OVERLOOK Real Estate

Welcome to Overlook, a vibrant and charming subdivision nestled in the heart of Portland, Oregon. This delightful community is situated within Multnomah County, offering residents a perfect blend of urban convenience and serene suburban living. Overlook is renowned for its lush green parks, friendly neighborhoods, and a rich tapestry of culture and history that makes it a truly unique place to call home.

One of the standout features of Overlook is its proximity to the scenic Overlook Park, which boasts stunning views of the Willamette River and the iconic downtown Portland skyline. This park is perfect for family picnics, leisurely strolls, and outdoor activities, making it a beloved gathering spot for residents of all ages. The area is also well-connected by public transportation, providing easy access to the bustling city center, where you can explore an array of dining, shopping, and entertainment options.

The architectural charm of Overlook is evident in its diverse range of homes, from classic bungalows to modern townhouses. Each residence reflects the community's welcoming spirit and commitment to preserving its historical character while embracing contemporary living. Families will appreciate the top-rated schools nearby, ensuring a quality education for children of all ages.

In Overlook, you’ll find a strong sense of community, with local events and gatherings that bring neighbors together. Whether you’re enjoying a leisurely afternoon at the park, exploring the nearby shops, or simply taking in the beautiful surroundings, Overlook offers a lifestyle that is both enriching and fulfilling. Come discover the charm of Overlook, where your dream home awaits!

Newest Listings in OVERLOOK

$615,000

3 Beds ⋅ 2 Baths ⋅ 371132790 MLS

Fabulous farmhouse on a sunny corner lot! This treasured home is filled with exceptional seller upgrades and offers an ideal floor plan. Perched up off the street, it’s bathed in natural light that pours into every room. Soaring ceilings and large windows frame picture-perfect views throughout, and recent improvements include refinished fir floors and upgraded Milgard windows. The open layout invites connection. The kitchen flows into a sunny nook with a custom built-in bench with storage and French doors leading outside. A main-floor bedroom works beautifully as a home office or guest room, made especially convenient by the full bath on the main level. Upstairs, the primary bedroom features vaulted ceilings and an exceptional walk-in closet. The upper bath is a generous space with its own attached walk-in closet, and the spacious second bedroom also offers great storage. The upstairs landing is a true bonus, with room for a second office, a sitting area, and a cozy reading nook. The lower level is completely dialed in and ready to finish, with a full basement waterproofing system and radon system. The current owners used it as their home gym, but it could easily become finished living space. Upgraded insulation means comfort and efficiency year-round. The front porch is the perfect spot to sip your morning coffee and enjoy the garden views. Out back, the yard and patio create a seamless transition for indoor-outdoor entertaining. An extra-wide driveway offers two off-street parking spaces. With so much potential in this space: add an ADU, take advantage of corner-lot zoning for a legal duplex, or build your dream garage. Buyer to verify. One of its most valued features is the location: nestled in a quiet, peaceful neighborhood while being just a quick walk to MAX light rail, with easy access to freeways, 3 farmers markets, and the gateway to many of Portland’s hottest cafes, restaurants, and shops, earning a Walk Score of 88! Don’t miss this beloved gem. [Home Energy Score = 4. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10244208]

5806 N MARYLAND AVE, Portland

$665,000

3 Beds ⋅ 1 Baths ⋅ 533122507 MLS

Welcome to this charming Overlook home where original craftsmanship, timeless character, and thoughtful updates come together beautifully in this Craftsman Bungalow. With 3 bedrooms, 1.5 bathrooms, and 2,084 square feet, this home showcases extensive original woodwork, custom built-ins, wood wainscoting, hardwood floors, and detailed millwork that give it warmth and character. The updated eat-in kitchen features quartz countertops, island, gas range, pantry, and plenty of workspace for everyday living and entertaining. A gas fireplace adds a cozy touch on chilly mornings and winter evenings, while double-hung Marvin windows provide excellent comfort, quiet, and flexibility for ventilation, privacy, and airflow. The finished lower level includes a non-conforming bedroom and half bath, ideal for guests or a home office.Step outside and discover a beautifully landscaped, private backyard. Solar lighting highlights the flower beds and mature trees, creating wonderful evening ambience for entertaining or relaxing outdoors. The inviting front porch is equally special- a peaceful spot to settle in with a cup of coffee, watch the neighborhood transition into evening, and enjoy the changing seasons. A detached garage and central air conditioning add everyday conveniences. Ideally located near neighborhood restaurants, parks, transit, and the vibrant N Portland community, with easy access to Adidas and downtown. A truly special Overlook home where original craftsmanship, inviting outdoor spaces, and the comforts of modern living come together. [Home Energy Score = 3. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10204102]

5735 N DETROIT AVE, Portland

$739,900

3 Beds ⋅ 2 Baths ⋅ 128446476 MLS

Located in the fabulous OVERLOOK neighborhood within walking distance to Adidas and Kaiser Permanente .Don't forget the Porch Festival, exclusive to the Overlook neighborhood and sooo fun! Total restoration of this beautiful foursquare. Modern Sarto French doors walk out to the new decks with contemporary privacy screens. Enjoy the deck that overlooks the large yard, ideal for an ADU. (check with the city) Among the things not visible to the eye but so important - Foundation retrofit, new electrical service and plumbing. Refinished natural wood floors gleam when you walk into the stunning kitchen with new cabinets, stainless gas appliances and quartz countertops. Kitchen opens to the great room and French doors leading outside. Convenient for El Fresco dining. The added bathroom in the primary suite with double sinks and a walk-in shower is the cherry on top. All work was permitted, and final inspections have been obtained. CENTRAL AIR WITH 2 NEW HVAC UNITS, ONE FOR UPSTAIRS AND ONE FOR THE MAIN LIVING AREA. NEW ROOF 09/2026/. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10235325]

2021 N SUMNER ST, Portland

$565,000

3 Beds ⋅ 2 Baths ⋅ 396520532 MLS

Urban Living with Room to Spread Your Wings in Overlook!People, this one has WINGS! With easy access to I-5 North and South, just a couple blocks from vibrant Mississippi District, and nestled in the heart of Portland’s Overlook neighborhood, this home puts you close to all the urban hotspots. Built in 2011, this beauty offers the bonus features that make city living even better, starting with a detached garage/off-street parking! Street parking is available, too, making room for you and your guests.Step outside and enjoy a fenced backyard with space for gardening, entertaining, and relaxing. Out front, a generous west-facing porch is the perfect spot to soak up the evening sun and enjoy the pulse of the neighborhood.Inside, you’ll love the thoughtfully designed, flexible floor plan. The living and dining areas flow around a central kitchen that opens to a versatile bonus space featuring a fireplace and a large slider leading straight to the backyard. Whether you’re hosting friends or enjoying a cozy night in, this home makes it easy to spread out and settle in.The second floor offers a spacious primary suite with room for a king-sized bed, a large closet, and a dedicated nook perfect for a home office or vanity. The ensuite bath features a convenient tub/shower combination. Two additional bedrooms, a full hall bath, and a laundry area with washer-dryer included complete the second floor.And just when you think you’ve seen it all, zip up to the third floor! This extra bonus space is ready for whatever you dream up: movie nights, a home office, yoga studio, creative retreat, or all of the above. A third-floor bonus space like this is a rare find in newer homes!Whether you’re looking for a home to call your own or thinking about teaming up with friends to make homeownership more attainable, this one deserves a closer look.Time’s a-wasting! Spread your wings, embrace the Overlook lifestyle, and make this home yours. Why rent when you can combine forces and own? [Home Energy Score = 5. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10221464]

4222 N MONTANA AVE, Portland

$595,000

3 Beds ⋅ 3 Baths ⋅ 515754463 MLS

Sleek, architect-designed townhome-style condominium in Portland’s beloved Overlook neighborhood. This is 1 of only 2 units left out of a total of 8! Designed by Bill Neburka of Evident Architecture and built by award-winning Tieton Building Company featuring undeniable quality and craftsmanship and remarkable detailing. Light, bright rooms w/ walls of windows blend w/ tasteful, timeless, natural interior finishes to create peaceful, Scandinavian-inspired living spaces. An efficient, flexible floor plan makes working from home, entertaining, and hosting guests a breeze. Main floor bedroom + full bathroom! Multiple private outdoor spaces – one on each level of the home – allow for year-round enjoyment of the outdoors w/ little-to-no upkeep to bog you down. The stunning, partially covered roof-top deck, open to the sky in all directions, is unlike any other. Beautiful interior finishes include wide-plank engineered wood floors, rift sawn white oak cabinetry, white quartz countertops, and tile bathroom floors & surrounds. Smart, thoughtful touches, such as a hose spigots on the patio, deck and driveway, keyless entry, programmable sprinkler system, and elevated and engaging landscape design (including strawberry, peonies, magnolia tree, clematis vines, and more), set this home apart from the rest. Situated in an established, community-conscious neighborhood of well-kept homes w/ landscaped yards surrounded by a bevy of fun, iconic restaurants, bars and shops. This super central location minutes from Adidas headquarters offers quick, easy commutes into downtown Portland, NW/Pearl District, and Legacy Emanuel and Kaiser Medical Centers and is just a short drive away from the Portland International Airport. With sophisticated, elevated spaces, minimal landscape maintenance, and an infinitely fun and convenient location, life is just a little easier and a lot more fun here! [Home Energy Score = 8. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10246324]

4625 N CAMPBELL AVE, Portland

$299,000

2 Beds ⋅ 1 Baths ⋅ 461811322 MLS

Your next morning coffee comes with a private covered balcony and top-floor views! Plus, a seller concession offers added offers flexibility. Come see this light-filled Overlook gem. Large windows, high ceilings, and an open layout make this 2-bedroom, 1-bath condo feel spacious and welcoming. Its thoughtfully designed 915 square feet feature hardwood floors, quartz countertops, and connected living, dining, and kitchen spaces that make everyday living and entertaining easy. One bedroom accommodates a king-size bed; the second fits a queen. Step onto your covered balcony for morning coffee or an evening wind-down with an elevated neighborhood outlook. Downstairs, the shared community garden offers raised beds and beautiful landscaping—a lovely place to garden or simply enjoy the greenery. Built in 2015, this six-unit building offers a private exterior entrance and no shared interior hallways. Located on the third floor with exterior stair access and no elevator; parking is on street, with no designated space included. Enjoy Overlook’s neighborhood charm with nearby New Seasons, Fred Meyer, Peninsula Park Rose Garden, restaurants, coffee shops, and MAX light rail. Seller concessions available, have your broker call for details. Schedule your showing and experience the natural light, inviting layout, and covered balcony for yourself!

5734 N MONTANA AVE Unit #5, Portland

$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

$440,000

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

1455 N KILLINGSWORTH ST Unit #404, Portland

$199,900

1 Beds ⋅ 1 Baths ⋅ 461174053 MLS

Perched on the top floor of a LEED Platinum-certified building, this vibrant one-bed-room condo offers exceptional natural light, modern design, and unmatched access to Portland’s best amenities.Oversized windows, remote-controlled custom blinds, and a skylight in the bedroom fill the space with all-day sun-shine, while high ceilings and bamboo floors create a sense of openness and ease. The open-concept kitchen features soft-close cabinetry, stainless steel appliances, and generous storage. A walk-in closet and bonus in-unit storage solutions keep everything tidy and tucked away. Enjoy sweeping West Hills views and quiet privacy with no neighbors above you. Nestled in a dynamic neighborhood near bike lanes, local restaurants, food carts, and public transit, this home is ideal for anyone who wants to stay connected to the pulse of Portland living.

1455 N KILLINGSWORTH ST Unit #404, Portland

$739,900

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

$739,900

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

3970 N INTERSTATE AVE Unit #307, Portland

$198,000

1 Beds ⋅ 1 Baths ⋅ 591933738 MLS

Now $198,000 - an incredible value and you can move in on your timeline! This 1-bedroom, 1-bath condo (769 sq ft) in the heart of Overlook was kept by its single owner from day one, and the care shows. A smart contemporary layout brings tall ceilings, bamboo floors, and a wall of windows that fills the great room with light on the quiet side of the building. Kitchen, dining, and living areas flow together, with room for slow mornings and second cups of coffee. Everything has been tended to: newer appliances (microwave 2020, fridge 2022, dishwasher 2023), in-unit washer/dryer in an oversized bath, fresh interior paint, A/C, and a 2016 water heater. The bedroom has a large closet. Walk Score 80 (Very Walkable), Bike Score 99 (Biker's Paradise), Transit Score 54 (Good Transit). Overlook Park (sports fields, off-leash dog area), Mississippi Ave restaurants and shops, Kaiser Permanente, Legacy Emanuel, and Adidas are all close, and the Yellow MAX line runs to City Center, Pioneer Square, PSU, and the Rose Quarter. The building is secured and FHA-approved, with elevator, ramp access, and gated parking. Includes a deeded off-street parking space and an oversized assigned storage unit in a secured, climate-controlled room. HOA covers water, sewer, and garbage. Non-smoking; cats and dogs welcome (2 max). The rental cap (9 units) is met and short-term rentals are not allowed. A 1-year Home Warranty ($570 value) is included.

3970 N INTERSTATE AVE Unit #307, 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.

OVERLOOK Real Estate

Newest Listings in OVERLOOK

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