Southwest Hills Houses for Sale

An incredibly unique and extraordinarily functional floorplan is the highlight of this immaculate Allison Dean Designed & Built Home. Large Windows in every room embrace the serene, wooded setting that evokes the middle of a forest rather than the conveniently close ammenities such as desirable schools, Washington Park, Zoo and the downtown/nw 23rd/pearl districts. Super easy/quick access to OHSU

Dee Reddy The Group Real Estate Services

Exceptional modern luxury living in one of Portland’s most gated communities. Surrounded by lush greenspace, this former Street of Dreams showcase offers the perfect balance of privacy, elegance, and convenience. Ideally situated just minutes from downtown Portland, Nike, Intel, St. Vincent’s, and some of the city’s most sought-after public and private schools.This stunning home features soaring

Rachel Johnson LUXE Forbes Global Properties

Enchanting 1942 home sits on a private, beautiful acre on one of Portland's most sought after streets. Brimming with timeless charm, the home offers four bedrooms, a sunroom, and two separate office spaces—ideal for modern living. 2 car attached garage plus additional 2 car detached garage great for additional storage or hobby space. Thoughtful architectural details and a warm, inviting layout

Marcia Walsh Where, Inc

Timeless Historic Elegance where walking the neighborhood is a treasured joy! Walk to the nearby Cotta Coffee shop or enjoy the pizza at Vista Spring Cafe. Walk your kids to the lauded Ainsworth School or head to the Portland Heights Park with its soccer, baseball field and tennis courts. Nearby, the Marquam Park trail system delivers hikers peaceful beauty. All destinations start from the heart

Christy MacColl Windermere Realty Trust

Welcome home to this Georgian colonial luxury residence. Situated perfectly at the entrance to the Portland heights popular neighborhood grid district. Positioned on an elevated lot to capture the daily city scapes, Mt. St Helens and the river. Interior spaces will never disappoint with the darker wood floors and paneling set against white walls with exquisite period craftmanship. Carefully

Libby Benz Windermere Realty Trust

Located on the coveted Sweetbriar Court, this home is immaculate inside and out. The main floor is an open great room with cherry hardwood floors. The living room has a gas fireplace and large windows that overlook the covered front porch. The kitchen is a chef's delight with a 6 burner gas cooktop, wall oven & microwave and so much cabinetry & workspace. Formal dining + an eating bar for casual

Jennifer Turner Lovejoy Real Estate

Open Hose Saturday 11-1. Blending modern comforts with timeless elegance. The panoramic vistas of downtown Portland, the Willamette River, and the majestic peaks of Mt. Hood and Mt. St. Helens create a captivating backdrop for every room. The kitchen, remodeled in 2020, boasts Calacutta Gold Honed Marble countertops and top-of-the-line appliances, making it a dream for culinary enthusiasts.The

Alexandra Page Where, Inc

Experience elevated living in this stunning custom luxury home, perfectly positioned against a peaceful greenbelt for ultimate privacy. Soaring 12ft ceilings & rich wood floors span the main level, creating an impressive, inviting atmosphere. The living room features a cozy gas fireplace & expansive picture windows that bring the outdoors in. The gourmet kitchen is a chef’s dream, boasting a

Ariel Sasser Property Group NW

Welcome to 1136 SW Davenport – one of the most desired streets in Portland heights. Originally designed in 1942 by renowned architect Herman Brookman, this is a rare architectural gem and a significant example of early Modernism in the Pacific Northwest. Brookman is celebrated for iconic Portland structures including the Fir Acres Frank estate, Menucha, and many more. In its 83-year history, this

Steve Odermann Windermere Realty Trust

Modern Retreat in the Woods reimagined by Linden Brown Architecture invites you into this SW facing light-filled, private sanctuary. Tucked into the trees yet just minutes from the heart of the city, this home offers the perfect balance of privacy, style, and convenience. Clean architectural lines, rich natural light, beautiful custom oak built-ins, reclaimed brick accent walls all help to define

Courtney Davies Where, Inc

Just minutes to the city, and in one of the top rated locations in Portland for public school, Hillcrest Drive allows privacy and a contemporary ADU space for a nanny or guests! Grand rooms, French doors, 3 fireplaces, classic hardwood floors, flat yard space - welcome home.

Krystin Bassist Windermere Realty Trust

Step into timeless elegance with this stunning Robert A.M. Stern-inspired shingle-style home, exuding the quintessential charm of the Hamptons. Nestled on a generous .4-acre corner lot, this 1998 masterpiece boasts a red shingle exterior accented by white columned converted porches, stucco facades, and copper-topped chimneys. Inside, soaring ceilings greet you in the grand entryway, where a

Kristina Opsahl Where, Inc

Stunningly updated—newly remodeled in 2024—this home sits on a tranquil 0.8-acre lot in a quiet cul-de-sac, offering rare privacy in unincorporated Multnomah County. Make living elegant and fun in this light, bright, open concept floor plan. Large kitchen, high ceilings, with a massive island that opens to the family room.The layout is ideal for entertaining, featuring refinished hardwood floors

Marcia Weiss Where, Inc

A Private Sanctuary in the Heart of Portland’s Prestigious SW Hills. Tucked privately off prestigious Hewett Boulevard, this exquisite estate in the coveted SW Hills offers an inspired blend of elegance, privacy, and playful luxury. Set on nearly an acre of lush grounds with a gracious circular drive, this home is a rare retreat, designed as much for sophisticated living as for unforgettable

Kendall Bergstrom-DeLancellotti Cascade Hasson Sotheby's International Realty

Designed in 1912 by Architect Josef Jacobberger, the Giesy/Failing House is a stunning blend of Craftsman and Arts and Crafts styles, offering an unparalleled sense of grandeur. Ideally located in the coveted West Hills on 1.55 acres, this property features steep intersecting gabled roofs, a cantilevered stucco second floor, and exquisite wrought-iron detailing. The distinguished arched glass and

Macey Laurick Windermere Realty Trust

Amazing price for Portland Heights! Breathtaking unobstructed views & unparalleled gated privacy await. Experience luxury living at its finest in this beautiful Portland Heights home. Perched high above the city, this exceptional residence boasts panoramic views of the city, river, and mountains—creating an awe-inspiring backdrop to your everyday life. Step into the stately foyer, where a

Linda Heinrichs Keller Williams Realty Portland Premiere

Step into a world of European craftsmanship and love with this custom-built gem, first time on the market. Crafted with a vision for family gatherings & heartfelt celebrations, this home showcases the owner-builder’s meticulous attention to detail. From the warm walnut cabinets to the rich hardwood floors spanning the main level, it shines with its soaring 10-foot ceilings with custom wood trim

Suzann Baricevic-Murphy Where, Inc.

Seller's agent is related to Seller. Luxurious Portland Heights home tucked away on a private street on nearly half an acre. A private retreat inside & out w/ picturesque decks, patios & covered hot tub. Extensive mahogany millwork t/o, French doors & two gorgeous wood burning fireplaces. 2012 renovation w/ new heating/AC, roof, windows, electrical/plumbing, central vac. Updated kitchen,

Kate Hypes Windermere Realty Trust

Exceptional duplex in the heart of Portland Heights. 2417 features 2 bedrooms and 2 full bathrooms while 2419 enjoys 3 bedrooms and 1 full 1 half bathrooms. This residence offers the rare advantage of two separate spaces. The main level unit offers single level living with high-end finishes and incredible indoor outdoor flow. The lower level currently produces $36,000 in income and enjoys a

Macey Laurick Windermere Realty Trust

Tucked into the peaceful, tree-lined hills of Southwest Portland, The Hobby Haus blends vintage 1970s character with modern flexibility. Surrounded by trees and lush landscaping, this private woodland retreat offers the perfect place to live, work, and play. With 6 spacious bedrooms, there’s room to spread out—for remote work, guests, creative pursuits, or multi-generational living. Host

Amy McMahon Windermere Realty Trust

Perched high above the city in Portland’s prestigious West Hills, this striking modern masterpiece captures breathtaking 180-degree views that stretch from the snow-capped peak of Mt. Hood to the shimmering towers of downtown. A private gated drive leads to this architecturally bold glass-and-steel residence, where sleek lines and organic materials create an appealing blend of drama and warmth.

Terry Sprague LUXE Forbes Global Properties

ASSUMABLE MORTGAGE AT 2.25%! Please inquire for more information.Perched above the city with one of Portland’s most iconic views, this stunningly remodeled home offers luxury, privacy, and unbeatable convenience. Tucked off Broadway on secluded Hoffman Avenue, it feels like a private retreat while being moments from downtown and Portland’s best amenities. Nearly every room showcases panoramic

Marcus Brown Realty One Group Prestige

Perched on over 3 private acres with sun-soaked southern views, this hidden retreat offers the rare luxury of space—just minutes from Portland’s best trails, schools, and amenities. Reimagined by award-winning architect Bob Thompson, the main level flows with modern warmth: a chef’s kitchen, open living areas, and walls of glass that bring the outdoors in.Play tennis under the stars, lounge by

Suzann Baricevic-Murphy Where, Inc.

Rare and ultra-unique mid-century home in the heart of Portland Heights on one of the most desirable streets. Enter through the courtyard to a wall of windows and glass that introduce you to this special home and offering privacy, rare light-filled rooms, and valley and tree views hard to to replicate. The home can be used as a 3 BR/2 BA single family residence, or has the flexibility to function

Chris Suarez Keller Williams Sunset Corridor

PREPARE TO BE CAPTIVATED! Don’t let the humble facade of this charming Portland Heights Cape Cod deceive you. Its traditional formal entertaining spaces - defined by updated wood sash windows, hardwood floors, crown molding and a wood-burning fireplace - flow seamlessly into a 2020 kitchen addition fit for the finest of chefs! Unparalleled culinary luxury and convenience define the heart of

Ginger Burke Cascade Hasson Sotheby's International Realty

Welcome to this stunning 3-level home perched above it all with breathtaking views of the surrounding hills. Built in 1994, this one-of-a-kind 4-bedroom, 2.5-bath home combines privacy, comfort, and modern convenience—including smart home features and a level 2 EV charger in the attached 2-car garage.The expansive top-floor owner’s suite offers a private sanctuary with panoramic views, two

Kimberly Minasian Neighbors Realty

Elegant Colonial nestled in the heart of Portland Heights! This thoughtfully designed home offers a flowing floor plan with gleaming hardwoods on both the main and upper levels, four inviting fireplaces, and delightful custom touches throughout. Sunlight pours in through expansive windows, framing lovely views and meticulously maintained landscaping. The chef’s kitchen features marble

Steve Rosling Cascade Hasson Sotheby's International Realty

Price reduced on this beautifully preserved 1906 home. Perched up in the desirable Portland Heights neighborhood combines historic charm with modern convenience. FRESHLY REFINISHED HARDWOODS! As you step inside, you'll be greeted by high ceilings and an inviting traditional floor plan, perfect for both entertaining and everyday living. The home features classic period moldings and paneling,

Quinn Irvine MORE Realty

Experience the epitome of timeless elegance and modern luxury in the heart of the Portland Heights ‘grid’ neighborhood. This distinguished residence, a modern interpretation of the classic Foursquare Craftsman, blends historic charm with state-of-the-art systems and unparalleled amenities. Originally designed by architect Emil Schacht in 1907, the home was meticulously rebuilt in 2017 under the

Macey Laurick Windermere Realty Trust

Nestled on an incredibly rare eight private acres in Portland’s prestigious Southwest Hills, the historic Merlo Estate is a rare opportunity to enjoy timeless European sophistication in a stunning vineyard setting designed for epic entertaining. Built in 1939, this stately French Provincial residence was home to influential Portlanders whose business, civic and philanthropic legacies shaped the

Terry Sprague LUXE Forbes Global Properties

***NEW PRICE!!!***Private Daylight Ranch in Portland Heights just 1 block from Portland Heights Park, close to Washington Park and Council Crest Trail. Located at the end of cul-de-sac is this 4 bedroom, 3 bath, just over 3400 square foot home. Close enough to be a short drive to downtown but far enough away to feel like you're in a neighborhood-this floor plan offers flexibility and separation

Justin Harnish Harnish Company Realtors

Perched high among the trees, this modern treehouse combines cutting-edge design with the tranquility of nature. The exterior is clad in new fiber cement siding, offering both durability and a sleek, contemporary look that harmonizes with the natural surroundings. Large, newly installed, energy-efficient windows flood the interior with natural light and provide breathtaking views of the forested

William Gilliland Windermere Realty Trust

Perched high above Portland's sought-after Goose Hollow neighborhood, this ultra-cool 3-bedroom, 3-bathroom home is a perfect blend of comfort, convenience, and 70's vibes. With its distinctive 1970s treehouse architecture, the home is surrounded by towering trees, peekaboo views of the city and lush greenery from every angle. Inside, you'll find a bright, open floor plan with spacious living

Sally Schwartz Portland's Alternative Inc., Realtors

Step into the rich history and luxury of the Joseph Gaston House, an architectural masterpiece built in 1911 by William C. Knighton in Portland's West Hills. This captivating estate offers a timeless allure with its elegant living spaces, and impeccable craftsmanship. Perched on 3/4 of an acre in The Grid, it commands panoramic views of the city skyline and mountains, creating an idyllic backdrop

Marcia Walsh Where, Inc

Complete privacy with stunning views of the city and mountains located in the prestigious Portland Heights/Green Hills area. Only minutes away from OHSU, downtown, and the Pearl District. Entry is by a gated driveway located on over a third of an acre of land, approximately 900 feet above the city. There are 3 bedrooms, and 3.5 baths on 2 floors with a double car garage. Ample additional parking

William Johnson William E Johnson

This iconic Tudor Revival estate in Portland’s West Hills has been reborn through a nearly $20 million renovation, blending historic charm with the ultimate in contemporary luxury. Originally crafted in 1930 by celebrated architect Roscoe D. Hemenway, the 25,568-square-foot residence has been meticulously transformed by JHL Design and Green Gables Restoration with a reimagined interior

Terry Sprague LUXE Forbes Global Properties

Ultra-Modern, private, gated sophisticate that is beyond the imagination. Since the last time this home was on the market over $1.7M has been invested and the price has been reduced by over $1.5M..So, opportunity is knocking, you will want to own one of Portland's most iconic domiciles. This is truly one of one. Walls of glass bring the 270-degree views of the city, river, mountains and beyond to

Justin Harnish Harnish Company Realtors