Portland Oregon homes for sale starting at Fifty Thousand Dollars

$3,750,000 - Portland, OR

9838 Nw Wind Ridge Dr Portland, OR - Regal Retreat-Style Estate. This exceptional 2007 estate in Portlands West Hills Lakota Division, is the ultimate in elegant approachability with indoor-outdoor living that marries a traditional esthetic with natural materials throughout the home and landscape. Ideal for multi-generational living.Majestic mountain views of Rainier, St. Helens, Adams, Hood, and Jefferson. Soaring ceilings, windows galore, and exquisite bespoke mill work offer an expansive connection to the outdoors while natural materials provide a welcoming humility. Nuanced design features throughout this glorious home were painstakingly selected and impeccably installed. The thoughtful layout and extensive list of special features make this home unequalled.Spend time with family and friends in the peace and tranquility with panoramic views of the 15 acres that border Forest Park and the vivid mountains in the background. An expansive stone tiled patio with bubbling ponds make this home ideal for entertaining. The grounds are a tabula rasa, ready for anything you can imagine… pool and spa, pickle ball court, bocce ball, etc. The well maintained Lakota private drive leads to the estate’s arched circle drive and plentiful parking for guests. With a 3-car garage on the lower level and a 2-car garage on the upper level, your vehicle storage is well accommodated. Enjoy elevated living, at one with nature, in this retreat-style estate!

$3,749,222 - Portland, OR

7927 Nw Hawkins Blvd Portland, OR - A Timeless Retreat: The Ultimate Resort Experience. Some homes are built, others are woven with the spirit of the land, timeless design, and the promise of a life well-lived. Perched off Skyline in NW Portland, this private resort-like retreat blends rustic elegance with modern luxury. From the moment you arrive, you’ll feel it: the effortless sophistication of a lovely home. Set against a backdrop of sky and lush greenery, this grand residence welcomes you with classic American West aesthetics—handsome wood beams, soaring ceilings, and massive wood-burning fireplaces radiating warmth. The heart of the home is an open, light-filled main level where natural beauty meets refined finishes. The primary suite, perfectly positioned on the main level, is a serene escape with spa-like luxury and peaceful views. Step outside to your private oasis. A shimmering pool, pickleball court, sport court, putting green, & bocce ball court offer endless entertainment. Make a pie from your fruit trees and enjoy the simple joy of homegrown bounty. Designed for effortless maintenance, this estate offers resort-style living without the upkeep. Whether enjoying fireside whiskey, private wine cellar dinners, workouts in your home gym, or tranquil mornings with rustling trees as company, this home lives as beautifully as it looks. Secluded yet minutes from Portland, Beaverton & the Silicon Forest Hi-tech corridor, this estate is a rare blend of sophistication and livability. It’s more than a home—it’s a legacy. Schedule your private showing today and experience this extraordinary retreat.

$3,600,000 - Portland, OR

8720 Sw Katherine Ln Portland, OR - A one-of-a-kind investment opportunity—two adjoining parcels totaling 4.51 forested R5 acres, just minutes from downtown Portland. This income-generating retreat offers multiple rental units, a stunning natural setting, and high revenue potential. 8720 SW Katheryn Ln (Pictures 2-10) – A 3,000 sq. ft. remodeled daylight ranch with six bedrooms, two permitted kitchens, and high-quality timber construction on 2.16 acres. Available separately for $1,490,000. 2215 SW 87th Ave (Pictures 11-17) – A 3,270 sq. ft. four-bedroom, three-bath home featuring remodeled bathrooms, stunning wood paneling, and a durable metal roof on 2.35 acres.• Yeti’s Treehouse (Pictures 19-24) – Built on four live trees, featuring a kitchenette, bathroom, outdoor soaking tub, & zipline. Highest-grossing rental.• The Old Barn (Pictures 26-33) – A remodeled barn-themed retreat with a large kitchen area, grand piano, orthopedic bed, hot tub, & unique charm.• Sasquatch Tiny Treehouse (Pictures 35-41) – A cozy woodland retreat with wood paneling, kitchenette, vaulted ceilings, & full bathroom. Right on the water!• Bigfoot Glamping Treehouse (Pictures 43-47) – A 10-ft elevated hideaway overlooking the ravine, perfect for wildlife watching. 2215 SW 87th Ave, including all four short-term rental units, is available for separate purchase at $2,425,000. This thriving rental business has been a labor of love for the owner, generating high revenue. Sale includes six months of consulting to ensure a smooth transition. Whether as a lucrative rental operation, a dream retreat, or a development, this property is truly one of a kind.

$3,495,000 - Portland, OR

2023 Sw Montgomery Dr Portland, OR - 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 guidance of historic home designer Aram Irwin and luxury builder Randy Chandler, resulting in a residence that honors Schacht’s vision while offering the epitome of modern comforts. With four levels of architectural splendor, the home features rich woodwork, custom stained glass, and Arts and Crafts-inspired details. The chef’s kitchen, opulent dining room, and expansive living spaces ensure both functionality and style, while modern amenities like a state-of-the-art movie theater, sound-proof arcade room, sauna, and Old English bar elevate the living experience. The home features six sumptuous bedrooms, five full bathrooms, two powder rooms, and an ADU guest area, offering ample space for everyone. Recent enhancements include a striking gate and wall, an English garden oasis, and designer touches throughout, including high-end lighting and custom décor. With a private back patio, gated yard, exquisite finishes, and unparalleled attention to detail, this home offers a rare opportunity to own a piece of Portland’s architectural heritage while enjoying the finest in modern living. [Home Energy Score = 4. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10007749]

$2,995,000 - Portland, OR

1819 S Radcliffe Rd Portland, OR - Nestled in the heart of Portland's most coveted enclave, this Curt Olson-designed Dunthorpe estate seamlessly blends classic Georgian and Federal influences with modern refinements. Built in 2005 and reimagined in 2015 with a stunning 2024 kitchen renovation, every detail has been thoughtfully curated for casually elegant living. From the gated motor courtyard to the resort-like backyard with a pool, outdoor kitchen, and luxe pool house, the property is a sanctuary for entertaining and relaxation. Inside, timeless craftsmanship shines through wide-plank French oak floors, bespoke millwork, and graciously proportioned rooms, while state-of-the-art amenities like a deluxe primary suite with heated marble floors and a steam shower, a wine cellar, a theater room, and a Harvia sauna elevate everyday living. Just minutes from Lake Oswego and downtown Portland, this estate offers unmatched privacy, sophistication, and convenience in the prestigious Dunthorpe neighborhood.

$2,950,000 - Portland, OR

6633 Se 29Th Ave Portland, OR - Yes, this is *that house*! Legendary Eastmoreland English Cottage with stunning stone, brick, & stucco exterior graced with an elaborate rolled roof. Pristine, honey-warm gumwood glows throughout the house, particularly astonishing in the fully paneled foyer and carved staircase/landing gallery with its three gorgeous leaded and stained glass windows. Designed for entertaining, the circular floor plan leads to a 20 x 25 living room with sculptural stone fireplace and french doors to a covered patio, expanding your gathering space. Explore the exquisite library with its vaulted ceilings, extensive built-ins, & cozy fireplace; greet the day in the brilliant morning room which is the lower level of the remarkable architectural turret. Period-sensitive, incredibly practical chef's kitchen w/handmade tile, pillowed marble flooring, marble countertops and island, huge gas range with pot-filler; carry your creations through to the long, gracious dining room where there is always room for one more at table. Everyone has their own retreat with four ensuite bedrooms on the second level, each with a delightful Art Deco-inspired Pratt & Larson full tile bath; the primary bedroom has a huge rooftop deck on top of the turret, with a beautiful view. The finished top level provides home office, media, game, & casual relaxation space, with zoned heating and an A/C for ideal comfort. On the sleek, spacious lower level you'll find a wine cellar, storage, laundry, a bath with dog wash/gardener shower, & a full 1 BR/1BA apartment with its own entrance. The 14,900 SF lot provides gardening spaces as well as an extensive patio to enjoy the magisterial presence of the castle-like west side of the home. Shopping and dining are nearby in Woodstock and Sellwood/Moreland; you're also blocks from Eastmoreland Golf Course, Reed College, and MAX Orange Line.Located on a coveted street in SE Portland's premier destination neighborhood, this is more than a house: it's an experience. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10237189]

$2,895,000 - Portland, OR

9440 Nw Lightning Ridge Dr Portland, OR - Nestled on 9.83 acres of lush, private land in the heart of Northwest Portland, this exceptional home offers an unparalleled blend of tranquility and luxury living. The property is a true sanctuary, featuring a spacious residence with soaring ceilings, extensive moldings, high-end finishes, and expansive windows that capture views of the surrounding Pacific Northwest beauty. The house features the ideal floor plan, seamlessly blending modern, open spaces with thoughtful separation for added privacy and functionality. Outside, the gated estate enjoys landscaped gardens, towering trees, expansive patios, a flat yard, access to trails, and ample space for both formal and informal outdoor entertainment. This residence is located just minutes from Forest Park, the city and high tech, providing easy access to dining and shopping, while offering a serene retreat. This estate is the epitome of convenient Portland living. [Home Energy Score = 2. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10053730]

$2,800,000 - Portland, OR

5441 Nw Rubicon Ln Portland, OR - This immaculate, custom designed traditional home with elegant details will delight the most discerning buyers. Situated on a quiet, .87 ac estate size lot, it is a private oasis located just minutes from downtown or the Sunset corridor. The dramatic great room floor plan with 20' ceilings opens with a 16' expandable glass wall to a flat backyard bordered by tall trees. Every detail has been carefully thought out from the chef's center island kitchen w/Thermador & Miele appliances, a butler's pantry, in-home office/library with custom built bookcases and box beam ceiling, luxurious primary suite and a secret door opening to a large bonus room with a wet bar. Outside living offers a large wrap around deck with a gas fire pit and a covered dining area with a built-in barbeque. It's all here for you to enjoy! [Home Energy Score = 6. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10155194]

$2,800,000 - Portland, OR

550 Sw 10Th Ave Portland, OR - The Ritz-Carlton Residences will change your life.

$2,795,000 - Portland, OR

2210 Sw Mayfield Ave Portland, OR - Stunning Gated Estate in Coveted Location! Welcome to this exceptional estate in Washington County. Situated on a beautifully manicured 1-acre flat lot—just minutes from downtown Portland, Nike HQ, St. Vincent Hospital, Jesuit High School, Catlin Gabel, and Cedar Hills Crossing. Behind a private gate and elegant circular drive, this home offers an unmatched blend of luxury, space, and function. Step inside and experience the craftsmanship of custom woodwork, soaring vaulted ceilings, and natural light throughout.The beautiful grounds include an outdoor kitchen and barbecue area, outdoor sitting room and a lovely, level lawn area with room for a pool. The main level features formal living and dining rooms with hardwood floors, a cozy gas fireplace, and exquisite wainscoting. A spacious family room impresses with vaulted ceilings, exposed wood beams, a wood-burning fireplace, skylights, and walls of built-ins.The true showstopper? A full-scale indoor basketball court spanning over 4,000 square feet (not included in total SF), complete with an attached locker room-style bathroom featuring dual showers.

Portland, Oregon listings for sale

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