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$908,000
3 Beds 2 Baths 692001989 MLS
Perched on a coveted neighborhood greenway along the private enclave of Willamette Blvd, this enviable Overlook home blends laid-back California cool with coastal bungalow charm — all set against sweeping views of downtown Portland's skyline. Impeccably maintained grounds set the framework for love and care and yearlong landscaping interest. Multiple patios create seamless spaces for entertaining and unwinding, anchored by a gas outdoor fireplace and private hot tub — perfect for evenings under the stars after a neighborly promenade. Inside, it is refined with designer details, hardwood floors, wood burning fireplace, skylights, and bespoke construction details. The dining room sports wallpaper from beloved Kate Blairstone that offers a refined space for hosting, luxury kitchen/bar area with custom vertical grain fir cabinets, granite countertops and a bougie appliance suite. The home's thoughtful layout balances elegance with comfort throughout with storage, abundant natural light, and central air. The detached, oversized garage adds rare functionality perfect for your cars, workshop, or extra gear. This is your walkable residential setting just minutes from Portland's vibrant restaurant and shopping corridors, with unbeatable downtown views and commute you won't find just anywhere. A rare opportunity to own a slice of California-inspired luxury in the heart of Portland. [Home Energy Score = 5. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10250260]

3111 N WILLAMETTE BLVD, Portland

$855,000
5 Beds 3 Baths 268223426 MLS
*OPEN HOUSE SUN 1-3PM & TUES 11AM-1PM ~ OFFER DEADLINE TUES 5PM ~ Beautiful remodeled craftsman home in coveted Overlook neighborhood just steps to coffee shops, New Seasons, Max station, Peninsula Rose Garden, food carts, restaurants, shops and more! Built in 1909 and completely re-invented in 2005 with a full second story addition, this home offers the best of both worlds: historic charm and modern convenience. Step inside to a bright, inviting entry that flows into the living and dining rooms w large windows, picture molding and period glass. Kitchen features stainless steel appliances, granite countertops and breakfast nook. Bedroom on main works great as an office. 3 bedrooms upstairs, huge master with two separate walk-in closets and ensuite bathroom with double shower. High ceilings, wood floors and Schoolhouse Electric lighting throughout the main and upper levels. Two cozy & efficient gas fireplaces. Finished (and permitted) basement has separate entry, stained concrete floors, sliding wood doors, family room, bedroom and full bath. Spacious laundry room with built-in shelves galore. Detached garage, stamped concrete driveway and hard-wired fast EV charger. Large private yard with established garden with native plants and established fruit bushes, garden beds with drip irrigation, secure gates and chicken coop. Highly rated Beach Elementary w Spanish Immersion Program within walking distance. This one is a GEM!! Bike score 99!

5717 N DENVER AVE, Portland

$825,000
4 Beds 3 Baths 161490376 MLS
Originally built in 1892 and completely reimagined by a marine architect, this Overlook residence is a study in light, volume, and thoughtful design. Every angle of the home reflects a vision that blends historic character with modern sensibility, creating a living space that feels both grounded and quietly extraordinary.Sunlight pours through the home from every direction. The primary suite feels almost sky bound with a ceiling of skylights that flood the space with natural light from morning through evening. Warm hardwood floors run throughout, anchored by a cozy fireplace that adds depth and warmth to the main living area. The kitchen features modern updates paired with custom hardwood cabinetry, designed for both beauty and everyday function.Three bedrooms and two bathrooms on the main level, offering a comfortable and practical layout. Beyond the main living spaces, the home opens up guest quarters and a separate entry that creates potential for an ADU, creative studio, workshop, or private retreat. One of the home’s remarkable features is the sprawling rooftop terrace nestled among the trees. From this elevated perch you can take in sweeping skyline views and unforgettable Portland sunsets, making it a space meant for celebrating the beauty of the Pacific Northwest.The south facing backyard invites in all day light and offers room to garden & entertain. Off street parking, a setup ready for electric car charging, and flexible spaces throughout the property make this home as practical as it is distinctive.Located in the beloved Overlook neighborhood, this is truly a one of a kind architectural experience.Twilight Open House Thursday March 5th from 4 PM to 7 PM. This home was meant to be shown. [Home Energy Score = 3. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10109148]

2203 N EMERSON ST, Portland

$808,000
5 Beds 2 Baths 123570049 MLS
The Wilbur House pairs period character with a thoroughly modern lifestyle. This classic Portland Foursquare pairs century-old character with seriously good updates, including: a terrific new cook's kitchen and brand new gas range, designer tile flooring; refinished hardwoods; a new cedar deck and backyard private retreat with gorgeous landscaping; a detached studio, currently the workspace of a design executive; a finished basement with rental potential and separate entrance; an infrared sauna and cold plunge; all wrapped up in an incredible Overlook location near adidas and Killingsworth fun. Whew! Four bedrooms and a bathroom sit together upstairs, while lower-level living opens the door to rental income, extended stays, 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. Even better - seller says the corner of Killingsworth and Greeley nearby will be a microbrew+ restaurant compound with Katchka, Good Coffee, and more. !! 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

$770,000
3 Beds 2 Baths 698390722 MLS
Located in one of Portland's most vibrant and community focused neighborhoods, this beautifully updated Craftsman attached home features warm, timeless character with modern upgrades. Walking distance to Overlook Park and Mocks Crest, and just minutes to Adidas, University of Portland, and Alberta Street with popular restaurants and grocery options, the home also offers quick access to the MAX Yellow Line for easy commuting.The light-filled main level offers new bamboo hardwood floors, classic Craftsman details, and a renovated kitchen with a large island, granite countertops, gold accents, and views of a charming small park and 100+ year old heritage trees across the street. The cozy living room features a gas fireplace, built-ins, and high box beam ceilings with recessed lighting. Backyard access leads to a patio with a fireplace, seating area, and remote controlled awning, perfect for entertaining year round. Google Nest smart home features are included.Upstairs, the primary suite features vaulted ceilings, a gas fireplace, dual closets, and a private balcony with Forest Park views. Two additional bedrooms share a full bath, with one ideal for an office, plus an upstairs laundry with excellent built in storage. Additional highlights include a front porch, full security system, detached 1 car garage, street parking, full sprinkler system, and a southwest facing backyard with sunset views! Welcome home!

3969 N OVERLOOK BLVD Unit #B, Portland

$753,590
4 Beds 3 Baths 580590798 MLS
Take a craftsman bungalow, with its charming front porch, fun architectural details and big picture windows, blend it with a Portland four-square, with its tall ceilings and generous living spaces, set it up off the street on a corner lot for optimal light and maximum privacy, add one-of-the-most-spacious-primary-suites upstairs and an income-producing ADU downstairs, and you’ve got yourself a find! This sunny, inviting home is located in Portland’s Overlook neighborhood, with a slew of fun, local establishments nearby to choose from (Fire on the Mountain, Spitz, Pollo Bravo, Stacks Coffee House, Pinky’s Pizza, Alibi Tiki Lounge, New Seasons Market and more) and public transportation at your fingertips. The main house includes 3 bedrooms and 2 bathrooms, with generous living and dining spaces, hardwood floors, incredibly tall ceilings, and a spacious and oh-so-charming kitchen w/ built-in breakfast nook seating, center island, pantry, gas range and lots of storage. The primary suite upstairs, with en-suite bathroom, is equal parts spacious and cozy – the perfect retreat at the end of the day. The fully finished basement, with separate, exterior entrance, features a generously-sized, 1-bedroom/1-bathroom ADU, an office/studio space w/ half bath and separate heating and entrance, and a central laundry room for the main house, ADU and studio. Note: the main house offers an auxiliary laundry hook-up in the kitchen pantry, if preferred. A fully fenced backyard with composite deck, is shared by both units. The cherry on-top of this delicious property, is a detached 2-car garage! Improvements include: New Roof (2025); Interior Paint (2025); Exterior Paint (2021). Mini-Split in Primary Suite (2016); New Electric Panels (2014). New 1” Water Main (~2014). New Sewer Line (2005).

5205 N MARYLAND AVE, Portland

$723,850
4 Beds 2 Baths 169796953 MLS
Beautifully restored 1924 Overlook home offering 2,808 sq ft of character, space, and flexibility just blocks from Mississippi Avenue. This 4-bedroom, 2.5-bath home features 3 bedrooms and 1.5 baths upstairs plus a main-floor bedroom or office, making it ideal for today's changing lifestyles. The heart of the home is an oversized kitchen designed for gathering, featuring quartz countertops, brand-new cabinetry, pantry shelving, soft-close drawers, a premium Miele dishwasher, and a professional-style 36" six-burner gas range. The newly permitted primary bath showcases a fully tiled walk-in shower, while the main bath features a brand-new custom tile shower surround. Refinished fir and oak hardwood floors, original built-ins, covered front and back porches, and mature landscaping preserve the home's timeless charm, while a new roof on both the house and garage, new furnace, new plumbing, repaired sewer line, newer electrical, Andersen windows, and fresh interior paint provide modern peace of mind. Downstairs, the expansive basement offers high ceilings, above-grade windows, and interior and exterior access—creating endless possibilities for future living space, multigenerational living, a studio, gym, workshop, or ADU potential (buyer to verify). The showstopper is the rare 720 sq ft powered garage/shop with front and alley access, water service, and enough space that an airplane was once hand-built inside. Whether you're a maker, collector, car enthusiast, entrepreneur, or simply want room to create, opportunities like this rarely come along. Close to MAX, parks, restaurants, and everything that makes Overlook and Mississippi Avenue one of Portland's most sought-after neighborhoods. Open House Sunday 11:00-1:00. [Home Energy Score = 3. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10248076]

1536 N PRESCOTT ST, Portland

$718,000
4 Beds 2 Baths 569320695 MLS
This delightful English home is in a most ideal location on a dead end street that spills into Madrona Park in the coveted Overlook neighborhood. The well kept home has a roomy front porch offering an elevated view of the street. Upon entering the home you are greeted by classic vintage touches including a fireplace with built-ins, a dining room with french doors to the backyard and hardwood floors everywhere. The updated vintage inspired kitchen also has a large and sunny breakfast nook. Rounding out the main floor are 2 bedrooms and a bathroom. The primary bedroom is upstairs and comes with a sweet hobbity room. French doors off the dining room open to the backyard lending to the perfect indoor outdoor flow and connection. The tuck under garage has been converted to living space that can be accessed either from the driveway via french doors, or from the basement. The space has a bathroom and could be a primary bedroom and is also versatile enough to potentially be converted into an ADU, workspace, or media room. The backyard features a gorgeous deck with built in benches to relax on or turn into the summer dining space. The yard is replete with raised beds, native plantings, fruit trees including apples, plums, pawpaw, figs and all sorts of berries. Tucked into the back of the lot is a 200 square foot detached studio with power and heat- perfect for project space, an office or even guest quarters. The home is totally move in ready as is, but also offers a plethora of opportunities to expand within the footprint and the detached studio is the cherry on top. With a brand new roof, heat pump, newer sewer, decommissioned oil tank and other system upgrades this house is dialed. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10225393]

2433 N HUMBOLDT ST, Portland

$700,000
4 Beds 3 Baths 350326027 MLS
This stylish Overlook mid-century is packed with charm and features a comfortable layout for easy modern living! Step into the spacious living room and notice the original wood floors, veneer paneling, built-ins, and cozy fireplace- all constructed when craftsmen produced quality work meant to last. The kitchen offers both character and convenience, with vintage tile, new appliances, plenty of counter space, and room for multiple people to cook at once. Find three spacious bedrooms and two baths on the main floor, including a primary bedroom with ensuite and a slider out to the large, fully fenced backyard. Downstairs, there's an additional bedroom and bath, as well as an oversized family room with a fireplace. It's the perfect spot to lounge, or utilize this space, which has its own egress and closet, as a fifth bedroom! Enjoy leaving your car in the garage and living just two blocks from the Max station, with shopping and dining on both Albina and Killingsworth within .6 miles! [Home Energy Score = 3. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10245443]

1527 N EMERSON ST, Portland

$699,000
4 Beds 2 Baths 756716813 MLS
Price Improvement! Timeless charm meets thoughtful modern updates in Portland's coveted Overlook neighborhood! Inviting front porch & entry welcome you into a spacious light filled living room with hardwoods & gas fireplace with built-in surround. The kitchen features ample cabinetry, pantry, eating bar & dining area. Main level bedroom with built-ins & hardwoods, attached full bath too. Upstairs you will find a loft atop the stairs with 2 bedrooms & full bathroom. The fully finished lower level brings you to the 4th bedroom, laundry room with 1/2 bath and don't miss the speakeasy style bonus/rec room hidden behind a bookshelf door! Abundant storage space throughout the home. The private backyard is ideal for entertaining with a generous deck off the kitchen, yard & garden space with raised beds. Detached garage with ADU potential! Dedicated driveway offers convenience & privacy. Recent upgrades include all new interior paint, all new carpet, newer gas furnace & central air. Commuting is a breeze with a bike score of 90 & easy access to bus, max lines, freeways & downtown. Just minutes from hip Mississippi, Williams, Alberta Arts, Adidas, parks, favorite cafe's & Portland's finest dining & entertainment. All this on a peaceful street full of history & community. [Home Energy Score = 3. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10241953]

2122 N WEBSTER ST, Portland

$690,000
5 Beds 2 Baths 337663126 MLS
Welcome to this beautifully maintained 1940s Cape Cod-style house, full of vintage charm and modern updates, nestled on a corner lot surrounded by mature trees in the peaceful yet convenient North Portland Overlook neighborhood. Step inside to a warm and inviting living space featuring a cozy gas fireplace, custom blinds, skylights, and vintage fixtures that capture the home's timeless character. The light and bright kitchen offers quartz countertops, stainless-steel appliances, and plenty of natural light, perfect for home chefs and casual dining alike. Recent updates, including a newer roof and sewer line (both replaced in 2019), provide peace of mind for years to come. And central AC, a regularly maintained gas furnace, mini split units in each bedroom on the 2nd floor, and double-paned wood windows throughout, ensure comfort in every season. The private backyard is a gardener's paradise with an irrigation system (front and back), three raised vegetable beds, and an established blueberry bush. There's ample room for relaxing weekends, outdoor dining, or entertaining guests. A true highlight is the versatile downstairs suite with a private entrance—ideal as a mother-in-law unit, guest suite with ensuite bathroom, or short-term rental. Enjoy being minutes from freeways, public transportation, Adidas headquarters, New Seasons Market, local coffee shops, bars, food trucks, and more—offering the perfect blend of tranquility and city convenience.

5710 N DELAWARE AVE, Portland

$685,000
3 Beds 2 Baths 702175924 MLS
A classic Portland bungalow set on an oversized Overlook lot! It’s full of bungalow charm, featuring built-ins and leaded glass windows, along with thoughtful updates in all the right places. You’ll also find extras that don't typically come standard, including a primary suite and a detached studio! Overlook’s coziest kitchen - wash dishes in a sunbeam while you gaze out through the South facing window over the sink into your beautiful backyard, fully fenced with a covered patio for summer lounging, a sunny lawn for pets and play, and a separately fenced garden in the back corner where your tomatoes and dahlias can thrive. There’s a potting area, an XL storage shed and trees, beautiful trees. And don’t forget the big ol’ bungalow basement below, bursting with storage and workshop space! All in an outstanding Overlook location - a Biker’s Paradise with a 100 Bike Score! Pedal or walk to New Seasons, Stacks Coffeehouse and all the food, drinks and fun on Killingsworth: Pollo Bravo, Double Mountain, Spitz, Milk Glass, Advice Booth and more! Mere minutes to everything hip on Mississippi, Williams and Alberta! Welcome home. [Home Energy Score = 4. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10243963]

1552 N SIMPSON ST, Portland

$672,000
4 Beds 2 Baths 415319339 MLS
Presenting: The Overlook Ranchita, delivering classic 1941 charm with double the living space and a backyard that feels more like a small urban farm than a city lot. This light-filled ranch offers 4 bedrooms and 2 bathrooms, thoughtfully split across two fully finished levels. On the main level, hardwood floors, a wood-burning fireplace, and oversized picture windows create an easy, welcoming flow between the living and dining spaces. The efficient and bright kitchen has been updated with quartz counters and stainless appliances and has quick access to both the basement and a convenient side entry from the driveway - perfect for groceries, muddy shoes, or garden days. Downstairs, the 2017 remodel adds a dreamy primary suite (or flexible family room) with a gas fireplace and dual egress windows. It works equally well as a private retreat or movie-night headquarters. Also on the lower level, bedroom #4, a custom tile bathroom, storage and laundry with washer & dryer included. Nearly every major system has been handled: new roof and AC (2023), fresh interior and exterior paint (2026), new lighting, updated bathrooms, PEX plumbing, newer windows, added insulation, and new ducting. The work is done. The vibe is intact. Outside is where this home quietly shows off. A south-facing yard features a Trex deck with pergola, stone patio, and what the owners lovingly call Berry Lane: raspberries, blackberries, boysenberries, strawberries, blueberries, figs, persimmons, pomegranates, grapes, herbs, roses, garlic beds, and more. There is even a chicken coop ready for 3 - 4 hens, plus drip irrigation and raised beds built for serious growing. Set on the quieter stretch of Alberta, you are moments from Killingsworth, Mississippi, Stacks Coffee, Old Gold, Milk Glass Market, food carts, parks, bike routes, and downtown. Walk Score 84. Bike Score 100. Community score: off the charts. Classic ranch. Fully finished. Garden-forward. Effortlessly livable.

1606 N ALBERTA ST, Portland

$652,500
5 Beds 2 Baths 648036715 MLS
Charming 5-bedroom Overlook Bungalow on an idyllic corner lot. Spacious main floor layout with hardwood floors, true dining room, large living room, full kitchen, two bedrooms/office and bathroom. Updated kitchen with quartz countertops, gas range and adorable breakfast nook. Second floor offers 3 bedrooms, 1 bath and skylights in all rooms. Large unfinished basement and 2-car garage creates tons of storage space, a laundry area and flex space for yoga or a home gym. The three sided yard is an an oasis of mature trees and curated plants, and offers multiple seating areas, outdoor dining opportunities and both front and back yard privacy. Walking distance to Beach Elementary School, New Seasons, Adidas, many local parks, restaurants and coffee shops.

2154 N WEBSTER N ST, Portland

$630,000
3 Beds 2 Baths 192504447 MLS
Timeless character meets modern luxury in this beautifully restored 1905 Craftsman in the Overlook neighborhood on the border of the Mississippi neighborhood. Offering 3 bedrooms, 2 bathrooms, a small dedicated office, and 1,746 square feet of thoughtfully updated living space that has had a studs out remodel, plus another 647 square feet of lower level storage, this home blends historic charm with contemporary comfort. Soaring high ceilings create an airy feel throughout, with vaulted ceilings in the private second-floor primary suite adding architectural drama and light. The updated kitchen and baths feature premium Kohler and Brizo fixtures, and the spa-like bathroom includes a luxurious chromotherapy soaking tub for a true retreat experience. Custom windows enhance both efficiency and style, while updated electrical and plumbing systems provide peace of mind. The spacious basement offers exceptional storage options, and recent exterior paint ensures lasting curb appeal. French drains surround the property for added protection and functionality and a two car parking pad at the back of the home provides off street parking. Outside, mature landscaping frames a fully fenced yard—ideal for entertaining, gardening, or pets. A rare off-street parking pad for two cars is conveniently located off the alley. Mixed-use zoning with no setback requirements opens the door to a variety of possibilities, including potential short-term rental opportunities. Just three blocks from the MAX line and the vibrant Mississippi corridor’s shops, restaurants, and cultural attractions, this home delivers unmatched walkability and urban convenience, all while preserving the elegance of a true Craftsman classic. [Home Energy Score = 4. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10215064]

4214 N MONTANA AVE, Portland

$625,000
3 Beds 1 Baths 741289029 MLS
Offer deadline Mon at noon. Garden goals, backyard socials, and dialed-in systems, this 1941 Overlook cottage delivers with a welcoming covered entry and standout character throughout. Step inside to bright living and dining spaces with beautiful hardwood and fir floors and an intact picture rail that highlights the home’s original charm. The kitchen’s period details shine, including original tilework, charming cabinetry, and a built-in soap nook above the sink, now paired with marmoluem and modern appliances, including a new counter-depth refrigerator and new gas range, bringing the space up to today’s chef-level functionality while retaining its classic character. Two bedrooms are on the main level, with an additional bedroom upstairs paired with a large bonus space that offers flexible use such as a playroom, walk-in closet, office, media room, or creative studio. The refreshed bathroom features a tiled tub and shower with dual niches, updated vanity, toilet, and dimmable lighting. Downstairs, a clean basement with tall ceilings offers tons of storage with real potential to build out more finished space. Meticulously maintained with major upgrades including a 97% efficiency 2-stage gas furnace, hybrid heat pump water heater, updated PEX plumbing, double paned windows, and residential seismic retrofit, along with smart doorbell, locks, thermostat, and connected laundry. Out back, the vibe is set for easy entertaining with a circular paver patio, picnic table, natural-gas fire pit, and a direct gas-grill hookup, surrounded by evergreen privacy and edible plantings, including raspberries, figs, currants, and rhubarb. The front garden is also a showstopper with mature pineapple guava, persimmon, multi-variety plum tree, blueberries, artichokes, and pollinator-friendly landscaping. Off-street parking and garage. Close to Peninsula Park, the MAX line, Mississippi, Alberta Arts, & New Seasons, this one blends style, substance, & location.

4914 N MARYLAND AVE, Portland

$625,000
3 Beds 2 Baths 502666424 MLS
Charming 1927 English Cottage on N Willamette Blvd. Welcome to this storybook 3-bedroom, 2-bath English Cottage, offering 2,479 sq. ft. of timeless character and modern comfort. Nestled on a tree-lined street popular with cyclists and runners, this corner-lot home combines classic Portland charm with everyday convenience.Step inside to find sun-filled rooms, hardwood floors, and a spacious layout that invites both relaxation and entertaining. The updated kitchen blends modern finishes with period details, while the open living room and 2 bedrooms (or office?) provide a warm, inviting atmosphere.The private, fenced backyard is perfect for outdoor gatherings, gardening, or quiet afternoons, and the detached 1-car garage adds convenience. Upstairs, the primary bedroom and full bath feature abundant natural light, while the unfinished basement—with utility room, large flex space, and potential for a 4th bedroom—offers plenty of room to grow. Located in a highly desirable neighborhood with parks, shops, and easy commuting routes, this home is equal parts cozy retreat and urban haven. [Home Energy Score = 2. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10241969]

2628 N WILLAMETTE BLVD, Portland

$615,000
2 Beds 1 Baths 143165958 MLS
Warm and welcoming craftsman bungalow in the private Overlook Triangle. This home has many upgrades including an updated kitchen with real cherry cabinets, new roof (2021), air conditioning, and Andersen windows. The living and dining areas have an open floor plan with hardwood floors and a gas fireplace for cool evenings. All bedrooms are on the main floor, and there is a large basement space that can be used as an additional living space, a home officfe, or gym. Enjoy indoor-outdoor living in the cozy backyard built for the relaxing and entertaining. With fruit-bearing apple trees, blueberry bushes, and a raised garden bed this yard is fully fenced and ready to enjoy. Detached garage and off street parking for convenience. Close to N. Mississippi, Prost food cart pod, N. Williams, 2 New Seasons, MAX stop, and Skidmore Bluffs. [Home Energy Score = 5. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10235788]

4225 N COLONIAL AVE, Portland

$612,000
3 Beds 1 Baths 253038692 MLS
Right in the heart of Overlook, this warm and welcoming 3-bedroom, 1-bath home strikes that perfect balance of classic character and thoughtful updates. Hardwood floors, a wood-burning fireplace, and big picture windows fill the living and dining spaces with natural light and an easy, comfortable flow. The updated kitchen features quartz countertops, stainless steel appliances, and convenient access to both the backyard deck and a side entry from the driveway—making everyday tasks like unloading groceries or heading out to the garden a breeze. The main level offers flexible living space, including a spacious living and dining room anchored by the fireplace, plus a generous family room that can easily serve as a home office or third bedroom. Upstairs, the roomy primary bedroom overlooks the garden, alongside an additional bedroom that's ideal for a nursery, guest room, or workspace. Out back, the fully fenced yard feels like a private retreat, with a wide deck for summer dinners, raised beds, and a lush blooming garden space to relax, entertain, and enjoy your own urban oasis. A detached garage adds extra storage and versatility. This home is in the center of one of Portland’s most beloved neighborhoods. Walk or bike to New Seasons Market, Stacks Coffeehouse, Adidas North America, and local favorites like Prince Coffee, Pollo Bravo, Double Mountain Brewery, Spitz, Milk Glass Market, and Advice Booth. This is easygoing Portland living at its best. [Home Energy Score = 3. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10246438]

2214 N EMERSON ST, Portland

$602,500
3 Beds 1 Baths 548806748 MLS
Discover this reimagined 1926 bungalow in the Overlook neighborhood, where historic craftsmanship meets modern design. Fresh interior and exterior paint, newly refinished hardwood floors, and new carpet give this timeless home a crisp, welcoming feel. Inside, the vibe is warm and modern—light-filled rooms, original built-ins, and a wood-burning fireplace create an inviting backdrop for both relaxing and entertaining. The updated kitchen stands out with concrete countertops, a gas cooktop, and a freestanding island, flowing seamlessly to the back deck for easy indoor-outdoor living.Outside, an oversized front yard offers endless potential for a garden or outdoor lounge, while the fenced backyard provides a peaceful urban retreat. The spacious basement is perfect for storage, a studio, or future creative expansion, complete with a functional utility area. With newer windows, thoughtful updates, and timeless appeal, this Overlook bungalow delivers the perfect balance of design, comfort, and city convenience—a true Portland classic! [Home Energy Score = 3. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10242150]

2618 N WILLAMETTE BLVD, Portland

$590,000
3 Beds 1 Baths 403794307 MLS
Set on a prominent corner lot in Portland’s sought-after Overlook neighborhood, this 1902 residence has been extensively renovated to offer a rare blend of historic character and modern livability. Thoughtfully reimagined from the studs on the main level, the home reflects a level of investment and craftsmanship that is immediately apparent.The kitchen serves as a true centerpiece, appointed with Viking appliances including a professional-grade range, built-in refrigerator, and integrated microwave, while custom built-ins throughout the kitchen, living room, and lower level create both function and architectural cohesion. A new fireplace anchors the primary living space, and updated windows bring natural light while enhancing efficiency.Offering 3 bedrooms and 1 bath, the flexible lower level provides additional versatility—ideal as a third bedroom, family room, or home office—with custom built-ins already in place to support a variety of lifestyles. Tucked just beyond, a hidden door reveals access to the attic—an imaginative and unexpected bonus space, perfectly suited for a playroom, creative studio, or private retreat.Outdoors, the property has been equally enhanced with approximately $30,000 invested in extensive landscaping, including a full sprinkler system, creating a polished and low-maintenance setting. The corner lot adds presence and usable outdoor space, while additional updates—including a newer garage roof and ongoing exterior improvements—reflect consistent care and stewardship.Located just moments from the MAX light rail, neighborhood shops, and popular restaurants, this home offers effortless access to city amenities while maintaining the charm and scale that make Overlook so desirable.This is a rare opportunity to own a thoroughly improved early 20th-century home where historic origins meet thoughtful, enduring upgrades. [Home Energy Score = 4. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10250414]

1654 N WILLAMETTE BLVD, Portland

$577,000
4 Beds 1 Baths 416790927 MLS
This charming 4-bedroom home sits in Portland’s highly sought-after Overlook neighborhood, known for its walkability, parks, and easy access to transit, shops, and dining. Step inside and instantly feel at home with new flooring throughout, tons of natural light, and a classic layout that’s as comfortable as it is functional. The living room is cozy and inviting, with a wood-burning fireplace ideal for Portland’s rainy days. Two main-level bedrooms give you flexibility for sleeping, working from home, or hosting guests, while the private upstairs bedrooms offer a peaceful retreat, creative studio, or home office space. Need more room down the road? The spacious basement is full of potential—ready to be transformed into additional living space, a workout area, or future equity. Outside, the fully fenced backyard features a garage and driveway with access from the back alley, and there’s plenty of space for pets, gardening, or outdoor entertaining. Recent updates include a new roof, double-pane vinyl windows, 200-amp electrical, kitchen cabinets, quartz countertops, stainless steel appliances, light fixtures, and interior and exterior paint. This home combines affordability, comfort, and long-term potential. With easy access to Peninsula Park, MAX light rail, and the vibrant North Portland lifestyle. Make your move and start building memories in this classic Portland gem! [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10245876]

5923 N DETROIT AVE, Portland

$565,000
3 Beds 2 Baths 614876122 MLS
Discover refined Portland living in this beautifully maintained North Portland home, ideally positioned in the Overlook neighborhood. An inviting floor plan offers comfortable living and entertaining spaces, while the spacious garage provides exceptional flexibility for parking, storage, hobbies, or a workshop. Outside, the meticulously maintained grounds feature paved walkways and patios that create an elegant setting for outdoor dining, gardening, or relaxing. Thoughtful improvements provide lasting value and modern comfort, including a 2015 Cascade Roofing installation with 30-year laminated fiberglass shingles and transferable labor warranty; 2020 sewer line resleeving to proactively protect against tree roots, along with city pipe improvements; 2022 Rinnai tankless water heater and Aquasana 3-stage Rhino whole-house filtration system with chloramine filtration; 2023 cedar backyard fence; 2024 garage door opener; and 2025 Daikin furnace and AC with Lifebreath HRV fresh-air intake system. Set on an extra-wide dead-end street, the property offers a peaceful residential setting with easy access to the best of North and Northeast Portland. Just one block from the neighborhood school and Adidas campus, and minutes from MAX light rail, local restaurants, coffee shops, neighborhood markets, and the west end of Alberta. Nearby Overlook Park, Peninsula Park with its renowned rose garden and community amenities, and Arbor Lodge Park add abundant opportunities for recreation and outdoor enjoyment. With excellent transit access, bike-friendly streets, and a wealth of nearby amenities, this is a sophisticated blend of comfort, convenience, and Portland character. [Home Energy Score = 8. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10250691]

2148 N ALBERTA ST, Portland

$530,000
3 Beds 2 Baths 163582774 MLS
A rare opportunity to restore and reimagine a true piece of Portland history. Built in 1904 and rich with timeless character, this one-of-a-kind residence is waiting for the next visionary to preserve its soul while creating something extraordinary. From the moment you arrive, you can feel the craftsmanship and stories woven into the home’s original architecture—soaring ceilings, generous living spaces, oversized windows, and the kind of irreplaceable charm that simply cannot be recreated today. Throughout the home, the seller’s incredible artistic vision is on full display, with painstakingly hand-painted walls that beautifully mimic custom wallpaper alongside striking exterior murals that make the property feel truly one of one. This is the kind of property that inspires designers, preservationists, old-house lovers, and anyone who appreciates the beauty of historic homes with substance and personality. Set on a spacious lot along iconic Willamette Blvd, the location blends classic North Portland charm with incredible convenience. Close to the University of Portland, Cathedral Park, Mississippi District, St. Johns, and downtown Portland, this central location puts some of the city’s best restaurants, coffee shops, parks, and local favorites within easy reach. Nearby neighborhood staples include The Stacks Coffeehouse, Prince Coffee, Milk Glass Mrkt, The Old Gold, and Tartuca. Outdoor lovers will appreciate proximity to Peninsula Park, Arbor Lodge Park, and the iconic views from Skidmore Bluffs. While preserving the home’s remarkable character, Key foundational items have already been addressed, including a professionally decommissioned oil tank and a sewer scope completed in May with a passing report. Opportunities like this rarely come along. Whether your vision leans toward thoughtful restoration, architectural preservation, or creating a truly spectacular legacy property, this historic beauty is ready for its next chapter. Cash or hard money- not financeable.

2022 N WILLAMETTE BLVD, Portland

$525,000
2 Beds 2 Baths 491316823 MLS
Welcome to this amazing home tucked away in the Overlook Neighborhood with breathtaking views of the West Hills and Willamette River. Perfectly situated near the Adidas campus, restaurants and coffee shops along Greeley and Killingsworth, and offering easy access to downtown, this location combines peaceful living with urban convenience. Step inside to a light-filled open concept main living area, where floor-to-ceiling windows frame the incredible views. Whether you’re cooking, relaxing, or entertaining on the deck, you’ll love how the outdoors feel like part of your living space. The vaulted ceilings enhance the airy feel, and a cozy wood-burning fireplace in the living room makes for the perfect gathering place year-round.The updated kitchen features a cook island with an eating bar, quartz countertops, stainless steel appliances, and plenty of storage space. A spacious dining area easily accommodates gatherings of any size. A full bathroom on the main level adds flexibility and convenience. On the lower level, you’ll find two generously sized bedrooms, both with sliders to the lower deck—ideal for enjoying the view and fresh air. The primary bedroom includes a large walk-in closet. Also on the lower level is a dedicated workspace with built-in desk and shelving, perfect for working from home or pursuing creative projects. The utility room with a sink, washer, and dryer is also conveniently located downstairs. A large, versatile enclosed breezeway connects the home to a spacious two-car garage. This flexible area is perfect for a mudroom, hobby area, or extra storage—offering endless possibilities to fit your lifestyle. With its unparalleled views, serene setting, and prime North Portland location, this home offers a rare opportunity to enjoy the best of Pacific Northwest living. Truly a must-see! [Home Energy Score = 4. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10242495]

5239 N EMERSON DR, Portland

$510,000
3 Beds 1 Baths 173093895 MLS
Move-in ready bungalow in the desirable Overlook neighborhood! This charming home features a fantastic floor plan with a welcoming living and dining area filled with abundant natural light.The updated kitchen offers newer cabinetry with ample storage, updated countertops, a new sink and garbage disposal, newer appliances, and a gas range. Just off the kitchen, a bright utility room provides convenient main-level laundry and additional storage.The main floor bathroom has been updated with a new shower, tile flooring, and modern lighting. You’ll also find a generously sized bedroom on the main level featuring bamboo flooring and great natural light. Upstairs, the spacious primary bedroom includes room for a sitting area, ample closet space, bamboo flooring, and an updated half bath—with the potential to expand into a full en-suite. A third bedroom on the upper level offers newer carpet and a large closet. Other updates include fresh interior paint throughout, newer vinyl windows, and added attic insulation (2020). Major systems have been updated, including a furnace (2017), water heater (2015), and electrical panel with additional upgrades (2021). The roof is approximately 13 years old. The basement, with exterior access, provides excellent space for a workshop and storage space. Ideally located with convenient access to the MAX line, New Seasons Market, and North Portland’s popular restaurants and shops. The backyard offers a blank slate to create your dream outdoor space, with potential for a garden, entertaining area, or even an income-producing ADU.Buyers, take advantage of a NO COST PAYMENT SUBSIDY with our preferred lender—enjoy a lower mortgage rate for the first year, saving you money upfront! Ask agent for details! [Home Energy Score = 3. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10246468]

1644 N AINSWORTH ST, Portland

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