Hillsdale Houses for Sale

Perched on a bluff in the hills of Southwest Portland, this exceptional 1928 Tudor Revival commands sweeping views of Mt. Hood and the Willamette River. Inside, the home strikes an artful balance between modern comfort and historic authenticity. Rich red oak flooring pairs beautifully with original millwork, custom ironwork, and period brass fixtures. Graceful Tudor archways and coved ceilings

Kristen Kohnstamm Cascade Hasson Sotheby's International Realty

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

Discover this beautifully updated ranch in a prime SW Portland location - adjacent to the West Hills and minutes to Hillsdale. Blending timeless character with modern upgrades, the home features new windows with sleek black shutters, a new roof, remodeled basement bathroom, fresh paint, refinished hardwoods, stylish backsplash, stainless steel appliances, and refreshed landscaping. Enjoy

James Begg John L. Scott Portland Central

FABULOUS HILLSDALE HIDDEN GEM. ONE OF THE TEN MOST POPULAR LISTINGS IN PORTLAND, according to the Oregonian (8/23/25). Nestled in an expansive, park-like setting graced by majestic oaks, this exceptional Terwilliger Heights residence is a rare offering. Thoughtfully and tastefully updated, this home blends unique architectural detail with modern comfort. Meticulous landscaping envelops the

Virginia Sewell Windermere Realty Trust

Privately nestled on a wooded acre and surrounded by 300 acres of protected forestland, this remarkable 4,425 sq ft NW Contemporary residence is a rare blend of timeless design, sustainability, and craftsmanship. Designed by award-winning Emerick Architects and built by Right Angle Construction, this LEED Gold Certifed home delivers luxurious, eco-conscious living in a setting of unmatched

Julie Summers Coldwell Banker Bain

Located in the sought-after SW Hills neighborhood, this meticulously remodeled home seamlessly combines modern updates with timeless charm. The spacious open-concept living area is flooded with natural light, highlighted by soaring ceilings and exposed beams that add character. Enjoy effortless indoor-outdoor living with multiple decks, ideal for both entertaining and unwinding in the serene,

Alexandra Daggett Knipe Realty ERA Powered

West Hills English Cottage with Modern Updates & Private ADU! Arched doorways, floor-to-ceiling windows, and a sunroom with French doors flood this home with natural light while showcasing views of the private, tree-lined backyard. Tucked away on a quiet dead-end street just a block from Council Crest Park, the location offers serene seclusion with effortless access to the city—all within a

Craig Reger Reger Homes, LLC

OPEN 8/3/25 FROM 3PM-5PM. Mid-Century Modern Gem in the West Hills - Step into timeless design and modern comfort with this beautifully updated 1957 mid-century modern sanctuary. Set on a desirable corner lot in the heart of SW Portland, this home offers 2,744 square feet of living space, featuring 5 bedrooms, 3 full bathrooms, and breathtaking south-facing views. Spread across two light-filled

Zachary Eaton Keller Williams Realty Professionals

OPEN SAT 9/6 FROM 12 TO 2PM. Stunning Contemporary Model Home – Tehran Exclusive by Main Street Development. Model close-out opportunity with 2/1 interest rate buy-down! Designed by renowned Portland architect Ralph Tahran, this home offers high-end finishes, 9' ceilings, and abundant natural light with sweeping territorial views. Open floor plan features engineered hardwood floors, tiled

Libby Benz Windermere Realty Trust

Forest-Backed Mid-Century Oasis with Saltwater Pool–13 Mins to Downtown.Spectacular home for entertaining, awesome location in Hillsdale area backing to beautiful light filled forest with gorgeous inground saltwater pool & deck, very easy to take care of-Fern garden-perfect for pool parties or just fun for the family. Completely private, overlooking the beautiful forest. Light and bright

Helen Hoyt Portland Creative Realtors

This exceptional custom-built home offers 180 degree sweeping views of the city, river, and mountain ranges. Just minutes from downtown Portland, OHSU, and Multnomah Village, you’ve found the perfect blend of peaceful living and city convenience. The main level features an open floor plan with high ceilings accented by box beams and oversized windows showcasing the breathtaking views. The chef’s

Lauren Moomaw Cascade Hasson Sotheby's International Realty

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

New price-Located in the highly sought-after SW Hills, this beautifully remodeled home offers stunning panoramic views of Mt. Hood, Mt. St. Helens, and the Willamette River from multiple rooms and the expansive back deck. Lower level could be remodeled to add bathroom. Has separate entrance for a possible rental. Situated on a peaceful, private dead-end street, providing a perfect blend of

Lynda O'Neill John L. Scott

This stunning contemporary home, designed by Portland's acclaimed architect, Ralph Tahran, and built by Main Street Development, an esteemed fourth generation local builder, is one of nine unique homes in this exclusive in this development. It features 4 bedrooms (one on the main living area with a full bath adjoining), a covered deck with a sweeping territorial view, and an ADU with separate

Robert Law John L. Scott

This stunning contemporary home, designed by Portland's renowned architect, Ralph Tahran, and crafted by Main Street Development, an esteemed fourth generation local builder, is one of nine exclusive designs in this premier development. This proposed presale features 4 bedrooms, plus a main floor office/guest bedroom with an adjoining full bath with tub/shower, high end finishes, and 9 foot

Robert Law John L. Scott

This stunning contemporary home, designed by Portland's acclaimed architect, Ralph Tahran, and built by Main Street Development, an esteemed fourth generation local builder, is one of nine unique homes in this exclusive in this development. It features 3 bedrooms, a main floor office, an upstairs large loft/family room. The home offers high end finishes, a gourmet kitchen with premium cabinets,9

Robert Law John L. Scott

Mediterranean Retreat in Portland’s Coveted West Hills – Private, Versatile & Full of Character. Situated on a peaceful 1.31-acre double tax lot in the prestigious West Hills, this extraordinary Mediterranean-style estate offers a rare combination of timeless elegance, modern updates, and incredible versatility—ideal for multigenerational living, entertaining, or generating income through a

Mimi Mccaslin LUXE Forbes Global Properties

OPEN HOUSE SATURDAY 2-4pm **Mid-Century Retreat Nestled in the Woods, Prime Hillsdale Location** Welcome to this stunning mid-century home, privately tucked among the trees yet just minutes from all the amenities Hillsdale has to offer. A park at the end of the street, neighborhood farm stand around the corner, library within a few blocks, plus shops and restaurants less than half a mile

Amanda Brohman RE/MAX Equity Group

This well-maintained tri-level home features a recently renovated kitchen with quartz countertops, stainless steel appliances, and a casual dining area that overlooks the backyard. A separate formal dining room opens to a brick patio and terraced yard with mature trees, raspberries, blueberries, perennials, and a raised garden bed. The home includes its original oak hardwood floors, two

Cody Ruegg John L. Scott Sandy

Looking for a home with a bit of mid-century vibe in the sought-after neighborhood in Hillsdale? Here is it! This gem offers many functional updates for today’s everyday living inside and out, brand new roof! As you enter this inviting home, you will be welcomed by the view of seasonal trees off picture-perfect windows in the living room. Practical floor plan provides accommodations for all.

Sohee Anderson Where, Inc

PRICE REDUCED- Opportunity knocks! This sweetly renovated 3-bedroom, 1-bath ranch home in Burlingame/Hillsdale is the perfect blend of comfort and convenience. The desirable single-level layout flows efficiently with an open and airy living room, dining area, and kitchen upon entry. Bedrooms are nestled quietly through the back hall with garden views. Step out to your private backyard oasis,

Heidi Hopfer Neighbors Realty

IMPROVED PRICE! Set along tree-lined Fairmount Blvd, this Northwest Contemporary offers a sense of layered privacy just minutes from downtown and OHSU. Native plantings and shifting valley views surround the four-level home, where large windows, built-ins, and hardwood floors create a warm, functional interior. Multiple decks and garden pockets extend the living space outdoors, while nearby

Craig Weintz Vetiver Street Real Estate

OPEN HOUSE Sat. 9/6, 11-1:00. Furnished income ADU, in a highly desired location. With its own separate entrance, it is perfect for a teen, in-laws, or generational living. This mid century modern home exudes character throughout. Natural light floods the front of the home, drawing you towards the windows. Open kitchen makes conversation easy, flanked by the dining area and also a nook.

Kim Kress Windermere Heritage

Purchase to live in one unit and rent out the others or rent all units. 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

Josh Hackenjos LUXE Forbes Global Properties

PRICED TO SELL!! 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

Toni Mikel Bluebird Real Estate

Timeless Cape Cod with a trendy modern presence! Features include quartz countertops, remodeled bathrooms, dual pane Milgard windows, central heat & air, master on main, tons of storage, & finished basement. Private fully fenced front & back yard, perfect for entertaining. Experience plenty of natural light throughout.Convenient to Gabriel Park, Multnomah Village, OHSU & public transit. [Home

Kurt Davidson Keller Williams Capital City

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

Spectacular sunset vistas and exceptional private living await in this exclusive gated West Hills View Estates masterpiece that has been reimagined in high style and offers stunning outdoor entertaining, water garden grounds, a grand sense of scale throughout, and ADA accessible guest accommodations with 2nd kitchenette. Enter to a breathtaking mezzanine great room with 25' beamed ceilings and

Kevin Hall Cascade Hasson Sotheby's International Realty

A picture-perfect Roscoe Hemenway designed home that soars above the city skyline unlike any other in Portland. Designed and sited to maximize views of Mt. Adams, Helens, Hood and the Willamette River, this view estate is close in to all that Portland has to offer. The private winding drive leads to a secluded, park-like setting punctuated by a variety of outdoor entertaining spaces, including a

Patrick Clark Inhabit Real Estate

Hillsdale - Original Owner - East Facing - 2 X-Large View Decks - 3 Bedroom, Den, 3 Bath, 2,390SF - Well Maintained Home with 70's Inspired Interior - Cosmetic Updates Needed - Area Homes to $1.1 mill+ / Lots of upside potential. Living Room features Large Fireplace, Floor to Ceiling Windows & Deck Access - Spacious Family Room with Covered Deck Access - Primary Suite & 2nd/3rd Bedrooms on main

Michael Skillman John L. Scott

NEW ON MARKET AFTER SIGNIFICANT UPGRADES. Portland's best Location and neighborhood in desirable West Hills. Enjoy panoramic views of the forest in the home and relax with nature off of the new sun deck system engineered on three levels adds over 1500 sq. ft. of outdoor living space. New deck system, presidential roofing, new luxury grade carpets, exterior and interior paint, new lighting,

Brent Barker PC Coldwell Banker Bain

Gorgeous contemporary custom designed plan with 420 square foot deck off master bedroom and covered deck off great room. Top of the line modern finishes and appliances. Meet with the builder's designer to select yours. Very private setting at end of street in a great neighborhood with quick downtown/Council Crest/Hillsdale access. You may also customize your home by adjusting the floor plan or

Robert Law John L. Scott