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

Welcome to the charming neighborhoods of Portland, Oregon, where the picturesque areas of Northwest, Southwest, and Raleigh Hills beckon with their unique blend of urban convenience and suburban tranquility. Known for its lush landscapes and vibrant culture, this region offers a delightful mix of outdoor adventure, artistic flair, and culinary delights, making it a coveted destination for homebuyers.

In the heart of these neighborhoods, you’ll discover an array of stunning homes, including the timeless elegance of Colonial-style architecture. Characterized by their symmetrical facades, grand columns, and classic brick exteriors, these homes exude a sense of tradition and sophistication. Inside, you’ll find spacious layouts, hardwood floors, and often, charming fireplaces that create a warm and inviting atmosphere perfect for family gatherings and entertaining guests.

Raleigh Hills, in particular, is known for its family-friendly environment, excellent schools, and proximity to parks and recreational areas. Here, residents enjoy a serene lifestyle while still being just a short drive away from the bustling downtown Portland scene. The neighborhoods are also rich in community spirit, with local events and farmers' markets that celebrate the region’s agricultural roots.

Whether you’re drawn to the historic charm of Colonial homes or the vibrant community life in Portland’s NW, SW, and Raleigh Hills, you’ll find a welcoming atmosphere that makes this area a wonderful place to call home. Experience the perfect blend of tradition and modern living in one of Oregon’s most enchanting cities!

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

$2,495,000

6 Beds ⋅ 4 Baths ⋅ 706767386 MLS

Set on 1.18 private, park-like acres in Portland’s coveted Montclair neighborhood, this distinguished Colonial estate offers a rare blend of timeless architecture, modern refinement, and exceptional privacy. With six bedrooms, including a newly constructed, stand-alone guest residence, this home was designed for elegant living, effortless entertaining, and multigenerational flexibility. Inside, classic proportions and traditional craftsmanship are seamlessly balanced with thoughtful updates. Formal living and dining rooms offer refined spaces for hosting, while the spacious kitchen opens into a warm and inviting family room. Nearly every room is framed by expansive windows that draw the outdoors in, offering tranquil garden views and a strong connection to the surrounding landscape. Upstairs, the serene primary suite is complemented by generously sized bedrooms that offer both privacy and comfort. The fully finished lower level adds versatility, featuring a large bedroom and bath, a fitness room, and a dedicated media or music room—ideal for both recreation and retreat. Outdoors, the property unfolds into a private sanctuary: curated gardens, a sport court, and a generous patio designed for al fresco entertaining. Mature trees and natural landscaping provide year-round beauty and tranquility, often visited by native birds and owls. The detached guest house—fully private and thoughtfully designed—offers its own entrance and outdoor space, ideal for extended-stay guests, live-in support, or a quiet studio or office away from the main residence. This WA County location is ideally situated just minutes from OES, Jesuit, Portland Golf Club, downtown Portland, the Oregon Zoo, and Multnomah Village. This estate offers a rare combination of space, setting, and sophistication in one of the city’s most desirable enclaves.

7330 SW DOGWOOD PL, Portland

$699,000

3 Beds ⋅ 2 Baths ⋅ 155895946 MLS

Welcome home to Woodlee Heights, one of Southwest Portland's most sought-after communities! Known for its quiet, tree-lined streets, friendly neighbors, and inviting atmosphere, it's a neighborhood where people put down roots. Perfectly positioned just minutes from I-5, downtown Portland, downtown Lake Oswego, shopping, dining, and parks, it offers just the right balance of peaceful living and everyday convenience.Thoughtfully updated throughout, this 3 bedroom, 2.5 bath house with mountain views provides the comfort of knowing the major improvements have already been done! The kitchen was beautifully remodeled in 2025 with Cambria quartz countertops, a new stainless steel sink, matte black faucet, freshly painted cabinetry, and a new range, creating a bright, inviting space for gatherings. The primary bathroom remodel, done in 2023, provides a relaxing retreat, while a new high-efficiency HVAC system (2023) fresh exterior paint (2024), new insulated garage door (2024), and new fiberglass front door add both style and peace of mind.Step outside and enjoy maintenance-free living! The front yard features turf for year-round curb appeal, while the backyard has been enhanced (2025) with a new deck and custom pergola, creating the perfect setting for entertaining, summer barbecues, or simply unwinding at the end of the day.Woodlee Heights is more than just a neighborhood—it's a community. Residents enjoy the neighborhood path to Stephenson Elementary, the cherished Fourth of July festivities, and the welcoming atmosphere that truly makes it a special place to call home. This is the one you've been waiting for! [Home Energy Score = 4. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10195254]

11445 SW WOODLEE HEIGHTS CT, Portland

$2,650,000

5 Beds ⋅ 4 Baths ⋅ 579149092 MLS

Designed in 1918 by renowned Portland architect Josef Jacobberger, this Portland Heights residence is a rare blend of historic architecture and modern living. 5,046 square feet with 5 bedrooms and 4 1/2 bathrooms, the home has been beautifully updated to preserve its original character while embracing the way we live today. A comprehensive renovation by Green Gables respected the home's architectural integrity while introducing a more open, functional flow. Interiors by Maison bring a clean, understated aesthetic, and the fantastic landscape and hardscape extend the living experience outdoors with beautifully designed gardens, terraces, lawn and gathering spaces. Life here in the “grid" is as much about the neighborhood as it is the home. Ainsworth Elementary is just a couple of blocks away, Vista Spring Cafe is a three-minute walk for morning coffee or neighborhood dinners, and Washington Park, miles of forested trails, downtown Portland, OHSU, and the restaurants and boutiques of NW 23rd Avenue are all just minutes away. It’s the quintessential Portland Heights home! [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10250503]

2228 SW 21ST AVE, Portland

$1,675,000

3 Beds ⋅ 2 Baths ⋅ 329121165 MLS

Located in coveted Kings Heights, a jewel in Portland's West Hills, this exquisite Colonial commands attention with its classic facade, manicured entrance, timeless black shuttered windows, and sweeping views of the Portland skyline and surrounding mountains. Meticulously maintained and thoughtfully updated over the current ownership with total attention to detail, this home offers three bedrooms, two full baths, and one half bath with a fun lower level of flex space for studio/family/workout. Original hardwood floors, hand painted walls, soaring high ceilings, and double hung windows with plantation shutters speak to the original character found throughout. The grand living room with its elegant wood burning fireplace flows seamlessly into a connected sunroom with walls of windows and lovely city views, while the generous dining room features beautiful built-in cabinetry and abundant natural light. The kitchen is well appointed with bright white cabinetry, Viking stainless steel appliances, double ovens, a 6-burner gas range, Sub-Zero refrigerator, and a cozy built-in nook. Complete with a butler's pantry with wine fridge, undermount stainless sink, and office nook just beyond. Upstairs, the primary suite offers a striking gas fireplace, custom Carrara Select marble bath with heated floors, soaking tub, and walk-in shower, and a private balcony with panoramic views of the Portland skyline and Mt. Hood. A lower level family room, wine cellar, studio space, and newly remodeled laundry room complete the home, while multiple patios and a private rear street entry add to the ease of everyday living. Enjoy the incredible location where urban living meets refined neighborhood just minutes to the Hillside Center, NW 23rd Avenue shopping & dining, Forest Park Trails, Washington Park, Rose Garden, and top-rated public schools. Welcome home!

2836 NW CUMBERLAND RD, Portland

$1,349,000

4 Beds ⋅ 3 Baths ⋅ 760981452 MLS

Completely reimagined in 2025, this stunning Colonial-style home offers the rare combination of modern systems, timeless character, and 1.32 acres of private forested grounds in Portland's desirable SW Hills. Originally built in 1941, the home underwent an extensive renovation including all new plumbing with updated water and sewer lines, new electrical service and panel, comprehensive insulation upgrades, professionally designed interiors, refurbished and repainted siding, an expanded and repaved driveway, and the addition of a luxurious primary suite. Spanning 3,452 square feet, the home features 3 bedrooms and 3 full bathrooms, with light-filled living spaces designed for both everyday comfort and entertaining. The beautifully appointed kitchen includes a gas range, wet bar, and seamless connection to the dining and living areas. Two wood-burning fireplaces add warmth and character, while the fully finished lower level serves as an exceptional entertainment space complete with bar area and direct access to the covered patio and backyard. Outside, professionally landscaped grounds and winding private trails create a true Pacific Northwest retreat surrounded by mature trees and remarkable privacy. Set back from the road with a circular driveway and attached two-car garage, this move-in-ready property offers the feel of a secluded estate while remaining just minutes from downtown Portland, Beaverton, and major employers. Served by Bridlemile, Robert Gray, and Ida B. Wells schools.

4321 SW DOSCH RD, Portland

$1,550,000

5 Beds ⋅ 3 Baths ⋅ 294501508 MLS

Timeless elegance meets exceptional livability in this beautifully maintained Colonial nestled on an oversized, tiered lot surrounded by lush gardens and mature landscaping. From the moment you enter the spacious foyer with its classic open staircase and original white oak floors, you'll appreciate the craftsmanship, warmth, and thoughtful updates throughout.The grand living room features hardwood oak floors, picture and bay windows, a wood-burning fireplace, opening to a deck with a retractable awning—perfect for enjoying the picturesque grounds. An expansive dining room is framed by a stunning wall of windows showcasing panoramic garden views and can be separated for intimate gatherings with a charming louvered pocket door.The updated kitchen is a cook’s dream, featuring a Bertazzoni 6-burner double-oven gas range, Sub-Zero refrigerator, Vent-A-Hood, Asko dishwasher, and a sunny eating area. A bright main-floor den with fireplace, parquet oak floors, and French doors to the patio offers the perfect retreat or home office.Upstairs, the spacious primary suite includes an updated bath, dual closets, and an adjoining flex room ideal for an office, nursery, library, dressing room, or sitting area. Additional bedrooms enjoy abundant natural light, original hardwood floors, and garden views.The daylight lower level offers remarkable flexibility with a large family room, additional bedroom, bath, and dark room. Two attics provide exceptional storage opportunities.French-paned windows throughout frame breathtaking views of the enchanting English rose garden and beautifully landscaped grounds. Conveniently located with easy access to downtown, shopping, and major freeways, this is a rare opportunity to own a truly special property that blends classic character, modern comfort, and unforgettable outdoor beauty. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10205028]

416 NW HERMOSA BLVD, Portland

$225,000

1 Beds ⋅ 1 Baths ⋅ 634024327 MLS

Hip and Historic! If a building could embody the spirit of vintage Portland, The Irving Classic is it. A blend of Colonial Revival and Craftsman architecture, this 1907 beauty welcomes you in with a lush, romantic courtyard entrance full of towering palms and blooming flowers, surrounded by New Orleans inspired wraparound walkways. It feels like a special secret and is always a beautiful place to come home to. Upon opening the door to your lovely first floor, corner unit condo, your eyes take in all the classic touches and historic charm—fir floors, high ceilings, and thick wood moldings. A large, deep clawfoot tub for a day’s end relaxing soak, and an original, solid wood pocket door that vanishes elegantly into the architecture of the room, are two more period details that make a vintage lover’s heart go pitter pat. And, the windows! The living room is awash with natural light—your plants will be so happy here! Wonderful amenities abound in the building: double gates (updated secured access w/ Fob), laundry room (free to residents and features newer machines!), a secured bike storage room (with maintenance station),& most utilities are included in the HOA fees. The building also welcomes your furry companions. The Alphabet District/Nob Hill location of this home means that just about anything you need is virtually right outside your door—Ken’s Artisan Bakery, Sterling Coffee, Trader Joes, Cinema 21, and countless restaurants, boutiques, and fitness options. And, if you’re a nature lover, Forest Park and Washington Park are close by, where you can lounge among the roses and the evergreens.The coolness factor here is a 10/10-This iconic building was even featured in Gus Van Sant’s 1989 film Drugstore Cowboy. Come check out this delightful home situated in a well-loved and well-tended historical building in the heart of a thriving community, with endless neighborhood options to explore and enjoy—It’s places like this that make Portland so special!

2127 NW IRVING ST Unit #105, Portland

$1,030,000

4 Beds ⋅ 3 Baths ⋅ 584400507 MLS

Beautifully updated and light-filled Forest Heights Colonial tucked on a quiet cul-de-sac with territorial views. 4,140 Sq Ft great room floor plan with 4 bedrooms, 3.5 bathrooms, and large lower level family room. Main level features formal living room with wood burning fireplace, dining room, & great room with access to expansive deck. Fully remodeled kitchen with dramatic two-story wall of windows, slab quartz countertops, Custom cabinetry, Frigidaire Gallery stainless steel appliances & porcelain tile floors. Upstairs includes 3 spacious bedrooms plus primary suite with large walk-in closet, soaking tub, and walk-in shower. Lower level offers flexible bonus/family room space ideal for media, guests, or entertaining with wet bar and full bathroom. 3-car garage, tons of storage, home generator, two levels of Trex decking, newer HVAC (2017), 50-year Presidential roof(2017), plus extensive updates including new flooring, bathrooms, interior paint, lighting, water heater(2023). Excellent schools: Forest Park, West Sylvan and Lincoln [Home Energy Score = 3. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10204718]

9428 NW HOPEDALE CT, Portland

$539,000

3 Beds ⋅ 2 Baths ⋅ 455540214 MLS

Located on the quieter side of Capitol Hwy, this Dutch Colonial-style home offers great space for everyday living and entertaining. The primary bedroom is on the main level next to a full bathroom. The main level also features the kitchen, dining room and living room, while the large private deck includes a gas hookup for grilling. Beautiful hardwood floors throughout. Front yard features a beautiful, low maintenance garden space with raised beds as well. Original built-ins throughout the home add character and extra storage. Upstairs includes two additional bedrooms and a full bath.The fully finished basement adds flexible living space with a wet bar, wine cellar, open great room and laundry area.

11251 SW CAPITOL HWY, Portland

$1,100,000

4 Beds ⋅ 3 Baths ⋅ 168400342 MLS

Perched in the coveted Council Crest neighborhood, this timeless Colonial-style residence showcases architecture by renowned Portland architect Jamieson Parker. Thoughtfully updated with an open-concept main level, the home is designed to capture sweeping territorial and mountain views through an impressive wall of windows that fills the living spaces with natural light. Recent improvements include a remodeled kitchen, wine cellar, electric vehicle charger, and a brand-new roof completed in 2026. Multiple gas fireplaces add warmth and character throughout the home. Outdoors, an expansive deck with a covered entertaining area and heat lamp creates the perfect setting for year-round sunset views, while the bocce ball court and firepit offer exceptional spaces for gathering and entertaining. Adding to the home’s appeal, a dog park is conveniently located directly across the street at Council Crest Park, offering easy access to green space, walking trails, and outdoor recreation.

3515 SW COUNCIL CREST DR, Portland

$4,995,000

8 Beds ⋅ 6 Baths ⋅ 387396185 MLS

Cedarhurst is more than a residence. It is a turn-key lifestyle rooted in heritage and enriched by thoughtful design. Originally built in 1895 and masterfully reimagined through an extensive 2023 renovation, the estate is tucked atop a graceful circular driveway. The manicured grounds feature an incredible 6-car underground garage plus an adjacent 2-car bay. The outdoor oasis is designed for year-round enjoyment, boasting a heated in-ground current pool, covered lounge, and greenhouse. Inside, elegant herringbone oak floors lead to a grand entry flanked by a library with custom built-ins and a formal living room with triple French doors. The chef’s kitchen is a masterclass in form and function, featuring quartz countertops, a Hestan range, dual dishwashers, and a built-in fridge. A light-drenched sunroom overlooks the lush backyard, while 8 well-appointed bedrooms, 6 full bathrooms, and 2 half bathrooms across three levels plus a finished basement offer exceptional scale without compromising intimacy. A seamless blend of history and modern refinement, Cedarhurst remains a true generational legacy.

11175 S RIVERWOOD RD, Portland

$1,795,000

5 Beds ⋅ 4 Baths ⋅ 624201152 MLS

A Reimagined Colonial Masterpiece in Portland Heights with Commanding City & Mountain Views. Set high above the city in coveted Portland Heights, this exquisitely renovated Colonial Revival offers panoramic skyline and mountain views from nearly every room. Encompassing an impressive 6,300 square feet, the five-bedroom, four-and-a-half-bath residence unfolds in grand yet inviting scale — where timeless architecture meets modern sophistication. A luminous sunroom, an expansive formal living room, and a showpiece kitchen anchor the home’s beautifully proportioned interiors. Designed for both everyday ease and elevated entertaining, the kitchen blends striking stonework, bespoke countertops, designer fixtures, and bold, curated finishes. Throughout, original architectural details have been meticulously restored, honoring the home’s pedigree while introducing a fresh, fashion-forward sensibility. French doors open to a secluded, expansive terrace wrapped in a sleek privacy wall — an urban sanctuary made for candlelit dinners, champagne toasts, and unforgettable gatherings beneath the stars. Swanky yet timeless. Refined yet effortlessly cool. All just moments from Multnomah Athletic Club, Lincoln High School, and the coveted boutiques and dining along NW 23rd Avenue.

1408 SW VISTA AVE, Portland

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