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Homes for Sale near Robert Gray Middle School

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  • /28

    $580,000

    • 3 Beds
    • 2.5 Baths
    • 1,716 Sq Ft

    6601 SW Parkhill Dr, Portland, OR 97239

    Welcome home! This stunning 3-bedroom, 2.5-bathroom Portland home is full of updates, minutes to OHSU, and ready for your personal touches! Walking into the home, you'll be greeted with sleek new LVP flooring and huge windows, which look out onto the forest behind the home. The living room opens to the kitchen, which is sure to please with quartz counters, new cabinet doors, and stainless

    Agent Photo

    Nick Shivers

    Keller Williams PDX Central

    (503) 850-7853

    6601 SW Parkhill Dr, Portland, OR 97239
  • /48

    $995,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 2,568 Sq Ft

    4416 SW Chesapeak Ave, Portland, OR 97239

    Perched high on a double lot, this artistically remodeled Mid-Century Daylight Ranch offers sweeping, unobstructed views stretching from the Coast Range to the eastern foothills. Thoughtfully designed for privacy and serenity, the home is sited and landscaped to minimize sightlines from neighboring properties—allowing you to fully enjoy the expansive view deck and peaceful surroundings. Inside,

    Steve Odermann Windermere Realty Trust

    4416 SW Chesapeak Ave, Portland, OR 97239
  • /28

    $895,000

    • 4 Beds
    • 3 Baths
    • 2,664 Sq Ft

    2320 SW Canby Ct, Portland, OR 97219

    This charming 4-bedroom, 3 full bath home offers multi-generational living or income potential. The separate lower-level entrance has 2 bedrooms, 1 bathroom, and a full second kitchen. The main floor is accessed via minimal steps and is suffused with natural light from four skylights. Also on the main floor are a master en suite, a second bedroom, and a full bath. The main floor kitchen

    Greg Messick RealtyNET, LLC

    2320 SW Canby Ct, Portland, OR 97219
  • /42

    $845,950 Open Sun 12PM - 2PM

    • 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 Cascade Hasson Sotheby's International Realty

    5017 SW Fairvale Ct, Portland, OR 97221
  • /45

    $1,195,000

    • 5 Beds
    • 3 Baths
    • 4,604 Sq Ft

    3132 SW Altadena Terrace, Portland, OR 97239

    Located on a quiet, southwest-facing corner lot in Hillsdale, this classic mid-century ranch offers timeless charm and modern updates. Oversized picture windows fill the home with natural light and frame serene territorial views, while original hardwood floors, a brick fireplace, and vintage built-ins reflect its authentic character. The main floor primary suite blends period details with modern

    Macey Laurick Windermere Realty Trust

    3132 SW Altadena Terrace, Portland, OR 97239
  • /48

    $1,350,000

    • 6 Beds
    • 3.5 Baths
    • 4,044 Sq Ft

    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
  • /44

    $1,150,000

    • 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
  • /47

    $1,095,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 2.5 Baths
    • 3,725 Sq Ft

    3537 SW Woods St, Portland, OR 97221

    Set squarely on a beautiful double lot in close-in Bridlemile, this wonderful, sun-drenched home combines convenience with natural beauty, wrapping you in a sense of warmth and belonging the moment you walk inside. Bright and roomy, yet very private, it's the kind of place that instantly feels like home.....cozy, inviting, and full of quiet charm. The main level features a spacious primary suite,

    Laura Lacey Corcoran Prime

    3537 SW Woods St, Portland, OR 97221
  • /48

    $1,275,000

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

    3755 SW Jerald Way, Portland, OR 97221

    Mid-Century-Modern in coveted Bridlemile. Beautifully updated family home with a breathtaking view of the western valley & coastal range with a meticulously landscaped yard. Open floor plan with both formal & casual AND indoor/outdoor living. Panoramic views from the abundant windows & expansive patios and yard. The backyard is an oasis with a large, level lawn & low-maintenance landscaping.

    Michael Kiriazis MORE Realty

    3755 SW Jerald Way, Portland, OR 97221
  • /48

    $999,000

    • 4 Beds
    • 2.5 Baths
    • 3,505 Sq Ft

    4034 SW 55th Dr, Portland, OR 97221

    Open Sat, 6/7 12-2PM– Well-maintained, one-owner home located on a quiet street in a highly desirable neighborhood. Just minutes from OHSU, St. Vincent’s, Downtown Portland, and Nike World Campus, this home offers both convenience and comfort.Step in to find Brazilian cherry hardwood floors, two fireplaces, and bright living and dining areas with views of the lush yard.The updated kitchen has

    Sherry Francis ELEETE Real Estate

    4034 SW 55th Dr, Portland, OR 97221
  • /42

    $975,000

    • 3 Beds
    • 3 Baths
    • 3,424 Sq Ft

    1663 SW Westwood Dr, Portland, OR 97239

    Unobstructed views with main floor living. Classic 1950's design with Primary suite and second bedroom plus separate full bath on main. Enjoy your view looking south along the Willamette river with your morning coffee from private deck, and then your wine watching the sunsets. Living room, kitchen and primary suite all with straight on views. Plenty of living areas on lower level. Family room

    Richard Caplan Windermere Realty Trust

    1663 SW Westwood Dr, Portland, OR 97239
  • /48

    $895,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 3,276 Sq Ft

    6309 SW Flower St, Portland, OR 97221

    Tucked away in the beloved Hayhurst neighborhood of SW Portland, you will be enchanted by this stunning traditional home. The exterior, adorned by crawling roses, beckons you inside to a welcoming foyer centered between the formal living room with a cozy fireplace on one side and a generous home office on the other. At the heart of the home is the crown jewel: a timelessly remodeled kitchen

    Emily Franc Cascade Hasson Sotheby's International Realty

    6309 SW Flower St, Portland, OR 97221
  • /35

    $845,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 3 Baths
    • 2,942 Sq Ft

    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
  • /43

    $875,000

    • 5 Beds
    • 2 Baths
    • 3,732 Sq Ft

    6507 SW 55th Dr, Portland, OR 97221

    Completely re-built from the ground up as new construction in 2012 only a foundation wall remained in the garage as part of the original residence. Totally reimagined for modern every day living. Oversized gourmet kitchen with 60" French door refrigerator, huge cook's island with barstool seating for 4-5. The large great room style concept allows for easy entertaining. This house truly has it

    Brian Getman Where, Inc

    6507 SW 55th Dr, Portland, OR 97221
  • /45

    $875,000 Open Sun 1PM - 3PM

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

    4323 SW Twombly Ave, Portland, OR 97239

    OPEN SUN 6/8 1-3PM! This is a wonderful home in an amazing close-in SW Portland location on a quarter acre lot. Welcome to this gardener's delight! This mid-century charmer has a versatile floorplan and is warm and inviting. The spacious living room with fireplace is light and bright due to the many windows. It opens to the dining area, kitchen and private back deck. The kitchen is central to

    Sarita Dua Keller Williams Sunset Corridor

    4323 SW Twombly Ave, Portland, OR 97239
  • /30

    $995,000

    • 4 Beds
    • 3.5 Baths
    • 4,070 Sq Ft

    992 SW Westwood Dr, Portland, OR 97239

    This spacious Colonial home in the walkable Hillsdale neighborhood sits on .29 acres (2 tax lots!) in a lush parklike setting. Very well maintained over ethe years with fully renovated kitchen (2023), the main floor provides vast entertainment space + massive bonus room. All bedrooms upstairs with 3.5 bathrooms, and storage galore. Two rooms include en-suite for Primary bedroom use, with a second

    Don Courtney Realty One Group Prestige

    992 SW Westwood Dr, Portland, OR 97239
  • /48

    $999,000

    • 4 Beds
    • 4 Baths
    • 3,172 Sq Ft

    3045 SW Gaston Ave, Portland, OR 97239

    New Price & a very motivated seller for this beautifully updated 1924 English cottage!The floor plan is versatile with several areas having many possible uses, including a 715 sq/ft,1 bed/1 bath suite on the lower level currently being used as an income generating ADU (approx.$2,800/mth), mother-in-law suite,or easily integrated into the home for additional family living space. Ideally located on

    Sheila McMurray eXp Realty, LLC

    3045 SW Gaston Ave, Portland, OR 97239
  • /44

    $850,000

    • 4 Beds
    • 2.5 Baths
    • 2,905 Sq Ft

    4401 SW Westdale Dr, Portland, OR 97221

    Improved price! Nestled in the highly desirable Montmore neighborhood of SW Portland, this inviting 4-bedroom, 2.5-bathroom traditional home offers the perfect blend of classic charm and modern comfort. Featuring a spacious layout, the home boasts a formal living room, formal dining room, and a large kitchen with a cozy eating area. Off the kitchen, a family room features built-ins, a warm

    Kimberly Payne Windermere Realty Trust

    4401 SW Westdale Dr, Portland, OR 97221
  • /34

    $949,999

    • 4 Beds
    • 3.5 Baths
    • 3,039 Sq Ft

    5634 SW Menefee Dr, Portland, OR 97239

    Check out this Amazing move-in ready home! Coveted Terwilliger Heights! Updated home sits on 7600 square foot lot. 4 bedrooms, Den, 3.5 bath spacious well-maintained home with undeniable charm and unique character and Large bedrooms. The main floor has a spacious living room with wood burning fireplace, formal dining, and den with hardwood floors. The kitchen and bathrooms have beautiful tile

    Tim Wilson Knipe Realty ERA Powered

    5634 SW Menefee Dr, Portland, OR 97239
  • /40

    $998,900 New Construction

    • 3 Beds
    • 3 Baths
    • 2,855 Sq Ft

    6008 SW 18th Dr, Portland, OR 97239

    This stunning contemporary model home, a Tehran Exclusive, built by Main Street Development, an distinguished fourth generation local builder, offers unparalleled value on model close-out, now with 2/1 interest rate buy-down. One of nine unique designs by Portland's acclaimed architect, Ralph Tahran, it features high end finishes, an open floor plan with nine foot ceilings, and abundant natural

    Robert Law John L Scott Portland SW

    6008 SW 18th Dr, Portland, OR 97239
  • /22

    $685,000

    • 4 Beds
    • 2 Baths
    • 2,732 Sq Ft

    2824 SW Illinois St, Portland, OR 97239

    Charming Historic Home with Modern Upgrades and Incredible Potential Don't miss out on this delightful and unique home, full of character and ready for someone who appreciates the beauty of older homes. Nestled in a peaceful neighborhood with quiet neighbors on all sides, this property offers a blend of timeless charm and modern convenience.Some key features & upgrades include:• Modern

    Anwar Bjyrd Barnes Portland

    2824 SW Illinois St, Portland, OR 97239
  • /11

    $800,000

    • 2 Beds
    • 2 Baths

    940 SW Caldew Dr Unit 946, Portland, OR 97219

    Large, renovated fourplex located in the heart of Hillsdale, one of Portland’s most walkable and charming neighborhoods. Strong tenant demand driven by proximity to shops, cafes, parks, and grocery. Excellent access to I-5, downtown Portland, OHSU, and the westside tech corridor. In-unit Washer and Dryer Recent Capital Improvements include new roof, new electrical panels and new water heaters.

    Steve Roesch NextHome Realty Connection

    940 SW Caldew Dr Unit 946, Portland, OR 97219
  • /33

    $559,900 Open Sun 12PM - 2PM

    • 3 Beds
    • 1 Bath
    • 1,536 Sq Ft

    5149 SW Idaho St, Portland, OR 97221

    Mid-century charm meets head-to-toe renovation in this sun-splashed Hayhurst haven—just a half-mile to Gabriel Park, Multnomah Village cafés, and Hillsdale shops, and only ˜10 minutes to downtown or OHSU.Every big-ticket item is DONE: 2025 roof & gutters, PEX plumbing, full re-wire with 200-amp panel & new service, 2022 high-efficiency furnace, brand-new water heater, energy-saving windows,

    Ritchie Metzler Urban Pacific Real Estate

    5149 SW Idaho St, Portland, OR 97221
  • /47

    $625,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,648 Sq Ft

    2802 SW Miles St, Portland, OR 97219

    This bright bungalow sits on an oversized lot with a layout that packs a punch. Inside, lovingly maintained classic touches throughout including gas fireplace, gorgeous wood floors, and large windows. Soothing kitchen offers stainless steel appliances & open shelving, and is just off the formal dining room. Everyone can have their own space with one bedroom and one bathroom on the main level,

    Beth Benner Living Room Realty

    2802 SW Miles St, Portland, OR 97219
  • /12

    $439,000

    • 2 Beds
    • 1 Bath
    • 748 Sq Ft

    3720 SW Iowa St, Portland, OR 97221

    Nestled high above the street in the serene hills of Portland’s coveted 97221 zip code, this delightful 2-bedroom, 1-bathroom home offers a perfect blend of modern efficiency and cozy charm. Spanning 748 square feet, this thoughtfully designed residence is ideal for those seeking a low-maintenance, energy-efficient home with character and a delightful outdoor space.Step inside to discover a

    Nicholas Cook Rise Realty, Inc

    3720 SW Iowa St, Portland, OR 97221
  • /38

    $850,000

    • 2 Beds
    • 1 Bath
    • 3,392 Sq Ft

    7820 SW 17th Dr, Portland, OR 97219

    Built in 1973, the Mossy Brae Apartments are situated between Multnomah and Burlingame neighborhoods just off of SW Barbur Boulevard in SW Portland. This is a great entry-level or owner-occupied investment with an achievable value-add opportunity. The subject property is comprised of four (4) total units, all units are two-story town home style units. The site is situated on a 0.26 acre lot with

    Josh Hackenjos LUXE Forbes Global Properties

    7820 SW 17th Dr, Portland, OR 97219
  • /5

    $4,100,000

    • 3 Beds
    • 3 Baths
    • 16,550 Sq Ft

    4004 SW Beaverton Hillsdale Hwy, Portland, OR 97221

    SW Portland apartment community with high occupancy and excellent financials. 20 units and eight garages, upside in rents for this close-in location. Newer roof and many interior upgrades. One of the owners is a licensed real estate broker in Oregon. Full Marketing package available.

    Glenna Cooke GA Cooke Real Estate Services

    4004 SW Beaverton Hillsdale Hwy, Portland, OR 97221
  • /19

    $416,950

    • 2 Beds
    • 1 Bath
    • 1,061 Sq Ft

    3115 SW Vermont St, Portland, OR 97219

    Nicely updated Bungalow near Gabriel Park! 2 Bed, 1 bath, with over 1000 square feet expansive yard & a one car garage and parking. Large family room, dining room with access to deck, all on main floor. Views of West hills from rear deck. Hardwoods, large expansive yard with mature blueberries and fruit trees. Conveniently located near shopping, parks, and bus line.

    Mark Harter John L. Scott

    3115 SW Vermont St, Portland, OR 97219
  • /36

    $665,000 Open Sun 11AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 2,195 Sq Ft

    7450 SW 17th Dr, Portland, OR 97219

    Updated Daylight Ranch with Seasonal Mt. Hood ViewsSet on a quiet street in SW Portland, this charming daylight ranch offers timeless appeal and thoughtful updates throughout. Enjoy seasonal views of Mt. Hood from your freshly rebuilt and expansive deck (2023), perfect for relaxing or entertaining.Inside, refinished hardwood floors (2022) shine alongside fresh interior paint in the kitchen,

    Mathew Purcell John L. Scott Market Center

    7450 SW 17th Dr, Portland, OR 97219
  • /21

    $585,000

    • 3 Beds
    • 1.5 Baths
    • 1,206 Sq Ft

    3425 SW Hamilton Ct, Portland, OR 97239

    Situated on a quiet culdesac, this Hillsdale midcentury is the perfect blend of charm, convenience, and location! Original hardwood floors welcome you into the light-soaked living room with a Roman brick fireplace before gliding into the dining room and remodeled kitchen. Sliding doors onto the backyard's covered patio create the ideal indoor/outdoor flow, and the oversized lot provides ample

    Alexander Grimaldi Windermere Realty Trust

    3425 SW Hamilton Ct, Portland, OR 97239
  • /44

    $635,000

    • 3 Beds
    • 2 Baths
    • 1,577 Sq Ft

    5818 SW Boundary St, Portland, OR 97221

    Perched above a leafy street in beloved Hayhurst, this sunny mid-century cottage strikes just the right balance of charm and updates. Warm fir trim and a moody slate-tile fireplace bring cozy character, while oversized windows let the natural light pour in. Fresh luxury vinyl plank floors throughout make this house stand out in a crowd. The 3-bedroom, 2-bath layout is thoughtfully arranged with

    Tracey Henkels Living Room Realty

    5818 SW Boundary St, Portland, OR 97221
  • /39

    $750,000 Open Sun 11AM - 2PM

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

    4242 SW Admiral St, Portland, OR 97221

    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 bedroom, plus two

    Gus Sanchez Redfin

    4242 SW Admiral St, Portland, OR 97221
  • /48

    $3,700,000

    • 3 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
  • /6

    $399,900

    • Land
    • 0.30 Acre
    • $1,333,000 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
  • /30

    $625,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,399 Sq Ft

    5451 SW 53rd Ave, Portland, OR 97221

    Open Sun 1-3pm! If you’re looking for the true Mid-Century home, this is the one! Since 1961, these owners have carefully preserved the timeless features of this home (glorious newly refinished hardwoods, the original unpainted woodwork, 2 brick fireplaces, cedar siding), yet have modernized it over the years (double pane vinyl windows, modern appliances and mechanicals, and natural gas instead

    Suzanne Page John L Scott Portland SW

    5451 SW 53rd Ave, Portland, OR 97221
  • /18

    $699,900

    • 3 Beds
    • 2.5 Baths
    • 2,263 Sq Ft

    6312 SW 27th Ave, Portland, OR 97239

    Quiet Cul-De-Sac Mid-Century in Highly Desirable Hillsdale/Multnomah Village Area! Stylish, Clean and Roomy! Beautiful original hardwoods on main floor. 2 wood-burning fireplaces. Enclosed sunroom off kitchen. Great lower level bonus room plus laundry area, lots of built-ins, half bath and office with closet and brand-new carpet. Big 2-car garage with built-ins. Large lot with mature trees and

    Toni Mikel Bluebird Real Estate

    6312 SW 27th Ave, Portland, OR 97239
  • /43

    $773,000

    • 5 Beds
    • 3 Baths
    • 2,856 Sq Ft

    7005 SW 14th Ave, Portland, OR 97219

    NEW PRICE! Find room to breathe in this expansive 5-bedroom, 3-bath mid-century daylight ranch situated on a quiet street in the desirable Wilson Park neighborhood. The well-designed main floor layout features a slate entry way, new double-paned vinyl windows, a welcoming dining room open to a huge kitchen and large living room with wood-burning fireplace, providing ample space for family

    Vanessa Calvert Cascade Hasson Sotheby's International Realty

    7005 SW 14th Ave, Portland, OR 97219
  • /33

    $1,120,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 3,146 Sq Ft

    3342 SW Fairmount Blvd, Portland, OR 97239

    Open House - June 8th, 11:00 - 1:00 Architecture in balance: living at the edge of design and nature. Suspended above the city in coveted Council Crest, this custom 1989 residence is more than a home — it’s a feat of engineering. Built by Blum/Smith Construction Co. and designed to embrace its dramatic hillside setting, the structure rests on 21 steel piers, each driven up to 20 feet into the

    Craig Weintz Vetiver Street Real Estate

    3342 SW Fairmount Blvd, Portland, OR 97239
  • /28

    $925,000

    • 8 Beds
    • 4 Baths
    • 3,570 Sq Ft

    6654 SW Capitol Hwy, Portland, OR 97219

    Exceptional Investment Opportunity: Well-maintained, fully occupied 4-plex with a solid cap rate. Each single-level, 2-bedroom, 1-bath unit includes a fireplace, updated electrical, and washer/dryer hookups. Property also features assigned garages and additional on-site parking. New roof installed in 2021. Ideally located near Hillsdale shops, dining, public transit, and across from Mittleman

    Sanam Dowlatdad Where Real Estate Collaborative

    6654 SW Capitol Hwy, Portland, OR 97219
  • /30

    $410,000

    • 3 Beds
    • 2.5 Baths
    • 1,601 Sq Ft

    5227 SW Shattuck Rd Unit 4, Portland, OR 97221

    Tucked into a quiet, well-maintained community and backing to serene HOA-owned greenspace, this spacious 3-bedroom, 2.5-bath townhouse-style condo offers the perfect balance of comfort, functionality, and modern style. The lower level features a private oversize garage and a versatile bedroom ideal as a home office, guest space, or personal gym. Up the stairs, the open-concept main level is

    Brody Cannon Opt

    5227 SW Shattuck Rd Unit 4, Portland, OR 97221

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