Hillsdale, Terwilliger Heights Homes for Sale

Welcome to Hillsdale, a charming subdivision nestled in the heart of Terwilliger Heights, Portland, Oregon. This picturesque community, located in Multnomah County, is known for its serene atmosphere and stunning natural beauty. Hillsdale offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, professionals, and retirees alike.

As you explore this vibrant neighborhood, you’ll be captivated by the lush greenery and rolling hills that surround you. Hillsdale is home to a variety of parks and outdoor spaces, perfect for leisurely strolls, picnics, and recreational activities. The nearby Terwilliger Boulevard provides breathtaking views of the Willamette River and the majestic mountains beyond, making it a favorite spot for both residents and visitors.

The real estate market in Hillsdale is thriving, with a diverse selection of homes for sale that cater to different lifestyles and preferences. From charming mid-century bungalows to modern, spacious family homes, there’s something for everyone in this welcoming community. Many properties boast beautiful gardens, ample outdoor space, and easy access to local amenities, including shops, restaurants, and top-rated schools.

Living in Hillsdale means embracing a lifestyle that values community, nature, and convenience. Whether you’re sipping coffee at a local café or exploring the nearby trails, you’ll find that Hillsdale is a place where you can truly feel at home. Don’t miss the opportunity to discover your dream home in this enchanting Portland neighborhood—explore the homes for sale today and start your next chapter in Hillsdale!

Newest Hillsdale, Terwilliger Heights Homes for Sale

$899,000

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.