OVERLOOK Homes for Sale

Welcome to Overlook, a vibrant and charming subdivision nestled in the heart of Portland, Oregon. Known for its stunning views and community spirit, Overlook is a hidden gem in Multnomah County that perfectly balances urban convenience with a touch of nature.

As you stroll through the tree-lined streets, you’ll discover a delightful mix of architectural styles, from classic bungalows to modern townhomes, each exuding its unique character. The homes for sale in Overlook offer a wonderful opportunity for buyers seeking a blend of comfort and style. Many properties feature spacious layouts, contemporary finishes, and lush outdoor spaces perfect for entertaining or simply enjoying the serene surroundings.

One of the standout features of Overlook is its proximity to the Willamette River and the scenic Overlook Park, which offers residents a peaceful retreat and ample recreational opportunities. Whether you enjoy jogging along the riverfront or picnicking in the park, this community provides a perfect backdrop for an active lifestyle.

The neighborhood is also conveniently located near the bustling heart of Portland, with easy access to local shops, restaurants, and cultural attractions. With a strong sense of community and a welcoming atmosphere, Overlook is an ideal place to call home.

If you’re looking for a vibrant neighborhood with beautiful homes for sale, Overlook is the perfect choice. Come experience the charm and warmth of this exceptional Portland community – your dream home awaits!

Newest OVERLOOK Homes for Sale

$824,000

5 Beds ⋅ 2 Baths ⋅ 123570049 MLS

This classic Portland Foursquare pairs century-old character with seriously good updates, including: an ADU, a terrifically updated kitchen, a new cedar deck and backyard retreat, a detached studio; currently the workspace of a design executive, an infrared sauna and cold plunge, all wrapped up in an incredible Overlook location near adidas and Killingsworth fun. The Wilbur House pairs period character with a thoroughly modern lifestyle. Four bedrooms and a bathroom sit together upstairs, while a fully permitted lower-level ADU opens the door to rental income, extended stays, independent living or a pretty excellent retreat. A wide open attic presents possibilities to expand, or utilize it as a meditation or additional work space. New roof, new plumbing, tankless water heater, updated electrical and new AC. Out back, life gets even better: a new cedar deck, architectural hardscaping, water feature, playhouse, cold plunge and a detached, modern studio. New and beautiful hardscaping creates a welcoming statement with a newly paved driveway leading to a detached garage. Whether it's an income property or a place to set roots, Wilbur delivers. Work here. Make things here. Host people here. Disappear into the sauna and ignore your email here. Whatever the case, you'll love living here. Come see.

5517 N WILBUR AVE, Portland

$595,000

3 Beds ⋅ 2 Baths ⋅ 396520532 MLS

Open Houses Friday, 7/31 from 5-7pm, Saturday 8/1 and Sunday 8/2 from 12-2pm! Outstanding newer construction in the sought-after Overlook neighborhood, just moments from food, drinks, and shopping in the vibrant Mississippi District. This 3-bedroom, 2.5-bath home with a spacious third-floor bonus room offers a fantastic floor plan designed for comfort and versatility. The exceptional primary suite with a bay window, built-in desk, and ensuite with double sinks easily accommodates a king-sized bed, while the second and third bedrooms share a well-appointed hall bath. The expansive upper-level provides endless possibilities as a media room, home office, gym, or guest retreat. Enjoy indoor-outdoor living with a welcoming front porch and a private backyard with a combination of hard scape, squares and recs stone patio and green space bordered by hand stacked river rock. The detached garage offers highly-desired off-street parking and extra storage. Notable updates include a new furnace in 2024 and an EV-charger ready garage! CM3 zoning allows for potential short-term rental opportunity. Buyer to do due diligence with city. Priced at just under $600,000, this well cared for home stands out as an exceptional value. Close to Tri-Met MAX and bus lines, easy freeway access, and countless local favorites including Prost, Fire On The Mountain, and Overlook Park. [Home Energy Score = 5. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10221464]

4222 N MONTANA AVE, Portland

$460,000

3 Beds ⋅ 1 Baths ⋅ 516217245 MLS

Craftsman bungalow in Overlook: A Fixer with endless potential. 3 bedrooms and 1 bath. Unfinished basement for possible additional living space. There is a detached 1 car garage with alley access!Possible ADU. Buyer to due own due diligence. Convenient to Kaiser hospital downtown Portland,Overlook Park the Maxline, I-5 freeway, lot's of shops and restaurants. Bring your builders & developers. Don't miss this incredible opportunity!

3915 N Montana AVE, Portland

$419,000

2 Beds ⋅ 1 Baths ⋅ 741003872 MLS

Charming Overlook bungalow in one of North Portland’s most sought-after neighborhoods. This home offers timeless character with beautiful hardwood floors, a newer roof, and an energy-efficient Aquatherm heating system for year-round comfort. Enjoy a thoughtfully established garden featuring mature dogwood and lilac, creating a peaceful outdoor retreat. Ideally located near the Adidas campus, New Seasons Market, and nearby parks, with easy access to all the dining, shopping, and community charm that make Overlook so popular. Energy Score of 8, super energy efficient! MAKE SURE TO ASK ABOUT NO DOWN PYMT LOAN, LENDER CREDITS & NO FEE PROGRAMS. [Home Energy Score = 8. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10248618]

2226 N SUMNER ST, 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.