Hillsdale Real Estate

Hillsdale Real Estate

Welcome to Hillsdale, a charming and vibrant subdivision nestled in the heart of Portland, Oregon, within the picturesque Multnomah County. Known for its delightful blend of suburban tranquility and urban convenience, Hillsdale is a hidden gem that perfectly captures the essence of Portland living.

Hillsdale boasts a rich tapestry of tree-lined streets, well-maintained parks, and a strong sense of community. Residents enjoy easy access to a variety of local amenities, including boutique shops, cozy cafes, and family-owned restaurants that showcase the best of Portland’s culinary scene. The Hillsdale Farmers Market, held weekly, is a beloved local tradition where you can find fresh produce, artisanal goods, and handmade crafts, fostering a sense of community and supporting local vendors.

For families, Hillsdale is served by excellent schools and offers numerous recreational opportunities. The nearby Gabriel Park provides ample green space for outdoor activities, including sports fields, walking trails, and picnic areas, making it a popular spot for residents of all ages. With its close proximity to downtown Portland, residents can easily enjoy the vibrant arts and culture scene, as well as the city’s renowned coffee shops and breweries.

Nature enthusiasts will appreciate Hillsdale’s access to hiking trails and scenic viewpoints, allowing for weekend adventures in the stunning Pacific Northwest landscape. Whether you’re looking for a cozy family home or a charming bungalow, Hillsdale offers a diverse range of real estate options, making it an ideal place to call home. Discover the warmth and community spirit of Hillsdale – your perfect Portland haven awaits!

Newest Listings in Hillsdale

$799,900
3 Beds 2 Baths 653143747 MLS
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.