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

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

In these regions, you’ll find a delightful selection of homes, many of which showcase the timeless elegance of English-style architecture. These homes often feature steeply pitched roofs, intricate brickwork, and charming leaded glass windows that evoke a sense of history and sophistication. With their cozy nooks and inviting gardens, these residences create a warm atmosphere perfect for both entertaining and quiet evenings at home.

Portland's NW and SW neighborhoods are known for their eclectic mix of boutiques, cafes, and parks, providing residents with a vibrant lifestyle right at their doorstep. Meanwhile, Raleigh Hills offers a more tranquil setting, characterized by its lush greenery and stunning views of the surrounding hills. This area is perfect for those who enjoy outdoor activities, with ample hiking trails and parks just a stone's throw away.

Whether you’re drawn to the lively urban scene or the peaceful suburban charm, the homes in Portland’s NW, SW, and Raleigh Hills neighborhoods promise a lifestyle of comfort, beauty, and community. Explore the possibilities and discover your dream home in this enchanting part of Oregon, where every day feels like a charming retreat.

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

$2,400,000

5 Beds ⋅ 6 Baths ⋅ 326261531 MLS

AUCTION: Bidding open. Bidding closes: October 28th. Open House daily 1-4pm through Tuesday 10/27. A PROPERTY WITH A STORY MORE THAN A CENTURY IN THE MAKING. Set high along Portland’s Skyline ridge, this private gated 25.3-acre estate offers a rare convergence of luxury, land, history and possibility—bordering 5,200-acre Forest Park, one of America’s largest urban forests. The 6,887± SF custom residence captures sweeping views of Mt. Hood, Mt. Adams, the Cascades, Tualatin Valley and Coast Range, with soaring 20’ ceilings, mahogany hardwoods, 5 bedrooms, 6 full baths and a second primary suite on the main level. Outside, a pool and spa overlook the valley and mountains, complemented by a separate pool house with an additional full bath. For the equestrian, an exceptional private facility includes 18 stalls, a 72’×140’ indoor riding arena, outdoor jumping arena and five turnout areas, with Forest Park offering miles of designated equestrian routes nearby. For the collector, the 10,080± SF indoor arena offers extraordinary covered space and the potential to imagine a private automobile gallery, collector’s retreat, workshop or showroom, subject to applicable zoning, permitting and improvements. For a multigenerational family, the acreage, caretaker residence, pool and flexible living spaces create a remarkable full-time home or Pacific Northwest seasonal retreat. The property traces its history to an approximately 400-acre Oregon homestead established in the late 1800s; the original family home and an early barn built from timber harvested on the land remain today. The current owners acquired the property in 1996, completed the residence in 1998 and equestrian facilities in 1999. Equestrian estate. Collector’s compound. Multigenerational retreat. Pacific Northwest summer residence. One extraordinary property—and a rare opportunity to create its next chapter.

6220 NW SKYLINE BLVD, Portland

$695,000

3 Beds ⋅ 3 Baths ⋅ 358225334 MLS

Gorgeous, light-filled and beautifully updated, this 3-bedroom, 3-full-bath townhome-style duplex blends timeless character with thoughtful modern updates in an unbeatable NW Portland location. Set on a quiet residential street just blocks from Wallace Park and Chapman Elementary, this home is moments from the shops and restaurants of NW 23rd and 21st, with easy access to the Pearl District, Downtown, the Waterfront and Forest Park.Inside, classic Portland charm shines through with timeless glass doorknobs, crown molding, built-in cabinetry and beautiful hardwood floors throughout the main and upper levels. Spacious living and dining rooms flow seamlessly into the updated kitchen, featuring quartz countertops, updated cabinetry and a generous walk-in pantry. The light-filled primary suite offers a peaceful retreat with a large walk-in closet with built-ins and a spacious bath featuring a luxurious garden tub.Cozy up by the fireplace or open the doors to the private back deck and enjoy your own tranquil outdoor escape. The lush, thoughtfully planted yard features roses, hydrangeas, peonies and hanging fig branches, creating a beautiful garden setting without the upkeep of a large yard.The lower level offers exceptional flexibility with a third bedroom, full bathroom & bonus room, ideal for guests, a home office, recreation space or multigenerational living. Convenient off-street parking provides flexibility for a vehicle or storage, with plenty of street parking available.Enjoy exceptional walkability to neighborhood cafes, bistros, shops and parks, plus convenient access to New Seasons, Trader Joe’s, Fred Meyer & Zupan’s. Peace of mind comes with a completed seismic retrofit, adding an important layer of preparedness and structural improvement to this well-maintained home. With its beautiful updates, abundant natural light, flexible living spaces & prime location, this charming NW Portland home offers an exceptional blend of character, comfort & convenience.

2747 NW RALEIGH ST Unit #2, Portland

$725,000

3 Beds ⋅ 2 Baths ⋅ 729155851 MLS

TIMELESS CHARACTER. MODERN PERFORMANCE.Introducing 7855 SW 6th Ave—a home where classic Portland character meets exceptional modern efficiency, comfort, and peace of mind. Thoughtfully updated from the inside out, this home has undergone extensive improvements, including significant behind-the-walls upgrades that are rarely found together in a home of this era.The top floor was completely rebuilt, including new framing, to meet modern efficiency standards. All plumbing supply and drain lines have been updated, along with the electrical system, including a new 200-amp service panel and whole-house surge protection. The sewer line to the street has been replaced, and the home features a lifetime-warranty roof. Extensive insulation and air sealing bring the home to modern efficiency standards, helping keep heating and cooling costs remarkably low while maintaining a comfortable, stable temperature year-round. Seismic upgrades provide an additional level of safety and resilience.And then there is the charm. From the moment you enter, this home feels special. Tucked up off the street, it offers a welcoming sense of warmth and privacy. Thoughtfully remodeled and beautifully maintained, it blends timeless Portland character with comfortable, modern style. Inside, you’ll find tasteful updates, quality finishes, and an inviting layout designed for everyday living and effortless entertaining.Settle into generously sized living spaces and enjoy flexible rooms that adapt to your lifestyle. Upstairs offers a private getaway and a place to truly settle in for the day or evening. The finished family room and oversized laundry area on the lower level add another level of living space along with abundant storage.Set in the sought-after South Burlingame area, you’re close to everything with easy access to downtown.Classic character, exceptional efficiency, and extensive improvements throughout. Come experience why you’ll want to call this one “home.” [Home Energy Score = 6. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10251413]

7855 SW 6TH AVE, Portland

$2,500,000

5 Beds ⋅ 5 Baths ⋅ 397531358 MLS

Come for the architecture, stay for the lifestyle! A stately Portland classic with a wonderfully relaxed side. Designed by renowned architect Herman Brookman, this distinctive Highlands home pairs gracious proportions and elegant architectural detail with spaces made for modern life. The charming turret entry opens to generous rooms equally suited to quiet mornings and lively gatherings. At the heart of the home, the dining room is framed by gorgeous arched passages to the kitchen, sunroom/office and grand living room. With its tall ceilings, dramatic bay window and French doors, the living room opens naturally to the terrace and gardens beyond. The renovated kitchen, sunny nook and welcoming family room create an easy hub for everyday life. And then there is the garden. The backyard has been transformed into an inviting outdoor retreat, with a generous new patio, raised garden beds, fruit trees, berries and a custom English-style greenhouse. A place to linger, grow something, gather around the table and enjoy summer at home.Thoughtful improvements include foundation bolting, a whole-house generator, tankless water heater, new patio and greenhouse, invisible fence and numerous additional updates. Set in coveted Sylvan Highlands, the home is within walking distance of the Hoyt Arboretum and the Racquet Club, with easy access to Washington Park, Highway 26 and downtown. A home with architectural pedigree, a wonderful sense of scale and, importantly, plenty of room for life to happen.

4422 SW FAIRVIEW BLVD, Portland

$950,000

4 Beds ⋅ 3 Baths ⋅ 441033275 MLS

Nestled in the coveted Arlington Heights neighborhood adjacent to Hoyt Arboretum, this exceptional English-style home, originally built in 1932, seamlessly blends timeless architectural character with sophisticated modern living. Meticulously renovated from top to bottom, the residence preserves its distinctive period charm while delivering the quality, comfort, and style today's buyers desire. At the heart of the home is a stunning new kitchen with custom cabinetry, elegant granite countertops, and premium appliances—including a BlueStar gas range and Fisher & Paykel refrigerator—creating a refined yet highly functional space. A welcoming eating area provides the perfect setting for morning coffee or casual meals with family and friends. Two beautifully renovated bathrooms showcasing Ann Sacks tile and all-new fixtures, offer a level of craftsmanship and detail rarely found in a renovation. Throughout the home, hardwood floors have been newly installed or meticulously refinished, providing warmth and continuity from room to room. The sunken living room is a true showpiece, featuring a handsome beamed ceiling and a magnificent picture window providing an inviting sense of scale. The adjacent formal dining room includes built-ins that add both character and practical storage. The lower level features a comfortable family room, the 4th bedroom, and a unique bath with a Japanese soaking tub and more Ann Sacks tile. Outside, three rebuilt decks extend the living space and take full advantage of the lush greenspace beyond the house. Whether enjoying a quiet morning, hosting an afternoon gathering, or unwinding at the end of the day, these outdoor spaces offer a private connection to nature. With its exceptional location, original architectural details, high-end finishes, and comprehensive renovation, this Arlington Heights residence offers a rare opportunity to enjoy the character and style of a classic 1930's home but with sleek modern updates. Don't miss this one.

3148 SW FAIRVIEW BLVD, Portland

$780,000

3 Beds ⋅ 2 Baths ⋅ 499541398 MLS

The cutest English cottage you'll find in SW Portland, tucked into one of Hillsdale's most beloved pockets. Surrounded by mature landscaping and a storybook garden filled with pollinator favorites, this home is every bit as charming as it looks. Step inside to a beautiful vaulted living room with exposed beams, a cozy fireplace, and timeless character throughout. The dining room sits at the heart of the home, creating the perfect gathering space, while the charming English-style kitchen offers radiant floor heat, an eat-in nook with a view of Mt. Hood, stainless steel appliances, and delightful details. Two generous main-floor bedrooms share a lovely vintage-inspired bath full of character. Upstairs, the spacious primary suite features a flexible sitting area or office space, its own mini-split heat pump for comfortable summer nights, and a private deck with views of the West Hills. Recent improvements include a brand-new roof, stucco repairs, fresh exterior paint, and updated lighting, adding peace of mind while preserving the home's timeless charm. Energy efficiency is another standout, with an impressive 7 out of 10 Home Energy Score, well above the average of 5. Improvements include added insulation, solar, a tankless water heater, high-efficiency gas furnace, 17 SEER A/C, and a separate mini-split heat pump for the upper floor. The finished lower level has a separate exterior entrance and includes a family room, office, laundry area, and plenty of flexible space for guests, hobbies, or working from home. Outside, the terraced backyard is a gardener's dream, filled with mature & diverse plantings. A detached one-car garage completes the package. Just moments from parks, trails, shops, restaurants, and everything Hillsdale has to offer (including a year-round Farmer's Market), this home is so charming you'll want to put it in your pocket! [Home Energy Score = 7. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10198067]

6826 SW 10TH AVE, Portland

$1,345,000

2 Beds ⋅ 2 Baths ⋅ 475094460 MLS

Dunthorpe’s most stylish English cottage is tucked away on a peaceful road and has been flawlessly reimagined inside and out in a rare blend of high design sophistication, contemporary comfort, and fairytale grace. With every fine detail meticulously considered, this complete remodel leaves no surface or system untouched, creating a home that lives like new while preserving the property’s architectural integrity. Classic finishes meet contemporary polish with exquisitely restored windows and custom window treatments, period built-ins, Rejuvenation lighting/hardware, refinished hardwoods, pristine finishes, and an immaculately tailored great room with marble gas fireplace opening to the dining room, patio, and expansive fenced and newly turfed lawns. The fully remodeled kitchen marries elevated design with JennAir commercial-line appliances, full height backsplash, and a delightful coffee bar. Enjoy a main level living option bedroom and remodeled full bathroom with heated floors, along with a swanky main level study with marble gas fireplace and custom window treatments. Upstairs, the primary suite is an absolute refuge with multiple custom closets, a serene remodeled spa-inspired bathroom with heated floors, and a dressing room that could be reconfigured as a den or 3rd bedroom. You’ll find meticulously planned Closets by Design storage solutions throughout and many key upgrades including a whole-home generator, EV charger, new boosted hot water heater, Penntek floor garage with wine refrigerator and 2nd refrigerator, and repainted interiors/exterior. Outside, the transformation is equally breathtaking with newly sculpted trees and plantings plus landscape lighting for Zen-inspired outdoor living across this private 1/3 acre parcel. At mere minutes to Portland and Lake Oswego’s key amenities, and with miles of PNW trails at nearby Tryon Creek, this treasure blends heritage character and the ultimate in turnkey finesse!

10950 S AVENTINE AVE, Portland

$3,795,000

5 Beds ⋅ 3 Baths ⋅ 437974535 MLS

Tucked behind lush gardens in the heart of Dunthorpe, this extraordinary estate carries historic character, thoughtful design, and modern livability in equal measure. A recent remodel touched the home with exceptional care, preserving original architectural details while introducing designer lighting, hand-selected wallpaper, and refined finishes that honor its timeless spirit. Four fireplaces warm the home, from the gas fireplace in the living room to a wood-burning hearth in an upstairs bedroom. Multiple sets of main level French doors open directly to the gardens, dissolving the boundary between indoor and outdoor living. At the heart of the home, the remodeled kitchen pairs crisp white cabinetry and quartz countertops with high-end appliances and a generous island with bar seating, made for both quiet mornings and lively gatherings. Upstairs, the serene primary suite opens to an enclosed sun porch and private second-story patio. Three sunny additional bedrooms are just down the hall, while third floor bonus space is your fifth bedroom, office, or gym. The basement level adds a dedicated home theater and an adjoining bonus room with kitchenette. Outside, nearly an acre of beautifully manicured grounds unfold with a sparkling swimming pool, emerald lawns, outdoor dining room under a wisteria-covered pergola, covered patio, and a charming greenhouse. Located within the top-rated Riverdale School District with easy access to Portland and Lake Oswego, this is Dunthorpe at its best.

1546 S MILITARY RD, Portland

$2,900,000

5 Beds ⋅ 3 Baths ⋅ 508062474 MLS

Built in 1929 and offered for only the second time in more than 80 years, 4061 SW Greenleaf Drive is a rare English-style residence whose history has been preserved while every element has been thoughtfully reimagined for modern life. Set on one-third of an acre in Portland’s coveted Greenleaf Hills, the 5,151-square-foot home underwent a comprehensive 15-month transformation led by GEN Architects, Amanda Klash Interiors, and Mooney Construction. A new primary wing and garage were added, while the interiors, plumbing, electrical, and mechanical systems were completely renewed. The vision was exacting: to open and modernize the home without compromising the warmth, craftsmanship, or integrity of its original architecture. That attention to detail is beautifully woven throughout. Custom inset cabinetry, Waterworks fixtures, a Lacanche range with a custom metal hood, and Carrara marble create a refined yet welcoming kitchen. Two interior wood-burning fireplaces, integrated Sonos audio, dual-zone climate systems, and carefully selected finishes bring comfort and ease to every room. Outside, the grounds were fully redesigned with layered landscaping, irrigation, a fountain, outdoor lighting, and a private rear patio anchored by a third wood-burning fireplace. Greenleaf is known for its peaceful, low-traffic streets and long-term homeowners, offering exceptional privacy just minutes from downtown and Northwest 23rd. From the front door, walk toward the zoo, accessed by nearby trailheads, or set out for a run along the beloved Fairmount Loop. This is more than a beautifully renovated home. The English-style residence possesses the character that can only be acquired over time: a gracious silhouette, enduring craftsmanship, substantial rooms, and an unmistakable sense of permanence. It is a storied Portland residence, thoughtfully transformed for its next generation!

4061 SW GREENLEAF DR, Portland

$1,175,000

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

$2,250,000

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

$1,095,000

5 Beds ⋅ 3 Baths ⋅ 795890972 MLS

Open House 10/25/2026 from 2:30pm to 4:30pm Enchanting English Traditional in Portland Heights, gracefully situated on SW Edgewood Road, a quiet dead-end street with a friendly neighborhood vibe. The convenient location is close to downtown, shopping and restaurants in NW Portland and the Multnomah Athletic Club. Beautifully modernized while preserving timeless character, this exceptional home offers an inviting blend of elegance, warmth and livability. On the main level a gracious living room is anchored by fireplace, handsome built in bookcases, original Russian Oak hardwood floors, exquisite millwork, and crown molding. The formal dining room and living room are filled with natural light from expansive paned and picture windows, complemented by leaded glass details on the first and second floors. A spectacular gourmet kitchen, designed for both serious cooking and comfortable gathering. Newer cabinetry, granite countertops, two prep sinks. Bosch Stainless appliance including a five-burner gas range and an oversized island with eating bar. Upstairs a primary suite that features lovely fireplace, a remodeled bath, and an exceptional walk in closet with extensive custom built in storage. Two additional bedrooms share a remodeled Jack-and Jill bath while a second-floor kitchenette and laundry add an uncommon level of flexibility. The recently restored top floor offers two bedrooms, a full bath, a cedar closet and view of Mt.Hood from one of the bedrooms. Ideal for teenagers, guests or home office. The basement level contains utility area with washer dryer and sink, abundant storage in two closets. 536 sqft. of add. space in basement and along with staircase all freshly painted. Outdoors the grounds are a private garden sanctuary with patios and extensive plantings.A fully fenced orchard yard with grapes, plum, pear and apple trees.A Large covered porch enclosed by iron work has area for gardening supplies. A/C on 2nd & 3rd floors. Owned Security System is included.

1975 SW EDGEWOOD RD, Portland

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

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

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