Homes for Sale in 97221

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  /47

  $1,275,000

  • 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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  /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
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  /33

  $1,550,000

  • 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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  /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
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  /45

  $825,000 Open Sun 2PM - 4PM

  • 4 Beds
  • 2 Baths
  • 2,918 Sq Ft

  4140 SW Dakota St, Portland, OR 97221

  She's a 10 out of 10! Situated on an oversized corner lot this mid-century home is the one you've been waiting for. Perched high above the street this home is drenched in natural light and boasts territorial views including breath-taking sunsets! The home has been updated from top to bottom while still leaving the architectural character intact. It's the perfect combination of modern comfort and

  Barbara Carbone Keller Williams Realty Portland Premiere

  

  4140 SW Dakota St, Portland, OR 97221
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  /33

  $1,070,000

  • 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
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  /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
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  /44

  $1,550,000 Open Sun 11AM - 1PM

  • 4 Beds
  • 2.5 Baths
  • 3,104 Sq Ft

  5044 SW Windsor Ct, Portland, OR 97221

  Nestled on a private 0.29-acre lot in Portland’s desirable Wilcox Estates, this recently remodeled mid-century modern home embodies relaxed sophistication and timeless design. Expansive windows fill the vaulted, light-filled interiors with natural warmth, showcasing wood floors and thoughtfully curated finishes throughout. The open-concept great room connects seamlessly to a designer kitchen

  Macey Laurick Windermere Realty Trust

  

  5044 SW Windsor Ct, Portland, OR 97221
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  /48

  $1,850,000

  • 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
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  /46

  $1,199,800

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

  3644 SW 48th Place, Portland, OR 97221

  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. Adjacent

  Brian Getman Where, Inc

  

  3644 SW 48th Place, Portland, OR 97221
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  /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
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  /48

  $1,275,000

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

  4040 SW 53rd Place, Portland, OR 97221

  Open Sunday 11/30/2025 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
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  /25

  $1,850,000

  • 5 Beds
  • 4.5 Baths
  • 5,312 Sq Ft

  1439 SW Highland Rd, Portland, OR 97221

  Privately tucked down a gated street, this beautiful home offers the perfect blend of seclusion and convenience, just minutes from downtown. Surrounded by lush gardens and thoughtfully designed outdoor spaces, you’ll find a gorgeous patio and expansive deck ideal for entertaining. Inside, the modern floor plan balances elegance with everyday ease. Formal living and dining rooms showcase timeless

  Marcia Walsh Where, Inc

  

  1439 SW Highland Rd, Portland, OR 97221
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  /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
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  /30

  $805,000

  • 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
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  /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
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  /31

  $595,000

  • 5 Beds
  • 2 Baths
  • 2,064 Sq Ft

  6021 SW 45th Ave, Portland, OR 97221

  Nestled in the heart of Southwest Portland’s beloved Hayhurst neighborhood, this inviting 5-bedroom, 2-bath home perfectly balances space, style, and easy living. With 2,064 square feet on a beautifully landscaped 0.22-acre lot, it’s the kind of place that feels instantly like home.Step inside to a sunlit living room with oak hardwood floors and a cozy wood-burning fireplace—an ideal setting for

  Sarah Pitzman The Agency Portland

  

  6021 SW 45th Ave, Portland, OR 97221
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  /22

  $775,000

  • 5 Beds
  • 3 Baths
  • 3,575 Sq Ft

  4225 SW 51st Place, Portland, OR 97221

  Charming Day Ranch that is well cared for in the desirable Bridlemile Neighborhood of the Southwest Hills. Situated on a large private and manicured lot in a quiet cul-de-sac with close proximity to Hamilton Park. This expansive home offers a wide variety of living options with a primary bedroom on the main level as well as the potential for multi-generational living with a spacious walk out

  Paul Johnson MORE Realty

  

  4225 SW 51st Place, Portland, OR 97221
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  /47

  $699,000

  • 3 Beds
  • 2 Baths
  • 2,112 Sq Ft

  1670 SW Highland Pkwy, Portland, OR 97221

  This thoughtfully reimagined 1942 ranch puts creativity & possibility front and center. Opportunity abounds and defies convention with multiple living spaces that adapt to your needs: two bedrooms on the main level anchor the home, the lower level opens up endless possibilities with a separate, flexible living area that's been everything from a music studio and media room to the ideal space for

  Mathew Wray Keller Williams Realty Portland Premiere

  

  1670 SW Highland Pkwy, Portland, OR 97221
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  /40

  $765,000

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

  604 SW Arboretum Cir, Portland, OR 97221

  Tucked directly 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 open great room floor plan is

  Dawn Meaney Real Broker

  

  604 SW Arboretum Cir, Portland, OR 97221
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  /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
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  /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
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  /46

  $925,000 Open Sun 11AM - 2PM

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

  4041 SW 55th Dr, Portland, OR 97221

  Open House: Sunday 11-2pm .... The holidays are approaching, and this is the perfect time to settle into this BEAUTIFUL home & plan the holidays! If you are looking for a highly sought-after, historic Portland neighborhood on .23 acres, that embodies home and incredible neighbors who represent the true meaning of community, then this is the home for you! After 21 years of great love and memories,

  Sarah Malarkey Opt

  

  4041 SW 55th Dr, Portland, OR 97221
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  /19

  $449,900

  • 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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  /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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  /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
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  /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
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  /44

  $2,250,000

  • 4 Beds
  • 4.5 Baths
  • 5,650 Sq Ft

  4616 SW Humphrey Ct, Portland, OR 97221

  Step into timeless elegance with this stunning Robert A.M. Stern-inspired shingle-style home, exuding the quintessential charm of the Hamptons. Nestled on a generous .4-acre corner lot, this 1998 masterpiece boasts a red shingle exterior accented by white columned converted porches, stucco facades, and copper-topped chimneys. Inside, soaring ceilings greet you in the grand entryway, where a

  Kristina Opsahl Where, Inc

  

  4616 SW Humphrey Ct, Portland, OR 97221
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  /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
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  /6

  $324,900

  • Land
  • 0.3 Acre
  • $1,083,000 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
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  /48

  $4,890,000

  • 6 Beds
  • 10 Baths
  • 9,814 Sq Ft

  2732 SW Scholls Ferry Rd, Portland, OR 97221

  Nestled on an incredibly rare eight private acres in Portland’s prestigious Southwest Hills, the historic Merlo Estate is a rare opportunity to enjoy timeless European sophistication in a stunning vineyard setting designed for epic entertaining. Built in 1939, this stately French Provincial residence was home to influential Portlanders whose business, civic and philanthropic legacies shaped the

  Terry Sprague LUXE Forbes Global Properties

  

  2732 SW Scholls Ferry Rd, Portland, OR 97221
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  /46

  $898,800

  • 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
• 

  

  /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
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  /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
• 

  

  /14

  $949,000

  • 3 Beds
  • 3.5 Baths
  • 2,712 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

  William Johnson William E Johnson

  

  3800 SW Humphrey 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
• 

  

  /15

  $115,000

  • Land
  • 0.52 Acre
  • $221,154 per Acre

  0 SW Scholls Ferry Rd Unit 23247666, Portland, OR 97221

  Spectacular lot on half an acre in SW Ptld. Tucked in an area of surrounding higher end homes. Just south of Hwy 26. Minutes to downtown Portland, shopping, the Oregon Zoo, restaurants and more! Bring your custom builder or we can refer you to one. The HOA's registered with the State, but no dues have ever been requested by the seller. Buyer to do due diligence on lot buildability, utilities,

  Stephanie Hunt eXp Realty, LLC

  

  0 SW Scholls Ferry Rd Unit 23247666, Portland, OR 97221

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