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Luxurious Oregon Estates!

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 seamlessly blending timeless elegance with top-of-the-line designer amenities, showcasing imported materials and handcrafted finishes. Perched on 3.26 stunning private acres, the property offers some of the best panoramic views of Portland’s skyline and four majestic mountains in the metropolitan area, creating an extraordinary setting for both grand entertaining and everyday living. This storied property, built as the estate of the day in 1930, is the estate of today with a winning combination of historic architecture and modern amenities to be enjoyed for generations to come.

$25,000,000 Active

4311 SW GREENLEAF DR Portland, Oregon

8 Beds 11.4 Baths 25,568 SqFt 3.26 Acres

Bring your vision and ambition to this dreamy 31 acre, level lot, nestled in Wine Country just past Chehalem Glenn Golf Course. This acreage opportunity is close to downtown Newberg, Providence Hospital, and surrounding Vineyards. Two main road access points on Corral Cr and Fernwood Rd. Buyer to perform due diligence on possible UGB expansion. Sale includes 3 tax lots (18.1 acres,10 acres, 2.99 acres)

$16,500,000 Active

30575 NE FERNWOOD RD Newberg, Oregon

3 Beds 2.1 Baths 1,782 SqFt 31 Acres

This exquisite estate will leave you speechless the moment you pass through the gates. Your very own pond greets you as you drive up the circular driveway. Step inside and prepare to be in awe of the custom finishes, jaw-dropping craftsmanship, and dramatic architectural and design details throughout. At the heart of the home, a stunning theater room boasts soaring ceilings, a grand fireplace, Juliet balconies, and a built-in stage that can transform into an elegant ballroom. Through the double doors, you'll find a home gym and a spacious billiards room, complete with a full bar and kitchen—perfect for entertaining. A dream for any reader, the home features an elegant library along with several beautifully designed home offices throughout. Striking hardwood floors lead you into a kitchen that’s a true culinary delight, with coffered ceilings, custom cabinetry, and top-of-the-line gas appliances. Hide away and play in the forest-themed playroom, complete with a treehouse bunk and a rope bridge. Upstairs, the primary suite offers a spa-like retreat with custom tile work, a large walk-in closet, double vanities, an oversized soaking tub, and a walk-in shower. With over eight additional bedrooms and eleven full bathrooms—each with its own unique charm—there’s room for everyone to relax in comfort and style. Step outside to enjoy resort-style living on your palatial patio, featuring seating for 20, a courtyard fountain, a fully equipped pool house, an expansive pool, an in-ground spa, and multiple entertaining areas—all with serene views of the Willamette River. Stroll down to your private dock and immerse yourself in everything the river has to offer. The property also includes 12+ garage spaces and a massive workshop located beneath the home. Don’t miss this rare opportunity to own one of Oregon’s most breathtaking riverfront estates.

$8,900,000 Active

12850 FIELDING RD Lake Oswego, Oregon

9 Beds 11.2 Baths 19,444 SqFt 2.95 Acres

$8,500,000 Active

11777 Highway 238 Jacksonville, Oregon

4 Beds 3 Baths 4,527 SqFt 255.9 Acres

THE PINES ESTATE. Nestled at the heart of wine country on over 10 acres with one-fifth of a mile of premier Willamette River frontage. The 'Pines' is a rare generational sanctuary where timeless architecture meets natural beauty. Behind a private gate, a circular drive leads through two acres of manicured lawns and pasture accented by a tranquil pond, setting the tone for this extraordinary riverfront retreat. The property comprises four distinct residences — the charming estate home, a 6-bedroom/5-bath guest house, a charming waterfront cottage, and a field cottage — each thoughtfully placed to capture serene views of the river and surrounding landscape. Originally designed in 1937 by renowned Portland architect Roscoe Hemenway for Mrs. M. Lloyd Frank of the Meier and Frank department store family. The main house showcases Oregon’s artisanal legacy with stone and timber elements inspired by Timberline Lodge. Inside, soaring beams, handcrafted fireplaces, and a rambling floor plan evoke warmth and a sense of heritage. Modern updates blend seamlessly with classic design, offering a main-floor primary suite, expansive great room anchored by a grand stone fireplace, elegant dining room, library with a rare brick beehive fireplace and country kitchen designed for gatherings large or small—all oriented to frame breathtaking views of the Willamette. Upstairs, the original primary suite opens to a sun porch overlooking the river. Outdoor living shines with lush grounds, an inviting pool, brick patio, and a private path leading to the dock for boating, paddle boarding, or peaceful reflection. Across the river, protected views of Champoeg State Heritage Site ensure lasting privacy and serenity. A place where stories are written and generations gather. The 'Pines' is more than a home—it’s a legacy on the banks of the Willamette River.

$7,995,000 Active

35960 NE WILSONVILLE RD Newberg, Oregon

3 Beds 4.1 Baths 6,400 SqFt 10.23 Acres

Architectural ambition meets unrivaled privacy. This once-in-a-generation custom estate spans 10 private acres in West Linn, where bold design, modern luxury, and elevated living converge in an atmosphere of unmatched exclusivity. Created by Street of Dreams award-winner Westlake Development Group and architecturally designed by Scott Streitberger, this 7,500 sq ft concept is as rare as it is remarkable. Renderings by Envision Studio offer a striking starting point for those ready to build a legacy.Wrapped in blackened stone, smooth panels, and glass, the design makes a statement from every angle. Towering ceilings, a dramatic two-story entry, statement lighting, and full-height windows deliver maximum drama and natural light. The chef’s kitchen is a true showpiece featuring dual islands, sleek cabinetry, and seamless indoor-outdoor flow designed for entertaining. A rooftop sky deck and 4-car glass-fronted garage round out the lifestyle-forward vision. Interior renderings showcase a floating staircase, executive office with forest views, and a signature glass-enclosed wine display anchoring the main living space.The primary suite overlooks the Willamette River, offering commanding views, a spa bath retreat, and private terrace. But the crown jewel? 100 feet of deeded Willamette River frontage with a private gangway and oversized dock already in place - a feature so rare it elevates this opportunity into a category of its own. Water rights and access to a shared high-output well are also included.The property offers ample space to bring your dreams to life: an infinity-edge pool, sport court, vineyard rows, or luxury guest pavilion, there’s room for it all! Tucked behind a gated private drive and surrounded by forest, this estate offers total seclusion just minutes from downtown and within the top-ranked West Linn school district. Time remains to personalize the finishes and build your legacy.

$7,500,000 Active

29951 SW OLD WELL RD West Linn, Oregon

4 Beds 4.2 Baths 7,685 SqFt 10 Acres

Perched at the highest point in Kings Heights on 1.55 acres, this remarkable Green Gables built estate captures breathtaking 270-degree views of the Portland skyline, the Cascade Mountains, and the Willamette and Columbia Rivers.Crafted with top-of-the-line materials, the home features copper gutters, slate roof, and a smooth stucco exterior. Beyond the grand gated entry, a sweeping driveway leads to two separate two-car garages, two peaceful water features, terraced gardens, and an expansive front lawn overlooking the city and mountains. A fully fenced, graveled walking path encircles the property and its rose gardens, enhancing both charm and privacy.Inside, the main level is anchored by custom stained-glass detailing, including a striking skylight centerpiece above the entryway. The formal living room centers around a gas fireplace, while the formal dining room showcases cherry wood finishes and new marble countertops. The gourmet kitchen features custom tilework and flows seamlessly into a family room with heated, smooth-pebble-tiled floors. Additional main-level highlights include a grand family room with a private office, box-beamed vaulted ceilings and French doors, along with a serene English conservatory and private elevator.Upstairs, the elegant primary suite offers a French door entry, private balcony, sweeping city views, and a spa-inspired bathroom with dual closets, a walk-in shower, new quartz countertops, and a jetted soaking tub with gold fixtures. Two ensuite bedrooms and a bonus room complete the second floor.The lower level includes a laundry room, dog-washing room, secondary kitchen, utility workshop, and a 1,200+ bottle wine cellar. The fourth floor provides a fully finished attic, ideal for additional living or creative space.Outside, the estate is fully fenced and equipped with an advanced security system, ensuring complete privacy and peace of mind.

$6,900,000 Active

3039 NW MONTE VISTA TER Portland, Oregon

4 Beds 4.2 Baths 10,156 SqFt 1.55 Acres

Experience luxury at its finest in this breathtaking custom home on the banks of the Willamette River. The private meandering wooded drive with an owned pond and giant bamboo grove opens to a stone paver and stained concrete driveway, Pella windows, Iron Lion front door, real Wyoming stone exterior, DaVinci slate roof, & custom exterior lighting; set the tone for what awaits inside. The elegant dining area & a temperature-controlled, glass-enclosed wine cellar, Level 4 smooth-finish walls highlight the home’s custom craftsmanship. The living & great rooms feature soaring 18-ft ceilings, gas fireplaces, and walls of doors that open to grand panoramic river views. The chef’s kitchen boasts an 11-ft island, leathered granite, custom cabinetry, high-end appliances & a walk-in pantry. The main-level primary suite with 15-ft vaulted ceilings with beams, river views & automated blinds. The spa-like ensuite includes a freestanding microbubble tub, heated floors, computer-controlled rain shower & custom walk-in closet with washer/dryer. Upstairs features three bedrooms with walk-ins, an additional oversized bedroom, and a loft with built-in desks. Downstairs, a hidden door opens to a renovated family/media room with a pool table, half bath and storage room. The temperature-controlled 10 vehicle garages are a car lover’s dream with epoxy floors, three lifts & guest quarters with an office, full kitchen, bathroom and washer/dryer. Follow the custom landscaping down to your private riverfront, complete with a high-end dock featuring a solar boat lift & two WaveRunner ports, making it effortless to enjoy the Willamette lifestyle to the fullest.

$6,895,000 Active

18418 OLD RIVER LNDG Lake Oswego, Oregon

6 Beds 4.4 Baths 8,077 SqFt 1.15 Acres

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