Portland NW/ SW/ S, Raleigh Hills Homes with FourSquare Style

Welcome to the charming neighborhoods of Portland, particularly the picturesque areas of Northwest (NW), Southwest (SW), and Raleigh Hills. Nestled in the vibrant heart of Multnomah County, these regions are celebrated for their unique blend of urban sophistication and natural beauty.

Portland’s NW district is a treasure trove of eclectic boutiques, artisanal cafes, and lush parks, making it a haven for those who crave both culture and convenience. Here, you can stroll through the historic streets lined with stunning architectural gems, including the iconic FourSquare-style homes. These homes, characterized by their square shape, two stories, and inviting front porches, exude a sense of warmth and charm that perfectly complements the neighborhood's friendly atmosphere.

Moving south to the SW area, you’ll discover a diverse community with a rich tapestry of dining options and recreational activities. The stunning views from the hills provide a breathtaking backdrop, while the nearby parks offer opportunities for hiking, picnicking, and enjoying the great outdoors. The FourSquare homes here often feature spacious layouts and well-manicured gardens, ideal for families and individuals alike.

Raleigh Hills adds another layer of allure to the mix, offering a serene suburban feel with easy access to the bustling city. This area is perfect for those seeking a peaceful retreat without sacrificing proximity to Portland's vibrant lifestyle. The FourSquare homes in Raleigh Hills are not only aesthetically pleasing but also practical, providing ample space for modern living.

Whether you're drawn to the artistic vibe of NW, the dynamic energy of SW, or the tranquil charm of Raleigh Hills, Portland’s FourSquare-style homes promise a delightful living experience in one of Oregon’s most beloved cities.

Newest Portland NW/ SW/ S, Raleigh Hills Homes with FourSquare Style

$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

$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

$170,000

1 Beds ⋅ 1 Baths ⋅ 635525797 MLS

Charming Nob Hill Condo in Historic Irving Street Towers! Step into 513 sq. ft. of vintage charm with modern updates! This beautifully maintained condo features an updated kitchen with stainless steel appliances, soaring 9' ceilings, classic built-ins, and a spacious walk-in closet. The building offers both stairs and elevator access, plus dedicated bike storage and deeded basement storage. A dream for urban explorers—enjoy a Walkscore & Bikescore of 98=! Investor-friendly: No short-term rentals, but no rental cap for long-term leases. Currently tenant-occupied. Shared amenities are kept tip-top and the condo includes a unit in the storage area, lower level. Out your door you are a short distance to Providence Park and have many dining, coffee, and well known NW 21st and 23rd shops! Live the active lifestyle here! Seller agrees to pay 12 month of HOA dues for full price offer that closes within 30 days of mutual acceptance.

2109 NW IRVING ST Unit #407, Portland

$147,900

1 Beds ⋅ 1 Baths ⋅ 620380498 MLS

Don't miss out on this adorable Northwest Portland condo with vintage details like wood flooring, pocket doors, original wood trim, built-ins, charming windows, a hidden pocket bed, gas fireplace, and a bright and functional kitchen. Shared amenities are kept tip-top and the condo includes a unit in the storage area, lower level. Out your door you are a short distance to Providence Park and have many dining, coffee, and well known NW 21st and 23rd shops! Walk and Bikescore 98 - live the active lifestyle here! Seller agrees to pay 12 month of HOA dues for full price offer that closes within 30 days of mutual acceptance.

2109 NW IRVING ST Unit #211, Portland

$172,900

1 Beds ⋅ 1 Baths ⋅ 359928652 MLS

Charming Historic Condo with City & Mount St. Helens Views! THE best view in the building! This light-filled, east-facing condo in the Historic Alphabet District has period details throughout! High ceilings, crown molding, wood floors, and French doors. Features a gas fireplace, built-ins, a pull-out Murphy bed, and a resurfaced clawfoot tub. Freshly painted interior and refinished wood floors! Double-pane windows for comfort. Pet-friendly building with a welcoming entry courtyard, elevator, storage unit, bike storage, and laundry. Shared amenities are kept tip-top and the condo includes a unit in the storage area, lower level. Out your door you are a short distance to Providence Park and have many dining, coffee, and well known NW 21st and 23rd shops! Walk and Bikescore 98 - live the active lifestyle here! Parking found at: Type B parking permit here: bit.ly/3BjnHM1. Seller agrees to pay 12 month of HOA dues for full price offer that closes within 30 days of mutual acceptance.

2109 NW IRVING ST Unit #304, Portland

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