HILLSDALE Real Estate

Welcome to Hillsdale, a charming and vibrant subdivision nestled in the heart of Portland, Oregon. Known for its picturesque scenery and community spirit, Hillsdale offers a unique blend of suburban tranquility and urban convenience, making it a sought-after destination for families, young professionals, and retirees alike.

One of the highlights of Hillsdale is its lush, tree-lined streets and well-maintained parks, providing residents with ample opportunities for outdoor activities. The area is home to the beloved Hillsdale Park, where children can play, families can picnic, and neighbors can gather for community events. The nearby Gabriel Park adds to the recreational options, featuring sports fields, walking trails, and a dog park, ensuring that there’s something for everyone to enjoy.

Hillsdale boasts an eclectic mix of local shops, cafes, and restaurants, creating a vibrant community atmosphere. From artisanal bakeries to cozy coffee shops, residents can savor a taste of Portland’s renowned culinary scene right in their own neighborhood. The Hillsdale Farmers’ Market, held weekly, showcases fresh produce and handmade goods, allowing locals to connect with their neighbors while supporting local artisans.

Education is a priority in Hillsdale, with access to highly-rated schools and educational institutions, making it an ideal place for families. The community is also conveniently located near major highways and public transportation, providing easy access to downtown Portland and beyond.

Whether you’re looking to buy your first home or find a serene place to retire, Hillsdale offers a welcoming environment that feels like home. Discover the charm and community spirit of Hillsdale – where your dream lifestyle awaits!

Newest Listings in HILLSDALE

$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

$249,000

2 Beds ⋅ 2 Baths ⋅ 566267845 MLS

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. Seller will cover first 6 months of HOA dues!

2417 SW NEBRASKA ST Unit #4, 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

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