Hillsdale, Terwilliger Heights Real Estate

Welcome to Hillsdale, a charming subdivision nestled in the picturesque Terwilliger Heights of Portland, Oregon. This vibrant neighborhood seamlessly blends the tranquility of suburban living with the dynamic energy of the city, making it one of the most desirable areas in Multnomah County.

Hillsdale is known for its lush green spaces and family-friendly atmosphere. Residents enjoy easy access to stunning parks, including the expansive Gabriel Park and the scenic Terwilliger Parkway, perfect for hiking, cycling, and leisurely strolls. The community is also home to a variety of local shops, delightful cafes, and farm-to-table restaurants that showcase the best of Portland’s culinary scene.

Education is a cornerstone of Hillsdale, with access to highly-rated public and private schools, ensuring that families have excellent options for their children’s education. The close-knit community hosts numerous events throughout the year, fostering connections among neighbors and creating a welcoming environment for newcomers.

Conveniently located just a short drive from downtown Portland, Hillsdale offers residents the perfect balance of suburban peace and urban excitement. With easy access to major highways and public transportation, commuting to work or exploring the vibrant culture of Portland is a breeze.

Whether you’re a first-time homebuyer, looking to upgrade, or seeking a serene place to retire, Hillsdale in Terwilliger Heights offers a unique blend of natural beauty, community spirit, and urban convenience. Experience the charm of this delightful neighborhood and discover your dream home in Hillsdale today!

Newest Listings in Hillsdale, Terwilliger Heights

$824,900

3 Beds ⋅ 1 Baths ⋅ 677221903 MLS

A lovely classic English cottage welcomes you in the sought-after neighborhood of Hillsdale and Terwilliger. Sitting on a beautiful level lot backing to an open greenspace, this 1928 home preserves its original and timeless charm with modern updates and today’s comfort. Ideal floor plan to meet your everyday carefree and convenient living style. Inviting dining and living area is a perfect place for family and friends to gather for cheers. A cozy breakfast nook awaits to be enjoyed in the morning with a fresh cup of coffee. Handsome den with the fireplace is where you can sit for hours reading your favorite book. Generous sized rooms to create space for your hobbies, arts/crafts, or flex area for yoga/exercise. Surrounded with year round greenery and landscape, the yard and deck are a perfect place for fun and relaxation. Ideal location to trails, eateries, library, and more. Come and love living here at 1035 SW Westwood Drive! [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10249091]

1035 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.