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Homes for Sale in 97221

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  • /43

    $725,000

    • 4 Beds
    • 1.5 Baths
    • 3,047 Sq Ft

    5929 SW Taylor St, Portland, OR 97221

    Incredible brick colonial centrally situated between Burnside, Skyline and 26. This home is private yet has one of the most inviting yards you can image. Entering the front you are welcomed by manicured hedge and the cutest courtyard ever. Inside you will find gleaming hardwoods, wood burning fireplace and a large living room and dining room area. The kitchen is stunning accented by thick stone

    Jamie Meushaw eXp Realty, LLC

    5929 SW Taylor St, Portland, OR 97221
  • /44

    $995,000

    • 3 Beds
    • 3 Baths
    • 2,651 Sq Ft

    3741 SW Sweetbriar Dr, Portland, OR 97221

    Bridlemile Modern Musician’s Sanctuary in the SW Hills. This architect designed custom home located on a quiet, serene dead-end street is an absolute beauty and full of soul. It is Highly Designed, Green Minded with an expansive southern territorial view and is within walking distance of Bridlemile & St. Thomas More schools. The wonderfully light filled, open plan living space features large

    Lance George Marrs Portland Modern Real Estate

    3741 SW Sweetbriar Dr, Portland, OR 97221
  • /46

    $1,600,000

    • 5 Beds
    • 3.5 Baths
    • 5,592 Sq Ft

    5000 SW Hewett Blvd, Portland, OR 97221

    Beautifully updated estate on nearly one acre of private grounds with a separate pool house and studio or guest quarters. Tucked discreetly off prestigious Hewett Boulevard, this exquisite SW Hills retreat offers a refined blend of elegance, tranquility, and playful luxury. Set amid lush landscaping with a gracious circular drive, the property is designed for sophisticated living, memorable

    Wendy Martin Cascade Hasson Sotheby's International Realty

    5000 SW Hewett Blvd, Portland, OR 97221
  • /42

    $819,000

    • 4 Beds
    • 3 Baths
    • 2,844 Sq Ft

    5733 SW Salmon St, Portland, OR 97221

    Stunning Urban Retreat! Perched in the trees just minutes from downtown and NW Portland, this light-filled Northwest Contemporary offers a rare blend of privacy, architecture, and connection to nature. Vaulted ceilings and dramatic walls of windows frame lush green views from nearly every room. The thoughtfully designed 4-bedroom, 3-bath layout spans multiple levels, featuring hardwood floors, a

    Meg Dorick Urban Nest Realty

    5733 SW Salmon St, Portland, OR 97221
  • /35

    $1,250,000

    • 4 Beds
    • 3 Baths
    • 3,125 Sq Ft

    4780 SW Pendleton St, Portland, OR 97221

    Spectacular Hayhurst location pairs with top-notch construction in this pristine farmhouse-style home. Situated on a private corner lot, this versatile floorplan is filled with light thanks to 10’ ceilings and expansive windows. Luxury details shine throughout, including custom built-ins and cabinetry, shiplap accents, engineered hardwoods, and a gas fireplace with tile surround. The gourmet

    Andrea Dufresne Cascade Hasson Sotheby's International Realty

    4780 SW Pendleton St, Portland, OR 97221
  • /38

    $900,000

    • 4 Beds
    • 3 Baths
    • 3,227 Sq Ft

    1517 SW Highland Pkwy, Portland, OR 97221

    Private West Hills retreat just minutes from downtown and the Nike/Tech corridor! Light and bright with hardwood floors, a beautifully refreshed kitchen featuring stainless steel appliances, and an inviting layout that balances comfort and function. The home offers a flexible split floor plan with the original primary suite on the main and a stunning upper-level addition that includes a spacious

    Megan Jumago-Simpson Keller Williams Realty Professionals

    1517 SW Highland Pkwy, Portland, OR 97221
  • /48

    $1,495,000

    • 4 Beds
    • 3.5 Baths
    • 2,694 Sq Ft

    4515 SW 59th Ave, Portland, OR 97221

    Beautifully appointed one level custom home is ready for you! This stunning newer homestead has one of the finest finishes, workmanship, and attention to detail. You will be impressed with a perfect blend of modern design, along with classic European characteristics through-out. Inviting and open, the soaring vaulted ceiling in the main living area where the great room, kitchen, dining and

    Sohee Anderson Where, Inc

    4515 SW 59th Ave, Portland, OR 97221
  • /37

    $449,900

    • 2 Beds
    • 2 Baths
    • 1,826 Sq Ft

    6535 SW Canyon Ct, Portland, OR 97225

    Close to OHSU, with Washington County taxes and low HOA fees, this beautifully updated Sylvan Highlands end-unit townhome offers the perfect blend of privacy, convenience, and city access. Surrounded by trees and just minutes to downtown Portland, this light-filled home features vaulted ceilings, expansive windows, and an open, airy layout.The main level includes light hardwood floors, a cozy gas

    Kristina Horning Premiere Property Group, LLC

    6535 SW Canyon Ct, Portland, OR 97225
  • /48

    $1,095,000

    • 4 Beds
    • 2.5 Baths
    • 3,160 Sq Ft

    4221 SW 47th Dr, Portland, OR 97221

    Located in the heart of Bridlemile, this light-filled and thoughtfully updated home offers a comfortable blend of space, functionality, and connection to the outdoors. With 4 bedrooms, 2.5 bathrooms, a bonus room, mud room, and an oversized 2-car garage, the floor plan is designed for everyday living and easy entertaining. Large windows bring in beautiful natural light, highlighting wood beam

    Amy Rice Windermere Realty Trust

    4221 SW 47th Dr, Portland, OR 97221
  • /25

    $245,000

    • 2 Beds
    • 1 Bath
    • 896 Sq Ft

    5230 SW 42nd Ave Unit 7, Portland, OR 97221

    New flooring, new appliances, new paint, nice wood work throughout bus stop out front HOA includes water sewer and trash.

    Agent Photo

    Gilson Lipp

    Alliance Properties

    (971) 314-6209

    5230 SW 42nd Ave Unit 7, Portland, OR 97221
  • /47

    $1,450,000

    • 4 Beds
    • 3.5 Baths
    • 3,721 Sq Ft

    1430 SW Highland Rd, Portland, OR 97221

    Privately tucked away and thoughtfully renovated, this one-of-a-kind home sits in one of Portland’s most prestigious West Hills settings, surrounded by serene forest and designed for both beauty & livability. Welcome to 1430 SW Highland Rd — a truly one-of-a-kind residence where timeless materials, modern systems, and natural surroundings create a refined yet comfortable retreat. The heart of the

    Agent Photo

    Peter Cutile

    Modern Realty

    (971) 791-3292

    1430 SW Highland Rd, Portland, OR 97221
  • /13

    $949,000

    • 3 Beds
    • 3.5 Baths
    • 2,714 Sq Ft

    3800 SW Humphrey Blvd, Portland, OR 97221

    Complete privacy with stunning views of the city and mountains located in the prestigious Portland Heights/Green Hills area. Only minutes away from OHSU, downtown, and the Pearl District. Entry is by a gated driveway located on over a third of an acre of land, approximately 900 feet above the city. There are 3 bedrooms, and 3.5 baths on 2 floors with a double car garage. Ample additional parking

    Jacob Sanchez Next Generation Real Estate LLC

    3800 SW Humphrey Blvd, Portland, OR 97221
  • /33

    $1,600,000

    • 4 Beds
    • 3.5 Baths
    • 4,114 Sq Ft

    3425 SW 57th Ave, Portland, OR 97221

    Experience elevated living in this stunning custom luxury home, perfectly positioned against a peaceful greenbelt for ultimate privacy. Soaring 12ft ceilings & rich wood floors span the main level, creating an impressive, inviting atmosphere. The living room features a cozy gas fireplace & expansive picture windows that bring the outdoors in. The gourmet kitchen is a chef’s dream, boasting a

    Ariel Sasser Property Group NW

    3425 SW 57th Ave, Portland, OR 97221
  • /48

    $1,695,000

    • 4 Beds
    • 4.5 Baths
    • 7,008 Sq Ft

    3450 SW 44th Ave, Portland, OR 97221

    Set on nearly an acre of private, south-facing land, this beautifully updated mid-century home offers exceptional design, functionality, and breathtaking valley vistas. The thoughtfully designed floor plan provides mostly main-floor living, including generous living and dining areas, a spectacularly remodeled kitchen/family room, and three luxurious ensuite bedrooms. Perfectly suited for

    Erin Livengood Windermere Realty Trust

    3450 SW 44th Ave, Portland, OR 97221
  • /48

    $944,800

    • 4 Beds
    • 2.5 Baths
    • 3,334 Sq Ft

    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, Oregon Zoo and on the Sunset Highway bike trail, this home combines the convenience of urban living with the tranquility of suburban comfort. Thoughtfully updated, it

    Kurt Davidson Keller Williams Capital City

    4786 SW Elm Ln, Portland, OR 97221
  • /23

    $549,900

    • 3 Beds
    • 2 Baths
    • 1,250 Sq Ft

    5810 SW Vermont St, Portland, OR 97219

    Welcome to this stunning single-level home perfectly situated in one of Portland’s most desirable neighborhoods—just outside Multnomah Village and moments from Gabriel Park. This beautifully updated 3-bedroom, 2-bathroom residence combines modern comfort with timeless style. Step inside to find an open and inviting floor plan with fresh finishes throughout, including new flooring, updated

    Donovan Birch John L. Scott

    5810 SW Vermont St, Portland, OR 97219
  • /40

    $765,000

    • 3 Beds
    • 2 Baths
    • 2,102 Sq Ft

    604 SW Arboretum Cir, Portland, OR 97221

    Back on the market, no fault of the home. Tucked off Burnside, on a tree-lined setting and just a short jaunt to NW 23rd, this stunning custom one-level home offers the perfect blend of privacy, nature, and urban convenience. With neighborhood access to 200 acres of scenic trails in Hoyt Arboretum, it's a rare opportunity for those who crave natural surroundings without sacrificing location. The

    Dawn Meaney Real Broker

    604 SW Arboretum Cir, Portland, OR 97221
  • /48

    $1,200,000

    • 5 Beds
    • 4 Baths
    • 4,747 Sq Ft

    3611 SW Humphrey Blvd, Portland, OR 97221

    This gorgeous four-story home offers a truly special opportunity within a private community of just four residences, nestled on beautiful, park-like grounds just minutes from the city. Enjoy the serenity of the charming water fountain, nearby walking trails, and the convenience of being close enough to hike to the Oregon Zoo. Set high in the hills and only a ten-minute walk to Council Crest, the

    Danielle Jackson Berkshire Hathaway HomeServices NW Real Estate

    3611 SW Humphrey Blvd, Portland, OR 97221
  • /48

    $1,275,000

    • 6 Beds
    • 5 Baths
    • 6,021 Sq Ft

    4040 SW 53rd Place, Portland, OR 97221

    Grand residence in Wilcox Estates designed by renowned architect Kirtland Cutter.He worked with the Wilcox Family in the early 1900's to build their summer Wilcox Manor home & additional homes and structures That included this grand architectual gem . Cutter designed many well known homes, lodges and clubs includng the Autzen Mansion In NE PDX.This home bodes elegant colonial styling consistent

    Robert Atkinson Where, Inc

    4040 SW 53rd Place, Portland, OR 97221
  • /37

    $1,050,000

    • 4 Beds
    • 3 Baths
    • 2,676 Sq Ft

    5745 SW Gaines Ct, Portland, OR 97221

    A soulful NW Contemporary reimagined with intention and elevated in all the best ways. Rooted in warmth yet elevated in style, this home stands apart as one of Wilcox West’s rare gems. Clean architectural lines, oversized windows, and sun-filled spaces set the tone from the moment you arrive. The welcoming porch entry leads into a chic landing highlighted by a custom light fixture and modern

    Marie Boatsman Berkshire Hathaway HomeServices NW Real Estate

    5745 SW Gaines Ct, Portland, OR 97221
  • /27

    $237,000

    • 2 Beds
    • 1 Bath
    • 1,137 Sq Ft

    1500 SW Skyline Blvd Unit 13, Portland, OR 97221

    Wonderful middle floor, single level mid-century modern home located in Portland's West Hills. Very conveniently located only minutes from Hwy 26 & 217, downtown Portland and Beaverton in a secluded wooded area. Home features 2 bedrooms, large living room, dining room, galley kitchen, private covered patio, stainless steel appliances, stacked washer & dryer, 2 deeded parking spaces - one with

    Brian Talent Windermere Happy Valley

    1500 SW Skyline Blvd Unit 13, Portland, OR 97221
  • /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
  • /40

    $1,595,000

    • 4 Beds
    • 3.5 Baths
    • 3,372 Sq Ft

    5210 SW Hewett Blvd, Portland, OR 97221

    Modern Retreat in the Woods reimagined by Linden Brown Architecture invites you into this SW facing light-filled, private sanctuary. Tucked into the trees yet just minutes from the heart of the city, this home offers the perfect balance of privacy, style, and convenience. Clean architectural lines, rich natural light, beautiful custom oak built-ins, reclaimed brick accent walls all help to define

    Courtney Davies Where, Inc

    5210 SW Hewett Blvd, Portland, OR 97221
  • /11

    $549,000

    • Land
    • 0.39 Acre
    • $1,407,692 per Acre

    4142 SW Hamilton St, Portland, OR 97221

    Just a 2-minute walk to Hamilton Park and Bridlemile Elementary, this rare property in a beloved SW Portland neighborhood is ready for your vision. The existing home is livable and financeable with conventional lending—offering a unique path to secure buildable land without the typical cash-only hurdle. This lot .39 acre lot offers the chance to build your dream home on a quiet dead-end street,

    Kathleen O'Donnell ODonnell Group Realty

    4142 SW Hamilton St, Portland, OR 97221
  • /47

    $825,000

    • 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
  • /6

    $299,900

    • Land
    • 0.3 Acre
    • $999,667 per Acre

    4255 SW Beaverton Hillsdale Hwy, Portland, OR 97221

    Southwest Portland development opportunity! +/-13,211 square feet of RM2 land. Outstanding location near downtown, Hillsdale, Multnomah, shops, employers and transit! Possible to build up to 14 units, Buyer to do it's own due diligence. Developers package available upon request.

    Devin Bourne Bespoke Realty

    4255 SW Beaverton Hillsdale Hwy, Portland, OR 97221
  • /48

    $749,999

    • 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
  • /13

    $250,000

    • Land
    • 0.18 Acre
    • $1,388,889 per Acre

    4410 SW Hewett Blvd, Portland, OR 97221

    You will not find a better place to build your new home! The street is a quiet boulevard; rush hour means there are lots of folks walking dogs and babies and sprinkle in a bike rider or 7.This lot has never had a house built on it, but the adjacent lot did. Both lots are available together (save $50,000 by buying both!) or separate.

    Pete Kirby Kirby Real Estate LLC

    4410 SW Hewett Blvd, Portland, OR 97221
  • /21

    $500,000

    • Land
    • 0.4 Acre
    • $1,250,000 per Acre

    4410 SW Hewett Blvd, Portland, OR 97221

    Here is your opportunity to build one or two houses on a fabulous street near Council Crest. Both lots purchased together will save you $50,000 off the separate lot prices.Hewett Blvd is perfectly located and is a quiet street. Rush hour means there are lots of babies in strollers and more dogs being walked; there are a sprinkling of bicycles riding by as well.A downtown commute is a breeze

    Pete Kirby Kirby Real Estate LLC

    4410 SW Hewett Blvd, Portland, OR 97221
  • /18

    $300,000

    • Land
    • 0.22 Acre
    • $1,363,636 per Acre

    4410 SW Hewett Blvd, Portland, OR 97221

    Build your dream home on this lot, or build your wildest dream home by buying the adjacent lot as well and save $50,000 off the price of each lot individually.This lot previously had a home built on it and is mostly cleared. Great location near Council Crest with great schools. Easy commute to Downtown taking the scenic back roads.

    Pete Kirby Kirby Real Estate LLC

    4410 SW Hewett Blvd, Portland, OR 97221
  • /41

    $25,000,000

    • 8 Beds
    • 15 Baths
    • 25,568 Sq Ft

    4311 SW Greenleaf Dr, Portland, OR 97221

    This iconic Tudor Revival estate in Portland’s West Hills has been reborn through a nearly $20 million renovation, blending historic charm with the ultimate in contemporary luxury. Originally crafted in 1930 by celebrated architect Roscoe D. Hemenway, the 25,568-square-foot residence has been meticulously transformed by JHL Design and Green Gables Restoration with a reimagined interior

    Terry Sprague LUXE Forbes Global Properties

    4311 SW Greenleaf Dr, Portland, OR 97221
  • /8

    $100,000

    • Land
    • 0.52 Acre
    • $192,308 per Acre

    0 W Burnside Rd, Portland, OR 97210

    3 separate tax lots! Great opportunity to own .52 acres in the desirable Arlington Heights neighborhood. Build your dream home on this blank canvas and its tranquil setting. Take advantage of all the Forest Park and Washington Park hiking trails, Hoyt Arboretum, Oregon Zoo, and close proximity to everything Downtown Portland has to offer!

    Steve Nassar Premiere Property Group, LLC

    0 W Burnside Rd, Portland, OR 97210
  • /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
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