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

Welcome to the enchanting neighborhoods of Portland, specifically the charming areas of Northwest, Southwest, and Raleigh Hills. Nestled in the heart of Multnomah County, these vibrant communities offer a delightful blend of urban sophistication and serene suburban living, making them a coveted destination for homebuyers seeking both style and convenience.

Portland's Northwest and Southwest regions are known for their picturesque tree-lined streets, eclectic shops, and a thriving culinary scene. Here, residents can enjoy the best of both worlds—easy access to downtown Portland’s cultural attractions while being surrounded by nature. The lush landscapes of Washington Park and the stunning views from the West Hills provide a perfect backdrop for outdoor enthusiasts and families alike.

Raleigh Hills, a hidden gem within the city, boasts a tranquil suburban atmosphere, characterized by spacious lots and beautifully maintained homes. This area is perfect for those who appreciate a close-knit community feel while still being just a stone's throw away from the vibrant energy of Portland.

Among the diverse architectural styles found throughout these neighborhoods, English-style homes stand out with their timeless charm and character. These residences often feature steeply pitched roofs, brick facades, and intricate detailing, creating a warm and inviting ambiance. With their cozy interiors and lush gardens, English-style homes in Portland offer a perfect blend of elegance and comfort, making them ideal for families and individuals seeking a unique living experience.

Whether you’re drawn to the bustling streets of Northwest, the scenic views of Southwest, or the peaceful allure of Raleigh Hills, Portland's English-style homes provide an exceptional opportunity to embrace the beauty and charm of this remarkable city. Welcome home!

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

$1,245,000

4 Beds ⋅ 2 Baths ⋅ 571874754 MLS

Storybook character and effortless modern living come together in this beautifully restored Kings Heights home. Thoughtfully refined by its architect-owner, the residence honors its 1928 heritage while creating a warm, comfortable flow for everyday life and entertaining. Rich hardwoods, wrought-iron details, natural finishes, and carefully preserved architectural elements give each room a distinct sense of character. The main level moves easily from gracious living and dining spaces to an updated kitchen designed for both function and connection. Throughout the home, windows frame greenery, seasonal views and mountain vistas, while inviting rooms, remodeled baths, and flexible spaces make the layout as practical as it is beautiful. Outside, the home unfolds from beautiful french doors into a series of private garden spaces. A walled front courtyard with lush landscaping and a fountain creates a peaceful buffer from the street, allowing the home to feel remarkably secluded. In back, an expansive mahogany deck, stone terraces, mature plantings, and a charming garden house create a magical setting for dining, relaxing, and gathering.One of the property’s most special features is its gated rear access to secret Quimby Street, offering a hidden back-door connection to the heart of Northwest Portland. From here, Forest Park trails, NW 23rd shops and restaurants, Wallace Park, Chapman School, and neighborhood cafés are all close at hand. Meticulously cared for and extensively improved, this is a rare home where historic soul, thoughtful design, privacy, and city convenience live beautifully together. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10239917]

2939 NW CORNELL RD, Portland

$1,100,000

6 Beds ⋅ 3 Baths ⋅ 378475643 MLS

Space for everyone and room for life to evolve. Tucked at the end of a quiet West Slope cul-de-sac, this 6-bedroom, 3.5-bath home offers nearly 4,900 square feet across three flexible levels, including separate lower-level living quarters with its own kitchen, bedrooms, full bath, gathering space and deck. An exceptional layout for multigenerational living, long-term guests, work-from-home needs or households wanting both connection and privacy. The main level is built for everyday life and serious entertaining, with an expansive kitchen, double ovens, abundant storage, casual and formal dining areas, multiple gathering spaces and direct access to a large, sunlit deck overlooking the trees. No lawn to maintain—just an inviting outdoor living space for morning coffee, summer dinners and golden-hour sunsets. Upstairs, the oversized primary retreat includes a fireplace, soaking tub, generous closets and a private covered balcony. Additional bedrooms and flex spaces create options for offices, exercise, hobbies and quiet retreats. Located near neighborhood trails, sought-after schools and convenient routes to Nike, Intel’s westside campuses, OHSU and downtown Portland. Private when you want it, connected when you need it—and an extraordinary amount of space and flexibility at $226 per square foot.

2636 SW 64TH PL, Portland

$899,900

3 Beds ⋅ 2 Baths ⋅ 390665064 MLS

Peace and serenity await in this private hillside retreat, where breathtaking valley views meet the convenience of city living. Nestled on a rare double lot, this one-of-a-kind property is just moments from everything Portland has to offer. Walk to Council Crest Park and Marquam Nature Park, where over 40 miles of wooded hiking trails await, or enjoy being just minutes from Fairmount Boulevard, OHSU, Washington Square, the Oregon Zoo, the Japanese Garden, and the vibrant shops, restaurants, and entertainment along NW 23rd.Inside, abundant south-facing windows fill the home with incredible natural light, creating a bright and welcoming atmosphere even on Portland's grayest days. The beautifully remodeled kitchen features quartz countertops, stainless steel appliances, and thoughtful finishes that blend seamlessly with the home's warm, inviting character.Designed for both relaxation and entertaining, the property features three expansive decks that capture the stunning valley views, along with a finished garage currently used as a home gym that offers endless potential as a studio, workshop, creative space, or additional living area—all while enjoying the same spectacular scenery.Outside, the grounds are a true gardener's paradise, complete with raised garden beds, mature fruit trees, berry bushes, herbs, and beautifully landscaped spaces that make the most of this exceptional setting. Additional highlights include a private sauna, a separate office/studio with potential for a third bedroom or ADU, a cozy loft perfect for curling up with a good book, and a luxurious primary suite featuring a beautiful soaking tub.With breathtaking views, incredible versatility, thoughtful updates, and an unbeatable location that perfectly balances nature with city convenience, this is a truly special place to call home. [Home Energy Score = 4. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10201811]

3810 SW GROVER ST, Portland

$899,000

3 Beds ⋅ 1 Baths ⋅ 677221903 MLS

A lovely classic English cottage welcomes you in the sought-after neighborhood of Hillsdale and Terwilliger. Sitting on a beautiful level lot backing to an open greenspace, this 1928 home preserves its original and timeless charm with modern updates and today’s comfort. Ideal floor plan to meet your everyday carefree and convenient living style. Inviting dining and living area is a perfect place for family and friends to gather for cheers. A cozy breakfast nook awaits to be enjoyed in the morning with a fresh cup of coffee. Handsome den with the fireplace is where you can sit for hours reading your favorite book. Generous sized rooms to create space for your hobbies, arts/crafts, or flex area for yoga/exercise. Surrounded with year round greenery and landscape, the yard and deck are a perfect place for fun and relaxation. Ideal location to trails, eateries, library, and more. Come and love living here at 1035 SW Westwood Drive! [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10249091]

1035 SW WESTWOOD DR, Portland

$5,300,000

5 Beds ⋅ 4 Baths ⋅ 315958654 MLS

Rarely does a property like this come to market - steeped in architectural significance, graced with panoramic views, and located in one of Portland’s most prestigious neighborhoods. Tucked at the top of SW Hawthorne Terrace on a flat, park-like .6-acre parcel, this 1931 Wade Hampton Pipes - designed residence is a masterwork of English Arts & Crafts style, creatively updated for modern life with a seperate guest house and 5 car garage. Admired for its rich brickwork, handcrafted millwork, and dramatic curvilinear stair tower, the home balances architectural depth while living effortlessly modern, where sun-filled bow windows, thoughtfully scaled gathering spaces, and a layout that flows with quiet confidence.The den is wrapped in original Philippine Mahogany, the primary suite is expanded and elevated, and four fireplaces (three inside, one out) add warmth and wow. French doors spill out to a lawn that feels like a private park-framed by 300° views of Mt. Hood, St. Helens, Rainier, and the city skyline. A guest house with a 3-car garage below adds serious flexibility for work, guests, or a creative studio.And the neighborhood? Portland Heights is the crown jewel of the West Hills-tucked away but right in the mix. You’re minutes to downtown, OHSU, the MAC, and freeway access. In 15 minutes, you're at the airport or your tee time. Great schools, iconic homes, friendly neighbors, and that feeling you get when you know you’ve arrived to that rare sweet spot where timeless design, legendary views, and the hum of the city all spectacularly converge. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10249509]

1840 SW HAWTHORNE TER, Portland

$6,250,000

5 Beds ⋅ 6 Baths ⋅ 261625030 MLS

Born from the grandeur of Portland's Golden Age, this iconic 1928 Willamette River estate stands as an enduring testament to an era when industrialists, publishers, civic leaders, and tastemakers gathered to influence the future of the Pacific Northwest. Known as the Jackson Mansion, the estate occupies a singular place in Portland history, its legacy forever intertwined with that of the famed West Hills Pittock Mansion. Both home to rival newspaper dynasties whose publishing empires influenced the political, cultural, and economic future of the region, making these landmark estates enduring symbols of Portland's prominence and influence. Evoking the great country houses of Normandy and the Loire Valley, the residence exudes quiet grandeur through steeply pitched rooflines and stately chimneys clad in richly detailed masonry. Formal parterre-style gardens frame the grounds, creating a sense of arrival befitting one of Portland's landmark estates. Set on more than two private acres in prestigious Dunthorpe, across the river from Waverley Country Club, the home captures the scale and permanence of a bygone age while embracing modern luxury through thoughtful interior updates by Maison Inc. and Shannon Christenberry. Sweeping Willamette River views provide a breathtaking backdrop throughout the residence, while direct river access offers a rare connection to the waterfront lifestyle that has long distinguished Portland's most coveted estates. One of the largest private docks on the Willamette River accommodates multiple boats and watercraft, creating an exceptional setting for life on the river. Whether hosting elegant gatherings, enjoying summer afternoons on the dock, or arriving home by boat, the estate embraces a level of waterfront living seldom found in the Pacific Northwest. Rich in provenance and impossible to replicate, this is more than a waterfront estate, it’s a legacy property and a defining piece of Portland's heritage.

11522 S RIVERWOOD RD, Portland

$2,495,000

4 Beds ⋅ 3 Baths ⋅ 775449704 MLS

Driving along one of the Southwest Hills most coveted lanes, a story begins to unfold. It starts with the drive itself, past a collection of architecturally significant homes, before opening to a sun drenched 1.59 acre clearing where this charming residence sits with quiet confidence. It's easy to understand the draw: privacy, character, and a setting that feels tucked away from the world. And then there are the gardens. Love at first sight. Originally designed by Wade Pipes, the home captures his English Country style in a way that feels effortless rather than formal. It's less about making a statement and more about how the home makes you feel. The current owners enlisted Jeff Miller, one of Portland's most respected architects for historic and legacy homes, to thoughtfully expand and modernize the property. His addition feels like it has always been here, preserving the original charm and character while making the home work beautifully for the way we live today. Brought to life by Olson & Jones, known for their craftsmanship, the quality and attention to detail are evident throughout. A comprehensive renovation ties it together, creating a home that feels both timeless and current across 5,398 square feet. What truly makes this property special, beyond its undeniable charm, is the relationship between the house and the gardens. The landscape, originally designed by Craig Keist, isn't a backdrop, it's part of daily life here. Stone paths, layered gardens, and sweeping lawns wrap around the home, creating spaces to wander, gather, and enjoy. Windows frame greenery in every direction, and rooms open naturally to the outdoors. A striking oversized chess set anchors the front garden, while beyond, an open field offers room for a sport court, tennis, pickleball, or whatever comes next. Close in, but completely in its own lane, minutes from downtown, shops, freeways, and the airport, connected when you want to be and private when you don't. The next chapter is waiting.

5050 SW HILLTOP LN, Portland

$5,850,000

6 Beds ⋅ 7 Baths ⋅ 138611139 MLS

Wake each day to filtered sunlight through towering firs, stroll manicured lawns framed by mature gardens, and enjoy a setting that feels both secluded and effortlessly connected. Set on more than two acres in prestigious Dunthorpe bordering Lake Oswego, this remarkable estate offers a rare blend of privacy, scale, and refined living. The 11,000+ square-foot residence, designed in 1924 by renowned architect Ellis Lawrence, pairs timeless Tudor Revival, Arts and Crafts, Spanish Renaissance, and Mediterranean influences with thoughtful modern enhancements, including a chef’s kitchen reimagined in 2025, a resort-style pool & guest house, a detached private fitness center, and professional-grade turf and basketball sport courts. Meticulously preserved and beautifully refreshed, with extensive renovations by the current owners, the home features restored Garry oak floors, leaded glass windows, elegant archways, and light-filled living spaces designed for both grand entertaining and everyday comfort. Surrounded by sweeping lawns, mature trees, and curated gardens, this landmark property offers a truly exceptional retreat just minutes from Lake Oswego and downtown Portland.

1905 S GREENWOOD RD, Portland

$1,220,000

4 Beds ⋅ 4 Baths ⋅ 560490076 MLS

Restored and rocking in the heart of Portland, this beautifully reimagined 1932 English Tudor in Burlingame blends timeless character with bold craftsmanship and creative energy. Set on a spacious, tree-lined lot, the home offers versatile living across three levels with a rare mix of historic charm and thoughtful modern upgrades. Inside, you’ll find restored mahogany trim, built-ins, and hardwood floors paired with curated lighting and elevated finishes throughout. Multiple fireplaces and a light-filled sunroom create inviting spaces for both quiet moments and lively gatherings. The kitchen features granite countertops, gas appliances, an island, and pantry, flowing seamlessly into formal and casual living areas designed for entertaining. The primary suite offers a private retreat with soaking tub, walk-in shower, dual sinks, and direct deck access. A standout feature is the fully permitted (2021) attached ADU, showcasing incredible craftsmanship with reclaimed wood cabinetry, concrete countertops, copper accents, hardwood flooring, and its own heating and cooling system—ideal for guests, rental income, or a private creative studio. The finished lower level adds flexibility for extended living, guest quarters, or additional entertaining space—perfect for movie nights, creative pursuits, or simply spreading out. Extensive exterior upgrades include a refreshed stucco façade with cedar accents, copper details, an updated deck with outdoor kitchen and sauna, and beautifully curated landscaping. The property also offers RV/boat parking, multiple outbuildings, and added privacy. A rare opportunity—this sale includes two additional lots totaling just under an acre, complete with a seasonal creek, offering a peaceful, natural setting with room to expand or simply enjoy.Conveniently located near OHSU & downtown Portland, this one-of-a-kind property blends history & livability—a home with soul & style.Sellers will contribute towards buyer's closing costs.

6164 SW CAPITOL HWY, Portland

$699,000

3 Beds ⋅ 2 Baths ⋅ 734529176 MLS

Situated in Portland Heights on Montgomery Dr. Noted by the Oregonian, One of the Most Prestigious Addresses in Portland. Built by Jamieson Parker. Master on Main with Large Sliding Glass Doors Overlooking the Private Wooded Area. Living Room Features Hardwood Floors, Fireplace and Wood Beamed Ceilings Adding a Touch of Old World Charm and Warmth. Kitchen Provides Separate Eating Area. Low Maintenance petite Fenced Front Yard, no backyard, side yard ready for creativity. Full Basement provides ample storage. 8 Minutes to OHSU, 5 Minutes to Hwy 26. Moments Away from the Rose Gardens, Tennis Courts, Arboretum Walking Trails, NW 23rd, Fine Dining and Shops. A Great Opportunity to Own in Portland Heights! [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10227084]

2271 SW MONTGOMERY DR, Portland

$5,750,000

4 Beds ⋅ 3 Baths ⋅ 786715699 MLS

TRULY REMARKABLE: Resting on 1.36 acres of pristine grounds, on a private peninsula of land, this estate home truly stands in a class of its own. Located on an exquisite lane with wide open views, the privacy and quietude are palpable. Originally designed by Wade Hampton Pipes, Portland’s preeminent Arts and Crafts architect, this home was one of his final masterpieces, blending English country elegance with timeless design. In recent years, it has been meticulously reimagined by the Lawrence Brothers with interior designer Barbara Sumner, creating a luxurious yet reverent homage to its architectural legacy. Refined, serene, and entirely unique, this residence is more than a home, it’s a story meant to be lived. This estate homes lives primarily on one easy floor with generous room sizes, a striking living room and an open approachable kitchen/family/dining room concept with extraordinary attention to detail. Book matched walnut cabinetry from local Oregon timber, marble slab island and suspended matching marble vented hood combine with opposing leather and rich hardwoods creating a warmth and elegance to luxuriate in. The purposeful lower level houses a generous family room with grand stone and brick fireplace, home office, guest suite, sauna, wine walk wall and incredible work out space. The laundry and storage are extensive and all systems have been meticulously maintained. This home and its grounds are in superb condition!

7307 NW PENRIDGE RD, Portland

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