Bridlemile Homes

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  /37

  $549,900 Pending

  • 3 Beds
  • 1 Bath
  • 998 Sq Ft

  4941 SW 39th Dr, Portland, OR 97221

  Classic Charm Meets Modern Living: Your Dream Home Awaits in Top Portland Location! Discover the perfect blend of timeless appeal and contemporary comfort in this stunning one-level home; ideally situated in one of Portland's most sought-after neighborhoods. With its prime location, you're just minutes from the vibrant energy of downtown, offering unparalleled convenience without sacrificing

  Michael Peabody eXp Realty, LLC

  

  4941 SW 39th Dr, Portland, OR 97221
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  Explore Bridlemile

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  /35

  $1,325 - $1,349 per month

  Milan Apartments

  1 Bed

  4916-4926 SW 56th Ave, Portland, OR 97221

  In the coveted Bridlemile neighborhood, the Milan enjoys vintage trees, community courtyard and the sounds of a babbling brook nearby. Featuring Mid-Century Modern architecture, Milan Apartments is a stunning example of modern simplicity and elegance. With one- and two-bedroom apartments, each unit has been renovated in 2015 with consideration to the 1960’s in which it was built.

  4916-4926 SW 56th Ave, Portland, OR 97221
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  /48

  $865,000 Sold Sep 02, 2025

  • 2,386 Sq Ft
  • $363/SF
  • 59 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1972

  5235 SW Santa Monica Ct, Portland, OR 97221

  Outstanding One Level in Close-In SW Portland! You will LOVE this Location, Near Everything Raleigh Hills|Hillsdale|Vermont Hills|Multnomah Village! Lovely Recently Updated Kitchen + Baths! NEW Carpet|Flooring|Paint. Gorgeous Vaulted Living Room with Peaceful, Private Views to Yard. Cozy Fireplace Family Room with Slider to Large Back Deck. Spectacular Entertaining In + Out, Slider from Dining

  Jen Wiley Cascade Hasson Sotheby's International Realty

  

  5235 SW Santa Monica Ct, Portland, OR 97221
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  /28

  Est $536,009 Not Listed For Sale

  • 4 Beds
  • 1,612 Sq Ft

  4739 SW Beaverton Hillsdale Hwy, Portland, OR 97221

  

  4739 SW Beaverton Hillsdale Hwy, Portland, OR 97221
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  /40

  $635,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,318 Sq Ft

  4242 SW Admiral St, Portland, OR 97221

  HUGE PRICE CHANGE!! Welcome to this wonderful daylight ranch home nestled on a generous quarter-acre corner lot in the highly sought-after Bridlemile community, known for its top-rated schools, community friendly vibe, and unbeatable location. This home offers the perfect blend of comfort, space, and convenience—with plenty of room to live, work, and play. The main level features the primary

  Gus Sanchez Redfin

  

  4242 SW Admiral St, Portland, OR 97221
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  /39

  $1,550 - $1,950 per month

  Courtside Apartments

  1 - 2 Beds

  5817-5845 SW Beaverton-Hillsdale Hwy, Portland, OR 97221

  About CourtsideCourtside Apartments in Portland, Oregon is ideally located off of Beaverton-Hillsdale Hwy close to shopping, restaurants, parks and trails, bus lines and so much more! We are just a 10 minute drive Downtown with an easy commute into Beaverton and Tigard. Courtside is a small, quiet community with beautiful creek side and forest views. All of our apartments come fully equipped

  5817-5845 SW Beaverton-Hillsdale Hwy, Portland, OR 97221
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  /30

  $1,450,000 Sold Aug 29, 2025

  • 3,358 Sq Ft
  • $432/SF
  • 28 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2022

  4550 SW 59th Ave, Portland, OR 97221

  Built for modern living and tucked into the heart of Portland’s Bridlemile neighborhood, this 2022 custom home blends comfort, style, and a strong connection to the outdoors. Natural light pours through large windows and vaulted ceilings, with warm hardwoods that make every space feel inviting. The main level offers true level living with a spacious primary suite with walkout deck! The expansive

  Kendall Bergstrom-DeLancellotti Cascade Hasson Sotheby's International Realty

  

  4550 SW 59th Ave, Portland, OR 97221
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  /36

  Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 873 Sq Ft

  3590 SW Patton Rd Unit B, Portland, OR 97221

  

  3590 SW Patton Rd Unit B, Portland, OR 97221
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  /43

  $565,000 Pre-Foreclosure

  • 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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  /24

  $1,245 - $1,795 per month

  Raleigh Firs

  1 - 2 Beds

  6239 SW Beaverton Hillsdale Hwy, Portland, OR 97221

  Welcome to Raleigh Firs apartment homes in Portland, Oregon. In a garden like setting, we feature spacious one and two bedroom apartment homes. Our homes have full gourmet kitchens and new energy efficient windows. For your convenience we provide free storage units and 5 laundry facilities throughout our property. Come relax by our outdoor swimming pool in the hot summer months. Raleigh Firs

  6239 SW Beaverton Hillsdale Hwy, Portland, OR 97221
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  /48

  $999,000 Sold Aug 29, 2025

  • 3,532 Sq Ft
  • $283/SF
  • 107 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1973

  3820 SW Scholls Ferry Rd, Portland, OR 97221

  ***Major Price Improvement!*** Welcome to your private oasis where tranquility meets you at the front door! This NW Contemporary/MCM home sits on 1.29 acres in the heart of SW Portland, on a private street, making it quiet and peaceful. Spacious open floor plan, hardwood floors, two fireplaces, vaulted ceilings, large picture windows and sky lights provide lots of natural light. Two bedrooms on

  Sarah Kirsch Where, Inc

  

  3820 SW Scholls Ferry Rd, Portland, OR 97221
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  /45

  Est $885,729 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,773 Sq Ft

  5346 SW 33rd Dr, Portland, OR 97239

  

  5346 SW 33rd Dr, Portland, OR 97239
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  /36

  $589,000

  • 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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  /35

  $2,195 per month

  56 Commons Apartments

  1 - 3 Beds

  4925 SW 56th Ave, Portland, OR 97221

  We don't just rent apartments. From the moment you walk through the front door, you'll feel the comfort and security that makes our residents happy to call us home. Cutting edge amenities, meticulously-groomed grounds, and a dedicated staff contribute to a higher standard of living. Convenient shopping, award-winning schools, local museums, and parks are all close at hand, with sponsored

  4925 SW 56th Ave, Portland, OR 97221
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  /38

  $830,000 Sold Aug 29, 2025

  • 2,942 Sq Ft
  • $282/SF
  • 94 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1976

  3318 SW 44th Ave, Portland, OR 97221

  Welcome to the Montmore Marvel! This house has been meticulously maintained with updated modern amenities. Designed by James R. Chauncey in 1974, this contemporary 3 bed 3 bath home boasts functionality and privacy including four levels and high ceilings in the living room and master bedroom. Enjoy the oversized patio on the main level that oversees your manicured front yard and a serene

  Elysse Ralph Works Real Estate

  

  3318 SW 44th Ave, Portland, OR 97221
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  /48

  Est $821,663 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,634 Sq Ft

  4106 SW 43rd Ave, Portland, OR 97221

  

  4106 SW 43rd Ave, 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

  $1,275,000 Sold Aug 22, 2025

  • 4,044 Sq Ft
  • $315/SF
  • 63 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2016

  4425 SW 47th Dr, Portland, OR 97221

  Luxury Living in Coveted Bridlemile – Over One Third of an Acre of Impeccable Design.Welcome to this exceptional custom home in the highly sought-after Bridlemile neighborhood of SW Portland. Set on over a third of an acre, this meticulously maintained property offers luxury living at its finest, with countless high-end upgrades and thoughtful details throughout.The chef’s kitchen is a true

  Darcie VanderZanden Keller Williams Sunset Corridor

  

  4425 SW 47th Dr, Portland, OR 97221
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  /29

  Est $572,783 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,329 Sq Ft

  5019 SW Lowell St, Portland, OR 97221

  

  5019 SW Lowell St, 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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  /43

  $1,550,000 Sold Aug 22, 2025

  • 3,424 Sq Ft
  • $453/SF
  • 110 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1951

  3701 SW 38th Ave, Portland, OR 97221

  Price reduced! Seller has moved to new home and says GET THIS SOLD!! Don't let the 1951 date fool you! This home was built new (except for one wall in basement) in 2015! A contemporary beauty in coveted Bridlemile neighborhood. Soak in the gorgeous west hills views from the expansive deck that spans the length of the home or stay inside and still enjoy the view from the floor to ceiling windows

  Mary Abbott Portillo Coldwell Banker Bain

  

  3701 SW 38th Ave, Portland, OR 97221
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  /44

  Est $1,054,029 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,211 Sq Ft

  3730 SW Shattuck Rd, Portland, OR 97221

  

  3730 SW Shattuck Rd, Portland, OR 97221
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  /41

  $1,099,000

  • 3 Beds
  • 2.5 Baths
  • 3,920 Sq Ft

  4043 SW Westdale Dr, Portland, OR 97221

  Modern Treehouse in highly sought after Montmore neighborhood!Tucked away on the sunny side of the West Hills, this one-of-a-kind custom home in the coveted Montmore neighborhood offers a rare blend of serenity, style, and community. Surrounded by mature trees and flooded with natural light, the home feels like a tranquil retreat—with all the modern comforts beautifully updated for everyday

  Chaley Mcvay Redfin

  

  4043 SW Westdale Dr, Portland, OR 97221
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  /48

  $551,000 Sold Aug 21, 2025

  • 998 Sq Ft
  • $552/SF
  • 5 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1956

  4945 SW 38th Place, Portland, OR 97221

  Hurry, there is an offer in on this PRISTINE PONDEROSA-- Your convenient cabin in the woods of Bridlemile! This property blends mid-century warmth with creekside calm. This valentine rancher, with its expansive front yard and party-sized permeable paver driveway, invites you in at the tongue-and-groove covered porchway. Lovingly maintained in mint condition, featuring knotty pine details, a

  Bonnie Roseman Living Room Realty

  

  4945 SW 38th Place, Portland, OR 97221
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  /20

  Est $1,222,927 Not Listed For Sale

  • 6 Beds
  • 3,598 Sq Ft

  4918 SW 60th Place, Portland, OR 97221

  

  4918 SW 60th Place, 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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  /39

  $740,000 Sold Aug 15, 2025

  • 2,168 Sq Ft
  • $341/SF
  • 51 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1972

  5705 SW Seymour St, Portland, OR 97221

  Ascend the floating exterior staircase to explore this Swinging 70's Mid-Century Modern marvel, reimagined with today's top luxuries. The remodeled primary suite boasts soaring vaulted ceilings, a serene soaking tub, and a step-in glass shower. Enjoy spacious closets with built-in organizers in all three light-filled bedrooms.The formal living room features vaulted ceilings, a stunning

  Megan Kavanaugh Eleete Real Estate

  

  5705 SW Seymour St, Portland, OR 97221
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  /32

  Est $724,401 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,438 Sq Ft

  4841 SW 60th Place, Portland, OR 97221

  

  4841 SW 60th Place, Portland, OR 97221
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  /44

  $1,020,000

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

  4041 SW 55th Dr, Portland, OR 97221

  OPEN HOUSE: Sat 2-4pm ... come see us at 55th Dr! You’ll love living in the outstanding 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

  Sarah Malarkey Opt

  

  4041 SW 55th Dr, Portland, OR 97221
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  /40

  $1,500,000 Sold Aug 14, 2025

  • 4,288 Sq Ft
  • $350/SF
  • 14 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1960

  5150 SW Windsor Ct, Portland, OR 97221

  A beautiful and traditional home in the coveted and one of the most sought-after neighborhoods is ready just for you! Perfectly situated on a large corner lot, this classic homestead is timeless and inviting. Flowing floor plan is perfect for family and friends to gather from formal living and dining room offering warmth and elegance to a gourmet kitchen. Offering main level living with many

  Sohee Anderson Where, Inc

  

  5150 SW Windsor Ct, Portland, OR 97221
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  /31

  Est $737,007 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,408 Sq Ft

  6321 SW Hamilton Way, Portland, OR 97221

  

  6321 SW Hamilton Way, Portland, OR 97221
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  /48

  $1,149,000 Open Sun 11AM - 1PM

  • 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

  $1,200,000 Sold Aug 11, 2025

  • 3,383 Sq Ft
  • $355/SF
  • 9 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1982

  3411 SW Stonebrook Dr, Portland, OR 97239

  As you enter this amazing neighborhood, you know you have found a special place. This is only one of several dozen beautiful homes nestled among dramatic Douglas Firs. Set on a Cul de sac, this home has been updated with all new carpeting, new his and hers primary bathroom with heated floors and a fabulous Chef’s kitchen with an abundance of storage. The living room has beautiful wood vaulted

  Carolyn Weinstein Cascade Hasson Sotheby's International Realty

  

  3411 SW Stonebrook Dr, Portland, OR 97239
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  /47

  Est $827,338 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,517 Sq Ft

  5710 SW Hamilton St, Portland, OR 97221

  

  5710 SW Hamilton St, Portland, OR 97221
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  /43

  $985,000 Open Sun 1PM - 3PM

  • 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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  /35

  $625,000 Sold Aug 05, 2025

  • 1,982 Sq Ft
  • $315/SF
  • 10 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1991

  5032 SW 39th Dr, Portland, OR 97221

  Tucked into a tranquil Portland neighborhood near a peaceful creek, this contemporary 3-bed, 2-bath home sits on a lush 0.34-acre corner lot. The open floor plan features hardwood floors, a cozy gas fireplace, and abundant natural light from skylights and expansive windows. The main-level primary suite offers privacy, while central A/C and central-vac add comfort. A partially covered deck

  Jennifer Gregoriou eXp Realty, LLC

  

  5032 SW 39th Dr, Portland, OR 97221
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  /42

  Est $1,101,633 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,786 Sq Ft

  5516 SW Hamilton St, Portland, OR 97221

  

  5516 SW Hamilton St, Portland, OR 97221
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  /43

  $1,399,990

  • 5 Beds
  • 4.5 Baths
  • 4,809 Sq Ft

  3620 SW 60th Place, Portland, OR 97221

  Gorgeous 2019 total remodel of this traditional Colonial home in Bridlemile/ Raleigh Hills. Perfect for growing families with 4 bedrooms on the same level. This house is located only minutes to everything that makes living in the Southwest Hills so incredible. Just 10 minutes into downtown via multiple routes, 5 minutes to Jesuit HS, Oregon Episcopal School, Catlin Gable School, & Portland Golf

  Brian Getman Where, Inc

  

  3620 SW 60th Place, Portland, OR 97221
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  /44

  $725,000 Sold Aug 01, 2025

  • 2,903 Sq Ft
  • $250/SF
  • 20 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1964

  5304 SW 34th Place, Portland, OR 97239

  Comfortable Living in Coveted Close-In Hillsdale.This classic Hillsdale traditional offers generous, flexible spaces designed for easy everyday living. The light-filled main floor features gleaming parquet floors, french doors, and a seamless flow to a low-maintenance yard with a meditative pond and adaptable outdoor seating areas. Upstairs you’ll find four spacious bedrooms and two full baths.

  Courtney Davies Where, Inc

  

  5304 SW 34th Place, Portland, OR 97239
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  /29

  Est $656,348 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,036 Sq Ft

  5702 SW Seymour St, Portland, OR 97221

  

  5702 SW Seymour St, Portland, OR 97221

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