Portland Homes with FourSquare Style

**Discover the Charm of Portland, Oregon: A City of Character and Community**

Nestled in the heart of the Pacific Northwest, Portland, Oregon, is a vibrant city that seamlessly blends urban sophistication with a laid-back, community-oriented lifestyle. Known for its stunning natural beauty, Portland is surrounded by lush mountains and the sparkling waters of the Willamette River, making it an outdoor enthusiast's dream. From the iconic Powell's City of Books to the famous food trucks, the city offers an eclectic mix of culture, art, and culinary delights that captivate residents and visitors alike.

One of the most sought-after architectural styles in Portland is the FourSquare home. Characterized by its boxy shape, two-and-a-half stories, and wide front porch, FourSquare homes exude a timeless charm that perfectly complements the city's aesthetic. These homes often feature spacious interiors with large windows that invite natural light, making them ideal for families and those who appreciate open, airy spaces. With their sturdy construction and classic design, FourSquare homes are not just a dwelling but a testament to Portland's rich architectural heritage.

Living in a FourSquare home in Portland means being part of a community that values connection and creativity. The neighborhoods are filled with local shops, parks, and vibrant street life, creating a sense of belonging that is hard to find elsewhere. Whether you’re exploring the historic streets of Northeast Portland or enjoying the artistic vibe of the Pearl District, you’ll find that this city offers a unique blend of tranquility and excitement.

Explore the charm of Portland and discover your dream FourSquare home today—where community meets character in every corner!

Newest Portland Homes with FourSquare Style

$645,000

2 Beds ⋅ 2 Baths ⋅ 135840911 MLS

Perched high above the street in Sullivan’s Gulch, this classic Old Portland Foursquare is loaded with original character and wildly versatile, the ultimate Swiss Army knife house. Use it as one generous single family home or close the central stairwell door to create two living spaces, each with its own kitchen and private entry. The current owners have used it both ways, living upstairs while renting the main floor and vice versa. An active Airbnb city permit with 5-star ratings across 88 reviews between the upper and lower units adds another intriguing option.A gracious formal entry opens to a beautiful staircase, wood floors, and pocket doors. The dreamy living room with large picture windows and fireplace is a focal point. The dining room off the living room has French doors to a deck. The sunny kitchen has another back deck, great for grilling and entertaining. The main floor bath was fully renovated with all new fixtures and heated tile floors. Upstairs there are two bedrooms, a generous living room, a second kitchen and another full bathroom. Just off the living room is a super cool covered balcony, a year round guest favorite. The full basement offers room to finish. A seriously cool tunnel connects the garage to the basement. The garage rooftop patio is perfect for dining. Major system improvements include an upgraded electrical panel, rewired basement and attic, attic insulation, and more.The backyard is a true oasis, with mature plantings, beautiful trees, and open space. Exterior improvements include 2026 paint, new fencing and front gate, rebuilt exterior staircase, and more.Fred Meyer and New Seasons are just one block away, and the house sits on a designated shared bicycle roadway connecting neighborhood greenways. Walk to Grant Park, 28th Avenue restaurants, bars, schools, and neighborhood favorites, with Broadway and the Hollywood Theatre nearby. I-84 is just minutes away. One house, an impressive number of ways to make it work. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10183048]

3025 NE WEIDLER ST, Portland

$450,000

2 Beds ⋅ 1 Baths ⋅ 240693603 MLS

Where vintage Portland character meets thoughtful updates and an enviable, walkable lifestyle. Filled with warmth, natural light, and timeless charm, this 2 bed + bath home offers the character you hope to find with the modern comforts you want. Large, light-filled updated windows showcase the home’s inviting interiors, while original fir floors add warmth and authenticity throughout. The renovated bathroom blends beautifully with the home’s vintage appeal, and the original butler’s pantry with classic built-ins offers a wonderful connection to its past. The main bedroom features a vintage built-in dresser, while natural light upstairs creates a peaceful retreat. Outside, enjoy morning coffee on the welcoming front porch, dinner on the back deck, or quiet afternoons in the fenced backyard oasis. The detached 2-car garage accessed from the alley adds incredible flexibility and with a newer roof, it could easily serve as a garage and storage space, workshop, creative studio, or potentially be transformed into additional living space or an ADU, subject to buyer due diligence and applicable regulations. Location is everything, and this one delivers. McKenna Park is just blocks away, New Seasons Market, The University of Portland is approximately 0.7 miles away, while the nearby Lombard neighborhood corridor makes errands and local dining convenient. Set in established University Park, surrounded by mature trees, classic homes, and green spaces, easy access to North Portland favorites including Cathedral Park and St. Johns. This is vintage Portland living with an updated, move-in-ready feel and a neighborhood lifestyle that is hard to beat.

5824 N SYRACUSE ST, Portland

$599,995

5 Beds ⋅ 3 Baths ⋅ 656184096 MLS

Tons of potential with this spacious FoPo FourSquare! This is a legal duplex but on record as a triplex, with 5 bedrooms, possibly 6 with a non-conforming bedroom in the lower level. This price includes a new roof to be installed prior to closing! The versatile setup is perfect for homeowners looking to offset their mortgage or accommodate extended/multi-generational family members. The lower level features a separate entrance, kitchenette with range and refrigerator, one legal bedroom, and a second non-conforming bedroom. The main floor includes a full kitchen, bedroom, dining room, utility room, and living area. Upstairs, you'll find two additional bedrooms plus flexible space that could be used as a third bedroom or additional living area with a kitchen. A finished attic provides even more usable square footage and room to expand. Recent updates include fresh interior paint and new carpets. Live in the main portion of the home while renting the lower unit for long- or short-term income, or take advantage of the layout for extended family or multi-generational living. With multiple living areas and a flexible floor plan, this home can adapt to a variety of needs. Located in the heart of Foster-Powell with a 100 Bike Score, this home offers easy access to Kern Park, local shops, restaurants, and favorite FoPo neighborhood amenities right outside your door! This is an as-is sale, with the exception of the roof being replaced prior to closing. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10251445]

3929 SE 70TH AVE, Portland

$799,000

4 Beds ⋅ 2 Baths ⋅ 603933144 MLS

This beautifully refreshed Foursquare home is where timeless character meets the easygoing lifestyle of John’s Landing. Fresh interior and exterior paint, updated landscaping and a newer roof create a polished, move-in-ready feel while preserving the home’s original charm.Inside, natural light, hardwood floors and classic millwork flow through generous living spaces. The spacious kitchen features abundant wood cabinetry, stainless steel appliances, a farmhouse sink, and an oversized center island. Upstairs, a private balcony with stunning views of Mt. Hood creates the perfect spot for slow mornings or evening wine.Outside, this home really shines—a generous deck made for summer dinners and entertaining, plus a dedicated play structure and backyard space that makes the outdoors just as inviting as the inside.All of this is in the heart of John’s Landing, with neighborhood coffee, dining, parks and the Willamette waterfront close by. Classic Portland character, beautifully refreshed, with space to gather, play and live in comfort.

216 S IOWA ST, Portland

$599,000

2 Beds ⋅ 1 Baths ⋅ 158436532 MLS

Nestled within The Valencia, a thoughtfully restored 1913 Craftsman, this light-filled upper-level residence offers more than 1,400 square feet of timeless architecture, rich character, and carefully curated updates. Original wainscoting, substantial moldings, decorative fireplace, warm natural woodwork, and beautifully refinished hardwood floors create a sense of craftsmanship that simply can't be replicated. Modern improvements—including updated plumbing and electrical—blend seamlessly with the home's historic integrity. The kitchen pairs elegant slab marble countertops with gas cooking and period-inspired finishes, while the bath honors the building's heritage with classic design and enduring style. The welcoming front porch offers a front-row seat to one of Portland's most beloved neighborhoods, while the beautifully landscaped shared backyard provides a peaceful retreat for morning coffee, an afternoon book, or gathering with friends beneath the trees. It's a rare balance of vibrant city living and quiet outdoor sanctuary. Just a block from the Portland Streetcar and the boutiques, cafés, acclaimed restaurants, neighborhood parks, and everyday conveniences of NW 23rd Avenue. Walkscore 96 & BikeScore 93. The Valencia is more than a home—it's a thoughtfully preserved chapter of Portland's architectural history, offering the warmth, craftsmanship, and walkable lifestyle that continue to define the city's enduring appeal.

2375 NW NORTHRUP ST Unit #B, Portland

$1,550,000

5 Beds ⋅ 3 Baths ⋅ 767103371 MLS

Gracefully positioned among Irvington's most admired residences, this exceptional Craftsman celebrates its architectural heritage while being thoughtfully restored for the way we live today. Original leaded-glass windows, newly refinished hardwood and vertical-grain fir floors, a gracious formal entry, sweeping staircase, gas fireplace, and extraordinary built-ins reflect an era when craftsmanship mattered and homes were built to last.At the heart of the home, a timeless chef's kitchen pairs marble countertops, inset cabinetry, commercial-grade gas cooking, stainless appliances, and an inviting breakfast nook where mornings begin slowly and conversations linger. Upstairs, four generous bedrooms plus a nursery or office are anchored by a serene primary suite with abundant storage and a beautifully remodeled double-vanity bath and large walk-in closet. The finished lower level—with high ceilings and a full bath—offers remarkable flexibility for guests, media, fitness, or multi-generational living. French doors blur the line between indoors and out, opening to a private garden retreat where dinners on the deck, evenings around the fire pit become part of everyday life. Modern improvements—including a newer roof (2018), complete interior paint, central air conditioning, seismic retrofit, French drain system, and a long driveway leading to a sturdy detached garage. A short stroll to St. Simon Coffee Roasters, Whole Foods, neighborhood restaurants, Irvington Elementary, Grant High School, and the Catlin Gabel/OES bus route. A timeless Irvington classic—beautifully restored, thoughtfully updated, and ready for its next chapter.

2607 NE 14TH AVE, Portland

$769,900

4 Beds ⋅ 2 Baths ⋅ 747723371 MLS

Step into the timeless charm of this beautifully restored 1914 Craftsman, where historic character meets thoughtful modern updates in the heart of Multnomah Village. Situated on an oversized, nearly quarter-acre lot, this one-of-a-kind property offers the perfect blend of classic craftsmanship and today’s conveniences.Inside, you’ll find a stunning custom kitchen designed to be the heart of the home, along with warm, inviting living spaces that preserve the home’s original charm. The spacious primary suite enjoys beautiful views and includes hookups for its own washer and dryer, creating the potential for added convenience and flexibility.Major improvements provide peace of mind, including a new gas furnace and a fully rebuilt detached garage with plenty of room for vehicles, hobbies, storage, or all your toys.The location is just as impressive. Nestled in the heart of Multnomah Village, you’ll love the exceptional walkability to local boutiques, restaurants, coffee shops, the beloved Saturday Market, parks, and top-rated schools. Opportunities like this are rare—a truly special home that combines history, character, modern updates, and one of Southwest Portland’s most sought-after neighborhoods.

2824 SW ILLINOIS ST, Portland

$192,500

1 Beds ⋅ 1 Baths ⋅ 117001720 MLS

Full of vintage Portland character, this large 592 sq. ft one bedroom Nob Hill condo in historic Irving Street Towers offers the perfect blend of period detail and thoughtful updates. Inside, you’ll find tall ceilings, original wood floors, oversized trim, charming built-ins, and a flexible layout that lives larger than its square footage. The updated kitchen includes stainless steel appliances, gas cooking, white cabinetry, gray tile backsplash, and Quartz counters, while the refreshed bath features a glass shower, white subway tile, and a contemporary vanity. Built-in shelving, storage drawers, and a spacious walk-in closet add function without sacrificing charm. The building offers elevator and stair access, dedicated bike storage, laundry facilities and deeded basement storage. Enjoy a highly walkable and bike-friendly Northwest Portland location close to Providence Park, NW 21st and 23rd Avenue shops, restaurants, coffee, and neighborhood amenities. Walk Score and Bike Score of 98. Investor-friendly building with no rental cap. Rental terms must be 30 days or longer.

2109 NW IRVING ST Unit #102, Portland

$435,000

4 Beds ⋅ 2 Baths ⋅ 623217635 MLS

Portland

$645,000

3 Beds ⋅ 2 Baths ⋅ 358414805 MLS

Experience the character of this 1909 American Craftsman home, updated over time while retaining hallmark architectural details such as arched interior openings, picture rails, and multiple French doors. Situated on a southern exposure corner lot, the property benefits from uncommon spacing in this part of Portland, with neighboring homes set back more than 50 feet.The main residence offers 3 bedrooms and 2 bathrooms, along with defined living and dining areas consistent with early century Craftsman design. Exterior updates—including later brickwork, cedar shake, and an enclosed porch—add to the home’s unique presence.A standout feature is the detached 624 sq. ft. permitted ADU, providing a separate living space with a kitchen, dining area, full bathroom, and laundry. Its size and layout support a range of uses, including rental income, extended stay guests, multigenerational living, or dedicated workspace needs.Outdoor spaces include a welcoming front porch and a private backyard. With its combination of a sizable main home and a substantial detached ADU, this is one of the few offerings of its kind currently available in North Portland.For buyers exploring long term flexibility, the property’s configuration may offer potential for future separation of the main home and ADU into individually sellable parcels, subject to city requirements, utility connections, and applicable fees.

5905 N MINNESOTA AVE, Portland

$659,000

4 Beds ⋅ 3 Baths ⋅ 271492407 MLS

Cool Duplex in HOT location with lots of options. Upper unit is 2 bed, 2 bath with hardwood floors and great separation between the 2 bedrooms (2 suites) - layout could allow 1 bed/bath of this unit to be AirBnB (buyer to do all due diligence). Lower unit is 2 bed, 1 bath also with hardwood floors and bigger kitchen that opens to backyard. Both units have separate basement storage, laundry and electrical. Property sits on an Alley so there could be off street parking potential. Big yard. And one of the most desirable locations in the city - convenient to Alberta, Killingworth, Fernhill Park, Kennedy School, New Seasons, The newest/best bars and so much more. Roof (2023), Recent exterior & interior Paint (2022 exterior/2026 interior), Lower unit forced air gas, upper unit Zonal electric heat, updated windows (most) (Also listed in Multifamily)

5331 5333 NE 28TH AVE, Portland

$1,750,000

6 Beds ⋅ 4 Baths ⋅ 670072685 MLS

One-of-a-kind Craftsman estate on coveted 21st Avenue in the heart of Irvington. Set on a rare 90x100 lot directly across from the prestigious Irvington Club, this exceptional home blends timeless character with extensive upgrades and an unbeatable location. Thoughtfully updated throughout, the home features mini-split heating and cooling, a new roof, tankless water heater, newer windows, upgraded electrical and plumbing, numerous smart home devices, EV charging, gas deck heaters for year-round comfort, and so much more. Timeless details and craftsmanship only found in historic homes like there. The expansive kitchen is designed for entertaining with granite countertops, a butler’s pantry, abundant cabinet space, and a large six-seat bar. The stunning formal living and dining spaces make entertaining easy with expansive windows, a cozy fireplace and beautiful hardwood flooring. The spacious primary suite offers hardwood floors, a beautifully updated bathroom, and a walk-in closet. A highly functional layout includes four large additional bedrooms, a main-level office, upper-level sunroom, oversized bonus loft, a functional craft room, spacious spare bathrooms on each level, a lower level flex spare or 6th bedroom, and a show-stopping basement complete with a state-of-the-art bar/kitchenette and projector setup. The finished oversized garage is a rare find, featuring heating, a sink, custom paneling, and a storage loft. Outside, the expansive deck overlooks beautifully maintained grounds, creating exceptional indoor-outdoor living in one of Portland’s most sought-after neighborhoods. [Home Energy Score = 5. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10201440]

2343 NE 21ST AVE, Portland

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