HILLSDALE Real Estate

Welcome to Hillsdale, a charming and vibrant neighborhood nestled in the heart of Portland, Oregon. Known for its picturesque landscapes and strong community spirit, Hillsdale offers a perfect blend of suburban tranquility and urban convenience. This delightful subdivision is located in Multnomah County, making it a prime location for those who appreciate the beauty of the Pacific Northwest while enjoying easy access to the city’s bustling amenities.

Hillsdale is characterized by its tree-lined streets, inviting parks, and a diverse range of architectural styles, from cozy bungalows to modern townhomes. Residents take pride in their community, and you’ll often find neighbors gathering at local events, farmers markets, and seasonal festivals that celebrate the unique culture of this area. The neighborhood is also home to several highly-rated schools, making it an ideal choice for families looking to settle down.

One of Hillsdale's standout features is its proximity to nature. With easy access to nearby parks such as the expansive Washington Park and the serene Tryon Creek State Natural Area, outdoor enthusiasts will find endless opportunities for hiking, biking, and enjoying the breathtaking scenery that Oregon is known for.

In addition to its natural beauty, Hillsdale boasts a variety of local shops, cafes, and restaurants that cater to every palate. Whether you’re grabbing a cup of artisanal coffee or dining at a farm-to-table eatery, you’ll find that the neighborhood has a warm and welcoming vibe that keeps residents coming back for more.

Discover the charm of Hillsdale—a neighborhood where community, nature, and urban living harmoniously coexist. Your dream home awaits in this delightful Portland enclave!

Newest Listings in HILLSDALE

$850,000

2 Beds ⋅ 2 Baths ⋅ 349059698 MLS

If you happen upon this lovely, quiet cul-de-sac in Hillsdale, this is the home that catches your eye and makes a lasting impression. The truly stunning heritage oak tree in front is the first to grab your attention. The structure and architecture of this magnificent tree, especially when lit up at night, are something to behold. Next to catch your eye is the utterly charming Cape Cod set on its own private perch above the street and surrounded by beautifully manicured, mature landscaping. Inside, the timeless style, design and quality continue w/ gorgeous, solid oak floors throughout the main floor, large, multi-pane windows, plantation shutters, charming built-ins, updated bathrooms and a beautifully remodeled kitchen. This efficient and versatile floor plan packs a surprising punch w/ a wonderfully spacious primary suite upstairs, 2 main-floor bedrooms that double as an office and a family room, plus a nicely finished lower-level family/bonus/exercise room w/ great ceiling heights and amazing storage! Well-loved and meticulously cared for, this home boasts not just tasteful finish updates but valuable system improvements, too, including a whole-house generator! Outside, lush landscaping provides lovely outlooks from every window of the home and offers another layer of privacy. The expansive patio and large, covered breezeway allow for year-round dining and entertaining and serve as the perfect place to enjoy a quiet morning coffee accompanied by the relaxing sound of the outdoor fountain or to take in the sunset along with your evening nightcap. In terms of location, the Hillsdale neighborhood and this street in particular are hard to beat! Super centrally located, this home enjoys several quick commute options into downtown, NW, Lake Oswego and Beaverton. OHSU is just up the hill; Hillsdale’s town center (w/ library, grocery and a host of restaurants, shops and cafés) is just down the street; and a network of quiet, forested nature trails is mere minutes away. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10251709]

4620 SW 29TH PL, 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

$224,900

2 Beds ⋅ 2 Baths ⋅ 566267845 MLS

Seller will cover first 6 months of HOA Dues! Located in the heart of Southwest Portland's Hillsdale neighborhood, this condominium offers an affordable opportunity to enjoy one of Portland's most walkable communities. A functional layout is complemented by a spacious living room with a wood-burning fireplace and a covered balcony overlooking a peaceful, forested backdrop. The open connection between the kitchen and dining area creates an inviting space for everyday living and entertaining, while the full stainless steel appliance package and included washer and dryer add everyday convenience. The additional bedroom is ideal for guests, a roommate, or a dedicated home office. Enjoy the convenience of one parking space, nearby guest parking, and an unbeatable location just moments from Hillsdale's cafés, restaurants, grocery stores, neighborhood shops, Gabriel Park, Multnomah Village, public transit, and a nearby community center offering fitness and recreation opportunities. Affordable homeownership begins here! Whether you're purchasing your first home, looking to simplify, or searching for a place to make your own, this Hillsdale condo is an opportunity you won't want to miss. Make an Offer!!

2417 SW NEBRASKA ST Unit #4, Portland

$679,000

4 Beds ⋅ 2 Baths ⋅ 567517485 MLS

This mid-century home has been updated throughout with a chef’s kitchen, Wolf induction range, 2 sinks (IYKYK), leathered granite counters, Fisher Paykel and Liebherr appliances. Featuring hardwood floors throughout the upper levels, a cozy Lopi woodstove insert to keep toasty and very handy for the occasional power outage. Newer oil furnace and tank (EPA certified) for that heat that only oil can deliver. Backyard is a gardener’s paradise while the front raised beds supply veggies, herbs and flowers along with amazing bird watching. The house sits on a quiet street yet has easy access to OHSU, Albert Kelly park, Hillsdale shops and Multnomah Village. There is plenty of parking and an EV charger. The house has mostly all updated Andersen windows and a central vacuum system. Come see it! [Home Energy Score = 3. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10250336]

4920 SW 31st DR, Portland

$805,000

5 Beds ⋅ 3 Baths ⋅ 362665674 MLS

OPEN Sun 11/1 FROM 11am to 1pm. 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

$775,000

4 Beds ⋅ 3 Baths ⋅ 791760363 MLS

OPEN 11/1 sat FROM 11am TO 1PM. 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

$824,900

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

$807,900

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

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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.

HILLSDALE Real Estate

Newest Listings in HILLSDALE

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