Southwest Hills Homes for Sale with Basement

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

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

Explore a spacious townhome in the heart of the desirable Southwest Hills, featuring one of the largest floor plans in the complex. Just over 1,000 sq. ft., this residence is designed w/ urban living in mind. The open main floor is beautifully lit by a floor-to-ceiling half moon window, allowing natural light to flood in and accentuate the spectacular views of Marquam Nature Park. Enjoy peaceful

Veronica Ocejo-Johnson Living Room Realty

Unique and private 3+ acre lot with stunning mid-century home by legendary Portland architect Roscoe Hemenway. Just moments from downtown with generously spaced rooms, picture windows offering an abundance of natural light and framing the jaw dropping views of Mt St Helens, Mt Adams and the Columbia River. Tucked into the trees between a Japanese garden inspired front courtyard and a flat, fully

Libby Benz Windermere Realty Trust

Boasting breathtaking city views and a private balcony, this 2 bedroom, 2 bathroom condo is the perfect city retreat. Nestled in the quiet neighborhood of Goose Hollow, this residence offers a perfect blend of style, comfort, and convenience. Upon entering, you are greeted by an open-concept floor plan with stunning views out of every window. The living/dining seamlessly flows into a spacious

Kimberly Payne Windermere Realty Trust

Just came down in price by $150,000 to sell. Updated and meticulously remodeled, every detail of this residence exudes luxury and practicality. The house was designed for living outdoors, with access to virtually every room in the home. Enter the living room with vaulted ceilings, a wood-burning fireplace, and gleaming hardwood floors. French doors lead out to a picturesque patio. The dining room

Jeffrey Capen Windermere Realty Trust

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

Perched above the city, this mid-century masterpiece has been meticulously remodeled with no detail overlooked. Nestled privately down a long driveway, the home welcomes you with breathtaking, panoramic views of the Portland skyline and surrounding mountains. A seamless blend of timeless design and modern luxury, the home offers a sophisticated and serene lifestyle.The oversized deck is perfect

Marcia Walsh Where, Inc

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

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 main level master suite

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

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 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

Modern design meets elevated city living in this architecturally distinct end-unit townhome, thoughtfully crafted to take full advantage of panoramic views of the Portland skyline and nearby mountains. Abundant natural light pours through oversized windows, highlighting the home’s refined finishes and attention to detail.The open-concept main level features warm hardwood flooring and a designer

Cody Gibson Keller Williams PDX Central

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

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 views of Mt. Hood, Mt. St. Helens, Mt. Adams, and Mt.

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.

Seller carried financing available! Elevate your lifestyle in this exquisite condo, ideally situated just minutes from Downtown Portland. Revel in the city life and then retreat to your home with stunning views of the mountains, river, and cityscape. This exclusive condo, one of only ten units, offers the privacy and spaciousness of a townhome with its individual attached garage, two-car

Jenna Hasson Cascade Hasson Sotheby's International Realty

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

Cozy West Hills Loft Condominium. This uniquely designed condo has a barrel ceiling with row lights on either side that illuminate the loft and bay area down below. This unit has plenty of charm that is ready to rent or ready for your personal touch! Enjoy the incredible sweeping views of the Marquam Gulch from the loft, front room or the generous deck. South facing unit gets incredible light

Alexander Croy Knipe Realty ERA Powered

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

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

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 of spaces-main

Justin Harnish Harnish Company Realtors

5 Plex with CITY VIEWS and close to PSU campus. Zoning is RM4 which accommodates a high density, multi-dwelling build up to 30 units in a fabulous, central city location. As an investment, this 1912 build has a consistent rental history with a blend of studio, 1,2 and 3 bedroom units. Both Roof and Boiler are newer. Main floor units have hardwood floors, period built-ins, large front porch and

Douglas Landers John L. Scott Portland Central

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

Picture perfect brick English style home in the West Hills just seconds to the heart of downtown offering incredible views. The main floor you've been looking for with hardwoods, large open living room with fireplace & connected dining room with perfectly framed picture window showcasing downtown and mountain views. Well appointed kitchen with granite, stainless, custom cabinets and stunning

Chris Suarez Keller Williams Sunset Corridor

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

Nestled in the scenic West Hills of Portland, this remarkable residence features panoramic views of the city, river, and mountains. Set on approximately 1.17 acres of lush, park-like grounds, the property offers an idyllic setting. Originally built in 1887 by JJ McCaffrey and later updated in 1928 by Jacobberger and Smith, the home features a unique and refined design. Impeccably crafted and

Macey Laurick Windermere Realty Trust

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 Leading to Deck 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

Peggy Hoag Hoag Real Estate