Terwilliger/Homestead Homes for Sale

Welcome to the enchanting Terwilliger/Homestead neighborhood, a hidden gem nestled in the heart of Portland, Oregon. Known for its lush greenery and stunning views, this charming subdivision offers a unique blend of suburban tranquility and urban convenience, making it an ideal place for families, professionals, and nature enthusiasts alike.

Terwilliger/Homestead is characterized by its picturesque streets lined with mature trees and beautifully maintained homes, many of which feature classic architectural styles that reflect the neighborhood’s rich history. The homes for sale in this area are truly a sight to behold, offering a variety of options to suit diverse tastes and lifestyles. From cozy bungalows to spacious modern residences, there’s something for everyone in this vibrant community.

One of the standout features of Terwilliger/Homestead is its proximity to some of Portland’s finest parks and outdoor recreational areas. Residents can enjoy easy access to the stunning Terwilliger Parkway, a scenic route perfect for jogging, biking, or leisurely strolls. Additionally, the nearby Homestead Park provides a welcoming space for picnics, playdates, and community gatherings.

Families will appreciate the excellent schools within the district, ensuring a top-notch education for their children. With its friendly atmosphere, strong sense of community, and convenient access to downtown Portland, Terwilliger/Homestead is more than just a neighborhood; it’s a place to call home.

Explore the homes for sale in Terwilliger/Homestead today and discover the perfect blend of comfort, charm, and convenience in one of Portland’s most desirable areas!

Newest Terwilliger/Homestead Homes for Sale

$750,000

4 Beds ⋅ 3 Baths ⋅ 432883610 MLS

NEW PRICE! Perched in a prime Hillsdale location on a peaceful dead end street, this contemporary retreat captures sweeping Willamette River views and a delightful glimpse of Mt. Hood. Surrounded by mature trees, the home is designed to bring the outdoors in, with an open-concept main level featuring vaulted ceilings, expansive windows, and rich bamboo flooring that fills the space with natural light. At the heart of the home, the updated chef’s kitchen with an expansive island flows effortlessly into the dining and living areas creating an inviting space ideal for both everyday living and entertaining. The main level also offers a comfortable primary suite with a walk-in shower, dual vanities, and a spacious walk-in closet, along with a second bedroom and full bath. Downstairs, you’ll find two additional bedrooms, a full bathroom, and a versatile family or flex space, along with access to an oversized covered deck ideal for year round enjoyment.Recent updates include new interior and exterior paint, roof, HVAC system, lighting and carpet, providing both fresh updates and peace of mind. Ideally located just minutes from OHSU, downtown Portland, Hillsdale, and the scenic Terwilliger walking path and Markham trails, this home offers a rare blend of serene natural beauty and urban convenience.

5844 SW RALSTON 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.