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Homes for Sale in 97221

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  • /48

    $935,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 2,452 Sq Ft

    1433 SW Highland Rd, Portland, OR 97221

    On a very special street in one of Portland's most sought-after neighborhoods, you'll find a private city oasis offering a wonderfully rare combination of features: a large, private lot with minimal landscaping; southern exposure and incredible natural light amidst a backdrop of trees; a quiet, peaceful setting in an amazingly close-in, convenient location; exceptional privacy and space to breath

    Agent Photo

    Katie Sengstake

    Windermere Realty Trust

    (971) 390-2878

    1433 SW Highland Rd, 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
  • /43

    $835,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 1,827 Sq Ft

    5138 SW Santa Monica Ct, Portland, OR 97221

    OPEN SATURDAY 01/24 12-2PM. This beautiful, recently updated 3 bedroom, 2.5 bathroom home offers bright and comfortable one-level living on an oversized corner lot in the desirable Bridlemile neighborhood. A striking wrought iron double door entry with glass inserts sets the tone and invites you into a light-filled interior designed for both everyday living and entertaining. The central living,

    Agent Photo

    Jeff Birndorf

    Cascade Hasson Sotheby's International Realty

    (971) 601-3014

    5138 SW Santa Monica Ct, Portland, OR 97221
  • /40

    $795,000

    • 5 Beds
    • 3 Baths
    • 3,024 Sq Ft

    4940 SW Humphrey Park Rd, Portland, OR 97221

    An incredibly unique and extraordinarily functional floorplan is the highlight of this immaculate Allison Dean Designed & Built Home. Large Windows in every room embrace the serene, wooded setting that evokes the middle of a forest rather than the conveniently close ammenities such as desirable schools, Washington Park, Zoo and the downtown/nw 23rd/pearl districts. Super easy/quick access to OHSU

    Dee Reddy The Group Real Estate Services

    4940 SW Humphrey Park Rd, 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
  • /48

    $995,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 4.5 Baths
    • 4,018 Sq Ft

    6145 SW Sweetbriar Ct, Portland, OR 97221

    Located on the coveted Sweetbriar Court, this home has recently been refreshed and is ready for its next chapter! The main floor is an open great room with hardwood floors, a gas fireplace and large windows that overlook the covered front porch. The kitchen is a chef's delight with a 6 burner gas cooktop, wall oven & microwave and so much cabinetry & workspace. New quartz counters and freshly

    Jennifer Turner Lovejoy Real Estate

    6145 SW Sweetbriar Ct, 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
  • /29

    $769,000

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

    5522 SW Jefferson St, Portland, OR 97221

    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 quiet afternoons. The heart of the home is a large kitchen island that opens into the great room, creating a seamless flow for everyday living.

    Carey Blem Windermere Realty Trust

    5522 SW Jefferson St, Portland, OR 97221
  • /34

    $619,000

    • 5 Beds
    • 3.5 Baths
    • 2,396 Sq Ft

    5537 SW Seymour Ct, Portland, OR 97221

    Close to Gabriel Park, Forest Park hiking trails, Washington Park, Zoo and Children's museum, International rose test garden. Close to many well-known private schools. Conveniently close to downtown, high-tech corridor. Walk out level backyard, hardwood floors. Updated window coverings and light fixtures. One level living with wood burning fireplace, large windows facing south. Garage converted

    Peggy Hoag Hoag Real Estate

    5537 SW Seymour Ct, 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
  • /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
  • /48

    $3,000,000

    • 7 Beds
    • 7 Baths
    • 10,963 Sq Ft

    4414 SW Semler Way, Portland, OR 97221

    Mid-century modern masterpiece by renowned architect Walter Gordon, celebrated for seamlessly blending indoor and outdoor spaces. This architectural gem features floor-to-ceiling glass walls, skylights, expansive rooms, travertine floors, accent walls, a sunken living room, built-in bookcases, and soaring ceilings. The primary ensuite will absolutely wow you with glass wall, fireplace,

    Dill Ward eXp Realty, LLC

    4414 SW Semler Way, Portland, OR 97221
  • /42

    $1,650,000

    • 4 Beds
    • 3.5 Baths
    • 4,437 Sq Ft

    3718 SW Hillside Dr, Portland, OR 97221

    Tucked into the SW Hills, this modern home was designed to embrace light, space, and sweeping south-facing views. Built in 2019, its clean, contemporary architecture spans 4,437 sq ft with an effortless sense of balance and flow. Expansive windows flood the open main level with natural light, connecting a statement kitchen featuring a 6-burner Fulgor Milano cooktop and range, Viking appliances,

    Suzann Baricevic-Murphy Where, Inc.

    3718 SW Hillside Dr, 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
  • /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
  • /47

    $825,000 Open Sun 12PM - 2PM

    • 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
  • /30

    $785,000

    • 4 Beds
    • 4 Baths
    • 4,380 Sq Ft

    5381-5383 SW Humphrey Blvd, Portland, OR 97221

    Set along a private lane in Portland’s West Hills, this classic mid-century duplex offers timeless style and exceptional livability. Both units showcase original hardwood floors and two wood-burning fireplaces, creating inviting interiors filled with warmth and character. Functional layouts promote effortless flow through the living, dining, and kitchen spaces, while the lower levels provide

    Macey Laurick Windermere Realty Trust

    5381-5383 SW Humphrey Blvd, Portland, OR 97221
  • /42

    $789,900

    • 4 Beds
    • 2 Baths
    • 2,450 Sq Ft

    3708 SW Patton Rd, Portland, OR 97221

    This is one of those homes that simply feels special. Built in 1925 and a long-time home to an artist, this Portland classic blends creative history with thoughtful modern updates and sweeping views. While Patton Road sees moderate activity, the experience changes immediately upon entry. The home feels quiet, warm, and inviting, with cozy rooms, layered textures, a gas fireplace, and the comfort

    Lindsay Borg Oregon First

    3708 SW Patton Rd, Portland, OR 97221
  • /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
  • /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
  • /40

    $765,000

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

    604 SW Arboretum Cir, Portland, OR 97221

    OPEN HOUSE SATURDAY DECEMBER 20th 1:00.-3:00pm. 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

    Dawn Meaney Real Broker

    604 SW Arboretum Cir, 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
  • /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
  • /40

    $1,745,000

    • 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
  • /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
  • /48

    $1,275,000

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

    4040 SW 53rd Place, Portland, OR 97221

    Open Sunday 01/18/2026 from 1:00pm to 3:00pm.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

    Robert Atkinson Where, Inc

    4040 SW 53rd Place, Portland, OR 97221
  • /18

    $419,900

    • 2 Beds
    • 1 Bath
    • 815 Sq Ft

    3946 SW Cullen Blvd, Portland, OR 97221

    Hello, Future Owner — Welcome Home to Hayhurst. I’ve been standing proudly on this sunny corner in the heart of Hayhurst for decades, and I’ve never looked better. Recently refreshed and thoughtfully renovated, I’ve held onto my original charm while gaining a sparkle I can’t wait to share with you. Step onto my large front porch — the perfect spot for morning coffee, evening chats, or simply

    Darryl Bodle Keller Williams Realty Portland Premiere

    3946 SW Cullen Blvd, 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
  • /47

    $2,500,000

    • 4 Beds
    • 3.5 Baths
    • 5,570 Sq Ft

    5720-5724 SW Barnes Rd, Portland, OR 97221

    Discover a rare close-in compound that offers privacy, flexibility, and estate-like amenities just minutes from the city. This exceptional property includes a traditional main house surrounded by beautifully landscaped gardens and grounds, along with a collection of versatile structures and outdoor spaces designed for both everyday living and entertaining. The property features a pool and spa

    Macey Laurick Windermere Realty Trust

    5720-5724 SW Barnes 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
  • /46

    $1,095,000

    • 4 Beds
    • 3.5 Baths
    • 3,366 Sq Ft

    3644 SW 48th Place, Portland, OR 97221

    NEW PRICE! Totally turn key Mid Century Daylight ranch in arguably the best west side neighborhood Wilcox Estates! One of the only walkable neighborhoods in the Southwest Hills of Portland includes a neighborhood pool and tennis courts. This one truly has it all: Huge great room floor plan with open layout is an entertainers dream! Gourmet chefs kitchen has a large island with seating for four.

    Brian Getman Where, Inc

    3644 SW 48th Place, 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
  • /48

    $1,600,000

    • 4 Beds
    • 3.5 Baths
    • 3,809 Sq Ft

    4302 SW Terlyn Ct, Portland, OR 97221

    This stunning traditional sits on nearly a third of an acre at the end of a quiet cul-de-sac in the highly desirable Bridlemile neighborhood. A one of a kind floor plan and head to toe remodel that is meticulously maintained and enjoys a forest like green space off the back. The main level features a show stopping kitchen that has all new cabinets, quartz countertops, tile backsplash, a Wolf

    Tracy Hasson Cascade Hasson Sotheby's International Realty

    4302 SW Terlyn Ct, Portland, OR 97221
  • /43

    $819,000

    • 4 Beds
    • 2.5 Baths
    • 2,944 Sq Ft

    3360 SW Hamilton St, Portland, OR 97239

    Perched above Hillsdale and on the Southwest slopes of Council Crest with territorial views, this solid and classic 1950's home provides a flexible floor plan, practical and stylish updates. Freshly refinished hardwood floors and original Roman Brick fireplace harken back to the time when quality materials and craftsmanship still ruled the construction industry.Sunlight pours through generous

    Chris Bonner Neighbors Realty

    3360 SW Hamilton St, Portland, OR 97239
  • /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
  • /23

    $569,000 Open Sun 1PM - 2:30PM

    • 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
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