Refine Search
Sort by
5828 SW CHELTENHAM DR, Portland
$1,600,000
3 Beds ⋅ 3 Baths ⋅ 402553718 MLS
Located on a quiet street in Hillsdale, this beautifully remodeled residence blends timeless craftsmanship with elevated modern living. Peaceful Pacific Northwest views, rich mahogany built-ins, warm wood floors, high ceilings, and designer finishes create a home that feels both refined and welcoming. Expansive living spaces flow seamlessly to covered outdoor entertaining areas, while the chef’s kitchen is outfitted with high-end appliances, a walk-in pantry, and an elegant entertaining bar. The luxurious primary suite offers a spa-inspired bath, cedar walk-in closet, and direct access to the outdoor spa. Flexible living spaces, a private guest suite with elevator access, radiant heated floors, wine cellar, sport court, putting green, and beautifully curated gardens complete this exceptional offering. Ideally located on a dead-end street near trails, parks, restaurants, markets, and the Hillsdale Library. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10245684]

5828 SW CHELTENHAM DR, Portland

1663 SW WESTWOOD DR, Portland
$1,240,000
4 Beds ⋅ 3 Baths ⋅ 616745478 MLS
Just above Hillsdale on the quiet streets of Westwood Heights, sits a most splendid mid-century modern, soaking up the sun. This 1957 built residence is a sight to behold. A modest, quiet aesthetic gives way to remarkable views, as far as the eye can see. From east to west–the foothills of the Mt Hood National Forest, The Willamette River winding its way, expansive southern exposure with valley views. Look west, for many varied sunsets. It’s the best of all worlds here–where nature + the city are closer than you think. The design of this home is completely in tune with the lot on which it was built. Today, it’s just as contemporary and practical as ever. Expansive at 3540 SF, each level offers over 1700 SF of living space, providing a flow and ease of access, hard to find in this setting. Floor to ceiling windows on the main level, new oak hardwoods, refreshed kitchen, open + airy w/ river views from the sink! Bright quartz countertops with earthy tile backsplash. Long kitchen bar to gather. JennAir gas range, coffee station, built-in desk, custom maple cabinetry and lots of storage! Stunning original built-ins both in the main hallway + dining room with custom drawers. Fabulous deck off the kitchen is a respite w/ windbreaker glass + stairs to the backyard. Such an ease w/ this floorplan–the Primary Suite on the main level shares in the views, even from the bath. A 2nd bedroom on the main level plus a newly renovated guest bathroom w/ tiled walk in shower. Lower level features a large family room w/ wood fireplace + more sweeping valley views, 2 more bedrooms, plus a cheery bathroom with walk-in shower. Lower laundry room w/ folding table + sink, plus door to mudroom. South facing solar drenched sunroom is ready for whatever your heart desires! Out the sunroom sliders, green grass + stellar views. Mosey down the paths in the backyard to discover terraced gardens with plenty of sun. A jaunt up to Westwood Heights is always worth the trip!

1663 SW WESTWOOD DR, Portland

6408 SW BURLINGAME PL, Portland
$1,189,500
5 Beds ⋅ 4 Baths ⋅ 304617629 MLS
Set among the trees in one of Hillsdale's most beloved neighborhoods, 6408 SW Burlingame Pl. delivers genuine luxury at every level, with the warmth and functionality a busy household actually needs. Formal living and dining rooms anchor the entry, each framed by bay windows that pull the outside in. The gourmet kitchen is the heart of the home with floor-to-ceiling windows and skylights overlooking the trees, a gas fireplace, and an oversized island at the center. Two ovens, two cooktops with pot filler, and two sinks make it as functional as it is beautiful. A versatile sunroom creates connection and flow as both the sunroom and kitchen open to the upper deck, perfectly shaded for summer dining. An office nook off the kitchen keeps work within reach without interrupting the flow. Upstairs, three full suites offer the kind of privacy that keeps everyone happy. The primary is a sanctuary with vaulted ceilings, bed storage and built-in dressers, a walk-in closet, and a spa bathroom with heated floors and steam shower. The two additional bedrooms are genuinely oversized, each with a full bathroom, walk-in closet, and built-in dressers. Downstairs delivers next level living with a proper media room, play/craft area, two additional bedrooms, a 4th full bathroom, and the feature that will stop you mid-tour - an indoor swim spa with a retractable safety cover. Outside, a covered hot tub, custom deck, and level turf yards in both front and back give this home something rare on Hillsdale's hilly terrain: usable outdoor space, year-round. Walk to Hillsdale's shops, restaurants, library, pickleball courts, the Wells outdoor pool, schools, playgrounds, and miles of trails - all within a neighborhood that has gathered for a biennial block party for over 50 years. [Home Energy Score = 8. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10005000]

6408 SW BURLINGAME PL, Portland

4935 SW 19TH DR, Portland
$896,500
4 Beds ⋅ 3 Baths ⋅ 320667472 MLS
Tucked into a private lot with unforgettable views, this mid-century home offers 4 bedrooms, 3 full bathrooms and complete privacy from every window. The main level is a knockout. Walk into the open living area with vaulted ceilings, exposed beams, hardwood floors and a wall of windows framing the Tualatin Valley and Oregon Coast Range. From there, a deck provides plenty of options for entertaining, stargazing and birdwatching. The updated kitchen makes cooking enjoyable with a cooktop, built in double oven, quartz counters and easy access to coffee on the deck. The primary suite features two walk-in closets, a walk-in shower, a soaking tub and framed peaceful views from the picture window. Downstairs is a daylight lower level with a wall of windows to compliment the upper level. A family room with concrete floors leads you to a spacious 1,000 sq ft deck, hot tub and terraced yard. An ideal spot for quiet mornings or evening soaks under the stars. Outdoor living continues throughout the property, with a private, enclosed front yard adding yet another peaceful space to unwind. Thoughtful updates round out the home, including a hot water radiant heating system, a new roof, and updated wood windows offering both comfort and peace of mind for years to come. A rare blend of privacy, views, and timeless mid-century design. Hillsdale is one of Portland’s most vibrant and charming neighborhoods. Residents enjoy easy access to George Himes Park, Hillsdale City Park and Gabriel Park, offering beautiful scenic trails and playgrounds. Community events include the year-round Hillsdale Farmers Market. Offering a cozy, small-town suburban feel within the city limits. [Home Energy Score = 9. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10251805]

4935 SW 19TH DR, Portland

2104 SW IOWA ST, Portland
$875,000
5 Beds ⋅ 4 Baths ⋅ 758978185 MLS
LOCATION...LOCATION...LOCATION...Everything you need is walkable in this desirable urban environment. Discover this modern, stylish, and highly functional home artfully transformed from its midcentury origins in 2015. This proven site directed this conversion into a highly functional design with all the modern conveniences. The open floor plan, beautifully appointed and fully equipped kitchen, added storage with highly desired closet space we all crave. Set in the heart of Hillsdale, where essential amenities are merely steps away… from wonderful parks, groceries, (Market of Choice coming soon), shopping, public library, all three schools, coffee shops, and then some. Put your favorite music over the speaker system, pour your favorite tea or beverage from the wet bar, and enjoy the spacious outdoor deck. You will Love the results of an easy, relaxing, and convenient lifestyle that supplements health and prosperity. You owe yourself a look at this one. [Home Energy Score = 5. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10250281]

2104 SW IOWA ST, Portland

728 SW CHELTENHAM ST, Portland
$780,000
4 Beds ⋅ 2 Baths ⋅ 587929338 MLS
Contemporary ‘treehouse’ with mid-century vibes in highly sought-after Hillsdale! A light-filled vaulted living room with hardwood floors, groovy vintage wood stove, and a south-facing balcony are just the beginning of your 728 experience. The updated chef's kitchen is open to a great room for formal dining and casual gatherings. Two sets of French doors take you outside to a covered deck for those rare rainy Portland days and an uncovered sundeck with treetop views. Back inside and upstairs, you'll find a spacious primary suite with a soaking tub, walk-in closet and its own private balcony plus an office or media loft with built-in shelving and walls of windows. On the lower level, three bedrooms provide multiple options as they could be used as true bedrooms or quiet offices. One room is so large it could be used as a second primary bedroom or additional family/media room. There's a second full bathroom and plenty of storage downstairs as well. Outside, the wooded lot is fully fenced and has a private patio space with a hot tub. All of this in a stellar location walkable to the popular restaurants, coffee shops and small businesses of Hillsdale village. Excellent schools and parks, plus easy commuting routes to many of the metropolitan area's medical and high-tech workplaces, make this home a must see and a must have! [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10242762]

728 SW CHELTENHAM ST, Portland

6815 SW 14TH AVE, Portland
$765,000
4 Beds ⋅ 2 Baths ⋅ 580680290 MLS
Discover the perfect blend of classic Portland character and modern convenience in this beautifully situated home. Nestled in one of Portland’s most desirable neighborhoods, this property offers an unbeatable lifestyle.Inviting living spaces are filled with natural light and showcase timeless mid-century charm, original hardwood floors, and a cozy fireplace. Enjoy easy access to local cafés, parks, and the Hillsdale Farmers Market.Whether you’re searching for your first home or your forever home, this property provides the perfect canvas for your next chapter. Experience the walkable lifestyle that makes Portland living so special, paired with the comfort and privacy of a truly well-loved home.Conveniently located with easy access to downtown Portland, OHSU, and major transit lines—yet tucked away on a peaceful, quiet street. Recent updates include new PEX plumbing, new siding (2022), wall insulation added. Built-in stainless steel appliances, and fresh interior paint.Don’t miss this opportunity to own a piece of Portland.OPEN HOUSE Saturday & Sunday, 3/7–3/8 | 1:00 PM – 3:00 PM

6815 SW 14TH AVE, Portland

2700 SW BOUNDARY ST, Portland
$750,000
3 Beds ⋅ 2 Baths ⋅ 388926109 MLS
A must-see opportunity in coveted Hillsdale. This 3-bedroom, 2-bath mid-century daylight ranch offers a rare sense of privacy and calm — your own sanctuary in the city. As only the second owner in 70 years, this home has been thoughtfully preserved and tastefully updated, blending original character with modern comfort. Highlights include George Nelson and Louis Poulsen lighting, oak hardwood and travertine floors, Roman brick fireplaces (both with rebuilt fireboxes), an original vintage wet bar, and a well-appointed kitchen featuring quartz countertops, Wolf induction range, and Asko dishwasher. Major system updates were completed in 2019, including the roof, sewer line, and plumbing. Additional intentional improvements include an HVAC system with a Trane heat pump and Thermo-Pride biodiesel furnace for colder days, double-paned aluminum-framed windows that maintain the home’s original aesthetic, and foam-injected insulation throughout. Surrounded by Douglas-Fir and Cedars, the property borders a lush greenbelt teeming with wildlife, and will qualify for Platinum status with the Certified Backyard Habitat program. The outdoor space is truly special, with a spacious patio ideal for entertaining or relaxing, plus a truly unique “secret” deck built around trees. A rare blend of character, comfort, and quiet in desirable SW Portland, this is an extraordinary place to call home. Seller is a licensed real estate broker in Oregon. [Home Energy Score = 3. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10038278]

2700 SW BOUNDARY ST, Portland

7202 SW NEVADA TER, Portland
$710,000
3 Beds ⋅ 3 Baths ⋅ 682389096 MLS
Classic mid-century dayranch in Hillsdale’s sought-after Wilson Park neighborhood offers timeless character, potential & a rare opportunity after being cherished by the same family for over 50 years. The main living spaces feature hardwood floors & expansive windows that frame territorial views & offer abundant natural light. The kitchen opens to a spacious dining/family room with sliders leading to an expansive deck overlooking the backyard with fruit trees & raised beds, ready for gardening! The versatile lower level provides flexibility with room for recreation, a home office, guests, or multi-generational living, complete with a full bath & practical systems/storage space. Conveniently located near Rieke Elem, Ida B Wells HS with community pool, the Hillsdale Farmers Market, charming cafés, shops, bakery, restaurants & library. Enjoy easy access to Multnomah Village, OHSU, Lewis & Clark, downtown & I-5.Pre-inspection report is available for review. [Home Energy Score = 3. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10248277]

7202 SW NEVADA TER, Portland

1733 SW CUSTER ST, Portland
$650,000
3 Beds ⋅ 3 Baths ⋅ 741589976 MLS
Don’t miss out on this daylight, mid-century home, situated between Multnomah Village and Hillsdale! Entertain in the living room with vaulted ceilings or sprawl onto the back deck, which both share gorgeous views to the north and east. On a rare, over-sized lot with development possibilities, the bonus room in the basement also creates a tremendous amount of potential (exterior door-ADU?). Top-rated schools (Reike, Robert Gray, Wells) are nearby, and the home boasts an impressive list of updates all completed within the past 3 years: New Roof and Gutters, Pex Plumbing, Electrical Panel, Furnace, AC Unit, Water Heater, Main Water Line, Refinished and Extended Hardwood Floors, LVP Flooring, and Interior Paint. Close proximity to 'Scht Wiwnu Park and easy access to I-5, so make sure you come see this home and opportunity!

1733 SW CUSTER ST, Portland

6900 SW 11TH DR, Portland
$618,304
3 Beds ⋅ 2 Baths ⋅ 441268025 MLS
Classic Hillsdale living awaits in this lovingly maintained home making its MLS debut. Set on a manicured lot in one of Portland's most walkable and community-rich neighborhoods, this 1958 residence offers timeless bones and the perfect canvas for your personal vision. The main level lives beautifully, anchored by oak hardwood floors, wood-clad windows that flood the space with natural light. The galley kitchen features classic appliances and a sunny breakfast nook with a rear door that opens directly to the backyard. Host gatherings in the formal dining area, then step outside to a private patio surrounded by lush, mature landscaping that took decades to grow. Downstairs, a large and flexible lower level expands your options dramatically. Configure it as a media room, home gym, or multi-generational suite. A wood-burning fireplace and full bathroom make it a true retreat. A separate laundry area and double garage with additional storage round out the practicality. Location is where this home truly shines. Ida B. Wells High School, Rieke Elementary, a community pool, the neighborhood library, local shops, parks, restaurants, and the beloved Hillsdale Farmer's Market are all within easy reach. Commuters will appreciate the quick access to OHSU, Lewis & Clark, and downtown Portland, plus convenient freeway connections throughout the metro. This is a rare opportunity to plant roots in a neighborhood that has everything and make the home entirely your own. [Home Energy Score = 4. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10247619]

6900 SW 11TH DR, Portland

2818 SW MITCHELL CT, Portland
$595,000
3 Beds ⋅ 1 Baths ⋅ 765550251 MLS
Set on a quiet corner lot in Portland’s Hillsdale neighborhood, this single-level mid-century modern home celebrates light, simplicity, and connection to the outdoors. Floor-to-ceiling windows line both the north and south sides, filling the interior with natural light and framing views of the surrounding greenery. Inside, fresh paint and new carpet bring a clean, updated feel while honoring the home’s mid-century character. The layout features three bedrooms and one bath, with potential to add a second bathroom. A freshly stained deck extends the living space outdoors, perfect for morning coffee, gatherings with friends, or quiet moments surrounded by trees. The large, private yard includes a fire pit, two driveways, and a detached flex space with a skylight, ideal for a yoga studio, art space, or home office. Located in one of Portland’s most desirable neighborhoods with top-rated schools, including Rieke Elementary.

2818 SW MITCHELL CT, Portland

2555 SW SUNSET BLVD, Portland
$575,000
3 Beds ⋅ 2 Baths ⋅ 771998262 MLS
Mid-Century Modern in coveted Hillsdale - location, location, location! New roof, furnace, and interior paint. Front deck has been repaired, refinished, and restained. Living and Dining Rooms feature large north-facing windows for natural light. Kitchen has very large wraparound windows - light all day with territorial views! Vaulted Living Room includes a slider to a private patio for entertaining or simply enjoying the large garden. King-sized vaulted primary suite has large cedar-lined closets. Windowed laundry room with sink and storage. 3rd Bedroom on lower level could be a potential ADU and has its own entrance, cedar-lined closet, and plenty of storage. This neighborhood is hard to beat - close to restaurants and coffee shops, Hillsdale Library, parks, schools, and bus line #55. Don't miss this opportunity! [Home Energy Score = 3. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10248596]

2555 SW SUNSET BLVD, Portland

2634 SW MITCHELL CT, Portland
$565,000
3 Beds ⋅ 2 Baths ⋅ 645832716 MLS
Location, Location, Location! One-level living in this classic Hillsdale mid-century charmer with wraparound floorplan on large, private lot. An outstanding value for any buyer. This home had previously sold with multiple offers for over full price 3 months ago, but the home inspection showed the need for crawl space repairs, etc. All new LVP flooring and carpet throughout, interior paint, new sewer and water lines, and more. Move right in. Living and dining rooms feature large north-facing windows for natural light all day. Open efficient kitchen has gas range and serving peninsula. Vaulted family room includes a slider to a big private deck where you can entertain or simply enjoy viewing the large garden. King-size vaulted primary suite has walk-in closet and bathroom with double sinks. Full-size laundry room with sink and storage. Single detached garage creates welcoming entry breezeway. This neighborhood can’t be beat. Walking distance to tasty restaurants, coffee shops, breweries, shopping destinations, Hillsdale Library, parks, top-notch schools, and friendly neighbors, you'll have everything you need right at your fingertips. [Home Energy Score = 2. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10239439]

2634 SW MITCHELL CT, Portland

1834 SW MILES ST, Portland
$564,900
4 Beds ⋅ 2 Baths ⋅ 204439925 MLS
This spacious, light-filled Hillsdale home carries an inviting mid-century vibe and sits on a quiet street directly adjacent to a neighborhood trail and blocks from Multnomah Village, parks, schools, a disc golf range, and major commuter routes.With 5 bedrooms, a den, and 2 bathrooms, there’s room for everyone. Sliding doors from both the living and dining rooms open onto a large rebuilt deck with sunrise and territorial views, creating generous outdoor living space for lounging, dining, and summer BBQs.Two wood-burning fireplaces add warmth and ambiance. The private backyard features mature grapevines and a fire pit, perfect for gathering.The functional kitchen offers bar seating, a stained-glass window, and a newer dishwasher. Recent upgrades include PEX plumbing, new mini blinds, professional interior painting, fresh landscaping, newly repointed chimney and a new tear-off roof—major improvements that will bring peace of mind for years to come.Lovingly maintained and full of potential, this home is ready for your next chapter. [Home Energy Score = 2. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10242290]

1834 SW MILES ST, Portland

6919 SW 10TH AVE, Portland
$540,000
3 Beds ⋅ 1 Baths ⋅ 516384060 MLS
Step into this charming mid-century ranch in the heart of Hillsdale, where warm hardwood floors, natural light, and inviting spaces create an instantly welcoming feeling. Expansive picture windows in the living room capture lovely territorial views and fill the home with sunshine, giving the main living area a bright and comfortable atmosphere that feels both open and cozy at the same time.Designed for easy single-level living, this 3-bedroom, 1.5-bath home blends classic character with thoughtful updates throughout. Fresh interior and exterior paint give the home a crisp, refreshed feel, while major system improvements including a new roof in 2024 and updated furnace and A/C in 2021 provide peace of mind for years to come.The kitchen maintains its timeless charm while offering practical updates including a newer dishwasher (2021), brand-new oven, and cooktop, all flowing comfortably into the adjacent living and dining spaces. Both bathrooms have been tastefully refreshed this year, adding a clean and updated touch while complementing the home’s original personality.Outside, the home continues to charm with a spacious concrete patio area perfect for morning coffee or summer evenings, raised garden beds ready for planting, and a quaint chicken coop tucked into the easy-to-maintain backyard. The large carport with lots of storage and extended driveway provide excellent flexibility for additional parking, hobbies, or outdoor gear.Ideally situated in the heart of Hillsdale, this home offers exceptional access to Ida B. Wells High School, Rieke Elementary, the Hillsdale Farmer’s Market, parks, the neighborhood library, local shops, bakeries, coffee shops, restaurants, and the community pool. Enjoy a highly connected location with convenient access to OHSU, Lewis & Clark College, downtown Portland, and I-5, making it easy to navigate anywhere throughout the Portland metro area. [Home Energy Score = 4. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10248050]

6919 SW 10TH AVE, Portland

7224 SW 3RD AVE, Portland
$430,000
2 Beds ⋅ 1 Baths ⋅ 265026447 MLS
Move-In Ready, Fully Updated Home Near Portland!Beautifully renovated and truly turnkey, this updated home offers modern comfort and low-maintenance living in a convenient location near Portland. Extensive recent upgrades make this property a standout for buyers seeking quality, functionality, and peace of mind. Inside, enjoy high ceilings, hardwood floors throughout the main living areas, and energy-efficient LED lighting that creates a bright, inviting atmosphere. The updated kitchen features tile finishes and stainless steel appliances, ideal for everyday living and entertaining. Major recent improvements include:New 30-year roofAll new windowsNew HVAC system with A/CBrand new sewer lineNew porch and Trex decking for durable outdoor livingNew fencing and refreshed yard spaceAdditional highlights include an updated bathroom with high-end finishes and a large basement offering excellent storage options.Conveniently located near local schools, shopping, dining, and Portland amenities, this move-in-ready home has been thoughtfully updated from top to bottom. A great opportunity for buyers seeking comfort, style, and long-term value.Seller-assisted financing may allow buyers to purchase at a higher price point without increasing monthly payments, expanding qualification and opportunity. [Home Energy Score = 10. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10242349]

7224 SW 3RD AVE, Portland

5570 SW MENEFEE DR, Portland
$200,000
265242812 MLS
Perched on a bluff in the hills of Southwest Portland, this rare 0.15-acre buildable lot offers panoramic views of Mt. Hood and the Willamette River. Thoughtfully terraced, beautifully landscaped, and shaded by mature trees, the property currently serves as an extension of the adjoining estate, offering a private outdoor space with a park-like sitting area and a lower-level putting green. Whether envisioned as an intimate private retreat, future expansion of the main residence, or the site of your custom dream home (buyer to perform due diligence on building possibilities), the lot’s versatility and exceptional location set it apart. Steps from scenic Terwilliger Parkway and the Chart House, and adjacent to the 200-acre Marquam Nature Park, this hillside oasis offers miles of nearby trails while keeping the shops and restaurants of South Portland and downtown just minutes away. This lot is offered separately or in combination with the neighboring Tudor Revival home - an exceptional opportunity to secure an unmatched Portland legacy.

5570 SW MENEFEE DR, Portland

The content relating to real estate for sale on this site comes in part from the IDX program of the RMLS of Portland, Oregon. Real Estate listings held by brokerage firms other than this firm are marked with the RMLS logo, and detailed information about these properties include the name of the listing's broker. Listing content is copyright © 2026 RMLS of Portland, Oregon. All information provided is deemed reliable but is not guaranteed and should be independently verified. This content last updated on . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

How much is your home worth?

Get instant property value now!