HILLSDALE Homes for Sale

Welcome to Hillsdale, a charming neighborhood nestled in the heart of Portland, Oregon, within Multnomah County. Known for its picturesque tree-lined streets and vibrant community spirit, Hillsdale offers a perfect blend of suburban tranquility and urban convenience. This delightful area is characterized by its diverse architecture, featuring everything from cozy bungalows to modern townhomes, making it an ideal place for families, young professionals, and retirees alike.

Hillsdale is not just a neighborhood; it’s a community. Residents enjoy easy access to local parks, including the sprawling Gabriel Park, which offers ample opportunities for outdoor activities, picnics, and leisurely strolls. The area is also home to a variety of local shops, cafes, and restaurants, providing a charming atmosphere for weekend outings. The Hillsdale Farmers Market, held weekly, is a beloved local tradition, showcasing fresh produce and artisanal goods from local vendors.

For those considering a move, there are a variety of homes for sale in Hillsdale, catering to a range of tastes and budgets. Whether you’re searching for a cozy family home with a spacious backyard or a modern condo with stunning views, Hillsdale has something to offer everyone. With its strong sense of community, excellent schools, and convenient access to downtown Portland, Hillsdale is not just a place to live; it's a place to thrive. Come explore the homes for sale and discover why so many are proud to call Hillsdale home!

Newest HILLSDALE Homes for Sale

$849,000

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

$799,000

3 Beds ⋅ 2 Baths ⋅ 499541398 MLS

The cutest English cottage you'll find in SW Portland, tucked into one of Hillsdale's most beloved pockets. Surrounded by mature landscaping and a storybook garden filled with pollinator favorites, this home is every bit as charming as it looks. Step inside to a beautiful vaulted living room with exposed beams, a cozy fireplace, and timeless character throughout. The dining room sits at the heart of the home, creating the perfect gathering space, while the charming English-style kitchen offers radiant floor heat, an eat-in nook with a view of Mt. Hood, stainless steel appliances, and delightful details. Two generous main-floor bedrooms share a lovely vintage-inspired bath full of character. Upstairs, the spacious primary suite features a flexible sitting area or office space, its own mini-split heat pump for comfortable summer nights, and a private deck with views of the West Hills. Recent improvements include a brand-new roof, stucco repairs, fresh exterior paint, and updated lighting, adding peace of mind while preserving the home's timeless charm. Energy efficiency is another standout, with an impressive 7 out of 10 Home Energy Score, well above the average of 5. Improvements include added insulation, solar, a tankless water heater, high-efficiency gas furnace, 17 SEER A/C, and a separate mini-split heat pump for the upper floor. The finished lower level has a separate exterior entrance and includes a family room, office, laundry area, and plenty of flexible space for guests, hobbies, or working from home. Outside, the terraced backyard is a gardener's dream, filled with mature & diverse plantings. A detached one-car garage completes the package. Just moments from parks, trails, shops, restaurants, and everything Hillsdale has to offer (including a year-round Farmer's Market), this home is so charming you'll want to put it in your pocket! [Home Energy Score = 7. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10198067]

6826 SW 10TH AVE, Portland

$599,000

2 Beds ⋅ 2 Baths ⋅ 647044839 MLS

Welcome to this designer-inspired and sophisticated one-level home. From the moment you step inside, you know this home is exceptional - from the vaulted ceilings throughout that create a bright, expansive feel to the pops of color and high-quality finishes. As you enter the home, the sunken living room offers subtle separation within an open-concept layout, anchored by a wood-burning fireplace with built-in features that are perfect for displaying your favorite pieces. The thoughtfully updated kitchen showcases sleek navy-blue cabinetry and matte-black appliances for a polished, modern feel. The built-ins and abundant storage complement a chef's island and eating bar that offer versatile options for casual meals or entertaining in the adjacent dining room. Two bedrooms and two bathrooms complete the main level, including a beautifully renovated bathroom with a soaking tub for a spa-like retreat. The primary suite features vaulted ceilings and skylights, creating a bright and inviting space with generous closet storage. The ensuite bathroom includes double sinks and a separate walk-in shower lined with river rock. Step outside the primary suite to an expansive, wrap-around deck accessed from the kitchen/dining area as well, ideal for entertaining or simply lounging on a beautiful summer day. The raised garden beds add the perfect space for your green thumb. The attached garage, complete with a new garage door, offers ample storage and an EV charger. Convenience is key in this prime location, with the many restaurants, shops, parks, and grocery stores of Multnomah Village and Hillsdale just minutes away. New Roof 2022. New Exterior Paint 2026. New Garage Door 2026. [Home Energy Score = 5. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10198239]

7331 SW 17TH DR, Portland

$729,000

4 Beds ⋅ 2 Baths ⋅ 567517485 MLS

This gorgeous Hillsdale-area home was designed by Smaller Homes Inc. in 1942, along with all the other homes on this charming street. Surrounded by lush organic gardens, this property creates a natural haven for relaxation. The home has great natural light and a beautiful remodeled kitchen with recessed and under-cabinet lighting, custom cabinetry, a Wolf range, two sinks and leathered granite counters. Oak floors have been refinished throughout. The home has two bedrooms and a bathroom on the main level, one bedroom upstairs and a bedroom and full bath on the lower level. The bedrooms are generously sized with great natural light. Many windows have been replaced with high-end Andersen windows. There is an updated electrical panel and EV charger, an updated main water line and sewer line, french drains around the property to help with drainage and a central vacuum system. A newer Lopi certified wood stove insert keeps the house cozy and warm. A long driveway offers plenty of space to park. All this, within easy walking distance to Kelly Park and near Hillsdale shops, library and restaurants. Please note, Zillow BuyAbility is listing incorrect property tax amount. [Home Energy Score = 3. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10250336]

4920 SW 31st DR, Portland

$829,900

5 Beds ⋅ 3 Baths ⋅ 362665674 MLS

OPEN SUN 9/13 FROM 12 TO 2PM. tunning Contemporary Model Home facing South filled with light – 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 bathrooms, and a 13' x 16' covered deck with tile flooring—ideal for entertaining. Lower-level studio/ADU with separate entrance offers income or guest potential and can be finished for approx.$15,000. Main level includes full bath and versatile den/guest room. Step out back and enjoy the lawn. Vaulted primary suite includes an 8' x 11' walk-in closet.Located in a premier neighborhood just minutes to schools, restaurants, shopping, Hillsdale, Multnomah Village, and downtown Portland. Walk Score: 86, Bike Score: 83. Builder: Main Street Development – 4th generation local builder. Lot includes territorial views, premium finishes, and flexible living options.

6024 SW 18TH DR, Portland

$779,900

4 Beds ⋅ 3 Baths ⋅ 791760363 MLS

OPEN 9/13 SUNDAY FROM 12PM TO 2PM. Stunning Contemporary Model Home facing South filled with light – 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 bathrooms, and a 13' x 16' covered deck with tile flooring—ideal for entertaining. Lower-level studio/ADU with separate entrance offers income or guest potential and can be finished for approx. $15,000. Main level includes full bath and versatile den/guest room. Step out back and enjoy the lawn. Vaulted primary suite includes an 8' x 11' walk-in closet. Located in a premier neighborhood just minutes to schools, restaurants, shopping, Hillsdale, Multnomah Village, and downtown Portland. Walk Score: 86 | Bike Score: 83. Builder: Main Street Development – 4th generation local builder. Lot includes territorial views, premium finishes, and flexible living options.

6012 SW 18th DR, Portland

$859,900

4 Beds ⋅ 4 Baths ⋅ 343257870 MLS

interest rate buy down or closing costs with accepted offer no later than Sept 8!! Builder close-out on 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 at the end of a lane with nine unique homes in this exclusive development. It features 4 bedrooms (one is in the unfinished ADU) plus a den on the main floor with a full bath next to it, a covered deck with a sweeping territorial view, and an unfinished ADU with separate entrance, ideal for guests, rental income, or extended family living. The home offers high end finishes, a gourmet kitchen with premium cabinets,9 foot ceilings, an open layout, striking sight lines, abundant natural light, and beautiful territorial views. Nestled on a lane in one of Portland's best neighborhoods, it's steps from the vibrant heart of Hillsdale and Multnomah Village beyond, with downtown only a 10 minute drive away. Highlights include engineered hardwood in the main living areas, tiled bathrooms a covered deck ideal for entertaining, and a large two car garage plus additional covered parking. The spacious primary suite boasts a vaulted ceiling with fan and an impressive 9' x 15' walk-in closet. The back yard connects with a common greenspace. With a Walk Score of 86 and a Bike Score of 83, this home combines luxury with convenience.

6028 SW 18TH DR, Portland

$829,900

4 Beds ⋅ 4 Baths ⋅ 250602363 MLS

interest rate buy down or closing costs with accepted offer no later than Sept. 8. Builder close-out on 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 entrance, ideal for guests, rental income, or extended family living. The home offers high end finishes, a gourmet kitchen with premium cabinets,9 foot ceilings, an open layout, striking sight lines, abundant natural light, and sweeping territorial views. Nestled on a lane in one of Portland's best neighborhoods, it's steps from the vibrant heart of Hillsdale and Multnomah Village beyond, with downtown only a 10 minute drive away. Highlights include engineered hardwood in the main living areas, tiled bathrooms a covered deck ideal for entertaining, and a large two car garage plus additional covered parking. The spacious primary suite boasts a vaulted ceiling with fan and an impressive 8' x 11' closet. The back yard connects with a beautiful common greenspace. With a Walk Score of 86 and a Bike Score of 83, this home combines luxury with convenience.

6026 SW 18TH DR, Portland

$969,860

4 Beds ⋅ 4 Baths ⋅ 686776315 MLS

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 ceilings. This home has and open floor plan with exceptional sight lines, abundant natural light, and expansive territorial views. Nestled on a lane in one of Portland's best neighborhoods, it's just a short stroll to the vibrant heart of Hillsdale and Multnomah Village beyond with downtown only a 10 minute drive away. Enjoy engineered hardwood in the main living area, tiled bathrooms, and a covered deck, perfect for entertaining. The spacious primary suite with vaulted ceilings includes an impressive 8' x 11' closet. Take advantage of the lower level studio/ADU, ideal for guests, rental income, or extended living. With a Walk Score of 86 and a Bike Score of 83, this home seamlessly blends convenience and quality. Now featuring a 2/1 Interest Rate Buydown, this design is ready to break ground; construction can commence within days of signing the construction agreement. We welcome custom requests and modifications. Work with our interior designers to select all finished materials, colors, and details to create your dream home. Photos reflect similar finishes from 6008 SW 18th Drive (RMLS #24615076).

6022 SW 18TH DR, Portland

Start Your Search

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.