Portland NW/ SW/ S, Raleigh Hills Homes with Tri Level Style

Welcome to the enchanting neighborhoods of Portland’s Northwest, Southwest, and Raleigh Hills, where urban charm meets natural beauty. Nestled between the majestic Cascade Mountains and the stunning Willamette River, this area is renowned for its vibrant culture, eclectic dining options, and lush green spaces. Whether you’re strolling through the historic Pearl District or enjoying the tranquil parks in Raleigh Hills, you’ll find a perfect blend of city life and suburban serenity.

One of the standout features of homes in this region is the striking tri-level style. These unique residences offer a dynamic living experience, with distinct levels that create both privacy and functionality. Typically featuring an open concept main floor, tri-level homes often boast spacious living areas, modern kitchens, and ample natural light, making them perfect for entertaining or cozy family gatherings. The upper levels usually house the bedrooms, providing a peaceful retreat, while the lower levels can serve as versatile spaces for recreation or home offices.

Living in Portland’s NW, SW, or Raleigh Hills means you’ll enjoy easy access to a plethora of amenities, including boutique shops, artisanal coffee houses, and vibrant farmers markets. The community is also known for its excellent schools and family-friendly atmosphere, making it an ideal place to settle down. With the stunning backdrop of the Pacific Northwest, your tri-level home here will not only be a place to live but a sanctuary to thrive. Explore the charm of Portland and discover the perfect tri-level home that suits your lifestyle!

Newest Portland NW/ SW/ S, Raleigh Hills Homes with Tri Level Style

$535,000

3 Beds ⋅ 1 Baths ⋅ 750596975 MLS

Welcome to this unique and the charming 1923 Cape Cod which offers timeless character, thoughtful updates, and an exceptional location just one block from the heart of downtown Hillsdale. The main level features a welcoming living room, two bedrooms, a versatile kitchen with dining space, and a recently updated full bathroom. Upstairs, two additional non-conforming bedrooms offer flexible space for guests, a home office, studio, or creative pursuits. A full basement with high ceilings provides abundant storage, a workbench, and future potential, with exterior access to the backyard via a private stairwell. An attached one-car garage adds everyday convenience.Original details shine throughout, including beautiful hardwood floors, classic millwork, a wood-burning fireplace, and French doors opening to a covered porch. Outside, the large, fully fenced backyard offers plenty of room for pets, gardening, entertaining and relaxing. Recent improvements include newer interior and exterior paint, a full bathroom remodel, an updated electrical panel, updated plumbing and water line, a rebuilt chimney, and a roof installed in 2013. Ideally situated just one block from downtown Hillsdale, with easy access to transit, Ida B. Wells High School, the library, Dewitt Park, restaurants, shops, and neighborhood amenities—all within walking distance. A rare opportunity to bring your vision to a classic Hillsdale home with exceptional character and potential.Developer packet available upon request.

1235 SW CHELTENHAM ST, Portland

$769,000

4 Beds ⋅ 2 Baths ⋅ 436558176 MLS

Welcome home to this stunning mid-century gem, seamlessly blending classic architectural character with modern luxury! Boasting a bright and airy living space, this 4 bedroom 2.5 bath home on an oversized lot features an open floor plan designed for effortless everyday living and vibrant entertaining!At the heart of the home is the beautiful kitchen with granite countertops and large island which flows naturally into the main living space. Large windows flood the interior with beautiful natural light, perfectly highlighting the wide-open layout! Beautiful wood floors throughout, 2 fireplaces,and vaulted ceilings!Step outside into your own private resort! The backyard features a fantastic sparkling 20x40 in-ground pool-perfect for hot summer days, weekend barbeques, and poolside lounging. Your paradise awaits you! A rare find in a superb location! [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10251491]

5535 SW 53RD AVE, Portland

$325,000

2 Beds ⋅ 2 Baths ⋅ 106670719 MLS

Enjoy peaceful living with beautiful views of Forest Park, the St. Johns Bridge, with the mountains across the Willamette River. This spacious condo offers 2 generous-sized bedrooms, each with vaulted ceilings and its own private bathroom, plus a convenient half bath on the main level. The open and spacious main floor features a comfortable living room and kitchen, perfect for everyday living and entertaining. The kitchen includes granite countertops and stainless-steel appliances. New carpet was installed in July 2026, and the interior was freshly painted in 2026. Additional features include central A/C, a gas fireplace, Nest thermostat, and wired with surround sound. The extra-deep garage accommodates one car inside the garage plus an additional car in the driveway, and includes a large storage area. The back patio offers a peaceful outdoor retreat with a view of beautiful Forest Park. Recent updates include a roof and water heater approximately 5 years old, while the siding and stone façade were replaced approximately 7 years ago. The sale includes the washer, dryer, refrigerator, range, dishwasher, and microwave. The home also boasts an impressive 9/10 energy score. The HOA provides low-maintenance living and includes water, garbage, sewer, exterior maintenance, insurance, and front landscaping. Ideally located near Forest Park and its extensive hiking trails, St. Johns, Sauvie Island, and downtown Portland, this home offers a wonderful balance of nature, convenience, and easy access to the city. [Home Energy Score = 9. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10204363]

9231 NW GERMANTOWN RD, Portland

$809,000

4 Beds ⋅ 2 Baths ⋅ 171263525 MLS

Meticulously maintained by the original owner, you'll feel the level of care from top to bottom in this hilltop home. Fabulous separate driveways and deep double garages lead up to the second floor that is illuminated by lofty ceilings and large windows. The serene waterfall feature in the backyard begs the windows and slider door to be left open for calming serenity. Get comfy around the peek-through gas fireplace in either of two living rooms, one of which features a 110-inch projector screen for home entertainment with full surround sound. Stone kitchen counters and a spacious cooktop island peer out to the waterfall in a fully fenced backyard. Laundry hook ups are conveniently found on both living floors. The four bedrooms upstairs are newly carpeted. The primary suite provides generous vaulted space and natural modern finishes. This home shines from sunrise to sunset. It is perfect for buyers needing year round natural light and air. Live an elevated life above the street in a quiet corner of the Ashcreek neighborhood. [Home Energy Score = 5. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10251579]

8817 SW 49TH AVE, Portland

$499,900

4 Beds ⋅ 2 Baths ⋅ 725582806 MLS

Truly unique! Mid-century modern 4 bedroom 2 bath condo 1,700+ sq. ft. Tri-level layout with recent interior and exterior remodel. Move-in ready with newer kitchen cabinets & appliances, quartz slab countertops, soft-close drawers and cabinets. Electric window coverings, Schoolhouse Lighting. Gas Fireplace. Heated tile floors in both bathrooms. Refinished oak flooring throughout. Washer & Dryer in unit. Central A/C. Newer back deck and fenced private yard space. Gated access to additional parking space. Beautiful common area landscaping and well-maintained heated poo!. Dedicated parking spaces and storage area come with unit, including that bonus space adjacent to unit front door & back gate with EV hookup potential. HOA Includes water, sewer, garbage, common areas. Private & serene, convenient to Raleigh Hills amenities. Your dreams of fabulous mid-century living space in a well-maintained community come true!

5225 SW OLESON RD Unit #5, Portland

$1,130,000

5 Beds ⋅ 3 Baths ⋅ 109118220 MLS

Experience timeless Northwest luxury in one of Forest Heights' most desirable locations. This exceptional custom residence offers 5 bedrooms, 3.5 bathrooms, quality craftsmanship, abundant natural light, and picturesque territorial and valley views. Soaring ceilings and walls of windows create a bright, open atmosphere, while a thoughtfully designed floor plan featuring dual staircases to the upper level enhances both elegance and everyday functionality. The gourmet kitchen flows seamlessly into inviting family and dining spaces, making it ideal for everyday living and effortless entertaining. Upstairs, a spacious loft provides the perfect setting for a study room, or play area. Multiple fireplaces, versatile bonus spaces, and a generously sized primary suite, along with four additional bedrooms, offer exceptional flexibility for families, guests, or multigenerational living. The expansive lower-level family room with a wet bar creates the perfect space for game nights, movie gatherings, or hosting friends. Recent updates include newer carpet and newly refinished hardwood flooring, while the dual heating and air conditioning systems delivers year-round comfort and efficiency. Outside, enjoy a private backyard retreat featuring a spacious deck, mature fruit trees, and peaceful surroundings ideal for relaxing, gardening, or entertaining. Conveniently located just minutes from Forest Heights Village, scenic trails, parks, top-rated schools, downtown Portland, and major employers.

9028 NW BENSON ST, Portland

$879,000

4 Beds ⋅ 2 Baths ⋅ 181072877 MLS

Tucked along a quiet, dead-end street in a coveted pocket of unincorporated Washington County, this custom-built 1977 residence delivers serene tranquility. Northeastern treetop views stretch for miles from your perch on one of your decks, or from your living room, framed by soaring wood-clad vaulted ceilings that give this split-level home an unexpectedly open, airy feel. The main level centers on a dining room that flows effortlessly into the living room, warmed by a gas fireplace, while a second family room and kitchen offer a more relaxed gathering space beside a classic wood-burning fireplace. Sliders open onto a spacious back deck, where the tree-lined views become the true showpiece of everyday living. Downstairs, three generously sized bedrooms share a full bathroom alongside an additional family room and dedicated laundry—ideal for guests or a home office setup. Upstairs, the owner’s suite stands apart in quiet privacy, a true retreat from the rest of the home. Four bedrooms, two bathrooms, and a floor plan built for both connection and separation—this is a rare offering in one of the metro’s most desirable, low-traffic enclaves. Brand new furnace, AC and carpet!

7024 SW CANYON DR, Portland

$599,000

2 Beds ⋅ 2 Baths ⋅ 118219236 MLS

Nestled in the tranquil Arnold Creek neighborhood of SW Portland, this move-in ready home offers a warm and inviting atmosphere with serene forest views visible from nearly every window. Sunlight fills the space, enhancing the home’s natural beauty throughout. The great room invites relaxation with a cozy fireplace and built-in shelving, flowing effortlessly to a deck that overlooks a lush greenbelt, an ideal setting for entertaining or unwinding. The chef’s kitchen features granite countertops, stainless steel appliances, and abundant storage, combining style and functionality. Hardwood floors add warmth and character to the main level. Upstairs, the primary suite is a private retreat with a large walk-in closet, double vanities, skylight, and a spa-inspired walk-in shower. A versatile loft provides additional space for a home office, workout area, or reading nook.The lower level boasts a generous family room with soaring ceilings, opening to a second deck with peaceful views. This level features one bedroom and an additional room currently configured as a bedroom that can also serve as an office or workout area, along with a full bath and ample storage.A two-car garage, driveway, and street parking provide convenience. Ideally located in close proximity to I-5, 217, Lake Oswego, Multnomah Village, and Downtown Portland, the home also comes with no HOA fees. Thoughtful updates include a new water heater, fresh interior paint, and new lighting, blending refined living with everyday comfort. This home is truly move-in ready.

3426 SW ARNOLD ST, Portland

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