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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

Westlake Development Group presents The Legacy: a proposed 14,500 sq ft architectural tour de force, envisioned with Barclay Home Design and sited on over 28 acres, including 13 acres of former fairways on Sandelie Golf Course. Properties of this magnitude and beauty come along once-in-a-generation. With water rights and a high-producing well, sweeping grounds, and room for equestrian or sporting pursuits, this parcel can be both a luxury estate and a showpiece. Beyond the private gate, a waterfall-lined courtyard leads to an auto-gallery and a 14-ft pivot door opening to soaring, light-filled interiors anchored by a sculptural 360-degree fireplace. A chef’s kitchen with dual islands and full caterer’s suite invites grand entertaining. Guests retreat to private quarters joined by a glass breezeway. A wellness studio offers sauna, cold plunge, and en suite bath, while a private elevator ascends to the Sky Lounge—complete with golf simulator and rooftop driving range. Outside, an infinity pool, fire pits, spa, and poolside bar create a resort-like experience. Final pricing to be determined with builder.

$12,950,000 Active

1 SW Mountain(s) RD West Linn, Oregon

6 Beds 7.5 Baths 14,584 SqFt 28.34 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

Discover 10 pristine acres in the Stafford area, complete with water rights and a high producing well. This is a golden opportunity to create the luxury estate you've always wanted. Expand to 28 acres by acquiring the adjacent property, transforming this once-private golf course into a stunning retreat. Build your custom home with Westlake Development Group and enjoy space for a shop, barn, sports courts, or equestrian facilities. Dimensions stretch 405 feet wide and up to roughly 1/2 mile deep with purchase of additional acreage. Situated in the picturesque Willamette Valley, minutes from golf courses, wineries, and more. Renderings of homes designed by Imagination Designs and the legendary Michael Barclay, in addition to photos of Westlake Development built homes offer a glimpse of what’s possible.

$6,999,000 Active

29435 SW MOUNTAIN RD West Linn, Oregon

5 Beds 6.1 Baths 7,000 SqFt 10 Acres

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