HILLSDALE Homes for Sale

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 perfect blend of suburban tranquility and urban convenience. Located in Multnomah County, this delightful neighborhood is just a stone's throw away from the bustling heart of Portland, making it an ideal location for families, professionals, and anyone looking to enjoy the best of both worlds.

One of the standout features of Hillsdale is its diverse range of homes for sale. From cozy bungalows to modern townhouses and spacious single-family residences, there’s something to suit every taste and lifestyle. Many properties boast beautifully landscaped yards, providing a serene outdoor space to unwind and enjoy the stunning Oregon scenery. Inside, you’ll find a variety of architectural styles, with many homes showcasing updated interiors, open floor plans, and abundant natural light.

In addition to its beautiful homes, Hillsdale is celebrated for its strong community spirit and convenient amenities. Residents can enjoy local parks, boutique shops, and a variety of dining options, all within walking distance. The Hillsdale Farmers Market is a must-visit, offering fresh produce and artisanal goods, bringing the community together every week.

If you're looking for a place that combines the charm of a close-knit neighborhood with the vibrancy of city life, Hillsdale is the perfect choice. Explore the homes for sale today and discover your dream home in this enchanting Portland subdivision!

Newest HILLSDALE Homes for Sale

$785,000

4 Beds ⋅ 2 Baths ⋅ 567517485 MLS

This gorgeous Hillsdale-area cottage 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 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. All this, within easy walking distance to Kelly Park and near Hillsdale shops, library and restaurants. [Home Energy Score = 3. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10250336]

4920 SW 31st DR, Portland

$579,000

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

$869,000

5 Beds ⋅ 3 Baths ⋅ 362665674 MLS

OPEN Sat 7/18 FROM 11am TO 1PM. THIS WEEK ONLY SPECIAL BUILDER INCENTIVES AT OPEN HOUSE INQUIRE WITH AGENT. 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

$819,000

4 Beds ⋅ 3 Baths ⋅ 791760363 MLS

OPEN Sat 7/18 11am to 1PM. THIS WEEK ONLY SPECIAL BUILDER INCENTIVES AT OPEN HOUSE INQUIRE WITH AGENT.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

$895,000

4 Beds ⋅ 4 Baths ⋅ 343257870 MLS

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

$874,900

4 Beds ⋅ 4 Baths ⋅ 250602363 MLS

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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