SOUTHWEST HILLS Homes with River View

Welcome to Southwest Hills, a picturesque subdivision nestled in the heart of Portland, Oregon. Known for its breathtaking views and serene surroundings, this charming neighborhood offers a perfect blend of urban convenience and natural beauty. As you meander through the tree-lined streets, you'll discover a community that boasts a unique sense of tranquility while remaining just minutes away from the vibrant city life.

One of the standout features of Southwest Hills is its stunning homes with river views. Imagine waking up each morning to the gentle glimmer of the Willamette River, framed by the lush greenery that characterizes this enchanting area. Each property is thoughtfully designed, showcasing spacious layouts and modern amenities, all while embracing the natural beauty that surrounds them. Many homes feature expansive decks and large windows, allowing residents to fully immerse themselves in the picturesque landscape.

Living in Southwest Hills means enjoying easy access to some of Portland's finest parks, hiking trails, and outdoor recreational activities. The nearby Washington Park and Forest Park offer miles of scenic trails, perfect for hiking, biking, or simply enjoying a leisurely stroll. Additionally, the vibrant neighborhoods of downtown Portland are just a short drive away, providing a wealth of dining, shopping, and cultural experiences.

Whether you're seeking a peaceful retreat or a vibrant community, Southwest Hills offers a unique lifestyle that truly embodies the best of Portland living. Come explore this hidden gem and discover your dream home with a river view in this idyllic subdivision.

Newest SOUTHWEST HILLS Homes with River View

$700,000

2 Beds ⋅ 2 Baths ⋅ 704939674 MLS

Engineered to sit on the hill and at the tops of the forest, this home offers views overlooking Portland this is a great opportunity to own in the Southwest Hills. Great views at all times of the day. The morning brings the sunrise over the city and three mountains, daytimes views show the breadth of our City and nature, and then the evenings you have the night scape of the City. Easy hosting with Kitchen, living, and dining are on the main level; with privacy on the lower level with two view bedrooms, a family room, plus storage, wrap-around walk-out decks with access from each floor. Just minutes to OHSU, minutes to Hwy 26, and minutes to downtown & 23rd Ave. Washington and Council Crest Park are a walk a way. The privacy of a home and better than a condo with no HOA.

2445 SW MONTGOMERY DR, Portland

$4,250,000

6 Beds ⋅ 5 Baths ⋅ 186005227 MLS

Nestled in Portland’s prestigious West Hills, this extraordinary estate offers sweeping views of the city skyline, Willamette River, and Cascade Mountains. Set on 1.17 acres of gated, park-like grounds, the property blends historic elegance with modern luxury.Originally built in 1887 by JJ McCaffrey and thoughtfully updated in 1928 by renowned architects Jacobberger and Smith, the residence showcases timeless craftsmanship and architectural distinction. The home has been exceptionally maintained over decades of ownership. Inside, experience approximately 10,000sf of living space that unfolds across four levels, featuring elaborate moldings, stained glass windows, rich wood floors, and multiple fireplaces. Grand formal rooms are complemented by a marble-clad chef’s kitchen with Thermador appliances, a butler’s pantry, and exquisite built-ins throughout.The upper-level grand ballroom represents architecture at its finest with maple wood floors, curved trusses, under-eave insulated storage, and finished with tongue and groove fir ceilings. The estate also includes two separate dwellings: a 2-bedroom, 1-bath guest house with fireplace and scenic views, and a 1-bedroom, 1-bath carriage house with full kitchen, office space, and a six-car garage. Outdoor amenities elevate the lifestyle with a full-size tennis court, in-ground pool surrounded by Italian porcelain patio, cobblestone driveway, and manicured gardens.Located minutes from NW 23rd, downtown Portland, top-rated schools including Ainsworth Elementary and Lincoln High, and major medical centers, this rare offering combines privacy, prestige, and convenience in one of the city’s most coveted settings. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10226736]

1816 SW HAWTHORNE TER, 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.