OVERLOOK Homes with Trees/Woods View

Our website features the best real estate search for homes, condos, land and foreclosure properties available in OVERLOOK and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest OVERLOOK Homes with Trees/Woods View

$199,900

295529707 MLS

Seize this rare chance to acquire two prime vacant lots with coveted CM3 zoning, situated on the corner of a dead-end street in the vibrant Overlook neighborhood. This location offers close proximity to the bustling N Mississippi Ave, the Vancouver/Williams Corridor, and the Legacy Emanuel Medical Center, all contributing to a phenomenal 91 BikeScore! Previously designed for a 14-unit apartment building, these lots are perfect for a multi-family dwelling or other lower-density residential developments. The CM3 zoning offers flexibility and high-density potential with reduced setbacks, making it ideal for maximizing your investment. Don’t miss out on this fantastic development opportunity in a sought-after area!

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

$749,900

593159608 MLS

Opportunity to acquire one side of a modern home with separate living quarters! This offering provides ~2,557 sq ft of well designed living space across three levels, delivering a functional and highly marketable layout for tenants or owner occupants seeking flexibility. Main level features a great room style design with seamless flow between kitchen, dining, and living areas, plus a convenient half bathroom for guests. Kitchen is equipped with a full size island with eat bar, stainless steel appliances, and extensive custom cabinetry, while large windows and sliding doors enhance natural light and connect to a covered deck and fully fenced yard, a key driver for livability and tenant retention. Upper level offers a 3 bedroom, 2 bathroom configuration including a primary ensuite with walk in closet and walk in shower, along with centrally located laundry for convenience. Ground level includes a highly sought after attached garage and separate living quarters with 1 bedroom, 1 full bathroom, and exterior access, currently rented and providing income from day one, creating flexibility for multigenerational use or continued supplemental rental income. Modern construction, efficient layout, and desirable features position this home for strong long term performance. Located near Arbor Lodge Park, New Seasons Market, and the dining, cafes, and retail along N Lombard St and St Johns, supporting consistent demand and long term value. [Home Energy Score = 10. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10182385]

5623 N GAY AVE, Portland

$749,900

4 Beds ⋅ 3 Baths ⋅ 797183613 MLS

Designed for modern living, I offer exceptional flexibility across three thoughtfully planned levels. Built by a multi-year Street of Dreams builder and Builder of the Year award winner by the Home Building Association, I pair elevated finishes with a layout created for connection, comfort, and versatility. My main level welcomes you with a bright, open great room where the kitchen, dining, and living spaces flow seamlessly together for everyday living and easy entertaining. A convenient half bath adds functionality for guests. My living room is anchored by a fireplace with striking floor to ceiling tilework, while expansive windows fill the space with natural light. My kitchen features a full size island with eat bar seating, stainless steel appliances, extensive custom cabinetry, and a window over the sink framing lush greenery. Stylish lighting and clean modern finishes continue throughout. From the dining area, a sliding door opens to a covered deck and fully fenced yard, extending the living space outdoors for relaxing, entertaining, or enjoying the peaceful surroundings. Upstairs, I offer three well proportioned bedrooms and two full bathrooms, including a spacious primary suite with a walk in closet and walk in shower. Laundry is conveniently located between the bedrooms. My ground level adds exceptional versatility with an attached garage and separate living quarters featuring one bedroom, one full bathroom, exterior access, and dedicated laundry. This flexible space is ideal for guests, multigenerational living, or potential rental income. Set in a well connected North Portland location near Arbor Lodge Park, New Seasons Market, the dining, cafes, and shopping along N Lombard Street, and convenient access to St. Johns, I offer modern comfort, functionality, and everyday convenience. [Home Energy Score = 10. HES Report at https://us.greenbuildingregistry.com/green-homes/OR10182385]

5623 N GAY AVE Unit #2, 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.