HILLSDALE Real Estate

Welcome to Hillsdale, a charming and vibrant subdivision nestled in the heart of Portland, Oregon. Known for its picturesque tree-lined streets and a strong sense of community, Hillsdale offers a unique blend of suburban tranquility and urban convenience. This delightful neighborhood is situated in Multnomah County, just a stone's throw away from the bustling city center, making it an ideal location for those seeking the best of both worlds.

Hillsdale is characterized by its diverse architectural styles, ranging from cozy bungalows to contemporary homes, each reflecting the neighborhood's rich history and character. Residents enjoy a strong sense of belonging, with friendly neighbors and an active community association that hosts various events throughout the year. The area is also home to several parks, including the expansive Hillsdale Park, where families gather for picnics, sports, and outdoor activities.

One of Hillsdale's standout features is its thriving local business scene. The Hillsdale Farmers Market, held weekly, showcases fresh, locally-sourced produce and artisanal goods, creating a vibrant atmosphere for residents and visitors alike. Additionally, the neighborhood boasts a variety of cafes, restaurants, and shops, making it easy to support local entrepreneurs while enjoying a delightful day out.

With its excellent schools, convenient public transportation options, and proximity to major highways, Hillsdale is perfect for families, young professionals, and retirees alike. Whether you're looking to buy your first home, downsize, or invest in a rental property, Hillsdale offers a welcoming community with all the amenities you need to lead a fulfilling lifestyle. Come explore Hillsdale—where community spirit meets modern living!

Newest Listings in HILLSDALE

$750,000

3 Beds ⋅ 3 Baths ⋅ 784557850 MLS

Step into the charm of the 1950s with this inviting mid-century tri-level home, full of character and thoughtful space, right in the heart of Hillsdale.Beautiful original hardwood floors in pristine condition and new double-pane windows blend timeless appeal with modern comfort.The living level welcomes you with gorgeous bay windows that fill the living room with natural light, complemented by charming built-ins. Just around the corner, the formal dining room flows into a beautiful kitchen, creating a warm and welcoming space for everyday living and entertaining.A few steps up, the bedrooms level features a spacious primary suite with its own ensuite bathroom, a second bedroom, and a full hallway bath.The lower level offers even more room to spread out, with an oversized bedroom, a convenient half bath, and a bright, inviting recreation room featuring skylights and sliding glass doors that open to the backyard and hot tub — perfect for relaxing or entertaining. A full bathroom adds even more functionality to this versatile level.Please note - the lower level is above grade, not a converted basement, offering a bright and comfortable extension of the home's living space.Don't miss the private, lush, low -maintenance, cozy backyard featuring a newer spa/hot tub. Full of vintage character, natural light, and flexible living spaces, this mid-century gem is ready to welcome you home! [Home Energy Score = 3. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10252688]

6823 SW BURLINGAME AVE, Portland

$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

$780,000

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

$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

$715,000

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 Sat 10/17 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

$775,000

4 Beds ⋅ 3 Baths ⋅ 791760363 MLS

OPEN 10/17 sat 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

$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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