Hillsdale, Terwilliger Heights Real Estate

Welcome to Hillsdale and Terwilliger Heights, two enchanting neighborhoods nestled in the heart of Portland, Oregon. These vibrant communities are known for their stunning natural beauty, welcoming atmosphere, and a rich tapestry of amenities that make them a perfect place to call home.

Hillsdale is a charming neighborhood that boasts a delightful mix of suburban tranquility and urban convenience. With its tree-lined streets, friendly local shops, and a thriving farmers market, residents enjoy a strong sense of community. The area is home to several parks, including the popular Hillsdale Park, where families gather for picnics and children play on the playground. Hillsdale's proximity to the renowned Oregon Zoo and the expansive Washington Park adds to its appeal, making it a haven for nature lovers and outdoor enthusiasts alike.

Just a stone’s throw away, Terwilliger Heights offers breathtaking views of the Willamette River and the majestic West Hills. This serene hillside neighborhood is characterized by its upscale homes and lush greenery, providing a peaceful retreat from the hustle and bustle of city life. Residents here appreciate the close-knit community feel, with local events and gatherings that foster connections among neighbors. The nearby Terwilliger Boulevard is perfect for scenic drives or leisurely strolls, showcasing the area's natural beauty.

Together, Hillsdale and Terwilliger Heights offer an exceptional quality of life, with excellent schools, diverse dining options, and easy access to downtown Portland. Whether you're looking for a family-friendly environment or a peaceful sanctuary, these neighborhoods provide the perfect backdrop for your next chapter. Discover the charm of Hillsdale and Terwilliger Heights, where community spirit meets the beauty of the Pacific Northwest!

Newest Listings in Hillsdale, Terwilliger Heights

$899,000

3 Beds ⋅ 1 Baths ⋅ 677221903 MLS ⋅ ACTIVE Status

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

Listing courtesy of Where, Inc.

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Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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.