Hillsdale, Terwilliger Heights Homes with Cottage Style

Welcome to Hillsdale in Terwilliger Heights, a charming enclave nestled in the heart of Portland, Oregon, within the vibrant Multnomah County. This picturesque neighborhood is known for its serene ambiance, stunning landscapes, and a welcoming community spirit that makes it a perfect place to call home.

Hillsdale is characterized by its delightful cottage-style homes, which exude warmth and character. These quaint residences often feature charming architectural details such as gabled roofs, cozy porches, and lush gardens that create an inviting atmosphere. The cottage-style homes in this area are not just aesthetically pleasing; they also embody a sense of nostalgia, reminiscent of simpler times, while offering modern comforts that today’s homeowners desire.

Residents of Hillsdale enjoy easy access to a variety of local amenities, including boutique shops, cafes, and parks, making everyday life both convenient and enjoyable. The community is also known for its excellent schools and family-friendly environment, making it an ideal choice for those looking to settle down and raise a family.

Nature enthusiasts will appreciate the proximity to lush green spaces and scenic trails that wind through the hills, providing ample opportunities for outdoor activities, from hiking to picnicking. With its blend of charm, convenience, and community spirit, Hillsdale in Terwilliger Heights is more than just a neighborhood; it’s a place where memories are made and cherished. Come discover your dream cottage home in this enchanting corner of Portland!

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.