Sylvan-Highlands Homes

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  /42

  $750,000

  • 3 Beds
  • 2 Baths
  • 1,925 Sq Ft

  5011 SW Fairhaven Dr, Portland, OR 97221

  Welcome to your private forest retreat in Portland's West Hills! This thoughtfully renovated home offers modern comfort, luxury, and privacy, all while being just minutes from the city’s most beloved parks, trails, and sites. Inside, hickory floors and rich natural light create warmth throughout, while stylish upgrades - including skylights, designer lighting, and fully remodeled bathrooms - add

  

  Michael Green

  Coldwell Banker Bain

  (503) 406-9236

  

  5011 SW Fairhaven Dr, Portland, OR 97221
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  /35

  $1,175 - $1,775 per month

  Commons at Sylvan Canyon Apartments

  Studio-1 Bed

  6331 SW Canyon Ct, Portland, OR 97221

  Discover your launchpad to upbeat living at Commons atSylvan Canyon Apartments where contemporary design meets inspiration. Tuckedinto the lush hills of West Haven-Sylvan, this newly built community is craftedfor modern adventurers who crave both serenity and spontaneity. Wake up toforest views, hit the trails of Forest Park, then dive into the citys electricenergy just

  6331 SW Canyon Ct, Portland, OR 97221
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  /9

  $1,725,000 Sold Jun 27, 2025

  • 3,050 Sq Ft
  • $566/SF
  • 0 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1939

  5202 SW Burton Dr, Portland, OR 97221

  The Hemenway-Silver House | A Modern Reimagining of a Portland Classic. Originally conceived in 1939 by noted Portland architect Roscoe Hemenway, Hemenway-Silver House underwent a masterful transformation at the hands of designer Benjamin Silver and builder Oliver Olson. Once home to midcentury pulp fiction illustrator Verne Tossey, the residence now offers a compelling dialogue between its

  Jeff Weithman Where, Inc

  

  5202 SW Burton Dr, Portland, OR 97221
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  /30

  Est $808,691 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,787 Sq Ft

  628 SW Arboretum Cir, Portland, OR 97221

  

  628 SW Arboretum Cir, Portland, OR 97221
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  /47

  $1,285,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,437 Sq Ft

  5312 SW Burton Dr, Portland, OR 97221

  The Grube Residence | Quite possibly overlooked at first glance by its modest presence, this germanic chalet is an important architectural work to be carefully studied. Designed by Joachim Grube, a pioneer of Northwest Regional Modernism, the home was sited and designed to take full advantage of the beautifully forested, sloped setting while nestling lightly into nature’s envelope of firs and

  

  Jeff Weithman

  Where, Inc

  (503) 966-9807

  

  5312 SW Burton Dr, Portland, OR 97221
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  /42

  $460,000 Sold Jun 18, 2025

  • 528 Sq Ft
  • $871/SF
  • 35 Days On Market

  • 1 Bath
  • Built 1950

  1600 SW Upland Dr, Portland, OR 97221

  Tucked into the treetops, this modern studio+ offers a respite, inspiring creativity and connection with nature. Windows on all sides flood the space with light and frame seasonal views—perfect for morning coffee, remote work, or winding down after a day in the city. Inside, a remote-controlled gas fireplace warms the open layout, and casts a romantic glow throughout. Hardwood floors lead to an

  Tanya Smith Redfin

  

  1600 SW Upland Dr, Portland, OR 97221
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  /37

  Est $280,676 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft

  1500 SW Skyline Blvd Unit 20, Portland, OR 97221

  

  1500 SW Skyline Blvd Unit 20, Portland, OR 97221
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  /36

  $250,000

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft

  1500 SW Skyline Blvd Unit 21, Portland, OR 97221

  Nestled among the trees in the SW Hills, this 1150 sq ft remodeled ground level condo is serene & stylish. Featuring an open floor plan, two spacious bedrooms, two full bathrooms, and a chic modern kitchen with quartz counters, and stainless steel appliances. This space lives large and the thoughtful design ensures every nook has a purpose, plus you can access the covered deck/patio from the main

  

  Suzanne Clark

  Cascade Hasson Sotheby's International Realty

  (971) 606-5274

  

  1500 SW Skyline Blvd Unit 21, Portland, OR 97221
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  /48

  $969,000 Sold Jun 11, 2025

  • 3,452 Sq Ft
  • $281/SF
  • 5 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1942

  1510 SW Highland Pkwy, Portland, OR 97221

  This is why people love Portland! Where else can you be surrounded by so much nature, privacy and space, and yet be at the office or out to dinner at one of your favorite restaurants in less than 10 minutes? This home and property offers just that and more. Location. Setting. Bones. Outdoor space. Floor plan. Updates. Schools. It checks all the boxes! Here, the premium quality of 1940’s-era

  Katie Sengstake Windermere Realty Trust

  

  1510 SW Highland Pkwy, Portland, OR 97221
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  /36

  Est $828,483 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,728 Sq Ft

  1579 SW Highland Pkwy, Portland, OR 97221

  

  1579 SW Highland Pkwy, Portland, OR 97221
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  /40

  $2,250,000

  • 5 Beds
  • 6.5 Baths
  • 6,401 Sq Ft

  1934 SW Highland Rd, Portland, OR 97221

  Experience refined luxury in the coveted Highlands neighborhood of unincorporated Multnomah County. Set on 1.26 acres near Forest Park trails, the Oregon Zoo, and The Racquet Club, this 1930 architectural gem blends timeless elegance with modern updates. Featuring formal living and dining rooms, 7 fireplaces, and a 700+ bottle wine cellar, it's ideal for both entertaining and everyday living. The

  Stacy Niedermeyer Where, Inc

  

  1934 SW Highland Rd, Portland, OR 97221
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  /48

  $750,000 Sold Jun 09, 2025

  • 2,858 Sq Ft
  • $262/SF
  • 67 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1932

  1115 SW 57th Ave, Portland, OR 97221

  Welcome to 1115 SW 57th Ave, a stunning home in the highly sought-after Sylvan Highland neighborhood! This incredible 3-bedroom, 3-bath home sits high on the hill, offering breathtaking sunset views over the West Hills. With just under 3,000 square feet of living space on a spacious quarter-acre lot, this home is the perfect blend of luxury and comfort. Step inside and be greeted by an open floor

  Scott Edelman Move Real Estate Inc

  

  1115 SW 57th Ave, Portland, OR 97221
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  /32

  Est $961,323 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,839 Sq Ft

  4909 SW Elm Ln, Portland, OR 97221

  

  4909 SW Elm Ln, Portland, OR 97221
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  /48

  $799,999 Open Sat 12PM - 2PM

  • 4 Beds
  • 4 Baths
  • 3,742 Sq Ft

  6103 SW Salmon St, Portland, OR 97221

  PRICE RECENTLY REDUCED!!! With recent updates include a brand-new roof, ensuring peace of mind for years to come! Nestled in the sought-after Sylvan-Highlands neighborhood, this exceptional home offers the perfect blend of natural beauty, modern updates, and incredible entertaining spaces. Backing to a picturesque forest, enjoy privacy and breathtaking views right from your backyard. Inside,

  Steve Seislove John L. Scott

  

  6103 SW Salmon St, Portland, OR 97221
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  /47

  $1,300,000 Sold May 19, 2025

  • 3,337 Sq Ft
  • $390/SF
  • 9 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2017

  1402 SW 58th Ave, Portland, OR 97221

  Beautiful modern/contemporary home located in the sought after Sylvan-Highlands neighborhood This home blends beautiful outdoor areas with 3 flowing floors of natural light, high ceilings, an open floorplan and separate living quarters options on the lower floor; perfect for longer term guests, nanny or extra income? The main floor has an open kitchen with entertaining island, abundant

  Pat Kaplan Kaplan Real Estate Group

  

  1402 SW 58th Ave, Portland, OR 97221
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  /32

  Est $865,429 Not Listed For Sale

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

  1630 SW Highland Pkwy, Portland, OR 97221

  

  1630 SW Highland Pkwy, Portland, OR 97221
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  /40

  $899,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 3,082 Sq Ft

  4908 SW Barnes Rd, Portland, OR 97221

  $50,000 PRICE ADJUSTMENT! Forest Retreat Home in the West Hills! Tucked into the lush hillside, this custom Urban Renaissance home—once the builders own cherished residence—blends privacy, beauty, and proximity. Just minutes from NW 23rd, Pittock Mansion, the Japanese Gardens, and Zupans Market, you will feel a world away, yet delightfully connected.Step inside to a living space that stuns: a

  Yonette Fine Living Room Realty

  

  4908 SW Barnes Rd, Portland, OR 97221
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  /40

  $865,000 Sold May 05, 2025

  • 3,186 Sq Ft
  • $272/SF
  • 49 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1942

  1646 SW Parkview Ct, Portland, OR 97221

  Situated in the lush beauty of Sylvan Highlands, this dreamy mid-century daylight ranch blends timeless charm with modern updates. The main level features refinished hardwoods, an updated chef’s kitchen with high-end appliances, and a dining and living area that showcases views of the trees and creek beyond. Two spacious bedrooms share this level with the updated hall bathroom. Upstairs, the

  Kelly Calabria Eleete Real Estate

  

  1646 SW Parkview Ct, Portland, OR 97221
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  /32

  Est $973,616 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,753 Sq Ft

  1644 SW Highland Pkwy, Portland, OR 97221

  

  1644 SW Highland Pkwy, Portland, OR 97221
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  /48

  $1,197,000 Open Sun 2PM - 4PM

  • 5 Beds
  • 3.5 Baths
  • 3,818 Sq Ft

  1325 SW Upland Dr, Portland, OR 97221

  One-of-a-Kind Home in Sought-After SW Hills Neighborhood!Tucked into a rare, quiet setting that offers both peace & proximity, this exceptional SW Hills home is truly one of a kind. Featured in Oregon Home and Inspired House magazines, it blends thoughtful design with versatile living space to suit a variety of lifestyles.A connected 650-square-foot guest quarters, with its own outside access,

  Darcie VanderZanden Keller Williams Sunset Corridor

  

  1325 SW Upland Dr, Portland, OR 97221
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  /45

  $820,000 Sold Apr 30, 2025

  • 2,430 Sq Ft
  • $337/SF
  • 5 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1959

  4927 SW Elm Ln, Portland, OR 97221

  Offer Deadline 4/7 at 5:00pm Welcome to this beautifully renovated home, tucked into a peaceful forest setting while still just minutes from downtown. With easy access to the Zoo, Washington Park, and the stunning Portland Japanese Garden, you get the best of both nature and city life.Inside, no detail was overlooked. From the fully remodel kitchen adding a modern touch to the down to the studs

  Rocky Loring Redfin

  

  4927 SW Elm Ln, Portland, OR 97221
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  /33

  Est $809,921 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,036 Sq Ft

  6011 SW Salmon St, Portland, OR 97221

  

  6011 SW Salmon St, Portland, OR 97221
• 

  /2

  $1,299,500

  • 5 Beds
  • 3.5 Baths
  • 3,412 Sq Ft

  4500 W Burnside Rd, Portland, OR 97210

  This stunning Pacific NW home is situated on a secluded 1.31 acre parcel in the West Hills, just minutes from downtown Portland, Hoyt Arboretum, Washington Park, the Rose Garden, Pittock Mansion, and the Zoo. The updated one level home features a spacious layout filled with natural light. The gorgeous entry boasts French doors and slate tiles. The sunken living area includes a vaulted ceiling,

  Penny Douglas Oregon First

  

  4500 W Burnside Rd, Portland, OR 97210
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  /47

  $1,175,000 Sold Mar 21, 2025

  • 3,210 Sq Ft
  • $366/SF
  • 44 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1954

  4205 SW Torr Ln, Portland, OR 97221

  Welcome to your dream home! Nestled alongside the breathtaking landscapes of Washington Park, this charming mid-century ranch offers an exceptional blend of comfort and convenience. With direct access to the Marquam Trail right from your backyard gate and only a quick 5-minute walk to the Oregon Zoo entrance, you'll enjoy a lifestyle that embraces the beauty of nature and recreation.- **Spacious

  Chad Estes Coldwell Banker Bain

  

  4205 SW Torr Ln, Portland, OR 97221
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  /32

  Est $744,175 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,870 Sq Ft

  1309 SW 58th Ave, Portland, OR 97221

  

  1309 SW 58th Ave, Portland, OR 97221
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  /12

  $175,000

  • Land
  • 0.44 Acre
  • $397,727 per Acre

  906 SW Skyline Blvd, Portland, OR 97221

  Embrace the opportunity to create your dream home in the coveted Sylvan-Highlands neighborhood. This buildable lot is situated in a peaceful, wooded setting within a Single Family Residential Zone, allowing for the construction of a main home plus an ADU. Spanning approximately 19,166 square feet, the lot features a steeper slope and natural woodland, offering a serene and private environment.

  Ryann Reinhofer Thoroughbred Real Estate Group Inc

  

  906 SW Skyline Blvd, Portland, OR 97221
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  /39

  $975,000 Sold Feb 27, 2025

  • 3,334 Sq Ft
  • $292/SF
  • 17 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1948

  4786 SW Elm Ln, Portland, OR 97221

  If you're looking for a home that offers quick access to both Beaverton and Portland while feeling like you're nestled in the trees with the birds, this is the perfect spot! Located in the Sylvan Highlands, close to Washington Park and on the Sunset Highway bike trail, this home combines the convenience of urban living with the tranquility of suburban comfort. Thoughtfully updated, it features

  Bradley Wulf Keller Williams Realty Professionals

  

  4786 SW Elm Ln, Portland, OR 97221
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  /32

  Est $1,051,462 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,040 Sq Ft

  5770 SW Salmon St, Portland, OR 97221

  

  5770 SW Salmon St, Portland, OR 97221
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  /48

  $1,595,000

  • 5 Beds
  • 3.5 Baths
  • 4,628 Sq Ft

  6151 SW Mill St, Portland, OR 97221

  Sylvan Heights Mid-Century Modern with Legacy Gardens! Turn up the drive to discover a remarkable 1961 MCM home designed by noted architect Richard Marlitt. Integrated into 1.64 acres located in Portland’s prestigious Sylvan Heights, the home offers a rare blend of city convenience and natural tranquility. Welcomed by a circular drive bordered by mature maple, azalea, and magnolia, enter into a

  Lita Batho Living Room Realty

  

  6151 SW Mill St, Portland, OR 97221
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  /48

  $1,200,000 Sold Feb 14, 2025

  • 3,684 Sq Ft
  • $326/SF
  • 185 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1968

  1234 SW 57th Ave, Portland, OR 97221

  Discover your perfect home in Sylvan Highlands. This fully remodeled gem has 5 bedrooms, 4 full bathrooms, which includes a separate guest apartment for visitors or short-term rental opportunity. Step into the bright, open living area with vaulted ceilings, hardwood floors and abundant natural light. The gourmet kitchen features top-of-the-line appliances and a large center island, ideal for

  Michele Shea-han ELEETE Real Estate

  

  1234 SW 57th Ave, Portland, OR 97221
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  /17

  Est $803,063 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,686 Sq Ft

  5615 SW Jefferson St, Portland, OR 97221

  

  5615 SW Jefferson St, Portland, OR 97221
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  /47

  $870,000 Open Sun 10AM - 12PM

  • 4 Beds
  • 2.5 Baths
  • 2,810 Sq Ft

  5912 SW Yamhill St, Portland, OR 97221

  Check out this Beautiful Custom Home in Sylvan Heights. Central location at the top of a forested hill and right in the heart of the metro area. This is the Portland home you've been dreaming about. Large private lot, surrounded by nature. Fully-fenced, sustainable and low-maintenance yard with a sprinkler system and a sky bridge to the home's 2nd level. Smart and versatile floor plan. High

  Ronald Milligan Fiv Realty

  

  5912 SW Yamhill St, Portland, OR 97221
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  /38

  $585,000 Sold Jan 17, 2025

  • 2,513 Sq Ft
  • $233/SF
  • 95 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2019

  5763 SW Clay Ct, Portland, OR 97221

  Beautiful newer construction home with high-end finishes in desirable Sylvan Heights Neighborhood. 1 block from Odyssey Program at East Sylvan School and Skyline Fire Station. Set-back off 58th Ave, 1 exit from Oregon Zoo, World Forestry Center, and just minutes to downtown Portland! You MUST see inside to appreciate the quality craftsmanship and attention to detail. Hard-to-find oversized living

  Kirstan Rogers Keller Williams PDX Central

  

  5763 SW Clay Ct, Portland, OR 97221
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  /32

  Est $1,135,370 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,347 Sq Ft

  6120 SW Madison Ct, Portland, OR 97221

  

  6120 SW Madison Ct, Portland, OR 97221
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  /43

  $675,000

  • 6 Beds
  • 3 Baths
  • 2,518 Sq Ft

  6438 SW Barnes Rd, Portland, OR 97221

  Once upon a time, a group of friends and neighbors had a dream. "What if we built a place to live, grounded in stewardship of the land, held together with cooperative ethics, illuminated by our vision of a kind and responsible community?" That dream became reality: the Sunlight Community, fifteen freestanding condominium homes on eight wooded acres in Portland's SW Hills. A flagship community of

  Joan Rogers Windermere Realty Trust

  

  6438 SW Barnes Rd, Portland, OR 97221
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  /40

  $1,100,000 Sold Dec 04, 2024

  • 3,635 Sq Ft
  • $303/SF
  • 83 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1979

  4481 SW Fairview Circus, Portland, OR 97221

  Nestled against the lush backdrop of Portland’s world renowned Hoyt Arboretum in Washington Park, this exquisite Northwest Contemporary home offers an exceptional blend of modern design and natural beauty! An abundance of strategically positioned picture windows and skylights showcase the surrounding nature and creates a seamless connection between its stylish interiors and the lush outdoors. The

  Christy MacColl Windermere Realty Trust

  

  4481 SW Fairview Circus, Portland, OR 97221
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  /31

  Est $921,750 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,301 Sq Ft

  6060 SW Salmon St, Portland, OR 97221

  

  6060 SW Salmon St, Portland, OR 97221
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  /23

  $819,000

  • 3 Beds
  • 2.5 Baths
  • 2,829 Sq Ft

  5522 SW Jefferson St, Portland, OR 97221

  Why wait? This beautiful home comes with the opportunity to secure a lower interest rate— Call your real estate broker to get more details. This thoughtfully designed home offers the convenience of one-level living in a peaceful, serene setting, with dedicated spaces for hobbies and crafts. Surrounded by lush greenery, it features horizon views and a spacious deck for outdoor entertaining or

  Carey Blem Windermere Realty Trust

  

  5522 SW Jefferson St, Portland, OR 97221
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  /44

  $795,000 Sold Nov 13, 2024

  • 2,000 Sq Ft
  • $398/SF
  • 4 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1974

  880 SW 61st Dr, Portland, OR 97221

  Nestled on a serene 1/3 acre wooded lot in the highly sought-after and extremely quiet Sylvan Highlands neighborhood, this 2,000 sq. ft. home offers a perfect blend of nature and modern comfort. In the upper level, oak hardwood floors, floor-to-ceiling windows with motorized blinds, a wood-burning stone fireplace and a vaulted, beamed ceiling create a bright and open space with stunning views of

  Lauren Perreault Fiv Realty

  

  880 SW 61st Dr, Portland, OR 97221
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  /42

  Est $808,105 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,699 Sq Ft

  6041 SW Salmon St, Portland, OR 97221

  

  6041 SW Salmon St, Portland, OR 97221

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