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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 unveils The Legacy, a 14,500 sq. ft. architectural masterpiece that will redefine luxury in Oregon. Designed with Barclay Home Design, this nearly flat 28-acre estate on the former Sandelie Golf Course offers water rights, lush landscapes, and space for equestrian pursuits or sports. Behind a private gate, a serene courtyard with waterfalls leads to an auto-gallery. Inside, a 14-ft pivot door opens to light-filled interiors, a soaring 360-degree fireplace, and a chef’s kitchen with dual islands and a caterer’s kitchen. Guests enjoy private quarters connected by a glass breezeway. A wellness studio features a sauna, cold plunge, and en suite bath. A private elevator leads to a rooftop golf simulation room and Sky Lounge driving range. Outdoor entertainment includes a resort-style infinity pool, fire pits, spa, and poolside bar. With a motor court, circular driveway, and 5-car garage, The Legacy is a statement of sophistication. Dream big. Live bigger. List price does not reflect actual build cost; final price to be determined with builder. $12,950,000 Active

29435 SW MOUNTAIN RD 2 West Linn, Oregon

6 Beds 7.5 Baths 14,584 SqFt 28.34 Acres

Experience the pinnacle of luxury lakefront living, where every detail is crafted for the ultimate in entertainment and relaxation. This Lake Oswego residence, built by John Tercek's Stoneridge Custom Development and designed by Curt Olsen, features a private indoor entertainment haven, complete with a gallery garage to showcase your favorite car on a stainless steel spinner open to the room, a home spa & gym, bar, and a stunning pool/hot tub/cold plunge area. The outdoor spaces are equally spectacular, with multiple tiers including a turf play area and putting green, over 20 fire features, a lakeside cabana with panoramic views, and a boathouse with a walk-out roof and expansive dock, every inch of this property invites you to entertain, relax, and revel in the beauty of your surroundings. With a unique blend of contemporary design and classic elements reminiscent of a Lake Tahoe lodge, this expansive home is more than just a residence—it's an entertainer's paradise that offers a seamless blend of comfort, style, and unparalleled amenities. $11,900,000 Active

1810 NORTHSHORE RD Lake Oswego, Oregon

5 Beds 7.1 Baths 9,273 SqFt 0.52 Acres

Step into an unparalleled masterpiece where history and contemporary design converge on the shores of Oswego Lake. This reimagined estate, boasting breathtaking panoramic views and nearly 280 feet of private shoreline, is the result of an extraordinary collaboration among top-tier visionaries, including renowned architect Curt Olson, builder Skip O’Neil, landscape designer Steve Shapiro, and interior designer Chris Soderberg. Originally designed by iconic architect Wade Hampton Pipes, the home honors its Arts and Crafts roots while seamlessly integrating Northwest Modern sophistication. From the time-honored architectural details to the sleek new addition featuring a luxurious primary suite, resort-inspired pool, and expansive entertaining spaces, every inch of this home has been thoughtfully and elegantly crafted. The estate also offers a car collector’s dream six-car garage (wired for two additional lifts), a modern boathouse, and state-of-the-art amenities that perfectly complement its stunning lakeside setting. $11,477,000 Active

4101 SOUTHSHORE BLVD Lake Oswego, Oregon

5 Beds 5.1 Baths 6,140 SqFt

This is a rare and extraordinary opportunity to own a premium property located directly next door to one of the most luxurious destinations in Oregon's wine country. Nestled in the heart of Yamhill County, this expansive 18.76-acre parcel within the urban growth boundary offers unbelievable development potential. Preliminary engineering plans show the ability to build 100 homes, many on large lots. The property is secluded, yet located within minutes to Highway 99, shopping & restaurants. Only a 30 minute drive to Intel, Nike & other major industry. Water & sewer located at the base of the property. Existing home & out buildings, value is in the land. Buyer to confirm all listing details & conduct all due diligence for development potential. Please do not visit the property without an appointment. $9,990,000 Pending

3809 N SPRINGBROOK RD Newberg, Oregon

3 Beds 2 Baths 2,356 SqFt 18.76 Acres

Remarkable, architecturally distinctive home site with 280 degree view of Oswego Lake. Home has been under restoration and remodeling, ready for new vision. 2.19 acres of beautiful grounds. 4,350 sq ft main level; 1,125 sq ft lower level; 1,300 sq ft separate teardrop guest house/studio (with full kitchen and bathroom) and private boat slip designed by architect Robert Oshatz; two patios and one large open deck for luxurious lakefront living. Annual Lake Corp fee $4286 & one time Lake Corp fee $7500. $8,800,000 Active

1900 TWIN POINTS RD Lake Oswego, Oregon

5 Beds 3 Baths 6,776 SqFt 2.19 Acres

Welcome to Red Lily Vineyards, one of the most acclaimed vineyards in the esteemed Applegate Valley of Southern Oregon. Renowned for its exceptional wines and captivating scenery, Red Lily Vineyards presents an alluring mix of established wine and agri-business with great opportunities for event and hospitality expansion. It's not just a business; it's a gateway to an extraordinary experience and a haven for those seeking a rare and sought-after investment and lifestyle opportunity. This 255-acre ranch and estate boasts strong water rights, breathtaking river frontage, a state-of-the-art winery, mature vineyards, and an expanses of quality irrigated land for vineyard and agricultural expansion plus perhaps the most iconic and well-trafficked wine tasting experience in Southern Oregon. Nestled atop a secluded knoll, commanding picturesque views of the Applegate Valley, is the main residence, a quintessential American cedar shingle-style home boasting over 4,000 square feet of living space. The second home, known as the winemaker's house, is a delightful farmhouse that has been thoughtfully updated. With its well-established reputation and a wealth of infrastructure, Red Lily provides an excellent platform for business expansion. This includes options for expanding vineyard and agri-business operations, developing a hospitality business with a focus on events such as destination weddings, as well as on-site accommodations like bed and breakfast and cabin rentals. An additional estate dwelling and farm-to-consumer sales are also relevant opportunities. This rare gem offers an unparalleled setting with 3,300 feet of Applegate River frontage and convenient access to incredible outdoor activities. The phenomenal location is a short commute from all the conveniences of Jacksonville and Medford and is centrally located within Southern Oregon. The offering is a hybrid sale that includes the business, brand, and real estate. Owner terms may be available. Thank you! $8,500,000 Active

11777 Highway 238 Jacksonville, Oregon

4 Beds 3 Baths 4,527 SqFt 255.9 Acres

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