Homes for Sale in 97221

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  /47

  $750,000

  • 4 Beds
  • 4 Baths
  • 2,526 Sq Ft

  5017 SW Fairvale Ct, Portland, OR 97221

  Welcome to a truly exceptional offering in one of Southwest Portland’s most sought-after neighborhoods. Tucked away on a quiet, dead-end street in the coveted Hayhurst neighborhood, this meticulously updated and remodeled residence blends modern functionality with charm. All set on a sprawling, private lot designed for everyday comfort and unforgettable entertaining.With approximately 2,600

  

  Sean Mele

  Opt

  (503) 512-6845

  

  5017 SW Fairvale Ct, Portland, OR 97221
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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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  /47

  $1,300,000

  • 5 Beds
  • 4 Baths
  • 5,172 Sq Ft

  5112 SW Hewett Blvd, Portland, OR 97221

  A private urban retreat with timeless elegance. Tucked into a tranquil, forested setting, this custom-built home is a rare blend of seclusion, scale, and sophistication. Grand in both vision and volume, the home welcomes you with soaring ceilings, oversized rooms, and expansive windows that invite in the light and beauty of the surrounding landscape. The main level features gleaming hardwood and

  

  Michael Green

  Coldwell Banker Bain

  (503) 897-1413

  

  5112 SW Hewett Blvd, Portland, OR 97221
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  /48

  $1,800,000

  • 4 Beds
  • 3.5 Baths
  • 4,079 Sq Ft

  4183 SW Greenleaf Dr, Portland, OR 97221

  This is the one you’ve been waiting for—an architectural stunner in Portland’s coveted Southwest Hills neighborhood, where design, technology, and serenity meet. Perched along SW Greenleaf Drive, this showpiece home combines striking lines, panoramic views, and modern updates throughout—a rare blend of iconic mid-century design and forward-thinking smart home living.From the moment you arrive,

  

  Peter Cutile

  Modern Realty

  (503) 714-9117

  

  4183 SW Greenleaf Dr, Portland, OR 97221
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  /43

  $565,000

  • 3 Beds
  • 2 Baths
  • 1,148 Sq Ft

  4623 SW 55th Place, Portland, OR 97221

  Excellent opportunity, now priced well under market. Welcome to this sweet, move-in-ready, well-maintained one-level gem in Bridlemile, one of Portland's most serene and desirable neighborhoods. This home offers a rare blend of tranquility and convenience. Located right next to the SW Trail system for easy nature walks and adventures. A small, seasonal creek crossing the back corner of the

  Mel Marzahl Living Room Realty

  

  4623 SW 55th Place, Portland, OR 97221
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  /48

  $775,000

  • 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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  /27

  $284,900

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

  1500 SW Skyline Blvd Unit 17, Portland, OR 97221

  ~Serene Living~Desired Location~TWO Deeded Parking Spaces Included~ Healthy HOA!~Heat and AC~ Top Floor-CORNER UNIT~Located in the heart of the tech corridor, this home offers a rare combination of peace and convenience—just minutes from hiking trails, restaurants, and the vibrant energy of the city. Set on the second floor and surrounded by mature trees, it feels like a private retreat, with a

  Michelle Loggins Redfin

  

  1500 SW Skyline Blvd Unit 17, Portland, OR 97221
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  /36

  $599,000

  • 3 Beds
  • 3 Baths
  • 2,707 Sq Ft

  4754 SW Admiral St, Portland, OR 97221

  Nestled in a charming, well-established neighborhood, this spacious and versatile home sits on a rare double lot. The main level features three bedrooms, two full bathrooms, a private office, and a bright sunroom that opens onto a large deck—ideal for seamless indoor-outdoor living and entertaining.Upstairs, you'll find a versatile bonus room—perfect for a playroom or additional office space. The

  Dana Castro Redfin

  

  4754 SW Admiral St, Portland, OR 97221
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  /40

  $889,900

  • 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
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  /36

  $875,000

  • 3 Beds
  • 2.5 Baths
  • 1,802 Sq Ft

  5138 SW Santa Monica Ct, Portland, OR 97221

  The One You’ve Been Waiting For—A Beautifully Remodeled Retreat in SW Portland! Tucked on a quiet cul-de-sac, this single-level stunner blends timeless charm with modern ease. From the moment you enter through the grand wrought iron double doors, you feel it—this home is something special. The light-filled living spaces flow effortlessly, from living room, dining room, to family room with

  Cinnamin Webb Redfin

  

  5138 SW Santa Monica Ct, Portland, OR 97221
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  /48

  $885,000

  • 3 Beds
  • 2.5 Baths
  • 2,745 Sq Ft

  4067 SW Kanan Dr, Portland, OR 97221

  **OPEN Saturday, 8/16 11-1PM!** Tucked away on a quiet street in the heart of Portland’s desirable Hayhurst neighborhood, this charming 1926 home with an expansive 0.42 acre lot offers the perfect blend of comfort, character, and outdoor living. Steeped in period charm, the home boasts beautiful crown molding, gleaming oak hardwood floors on the main level, and timeless architectural details that

  Christy MacColl Windermere Realty Trust

  

  4067 SW Kanan Dr, Portland, OR 97221
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  /36

  $830,000

  • 5 Beds
  • 3 Baths
  • 3,379 Sq Ft

  4740 SW Lowell Ct, Portland, OR 97221

  Welcome to this beautifully cared-for Bridlemile home, tucked beneath a tranquil forest canopy on a quiet cul-de-sac. Blending timeless character with smart updates, this home offers the perfect balance of comfort, space, and natural beauty in one of Portland’s most coveted neighborhoods. Step inside to an airy, open main level where the living room, dining room, and family room all look out over

  Darcie Alexander Think Real Estate

  

  4740 SW Lowell Ct, Portland, OR 97221
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  /47

  $625,000

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft

  5040 SW Iowa St, Portland, OR 97221

  Rad Ranchalow in the heart of the beloved Hayhurst Community! This house just exudes vibes of peace and tranquility. Across from Hayhurst Elementary and just down the street from Pendleton Park. A quick jaunt to Multnomah Village and even shorter distance to Gabriel Park, Laughing Planet & Sunny’s FroYo! Functional floorplan makes the most of the square footage; this place lives large!! Office

  Drew Burchette Real Broker

  

  5040 SW Iowa St, Portland, OR 97221
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  /36

  $515,000

  • 2 Beds
  • 1 Bath
  • 1,578 Sq Ft

  6310 SW 35th Ave, Portland, OR 97221

  This charming 1928 bungalow with a walk-out basement sits on a sunny corner lot in Portland's desirable Hayhurst/Vermont Hills neighborhood. The main level features two bedrooms, a full bathroom, and a third flexible room—ideal for a home office, nursery, or creative space. The daylight basement has been tastefully updated and opens directly to a south-facing, level backyard with endless

  Kelly Hatler Premiere Property Group, LLC

  

  6310 SW 35th Ave, Portland, OR 97221
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  /33

  $1,600,000

  • 4 Beds
  • 5 Baths
  • 4,550 Sq Ft

  5046 SW Hilltop Ln, Portland, OR 97221

  Enchanting 1942 home sits on a private, beautiful acre on one of Portland's most sought after streets. Brimming with timeless charm, the home offers four bedrooms, a sunroom, and two separate office spaces—ideal for modern living. 2 car attached garage plus additional 2 car detached garage great for additional storage or hobby space. Thoughtful architectural details and a warm, inviting layout

  Marcia Walsh Where, Inc

  

  5046 SW Hilltop Ln, 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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  /43

  $1,475,000

  • 5 Beds
  • 3.5 Baths
  • 5,009 Sq Ft

  4191 SW Greenleaf Dr, Portland, OR 97221

  Experience the best of modern NW living in this stunning architectural masterpiece perched on one of Portland’s most coveted streets. On nearly half an acre of lush, private landscape, this home offers a rare blend of clean, contemporary design and breathtaking natural surroundings. With 5 spacious bedrooms, 3.5 bathrooms, and over 5,000 square feet of living space spread across three levels,

  Robin Springer Windermere Realty Trust

  

  4191 SW Greenleaf Dr, Portland, OR 97221
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  /47

  $995,000

  • 4 Beds
  • 3.5 Baths
  • 3,279 Sq Ft

  5701 SW Hamilton St, Portland, OR 97221

  A Backyard That Made It Home Perched on nearly half an acre, this updated 1962 day ranch blends timeless finishes with a deep sense of ease. Main-level living, elegant updates, and thoughtful design define every corner—from the gourmet kitchen to the custom tiered deck that overlooks a serene creek and charming wooden bridge.Inside, three fireplaces bring

  Shannon Baird Windermere Realty Trust

  

  5701 SW Hamilton St, Portland, OR 97221
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  /44

  $1,040,000

  • 3 Beds
  • 3.5 Baths
  • 2,971 Sq Ft

  4041 SW 55th Dr, Portland, OR 97221

  Welcome to 55th Dr! You’ll love living in the desirable Greentree/Wilcox neighborhood of SW Portland just minutes from Hwy 26 and all the best amenities in and around the greater Portland Metro. 4041 is stunning and boasts an excellent layout that lives large in the everyday and entertaining large groups inside and out with 2 outstanding large patios! You’ll feel right at HOME when you walk in

  Sarah Malarkey Opt

  

  4041 SW 55th Dr, Portland, OR 97221
• 

  

  /45

  $990,000

  • 4 Beds
  • 4 Baths
  • 3,752 Sq Ft

  5007 SW Humphrey Park Rd, Portland, OR 97221

  Tucked into the peaceful, tree-lined hills of Southwest Portland, The Hobby Haus blends vintage 1970s character with modern flexibility. Surrounded by trees and lush landscaping, this private woodland retreat offers the perfect place to live, work, and play. With 6 spacious bedrooms, there’s room to spread out—for remote work, guests, creative pursuits, or multi-generational living. Host

  Amy McMahon Windermere Realty Trust

  

  5007 SW Humphrey Park Rd, Portland, OR 97221
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  /33

  $1,650,000

  • 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
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  /35

  $1,495,000

  • 5 Beds
  • 3.5 Baths
  • 4,629 Sq Ft

  6230 SW Patton Rd, Portland, OR 97221

  Stunningly updated—newly remodeled in 2024—this home sits on a tranquil 0.8-acre lot in a quiet cul-de-sac, offering rare privacy in unincorporated Multnomah County. Make living elegant and fun in this light, bright, open concept floor plan. Large kitchen, high ceilings, with a massive island that opens to the family room.The layout is ideal for entertaining, featuring refinished hardwood floors

  Marcia Weiss Where, Inc

  

  6230 SW Patton Rd, Portland, OR 97221
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  /48

  $1,149,000

  • 4 Beds
  • 3.5 Baths
  • 4,142 Sq Ft

  4305 SW 58th Ave, Portland, OR 97221

  Masterpiece in Bridlemile. A labor of love, this beautiful NW Contemporary home has been thoughtfully updated with custom touches throughout. Warm cedar walls with soaring vaulted ceilings will have you wanting to cozy up to a warm fire and your favorite book while taking in the amazing light that trickles into the living room. The kitchen has been elegantly remodeled with Quartzite countertops,

  Jonathan Martinez Real Broker

  

  4305 SW 58th Ave, Portland, OR 97221
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  /48

  $1,690,000

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

  5000 SW Hewett Blvd, Portland, OR 97221

  A Private Sanctuary in the Heart of Portland’s Prestigious SW Hills. Tucked privately off prestigious Hewett Boulevard, this exquisite estate in the coveted SW Hills offers an inspired blend of elegance, privacy, and playful luxury. Set on nearly an acre of lush grounds with a gracious circular drive, this home is a rare retreat, designed as much for sophisticated living as for unforgettable

  Kendall Bergstrom-DeLancellotti Cascade Hasson Sotheby's International Realty

  

  5000 SW Hewett Blvd, Portland, OR 97221
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  /43

  $985,000

  • 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
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  /45

  $958,800

  • 3 Beds
  • 2.5 Baths
  • 2,630 Sq Ft

  4300 SW Hewett Blvd, Portland, OR 97221

  Perched high among the trees, this modern treehouse combines cutting-edge design with the tranquility of nature. The exterior is clad in new fiber cement siding, offering both durability and a sleek, contemporary look that harmonizes with the natural surroundings. Large, newly installed, energy-efficient windows flood the interior with natural light and provide breathtaking views of the forested

  William Gilliland Windermere Realty Trust

  

  4300 SW Hewett Blvd, Portland, OR 97221
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  /40

  $619,900

  • 3 Beds
  • 3 Baths
  • 1,800 Sq Ft

  6518 SW 35th Ave, Portland, OR 97221

  Prime location just a few blocks from Gabriel Park and Southwest Community Center, and minutes from Multnomah Village, Hillsdale, and MJCC! This solid 3-bedroom, 3-bathroom home offers fantastic potential with a lower level that could easily convert into a 4th bedroom or separate living quarters—perfect for roommates or multigenerational living. Enjoy the versatile outdoor space, featuring a

  Steven West All Professionals Real Estate

  

  6518 SW 35th Ave, Portland, OR 97221
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  /47

  $599,000

  • 3 Beds
  • 2 Baths
  • 2,468 Sq Ft

  6452 SW Loop Dr, Portland, OR 97221

  Don't miss out on this classic Midcentury Marvel located in the highly desirable Hayhurst/Vermont Hills neighborhood. This Quis essential 1950's home has been beautifully maintained and updated with an amazing "parklike" setting throughout the grounds. A lower level invites numerous options for separate living quarters if one's needs dictate as such. If not, it certainly provides great

  Gregg Bates Where, Inc

  

  6452 SW Loop Dr, Portland, OR 97221
• 

  

  /12

  $319,000

  • Land
  • 0.42 Acre
  • $759,524 per Acre

  6336 SW Seymour St Unit B, Portland, OR 97221

  Spacious and private .42 acre lot, ideal for your dream home or development opportunity for up to 5 cottages! Tree lined flag lot offers extra privacy, with endless possibility to build what your heart desires. Add a swimming pool, garden, or sport court! Lot is level, with utilities already connected. Nestled in a quiet neighborhood near Scholls Ferry Rd., home is convenient to New Seasons, Fred

  Joe Liu Keller Williams PDX Central

  

  6336 SW Seymour St Unit B, Portland, OR 97221
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  /27

  $247,000

  • 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
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  /41

  $625,000

  • 3 Beds
  • 2.5 Baths
  • 1,866 Sq Ft

  4606 SW Martha St, Portland, OR 97221

  Opportunities like this don’t come along often! Commanding its hilltop setting near Multnomah Village, this beautifully updated Portland home offers style, comfort, and an ideal location with top-rated schools and quick access to downtown. Step through the covered entry into a light-filled Two-story space complete with open stair and bathed in natural light from skylight overhead. Looking over

  Rex Buchanan Opt

  

  4606 SW Martha St, Portland, OR 97221
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  /48

  $845,000

  • 2 Beds
  • 2.5 Baths
  • 1,622 Sq Ft

  315 SW 48th Dr, Portland, OR 97221

  Fun and dramatic contemporary home in the West Hills, just minutes from NW 23rd and the Hoyt Arboretum. The unique great room features a gourmet kitchen, a large eating bar, and access to a private patio with a striking Turkish wall water feature. Two primary suites boast soaring vaulted wood ceilings, walk-in closet, private decks, loft spaces, and beautifully etched glass accents. Expansive

  Reed Bright Matin Real Estate

  

  315 SW 48th Dr, Portland, OR 97221
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  /47

  $749,900

  • 4 Beds
  • 3 Baths
  • 2,199 Sq Ft

  4819 SW Hamilton St, Portland, OR 97221

  Total remodel of this mid-century home in the heart of the desirable Bridlemile neighborhood. Tucked into a large lot with a pass-through driveway, this home blends timeless mid-century design with thoughtful, modern updates. Inside features a magazine-worthy kitchen with custom cabinetry, quartz counters, spacious island and beautiful oak flooring. The newly added primary suite is a serene

  Angela Stevens Keller Williams Realty Professionals

  

  4819 SW Hamilton St, Portland, OR 97221
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  /33

  $1,995,000

  • 4 Beds
  • 4 Baths
  • 4,436 Sq Ft

  4560 SW 59th Ave, Portland, OR 97221

  Located in Honey Hill Farms, this custom Northwest contemporary home spans 4,436 square feet over three levels, offering upscale living. The main floor features an open great room with vaulted ceilings and a premium kitchen equipped with wolf appliances, quartz countertops, and an espresso maker. Upstairs, the primary suite boasts a soaking tub, walk-in shower, and sizable closet. The lower level

  Zach Foushee Harnish Company Realtors

  

  4560 SW 59th Ave, Portland, OR 97221
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  /46

  $2,185,000

  • 5 Beds
  • 3.5 Baths
  • 3,072 Sq Ft

  4311 SW 36th Place, Portland, OR 97221

  Built by iBuildPDX and designed by Steelhead Architecture to be lived in by the Owner of custom home builder, iBuildPDX, Ed Valik, who demands excellence in design and workmanship, this 5br, 3.5bth home is a Modern Masterpiece perfectly centered in SW Portland. The Bastion House, named by Ed Valik to symbolize what he describes as a “a stronghold and safe haven”, iBuild transformed this site into

  Jason Mendell eXp Realty, LLC

  

  4311 SW 36th Place, Portland, OR 97221
• 

  

  /19

  $499,900

  • 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
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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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  /38

  $920,000

  • 4 Beds
  • 3 Baths
  • 2,456 Sq Ft

  4220 SW Tunnelwood St, Portland, OR 97221

  Nestled on a quiet dead-end street in the sought-after Bridlemile neighborhood, this beautiful Mid Century Modern home offers the perfect blend of privacy, style, and natural surroundings. Inside, you’ll find hardwood floors, a soaring vaulted living room filled with natural light and a modern kitchen with quartz countertops and stainless steel appliances. The flexible floor plan features five

  Mendi Mei James & Associates Real Estate, Inc

  

  4220 SW Tunnelwood St, Portland, OR 97221
• 

  

  /40

  $1,795,000

  • 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
• 

  

  /35

  $375,000

  • 2 Beds
  • 1.5 Baths
  • 1,640 Sq Ft

  4819 SW Beaverton Hillsdale Hwy, Portland, OR 97221

  This townhome blends natural beauty, smart layout, and unbeatable convenience—all just minutes from the city. Out back, a private deck overlooks a year-round creek lined with trees that transform with the seasons. The setting is peaceful and full of life: songbirds throughout the day, owls calling at night, and the occasional deer passing through. Inside, the main level features wood floors,

  Selina Herrera MORE Realty

  

  4819 SW Beaverton Hillsdale Hwy, Portland, OR 97221

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