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Hillsdale Homes for Sale with Parking

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  • /47

    $1,350,000 Open Wed 3PM - 6PM

    • 4 Beds
    • 3 Baths
    • 2,858 Sq Ft

    4215 SW Chesapeak Ave, Portland, OR 97239

    TREEHOUSE SANCTUARY - Tucked into the tree-lined streets of Council Crest, this mid-century home has been transformed with a level of craftsmanship and design that feels both timeless and modern. Every update was intentional—premium materials, thoughtful details, and a seamless blend of original character with high-end upgrades.Inside, the Neil Kelly-designed kitchen sets the tone with a Wolf gas

    Kenneth Avery eXp Realty, LLC

    4215 SW Chesapeak Ave, Portland, OR 97239
  • /34

    $1,139,000

    • 4 Beds
    • 2.5 Baths
    • 2,699 Sq Ft

    1953 SW Iowa St, Portland, OR 97239

    This impeccably maintained Renaissance-built LEED certified home offers the ideal blend of modern convenience and an easy lifestyle in one of SW Portland's favorite neighborhoods. The bright, open-concept design is filled with abundant natural light, gleaming hardwood floors throughout the main level, and spacious great room featuring fireplace, built-ins, and views of the private backyard. The

    Steve Kaer Kaer Property Group

    1953 SW Iowa St, Portland, OR 97239
  • /30

    $1,025,000

    • 4 Beds
    • 3.5 Baths
    • 4,070 Sq Ft

    992 SW Westwood Dr, Portland, OR 97239

    This spacious Colonial home in the walkable Hillsdale neighborhood sits on .29 acres in a lush parklike setting. Very well maintained over ethe years with fully renovated kitchen (2023), the main floor provides vast entertainment space + massive bonus room. All bedrooms upstairs with 3.5 bathrooms, and storage galore. Two rooms include en-suite for Primary bedroom use, with a second used as

    Don Courtney Realty ONE Group Prestige

    992 SW Westwood Dr, Portland, OR 97239
  • /34

    $948,500

    • 4 Beds
    • 3 Baths
    • 3,440 Sq Ft

    6454 SW Parkhill Dr, Portland, OR 97239

    Welcome to this pristine mid-century VIEW daylight ranch, where timeless design meets modern comfort. Extensively updated -Newer roof, newer furnace, newer ext. paint & hardiplank siding, french drain system to highlight a few- allows you to know your home is a sound investment. The territorial views are nothing short of magical—watch the sun rise over Mt. Hood and the Willamette River, then

    Kendall Bergstrom-DeLancellotti Cascade Hasson Sotheby's International Realty

    6454 SW Parkhill Dr, Portland, OR 97239
  • /48

    $1,141,000

    • 5 Beds
    • 3.5 Baths
    • 3,664 Sq Ft

    230 SW Florida St, Portland, OR 97219

    This exceptional custom-built home offers 180 degree sweeping views of the city, river, and mountain ranges. Just minutes from downtown Portland, OHSU, and Multnomah Village, you’ve found the perfect blend of peaceful living and city convenience. The main level features an open floor plan with high ceilings accented by box beams and oversized windows showcasing the breathtaking views. The chef’s

    Aaron Moomaw Cascade Hasson Sotheby's International Realty

    230 SW Florida St, Portland, OR 97219
  • /32

    $1,292,000

    • 3 Beds
    • 3 Baths
    • 3,315 Sq Ft

    6442 SW Parkhill Dr, Portland, OR 97239

    Located in the highly sought-after SW Hills, this beautifully remodeled home offers stunning panoramic views of Mt. Hood, Mt. St. Helens, and the Willamette River from multiple rooms and the expansive back deck. Situated on a peaceful, private dead-end street, providing a perfect blend of tranquility and convenience.A major quality remodel was completed in 2022, updating the home with modern

    Lynda O'Neill John L. Scott

    6442 SW Parkhill Dr, Portland, OR 97239
  • /43

    $1,450,000

    • 4 Beds
    • 3 Baths
    • 3,219 Sq Ft

    4731 SW 18th Dr, Portland, OR 97239

    Nestled among the trees on a generous 1.53 acre lot, this mid-century marvel has been meticulously renovated to offer the perfect blend of modern comfort and serene tranquility. Just minutes from the action of city, this home provides a peaceful retreat with total privacy. Extensive remodel includes an open concept kitchen, all new decks, new oak floors, updated bathrooms, new sliding doors and

    Marcia Walsh Where, Inc

    4731 SW 18th Dr, Portland, OR 97239
  • /34

    $949,999

    • 5 Beds
    • 3.5 Baths
    • 3,039 Sq Ft

    5634 SW Menefee Dr, Portland, OR 97239

    Coveted Terwilliger Heights! Updated home sits on 7600 square foot lot. 4 bedrooms, Den, 3.5 bath spacious well-maintained home with undeniable charm and unique character and Large bedrooms. The main floor has a spacious living room with wood burning fireplace, formal dining, and den with hardwood floors. The kitchen and bathrooms have beautiful tile work. Outdoor Space Provides Private Fenced

    Tim Wilson Knipe Realty ERA Powered

    5634 SW Menefee Dr, Portland, OR 97239
  • /42

    $1,098,900 New Construction

    • 3 Beds
    • 3 Baths
    • 2,855 Sq Ft

    6008 SW 18th Dr, Portland, OR 97239

    This stunning contemporary home, crafted by Main Street Development, an esteemed fourth generation local builder, is one of nine exclusive designs in this development by Portland's renowned architect, Ralph Tahran. The home showcases high end finishes and an expansive territorial view, amplified by exceptional brightness from its airy, open floor plan and 9 foot ceilings on both level.Nestled on

    Robert Law John L Scott Portland SW

    6008 SW 18th Dr, Portland, OR 97239
  • /48

    $935,000

    • 4 Beds
    • 3 Baths
    • 2,502 Sq Ft

    2422 SW Seymour Dr, Portland, OR 97239

    Welcome to this beautifully updated mid-century modern home tucked away in sought-after Hillsdale. Set on a quiet cul-de-sac, this peaceful retreat offers stunning views and a wraparound deck that feels like your own private sanctuary—just minutes from the heart of the city. Inside, you'll find a chef’s kitchen with elegant granite countertops and gleaming hardwood floors that flow seamlessly

    Tanya Smith Redfin

    2422 SW Seymour Dr, Portland, OR 97239
  • /35

    $725,000

    • 3 Beds
    • 2.5 Baths
    • 2,001 Sq Ft

    7323 SW Nevada Terrace, Portland, OR 97219

    OPEN HOUSE 4/27 1-3pm... Welcome to this beautifully updated home nestled in the heart of Hillsdale/Wilson Park. With 3 bedrooms, 2.5 baths + a dedicated office, this property offers over 2,000 sq ft of flexible living space. All 3 bedrooms are conveniently located on the main level—ideal for both everyday living and long-term functionality.The spacious, thoughtfully designed kitchen features

    Brandon Buchanan Real Broker

    7323 SW Nevada Terrace, Portland, OR 97219
  • /48

    $1,695,000

    • 4 Beds
    • 4 Baths
    • 3,982 Sq Ft

    1550 SW Mitchell St, Portland, OR 97239

    This beautifully reimagined Mid-Century Modern home seamlessly blends original design with thoughtful modern updates, preserving the architectural essence while elevating comfort and functionality. Walls of windows flood the space with natural light. Surrounded by lush, mature landscaping, this home offers a private, resort-like experience on a .51-acre lot.The layout is perfect for

    Karie Jett Cascade Hasson Sotheby's International Realty

    1550 SW Mitchell St, Portland, OR 97239
  • /41

    $693,000

    • 2 Beds
    • 2 Baths
    • 1,889 Sq Ft

    4970 SW 31st Dr, Portland, OR 97239

    Step into the timeless charm of this beautifully updated 1940s home in SW Portland. Thoughtfully renovated to maintain its classic character, this home features soothing paint tones & abundant natural light. Gleaming hardwoods flow throughout the main level, complimented by a cozy fireplace with a marble surround.The kitchen blends modern convenience with vintage appeal, boasting newer cabinets,

    Kathy Kollas Navigate The Way Home, LLC

    4970 SW 31st Dr, Portland, OR 97239
  • /43

    $850,000

    • 4 Beds
    • 3 Baths
    • 3,052 Sq Ft

    4933 SW 18th Place, Portland, OR 97239

    Beautifully updated mid-century home in the coveted West Hills, offering the perfect blend of classic charm and modern updates. Ideally located just minutes from downtown, OHSU, Council Crest Park, and shopping. The desirable main level features a light-filled, open-concept layout with expansive windows framing tranquil treetop views. The spacious living and dining areas flow seamlessly onto a

    Chris Suarez Keller Williams Sunset Corridor

    4933 SW 18th Place, Portland, OR 97239
  • /12

    $539,000

    • 3 Beds
    • 1 Bath
    • 3,206 Sq Ft

    6465 SW Capitol Hwy, Portland, OR 97239

    Exceptional Development Opportunity in the Heart of Hillsdale! This 7,405 sq ft lot is zoned RM1, offering a unique chance to create low-scale multi-unit housing in one of SW Portland’s most desirable neighborhoods. RM1 zoning allows for a variety of residential types—think townhomes, duplexes, triplexes, or a small apartment building—with preliminary concepts suggesting potential for 5–7+ units.

    Jakob Goodson Like Kind Realty

    6465 SW Capitol Hwy, Portland, OR 97239
  • /23

    $460,000

    • 2 Beds
    • 1 Bath
    • 1,796 Sq Ft

    8040 SW Capitol Hill Rd, Portland, OR 97219

    This SW Portland home boasts vintage charm, an updated bathroom, ample storage, and a spacious backyard! Living and dining rooms feature original hardwood floors and a brick wood-burning fireplace, while the two ample bedrooms offer space for a home office. Remodeled BA includes tile floor and shower surround, while the full unfinished basement lends a sprawling open environment for storage,

    Kurt Davidson Keller Williams Capital City

    8040 SW Capitol Hill Rd, Portland, OR 97219
  • /38

    $559,000

    • 3 Beds
    • 2 Baths
    • 2,058 Sq Ft

    8046 SW Capitol Hill Rd, Portland, OR 97219

    Timeless Cape Cod with a trendy modern presence! Features include quartz countertops, remodeled bathrooms, dual pane Milgard windows, central heat & air, master on main, tons of storage, & finished basement. Private fully fenced front & back yard, perfect for entertaining. Experience plenty of natural light throughout.Convenient to Gabriel Park, Multnomah Village, OHSU & public transit. [Home

    Kurt Davidson Keller Williams Capital City

    8046 SW Capitol Hill Rd, Portland, OR 97219
  • /29

    $670,000

    • 3 Beds
    • 1.5 Baths
    • 1,332 Sq Ft

    2832 SW Bertha Blvd, Portland, OR 97239

    This Northwest contemporary home offers a peaceful retreat while keeping you close to everything Southwest Portland has to offer. With its unique perch, the home feels like a private sanctuary surrounded by nature. Enter inside to a warm and inviting main level where the open living and dining areas flow seamlessly into a well-appointed kitchen. Sliding doors open to a spacious, refinished deck,

    Sue Sullivan Windermere Realty Trust

    2832 SW Bertha Blvd, Portland, OR 97239
  • /35

    $625,000

    • 4 Beds
    • 3.5 Baths
    • 2,344 Sq Ft

    6605 SW Capitol Hwy, Portland, OR 97239

    Nestled in the Heart of Hillsdale & just minutes to Multnomah Village this 4 Bedroom / 3½ Bathroom Home is a TRUE Gem! Remodeled in 2016 this one-of-a-kind Condo alternative has an abundance of possibilities with 3 En Suites, 2 gas meters, 2 exterior doors, 2 hot water heaters, 2 washer/dryer hookups & lower level already equipped with a partial Kitchen - could be In-Law Quarters, Airbnb or 2

    Bobbi Inman Soldera Properties, Inc

    6605 SW Capitol Hwy, Portland, OR 97239
  • /45

    $935,000

    • 4 Beds
    • 3 Baths
    • 3,160 Sq Ft

    4323 SW Twombly Ave, Portland, OR 97239

    This is a wonderful home in an amazing close-in SW Portland location on a quarter acre lot. Welcome to this gardener's delight! This mid-century charmer has a versatile floorplan and is warm and inviting. The spacious living room with fireplace is light and bright due to the many windows. It opens to the dining area, kitchen and private back deck. The kitchen is central to everything and is open

    Sarita Dua Keller Williams Sunset Corridor

    4323 SW Twombly Ave, Portland, OR 97239
  • /45

    $600,000

    • 2,438 Sq Ft

    1418 SW Moss St Unit 1420, Portland, OR 97219

    Fresh Updates Just Completed! The seller just repaired, painted, and stained the decks—they look fantastic! A few siding boards on the right side were also replaced and freshly painted. The gutters have been cleaned, and the roof now comes with a 5-year certification for peace of mind. Duplex in a Prime Location – A Great Investment Opportunity! Discover this exceptional duplex in a highly

    Mona Yassine Keller Williams Sunset Corridor

    1418 SW Moss St Unit 1420, Portland, OR 97219
  • /35

    $498,500

    • 2 Beds
    • 2.5 Baths
    • 1,442 Sq Ft

    6526 SW Capitol Hwy, Portland, OR 97239

    No HOA on this beautifully designed townhome in the heart of Hillsdale and just minutes from Multnomah Village. With vaulted ceilings, freshly painted interior, and an open-concept layout, this home feels bright, airy, and welcoming. If you are looking for walkability, this checks all the boxes with easy access to a food truck court, farmers market, grocery stores, and restaurants. Perfectly

    Jesse Knight Cascade Hasson Sotheby's International Realty

    6526 SW Capitol Hwy, Portland, OR 97239
  • /44

    $1,999,000

    • 6 Beds
    • 7 Baths
    • 6,870 Sq Ft

    3440 SW Doschview Ct, Portland, OR 97239

    Spectacular sunset vistas and exceptional private living await in this exclusive gated West Hills View Estates masterpiece that has been reimagined in high style and offers stunning outdoor entertaining, water garden grounds, a grand sense of scale throughout, and ADA accessible guest accommodations with 2nd kitchenette. Enter to a breathtaking mezzanine great room with 25' beamed ceilings and

    Kevin Hall Cascade Hasson Sotheby's International Realty

    3440 SW Doschview Ct, Portland, OR 97239
  • /30

    $790,000

    • 3 Beds
    • 3 Baths
    • 2,157 Sq Ft

    6415 SW Terwilliger Blvd, Portland, OR 97239

    Blending the style and charm of a 1960s home with modern amenities, this property truly has it all! An energy-efficient design, a perfect layout, abundant natural light, and serene mature gardens create a private oasis in the heart of the city. Interior features include bamboo flooring throughout, granite counters, stainless steel appliances, double convection ovens, and spacious cherry

    Tyrone and Andrea Parmelee Premiere Property Group, LLC

    6415 SW Terwilliger Blvd, Portland, OR 97239
  • /48

    $4,250,000

    • 7 Beds
    • 6 Baths
    • 5,999 Sq Ft

    4700 SW Northwood Ave, Portland, OR 97239

    A picture-perfect Roscoe Hemenway designed home that soars above the city skyline unlike any other in Portland. Designed and sited to maximize views of Mt. Adams, Helens, Hood and the Willamette River, this view estate is close in to all that Portland has to offer. The private winding drive leads to a secluded, park-like setting punctuated by a variety of outdoor entertaining spaces, including a

    Patrick Clark Inhabit Real Estate

    4700 SW Northwood Ave, Portland, OR 97239
  • /22

    $599,900

    • 4 Beds
    • 3 Baths
    • 2,390 Sq Ft

    6902 SW 2nd Ave, Portland, OR 97219

    Original Owner - East Facing - 2 X-Large View Decks - 3 Bedroom, Den, 3 Bath, 2,390SF - Well Maintained Home with 70's Inspired Interior - Cosmetic Updates Needed - Area Homes to $1.1 mill+ / Lots of upside potential. Living Room features Large Fireplace, Floor to Ceiling Windows & Deck Access - Spacious Family Room with Covered Deck Access - Primary Suite & 2nd/3rd Bedrooms on main -

    Michael Skillman John L Scott Portland SW

    6902 SW 2nd Ave, Portland, OR 97219
  • /43

    $1,549,000

    • 3 Beds
    • 3.5 Baths
    • 3,199 Sq Ft

    6254 SW Burlingame Ave Unit A, Portland, OR 97239

    NEW ON MARKET AFTER SIGNIFICANT UPGRADES. Portland's best Location and neighborhood in desirable West Hills. Enjoy panoramic views of the forest in the home and relax with nature off of the new sun deck system engineered on three levels adds over 1500 sq. ft. of outdoor living space. New deck system, presidential roofing, new luxury grade carpets, exterior and interior paint, new lighting,

    Brent Barker PC Coldwell Banker Bain

    6254 SW Burlingame Ave Unit A, Portland, OR 97239
  • /37

    $1,185,000 New Construction

    • 4 Beds
    • 4 Baths
    • 3,085 Sq Ft

    6022 SW 18th Dr, Portland, OR 97239

    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

    Robert Law John L Scott Portland SW

    6022 SW 18th Dr, Portland, OR 97239
  • /39

    $1,245,000 New Construction

    • 3 Beds
    • 3.5 Baths
    • 3,301 Sq Ft

    6020 SW 18th Dr, Portland, OR 97239

    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. Move in ready by late April it features 3 bedrooms, a main floor office, an upstairs large loft/family room. The home offers high end finishes, a gourmet

    Robert Law John L Scott Portland SW

    6020 SW 18th Dr, Portland, OR 97239
  • /28

    $1,545,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,832 Sq Ft

    4453 SW Melville Ave, Portland, OR 97239

    Gorgeous contemporary custom designed plan with 420 square foot deck off master bedroom and covered deck off great room. Top of the line modern finishes and appliances. Meet with the builder's designer to select yours. Very private setting at end of street in a great neighborhood with quick downtown/Council Crest/Hillsdale access. You may also customize your home by adjusting the floor plan or

    Robert Law John L Scott Portland SW

    4453 SW Melville Ave, Portland, OR 97239

Home Trends in Hillsdale, OR

Home Trends

Median Price (12 Mo)
$702,000
Median Single Family Price
$750,000
Median Townhouse Price
$484,250
Median 2 Bedroom Price
$295,500
Median 1 Bedroom Price
$221,000
Average Price Per Sq Ft
$330
Number of Homes for Sale
34
Last 12 months Home Sales
131
Months of Supply
3.10
Median List Price
$789,000
Median Discount From 1st List Price
2%
Median Home Sale Price YoY Change
-1%
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