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

$799,900

3 Beds ⋅ 2 Baths ⋅ 653143747 MLS

OPEN HOUSE SATURDAY 7/25 11A-1P & SUNDAY 7/26 1-3PM! A rare opportunity to own a home designed and built by one of Portland's most celebrated mid-century modern architects, William Fletcher. Custom built in 1954 for his brother, this architectural treasure is available for only the second time in its history. From the street, the understated curb appeal gives little hint of the remarkable home beyond. Enter through a welcoming brick courtyard into a stunning great room that perfectly embodies timeless Northwest Modern design. Dramatic tongue-and-groove wood ceilings with exposed beams create warmth and architectural interest, while expansive walls of windows frame serene woodland views and flood the home with natural light. The spaces feature clean lines, original cork floors, rich wood paneling, and seamless indoor-outdoor flow to the surrounding deck ideal for both everyday living and entertaining. Every detail reflects Fletcher's signature connection between architecture and nature, blending warmth, sophistication, and exceptional livability. Outside, enjoy a peaceful, private setting surrounded by mature trees, offering a true retreat in the heart of the city. Just a short stroll to the shops, restaurants, and farmers market in Hillsdale, as well as Dewitt Park, with quick access to downtown Portland, OHSU, and major commuting routes. Schedule your showing appointment today! [Home Energy Score = 2. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10250486]

834 SW WESTWOOD 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.