Hillsdale, Terwilliger Heights Homes with Cottage Style

Welcome to Hillsdale, a charming subdivision nestled within the picturesque Terwilliger Heights in Portland, Oregon. This delightful neighborhood, located in the heart of Multnomah County, offers a unique blend of natural beauty and suburban comfort, making it an ideal place for families, professionals, and retirees alike.

Hillsdale is renowned for its enchanting cottage-style homes that exude warmth and character. These quaint residences feature charming architectural details, such as gabled roofs, inviting front porches, and beautifully landscaped gardens, creating a whimsical atmosphere that feels like stepping into a storybook. The homes here range in size and design, ensuring that there’s something to suit every taste and lifestyle.

In addition to its captivating homes, Hillsdale boasts a vibrant community spirit. Residents enjoy easy access to local parks, including the scenic Gabriel Park, where families can partake in picnics, sports, and leisurely strolls. The nearby Hillsdale Farmers Market is a beloved weekly gathering spot, showcasing fresh produce and artisanal goods from local vendors.

Convenience is key in this neighborhood, with a variety of shops, restaurants, and cafes just a stone's throw away. Whether you’re seeking a cozy coffee shop to enjoy your morning brew or a delightful eatery for a family dinner, Hillsdale has it all.

With its picturesque homes, friendly community, and prime location, Hillsdale in Terwilliger Heights is more than just a place to live; it’s a place to call home. Discover the charm of this enchanting subdivision and experience the unique lifestyle it has to offer!

Newest Hillsdale, Terwilliger Heights Homes with Cottage Style

$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

Start Your Search

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.