OVERLOOK Homes with Level Lot description

Welcome to Overlook, a charming subdivision nestled in the vibrant city of Portland, Oregon, within the picturesque Multnomah County. Overlook is not just a neighborhood; it’s a community that embraces the essence of Portland’s unique culture while offering a serene escape from the hustle and bustle of city life.

One of the most appealing features of homes in Overlook is their level lots, providing an inviting canvas for landscaping and outdoor activities. Imagine stepping into your backyard, where the possibilities are endless—perfect for summer barbecues, gardening, or simply enjoying a peaceful evening under the stars. The level terrain ensures easy accessibility and enhances the overall aesthetic appeal of each property, making it an ideal choice for families, retirees, and anyone seeking a comfortable living space.

The Overlook subdivision is characterized by its tree-lined streets, friendly neighbors, and a strong sense of community. Residents enjoy proximity to local parks, excellent schools, and a variety of shopping and dining options. The nearby Overlook Park offers a perfect spot for picnics, jogging, or leisurely strolls, while the vibrant arts scene and culinary delights of Portland are just a short drive away.

In Overlook, you’ll find homes that blend modern comfort with classic charm, making it a perfect place to call home. Whether you’re looking to settle down or invest in a property, Overlook invites you to experience the best of Portland living. Come explore the possibilities in this delightful neighborhood!

Newest OVERLOOK Homes with Level Lot description

$824,000

5 Beds ⋅ 2 Baths ⋅ 123570049 MLS

This classic Portland Foursquare pairs century-old character with seriously good updates, including: a terrifically updated kitchen, a new cedar deck and backyard retreat, a detached studio; currently the workspace of a design executive, a fully permitted lower-level ADU with its own entrance, 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 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. 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. 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

$310,000

2 Beds ⋅ 1 Baths ⋅ 461811322 MLS

**SELLER WILL PAY A YEARS WORTH OF HOA DUES AT CLOSING** Thoughtfully designed to maximize every square foot, this light-filled 2-bedroom, 1-bath condo lives much larger than its 915 sq ft! The open-concept layout, high ceilings, 1 bedroom can easily fit a king sized bed, the other room will fit a queen, and oversized windows create an airy, inviting feel, while quality finishes including quartz countertops and hardwood floors add modern style. Located on the top floor, enjoy a peaceful private deck with neighborhood views—the perfect spot for morning coffee or relaxing at the end of the day. There is also a private community garden space with raised beds and beautiful landscaping for those with a green thumb or those who like to relax in the garden. Situated in a quiet area in Portland's vibrant Overlook neighborhood. Easy walking distance from New Seasons, Fred Meyer, and the Peninsula Park Rose Garden. You're just minutes from North Portland's popular restaurants, parks, coffee shops, and MAX light rail stations, making commuting and exploring the city a breeze. Built in 2015 with low-maintenance living in mind, this is the ideal home for anyone looking to enjoy the best of urban living. This home lives like a small house rather than a typical condo. With only six units in the building, no shared interior hallways, a private exterior entrance, and the third-floor location, it offers a level of privacy that many condo buyers are looking for but rarely find.

5734 N MONTANA AVE Unit #5, 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

$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

$209,000

1 Beds ⋅ 1 Baths ⋅ 591933738 MLS

*** NEW PRICE *** City living, dialed in. This well-maintained charmer sits in the heart of Overlook, in a secured (FHA approved) building with elevator, ramp access, gated parking and secured storage. The scores say it all: WalkScore 80 (Very Walkable), BikeScore 99 (Biker's Paradise), TransitScore 54 (Good Transit). Single-owner and lovingly kept, this 769sqft home pairs a smart, contemporary floorplan with tall ceilings and easy flow. The great room steals the show with a wall of windows pulling in natural light, set on the quiet side of the building. The bedroom keeps things roomy with a large closet, and the oversized bath includes in-unit laundry (W/D included). The kitchen is ready to cook, with newer appliances throughout (microwave 2020, fridge 2022, dishwasher 2023) and a dining area for slow mornings and good company. Add bamboo floors, fresh full interior paint, A/C, and a 2016 water heater, and the boxes keep checking themselves. The perks don't stop at the front door: a deeded, gated off-street parking space and an assigned oversized storage unit in a secured, climate-controlled room. Utilities (water, sewer, garbage) are folded into the HOA fee. The community is non-smoking and pet-friendly (cats and dogs, 2 max). The rental cap (9 units) is met, and no short-term rentals, so the building stays calm and owner-loved. And of course: location, location, location, with Overlook Park (sports fields, off-leash dog park...), the Mississippi Ave restaurants and shops, Kaiser Permanente, Legacy Emanuel, and Adidas, with the Yellow MAX line whisking you to City Center, Pioneer Square, PSU, and the Rose Quarter. Peace of mind with a 1-year Home Warranty included ($570 value!). This is where comfort meets convenience.

3970 N INTERSTATE AVE Unit #307, Portland

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