. All bedrooms upstairs with 3.5 bathrooms, and storage galore. Two rooms include en-suite for Primary bedroom use, with a second

  Don Courtney Realty One Group Prestige

  

  992 SW Westwood Dr, Portland, OR 97239
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  /42

  $634,000 Sold Jul 31, 2025

  • 1,908 Sq Ft
  • $332/SF
  • 74 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1953

  7922 SW Capitol Hill Rd, Portland, OR 97219

  Ranch Style house with an apartment downstairs with separate entrance. 2 bedroom, 1 bath upstairs with Wood Burning Fireplace, Wood Floors, Living Room, Kitchen and Dining Room! Deck to front yard from French Doors in Living room. Fully Fenced in with Mature Landscape and room for garden! On Busline and near Safeway and a School. Covered Patio off Bedrooms upstairs. Downstairs 3 Bedrooms, 1 Bath

  Kimberly Russell Knipe Realty ERA Powered

  

  7922 SW Capitol Hill Rd, Portland, OR 97219
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  /37

  Est $997,684 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,442 Sq Ft

  237 SW Nevada St, Portland, OR 97219

  

  237 SW Nevada St, Portland, OR 97219
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  /48

  $924,000 Pending

  • 4 Beds
  • 4 Baths
  • 3,716 Sq Ft

  3330 SW Fairmount Blvd, Portland, OR 97239

  Step inside this meticulously preserved mid-century gem, brimming with timeless style, generous spaces, and endless potential, overlooking spectacular valley views. Whether you envision a thoughtful renovation or a complete transformation, this property is ready for your creative vision. Original design features include walls of windows that frame the views, a wood accent wall, and vintage

  Macey Laurick Windermere Realty Trust

  

  3330 SW Fairmount Blvd, Portland, OR 97239
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  /43

  $825,000 Sold Jul 30, 2025

  • 2,594 Sq Ft
  • $318/SF
  • 4 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1980

  6426 SW Burlingame Place, Portland, OR 97239

  Tucked into the trees and wrapped in privacy, this remodeled NW Contemporary blends modern updates into a natural setting. The open-concept main floor features luxury vinyl wide plank floors and a sleek, newly renovated open kitchen filled with light. This floor plan provides a bedroom and full bathroom on the main level to offer rare flexibility—ideal for guests, multi-gen living, or a private

  John Powers Real Broker

  

  6426 SW Burlingame Place, Portland, OR 97239
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  /31

  Est $493,494 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,479 Sq Ft

  7145 SW 2nd Ave, Portland, OR 97219

  

  7145 SW 2nd Ave, Portland, OR 97219
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  /29

  $515,000

  • 3 Beds
  • 2 Baths
  • 1,410 Sq Ft

  6140 SW 30th Ave, Portland, OR 97239

  Bring your vision to this split level in Hillsdale! The open concept floorplan on the main level allows for easy entertaining. Orignal hard wood floors have been exposed and a fresh coat of paint sets you up for personalizing your spaces. All 3 bedrooms and a full bathroom are on the same floor, while the other full bathroom and second living room are in the daylight basement. A wood burning

  Leanne Bach Corcoran Prime

  

  6140 SW 30th Ave, Portland, OR 97239
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  /41

  $650,000 Sold Jul 29, 2025

  • 1,889 Sq Ft
  • $344/SF
  • 78 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1943

  4970 SW 31st Dr, Portland, OR 97239

  Step into the timeless charm of this beautifully updated 1940s home in SW Portland. Thoughtfully renovated to maintain its classic character, this home features soothing paint tones & abundant natural light. Gleaming hardwoods flow throughout the main level, complimented by a cozy fireplace with a marble surround.The kitchen blends modern convenience with vintage appeal, boasting newer cabinets,

  Kathy Kollas Navigate The Way Home, LLC

  

  4970 SW 31st Dr, Portland, OR 97239
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  /8

  Est $383,400 Not Listed For Sale

  • 2 Beds

  2005 SW Moss St, Portland, OR 97219

  

  2005 SW Moss St, Portland, OR 97219
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  /38

  $785,000

  • 2 Beds
  • 2 Baths
  • 1,762 Sq Ft

  3200 SW Fairmount Blvd, Portland, OR 97239

  Tucked into the lush hills of Council Crest, this 1976 NW Contemporary seems to hover among the trees, its sleek color steel exterior recalling the form of a vintage camera, poised to frame every season. Featured on the March 1977 cover of Sunset: The Magazine of Western Living, the home was celebrated for its innovative three-level design, conceived by architect Willard Martin as a 24-ft cube

  Craig Weintz Vetiver Street Real Estate

  

  3200 SW Fairmount Blvd, Portland, OR 97239
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  /43

  $1,250,000 Sold Jul 25, 2025

  • 3,219 Sq Ft
  • $388/SF
  • 362 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1969

  4731 SW 18th Dr, Portland, OR 97239

  Nestled among the trees on a generous 1.53 acre lot, this mid-century marvel has been meticulously renovated to offer the perfect blend of modern comfort and serene tranquility. Just minutes from the action of city, this home provides a peaceful retreat with total privacy. Extensive remodel includes an open concept kitchen, all new decks, new oak floors, updated bathrooms, new sliding doors and

  Marcia Walsh Where, Inc

  

  4731 SW 18th Dr, Portland, OR 97239
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  /26

  Est $532,903 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,677 Sq Ft

  1944 SW Canby St, Portland, OR 97219

  

  1944 SW Canby St, Portland, OR 97219
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  /48

  $2,890,000

  • 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
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  /36

  $694,000 Sold Jul 24, 2025

  • 2,001 Sq Ft
  • $347/SF
  • 62 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1961

  7323 SW Nevada Terrace, Portland, OR 97219

  Welcome to this beautifully updated home nestled in the heart of Hillsdale/Wilson Park. With 3 bedrooms, 2.5 baths + a dedicated office, this property offers over 2,000 sq ft of flexible living space. All 3 bedrooms are conveniently located on the main level—ideal for both everyday living and long-term functionality.The spacious, thoughtfully designed kitchen features ample counter space and

  Brandon Buchanan Real Broker

  

  7323 SW Nevada Terrace, Portland, OR 97219
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  /32

  Est $782,989 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 2,420 Sq Ft

  1914 SW Canby St, Portland, OR 97219

  

  1914 SW Canby St, Portland, OR 97219
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  /38

  $675,000 Open Sat 10AM - 12PM

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

  2345 SW Dewitt St, Portland, OR 97239

  OPEN HOUSE Saturday (9/20) 10-12 **Mid-Century Retreat Nestled in the Woods, Prime Hillsdale Location** Welcome to this stunning mid-century home, privately tucked among the trees yet just minutes from all the amenities Hillsdale has to offer. A park at the end of the street, neighborhood farm stand around the corner, library within a few blocks, plus shops and restaurants less than half a mile

  Amanda Brohman RE/MAX Equity Group

  

  2345 SW Dewitt St, Portland, OR 97239
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  /46

  $1,155,000 Sold Jun 30, 2025

  • 3,442 Sq Ft
  • $336/SF
  • 237 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1911

  4344 SW Washouga Ave, Portland, OR 97239

  Don’t miss this gem! This beautifully renovated Council Crest home combines modern luxury with timeless charm, set in a lush, trail-lined neighborhood known for its love of nature and top-rated schools - a perfect backdrop for balanced, elevated living. Meticulously renovated from the foundation up in 2005, with nearly $250,000 in upgrades - including new plumbing, electrical, sewer line,

  Connie Vera eXp Realty, LLC

  

  4344 SW Washouga Ave, Portland, OR 97239
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  /37

  Est $521,224 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,550 Sq Ft

  1824 SW Evans St, Portland, OR 97219

  

  1824 SW Evans St, Portland, OR 97219
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  /34

  $679,900

  • 3 Beds
  • 2 Baths
  • 1,853 Sq Ft

  6868 SW 12th Dr, Portland, OR 97219

  This well-maintained tri-level home features a recently renovated kitchen with quartz countertops, stainless steel appliances, and a casual dining area that overlooks the backyard. A separate formal dining room opens to a brick patio and terraced yard with mature trees, raspberries, blueberries, perennials, and a raised garden bed. The home includes its original oak hardwood floors, two

  Cody Ruegg John L. Scott Sandy

  

  6868 SW 12th Dr, Portland, OR 97219
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  /47

  $1,190,000 Sold Jun 20, 2025

  • 2,858 Sq Ft
  • $416/SF
  • 39 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1966

  4215 SW Chesapeak Ave, Portland, OR 97239

  TREEHOUSE SANCTUARY - Tucked into the tree-lined streets of Council Crest, this mid-century home has been transformed with a level of craftsmanship and design that feels both timeless and modern. Every update was intentional—premium materials, thoughtful details, and a seamless blend of original character with high-end upgrades.Inside, the Neil Kelly-designed kitchen sets the tone with a Wolf gas

  Kenneth Avery eXp Realty, LLC

  

  4215 SW Chesapeak Ave, Portland, OR 97239
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  /28

  Est $531,752 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,778 Sq Ft

  1825 SW Evans St, Portland, OR 97219

  

  1825 SW Evans St, Portland, OR 97219
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  /12

  $300,000

  • Land
  • 0.44 Acre
  • $681,818 per Acre

  5144 SW Northwood Ave, Portland, OR 97239

  Whether you're envisioning a sleek modern architectural design or a peaceful retreat nestled in nature, this .44 acre lot offers a rare combination of seclusion, convenience, and natural beauty. Nestled at the end of a tree-lined quiet dead-end street and surrounded by 300 acres of protected land, this property overlooks Marquam Park and Keller Woodlands. The gently sloped terrain is perfect for

  Julie Summers Coldwell Banker Bain

  

  5144 SW Northwood Ave, Portland, OR 97239
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  /48

  $1,700,000 Sold Jun 18, 2025

  • 3,982 Sq Ft
  • $427/SF
  • 23 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1960

  1550 SW Mitchell St, Portland, OR 97239

  This beautifully reimagined Mid-Century Modern home seamlessly blends original design with thoughtful modern updates, preserving the architectural essence while elevating comfort and functionality. Walls of windows flood the space with natural light. Surrounded by lush, mature landscaping, this home offers a private, resort-like experience on a .51-acre lot.The layout is perfect for

  Karie Jett Cascade Hasson Sotheby's International Realty

  

  1550 SW Mitchell St, Portland, OR 97239
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  /32

  Est $590,163 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 2,752 Sq Ft

  7910 SW 17th Ave, Portland, OR 97219

  

  7910 SW 17th Ave, Portland, OR 97219
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  /38

  $689,000

  • 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.

  Sohee Anderson Where, Inc

  

  6731 SW 11th Dr, Portland, OR 97219

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